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Kissimmee

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289 Holiday homes

Filters applied: Cot available (289)

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

(15) Excellent 

21

Holiday villa with golf nearby in Kissimmee

Kissimmee / Windsor Hills Resort

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic villa, great location!” Dunestone is a very smart, spacious and well-positioned villa in a great gated community. So close to Disney and only mins from the I-4 allowing easy access to all of Orlando's attractions. The owners were a pleasure  …see more

from £150 / night

£1050 - £1680 / week

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from £150 / night

35

Holiday home rental

Central Florida / Kissimmee

5 11 5 nights min

  • 5 bedrooms
  • Sleeps 11
  • 5 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Villa Contenta is a luxury air conditioned five bedroom vacation home just 3 miles from Disneyworld, and only 15 minutes from Seaworld and Universal. Free WiFi covers the entire house and even extends out to the pool deck. A Keyless door entry system, means that there  …see more

from £130 / night

£895 - £1450 / week

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from £130 / night

(14) Excellent 

10

Holiday villa with golf nearby in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
Stay near Disney World at this beautiful villa located at the Indian Point Resort - a quiet secluded cul-de-sac in a community that offers the ideal base for your next Florida vacation. With a covered patio with fan, ideal for those hot days.  …see more

from £75 / night

£450 - £475 / week

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from £75 / night

(1) Excellent 

15

Kissimmee holiday villa rental

Kissimmee / Lake Berkley

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
“FABULOUS all round” Villa location excellent , pool area fantastic , Lake Views Stunning , wildlife & Bird Watching Endless enjoyment The Best of Furniture & Soft Furnishing through out And the Owners a joy to deal with If you think the PHOTOS  …see more

from £410 / night

£570 / week

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from £410 / night

(2) Excellent 

27

Holiday villa in USA East Coast

Kissimmee / Emerald Isle Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
“Great rental experience” As the title of the listing states, this villa was only 5 minutes to Disney. We found the description and the pictures to be quite accurate too. The community is well maintained and it is gated which made us feel secure. Also  …see more

from £178 / night

£1812 - £2205 / week

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from £178 / night

(1) Excellent 

21

Kissimmee holiday villa rental

Kissimmee / Lake Berkley

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
7 Bed. 5 Bath Lakeside Villa. Private Pool/24Hr Spa, Gameroom, Lightening WIFI/ Sat. Nav, 5 King beds- 7 mins to Disney. Stunning Views, Tranquil surroundings on safe gated and guarded Top Resort. Close to all attractions, restaurants and, designer shopping outlets. HD  …see more

from £173 / night

£1142 - £1457 / week

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from £173 / night

(54) Excellent 

23

Holiday villa in USA East Coast

Kissimmee / Crescent Lakes

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Beyond our expectations” This was our first villa rental in USA. It exceeded our expectations, a spacious modern villa well appointed, washer , tumble dryer, TV in all rooms, dishwasher, games room with full size pool table, air hockey etc, and a love  …see more

from £90 / night

£575 - £690 / week

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from £90 / night

26

Holiday townhouse with shared pool in USA East Coast

Kissimmee / Venetian Bay Villages

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Fabulous fully equipped town home near Disney with free WiFi. Safe, family-friendly gated community with excellent facilities.  …see more

from £58 / night

£406 - £555 / week

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from £58 / night

32

Villa rental in USA East Coast

Kissimmee / Oak Island Cove

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly
Vacation home near Disney Secure, safe, tranquil, neighborhood Close to restaurants, shopping outlets etc... Villa close to Disney Private pool Fully equipped home Vacation rental home Kissimmee Florida  …see more

from £130 / night

£855 / week

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from £130 / night

18

Holiday villa rental

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
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

from £110 / night

£700 - £1070 / week

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from £110 / night

56

Central Florida / Kissimmee

3 6 2 nights min

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

 …see more

from £71 / night

£457 / week

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from £71 / night

(3) Excellent 

17

Holiday home with golf nearby in Kissimmee

Kissimmee / Terra Verde Resort

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
“Golf vacation in beautiful surroundings” Terre Verde Resort is a beautiful resort with a luxurious club house with all amenities, pool, pool-bar, fitness center surrounding i relatively large pond. Nice playground. Short distance (15 min) to Disney a  …see more

