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500 Holiday homes in Kissimmee

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500 Results  |  
24 Photos

Condo | 3 Bedrooms | sleeps 6

rentals_reviews_rating_1 

4 Nights min stay

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from £74 /night

£512 - £758 / week

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Key info:

  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
3 Bed Third Floor Corner Unit Condo With Golf Membership Located in the upscale Reunion Resort community of Center Court Ridge.  …see more

24 Photos

Condo | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £94 /night

£655 - £881 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
This spectacular 5* 2 bed, 2 bath condo is located on the 6th floor of the Reunion Grande Luxury Suite Hotel. This sixth floor unit overlooks the Golf Driving range and faces the Disney night time fireworks.  …see more

24 Photos

House | 3 Bedrooms | sleeps 6

1 night min stay

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from £94 /night

£655 / week

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Key info:

  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
Located in the upscale Reunion Resort community of The Villas North and overlooking the the Independence golf course  …see more

Featured properties

23 Photos

Condo | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £74 /night

£512 - £758 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Top Floor Corner Unit Condo With Stunning Golf Views Spacious 3 Bed Luxury Condo with Membership Located in the upscale Reunion Resort community of Center Court Ridge.  …see more

21 Photos

Condo | 3 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

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from £68 /night

£471 - £758 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
Third Floor Condo With Stunning Golf Views - Spacious 3 Bed 3 Bath Luxury Condo Located in the upscale Reunion Resort community The Villas North and overlooking the The Independence golf course by Tom Watson  …see more

21 Photos

Condo | 2 Bedrooms | sleeps 6

4 Nights min stay

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from £88 /night

£615 - £819 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
Third floor unit overlooking the golf driving range with night time Disney fireworks views  …see more

24 Photos

Condo | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £74 /night

£512 - £758 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
Beautiful Decor - New Furniture May 2013 Located in the upscale Reunion Resort community of Center Court Ridge.  …see more

22 Photos

House | 3 Bedrooms | sleeps 6

1 night min stay

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from £129 /night

£901 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
2,000 sq,ft. Modern Decor in the centre of Reunion Resort  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

4 Nights min stay

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from £129 /night

£901 - £1351 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
Prime Location within the Resort - walk to the Grande!  …see more

18 Photos

House | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £63 /night

£439 - £778 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
This third floor, corner unit condo with stunning Golf views has three beds and three bathrooms. This condo is in one of the most popular neighborhoods in Reunion Resort. Centre Court Ridge is a centrally-located community, made up of a large 55,000 gallon heated swimmi  …see more

18 Photos

House | 4 Bedrooms | sleeps 10

1 night min stay

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from £77 /night

£539 - £882 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Internet Access Hot Tub/Jacuzzi 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 - £826 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Sunset Lakes is a small gated community located right in the heart of Disneys most desirable area  …see more

17 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

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from £101 /night

£707 - £938 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Internet Access Heated Pool Satellite or cable TV DVD Player Television  …see more

20 Photos

House | 3 Bedrooms | sleeps 8

2 Nights min stay

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from £95 /night

£665 - £889 / week

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Key info:

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

13 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £83 /night

£581 - £784 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Internet Access Heated Pool DVD Player VCR Television Satellite or cable TV  …see more

8 Photos

House | 3 Bedrooms | sleeps 8

2 Nights min stay

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from £83 /night

£581 - £784 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Internet Access Heated Pool Television Satellite or cable TV VCR  …see more

13 Photos

House | 4 Bedrooms | sleeps 8

2 Nights min stay

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from £89 /night

£623 - £875 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Internet Access Private Pool Heated Pool Shared outdoor pool (unheated) VCR DVD Player Television Satellite or cable TV  …see more

10 Photos

House | 4 Bedrooms | sleeps 10

1 night min stay

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from £77 /night

£539 - £889 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Internet Access DVD Player Satellite or cable TV Shared outdoor pool (unheated)  …see more

