Vacation rentals with a pool in Homosassa

4.88 out of 5 average rating, 196 reviews

Home in Crystal River

Oasis privacy Pool*Gameroom* 3 mins Sister Spring

KatieRating, 5 stars1 week ago

This place was awesome to say the least. We stopped here for 2 nights on the way home and we were sad we didn’t stay the entire trip here. The neighborhood is very quiet. Feels like a very safe area. The house was super clean. The beds are very comfortable. Everything you need is in the house. Tons of stuff to do, the pool is beautiful and a comfortable temp. We loved the area as well. We kayaked three sister springs and saw a few manatees. Ate at a great restaurant on the bay. The host is amazing. I actually left something behind and before I could message her she had already messaged me and went out her way to get it back to me. We literally can’t wait to start planning our next trip there. Can’t wait to come back!

4.75 out of 5 average rating, 4 reviews

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

NEW! Weeki Wachi House | Pvt Pool, Great Location

KelleyRating, 5 stars2 weeks ago

Our stay was wonderful. The heated pool was a great added bonus and we loved that their was not an upcharge for the heated pool for our stay. That was surely a deciding factor when choosing our home away from home for the week. The location and neighborhood was ideal and close to many great attractions and places to visit. The home was clean and up to date with comfortable beds and bedding. The kitchen was lacking a few things that we were hoping to have for our use such as baking dishes. For example, 9x13 pan, muffin pan, and baking sheet. I would recommend adding those to the home. The amenities were great and the host was very easy to work with and communicate with. We would book this home again.

5 out of 5 average rating, 15 reviews

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

Vacation home with astonishing view of golf course

BiancaRating, 5 stars9 months ago

What an Amazing trip supported by a phenomenal host, Chris. Chris is attentive to every detail. I have booked again for November and looking to do so again for next summer. Thank you Chris for making all of our experiences, memorable s ones.

5 out of 5 average rating, 75 reviews

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

Calming Pool Oasis in Fenney, The Villiages FL

JeanneRating, 5 stars1 month ago

This house in The Villages served as the perfect home base for our "mature" girls' trip. It had all the essentials we needed for our three-night stay and was located in a great area, just a short distance from Brownwood Square and close to a bike path. Situated on a quiet street (then again, most streets in The Villages are peaceful), we were able to relax without any disturbances. The home was outstanding. We did encounter some miscommunication with the owner/property manager regarding access to the amenities, and unfortunately, we weren't able to enjoy the full privileges that The Villages are famous for. However, the lanai and pool were lovely additions which enhanced our stay. The patio area provided a great spot for relaxed conversations. I highly recommend renting a golf cart before your stay to avoid the hassle of calling around town to find one, after arrival. We really appreciated the option of a short term rental, often hard to find in the Villages.

5 out of 5 average rating, 23 reviews

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

The Coconut Courtyard-Private saltwater Pool-clean

RobertRating, 5 stars2 months ago

This is a very comfortable property. Good location to several town centers and the neighborhood recreation center. The owners were very responsive, always within minutes of my inquiry. A very nice outside area and a heated pool that was used every day. I would be happy to stay there again.

4.91 out of 5 average rating, 125 reviews

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

Oasis Getaway

EileenRating, 5 stars2 weeks ago

We stayed in the house for Spring break, 3 adults and 2 kids. Loved the house, lots of room for the 2 and 6 year old to play. Pool was a hit , private with lots of room outside. Saw manatees, turtles, fish and birds off of the dock. Thanks for a great vacation stay.

4.93 out of 5 average rating, 27 reviews

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

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

MarlaRating, 5 stars2 weeks ago

Awesome home, clean, well decorated, fully stocked with .ended supplies in bathroom and kitchen. I want to thank Steve personally for responded to our needed reservation changes. He responded quickly to my request, and made it happen to meet our needs. I was certainly pleased with a credit for changing to less days at property. We will definitely look for Steve as a host in the future, including this same property next year, if available. Definitely would want to work with Steve again! Thank you, Steve!!

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.

4.95 out of 5 average rating, 111 reviews

Spring Hill, Florida Quaint Paradise

RobertRating, 5 stars3 weeks ago

Conny welcomed my family at the door and gave us a quick tour of the house. She was very helpful and quick to respond. She left us a gift basket. We felt welcomed and comfortable. We had everything we needed for our stay. Quaint Paradise was as described. We will definitely be back when we come back to the area.

