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296 Holiday homes in Kissimmee

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  • Bellavida Resort (9)
  • Calabria, Orlando (1)
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  • Indian Ridge (1)
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  • Liberty Village (2)
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  • Oak Island Cove (4)
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  • Paradise Palms (7)
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  • Venetian Bay Villages (9)
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  • Windsor Hills Resort (24)
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Filters applied: Jacuzzi or hot tub (296)

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296 Results  |  
24 Photos

House | 6 Bedrooms | sleeps 14

1 night min stay

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from £162 /night

£1131 - £1500 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Spacious Home Private Pool High End Resort Minutes from Disney Free WIFI  …see more

22 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £95 /night

£665 - £875 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 114 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
5 bedrooms;3 en suites bathrooms; private pool and spa; optional pool heating; Home Cinema; Fully air conditioned games room; south west facing pool; freeWiFi and high speed internet access; all bedrooms have flat screen cable TVs; free local and international calls All towels and linen provided; free floor safe;  …see more

14 Photos

House | 7 Bedrooms | sleeps 14

1 night min stay

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from £176 /night

£1230 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
7 bedroom Emerald Island  …see more

Featured properties

7 Photos

Villa | 3 Bedrooms | sleeps 10

Short stays welcome

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from £115 /night

£800 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Next to Disney World in Orlando Florida (Kissimee). Sleeps 10. Flat screen TV. Private jacuzzi. Outdoor pools plus other amenities within the resort.  …see more

13 Photos

Apartment | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £45 /night

£311 - £435 / 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

11 Photos

Condo | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £50 /night

£350 - £539 / 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
Self-catering air-conditioned condo with shared swimming pool, gym and games room. We own three of these condos, one above the other, so if you have a large party you can all stay together.  …see more

22 Photos

Townhouse | 4 Bedrooms | sleeps 10

5 Nights min stay

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from £65 /night

£453 - £566 / week

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Key info:

  • Nearest beach 97 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
We are located Close to all the Walt Disney World Parks, Sea World, Discovery Cove, Aquatica Water Park, Universal Studios/Islands of Adventure, Gatorland Park, LEGOLand-Florida, Medieval Times and many other Orlando attractions. Venetian Bay Village is a Gated Resort Community with a Private Lake, a Recreation/Fitness Center & 4 Pools.  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

4 Nights min stay

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from £77 /night

£535 - £700 / week

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Key info:

  • Nearest beach 104 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Brand new for 2011. Only 4 miles to Disney. 4 bedroom, 3 bathroom luxury villa with modern contemporary furnishings. Games room, pool + spa. Cable, wireless internet.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £85 /night

£591 - £1119 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Oak Island Harbor community is a community that is known and appreciated for its convenient location in the prestigious Formosa Gardens area. Upscale private pool homes in a spectacular and peaceful setting yet close to where everything is going on.  …see more

22 Photos

House | 3 Bedrooms | sleeps 8

1 night min stay

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from £104 /night

£722 - £900 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
This superior Vacation Home provide upscale resort living with many details and amenities found only in the most exclusive developments  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 16

3 Nights min stay

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from £111 /night

£777 - £1926 / 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 £213 /night

£1491 - £1864 / 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

20 Photos

Condo | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £47 /night

£327 - £466 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Spacious condo 4 miles to Disney. This condo was built in 2007 and has recently updated do it has all the modern amenities. This is a home away from home that you can relax and enjoy after a long day at the attractions. The kitchen is fully equipped.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 16

5 Nights min stay

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from £134 /night

£932 - £1926 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
3 Miles from Disney in Emerald Island resort ~ Air-conditioned game room with pool table, air hockey, foosball and large screen TV ~ 7 bedrooms, 4.5 bathrooms ~ 2 Master suites with King size beds ~ Large south-facing pool and spa - Themed kids bedrooms NOTE: We prefer Sat-Sat bookings. All variations are considered by owner, so please ask.  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £100 /night

£700 - £975 / 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

22 Photos

Villa | 4 Bedrooms | sleeps 9

3 Nights min stay

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from £80 /night

£559 - £702 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
disneykidsdkingdom 4 bed & 3 bath pool villa, We are situated in the quiet Lindfields residential area of kissimmee florida, yet only a few minutes from Disney parks &the Interstate 4 & 417 which are the main roads to all the universal attractions and the airports. There are 4 bedrooms sleeping 9 people (2 master suites) and there are 2 cots and 3 bathrooms  …see more

