Apartments and villas with Wi-Fi available in Kissimmee

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Kissimmee

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1,490 Holiday homes

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

22

Holiday home rental

Central Florida / Kissimmee

4 6 2 nights min

  • 4 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Very nice 4 Bed home with 2 Baths, located at Windsor Palms Resort, close to 192 and to many restaurants and markets. a few minutes from Disney Parks, only 3 miles away. 15 minutes away from Universal Studios and 20 min away from Outlet Premium. Excellent clubhouse with  …see more

from £109 / night

£758 / week

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from £109 / night

(2) Excellent 

100

Emerald Isle Kissimmee holiday villa rental

Kissimmee / Emerald Isle Kissimmee

7 16 5 nights min

  • 7 bedrooms
  • Sleeps 16
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool
LUXURY OF THE HIGHEST QUALITY! Large South facing pool plus spa, games room, BBQ and beautiful lake and woodland conservation views. One of the closest to Disney World!  …see more

from £185 / night

£1295 / week

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from £185 / night

(3) Excellent 

60

Cumbrian Lakes holiday villa rental

Kissimmee / Cumbrian Lakes

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
A Spacious 6 bedroom, 4 1/2 bathroom Vacation Home with private pool for your enjoyment. In the popular gated community of Cumbrian Lakes, only 15 minutes to the entrance to Disney World, 5 minutes more to Seaworld & another 10 minutes to Universal Studios. This hom  …see more

from £75 / night

£525 / week

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from £75 / night

Featured properties

(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

£690 - £1350 / week

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from £115 / night

(8) 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  …see more

from £165 / night

£825 - £1255 / week

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from £165 / night

23

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

5 9 2 nights min

  • 5 bedrooms
  • Sleeps 9
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Fantastic 5 Bed home with 5 Baths, located at Windsor Hills Resort, close to 192 and to many restaurants and markets. a few minutes from Disney Parks, only 3 miles away. 15 minutes away from Universal Studios and 20 min away from Outlet Premium. Excellent clubhouse with  …see more

from £118 / night

£821 / week

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from £118 / 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
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 £121 / night

£844 / week

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from £121 / night

(1) Excellent 

27

Villa rental in Cumbrian Lakes

Kissimmee / Cumbrian Lakes

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Air conditioning
This beautiful 5 bed home is over 2 levels. The sparkling pool overlooks a lake with conservation beyond and is an idyllic setting for your Kissimmee stay. The bottom level has wooden flooring. Here you can relax on the bold striped sofa and watch the flat screen TV. Th  …see more

from £110 / night

£770 - £910 / week

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from £110 / night

(16) Excellent 

17

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“enjoyable stay in very comfortable accommodation” Property located in pleasant area within easy reach of major attractions. Facilities offered were ideal for our party of 7 including 3 young children. Also a wide range of eating alternatives nearby,t  …see more

from £70 / night

£465 - £525 / week

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from £70 / night

(7) Excellent 

16

Villa rental in Kissimmee

Kissimmee / Indian Creek

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our home has lots of great features-32ft Heated poolHot bubbling SpaAir-conditioned games-room2 en-suite bedroomsTVs and DVD players in all bedrooms  …see more

from £114 / night

£800 / week

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from £114 / night

25

Holiday villa in Kissimmee

Kissimmee / Veranda Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 104 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 (30ft x 15ft) + spa, a south west facing pool deck with fabulous pool furn  …see more

from £105 / night

£735 - £964 / week

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from £105 / night

(8) Very Good 

49

Home rental in Kissimmee

Kissimmee / Lake Berkley

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
“Our stay in Florida was made that much more enjoyable staying here” 995 Lake Berkley Drive, was a great place for us to stay during our recent two week trip to Florida. The estate itself is very impressive, clean and well maintained. A safe and secure  …see more

from £123 / night

£832 - £1005 / week

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from £123 / 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
Our Florida home holds so many happy family memories and is very special to us but as we are unable to use it as often we would now like, it is lovely to be able to share it with other families looking to make their own memories. The resort is very well maintained, has  …see more

