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

Close

View larger map

Also consider

North America Holidays
172362 properties
United States Holidays
128700 properties
Florida Holidays
37276 properties
Central Florida Holidays
15038 properties
Emerald Isle Kissimmee
43 properties
Kissimmee City
21 properties
Villas Windsor Hills Resort
21 properties
Villas Paradise Palms
19 properties
Lindfields
15 properties
Villas Windsor Palms
15 properties
Lake Berkley
14 properties
Cumbrian Lakes
13 properties
Terra Verde Resort
13 properties
Bellavida Resort
12 properties
Compass Bay
8 properties
Doral Woods
8 properties
Trafalgar Village
7 properties
Villas Formosa Gardens
6 properties
Villas Orange Lake Resort
6 properties
Villas Coral Cay
6 properties
Crescent Lakes
6 properties
Crystal Cove Resort
5 properties
Seasons Resort
5 properties
Sunset Lakes
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

15,234 Holiday homes

19

Home rental in Kissimmee with shared pool

Central Florida / Kissimmee

4 8 3 nights min

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

from £61 / night

£428 - £3,053 / week

Book View

from £61 / night

(7) Very Good 

33

Holiday townhouse in Kissimmee

Kissimmee / Paradise Palms

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £85 / night

£595 / week

Book View

Responds fast!
avg. 2 hours 42 minutes

from £85 / night

(2) Excellent 

48

Holiday home in Kissimmee

Central Florida / Kissimmee

6 13 3 nights min

  • 6 bedrooms
  • Sleeps 13
  • 3 nights min
  • Ask owner if suitable for children
  • Air conditioning

from £172 / night

£1,200 / week

Book View

from £172 / night

(2) Very Good 

15

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 8 4 nights min

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

from £71 / night

£483 / week

Book View

Responds fast!
avg. 1 hour 44 minutes

from £71 / night

(7) Very Good 

25

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 81 km
  • Swimming pool

from £111 / night

£775 / week

Book View

from £111 / night

(10) Excellent 

76

Kissimmee 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 £108 / night

£630 / week

Book View

from £108 / night

(1) Very Good 

36

Villa rental in Kissimmee with shared pool

Central Florida / Kissimmee

5 10 Min stay varies

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

from £161 / night

£1,125 / week

Book View

Responds fast!
avg. 2 hours 15 minutes

from £161 / night

(2) Very Good 

75

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 97 km
  • Swimming pool
  • Child friendly

from £115 / night

£800 / week

Book View

from £115 / night

(1) Excellent 

22

Home rental in Kissimmee with indoor pool, golf nearby

Central Florida / Kissimmee

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £71 / night

£495 - £570 / week

Book View

Responds fast!
avg. 1 hour 17 minutes

from £71 / night

(8) Very Good 

Certificate of Excellence

25

Holiday home in Kissimmee

Kissimmee / Eagle Pointe

4 8 7 nights min

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

Certificate of Excellence

from £90 / night

£750 / week

Book View

Responds fast!
avg. 18 minutes

from £90 / night

(8) Excellent 

Certificate of Excellence

23

Holiday condo rental

Central Florida / Kissimmee

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £47 / night

£310 / week

Book View

Responds fast!
avg. 2 hours 39 minutes

from £47 / night

74

Holiday home rental

Central Florida / Kissimmee

8 20 Min stay varies

  • 8 bedrooms
  • Sleeps 20
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £172 / night

£1,200 / week

Book View

from £172 / night

(1) Excellent 

24

Home rental in Kissimmee with swimming pool

Central Florida / Kissimmee

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 95 km
  • Swimming pool

from £108 / night

£750 / week

Book View

from £108 / night

(29) Excellent 

45

Kissimmee holiday villa rental

Central Florida / Kissimmee

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 64 km
  • Swimming pool

from £163 / night

£1,204 - £1,896 / week

Book View

Responds fast!
avg. 1 hour 0 minutes

from £163 / night

(1) Excellent 

19

Holiday villa with shared pool in Kissimmee

Central Florida / Kissimmee

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 97 km
  • Swimming pool
  • Child friendly

