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Holiday Rentals in Naples

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    All 689 Rentals in Naples
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    Greenlinks at Lely Resort, Naples FL1 / 17
    (12)Excellent
    Lely Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    LUXURY CONDO IN FALLING WATERS. HUGE HEATED SALT WATER POOL, GREAT LOCATION1 / 74
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Old Naples Luxury Cottage - Walk to 5th & Beach !1 / 35
    (12)Very good
    Old Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Walk to Beach from Stunning Tropical Pool Home1 / 15
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • DVD Player
    • Grill
    • Washer
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 June 2019
    The home was great. It had a lot of room for 2 adults and 3 children. Very children friendly. Great pool. I loved that it was in the center of everything for our shopping needs...
    Reviewed 28 December 2018
    Booking the home was breeze. Owner was prompt in responding. Management of property was excellent and immediately addressed any issues we had. The location of the property is...
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    About this property
    Walk to a private beach park from 'Beachside' a tropical, upscale pool home in the heart of Park Shore, one of Naples' most affluent neighbourhoods. Excellent shopping and dining (including the Village on Venetian Bay) is within easy walking distance. The beach is just half a mile away and there...
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    Naples, Southwest Gulf Coast 34103
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Old Naples
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Never miss a sunset from this beautifully appointed beach house, just steps from Naples Famous fishing pier and beautiful white sand beaches. Newly constructed home with all the bells and whistles. Enjoy sunsets from the rooftop deck or stroll down to the beautiful beach and watch the dolphins...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    MODERN 4 BEDROOM VILLA WITH LONG SUNSETS LAKE VIEWS CLOSE TO BEACHES & DOWNTOWN1 / 106
    (6)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2018
    Beautiful house in Briarwood area of Naples, a very private, peaceful, and safe neighborhood conveniently located for beaches, shops, and downtown Naples. The house is spacious...
    Reviewed 1 August 2017
    This is our second time renting a house from Mirela. I cannot say enough great things about her houses. Super classy, clean, comfortable and alway at your beck and call if you...
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    About this property
    The Villa is located in Briarwood a beautifully maintained gated community in Naples. The 4 bedroom and 3 bathroom salt water pool home with a lake view is a favorite for all. Our home has a specious open floor plan to comfortably accommodate 8 guests. The lake can be viewed from almost every...
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    Naples, Southwest Gulf Coast 34104
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Sunset Hide A Way South in Paradise, Naples,Fl1 / 31
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Waterfront
    • Cable/satellite TV
    • Patio
    • Washer
    • Grill
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 March 2019
    “Had a great time!”What a lovely place to stay. Nice furniture and a great king sized bed. Ricky was a wonderful host. He had all sorts of ideas of places to go, things to see...
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    About this property
    Up to 12 guests upon request/availability of Sunset Hide -A- Way North (5 people) and Sunset Hide a Way west (2 people)*. Country setting home Nestled among the soaring pines and palm trees. Enjoy your mornings with a fresh brewed cup of coffee overlooking tranquil water and watching the deer...
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    Location Information
    Naples, Southwest Gulf Coast 34117
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Stunning Golf Course Views/ Lely  Pool Home 3/2 plus den/office1 / 24
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Patio
    • Washer
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2018
    An absolutely wonderful house, we have holidayed in Naples for the past 15 years staying in various houses and this was certainly the best we’ve stayed in by a mile!We were a...
    Reviewed 11 January 2018
    Nice central location. Home and furnishings are top quality. We love sun and golf. Couldn’t ask for more.
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    About this property
    BOOKING AVAILABLE May 1, 2020. See Calendar for Availability! Booked 1/1/2021-3/15/2021. This master split floor plan is perfect for family entertaining or hosting your out of town guests with privacy for the holidays! Spacious and updated custom built executive home is located in a quiet cul de...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Moorings
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Private Outdoor Pool (Heated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the luxurious Moorings area, the Sand Castle close to all of Naples best shopping and beaches. Enjoy the sunset, a picnic, or some sun bathing on one of Naples' most well maintained private beaches. The Sand Castle is a wonderful addition to our Luxury Rentals portfolio. This home has...
