
Holiday rentals with a pool in Haines City
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Top-rated rentals with a pool in Haines City
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Haines City rentals with a pool
House rentals with a pool

Cheerful 4 Bed, 3 Bath Home with Screened Pool
Beds were super comfy and the stay was great!

The Shire -Private Pool & Hot Tub, Close to parks!
This home has such a great layout. Monica was a wonderful and attentive host. This location is close to everything Orlando has to offer. The pool and hot tub were lovely. This home looked even better in person. The beds and pillows were so comfortable. We cannot wait to come back.

SUPER DOPE- FUN/Electric Home W/POOL & AMENITIEs!
Justin's service is amazing, all the personnel is attentive and kind, they communicate very quickly. We found this place after another host canceled on us on the check in day, not only was it available Justin's team were very helpful and understanding with the situation. The house is spacious and was very clean, the neighborhood felt very safe and convenient to get to different places. Check out process was smooth, instructions were very simple and not demanding (as in other places). Would recommend this listing and other Justin's listings because the service was spectacular.

Disney Beautiful Home Pool and Spa
Mariela replied to any questions within 10 minutes or less. A spacious home with 4 bathrooms. What really is telling of a good host is how they respond to an issue you are experiencing with your stay. Mariela responded back to us within minutes and continued to communicate with us until the issue was solved with a positive outcome. That to me is a super host!

Casa El Paraiso pool house w| 5 bedrooms.
This place was absolutely fantastic... I would definitely stay again. The hosts were very responsive when needed... Amazing place to stay and enjoy... we had a family of 9 and still had more then enough room. Place was very very nice!!!!

Stylish Villa Private Pool-SPA Near Parks Disney!
Guillermo was an amazing host with a beautiful location. 10/10 would visit again.

4BR-2KingMasters-Private Pool-Spa*-Fully Remodeled
We were very satisfied with our stay. We were here for 1 month in January. Tatyana was always very responsive and considerate. One night the smoke alarms went off for some reason. The fire department was called and they suspected that the system was too old. Tatyana immediately had a handyman come in the next day and replace them all. Anyone’s house may need some minor maintenance from time to time. Tatyana has a regular routine of maintenance that she adheres to strictly. We felt very much at home. The property was clean. The provisions were more than adequate. Thank you Tatyana!

Exclusive Private Stylish Paradise!
my entire family was happen with the location and how cleanednit was. I will happily come back and rent their property. my family and I are loyal customers.
Apartment rentals with a pool

LUXURY RESORT & GOLF CONDO MIN CLOSE TO DISNEY
I love this place. The view was amazing. The host made me and my family feel so welcomed. The host checked on us everyday to make we were good and didn’t need anything. I really appreciate it

Pool View Family Condo Disney Universal Orlando
Great stay around Disney Parks. Quiet community and a heated pool that kids had fun! Definitely recommend this location!

Condo Minutes from Disney - No Hidden Fees
The apartment is very comfortable, it has everything you need for a good stay with the family and is located in a quiet area with easy access to everything. It is close to Disney parks and close to all kinds of shops, supermarkets and restaurants. Gary is very diligent, offers clear instructions, and was on the lookout for us to have no issues on arrival.

Condo near Disney Orlando 3 Bdr
Great place, super close to Disney and other amenities! Highly recommend!

Caribe Condo- Near Disney & FREE Resort Amenities
Condo was so pretty, clean and easy to find! Kayla was super responsive, nice and receptive! Looked just like advertised! Will definitely come back here next time i visit the area!

Lovely 3-BR Condo With Pool 5.7mi from Disney!
We have 3 children and this place was great for our family. It had everything we needed and more, location was great, and hosts communicated well. Highly recommend this place!

Lovely 3BR 2BA condo, great amenities and location
Great place to stay clean and very welcoming

Stunning condo close to everything!
Doris' place is a great location and close proximity from where we were headed. There were also plenty of restaurants and other shops/stores in the area which made it that much better. My daughters really enjoyed the pool and were happy about having a say in this selection. Most definitely a must visit.
Home rentals with a private pool

Minniehaha Castle Retreat
fun decor, comfortable furnishings, helpful host

Airy, Stylish Home with Pool Heat Included in Davenport
Had a great stay at Phil’s place! The pictures matched the space and it was so cozy! The kitchen had everything you could think of needing to cook. The heated pool was the best ending to our days out in the golf course and the parks. The bed was so comfy! Close to many golf courses and just a short drive to parks. Phil was responsive anytime I reached out. We had no hot water the 2nd day in and it was fixed within the hour! We will definitely bookmark for next time!

Visit Disney World from a Sunny Home with a Pool
Very clean and comfortable furniture. Found kitchen short on utensils and only 2 wine glasses so had to buy a few more. Tv in one of bedrooms not working. To be fair we reported it and someone was to come but we were out that day and subsequent days so wasn’t a big deal. I liked that they would donate any unopened foods we left and we didn’t have to discard. Nice touch. We would definitely come back

Family Retreat Near Disney with Pool & Hot Tub!
Amazing vacation . The children loved the themed rooms and the games. The pool was warm. They thought of everything to make a unique and fun family vacation. Loved it!

Beautiful Lakeview Retreat Drivable to Theme Parks
Stay was great. The place was exactly what we were looking for . The lake and sunsets were beautiful. The host was very responsive and home was extremely clean and well done.

Sleeps 20! Near Disney w/ Pool | Twice-as-Nice
Every aspect of the stay completely surpassed expectations. Thank you for having us!

Luxury Disney Dreams Home Pool Spa Game Room
Great stay! Highly recommend!
Quick stats about holiday rentals with a pool in Haines City
Total rentals
890 properties
Total number of reviews
15K reviews
Family-friendly rentals
810 properties are a good fit for families
Pet-friendly rentals
120 properties allow pets
Rentals with dedicated workspaces
480 properties have a dedicated workspace
Wifi availability
890 properties include access to wifi
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- Universal Studios Florida
- Orange County Convention Center
- Old Town Kissimmee
- Universal's Volcano Bay
- Reunion Resort Golf Courses - Palmer & Watson
- Disney's Animal Kingdom Theme Park
- Discovery Cove
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- SeaWorld Orlando
- Busch Gardens Tampa Bay
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- Epcot
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- Harry Potter and the Escape from Gringotts™
- ICON Park
- Universal CityWalk