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25 Holiday homes in Kissimmee

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  • Crestwynd Bay (5)
  • Emerald Isle Kissimmee (2)
  • Paradise Palms (5)
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  • Windsor Hills Resort (7)
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Filters applied: Private indoor pool (25)

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25 Results  |  
24 Photos

House | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £64 /night

£445 - £715 / week

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Key info:

  • Nearest beach 96 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
COMFORTABLE 4 BED/ 3 BATH HOUSE WITH HEATED POOL AND SPA, GAMES ROOM WITH AIRHOCKEY E GAMES ARCADE, 3 MILES TO PARKS, FREE WI-FI, CABLE TV AND A FULL RESORT WITH SWIMMING POOL, TIKI BAR, FITNESS ROOM, COMPUTERS WITH WI-FI, TENNIS COURT, TRAILS AND BEAUTIFUL GARDENS. PAY LESS THAN A HOTEL AND HAVE MORE COMFORT AND PRIVACE WITH A BIG HOUSE, MAKE MEALS IN A COMPLETE KITCHEN.  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

Very Good 4.5/5 

5 Nights min stay

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from £180 /night

£1260 - £2100 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
This beautiful vacation Home community is just minutes from Disney World. Featuring the very best resort amenities including the 5,000 sq ft pool, luxurious spas, Tiki bar. movie theatre, games room, basketball and volleyball courts, lighted tennis courts and much more!  …see more

24 Photos

House | 6 Bedrooms | sleeps 12

Very Good 4.5/5 

3 Nights min stay

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from £102 /night

£711 - £848 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Large spacious well equipped house which is ideally sited in a rpivate gated community 5 minutes from Disney  …see more

Featured properties

12 Photos

House | 4 Bedrooms | sleeps 10

Very Good 4/5 

Short stays welcome

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from £74 /night

£515 - £631 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Looking for a family vacation villa so close to Disney that it's almost on Mickey's doorstep? This immaculate 4 bedroom, 3 bathroom villa is ideally situated only 3 miles from Disney World in a peaceful residential neighbourhood overlooking a tranquil lake.  …see more

20 Photos

Villa | 8 Bedrooms | sleeps 17

2 Nights min stay

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from £118 /night

£826 - £1524 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

10 Photos

Townhouse | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £116 /night

£806 - £1192 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Situated in a great location within Windsor Hills, this townhome is sure to delight! Enjoy glorious views of the open park area with gazebo and green space while you relax out at the private splash pool, offering great sun exposure and added privacy with no rear neighbors. This unit is also located  …see more

9 Photos

Townhouse | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £116 /night

£806 - £1192 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Lovely, 3 bedroom /3bath two-story townhome can sleep 6 comfortably. Bedding includes one King-size, one queen-size and 2 single beds. 36" TV in living area w/ VCR and DVD player. TV's in each bedroom with DVD players. Town home has splash pool located out back which can be heated upon  …see more

8 Photos

Townhouse | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £116 /night

£806 - £1192 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Enjoy your next vacation in this beautiful Florida vacation home.  This property will comfortably sleep 8  in a 3 bedroom, 3 bath home that features one king, one queen, one set of twin sized beds, and a sleeper sofa.  Experience a home-away-from home experience with all the amenities of this home,  …see more

7 Photos

Townhouse | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £105 /night

£734 - £1072 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
3 bedroom 3 bath townhome Welcome to this elegant, professionally decorated Orlando vacation town home, located in the beautiful Windsor Palms Resort.  This townhome sleeps 6 comfortably in 1 king, 1 queen, and 2 twin sized beds.  It also comes with a full kitchen equipped with microwave, coffee  …see more

11 Photos

Townhouse | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £116 /night

£806 - £1192 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Experience a sunny Florida vacation in this 3 bedroom, 3 baths Saddlebrook model which features 1400 sq. ft.  This bedroom sleeps 6 in one king, one queen, and two twin sized beds, and each bedroom has its own private bathroom.  Included in the full sized kitchen are microwave, ice maker, coffee  …see more

7 Photos

Townhouse | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £116 /night

£806 - £1192 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
This beautifully furnished 3 bed, 3 bath Saddlebrook Townhome features 1390 sq. ft. of living space.  Sleeping accommodations include1 king, 1 queen, 2 twin, and 1 sofa sized beds.  Also, this property comes with a full kitchen boasting an ice maker, coffee maker, microwave, and dishwasher.  Along  …see more

10 Photos

Townhouse | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £105 /night

£734 - £1072 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
This 3 Bedroom / bath Townhome is located in the gated community of Windsor Palms. This two-story townhome can sleep six with 1 king, 1 full, & 2 twin beds. TV's in each bedroom. A private screened-in splash pool can be heated upon request for extra charge. Other extras in this lovely  …see more

