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Emerald Isle Kissimmee
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Villas Windsor Hills Resort
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Lake Berkley
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Villas Windsor Palms
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Cumbrian Lakes
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Lindfields
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Bellavida Resort
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Terra Verde Resort
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Villas Indian Creek
14 properties
Crescent Lakes
13 properties
Sunset Lakes
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Compass Bay
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Venetian Bay Villages
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Regal Oaks
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Eagle Pointe
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Villas Formosa Gardens
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Doral Woods
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Veranda Palms
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2,628 Holiday homes

Filters applied: Non-Smoking property (2,631)

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

24

Frozen Bedrom. Closest to Disney 6BR/4BA Pool/spa - Windsor Hills Resort villa sleeps 14

Kissimmee / Windsor Hills Resort

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Spread out and enjoy your very own sunny six bedroom, four bathroom villa in Windsor Hills Resort. Best of all, it is only two miles to Walt Disney World!NO REAR NEIGHBOURS! To ensure your privacy, we chose a premium location that overlooks a natural area, not another h  …see more

from £177 / night

£1154 - £2000 / week

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from £177 / night

(7) Very Good 

24

Disney Villa, Emerald Island - Emerald Isle Kissimmee house sleeps 8

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
Had a major refurbishment completed in last 3 years, including new furniture throughout, new tile flooring throughout, granite work surfaces and new appliances in this 2005 Emerald Island Resort, Kissimmee, pool home. Located 3 miles from Disney World main gate, and eas  …see more

from £165 / night

£825 - £1255 / week

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from £165 / night

11

Awesome holiday villa near Disney - Indian Point villa sleeps 8

Kissimmee / Indian Point

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This newly refurbished villa and pool is ideal for Disney and Universal Holidays. It has a Super HD television, and an HD television in the two en-suite bedrooms. The Lanai is in a cage and faces West for warm lazy evenings by the pool after hard days enjoying the parks  …see more

from £114 / night

£792 / week

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from £114 / night

24

Lake View House - Oak Island Harbor villa sleeps 8

Kissimmee / Oak Island Harbor

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautiful Villa offers Executive living at affordable prices located at the prestigious Oak Island Harbor a sub division of Formosa Gardens. Oak Island Harbor is the closest sub diversion to Di  …see more

from £116 / night

£808 - £1116 / week

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from £116 / night

42

Enjoy the Hot Tub while the Kids Play in the Pool! - Kissimmee house sleeps 12

Central Florida / Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Magical Home in the Perfect Location You'll LOVE! Serendipity at Indian Creek offers you all those extra finishing touches that turn an ordinary home into your very own piece of vacation paradise. ** Totally Private Pool & Hot Tub ** Outdoor Poolside Living Space with  …see more

from £297 / night

£1939 - £2747 / week

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from £297 / night

(2) Very Good 

19

Emerald Island Resort - Emerald Isle Kissimmee villa sleeps 12

Kissimmee / Emerald Isle Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This 5 bed villa is located in the sought after resort of Emerald Island. It appeals to visitors because it is so close to Disney and it has a lively Clubhouse. Here you find the community pool, tikki bar, fitness and theatre rooms. The home itself is on one level and h  …see more

from £95 / night

£665 - £980 / week

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from £95 / night

(1) Very Good 

20

Kissimmee Lake Front Villa - Kissimmee villa sleeps 8

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 105 km
  • Swimming pool
Get your vacation started 15 minutes after leaving the airport when you stay in your private Regal Villa, an oasis of relaxation and fun. It's only 20 minutes straight down Osceola Parkway to Disney's gate, the same area as Universal Studios and Sea World. Jus  …see more

from £108 / night

£754 / week

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from £108 / night

(1) Excellent 

13

Villa near Disney Florida w.Pool from $623/wk - Kissimmee City villa sleeps 8

Kissimmee / Kissimmee City

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
Disney Vacation Home Rentals -3Beds 2 baths Villa with Heated Pool $89-$109US/Night. .Located near Disney, this modern 3 Bed Room, 1400 square foot bungalow holds all the amenities that you would expect to have a wonderful relaxing vacation. This home features Master b  …see more

from £77 / night

£480 - £587 / week

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from £77 / night

(16) Excellent 

23

AFFORDABLE LUXURY WITH AIR CONDITIONED GAMES ROOM - Doral Woods villa sleeps 8

Kissimmee / Doral Woods

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Doral Woods community is set within a Wildlife Conservation area. The location has a very private and unique semi rural setting in which peace and tranquility are the order of the day. Our recently refurbished Villa is built on an 1/4 acre landscaped plot, our swimmi  …see more

