Vacation rentals with a pool in Homosassa

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Homosassa

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

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Guest favorite

Home in Crystal River

4.88 out of 5 average rating, 193 reviews

Oasis privacy Pool*Gameroom* 3 mins Sister Spring

Reasons to Stay here: ➡️Amazing Backyard ➡️Clean Pool ➡️BBQ / Fire Pit ➡️Private & Calm location ➡️Near to all Crystal River Attractions ❤️Indulge in an extraordinary getaway when you book this Crystal River vacation rental. Located in the heart of Crystal River, yet secluded and private, with nearby access to beach and local amenities. Start your day with the sweet sounds of birds and enjoy the serene views of our private pond. This rental offers a range of amenities for your family's pleasure.

Guest favorite

A heated pool is enclosed in a screened lanai, featuring a modern design with clear water reflecting evening lights. Surrounding areas are adorned with soft lighting, enhancing the relaxing ambiance. The pool deck is finished in smooth tiles, providing ample space for lounging.

Home in The Villages

4.95 out of 5 average rating, 122 reviews

2/2 custom pool home with 4 person gas golf cart

Beautiful Monterey style 1600 SQFT home, 2BR/2BA, fully furnished with a heated pool at 85' year round. Great location in Rio Grande; just a short golf cart ride to Spanish Springs & Lake Sumter. Home is on a quiet cul-de-sac; no neighbors behind. Private lanai from the Florida room. Tile and granite countertops throughout; Stainless steel appliances; sleeper sofa in the LR. 4 person gas golf cart also included. Sorry, hot tub not included. Dog friendly! Smart Tvs in both BRs, cable in LR only

Superhost

A bright dining area features a glass table set for six, surrounded by sleek white chairs. A cozy bedroom displays a gray upholstered bed adorned with a relax-themed pillow. An outdoor seating space showcases a blue sectional facing a patterned area rug. The heated pool, set within a screened enclosure, reflects the surrounding greenery.

Home in Hernando County

4.75 out of 5 average rating, 4 reviews

NEW! Weeki Wachi House | Pvt Pool, Great Location

Looking to find your happy place? Welcome to The Weeki Wachee House - located just down the road from Weeki Wachee Springs State Park along Florida's Nature Coast. This beautiful, recently renovated home sits in a quiet residential neighborhood that is close to the Pine Island Beach, shopping, great dining, and a golf course located at the front of the subdivision. Relax by the screened in, private heated pool and explore Florida's natural beauty at nearby state parks with friends and family.

Superhost

An expansive pool area features a large swimming pool with a heating option, surrounded by a screened enclosure. Comfortable lounge chairs are positioned nearby, and serene views of the golf course and palm trees are visible beyond the pool area.

Home in Inverness

5 out of 5 average rating, 15 reviews

Vacation home with astonishing view of golf course

This villa is great for hosting family and friends with 4 bedrooms, 3 bathrooms, dining room, TV room, open living room, a fully equipped kitchen, 2 car garage, pool, jacuzzi, home office area and free Wi-Fi throughout the house. Swim, dine and relax as you watch beautiful sunsets from the backyard lanai overlooking a pond filled with Floridan wildlife adjacent to the 8th green of Lakeside golf course. The pool is huge and suitable for lap swimming. The jacuzzi can be heated for an extra charge.

Top guest favorite

A private pool is enclosed by a screened lanai, providing a serene escape. Sunlight filters onto the pool's surface, reflecting off the water. Comfortable seating and a dining area are visible alongside the pool, with lush green grass and neighboring homes in the background.

Home in The Villages

5 out of 5 average rating, 75 reviews

Calming Pool Oasis in Fenney, The Villiages FL

Enjoy your Very Own Private Pool Getaway in this gorgeous home in The Village of Fenney. Wake up relaxed with your morning coffee in hand sitting on the screened in lanai. Cleanliness is our #1 priority for you to have a worry free stay. Vaulted ceilings, Ceiling Fans, State of the Art Stainless appliances make this property an oasis away from stress. Watch your favorites on 1 of 5 Flatscreen TV's. If you are looking for your home away from home for 1 night or 90 nights, this is "the" place

Superhost

A heated private pool is surrounded by a screened enclosure, providing a bright and clear view of the outdoor space. Comfortable lounge chairs are positioned nearby, and the pool area is well-lit by natural sunlight filtering through the enclosure.