from £70 / night

£490 / week

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from £70 / night

(2) Very Good 

18

Holiday villa with golf nearby in Kissimmee

Central Florida / Kissimmee

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
“Nice Villa, Good Amenities, Very helpful owner.” We booked the above villa on the basis of previous reviews and the fact the owner, Mark, called us and spoke to us in person, answering any questions or emails with speed and efficiency. Mark is very h  …see more

from £93 / night

£650 - £750 / week

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from £93 / night

(12) Excellent 

18

Holiday villa with golf nearby in USA East Coast

Kissimmee / Windsor Hills Resort

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“A fantastic place to stay, would highly recommend!” This is a perfect villa for a family holiday to Orlando! The complex is pristine and very safe. The villa itself had everything you could wish for and more. The owners had thought of everything to ma  …see more

from £150 / night

£1050 - £1680 / week

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from £150 / night

37

Kissimmee holiday villa rental

Kissimmee / Lindfields

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This Lindfields Villa is fully air-conditioned giving a cool refreshing welcome when you open the door and is very spacious. This villa is on a quiet road just off highway 192 and only 5.7 miles (10 minute drive) to Walt Disney World. Lovely sunny 30ft private, south f  …see more

from £105 / night

£731 / week

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from £105 / night

22

Holiday villa with golf nearby in USA East Coast

Kissimmee / Lindfields

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
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 a  …see more

from £111 / night

£709 - £906 / week

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from £111 / night

20

Villa rental in USA East Coast with golf nearby

Kissimmee / Windsor Hills Resort

6 12 4 nights min

  • 6 bedrooms
  • Sleeps 12
  • 4 nights min
  • Nearest beach 116 km
  • Swimming pool
  • Child friendly
2 miles to Disney - Luxury 6 bed, 4 bath - South facing private Palm Tree lined pool & spa with covered patio area. No expense spared, large LCD flat screen TVs in every room, premium & HD cable channels, Sony BluRay/DVD players, Nintendo Wii, Xbox 360, iHome alarm  …see more

from £178 / night

£1241 / week

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from £178 / night

(1) Excellent 

51

Holiday townhouse in Kissimmee

Kissimmee / Windsor Hills Resort

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
10 minutes to DisneyGated community giving great securityFive star resort with many features close to the houseLuxurious family home.  …see more

from £75 / night

£499 - £899 / week

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from £75 / night

23

Kissimmee holiday villa rental

Kissimmee / Cumbrian Lakes

5 13 1 night min

  • 5 bedrooms
  • Sleeps 13
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This new executive villa features state of-the-art living ... 5 bedrooms, 3.5 bathrooms, swimming pool and spa. Cumbrian Lakes is set in a conservation area yet only 5 minutes from shops and restaurants and less than 15 minutes to Disney World.The execut  …see more

from £105 / night

£735 - £980 / week

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from £105 / night

28

Home rental in Kissimmee

Central Florida / Kissimmee

5 11 5 nights min

  • 5 bedrooms
  • Sleeps 11
  • 5 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Villa Mimosa is one of eight villas that we have available for rental and the perfect home for you to use as a base for your vacation in the Central Florida area. Just 15 minutes from Disney, located on a corner plot just 2 minutes from a Walmart Superstore with ALD  …see more

from £125 / night

£845 - £1250 / week

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from £125 / night

(1) Excellent 

30

Central Florida / Kissimmee

4 8 Min stay varies

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

 …see more

from £110 / night

£822 / week

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from £110 / night

(5) Excellent 

38

Central Florida / Kissimmee

3 6 5 nights min

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

 …see more

from £85 / night

£600 / week

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from £85 / night

(3) Very Good 

20

Kissimmee holiday villa rental

Kissimmee / Kissimmee City

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Florida Executive home is a 5 bedroom 3 and 2 half athroom house that can comfortably accommodate more than one family wtih a floor area of approximately 2500sq/ft. The property is south facing with private pool and jacuzzi and overlooks the lake and fountain which il  …see more

from £86 / night

£600 / week

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from £86 / night

(11) Very Good 

76

Central Florida / Kissimmee

5 13 3 nights min

  • 5 bedrooms
  • Sleeps 13
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £63 / night