7 Photos

Townhouse | 4 Bedrooms | sleeps 10

5 Nights min stay

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from £149 /night

£1039 - £1533 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Floor Plan (The Beach Palm) 1,914 sq. ft. 2 story townhome. We invite you to enjoy our townhome on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of home and more! Book your vacation now at this beautiful townhome with splash pool. Attention  …see more

12 Photos

Townhouse | 4 Bedrooms | sleeps 9

5 Nights min stay

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from £130 /night

£908 - £1336 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
We invite you to enjoy our townhome on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of home and more! Book your vacation now at this beautiful townhome with splash pool. Attention to every detail has been put in as we furnished and  …see more

16 Photos

Townhouse | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £116 /night

£806 - £1192 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
All the comforts of home in this 3-bedroom, 3 bath townhome in Windsor Hills. One bedroom and bath downstairs and 2 bedrooms upstairs. This property sleeps 8, 2 in each bedroom and we have a sleeper sofa too. Amenities include fully equipped kitchen, washer/dryer, stereo and DVD player in living  …see more

8 Photos

Townhouse | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £104 /night

£722 - £1051 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
We invite you to enjoy our townhome on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of home and more! Book your vacation now at this beautiful townhome with splash pool. Attention to every detail has been put in as we furnished and  …see more

8 Photos

Townhouse | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £105 /night

£734 - £1072 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
This 3 Bedroom 3 Bath Townhome is located in the gated resort style Windsor Palms just minutes from disney. The clubhouse offers a game room, movie theatre and complete fitness center. For further enjoyment guest stay active throughout the 3-acre recreation area which includes community pool and  …see more

24 Photos

Townhouse | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £162 /night

£1132 - £1677 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Welcome to this beautiful vacation home in Kissimmee, Florida. Featuring four bedrooms, four baths, and a garage, this spacious home has been carefully and lovingly furnished to ensure that you have a comfortable and memorable experience. The full kitchen is equipped with everything you could need  …see more

9 Photos

Townhouse | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £116 /night

£806 - £1192 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
After vacationing in Windsor Hills with some friends last year, we decided that staying in a townhouse is a much nicer experience than coming back to an impersonal hotel room after a day at the parks. We just bought our vacation home and would like to share it with you.  Amenities include 3  …see more

8 Photos

Townhouse | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £116 /night

£806 - £1192 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Welcome to this beautiful Saddleback Model (1600 sqft.) 3 bedroom 3 bath townhome (2 story) East facing pool This tranquil but pristine three-bedroom, three-bath vacation townhome provides you with everything you will need for the perfect holiday escape. The first floor has an open floor plan with  …see more

8 Photos

Townhouse | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £116 /night

£806 - £1192 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
"Disney Hideaway" town-home has a spacious family room to relax in during the day or evening, with a ceramic tiled floor, contemporary-style interior with beautiful decor, cable TV with a DVD player so you can watch your favorite movie with the whole family. If you need to surf the web  …see more

10 Photos

Townhouse | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £116 /night

£806 - £1192 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Fully immerse yourself in the Florida sunshine by experiencing it in this beautiful tropically themed townhome.  Accommodations for 8 include sleeper sofa, Queen, King and Twin beds. This home has four TV's and a fully equipped kitchen for your convenience. Step out to the private splash pool  …see more

9 Photos

Townhouse | 5 Bedrooms | sleeps 12

5 Nights min stay

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from £142 /night

£989 - £1456 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Best Location in Paradise Palms! Attention to every detail has been put in as we furnished and decorated this townhome. This 5 bedroom 4 bath 2,128 sq feet unit sleeps 12 in style. With 2 king bedrooms, 1 queen bedroom, 1 room with 2 double beds, and 1 twin room there is plenty of room for everyone  …see more

8 Photos

Townhouse | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £116 /night

£806 - £1192 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
We invite you to enjoy our townhome on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of home and more! Book your vacation now at this beautiful townhome with splash pool. Attention to every detail has been put in as we furnished and  …see more

10 Photos

Townhouse | 4 Bedrooms | sleeps 10

Excellent 5/5 

1 night min stay

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from £64 /night

£445 - £1016 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
The pool can be heated it is South facing and has the sun on it all day.The house is on the first road as you go in and has a green space directly behind it so it is not over looked from behind.We are in a gated Community so there is 24 hour security .  …see more

Orlando Kissimmee is a great location for a family holiday, with easy access to Florida's big attractions - Disney World, Busch Gardens and Universal Studios. There are also rides through the Florida Everglades and plenty of children-friendly activities to keep everyone happy. The area has some excellent beaches, amongst them Clearwater Beach and Daytona Beach.