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37 Holiday homes in Crestwynd Bay

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37 Results  |  
17 Photos

Villa | 5 Bedrooms | sleeps 12

3 Nights min stay

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from £106 /night

£742 - £1034 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
5 Bed, 3 Bath Luxury Villa, Pool, Spa, Games Room, Free In-House Wireless Internet - Emerald Island Resort. Ideal location,3 miles from Disney, one mile shops, Restaurants, mini golf, supermarkets and a medical centre. Internet streaming for Netflix etc Baby facilities  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

Very Good 4/5 

3 Nights min stay

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from £65 /night

£451 - £504 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Four bed villa with 40' heated pool and spa within ten minutes drive of Disney in a quiet sub division. Good links to I-4 for Seaworld, Universal, premium outlets and all other attractions. Free Broadband Wifi and North american calls Large deck area with ample pool furniture, gas BBQ with screen and 6 foot fence providing privacy  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

1 night min stay

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from £137 /night

£954 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
close to disney close to orlando close to outlets/malls free theater showing about three times a day. Depending on the requirements There can be a 1 bed for 2 couples/ 1bed 1 sofa for family of 2 adults 2 children in a front room at the higher rates. WEEKLY BOOKINGS FROM WEEKEND TO WEEKEND AT DISCOUNTED RATED ONLY.  …see more

Featured properties

7 Photos

Condo | 2 Bedrooms | sleeps 6

5 Nights min stay

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from £84 /night

£584 - £797 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
This immaculate 2story condo has screened-balcony with beautiful view of both the lake and climate-controlled pool with Jacuzzi, next to clubhouse, containing gymnasium. Condo has its own garage for storage and protects your car (with shade) from the elements. Kitchen i  …see more

10 Photos

Townhouse | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £116 /night

£806 - £1192 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Fully immerse yourself in the Florida sunshine by experiencing it in this beautiful tropically themed townhome.  Accommodations for 8 include sleeper sofa, Queen, King and Twin beds. This home has four TV's and a fully equipped kitchen for your convenience. Step out to the private splash pool  …see more

8 Photos

Condo | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £98 /night

£683 - £1000 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Newly decorated and upgraded 1st floor 3 bedroom, 2 bath condo. This home comes with a 42" flat screen TV in the living room with a Playstation 3 game system, flat screen TV's in each of the bedrooms (two 32" and one 24" with DVD). The kitchen comes  …see more

14 Photos

Condo | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £98 /night

£683 - £1000 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Ideally located ground floor condo with pool and clubhouse just across the street and the outdoor amenities in back. Master bedroom has a queen size bed and a 32" flatscreen TV. There is a private bath off the master. Second bedroom has a queen bed and a 24&  …see more

6 Photos

House | 2 Bedrooms | sleeps 6

5 Nights min stay

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from £84 /night

£584 - £797 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Enjoy your next stay in Florida's sunshine at this beautiful 2 bedroom, 2 bathroom vacation condo with its one queen, two twin, and one sofa beds. This unit comes with a fully equipped kitchen with stainless steel appliances, wireless internet, cable, and widescree  …see more

8 Photos

Condo | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £95 /night

£659 - £890 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
This beautiful 3 bedroom/ 2 bath condo is located in the beautiful gated community of Oakwater, located 1.5 miles from Disney. The 4,000 sq. clubhouse features a lagoon-style pool, tennis courts volleyball courts, basketball courts, and attraction shuttle. This n  …see more

7 Photos

Condo | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £98 /night

£683 - £1000 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
This beautifully decorated 3-bedroom, 2-bath condo is an ideal vacation spot in Orlando for the family or large groups with all the comforts and conveniences of home and then some! One king, one queen, two twins, and a sofa bed provide plenty of room for everyone to rel  …see more

9 Photos

Condo | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £112 /night

£779 - £1084 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
This beautiful 3 bedroom/ 2.5 bath condo is located in the brand new gated community of Oakwater, located 1.5 miles from Disney. The 4,000 sq. clubhouse features a lagoon-style pool, tennis courts volleyball courts and basketball courts. Condo consists of one kin  …see more

