Kissimmee apartment or villa with a heated pool

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Kissimmee

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1,354 Holiday homes

Filters applied: Heated pool (1,356)

Travellers going to Kissimmee are booking December dates now. Secure your holiday home today and have the perfect trip.

(2) Very Good 

35

Holiday townhouse rental

Kissimmee / Windsor Hills Resort

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“FANTASTIC!” I would highly recommend this 3 bedroom townhouse with heated pool. It was everything and more when we arrived. The outdoor pool was perfect for the kids and the park in the back yard was great to have them play frisbee and soccer. The loc  …see more

from £85 / night

£591 - £788 / week

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from £85 / night

(3) Very Good 

12

Holiday home rental

Kissimmee / Emerald Isle Kissimmee

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Crystal Cove Gem is located in the fabulous Emerald Island Resort the nearest gated community to from Disney World.Only 3 miles from Disney World  …see more

from £50 / night

£700 / week

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from £50 / night

27

Home rental in USA East Coast

Central Florida / Kissimmee

4 4 Min stay varies

  • 4 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A stunning, larger than average, 4 Bed 3-end townhouse with a beautiful view of the conservation area at the rear as backdrop to our private pool. The house is split over two floors which makes it ideally beneficial for accommodating 2 families. The sitting room has  …see more

from £79 / night

£784 / week

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from £79 / night

11

Holiday villa in USA East Coast

Kissimmee / Indian Point

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Fabulously refurbished villa with four bedrooms and three bathrooms, and also a poll. It is close to Disney, Universal, Seaworld. The Orlando Eye, Downtown Kissimmee, and Disney Marketplace.  …see more

from £116 / night

£811 / week

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from £116 / night

14

Central Florida / Kissimmee

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £113 / night

£789 / week

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from £113 / night

(2) Very Good 

29

Holiday villa in Kissimmee

Kissimmee / Seasons Resort

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“Wonderful home. Great location.” One of the nicest homes we have ever rented. The pond behind the house provided lovely views of the sunrise and the walking path around it got well used during our stay. While we encountered a mechanical problem with t  …see more

from £139 / night

£815 - £1481 / week

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from £139 / night

(7) Very Good 

24

Holiday home in USA East Coast

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 130 km
  • Swimming pool
“Fabulous House, Fabulous Holiday” We loved this house!!! It was spotlessly clean, and the furnishings were of a high standard. The beds were really comfy and the children loved the playroom and pool. Great for two families. It is a great location  …see more

from £165 / night

£825 - £1255 / week

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from £165 / night

25

Home rental in Kissimmee with swimming pool

Central Florida / Kissimmee

4 6 2 nights min

  • 4 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Very nice 4 Bed home with 3 Baths, located at Windsor Palms Resort, close to 192 and to many restaurants and markets. a few minutes from Disney Parks, only 3 miles away. 15 minutes away from Universal Studios and 20 min away from Outlet Premium. Excellent clubhouse with  …see more

from £104 / night

£728 / week

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from £104 / night

(4) Excellent 

43

Holiday townhouse in Kissimmee

Central Florida / Kissimmee

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 114 km
  • Swimming pool
  • Child friendly
This is a luxurious stunning spacious modern 3 bedroom, 2.5 Bathroom Townhouse two-storey. As you enter the home you are greeted by light, bright and airy open feel of the home is the perfect base for a relaxing, stress free vacation, situated by a 3-acre lake view from  …see more

from £75 / night

£525 / week

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from £75 / night

(1) Excellent 

49

Holiday villa in Kissimmee

Kissimmee / Cumbrian Lakes

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
~HUGE SECLUDED WATERFRONT VILLA~ Absolute privacy ~ Large pool deck surrounded by native plants and not overlooked Extended pool deck with luxury furniture ~ Large lanai for al fresco dining Fabulous pool and relaxing spa Fish from the end of our garden  …see more

from £125 / night

£895 - £1565 / week

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from £125 / night

(3) Very Good 

14

Kissimmee / Venetian Bay Villages

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £55 / night

£383 / week

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from £55 / night

(5) Excellent 

27

Holiday villa letting

Kissimmee / Windsor Palms

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
4 bed villa near Disney, FREE wifi, private pool and jacuzzi,air con, 2 bathrooms, 220 channel hdtv's, PS3, Xbox360, Windsor Palms Resort, secure gated community with communal pool, tiki bar, playground, sports courts, gym, games room, cinema, shop, bike/dvd/bbq re  …see more

