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Holiday Rentals with Pools in Longboat Key, FL

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    €173
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    1 / 17
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6
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    1 / 29
    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 3
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    €97
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    Studio, 1 Bathroom, Sleeps 3
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    • Water Views
    • Air Conditioning
    • Waterfront
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    About this property
    *** Ocean Beach Front Special ~ From $99/night or $350/4 nights *** Aug 30-Sep 4 , Sep 7-13 , Sep 19-21 , Sep 23-25 This complex is a two story building with only 15 condos, beautifully landscaped, with sophisticated charm and a casual beach atmosphere. The pictures of the beach and Ocean are... View all property information
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    Longboat Key, Florida 34228
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    €1,992
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Watersports Nearby
    • Air Conditioning
    • TV
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    • DVD Player
    • Boat Available
    • Water Views
    • Stereo System
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    • Wheelchair access
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    • x
    • ?
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    • x
    About this property
    Roomy one story villa with views of Bayou , pool and steps to private beach. Private beach conservancy offers tennis, shuffleboard, bocci ball, cabanas, grills and private beach chairs. Large master suite with roomy walk in closet. Bonus small bedroom with twin bed and dresser and hall bath.... View all property information
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    Longboat Key, Florida 34228
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    €1,151
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • TV
    • Shared Tennis Court
    • Ocean Views
    • Water Views
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
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    About this property
    Holiday paradise on the stunning Florida west coast on the island of Longboat Key. Stunning, elegant and luxurious complex. For selfcatering there is the kitchen with all necessities and modern devices. Of course, there is a washing machine and dryer avialable. First-class furnishing. Safe and... View all property information
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    Longboat Key, Florida 34228
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    €238
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Air Conditioning
    • DVD Player
    • Stereo System
    • Washer
    • Waterfront
    • Satellite TV
    • Water Views
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • Elder access
    • x
    About this property
    Florida's SeaHorse Beach Resort on Longboat Key is located on the white sand beaches of the Gulf of Mexico. From the moment you arrive, the friendly and professional staff will welcome you to this Premier property where you can experience a panoramic view of the Gulf from your suite, or while... View all property information
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    Longboat Key, Florida 34228
    From
    €141
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    2 Bedrooms, 2 Bathrooms, Sleeps 5
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    • Watersports Nearby
    • Water Views
    • Shared Tennis Court
    • Satellite TV
    • Air Conditioning
    • Waterfront
    • Ocean Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Groundfloor Beachfront! From large living and dining area with open kitchen just step outside to your private patio and walk right out to the BEACH (25 seconds!) Magnificent condo with open floor plan, very comfortable for 4-5 people. 2 bedrooms, 2 full bathrooms, ceiling fans, full kitchen,... View all property information
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    Longboat Key, Florida 34228
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    €651
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    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Watersports Nearby
    • Satellite TV
    • Shared Tennis Court
    • Waterfront
    • Wi-Fi
    • Water Views
    • Game Room
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Condo Unit #405 at the Beachcomber This vacation spot is on prestigious Longboat Key, located directly on the Gulf of Mexico. This condo is on the 4th floor facing the bay. The condo includes living/dining rooms and a large balcony Fully equipped kitchen (frig, stove, microwave, dish washer, ice... View all property information
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    Longboat Key, Florida 34228
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    €171
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    1 / 23
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Sauna
    • Waterfront
    • Internet Access
    • Air Conditioning
    • Water Views
    • Hot Tub
    • Satellite TV
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    !!!!SUMMER SPECIAL!!!! JULY & AUGUST 2015 - ONLY 1,000 USD/WEEK OR 1,750 USD FOR 2 WEEKS Feel at home in this spacious waterfront condominium on Longboat Key with luxurious amenities, including heated pool and hot tub with views of the Sarasota Bay, tropical gardens, private boat dock and four... View all property information
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    Longboat Key, Florida 34228
    5 of 5 stars Reviewed 10 April 2015
    All 'first" for us. First time on Longboat Key, first time at spring training and first time using Tripadvisor/Flipkey. And the property - first rate : ). The location was great...
