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Kissimmee

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277 Holiday homes

Filters applied: Pets allowed (277)

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

(18) Very Good 

68

Holiday villa in Kissimmee

Kissimmee / Lindfields

5 12 1 night min

  • 5 bedrooms
  • Sleeps 12
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Thanks” This was a great Vila with everything you needed and in a good area to base yourself, if any c ok militants a bit dated  …see more

from £70 / night

£410 - £495 / week

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from £70 / night

(5) Excellent 

55

Holiday villa with golf nearby in Kissimmee

Kissimmee / Windsor Hills Resort

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
Windsor Hills is located in Kissimmee just 2 miles (3km) from the gates of Walt Disney World.  …see more

from £179 / night

£1250 / week

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from £179 / night

(1) Excellent 

19

Holiday villa in Kissimmee

Kissimmee / Indian Creek

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This fantastic luxury, 4 bed 3 bath villa has just been totally redecorated to a high standard. With it's private, screened pool, removable child safety fence and large lanai - it's a perfect location to relax after a day at the theme parks or an 18 hole game  …see more

from £83 / night

£662 / week

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from £83 / night

(1) Excellent 

23

Holiday townhouse with golf nearby in Kissimmee

Kissimmee / Fiesta Key

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This glorious fully furnished townhouse was built in 2005 in the magnificent Key West style. This house features 3 wonderful bedrooms and 2.5 exquisite bathrooms and can house up to 8 people,within the gated community of Fiesta Key.The Villa is close to all the Theme Pa  …see more

from £68 / night

£421 - £666 / week

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from £68 / night

16

Holiday home in Kissimmee

Central Florida / Kissimmee

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
We are ideally located for the numerous Florida attractions including Disney, Universal Studios, and Seaworld. For golfers the townhouse is ideally located with many fantastic courses within easy reach, with the closest being Falcons Fire Golf Club and Celebration Golf  …see more

from £92 / night

£639 / week

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from £92 / night

(7) Very Good 

37

Kissimmee / Terra Verde Resort

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Suitable for children age 5+
  • Air conditioning
  • Ask about pets

 …see more

from £72 / night

£500 / week

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from £72 / night

27

Kissimmee holiday home rental

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Ask about pets
New Furniture Package Free WIFI 10 minutes from Disney! Private Pool  …see more

from £80 / night

£556 / week

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from £80 / night

(5) Very Good 

74

Villa rental in Kissimmee with swimming pool, golf nearby

Kissimmee / Windsor Hills Resort

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“Home from home... Fantastic!!” My husband & i stayed here with our teenage daughter & her friend, what a great holiday we all had! The villa was perfect... Centrally located on the 192, really comfortable & stylish with every convenience you could eve  …see more

from £108 / night

£750 / week

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from £108 / night

32

Holiday home in Kissimmee

Central Florida / Kissimmee

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
Minutes from Disney Free Wi-FI Private Pool Spacious Home Relaxed Casual Furniture  …see more

from £104 / night

£723 / week

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from £104 / night

(12) Excellent 

37

Villa rental in Kissimmee with swimming pool

Kissimmee / Kissimmee City

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
“One word to sum up this villa...... PERFECT !!!” Choosing a villa was quite a hard task to ensure that the whole family enjoyed their vacation in Florida. It needed to be centrally located to all the main parks, be furnished to a good standard & have  …see more

from £104 / night

£687 - £913 / week

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from £104 / night

16

Townhouse rental in USA East Coast with shared pool

Kissimmee / Venetian Bay Villages

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Excellent 3 bedroom home on the popular Venetian Bay in Kissimmee. This is the perfect place to relax after your busy day at the parks. Only 15 minutes from Disney World and great facilities in this gated community makes planning your Florida Vacation easy.The s  …see more

from £76 / night

£528 - £723 / week

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from £76 / 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 £215 / night

