Horse riding holiday villas and apartments Kissimmee

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Kissimmee

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342 Holiday homes

Filters applied: Horse riding (342)

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

(17) Excellent 

48

Townhouse rental in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 104 km
  • Swimming pool
  • Child friendly
“Absolutely fabulous -we will rent this villa again next time we go to Forida” There really wasn't anything about this property that disappointed us. It was clean, beautifully decorated and furnished, kitchen had more equipment that we ever used - an  …see more

from £36 / night

£252 / week

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from £36 / night

(5) Excellent 

27

Holiday villa letting

Kissimmee / Windsor Palms

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
4 bed villa near Disney, FREE wifi, private pool and jacuzzi,air con, 2 bathrooms, 220 channel hdtv's, PS3, Xbox360, Windsor Palms Resort, secure gated community with communal pool, tiki bar, playground, sports courts, gym, games room, cinema, shop, bike/dvd/bbq re  …see more

from £120 / night

£825 / week

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from £120 / night

(5) Very Good 

29

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
-Gated Community with 24/7 security guard on duty-Club House with Community pool, spa and tikki bar. Games Room , Fitness Room and computer access with internet access-Lake View-Pool and Spa-Gated Community with 24/7 security guard on duty-Club House with Community pool  …see more

from £150 / night

£1050 - £1260 / week

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from £150 / night

(6) Very Good 

45

Holiday villa with golf nearby in USA East Coast

Kissimmee / Indian Creek

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“Fantastic well equipped/maintained villa in a perfect location close to everything, will definitely be back” We chose this villa as it was well equipped and in a location we knew well, we found a lot of villas can be a bit of a drive away from anythin  …see more

from £110 / night

£750 - £1250 / week

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from £110 / night

(9) Excellent 

88

Kissimmee holiday villa rental

Kissimmee / Bellavida Resort

6 14 5 nights min

  • 6 bedrooms
  • Sleeps 14
  • 5 nights min
  • Nearest beach 111 km
  • Swimming pool
  • Child friendly
“Our vacation in Florida 2014” The location of the property was ideally suited for our planned vacation. The size and facilities were extremely good and especially with 6 adults & 4 children it worked perfectly with each family. The kitchen lent itsel  …see more

from £171 / night

£1195 - £1584 / week

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from £171 / 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
Thank you for taking the time to look at our beautiful villa, we know you will find everything you need to make your stay a perfect one. Crescent Lakes is a stunning, tranquil community and our villa is set right in the heart of it. Disney World is only a short 15 minut  …see more

from £145 / night

£950 - £1230 / week

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from £145 / night

(1) Excellent 

10

Kissimmee holiday townhouse rental

Kissimmee / Compass Bay

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 101 km
  • Swimming pool
This house is close to all the main attraction's, shopping outlets, restaurants. It is in a gated community it has a private patio with a view of the lake, close to one of the children's play area.  …see more

from £70 / night

£495 - £580 / week

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from £70 / night

(3) Excellent 

21

Villa rental in Kissimmee

Kissimmee / Indian Ridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our private south facing pool is solar heated and enclosed within a 6ft high fenced garden with a forested area to the rear providing total privacy. The pool is fully screened and equipped with a range of upholstered poolside furniture and a lanai for shade. All doors  …see more

from £115 / night

£685 - £900 / week

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from £115 / night

(7) Very Good 

24

Holiday home in USA East Coast

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  …see more

from £165 / night

£825 - £1255 / week

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from £165 / night

(1) Excellent 

13

Holiday villa in Kissimmee

Kissimmee / Kissimmee City

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
“Amazing stay, great villa” Had a lovely stay for 2 weeks. Very easy to book and a lot of useful information emailed before and in the villa as well. Brilliant directions- made it a less daunting experience! Villa very clean with plenty of room and s  …see more

from £79 / night

£495 - £606 / week

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from £79 / night

(18) Excellent 

24

Home rental in USA East Coast

Kissimmee / Bellavida Resort

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
“East 192, Where Tink@Bella waits for Youuuuuuu” The Bella Vida resort is a Great, Gated Community. Where inside awaits the the Fantastic Tink@Bella Villa. Approx 30 mins from Orlando Int. Perfect location for all that awaits you, Disney, Universal,  …see more

from £143 / night

£995 - £1395 / week

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from £143 / night

(2) Average 

30

Holiday villa with swimming pool in Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Family friendly, plenty of room, great location” We stayed here for our very first trip to Disney World with our three teenaged daughters and our young grade-school daughter. We loved the home; it had everything we needed, plenty of space. The three  …see more

from £85 / night

£550 - £660 / week

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from £85 / night

(4) Excellent 

39

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
“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 £191 / night

