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  • Bass Lakes Estate (1)
  • Bellavida Resort (21)
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  • Paradise Palms (27)
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  • Seasons Resort (18)
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  • Terra Verde Resort (13)
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  • Windsor Hills Resort (28)
  • Windsor Palms (19)
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Also consider

Emerald Isle Kissimmee
47 properties
Cumbrian Lakes
29 properties
Kissimmee City
24 properties
Bellavida Resort
21 properties
Lake Berkley
20 properties
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
836 Results   |  

Very Good 4/5 

24 Photos

Central Florida / Kissimmee

Villa / 6 Bedrooms / sleeps 12

Very Good 4/5 

3 Nights min stay

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from £130 / night

£910 - £1050 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
-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  …see more

13 Photos

Central Florida / Kissimmee

Apartment / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £46 / night

£319 - £446 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Sun Lake amenities include a clubhouse with gym and pool table, a lighted tennis court and a heated spa and a free form pool. We are two miles from Disney and 15 minutes from Sea World, Premium Outlet Malls and 20 minutes from Univers  …see more

12 Photos

Central Florida / Kissimmee

Apartment / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £46 / night

£319 - £446 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
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

Featured properties

12 Photos

Kissimmee / Sunset Lakes

Villa / 4 Bedrooms / sleeps 8

3 Nights min stay

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from £50 / night

£350 - £455 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Gated Childrens playarea Community Pool Close to Disney Close to 192 Restaurants nearby  …see more

9 Photos

Central Florida / Kissimmee

Villa / 6 Bedrooms / sleeps 14

3 Nights min stay

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from £125 / night

£875 - £980 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Gated Community Play Area Soccer Pitches Bicycle Paths Close to 192 with range of shops and restaurants Lake View Spa Games Room with pool table and football  …see more

14 Photos

Kissimmee / Cumbrian Lakes

Villa / 4 Bedrooms / sleeps 10

3 Nights min stay

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from £75 / night

£525 - £665 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Gated Community Quiet Nice Walks  …see more

9 Photos

Kissimmee / Terra Verde Resort

Townhouse / 3 Bedrooms / sleeps 8

3 Nights min stay

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from £55 / night

£385 - £560 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
quiet resort Use of all Resort facilities  …see more

9 Photos

Kissimmee / Terra Verde Resort

Townhouse / 3 Bedrooms / sleeps 8

3 Nights min stay

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from £55 / night

£385 - £560 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Resort gated  …see more

21 Photos

Kissimmee / Emerald Isle Kissimmee

Villa / 4 Bedrooms / sleeps 10

1 night min stay

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from £93 / night

£650 - £840 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
One of the Nicest 4 Bedrooms at Emerald Island Resort  …see more

24 Photos

Central Florida / Kissimmee

Villa / 5 Bedrooms / sleeps 10

1 night min stay

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from £282 / night

£1970 - £3862 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Best Home Best Location!!! Fabulous Luxury 5 Bedroom, Front Line Golf View Pool Home set on the Watson Signature Golf Course #4 hole #5 Tee  …see more

27 Photos

Kissimmee / Emerald Isle Kissimmee

Villa / 5 Bedrooms / sleeps 10

1 night min stay

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from £122 / night

£850 - £1545 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Stunning 5 bedroom Villa with private pool, spa and games room! Located on Emerald Island Resort  …see more

5 Photos

Kissimmee / Windsor Palms

Villa / 5 Bedrooms / sleeps 10

5 Nights min stay

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from £144 / night

£1002 - £1397 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
this villa is situated in the exclusive resort of windsor hills. Only 1.5 miles from walt disney world and all the major orlando attractions. Great, yeah! the villa has every luxury with a private pool , spa, games room, and flat screen tv`s in every room. The resort  …see more

5 Photos

Kissimmee / Crystal Cove Resort

Villa / 4 Bedrooms / sleeps 8

5 Nights min stay

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from £84 / night

£588 - £735 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
You have found the perfect holiday Villa to rent on the magnificent Crystal Cove Resort Kissimmee. Located only 6 miles from Disney, A short 10 minute drive. Location, Location, Location. This lovely Gated complex has every first class amenity on-site.Includes  …see more