    5 of 5 stars Reviewed 15 October 2014
    The condo was spotless and well equipped with all of our vacation needs. The rooms are spacious and the view is stunning. We will never stay anywhere else when we go to Florida...
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    From
    €221
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    3 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Water Views
    • DVD Player
    • Satellite TV
    • Waterfront
    • Washer
    • Air Conditioning
    • Dryer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    The Outrigger Resort is a quaint 10 unit complex. This unit is equipted with very comfortable furniture and all your needed appliances and accessories. Included in the kitchen is stove, refrigerator, toaster, coffee pot, etc., including all necessary utensils. The unit is designed with front... View all property information
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    Longboat Key, Florida 34228
    From
    €106
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
    other traveller has booked this property
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    • Satellite TV
    • Private Fishing...
    • Air Conditioning
    • Shared Tennis Court
    • Watersports Nearby
    • Internet Access
    • Waterfront
    • Sauna
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    LOCATION, LOCATION, LOCATION! Beautiful view of Sarasota Bay with private beach access just across the street. Newly renovated open kitchen and breakfast bar with seating for three, upgraded stainless appliances, and quartz countertops. Entire unit is freshly painted and immaculate with new tile... View all property information
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    Longboat Key, Florida 34228
    From
    €189
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    1 Bedroom, 1 Bathroom, Sleeps 4
    other traveller has booked this property
    Overview Make Enquiry
    Overview
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    • Internet Access
    • Stereo System
    • Air Conditioning
    • DVD Player
    • TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautifully furnished 1 bedroom/1 bath condo overlooking the Gulf of Mexico. Stroll for miles on the white sandy beaches of Beautiful Longboat Key or just relax and enjoy the sunsets View all property information
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    Longboat Key, Florida 34228
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    €974
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    1 / 21
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2
    other travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Satellite TV
    • Patio
    • Water Views
    • Internet Access
    • Waterfront
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This one-bedroom, ground floor walk-out, has fantastic full gulf views and is only steps to the beach. It features a bright beach decor that will make your vacation in paradise truly memorable. The screened lanai is practically perched upon the sand! An added bonus is that it is a corner unit... View all property information
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    Longboat Key, Florida 34228
    5 of 5 stars Reviewed 27 November 2014
    Very clean appartment, well equipped kitchen for self catering, with all the kitchen utensils spotlessly clean, very good position on the beach. Quite and very peaceful. Would go...
    5 of 5 stars Reviewed 13 June 2014
    I am reluctant to review the property because it might be more difficult to get the weeks I want! My husband and I first went to this place 35 years ago when friends recommended...
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    From
    €2,327
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    4 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Parking
    • Towels Provided
    • Private Outdoor...
    • Private Garden
    • Ocean Views
    • Air Conditioning
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Nestled among majestic palms and tropical landscaping, this Country Club Shores home is situated on a deep sailboat water with 113 feet of waterfront, and offers outstanding boating opportunities - all just two houses away from Sarasota Bay! Southern exposure on the canal side provides year-round... View all property information
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    Longboat Key, Florida 34228
    From
    €1,753
    / Month
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Shared Outdoor Pool...
    • DVD Player
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy a relaxing holiday in this lovely two bedroom, two bath ground floor unit at popular Whitney Beach, nestled at the north end of Longboat Key. Located on the bay side of this sought-after resort complex, you'll find all sorts of amenities just outside your door, or across the street on the... View all property information
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    Location Information
    Longboat Key, Florida 34228
    From
    €1,753
    / Week
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Overview
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    • Shared Outdoor Pool...
    • Hot Tub
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Offering a beautiful view of the gulf, but more economical than the other Gulffront condominiums at the Beach Castle Resort, the owners have spared no expense in renovating this condo.BEautifully decorated with a Florida flair! All the bathrooms have been remodelled and there is granite... View all property information
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    Longboat Key, Florida
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    €1,240
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    1 / 18
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Private Outdoor...
    • Private Fishing...