11 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £83 /night

£581 - £784 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Internet Access Private Pool Shared outdoor pool (unheated) Heated Pool VCR Satellite or cable TV Television DVD Player  …see more

16 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

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from £77 /night

£539 - £889 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Internet Access Shared outdoor pool (unheated) atellite or cable TV Television DVD Player VCR  …see more

18 Photos

House | 6 Bedrooms | sleeps 14

2 Nights min stay

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from £137 /night

£959 - £1302 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Internet Access Heated Pool Private Pool VCR DVD Player Television  …see more

17 Photos

House | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £101 /night

£707 - £994 / week

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Key info:

  • Swimming pool
  • Suitable 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

22 Photos

House | 4 Bedrooms | sleeps 8

2 Nights min stay

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from £101 /night

£707 - £938 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Intern Private Pool Shared outdoor pool (unheated) VCR Satellite or cableTV DVD Player Television  …see more

7 Photos

House | 3 Bedrooms | sleeps 8

2 Nights min stay

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from £83 /night

£581 - £784 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Private Pool DVD Player VCR Television Satellite or cable TV  …see more

12 Photos

House | 3 Bedrooms | sleeps 8

2 Nights min stay

Add to shortlist

from £83 /night

£581 - £784 / week

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Key info:

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

7 Photos

House | 3 Bedrooms | sleeps 8

2 Nights min stay

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from £95 /night

£665 - £889 / week

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Key info:

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

17 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

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from £77 /night

£539 - £889 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Internet Access Shared outdoor pool (unheated) Hot Tub/Jacuzzi VCR Satellite or cable TV Television DVD Player  …see more

13 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £56 /night

£389 - £516 / week

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Key info:

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

14 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £83 /night

£581 - £777 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Internet Access Private Pool Satellite or cable TV DVD Player Television VCR  …see more

15 Photos

House | 4 Bedrooms | sleeps 10

1 night min stay

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from £101 /night

£707 - £931 / week

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Key info:

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

8 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £95 /night

£665 - £882 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Internet Access Heated Pool Private Pool Shared outdoor pool (unheated)  …see more

15 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

Add to shortlist

from £77 /night

£539 - £882 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Internet Access Shared outdoor pool (unheated) Satellite or cable TV DVD Player Television  …see more

17 Photos

House | 3 Bedrooms | sleeps 8

2 Nights min stay

Add to shortlist

from £83 /night

£581 - £777 / week

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Key info:

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

14 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

Add to shortlist

from £101 /night

£707 - £931 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Internet Access Heated Pool Private Pool Television VCR Satellite or cable TV DVD Player  …see more

13 Photos

House | 4 Bedrooms | sleeps 10

1 night min stay

Add to shortlist

from £77 /night

£539 - £882 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Internet Access Shared outdoor pool (unheated) Satellite or cable TV DVD Player Television  …see more

24 Photos

House | 3 Bedrooms | sleeps 6

1 night min stay

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from £45 /night

£311 - £363 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Vacationing Central Florida Feel At Home  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £59 /night

£410 - £468 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Pool Villa in Sunny Kissimmee! Free Wi-fi & PhoneVacation Villa in the heart of the Disney area! Open, bright and airy floor plan with a separate dining area and eat-in kitchen. Covered deck area and screened-in pool as well as billiards table are great for staying at h  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 14

Very Good 4.5/5 

Short stays welcome

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from £152 /night

£1063 - £1395 / week

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Late Deal: save up to £437

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
5 star Luxury villa, you will not be disappointed at this truly charming villa, it is simply out of this world. Stunning decor and its perfectly located for access the theme parks. Sleeps up to 14. - 6 Bedrooms and 5 + 2½ bathrooms luxury villa with a total of 4184 sq ft  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £77 /night

£539 - £729 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Spacieuse villa 8 personnes , piscine chauffée , avec vue imprenable sur le lac Spacious villa 8 people, heated pool, with stunning views of the lake  …see more

