
House vacation rentals in Haines City
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Top-rated house rentals in Haines City
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Popular amenities for Haines City house rentals
House rentals with a pool

Cheerful 4 Bed, 3 Bath Home with Screened Pool
Amazing gem tucked in a quiet nook that makes you feel like you’re in a country paradise but within walking distance from all the amenities you could want. Home is HUGE, beautiful and was sparkling clean. Host was super nice and graciously check in early. Thank you for everything!!

Luxury Poolside Escape w/ Pergola & Spacious Yard
My family and I just got back from 10 days here and would easily stay again. The house is super spacious and clean, and located in a peaceful and safe area. It’s close to the theme parks - under half an hour. The pool and backyard were of course our favourite part and Esteban was a great host! Highly recommend.

The Shire -Private Pool & Hot Tub, Close to parks!
This is the best Airbnb we have stayed in! We absolutely loved this house, Monica has thought of everything you could need to make this a comfortable family home. The pool is incredible and we loved watching wildlife out the back. Everything you could need is a drivable distance and the area is lovely. Everything was clean and instructions were clear. We really didn't want to leave, thanks Monica!

Beautiful stylish Home in Davenport
If you enjoy visiting Orlando as much as I do, it’s really important to stay at a private house with a private pool. Nothing beats a long day at Disney followed by jumping in a pool at 2 AM. Guerline has thought of everything with this property, I cannot say enough to thank her for the hospitality.

Stylish Villa Private Pool-SPA Near Parks Disney!
I had such an amazing time, it was a relaxing getaway. Our host were amazing and very friendly. 10/10 recommend and definitely booking again!

Pool House in Kissimmee
this place was beautiful and the bost was very responsive and helpful even let me go back after I checked out to get something we forgot

Retreat Race
Beautiful, spacious and clean home. Great stay. Hope to be back in the future.

4BR-2KingMasters-SPA-Private Pool-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. :)
Weekly house rentals

969T-Single Storey House 20 min from Disney 4 bed
Tatiana is an excellent professional, friendly, she is attentive to all the requirements. The house is spacious, bright and with all the details for a comfortable and pleasant stay Nothing negative to mention, on the contrary

9001-WW 5 Bedroom ALL Suites Pool Home
Found this air b&b last minute and late due to having to leaving our precious air b&b. Magic was very helpful and responsive on such short notice. I’m so thankful we found this place my kids absolutely loved it and they will remember it forever! It was very clean. They were also very accommodating. Had an issue with the dishwasher but it was quickly fixed. We absolutely loved it, thank you again!! You made our vacation amazing. Perfect house for our Disney Christmas surprise. We will be back.

7 Bd/ 5.5 Ba Sleeps 18! Windsor Cay (16200SK)
Home space was excellent. Looked just like the pictures in the description. Stores & restaurants close by. Overall great, will be using host again.

SUPER WOW- 8BDR|6BAs w/POOL & SICK LAKE VIEWs!
We had an amazing stay!! The Airbnb exceeded our expectations and is absolutely gorgeous. Andres and the other hosts responded quickly when we needed them. I highly recommend this Airbnb!!

Brand NEW 10Bdrms/7Bath At Windsor Island
We were IN LOVE with this house 😍 pictures did no justice!! The house was very clean, very affordable and spacious. The host was very responsive and responded less than 20 minutes.

LARGE 6 BDR Home | Private Pool | Close to Disney
We had an amazing time at the house everything was perfect !!! We had our pool heated last minute and it was perfect ! The grill was clean , property security was perfect and very informative as well ! The rooms were beautiful & we absolutely can not wait to rebook for next spring break our group of 10 felt happy , safe & very well rested ! The neighborhood was nice , quiet and very clean ! Can’t wait to do it again !!! This place deserves more then 5 stars ❤️

5BD Windsor Westside Private Pool (WW 9025)
Jose is very friendly and respond most of the time within 15 minutes. Easy to talk to. We loved the place. We were already familiar with the subdivision and the area. We were with 6 and had plenty of rooms and bathrooms

BRAND NEW 10Bedrms/Sleeps22 At Windsor Island
We had an amazing stay! The home was spotless, well-stocked with everything we needed, and perfect for families. There are six adult-styled bedrooms and four fun themed rooms for the kids. Plenty of TVs, video games, and table games kept everyone entertained. The private pool was a hit, and the community amenities were just as great — waterslides, a gym, and a convenient store. The host was friendly and responsive, and the home had all the comforts of a true home away from home. We had plenty of space to relax, cook, and enjoy quality family time. Highly recommend and would definitely stay again!
Private house rentals

