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132 Holiday homes in Kissimmee

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  • Acadia (1)
  • Bass Lakes Estate (1)
  • Bellavida Resort (3)
  • Cane Island (1)
  • Compass Bay (2)
  • Creekside (1)
  • Cumbrian Lakes (2)
  • Eagle Pointe (1)
  • Emerald Isle Kissimmee (10)
  • Encantada Resort (2)
  • Fiesta Key (2)
  • Formosa Gardens (2)
  • Indian Creek (4)
  • Indian Point (1)
  • Indian Ridge (1)
  • Indian Ridge Oaks (5)
  • Indian Wells (1)
  • Kissimmee City (6)
  • Lake Berkley (2)
  • Legacy Dunes Resort (1)
  • Liberty Village (1)
  • Lindfields (7)
  • Lucaya Village (1)
  • Oak Island Cove (2)
  • Oak Island Harbor (1)
  • Orange Lake Resort (6)
  • Paradise Palms (2)
  • Remington (6)
  • Reunion Resort (25)
  • Saint Cloud (1)
  • Sunset Lakes (3)
  • Tema (1)
  • Terra Verde Resort (1)
  • Venetian Bay Villages (1)
  • Veranda Palms (1)
  • Villasol (1)
  • Vista del lago (1)
  • Windsor Hills Resort (12)
  • Windsor Palms (5)

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132 Results  |  
24 Photos

Townhouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £70 /night

£490 - £560 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Enjoy this 3 bedroom/ 2.5 bathrooms townhouse, located only 10 minutes from Disney. All bedrooms are equipped with flat panel TVs. The house comes with a fully equipped kitchen and the comfortable living area including a new 32"TV. Surrounded by over 25 golf courses. You'll enjoy the living area- complete with a new flat panel 32" TV with a DVD player.  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 12

Very Good 4.5/5 

1 night min stay

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from £79 /night

£550 - £800 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
This 5 Bedroom villa is situated right on Mickeys doorstep on popular Indian Creek community, approximately 2.5 miles from Disney. Large private pool with decking overlooking conservation area, games room. Large selection of restaurants, supermarkets, gift shops nearby. 2.5 miles to Disney, Games room, Large pool and decking overlooking coservation area, near to all ameanities  …see more

15 Photos

House | 7 Bedrooms | sleeps 18

Excellent 5/5 

1 night min stay

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from £144 /night

£1006 - £1516 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Only 3 miles from disney, beautiful resort, large home enough room for 16 plus 2 babies The villa is very popular if you look up the name you will see many more photos Tracy  …see more

Featured properties

17 Photos

House | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £61 /night

£424 - £583 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Terra Verde is an award winning resort close to Walt Disney, Sea World , and all the other thrilling parks. Sunseeker over looks a large fishing lake, is also immaculate and and has wonderful furnishings which makes it a little different to all the others . T The Patio is a wonderful place to relax and maybe have a BBQ and chill in the spa  …see more

18 Photos

Villa | 2 Bedrooms | sleeps 8

1 night min stay

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from £129 /night

£901 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Family Fun in the Heart of Orlando, Florida. Shop, dine, play, golf—we've got everything you need for the vacation of a lifetime. And right next door to Walt Disney World® Resort and Animal Kingdom! Luxuriously decorated villas for your comfort. Superb base for Walt Disney World and Golfing holidays.  …see more

17 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £68 /night

£475 - £595 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury Florida Villa near Disney - 4/2 with air-conditioned gamesroom, private pool and rear garden located on a quiet estate just 4 miles south of Disney. Perfect for families, friends and golfers.  …see more

14 Photos

Villa | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £137 /night

£959 - £1372 / 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
This outstanding villa is beautifully furnished and is impressively equipped to exceptional standards. Its location is second to none - just two miles from Disney. With its comfortable 12 person capacity it also provides fantastic value for money.  …see more

11 Photos

Villa | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £144 /night

£1008 - £1715 / 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
Luxury 5 bedroom, 5 bathroom villa in the gated community of Windsor Hills with private West facing pool with a spa and games room.  …see more

10 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £79 /night

£553 - £840 / 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
Beautiful single storey villa with 4 bedrooms and 2 bathrooms in the sought after community of Indian Ridge 5 minutes from Disney. Luxurious furnishings with queen size pull out sofa to sleep an extra 2 people. Private pool with jacuzzi with luxury sun loungers.  …see more

18 Photos

Villa | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £190 /night

£1325 - £2085 / 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
Luxury 6 bedroom, 5 bathroom villa in the gated community of Emerald Isle with private South East facing pool and spa, games room and gas BBQ  …see more

12 Photos

Villa | 5 Bedrooms | sleeps 12

3 Nights min stay

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from £225 /night

£1575 - £2471 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Three storey home on Reunion with 4 bedrooms in the main house and a self contained condo within the house with a further queen size bedroom in. Games room, Wifi and South facing pool with spa.  …see more

9 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £74 /night

£518 - £847 / 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
4 Bedroom, 3 Bathroom Villa with private South facing pool and free Wi-Fi.  …see more

8 Photos

Villa | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £95 /night

£665 - £1085 / 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
This stunning South facing luxury villa is situated in the quiet community of Indian Creek only minutes from Disney. With two en-suite master bedrooms with doors to Lanai and pool which is screened and has safety barriers for children. It also has a separate hot tub.  …see more

11 Photos

Townhouse | 3 Bedrooms | sleeps 8

Short stays welcome

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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

