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

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Kissimmee

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4,853 Holiday homes

17

Kissimmee holiday home rental

Central Florida / Kissimmee

4 8 2 nights min

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

from £102 / night

£711 / week

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from £102 / night

44

Holiday home with golf nearby in Kissimmee

Central Florida / Kissimmee

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly

from £97 / night

£674 / week

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from £97 / night

99

Kissimmee holiday villa rental

Kissimmee / Emerald Isle Kissimmee

7 14 5 nights min

  • 7 bedrooms
  • Sleeps 14
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool

from £245 / night

£1715 / week

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from £245 / night

4

Holiday home letting

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

from £108 / night

£754 - £1094 / week

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from £108 / night

(1) Excellent 

5

Holiday villa with shared pool, golf nearby in Kissimmee

Kissimmee / Orange Lake Resort

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Excellent experience” It's a resort within a golf course. Very close to Disney World and other attractions. Staff was very friendly and helpful. Pools are wonderful for the kids. The resort was close to supermarket. It was a wonderful destination for
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from £116 / night

£808 / week

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from £116 / night

9

Holiday villa rental

Central Florida / Kissimmee

3 8 Min stay varies

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

from £66 / night

£460 - £599 / week

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from £66 / night

(1) Excellent 

40

Holiday home rental

Central Florida / Kissimmee

6 14 Min stay varies

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

from £208 / night

£1308 - £1577 / week

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from £208 / night

(1) Average 

52

Villa rental in Kissimmee with golf nearby

Kissimmee / Indian Ridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £80 / night

£495 - £695 / week

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from £80 / night

(3) Very Good 

14

Townhouse rental in Venetian Bay Villages

Kissimmee / Venetian Bay Villages

3 6 5 nights min

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

from £53 / night

£367 / week

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from £53 / night

(1) Excellent 

20

Holiday villa in Kissimmee

Kissimmee / Lake Berkley

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool

from £157 / night

£1100 / week

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from £157 / night

(1) Average 

23

Kissimmee holiday townhouse rental

Kissimmee / Venetian Bay Villages

3 8 3 nights min

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

from £70 / night

£462 / week

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from £70 / night

(9) Very Good 

24

Holiday home in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 130 km
  • Swimming pool
“Fabulous House, Fabulous Holiday” We loved this house!!! It was spotlessly clean, and the furnishings were of a high standard. The beds were really comfy and the children loved the playroom and pool. Great for two families. It is a great location
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from £62 / night

£434 / week

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from £62 / night

(1) Excellent 

41

Holiday home in Kissimmee

Kissimmee / Kissimmee City

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £81 / night

£566 / week

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from £81 / night

37

Kissimmee holiday villa rental

Kissimmee / Lindfields

4 10 5 nights min

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

from £105 / night

£731 / week

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from £105 / night

(33) Excellent 

24

Holiday villa in Kissimmee

Kissimmee / Cumbrian Lakes

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Our Family 4th of July Vacation” I was looking for a place where my family and myself could go to spend time in Florida from where I live in NYC. We chose the perfect location. Check in was simple, directions to the home were easy to understand, and i
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from £107 / night

£745 - £895 / week

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from £107 / night

20

Holiday townhouse in Kissimmee

Kissimmee / Regal Oaks

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Family trip” Me and my family stayed at Vic's place. There's no place I would call home like this one. We love it there. Very spacious and clean, Close to fun spot where the kids would just walk there whenever they want.close to plenty of restraunts,s
…see more

from £80 / night

£560 - £650 / week

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from £80 / night

11

Holiday apartment in Kissimmee

Central Florida / Kissimmee

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £134 / night

£936 / week

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from £134 / night

(2) Very Good 

13

Villa rental in Kissimmee with shared pool, golf nearby

Kissimmee / Orange Lake Resort

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Nice accommodation and location.” 20 minutes to theme parks. 10 minutes to super market. 30 minutes to outlet shops. Easy to find on Sat Nav and no hassles with traffic. Lacking a few kitchen utensils, but nothing worth fussing over.
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from £132 / night

