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

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Kissimmee

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15,364 Holiday homes

(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 £61 / night

£425 / week

Book View

Responds fast!
avg. 3 hours 51 minutes

from £61 / 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 £79 / night

£536 / week

Book View

Responds fast!
avg. 2 hours 5 minutes

from £79 / night

(3) Excellent 

15

Holiday hotel apartment in Kissimmee

Central Florida / Kissimmee

3 6 5 nights min

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

from £58 / night

£350 / week

Book View

from £58 / night

(2)  

24

Kissimmee holiday home rental

Central Florida / Kissimmee

4 10 Min stay varies

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

from £71 / night

£495 / week

Book View

Responds fast!
avg. 2 hours 38 minutes

from £71 / night

(4) Excellent 

100

Kissimmee holiday townhouse rental

Kissimmee / Regal Oaks

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £49 / night

£350 / week

Book View

Responds fast!
avg. 3 hours 3 minutes

from £49 / night

18

Kissimmee holiday home rental

Central Florida / Kissimmee

11 22 Min stay varies

  • 11 bedrooms
  • Sleeps 22
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £473 / night

£3,310 / week

Book View

Responds fast!
avg. 2 minutes

from £473 / night

18

Home rental 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 £275 / night

£1,925 / week

Book View

Responds fast!
avg. 2 minutes

from £275 / night

18

Home rental in Kissimmee with shared pool

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

from £74 / night

£515 / week

Book View

Responds fast!
avg. 2 hours 59 minutes

from £74 / 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

(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

(1) Excellent 

27

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £129 / night

£900 / week

Book View

from £129 / night

38

Holiday apartment with shared pool in Kissimmee

Kissimmee / Windsor Palms

3 6 Min stay varies

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

from £50 / night

£350 / week

Book View

from £50 / night

18

Home rental in Kissimmee

Central Florida / Kissimmee

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £225 / night

£1,575 / week

Book View

Responds fast!
avg. 2 minutes

from £225 / night

14

Holiday townhouse with swimming pool in Kissimmee

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £72 / night

£500 / week

Book View

Responds fast!
avg. 3 hours 53 minutes

from £72 / night

(1) Excellent 

52

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 7 5 nights min

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

from £57 / night

£395 / week

Book View

from £57 / night

(5) Very Good 

18

Kissimmee holiday villa rental

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 £78 / night

£543 - £849 / week

Book View

Responds fast!
avg. 2 hours 21 minutes

from £78 / night

(1) Excellent 

9

Home rental in Kissimmee with shared pool

Central Florida / Kissimmee

3 8 1 night min

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

from £93 / night

£643 / week

Book View

from £93 / night

13

Holiday condo in Kissimmee

Central Florida / Kissimmee

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Air conditioning

from £58 / night

£400 / week

Book View

from £58 / night

64

Holiday home in Kissimmee

Central Florida / Kissimmee

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Nearest beach 93 km
  • Swimming pool
  • Child friendly

from £90 / night

£625 / week

Book View

from £90 / night

28

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 £244 / night

£1,705 / week

Book View

from £244 / night

33

Kissimmee holiday hotel apartment rental

Central Florida / Kissimmee

8 16 3 nights min

  • 8 bedrooms
  • Sleeps 16
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £172 / night

£1,200 / week

Book View

from £172 / night

18

Kissimmee holiday home rental

Central Florida / Kissimmee

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £225 / night

£1,575 / week

Book View

Responds fast!
avg. 2 minutes

from £225 / night

18

Kissimmee holiday home rental

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

from £120 / night

£835 / week

Book View

Responds fast!
avg. 2 minutes

from £120 / 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

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

11

Holiday townhouse in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 120 km
  • Child friendly

from £80 / night

£554 / week

Book View

Responds fast!
avg. 3 hours 53 minutes

from £80 / night

36

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 £125 / night

£850 - £1,110 / week

Book View

Responds fast!
avg. 26 minutes

from £125 / night

25

Holiday home in Kissimmee

Central Florida / Kissimmee

4 10 3 nights min

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

from £126 / night

£880 / week

Book View

from £126 / night

(12) Excellent 

61

Holiday home in Kissimmee

Central Florida / Kissimmee

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 113 km
  • Swimming pool
  • Child friendly

from £157 / night

£1,095 - £1,243 / week

Book View

Responds fast!
avg. 3 hours 8 minutes

from £157 / night

(70) Excellent 

Certificate of Excellence

46

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

4 8 5 nights min

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

Certificate of Excellence

from £86 / night

£675 / week

Book View

Responds fast!
avg. 34 minutes

from £86 / night

(2) Excellent 

35

Holiday home rental

Central Florida / Kissimmee

4 10 Min stay varies

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

from £88 / night

£615 / week

Book View

from £88 / night

(29) Excellent 

Certificate of Excellence

75

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Beautiful home with pool, very relaxing” This home is beautiful and had all the comfort of home. The pool was especially nice for my 12 year old! Loved our stay here
…see more

Certificate of Excellence

from £72 / night

£500 - £700 / week

Book View

Responds fast!
avg. 1 hour 36 minutes

from £72 / night

15

Kissimmee holiday home rental

Central Florida / Kissimmee

3 8 Min stay varies

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

from £143 / night

£1,000 - £2,175 / week

Book View

from £143 / night

18

Home rental in Kissimmee

Central Florida / Kissimmee

13 26 Min stay varies

  • 13 bedrooms
  • Sleeps 26
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £560 / night

£3,920 / week

Book View

Responds fast!
avg. 2 minutes

from £560 / night

(30) Excellent 

34

Holiday villa with shared pool in Kissimmee

Central Florida / Kissimmee

4 8 6 nights min

  • 4 bedrooms
  • Sleeps 8
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great location home from home” The villa is well equipped with all modern appliances which are of a high standard. The villa is tastefully decorated and has a fresh feel about it. The swimming pool is south facing which means that you are getting the
…see more

from £71 / night

£495 - £725 / week

Book View

from £71 / night

14

Holiday home rental

Central Florida / Kissimmee

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

from £65 / night

£386 - £579 / week

Book View

Responds fast!
avg. 3 hours 20 minutes

from £65 / night

25

Holiday home rental

Central Florida / Kissimmee

4 8 Min stay varies

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

from £76 / night

£530 / week

Book View

Responds fast!
avg. 1 hour 38 minutes

from £76 / night

(2) Excellent 

37

Kissimmee holiday home rental

Central Florida / Kissimmee

6 16 3 nights min

  • 6 bedrooms
  • Sleeps 16
  • 3 nights min
  • Ask owner if suitable for children
  • Air conditioning

from £172 / night

£1,200 / week

Book View

from £172 / night

18

Holiday home in Kissimmee

Central Florida / Kissimmee

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £347 / night

£2,428 / week

Book View

from £347 / night

34

Holiday home rental

Central Florida / Kissimmee

7 14 Min stay varies

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

from £149 / night

£1,040 - £1,848 / week

Book View

from £149 / night