    • Satellite TV
    • Air Conditioning
    • Stereo System
    • DVD Player
    • Deck
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    A lovely pet and family friendly private home, located on a private deep water canal with direct access to Sarasota Bay and only a short walk (200 meters) away from the quiet white sand beach perfect for morning beach-combing and end of day amazing golden sunsets. Located in the prestigious yet... View all property information
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    Location Information
    Longboat Key, Florida 34228
    5 of 5 stars Reviewed 10 August 2015
    What a Villa, one of the best I have had the pleasure of staying in during my 15th visit to Florida. Many mod cons, some a little too modern for me, so that's where your teenage...
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    From
    €177
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Shared Outdoor Pool...
    • Water Views
    • Stereo System
    • Internet Access
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This spectacular two bedroom condominium sits directly fronting on the Gulf in the middle of Long Boat Key. It was recently renovated from floor to ceiling and is beautifully decorated with warm, rich colors. The kitchen has stainless appliances, granite countertops and custom dark polished wood... View all property information
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    Longboat Key, Florida 34228
    From
    €131
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    1 / 9
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Patio
    • Stereo System
    • DVD Player
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful 2 bedroom condo for rent by owner on Sand Cay beach. Perfect for families, this vacation rental features flat screen TV's in every room, fine furnishings and everything you need to have an amazing vacation. Please read our reviews, you won't be dissapointed! The condo is unit 208 at the... View all property information
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    Longboat Key, Florida 34228
    4 of 5 stars Reviewed 30 June 2015
    I had to go to a work-related meeting in nearby Parrish, FL so I decided to rent a beach condo for a few days in order to mix work with leisure. I was traveling with my spouse...
    5 of 5 stars Reviewed 2 May 2014
    We three enjoyed four days in late April. Kitchen has every spatula know to mankind, among other tools. Balcony table nicely shaded in the afternoon with sun lounger out in the...
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    From
    €148
    / Night
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Water Views
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Stereo System
    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Available for 3 MONTH MINIMUM rental with approval from condo association. Beautiful beach front condo located just 1.5 miles from St. Armand's Circle. Very upscale and beach feels very private. Pool, spa, and deck newly renovated. We have 24 hour, 7 days a week, guard gated community and... View all property information
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    Longboat Key, Florida 34228
    From
    €3,099
    / Month
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    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other traveller has booked this property
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    • Waterfront
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Watersports Nearby
    • Water Views
    • Game Room
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful ground floor beachfront (on Gulf of Mexico) 3 bedroom, 2 full bath condo on Longboat Key. Fully furnished kitchen, washer and dryer (in unit), dedicated parking for 1 car directly in front of unit, with additional guest parking. Master Bedroom has a king sized bed, flat screen TV, en... View all property information
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    Longboat Key, Florida 34228
    From
    €126
    / Night
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    2 Bedrooms, 1 Bathroom, Sleeps 4
    other traveller has booked this property
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    • Satellite TV
    • DVD Player
    • Stereo System
    • Patio
    • Dryer
    • Washer
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Welcome to Longboat Key! This 2 bedroom one bath ground floor condo offers a full kitchen, with open living and dining area. There is a enclosed patio opening to the community pool. Covert Condominiums are located on the northern part of Long Boat Key on Sarasota Bay. There is deeded beach access... View all property information
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    Longboat Key, Florida 34228
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    €4,870
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    1 / 23
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 5
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Children's Pool
    • Shared Tennis Court
    • Wi-Fi
    • Waterfront
    • Sauna
    • Staffed Property
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    3 MONTH MINIMUM Elegant 3 Bedroom, 3.5 Bath condo, almost 3000 sq. ft with 700 sq ft covered wraparound terrace. Panoramic views of Sarasota bay, golf course, heated pools, hot tub and clubhouse; workout room, saunas, Har-Tru Tennis courts, BBQ area, children's pool. Stunning mirrored and... View all property information
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    Longboat Key, Florida 34228
    5 of 5 stars Reviewed 21 November 2014
    This is a beautiful condo with lovely furnishings and every resort amenity one could ask for. Lots of walk in closets, flat screens, Jacuzzi tub, large rooms and great views...
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    From
    €291
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    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Washer
    • Private Outdoor...
