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Vacation Rentals nearby Hooked on SUP

8450 Placida Rd, Don Pedro Island State Park, Placida, Florida 33946-2402
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    Travellers to Placida are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 100 Rentals in Placida
    Beachfront Island Cottage On The Gulf! Amazing spot right on the beach...1 / 20
    (1)Excellent
    2.0 kilometres from Hooked on SUP
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Sand Dollar Cottage on Little Gasparilla Island1 / 13
    (1)Excellent
    3.7 kilometres from Hooked on SUP
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    3.0 kilometres from Hooked on SUP
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Large 4 Bedroom/2 Full +2 Half Bath1 / 23
    (1)Excellent
    3.9 kilometres from Hooked on SUP
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Balcony
    • Grill
    • Patio
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are located in the center of Little Gasparilla Island approximately 100 yards from the bay and 300 yards from the Gulf of Mexico. (See location map) From our home you can fish, crab, or shrimp off one of two private docks, search the miles of white sand beach for exotic sea shells, surf fish the...
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    Placida, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2.5 kilometres from Hooked on SUP
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Patio
    • DVD Player
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    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Arroyo is a 3 story town home located between the entrance to Palm Island and the entrance to Boca Grande on your way to Placida. Tampa Airport is under two hours to the home. Ft. Myers is around one hour plus. There are public ramps located less than a mile from the property for your boat....
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    Placida, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3.6 kilometres from Hooked on SUP
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    This elegant, newer beach home is one of the newest, most beautifully maintained and best outfitted on the island. Enjoy free kayaks and paddle boards. Everything you need for a fun-filled weekend on Little Gasparilla. Please note that this house is on LITTLE GASPARILLA which is not...
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    Placida, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2.0 kilometres from Hooked on SUP
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly built island home is situated on Little Gasparilla Island which is one island north of Boca Grande. Little Gasparilla Island is a 'boat access only' barrier island, 10 minutes from the mainland with no high-rise or commercial development. This home is perfect for two couples. Each couple...
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    Placida, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2.4 kilometres from Hooked on SUP
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
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    Pet friendly
    Kid friendly
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    About this property
    Sophie's Beach House is a comfortable and cozy beach house situated right ON the beach for a perfect family vacation spot. It has a spacious open porch for sunbathing and catching the gulf breezes. An indoor sun porch also provides a perfect spot for relaxing and reading while still watching the...
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    Placida, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.0 kilometres from Hooked on SUP
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay at Palm Island Resort, located on Florida’s Southwest Gulf Coast, is the state’s only true-out island resort. No bridges or causeways to the island exsist, which ensures a relaxed, tropical vacation setting. The island resort encompasses a two-mile portion of private, pristine beaches on the...
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    Placida, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1.0 kilometres from Hooked on SUP
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay at Palm Island Resort, located on Florida’s Southwest Gulf Coast, is the state’s only true-out island resort. No bridges or causeways to the island exsist, which ensures a relaxed, tropical vacation setting. The island resort encompasses a two-mile portion of private, pristine beaches on the...
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    Location Information
    Placida, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Breathtaking View from this 2 Bedrm, 2nd floor Very Nice Resort Villa, B3723A1 / 18
    (18)Excellent
    1.0 kilometres from Hooked on SUP
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 3, 2017
    We arrived after regular check-in in hours ( pre-arranged).I was amazed at how everyone from the person I talked to on the phone, the car ferry captain and bellhops all knew of...
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    About this property
    Stay at Palm Island Resort, located on Florida’s Southwest Gulf Coast, is the state’s only true-out island resort. No bridges or causeways to the island exsist, which ensures a relaxed, tropical vacation setting. The island resort encompasses a two-mile portion of private, pristine beaches on the...
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    Placida, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2nd Floor Gulf view villa close to Pool and Restaurants on Resort!  B3522B1 / 17
    (24)Very good
    1.0 kilometres from Hooked on SUP
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Grill
    • Waterfront
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay at Palm Island Resort, located on Florida’s Southwest Gulf Coast, is the state’s only true-out island resort. No bridges or causeways to the island exsist, which ensures a relaxed, tropical vacation setting. The island resort encompasses a two-mile portion of private, pristine beaches on the...