23 Photos

Villa | 7 Bedrooms | sleeps 16

1 night min stay

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from £379 /night

£2650 - £3650 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Best Price Huge 7 Bedroom Reunion Resort Vacation Home-Breathtaking views-Movie Theatre & Games Room!!!  …see more

8 Photos

Hotel apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £115 /night

£800 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 114 km
  • 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 | 9 Bedrooms | sleeps 23

4 Nights min stay

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from £1572 /night

£11000 - £12500 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
The largest rental home in the Orlando/Disney area with 9 beautiful bedrooms, 2 family rooms, 2 kitchens, library, dining room, home cinema room, gym, poker room, 2 bar areas and a huge pool with hot tub....  …see more

13 Photos

Villa | 2 Bedrooms | sleeps 8

1 night min stay

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from £107 /night

£746 / 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

15 Photos

Villa | 4 Bedrooms | sleeps 8

4 Nights min stay

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from £109 /night

£761 - £1044 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Minutes from Disney, emerald island resort, 4 bed, not overlooked, private heated pool & spa, 3 bath, games area, free broadband, resort facilities.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 12

5 Nights min stay

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from £418 /night

£2926 - £3955 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Brand new 5 bedroom home with swimming pool, spa, games room and home cinema. Situated on the Golf course....  …see more

16 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £85 /night

£595 / 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

24 Photos

Villa | 5 Bedrooms | sleeps 12

5 Nights min stay

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from £315 /night

£2200 - £3959 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
5 bedroom custom home on Castle Pines with private pool and spa.  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 13

3 Nights min stay

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from £128 /night

£895 - £1195 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
This quality ,luxury 6 bed, 4.5 bath villa sleeps 12(plus infant) over 3,000sq.ft.of luxury and has its own 30 ft pool with spa. Features such as;Premium TV Package, Games room, Nintendo wii,, Playstation 2,wifi etc Family Friendly, 6 Bed, 4.5 bath Villa with Oversize South facing Pool and Spa, 3miles to WDW  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 12

3 Nights min stay

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from £79 /night

£550 - £670 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This home is very spacious, wheelchair friendly, and in a great Resort  …see more

13 Photos

Apartment | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £50 /night

£350 - £450 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Beautiful resort appartment close to Disney. 3bedroom, 2 bathroom Swimming pool, tennis, basket ball, gym, games room  …see more

8 Photos

House | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £40 /night

£280 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Self-catering condo with communal pool and free WiFi in the property, along with a full set of cable channels Totally Renovated 2 Bed Family Home With Pool & Free Wi-Fi  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 18

4 Nights min stay

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from £1100 /night

£7700 - £11200 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
This amazing luxury villa rental is located in Orlando's #1 Villa Resort - Reunion Resort. Featuring 9,145 sq.ft of living area under roof, 8 bedrooms all with en-suite bathrooms, games room, gymnasium, amazing cinema room, private pool, spa,  …see more

15 Photos

Villa | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £75 /night

£525 - £595 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
-Near 192 with its range of restaurants and shops -10-15 minutes from Disney -Internet Access Available -2 Master Bedrooms -Jacuzzi Bathtubs in Both Master Bathrooms -Walk-in Showers in Both Master Bathrooms -3D Television with Satelite in LIving room -Cable Television -Near 192 with its range of restaurants and shops -10-15 minutes from Disney -Internet Access Available  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £540 /night

£3775 - £4878 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Ultra-Luxurious villa with 5 bedrooms, 5 bathrooms and gorgeous living and dining areas. Reunion Resort 6 is perfect for a dream trip to Orlando, with the added convenience of Disney being only 5.5 miles away. In addition this suberb villa has a cine...  …see more

16 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £87 /night

£609 - £884 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Skc Villa Luxury Award Winning Vacation villa rental, in Orlando, Florida Set in a Gated Community This 2 story upgraded Villa has, 4 bedrooms, 3 bathrooms, air conditioning and is set in a private location with its own private pool and spa. The luxury Skc Villa Now with direct booking and instant confirmation The privately owned Orlando Vacation  …see more

7 Photos

Townhouse | 4 Bedrooms | sleeps 8

2 Nights min stay

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from £37 /night

£256 - £497 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
King Master * Queen Jr Master Suite * WiFi * Within 500 Feet Of Clubhouse * Additional amenities: games room, fitness center, sun deck with lake view, basketball courts, volleyball court, tennis court and movie theater.  …see more

