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Windsor Palms
48 properties
Emerald Isle Kissimmee
46 properties
Windsor Hills Resort
40 properties
Crestwynd Bay
38 properties
Cumbrian Lakes
25 properties
Lake Berkley
21 properties
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
642 Results  |  
17 Photos

House | 3 Bedrooms | sleeps 8

Min stay varies

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from £71 /night

£497 - £777 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Internet Access Heated Pool Private Pool DVD Player Television Satellite or cable TV Garage  …see more

24 Photos

House | 6 Bedrooms | sleeps 14

3 Nights min stay

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from £147 /night

£1025 - £1637 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
It's only a 5 minute drive (2 traffic lights) away from the magic,Sea World, Universal. Internet Connection – Telephone - Cable/Satellite - Multiple TV's – TV – Gourmet – Kitchen - Linens Provided – Coffeemaker - Gas Grill - Breakfast Bar - Nice Furniture Living Area - 2,812 SqFt - Lot Size: 5,200 SqFt  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

4 Nights min stay

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from £86 /night

£600 - £805 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Oak Island Cove is located just 2 miles from Disney, LOCATION LOCATION LOCATION. And within walking distance of local amenities.  …see more

Featured properties

11 Photos

House | 4 Bedrooms | sleeps 8

1 night min stay

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from £100 /night

£700 - £1057 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
Lovely 4 bedroom Disney Vacation Home Orlando Area! This beautiful villa at the Cumbrian Lakes Resort have been designed to appeal to residents of all ages where you can be as private or as social as you want to be  …see more

24 Photos

House | 6 Bedrooms | sleeps 16

1 night min stay

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from £163 /night

£1136 - £1702 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
This beautiful rental comfortably accommodates 16 guests inside a great resort community You will love the spacious and fully furnished 6 bedrooms and 5 bathrooms.  …see more

23 Photos

Townhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £91 /night

£631 - £1016 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Internet Connection – Telephone - Cable/Satellite - Multiple TV's - Linens Provided – Coffeemaker - Gas Grill Living Area: 1,636 SqFt - Lot Size: 1,661 SqFt  …see more

15 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £215 /night

£1500 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
"Vista Palm” is a luxurious 6 bedroom, 3.5 bathroom home with private south facing heated swimming pool overlooking conservation area which is perfect for family groups sleeping up to 12 guests in comfort.  …see more

24 Photos

House | 6 Bedrooms | sleeps 14

1 night min stay

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from £163 /night

£1136 - £1702 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Favorite Vacation Home Villa in Orlando Disney Area! This beautiful rental comfortably accommodates 16 guests inside a great resort community  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £210 /night

£1470 - £1876 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
This villa is situated in the exclusive resort of Windsor Hills. Only 1.5 miles from Walt Disney World and all the major Orlando attractions. Great, Yeah!  …see more

13 Photos

Villa | 4 Bedrooms | sleeps 8

1 night min stay

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from £72 /night

£499 - £595 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Stunning property. Refurbished for the 2014 season. Located in an established resort in the heart of Kissimmee, here you have a central location close to all the attractions, easy access to highway 192, 24-hour shopping, and your choice of restaurants. ALL WEEKS £499 We have other vacation homes located in Indian Point for larger groups & families.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £182 /night

£1274 - £1624 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
This villa is situated in the prestigous Windsor Hills resort. Only 1.5 miles from Walt Disney World and all the major Orlando attractions. Great, Yeah!  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

4 Nights min stay

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from £190 /night

£1330 - £1778 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
4 BED,3.5 BATH, 2 MASTERS SF POOL / KIDDIE POOL, LAKESIDE  …see more

24 Photos

Villa | 12 Bedrooms | sleeps 24

5 Nights min stay

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from £1590 /night

£11125 - £14800 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
12 Bedroom Pool Villa with Cinema ...  …see more

14 Photos

Condo | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £94 /night

£653 - £878 / week

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Key info:

  • Not suitable for children
  • 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 kitchen, washer/dryer combo  …see more

14 Photos

Condo | 2 Bedrooms | sleeps 6

5 Nights min stay

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from £94 /night

£653 - £878 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This immaculate 2story condo has screened-balcony with beautiful view of both the lake & 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 includes all-new stainless  …see more

22 Photos

House | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £158 /night

£1103 - £1630 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Floor Plan (The Royale Palm) 2,128 sq. ft.2 story townhome. 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.    …see more

20 Photos

House | 5 Bedrooms | sleeps 11

5 Nights min stay

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from £226 /night

£1580 - £2179 / week

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Key info:

  • Not suitable for children
  • No pets allowed
We invite you to enjoy this home 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 home with pool & spa located in the Windsor Palms Resort. Attention to every detail has been  …see more

18 Photos

Townhouse | 5 Bedrooms | sleeps 12

5 Nights min stay

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from £158 /night

£1103 - £1630 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Best Location in Paradise Palms! Attention to every detail has been put in as we furnished and decorated this townhome. This 5 bedroom 4 bath 2,128 sq feet unit sleeps 12 in style. With 2 king bedrooms, 1 queen bedroom, 1 room with 2 double beds, and 1 twin room there is plenty of room for everyone  …see more