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    Placida, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Close to Pool and a Great view of the Gulf Very Nice 2 Bedroom Villa,  B2611A1 / 13
    (8)Very good
    1.0 kilometres from Hooked on SUP
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay at Palm Island Resort, located on Florida’s Southwest Gulf Coast, is the state’s only true-out island resort. No bridges or causeways to the island exsist, which ensures a relaxed, tropical vacation setting. The island resort encompasses a two-mile portion of private, pristine beaches on the...
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    Location Information
    Placida, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3.9 kilometres from Hooked on SUP
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Ocean Views
    • Cable/satellite TV
    • Washer
    • Waterfront
    • Internet Access
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ready for flip flops and bare feet? Leave your vehicle and worries on the mainland and let the ferry bring you to sandy walkways and golf cart traffic Great condo near the beach. The patio offers relaxing views of both the lake with daytime fountain and the beach walkway. There is an outdoor shower...
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    Placida, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Family Friendly Villa with a Great View of the Beach and Gulf! C1222C1 / 29
    (22)Very good
    1.0 kilometres from Hooked on SUP
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Balcony
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay at Palm Island Resort, located on Florida’s Southwest Gulf Coast, is the state’s only true-out island resort. No bridges or causeways to the island exsist, which ensures a relaxed, tropical vacation setting. The island resort encompasses a two-mile portion of private, pristine beaches on the...
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    Placida, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Fantastic Gulf View 2 Bedroom Villa with Resort Amenity Access! B3312A1 / 16
    (19)Very good
    1.0 kilometres from Hooked on SUP
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Washer
    • Grill
    • Waterfront
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay at Palm Island Resort, located on Florida’s Southwest Gulf Coast, is the state’s only true-out island resort. No bridges or causeways to the island exsist, which ensures a relaxed, tropical vacation setting. The island resort encompasses a two-mile portion of private, pristine beaches on the...
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    Placida, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Eye catching nice two bedroom near the Pool with a Nice Gulf view too! B3313B1 / 23
    (32)Very good
    1.0 kilometres from Hooked on SUP
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Grill
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay at Palm Island Resort, located on Florida’s Southwest Gulf Coast, is the state’s only true-out island resort. No bridges or causeways to the island exsist, which ensures a relaxed, tropical vacation setting. The island resort encompasses a two-mile portion of private, pristine beaches on the...
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    Location Information
    Placida, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1.0 kilometres from Hooked on SUP
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay at Palm Island Resort, located on Florida’s Southwest Gulf Coast, is the state’s only true-out island resort. No bridges or causeways to the island exsist, which ensures a relaxed, tropical vacation setting. The island resort encompasses a two-mile portion of private, pristine beaches on the...
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    Location Information
    Placida, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1.8 kilometres from Hooked on SUP
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Balcony
    • Terrace
    • Central Heating
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the most secluded spot on Little Gasparilla Island! Our Beach Cottage is hedged in by all-natural surroundings: a state park, a mangrove lagoon, and the Gulf of Mexico. It boasts spectacular views of the water and gorgeous island sunsets year-round. Arrangements: Master bedroom with...
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    Placida, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3.8 kilometres from Hooked on SUP
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Grill
    • DVD Player
    • Terrace
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our unit H-3 is at Hideaway Bay Beach Club a condominium complex on Little Gasparilla a bridgeless barrier island on Florida's west coast, accessible only by private boat or the complex Ferry-Boat which runs on a set daily schedule, a 10 minute ferry ride separates our two, so different way of...
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    Location Information
    Placida, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.0 kilometres from Hooked on SUP
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    • Terrace
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay at Palm Island Resort, located on Florida’s Southwest Gulf Coast, is the state’s only true-out island resort. No bridges or causeways to the island exsist, which ensures a relaxed, tropical vacation setting. The island resort encompasses a two-mile portion of private, pristine beaches on the...