from £120 / night

£825 / week

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from £120 / night

23

Holiday villa in Kissimmee

Kissimmee / Windsor Palms

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
6 Bedroom Luxury Villa at Windsor Palms 3 Miles from Disney. Private Pool area with extended decking overlooking beautiful conservation area. 42" flat screen HDTV with cable. Free Wifi Internet. Games room. Gated community. Clubhouse facilities cinema, tennis, gym,  …see more

from £120 / night

£800 - £1150 / week

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from £120 / night

24

Holiday home in Kissimmee

Central Florida / Kissimmee

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
A brand new house furnished to a high standard with a wall mounted TV in each room and 2 large TVs in the lounge and family room. There is a heated private pool and spa over looking a conservation area (heating at an extra cost). Entertainment in house includes table  …see more

from £172 / night

£1200 - £1800 / week

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from £172 / night

24

Holiday villa in USA East Coast

Kissimmee / Windsor Hills Resort

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Spread out and enjoy a sunny six bedroom, four bathroom villa in Windsor Hills Resort. Best of all, it is only two miles to Walt Disney World! FROZEN Themed BedroomNO REAR NEIGHBOURS! To ensure your privacy, our pool overlooks a natural area, not another house!Special D  …see more

from £213 / night

£1418 - £2048 / week

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from £213 / night

(1) Excellent 

22

Villa rental in Kissimmee with swimming pool

Kissimmee / Cumbrian Lakes

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
This home has a breath taking view from the pool deck. It overlooks a pretty lake and you may be lucky enough to see deer grazing on the conservation area which lies beyond it. The deck area has been extended so there is also a Hot Tub for you to enjoy. The home itself  …see more

from £99 / night

£693 - £910 / week

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from £99 / night

(1) Excellent 

17

Holiday villa rental

Central Florida / Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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

from £115 / night

£725 - £1120 / week

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from £115 / night

(3) Excellent 

100

Kissimmee / Paradise Palms

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 103 km
  • Swimming pool
  • Child friendly

 …see more

from £95 / night

£662 / week

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from £95 / night

(3) Very Good 

16

Holiday home with swimming pool in USA East Coast

Kissimmee / Veranda Palms

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic villa and location” Stayed at this villa for two weeks and highly recommend it. It was clean, spacious and ideally located for Orlando airport and all the theme parks. Would definitely stay there again, the owner and management team were ver  …see more

from £141 / night

£780 - £859 / week

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from £141 / night

22

Kissimmee holiday villa rental

Kissimmee / Winward Cay

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Spacious villa with private pool (Optional heating if required). 3 bedrooms plus queen sofa bed in the lounge means 8 people can sleep comfortably. Covered lanai area for relaxing and dining by the pool. Games room with pool, ping-pong and electronic darts. Situated in  …see more

from £50 / night

£350 - £500 / week

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from £50 / night

(1) Very Good 

20

Condo rental in Kissimmee with golf nearby

Kissimmee / Kissimmee City

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This spacious 3 bedrooms and 2 bedrooms vacation home includes the Following Amenities: 4 miles to Disney , 1 King Bed, 1 Queen Bed, 2 Twin Beds, COMMUNITY has heated pool, spa, fitness center, theater room, basketball and tennis court and children playground, Complemen  …see more

from £71 / night

£472 - £670 / week

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from £71 / night

24

Holiday villa in Kissimmee

Kissimmee / Rolling Hills at Formosa

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The house has four bedrooms, two bathrooms and its own pool. It is located just a few minutes' drive from all of Florida's attractions: Disney World, Universal Studios, Splendid China, Sea World etc. It is the ideal starting point for day trips to the Atlantic coast or  …see more

from £79 / night

£546 - £672 / week

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from £79 / night

28

Villa rental in USA East Coast

Kissimmee / Emerald Isle Kissimmee

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Marriott Retreat - one of the closest 24 hour Guarded Gatehouse Resorts - Less than 3 miles from Disney - Luxury Executive Villa - 5 bedroom, 5.5 Bath, with Private Pool (30 x 14ft) & Spa with Extended Pool Deck area - 8ft slate Pool Table- Credit Cards acceptedVi  …see more

from £186 / night

£1300 - £1450 / week

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from £186 / night

(28) Excellent 

48

Kissimmee / Compass Bay

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 81 km
  • Swimming pool

 …see more

from £78 / night

£551 - £708 / week

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from £78 / night

(7) Very Good 

26

Kissimmee holiday townhouse rental

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our holiday home is at Windsor Palms Resort near Walt Disney World Resort® Florida. Located in Kissimmee, close to Orlando and all the tourist attractions. Free wireless Wifi is available.The holiday home has three bedrooms (king-size, queen & twin, all wit  …see more