from £74 / night

£500 / week

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from £74 / night

11

Holiday home with indoor pool in Kissimmee

Central Florida / Kissimmee

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Very nice 2 Bed home with 2,5 Baths, located at Encantada Resort, close to 192 and to many restaurants and markets. a few minutes from Disney Parks, only 3 miles away. 15 minutes away from Universal Studios and 20 min away from Outlet Premium. Excellent clubhouse with f  …see more

from £74 / night

£517 / week

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from £74 / night

(5) Very Good 

88

Holiday villa in Kissimmee

Kissimmee / Seasons Resort

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Seasons Sunshine Villa named from the fact that the pool is in sun all day offers the ideal location for a large family or two family holiday of a lifetime.  …see more

from £95 / night

£840 / week

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from £95 / night

(3) Very Good 

81

Holiday home in Oak Island Harbor

Kissimmee / Oak Island Harbor

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
This home is spotlessly presented and is decorated beautifully with exquisitive furniture.  …see more

from £214 / night

£1492 / week

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from £214 / 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

(5) Very Good 

74

Villa rental in Kissimmee with swimming pool, golf nearby

Kissimmee / Windsor Hills Resort

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“Home from home... Fantastic!!” My husband & i stayed here with our teenage daughter & her friend, what a great holiday we all had! The villa was perfect... Centrally located on the 192, really comfortable & stylish with every convenience you could eve  …see more

from £111 / night

£775 / week

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from £111 / night

(1) Excellent 

19

Holiday villa in Kissimmee

Kissimmee / Indian Creek

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This fantastic luxury, 4 bed 3 bath villa has just been totally redecorated to a high standard. With it's private, screened pool, removable child safety fence and large lanai - it's a perfect location to relax after a day at the theme parks or an 18 hole game  …see more

from £98 / night

£683 / week

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from £98 / night

(4) Excellent 

48

Apartment 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
Walk to shops, restaurants and supermarkets. We are 5 minutes from Disney and 20 minutes from Universal. Fully equipped kitchen and washer/dryer with free WIFI. Free parking.  …see more

from £70 / night

£488 / week

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from £70 / night

23

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Emerald Island resort is centrally located within 3 miles to Walt Disney World, 14 miles to SeaWould, 17 Universal Studios, and just a short drive to many of the other theme parks that Central Florida has to offer.<br />3 miles to Disney 14 miles to SeaWorld 17 mi  …see more

from £287 / night

£1312 / week

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from £287 / 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

20

Holiday villa with golf nearby in Lake Berkley

Kissimmee / Lake Berkley

5 12 5 nights min

  • 5 bedrooms
  • Sleeps 12
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Five large bedrooms which can sleep 12 persons comfortably. Some with an en-suite bathroom. Lovely peaceful, quiet 'home from home'.Short drive to Disney World attractions and Shopping Mall and Supermarket.<br />BBQ on request.  …see more

from £110 / night

£770 - £980 / week

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from £110 / night

(2) Excellent 

53

Kissimmee holiday home rental

Central Florida / Kissimmee

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Funtastic Retreat - 8 Bedroom Villa Getaway! You cannot beat this amazing 8 bedroom luxury pool home at Central Florida's newest and most exciting luxury resort in the Walt Disney World area! Your guests will love choosing their own perfect bedroom from the 2 grou  …see more

from £349 / night

£1968 - £3443 / week

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from £349 / night

99

Kissimmee holiday villa rental

Kissimmee / Emerald Isle Kissimmee

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool
THE VILLA FOR A LUXURY HOLIDAY! South facing pool plus spa, games room, BBQ and beautiful lake and woodland conservation views. One of the closest to Disney World!  …see more

from £150 / night

£1050 / week

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from £150 / night

(26) Excellent 

24

Villa rental in Cumbrian Lakes

Kissimmee / Cumbrian Lakes

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“Amazing” We stayed in Robsons Retreat in August 2013 there were 6 of us in total. This consisted of two couples, a teenager and a 10yr old. We arrived mid evening as flight delayed, to find a fantastic villa with everything we needed for a comfortabl  …see more

