Holiday rentals with a pool in Little Gasparilla Island

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Top-rated rentals with a pool in Little Gasparilla Island

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Home in Venice

4.91 out of 5 average rating, 54 reviews

Heated POOL close to beach fenced in, kid friendly

Family friendly, Pool home has an open floor plan. New kitchen w/ stainless appliances & a breakfast bar. Living room has sleeper sofa w/ upgraded memory foam mattress. Large sunroom overlooks the fully screened in private pool & fenced tropical backyard. Many amenities: washer & dryer, pool floats, beach chairs, umbrella, beach towels & toys, coolers. 7 min by car to Manasota beach, 5 min to shopping restaurants etc. Primary has ensuite bathroom, walk in closet. Pack n play crib, toys & games!

Superhost

Home in North Port

4.81 out of 5 average rating, 134 reviews

Luxury villa 4 bdr with a heated pool (14guests)

Rare to find a luxury villa with a swimmable heated pool at the upscale district of North Port near a golf course. Very spacious (14 guests), high ceiling. Two empty lots on both sides of the property and a canal on the back guarantee full privacy. 2 minutes to Walmart and Publix. 10 minutes to Warm Mineral Spring. Close to Water park, Wellen park, Manasota, Siesta and others beaches. Very close to highways. The home is 2230 sq. ft. of living space. Fully furnished with high-end furniture.

Top guest favourite

Home in Cape Coral

5 out of 5 average rating, 8 reviews

Spacious Family Home/Heated Pool & Play Area

Escape to paradise in this spacious pool house, designed for ultimate relaxation and fun! Dive into the luxurious saltwater pool, heated for year-round enjoyment, or challenge your companions to a friendly game in the entertainment-filled game room. Unwind on the sun-drenched patio, perfect for outdoor dining and soaking up the Florida sunshine. Just minutes from local attractions and stunning beaches, offers the perfect blend of comfort and excitement. Your unforgettable getaway starts here!

Guest favourite

Home in Englewood

5 out of 5 average rating, 8 reviews

Pet Friendly Pool Home with Large Private Yard

Charming home nestled in a peaceful neighborhood. The entire home is yours, including a private solar-heated pool, covered & screened patio w/ gas BBQ, fully equipped kitchen, 2 bedrooms w/ queen beds, 2 baths, garage & private washer & dryer. Generous side yard can securely store your RV or boat! Easy 15-20 min drive to public beaches or explore the surrounding areas like Sarasota & Fort Myers – all within an hour! Great price for a private pool & pet friendly home in the center of it all!

Guest favourite

Home in Port Charlotte

5 out of 5 average rating, 10 reviews

Heated Saltwater Pool Near Sarasota Fort Myers

Private heated saltwater pool oasis. Florida nature but only 10 minutes from shops and restaurants. In a great location to explore many of the Gulf Coast beaches! Easy drive to Siesta Key, Lido Key, Venice Beach, Nokomis Beach, Englewood Beach, Fishermans Village in Punta Gorda, Sunseekers resort, Boca Grande, Fort Myers, Naples, Anna Maria Island. Enjoy exploring and coming back to large tv for movie night outdoors. Toast marshmallows on the fire table. Enjoy a dip in the saltwater pool

Guest favourite

Home in Punta Gorda

5 out of 5 average rating, 9 reviews

Best of PGI Close to Fisherman’s Village Sleeps 9

This exceptional rental retreat is waterfront on the canal and features a saltwater heated pool. Nestled near the end of a tranquil street, it's a great place to stay with family and friends whether you are relaxing poolside, having a BBQ, fishing in the canal or travelling by foot or bike around PGI and Fisherman's Village. Many outdoor activities, beaches and parks nearby and tremendous dining options, or just stay in and enjoy the full kitchen with plenty of workspace and prep space.

Guest favourite

Home in Venice

4.91 out of 5 average rating, 181 reviews

Vacation Rental with private swimming pool

Located in a desirable community of South Venice. Venice, Manasota, Nokomis and Sharky’s beaches are located only 5 miles away. The historic Venice Avenue of unique shops, restaurants, special events. Farmer market, tennis courts, and children fountain are close by. Newly renovated home and swimming pool in a quiet peaceful area in an ideal place for any season gateway.A great place for biking, running and walking. My place great for couples, solo adventurers or families with kids.

Guest favourite

Home in Port Charlotte

4.93 out of 5 average rating, 135 reviews

Heated Pool Vacation Getaway

This 3 bedroom, 2 bath house with private heated pool is located in a quiet neighborhood near everything that Southwest Florida has to offer. Minutes from restaurants and grocery stores, a couple of miles from the Port Charlotte Harbor and a short drive to some of the most beautiful beaches, you can truly have it all. Our house offers great wifi, a fully functional kitchen, updated furnishings and a heated pool. Self check-in and out guarantee complete privacy.

Guest favourite

Home in North Port

4.89 out of 5 average rating, 18 reviews

Rival Paradise Pool Home For Your Vacation!

Gorgeous house with a pool in North Port, FL! House is located in the heart of the city, just 15 minutes to Warm Mineral Springs Park and 24 miles from one of Florida's best beaches and fishing places, less than 10 minutes to the water park and golf club. Close by Publix grocery store and Walmart. Our house is 1500 sq. ft. of living space. Fully Furnished. Three bedrooms and 7 sleeps. 70" Smart TV with a Netflix account included in a bright living room.

Guest favourite

Home in North Port

4.97 out of 5 average rating, 119 reviews

Private, beautiful house with a heated pool

Relax with the whole family or a group of friends at this peaceful place in paradise. A beautiful, clean home that can accommodate up to 6 guests. The home is fully remodeled with new furniture. Start your morning with a nice cup of Nespresso by the heated pool and end the night at the jacuzzi in the spacious master bedroom. Located 5 min away from water park(aquatic center) 10 min from the famous Warm Mineral Springs and 25 min from multiple beaches.

Guest favourite

Home in Port Charlotte

4.95 out of 5 average rating, 20 reviews

Luxury modern home. Heated pool-best Location

Have fun with the whole family at this stylish modern Luxury home. amenities include Master bedroom 1 King bed 2; bedroom One Queen bed 3; Bedroom 2 Full bed and one Twin bed. OUTDOOR LIVING, Private Pool (heated 8.00AM 9.00PM), covered lanai area patio w/ comfortable seating +Smart TV, private yard, dining area, Privacy. Great set up around pool and indoor to gather and relax. Port Charlotte Beach 5 Minutes away Pool heater fee $25.00 Aday

Top guest favourite

Home in Venice

5 out of 5 average rating, 21 reviews

New! Perfect Vacation Home w/pool

Enjoy this home that is fully renovated and designed for a perfect vacation. Hang out at the pool or head to the beach. Your family will be close to everything when you stay at this centrally-located place. 2.7 miles from the beach. 2 minute walk to Venetian Waterway Park trail. Close to Fox Lea Farms. Kitchen is fully stocked. Outdoor grill with utensils. Washer and dryer for your convenience. Beach towels, chairs and umbrella are provided.