£924 / week

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from £132 / night

19

Kissimmee holiday home rental

Central Florida / Kissimmee

6 12 5 nights min

  • 6 bedrooms
  • Sleeps 12
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £154 / night

£1077 / week

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from £154 / night

37

Kissimmee holiday home rental

Central Florida / Kissimmee

6 14 3 nights min

  • 6 bedrooms
  • Sleeps 14
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £153 / night

£1067 / week

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from £153 / 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

from £74 / night

£512 - £700 / week

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from £74 / night

(22) Excellent 

27

Holiday villa with golf nearby in Kissimmee

Kissimmee / Windsor Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 68 km
  • Swimming pool
  • Child friendly
“What a fantastic experience from start to finish!” The house was beautiful and well taken care of. The pool was very nice and even had things to use in the pool. The outside furniture was nice to relax in by the pool. The rooms were all very nice and
…see more

from £115 / night

£762 - £1307 / week

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from £115 / night

25

Holiday home in Kissimmee

Central Florida / Kissimmee

4 9 5 nights min

  • 4 bedrooms
  • Sleeps 9
  • 5 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £110 / night

£750 - £1150 / week

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from £110 / night

(8) Excellent 

14

Holiday townhouse in Kissimmee

Kissimmee / Bellavida Resort

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Fantastic holiday home. Would definatley use again.” What a great holiday. Just home and couldn't wait to review this property. The resort itself is very modern and clean, with a good main pool. It has free internet access within the club house or fre
…see more

from £60 / night

£420 / week

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from £60 / night

(2) Average 

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

from £150 / night

£1050 / week

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from £150 / 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

from £110 / night

£766 / week

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from £110 / night

52

Holiday home in Kissimmee

Central Florida / Kissimmee

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £108 / night

£754 / week

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from £108 / night

15

Kissimmee holiday townhouse rental

Kissimmee / Fiesta Key

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 123 km
  • Swimming pool

from £97 / night

£616 / week

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from £97 / night

(7) Excellent 

20

Holiday bungalow with swimming pool, golf nearby in Kissimmee

Kissimmee / Windsor Hills Resort

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

from £127 / night

£889 / week

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from £127 / night

22

Holiday villa with golf nearby in Lindfields

Kissimmee / Lindfields

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £108 / night

£693 - £712 / week

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from £108 / night

9

Holiday apartment with shared pool in Kissimmee

Central Florida / Kissimmee

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £104 / night

£725 / week

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from £104 / night

(21) Excellent 

24

Holiday villa in Kissimmee

Kissimmee / Windsor Palms

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Fabulous house” We had a great time at Sundown Palm. The house was beautiful and very roomy. My 6 year old and 2 year old had a great time playing in the play room and in the pool. I would highly recommend. My only regret is not spending more time
…see more

from £190 / night

£1330 / week

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from £190 / night

(1) Excellent 

4

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 6 Min stay varies

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

from £66 / night

£460 - £599 / week

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from £66 / night

17

Holiday villa with shared pool, golf nearby in Kissimmee

Kissimmee / Orange Lake Resort

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £171 / night

£950 / week

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from £171 / night

58

Kissimmee holiday home rental

Central Florida / Kissimmee

5 10 2 nights min

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

from £177 / night

£1239 / week

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from £177 / night

18

Holiday villa rental

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £110 / night

£700 - £1070 / week

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from £110 / night

20

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 £102 / night

£711 / week

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from £102 / night

19

Holiday villa in Kissimmee

Central Florida / Kissimmee

7 16 7 nights min

  • 7 bedrooms
  • Sleeps 16
  • 7 nights min
  • Child friendly

from £226 / night

£1577 / week

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from £226 / night

15

Holiday townhouse rental

Kissimmee / Windsor Hills Resort

3 8 Min stay varies

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

from £81 / night

£566 / week

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from £81 / night

(1) Excellent 

21

Lake Berkley holiday villa rental

Kissimmee / Lake Berkley

6 12 5 nights min

  • 6 bedrooms
  • Sleeps 12
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £175 / night

£1225 / week

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from £175 / night

1