4.92 out of 5 average rating, 75 reviews

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

New, private pool getaway in The Villages, FL

Jeffrey AlanRating, 5 stars1 month ago

We really enjoyed staying at Karens. The home was impeccable. The kitchen was well-stocked. The house feels spacious and is well-lit with lots of comfortable seating. We really enjoyed the pool and lanai area. The house is within walking distance to the Sawgrass square that has restaurants and stores (including grocery store). There is also live music at the square every night that ends at 9pm. We rented golf carts to tour the different communities. It was a lot of fun. We would highly recommend this rental and hope to come back soon.

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Popular amenities for Homosassa rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.81 out of 5 average rating, 26 reviews

Home in Ocala

Family home in quiet neighborhood

StephanieRating, 5 stars6 months ago

We had a wonderful stay as we were visiting during a horse show at WEC. The fully fenced large yard was perfect for our dogs to play & exercise in. The enclosed pool area was very nice! We were able to comfortably spread out in this nicely laid out house with plenty of privacy. My only complaints would be bathrooms lack good water pressure and the beds were hard and would recommend getting either toppers or new mattresses for better comfort.

A fenced swimming pool area features vibrant blue water, surrounded by a well-maintained patio. Colorful lounge chairs and umbrellas provide shaded seating. A decorative planter with flowers adds a touch of greenery, complementing the inviting atmosphere for relaxation and enjoyment.

4.91 out of 5 average rating, 132 reviews

Heated Pool Sun-Splashed 3 BR/2 BA Getaway

JefferyRating, 5 stars2 months ago

great house and very peaceful on back patio by the pool

4.86 out of 5 average rating, 29 reviews

A landscaped outdoor area features a pool with a sun shelf and a cascading water feature. Tropical plants are placed around the pool, and a clear blue sky complements the serene atmosphere of the setting.

Home in Floral City

Private Resort Pool

JoeyRating, 5 stars1 month ago

Kelly was an awesome host—highly responsive and made everything super easy. The house itself is straight out of a magazine—beautifully designed and spotless. The location is perfect, especially if you're playing at Cabot Citrus. After a long day on the course, coming back to unwind by the picture-perfect backyard and pool was exactly what we needed. Would absolutely stay here again!

4.99 out of 5 average rating, 231 reviews

A spacious dining area is presented with a large glass-top table surrounded by six cushioned chairs. The screened-in porch offers views of a private pool, framed by greenery. Soft lighting creates a relaxed mood, complementing the inviting setting for casual gatherings.

Home in Port Richey

Heated & Screened in Pool-All Essentials Provided

CollinRating, 5 stars3 days ago

Absolutely amazing service!! Would definitely recommend to anyone! We will be back next year and will make sure to stay here

4.88 out of 5 average rating, 64 reviews

Heated Pool Luxury 4BR/2BA Home Close to Beaches

jenniRating, 5 stars2 months ago

Bang for buck is what you get with this stay. it was everything I hoped it would be and then some. Everything was nice and clean and easy to find and Zelijko was very responsive and helpful every stepmother the way. I would gladly recommend this stay and if ever in the area again would happily seek to stay here again.

4.89 out of 5 average rating, 148 reviews

Home in Port Richey

Your Home away from Home , Nice inground pool.

SteveRating, 5 stars2 months ago

Carol was very friendly and helpful

4.86 out of 5 average rating, 125 reviews

Ranch Pool Resort with Horses jacuzzi nearby park

JohnRating, 5 stars1 week ago

This was the perfect getaway! We absolutely loved the pool area — it was such a great place to relax. The house itself is super nice, spacious, and comfortable, with plenty of room for a family or a group of friends to enjoy. One of the highlights was definitely the horses on the property — it was such a unique experience to be able to pet and feed them during our stay. Highly recommend this place if you're looking for a peaceful escape with a special touch!

5 out of 5 average rating, 16 reviews

A clear blue pool is framed by a screened patio, offering a view of the home's outdoor kitchen and seating area. Comfortable lounge chairs surround the pool, with an umbrella positioned for shade. The backdrop features additional residential structures.

Home in Wildwood

The Villages pool property with a 4-person cart!

