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Holiday Rentals near Anne's Beach

Mile Marker 73.5, Lower Matecumbe Key, Islamorada, Florida 33036
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    Travellers to Islamorada are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 14 Rentals in Islamorada
    Islamorada Waterfront Paradise Getaway!1 / 28
    (32)Excellent
    2.1 kilometres from Anne's Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    1.8 kilometres from Anne's Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    1.8 kilometres from Anne's Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Luxury condo overlooking harbor with ocean view1 / 20
    (6)Excellent
    1.8 kilometres from Anne's Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Ocean Views
    • Washer
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2018
    Luxurious surroundings, plush bath towels, great view, modern everything, cold central A/C, great soft pillow-top bed & nice quality linens. And, did I mention the...
    Reviewed 4 April 2018
    We are avid lovers of the keys and returned to vacation here about 20 times. We have stayed at Bay Harbor 3 times, but this condo is really superior. First, Lee is an...
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    About this property
    This premier luxury home is situated in a very quiet and peaceful gated community. All the rooms are very spacious with quality furnishings. A large double wide lanai with breathtaking views will make your getaway in the Keys. For your enjoyment it comes with private boat dockage, covered parking,...
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    Location Information
    Islamorada, Florida Keys
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    1.9 kilometres from Anne's Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Cable/satellite TV
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa (Half Duplex), three bedrooms / two bathrooms plus a loft and a crow's nest area with great views. Relax and enjoy a peaceful getaway in beautiful Islamorada, Florida. This unique home is nestled on a bay overlooking the ocean. There is approximately 50' of deep-water dockage with access to...
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    Islamorada, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2.3 kilometres from Anne's Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Patio
    • Internet Access
    • Grill
    • Parking
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Minimum Rental: 1 Month Delightful vacation home located in the popular Islamorada neighborhood of Port Antigua. You will love this charming and cozy home! There is a wonderful open concept floor plan with 3 nicely proportioned bedrooms. Sliding doors open into the sunroom extending the...
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    Location Information
    Islamorada, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.8 kilometres from Anne's Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    <b> Minimum Rental: 28 Days </b> 'West Plaza Del Lago' will steal your breath away the moment you pull into the drive way. Beautifully remodeled roomy single family stilt home with vaulted ceilings and located in prestigious Port Antigua on a deep and wide canal. You will love the interior of...
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    Islamorada, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    1.9 kilometres from Anne's Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Patio
    • Cable/satellite TV
    • Terrace
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Minimum Rental: 1 MONTH Pelican Landing is located in the prestigious neighborhood of Port Antigua on a deep and wide canal. The main floor offers 3 bedrooms and an open concept with ample seating for the entire family. The large balcony overlooks a canal where pelicans are usually seen diving...
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    Layton, Long Key
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    1.9 kilometres from Anne's Beach
    7 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Washer
    • Hot Tub
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular property - two designer furnished penthouses combined for the ultimate experience at the FL Keys. Located at Mile Marker 75 on the Bayside in Islamorada. We’ve combined two largest penthouses with every update possible is ready to become your vacation home on Islamorada. It has 6...
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    Layton, Long Key
    Condo/Apartment - 7 Bedrooms, 6 Bathrooms, Sleeps 16
    0.9 kilometres from Anne's Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Parking
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island Conch Cottage A quaint ground level conch style cottage located at the end of a private street in a very quiet setting. Cottage and grounds have privacy fence and gate. The grounds are displayed as a sand beach setting. This property has 60’ of canal frontage located on an extra wide canal...
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    Location Information
    Matecumbe Key, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1.1 kilometres from Anne's Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Waterfront
    • Washer
    • Ocean Views
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a beautiful, spacious one of a kind boaters paradise in the Florida Keys, Islamorada. 100' Dockage as well as private boat slip, Free On-Site Boat Trailer Parking on adjacent lot. Approximately 1/8 mile to open Atlantic Ocean. Flexible sleeping arrangements allow for single beds to be...
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    Location Information
    Lower Matecumbe Key, Islamorada
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    1.9 kilometres from Anne's Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Parking
    • Washer
    • Patio
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxurious condo located at Mile Marker 75 on the Bayside in Islamorada. Spacious Penthouse with every update possible is ready to become your vacation home on Islamorada. It has 3 fully staged bedrooms, 2 balconies, private rooftop lounge overviewing the ocean, movie room and gym room (can be...
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    Layton, Long Key
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    2.0 kilometres from Anne's Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Washer
    • Waterfront
    • Terrace
    • Grill
    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The perfect Islamorada getaway awaits. Sandy Pointe Villa provides panoramic water views overlooking the Florida Bay, a private sandy beach and protected dockage, canal-side. This duplex features 3 bedrooms and 3 baths with an open layout for a spacious kitchen and dining room, and a living room...
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    Location Information
    Lower Matecumbe Key, Islamorada
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    1.6 kilometres from Anne's Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BOOK NOW AND RECEIVE DISCOUNT!!! THIS HOME OFFERS EVERYTHING A VACATIONER LOOKS FOR. IT IS IMMACULATELY KEPT AND HAS A FULLY STOCKED KITCHEN AS WELL AS ALL AMENTETIES ONE NEEDS FOR A VERY COMFORTABLE STAY. THE HOME IS TILED THROUGHOUT WHICH MAKES FOR EASY CLEANING. THE KITCHEN HAS NEW STAINLESS...
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    Location Information
    Islamorada, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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