Home in Spring Hill

4.88 out of 5 average rating, 120 reviews

3BR Spring Hill Pool Home. Heated Pool & Hot Tub

Enjoy our beautiful pool home located In the heart of Florida's Gulf Coast! This 3BR/2.5BA home offers all amenities - screened enclosed private and heated pool, relaxing spa, pool table, large screen smart T.V'S, Free Netflix, fully equipped kitchen, private parking and more. Just minutes away from Commercial hwy and Cortez blvd where you will find plenty of restaurants, grocery stores and shops. Only 3 minutes from Weeki Wachee Springs State Park and 12 minutes to Pine Island Beach Park!

Guest favorite

Home in The Villages

4.93 out of 5 average rating, 132 reviews

Pool, golf cart, private backyard. Paradise!

Come and enjoy this relaxing piece of paradise surrounded by lush greenery with your own, small, private pool (not heated). "Serene on the Green" is a beautifully remodeled 3 bedroom, 2 bathroom designer home (1,536 sqft) with a large screened outdoor pool area with lots of privacy. Our location 320 steps from the Santiago Recreation Complex with two golf courses and a short ride to Lake Sumter Landing and Spanish Springs is perfect. A new custom 2021 Yamaha QuieTech golf cart is included!

Top guest favorite

An inviting heated saltwater pool is enclosed within a screened area, reflecting soft evening light. Decorative string lights are seen overhead, enhancing the ambiance of the space. A welcome sign is displayed at the forefront, suggesting a serene and relaxing atmosphere.

Villa in The Villages

5 out of 5 average rating, 23 reviews

The Coconut Courtyard-Private saltwater Pool-clean

Private Heated saltwater pool. Affordable luxury, modern spacious home. We have bedrooms themed after the town squares! Walk to the Nancy Lopez course/restaurant. We have one of the largest corner lots in The Villages. Outdoor seating, pool is screened in. Our kitchen is fully stocked for cooking, the home is spotless clean with little luxuries that will surprise you. We are half way between Spanish Springs and Lake Sumpter. Easy cart ride to eat, dance, shop, golf, & more! #memories

Guest favorite

A multi-level home with a vibrant yellow exterior features a covered entryway. A pool is positioned in the foreground, with a brick patio extending around it. A staircase leads to the upper level, and large windows allow natural light into the space.

Home in Hudson

4.91 out of 5 average rating, 124 reviews

Oasis Getaway

Relax with the whole family at this peaceful place to stay. Perfect Getaway with amazing sunset views from the upstairs balcony and a floating dock on a canal perfect for kayaking and manatee sight seeing. This canal will also take you straight to the ocean. Very spacious home with a tennis table located on the first floor and a beautiful pool to enjoy! Close to many attractions like Weeki Wachee Springs, Outdoor trails, a Marina, Water Park, Hudson Beach and great seafood restaurants.

Guest favorite

The private pool area is enclosed by a screen, featuring a clear blue pool with steps leading in. Surrounding greenery and a view of the lake are visible, with a landscaped border enhancing the tranquil outdoor space.

Home in The Villages

4.93 out of 5 average rating, 27 reviews

Private Pool, Lake View, & Golf Cart! 2 King Beds

GET IT ALL - Pool, Golf Cart & Lake View! Located in the Village of Palo Alto, this vacation home is nestled on a quiet street and backs up to a lake. Newly renovated, it has 3 bedrooms and 2 baths, and updated furnishings. It features a sparkling private pool and spacious lanai area. It's centrally located between the town squares of Spanish Springs and Lake Sumter Landing. Your rejuvenating vacation awaits. Book it today! No cats. Dogs under 20 lbs allowed with pet fee.

Top guest favorite

A screened-in pool area features a clear, inviting pool with a waterfall and soft blue water. Surrounding greenery provides privacy, while lounge chairs are positioned near the water. Sunlight filters through the mesh enclosure, creating a bright and airy atmosphere.