BarbaraRating, 5 stars1 week ago

Our family enjoyed this home very much. The house was roomy with a modern kitchen and the little outdoor kitchen area was very nice. The pool was a great size and having it heated helped a lot in April weather. The location is a little farther out but we enjoyed the area very much. It was just a short five minute golf cart ride to the Sawgrass Grove area. Dave was very helpful and easy to work with. I highly recommend this home.

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Condo rentals with a pool

5 out of 5 average rating, 23 reviews

A modern kitchen space showcases gray cabinetry with a marble countertop. Essential appliances include a white refrigerator, a stovetop, and a microwave. An aqua-colored kettle and utensils are neatly arranged, adding a touch of color. Soft lighting enhances the inviting atmosphere of the workspace.

Condo in Paradise Lakes

"REFLECTIONS" In a Clothing Optional Resort

JeffreyRating, 5 stars4 months ago

We had a great time. Sandy was very helpful by letting us check in late and helping us get through the community gate and settle in. She was also available during our stay for questions as needed. Unit fit what we needed for our stay and worked out great. As an extra bonus we found the bed very comfortable so that added to the rest and relaxation. Neighbors were great and also made the stay very enjoyable. We will be back and looking forward to working with Sandy in the future.

4.84 out of 5 average rating, 153 reviews

A clear swimming pool is surrounded by a wooden deck adorned with lounge chairs. Towering palm trees and lush greenery create a natural backdrop, reflecting a serene atmosphere. Two neighboring buildings with large windows are visible, complementing the inviting outdoor space.

Condo in Crystal River

Crystal River Bungalow with boat slip

ValerieRating, 5 stars2 weeks ago

We had a peaceful couples getaway and enjoyed the bungalow. Would stay again!

4.7 out of 5 average rating, 77 reviews

A spacious suite is highlighted by a kitchenette with modern appliances, including a refrigerator and microwave. A comfortable bed is visible alongside a stylish armchair. Natural light streams through the large window, with elegant curtains adding a touch of decor.

Condo in Paradise Lakes

Vacation Nude! Paradise Lakes Clothing Optional M5

MicheleRating, 5 stars2 weeks ago

I was happy with the rental. Cozy space with everything I needed. The host gave clear instructions and made the check-in process easy. I liked the location and was very comfortable. Would book with this host again.

Condo in Gulf Island Beach and Tennis Club

A large heated saltwater swimming pool is surrounded by lounge chairs, with views of nearby palm trees and the water. The backdrop features a multi-story building against a partly cloudy sky, creating a tranquil outdoor space for relaxation.

4.74 out of 5 average rating, 136 reviews

GORGEOUS SUNSETS Starting at $69 night

DevanRating, 5 stars1 month ago

Great spot! Our family includes a baby and it was a great spot for the 3 of us. Beautiful surroundings. It was very nice to be surrounded by the ocean. We enjoyed the location and the actual condo itself. TJ did a great job about communicating with me and kept me updated on things. Would definitely book again!

5 out of 5 average rating, 20 reviews

The living area features a comfortable sofa and modern coffee table, with natural light pouring in through sliding glass doors. A flat-screen television sits on a sleek stand, while outdoor seating on a private patio overlooks the golf course, blending indoor and outdoor living.

Condo in Wesley Chapel

1st Floor 2BR/2BA Condo on Saddlebrook Golf Course

TaraRating, 5 stars2 weeks ago

Stayed for a hockey tournament and this place was central to everything we needed between the rink and food options. Rich was great to communicate with throughout or stay and did offered recommendations when we had questions. Highly recommend this property!

Condo in Gulf Island Beach and Tennis Club

An aerial view captures the expansive community, featuring multiple buildings surrounding swimming pools with a scenic waterway in the background. Lush greenery and landscaped areas enhance the tranquility of the space, while distant homes create a picturesque neighborhood setting.

4.94 out of 5 average rating, 16 reviews

Tropical Resort

Shane/JackieRating, 5 stars2 months ago

This was a perfect getaway. Fantastic views of the Gulf of Mexico, lots of wildlife, amazing heated pool, and the space was relaxing and chill. We even got in a few games of tennis,

Condo in Gulf Island Beach and Tennis Club

4.91 out of 5 average rating, 100 reviews

Florida Breeze

RobertRating, 5 stars1 month ago

loved the area and condo. We had a nice view of the pool, lagoon and Gulf. Condo had everything we needed. We saw dolphins and manatees. All restaurants we tried were great. Mike was a wonderful host and we would love to come again.