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Holiday rentals with a pool in Haines City

Find and book unique homes with a pool on Airbnb

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Popular amenities for Haines City rentals with a pool

House rentals with a pool

Top guest favourite
Home in Winter Haven
4.99 out of 5 average rating, 118 reviews

Cheerful 4 Bed, 3 Bath Home with Screened Pool

JessicaRating, 5 stars3 weeks ago
Beds were super comfy and the stay was great!
Guest favourite
Home in Davenport
4.91 out of 5 average rating, 124 reviews

The Shire -Private Pool & Hot Tub, Close to parks!

JenniferRating, 5 stars3 months ago
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.
Guest favourite
Home in Kissimmee
4.95 out of 5 average rating, 100 reviews

SUPER DOPE- FUN/Electric Home W/POOL & AMENITIEs!

PamelaRating, 5 stars1 month ago
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.
Superhost
Home in Kissimmee
5 out of 5 average rating, 4 reviews

Disney Beautiful Home Pool and Spa

TammyRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Davenport
4.94 out of 5 average rating, 16 reviews

Casa El Paraiso pool house w| 5 bedrooms.

MiracleRating, 5 stars4 days ago
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!!!!
Top guest favourite
Home in Clermont
4.92 out of 5 average rating, 144 reviews

Stylish Villa Private Pool-SPA Near Parks Disney!

TyreseRating, 5 stars2 months ago
Guillermo was an amazing host with a beautiful location. 10/10 would visit again.
Superhost
Home in Davenport
4.81 out of 5 average rating, 179 reviews

4BR-2KingMasters-Private Pool-Spa*-Fully Remodeled

PaulRating, 5 stars2 months ago
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!
Guest favourite
Home in Kissimmee
4.95 out of 5 average rating, 44 reviews

Exclusive Private Stylish Paradise!

StevenRating, 5 stars4 days ago
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

Guest favourite
Apartment in Four Corners
4.88 out of 5 average rating, 146 reviews

LUXURY RESORT & GOLF CONDO MIN CLOSE TO DISNEY

HazelRating, 5 stars5 days ago
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
Guest favourite
Apartment in Kissimmee
4.78 out of 5 average rating, 227 reviews

Pool View Family Condo Disney Universal Orlando

VictorRating, 5 stars2 weeks ago
Great stay around Disney Parks. Quiet community and a heated pool that kids had fun! Definitely recommend this location!
Superhost
Apartment in Kissimmee
4.78 out of 5 average rating, 94 reviews

Condo Minutes from Disney - No Hidden Fees

Jesus H.Rating, 5 stars15 months ago
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.
Guest favourite
Apartment in Kissimmee
4.79 out of 5 average rating, 202 reviews

Condo near Disney Orlando 3 Bdr

CourtneyRating, 5 stars2 months ago
Great place, super close to Disney and other amenities! Highly recommend!
Guest favourite
Apartment in Kissimmee
4.92 out of 5 average rating, 131 reviews

Caribe Condo- Near Disney & FREE Resort Amenities

HeavenRating, 5 stars3 days ago
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!
Superhost
Apartment in Kissimmee
4.85 out of 5 average rating, 130 reviews

Lovely 3-BR Condo With Pool 5.7mi from Disney!

ScottRating, 5 stars2 weeks ago
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!
Superhost
Apartment in Kissimmee
4.81 out of 5 average rating, 128 reviews

Lovely 3BR 2BA condo, great amenities and location

TakirraRating, 5 stars1 month ago
Great place to stay clean and very welcoming
Superhost
Apartment in Kissimmee
4.81 out of 5 average rating, 231 reviews

Stunning condo close to everything!

brandonRating, 5 stars1 month ago
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

Guest favourite
Home in Haines City
4.86 out of 5 average rating, 7 reviews

Minniehaha Castle Retreat

JonathanRating, 5 stars1 month ago
fun decor, comfortable furnishings, helpful host
Superhost
Home in Davenport
4.95 out of 5 average rating, 111 reviews

Airy, Stylish Home with Pool Heat Included in Davenport

MistyRating, 5 stars1 month ago
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!
Villa in Kissimmee
4.79 out of 5 average rating, 245 reviews

Visit Disney World from a Sunny Home with a Pool

SharonRating, 5 stars1 month ago
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
Guest favourite
Villa in Kissimmee
4.9 out of 5 average rating, 40 reviews

Family Retreat Near Disney with Pool & Hot Tub!

DeannaRating, 5 stars4 weeks ago
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!
Superhost
Home in Haines City
4.88 out of 5 average rating, 8 reviews

Beautiful Lakeview Retreat Drivable to Theme Parks

KennRating, 5 stars2 weeks ago
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.
Home in Kissimmee
4.81 out of 5 average rating, 16 reviews

Sleeps 20! Near Disney w/ Pool | Twice-as-Nice

AdrianRating, 5 stars5 months ago
Every aspect of the stay completely surpassed expectations. Thank you for having us!
Home in Kissimmee
4 out of 5 average rating, 3 reviews

Luxury Disney Dreams Home Pool Spa Game Room

NickRating, 5 stars44 months ago
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

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Polk County
  5. Haines City
  6. Rentals with pools