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House vacation rentals in Little Gasparilla Island

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Top-rated house rentals in Little Gasparilla Island

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A three-level home is showcased, featuring a spacious screened-in porch on the main level. The exterior is adorned in white, with a stairway leading up to the top level, where a private balcony offers additional views. A golf cart is visible next to the house.

Home in Placida

5 out of 5 average rating, 22 reviews

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!

Top guest favorite

A pool area is enclosed by a screened patio, featuring a curvilinear pool with clear water. Lounge chairs and a vibrant red umbrella are positioned beside the water. The home’s large windows offer views of the surrounding outdoor space.

Home in North Port

4.97 out of 5 average rating, 134 reviews

Cozy & Beautiful Pool Villa in Sarasota County, FL

Welcome to our home! It’s our pleasure to host you! Your family & friends will be close to everything when you stay at this centrally-located place: shopping, dining, beaches, entertainment, Warm Mineral Springs, Aquatic Center, etc. This charming house located in a beautiful & quiet neighborhood, tastefully furnished & decorated, fenced for your privacy & perfect for making memories with family & friends. Plenty of amenities to make your stay as comfortable as possible. Great location.

Top guest favorite

A weathered driftwood log is positioned on a sandy beach, with calm waves gently lapping at its base. The sky above is filled with soft hues of orange and pink, suggesting a sunset. A person sits on the log, gazing at the horizon.

Home in Placida

5 out of 5 average rating, 29 reviews

Salty Mermaid on Little Gasparilla Island/LGI

Charming beach house on Little Gasparilla Island (LGI) The Salty Mermaid offers a unique tropical paradise on a private barrier Island, with 7miles 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!

Top guest favorite

The house is surrounded by lush greenery, featuring a large screened porch that offers shaded outdoor seating. A pool table is visible on the deck, which showcases a wooden railing and overlooks the landscape. A metal roof reflects the sunlight, enhancing the home's serene atmosphere.

Home in Placida

5 out of 5 average rating, 39 reviews

Coconut Paradise POOL! Little Gasparilla Island

Just Ask!! Beach pics since storms. All cCleaned up! House is 100% and Beautiful! Relax with the whole family at this peaceful place to stay on Little Gasparilla Island! Newer Pool Home! Fast STARLINK Internet!! Heated pool/Hot tub. Private beach access and dock access. Boat Access only. Take the private water taxi across the bay to a true island paradise. Or bring your own boat! Boats must be 24’ of less. Over 50 coconut palms. Pool table, kayaks, house fully stocked!

The beach house stands prominently against a vibrant sunset sky, showcasing its welcoming façade. A sandy path leads through lush landscaping, guiding the eye toward the tranquil waters in the background. The scene radiates an inviting coastal charm, melding structure and nature.

Home in Placida

4.95 out of 5 average rating, 41 reviews

CocoHut

CocoHut has a private beach on a secluded barrier island; accessible only by boat to owners+guests. 2 vacant lots to the south & vegetation to the north, mean there is absolutely no overlook from neighbors. It’s THE ultimate spa for your soul! Look out onto the sea shimmering in the sun; commune with the clouds crossing a canvas of blue; soak in sunsets & gaze at a galaxy full of stars, free from light pollution. Choose 1 or all, just know you'll relax & refresh your body & soul.

Top guest favorite

A circular gas fire pit is surrounded by four teal outdoor chairs on a gravel surface. Lush greenery and a privacy fence provide a serene backdrop, while a pool enclosure can be glimpsed in the distance under a clear blue sky.

Home in Englewood

5 out of 5 average rating, 108 reviews

*New Listing* ☀️TheAquaOasis🌴Pool-6 miles to beach

Welcome to the Aqua Oasis! This home was built in 2020 and located just 6 miles to multiple beaches in sunny Englewood, FL! The home consists of 3 bedrooms & 2 full baths, an option to heat the outdoor pool, relaxing outdoor chairs around a gas fire pit, fenced in back yard to let your pets roam, and a gas grill to whip up your favorite meals! If your family desires your own, private space and private pool, but you want close proximity to local beaches- THIS IS FOR YOU!

