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Holiday rentals with a pool in Windsor Hills, Four Corners

Find and book unique homes with a pool on Airbnb

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Popular amenities for Windsor Hills, Four Corners rentals with a pool

House rentals with a pool

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.
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 stars5 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 Kissimmee
4.82 out of 5 average rating, 115 reviews

Pool House in Kissimmee

KuntaRating, 5 stars4 months ago
this my second year in a row at the Florida classic and I love this air bnb..I'm getting it again next year...it's safe and peaceful.. and the price is amazing..next year will make the 3rd time i stayed there i love it
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
4.91 out of 5 average rating, 23 reviews

New Pet-Friendly Heated Pool Mini Golf Disney

DianaRating, 5 stars1 week ago
Tubanur was a great host. Responded to questions quickly and accurately described the house. House was clean and well appointed. Pool table, pin pong table and pool were a hit for our whole family. That we could bring our furry baby was real bonus😊 and made our short Florida trip much easier to manage on short notice. I will miss the heated pool the most! Thank you for a great place to stay!
Guest favourite
Home in Kissimmee
4.96 out of 5 average rating, 45 reviews

Exclusive Private Stylish Paradise!

StevenRating, 5 stars5 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.

Condo rentals with a pool

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

LUXURY RESORT & GOLF CONDO MIN CLOSE TO DISNEY

HazelRating, 5 stars6 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
Condo 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
Condo 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.
Superhost
Condo in Kissimmee
4.8 out of 5 average rating, 127 reviews

Minutes from Disney! Beautiful 3 bedroom Poolside

LucasRating, 5 stars2 months ago
Host cancelled last second, but was responsive and helped us through the process of working with Airbnb to book a new place.
Guest favourite
Condo 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
Condo in Kissimmee
4.92 out of 5 average rating, 131 reviews

Caribe Condo- Near Disney & FREE Resort Amenities

HeavenRating, 5 stars4 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
Condo 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
Condo 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

Home rentals with a private pool

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!
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!
Villa in Davenport
4.67 out of 5 average rating, 6 reviews

Amazing Dream Solterra Villa -Disney/club/pool/spa

CraigRating, 5 stars45 months ago
They house is exactly like described and had a lot of room. The cleaning could be a bit better, but they apparently had a very short turn-around. Be prepared to have parties going on around you. They do not enforce the noise ordinance at midnight like they should. We were not their to party, so this did have an affect on some of our guests. Overall, it was a pleasant stay. Edward is a super host for a reason. He always returned my emails and texts. When we needed something he was sure to get it to us. He made us feel comfortable about this purchase from the very beginning.
Home in Kissimmee
4.38 out of 5 average rating, 8 reviews

Vacation Resort Home Right Outside of Disney World

VictoriaRating, 5 stars5 months ago
We evacuated our coastal home ahead of a hurricane and found this pet-friendly rental to be exactly what we needed. The house was fun, which helped lift our spirits during a difficult time. However, the real highlight was the hosts, who were incredibly accommodating and gracious, making an extremely stressful situation much easier to manage.

Quick stats about holiday rentals with a pool in Windsor Hills, Four Corners

  • Total rentals

    670 properties

  • Nightly prices starting at

    $63 AUD before taxes and fees

  • Total number of reviews

    12K reviews

  • Family-friendly rentals

    610 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    380 properties have a dedicated workspace

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