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Holiday rentals with a pool in Windsor Hills, Four Corners

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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 stars2 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 week 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
4.68 out of 5 average rating, 22 reviews

Vacation Home with Pool & Spa near Disney

StephanieRating, 5 stars4 months ago
It was very peaceful and a nice house! Thank you
Guest favourite
Home in Davenport
5 out of 5 average rating, 11 reviews

Casa El Paraiso pool house w| 5 bedrooms.

StaceyRating, 5 stars1 month ago
The house was beautiful and plenty big enough for all of us!
Superhost
Home in Davenport
4.81 out of 5 average rating, 177 reviews

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

PaulRating, 5 stars3 weeks 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 Davenport
4.83 out of 5 average rating, 12 reviews

Beautiful Lake View Pool House *Brand new Hot Tub*

CourtneyRating, 5 stars5 days ago
My family & I enjoyed staying at Jennifer’s house ! It’s is just as described. It’s a beautiful home and we enjoyed the pool and hot tub , recommend getting the pool heat if needed during your visit defiantly worked amazing! My family and I come to Florida once a year and will return in the future. 10/10 recommend
Guest favourite
Home in Kissimmee
4.89 out of 5 average rating, 18 reviews

New Pet-Friendly Heated Pool Mini Golf Disney

MadisonRating, 5 stars1 week ago
This is an absolutely amazing place to stay. My husband and I came down to Florida for a Disney/Universal honeymoon. We are very reserved and very much like our privacy so staying on those big resorts just wasn’t what we had in mind. This location is about 10-20 minutes away from Disney (depending on which park and what time of day you’re going) so it was unbeatable versus the 30-40 places we looked at. Not to mention we actually saved money staying here over the resort (including taking in the cost of a car and parking AND buying after hour tickets as well). We were able to go and came back and then go back to Disney easily. It was also nice to do own laundry. The pool was very refreshing. Neighborhood is wonderful and very respectful of one another. A lot of amenities to entertain yourself (pool table, etc). The host gives clear instructions and is there to help if there are any issues. The host is also very generous in what you may need for your stay. Would HIGHLY recommend!
Guest favourite
Home in Kissimmee
4.95 out of 5 average rating, 39 reviews

Exclusive Private Stylish Paradise!

FernandoRating, 5 stars3 weeks ago
We stayed at Michael’s place for 3 days and we had a great time. The unit was fantastic, very clean and easy to find. The communication with Michael was smooth and no issues during our stay. We will return for sure.

Condo rentals with a pool

Guest favourite
Condo in Four Corners
4.87 out of 5 average rating, 141 reviews

LUXURY RESORT & GOLF CONDO MIN CLOSE TO DISNEY

MitchellRating, 5 stars2 weeks ago
The place was perfectly located and had a great resort amenities. Not far from Disney and the golf course was fantastic. Would 100 working with Ahava as she does everything she can to ensure a great stay.
Guest favourite
Condo in Davenport
4.77 out of 5 average rating, 61 reviews

Lovely 1 Bedroom Apartment with Pool and Jacuzzi!

JoshRating, 5 stars1 month ago
Great little apartment, with a beautiful view of part of the golf course. Resort features were nice and the stay was quiet. The host provided detailed instructions, and was very accommodating. Highly recommended!
Guest favourite
Condo in Kissimmee
4.77 out of 5 average rating, 221 reviews

Pool View Family Condo Disney Universal Orlando

LilyRating, 5 stars2 weeks ago
Great place! It was exactly as described. We loved the bathroom and the beds were a little firm and comfy. The TVs didn’t work with the streaming services but we didn’t mind because we were so busy visiting Disney World. The kitchen has one stove eye, but we brought frozen casseroles that we warmed in the microwave. Laura was very gracious when our daughter accidentally broke a plant pot. We would definitely stay here again!
Superhost
Condo in Kissimmee
4.78 out of 5 average rating, 94 reviews

Condo Minutes from Disney - No Hidden Fees

Jesus H.Rating, 5 stars14 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
Condo in Kissimmee
4.92 out of 5 average rating, 126 reviews

Disney Lux Resort - 2BR w/ Pool, Hot Tub & Lanai

SamanthaRating, 5 stars6 days ago
Wonderful place, I will stay again
Superhost
Condo in Kissimmee
4.85 out of 5 average rating, 128 reviews

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

Diego Rating, 5 stars6 days ago
We had an excellent stay, very quiet condominium, perfect for resting after a day at the parks. The house matches exactly the photos, very well located. I recommend it to anyone who wants a safe choice to enjoy Orlando.
Superhost
Condo in Kissimmee
4.82 out of 5 average rating, 123 reviews

Lovely 3BR 2BA condo, great amenities and location

BeverleyRating, 5 stars3 weeks ago
We lived this cute little apartment. Clean close to most activities, a short 15-20 minute drive to the parks and the dance competition. One and only one issue. The gate entrance was difficult. Understandable for security reasons but time consuming and difficult. Other parents/friends stayed in the same apartment complex. Their owner provided a gate pass. Hopefully their future guests will receive one too.
Superhost
Condo in Kissimmee
4.81 out of 5 average rating, 228 reviews

Stunning condo close to everything!

LeandroRating, 5 stars1 month ago
Excellent stay. The apartment is just like the photos and description. Best by far, the location, and the service of the host. We felt so comfortable, 15 minutes from all the parks. Doris is very friendly and responds immediately. I would definitely wash it again.

Home rentals with a private pool

Guest favourite
Home in Davenport
4.95 out of 5 average rating, 111 reviews

Airy, Stylish Home with Pool Heat Included in Davenport

MistyRating, 5 stars1 week 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, 242 reviews

Visit Disney World from a Sunny Home with a Pool

LisaRating, 5 stars2 months ago
Home was as described. We visited the week of Christmas and the weather was a bit cool. The home did not heat very well even when the heat was turned on. The beds are a little uncomfortable but nothing major. The home is on a corner lot next to the road in and out the neighborhood, at night it was noisy because of the cars jumping the speed bump on the end of the house where the master bedroom is located. The pool table sticks tips are broken so we could not play pool but that was ok. We provided our own wash clothes but towels were provided. Other than the things listed the home is beautiful and clean. We had plenty of room. I would consider staying again.
Guest favourite
Villa in Kissimmee
4.89 out of 5 average rating, 38 reviews

Family Retreat Near Disney with Pool & Hot Tub!

AbbyRating, 5 stars1 month ago
Perfect place to stay for a family going to the parks. Quick drive to parks, easy to come back to for a mid day break, good pool and hot tub and cool themed rooms. Would absolutely stay again if we come back to Orlando.
Home in Kissimmee
4.81 out of 5 average rating, 16 reviews

Twice-as-Nice | Resort Home Near Disney w/ Pool

AdrianRating, 5 stars4 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 stars43 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 stars44 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 Davenport
4.75 out of 5 average rating, 4 reviews

Luxurious 8br Palms Villa Pool Home-Champions Gate

AunastashiaRating, 5 stars23 months ago
Great place for large group plenty of space big kitchen for family to move around and cook. Kids enjoyed the pool they could slept in it if we allowed it . Overall great retail with good amenities in neighborhood
Home in Kissimmee
4.38 out of 5 average rating, 8 reviews

Vacation Resort Home Right Outside of Disney World

VictoriaRating, 5 stars4 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

    660 properties

  • Nightly prices starting at

    $96 AUD before taxes and fees

  • Total number of reviews

    12K reviews

  • Family-friendly rentals

    600 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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