The beachfront cottage is surrounded by lush foliage, showcasing a two-story structure with a metal roof and large windows. Soft light spills from the interior, highlighting a welcoming atmosphere. A wooden walkway leads to the entrance, inviting guests to explore the natural surroundings.

Home in Placida

4.88 out of 5 average rating, 26 reviews

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!

Top guest favorite

An open living area features a vaulted wooden ceiling and a central console table with decorative elements. A comfortable seating area with a light sofa is positioned nearby, while the kitchen is visible in the background, showcasing modern appliances against a contrasting backsplash.

Home in Placida

5 out of 5 average rating, 10 reviews

West Coast Island Retreat, Serendipity Cottage

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 FL 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

An enclosed patio features a clear view of a tranquil sunset over a serene outdoor space. The still water of the pool reflects the vibrant colors of the sky, while patio furniture is arranged nearby, offering a comfortable spot to relax.

Home in Placida

4.97 out of 5 average rating, 37 reviews

Canal home with heated pool, close to everything!

Close to everything! Salt Water Canal, pool, clean, serene!! Situated nicely near beaches, golf, bike paths, lovely kayaking, boating, restaurants. Come enjoy our home. Relax in our clean and comfortable home. Close to everything! Amenities pictured in the photos section are available at no extra charge, ask for availability. Pool has the option to be heated, but requires an additional charge per day. Our house is your house!

An outdoor lanai features a swimming pool surrounded by a screened enclosure, providing a secure and open space. Comfortable seating arrangements are visible, with a decorative rug underfoot. Lush greenery can be seen beyond the pool area, enhancing the tranquil setting.

4.95 out of 5 average rating, 109 reviews

Spacious 2 Bedroom Home | Near Beach | Heated Pool

This beautiful home just minutes from the beach offers 2 spacious king bedrooms, a queen sofa bed in the large open living area, and a full kitchen ready for entertaining. Gather your family around the dining room table for food and games and then relax on the lanai or have a float in the pool. The hosts provide Margaritaville frozen concoction machine, 2 bicycles, beach chairs, beach towels, shark tooth tools, and more.

A spacious living area features a large sectional couch with complementary cushions, a coffee table, and a flat-screen smart TV. Natural light pours through large windows, framed by sheer curtains, offering views of lush palm trees outside. An inviting area rug adds warmth to the room.

Home in Placida

5 out of 5 average rating, 19 reviews

Coastal Sol Beach House - new home on Palm Island!

Escape to the Coastal Sol retreat and enjoy this newly built home! This new 3 bedroom, 2.5 bathroom sanctuary is located on the exclusive Don Pedro-Knight-Palm Island, accessible only by private boat or a 5 minute car ferry ride. Coastal Sol offers a perfect blend of seclusion and accessibility. Enjoy 'old Florida' island life pursuits, complete with spectacular sunsets and leisurely strolls on uncrowded beaches.

A private aquatic area features a heated saltwater pool surrounded by a screened patio, offering views of the Rotonda River. Two blue chairs and a sun lounger are positioned nearby, creating a relaxing outdoor space. The pool steps are visible, inviting leisurely swims.

4.94 out of 5 average rating, 121 reviews

Waterfront Villa Shellflower with private pool

Villa Shellflower is located in Rotonda West on a large and quiet property. Right next to the property is the Rontonda River, a wide freshwater canal. The 1564-square-foot house has been furnished with great attention to detail. The large saltwater pool, the southwest-facing sun deck, as well as the cozy dining area provide the perfect holiday feeling. The next dream beach is only 20 minutes away by car.

Vacation rentals for every style

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Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Hotels

Stylish accommodations and amenities

Popular amenities for Little Gasparilla Island house rentals

Free parking on premises

Air conditioning

House rentals with a pool

An aerial view captures a spacious outdoor area featuring a heated saltwater pool bordered by lounge chairs and wooden furniture. Lush palm trees and plants surround the patio, while a vibrant yellow house provides a cheerful backdrop.

