Vacation rentals with a pool in Ocala

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!

4.95 out of 5 average rating, 122 reviews

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

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

TracyRating, 5 stars5 months ago

Great place. Very comfortable. Loved the pool and driving golf cart was fun. We had everything we needed for a great stay. This is not a complaint at all more of a helpful hint but one of the town squares was too far to take golf cart and you will need a car.

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.

4.88 out of 5 average rating, 554 reviews

A private pool features a natural rock waterfall, surrounded by a paved patio. Lush greenery and trees provide shade, while a secure black fence encloses the area. Large windows of an adjacent building suggest inviting indoor spaces nearby, contributing to a tranquil outdoor setting.

Bungalow in Maitland

Maitland-Orlando Area, FL. Pool House Bungalow

MichaelRating, 5 stars3 days ago

I have stayed at this location numerous times and have never been disappointed. Beautiful view of the outdoors and fabulous pool in the warmer months. Noted some updated plumbing fixtures on this trip which demonstrates the desire to keep things refreshed.

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.

4.87 out of 5 average rating, 142 reviews

A screened patio surrounds a refreshing pool, featuring a slide and a small swimming area. Several blue chairs surround a table, offering a space for outdoor dining. Lush trees provide a natural backdrop, enhancing the tranquil outdoor setting.

Home in Apopka

Country Pool home on 2 acres-30 minutes to Disney

LoganRating, 5 stars1 week ago

This Airbnb was the perfect spot for my family, Not only was Natalie incredibly accommodating but we were amazed at her instant communication. Every single thing you need for your vacation she already has waiting for you there. Don’t miss out on this place. 10/10 recommend

4.92 out of 5 average rating, 257 reviews

A private outdoor area features a saltwater pool surrounded by modern chaise lounges and a hammock for relaxation. The space is enclosed with a screened roof, allowing natural light while providing comfort. Tables are present for outdoor dining, complemented by the vibrant turquoise accents.

Guesthouse in Orlando

Modern Guest Studio (Private) Pool / Spa available

BrandiRating, 5 stars2 weeks ago

Had a great stay, communication was great. We had a small hiccup with the hot tub and problem was solved very quickly. The only thing I would complain about and not really complaining is there were cloths and a used towel hanging on the back of the bathroom door. No biggie and honest mistake by cleaners other then that the stay was amazing and felt like home away from home. Will stay again for sure

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 stars3 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.

4.93 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

Heated 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!!

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Popular amenities for Ocala rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 127 reviews

A spacious private pool is enclosed by a screened structure, featuring a basketball hoop at one end. The crystal-clear water is surrounded by a concrete deck, while colorful flags decorate the fencing, adding a friendly vibe to the outdoor space.

Home in Orlando

Private pool home near Downtown

MonikaRating, 5 stars1 week ago

He was a great host and attended to all my questions and help. My family and I enjoyed it so much! Perfect location! Beautiful home! And the pool is the perfect touch!

4.75 out of 5 average rating, 12 reviews

An aerial view of a spacious backyard reveals a private pool surrounded by lounging chairs. The home is visible to the left, with a driveway leading toward the pool area. Lush greenery borders the property, creating a serene outdoor environment.

Home in Winter Park

Prvt 8 Guests /pool/Rollins/Disney/Universal

AngelaRating, 5 stars3 weeks ago

Beautiful, peaceful, and relaxing home with a fantastic pool. Very spacious and modern and conveniently located near restaurants and stores. And not too far from major attractions such as Aquatica water park and airports. I highly recommend this house for a family vacation!

4.88 out of 5 average rating, 200 reviews

A large, inviting pool glistens under the sun, surrounded by a spacious patio and palm trees. A stylish, shaded cabana is positioned nearby, offering a retreat for relaxation. The pool area is enclosed and features a clean white fence, enhancing the tranquil outdoor atmosphere.

Home in Orlando

Pool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney

JamieRating, 5 stars3 weeks ago

This home was clean and conveniently located near a ton of things to do, paces to eat, and a short drive to Disney.

5 out of 5 average rating, 3 reviews

The living room features a high, sloped ceiling with skylights, allowing natural light to fill the space. A light-colored sectional sofa is paired with gold-accented side tables. A piano sits in a corner, with a decorative fireplace and a television mounted above it.

Home in Maitland

Casa Feliz

DeborahRating, 5 stars2 weeks ago

Fantastic stay at Casa Feliz!! Quiet peaceful place to chill with great outdoor spaces. Pool was a godsend and heater worked as it should. Lovely walk 5 minutes away Kewanee park. We would recommend this property.

