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Longboat Key House Rentals

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    R 6 050 Average
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    Travellers to Longboat Key are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    12 Matching Rentals in Longboat KeyView all 93 rentals
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    Charming Beach House in Longboat Key/ pool/pet/dock1 / 18
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Longboat Key Retreat1 / 8
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Grill
    • Parking
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious multi-level 4 bed/3 bath home w/elevator just a short walk to the beach with private deep water dock! If you are looking for a spacious home that provides a sense of being in an exclusive gated community, is very quiet and tranquil and has access to one of the most beautiful beaches in...
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    34228, Longboat Key, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    6 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Washer
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Ocean Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for tropical seclusion on a private island? Gorgeous sunsets with blue, blue waters? If so, then look no further. Nestled among the lush vegetation, your private Island Polynesian beach house awaits your arrival! Accessible only by boat,this getaway assures you complete privacy and...
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    34228, Longboat Key, Florida
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 20
    Castle in the Sky Near Beach and Tennis1 / 13
    (57)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Washer
    • Hot Tub
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 March 2017
    We stayed in this lovely home in Holmes Beach for a month with another couple. It was immaculately clean and beautifully appointed. Furnishings were tastefully selected with a...
    Reviewed 22 January 2017
    Home was clean and spacious, kitchen was well-equipped, kids had their own room and the resort was close to restaurants and the beach AND the weather in January was awesome...
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    About this property
    ++++++Rated ' EXCELLENT' digital badge on TripAdvisor and FlipKey++++++. This exclusive award recognizes outstanding vacation rentals based on reviews of past year so you can rent with confidence. TOP 5 REASONS TO VACATION AT THE...
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    34228, Longboat Key, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Patio
    • Secure Parking
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Secluded 2-bedroom private home with open floor plan including living room, dining area and well-equipped kitchen. Screened in lanai facing canal, gardens and active wildlife. One king bedded room and one queen bedded room with abundant closet space. Two newly renovated baths, washer/dryer,...
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    34228, Longboat Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • DVD Player
    • Waterfront
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find your tropical oasis in sought after LONGBOAT KEY. Wake to sunrises over your dock overlooking Sarasota Bay and catch the sunset sinking into the Gulf of Mexico-. Enjoy Serenity in this lovely home, or By Bike or Car Minutes to St. Armands' Circle or jump into your Boat; down the Deep Water...
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    34228, Longboat Key, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • DVD Player
    • Central Heating
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Warm and welcoming 3-bedroom, 2-bath private home, tucked away on a private lane between Sarasota Bay and the Gulf of Mexico! The beautiful white sand beach is a 4 minute walk, private boat launch is located at the end of the lane. Enjoy the beach, golf, kayak, bike or explore unique boutiques...
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    Location Information
    34228, Longboat Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    637 Norton1 / 69
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Balcony
    • Internet Access
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 March 2018
    We loved our month in longboat key. The house was perfect. Large, sunny, and very comfortable. Four large bedrooms with king size beds that were so comfortable. The kitchen was...
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    About this property
    637 Norton - Private canal home 4 Bedroom/ 3.5 Bath with private pool, maximum occupancy of 8 people. Distance to the Beach: 1 block Live the Florida lifestyle in this beautiful, comfortable 4 bedroom, 3 bath private home located in the Sleepy Lagoon on the quaint end of Longboat key. This home...
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    Location Information
    34228, Longboat Key, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Private Outdoor Pool (Heated)
    • Patio
    • Grill
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning, newly renovated 3BR/3BTH home on preferred southern end of Longboat Key. Luxury interior design features cozy, oversized Restoration Hardware furniture, high-end linens, fully appointed gourmet kitchen, large master bath with Jacuzzi overlooking canal, and more. Whether it's a fun day a...
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    Location Information
    34228, Longboat Key, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Terrace
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly built waterfront home will take you to another place and time. Tucked away in native tropical vegetation perched on the Bays edge looking out to Longboat Pass, this home is the perfect retreat for a couple or small group. Modern, open floorpan with a Scandinavian feel boasts hardwood...
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    Location Information
    34228, Longboat Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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