Vacation Rentals & Villas in Windsor Hills Resort

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1,801 Houses

MINUTES TO WALT DISNEY WORLD'S FRONT GATE

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$159

Renting condo,One mile to Disney's Animal Kingdom

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$103

Great rentals within 20 miles that match your search

Bonnet Creek Resort ツ 1BR SLEEPS 4 Wyndham Orlando Condo Rental!

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$91

Newly remodeled Condo at Legacy Dunes with easy access - resort amenities

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$129

Match: Shared outdoor pool (unheated)

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Price per night from

$108

Fireworks on the 4th if July at Disney. Mickey is waiting for you.

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$351

The Fountains (Bluegreen)

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 24 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$257

Disney and Orlando, 2-BR Unit-Great for Families!

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$229

Disney's Saratoga Springs Resort and Spa

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$571

Match: Shared outdoor pool (unheated)

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Price per night from

$170

Wyndham Bonnet Creek Resort

Orlando hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 39 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$337

Orange Lake Resort Villa, 2br/2ba (Kissimmee)

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$227

Cozy One Bedroom Villa in Gorgeous Resort & Spa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$180

Two-Bedroom Villa

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$490

3 Bedrooms / 2 Bathrooms / Seven Dwarfs (10-105 LC)

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 26 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$118

7 Bedrooms / 5 Bathrooms / Solterra (4103 OD)

Davenport house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 22

Responds fast! avg. 3 hours 26 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$213

3 bedroom Townhouse close to Disney

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$337

Four Bedroom home near Disney/Orlando

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$120

1 Week Rental in Orlando, FL 2 Bdm Deluxe Villa Close to Theme Parks

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$195

Wyndham Bonnet Creek Florida at Disney

Buena Ventura Lakes condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 1 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$101

Responds fast! avg. 30 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$159

1-bedroom / 1-bath Sleeps 4 in Orlando - 1 week

Williamsburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$99

$1250+fees sleep 6, available Dec 24-Dec 31, 2022 Resort Fantasy World II

Kissimmee villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$193

Spacious villa near Disney

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

Responds fast! avg. 29 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$113

5 Bedrooms / 4 Bathrooms / Storey Lake (3133 PP)

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 26 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$166

4 Bedrooms / 3 Bathrooms / Crystal Cove (4712 BD)

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 26 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$142

Match: Shared outdoor pool (unheated)

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Price per night from

$189

One of the closest communities to Disney!

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$215

4 Bedroom 3 bath Luxury Villa

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Amazing” Our stay at this property was perfect. Loved the pool and games room. The house was the perfect size for our group.

Match: Shared outdoor pool (unheated)

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Price per night from

$173

Vista Cay Luxury 3 bedroom condo #3066

Orlando apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Love Vista Cay” I have stayed at a Vusta Cay resort 3 times. I'm never disappointed in how the places are so clean nicely decorated. If available they will always be my 1st choice. The only thing I was disappointed in was the cable. It did not have a variety of channels and the signal did not work for every channel.

Responds fast! avg. 53 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$661

Vista Cay Luxury Condo 3 bed/2 bath (#3030)

Orlando apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Perfect for large families” I have stayed in Vizta Cay many times before, but through a different leasing agency. I must say, this time I was highly impressed with the unit as well as all the items that were included and made our stay so nice and relaxing will be sure to book with you guys again.

Responds fast! avg. 53 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$595

“Great place, good value!” This was our first time renting a house from an owner. We had a great experience. The owner Mary was very helpful and she even called us right after we checked-in to make sure that everything met our standards and we had what we needed. The unit is very clean, quiet and had everything we needed for our stay. The resort is in a great location and has easy access to expressway I-4 and 417. It takes less than 10 minutes to get to Disney and the Espn World Sport Center. We also enjoyed walking around Old Town in the evenings. We really enjoyed our stay in this unit. Thank you Mary for letting us stay there.

Responds fast! avg. 3 hours 41 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$109

Responds fast! avg. 3 hours 41 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$109

“nice place well kept” This condo is in a good location. You can walk to Old Town to the car shows every friday and saturday nights. The wi-fi is excellent. There is plenty of room. We ride our bicycles up and down 192 on the very wide sidewalks. Many good restaurants within walking distance. The owner keeps you informed of the things you need to know in a timely fashion

Responds fast! avg. 3 hours 41 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$101

❤️ Super Cozy Home Minutes to Disney

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Birthday Trip!” I do believe this might have been the funnest trip I've ever taken in my life. Having every single thing just minutes away from you was such a delight and such a pleasure to not have to drive around constantly in the car. This community is gated and seems like a really fun place to actually buy a vacation home. Actually, while we were there we looked into it and might be doing the same thing that this particular person is offering on TripAdvisor as well! First of all, the house was just absolutely amazing... Bigger than my own home even. It was just me, my son and my husband and our house was absolutely humongous. We actually had thought we would have another family with us but it fell through. Everything was clean and perfect. There were many things like dishwasher, laptop, printer, hair dryer, straightener, toiletries, food! When we arrived, we already had some basic needs that were furnished To Us by the owners. It was such a treat to see that they really cared about us to furnish those things! There was a perfect screened in porch out the back over looking a little bit of a water marsh where we got to watch the birds everyday. The wildlife in our particular yard was extremely delightful. From frogs to lizards two birds two cranes we had an amazing time when we were relaxing at home. To my delight, there were also three swimming pools in the complex. One of the pools were in the middle of the community which was right down the street from our home, then there were two others inside the clubhouse which were also fantastic. We really enjoyed the hot tub and sitting underneath the shelter when it started to rain. Since I knew it would be very hot and we would be extremely exhausted, I asked for a maid service halfway through our vacation and I'm so happy I did. It was nice to come home after dinner to a 100% clean house with clean towels and everything perfect. I recommend that you get the service as the cleaning lady does an excellent job! The next time we booked our Walt Disney World vacation I will be using this home again without a doubt. Even though we stayed 7 days, we still did not get to see everything that we wanted to. Next time we come down we are doing 10 to 12 days for sure and cannot wait to come back to Vista Del Lago. I was really surprised on how many friends we made while we were there!! If you are looking for a family home that could easily sleep 7 people, please do yourself a favor and book this, you will be so glad that you did!!

Match: Shared outdoor pool (unheated)

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Price per night from

$251

Legacy Dunes Condo, Kissimmee, Orlando

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$102

Hidden Treasure

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 53 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$158

Luxurious 3 Bedroom Townhome-1.5 miles from Disney

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Great Experience” The villa did not disappoint and was a great place for my family and I to stay during our world wind visit to Disney. I would recommend this place to anyone who is going to Orlando with a large group :-)

Match: Shared outdoor pool (unheated)

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Price per night from

$120

Viewing 38 of 1,801
rentals in Windsor Hills Resort

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