    • Refrigerator
    • Dryer
    • Air Conditioning
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Studio unit with King bed, sofa sleeper, and full kitchen 'stove top only, no oven' This beachfront resort is set on beautiful white sand beaches that meet the beautiful turquoise waters of the Gulf of Mexico. Resort with golf courses, 6 restaurants, tennis courts, spa, and deep water marina. Rate... View all property information
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    Longboat Key, Florida 34228
    From
    €1,860
    / Month
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Overview
    Amenities & Details
    • Staffed Property
    • Shared Tennis Court
    • Ping Pong Table
    • Air Conditioning
    • Stereo System
    • Wi-Fi
    • TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    • Welcoming, distinctive, fully furnished 2 bedroom, 2 bathroom condo in a verdant, tropical environment. • Very private and quiet first floor, 1600 ft. unit with lush garden views. • Master suite with office niche, king size bed, walk-in closet and double sinks in bathroom. • Guest bedroom with... View all property information
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    Location Information
    Longboat Key, Florida 34228
    From
    €1,063
    / Week
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Overview
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Children's Pool
    • Wi-Fi
    • Shared Tennis Court
    • Ping Pong Table
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Million Dollar unobstructed ocean views. Right on the beach. Top floor.About a mile north from St Armand Circle.The condo has 2 bedrooms and 2 baths. Kitchen has granite and the place has everything you need.Just bring your clothes and food.Beautiful patio to enjoy the sunset views.Wi-Fi is... View all property information
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    Longboat Key, Florida 34228
    From
    €8,855
    / Month
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    3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Waterfront
    • Stereo System
    • Air Conditioning
    • Shared Tennis Court
    • Internet Access
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This luxurious villa on gulf features a heated pool, 3 beautiful terraces, fully-equipped gourmet kitchen & outdoor BBQ grill, fine art & sculpture, high-speed internet, flat screen televisions, video & board games, bicycles, ping pong, & much more. Located near the historic town of Longboat at... View all property information
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    Longboat Key, Florida 34228
    From
    €17,710
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    1 / 237
    5 Bedrooms, 5 Bathrooms, Sleeps 10
    Overview Make Enquiry
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    • Air Conditioning
    • Shared Tennis Court
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Water Views
    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This spacious 5 bedroom villa is situated directly on the beautiful white sand beaches of Longboat Key. Offering a large outdoor private heated swimming pool and glorious views of the Gulf of Mexico from almost every corner, fully-equipped gourmet kitchen, fireplace, BBQ, and much more - it is your... View all property information
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    Location Information
    Longboat Key, Florida 34228
    From
    €1,771
    / Month
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Shared Tennis Court
    • Private Fishing...
    • Staffed Property
    • Wi-Fi
    • Ping Pong Table
    • Game Room
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Located in a beach to bay resort absolutely beautifully landscaped with a private beach, large pool, tennis courts, fishing pier on the bay and many more wonderful assets. This ground level condo with no 2nd level has its own outdoor patio making it very private. Renovated in June 2015 this condo... View all property information
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    Location Information
    Longboat Key, Florida 34228
    From
    €120
    / Night
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    1 Bedroom, 2 Bathrooms, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • There Are Tennis...
    • Wi-Fi
    • Watersports Nearby
    • Satellite TV
    • Elevator/Lift access
    • Children's Pool
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Welcome to the Longboat Key Sarasota's most enjoyable vacation spot ever. If you are ready to relax and enjoy life our rental home is waiting for you. Up to 4 person private accommodation in our 1 Bedroom / 1 Bath island-side unit completely renovated, remodeled and refurbished in 2014, with new... View all property information
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    Location Information
    Longboat Key, Florida 34228
    From
    €4,250
    / Month
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    2 Bedrooms, 2 Bathrooms, Sleeps 5
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Watersports Nearby
    • Ping Pong Table
    • Sauna
    • Air Conditioning
    • Shared Tennis Court
    • Staffed Property
    • Wi-Fi
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Million dollar view! Beautiful waterfront bay penthouse condo. Gorgeous panoramic views of Sarasota Bay and downtown Sarasota in this Windward Bay award winning condo complex! This condo has a bay view from every room, makes you feel like you are on a cruise. Also available on VRBO - Listing... View all property information
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    Longboat Key, Florida 34228
    From
    €141
    / Night
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    1 / 14
    5 of 5 stars (6) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3
    Overview Reviews (6) Make Enquiry
    Overview Reviews (6)
    Amenities & Details
    • Water Views
    • DVD Player
    • Refrigerator
    • Waterfront
    • Balcony
    • Satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    NATURAL BEAUTY of Longboat Key RIGHT ON THE BEACH PANORAMIC 2ND FLOOR BALCONY VIEWS On beautiful tropically landscaped Longboat Key, Florida you will find the natural beauty. Our Studio condo is right on the beach with magnificent panoramic views from its second floor balcony position. ENJOY THE... View all property information
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    Longboat Key, Florida 34228
    5 of 5 stars Reviewed 9 August 2014
    Everything was perfect for 2 people. Nice decor, room set-up and proximity to beach. Quiet, mostly private feel (except for renovations being done next door). easy to arrange the...