Lake Whistler Beach House with lakefront pool
Can't say enough great things about Jonathan and his place! We loved staying there, felt right at home, we were there with 5 kids and there was always something fun for them to do, swimming in the pool and hot tub, s'mores by the fire, pool, air hockey, pacman was a hit, basketball, and lots of games, books and movies to choose from. There was plenty of space to spread out and feel comfortable and Jonathan added so many thoughtful touches to our stay - greeting us with an Apple Pie on the kitchen counter, a bowl of chocolates in the entry way and plenty of coffee. The kitchen was fully stocked with everything we needed, there were plenty of towels for showers and swimming, life jackets were supplied. The kids said they wanted to move there : ). Need I say more? haha

3840 Supreme Trendy Place
Bruna has been incredibly responsive for our stay. No issues whatsoever, thanks a ton.

Attached Beautiful 2 Bedroom/2 Bathroom Home.
Horace was easy to get a hold of and ask questions before my father and son arrived. I was at first concerned about not getting the actual address until 24 hours before our reservation, but Horace gladly looked up the address of our event and let me know his place was just 15 minutes from where they needed to be. My dad said it was in a nice older neighborhood and was easy to get in and do what they needed to do. So happy for this experience and would definitely stay here again if they go to this same event next year.

Vacation home
Me and my Family enjoyed our days there! Miguel was very friendly and nice and welcome us to a little welcome gift I mean who dosen’t love chocolate

Jas Vacation Home
We had everything we needed and enjoyed our stay. It was the perfect location and setting for our family. The only thing I can suggest is getting the back gate fixed so it latches.

Private Haven: Free Pool Heat & BBQ/5Bedroom/4.5Ba
Pam’s place was perfect for our family vacation to Disney. It was in a quiet neighborhood and it was perfect to have a space to come back to after long days at the park, and the pool was everything we were looking for. Thanks again Pam for making our trip so magical :)

Pelican House
We stayed at the Pelican House for three whole months. This home worked well for our extended stay because of its proximity to restaurants, groceries and Disney World! The neighborhood was quiet pretty much every night and having the open green space in the back was really nice, especially when the Sandhill Cranes came by in the mornings. They were awesome to watch. Donna was very responsive to any questions or concerns we had during the stay. She would reply within 10 minutes usually. The biggest benefit for us was proximity to Disney World. We could leave the house and be at the parks within 15-20 minutes most days. Traffic coming back from Disney was typically a challenge, though I feel the whole area in Kissimmee would be the same. All in all, we would absolutely stay at the Pelican house again for any future long-term stay in that area. It worked great for our needs this trip! Thanks Donna!!

Sleeps 10 * House + Apt *Pool*Near Disney*GolfView
Walk in the door of the main house and first thing is “wow.” Spaciousness and high ceilings and the view all the way through to the back windows of the golf course was impressive. Neighborhood very walkable and safe Little traffic within the complex for kids. Nice to have easy driveway parking right out front for unloading. Plenty of space to fit my people. Nicely decorated and not full of a bunch of bling on end tables and shelves that the kids would run into and break. I was not just clean but had a sense of clean, design-wise, with the modern but comfy furniture, giant kitchen island, table surfaces… all that and, again, the spaciousness gives you the ability to breathe! But it still had a homey feel – way better than a hotel setting where we would have all been on top of each other. The cute coffee station was a really nice touch with everything you needed right there in one spot off the kitchen. Because the house is set back on the property it was like a real get-away, and with the guest house, my parents were able to have their privacy and we could have ours – when we needed it. The guest house is exactly what they needed. Separated from main house it is perfect for the grandparents to spend alone time with the kids for a while. But it’s also like a real house by itself! Very open and comfortable – and a great view of the action in the pool and courtyard. Pool is just big enough to enjoy and with the protective fence, you don’t really have to worry about the kids running around in the yard – that was also a nice touch. And even though there’s a Wa Wa right outside the complex gate, for quick lunches and coffee – and gas – we discovered an area ChampionsGate, a suburban community with all the restaurants and shops and places to do errands. About a 5-10 minute drive. Lastly, I really liked the big walk-in shower, and my partner absolutely loved the big tub – all that in the en suite bathroom off the master bedroom. It was out of the way and private – like our own a retreat spot.
Quick stats about house rentals in Haines City
Total rentals
870 properties
Nightly prices starting at
$28 CAD before taxes and fees
Total number of reviews
14K reviews
Family-friendly rentals
700 properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
700 properties have a pool
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Reunion Resort Golf Courses - Palmer & Watson
- Disney's Animal Kingdom Theme Park
- SeaWorld Orlando
- Disney Springs
- Busch Gardens Tampa Bay
- ESPN Wide World of Sports
- Universal Orlando Resort
- Reunion West
- Amway Center
- Kissimmee Lakefront Park
- ChampionsGate Golf Club
- Epcot
- Disney's Hollywood Studios
- Universal's Islands of Adventure
- Magic Kingdom Park
- Aquatica
- Island H2O Water Park
- ICON Park
- Streamsong Resort