Home in Englewood

4.91 out of 5 average rating, 138 reviews

Island Home & Casita, Pool, Golf Cart, Beach

Top guest favorite

A spacious swimming pool is surrounded by a screened-in patio, featuring lounge chairs positioned for relaxation. The area is illuminated with soft lighting, creating a serene atmosphere as twilight descends. Large glass doors connect the pool area to the interior, enhancing the open feel.

5 out of 5 average rating, 8 reviews

Luxury Casa in Venice

Top guest favorite

The inviting outdoor area features a heated saltwater pool with an integrated whirlpool. Sun loungers are positioned nearby, and the screened enclosure creates a bright, airy atmosphere with views of the surrounding greenery and water.

Home in Cape Coral

5 out of 5 average rating, 15 reviews

Brandnew Villa - pool & spa at canal south facing

The image reveals an inviting pool area within a screened lanai, featuring sun loungers adorned with black and white stripes. A glass-topped dining table accommodates four, accompanied by a potted plant. The pool glimmers with clear water, surrounded by lush greenery.

Home in Rotonda West

4.92 out of 5 average rating, 38 reviews

Tropical Retreat-HeatedPool Tennis PickleBall Golf

Top guest favorite

Home in Rotonda West

5 out of 5 average rating, 10 reviews

2 King Suites-Heated Pool-Beaches-EV Charger

Top guest favorite

A private pool is surrounded by a stone patio, featuring turquoise lounge chairs. The fenced yard meets the canal's edge, offering a view of the calm water and landscaping. The sun shines brightly overhead, illuminating the peaceful outdoor space.

Home in Englewood

5 out of 5 average rating, 43 reviews

Cape Haze Cottage

A heated pool is framed by a screened enclosure, surrounded by a spacious patio featuring pavers. Lounge chairs are positioned along one side, while a dining area with multiple chairs is visible through expansive glass doors that offer views to the exterior.

Home in Port Charlotte

5 out of 5 average rating, 12 reviews

Waterfront Key West Style Home, Heated Pool

Top guest favorite

The front of the home is framed by several palm trees and succulent plants, providing a tropical ambiance. A well-maintained lawn is visible, leading up to the entrance, which features a modern design with large windows and a covered porch.

Home in Rotonda West

5 out of 5 average rating, 24 reviews

Beautiful Floridian Oasis

Weekly house rentals

Top guest favorite

The exterior of a remodeled home is framed by soft sunset hues, revealing a welcoming entrance with large windows. A landscaped lawn features low-maintenance plants along the pathway leading to the front door, complemented by a spacious driveway and garage.

Home in Rotonda West

4.96 out of 5 average rating, 24 reviews

Luxury Retreat: Oasis with Pool & Putting Green.

Four beach chairs with vibrant tropical patterns are positioned on sandy shore, facing the sparkling Gulf waters. The bright sunlight reflects off the water's surface, creating a serene coastal scene perfect for relaxation.

Home in Englewood

5 out of 5 average rating, 35 reviews

"Lost Loon" Oceanfront Cottage by Roxy Rentals

A private pool area is enclosed by a black screen enclosure, providing sunlight while offering a serene view. The pool has a curved shape, with a stone patio surrounding it. Comfortable lounge chairs are positioned nearby, inviting relaxation in a tranquil outdoor space.

Home in Englewood

4.97 out of 5 average rating, 34 reviews

Intracoastal canal front 3 bd 3 ba w/ heated pool

Top guest favorite

A well-maintained exterior of a villa features a neatly landscaped front yard with green grass and a planted palm tree. The building showcases a combination of white walls and reddish roof tiles, with a front door framed by bright lighting.

Home in Port Charlotte

5 out of 5 average rating, 19 reviews

Lake Marlin Villa 2

A modern home with a symmetrical two-car garage is featured, set against a backdrop of palm trees and a colorful sunset. The entrance is framed by neatly landscaped hedges, enhancing the welcoming appearance of the property.

