Air conditioned apartments and villas to rent in Kissimmee

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Kissimmee

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3,582 Holiday homes

Filters applied: Air conditioning

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

7

Central Florida / Kissimmee

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 72 km
  • Swimming pool
  • Child friendly

 …see more

from £173 / night

£1210 / week

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from £173 / night

16

Holiday apartment in Kissimmee

Central Florida / Kissimmee

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautiful 4 Bedroom/3 bathroom vacation home rental consists of 4 Singles beds, 1 Queen Bed and one King bed. Your home is fully equipped with everything you will need while on vacation. The kitchen has all new appliances, microwave, coffee maker, blender, cookwar  …see more

from £149 / night

£1039 / week

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from £149 / night

30

Central Florida / Kissimmee

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £89 / night

£621 / week

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from £89 / night

32

Central Florida / Kissimmee

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £88 / night

£610 / week

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from £88 / night

17

Kissimmee holiday home rental

Central Florida / Kissimmee

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 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 £107 / night

£746 / week

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from £107 / night

40

Central Florida / Kissimmee

4 12 Min stay varies

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

 …see more

from £138 / night

£966 / week

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from £138 / night

22

Holiday home in Kissimmee

Central Florida / Kissimmee

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
COMPASS BAY(TripHouse10) offers the best options for you that are looking for comfort, safety, comfort and pleasure on your Orlando, Florida vacation. Here you can select the best accommodation for your stay, always focusing on your well-being and your family. In additi  …see more

from £94 / night

£655 / week

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from £94 / night

24

Kissimmee holiday home rental

Central Florida / Kissimmee

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Bella vida, Italian for Beautiful Life, our home is in a gated community surrounded by beautiful conservation areas and community lakes. The barrel-tiled roofs and colorful exteriors will remind you of being in the Mediterranean. An impressive 25 foot waterfall greets y  …see more

from £158 / night

£1101 / week

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from £158 / night

(12) Excellent 

49

Kissimmee holiday villa rental

Kissimmee / The Hamlets

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Live the American dream in your very own Florida holiday home located in the quiet gated community of The Hamlets. Just off highway 192 in Kissimmee, yet only minutes drive to hundreds of shops & restaurants (some are even within walking distance) and close to Dis  …see more

from £93 / night

£650 - £750 / week

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from £93 / night

25

Holiday home in Kissimmee

Central Florida / Kissimmee

4 9 5 nights min

  • 4 bedrooms
  • Sleeps 9
  • 5 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
In life, you always have to make a choice: Do you want plenty of space or a great location? Do you prefer beautiful views or awesome amenities? Can you forgo the luxuries for affordability? Because you can’t have it all. You’ve heard it time and time again.  …see more

from £110 / night

£750 - £1150 / week

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from £110 / night

18

Central Florida / Kissimmee

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £101 / night

£706 / week

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from £101 / night

19

Holiday home with swimming pool in Kissimmee

Kissimmee / Paradise Palms

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 152 km
  • Swimming pool
  • Child friendly
This is a beautiful four bedroomed town house, equipped to a very high standard. It has it's own splash pool, heating available if necessary, with a safety screen and terrace. The kitchen is equipped with everything you need including, fridge/freezer, microwave, di  …see more

from £146 / night

£996 - £1156 / week

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from £146 / night

25

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Magnific 6 Bed home with 6 Baths, located at Bella Vida Resort, in Kissimmee, 7 miles away from Disney Parks, 15 minutes away from Universal Studios and 15 min away from Outlet Premium. Excellent clubhouse with fitness center, community pool, heated pool and game room f  …see more

from £178 / night

£1242 / week

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from £178 / night

11

Home accommodation in Kissimmee with indoor pool

Central Florida / Kissimmee

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 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 £81 / night