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very upscale gated community on Naples Bay with beach shuttle to private beach. Minutes to Old Naples Shopping and Dining. Stunning 6000 square foot 4 BR 6 bath home offers the best of both worlds. Located in a private, gated bay front community with Sweeping view of Golf course and lake or take...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Top Location, Best Views, Park Shore Resort 2101 / 35
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Balcony
    • Grill
    • Patio
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 February 2020
    Park Shore Resort is a great location. Easy access to dining & shopping. Very relaxing by the pool and sitting on the deck. Facility is great and the owner is very easy to...
    Reviewed 18 May 2019
    We really enjoyed our stay here - pool, hot tub, restaurant - all very nice! We've booked again for Feb 2020
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    About this property
    * PLEASE SEND AN INQUIRY FIRST PRIOR TO REQUESTING A RESERVATION. VIEWS, VIEWS, VIEWS! The view alone from this unit should do it, but there’s more. This unit is in an most desirable location, in the famed Park Shore Resort in Naples. It is a AAA-3-Diamond resort with heated pool, hot tub, tennis,...
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    FRESH AND BRIGHT, NO STAIRS, GROUND FLOOR, POOL1 / 15
    (19)Excellent
    Lely Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Washer
    • Parking
    • Wi-Fi
    • Outdoor Dining Area
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 December 2019
    Visiting from Europe, we stayed here a few years ago. Michael Fawson and his wife were great, then and now! Fantastic location, excellent pool area, and lovely 2 bedroom...
    Reviewed 16 May 2017
    Condo was clean and comfortable. Spacious and perfect for the four of us! The pool/spa was clean as well. Our stay was fabulous and we can't wait to book again. The owners were...
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    About this property
    The unit is on the 1st floor of a 4 floor building. No stairs! The complex has its own, heated swimming pool and hot tub. Shopping at the local supermarket is within a short walk. Lely resort offers two public golf courses. Close to Naples and Marco Island beaches. The living-room has a flat...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Charming Home on Southwestern Lake Close to Beach1 / 19
    (9)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2016
    Had a great 10 days at this house, easy to get to everything around Naples. Nice pool and outside eating area. Would stay again.
    Reviewed 31 July 2016
    We stay in this beautiful home for 7 days. Everything was very well, the pool very clean, perfect kitchen, large patio with bbq (2 chairs more to go outside will be good). We...
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    About this property
    This is a spacious waterfront luxury home close to all the amenities of sophisticated Naples. The main rooms have been devised to take full advantage of the lake views. The decor is plantation/colonial. Floors are tiled and plantation shutters add to the colonial feel. Rattan and cane furniture...
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    Location Information
    Naples, Southwest Gulf Coast 34104
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Treviso Bay - Luxury Resort Style Golf Community1 / 23
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 March 2019
    This was our home away from home for two months in 2019. The condo was beautiful, very clean and had everything we needed. The lanai was very comfortable and had a nice view of...
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    About this property
    Beautiful Brand New 2 Bed & 2 Bathroom Condo With Lake View This new condominium is tastefully furnished and has been designed to the highest standard using all new items. Use of the buildings elevator make wheel chair access simple. The stunning view from the condo over the adjoining lake to...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    NEAR TO BEACH! Lovely S/W Facing Villa With 2 x Master Suites, Pool & Lake Views1 / 22
    (11)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Balcony
    • Grill
    • DVD Player
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 February 2020
    The home was beautiful, clean, and very well maintained. The heated pool made the trip worthwhile. The owners have thought of everything with regards to household appliances...
    Reviewed 20 January 2020
    Over the years we have rented several villas mainly around the Orlando area. We decided to give Naples a visit over the Christmas period and we liked the look of this villa...
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    About this property
    Our beautiful home which has lake views to the rear has two master en-suite bedrooms, both with king size beds and which open onto the pool and sun-terrace. The lounge and dining room is open-plan with a large four section sliding door which opens onto the pool and lanai area. There are two more...
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    Location Information
    Naples, Southwest Gulf Coast 34104
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Magnificent  Pool Home Close to Beach and Downtown1 / 21
    (15)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Balcony
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2016
    My family and I have been visiting Naples for vacation for several years and have been renting different places to find one that we liked and suited us. Well we found it. This...
    Reviewed 9 October 2014
    We had the kids and grandkids, six of us altogether. We had a wonderful time and had plenty of room.The house was spacious, bright and cheerful, and perfectly clean. The pool...