from £99 / night

£695 - £795 / week

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from £99 / night

(1) Excellent 

30

Regal Oaks - Regal Oaks townhouse sleeps 8

Kissimmee / Regal Oaks

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The fully air conditioned accommodation consists of entrance hall with downstairs bathroom facilities,lounge and dining area with fully equipped kitchen for your self-catering needs. The first en-suit bedroom is on the ground floor with queen size bed .Upstairs consists  …see more

from £70 / night

£485 - £560 / week

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from £70 / night

24

Elegant Pool/Spa Villa Near Disney - Emerald Isle Kissimmee villa sleeps 16

Kissimmee / Emerald Isle Kissimmee

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
Only 3 miles to Disney, 14 miles to SeaWorld, 17 miles from Universal Studio and easy access to all major theme parks, this lovely 8 bedroom 4.5 bath heated pool/spa villa is located on the prestigious Emerald Island Resort, a beautiful community with 24/7 guarded gate.  …see more

from £231 / night

£1000 - £2405 / week

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from £231 / night

(2) Excellent 

14

Townhouse Resort - Terra Verde Resort townhouse sleeps 8

Kissimmee / Terra Verde Resort

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This home is located in Terra Verde resort with guarded entry and Clubhouse facilities. The 3 bed townhome is situated in a quiet cul de sac. It has its own Hot Tub and, as it backs on to conservation, the patio area is very private. It also has the advantage of catchin  …see more

from £75 / night

£525 - £665 / week

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from £75 / night

(1) Excellent 

20

Magic Villa - Emerald Isle Kissimmee villa sleeps 14

Kissimmee / Emerald Isle Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Look no further for your perfect "magic" holiday here at Magic Villa situated within the luxurious Emerald Island Resort. This spacious villa has been refurbished to a luxurious standard, which provides everything you could possibly need for a relaxing, stres  …see more

from £135 / night

£945 - £1204 / week

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from £135 / night

4

Central Florida / Kissimmee

3 12 7 nights min

  • 3 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £177 / night

£1231 / week

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from £177 / night

(2) Very Good 

29

The Seasons Villa, lake view and 4 master bedrooms - Seasons Resort villa sleeps 13

Kissimmee / Seasons Resort

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
This luxury villa has all you need to enjoy a family vacation. You can sit at the pool or in the spa and watch the wildlife on the lake. There are no rear neighbours to worry about here. There is plenty of living space to spread out and relax in the lounge or take it ea  …see more

from £139 / night

£815 - £1481 / week

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from £139 / night

(2) Very Good 

24

Heron House, Superb Rental with a Pool and WiFi - Sunset Lakes house sleeps 12

Kissimmee / Sunset Lakes

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Fell in love with the views of the lake together with the conervation land which adjoins the development creating a natural habitat for the wildlife of Florida . Heron House has 2 ensuite bedrooms (1 USA King Size, 1 USA Queen size) as well as 4 twin bedrooms which mak  …see more

from £150 / night

£800 / week

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from £150 / night

(2) Very Good 

75

Villa View - Cumbrian Lakes villa sleeps 10

Kissimmee / Cumbrian Lakes

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
This home has everything you need for a great family stay. The crystal clear pool overlooks a lake and there is a spa for the adults to enjoy. The children also have a tiled Games Room where they can shoot a game of pool, challenge a friend to a foosball competition or  …see more

from £95 / night

£665 - £805 / week

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from £95 / night

(13) Excellent 

10

The Wheatley's Home, Spacious Villa in Kissimmee - Kissimmee villa sleeps 8

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
Our home is an ideal place to relax when not visiting the parks, a lake near by to walk around . The villa is bright and airy, has high ceilings and plenty of living space. It is fully air-conditioned and has ceiling fans in all rooms. The spacious immaculate kitchen is  …see more

from £65 / night

£425 - £475 / week

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from £65 / night

(1) Excellent 

32

5 Bm Luxury Villa With Enclosed Heated Pool WiFi - Lake Berkley villa sleeps 10

Kissimmee / Lake Berkley

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
5 Bedroom Luxury Villa With Enclosed Heated Pool / Games Room & Free WiFi. Spacious Enclosed Heated Pool with extended Pool Deck over looking the lake. The villa is fully air conditioned throughout with additional ceiling fans in all rooms. A spacious Master King bedroo  …see more