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    Placida, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa Azure1 / 65
    (1)Terrible
    1.3 kilometres from Hooked on SUP
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular 2013 sf 3bed 3 bath waterfront home off Coral Creek. Panoramic water views from almost every room in the house! Boater's paradise with private dock for your sailboat! Vaulted ceilings, beautiful tiled floors, huge 500 sq ft screened-in lanai facing the water. Private dock with 106 ft of...
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    Placida, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2.5 kilometres from Hooked on SUP
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Washer
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    • Terrace
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    • Balcony
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience a true island getaway at this 2-bed, 1-bath vacation rental house located on Little Gasparilla Island! Sleeping up to 7 guests, this bayside home promises tranquility within its 1,560 square feet of living space, along with accessibility to white sand beaches and activities like...
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    Location Information
    Placida, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 11
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    1.4 kilometres from Hooked on SUP
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Air Conditioning
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    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DIRECTLY on the GULF of MEXICO, nicely remodeled townhouse. Located on the BEACH with dockage, tennis court and a fantastic gulf front pool! Fabulous, expansive gulf views. There is a screened porch on the main level, and an upstairs balcony off of the master bedroom. All of the appliances are like...
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    Placida, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Southwest Florida Rental (pet friendly)1 / 30
    (7)Excellent
    3.0 kilometres from Hooked on SUP
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Parking
    • Private Outdoor Pool (Heated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 7, 2016
    This house was picture perfect! Everything was supplied, although we used our own paper and cleaning products just because. The furniture was beautiful, kitchen stocked with...
    Reviewed September 17, 2014
    Spent a week in this very roomy Rotonda West home for vacation. It was so relaxing. The home is deceptively large. The master bedroom is super large and the kitchen was spacious...
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    About this property
    A little part of paradise excellent value recently remodeled 3 bedroom 2 bath home large bedrooms in safe quiet area new appliances,paint, pool, internet all kitchen utensils fully furnished.On canal & golf courses.Excellent community plenty of golf courses beaches and restaurants in area. 15...
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    Location Information
    Rotonda West, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gulf Front Beach Condo (Little Gasparilla Island)1 / 38
    (19)Excellent
    3.0 kilometres from Hooked on SUP
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Ocean Views
    • DVD Player
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    • Washer
    • Grill
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 30, 2018
    We rented this wonderful beach condo and it was exactly as described! The location is fabulous, steps from the beach, it had all the utensils that you could possibly need for...
    Reviewed February 15, 2018
    My wife and I really enjoyed the disconnected feel of the island. The slow relaxing pace each day was awesome. We enjoyed walking the beach and just sitting and reading. Pam's...
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    About this property
    Gulf Front Beach Condo located on Little Gasparilla Island ,Placida, Florida. Right near Placida Property is a Publix grocery store, post office, gas station and a couple of restaurants. Park your car at Placida Property (the mainland) and enjoy a quick ferry ride (complimentary) to the island...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Relaxing Private Island House (LGI)1 / 28
    (5)Excellent
    2.2 kilometres from Hooked on SUP
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Balcony
    • Internet Access
    • Patio
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    • DVD Player
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 22, 2017
    Although not used to a quiet type vacation, no cars, no retail, and left to your own devices, and fabricated entertainment... Piece o' cake! Chartered a small fishing boat with...
    Reviewed February 4, 2016
    Even when it rains there is plenty to do, from reading, relaxing, or walking in the rain. On sunny days (make sure to bring sun skin protection and a hat) one can fly a kite...
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    About this property
    Casa Contenta of LGI is a key west style island home ideally situated 500 feet from the Gulf of Mexico and 300 feet from Lemon Bay. Its garden overflows with tropical foliage including palms, hibiscus, bird of paradise, sea grapes, and bougainvillea. The main floor is perfect for relaxing. The...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Coconut Hideaway: Gulf-Front Dream House!1 / 46
    (10)Very good
    2.7 kilometres from Hooked on SUP
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Waterfront
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    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 25, 2017
    This place is truly paradise on Earth. My family and I stayed at Coconut Hideaway the first week of June (2017) and everything about our stay was perfect. This beach house was...
    Reviewed May 3, 2016
    What a wonderful property. The island itself is nothing but restful and a great place to decompress. Coconut Hideaway was everything it advertised.Roomy with several levels for...