from £110 / night

£750 - £900 / week

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from £110 / night

(3) Average 

48

Kissimmee holiday villa rental

Kissimmee / Indian Creek

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The perfect florida villa” This was our second visit to Florida pearl and yet again it didnt disappoint! It was lovely to be back! Florida pearl is in a fantastic location for visiting all the disney theme parks,just a 5 min drive away. Also close by  …see more

from £90 / night

£630 / week

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from £90 / night

(3) Excellent 

24

Holiday villa with golf nearby in Kissimmee

Kissimmee / Remington

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
“A fantastic villa that felt just like home!” I would highly recommend this villa, it was perfect in every way and I would recommend it to anyone, who needed accommodation in Orlando.  …see more

from £75 / night

£525 - £910 / week

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from £75 / night

(7) Excellent 

48

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Exceeded Expectations” We just got back (May 2013) from a stay at Emerald Magic 6 bedroom villa at Emerald Island Resorts and had a wonderful stay. The house was even better then expected when we arrived. Nice welcoming touches everywhere. Lots of tow  …see more

from £197 / night

£1394 - £1886 / week

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from £197 / night

(4) Very Good 

18

Kissimmee holiday villa rental

Kissimmee / Crescent Lakes

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Amazing all the way around” My wife and I booked this Villa in order to have a nice place to relax after taking our three daughters to the Disney parks. We stayed for a week and mid way through each day we spent at the parks our kids would express how  …see more

from £90 / night

£575 / week

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from £90 / 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 £82 / night

£511 - £626 / week

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from £82 / night

(2) Excellent 

16

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
This beautiful and spacious villa with a private pool is in Calabria- a small exclusive villa estate in Kissimmee. With 5 bedrooms and 4.5 bathrooms including 2 master en-suite bedrooms, the villa is well designed for 2 families to share. The villa is furnished to an  …see more

from £100 / night

£700 / week

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from £100 / night

(3) Very Good 

16

Holiday home with swimming pool in Veranda Palms

Kissimmee / Veranda Palms

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic villa and location” Stayed at this villa for two weeks and highly recommend it. It was clean, spacious and ideally located for Orlando airport and all the theme parks. Would definitely stay there again, the owner and management team were ver  …see more

from £147 / night

£812 - £894 / week

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from £147 / night

(3) Very Good 

43

Holiday villa rental

Kissimmee / Emerald Isle Kissimmee

4 10 4 nights min

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This luxurious 4 bed/3 bath villa is located on the prestigious Emerald Island Resort just 5 minutes from Disney and 2 mins from shops and restaurants. We are 30 mins drive from Orlando International Airport and under 1 hour from Sanford Airport.  …see more

from £78 / night

£546 / week

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from £78 / night

(3) Very Good 

23

Holiday villa 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
6 beds, 4Bath with 3 master suites, new digital TV set in all bed rooms, a 60" TV in living room, Minutes to Disney World and shopping malls, A great place for family vacation with gated community & forest view. A Child high chair, 3 strollers are available on  …see more

from £131 / night

£926 - £1360 / week

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from £131 / night

57

Central Florida / Kissimmee

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £205 / night

£1441 - £1888 / week

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from £205 / night

26

Holiday townhouse with shared pool in Venetian Bay Villages

Kissimmee / Venetian Bay Villages

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Fabulous fully equipped town home near Disney with free WiFi. Safe, family-friendly gated community with excellent facilities.  …see more

from £58 / night

£406 - £555 / week

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from £58 / night

(14) Very Good 

30

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great Villa” Had a great holiday at Bass Lakes Beauty which is a lovely place to stay. It is in a great location, easy to get to and (25 mins from the airport) with ample local facilities a few minutes away, eateries for all tastes and Walmart just  …see more

from £74 / night

£574 / week

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from £74 / night

(21) Excellent 

21

Holiday bungalow with shared pool in Vista del lago

Kissimmee / Vista del lago

3 7 4 nights min

  • 3 bedrooms
  • Sleeps 7
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“We would not stay anywhere else in Orlando” This is our second stay here and the Owners are more than helpful with any query you have and will go out of their way to ensure your stay is the best it can possibly be. The Villa is fully kitted out with  …see more

from £58 / night

£378 / week

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from £58 / night

(6) Very Good 

17

Holiday villa in Kissimmee

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