Holiday condos in Kissimmee

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  • United States
  • Florida
  • Central Florida
  • Kissimmee

Location

  • All locations
  • Cane Island (4)
  • Kissimmee City (7)
  • Lake Marion (1)
  • Legacy Dunes Resort (6)
  • Lindfields (2)
  • Oak Island Cove (1)
  • Orange Lake Resort (1)
  • Seasons Resort (1)
  • Westside (1)
  • Windsor Hills Resort (7)
  • Windsor Palms (6)

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174 Holiday homes

Filters applied: Condo (174)

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

(21) Very Good 

1 / 17

Amazing Disney Condo, Pool & Hot tub Onsite

Florida / Central Florida / Kissimmee

3 bedroomsSleeps 64 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min stay
Key info: Nearest beach 106 km; Swimming pool; Great for children of all ages ;
A perfect location for all that central Florida has to offer, for Mickey fans, serious shoppers, sun worshippers, delicious dining, space shuttle launches, big thrills and spills, airboat adventures, palm trees and pina-coladas! All in the fantastic Sunshine State! Win  …see more

from £35 / night

£220 - £330 / week

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from £35 / night

(5) Excellent 

1 / 23

Florida / Central Florida / Kissimmee

3 bedroomsSleeps 83 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £50 / night

£305 - £348 / week

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from £50 / night

(12) Excellent 

1 / 41

Beautiful Cane Island Condo with Pool, Sauna & Spa

Florida / Central Florida / Kissimmee / Cane Island

3 bedroomsSleeps 65 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 65 km; Swimming pool;
This beautifully furnished 3 bedroom, 2 bathroom property in Cane Island Resort in Kissimmee benefits from a wonderful lakeside setting and is less than 4 miles from the main gates of Disney World. This resort really does benefit from the best of both worlds - far enoug  …see more

from £65 / night

£417 - £531 / week

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from £65 / night

1 / 20

Florida / Central Florida / Kissimmee

3 bedroomsSleeps 71 night min stay

  • 3 bedrooms
  • Sleeps 7
  • 1 night min stay
Key info: Beach / lakeside relaxation; Not suitable for children; Air conditioning;
 …see more

from £107 / night

£707 / week

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from £107 / night

(21) Excellent 

1 / 8

Affordable and Luxurious Ground Floor Condo at Cane Island Resort

Florida / Central Florida / Kissimmee / Cane Island

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Cane Island is a luxurious gated resort featuring impressive amenities. Our Condo is located on the ground floor, it is a 2 bedroomed condo that is perfectly accessible for both wheelchairs and pushchairs, everything is on a level so there are no steps or ramps.This is  …see more

from £50 / night

£350 - £420 / week

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from £50 / night

(2) Excellent 

1 / 5

Florida / Central Florida / Kissimmee / Windsor Palms

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Nearest beach 1 km; Swimming pool; Great for children of all ages ;
 …see more

from £58 / night

£489 / week

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from £58 / night

1 / 42

Minion Cove - Windsor Hills Resort condo sleeps 6

Florida / Central Florida / Kissimmee / Windsor Hills Resort

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
3 Bedroom 2 Bathroom Condo Sleeps 6 Welcome to Minion Cove, our 3 bedroom 2 bathroom condo located in the beautiful 5 star gated community of Windsor Hills located less than 2 miles from the main gates of Walt Disney World. Windsor Hills is one of the newest and greates  …see more

from £65 / night

£420 - £909 / week

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from £65 / night

(13) Excellent 

1 / 59

Orlando condo at Legacy Dunes - resort amenities

Florida / Central Florida / Kissimmee / Legacy Dunes Resort

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 78 km; Swimming pool;
The Ultimate Family Fun Getaway! This condo is situated on Legacy Dunes resort at Kissimmee. Resort amenities include a tropical style swimming pool with fountains, a further swimming pool (both with sun loungers), a clubhouse with games room, a cafe, a bar, a gym and  …see more

from £45 / night

£300 - £550 / week

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from £45 / night

1 / 62

Bahama Bay Resort Condo. Florida - Kissimmee condo sleeps 6

Florida / Central Florida / Kissimmee

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.3 km; Swimming pool;
3 bed 2 bath luxury condominium (apartment) in the spacious Bahama Bay Resort. The resort is in a tropical setting, about 15 minutes from the theme parks. It offers 4 outdoor heated swimming pools with in-ground Jacuzzis and sun loungers, a children's splash play a  …see more

from £60 / night

£400 - £720 / week

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from £60 / night

(5) Excellent 

1 / 18

Lighthouse Keys Spa and resort - Kissimmee condo sleeps 8

Florida / Central Florida / Kissimmee

3 bedroomsSleeps 81 night min stay

  • 3 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
Our condo is located in Kissimmee within the community of lighthouse Keys It is constantly in the top two for accommodation in the area on trip advisor. Ultimate in luxury and can sleep 6 comfortably and up to eight. Perfect for family holiday, golf trip. Fifteen minu  …see more