from £97 / night

£674 / week

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from £97 / night

(10) Excellent 

48

Central Florida / Kissimmee

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £115 / night

£706 - £1070 / week

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from £115 / night

(2) Excellent 

69

Sunset Retreat on the Lake - Sunset Lakes villa sleeps 8

Kissimmee / Sunset Lakes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Without a doubt this 4 bed 2 bath vacation home has one of the best lake views you will find in the Disney area. As you lie beside your sparkling private pool you have a view straight down the lake with the fishing jetty in the distance. Enjoy the tranquility and the wi  …see more

from £90 / night

£630 - £840 / week

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from £90 / night

26

Central Florida / Kissimmee

5 12 Min stay varies

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

 …see more

from £100 / night

£920 / week

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from £100 / night

(5) Very Good 

17

Kissimmee Disney Villa with Wireless Internet - Kissimmee villa sleeps 8

Central Florida / Kissimmee

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 106 km
  • Swimming pool
  • Child friendly
THE HOUSE IS LOCATED ON INDIAN POINT KISSIMMEE. A RESIDENTIAL AREA COMPRISING OF HOMES WITH PERMANENT AND HOLIDAY RESIDENTS.IT IS LOCATED 2 MILES SOUTH OF HIGHWAY 192 OFF POINCIANA BLVD.IT IS ALSO ACCESSIBLE FROM NORTH BASS ROAD WHICH ALSO LEADS OFF HIGHWAY 192. THIS DE  …see more

from £65 / night

£450 / week

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from £65 / night

(1) Very Good 

56

Pompano View - Kissimmee City townhouse sleeps 8

Kissimmee / Kissimmee City

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
This Terra Verde townhome has a patio and Hot Tub which overlooks the resort's lake. It has just been totally revamped. The interior has been painted in a subtle modern color .This is complemented by new tile downstairs and in the homes bathrooms. All three bedroom  …see more

from £75 / night

£525 - £630 / week

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from £75 / night

18

FLORIDA,ORLANDO,Laguna Bay - Kissimmee condo sleeps 8

Central Florida / Kissimmee

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Ideally located for exploring all the theme parks, shopping malls / outlets, restaurant / themed eating places, Laguna Bay Villas are ideal for your holiday in Disney area of Orlando, Florida. Well equipped and with extra features over the standard level this condo is  …see more

from £40 / night

£280 / week

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from £40 / night

(20) Excellent 

27

Sun Palm - 5 star Disney executive villa. - Windsor Palms villa sleeps 8

Kissimmee / Windsor Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
- The villa has two Master en-suite bedrooms and two further bedrooms with twin beds. These bedrooms share a third bathroom. One of the twin Bedrooms is a Disney themed room. The main bedroom has its own dressing room and has direct access to the pool (via a safety fe  …see more

from £112 / night

£762 - £1154 / week

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from £112 / night

22

Disney Vacation Rental - Venetian Bay Villages townhouse sleeps 10

Kissimmee / Venetian Bay Villages

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 97 km
  • Swimming pool
  • Child friendly
You will definitely enjoy your stay in our 4 bedroom townhouse in Venetian Bay Villages, Kissimmee, FL. Our townhouse sleeps up to 10 comfortably, with 4 bedrooms, a full kitchen, 3.5 bathrooms, a spacious living area with large flat screen cable TV and dining area. Y  …see more

from £80 / night

£560 - £700 / week

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from £80 / night

(2) Very Good 

18

River Island at Orange Lake - Orange Lake Resort villa sleeps 8

Kissimmee / Orange Lake Resort

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
This family-friendly resort, spanning more than 1,400 acres, is right on the doorstep of Walt Disney World and offers a wide variety of activities on both water and land. Villas, apartments and suites are available.Holiday Inn Club Vacations at Orange Lake Resort featur  …see more

from £171 / night

£1200 / week

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from £171 / night

15

Emerald Island Deluxe - Emerald Isle Kissimmee villa sleeps 8

Kissimmee / Emerald Isle Kissimmee

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Car not necessary
Fantastic, four bedroom, three bathroom villa with private pool and spa, located on beautiful Emerald Island Resort which is a gated community very near to all amenities and less than two miles from Disney.Consists open plan living, two separate dining areas, fully fitt  …see more