6 Photos

Condo | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £98 /night

£683 - £1000 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Beautiful 3 bedroom, 2 bath, 1,447 sq. ft. condo featuring a "Platinum plus" furniture and appliance package with all the comforts of home including high speed internet. This condo will sleep 6 easily in its one king, one queen, and two twin sized beds. You�  …see more

8 Photos

Condo | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £95 /night

£659 - £890 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
This lovely condo consists of one king bed, one queen bed and two twin beds, all bedrooms equipped with TV and DVD, PlayStation 2, high speed wireless internet access, and fully equipped kitchen. This property features all the comforts of home and a beautiful lak  …see more

9 Photos

Townhouse | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £116 /night

£806 - £1192 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
After vacationing in Windsor Hills with some friends last year, we decided that staying in a townhouse is a much nicer experience than coming back to an impersonal hotel room after a day at the parks. We just bought our vacation home and would like to share it with you.  Amenities include 3  …see more

24 Photos

Townhouse | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £162 /night

£1132 - £1677 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Welcome to this beautiful vacation home in Kissimmee, Florida. Featuring four bedrooms, four baths, and a garage, this spacious home has been carefully and lovingly furnished to ensure that you have a comfortable and memorable experience. The full kitchen is equipped with everything you could need  …see more

11 Photos

Townhouse | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £116 /night

£806 - £1192 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Experience a sunny Florida vacation in this 3 bedroom, 3 baths Saddlebrook model which features 1400 sq. ft.  This bedroom sleeps 6 in one king, one queen, and two twin sized beds, and each bedroom has its own private bathroom.  Included in the full sized kitchen are microwave, ice maker, coffee  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £95 /night

£659 - £890 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
This immaculate 3 bedroom 2 bathroom vacation home has a lake view with a private garage. It will comfortably sleep 6 with 2 king and 2 twin sized beds. It includes a full kitchen with coffee maker, microwave, ice maker, and dishwasher, and also offers access to a pool  …see more

6 Photos

Condo | 2 Bedrooms | sleeps 6

5 Nights min stay

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from £84 /night

£584 - £797 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
This two bedroom/ two bath condo, with queen sleeper sofa, can accommodate up to six people. This unit has a 1 car garage, and is professionally decorated. To make your stay feel more like home, this unit is equipped with all the latest technologies including: XBOX 360,  …see more

6 Photos

Condo | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £95 /night

£659 - £890 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
This beautiful 3 bedroom/ 2 bath condo is located in the brand new gated community of Oakwater, located 1.5 miles from Disney. It sleeps 6 comfortably with 1 king, 1 queen, and 2 twin sized beds. It also comes with a full kitchen inclusive of coffee maker, microwave, ic  …see more

7 Photos

Condo | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £98 /night

£683 - £1000 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Luxuriously appointed 3 bedroom, 2 bath top floor unit in the beautiful Windsor Hills resort that sleeps 6 comfortably. This elegantly decorated Kissimmee vacation condo is located in a gorgeous gated community just 5 minutes from the gates of the Magic Kingdom.  …see more

10 Photos

House | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £112 /night

£779 - £1084 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Thank you for taking the time to look at our Florida vacation home. For your comfort and enjoyment, we are proud to offer you our town home which features brand new furniture and equipment which was bought in March 2012 which can accommodate up to 8 people. Avail  …see more

7 Photos

House | 2 Bedrooms | sleeps 6

5 Nights min stay

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from £84 /night

£584 - £797 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Enjoy this beautiful second story 2 bedroom, 2 bathroom condominium on your next vacation. This condo accommodates six comfortably in one king, two twins, and one sofa sized beds, and all of the furniture and appliances are brand new. This condo comes fully equipped wit  …see more

8 Photos

Condo | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £98 /night

£683 - £1000 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Luxury condo with an idyllic setting – this is one of the few residences in Windsor Hills with a direct lake view – you can enjoy watching the sunset over the lake from the balcony. Professionally decorated, the interior is luxurious with top  …see more

8 Photos

Condo | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £98 /night

£683 - £1000 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
We invite you to enjoy our condo on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of home and more! Book your vacation now at this beautiful 1st floor condo in the Windsor Hills Resort. Attention to every  …see more

7 Photos

Condo | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £84 /night

£584 - £797 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
This beautiful professionally decorated condo is located in the brand new gated community of Oakwater, located 1.5 miles from Disney. This two bedroom two bath condominium offers one king, two twin, and four sofa sized beds. In addition to this, amenities include a full  …see more