22 Photos

House | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £206 /night

£1442 / week

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Key info:

  • Nearest beach 80 km
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Reunion Resort is a Five Star exclusive development just 15 minutes drive from Walt Disney World . Whether you have spent a long day at the theme parks or enjoyed a round of golf on one of the 3 signature courses, you will struggle to find a better place to relax.  …see more

18 Photos

Condo | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £40 /night

£280 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Condo on beautifully landscaped site minutes away from Disney World with extensive amenities including clubhouse, heated swimming pool, games room, snack bar / shop, exercise gym, sauna, jacuzzi at pool.  …see more

20 Photos

Townhouse | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £96 /night

£668 / week

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Key info:

  • Nearest beach 80 km
  • Suitable for over 5s only
  • Car advised
  • Air conditioning
  • May take pets – please enquire
Reunion Resort is a Five Star exclusive development just 15 minutes drive from Walt Disney World . Whether you have spent a long day at the theme parks or enjoyed a round of golf on one of the 3 signature courses, you will struggle to find a better place to relax.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 11

3 Nights min stay

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from £206 /night

£1442 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
This is a fantastic four bedroom main house with a completely self contained one bedroom apartment. backing onto the golf course with a great pool and spa. Free WiFi. A really comfortable home.  …see more

24 Photos

Condo | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £128 /night

£891 / week

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Key info:

  • Nearest beach 80 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
Reunion Resort is a Five Star exclusive development just 15 minutes drive from Walt Disney World . Whether you have spent a long day at the theme parks or enjoyed a round of golf on one of the 3 signature courses, you will struggle to find a better place to relax.  …see more

20 Photos

House | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £206 /night

£1442 / week

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Key info:

  • Nearest beach 80 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Reunion Resort is a Five Star exclusive development just 15 minutes drive from Walt Disney World . Whether you have spent a long day at the theme parks or enjoyed a round of golf on one of the 3 signature courses, you will struggle to find a better place to relax.  …see more

16 Photos

Townhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £96 /night

£668 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
This home has everything you and your party will need to meet your needs and exceed them.Lovely 3 bedroomed Townhome with golf course views.  …see more

19 Photos

Condo | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £128 /night

£891 / week

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Key info:

  • Nearest beach 80 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
Reunion Resort is a Five Star exclusive development just 15 minutes drive from Walt Disney World . Whether you have spent a long day at the theme parks or enjoyed a round of golf on one of the 3 signature courses, you will struggle to find a better place to relax.  …see more

12 Photos

Condo | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £96 /night

£668 / week

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Key info:

  • Nearest beach 80 km
  • Suitable for over 5s only
  • Car advised
  • Air conditioning
  • May take pets – please enquire
Reunion Resort is a Five Star exclusive development just 15 minutes drive from Walt Disney World . Whether you have spent a long day at the theme parks or enjoyed a round of golf on one of the 3 signature courses, you will struggle to find a better place to relax.  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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from £303 /night

£2120 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Huge traditional American home. 4 bedrooms and 5 bathrooms. Huge master suite with ensuite bathroom. Fabulous pool and spa with golf course views. Use of Reunion facilities including water parks and scenic gardens.  …see more

20 Photos

Condo | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £128 /night

£891 / week

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Key info:

  • Nearest beach 80 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
Reunion Resort is a Five Star exclusive development just 15 minutes drive from Walt Disney World . Whether you have spent a long day at the theme parks or enjoyed a round of golf on one of the 3 signature courses, you will struggle to find a better place to relax.  …see more

11 Photos

Condo | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £128 /night

£891 / week

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Key info:

  • Nearest beach 80 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
Reunion Resort is a Five Star exclusive development just 15 minutes drive from Walt Disney World . Whether you have spent a long day at the theme parks or enjoyed a round of golf on one of the 3 signature courses, you will struggle to find a better place to relax.  …see more

10 Photos

Townhouse | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £68 /night

£474 - £964 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
The pool can be heated it is South facing and has the sun on it all day.The house is on the first road as you go in and has a green space directly behind it so it is not over looked from behind.We are in a gated Community so there is 24 hour security .  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 12

5 Nights min stay

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from £128 /night

£894 - £1022 / week

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Key info:

  • Nearest beach 10 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
This was the show model villa in Acadia Estates, it was fully furnished and decorated by an interior designer, with a no limit spending budget, every detail was looked after, this villa has many extras that all the other villas in Acadia will not have, you will feel wel LOCATION LOCATION LOCATION MOST IMPORTANT IF YOU ARE STAYING IN A LUXURY VILLA  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 12

3 Nights min stay

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from £106 /night

£742 - £891 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Five large bedrooms which can sleep 12 persons comfortably. Some with an en-suite bathroom. Lovely peaceful, quiet 'home from home'. Short drive to Disney World attractions and Shopping Mall and Supermarket. BBQ on request.  …see more

13 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £54 /night

£377 - £504 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
5 Star luxury at affordable rates, this home from home in Sunny Florida is situated in peaceful surrounding on the edge of Kissimme in a rual setting. Just 10 minutes at normal driving speeds from the world famous Disney Parks. The 5 star luxury is reflected in the quality of the fixtures and fittings, with a host of free items.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

1 night min stay

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from £193 /night

£1350 - £2214 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
6 Miles to Disney  …see more

22 Photos

Villa | 5 Bedrooms | sleeps 13

5 Nights min stay

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from £196 /night

£1371 - £2214 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Prime Location within the Resort - walk to the Grande!  …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.