    5 of 5 stars Reviewed 21 July 2014
    My husband and I enjoyed everything about our stay in this beautiful condo. Not only did we have a nicely decorated room inside, but our view was amazing outside. We were able to...
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    €148
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    1 / 39
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (5) Make Enquiry
    Overview Reviews (5)
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Washer
    • Satellite TV
    • Stereo System
    • DVD Player
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    At our beautiful low-rise resort, located directly on the beach, our two-bedroom condominium is fifty paces from the pool and a private beach of soft white sand. 15F in popular Casa del Mar provides a spacious living room/home theatre (46 inch plasma TV & BlueRay Player), vaulted ceilings, and a... View all property information
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    Longboat Key, Florida 34228
    4 of 5 stars Reviewed 19 March 2015
    Casa Del Mar is located in a beautiful part of Long Boat Key. The beach is beautiful and F15 condo was only steps away from the beach. There were plenty of lounge chairs on the...
    5 of 5 stars Reviewed 5 July 2014
    This is the first time we stayed at this property, and it was amazing !!! It was everything we were told it would be. Our unit had updated appliances, a TV in every room, a brand...
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    €3,653
    / Month
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Balcony
    • Shared Outdoor Pool...
    • Hot Tub
    • DVD Player
    • Internet Access
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy a terrific holiday at Fairway Bay, one of south Longboat Key's most coveted addresses. It's easy to see why people love to stay at this beautiful, sprawling resort. A friendly guard at the gate will welcome you into a lushly landscaped compound, and will direct you down a winding tree-lined... View all property information
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    Longboat Key, Florida 34228
    From
    €121
    / Night
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    1 / 52
    5 of 5 stars (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (8) Make Enquiry
    Overview Reviews (8)
    Amenities & Details
    • Waterfront
    • Sauna
    • Air Conditioning
    • Shared Tennis Court
    • Children's Pool
    • Staffed Property
    • Wi-Fi
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    December Deal - $3000/26 nights Dec 2 - December 27 + tax & fees from listing. PACK YOUR SWIMSUIT & SMILE - THE REST IS HERE: Take the wooden walkway to swim in warm gentle azure gulf waters Walk softly past sea turtle nests & shell on your own private gulf beach Watch dolphins, shore... View all property information
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    Longboat Key, Florida 34228
    5 of 5 stars Reviewed 14 April 2015
    The two balconies and lanai overlooking the fabulous Gulf of Mexico provide a beautiful and ever-changing view of Nature's best work. Condo is large, clean and comfortably...
    5 of 5 stars Reviewed 29 November 2014
    Club Longboat is a wonderful development with excellent property managers. I stayed at Ed's condo from August thru October of 2014. Even during the 'low season', this area is just...
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    €199
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    4.5 of 5 stars (17) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (17) Make Enquiry
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    Amenities & Details
    • DVD Player
    • Water Views
    • Private Outdoor...
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Waterfront
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    La Playa is a small 21-unit resort property of privately-owned condominiums available exclusively for weekly rentals twelve-months per year. Located on spectacular Longboat Key, a short drive from Sarasota on the wide sand beaches of the Gulf of Mexico, La Playa offers privacy and direct beach... View all property information
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    Location Information
    Longboat Key, Florida 34228
    5 of 5 stars Reviewed 14 August 2015
    We enjoyed our stay at La Playa and would recommend it to others. My friend uses a wheelchair and needed an accessible room. Kelly was very helpful in making sure our room met her...
