Crestwynd Bay Rentals

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222 Houses

Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great Stay” The house was a better option than hotel rooms. The house was very clean and they had everything necessary for a pleasant stay. They also provided pool towels for the pool or jacuzzi. The jacuzzi was nice and hot and a good option in the evening. Each bedroom had a TV and they had a pool table in the garage. It's a quiet neighborhood. It's not far from Disney or Walmart for groceries.

Responds fast! avg. 2 hours 44 minutes

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$121

1.5 M to Disney,From $100/nt,3BR 1600 sqft Townhome

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Spacious family friendly condo close to Disney.” Perfect location to visit Disney. Very spacious with a full kitchen . A great family friendly condo.

Responds fast! avg. 1 hour 27 minutes

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$115

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 :-)

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Price per night from

$121

Disney World 2 Miles

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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$136

From $100/NT,1.5 Mile to Disney ,1808 sq ft 4br/3ba townhome with lake view

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great location” We had great times in Oakwater, all was perfect! The house is fully equipped, all is clean, new and works perfect!It is an ideal location, close to everything. Near the home are so many great restaurants such as: Bonefish, Longhorn, Golden Corral, Ihop, Bahama Breeze, Buffalo Wild Wings, Flippers Pizza*, Red Lobster and lots more! The super target is within 2 min as well as the Publix.It is also located in very quiet area. There are great sports facilities, tennis court, and the pool area itself is fantastic. We enjoyed it very much and the pool s huge and warm !!! We loved it and will definitely recommend to our friends and family!

Responds fast! avg. 1 hour 19 minutes

Match: Satellite TV

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$121

Unit 4- 3 Bedroom Home 2657

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Bell family vacation” There's just 2 things that I would say that need to be improved on or changed there was no Disney channels for the kids to watch and the couches were very uncomfortable to sit on. But I learned that the house was great the community was great couldn't ask for better beds pillowsI give it a 4 and a 1/2 stars. Thank you again for letting us stay there and make and our family vacation great.

Responds fast! avg. 3 hours 7 minutes

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$109

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

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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$224

Disney Memories. Beautiful 4 Bedroom, 3 Bath,

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 57 minutes

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$172

Jose's special

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$329

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$144

Two Bedroom condo in Windsor Hills close to Disney

Kissimmee apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

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$144

Pineapple Paradise with Private Pool in Windsor Hills by Notable Vacation Rental

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Good location, townhouse had everything we needed.” The townhouse was conveniently located for us. We went to Disney one day, downtown Orlando twice for Citrus Bowl events. We had a minor issue with what was referred to as "drain flys"... but it was quickly addressed. I would go back to this property.

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$201

Donald Duck's Condo Unit 305

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“A vacation to be remembered” The service was very friendly and courteous. Checking in was speedy but thorough. The condo was clean, comfortable and adequately furnished. The condo is conveniently located near Disney,Orlando, retail shopping and the beaches. The resort and condo itself was the best part of the entire vacation. What I liked least about the area is the cheap little tourist stores.

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$178

Windsor Hills Greenview 5BR/5BA All-Suite Pool/SPA 2 Miles to Disney

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 32 minutes

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$219

“Very welcoming and worth it !” Me and my family absolutely loved this vacation house everything was so welcoming and near perfect ! This house is definitely something we will never forget and hopefully when we come back we will be able to rent from kim molnar again ! Everything was to a T ! Thank you so much kim !

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$459

Relax and Enjoy

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

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$545

Westgate Town & Center Four Bedroom Grand with 2 patio's

Kissimmee condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

Responds fast! avg. 55 minutes

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$353

5 Star Family Home with Water Park, Private Pool, Hot Tub 2 Stoplights to Disney

Four Corners house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

“Perfect for everyone's needs and in an excellent location!” From long before we arrived we knew how excellent a villa this was, as the owner and the management team were so incredibly helpful and willing. Including the management team assisting me with purchases to go in the home before I arrived and Susan the owner answering all my crazy questions! In fact I'm going to miss our email chats! On arrival in the home we found everything perfectly clean tidy and in order with an excellent welcome pack to see us through before our big shop. Being a mum of young children I was delighted with the huuuge washing machine and dryer. We need these in the UK. The children loved the pool and the games room and spent lots of happy times there, as did the adults after the kids had gone to bed. We unusually chose not to hire a car and we got around no problem. Disney, particularly animal Kingdom is only a short distance away and universal is only about 25-30 mins. I prebooked a lot of journeys with a company called happy limo who were absolutely outstanding in their punctuality and ease of booking. Anyway back to the house, every bedroom was perfectly appointed with all you could need. The living areas were very spacious even with 7 adults and 2 children. We never once felt on top of each other. The shop and communal pool at Windsor hills is a nice short stroll away and Windsor Hills itself is very clean, well laid out and very secure indeed. I could not recommend this house highly enough and am very pleased I chose this one. I spent weeks and weeks searching villa rentals before settling on this house so I learnt a lot about the different features and prices of villas and I do feel that this one fitted the bill perfectly.

Responds fast! avg. 3 hours 27 minutes

Match: Satellite TV

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Price per night from

$344

MINUTES TO WALT DISNEY WORLD'S FRONT GATE

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$160

Mickey's Magical Villa

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$344

Donald Duck's Condo

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Chrismas holidays at Donald Ducks condo” Windsor Hill was exacly what we wanted ,a clean and safe place to stay with lots to do for the teenagers.The pool area his fantastic. The condo was greate for 6 adults ,beds were super comfortable.All the aminities were there in good working order, the free long distance calling was practical at new year. I have only one comment to make we could of used a few more plate and utensel in the kitchen we were always doing the dishes.We will be back.

Match: Satellite TV

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$178

Windsor Hill Resort (near Disney) YaYa's Place - 3 Bedroom 2 Bath 1st Flr Condo

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great location to everything in Orlando and Disney!” Wonderful Three Bedroom Unit. Had all the amenities one could want and more. We loved our time at Ya Ya's place. Clean and close to everything.

Match: Satellite TV

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$190

Beautiful Vacation Villa Close to Disney

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 47 minutes

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Price per night from

$287

Top Floor Oakwater 3 Bedroom Overlooking the Lake

Celebration house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$103

Cozy One Bedroom Villa in Gorgeous Resort & Spa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$181

3BR w/pool! 3mi-Disney/5mi-ESPN! Free Water park! * Windsor Hills (2541MS)

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$95

Dream family vacation rental villa

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

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Price per night from

$281

Westgate Town & Center 2 Bedroom Grand

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 55 minutes

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$206

2 Bed Deluxe (Condo)

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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$303

LUXURY 3BR 3BA WINDSOR HILLS POOL TOWNHOME 2 mi to DISNEY - Sleeps 8

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$161

Pooh's Palace in Windsor Hills

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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$516

3 bedroom Townhouse close to Disney

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$339

Beautiful 2 BR, 2BA Orlando Florida!

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$493

✪ 5min→Disney Spacious Family Villa ✪ 135

Kissimmee house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$103

⭐️ 5min→Disney Cozy Villa | BBQ Grill ⭐️ 108

Kissimmee house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$109

☀ Beautiful Family Villa BBQ patio 5min ---> Disney| ♥ 137

Kissimmee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

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$103

6BR Private Pool, Spa, Gameroom, Close to Disney

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 32 minutes

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$233

★Fantastic Townhome | 5min→Disneyworld |★ 134

Kissimmee house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Satellite TV

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Price per night from

$109

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rentals in Crestwynd Bay

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