COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Vacation Rentals & Villas in Windsor Hills Resort

Updating...

age 0-16
6685 Results

Relevance

Price: low to high

Price: high to low

Number of reviews

6,685 Houses

Windsor Hills Luxury pool house/2 miles to Disney

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 13

Responds fast! avg. 35 minutes

Price per night from

$242

Wow Factor-Interior Designers Own 5 bed/5bath Home

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$225

Windsor Hills 5BR/ 5BA SF Pool Villa,3MI to disney

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$248

MINUTES TO WALT DISNEY WORLD'S FRONT GATE

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$160

Pooh's Palace in Windsor Hills

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 34 minutes

Price per night from

$518

Renting condo,One mile to Disney's Animal Kingdom

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$104

Windsor Hills Retreat Villa

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 1 hour 30 minutes

Price per night from

$461

Windsor Hills Disney Townhouse, Newly Redecorated

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 13 minutes

Price per night from

$160

Great rentals within 20 miles that match your search

Magical Memories, Pet-Friendly Home with WiFi

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 36 minutes

Price per night from

$133

Dolphin Villa - Doral Woods, 5*Trip Advisor Rated & Inspected. Read our reviews.

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 22 minutes

Price per night from

$198

417LaMirage at Regal Palms Resort & Spa-Pet Friendly & All Resorts fees included

Orlando townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$162

Enchanting Star Lake View House Pool, and Jacuzzi

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

“Great vacation house” The house was very comfortable and everything was clean. My 7 year old son enjoyed the pool very much. It was a last minute reservation and everything was very smooth and easy. I will definitely recommend this to my friends. Thanks!

Price per night from

$181

Pluto's Palace Disney Villa

Davenport villa

3 bedrooms / 8 bathrooms / sleeps 8

Price per night from

$242

KYLEMORE

Davenport villa

5 bedrooms / 3 bathrooms / sleeps 11

Responds fast! avg. 3 hours 52 minutes

Price per night from

$185

Jasmine Villa

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 17 minutes

Price per night from

$180

DORAL WOODS SECLUDED VILLA

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 2 hours 53 minutes

Price per night from

$259

A stunning pool home in Kissimmee, Disney Paradi

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 9

Responds fast! avg. 2 hours 50 minutes

Price per night from

$145

Exceptional Villa Large Private South Facing Pool

Haines City villa

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$279

Highly recommended by our son

Davenport house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$150

Woodview

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

“Absolutely Perfect” Our Experience in this home was magnificent!! The home is beautiful both inside and out the pictures does not do this house justice!! It was fully equipped with everything you can imagine and more. The owner Julie Southern is terrific, she was always available and answered any questions. If you are looking for a beautiful home in a great location to enjoy with family and friends look no further.

Price per night from

$140

Beautiful townhouse

Davenport townhouse

2 bedrooms / 3 bathrooms / sleeps 6

“Excellent location” Great rental Home owner made process quick and easy. Very safe community, short drive to parks and airport. Will rent again witn David without hesitation.

Price per night from

$119

Stunning Sunset Villa includes Wi-Fi, Game room, Pool, Lake View, A/C

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 19 minutes

Price per night from

$230

Palm View

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

“Very nice unit.” Would give it a 8 out of 10 review. A few minor thing would make it nicer. Fix rollers on patio doors. Latch sets do not lock on some bedroom and bathroom doors. Garage door is very heavy, and doesn't lock easily, power operator would be nice. Light over kitchen table needs a higher out put bulb.

Responds fast! avg. 1 hour 56 minutes

Price per night from

$112

Charming, captivating & inviting home from home villa

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 9 minutes

Price per night from

$195

Family-Friendly Large Villa with a Pool, Jacuzzi,

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 53 minutes

Price per night from

$149

Savannah

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

“Excellent as usually” We just got back again and the house was excellent as usually no complaints at all y'all will definitely enjoy it.

Responds fast! avg. 3 hours 31 minutes

Price per night from

$91

Villa di Lusso

Kissimmee villa

6 bedrooms / 10 bathrooms / sleeps 14

Price per night from

$251

Disney Lakeside Villa with WiFi and a Pool, Kissimmee

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 2 hours 56 minutes

Price per night from

$173

Southern Serenity

Orange Tree villa

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 31 minutes

Price per night from

$195

Lovely 5 Bedroom Home Close To Disney

Davenport villa

5 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$195

Marcellas Luxury Private Gated Villa

Kissimmee villa

5 bedrooms / 7 bathrooms / sleeps 12

Price per night from

$201

Beautiful Lakeside Villa With Pool; WiFi

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$174

Disney location vila with 4 poster bed, pool, wifi

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$153

Belle's Cove, Family-Friendly Villa Private Pool and Hot Tub

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$184

Scenic & Safe Family Lake Berkley Resort 5 Bedroom Villa, Private Heated Pool

Kissimmee villa

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$259

249 Scrub Jay Way - Sandy Ridge, Davenport 5 Bedroom, 3 Bathrooms, private pool.

Davenport villa

5 bedrooms / 3 bathrooms / sleeps 10

“Great vacation spot” I rented this home for a Disney getaway with my husband and our toddler. The home was located in a very pleasant and quiet neighborhood. The backyard and pool area was very relaxing and peaceful which is exactly what you need after a day at the theme parks. The home itself was very spacious and had all the amenities we needed and much more. Everything was pretty much in order and if we had any issue or concern the owner was always readily available via email. Additionally within a few days after our departure, we received our deposit refund as promised. We were content with our stay at this home and look forward to staying there again in the near future.

Responds fast! avg. 2 hours 22 minutes

Price per night from

$185

Mickeys Clubhouse Windsor Palm Frozen & New Minion themed rooms

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 30 minutes

Price per night from

$202

Legacy Park Villa Highgate Park

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 9

Responds fast! avg. 1 hour 22 minutes

Price per night from

$225

Viewing 38 of 6,685
rentals in Windsor Hills Resort

×

Top Destination reviews

Windsor Hills 5BR/ 5BA SF Pool Villa,3MI to disney
we loved this house didn't want to leave

The house was fully stocked for a large family. Loved the location. Had plenty to do on site. House was clean. We felt safe being in a gated security resort. Loved the pool and hot tub after long days at the parks. Jennifer was very helpful and responsive to all my questions before we arrived to the property. Would not hesitate to rent again. Cons on property the strollers we were going to use were broken, maybe could use some new frying pans.Some of the screens on the screened in patio was missing and the patio door the track seemed bent it was hard to close.Just those few things that were minor did not really affect our stay too much.see more
Renting condo,One mile to Disney's Animal Kingdom
Christmas Vaca

The location waa excellent just a 5 minute drive from Disney the apartment was clean and nicely decorated.There was no soap or extra toiletries so bring your own..Booking was easy..The only problem was when we arrived I was emailed the gate code and door code which were both wrong luckily the emergency number was readily available..The next day the door code was changed to something else again but we were quickly texted back with a workable code..Other than that the Stay was great!see more

Also consider