
House holiday rentals in Gasparilla Island
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Top-rated house rentals in Gasparilla Island
Guests agree: these houses are highly rated for location, cleanliness and more.

River view Villa, 3 bdr,2ba close beaches!
Relax with the whole family at this peaceful place to stay for a perfect location to rent a place in Florida, this is it! This villa is close to beaches, island Boca Grande 10 min 1312sq ft space is set up with guests in mind and has everything you might need to have a stress free vacation! Enjoy evening BBQ on the enclosed lanai with beautiful view of the lake, sit down to a great movie or board game in the spacious living room. Ann&Chuck Pool is 5 Sasy tarts coffee & multiple places to eat

LUX Villa w/ Private Salt Water Pool, Lanai, Canal
Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Windows on the Water "W.O.W." on North Captiva
Our renovated home on North Captiva is named "Windows on the Water" because of the spectacular wall of windows facing a pristine, white sandy beach and Captiva Pass. Relax inside or outside on your very own beach, and enjoy views of Cayo Costa Island, sailboats and wildlife including pelicans, manatees and more! We are on the beach and adjacent to 4 acres of private, undeveloped land which makes our home feel peaceful and secluded. 10/10 and 5 star reviews (64+) on the other booking site!

Steps to Beach Captiva Includes CLUB & Golfcart
HOST PAYS AIRBNB FEE WINTER SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

Family Tides on LGI - Golf Cart Included
Accessible only by boat or private water taxi, "Family Tides" is nestled on Florida's Gulf Coast island of Little Gasparilla Island, or LGI as the locals call it. LGI is next to Boca Grande and its world famous Tarpon fishing, but offers a uniquely secluded and relaxed atmosphere consisting of 7 miles of undisturbed beach, unpaved cart paths that wind through lush tree canopies, and an old Florida vibe that will make you forget the mainland while you create memories with family and friends!

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!
Luxury Prime Island Location-Enjoy the best location on the island with our family & pet-friendly home (pets require approval & $200/pet fee). Just steps from our private beach & 1 mile from bars and restaurants, with a free shuttle service to beaches, dining, & nightlife. Relax in comfort w/ soft beds, a spacious couch, and flat-screen smart TVs in every room & fast WiFi. We offer bikes and beach equipment. 1 mile from Manasota Key public beach. Book now for the ultimate island retreat!

Incredible Water View! Heated/Salt/Sun filled pool
Newly remodeled home that is designed for family entertaining and relaxation. The open layout allows for enjoyment of the constant waterfront breezes while relaxing with family, taking a swim in the pool or watching the manatees lounge in the canal that has direct access to Charlotte Harbor and the Gulf. The home is located within the Burnt Store Isles golf community (Twin Isles Country Club, 3 minute drive) with nearby shopping centers, Fisherman’s Village and downtown Punta Gorda.

Perfect Beach House Excellent Location
Perfect Beach House, Excellent Location - Quiet Street & Very Short Walk to Beach. This Pilot Street beach house is the perfect getaway for your vacation. Three bedrooms, two full bath with a large great room and extended outdoor living space. Kitchen fully renovated (granite counters, new stainless appliances, bar stool seating). All new mattresses. The premier location in Boca Grande near the beach, walk to town, shop, dine at one of the 14 restaurants with fresh local catch...

Island Beachfront Cottage. Secluded! Lux! Extras!
Welcome to the most secluded spot on Little Gasparilla Island! Our Beach Cottage property is on the beach with all-natural surroundings: a state park, a mangrove lagoon, and the Gulf of Mexico. It boasts front views of the water and gorgeous island sunsets year-round. You'll have boat space on our private dock and amenities including kayaks, paddle boards, an outdoor bayside dining area, coffee bar with complimentary coffee, private grilling area, fire pit, and much more!

Island Getaway•Beach House•Water View•Dock•Pets
Embark on your next adventure at this unique and serene retreat that can only be reached by boat. LGI is a barrier island off the West Coast of Florida in the Gulf of Mexico between Sarasota and Ft Myers. Arrive at the island using your private boat or by boarding the water taxi, and be at our dock in just 10 minutes. There are no cars, shops, or restaurants on the island, the 7-mile beach is private and uncrowded. You can explore LGI by renting a golf cart or by walking

Salty Mermaid onLittle Gasparilla Island/LGI
Charming beach house on Little Gasparilla Island (LGI) The Salty Mermaid offers a unique tropical paradise with 7 miles of undisturbed white sandy beaches. Embrace the old Florida Island vibe. Enchanted island steeped in pirate lore, legend has it, the spanish pirate Jose Gaspar, nicknamed Gasparilla, made this beautiful island his secret base hideaway. Local legends whisper of buried treasures hidden beneath the islands sandy shores. Come get Salty!

3BR Gulf-Front Luxury with Panoramic Views
Experience true beachfront luxury at this elevated Gulf-front home on Manasota Key, where breathtaking views, open space, and direct beach access create the ultimate coastal escape. Just steps from the sand, this retreat delivers panoramic Gulf views from the living room, primary suite, and oversized wraparound porch — making every moment feel like front-row seating to paradise.
Popular amenities for house rentals in Gasparilla Island
House rentals with a pool

Sea La Vie

AquaLux Smart Home

❤ROTONDA RETREAT❤*Spacious*Fully Furnished*Pool*

1 minute to Beach & Heated Pool, SH Club, G-Cart

Villa Sunset Serenade II

(Newley Built) Heated Pool/ Golf course Views.

Huge Pool, Gulf Coast Luxury, Peace & Quiet, Bikes

Beachfront North Captiva | Rooftop Deck | Hot Tub
Weekly house rentals

2/2 Home in Bokeelia, Boat Lift Included!

Island Escape • Dock Access • Quiet Beaches

Tropical Oasis, pool, golf, dog friendly

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Luxury Beach/Gulf Front 1 BR, hot tub & deck

Beautiful River Front House with Pool and Hot Tub

Bountiful Bokeelia

Wet Tortuga Retreat |Private Pool| 10 min to Beach
Private house rentals

Brandnew Villa - pool & spa at canal south facing

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Secluded Oasis with Heated Pool | Prime Location

Sunset Retreat - Private Pool Near Gulf Beaches

Luxury Retreat: Oasis with Pool & Putting Green.

Indulge in carefree days soaking up the sun !142TR

luxury Brand new villa with pool

2/2 SandDollars, CLUB, Boat Slip
Destinations to explore
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- Family-friendly rentals Gasparilla Island
- Rentals with a washing machine and dryer Gasparilla Island
- Rentals with pools Gasparilla Island
- Rentals with a patio Gasparilla Island
- Rentals with outdoor seating Gasparilla Island
- Rentals with beach access Gasparilla Island
- House rentals Florida
- House rentals United States
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- Lakewood National Golf Club
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- Florida Gulf Coast University
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