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477 Holiday homes in Kissimmee

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  • Bellavida Resort (8)
  • Cane Island (5)
  • Compass Bay (2)
  • Coral Cay (3)
  • Creekside (1)
  • Crescent Lakes (6)
  • Crestwynd Bay (37)
  • Cumbrian Lakes (21)
  • Doral Woods (6)
  • Eagle Pointe (7)
  • Emerald Isle Kissimmee (32)
  • Encantada Resort (5)
  • Fiesta Key (1)
  • Formosa Gardens (9)
  • Indian Creek (13)
  • Indian Ridge (4)
  • Indian Ridge Oaks (5)
  • Kissimmee City (11)
  • Lake Berkley (18)
  • Lake Marion (1)
  • Legacy Dunes Resort (1)
  • Liberty Village (3)
  • Lindfields (13)
  • Lucaya Village (1)
  • Oak Island Cove (4)
  • Oak Island Harbor (1)
  • Orange Lake Resort (2)
  • Paradise Palms (13)
  • Regal Oaks (3)
  • Remington (6)
  • Seasons Resort (11)
  • Sunset Lakes (6)
  • Terra Verde Resort (7)
  • The Hamlets (2)
  • Trafalgar Village (3)
  • Tuscany, Florida (1)
  • Venetian Bay Villages (11)
  • Veranda Palms (5)
  • Villasol (2)
  • Vista del lago (1)
  • Westside (2)
  • Windsor Hills Resort (40)
  • Windsor Palms (38)
  • Winward Cay (1)

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Filters applied: Restricted mobility (477)

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477 Results  |  
13 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £60 /night

£414 - £466 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Internet Access Private Pool Heated Pool VCR Television DVD Player  …see more

13 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £83 /night

£581 - £665 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Heated Pool DVD Player VCR Television Satellite or cable TV  …see more

17 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

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from £77 /night

£539 - £791 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Shared outdoor pool (unheated) Hot Tub/Jacuzzi VCR Satellite or cable TV Television DVD Player  …see more

Featured properties

17 Photos

House | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £101 /night

£707 - £875 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Heated Pool Private Pool Shared outdoor pool (unheated) Satellite or cable TV Television DVD Player VCR  …see more

12 Photos

House | 3 Bedrooms | sleeps 8

2 Nights min stay

Add to shortlist

from £83 /night

£581 - £665 / week

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Key info:

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

16 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

Add to shortlist

from £77 /night

£539 - £791 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Shared outdoor pool (unheated) atellite or cable TV Television DVD Player VCR  …see more

8 Photos

House | 3 Bedrooms | sleeps 8

2 Nights min stay

Add to shortlist

from £83 /night

£581 - £665 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Heated Pool Television Satellite or cable TV VCR  …see more

17 Photos

House | 3 Bedrooms | sleeps 8

2 Nights min stay

Add to shortlist

from £83 /night

£581 - £665 / 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

11 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £83 /night

£581 - £665 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Private Pool Shared outdoor pool (unheated) Heated Pool VCR Satellite or cable TV Television DVD Player  …see more

20 Photos

House | 3 Bedrooms | sleeps 8

2 Nights min stay

Add to shortlist

from £95 /night

£665 - £749 / week

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Key info:

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

18 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

Add to shortlist

from £77 /night

£539 - £784 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Hot Tub/Jacuzzi Television Satellite or cable TV DVD Player  …see more

19 Photos

House | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £113 /night

£791 - £959 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Private Pool VCR Television DVD Player Satellite or cable TV  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

1 night min stay

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from £106 /night

£742 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

14 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £83 /night

£581 - £665 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Private Pool Satellite or cable TV DVD Player Television VCR  …see more

18 Photos

House | 6 Bedrooms | sleeps 14

2 Nights min stay

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from £113 /night

£791 - £959 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Heated Pool Private Pool Television Satellite or cable TV DVD Player  …see more

12 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

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from £89 /night

£623 - £707 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Sunset Lakes is a small gated community located right in the heart of Disneys most desirable area  …see more

15 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

Add to shortlist

from £77 /night

£539 - £791 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Shared outdoor pool (unheated) Satellite or cable TV DVD Player Television  …see more

16 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

Add to shortlist

from £77 /night

£539 - £791 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Shared outdoor pool (unheated) Satellite or cable TV DVD Player Television  …see more

17 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

Add to shortlist

from £101 /night

£707 - £791 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Internet Access Heated Pool Satellite or cable TV DVD Player Television  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

5 Nights min stay

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from £75 /night

£520 - £631 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
- Secure Gated Residential Community - Own private swimming pool (heating optional) - 4 double bedrooms (sleeps 8) - Games room with pool, table tennis and darts - Close to all Disney Theme parks - Close to Orlando International Airport - Within 1 mile of Highway 192  …see more