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    About this property
    COCONUT HIDEAWAY is one of the most charming and unique homes on the island. This is our private home -- not a 'rental unit' -- and we have decorated it with antiques, oriental carpets, original artwork and many collections from our travels abroad. Our Caribbean-inspired home is built in the 'Old...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Hibiscus House - Beachfront Bliss on the Gulf!1 / 33
    (13)Excellent
    2.7 kilometres from Hooked on SUP
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Grill
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    • Waterfront
    • DVD Player
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    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 6, 2014
    This home is well appointed with everything we needed. You must buy your groceries on the mainland and take a water taxi over unless you have your own boat. Arriving, we were...
    Reviewed August 19, 2014
    Wow is all we can say! What a terrific island and a fabulous vacation! The house is great. We have rented vacations home over the years and this one takes the cake! I've never...
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    About this property
    Hibiscus House is a sparkling clean cottage in one of the most superb locations in Florida. It features fresh, beachy decor, dramatic Gulf views, bright, sunshine-filled rooms, a nearly deserted beach and it includes everything to make your beach vacation memorable.... satellite TV, wi-fi access,...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    2.7 kilometres from Hooked on SUP
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Ocean Views
    • Wi-Fi
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Star Beach House is a glorious beach-front house overlooking the beautiful Gulf of Mexico. It comes fully stocked with everything you need for a great beach vacation, including a kayak, beach floats, fishing gear and beach toys. Please note that this house is on LITTLE GASPARILLA which is not...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Island Home Retreat PRIVATE DOCK Free Kayaks Free Wi-Fi1 / 13
    (2)Very good
    2.6 kilometres from Hooked on SUP
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Ocean Views
    • Waterfront
    • Cable/satellite TV
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    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 22, 2018
    Thank you to the owner for allowing us to enjoy as little piece of your paradise. The pictures in the advertising are just the way it actually looks, I just took #7 for...
    Reviewed January 29, 2018
    I am the sister of Rachel.. Can't say enough great things about this property... so much space and so comfortable.. kitchen was so well equipped, had everything you need.. the...
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    About this property
    View of The Bay from the front porch.. 1200 square foot living area. Creatively decorated very comfortable. All the conveniences of home yet surrounded by the pristine natural elements of a remote island community. Spacious kitchen, dining and living room, cathedral ceilings, french doors open to a...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Lake View Villa1 / 9
    (8)Excellent
    4.1 kilometres from Hooked on SUP
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 26, 2017
    Loved the location of this villa....... peaceful. Exactly what was needed for a relaxing time before we hit the theme parks. Shopping in abundance in malls and outlets as well...
    Reviewed July 26, 2017
    What a treat! Man oh man! What a home! Moira and Andrew's house is like a palace of tranquility- or should I say glen as glen as they are Scottish!This three bedroom, two...
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    About this property
    Situated lakeside this home has everything to ensure your vacation is as relaxing and comfortable as you would want it to be. A true home from home! Have fun in, or simply relax by the heated pool. The pool and lanai areas are completely screened. You can enjoy al fresco dining on the...
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    Location Information
    Rotonda West, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautifully decorated, three bed, two bath with opt. electrically heated pool an1 / 12
    (1)Excellent
    4.1 kilometres from Hooked on SUP
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 11, 2016
    We were blown away by this property. The house was amazing. The management company was attentive and courteous. The home was decorated amazingly. Pool / Hot Tub (Spa) was...
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    About this property
    Owner has decorated this home with great detail. Beautiful artwork, furniture, window coverings, nothing has been overlooked. As you walk into this home you will be in the living room which overlooks the very large lanai with pool and spa. The master suite which is to the right of the front door...
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    Location Information
    Rotonda West, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    'The Round House' - An Island Original!1 / 37
    (2)Very good
    2.2 kilometres from Hooked on SUP
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
    • Outdoor Dining Area
    • Air Conditioning
    • Balcony
    • Ocean Views
    • Porch
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 1, 2016
    Just got back from the best week ever! The house was beautiful and had the most amazing views! Brett's Taxi was the best getting us from the dock to the house on his golf cart...