Home in Punta Gorda

5 out of 5 average rating, 6 reviews

Aruba House

Top guest favorite

A pathway lined with palm trees leads toward a private area overlooking the Gulf of Mexico. A wooden fence and a utility structure are visible, with a pebbled surface providing texture. The turquoise waters are situated in the background against a clear blue sky.

Home in Englewood

5 out of 5 average rating, 12 reviews

Manasota Key to Relaxation

Top guest favorite

The sleek great room features modern furniture arranged around a central seating area, complemented by a striking wood wall. Unique light fixtures hang from the ceiling, while a large wall art piece adds a touch of color. An upper loft area is visible in the background.

Home in Fort Myers

4.99 out of 5 average rating, 70 reviews

Modern City Loft in Downtown River District

A modern, coastal-inspired home is set against a clear blue sky, framed by tropical palms. The driveway features brick pavers, with two bicycles positioned invitingly. The spacious facade includes a double garage, enhancing the aesthetic of this elegant residence.

Home in Rotonda West

5 out of 5 average rating, 6 reviews

Baby SeaTurtle | Pool | Sunshelf | Tiki Bar

Private house rentals

Top guest favorite

A spacious patio area is showcased, featuring a comfortable sectional sofa adorned with colorful pillows. A coffee table is positioned in front, while the heated pool and a wooden pergola are visible through large screened windows, enhancing the outdoor experience.

Home in Englewood

4.99 out of 5 average rating, 95 reviews

Green Bamboo - saltwater pool, great backyard.

Top guest favorite

A refreshing swimming pool is enclosed by a protective screen, allowing for sunlight to illuminate the clear blue water. Two sun loungers are positioned nearby, and lush landscaping is visible in the background, enhancing the serene outdoor space.

Home in Englewood

5 out of 5 average rating, 34 reviews

New house w/pool close to beach & mineral springs

Top guest favorite

An aerial view captures the waterfront property, highlighting the silver-roofed house surrounded by lush greenery and palm trees. A long wooden pier extends into the calm waters of Charlotte Harbor, inviting activities like fishing and kayaking.

Home in Bokeelia

5 out of 5 average rating, 10 reviews

The Harbor House

Top guest favorite

A single-story home is set amidst lush greenery, featuring a manicured lawn and tropical landscaping. The front entrance is framed by palm trees, and a driveway leads to a single-car garage. The house displays a welcoming façade with well-maintained finishes.

5 out of 5 average rating, 17 reviews

Morning Side

Top guest favorite

A modern single-story home is presented with a well-maintained exterior, featuring large windows and a stylish garage door. A sprawling oak tree provides shade, while lush greenery surrounds the entrance. The driveway leads up to the front door, enhancing the welcoming atmosphere.

Home in Englewood

5 out of 5 average rating, 17 reviews

The Windsor @ Englewood Beach

Top guest favorite

A screened lanai features a glistening pool surrounded by stone pavers. Comfortable lounge chairs and a table provide outdoor seating. Lush greenery is visible through the screens, enhancing the private outdoor space bathed in natural sunlight.

Home in Port Charlotte

5 out of 5 average rating, 20 reviews

Brand new and immaculate!

Top guest favorite

A vibrant outdoor space features a heated pool illuminated with colorful lights. Lounge chairs are arranged near the pool, accompanied by a large umbrella adorned with string lights. Surrounding glass doors offer views into the inviting indoor living areas.

Home in Englewood

5 out of 5 average rating, 14 reviews

Free Heated Pool! Mins from Beach! Private Oasis!

An aerial view of a private saltwater pool situated within a neatly paved patio area. Surrounding palm trees add a tropical touch. An outdoor umbrella is positioned by the pool, while the surrounding fence ensures privacy. The spacious backyard features well-maintained landscaping.

Home in Cape Coral

4.96 out of 5 average rating, 23 reviews

Sky Villa

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