£473 - £689 / week

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from £63 / night

(4) Excellent 

35

Central Florida / Kissimmee

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 85 km
  • Swimming pool
  • Child friendly

 …see more

from £103 / night

£630 / week

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from £103 / night

20

Holiday home rental

Kissimmee / Lake Berkley

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
A PERFECT LOCATION FOR A DISNEY VACATION. 10 minutes from Disney, 2 minutes from the buzzing 192 with Wal-mart, Restaurants, Shopping malls etc yet a world away on the Prestigious Lake Berkley Resort in one of the envious positioned villas on the resort overlooking  …see more

from £125 / night

£800 - £950 / week

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from £125 / night

22

Kissimmee holiday home accommodation

Central Florida / Kissimmee

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Air conditioning
4 bedroom 3 bathroom townhouse on Club Cortile, Seven Dwarfs Lane, a gated community just 5 miles from Disney. Fabulous location, superbly equipped townhouse. Master bedroom with king size bed (UK super king) , walk in closet, large en suite & 2 x 2 twin bedrooms with s  …see more

from £71 / night

£497 - £662 / week

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from £71 / night

24

Holiday home in Kissimmee

Central Florida / Kissimmee

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Villa Bonita is one of eight villas that we have available for rental and the perfect place for you to use as a base for your vacation in the Central Florida area. Villa Bonita is just 15 minutes from Disney and located on a quiet corner plot just 5 minutes from a Wal  …see more

from £105 / night

£725 - £975 / week

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from £105 / night

(11) Excellent 

49

Kissimmee holiday villa rental

Kissimmee / The Hamlets

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Live the American dream in your very own Florida holiday home located in the quiet gated community of The Hamlets. Just off highway 192 in Kissimmee, yet only minutes drive to hundreds of shops & restaurants (some are even within walking distance) and close to Disney.  …see more

from £93 / night

£650 - £750 / week

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from £93 / night

(5) Very Good 

17

Central Florida / Kissimmee

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £56 / night

£386 / week

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from £56 / night

(1) Excellent 

50

Central Florida / Kissimmee

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £94 / night

£626 / week

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from £94 / night

(5) Excellent 

90

Central Florida / Kissimmee

4 8 Min stay varies

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

 …see more

from £107 / night

£788 - £1024 / week

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from £107 / night

(1) Excellent 

32

Central Florida / Kissimmee

4 9 4 nights min

  • 4 bedrooms
  • Sleeps 9
  • 4 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

 …see more

from £95 / night

£591 - £1103 / week

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from £95 / night

(5) Very Good 

84

Central Florida / Kissimmee

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £91 / night

£800 - £816 / week

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from £91 / night

(1) Excellent 

15

Kissimmee / Coral Cay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 81 km
  • Swimming pool
  • Child friendly

 …see more

from £75 / night

£504 - £878 / week

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from £75 / night

14

Kissimmee / Lindfields

3 8 Min stay varies

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

 …see more

from £87 / night

£607 - £965 / week

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from £87 / night

23

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £94 / night

£656 / week

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from £94 / night

(39) Excellent 

64

Central Florida / Kissimmee

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £96 / night

£670 / week

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from £96 / night

(3) Very Good 

48

Kissimmee / Emerald Isle Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 56 km
  • Swimming pool

 …see more

from £78 / night

£624 - £1103 / week

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from £78 / night

(6) Excellent 

25

Central Florida / Kissimmee

6 12 4 nights min

  • 6 bedrooms
  • Sleeps 12
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £119 / night

£827 / week

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from £119 / night