    4 of 5 stars Reviewed 7 July 2015
    management did a great job, from reservation to placing deposit, calling on day of arrival to make sure someone would be available for any last minute questions! clean unit, we...
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    €167
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    1 / 26
    5 of 5 stars (4) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Reviews (4) Make Enquiry
    Overview Reviews (4)
    Amenities & Details
    • Staffed Property
    • Internet Access
    • Ocean Views
    • Water Views
    • Waterfront
    • Air Conditioning
    • Housekeeping...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautifully decorated one bedroom condo directly on the beach. New kitchen with granite counter tops, and a 47in flat screen TV. Watch the sunset from your living room or porch, the sand is only 20 feet from your front door. View all property information
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    Location Information
    Longboat Key, Florida 33312
    5 of 5 stars Reviewed 2 July 2014
    My wife & I just returned from a 4 night stay at this property in Longboat Key and had a wonderful vacation. The condo is beautifully and tastefully decorated, making us feel at...
    4 of 5 stars Reviewed 6 May 2014
    Stayed there for a week and found it close to perfect. Waking up in the morning and being blessed with dolphins swimming about 10 yards from the beach is bril! If you are...
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    €123
    / Night
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    1 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Stereo System
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Shared Tennis Court
    • Water Views
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our condo has everything you will need for a relaxing vacation on the beach. The island of Longboat Key... ... is one of the most beautiful places in Florida. Longboat was voted the second most favored island in North America, according to a survey by a nationally recognized travel magazine.... View all property information
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    Location Information
    Longboat Key, Florida 4725
    From
    €2,533
    / Month
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    3 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Terrace
    • Balcony
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy a vacation filled with extras when you stay at this lovely 3 bedroom, 2 bath Buttonwood Harbour condominium. An attractive complex located at the south end of Longboat Key, Buttonwood Harbour offers a variety of amenities to suit the needs of every vacationer, beginning with a large, heated... View all property information
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    Location Information
    Longboat Key, Florida
    From
    €263
    / Night
    Payment Protection
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Shared Outdoor Pool...
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful Gulf View unit, all updated. Screened in lanai overlooking the gulf - wake up, take your coffee/tea and gaze out over the pristine waters of the gulf. Awaken each morning to the view from the sliders in the spacious master bedroom. Enjoy the beach as well as the Bay in this unique Gulf... View all property information
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    Location Information
    Longboat Key, Florida
    From
    €3,896
    / Month
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    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    You'll enjoy the feel of an old-fashioned Florida beach vacation in this quiet, secluded 8-unit complex nestled on the shores of the Gulf of Mexico at the north end of Longboat Key. This is the definition of the simple life! Australian Pines whisper their invitation to stay and relax for a while.... View all property information
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    Location Information
    Longboat Key, Florida 34228
    From
    €2,143
    / Month
    Payment Protection
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    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool...
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This second story private mother in law apartment may just be the prettiest waterfront hideaway on Longboat Key! The owners spared no expense when they built this luxury addition to their home, wanting to give their guests the best possible resort experience. With hand-hewn hardwood floors, solid... View all property information
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    Location Information
    Longboat Key, Florida 34228
    From
    €123
    / Night
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    1 / 28
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • Satellite TV
    • Water Views
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our condo has everything you will need for a relaxing vacation on the beach. The island of Longboat Key... ... is one of the most beautiful places in Florida. Longboat was voted the second most favored island in North America, according to a survey by a nationally recognized travel magazine.... View all property information
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    Location Information
    Longboat Key, Florida 34228
    4 of 5 stars Reviewed 14 August 2015
    I did not stay in this unit. I was in 220, and my mother in law in 215. 215 was a larger floor plan than 215, but had the same # of bedroom/bathrooms. In this complex, some...
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    €134
    / Night
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    1 / 10
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Stereo System
    • Private Outdoor...