from £114 / night

£756 / week

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from £114 / night

1 / 16

DISNEY HOLIDAY CONDO ON A LUXURY RESORT - Legacy Dunes Resort condo sleeps 8

Florida / Central Florida / Kissimmee / Legacy Dunes Resort

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
Gorgeous fully furnished 4 bed 2 bath corporate rental apartment Orlando, FLLocation: Legacy DunesAbsolutely gorgeous, 4-bed, 2-bath condo located in the fabulous Resort Style privately gated community of Legacy Dunes. It comes fully furnished to accommodate 8 persons v  …see more

from £70 / night

£450 - £715 / week

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from £70 / night

(5) Very Good 

1 / 36

Florida / Central Florida / Kissimmee / Kissimmee City

3 bedroomsSleeps 83 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £62 / night

£0 / week

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from £62 / night

(25) Excellent 

1 / 77

Chris and Sue's Disney Condo - Windsor Palms condo sleeps 7

Florida / Central Florida / Kissimmee / Windsor Palms

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 117 km; Swimming pool; Great for children of all ages ;
FREE PHONE CALLS AND WIFILuxurious 3 bedroom/2 bathroom, fully equipped Condo is located in the exclusive gated community of Windsor Palms, Kissimmee, less than 3 miles from Walt Disney World. A perfect location for all that Central Florida has to offer eg The Parks of  …see more

from £63 / night

£390 - £675 / week

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from £63 / night

1 / 28

Condo at Legacy Dunes - resort amenities

Florida / Central Florida / Kissimmee / Legacy Dunes Resort

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 150 km; Swimming pool;
Newly refurbished 4 bedroom/2 bathroom 1400 sq ft condo with screened balcony and view over the lawn to the children's playground and lake. Fantastic place for a large family or group vacation in Orlando! near all the attractions. Would suit the extended family with 2 d  …see more

from £60 / night

£400 - £600 / week

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from £60 / night

1 / 50

Florida / Central Florida / Kissimmee

4 bedroomsSleeps 101 night min stay

  • 4 bedrooms
  • Sleeps 10
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £91 / night

£607 / week

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from £91 / night

(13) Excellent 

1 / 28

Luxurious 3 Bedroom Club Cortile Condo with a Balc

Florida / Central Florida / Kissimmee

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
Our superb condition 3 bed 2 bath condo has a 6 person maximum occupancy at Club Cortile Resort, a luxury gated resort with a 4,000 sq ft clubhouse, community pool with jacuzzi, tennis court, fitness centre, movie theatre, internet room and kids playground. Perfect loca  …see more

from £39 / night

£268 - £306 / week

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from £39 / night

1 / 12

Luxury 2 bedroom condo only 3.5 miles from Disney

Florida / Central Florida / Kissimmee / Windsor Palms

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
Luxury 2 bedroom, 2 bathroom condo in secure gated Windsor Palms resort only 3.5 miles from Disney. Fully equipped with every comfort of home. Air conditioning. Free Wi-Fi. Washing machine, dryer, dishwasher, microwave etc. Price includes free use of resort facilitie  …see more

from £49 / night

£340 - £410 / week

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from £49 / night

1 / 30

Florida / Central Florida / Kissimmee

3 bedroomsSleeps 81 night min stay

  • 3 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £76 / night

£516 / week

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from £76 / night

(2) Very Good 

1 / 20

Legacy Dunes Resort - Legacy Dunes Resort condo sleeps 4

Florida / Central Florida / Kissimmee / Legacy Dunes Resort

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
This Condo is on the doorstep of Disney, just off 192, In the heart of Kissimmee. From the moment you drive up the entrance road, with its beautiful landscaping, you know you are about to enter a great resort. Legacy Dunes Resort offers a wonderful guest experience. The  …see more

from £65 / night

£455 - £490 / week

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from £65 / night

1 / 9

Florida / Central Florida / Kissimmee

1 bedroomSleeps 44 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 4 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £39 / night

£230 / week

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from £39 / night

1 / 30

Florida / Central Florida / Kissimmee / Lake Marion

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 126 km; Swimming pool;
 …see more

from £41 / night

£0 / week

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from £41 / night

(1) Excellent 

1 / 29

Florida / Central Florida / Kissimmee

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £65 / night

£436 - £512 / week

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from £65 / night

1 / 55

Beautifully furnished condo 10 minutes from Disney

Florida / Central Florida / Kissimmee / Cane Island

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
This ground floor apartment is first class. Compare staying here with staying in a Disney Hotel and you will be astonished. Half the price of a 'moderate' Disney Resort but twice as much space as a 'Deluxe' Resort. Not only will you be saving mone  …see more

from £49 / night

£0 / week

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from £49 / night

1 / 24

Florida / Central Florida / Kissimmee

3 bedroomsSleeps 10Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £99 / night