Home in Spring Hill

4.95 out of 5 average rating, 111 reviews

Spring Hill, Florida Quaint Paradise

The Retreat sleeps 4 guest comfortably. Our 2 bedroom, 2 bathroom home features a pool with a waterfall and fenced backyard. This quaint paradise will make you feel relaxed sitting by the pool enjoying a good book with a drink while you can hear the breeze going through the palms in the backyard. It’s located on a quiet street. But minutes away from different beaches, golf courses, shops and restaurants, attractions and parks.Something to do for the whole family.

Guest favorite

The private heated pool is enclosed within a screened lanai, featuring clear water and a built-in step for easy access. The surrounding patio area offers space for relaxation, with sunlight streaming in. A decorative feature is visible at one end of the pool.

Home in Wildwood

4.92 out of 5 average rating, 75 reviews

New, private pool getaway in The Villages, FL

The whole group will enjoy easy access to everything from this centrally located 3B/3BA home in the village of St Catherine. Just steps away from Sawgrass marketplace where you can enjoy dinner, nightly entertainment, pickle ball, and golf at the brand new Southern Oaks 18 hole championship golf If staying in is your idea of relaxation, enjoy the oversized lanai and private heated pool while watching your favorite shows or sports on the 65" smart TV.

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What guests are saying

Luxurious Pool Private Oasis, Nearby Beaches

5 out of 5 average rating, 58 reviews3 weeks ago

Our family of seven, visiting from Pennsylvania and Ohio, had an absolutely fantastic stay at this beautiful home! From the moment we arrived, we could tell it was thoughtfully designed with comfort and convenience in mind. Every detail was perfect—the beds were incredibly comfortable, the smart features and lighting made everything effortless, and the amenities were top-notch. But the true highlight of our stay was the epic pool area. The evening mood lighting created the perfect ambiance, and the lush, comfortable lounge chairs made it easy to relax and soak up the Florida lifestyle. It felt like our own private resort! With our daughter living just two miles away, this home is now our go-to spot whenever we visit. The combination of luxury, convenience, and thoughtful touches made our stay truly unforgettable. We can’t wait to book again!

Home in New Port Richey

What guests are saying

Tropical Waterfront Resort Home with Marina, Piano

5 out of 5 average rating, 9 reviews24 months ago

Michael's home amazing from the moment we walked into the beautiful foyer! The home was spotless, had abundant natural lighting, all modern appliances and electronics, gorgeous décor, but still had a cozy at-home vibe. The pool and game room were just the icing on the cake! The beds were very comfortable, which is something I'm very particular about. We would definitely return to this air bnb! Michael was a wonderful, personable, and responsive Host, and did not hesitate to answer any questions I had about the property. The grounds are beautifully maintained, and the pool was actually cleaned twice during our 9-day stay. My husband appreciated the workout area, and I enjoyed relaxing on the very comfortable patio furniture. Definitely 10/10.

Home in New Port Richey

What guests are saying

Cabana pool home. 3400sq ft Of luxury!

4.95 out of 5 average rating, 22 reviews5 months ago

The house was perfect for our stay. The beds were very comfortable, linens and towels were soft and plentiful and there was tons space for everyone to relax. We spent most of our time hanging around the pool - which is exactly what you want when visiting Florida! The kitchen is very nice and although we didn’t cook there’s everything you would need to prepare meals. Communication with Sandra was great too!

Villa in Spring Hill

What guests are saying

Spring Hill Pool Paradise

4.93 out of 5 average rating, 56 reviews1 month ago

The place was great had games to play, large areas with plenty of space to play and lay out. They really provided everything you would need. The pool floats, high chair, all the dishes needed for a week long stay. The only downside was the couch is kinda uncomfortable and we had an issue out of their control with the trash company. But the stay was amazing!!! It got cold so we couldn't really use the pool like we wanted but i would hands down say this is a great turn key home. Just bring clothes and food they have the rest. Amazing stay.

Home in Spring Hill

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