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    About this property
    This is a magnificent, tropical home very close to downtown Naples and the beaches. The list of upgrades is truly stunning. Granite and hickory kitchen, soaring ceilings, hardwood and tiled floors, luxury linen and towels. The superb lanai is a particular feature, with comfortable seating and...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Old Naples
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Hot Tub
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine, a long day having fun at the beach. When you're ready for a break you can walk two minutes to a stunning vacation home. Relax by the pool, or cook some burgers on the outdoor grill. Enjoy the sunset from your deck with a beautiful view of the beach. When you're ready you can stroll back...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sprawling plantation style home just steps to the beach. Incredible plantation style beach house recently purchased, remodeled and designer furnished. Rock in your rocking chairs on the wrap around veranda overlooking the aqua blue pool and tropical gardens. Outdoor kitchen with plenty of seating...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Naples - Vanderbilt Beach /  Luxury Manager Villa1 / 55
    (5)Very good
    North Naples
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Grill
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2018
    Location is great! Near swimming beach and state park. Restaurants and shops are not far. House was clean and nicely decorated, it had 3 bicycles which we enjoyed using to see...
    Reviewed 22 April 2018
    It was an excellent home and experience. 4 couples enjoyed the beautiful home with 4 bedrooms and 4 full bathrooms. Short stay but would definitely return.
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    About this property
    Fantastic wide canal views from this newly redesigned and professionally decorated Vanderbilt Beach gem. You will love this very light, cozy newly redone executive style waterfront home in walking distance to famous uptown Vanderbilt Beach. Mercato and Waterside Shops fine dining & shopping as...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Old Naples
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Ocean Views
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a short walk on the beach or stroll to 3rd St to enjoy your morning coffee and do a bit of shopping. This is where you want to be in Naples. Spacious living areas upstairs and down with huge flat screens, courtyard pool with spa, outdoor kitchen, luxury furniture, and bed linens. Additional...
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    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 3 bedroom, 2 baths, 2 car garage Coach Home with lake view. This new Coach Home is tastefully furnished and has been designed to the highest standard using all new items. Bright and spacious floor plan with tile and carpet floors, stainless steel appliances and granite counter tops. All...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Huge 3BR/2.5BA Southern Pool Home w/ Contemporary Design in beautiful Kings Lake1 / 37
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 May 2019
    Beautiful Home. Close to grocery store and the beach. Close to many attractions and great restaurants.
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    About this property
    Huge modern design pool home in beautiful Kings Lake. You will love this spacious light family home in close distance to famous Firth Avenue and Third Street. Mercato and Waterside Shops fine dining & shopping as well as the beaches are just a short drive away from this quiet neighborhood. Tennis...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    NAPLES LUXURY ESTATE NEAR RITZ CARLTON & VANDERBILT BEACH1 / 29
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Patio
    • Washer
    • Wi-Fi
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 March 2019
    Just finished a great week at the guest house. The owners will go out of their way to help you have a great stay. They communicate extremely well and it was appreciated.The pool...
    Reviewed 29 November 2017
    So amazing would go again. Everything you could want. Close to beach. Stores private spa. Pool. They give you Toothpaste toothbrushes shampoo conditioner robes flip-flops...
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    About this property
    Wonderful luxury guesthouse located in a premier location. Relaxing atmosphere just 8-10 minutes drive away from the pristine beaches of Naples. Furnishings and finishes are very upscale. The tropical completely private backyard boasts a Pool and Jacuzzi Tub all in screened Lanai surrounded by 6...
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    Location Information
    Naples, Southwest Gulf Coast 34119
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Luxurious Olde Naples Beach House1 / 37
    (12)Excellent
    Old Naples
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 January 2018
    We have rented many homes and condos through the years but this is by far the best one I've ever stayed in! It was so clean and well stocked with basic supplies. Lisa also had a...
    Reviewed 13 April 2017
    Our 3rd visit to this beautiful house reminded us why we keep coming back. The location is amazing with the beach across the road, as well as the gorgeous shops and restaurants...
