
House holiday rentals in Gasparilla Island
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Top-rated house rentals in Gasparilla Island
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Lake Marlin Villa 2
WELCOME to this affordable, charming and unique villa, all spotless and immaculate, cleaned with passion, love and hospitality, to honor you; The GUEST of HONOR. This 2-bed, 2-bath, 2-car garage and plenty of outdoors, offers you the comfort of feeling home, yet the adventure of your getaway vacation. Overlooking the blue waters of Lake Marlin, away from traffic and noise pollution, yet close to stores, golf clubs and main roads taking you within minutes to Manasota Key and Boca Grande Beaches.

Sunset Beach House
This beautiful beachfront house is located on Little Gasparilla Island with three-bedroom/two-baths. It is tucked away, just off the main drag of this quiet, “off the beaten path” island. Escape your busy life on the mainland and enjoy outdoor living space with amazing 180-degree views of the Gulf of Mexico. Enjoy your private beach path and shared dock, which is perfect for fishing! You can catch your dinner and come back to the house and grill it on deck while watching a breath-taking sunset.

Modern Island Oasis: steps2beach
🏝️Island fun + luxury🥂living = the perfect getaway! 👣 Just steps to the beach & the bay/dock 🦋 High-end fixtures & fittings: -Custom LED lighting modes -Stunning kitchen -Stylish tile floor -Gorgeous granite counter tops -Micromesh screened balcony: 100% bug free 🏠 The most luxurious home on LGI 🏓 Packed with toys+games 🛝THIS is your Paradise Playground 🥇 Guest Favorite: Rated Top 5% 🙋 For those who want to max out on fun, in luxury, style & comfort… 🎯 Look no further: this is the #1

Blue Laguna - Vacation in paradise!
This bright, fully equipped welcoming three‑story home features a private heated pool and a rooftop observation deck with stunning 360‑degree water views. It offers three comfortable bedrooms and three full bathrooms for up to six guests, plus two screened lanais where you can relax in the island breeze and listen to the birds. A four‑seater golf cart is included, so you can easily explore the beaches and sandy paths of beautiful North Captiva Island. Also full access to Island Club amenities!

Vacation Paradise in Rotonda
This brand-new home with 3 bedrooms and 3 bathrooms is truly designed for comfort and relaxation. The spacious living room, huge kitchen, and big dining room are an open-layout living area. Our outdoor covered grilling area has outdoor furniture a hot tub, and a heated pool. Walking distance to Long Marsh Golf Club, a short drive to 3 more Gulf Clubs. A Playground for the kids and exercise paths are all here. Amazing 7 beaches to choose to visit with very good restaurants close to the area.

3BR Resort Home · Pool, Gym + Beach Club Access
We beat Milton and are ready to host you. The Village Houses in the Boca Grande Club possess a distinct charm that sets them apart. The village houses offer an intimate connection to nature. Our homes is surrounded by lush tropical foliage, providing a serene backdrop of swaying palms and vibrant flowers. Our guests enjoy access to a range of exclusive amenities. Whether lounging by the pool, or indulging in gourmet dining, out home provides a wealth of experiences for our guests.

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...

Lux Home on Gulf w/Private POOL & 50ft Dock
Rest your feet & your soul as you getaway from it all! This luxurious little piece of paradise is tucked away on a quiet Gulf Coast waterway. 10min from Englewood Beach and 5 min from stores. Tie your boat up in the back yard to the private 50 ft dock. Spend your days fishing, catching sunsets or in the pool every evening! Easy access to Don Pedro Island, local sandbars, inlet and several restaurants, all at your fingertips! Pack your bags, kick back- paradise is waiting!

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

BG Beach House North Unit-Great Price & Location
Boca Grande Beach House - North Unit, is half of a 1-story duplex. It has 2 bedrooms, living/dining rm, a fully stocked kitchen & 1 bathroom with step-in shower. There is a large screened porch across the back and a generous side yard with table & 4 chairs, 2 lounge chairs. We are directly across the street from the beach & tennis courts are down the street. It is a short walk to the Community Center with a playground for kids and to the charming town of Boca Grande..

Island Home & Casita, Pool, Golf Cart, Beach
Complimentary golf cart INCLUDED. With a short stroll to warm sand and crystal waters of Englewood Beach. With all the the modern comforts in place all you have to do is relax on your short stay or extended visit. Updated 2/2 main house and 1/1 Casita with a private entrance. Walk right out the front door to the new expansive pool patio featuring a saltwater heated pool, outdoor kitchen and plenty of furniture for spending time soaking in the warm Florida sun!

little Gasparilla Island Beach house-Dog friendly
Escape to Beach Hair Don’t Care on Little Gasparilla Island! This cozy 2BR, 2BA retreat sleeps 5 and is just steps from the bay and 100 yards from a private beach. Enjoy uncrowded beaches, fishing, wildlife, and water sports. Pet-friendly with a fully stocked kitchen, beach gear, boat slip, and golf cart access. Experience the serenity of this car-free island paradise, perfect for relaxing, unwinding, and making memories. Book your escape today!
Popular amenities for Gasparilla Island house rentals
House rentals with a pool

Last Minute Offers Beach + Golf Cart + Club

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Waterfront Villa Shellflower with private pool

Rotonda RETREAT*Spacious*Fully Furnished*Pool*

Turtle Bay - minutes to Boca Grande!

Coastal Sanctuary - Pool & Privacy

Steps to Beach | Pool + Hot Tub | 2025 Remodeled!

(Newley Built) Heated Pool/ Golf course Views.
Weekly house rentals

Island Beachfront Cottage. Secluded! Lux! Extras!

The Turtle House

NEW! Beachfront!3BR Suites Sustainable Home+Dock

Poseiden House on Little Gasparilla Is

Island Escape • Quiet Beaches • Great Value

"The Lost Loon" Oceanfront Cottage by Roxy Rentals

Manasota Key Beachfront Oasis w/ Private Jacuzzi

Whispering Palms | Private Pool & HOT TUB
Private house rentals

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Private Beach & Bay Access. Kayak & SUP

Waterfront Oasis with Boat Lift & Hot Tub

Cozy, quiet

Blue Heron * fish, boat, wine, dine, relax, repeat

The Cottage

Ultimate Luxury:Spa/Pool/Outdoor Kitchen/Firepits

Villa510~3 En-Suites~Gulf Access, Heated spa~pool
Destinations to explore
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- Captiva Island
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- Myakka River State Park
- Florida Gulf Coast University
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- Stump Pass Beach State Park
- Blind Pass Beach
- Jetblue Park
- North Jetty Beach
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- Bonita National Golf & Country Club
- Boca Grande Pass
- Edison & Ford Winter Estates
- St Armands Circle
- South Jetty Beach
- Yacht Club Public Beach