4.89 out of 5 average rating, 47 reviews

A spacious outdoor area features a large rectangular pool and a smaller adjacent hot tub. Surrounding the pool, a paved patio offers ample space for seating and relaxation. Lush greenery and open fields are visible in the background under a clear blue sky.

Home in Alachua

House in High Springs with Pool - Close to town

GiselaRating, 5 stars4 months ago

Brittany's place was everything I wanted to end and start the year!!! Everything was perfect there...had an amazing time and the view was beautiful My dog loved it!!! We had everything we needed Such a peaceful neighborhood The surroundings were so nice to drive around Hope I can come back soon!

4.93 out of 5 average rating, 105 reviews

A covered patio area features a cozy seating arrangement with deep blue cushions overlooking a private pool. The pool's bright blue water contrasts with the terracotta deck. Lush greenery and decorative planters enhance the outdoor ambiance, while a summer kitchen is partially visible in the background.

Home in Casselberry

Villa with Guest House & Pool-Patio

ThompsonRating, 5 stars3 weeks ago

Everything about the stay was proper. Myself and three other coworkers had a great stay and enjoyed being at the property. I highly recommend staying here over a hotel. Thank you, Jose

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 stars2 weeks 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.

4.78 out of 5 average rating, 110 reviews

An inviting pool area features a crystal-clear swimming pool, surrounded by a screened enclosure. Comfortable seating options are visible in the background, along with outdoor tables covered with dark linens. The calm water reflects the sky, enhancing the serene atmosphere.

Home in Inverness

3br POOL, Fenced, near Downtown & Trails

DavonRating, 5 stars2 weeks ago

This was a lovely stay I had NO ISSUES what so ever and the host was very welcoming and friendly I’d definitely recommend this stay for anyone

Show all

Condo rentals with a pool

4.92 out of 5 average rating, 105 reviews

A sectional sofa is positioned in a cozy seating area, featuring neutral-toned cushions. A small, round coffee table with a gold base complements the space. Light flows through sheer white curtains, while a decorative plant adds a touch of greenery beside a framed wall art piece.

Condo in Florida Center

Remodeled 2BD/2BA Condo mins from Universal Studio

JtRating, 5 stars2 weeks ago

An awesome stay for a week! we recommend this place for anyone wanting to be in a great location near everything on International Drive. Host Maxine is great and helped when we needed it. Thanks Maxine! We will be back.

4.99 out of 5 average rating, 107 reviews

An aerial view captures the layout of the community, featuring a central swimming pool surrounded by lounge chairs. Lush greenery and trees create a serene atmosphere, while several buildings are positioned around the pool area, providing a park-like setting.

Condo in St. Augustine

Riverfront direct views-Get it ALL in St Augustine

SueRating, 5 stars2 weeks ago

A beautiful cozy condo on the Matanzas River in St. Augustine Shores. The views are very pretty from the lanai and condo. Sunrises over the river! Carla is a top-notch host who responds promptly to any inquiries and takes care of any issues quickly. The condo is very clean, bright, and nicely furnished in beach decor. Perfect for that setting! Lots to do in the area. 3 pools, 1 heated in the complex. Beach is a short drive. Awesome restaurants of all kinds. Historic Downtown St. Augustine, a must to experience. We highly recommend Carla as your host and her Riverfront Condo in St. Augustine for your next getaway!

4.81 out of 5 average rating, 435 reviews

Condo in Florida Center

Amaranta/Studio beautiful balcony LAKE VIEW 🫶❤️

TamrinRating, 5 stars4 weeks ago

An amazing place to stay & so close to downtown Orlando

4.91 out of 5 average rating, 215 reviews

An outdoor pool is set within a landscaped area, surrounded by lounge chairs arranged under palm trees. The clear water reflects the blue sky, and the building features a multi-story design with several balconies visible in the background.

Condo in Florida Center

Deluxe Studio:Lakeview, parking, pool

ZavianRating, 5 stars2 weeks ago

Patrick and Sara have a clean, well maintained space, as well as a thorough and thoughtful approach to hosting. Our stay was nothing short of phenomenal, would certainly recommend it here.

Condo in Haile Plantation

A bright living room features large windows allowing natural light to fill the space. A comfortable cream-colored couch is adorned with decorative pillows, complemented by a stylish gold coffee table. Two elegant doors open to the outside, enhancing the airy atmosphere.

4.97 out of 5 average rating, 126 reviews

Haile Village 2bed/2bath Getaway

KellyRating, 5 stars2 days ago

This is a nice condo in a very quiet and peaceful area. Several restaurants and a coffee shop within walking distance. Other restaurants within a short drive. Grocery stores nearby as well. We attended UF graduation and although this condo was a few miles longer drive than something closer to campus, it is well worth it. Haile Village is a nice area in Gainesville. We highly recommend renting this condo.