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    About this property
    Newly remodeled! This casually elegant 3700 sq. ft. 4 bedroom home is located in the upscale neighborhood of Olde Naples. Located just steps away from one of Naples most pristine beaches and the Naples Pier. Charmingly designed, this home boasts 25 foot ceilings and lavish windows which provide...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
    • Secure Parking
    • Air Conditioning
    • Hot Tub
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Bay house boasts expansive wide water views across the harbor. Located in the heart of Old Naples. Stroll to 3rd Street shopping, dining, and the beach! Newly redecorated by a professional designer, the home has all of the creature comforts. Professional kitchen, outdoor kitchen area with...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    LUXURY RENTALS ~ THE PIER HOUSE ~ BEACH VIEWS1 / 29
    (2)Excellent
    Old Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Private Outdoor Pool (Heated)
    • Washer
    • Ocean Views
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2019
    Great house to rent. Perfect for going to the beach or staying home and enjoying the pool. This house was perfect for my family of 8. It is located right by the beach and the...
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    About this property
    This home screams excitement situated right next to the Naples Pier and just a block from the ever popular Third Street South shopping and dining.This home currently has 4 total bedrooms and 3 baths.The Main House features 3 bedrooms with expansive decks and views of the swaying palms and crystal...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    LUXURY RENTALS ~ Palma Real Beach House1 / 23
    (1)Excellent
    Old Naples
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Washer
    • Waterfront
    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 2017
    We decided to book another trip before we even left from our first time. everything was beyond expectations. It was raining when we were given our keys and they still had a...
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    About this property
    This home has everything you could need or want to enjoy your fabulous stay in paradise. Heated pool and spa, outdoor kitchen, and dining area give you lots of reasons to stay longer. Spacious interior features 2 living areas on the main floor and another family room on the second floor so you have...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    LUXURY RENTALS | MANATEE COVE BEACH HOUSE1 / 23
    (3)Excellent
    Old Naples
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 January 2018
    The Manatee Cove Beach House is open and spacious. Huge pool area with spa overlooking the water. Boat was a super added bonus. We walked to beach and downtown shopping and...
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    About this property
    Located in the heart of Old Naples Third Street Shopping and dining area and just a stone’s throw to the beautiful white sand beaches and turquoise waters of the Gulf. This home features 4 spacious bedrooms and a living area that overlooks a wonderful heated pool area with spa and deep water canal...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Coral Falls condo w/incredible pool views from private screened lanai - Communit1 / 28
    (1)Excellent
    Lely Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to one of Lely Resort's premiere condominium communities - 'Coral Falls'! Coral Falls is conveniently located in South Naples, between downtown Naples and Marco Island. This well manicured community is tucked away in a private and tranquil setting, which is easily accessible from...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    6Bd Naples Walking distance to the Beach in Naples1 / 35
    (5)Excellent
    North Naples
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 February 2019
    We were staying in the house for a conference at a nearby hotel- it was clean and well kept; the pool was beautiful and the beach was a long walk or short drive away. Our...
    Reviewed 26 June 2017
    Thoroughly enjoyed staying at this house fit our needs perfectly. The kids loved the screened in pool (no bugs) in the backyard. They swam every day. The beach is just down the...
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    About this property
    Welcome to our Naples Vacation Home located in a walking distance to Vanderbilt beach. Our home is newly renovated and it has 6 bedrooms and 4.5 bathrooms. It has a south facing heated pool and lanai. It is a paradise for a large groups and family reunions (up to 16 sleeping places). Our vacation...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
    Luxury Beach House -  5/5, 2.5 blocks to beach1 / 26
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Washer
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    • Hot Tub
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2016
    We loved staying at this beautiful home. It was comfortable and relaxing, and exactly right for our family. Nothing was overlooked! Wonderful cooks kitchen with all the...
    Reviewed 4 July 2014
    After some intense searching for a 5-bedroom vacation home near the beach on the Gulf Coast for our parent's 50th Anniversary, we finally narrowed our search down to Misia's...
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    About this property
    Let us help you to make some unforgettable memories in this gorgeous home. The SandCastle Beach House, in the heart of Old Naples in Coquina Sands, less than three blocks to the beautiful beaches and refreshing waters of the Gulf of Mexico and Lowdermilk Beach Park and just steps to Olde Naples,...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    2 Bedroom ground floor Villa in Glades Golf club1 / 23
    (10)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Porch
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    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 January 2020
    We were a bit mislead. After trying to book a tee time a couple days after we arrived we were told had no golf privileges. We were informed that this property is to only be...
    Reviewed 20 August 2019
    This is a wonderful condo in a convenient location in Naples! It’s on the Glades golf course too! The condo is very clean and nicely furnished. Eva (the owner) is great to work...