15 Photos

House | 6 Bedrooms | sleeps 13

Excellent 5/5 

7 Nights min stay

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from £101 /night

£701 - £1761 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Wow factor Extra large saline pool South facing deck and slide THX Cinema, with leather tiered seating Smart Tv's Quite location conservation view. Games room, cycles Most comfortable beds Full size bbq outside kitchen Lots of extras not included in other rental homes Book early to avoid disappointment. Holiday periods are extremely busy, so dont delay.  …see more

23 Photos

Villa | 7 Bedrooms | sleeps 16

4 Nights min stay

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from £177 /night

£1235 - £2067 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Summary • South Facing oversized pool and hot tub Spa • Huge 3900 sq ft of living and playing space • Extended 40' deck overlooks lake and woodland • 7 Bed 5.5 bathrooms with 4 Master Suites • So close to Disney you can be there in 6 minutes • 2 King, 2 Queen, en-suite  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £60 /night

£414 - £522 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Great home for families! Luxurious spacious villa, completely private heated pool, very comfortable beds, fully equipped kitchen, digital HDTV, PS2s & free Wi-Fi. Ideal location, just 10 - 15 minutes to Disney, 1 min drive to 24hr WalMart & US192 for dining, bars etc.. Ideally located for all the major attractions, but on a safe, quiet, estate away from the main roads.  …see more

27 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £80 /night

£557 - £717 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
4 bed 3 bath Villa in kissimmee Florida, heated private pool with spa, in sought after location,15 minutes from Disney and major attractions, Restaurants and Shopping Malls  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £80 /night

£557 - £742 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
This luxury vacation villa near Disney in Rolling Hills at Formosa Gardens, is a privately owned, tastefully decorated, very popular and spacious 4 bed, 3 bath home with private pool, covered deck and much more inside adding to the quality of this home in Florida. Prime location genuinely close to Disney, Universal Studios, Celebration and Old Town.  …see more

16 Photos

Condo | 3 Bedrooms | sleeps 8

Excellent 5/5 

5 Nights min stay

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from £50 /night

£345 - £445 / week

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Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Beautifully furnished 3 bedroom home in luxury Cane Island Resort on Disney's doorstep. Lake views, spectacular heated pool, sun deck & spa, huge clubhouse & games room, gym, free wireless internet and free phone calls, national and international.  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

Very Good 4.5/5 

5 Nights min stay

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from £180 /night

£1260 - £2100 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
This beautiful vacation Home community is just minutes from Disney World. Featuring the very best resort amenities including the 5,000 sq ft pool, luxurious spas, Tiki bar. movie theatre, games room, basketball and volleyball courts, lighted tennis courts and much more!  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

Excellent 5/5 

4 Nights min stay

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from £50 /night

£350 - £395 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury 3 bed villa sleeps 8. Large 30ft fully heated secluded pool. 15mins.drive from Disney. Surrounded by beautiful golf courses  …see more

24 Photos

House | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £108 /night

£753 - £1131 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Internet Connection – Telephone - Cable/Satellite - Multiple TV's - Linens Provided – Coffeemaker - Gas Grill Living Area: 1,940 SqFt -Lot Size: 2,365 SqFt  …see more

17 Photos

Townhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £71 /night

£492 - £744 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Internet Connection - Telephone - Cable/Satellite - DVD - Multiple TV's - Airmatt/Sleeper - Gourmet Kitchen - 2½ Bathrooms - Coffeemaker Living Area: 1,404 SqFt and Lot Size: 1,600 SqFt  …see more

24 Photos

House | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £141 /night

£987 - £1592 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Night Life -Double Bed - King Bed - Queen Bed - Internet Connection - Telephone - Cable/Satellite - Multiple TV's - Gaming Console - Internet Connection - Linens Provided - Non Smoking - Coffeemaker - Gas Grill- Patio - Coffeemaker - Gas Grill Living Area: 2,890 SqFt - - Lot Size: 4,250 SqFt  …see more

24 Photos

House | 6 Bedrooms | sleeps 12

5 Nights min stay

Add to shortlist

from £141 /night

£987 - £1479 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
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

5 Nights min stay

Add to shortlist

from £92 /night

£640 - £957 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Internet Connection – Telephone - Cable/Satellite - Multiple TV's - Linens Provided – Coffeemaker - Gas Grill - Patio Living Area: 1,902 SqFt - Lot Size: 2,063 SqFt  …see more

19 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £96 /night

£666 - £1005 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Internet Connection - Telephone - Cable/Satellite - Multiple TV's - Air Conditioning - Central Air - Dining and Livingroom - Hair Dryer - Coffeemaker - Patio - Central Air Living Area: 2,100 SqFt  …see more

18 Photos

Condo | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £72 /night

£500 - £753 / 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 - linen provided - Coffeemaker Living Area: 1,202 SqFt - Lot Size: 1,202 SqFt  …see more