£1429 - £2064 / week

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from £215 / night

34

Holiday home in Kissimmee

Central Florida / Kissimmee

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool
Free WIFI 10 minutes from Disney Fully Equipped Home Private Enclosed Pool  …see more

from £80 / night

£556 / week

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from £80 / night

(2) Excellent 

29

Holiday home in USA East Coast

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great facilities and perfect for us!” The villa was clean, tidy had a great pool and very comfortable beds. Really could not have been better placed to get to the major parks. It was quite simply exactly as advertised and fulfilled our requireme  …see more

from £88 / night

£612 / week

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from £88 / night

25

Kissimmee holiday home accommodation

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Air conditioning
  • Ask about pets
Pool Heat Luxury Resort TVs in every room Private Pool  …see more

from £88 / night

£612 / week

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from £88 / 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 £117 / night

£817 / week

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from £117 / night

37

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Fantastic villa set on a beautiful lakeside plot overlooking a conservation area. Extended, south facing pool deck provides a place to relax and enjoy a swim in your own private pool. Enjoy free wi-fi, and free calls within the US. Property is situated just south of Hig  …see more

from £65 / night

£425 - £530 / week

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from £65 / night

78

Holiday home in USA East Coast

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
- 2 miles from Disney - Shuttle Bus Service to theme parks - Private cinema for guests - Slides, water jets, spa pool and hot-tub - Wi-Fi and Home telephone - 4 Bed/4Bath At The Beautiful Windsor Hills Resort  …see more

from £108 / night

£751 / week

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from £108 / night

(1) Excellent 

21

Kissimmee holiday villa rental

Kissimmee / The Hamlets

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Villa's situated in a gated community 6m / 10km from Disney World. Close to Highway 192 with all local amenities & restaurants, Near I-4 interstate and within easy reach of Orlando Int'l Airport . 5 double bedrooms inc'l a downstairs en-suite bedroom.  …see more

from £108 / night

£750 - £1000 / week

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from £108 / night

(3) Average 

48

Kissimmee holiday villa rental

Kissimmee / Indian Creek

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The perfect florida villa” This was our second visit to Florida pearl and yet again it didnt disappoint! It was lovely to be back! Florida pearl is in a fantastic location for visiting all the disney theme parks,just a 5 min drive away. Also close by  …see more

from £90 / night

£630 / week

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from £90 / night

(1) Very Good 

24

Holiday home letting

Central Florida / Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool
Spacious Home Private Pool High End Resort Minutes from Disney Free WIFI  …see more

from £116 / night

£806 / week

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from £116 / night

67

USA East Coast holiday home rental

Central Florida / Kissimmee

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Brand New Construction - February 2014 Resort Community Luxury Furniture Package Summer Kitchen w/ Fire Pit Golf Course View - 8th Hole  …see more

from £239 / night

£1667 / week

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from £239 / night

(1) Excellent 

11

Holiday villa in Kissimmee

Kissimmee / Formosa Gardens

2 10 Min stay varies

  • 2 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
You will expend a wonderfull time at this villas, as well at the Resort.The Resort offers free transportation to Epcot, Universal, Sea World and Prime Outlets  …see more

from £155 / night

£1084 / week

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from £155 / night

(26) Excellent 

14

Central Florida / Kissimmee

3 6 4 nights min

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

 …see more

from £68 / night

£473 / week

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from £68 / night

(39) Excellent 

100

Central Florida / Kissimmee

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 124 km
  • Swimming pool
  • Child friendly

