Vacation rentals with a pool in Little Gasparilla Island

Find and book unique homes with a pool on Airbnb

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 favorite

Home in Venice

4.9 out of 5 average rating, 51 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, 130 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.

Superhost

Home in North Port

4.93 out of 5 average rating, 28 reviews

Cozy getaway home with Heated Pool!

Fall in love with this cozy vacation Home! Just minutes walk away from Florida's only warm mineral Springs. This freshly renovated home has 3 bedrooms, 2 bathrooms, open layout kitchen dining and living room. The pool is heated and enclosed in the lanai so you don't have to worry about any bugs. There are numerous beaches within 15-30 minute drive. There are multiple golf courses around, aqua park, beautiful parks and many more to enjoy. Many stores, restaurants are located just minutes away.

Guest favorite

Home in Englewood

5 out of 5 average rating, 5 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 favorite

Home in Venice

4.91 out of 5 average rating, 179 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 favorite

Home in Venice

4.92 out of 5 average rating, 118 reviews

Great shape after Milton -Gorgeous Pool! - os

Great news! We've quickly reopened after Milton! Restaurants, stores, our beach access & Historic downtown-all now open! Beautifully decorated 3 bedrooms, 2 bathrooms, attractive family room & open concept kitchen with breakfast room overlooking private pool. On desirable Island of Venice, “Villa Sorrento” is only 8 minute walk to beach. Near Historic Venice Avenue's unique shops, restaurants. Low-key quiet vacationers only. 2 car max. no visitor parking. No pets. No smoking

Guest favorite

Home in North Port

4.88 out of 5 average rating, 16 reviews

Paradise home with a pool 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 favorite

Home in North Port

4.96 out of 5 average rating, 113 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 favorite

Home in Cape Coral

4.86 out of 5 average rating, 36 reviews

Cape Oasis Pool Heater

.Enjoy a stylish experience at this centrally-located -5 minutes from Sunsplash water park -close to Sanibel beach -30 min from Fort Myers Beach -very closed to Sanibel Beach you can enjoy restaurant with amazing views and sunset . -minutes away from Matlacha seafood restaurants -4 bedroom -3 bathroom -2 car garage -new construction 2022 -Fantastic neighborhood - Plenty Backyard -Amazing modern pool -Barbecue Area -wine cooler

Guest favorite

Home in Port Charlotte

4.94 out of 5 average rating, 18 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

Guest favorite

Home in Cape Coral

4.97 out of 5 average rating, 153 reviews

Family Oasis: Waterfront Heated Pool & Game Room

This gorgeous vacation home boasts a luxury heated salt water pool and a relaxing jetted spa with views of a beautiful canal that provides direct access to three different lakes stocked with a great variety of freshwater fish. It's truly the ultimate dream getaway where guests come to comfortably unwind in a peaceful environment. Get away from it all and enjoy the gentle sound of the Florida breeze whispering through the palm trees!

Guest favorite

Home in Punta Gorda

5 out of 5 average rating, 5 reviews

Stunning! Luxury waterfront home

STUNNING!! LUXURY WATERFRONT HOME - HEATED POOL- Close to Harbor/Fish Village -PREMIER HOST reviews averaging 5.0 since 2018 on other site. -Modern, newly updated home with open layout allowing for enjoyment of the cool waterfront breezes. -Boat dock with very close Harbor access within 10 minutes. -Southern exposure, full sun, heated pool, and waterfront. Oversized pool extends along large portion of rear of home.