£1370 - £2302 / week

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from £191 / night

(43) Excellent 

21

Holiday villa in Kissimmee

Kissimmee / Doral Woods

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“As good as it gets...” When we arrived at the villa we were blown away, It was clean, well presented and extremely modern...and most definitely had the WOW factor!! Everyone in our party were excited and more so on seeing the terrific pool and huge g  …see more

from £130 / night

£895 - £995 / week

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from £130 / night

(9) Excellent 

24

Holiday villa in USA East Coast

Kissimmee / Doral Woods

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic!” We have just returned from Palm Tree Villa. We stayed there for nearly two weeks and to say we had a fantastic time and enjoyed it there is an understatement. The house is as clean as advertised. It has all the facilities in place to make  …see more

from £100 / night

£695 - £875 / week

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from £100 / night

46

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool
Turn your dreams into reality in our Luxury Holiday Villa just a short distance from the Orlando theme parks.This is Mickey's Retreat, our 3 Bedroom, 2 Bathroom Villa in Kissimmee, Florida. Mickey's Retreat is conveniently situated just a short ten min  …see more

from £92 / night

£544 - £818 / week

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from £92 / night

(28) Excellent 

48

Kissimmee / Compass Bay

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 81 km
  • Swimming pool

 …see more

from £79 / night

£555 - £714 / week

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from £79 / night

28

Villa rental in USA East Coast

Kissimmee / Emerald Isle Kissimmee

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Marriott Retreat - one of the closest 24 hour Guarded Gatehouse Resorts - Less than 3 miles from Disney - Luxury Executive Villa - 5 bedroom, 5.5 Bath, with Private Pool (30 x 14ft) & Spa with Extended Pool Deck area - 8ft slate Pool Table- Credit Cards acceptedVi  …see more

from £186 / night

£1300 - £1450 / week

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from £186 / night

(4) Very Good 

12

Kissimmee holiday villa rental

Kissimmee / Cumbrian Lakes

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Idyllic base for Orlando holiday” Just got back from this lovely villa where we spent a wonderful two weeks. The owners have made this feel just like home, with everything necessary for a comfortable stay. From the extended pool deck with comfy sunbed  …see more

from £88 / night

£631 / week

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from £88 / night

(3) Excellent 

61

Kissimmee holiday villa rental

Kissimmee / Windsor Hills Resort

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 64 km
  • Swimming pool
“Luxury in the sun” Home from home - if home had all these mod cons and a heated pool outside the lounge and a games room in the garage. Great location for Disney assuming you have a car. Plenty of local restaurants and easy run to NASA. Onsite centr  …see more

from £115 / night

£805 / week

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from £115 / night

(6) Excellent 

68

Holiday villa in USA East Coast

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 12 km
  • Swimming pool
  • Child friendly
“Fantastic accommodation, Ladysvilla deserves 10 stars instead of 5!!!!!!!!” This is the second time we have stayed in this villa and I cannot express enough how good it is. It is ideally located for all the attractions and theme parks in Orlando. The  …see more

from £64 / night

£397 - £921 / week

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from £64 / night

(2) Excellent 

12

USA East Coast holiday villa rental

Central Florida / Kissimmee

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
“Perfect base for our trip” Four of us were in Florida for the Daytona 500 and decided to stay down in Kissimmee rather than around Daytona as the accommodation in Daytona was hugely over priced because of the race and this villa was spot on. Nicely pr  …see more

from £66 / night

£465 / week

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from £66 / night

24

Holiday villa in Kissimmee

Kissimmee / Rolling Hills at Formosa

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The house has four bedrooms, two bathrooms and its own pool. It is located just a few minutes' drive from all of Florida's attractions: Disney World, Universal Studios, Splendid China, Sea World etc. It is the ideal starting point for day trips to the Atlantic coast or  …see more

from £79 / night

£550 - £678 / week

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from £79 / night

(14) Excellent 

25

Kissimmee holiday home rental

Kissimmee / Windsor Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 £108 / night

£750 - £850 / week

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from £108 / night

(1) Excellent 

21

Holiday villa in Kissimmee

Central Florida / Kissimmee

6 13 5 nights min

  • 6 bedrooms
  • Sleeps 13
  • 5 nights min
  • Child friendly
Recently refurbished executive property perfect for family vacations. Ideal location to access all Disney has to offer - a true 5 minute drive to Disneys Animal Kingdom! 6 spacious bedrooms offering 2 kings 2 queens and 2 twin bedded rooms. Luxurious finish and all towe  …see more

from £120 / night

£750 / week

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from £120 / night

(1) Excellent 

22

Villa rental in Kissimmee with swimming pool

Kissimmee / Cumbrian Lakes

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
This home has a breath taking view from the pool deck. It overlooks a pretty lake and you may be lucky enough to see deer grazing on the conservation area which lies beyond it. The deck area has been extended so there is also a Hot Tub for you to enjoy. The home itself  …see more