    Reviewed March 17, 2016
    We stayed for two weeks in February and had a wonderful relaxing vacation. The Round House offers views of the ocean from inside the kitchen and living riooms, and sitting on...
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    About this property
    This classic island house has been a fixture on Little Gasparilla Island for over 30 years. The new owners have lovingly redecorated and renovated the interior while keeping the quaint charm of the original 'round' design. Everything has been updated, with new steps and new impact resistant...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Beautiful Barrier Island Beach House with New Pool, Spa and Dock1 / 21
    (2)Excellent
    1.5 kilometres from Hooked on SUP
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Internet Access
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 8, 2015
    What a wonderful vacation and memories to cherish! The house was beautifully decorated and extremely clean. It is located on a lagoon and just down the road from the beach. We...
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    About this property
    A wonderful, 'Old Florida,' Beach house. This island home is decorated with a nautical theme. Walk the beautiful hardwood floors and watch the sunset from the over-sized rear porch. Minutes walk on a sand road to the quiet seven-mile beach. This beach is perfect for swimming or collecting sea...
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    Location Information
    Englewood, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2.0 kilometres from Hooked on SUP
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Terrace
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This impeccably decorated, two bedroom, plus den (with sleeper sofa), two bathroom condo is absolutely gorgeous.  Resort style living, with a community pool, fitness center and community activities will make your stay a memorable one. Master bedroom offers a king sized bed, with access to the...
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    Location Information
    Englewood, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lucky Me ! A Waterfont Retreat1 / 42
    (2)Excellent
    4.1 kilometres from Hooked on SUP
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Internet Access
    • Washer
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 16, 2017
    After several years, my husband and I were finally able to getaway for a relaxing couple of days. And the best part is that our puppies were able to come join us on our vacation...
    Reviewed April 15, 2017
    No cars allowed. That's right park your car accross the bay and take a short boat ride to your little vacation house. I had a great time with my son and his bride to be and lets...
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    About this property
    This lovely 2 story home is situated right on the Bay. Arrive at your own private dock Walk past new outdoor shower, to front porch to enjoy serene view of bay. Lucky Me is tiled thru-out, and features spacious master bedroom with king size bed, large walk-in closet, complete with hanging and...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Serenity Cottage  on Little Gasparilla Island1 / 22
    (2)Average
    2.3 kilometres from Hooked on SUP
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Air Conditioning
    • Balcony
    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 7, 2018
    The house is clean. The house is close to dock and beach. The kitchen is well stocked. The staff is very help full. Thanks for a great winter vacation.
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    About this property
    Serenity Cottage is an oasis of peace and privacy located on one of Florida's most beautiful barrier islands. This lovely cottage is a respite from the hustle and bustle and is just a short walk to the beach or the bay....for the best of both worlds when it comes to island living. Please note...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    RoseMary's Beach House: Beachfront Elegance1 / 22
    (1)Excellent
    2.4 kilometres from Hooked on SUP
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 25, 2016
    If you are looking for an island that is a world away from the hustle and bustle of life and your typical beach resort establishments, then Little Gasparilla Island is for you...
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    About this property
    RoseMary's Beach House is a small jewel of a beach house! It is located directly on the beach, with unparalled views and access to the water. Your front deck literally sits right on the beach! Inside, this home is a gem....designer furnishings with tropical flair, high ceilings, state of the art...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3.6 kilometres from Hooked on SUP
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Terrace
    • Central Heating
    • Patio
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful villa has its own private swimming pool and is located on the Fairway of the Hills golf course in the exclusive golfing community of Rotonda West. This community offers extreme privacy and maximum Relaxation and the customed furnishings will make your Rotonda vacation Dream come...
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    Location Information
    Rotonda West, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Coconut Palm Cottage - Tropical Beach Getaway1 / 25
    (1)Excellent
    3.6 kilometres from Hooked on SUP
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Porch
    • Cable/satellite TV
    • Balcony
    • Grill
    • Air Conditioning
    • Washer
    • Terrace
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Coconut Palm Cottage is brand new to the rental market! This charming home has been lovingly maintained by one owner for years. The lovely tropical foliage and well maintained yard attests to the care and love lavished on this little cottage. Now it is available for YOUR family vacation....
