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30 Holiday homes in Kissimmee

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30 Results  |  
24 Photos

House | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £66 /night

£461 - £741 / week

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Key info:

  • Nearest beach 96 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
COMFORTABLE 4 BED/ 3 BATH HOUSE WITH HEATED POOL AND SPA, GAMES ROOM WITH AIRHOCKEY E GAMES ARCADE, 3 MILES TO PARKS, FREE WI-FI, CABLE TV AND A FULL RESORT WITH SWIMMING POOL, TIKI BAR, FITNESS ROOM, COMPUTERS WITH WI-FI, TENNIS COURT, TRAILS AND BEAUTIFUL GARDENS. PAY LESS THAN A HOTEL AND HAVE MORE COMFORT AND PRIVACE WITH A BIG HOUSE, MAKE MEALS IN A COMPLETE KITCHEN.  …see more

18 Photos

Townhouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £48 /night

£334 - £446 / 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
All tile on the fist floor with laminate flooring elsewhere, Large Hot Tub, in a very desirable Resort  …see more

15 Photos

Condo | 3 Bedrooms | sleeps 8

Very Good 4.5/5 

6 Nights min stay

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from £42 /night

£290 - £371 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Luxury 3 bedroom 2 bathroom holiday apartment fully equipped to cater up to 8 guests. Close to Disney, one of the best locations for the attractions. The resort has heated pool, Jacuzzi, gym, tennis and kids playground. Free telephone calls and internet included.  …see more

Featured properties

8 Photos

Condo | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £49 /night

£340 - £424 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Luxury 2 Bedroomed Ground Floor Condo at Cane Island ~ Orlando ~ Florida Florida is the #1 family vacation destination in the whole world  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £106 /night

£742 - £1007 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Luxury 4 Bed 3 bath villa with pool, spa and games room incorporating air hockey table, football table and pool table. Free International phone calling, Free WifI and free internet streaming for unlimited free movies from Netflix. Two spacious living rooms. Baby goods.  …see more

20 Photos

Townhouse | 5 Bedrooms | sleeps 10

Excellent 5/5 

Short stays welcome

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from £93 /night

£648 - £928 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Luxury 5 Bed, 4 bathroom townhome on a 5* resort, just 10 mins from Disney. Property features private pool and terrace, TVs in every room, free WiFi, DVD player and Xbox. Resort amenities include heated pool and bar, Jacuzzi, games room, fitness room and Movie Theatre.  …see more

19 Photos

Villa | 6 Bedrooms | sleeps 14

2 Nights min stay

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from £106 /night

£742 - £1039 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
-Gated Community with 24/7 security guard on duty -Club House with Community pool, spa and tikki bar. Games Room , Fitness Room and computer access with internet access -Lake View -Pool and Spa -Gated Community with 24/7 security guard on duty -Club House with Community pool, spa and tikki bar.  …see more

17 Photos

Villa | 5 Bedrooms | sleeps 12

3 Nights min stay

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from £106 /night

£742 - £1034 / week

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Key info:

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

12 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

2 Nights min stay

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from £43 /night

£297 - £483 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury 4 bedroom 3 bathroom villa with private solar heated pool and hot tub within 5 minutes of Disney. Fully furnished and air conditioned with a full well supplied kitchen. Recently refurbished and decorated. Close to all the restaurants and attractions on hwy 192. Our beautiful home is in Lindfields a prestigious comunity within 5 minutes of Disney.  …see more

12 Photos

Villa | 3 Bedrooms | sleeps 8

Excellent 5/5 

5 Nights min stay

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from £49 /night

£340 - £483 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Spacious 3 bedroom/2 bathroom villa. Minutes from all the Disney attractions. Complimentary use of all complex facilities inc 3 great pools, a gym, floodlit tennis courts and a children's park.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

Good 3.5/5 

1 night min stay

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from £78 /night

£541 - £847 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Located in Orlando's most luxurious 24/7 manned gated community, Emerald Island Resort!! This luxurious home includes a Private Pool and Jacuzzi Spa with an extra large patio, as our guest you will also have the Free use of the Emerald Island Resort facilities. From  …see more

10 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

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from £84 /night

£583 - £795 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Emerald Island Resort, Kissimmee. This prestigious, 5 star, 24 hour manned, gated community, set in 11 acres on a conservation area. Resort community amenities: gated entryway, community pools and spa, sauna, game room, snack bar, cyber cafe with internet access, sand c  …see more

