Horse riding holiday villas and apartments Kissimmee

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Kissimmee

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304 Holiday homes

Filters applied: Horse riding

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

(13) Excellent 

18

Holiday villa with golf nearby in Windsor Hills Resort

Kissimmee / Windsor Hills Resort

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“A fantastic place to stay, would highly recommend!” This is a perfect villa for a family holiday to Orlando! The complex is pristine and very safe. The villa itself had everything you could wish for and more. The owners had thought of everything to ma  …see more

from £155 / night

£1085 - £1680 / week

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from £155 / night

23

Holiday villa in Kissimmee

Kissimmee / Terra Verde Resort

6 14 7 nights min

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

from £125 / night

£875 - £1295 / week

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from £125 / night

(14) Excellent 

23

Kissimmee holiday home rental

Kissimmee / Windsor Palms

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Fantastic Villa, Perfect Location for Disney etc., Food & Shopping” It was a very straightforward process booking 'Mickey's Clubhouse', questions were answered very promptly by the owners - the whole process was quick, efficient and informative.The vi  …see more

from £115 / night

£875 / week

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from £115 / night

Featured properties

28

Villa rental in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

5 10 7 nights min

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

from £215 / night

£1505 / week

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from £215 / night

(3) Very Good 

92

Cumbrian Lakes holiday home rental

Kissimmee / Cumbrian Lakes

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“This place is amazing” We stayed here for a week after a tiring but fun road trip and as a base station for the theme parks! It was exactly what we needed for a group of 7 friends! Good location for the parks, lovely area and amazing view of the sunse  …see more

from £195 / night

£1365 / week

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from £195 / night

(4) Excellent 

39

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children age 5+
“Very enjoyable stay at Simba's Magic home.” Very enjoyable stay at Simba's Magic home. Dealing with the owner, Sri, was super easy and our group really liked the house. Having stayed in Emerald Island several times, this was the best property we've r  …see more

from £188 / night

£1840 / week

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from £188 / night

(1) Very Good 

20

Kissimmee holiday villa rental

Kissimmee / Windsor Hills Resort

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool
“Lovely villa in a super location” We all thoroughly enjoyed our stay at Harmony Haven with its good standard, spacious accommodation and super swimming pool. We travelled with our children and grandchildren and we all enjoyed the water shoot at th  …see more

from £96 / night

£672 / week

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from £96 / night

(2) Excellent 

24

Holiday villa in Sunset Lakes

Kissimmee / Sunset Lakes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Fabulous villa in fabulous location” Stayed at this villa in September and had a wonderful time. The whole family thoroughly enjoyed themselves and the kids were in the pool virtually every day. The villa overlooks a lake and there are great sunsets.  …see more

from £75 / night

£525 - £695 / week

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from £75 / night

(7) Excellent 

30

Holiday villa in Kissimmee

Kissimmee / Cumbrian Lakes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
“Excellent property and very helpful owners” This house is excellent and very well maintained. It had all the amenities / facilities we needed and in good working order. Very comfortable and easy to relax after long days at the theme parks. Julie and M  …see more

from £105 / night

£630 - £770 / week

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from £105 / night

(34) Excellent 

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 £75 / night

£525 - £650 / week

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from £75 / night

(13) Excellent 

22

Holiday villa with golf nearby in Cumbrian Lakes

Kissimmee / Cumbrian Lakes

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 90 km
  • Swimming pool
“The ideal property and location to relax and forget about work” A third visit to this wonderful house which is as fresh and up to date today as our first visit in 2006. The owners I’m sure are very proud of their home and we are grateful to them for a  …see more

from £57 / night

£395 / week

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from £57 / night

(2) Excellent 

24

Holiday villa accommodation

Kissimmee / Formosa Gardens

8 18 1 night min

  • 8 bedrooms
  • Sleeps 18
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool

from £500 / night

£3480 - £4176 / week

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from £500 / night

(3) Excellent 

17

Holiday home with golf nearby in Kissimmee

Kissimmee / Terra Verde Resort

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
“Golf vacation in beautiful surroundings” Terre Verde Resort is a beautiful resort with a luxurious club house with all amenities, pool, pool-bar, fitness center surrounding i relatively large pond. Nice playground. Short distance (15 min) to Disney a  …see more

from £70 / night

£490 / week

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from £70 / 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

from £118 / night

£824 / week

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from £118 / night

(21) Excellent 

21

Villa rental in Sunset Lakes

Kissimmee / Sunset Lakes

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 104 km
  • Swimming pool
“Excellent house and location” Fantastic house with excellent views over the lake Great location with a massive choice of eating out options close by  …see more

from £100 / night

£700 - £840 / week

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from £100 / 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 £112 / night

