Vacation Rentals & Villas in Windsor Palms

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7,133 Houses

Chris and Sue's Disney Condo at Windsor Palms Resort

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 15 minutes

Price per night from

$98

Mickeys Clubhouse Windsor Palm Frozen & New Minion themed rooms

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 59 minutes

Price per night from

$202

Wish upon a Mouse

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$126

Sundown Palm

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

Price per night from

$343

Great rentals within 20 miles that match your search

Price per night from

$120

BRUSONS RETREAT, 5 Bed Villa, South Facing Pool & Terrace.

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 58 minutes

Price per night from

$132

Jasmine Villa. Beautifully positioned overlooking lake and preserve

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 13 minutes

Price per night from

$180

Beautiful townhouse

Davenport townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

“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

$70

Magical Memories, Pet-Friendly Home with WiFi

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 56 minutes

Price per night from

$132

Villa di Lusso

Kissimmee villa

  • 6 bedrooms
  • 10 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 4 minutes

Price per night from

$258

Lovely 5 Bedroom Home Close To Disney

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$244

Marcellas Luxury Private Gated Villa

Kissimmee villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 12

Price per night from

$200

House near Mickey

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

Price per night from

$130

Southern Serenity

Orange Tree villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 21 minutes

Price per night from

$209

Disney location vila with 4 poster bed, pool, wifi

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$153

Beautiful Lakeside Villa With Pool; WiFi

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$209

Pluto's Palace Disney Villa

Davenport villa

  • 3 bedrooms
  • 8 bathrooms
  • sleeps 8

Price per night from

$240

KYLEMORE

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

Price per night from

$183

Beautiful Villa near Disney with south facing pool

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$209

Exceptional Villa Large Private South Facing Pool

Haines City villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$220

Legacy Park Villa Highgate Park

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 57 minutes

Price per night from

$200

Price per night from

$257

Orlando condo at Legacy Dunes - resort amenities

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$112

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

$271

“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.

Price per night from

$160

villanirvana

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Family trip” This was a wonderful trip and the house was magnificent. My family felt very at home and the pool was wonderful after a long hot day at the park.

Responds fast! avg. 1 hour 5 minutes

Price per night from

$173

Highly recommended by our son

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$160

Florida Jewels

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$181

The Beautiful Life - Family Villa, 6 miles to Disney Pk

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Price per night from

$166

Lake Berkley Holiday Villa with FREE pool heating.

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$167

Fantastic Orange Blossom Villa includes a Gameroom and Private Pool

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“excellent” great location, clean, quite.... great for a family get away. game room needs update, pool is big. nice time with the family.

Price per night from

$286

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

$149

Florida villa

ChampionsGate villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 41 minutes

Price per night from

$167

Villa Linton - Beautiful Florida Home with Themed Bedrooms

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Large home with easy access to Disney” This home was large enough for our whole family (7 adults) to sleep comfortably and it was so easy to get to the parks quickly before the crowds! Our adult children felt like kids again in the Scooby Doo room. The kitchen was large enough to cook family meals, and grocery stores are very nearby. Our only "wishes" while we were there were to have an outdoor grill and to have a TV in the family room large/loud enough for all of us to hear (the room was comfortable, though). We liked the gated community, but the streets are very narrow and with lots of parked cars, if you're driving a large vehicle you have to be very careful. The owner was superbly kind and quick with communicating. We'd definitely stay here again.

Responds fast! avg. 2 hours 12 minutes

Price per night from

$151

Magic@Marbella

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“You have to see it...to believe it!!!! :)” My family and I had an AWESOME time at Marbella resorts!!! This was my first time booking through TripAdvsior and I must admit that I was a little skeptical at first (because I was paying an "unknown source!" I even called TripAdvisor to reassure myself that it wan't a scam! John (the owner of the unit) also reassured me that everything was fine! :) Upon arriving at our unit we were blown away with the neighborhood My kids couldn't wait for me to unlock the door and turn off the alarm!!! Their eyes glisten with excitement!!! The unit was GORGEOUS!!! Everyone scrambled to "find their room" while we toured the rest of the house! It was EVERYTHING (and more) that the site listed!!! The pictures did it no justice!!! Although we went to go to Disney the kids felt like staying at the house with their private pool was more enjoyable (and less crowded) ;) I can't thank John and his TripAdvisor for making our 1st family vacation a HUGE SUCCESS!!! We're DEFINITELY gonna make this a yearly thing!! Thanks again!!!

Responds fast! avg. 2 hours 19 minutes

Price per night from

$132

Secret Key Villa - villa rental in Kissimmee, Florida

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Nice place, easy access” House was clean and tidy when we arrived. Everything we needed was on site. Location is neighborhood was perfect. Easy gate and clubhouse access.

Responds fast! avg. 2 hours 34 minutes

Price per night from

$160

Kingfisher Grove - luxury home from home near Disney

Clermont villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$146

Bass Lake Beauty with a Pool, WiFi and Air Conditioning

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Awesome Home” We just stayed at this home for our family Disney trip and loved it. Home was clean and just as pictured. We would recommend this home and stay again!!

Responds fast! avg. 1 hour 31 minutes

Price per night from

$172

Viewing 38 of 7,133
rentals in Windsor Palms

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