8 Photos

Kissimmee / Paradise Palms

Villa / 6 Bedrooms / sleeps 12

5 Nights min stay

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from £161 / night

£1127 - £1617 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
This villa is located on Paradise Palms, Kissimme.. Only 10 minutes from Walt Disney World and all the major Orlando attractions. So you and your family will be able to enjoy an action packed villa holiday. Paradise Palms is in a gated community with every first class  …see more

19 Photos

Kissimmee / Lindfields

Villa / 6 Bedrooms / sleeps 14

5 Nights min stay

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from £97 / night

£677 - £1112 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
This lovely Orlando holiday villa has 6 bedrooms and 4 bathrooms, of which two are en-suite. There is also 2 sets of bunk beds in one room. So a maximum of 14 people can stay at this villa. Enough space for all the family. Check out the lovely themed princess room , I  …see more

9 Photos

Central Florida / Kissimmee

Villa / 7 Bedrooms / sleeps 17

5 Nights min stay

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from £115 / night

£800 - £950 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
This villa is located on Terra Verde Resort in Kissimmee. Only 12 minutes from Walt Disney World and all the major Orlando attractions. So you and your family will be able to enjoy an action packed villa holiday. Terra Verde is in a 5 star gated community with a lake,  …see more

20 Photos

Central Florida / Kissimmee

Villa / 4 Bedrooms / sleeps 8

5 Nights min stay

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from £72 / night

£504 - £787 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
this villa is situated in the beautiful resort of indian point, kissimmee. Only 10 minutes from walt disney world and all the major orlando attractions. Great, yeah! the villa has every luxury with a private pool , not overlooked . Luxury furnishings throughout.  …see more

5 Photos

Kissimmee / Trafalgar Village

Villa / 4 Bedrooms / sleeps 8

5 Nights min stay

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from £80 / night

£556 - £700 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
this villa is situated in the exclusive resort of trafalgar village in kissimmee only 20 minutes from walt disney world and all the major orlando attractions. Great, yeah! the villa has every luxury with a private south facing pool , spa, and luxury furnishings  …see more

22 Photos

Central Florida / Kissimmee

Villa / 6 Bedrooms / sleeps 12

5 Nights min stay

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from £147 / night

£1029 - £11417 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
this villa is situated in the exclusive resort of windsor hills. Only 1.5 miles from walt disney world and all the major orlando attractions. Great, yeah! the villa has every luxury with a private pool , spa, games room, and flat screen tv`s in every room. The resort  …see more

24 Photos

Central Florida / Kissimmee

Villa / 4 Bedrooms / sleeps 8

4 Nights min stay

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from £86 / night

£600 - £889 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
this villa is situated in the exclusive calabay parc at tower lake. Only 15 minutes from walt disney world and all the major orlando attractions. Great, yeah! the villa is in a gated community with a private pool, spa, games room, majestic views over tower lake and  …see more

24 Photos

Central Florida / Kissimmee

Villa / 4 Bedrooms / sleeps 8

5 Nights min stay

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from £71 / night

£497 - £737 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
this villa is situated in the exclusive resort of windsor hills. Only 1.5 miles from walt disney world and all the major orlando attractions. Great, yeah! the villa has every luxury with a private pool , spa, games room, and flat screen tv`s in every room. The resort  …see more

24 Photos

Central Florida / Kissimmee

Villa / 4 Bedrooms / sleeps 8

5 Nights min stay

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from £86 / night

£600 - £1652 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
this villa is situated in the exclusive resort of windsor palms. Only 2.5 miles from walt disney world and all the major orlando attractions. Great, yeah! the villa has every luxury with a private pool , spa, games room, and flat screen tv`s in every room. The resort  …see more

4 Photos

Central Florida / Kissimmee

Villa / 7 Bedrooms / sleeps 14

5 Nights min stay

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from £255 / night

£1785 - £2261 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Superb luxury detached villa (sleeps 12) with private south facing pool with lake views. Set in an exclusive gated community, with a superb fishing lake, as well as many other fantastic sports and leisure facilities. Located just a 15 minute drive from all of the well  …see more

4 Photos

Central Florida / Kissimmee

Villa / 6 Bedrooms / sleeps 12

5 Nights min stay

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from £150 / night

£1045 - £1396 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Superb luxury detached villa (sleeps 10) with private south facing pool with lake views. Set in an exclusive gated community, with a superb fishing lake, as well as many other fantastic sports and leisure facilities. Located just a 15 minute drive from all of the well  …see more