£720 - £740 / week

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from £112 / night

24

Lake Berkley holiday villa rental

Kissimmee / Lake Berkley

5 10 4 nights min

  • 5 bedrooms
  • Sleeps 10
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £123 / night

£860 / week

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from £123 / night

29

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 90 km
  • Child friendly
  • Air conditioning

from £60 / night

£420 - £688 / week

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from £60 / night

(8) Excellent 

19

Kissimmee holiday villa rental

Kissimmee / Creekside

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 110 km
  • Swimming pool
“Great place to stay” Just had a fantastic 2 weeks in this lovely house. It is well equipped, has wifi and great views of the lake and woods at the back. The house is well situated for all the attractions and a Walmart is just up the road, but it is  …see more

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Pricing unknown

(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

(2) Very Good 

35

Holiday townhouse rental

Kissimmee / Windsor Hills Resort

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“FANTASTIC!” I would highly recommend this 3 bedroom townhouse with heated pool. It was everything and more when we arrived. The outdoor pool was perfect for the kids and the park in the back yard was great to have them play frisbee and soccer. The loc  …see more

from £92 / night

£640 / week

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from £92 / night

(1) Very Good 

24

Holiday villa in Kissimmee

Kissimmee / Crescent Lakes

6 14 4 nights min

  • 6 bedrooms
  • Sleeps 14
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 123 km
  • Swimming pool

from £145 / night

£950 - £1230 / week

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from £145 / 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 £132 / night

£924 / week

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from £132 / 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

14

Holiday villa rental

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly

from £95 / night

£600 - £750 / week

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from £95 / night

32

Holiday home in Kissimmee

Central Florida / Kissimmee

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £124 / night

£868 - £1481 / week

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from £124 / night

8

Kissimmee holiday villa rental

Kissimmee / Trafalgar Village

4 8 3 nights min

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

from £84 / night

£588 / week

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from £84 / night

(1) Excellent 

20

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £141 / night

£984 / week

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from £141 / night

15

Kissimmee holiday home accommodation

Kissimmee / Emerald Isle Kissimmee

3 8 4 nights min

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

from £72 / night

£488 / week

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from £72 / 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

17

Holiday villa with golf nearby in Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 14 5 nights min

  • 6 bedrooms
  • Sleeps 14
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool

from £120 / night

£830 / week

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from £120 / night

13

Holiday villa rental

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly

from £90 / night

£630 - £840 / week

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from £90 / night

48

Holiday home with golf nearby in Kissimmee

Kissimmee / Indian Creek

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £316 / night

£2016 - £2968 / week

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from £316 / night

28

Holiday villa with golf nearby in Kissimmee

Central Florida / Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly

from £136 / night

£952 - £1120 / week

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from £136 / 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 £84 / night

£588 / week

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from £84 / 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

(2) Excellent 

27

Holiday villa in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
“Great rental experience” As the title of the listing states, this villa was only 5 minutes to Disney. We found the description and the pictures to be quite accurate too. The community is well maintained and it is gated which made us feel secure. Also  …see more

from £180 / night

£1840 / week

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from £180 / night

(1) Excellent 

31

Central Florida / Kissimmee

4 13 Min stay varies

  • 4 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £117 / night

£818 / week

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from £117 / night

20

Holiday home rental

Kissimmee / Lake Berkley

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £125 / night

£800 / week

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from £125 / night

(12) Excellent 

49

Kissimmee holiday villa rental

Kissimmee / The Hamlets

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £93 / night

£650 - £914 / week

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from £93 / night

1