13 Photos

Villa | 2 Bedrooms | sleeps 8

3 Nights min stay

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from £122 /night

£848 / 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
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

24 Photos

Townhouse | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £550 / 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 stunning 4 bedroom 3.5 bathroom townhouse is available for rental throughout 2014. Recently purchased and refurbished to a high standard it is an ideal location for visiting all of orlando's attractions, yet is set in a peaceful location to enjoy all year sunshine. Set on the fabulous emerald island resort with 2 large heated swimming pools, jacuzzi, tennis and clubhouse  …see more

13 Photos

Apartment | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £43 /night

£297 - £428 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Walk to shops, restaurants and supermarkets. We are 5 minutes from Disney and 20 minutes from Universal. Fully equipped kitchen and washer/dryer with free WIFI. Free parking.  …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

20 Photos

Townhouse | 4 Bedrooms | sleeps 10

Excellent 5/5 

3 Nights min stay

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from £68 /night

£475 - £740 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
A Beautiful 5* Star 'Spacious', 4 bedroom, 3 bath Vacation home, south Facing Private Pool on a holiday resort with Communal Pool, tennis Courts, Games Room, Sauna, Gym, Card Room. Tiki Bar. 5 Mins from Disney and all the major attractions. Ideal for families & Golfers Our Home is fully equipped with every thing you would need for your holiday and more.  …see more

21 Photos

Villa | 8 Bedrooms | sleeps 17

3 Nights min stay

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from £123 /night

£856 - £1844 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Disney, Spacious, Safe, Gated, Guarded, Luxury, Heated Pool, Spa, Game room, Kitchen, Free WIFI, Free phone Call, Clubhouse, Gym, Sauna 8 Bedroom, Dinning Room, Children's room, private pool and Spa, Xbox 360, Emerald Island, Close to everywhere Emerald Island Resort is located only 3 miles to Disney, 15 miles to SeaWorld, 17 miles to Universal Studio  …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

24 Photos

Villa | 8 Bedrooms | sleeps 16

3 Nights min stay

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from £118 /night

£823 - £2041 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Disney World, Universal Studio, SeaWorld, Resort, Private Heated Pool, Spa, WIFI, Game room, Internet, Cable TVs 3 miles to Disney 14 miles to SeaWorld 17 miles to Universal. Minutes to Super Market and Restaurants  …see more

20 Photos

Villa | 8 Bedrooms | sleeps 17

2 Nights min stay

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from £151 /night

£1054 - £1581 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa, Private Pool, Spa, Sleep 19, Resort Clubhouse, Kitchen, Game room, Xbox360, Heated Pool, BBQ Grill, 8 Bedrooms, 4.5 Bathrooms, Free WIFI, Cable TV, Game Room, Near Disney  …see more

23 Photos

Villa | 8 Bedrooms | sleeps 17

3 Nights min stay

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from £151 /night

£1054 - £2041 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • 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

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

9 Photos

Townhouse | 3 Bedrooms | sleeps 8

4 Nights min stay

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from £74 /night

£517 - £669 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Gated community with award winning club house. Complementary free cable and WiFi service.  …see more

24 Photos

House | 6 Bedrooms | sleeps 12

Excellent 5/5 

5 Nights min stay

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from £202 /night

£1414 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
5 Miles to Disney Luxury, Modern Contemporary Decor. South Facing Enlarged Pool and Extended Pool Deck with Hot Tub. No Rear Neighbours, unobstructed view of Conservation Area. Luxury Welcome Pack and Inclusive Household Necessities for duration of your vacation. Be one of the first lucky guests to stay in this Stunning Home, contact Natalie now for New Release Specials  …see more

10 Photos

Townhouse | 4 Bedrooms | sleeps 10

Excellent 5/5 

1 night min stay

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from £66 /night

£461 - £1054 / week

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Key info:

  • Swimming pool
  • Great 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

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
  • Great 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

7 Photos

Hotel apartment | 1 Bedroom | sleeps 4

Min stay varies

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from £76 /night

£530 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Our resort in Orlando provides a premiere Florida vacation at a hotel that is 100% smoke free. Our spacious apartment has a fully equipped kitchens. Our deluxe Orlando resort provides 9 restaurants and dining options and free Wi-Fi Internet access. Your perfect Florida vacation begins at our Orange Lake Resort.  …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
  • Great 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 | 5 Bedrooms | sleeps 10

Min stay varies

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from £85 /night

£594 / week

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Key info:

  • Great 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