
Vacation 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
Overall the place was very nice, it was a bit pricey but cheaper than a hotel. The amount of space and sleeping accommodation were the best part of the house. Would have loved to use the pool but the water was way too cold, would have been nice to be heated. Appreciated tremendously that we were allowed to check in super early to get the opportunity to get ready for my daughters rehearsal and rehearsal dinner. Host was so accommodating and super nice. Probably the only negative things I can say is that we spotted a few roaches and there was not enough toilet paper to accommodate 11 guest which is what we had. But overall I would love to stay again.

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.

Disney Beautiful Home Pool and Spa
My family and I have a wonderful time at this place. All updated appliances, very clean, everything was just as we expected if not better! If I had a question she would reply in minutes! I would recommend staying here, you will not be disappointed. I hope she has an opening for when we come back in a couple months, beautiful place!

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.

Pool House in Kissimmee
Everything was great. We came down to see our granddaughters on spring break. Usually don’t want to swim,this time they did. Wish I would have spent the money to heat the pool. They enjoyed playing pool and wanted to play air hockey but no puck but amazon took care of that. The master on one end and other bedrooms on the opposite end was a big plus for we got up earlier so we didn’t wake them. Would definitely recommend and would love to come back next year.

4BR-2KingMasters-Private Pool-Spa*-Fully Remodeled
Tetyana’s place was very clean, welcoming, and felt like home away from home. It was conveniently located near Disney and easy to access. The bed was very comfortable and I slept like a baby. The master bath was a great way to unwind and relax after walking over 10,000 steps at the Disney parks. We LOVED the jacuzzi/pool combo and how secluded it was. Very quiet neighborhood, responsive host, and easy check-in. We’ll be back. :)

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.
Condo rentals with a pool

Lovely 1 Bedroom Apartment with Pool and Jacuzzi!
This was my second time staying at Danny’s place and I’m already looking forward to staying again next winter! Danny is an awesome host! He’s easy to talk to and responds very quickly! The condo has everything you could need and the area is wonderful! I really enjoyed staying at Danny’s and can’t wait to go back!

Pool View Family Condo Disney Universal Orlando
I’m very grateful to Laura for reserving this beautiful condo. It’s centrally located, close to attractions, and incredibly convenient. The condo is also in excellent condition. I truly appreciate the host’s attention before and during our stay — it made everything so much easier, and she was wonderfully attentive. My husband and I thoroughly enjoyed our anniversary. Eternally grateful!

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.

Chic Condo + Star Wars Room | Pool & Near Disney
We had a fantastic stay here and will return! The unit was beautifully decorated, very clean, and the Disney paintings throughout were the perfect touch. While we didn’t find all of the hidden Mickey’s and Minnie’s, we had a lot of fun searching for them! Thank you for sharing this beautiful home with us!

Beautiful Windsor Palms Condo near Disney!
Great place! really cozy and clean, Nicolle was very helpful when we ran into some issues and made our stay the best a couple days

Lovely 3-BR Condo With Pool 5.7mi from Disney!
This place was very nice and spacious! Very much accommodating for a family! The house was very clean.

Windsor Hills Condo Near Disney
We enjoyed staying at this place! Travis described it perfectly and there was plenty of space for our family of 5 (3 kids 10, 7, 5). Pool was amazing with slides for the kids and most places were within 5-10 min drive. If you have kids and are doing Disney, don’t bother bringing a stroller. They have a double stroller that comfortably fit my kids (rotating seats). Excellent place and we will be back again in this condo!

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
We really enjoyed our stay in this home. Everything was as described and the host was very responsive. We had a hiccup with no trash pick up, but the very understanding host accomodated. Internet was down most of the trip, but no fault of the host & we weren't there most of the day, so it wasn't a problem. Plenty of space, well decorated & comfortable. We used Uber & had Walmart deliver anything we needed which was right around the corner, (including alcohol!). All the parks were about a 30 ish minute ride, traffic is horrific (no matter where you are) which is why it was nice to use Uber. Awesome vacation overall!

Family Retreat Near Disney with Pool & Hot Tub!
Excellent location, beautiful decor in bedrooms and common areas, new appliances and fully equipped kitchen, beds and bathrooms clean and comfortable. If we return to Kissimmee, the entire group (adults and kids) voted to repeat the same place to stay!

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 vacation 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
490 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
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Disney Springs
- SeaWorld Orlando
- Busch Gardens Tampa Bay
- ESPN Wide World of Sports
- Reunion West
- Amway Center
- Universal Orlando Resort
- ChampionsGate Golf Club
- Kissimmee Lakefront Park
- Universal's Islands of Adventure
- Epcot
- Disney's Hollywood Studios
- Magic Kingdom Park
- Harry Potter and the Escape from Gringotts™
- ICON Park
- Aquatica
- Island H2O Water Park
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