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    About this property
    Welcome to fabulous Naples Glades Golf Club. Very private,bright and clean, one floor, 2 Bedroom, 2 Bathroom, 1300 air conditioned sq. ft., fully furnished, in the private area of Glades Country Club. The kitchen has been remodelled. Well stocked with small appliances and cooking utensils for...
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    Location Information
    Naples, Southwest Gulf Coast 34112
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Moorings
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Moorings Beach Mansion features 5 large bedrooms, 5.5 bathrooms. 3 King size bedrooms have a full bathroom with his/her sinks. Downstairs master features a large bathtub and separate walk in shower. Queen sized guest room downstairs with private entrance and kitchenette, bring your nanny or...
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    Location Information
    Naples, Southwest Gulf Coast 34103
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our condo at the World Tennis Club in Naples, Florida, is spacious and luxurious with a large lounge/diner with comfortable sofas and dining for 6. Patio doors give access to a screened balcony/lanai with views over a lake. Herons, egrets, Ibis, ducks and otters inhabit the lake and are frequent...
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    Location Information
    Naples, Southwest Gulf Coast 34105
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Vanderbilt Beach House - 4 bedrooms - Private Pool and Spa1 / 25
    (7)Very good
    North Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Certificate of Excellence
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    • Hot Tub
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 March 2019
    open floor plan home, big lanai is great for family vacation brings the outdoor in.While we did not have many issue Chris was very responsive
    Reviewed 12 January 2019
    This comfortable home in a quiet neighborhood about 15 min from Vanderbilt Beach has a lot to appreciate. Great location, easy drive to groceries, a variety of great restaurants...
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    About this property
    Beautiful spacious 4br Beach home on a double lot with pool. Large screened lanai, with lounge chairs and outdoor dining area. Recently remodeled kitchen, large indoor dining area and an open floor plan great for entertaining. Flat-screen TVs with HD cable, free wifi internet, and a billiard pool...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
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    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Up to 12 guests upon request/availability of Sunset Hide -A- Way North (5 people) and Sunset Hide a Way west (2 people)*. Country setting home Nestled among the soaring pines and palm trees. Enjoy your mornings with a fresh brewed cup of coffee overlooking tranquil water and watching the deer...
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    Location Information
    Naples, Southwest Gulf Coast 34117
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Naples Luxury Beach House - 4 Bedroom Plus Sleeping Den - Private Pool and Spa1 / 28
    (4)Excellent
    North Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2017
    There were 8 adults and we had plenty of space both inside and out. The house was stocked with all the basic essentials in the kitchen, baths, and laundry room to make our week...
    Reviewed 24 June 2017
    Thank you for welcoming us to your house. We had a great time. The house was beautiful and had everything we needed during our stayed.
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    About this property
    Beautiful, new construction, large, 2 story home, high ceilings, featuring a screened lanai with heated pool, spa, outdoor shower, outdoor kitchen, grill and dining area. 4 bedrooms plus sleeping den. 2 king beds, 1 queen bed, 1 full, 1 twin and a queen size sleeper sofa. Beautiful cherry wood...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Exquisite Naples Condo-Steps to the Beach1 / 26
    (20)Excellent
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Hot Tub
    • Washer
    • DVD Player
    • Children's Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 November 2018
    My family of six just returned from a wonderful vacation at Anne's Condo. The location of the condo was perfect it was a quick walk to the beach and very close to many...
    Reviewed 13 November 2018
    Stayed here for a week with a group of girlfriends from high school. Had a great time exploring Naples! The condo was very comfortable and clean and had everything we needed...
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    About this property
    This 3B/2B condo is located in The Regatta, a beautifully landscaped, gated and guarded community just a block and a half from the beach and across the street from the Ritz Carlton. The Regatta has all of the features of a resort! Enjoy the beautiful lagoon style pool with waterfall and zero-depth...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Updated Two Bedroom Condo - Naples, Florida1 / 18
    (5)Excellent
    Lely Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Porch
    • Hot Tub
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    • Internet Access
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 April 2019
    I have stayed in this condo twice before and find it quiet and quite convenient.It has all the amenities I need.It is handy to have the pool close.
    Reviewed 16 December 2016
    Awesome condo..spacious clean comfortable.great location..they have everything you need..2nd time we have stayed..will be on the return list..thanks for letting us stay..