£0 / week

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from £99 / night

1 / 32

Florida / Central Florida / Kissimmee

4 bedroomsSleeps 102 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £99 / night

£649 / week

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from £99 / night

1 / 14

Florida / Central Florida / Kissimmee / Lindfields

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £84 / night

£588 - £936 / week

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from £84 / night

1 / 11

Florida / Central Florida / Kissimmee

2 bedroomsSleeps 87 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Great for children of all ages ; Pets welcome;
 …see more

from £133 / night

£931 - £1047 / week

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from £133 / night

1 / 21

Florida / Central Florida / Kissimmee

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £130 / night

£1146 / week

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from £130 / night

(1) Very Good 

1 / 20

Lovely Condo,NEW MATTRESSES,WIFI,4 miles to Disney

Florida / Central Florida / Kissimmee / Kissimmee City

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
This spacious 3 bedrooms and 2 bedrooms vacation home includes the Following Amenities: 4 miles to Disney , 1 King Bed, 1 Queen Bed, 2 Twin Beds, COMMUNITY has heated pool, spa, fitness center, theater room, basketball and tennis court and children playground, Complemen  …see more

from £65 / night

£432 - £649 / week

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from £65 / night

1 / 37

1308 Caribe Suite - Kissimmee condo sleeps 6

Florida / Central Florida / Kissimmee

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 120 km; Swimming pool;
Condo 1308 is based in the Caribe Cove Resort. Our luxurious condo with ample amenities will comfort you, making Caribe Cove a great place to retreat to for a long-awaited vacation. Caribe Cove Resort is perfect for your vacation and holidays. Condo 1308 features abou  …see more

from £91 / night

£637 / week

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from £91 / night

1 / 5

Florida / Central Florida / Kissimmee

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £131 / night

£913 / week

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from £131 / night

1 / 23

Florida / Central Florida / Kissimmee

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £62 / night

£649 / week

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from £62 / night

1 / 37

Florida / Central Florida / Kissimmee / Windsor Palms

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £68 / night

£481 / week

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from £68 / night

1 / 24

Florida / Central Florida / Kissimmee

4 bedroomsSleeps 105 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £48 / night

£327 - £449 / week

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from £48 / night

(2) Excellent 

1 / 10

Florida / Central Florida / Kissimmee

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 72 km; Swimming pool; Great for children of all ages ;
 …see more

from £58 / night

£478 - £760 / week

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from £58 / night

1 / 18

Florida / Central Florida / Kissimmee

2 bedroomsSleeps 81 night min stay

  • 2 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £68 / night

£0 / week

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from £68 / night

(1) Terrible 

1 / 14

Florida / Central Florida / Kissimmee / Kissimmee City

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £65 / night

£455 - £745 / week

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from £65 / night

1 / 21

Florida / Central Florida / Kissimmee

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £75 / night

£0 / week

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from £75 / night

1 / 15

Florida / Central Florida / Kissimmee

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £76 / night

£0 / week

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from £76 / night

1 / 13

Florida / Central Florida / Kissimmee

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £61 / night

£420 / week

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from £61 / night

Top Destination reviews

Veranda Palms Villa
Lovely villa, great service and excellent location for all the Disney parks!

Definitely recommended! From the moment I enquired about the villa, (we dealt directly with the owner) we received excellent service. Booking was easy, and we were supplied with a wealth of information from favourite restaurants to the best place t … see more
Gated,Lakefront, sleep 12, 6mi2Disney, WiFi, Jacuzzi
This was a very comfortable well kept home.

The rental was reasonably priced. The home is located very close to attractions and shopping. The area is quiet and the home was very comfortable. The owners kept in touch with us and made sure everything was up to par. We had an awesome time and wi … see more
Resort Villa-Pool & Spa-Lake Berkley-near Disney
Wonderful property!

Our host Lisa Ellis made us feel welcome since before booking. I had a couple of questions when searching for the perfect place to stay and she answered them very quickly. Once I booked we stayed in constant communication which made me feel confident … see more
FLORIDA Kissimmee VILLA 3 bed 2 bath private pool
A Beautiful Villa

A lovely clean modern and up to date villa, everything you could possibly need is included. Owners very friendly and kept us informed every step of the way. We did have a small issue with the pool but it was soon rectified. One small issue was sof … see more
Home with 4 Bed/3 Baths at Berkley Resort 1204CL
Great facilities and perfect for us!

The villa was clean, tidy had a great pool and very comfortable beds. Really could not have been better placed to get to the major parks. It was quite simply exactly as advertised and fulfilled our requirements perfectly - I'd stay here again. … see more

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