from £99 / night

£693 - £910 / week

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from £99 / night

11

Holiday villa in USA East Coast

Kissimmee / Indian Point

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Fabulously refurbished villa with four bedrooms and three bathrooms, and also a poll. It is close to Disney, Universal, Seaworld. The Orlando Eye, Downtown Kissimmee, and Disney Marketplace.  …see more

from £117 / night

£817 / week

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from £117 / night

(1) 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
St. George's Manor is the flagship villa of 4 luxurious vacation homes by St. George's Villas - our small, family-run villa rental business. We own all of our villas so we can guarantee you the best service with an unmatched passion for making your holiday the best it c  …see more

from £500 / night

£3480 - £4176 / week

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from £500 / night

(6) Very Good 

17

Holiday villa in USA East Coast

Central Florida / Kissimmee

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 106 km
  • Swimming pool
  • Child friendly
“Lovely Villa, well placed” Villa was clean & spacious. Pool was lovely & clean with nice garden view. Mostly quiet neighbourhood. Very close to 192 with all the restaurants & shopping. Ian was easy to contact & kept in touch throughout the stay. Pool  …see more

from £65 / night

£450 / week

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from £65 / night

25

Home rental in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 93 km
  • Swimming pool
  • Child friendly
Mickey's Ritz at Veranda Palms is a private vacation home providing spacious accommodation with luxury, upgraded contemporary furnishings. The home has 4 bedrooms, 3 bathrooms, a large pool + spa , a west facing pool deck with fabulous pool furniture, and a fully fitted  …see more

from £102 / night

£712 - £934 / week

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from £102 / night

(2) Very Good 

12

Holiday villa rental

Central Florida / Kissimmee

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Great rates & great location. A beautiful property in Kissimmee, Florida, our self catering holiday home offers so much more than just an ordinary holiday home, in one of the best locations in the Orlando area. A home from home, with everything to ensure a truly wonder  …see more

from £72 / night

£450 / week

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from £72 / night

(5) Excellent 

31

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee / Winward Cay

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Lovely villa in great location” Villa as described clean and modern. Pool heating made water a pleasure to swim in. Owner Marie very helpful and responsive via email. Whilst she is based in England has a friend who came around to help solve a few mino  …see more

from £66 / night

£460 - £630 / week

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from £66 / 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 £86 / night

£596 - £794 / week

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from £86 / night

(5) Excellent 

43

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee / Winward Cay

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic villa and excellent location..” When visiting this fabulous villa I was very impressed with the layout and the pool area, much larger than expected. there was lots of additional equipment in the kitchen area. On arrival we were greeted with  …see more

from £66 / night

£460 - £640 / week

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from £66 / night

(1) Excellent 

84

Kissimmee holiday villa rental

Kissimmee / Emerald Isle Kissimmee

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
Skc Villa Luxury Award Winning Vacation villa rental, in Orlando, FloridaSet in a Gated CommunityThis 2 story upgraded Villa has, 4 bedrooms, 3 bathrooms, air conditioning and is set in a private location with its own private pool and spa. The luxury Skc VillaNow with  …see more

from £112 / night

£778 - £1129 / week

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from £112 / night

(4) Very Good 

22

Holiday villa with swimming pool in USA East Coast

Kissimmee / Emerald Isle Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Florida Jewels - 4 bed 3 bath Luxury Villa on Emerald Island, Games room with pool table Arcade game darts and more, extended south west facing pool with spa, free local national and international landline calls.  …see more

from £90 / night

£630 - £835 / week

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from £90 / night

17

Holiday villa with golf nearby in Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
Emerald Island is a gated community and is manned 24 hours a day. There is a club house with a small shop ,games room ,computer room and a gym , there is large pool and tikki bar, where you can enjoy meeting other people. There are shops near by and many very good r  …see more

from £120 / night

£795 - £1100 / week

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from £120 / night

22

Kissimmee holiday villa let

Kissimmee / Lake Berkley

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
to do  …see more

from £85 / night

£595 / week

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from £85 / night

(2) Excellent 

24

USA East Coast holiday home rental

Kissimmee / Lindfields

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our villa is magnificent, fully furnished and equipped to the highest standards with air conditioning and ceiling fans. It has a master bedroom with an en-suite, 3 further double bedrooms and a main bathroom, towels and bed linen are provided. It has a spacious  …see more

from £61 / night

£425 - £500 / week

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from £61 / night

(6) Excellent 

18

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
Location. Location. Location! We are close to all amenities within the resort ( volleyball, tennis and basketball courts; putting green, large pool, water slide and jacuzzi ; video games and movie theatre) and we are close to all Disney theme and water parks! Some night  …see more

from £131 / night

£917 / week

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from £131 / night

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