21 Photos

House | 6 Bedrooms | sleeps 12

4 Nights min stay

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from £121 /night

£847 - £977 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
casa orlando casa para alugar em orlando casa perto da disney casa na disney ferias em orlando alugar casa em orlando alugar casa na disney alugar casa perto da disney casa nos estados unidos casa na florida casa em kissimme alugar casa na florida alugar casa feiras eua  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 12

4 Nights min stay

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from £102 /night

£713 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • May take pets – please enquire
  • Private garden
VILLA 5 CHAMBRES 3 SALLES DE BAIN GAME ROOM PISCINE SPA BONUS ROOM ORDINATEUR FOURNI PS2 ET JEUX FOURNIS WIFI TELE DANS TOUTES LES CHAMBRES IDEALE POUR LES FAMILLES NOMBREUSES OU GROUPE SITUEE A 10 MIN DES PARCS DISNEY  …see more

16 Photos

Villa | 6 Bedrooms | sleeps 13

Min stay varies

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Windsor Hills Luxury Lake View Villa, Free Wifi, Games Rooms, Themed Disney Rooms,Close to Disney Tax included, Bedroom, Bunk Bed, Child Friendly Private Pool Spa No rear neighbors, free high speed wifi, free international calls pool table, foosball, air hockey , bbq This is a wonderful family villa minutes from Disney and includes many extra's to enhance your stay  …see more

8 Photos

Townhouse | 3 Bedrooms | sleeps 8

Min stay varies

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from £46 /night

£318 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Emerald Island has a great location, only minutes from Disney and theres loads of shops and restaurants close by. Our house has a brilliant position right infront of the heated pool and spa and you can just sit on the balcony and chill out after a busy day at the parks  …see more

23 Photos

Villa | 8 Bedrooms | sleeps 17

Min stay varies

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from £45 /night

£310 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Emerald Island resort is centrally located within 3 miles to Walt Disney World, 14 miles to SeaWould, 17 Universal Studios, and just a short drive to many of the other theme parks that Central Florida has to offer. 3 miles to Disney 14 miles to SeaWorld 17 miles to Universal. Minutes to Super Market and Restaurants  …see more

15 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Soon You'll Be Staying at a Individually Designed Luxury 4 Bed villa with all of the home comforts you expect.Our Disney area villa comes with its very own private swimming pool where you can escape all the thrills and spills down the road and have some family time.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 8

Min stay varies

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from £142 /night

£990 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
South Beach 5 room Art Deco Pool Villa  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 16

Excellent 5/5 

Min stay varies

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from £572 /night

£4000 - £4750 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
The Oasis features 7 bedroom suites all with Private Bathrooms, a huge family room with seating for 14, a dedicated games room with seating area, a separate study with third seating area, a resort style swimming pool, separate kids pool and much more. Your own movie theatre, a summer kitchen & outdoor lounge are just some of the additional luxuries on offer.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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from £85 /night

£594 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Super five bed Lakeside villa on the private gated and 24-hour guarded community of Lake Berkely Extended deck and pool magnificent uninterrupted views over the beautiful large lake All major theme parks restaurants and shopping within easy reach  …see more

11 Photos

Townhouse | 3 Bedrooms | sleeps 8

Min stay varies

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from £106 /night

£742 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
Luxury 3 bed home with private pool in The Luxury Windsor Hill's Resort only 1.5 miles from Disney World  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 9

Excellent 5/5 

Min stay varies

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury villa on Indian Creek Estate with large south facing Pool & Spa enclosed and not overlooked from the back, only 5 minutes from Disney, Master en-suite room, Queen en-suite room a double room and one Nemo themed kids room, also games room with pool and air hockey.  …see more

Orlando Kissimmee is a great location for a family holiday, with easy access to Florida's big attractions - Disney World, Busch Gardens and Universal Studios. There are also rides through the Florida Everglades and plenty of children-friendly activities to keep everyone happy. The area has some excellent beaches, amongst them Clearwater Beach and Daytona Beach.