Villas in Kissimmee and Holiday rentals - Holiday Lettings - Holiday Rentals Kissimmee

Close

View larger map

Also consider

North America Holidays
194242 properties
United States Holidays
149699 properties
Florida Holidays
42308 properties
Central Florida Holidays
17907 properties
Emerald Isle Kissimmee
39 properties
Villas Windsor Hills Resort
18 properties
Villas Paradise Palms
17 properties
Kissimmee City
16 properties
Lindfields
15 properties
Lake Berkley
14 properties
Villas Windsor Palms
14 properties
Bellavida Resort
12 properties
Cumbrian Lakes
11 properties
Terra Verde Resort
11 properties
Doral Woods
8 properties
Compass Bay
7 properties
Villas Formosa Gardens
6 properties
Trafalgar Village
6 properties
Seasons Resort
6 properties
Villas Orange Lake Resort
5 properties
Villas Coral Cay
5 properties
Villas Indian Creek
5 properties
Crescent Lakes
5 properties
Encantada Resort
5 properties

Kissimmee

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

17,953 Holiday homes

(1) Excellent 

4

Kissimmee holiday apartment rental

Central Florida / Kissimmee

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden

from £76 / night

£528 / week

Book View

from £76 / night

(12) Very Good 

58

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £91 / night

£599 / week

Book View

Booked 30+ times!

from £91 / night

49

Kissimmee holiday home rental

Central Florida / Kissimmee

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £106 / night

£739 / week

Book View

from £106 / night

24

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £113 / night

£792 / week

Book View

from £113 / night

(3) Excellent 

38

Holiday home in Kissimmee

Central Florida / Kissimmee

4 8 4 nights min

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

from £113 / night

£679 - £1,018 / week

Book View

Booked 4 times

from £113 / night

(22) Very Good 

37

Holiday home rental

Central Florida / Kissimmee

3 6 2 nights min

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

from £61 / night

£422 / week

Book View

Booked 50+ times!

from £61 / night

13

Kissimmee holiday townhouse rental

Central Florida / Kissimmee

4 11 Min stay varies

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

from £91 / night

£566 - £754 / week

Book View

Responds fast!
avg. 2 hours 49 minutes

Booked 3 times

from £91 / night

(3) Excellent 

32

Kissimmee holiday townhouse rental

Central Florida / Kissimmee

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £106 / night

£739 / week

Book View

Responds fast!
avg. 3 hours 36 minutes

Booked 5 times

from £106 / night

35

Holiday home in Kissimmee

Central Florida / Kissimmee

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £233 / night

£1,631 / week

Book View

Responds fast!
avg. 2 hours 56 minutes

from £233 / night

30

Holiday townhouse letting

Central Florida / Kissimmee

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Ask owner if suitable for children

from £130 / night

£908 - £2,595 / week

Book View

Responds fast!
avg. 1 hour 50 minutes

from £130 / night

29

Home rental in Kissimmee with swimming pool

Central Florida / Kissimmee

9 22 Min stay varies

  • 9 bedrooms
  • Sleeps 22
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £256 / night

£1,734 - £3,618 / week

Book View

from £256 / night

(1) Excellent 

20

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 8 Min stay varies

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

from £95 / night

£641 - £750 / week

Book View

Responds fast!
avg. 4 minutes

from £95 / night

33

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

from £89 / night

£622 - £825 / week

Book View

Responds fast!
avg. 4 minutes

from £89 / night

(4) Excellent 

25

Holiday home rental

Central Florida / Kissimmee

4 10 2 nights min

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

from £72 / night

£502 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

Booked 3 times

from £72 / night

24

Home rental in Kissimmee with shared pool

Central Florida / Kissimmee

4 10 Min stay varies

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

from £83 / night

£576 / week

Book View

from £83 / night

(3) Excellent 

15

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 56 km
  • Swimming pool
  • Child friendly

from £83 / night

£566 / week

Book View

Responds fast!
avg. 2 hours 6 minutes

Booked 20+ times!

from £83 / night

(2) Excellent 

29

Holiday villa rental

Kissimmee / Lindfields

3 6 Min stay varies

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

from £72 / night

£475 - £634 / week

Book View

from £72 / night

7

Holiday home rental

Central Florida / Kissimmee

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Ask owner if suitable for children
  • Ask about pets

from £57 / night

£340 - £634 / week

Book View

from £57 / night

(17) Excellent 

53

Holiday home with shared pool in Kissimmee

Central Florida / Kissimmee

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 121 km
  • Swimming pool

from £58 / night

£377 - £522 / week

Book View

Booked 40+ times!

