Crestwynd Bay Rentals

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320 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

Price per night from

$120

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

Price per night from

$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 :-)

Price per night from

$121

“A Magical Stay” What's not to love about this home! First and foremost Brandie herself is a genuine person who really cares about the people who stay at her home. From the initial contact of a personal phone call, to her follow ups on every little question, to her wishing us a safe trip to a thank you and welcome home at the end, Brandie is truly a great family person! The home itself was as described in other reviews and more. The location to the clubhouse could not have been better. A short walk down the path (100yds maybe) and the kids were relaxing by the lagoon pool! The added security of a gated community provided additional piece of mind even though you are only 5mins from Disney. The staff at the community became like family before we left. Friendly, cheerful, always willing to stop and talk about anything and everything! The home itself is exactly as pictured! Clean and comfortable made for it enjoyable to return home for afternoon breaks from the park. The Disney bedroom was the room of choice for our youngest! The downstairs bedroom provided a nice separation for our oldest to have her space when exhaustion took over:). We have rented homes before when traveling to Disney and Brandie's is at the top of the list! From location, ease of access, amenities, cleanliness, comfort and exceptional (what I will call) customer service and value, you won't find a better place to stay or person to work with then Brandie and her home!!! We will definitely be back again!!! Thanks Brandie :)

Price per night from

$228

Disney World 2 Miles

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$136

New luxury Townhouse 1 mile from Disney

Orlando townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Florida family vacation” Loved the townhouse we rented ..would absolutely rent again from this place..it was clean and spacious and nice.

Responds fast! avg. 3 hours 7 minutes

Price per night from

$114

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 27 minutes

Price per night from

$121

Sweet Escape

Windsor Hills townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$166

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

Price per night from

$109

Firework View 6BR Home Pool/Spa/Game 2 miles to Disney, Windsor Hills Resort

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 36 minutes

Price per night from

$218

Ultimate 6BR Villa Disney Getaway with POOL SPA

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 36 minutes

Price per night from

$287

Spacious Windsor Hills 6br Cozy Home Pool/Spa 2miles Disney

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

Responds fast! avg. 2 hours 36 minutes

Price per night from

$237

Windsor Hills 6BR Villa Pool/SPA Close to Disney

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 36 minutes

Price per night from

$250

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

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$224

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. 2 hours 36 minutes

Price per night from

$219

**2BR/2Bath Condo Near Disney–gated resort, free Wifi & parking

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$115

Disney Memories. Beautiful 4 Bedroom, 3 Bath,

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 57 minutes

Price per night from

$172

Jose's special

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$328

Windsor Hills Cozy Home Pool/Spa 2 mile to Disney

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 36 minutes

Price per night from

$237

Lakeview 5BR Home Private Pool/Spa 2 Mile to Disney

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 36 minutes

Price per night from

$250

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

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 33 minutes

Price per night from

$247

Beautiful 6BR/4BA villa, Pool/Spa, 2miles2Disney

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

“Excellent Review” This is a beautiful home very nice surroundings we enjoyed the stay will rent again. The kids enjoyed the pool area and the water park located a block away.

Price per night from

$321

Price per night from

$144

Two Bedroom condo in Windsor Hills close to Disney

Kissimmee apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Price per night from

$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.

Price per night from

$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.

Price per night from

$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. 2 hours 36 minutes

Price per night from

$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 !

Price per night from

$458

Relax and Enjoy

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

Price per night from

$544

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

Kissimmee condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

Responds fast! avg. 51 minutes

Price per night from

$360

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.

Price per night from

$315

Windsor Hills 5br Private Pool Near Disney

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 36 minutes

Price per night from

$287

Minions Retreat, Disney are our neighbors. Free 5g WIFI

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$103

MINUTES TO WALT DISNEY WORLD'S FRONT GATE

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$160

Mickey's Magical Villa

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$344

Windsor Hills Resort 6br Villa, Pool/Spa, by Disney

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 36 minutes

Price per night from

$231

Highland View 6BR Villa Private Pool/SPA Near Disney

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

Responds fast! avg. 2 hours 36 minutes

Price per night from

$250

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.

Price per night from

$178

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