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Holiday Rentals in Seaside

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    Travellers to Seaside are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    29 Matching Rentals in SeasideView all 28 rentals
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    NEW! Santa Rosa Beach House w/Bikes, Deck & Grill!1 / 29
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Coastal Bliss Enjoy the beauty and ease of coastal living at this Santa Rosa Beach townhome, a polished, dog-friendly retreat with a private balcony, easy walking access to the gorgeous beaches of 30A, and wonderful shared amenities that include two swimming pools, a hot tub, tennis courts, a...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Daydreamin' Experience classic Florida charm in polished, light-filled surroundings at this delightful cottage in Santa Rosa Beach, where you'll be just a few minutes' walk from the white sugar sand! This air-conditioned family cottage features four porches where you can bask in the Gulf breeze, as...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Patio
    • Washer
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dune Our Thing Welcome to 'Dune Our Thing,' located in the beautiful Cypress Breeze Plantation, one of the area's premiere gated communities in Santa Rosa Beach! This beautiful, three-level home features an updated, fully-equipped kitchen with plenty of seating for dining with the entire group. You...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Balcony
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    • Washer
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Serenity Adrift Serenity Adrift, located just five minutes walk from Gulfview Heights Beach, features a community pool plus all the amenities you could ask for in a home getaway. You’ll find plenty of space in this two-story home with a loft and a furnished front porch. The interior was...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Blue Mountain Beach - Beaches and Cream 'Beaches and Cream' is a gorgeous new home located in desirable 30A Highland Parks * Blue Mountain Beach. There are several beach accesses nearby with parking, restrooms, lifeguards in season, and restaurants within close walking distance. A short-cut thru...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Blue Mountain Beach - Highland Park If you’re planning to visit Santa Rosa Beach for your next vacations, make sure to book this inviting, family-friendly beach home. This gorgeous rental offers an upscale kitchen with stainless steel appliances, a spacious living room with a giant wraparound...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
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    • Washer
    • Patio
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Turquoise Love Nestled in serene Blue Mountain Beach, this fabulous, two-story beach house boasts an open, light-filled family room and entertaining kitchen. Enjoy the fresh air from the two furnished porches, or head across the street to the Pool House where you can swim in the luxurious community...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
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    Treehouse Oasis The Enchanted Purple Cottage is quaint, cozy, and tucked away on a beautiful lot. Enjoy sitting on the furnished deck that is surrounded by trees as you listen to the sounds of the Gulf. This rustic cabin is unique and offers an artsy vibe with loads of charm. The eclectic touches...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
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    • Balcony
    • Air Conditioning
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HOME HIGHLIGHTS: - Private Pool **Pool heating is available for this property from October 1st through May 1st for $25 per day** - 5 Adult Bikes Provided - Gulf Views - Large Porches - Convenient Location - Complete Clean Linen Participant - ALL linens, including comforters laundered upon every...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 16
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Seaside area, this newly renovated 800 sq. ft. condo was designed as an ADULT ONLY/No Smoking/No Pets personal vacation residence (couple's or ladies get-away) for 2 persons over the age of 25 only. Rental includes beach setup with 2 chairs and umbrella from March 1 - Oct 31, 2019...
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    Seaside, Florida Panhandle 32459
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Balcony
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home Highlights :  - Gulf front community pool - Private balcony with stunning views - Top of the line finishes throughout - 3 Adult Bikes - On site fitness center - ALL linens, including comforters laundered upon every check out Executive Access : Guests staying at this property...
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    Seaside, Florida Panhandle 32459
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Waterfront
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HOME HIGHLIGHTS: - Gulf front community pool - Private balcony with stunning views - Top of the line finishes throughout - 3 Adult Bikes - On site fitness center - Complete Clean Linen Participant – ALL linens, including comforters laundered upon every check out EXECUTIVE ACCESS: Guests staying at...
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    Seaside, Florida Panhandle 32459
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Balcony
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HOME HIGHLIGHTS: - Gulf front community pool - Private balcony with stunning views - Top of the line finishes throughout - 3 Adult Bikes - On site fitness center - This property comes with 1 dedicated parking spot - Complete Clean Linen Participant – ALL linens, including comforters laundered upon...