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Bunratty Manor1 / 16
    (2)Excellent
    3.8 kilometres from Hooked on SUP
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 29, 2018
    Wonderful, spacious and well equipped Villa. Beautiful view of canal which is teeming with wild life. Our vacation here was fantastic.
    Reviewed March 26, 2018
    Very enjoyable. Quiet neighborhood-close to golf and other attractions. The pool is great. We'll be back next year.
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    About this property
    This extra Large, 3 + den/ 2 baths, home is one of the Rotonda waterways with the pool area facing South West. Home is Located in the newer 'Pine Valley' area, A/C area = 2130 sq.ft. The pool & lanai deck area is the whole width of the home for maximum sun & fun space. Enter the home thru glass...
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    Location Information
    Rotonda West, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.2 kilometres from Hooked on SUP
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    • Waterfront
    • DVD Player
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Home is located on a remote island. *A local water taxi or boat is needed to get to island. *NO Cars on island, they are parked off island at a local marina. *Private, secluded beaches. *No commercial establishments on Little Gasparilla Island. *Grocery shopping is off the island. *Kayaks and...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3.8 kilometres from Hooked on SUP
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious single family home located on a quiet cul-de-sac in the deed restricted community of Rotonda West a wonderful and friendly area with 5 of it's own golf coursed plus another 15 coursed within 25 minutes. This home is only ½ mile from Lemon bay and a short ride from the white sandy beaches...
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    Location Information
    Rotonda West, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.4 kilometres from Hooked on SUP
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DOLPHIN WATCH Bring your highest expectations and your bathing suits and get ready for the perfect beach vacation. There is nothing like this spectacular Beachfront Home if it comes to location, exposure, quality, furnishing and decoration. The beach is calm, clear and shallow. Great for walks...
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    Location Information
    Cape Haze, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    BEACHFRONT | Beautiful | Relaxing Views of the Gulf | Little Gasparilla Island1 / 24
    (2)Very good
    3.4 kilometres from Hooked on SUP
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Ocean Views
    • DVD Player
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 16, 2017
    We could not have asked for a better condo in a better location EVER. As soon as we got on the ferry over to the island I felt a weight off of my shoulders and walking into the...
    Reviewed June 18, 2017
    Very nice condo, updated and everything was clean and current. Manager and owners were good about responding to messages. The island is very natural so if this is not your thing...
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    About this property
    Step inside “SeaScape” and enjoy breathtaking, panoramic views of the Gulf. This beachfront condo is a corner unit and one of the few direct gulf front units at the Placida Beach Club. The area is a romantic paradise located on Little Gasparilla Island. It is a tropical barrier island,...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2.5 kilometres from Hooked on SUP
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful beach home is the perfect place to stay at this amazing island getaway! The open floor plan is filled with fun and cheerful decorations and comfortable furnishings. This 3 bedroom 2.5 bath, plus loft can sleep 10 comfortably and has something fun for everyone. Features include Flat...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    3.4 kilometres from Hooked on SUP
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Housekeeping Included
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    AKA the 'Green Roof Condos', we are a 1000 sq ft end unit with no one above or below. South facing and perched 20 feet above the ground with palm trees in all views. There is a second floor loft (fixed ladder) that sleeps 2. We have a freshwater pool right on the island. The unit has bamboo...
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    Location Information
    Little Gasparilla Island, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4.1 kilometres from Hooked on SUP
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning exquisitely decorated large villa on the northern periphery of the golfing community Rotonda West. Complete with private pool and spa (optional electric heat), outdoor grill, music system throughout house. Air conditioned villa with a fully equipped kitchen and separate laundry...
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    Location Information
    Rotonda West, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Spectacular View of the Gulf Very Pretty Corner Villa at the Beach , A3224A.1 / 15
    (36)Very good
    1.0 kilometres from Hooked on SUP
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay at Palm Island Resort, located on Florida’s Southwest Gulf Coast, is the state’s only true-out island resort. No bridges or causeways to the island exsist, which ensures a relaxed, tropical vacation setting. The island resort encompasses a two-mile portion of private, pristine beaches on the...
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    Location Information
    Cape Haze, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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