from £58 / night

(13) Very Good 

24

Kissimmee holiday home rental

Central Florida / Kissimmee

5 11 Min stay varies

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

from £135 / night

£945 / week

Book View

Responds fast!
avg. 1 hour 51 minutes

Booked 20+ times!

from £135 / night

(3) Very Good 

40

Holiday home rental

Central Florida / Kissimmee

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £142 / night

£992 / week

Book View

Booked 10+ times!

from £142 / night

(32) Excellent 

14

Holiday home in Kissimmee

Central Florida / Kissimmee

3 6 3 nights min

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

from £64 / night

£449 / week

Book View

Booked 30+ times!

from £64 / night

(3) Excellent 

46

Holiday home in Kissimmee

Central Florida / Kissimmee

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 105 km
  • Swimming pool
  • Child friendly

from £165 / night

£1,156 - £1,462 / week

Book View

Responds fast!
avg. 3 hours 37 minutes

Booked 40+ times!

from £165 / night

13

Kissimmee holiday home rental

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Car not necessary

from £109 / night

£759 - £4,789 / week

Book View

from £109 / night

43

Holiday villa in Kissimmee

Central Florida / Kissimmee

6 14 Min stay varies

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

from £157 / night

£905 - £1,267 / week

Book View

Booked 3 times

from £157 / night

(8) Excellent 

44

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £125 / night

£871 / week

Book View

from £125 / night

(7) Very Good 

Certificate of Excellence

30

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

8 20 Min stay varies

  • 8 bedrooms
  • Sleeps 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Certificate of Excellence

from £245 / night

£1,433 - £3,920 / week

Book View

Responds fast!
avg. 1 hour 54 minutes

Booked 10+ times!

from £245 / night

14

Holiday apartment in Kissimmee

Central Florida / Kissimmee

3 8 Min stay varies

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

from £67 / night

£469 - £913 / week

Book View

from £67 / night

(4) Excellent 

10

Kissimmee holiday apartment rental

Central Florida / Kissimmee

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Air conditioning

from £61 / night

£422 / week

Book View

Booked 10+ times!

from £61 / night

21

Holiday home in Kissimmee

Central Florida / Kissimmee

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £159 / night

£1,114 / week

Book View

Responds fast!
avg. 3 hours 27 minutes

from £159 / night

(1) Excellent 

34

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask owner if suitable for children
  • Air conditioning

from £141 / night

£989 - £1,595 / week

Book View

from £141 / night

11

Holiday villa rental

Central Florida / Kissimmee

3 6 5 nights min

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

from £64 / night

£449 / week

Book View

from £64 / night

26

Holiday home in Kissimmee

Central Florida / Kissimmee

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly

from £67 / night

£465 / week

Book View

Responds fast!
avg. 3 hours 42 minutes

from £67 / night

9

Apartment rental in Kissimmee with shared pool

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

from £87 / night

£607 / week

Enquire View

from £87 / night

28

Home rental in Kissimmee

Central Florida / Kissimmee

3 8 Min stay varies

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

from £98 / night

£681 / week

Book View

Responds fast!
avg. 1 hour 2 minutes

Booked 3 times

from £98 / night

(1) Excellent 

23

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

from £91 / night

£622 - £750 / week

Book View

Responds fast!
avg. 4 minutes

from £91 / night

37

Holiday villa with shared pool in Kissimmee

Central Florida / Kissimmee

7 17 3 nights min

  • 7 bedrooms
  • Sleeps 17
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £208 / night

£1,451 / week

Book View

from £208 / night

(2) Excellent 

37

Holiday home 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

from £141 / night

£987 - £1,801 / week

Book View

Booked 5 times

from £141 / night

27

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 6 7 nights min

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

from £81 / night

£566 / week

Book View

Responds fast!
avg. 1 hour 4 minutes

Booked 4 times

from £81 / night

12

Holiday villa in Kissimmee

Central Florida / Kissimmee

2 4 5 nights min

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

from £57 / night

£343 / week

Book View

Responds fast!
avg. 2 hours 21 minutes

Booked 4 times

from £57 / night