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    Seaside, Florida Panhandle 32459
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    HOME HIGHLIGHTS: - Gulf Views - 4 Adult Bikes - Private, Gated Community with Community Pool - Pool will be heated for Spring and Fall Months Only - Convenient Location - Walking distance to the beach - Steam Room SLEEPING ARRANGEMENTS FIRST FLOOR: Guest Bedroom: King Bed, Private Bathroom with...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    Seaside Sun -  Couples Getaway with King bed - Beach Chair Service Included1 / 24
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • DVD Player
    • Waterfront
    • Wi-Fi
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    • Ocean Views
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2018
    There's no better location for a couple to be in Seagrove. We have stayed here before but they have updated the condo and it looks fabulous! Everything about it was perfect...
    Reviewed 20 April 2018
    Highly recommended. The unit is well equipped and exceptionally well maintained. Management are extremely helpful and even added a couple of extras to make our journey a little...
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    About this property
    This unit is designed as an ADULT ONLY/NO PETS personal vacation residence (couple's or ladies get-away) for 2 persons over the age of 25 only. Rental includes beach setup with 2 chairs and umbrella from March 1 - Oct 31, 2019 only. Not offered in off-season due to vendor not available. We...
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    Seaside, Florida Panhandle 32459
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Patio
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our new beautiful 4 bedroom 3 bath home sits directly on the sugary, white, sandy beaches in South Walton close to Gulf Place Home is approximately 2000 square feet with great views of the GULF from almost every room and flat screens in the greatroom and all 4 bedrooms. Upstairs master suite...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Stroll 5 minutes to the shores of Ed Walline Beach Park or hop on the provided bikes to cruise the State Park trails - all the best of Santa Rosa Beach will be within arm’s reach when you book this remodeled 3-bed, 3-bath vacation rental! With 2 master suites, a private yard and pool access, this...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nivel Del Mar - Spanish for 'Sea Level' - invites you to experience a vacation in paradise; 2 minutes from the Emerald Gulf Coast and soft sands of Santa Rosa Beach, this 5-bed, 3-bath vacation rental welcomes pets. Popular restaurants include Shunk Gulley Oyster Bar and Stinky's Fish Camp - just 5...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ‘Hemingwaves’ is a 4-bed, 3-bath vacation rental house set in the neighborhood of Blue Mountain Beach or scenic 30A. Boasting a large deck, hot tub, barbecue pit, starlit lighting, balcony, bicycles, beach toys and upscale furnishings, this home is perfect for 9 guests seeking a Florida adventure....
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Stay and play within 1 mile of Blue Mountain Beach at the ‘Salty Goblin,’ a beautifully updated vacation rental! Brand new furnishings give this 4-bed, 3-bath Santa Rosa Beach house a hotel-like feel, while the full kitchen and open living area make the space feel like home. Host dinner al fresco...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    A luxurious beach vacation awaits at this 4-bedroom, 4.5-bathroom vacation rental home in the heart of Santa Rosa Beach. Located a mere mile from the beach, 5 minutes from the Gulf Place Town Center, and a short drive from golf courses, this modern home offers access to the best of the Florida...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Cruise along scenic 30-A until you arrive at this delightful 3-bedroom, 2-bathroom vacation rental house in Santa Rosa Beach! With coastal decor, a large yard, and all the amenities you need, this is the perfect home base for your Florida adventures. Walk over to rent bikes and explore the area...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An unforgettable getaway awaits at this lavish 4-bedroom, 2.5-bath vacation rental home in Blue Mtn. Beach on the Scenic Hwy 30A. 'Happy Place' is only 5 mins from a luxurious community pool and 10 mins to the beach, golfing, and highly acclaimed restaurants. Whether you spend your days sipping...
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    Seaside, Florida Panhandle 32459
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plan your coastal retreat to this charming 2-bedroom, 2-bath vacation rental condo just across the street from the Gulf of Mexico! With enough space to sleep 6 beachgoers, this 1,096-square-foot abode offers a nautically themed interior, fully equipped kitchen, and access to all of the Gulf Place...
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    Seaside, Florida Panhandle 32459
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Craving surf and sunshine? Book a trip to this lavish 2-bedroom, 2-bathroom vacation rental condo in Santa Rosa Beach. Located at Gulf Place Caribbean, mere steps from the Gulf of Mexico, this spacious home for 8 offers access to 2 pools, a private patio, and more! Whether you spend your days on a...
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    Seaside, Florida Panhandle 32459
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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