10 Photos

Villa | 4 Bedrooms | sleeps 10

1 night min stay

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from £74 /night

£513 - £746 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
The Kissimmee / Emerald Isle Kissimmee area Emerald Island Resort has a wide range of facilities from a large community pool area and deck with pool side bar, adjacent to the clubhouse with a fully equipped gym, internet cafe, reception desk and concierge service and l Airport: Orlando International Airport (MCO): 45 km Orlando International Airport is only a 25 minute driv  …see more

24 Photos

House | 5 Bedrooms | sleeps 14

1 night min stay

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from £143 /night

£1000 - £1253 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Disney's Paradise 5 Bedroom Vacation Home! This beautiful rental comfortably accommodates 12 guests inside a great resort community: Paradise Palms  …see more

19 Photos

House | 7 Bedrooms | sleeps 14

1 night min stay

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from £143 /night

£1000 - £1253 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Crystal Cove Resort is a vacation homes community in the heart of Kissimmee in Orlando  …see more

19 Photos

Villa | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £93 /night

£645 - £1100 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
Luxury 6 bedroom villa on exclusive gated resort with conservation view, private pool and spa, free wifi. Only 15 minutes drive to Disney. This Villa is the perfect place to stay to enjoy your Disney vacation.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

1 night min stay

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from £104 /night

£722 - £900 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Orlando's Special Rates for a relaxing Getaway Vacation Home at the Bellavida Resort in Kissimmee, Florida  …see more

15 Photos

Villa | 5 Bedrooms | sleeps 11

7 Nights min stay

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from £120 /night

£839 - £870 / 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
Our stunning 5 bedroomed villa has everything that you could need for a wonderful holiday in the Orlando area. Including fully stocked games room, swimming pool and hyrotherapy spa, gas barbeque and a PC will full internet and wifi access. Our stunning Lakeside Villa will make all your Florida dreams come true. We have tried to think of everything that you should possibly need for the perfect vacation and just some of our features are, PC is high-speed Internet access, infrared gas barbecue on our sun terrace area which has extended decking the hydrotherapists bar and applewood has coloured lighting display that looks wonderful litter for Nightswimming.  …see more

24 Photos

Villa | 12 Bedrooms | sleeps 24

5 Nights min stay

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from £1250 /night

£8750 - £14228 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Amazing 12 bedroom, 15 bathroom Reunion Rental with huge 60 foot pool and spa, games room, cinema, gymnasium, private pool, spa, sunken pool bar, pool sun shelf, water slide, golf putting green plus spectacular golf views....  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £186 /night

£1302 - £1708 / 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 exclusive resort of Windsor Hills. Only 1.5 miles from Walt Disney World and all the major Orlando attractions. Great, Yeah!  …see more

24 Photos

House | 6 Bedrooms | sleeps 14

5 Nights min stay

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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 | 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 | 5 Bedrooms | sleeps 12

5 Nights min stay

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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

23 Photos

Villa | 5 Bedrooms | sleeps 13

1 night min stay

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from £93 /night

£651 - £798 / 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
Spacious luxury 5 bed villa, with large private pool and spa with beautiful lake view.Games room with a 8ft slate bed pool table,table tennis, air hockey and football tables.Ps.2. and internet access.Only 15 mins from disney.
fully air conditioned barbecue  …see more

24 Photos

House | 6 Bedrooms | sleeps 14

1 night min stay

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from £153 /night

£1066 - £1335 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
6 Bedroom Luxury Vacation Home only a few miles from Orlando Disney! You will fall in love for this 6 bedrooms, 5 bathrooms and a bonus room villa. This two-story house is fully furnished and features a good taste decor.  …see more

21 Photos

House | 5 Bedrooms | sleeps 10

1 night min stay

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from £143 /night

£1000 - £1253 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This beautiful 5 Bed/ 3 Bath home comfortably sleeps 10 guests  …see more

21 Photos

House | 6 Bedrooms | sleeps 12

4 Nights min stay

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from £122 /night

£848 - £979 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
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20 Photos

Villa | 5 Bedrooms | sleeps 12

4 Nights min stay

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from £103 /night

£715 / 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
  • 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

23 Photos

Villa | 3 Bedrooms | sleeps 8

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
FACILITIES AVAILABLE IN OUR SUPERIOR ACCOMMODATION Indoor open courtyard private swimming pool. Jacuzzi both heated. Large sundeck with sun loungers. 3 large bedrooms all on suit with TV and video. 3 Bathrooms one being disabled equipped. Air conditioning throughout. H When you stay at our luxury villa you will be within three miles of the Disney complex.  …see more

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