4 Photos

Central Florida / Kissimmee

Villa / 8 Bedrooms / sleeps 16

5 Nights min stay

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from £281 / night

£1967 - £2716 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
This luxury family villa (sleeps 14) has a private pool and is set in an exclusive new, 1 billion dollar, 900 acre development with an 18 hole golf course, as well as many other superb sports and leisure facilities. Located just a 10 minute drive from all of the well  …see more

13 Photos

Kissimmee / Cumbrian Lakes

Villa / 5 Bedrooms / sleeps 12

3 Nights min stay

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from £78 / night

£546 - £728 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
Gated Community Cycling Paths Scenic views Playground Soccer Pitch Disney Area  …see more

20 Photos

Kissimmee / Cumbrian Lakes

Villa / 5 Bedrooms / sleeps 10

3 Nights min stay

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from £90 / night

£630 - £735 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Quiet Relaxing getaway but close enough to Disney and Theme Parks when you want to go  …see more

24 Photos

Central Florida / Kissimmee

Villa / 7 Bedrooms / sleeps 16

1 night min stay

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from £625 / night

£4375 - £7105 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Huge 7 bed vacation home located at the first class development Reunion Resort. With stunning private pool and spa area!  …see more

27 Photos

Central Florida / Kissimmee

Villa / 7 Bedrooms / sleeps 14

1 night min stay

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from £408 / night

£2850 - £3645 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
6 Bedroom Reunion Resort Luxury Pool Home - Private Guest Suite  …see more

19 Photos

Kissimmee / Emerald Isle Kissimmee

Villa / 5 Bedrooms / sleeps 12

3 Nights min stay

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from £110 / night

£770 - £910 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This home is very spacious, wheelchair friendly, and in a great Resort  …see more

15 Photos

Kissimmee / Coral Cay

Townhouse / 4 Bedrooms / sleeps 10

3 Nights min stay

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from £60 / night

£420 - £525 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
-It has a Flatscreen TV in Lounge and in all the bedrooms -Gated resort -Clubhouse and large community pool with a spa and a childrens shallow pool ClubHouse has a Cinema room, Kitchen, pool room, -Close to Disney,the 192 Super Walmart and Target Gated resort Clubhouse  …see more

4 Photos

Kissimmee / Kissimmee City

Townhouse / 3 Bedrooms / sleeps 8

3 Nights min stay

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from £45 / night

£315 - £420 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
new paint tile tvs in all rooms  …see more

8 Photos

Kissimmee / Oak Island Cove

Villa / 4 Bedrooms / sleeps 8

5 Nights min stay

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from £90 / night

£626 - £833 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
this villa is situated in the exclusive resort of oak island harbor. Only 3 miles from walt disney world and all the major orlando attractions. Great, yeah! the villa has every luxury with a private pool , spa, with lake views, and flat screen tv`s in every room. The  …see more

4 Photos

Central Florida / Kissimmee

Villa / 6 Bedrooms / sleeps 12

5 Nights min stay

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from £161 / night

£1124 - £1644 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
this villa is situated in the exclusive calabay parc at tower lake. Only 15 minutes from walt disney world and all the major orlando attractions. Great, yeah! the villa is in a gated community with a private pool , spa, games room, and shops only 2mins away. You are  …see more

20 Photos

Kissimmee / Windsor Hills Resort

Villa / 4 Bedrooms / sleeps 8

5 Nights min stay

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from £174 / night

£1218 - £1470 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
this villa is situated in the exclusive resort of windsor hills. Only 1.5 miles from walt disney world and all the major orlando attractions. Great, yeah! the villa has every luxury with a private pool , spa, outside hot tub,games room, and flat screen tv`s in every  …see more

10 Photos

Kissimmee / Cumbrian Lakes

Villa / 5 Bedrooms / sleeps 12

3 Nights min stay

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from £75 / night

£525 - £665 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
Beautiful View Games Room Spacious  …see more

17 Photos

Kissimmee / Legacy Dunes Resort

Condo / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £47 / night

£325 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Great Resort Very near Disney on the 192  …see more

10 Photos

Central Florida / Kissimmee

House / 4 Bedrooms / sleeps 10

4 Nights min stay

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from £64 / night

£446 - £606 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Amenities include multiple TVs, cable, internet access, upstairs loft, private pool, and a full kitchen Great location - Tons of privacy but minutes from Disney World, Universal Studios, and more! Additional Sleeping: Upstairs loft has 2 twin beds, sofa, and TV  …see more