 …see more

from £76 / night

£457 / week

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from £76 / night

(58) Excellent 

20

Holiday villa with golf nearby in Kissimmee

Kissimmee / Formosa Gardens

7 22 4 nights min

  • 7 bedrooms
  • Sleeps 22
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
“This place is heaven!!” Close to all the attractions yet private enough to give you relaxation!!! Can't wait to book here again!! The owners were very easy to work with and very patient with us!!! Thanks again for renting to us!!!  …see more

from £315 / night

£2203 / week

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from £315 / night

22

Holiday home in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This comfortable townhome in BellaVida Resort features a large master bedroom, a private lounge pool and patio, 3 Smart TVs in bedrooms, a Large 55" screen LED TV in Living Room as well as a DVD/Blu-Ray player and Roku Streaming.There is also a fully equipped k  …see more

from £88 / night

£612 / week

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from £88 / night

(1) Excellent 

35

Central Florida / Kissimmee

6 1 Min stay varies

  • 6 bedrooms
  • Sleeps 1
  • Min stay varies
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

 …see more

from £254 / night

£1778 - £3473 / week

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from £254 / night

26

Central Florida / Kissimmee

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 116 km
  • Swimming pool
  • Child friendly

 …see more

from £94 / night

£623 - £1974 / week

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from £94 / night

18

Central Florida / Kissimmee

4 8 Min stay varies

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

 …see more

from £96 / night

£667 / week

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from £96 / night

32

Central Florida / Kissimmee

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £104 / night

£723 - £1612 / week

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from £104 / night

100

Central Florida / Kissimmee

8 20 1 night min

  • 8 bedrooms
  • Sleeps 20
  • 1 night min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £222 / night

£1508 / week

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from £222 / night

65

Central Florida / Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £127 / night

£889 - £1639 / week

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from £127 / night

(1) Excellent 

24

Central Florida / Kissimmee

4 12 Min stay varies

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

 …see more

from £63 / night

£439 / week

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from £63 / night

23

Central Florida / Kissimmee

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £95 / night

£662 / week

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from £95 / night

19

Central Florida / Kissimmee

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 97 km
  • Swimming pool
  • Child friendly

 …see more

from £76 / night

£457 / week

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from £76 / 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 £96 / night

£667 - £1167 / week

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from £96 / night

32

Kissimmee / Coral Cay

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Nearest beach 97 km
  • Swimming pool
  • Child friendly

 …see more

from £85 / night

£593 - £967 / week

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from £85 / night

(2) Excellent 

58

Central Florida / Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

Pricing unknown

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Pricing unknown

25

Central Florida / Kissimmee

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Ask about pets

 …see more

from £71 / night

£495 / week

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from £71 / night

Top Destination reviews

Disney Family Villa - Private Pool & Jacuzzi
Great vacation home!

Thanks for a great vacation experience! The house was neat and clean, with all facilities as advertised. Food and drinks that we found on arrival was a nice touch! Would definitely recommend to others. … see more
Stunning Lakeview Luxury Villa with WiFi and Hot Tub
Superb villa

The only fault with this property is that we couldn't stay longer. The booking process went smoothly. The owner was very attentive and answered all of our questions promptly. The villa is in a perfect setting and is fully equipped, clean and well mai … see more
Lakeside Villa Orlando, Luxury Villa with pool
Perfect spot

We have hired this villa before and the location is what we like.We do not like the hustle and bustle of International drive so this villa adj to the US102 is ideal for us.Located at Bass road its a 2 minute drive to a mega Walmart and all the stores … see more
Luxury Lakeside Villa with Hot Tub and Wireless Internet
Dream Villa

This is our second year at this villa and we could find nothing to fault, set on the side of a lake with swimming pool covered by Florida room ( mosquito netting) with heated hot tube, extensive games room, cable tv in all rooms extremely well fitt … see more
DORAL WOODS SECLUDED VILLA
Best Florida Villa - by far !!!

We have spent many many weeks at this villa and when it isn't available for our trips to Florida nothing we stay at compares !!! It is a great villa, owned by an owner who cares. Well equipped, south facing, very private, safe with a real florida f … see more
Florida Lets A Dream
Fabulous pool

Beauitiful, clean villa with an open floor plan. Located in a very quiet neighborhood. Great pool.Pool toys in garage. Well stocked with everything you need. Sheets, bath towels, kitchen towels and towels for the pool use. Air conditioning controlled … see more

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