from £85 / night

£575 - £700 / week

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from £85 / night

(2) Very Good 

12

Holiday villa rental

Central Florida / Kissimmee

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Great rates & great location. A beautiful property in Kissimmee, Florida, our self catering holiday home offers so much more than just an ordinary holiday home, in one of the best locations in the Orlando area. A home from home, with everything to ensure a truly wonder  …see more

from £72 / night

£450 / week

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from £72 / night

23

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
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 Unive  …see more

from £276 / night

£1260 - £2512 / week

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from £276 / night

(6) Excellent 

18

Condo rental in USA East Coast

Central Florida / Kissimmee

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Top rated in trip advisor condo 10 mins away for Disney currently voted 2 in whole area. Spacious, quality nothing better  …see more

from £118 / night

£780 / week

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from £118 / night

24

USA East Coast holiday villa rental

Kissimmee / Emerald Isle Kissimmee

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
Disney World, Universal Studio, SeaWorld, Resort, Private Heated Pool, Spa, WIFI, Game room, Internet, Cable TVs3 miles to Disney 14 miles to SeaWorld 17 miles to Universal. Minutes to Super Market and Restaurants  …see more

from £237 / night

£1024 - £2462 / week

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from £237 / night

(8) Excellent 

40

Central Florida / Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £146 / night

£1020 - £2343 / week

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from £146 / night

(2) Very Good 

24

Kissimmee holiday home rental

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxury tropical five star resort and house. Close to Disney parks and within range of Florida's west coast beaches.  …see more

from £99 / night

£693 - £910 / week

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from £99 / night

(3) Excellent 

24

Holiday villa with golf nearby in Kissimmee

Kissimmee / Remington

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
“A fantastic villa that felt just like home!” I would highly recommend this villa, it was perfect in every way and I would recommend it to anyone, who needed accommodation in Orlando.  …see more

from £75 / night

£525 - £910 / week

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from £75 / night

8

Townhouse rental in Kissimmee with golf nearby

Kissimmee / Emerald Isle Kissimmee

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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

from £75 / night

£473 - £689 / week

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from £75 / night

(31) Excellent 

24

Holiday villa in Kissimmee

Kissimmee / Cumbrian Lakes

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Really comfortable and relaxing stay, a quality holiday home.” We stayed here over Christmas and New Year. There were 8 family members - ample room for all and we still had a spare bedroom. The pool area was lovely and the villa location was great.  …see more

from £100 / night

£695 - £895 / week

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from £100 / night

16

Kissimmee holiday home rental

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a luxurious 3 bedroom 3 bathroom villa with private pool with conservation view on 5 Star Eagle Pointe Resort, Kissimmee, Orlando. The villa was recently refurbished and now benefits from ceramic tile and wood flooring throughout. The villa is furnished to a v  …see more

from £87 / night

£591 - £705 / week

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from £87 / night

15

Home rental in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Free WI-FI -3 Miles from Disney Private screened swimming pool - Free phone calls within the US, Canada and Puerto Rico - Tastefully furnished - Beautiful 4 bed /3 full bath - Cable TV - Fully appointed kitchenAll linen and towels - DVD player - Child alarmed - Culture  …see more

from £99 / night

£689 / week

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from £99 / night

(3) Very Good 

23

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
6 beds, 4Bath with 3 master suites, new digital TV set in all bed rooms, a 60" TV in living room, Minutes to Disney World and shopping malls, A great place for family vacation with gated community & forest view. A Child high chair, 3 strollers are available on  …see more

from £126 / night

£889 - £1496 / week

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from £126 / night

(1) Very Good 

20

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 105 km
  • Swimming pool
“Clean & Comfortable Family Friendly Villa” We thoroughly enjoyed our stay at this villa and found it to be well equipped and in a great position. It was easy to travel to any of the main attractions and has tons of shops and restaurants on its doorste  …see more

from £111 / night

£772 / week

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from £111 / night

(3) Excellent 

61

Kissimmee holiday villa rental

Kissimmee / Windsor Hills Resort

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 64 km
  • Swimming pool
“Luxury in the sun” Home from home - if home had all these mod cons and a heated pool outside the lounge and a games room in the garage. Great location for Disney assuming you have a car. Plenty of local restaurants and easy run to NASA. Onsite centr  …see more

from £115 / night

£690 - £1350 / week

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from £115 / night

8

Holiday home in Kissimmee

Kissimmee / Lake Marion

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Self-catering condo with communal pool and free WiFi in the property, along with a full set of cable channelsTotally Renovated 2 Bed Family Home With Pool & Free Wi-Fi  …see more

from £35 / night

£250 / week

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from £35 / night