6 Photos

Condo | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £98 /night

£683 - £1000 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
This is a new 1st floor condo in beautiful Windsor Hills, where there is privacy near the end of the building.It is decorated with the premium Catalina package. The home comes with wireless internet, a playstation II, 2 DVD players. There is a 32" TV in the living  …see more

8 Photos

Townhouse | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £116 /night

£806 - £1192 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
We invite you to enjoy our townhome on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of home and more! Book your vacation now at this beautiful townhome with splash pool. Attention to every detail has been put in as we furnished and  …see more

8 Photos

Condo | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £84 /night

£584 - £797 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
This beautiful and modern 2 bedroom/ 2 bath condo is located in the brand new gated community of Oakwater, located 1.5 miles from Disney. This unit can accommodate up to 4 people comfortably with 1 queen and 2 twin sized beds. Also, this property offers a full kitchen i  …see more

11 Photos

Condo | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £112 /night

£779 - £1084 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
A beautiful spacious condo located in a new-gated community. This 3 bedroom, 2.5 bathrooms, Full Kitchen and Dinning is only a half-mile from Disney. It has a large Clubhouse with a Gym, Pool and Spa, Children's Splash Area, Basketball and Volleyball Court.  …see more

5 Photos

Condo | 2 Bedrooms | sleeps 6

5 Nights min stay

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from £84 /night

£584 - £797 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
This beautiful 2 bedroom/ 2 bath condo is located in the brand new gated community of Oakwater, located 1.5 miles from Disney. This property sleeps 6 comfortably in 1 queen, 2 twin, and 1 sofa sized beds. Also, for your convenience, this property includes a full sized k  …see more

10 Photos

Condo | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £112 /night

£779 - £1084 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Enjoy this brand-new resort featuring luxury condominiums! This beautiful gated community is just 1.5 miles (2.5km) from the gates of Walt Disney World. At Oakwater, you're sure to find accommodations to suit your vacation needs. The residences range in size  …see more

8 Photos

Condo | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £95 /night

£659 - £890 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
This beautiful 3 bedroom/ 2 bath condo is located in the brand new gated community of Oakwater. The condo consists of one king bed, one queen bed, two twin beds, game cube, Internet access, patio, and a fully equipped kitchen. This unit can comfortably accommodate up to  …see more

9 Photos

Condo | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £95 /night

£659 - £890 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Water and nature views surround this spectacular 3 bedroom 2 bath, 1500 sq.ft. newly furnished and professionally decorated condo. Our Home offers WiFi as well as unlimited local and long distance to more than 60 countries(some restrictions apply), so you can eas  …see more

8 Photos

Condo | 3 Bedrooms | sleeps 8

5 Nights min stay

Add to shortlist

from £95 /night

£659 - £890 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Welcome to this beautiful Florida vacation condo in Oakwater which was built in 2007. This 3 bedroom, 2 bath condo sleeps 8 and was completely refurnished with new furniture in November 2009. New laminate flooring were installed in the bedrooms in November of 2011. Ther  …see more

11 Photos

Condo | 3 Bedrooms | sleeps 6

5 Nights min stay

Add to shortlist

from £112 /night

£779 - £1084 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
This beautiful 3 bedroom/ 2.5 bath condo is located in the brand new gated community of Oakwater. Condo consists of one king bed, one queen bed, two twin beds, game cube, Internet access, patio, and fully equipped kitchen. Unit can accommodate up to 6 people comfortably  …see more

8 Photos

Condo | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £95 /night

£659 - £890 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Welcome to our Florida vacation condo. We invite you to enjoy our great property at Oakwater, built in 2007. This complex is one of the closest to Walt Disney World. I drove from the door to the gates of Disney and it took me 4 ½ minutes. It is also close to plenty of r  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 8

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
FACILITIES AVAILABLE IN OUR SUPERIOR ACCOMMODATION Indoor open courtyard private swimming pool. Jacuzzi both heated. Large sundeck with sun loungers. 3 large bedrooms all on suit with TV and video. 3 Bathrooms one being disabled equipped. Air conditioning throughout. H When you stay at our luxury villa you will be within three miles of the Disney complex.  …see more