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Wheelchair Accessible Holiday Rentals in Longboat Key

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    Travellers to Longboat Key are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    15 Matching Rentals in Longboat KeyView all 92 rentals
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    Renovated Beachfront Condo with Spectacular Ocean View unit 4031 / 28
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Outrigger Resort unit #31 / 18
    (2)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Steps to the Sand! Longboat Key 2 Bed 2 & 1/2 Bath Gulf Front Condo with Den.1 / 28
    (2)Excellent
    2 Bedrooms, 3 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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    Amenities & Details
    • Grill
    • Wi-Fi
    • Washer
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 September 2016
    Located on it's own in very quiet area we did not feel safe as no other people about. House was not as clean as it should have been lots of bugs etc. well equipped, not as near...
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    About this property
    Comfortable Turn-Key Tropical Home is just a two-minute walk to the private sandy white beaches and dazzling blue waters of North Longboat Key. There is ten miles of sidewalks for your enjoyment to bike, jog, or walk as well as direct access from your backyard to Durante Park, a gorgeous Nature...
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    34228, Longboat Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • DVD Player
    • Ocean Views
    • Cable/satellite TV
    • Balcony
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Unit 201, the latest addition to the Zilli Collection!! This is our newest addition to the Zilli Collection and will be updated from floor to ceiling. We will be offering below-market pricing until these upgrades are complete. (If you’d like to see our plans for the finishes, click...
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    34228, Longboat Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Balcony
    • Terrace
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Zilli Ocean Front 202, the latest addition to the Zilli Collection. This is our newest addition to the family and will be updated from floor to ceiling. We will be offering below-market pricing until these upgrades to finishes are complete. This unit will be redone in keeping with...
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    34228, Longboat Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    Zilli Tower 5031 / 23
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Balcony
    • Parking
    • Waterfront
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 August 2019
    The Condo was well equipped for cooking,relaxing,and just having a terrific vacation. easy access to beach,pool and other amenities. Shopping and restaurants very short drives...
    Reviewed 14 May 2019
    We have stayed there twice and going back for 3rd and 4th times next year. Condo is lovely , beach is terrific and quiet. Owners are super to work with. Can't miss. Jim Peterson
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    About this property
    Zilli Tower 503 is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. It is part of the Zilli Collection . Each with the Zilli touch of amazing view, decor, ( not typical wicker furniture , silly beach artifacts 40 year old flooring etc 1 SIZE fit all .) We...
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    Location Information
    34228, Longboat Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Balcony
    • Waterfront
    • Washer
    • Ocean Views
    • Grill
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Away to Paradise! Unit 301 with 180 degrees unobstructed Mexican Gulf View. Beachfront condos on Florida's gulf coast. This is a corner condo so you have a more space and side window view. A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you...
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    34228, Longboat Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Internet Access
    • DVD Player
    • Ocean Views
    • Air Conditioning
    • Housekeeping Included
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this beautiful, newly renovated Gulf-front sunny unit with vaulted ceilings and spectacular views. The open floor plan of living room, dining room, kitchen and den offer full views of the sparkling turquoise water, blue sky and white sandy beach. Newly renovated with beautiful wood floors...
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    34228, Longboat Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Longboat Key FL Seaplace 2Br 2Bth 2 Month Min Rent1 / 24
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious 2 Bedroom (King in MBR and Queen in Guest BR) and 2 bath unit with Gulf View (North side) - watch sunset go down over the Gulf. Well decorated and furnished with a screened in lanai. Walk out to pool, hot tub, Har-Tru tennis and Gulf. 2 month minimum rental. Gym on site. 1 mile walking...
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    Location Information
    34228, Longboat Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Longboat Key Bayfront condo in Bay Isles1 / 24
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Hot Tub
    • Balcony
    • Terrace
    • Waterfront
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 April 2017
    Enjoyed our stay in Bay Isles. The condo was very comfortable & the view of Sarasota day & night was awesome!! We would stay there again.
    Reviewed 30 November 2016
    We enjoyed our stay in the condo . a beautiful condo . wonderful location . recommend this condo when staying at Longboat Key.
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    About this property
    Beautifully updated 2 bedroom, 2 bath Fairway Bay condo in double gated Bay Isles on South Longboat Key. Sweeping views of Sarasota Bay with downtown Sarasota in the distance from this 3rd floor unit with elevator. Fairway Bay has two heated pools, gym, tennis courts and access to the private,...
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    34228, Longboat Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Housekeeping Included
    • Waterfront
    • Washer
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful two story condo with views of the Gulf of Mexico. This condo includes a dining room, full kitchen, deck overlooking the Gulf of Mexico, housekeeping, free breakfast every Monday morning. The feeling of a private beach home with the benefits of a condo, including full access to a pool, hot...
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    34228, Longboat Key, Florida
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Balcony
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Ocean Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    GULF FRONT - ON THE SAND SPECTACULAR GULF VIEWS AND SUNSET VISTAS Watch dolphins and gorgeous sunsets from your private covered balcony of this spacious condo on beautiful Longboat Key FL. Miles of unobstructed 180 degree views from all rooms. Fourth floor (of 5) corner unit. Elevator. Whether...
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    Location Information
    34228, Longboat Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    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
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Sauna
    • DVD Player
    • Washer
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy ,well furnished and appointed, 1 bedroom condo on Sarasota Bay.Longboat Harbour is a gated community situated mid island,which has 4 pools, beach house, gym, games room, library, boat launch, shuffleboard,tennis court, seawall walking paths,BBQ, and is directly across the road from 10 miles of...
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    Location Information
    34228, Longboat Key, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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