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    About this property
    Two Bedroom Condo at Coral Falls Resort. Perfect location. 10 mintues from both Marco Island and Downtown Naples. Located within walking distance to shopping, and minutes from Gulf beaches. Onsite amenities include tropical waterfall pool and spa, two 18 hole championship golf courses, walking and...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    The Boat House on the Bay - Convenient to 5th Ave Restaurants and Beach1 / 27
    (6)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
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    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 December 2019
    My family spent a week over Christmas. The location is close to 5th Ave restaurants but you’ll still need to drive to anything you want to do. Shopping, great restaurants and...
    Reviewed 8 June 2019
    We loved this home! The interior design was great, the management team was helpful, and the house was clean which is crucial for us. The management team even gave us access to...
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    About this property
    Modern Luxury meets privacy and bay views! Heated open pool; Walk to 5th Ave and the Beach Enjoy this luxuriously remodeled home in the Heart of Naples nestled in Royal Harbour with glistening Bay sunset views. Top designer modern furniture meets high-end finish out. The volume vaulted 12.5 ft...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Tuscan Vacation Rental1 / 26
    (25)Very good
    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 February 2015
    Very nice property with a wonderful pool in a location convenient to the beach (by bike or car), shopping, etc. For those who need a dog-friendly rental in a neighborhood safe...
    Reviewed 4 May 2014
    Extremely pleasant rental process from start to finish. Management was very responsive to questions and made the experience quite easy. The home was perfect for our small...
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    About this property
    Newly built home with a brand new pool and hot tub, minutes from Vanderbilt Beach! This home is professionally managed by Naples Florida Vacation Homes, LLC. About Tuscan Vacation Rental by Naples Florida Vacation Homes The Tuscan Vacation Rental has cozy, warm,coastal elegance! This 3 bed, 2...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Beachwalk at Vanderbilt Beach1 / 18
    (3)Very good
    North Naples
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2017
    Homely stay near Naples beautiful beach. The house is very comfortable with all necessary facilities. There are bikes available to explore the beaches. We had a great time...
    Reviewed 16 January 2016
    Stayed only few nights at this place. Very comfortable and fully equipped with large, light open kitchen, open living area and two separated bed rooms. Just right space for a...
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    About this property
    Walk or Bike to the Beaches. This lovely two bedroom is absolutely adorable and charming, and part of a larger estate. This home doesn't disappoint, it has an incredible setup! The home has a wonderful lanai and front porch, leading into a large fenced backyard. The home is New to the rental...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Delnor Wiggins State Park and Beach1 / 19
    (4)Very good
    North Naples
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Washer
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    • Balcony
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    • Private Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 October 2018
    This is the second time but I have rented this property this year and I absolutely love it, it actually feels like home. I have nothing negative to say about it the location, it...
    Reviewed 16 January 2016
    This January I had again the pleasure of spending a few nights at this place. Everything you need is available, from full kitchen to rain shower. I love the small private garden...
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    About this property
    Enjoy the wonderful breeze of the Gulf of Mexico, soft white sandy beaches VERY PRIVATE GET-AWAY - 1/1/1 Duplex complete house 700 sq/feet + with private yard. Biking distance to Naples Beaches and shopping! You'll love this comfortable secluded living. The unit is personal and comprised of a...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Wi-Fi
    • Hot Tub
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Old Naples Beach house! Recently redesigned and renovated. Old Florida style home in the heart of Old Naples Aqualane Neighborhood. Just a short stroll to Old Naples shopping, dining, and pristine white sand beaches. Home has been professionally decorated by one on Naples top designers to...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    The Treehouse at Vanderbilt Beach1 / 21
    (4)Very good
    North Naples
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 May 2017
    The Treehouse was perfect for our anniversary getaway. The house was up-to-date, clean, bright, and stocked with the little things that are so important. It was minutes away...
    Reviewed 12 March 2016
    All the conveniences of home, including safe neighborhood, it was well stocked, warm and welcoming. We had a rented car, which is helpful to get to beaches, shopping, food...