    • Internet Access
    • Water Views
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    == Up to 25% discount on the regular resort rate == Special rates and discounts are available depending on time and length of stay. Beautiful 3rd floor 2BR/2BR unit #309, overlooking pool, in Sand Cay Beach Resort on the exclusive island of Longboat Key. South facing balcony. Striking views... View all property information
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    Location Information
    Longboat Key, Florida 34228
    5 of 5 stars Reviewed 15 July 2015
    This was my first stay at Sand Cay Beach Resort and I can't say enough positive things about my experience. I have been to Longboat Key on several occasions and was excited to be...
    5 of 5 stars Reviewed 22 June 2015
    My wife and I stayed at the resort for one week in June 2015. I so wish we'd booked for 2 weeks. The apartment was lovely. No faults from us on the apartment, the pool area or the...
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    €591
    / Night
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    1 / 44
    4 of 5 stars (1) Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Stereo System
    • Water Views
    • Waterfront
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This spacious 5 bedroom villa is situated directly on the beautiful white sand beaches of Longboat Key. Offering a large outdoor private heated swimming pool and glorious views of the Gulf of Mexico from almost every corner, fully-equipped gourmet kitchen, fireplace, BBQ, and much more - it is your... View all property information
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    Location Information
    Longboat Key, Florida 34228
    4 of 5 stars Reviewed 28 April 2015
    I have had my eye on this house for 2 years now. Boy am I glad that I finally pulled the trigger and decided to stay here. Traveled with my wife, two children ages 2&4 and...
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    €158
    / Night
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    1 / 23
    3.5 of 5 stars (3) Average
    1 Bedroom, 1 Bathroom, Sleeps 6
    Overview Reviews (3) Make Enquiry
    Overview Reviews (3)
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool...
    • Dryer
    • Satellite TV
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beach in/Beach out Condo (Sleeps 6 - in 2 queen beds and 2 more in a queen sofa bed) Rarely will you find spectacular beachfront views AND direct walking access to the magnificent white sand beaches of Longboat Key. This “beach in – beach out” condo is just fifty steps from the Gulf of Mexico!... View all property information
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    Location Information
    Longboat Key, Florida 34228
    1 of 5 stars Reviewed 3 January 2015
    The Turtle Crawl Inn, where this condo is housed, has a great location with friendly, professional staff. It is right on the beach and I would recommend the property generally...
    4 of 5 stars Reviewed 10 July 2014
    My sister and I stayed 3 nights here and wished we had it all week. This location was excellent for our morning walk/run exercise and the beach was beautiful! We saw a sea turtle...
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    From
    €236
    / Night
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    1 / 10
    3 Bedrooms, 3 Bathrooms, Sleeps 7
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Water Views
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Waterfront
    • Stereo System
    • Boat Available
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A special address on the Gulf of Mexico beach at the very north end of Longboat Key overlooking a bird sanctuary with views of the sea, sky and our extraordinary sunsets. One of nine contemporary townhomes designed by noted architect Tim Seibert (Sarasota School of Design), this stunning home is... View all property information
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    Location Information
    Longboat Key, Florida 34228
    From
    €77
    / Night
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    1 / 25
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Stereo System
    • Sauna
    • Satellite TV
    • DVD Player
    • Private Outdoor...
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    * CONDE NAST VOTED LONGBOAT KEY THE SECOND BEST ISLAND DESTINATION IN NORTH AMERICA * Located on fabulous Longboat Key approximately 3 miles south of Anna Maria island, 6 miles north of Armand's Circle at Windward Bay.This 27 acre condominium complex situated between the Gulf Of Mexico and the Bay... View all property information
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    Location Information
    Longboat Key, Florida 34228
    From
    €367
    / Night
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    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Washer
    • Waterfront
    • Satellite TV
    • Dryer
    • Private Outdoor...
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    **ONE WEEK MINIMUM RENTAL HOME** This casual beach home is just the right place to enjoy a laid-back, toes-in-the-sand vacation! Nestled on the shores of the Gulf of Mexico at the north end of Longboat Key, it's the perfect spot for relaxing days on the beach, followed by fabulous sunsets and... View all property information
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    Location Information
    Longboat Key, Florida 34228