Excellent 5/5 

20 Photos

Kissimmee / Emerald Isle Kissimmee

House / 7 Bedrooms / sleeps 16

Excellent 5/5 

3 Nights min stay

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from £163 / night

£1137 - £2007 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Theater room, lake view, South facing pool & spa, pool table, free internet, free local calls. Our luxurious 5star, 7 bedroom home has it all. Professionally decorated to a very high standard,the perfect vacation home. One of the best. 2 luxury master suites, 2 designer  …see more

24 Photos

Kissimmee / Emerald Isle Kissimmee

Villa / 8 Bedrooms / sleeps 16

3 Nights min stay

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from £114 / night

£797 - £1975 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Disney World, Universal Studio, SeaWorld, Resort, Private Heated Pool, Spa, WIFI, Game room, Internet, Cable TVs 3 miles to Disney 14 miles to SeaWorld 17 miles to Universal. Minutes to Super Market and Restaurants  …see more

20 Photos

Kissimmee / Emerald Isle Kissimmee

Villa / 8 Bedrooms / sleeps 17

2 Nights min stay

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from £146 / night

£1020 - £1911 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa, Private Pool, Spa, Sleep 19, Resort Clubhouse, Kitchen, Game room, Xbox360, Heated Pool, BBQ Grill, 8 Bedrooms, 4.5 Bathrooms, Free WIFI, Cable TV, Game Room, Near Disney  …see more

24 Photos

Central Florida / Kissimmee

Villa / 9 Bedrooms / sleeps 23

5 Nights min stay

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from £1572 / night

£11000 - £12500 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
The largest rental home in the Orlando/Disney area with 9 beautiful bedrooms, 2 family rooms, 2 kitchens, library, dining room, home cinema room, gym, poker room, 2 bar areas and a huge pool with hot tub....  …see more

17 Photos

Kissimmee / Orange Lake Resort

Villa / 2 Bedrooms / sleeps 8

3 Nights min stay

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from £172 / night

£1200 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Family Fun in the Heart of Orlando, Florida. Shop, dine, play, golf—we've got everything you need for the vacation of a lifetime. And right next door to Walt Disney World® Resort and Animal Kingdom! Luxuriously decorated villas for your comfort. Superb base for Walt  …see more

24 Photos

Central Florida / Kissimmee

Villa / 5 Bedrooms / sleeps 12

5 Nights min stay

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from £330 / night

£2305 - £3959 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
5 bedroom custom home on Castle Pines with private pool and spa.  …see more

13 Photos

Central Florida / Kissimmee

House / 4 Bedrooms / sleeps 8

1 night min stay

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from £86 / night

£602 - £1035 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Vacation homes in Kissimmee are the closest you can get to all the attractions, just minutes from all the major Orlando attractions. Disney World can be reached in under 10 minutes, Universal Studios and Sea World / Discovery Cove are approximately a 15 minute drive.  …see more

13 Photos

Central Florida / Kissimmee

House / 3 Bedrooms / sleeps 10

3 Nights min stay

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from £76 / night

£531 - £857 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
Free WIFI 10 minutes from Disney Grade "A" Cleaning! Fully Equipped Home Private Enclosed Pool  …see more

18 Photos

Central Florida / Kissimmee

House / 4 Bedrooms / sleeps 10

1 night min stay

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from £76 / night

£531 - £857 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
New Furniture Package Free WIFI 10 minutes from Disney! Private Pool Pool Heating available  …see more

24 Photos

Central Florida / Kissimmee

House / 4 Bedrooms / sleeps 8

3 Nights min stay

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from £72 / night

£500 - £1084 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
Fully Furnished Home Games Room Beautiful Lake View Heated Private Pool Near Disney Attractions  …see more

22 Photos

Central Florida / Kissimmee

House / 4 Bedrooms / sleeps 8

1 night min stay

Add to shortlist

from £83 / night

£580 - £959 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
Free Wifi AC Units Private Pool 10 minutes from Disney New furniture packages  …see more

24 Photos

Central Florida / Kissimmee

House / 6 Bedrooms / sleeps 14

1 night min stay

Add to shortlist

from £166 / night

£1160 - £1539 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Spacious Home Private Pool High End Resort Minutes from Disney Free WIFI  …see more

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