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    About this property
    Never miss a Sunset over the Gulf of Mexico! It's a penthouse, a cabin and lodge all in one! Our guest call it the Treehouse. It's perched above tree level to catch the Gulf's breeze. It's luxurious living in a Treehouse with all modern amenities. Within the treehouse you will never miss a Sunset...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    Lely Resort
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy all of the Natural light and beautiful lake view in GreenLinks Golf Villas! This home is professionally managed by Naples Florida Vacation Homes, LLC. About Catina by Naples Florida Vacation Homes This Naturally lit first floor 2 bed, 2 bath condo sleeps up to 8 guests. Located in the...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Old Naples' Royal Palm Cottage Walk to Beach and F1 / 30
    (1)Excellent
    Old Naples
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Washer
    • Parking
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2016
    An outstanding experience - Jim was great to deal with; responsive, attentive and answers/recommendations in all areas!From initial enquiry to the booking, to payments, to the...
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    About this property
    'Royal Palm Cottage' in the Heart of Olde Naples - Perfect Location - Walk to everything. 5 bedroom 4 bath Classic Coastal Beach cottage featured in the 2011 book 'Dreamhouses': Beach Homes & Cottages in Naples. Located in the Historic District of Olde Naples just a short 2 block walk to Fifth...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Lely Resort
    2 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly Furnished Vacation Rental, Enjoy your stay * Lely Resort - Beauty of Naples This condo is proudly managed by Naples Florida Vacation Homes, LLC. *FREE golf is available for off season. Get 6 FREE rounds with any booking* Visit paradise when renting this beautiful and updated 2 bedroom, 2...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 6
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note that seasonal reservations for this home must be 120 days in length in order to be approved. Please contact Island Escapes directly for more information.* GOLF COURSE COMMUNITY Tee off in your own backyard! This home has it all!!! The home is on the second hole ( par 5 ) of Flamingo...
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    Location Information
    Naples, Southwest Gulf Coast 34113
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Severina Vacation Home Naples1 / 31
    (1)Excellent
    North Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 December 2017
    We rented Severina for about a month last November. Everything was as promised, and more. The house is new, everything was in perfect working order and perfectly clean. Kitchen...
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    About this property
    New Construction Vacation Home minutes from Vanderbilt Beach, Naples. This home is professionally managed by Naples Florida Vacation Homes, LLC. About Severina Vacation Rental by Naples Florida Vacation Homes The Severina vacation rental is the nicest home on the block! Newly remodeled taste of...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    1
    Naples Holiday Rentals

    Known for its phenomenal golf courses with designer tags like Greg Norman, Tom Fazio and Rees Jones, miles of family-friendly, sandy beaches and luxury dining and boutique shopping, Naples is an enviable upscale Florida destination. If you want to enjoy Naples in an unparalleled fashion, book a holiday rental. From sprawling beach homes and high-rise condo rentals to quaint cottages and villas, the menu is exceptionally pleasing in the Naples area. Better still, you’ll save money by coming home to a fully equipped kitchen where you can enjoy a delicious and relaxing dinner.

    Naples attractions and activities

    A holiday rental makes it easy to explore all of Naples many attractions with easy access to beaches, golf courses and shopping. If you’re a family of nature lovers, immerse yourself in eco-tourist attractions like the Audubon Corkscrew Swamp Sanctuary, Rookery Bay National Estuarine Research Reserve, the Naples Botanical Garden and Everglades National Park, which is a short drive from Naples. For beach lovers, the Naples area boasts pristine areas like Tigertail Beach and Barefoot Beach Preserve where sunbathing, sailing, fishing and boating are popular activities. Shopping is an attraction unto itself in Naples, which features an eclectic menu of options, including major upscale complexes like Waterside Shops, Village at Venetian Bay and Tin City as well boutique and art gallery shopping in downtown along Fifth Avenue South and Third Street South. Golfers, is your idea of paradise more than 100 lush golf courses with carpet-like fairways? The Naples area is the place for you with exceptional layouts such as Tiburon Golf Club, Arrowhead Golf Club and Naples Grande Golf Club.

    Family holiday rentals in Naples

    With so many things to do and see in Naples you’ll spend a lot of time enjoying the outdoors. A holiday rental in Naples gives your family an airy and comfortable place to return after a long day of fun and frolic. A hotel room can get pretty cramped with luggage, golf clubs and beach toys, while a holiday rental in a spacious beach house, condo, villa or cottage gives your family extra space and lots of amenities.

    Saving money on Naples holiday rentals

    Great deals are available even on luxury properties. We have special deals and discounts on Naples holiday rentals in every price range at a wide variety of venues from beach to golf course and everything in between. For convenience, spacious accommodations and money saving attributes, a holiday rental is the best way to experience the upscale wonders of Naples.

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