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Kissimmee

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356 Holiday homes

Filters applied: Pets allowed (356)

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

(19) Very Good 

68

Holiday villa in Kissimmee

Kissimmee / Lindfields

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • 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 £100 / night

£450 - £540 / week

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from £100 / 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 £95 / night

£660 / week

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from £95 / 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 £107 / night

£710 - £943 / week

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from £107 / night

Featured properties

(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 £185 / night

£1291 / week

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from £185 / night

16

Townhouse rental in Venetian Bay Villages 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 £78 / night

£546 - £746 / week

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from £78 / 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

11

Holiday villa in Indian Point

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 £121 / night

£844 / week

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from £121 / 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 £111 / night

£775 / week

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from £111 / night

(1) Excellent 

19

Holiday villa in Kissimmee

Kissimmee / Indian Creek

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • 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 £98 / night

£683 / week

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from £98 / 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

(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 £74 / night

£517 / week

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from £74 / night

(1) Excellent 

11

Holiday villa in Kissimmee

Kissimmee / Formosa Gardens

2 10 7 nights min

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

from £160 / night

£1119 / week

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from £160 / 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 £115 / night

£800 / week

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from £115 / night

19

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 11 1 night min

  • 4 bedrooms
  • Sleeps 11
  • 1 night min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
Bass Lake Estates is a small, Beautifully maintained community, and is one of the closest to Orlando's main attractions. It is a mature development of detached pool homes with a Glorious large natural lake,which attract many varieties of fish and wildlife. Relaxing  …see more

from £117 / night

£816 / week

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from £117 / night

24

Holiday villa in Windsor Hills Resort

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!<br /&  …see more

from £222 / night

£1476 - £2132 / week

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from £222 / 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 £325 / night

£2275 / week

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from £325 / night

(8) Excellent 

21

Central Florida / Kissimmee

3 6 3 nights min

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

 …see more

from £41 / night

£287 / week

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from £41 / night

11

Central Florida / Kissimmee

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £87 / night

£603 - £804 / week

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from £87 / night

13

Central Florida / Kissimmee

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £111 / night

£775 - £890 / week

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from £111 / night

20

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Ask about pets

 …see more

from £146 / night

£1026 - £1185 / week

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from £146 / night

18

Central Florida / Kissimmee

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £95 / night

£660 - £775 / week

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from £95 / night

(40) 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 £58 / night

£341 - £644 / week

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from £58 / night

19

Central Florida / Kissimmee

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £115 / night

£804 - £861 / week

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from £115 / night

18

Central Florida / Kissimmee

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £137 / night

£959 - £2060 / week

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from £137 / night

24

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £169 / night

£1185 - £1820 / week

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from £169 / night

(8) Very Good 

54

Central Florida / Kissimmee

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £106 / night

£741 / week

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from £106 / night

11

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £84 / night

£591 / week

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from £84 / night

13

Kissimmee / Seasons Resort

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £164 / night

£1107 - £1230 / week

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from £164 / night

(8) Excellent 

53

Central Florida / Kissimmee

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Car not necessary
  • Air conditioning

 …see more

from £72 / night

£500 - £551 / week

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from £72 / night

(3) Excellent 

51

Central Florida / Kissimmee

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £107 / night

£746 / week

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from £107 / night

(2) Excellent 

51

Central Florida / Kissimmee

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £69 / night

£482 - £999 / week

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from £69 / 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 £90 / night

£626 / week

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from £90 / night

(1) Average 

15

Central Florida / Kissimmee

3 6 3 nights min

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

 …see more

from £62 / night

£431 / week

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from £62 / night

24

Kissimmee / Crystal Cove Resort

4 10 Min stay varies

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

 …see more

from £140 / night

£574 - £976 / week

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from £140 / night

(2) Excellent 

74

Central Florida / Kissimmee

4 12 3 nights min

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

 …see more

from £123 / night

£804 - £902 / week

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from £123 / night

(1) Very Good 

40

Central Florida / Kissimmee

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

 …see more

from £82 / night

£569 / week

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from £82 / night

(2) Very Good 

15

Central Florida / Kissimmee

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £58 / night

£390 / week

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from £58 / night

(1) Very Good 

18

Central Florida / Kissimmee

4 8 2 nights min

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

 …see more

from £99 / night

£689 / week

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from £99 / night

(15) Very Good 

12

Central Florida / Kissimmee

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £199 / night

£1389 / week

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from £199 / night

(27) 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 £70 / night

£488 / week

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from £70 / night

Top Destination reviews

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
Disney Davella - Luxury Villa - Pool and Jacuzzi
Excellent well equipped villa-very spacious and extremely clean

Well situated for all Disney Parks close to supermarket and several restaurants. We were a party of 7 with 2 children who adored the pool and jacuzzi. We felt the villa was exceptionally spacious and equipped with everything we could have needed. We … see more
Vista Lago
It was perfect, we had everything we needed ....

Family vacation with small children and grandparents, the villa was perfect, we had everything we needed and everything was to a really high standard. Lovely and clean, it really made our holiday. The pool and deck area was a huge hit with the kids … see more