18 Photos

Townhouse | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £129 /night

£901 - £1328 / 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

16 Photos

Townhouse | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £119 /night

£828 - £1202 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Please feel free to view our new, professionally decorated townhouse. Our amenities include a spacious Townhouse with 3 bedrooms and 3 baths. Each bedroom has its own bathroom, flat screen TV, and Wireless High Speed Internet.  Hair dryer in each bathroom. South facing splash pool in a screened  …see more

16 Photos

Condo | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £105 /night

£729 - £1004 / week

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Key info:

  • Not suitable for children
  • 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 newly furnished condo consists of  …see more

16 Photos

Townhouse | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £129 /night

£901 - £1328 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
"Disney Hideaway" town-home has a spacious family room to relax in during the day or evening, with a ceramic tiled floor, contemporary-style interior with beautiful decor, cable TV with a DVD player so you can watch your favorite movie with the whole family. If you need to surf the web  …see more

20 Photos

Townhouse | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £129 /night

£901 - £1328 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Enjoy your next vacation in this beautiful Florida vacation home.  This property will comfortably sleep 8  in a 3 bedroom, 3 bath home that features one king, one queen, one set of twin sized beds, and a sleeper sofa.  Experience a home-away-from home experience with all the amenities of this home,  …see more

24 Photos

House | 5 Bedrooms | sleeps 12

5 Nights min stay

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from £197 /night

£1378 - £1904 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Barrington lll floor plan 2450 sq. ft 5 bedrooms- 3 baths (2 story) Welcome to this elegant, professionally decorated Orlando vacation pool home, located in the beautiful Windsor Palms Resort. This 5 bedroom, 3.5 baths home has a screened-in pool and spa. The fun game room has a pool table and  …see more

14 Photos

Townhouse | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £129 /night

£901 - £1328 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
This beautifully furnished 3 bed, 3 bath Saddlebrook Townhome features 1390 sq. ft. of living space.  Sleeping accommodations include1 king, 1 queen, 2 twin, and 1 sofa sized beds.  Also, this property comes with a full kitchen boasting an ice maker, coffee maker, microwave, and dishwasher.  Along  …see more

16 Photos

Townhouse | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £129 /night

£901 - £1328 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Welcome to this beautiful Saddleback Model (1600 sqft.) 3 bedroom 3 bath townhome (2 story) East facing pool This tranquil but pristine three-bedroom, three-bath vacation townhome provides you with everything you will need for the perfect holiday escape. The first floor has an open floor plan with  …see more

21 Photos

House | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £197 /night

£1378 - £1904 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Welcome to this elegant, professionally decorated Orlando vacation pool home, located in the beautiful Windsor Palms Resort. This home is absolutely perfect for large family groups. This property features all the comforts of home, and more in this 5 bedroom, 3.5 bathroom vacation home. This  …see more

17 Photos

Condo | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £105 /night

£729 - £1004 / week

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Key info:

  • Not suitable for children
  • 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, ice maker, and dishwasher.   …see more

16 Photos

House | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £105 /night

£729 - £1004 / week

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Key info:

  • Not suitable for children
  • 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 and tennis courts.  Along  …see more

14 Photos

Townhouse | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £119 /night

£828 - £1202 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Welcome to this upgraded and newly decorated very spacious 3 bedroom, 3 bathroom Townhouse with its own private splash pool that overlooks a peaceful park-like area. For a small fee the pool can be heated for you. For your enjoyment and comfort we have flat screen TVs in each of the bedrooms as  …see more

24 Photos

House | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £222 /night

£1553 - £2103 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Floor Plan (The Seville) 2,827 sq. ft. 2 story home with pool and spa. (South Facing Pool) We invite you to enjoy our home 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 home with  …see more

16 Photos

Condo | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £94 /night

£653 - £878 / week

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Key info:

  • Not suitable for children
  • 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 inclusive of coffee maker,  …see more

24 Photos

House | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £222 /night

£1553 - £2103 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
This five bedroom vacation home comes complete with five bathrooms, full kitchen, and pool. This spacious property will easily accommodate 10 on two king, one queen, and four twin sized beds.  Amenities include a pool, patio, washer/dryer combo, dishwasher, and hot tub.  In addition to this,  …see more

12 Photos

Condo | 2 Bedrooms | sleeps 6

5 Nights min stay

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from £90 /night

£626 - £928 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Enjoy this 2 Bedroom, 2 Bath vacation condominium that will sleep 6 comfortably.  Sleeping arrangements include 1 king, 2 twin, and 1 sofa sized beds. This property also comes with a fully equipped kitchen inclusive of ice maker, coffee maker, microwave, and dishwasher.  When staying in this  …see more

12 Photos

Condo | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £90 /night

£626 - £928 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This lavishly furnished 2bdrm/2bth condo is located in the gated resort style community of Windsor Palms.  This condo will sleep 4 comfortably in 1 queen and 2 twin sized beds.  This property also comes with a full kitchen complete with coffee maker, microwave, ice maker, and dishwasher.  You will  …see more