from £85 / night

£595 / week

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from £85 / night

(1) Excellent 

53

Funtastic Retreat 8br/ 5.5ba, Pool Home, Waterpark - Kissimmee house sleeps 16

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 ground fl  …see more

from £308 / night

£1847 - £3385 / week

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from £308 / night

(3) Excellent 

61

Joanna and Sams holiday home from home - Windsor Hills Resort villa sleeps 14

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
There are very few rental homes offering this level of accommodation (space, games room, 5 en suite bedrooms, pool, standard of furniture and decor...) and it also has one further unique advantage: due to it's location our house pool deck is not overlooked by neigh  …see more

from £115 / night

£805 / week

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from £115 / night

(3) Excellent 

24

Lakeside Luxury - Crescent Lakes house sleeps 8

Kissimmee / Crescent Lakes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxury 4 bedroom detached family home with pool occupying a very large, private plot on a quiet culdesac offering lots of indoor and outdoor space. The property is situated on a retention lake, the large garden and lakeside position providing privacy on all sides for th  …see more

from £93 / night

£760 - £900 / week

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from £93 / night

13

Amazing Condo with a Pool and Jacuzzi at Venetian Bay Resort - Venetian Bay Villages townhouse sleeps 10

Kissimmee / Venetian Bay Villages

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
4 Bedrooms, 3 bathrooms, sleeps 10Venetian Bay Villages is an upscale, family-friendly, GATED resort community – developed and built for a vacation lifestyle. The community is only seven miles from the entrance to Disney World and conveniently located to ALL of Florid  …see more

from £80 / night

£500 / week

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from £80 / night

37

Luxury Detached Villa with Private Pool - Kissimmee villa sleeps 8

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Fantastic villa set on a beautiful lakeside plot overlooking a conservation area. Extended, south facing pool deck provides a place to relax and enjoy a swim in your own private pool. Enjoy free wi-fi, and free calls within the US. Property is situated just south of Hig  …see more

from £65 / night

£425 - £530 / week

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from £65 / night

(4) Very Good 

19

VIP Villa close to Disney - Lake Berkley villa sleeps 8

Kissimmee / Lake Berkley

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
The villa is situated within Lake Berkley, Kissimmee, one of the most sought after locations for people wanting to rent a villa. For those visiting Disney it is just 5 miles away--approximately 10 minutes drive. All the other major theme parks are also very close by. F  …see more

from £100 / night

£689 - £920 / week

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from £100 / night

47

Kissimmee / Paradise Palms

4 10 4 nights min

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

 …see more

from £100 / night

£693 - £1616 / week

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from £100 / night

(2) Excellent 

24

Oakhill Disney Villa - Kissimmee City villa sleeps 10

Kissimmee / Kissimmee City

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Living AreaOur recently upgraded and spacious lounge is the ideal place to just relax after a hard day at the theme parks! The comfortable lounge benefits from a 42" LCD HD cable television with DVD, video-player, Playstation 2 and a selection of children's vi  …see more

from £110 / night

£549 - £700 / week

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from £110 / night

(7) Very Good 

26

7 Bed Executive Lakeside Villa with pool/games rm - Kissimmee villa sleeps 16

Central Florida / Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This recently refurbished luxury Villa is now available for bookings. This luxury villa will sleep up to 16 people and yet provides plenty of space. There are seven bedrooms and four bathrooms.This is an ideal location for your vacation.It has all the facilities you wil  …see more

from £70 / night

£485 / week

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from £70 / night

(13) Excellent 

25

Mickeys Clubhouse Windsor palm - Windsor Palms house sleeps 8

Kissimmee / Windsor Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Mickey's Clubhouse is our immaculate 4 bedroom ,3 bathroom home with own private south facing pool in the fabulous 5 star, 24 hour gated Windsor Palms resort. The house boasts 2 master suites, both with en-suite facilities. One includes private pool access. Our two twin  …see more

from £86 / night

£600 - £850 / week

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from £86 / night

35

Orlando Disney Windsor Hills 6bd Villa Pool/Wifi - Kissimmee villa sleeps 14

Central Florida / Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
BOOK BEFORE AUG.1, 2016 WILL GET 20% OFF ON YOUR RENTAL FEE! HURRY UP! GREAT DEALS WON'T LAST LONG!!! 6 Bedrooms 4 full Bathrooms Sleeps 14 West-facing pool/spa/game room/2.5 Miles to Disney/FREE Internet/FREE phone/NEWLY UPGRADED This NEWLY UPGRADED 6 bedrooms 4 bath  …see more

from £146 / night

£1018 / week

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from £146 / night

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