from £61 / night

£393 - £643 / week

Book View

Responds fast!
avg. 2 hours 49 minutes

from £61 / night

31

Holiday villa in Kissimmee

Central Florida / Kissimmee

6 14 Min stay varies

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

from £115 / night

£997 / week

Book View

Responds fast!
avg. 5 minutes

from £115 / 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 £149 / night

£858 - £1,200 / week

Book View

from £149 / night

18

Holiday home in Kissimmee

Central Florida / Kissimmee

10 20 Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £416 / night

£2,910 / week

Book View

Responds fast!
avg. 25 minutes

from £416 / night

37

Home rental in Kissimmee with shared pool

Central Florida / Kissimmee

3 6 3 nights min

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

from £86 / night

£600 / week

Book View

from £86 / night

22

Holiday home in Kissimmee

Central Florida / Kissimmee

4 8 4 nights min

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

from £133 / night

£925 - £1,061 / week

Book View

Responds fast!
avg. 22 minutes

from £133 / night

6

Holiday villa in Kissimmee

Central Florida / Kissimmee

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly

from £51 / night

£358 / week

Book View

from £51 / night

20

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

3 6 Min stay varies

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

from £83 / night

£623 / week

Book View

Responds fast!
avg. 28 minutes

from £83 / night

(3) Excellent 

20

Holiday townhouse rental

Kissimmee / Windsor Palms

3 8 3 nights min

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

from £71 / night

£495 / week

Book View

from £71 / night

30

Holiday home with shared pool in Kissimmee

Central Florida / Kissimmee

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

from £286 / night

£1,750 / week

Book View

from £286 / night

(5) Excellent 

15

Kissimmee holiday apartment rental

Central Florida / Kissimmee

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min

from £64 / night

£445 / week

Book View

from £64 / night

11

Holiday townhouse in Kissimmee

Central Florida / Kissimmee

4 10 3 nights min

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

from £78 / night

£465 / week

Book View

from £78 / night

13

Kissimmee holiday townhouse rental

Central Florida / Kissimmee

4 11 3 nights min

  • 4 bedrooms
  • Sleeps 11
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £86 / night

£600 / week

Book View

Responds fast!
avg. 3 hours 40 minutes

from £86 / night

17

Holiday townhouse with swimming pool in Kissimmee

Central Florida / Kissimmee

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £86 / night

£600 / week

Book View

from £86 / night

14

Kissimmee holiday villa rental

Kissimmee / Terra Verde Resort

3 6 3 nights min

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

from £68 / night

£429 - £529 / week

Book View

Responds fast!
avg. 3 hours 10 minutes

from £68 / night

(5) Excellent 

Certificate of Excellence

20

Holiday home in Kissimmee

Kissimmee / Emerald Isle Kissimmee

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 280 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £179 / night

£1,250 / week

Book View

from £179 / night

(9) Excellent 

42

Kissimmee holiday home rental

Central Florida / Kissimmee

4 8 3 nights min

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

from £115 / night

£800 / week

Book View

Responds fast!
avg. 50 minutes

from £115 / night

14

Kissimmee holiday home let

Central Florida / Kissimmee

2 5 Min stay varies

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

from £70 / night

£490 / week

Book View

Responds fast!
avg. 36 minutes

from £70 / night

(2) Average 

32

Kissimmee holiday home rental

Central Florida / Kissimmee

6 12 Min stay varies

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

from £90 / night

£650 / week

Book View

from £90 / night

24

Kissimmee holiday home rental

Central Florida / Kissimmee

2 6 Min stay varies

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

from £61 / night

£425 - £825 / week

Book View

Responds fast!
avg. 9 minutes

from £61 / night

(4) Very Good 

21

Holiday villa in Kissimmee City

Kissimmee / Kissimmee City

8 20 Min stay varies

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

from £143 / night

£857 - £2,071 / week

Book View

Responds fast!
avg. 1 hour 54 minutes

from £143 / night

(6) Excellent 

12

Kissimmee holiday villa rental

Central Florida / Kissimmee

3 4 14 nights min

  • 3 bedrooms
  • Sleeps 4
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“A Beautiful Villa” A lovely clean modern and up to date villa, everything you could possibly need is included. Owners very friendly and kept us informed every step of the way. We did have a small issue with the pool but it was soon rectified. One s
…see more

from £70 / night

£450 / week

Book View

from £70 / night

35

Holiday home with shared pool in Kissimmee

Central Florida / Kissimmee

6 12 5 nights min

  • 6 bedrooms
  • Sleeps 12
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children

from £110 / night

£770 / week

Book View

from £110 / night

18

Holiday home in Kissimmee

Central Florida / Kissimmee

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £380 / night

£2,660 / week

Book View

Responds fast!
avg. 57 minutes

from £380 / night

(3) Excellent 

37

Holiday home in Kissimmee

Central Florida / Kissimmee

4 8 3 nights min

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

from £62 / night

£430 / week

Book View

from £62 / night

(1) Excellent 

49

Kissimmee holiday villa rental

Central Florida / Kissimmee

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £572 / night

£4,000 - £8,000 / week

Book View

from £572 / night