23 Photos

Tree House | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £87 /night

£609 - £918 / 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

20 Photos

Condo | 2 Bedrooms | sleeps 8

5 Nights min stay

Add to shortlist

from £92 /night

£640 - £957 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Breakfast Bar - Linens Provided - Air Conditioning - Washer/Dryer - Community Pool - Jacuzzi/HotTub Living Area: 2,097 SqFt  …see more

24 Photos

House | 6 Bedrooms | sleeps 14

5 Nights min stay

Add to shortlist

from £141 /night

£987 - £1479 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Internet Connection – Telephone - Cable/Satellite - Multiple TV's – TV – Gourmet – Kitchen - Linens Provided – Coffeemaker - Gas Grill - Patio Living Area: 3,291 SqFt - Lot Size: 3,811 SqFt  …see more

24 Photos

House | 5 Bedrooms | sleeps 10

5 Nights min stay

Add to shortlist

from £125 /night

£870 - £1305 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Internet Connection - Telephone - Cable/Satellite - Multiple TV's - Linens Provided - Air Conditioning - Central Air - Dining and Livingroom - Hair Dryer - Iron/Board - Nice Furniture - Washer/Dryer - Coffeemaker Living Area: 2,752 SqFt - Lot Size: 3,513 SqFt  …see more

24 Photos

Townhouse | 3 Bedrooms | sleeps 8

5 Nights min stay

Add to shortlist

from £96 /night

£666 - £6672 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Internet Connection - Telephone - Cable/Satellite - DVD - Multiple TV's - Breakfast Bar - Linens Provided - Nice Furniture Living Area: 1,932 SqFt - Lot Size: 3,000 SqFt  …see more

24 Photos

House | 6 Bedrooms | sleeps 12

5 Nights min stay

Add to shortlist

from £141 /night

£987 - £1479 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Internet Connection – Telephone - Cable/Satellite - Multiple TV's – TV – Gourmet – Kitchen - Linens Provided -Patio Living Area:3,291 SqFt - Lot Size:3,811 SqFt  …see more

24 Photos

House | 5 Bedrooms | sleeps 12

5 Nights min stay

Add to shortlist

from £133 /night

£927 - £1392 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Internet Connection – Telephone - Cable/Satellite - Multiple TV's – TV – Gourmet – Kitchen - Linens Provided - Non Smoking - Coffeemaker- Nice Furniture - Gas Grill Living Area: 3,015 SqFt - Lot Size: 3,401 SqF  …see more

24 Photos

House | 6 Bedrooms | sleeps 14

5 Nights min stay

Add to shortlist

from £141 /night

£987 - £1479 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Internet Connection - Telephone - Cable/Satellite - Multiple TV's - Central Air - Nice Furniture Living Area: 3,291 SqFt - Lot Size: 3,811 SqFt  …see more

24 Photos

Condo | 3 Bedrooms | sleeps 6

5 Nights min stay

Add to shortlist

from £92 /night

£640 - £957 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Game Room - TV - Breakfast Bar - Linens Provided - Air Conditioning - Nice Furniture - Washer/Dryer Living Area: 2,001 SqFt  …see more

24 Photos

Apartment | 5 Bedrooms | sleeps 12

5 Nights min stay

Add to shortlist

from £133 /night

£927 - £1392 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Night Life -Double Bed - King Bed - Queen Bed - Internet Connection - Telephone - Cable/Satellite - Multiple TV's - Internet Connection - Linens Provided - Non Smoking Living Area: 3,015 SqFt - Lot Size: 3,401 SqFt  …see more

20 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £108 /night

£753 - £1131 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Golf - Internet Connection – Telephone - Cable/Satellite - Multiple TV's – TV – Gourmet – Kitchen - Linens Provided – Coffeemaker - Gas Grill - Gaming Console Living Area: 1,850 SqFt - Lot Size: 4,500 SqFt  …see more

22 Photos

Townhouse | 4 Bedrooms | sleeps 8

5 Nights min stay

Add to shortlist

from £87 /night

£609 - £918 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Internet Connection - Telephone - Multiple TV's - Linens Provided - Non Smoking - Air Conditioning - Central Air - Dining and Livingroom - Hair Dryer - Iron/Board Living Area:1,636 SqFt  …see more

24 Photos

House | 6 Bedrooms | sleeps 12

Very Good 4.5/5 

1 night min stay

Add to shortlist

from £102 /night

£711 - £848 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Large spacious well equipped house which is ideally sited in a rpivate gated community 5 minutes from Disney  …see more

16 Photos

Villa | 4 Bedrooms | sleeps 8

1 night min stay

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from £60 /night

£420 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
4 Bed DIsney Area villa with private pool.  …see more

14 Photos

House | 6 Bedrooms | sleeps 12

1 night min stay

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from £110 /night

£770 - £1120 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Windsor Hills 6 bedroom home Gated community  …see more