10 Photos

Condo | 2 Bedrooms | sleeps 6

5 Nights min stay

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from £94 /night

£653 - £878 / week

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Key info:

  • Not suitable for children
  • 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 kitchen with a microwave,  …see more

24 Photos

Condo | 2 Bedrooms | sleeps 6

5 Nights min stay

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from £87 /night

£603 - £878 / week

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Key info:

  • Not suitable for children
  • No pets allowed
8105 Coconut Palm Way unit 304, is a bright and airy top floor, two bedroom, two bath, central air conditioned condominium. This condominium is located in the resort community of Windsor Palms – just 2.5 Miles west of Disney. This home features 1 king bed, 2 twin beds and 1 sleeper sofa which can  …see more

16 Photos

Condo | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £105 /night

£729 - £1004 / week

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Key info:

  • Not suitable for children
  • 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 restaurants, shopping and  …see more

24 Photos

House | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £211 /night

£1477 - £1878 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Welcome to this elegant, professionally decorated Orlando vacation pool home, located in the beautiful Windsor Palms Resort. This home is absolutely perfect for large family groups. This property features all the comforts of home, and more! Windsor Palms is a gorgeous gated community, just minutes  …see more

24 Photos

House | 4 Bedrooms | sleeps 10

5 Nights min stay

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from £183 /night

£1279 - £1630 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
A 4 bedroom/3 bath home located in the Windsor Palms. This home has 1 king, 1 queen, and 4 twin beds also with many upgrades like TV's in every room, DVD, heatable (Private) pool & spa, sofa sleeper, Internet access. The Palms clubhouse has a fitness center, movie theatre, & game room.  …see more

24 Photos

House | 5 Bedrooms | sleeps 12

5 Nights min stay

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from £197 /night

£1378 - £1904 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
2317 sq ft 5 bedroom 3 bath (2 story) Pool home. We invite you to enjoy your next vacation at our luxurious, brand new and beautifully decorated 5 bed/3 bath Home with 28ft pool. Sleeping accommodation features one elegant master suite with 1 king size bed; 2 rooms with queen size beds; two twin  …see more

24 Photos

House | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £226 /night

£1580 - £2179 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Welcome to this beautifully furnished home in Kissimmee, Florida. With five bedrooms and three-and-a-half baths, it can accommodate up to ten people easily and features both a private patio and swimming pool. The full kitchen provides you with everything you need to whip up and enjoy a home cooked  …see more

24 Photos

House | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £258 /night

£1805 - £2431 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Newly Renovated 5 bedroom, 5 bath property in the 5star gated Windsor Hills community just 5 minutes from Walt Disney World and the surrounding attractions. After an energetic day exploring the sights and sounds of this magical playground you can return home to your own pool and spa area, or relax  …see more

24 Photos

House | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £226 /night

£1580 - £2179 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Welcome to this elegant, professionally decorated Orlando vacation pool home, located in the beautiful Windsor Palms Resort. This property features all the comforts of home, and more! Private backyard with beautiful Florida Sunsets, a large pool with spa. The home sleeps 12 and offers an amazing  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

5 Nights min stay

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from £240 /night

£1679 - £2130 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Villa La Dolce Vita is new 4 bedroom/4 bathroom Luxury Home that sleeps up to 10 people. Our villa is located in the new five star ***** Windsor Hills Reserve Gated Community, the newest, most luxurious and closest private home resort community to Walt Disney World. We are located less than 2 miles  …see more

22 Photos

House | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £222 /night

£1553 - £2103 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Located in Windsor Hills, this beautiful, two-story home has been furnished and decorated with the utmost attention to every detail so that you can enjoy the luxury of a great vacation rental as well as the comforts of home. With no less than five bedrooms and five baths, this property can  …see more

24 Photos

House | 6 Bedrooms | sleeps 8

5 Nights min stay

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from £222 /night

£1553 - £2080 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Attention to every detail has been put in as we furnished and decorated this home. This 6 bedroom 4 bath 3,073 sq feet unit sleeps 13 in style. With 2 king bedrooms, 1 queen bedroom, and 4 twin beds, there is plenty of room for everyone to spread out and relax after a day out or to just relax and  …see more

14 Photos

House | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £290 /night

£2030 - £2729 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
This very modern 6 bedroom 4 bathroom home has been professionally furnished and decorated including beautiful relaxing colors through-out the home with custom window treatments. No expense has been spared with this home which comes with every little item to make your stay ever enjoyable and  …see more

24 Photos

House | 6 Bedrooms | sleeps 14

5 Nights min stay

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from £251 /night

£1755 - £2381 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Located in Windsor Hills, this beautiful, two-story home has been furnished and decorated with the utmost attention to every detail so that you can enjoy the luxury of a great vacation rental as well as the comforts of home. With no less than six bedrooms, a sofa bed, and four baths, this property  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £183 /night

£1279 - £1630 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Sunrise Sunset Villa is nestled in the exclusive Winsor Palms community, less than 3 miles from Walt Disney World in Kissimmee, Florida. With 4 bedrooms and 2 bathrooms, this fully air-conditioned, elegant, professionally decorated, luxurious Orlando vacation home is perfect for family groups,  …see more

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