£565 / week

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from £81 / night

37

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Situated on the beautiful gated Lake Berkley Resort, our luxury 4 bed villa has a west facing pool deck overlooking a tranquil lake, ideal for relaxing after a days out in the theme parks or one of the many shopping malls. Sleeping 8 people in comfort with 4 bedrooms: 1  …see more

from £85 / night

£595 / week

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from £85 / night

31

Central Florida / Kissimmee

6 15 Min stay varies

  • 6 bedrooms
  • Sleeps 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £158 / night

£1101 / week

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from £158 / night

25

Kissimmee holiday home accommodation

Central Florida / Kissimmee

4 9 3 nights min

  • 4 bedrooms
  • Sleeps 9
  • 3 nights min
  • Child friendly
  • Air conditioning
4 bedroom 3 bathroom townhouse on Club Cortile, Seven Dwarfs Lane, a gated community just 5 miles from Disney. Fabulous location, superbly equipped townhouse. Master bedroom with king size bed (UK super king) , walk in closet, large en suite & 2 x 2 twin bedrooms wi  …see more

from £73 / night

£509 / week

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from £73 / night

8

Kissimmee holiday home rental

Central Florida / Kissimmee

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
The house is in a gated resort and as well as having its own personal heated jacuzzi there is 3 pools and a clubhouse with various events for children (for days when you do not wish to travel to all the other Florida attractions.) Only 12 mins to Disney Parks. Luxury  …see more

from £115 / night

£800 / week

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from £115 / night

27

Holiday villa in Kissimmee

Central Florida / Kissimmee

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
his vacation home was renovated recently. We put lots of efforts to keep our house at the top of the line. We sincerely welcome all of our guests and feel honor to have your unforgettable memories in our house. It has 3 King Bedrooms, 2 Queen bedrooms, 6 Twin Beds in 3  …see more

from £185 / night

£1096 - £2177 / week

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from £185 / night

5

Kissimmee holiday home accommodation

Central Florida / Kissimmee

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Kissimmee vacation rental home. With 3 bedrooms, 2 bathrooms, a private pool and home is located near all your favorite Orlando area attractions. Home sleeps 10 comfortably. Excellent home for families or friends needing to relax. Home is fully furnished, all you need  …see more

from £97 / night

£646 - £1210 / week

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from £97 / night

(31) Excellent 

75

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 72 km
  • Swimming pool
  • Child friendly

 …see more

from £113 / night

£767 - £884 / week

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from £113 / night

(1) Very Good 

30

Central Florida / Kissimmee

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £80 / night

£545 / week

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from £80 / night

21

Central Florida / Kissimmee

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

 …see more

from £105 / night

£605 / week

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from £105 / night

(8) Very Good 

20

Central Florida / Kissimmee

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 97 km
  • Swimming pool
  • Child friendly

 …see more

from £60 / night

£355 - £367 / week

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from £60 / night

(1)  

14

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £80 / night

£531 - £960 / week

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from £80 / night

25

Kissimmee / Kissimmee City

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 93 km
  • Swimming pool

 …see more

from £73 / night

£505 / week

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from £73 / night

(23) Excellent 

125

Central Florida / Kissimmee

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £86 / night

£599 / week

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from £86 / night

(5) Excellent 

24

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 72 km
  • Swimming pool

 …see more

from £55 / night

£384 / week

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from £55 / night

(9) Very Good 

31

Kissimmee / Compass Bay

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £13 / night

£85 / week

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from £13 / night

(8) Very Good 

17

Central Florida / Kissimmee

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £53 / night

£355 - £416 / week

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from £53 / night

(1) Excellent 

7

Central Florida / Kissimmee

2 6 6 nights min

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min
  • Child friendly
  • Air conditioning

 …see more

from £57 / night

£396 / week

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from £57 / night

32

Central Florida / Kissimmee

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £105 / night

£686 / week

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from £105 / night

(5) Very Good 

21

Central Florida / Kissimmee

6 12 4 nights min

  • 6 bedrooms
  • Sleeps 12
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £158 / night

£1101 - £3303 / week

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from £158 / night

(1) Excellent 

30

Kissimmee / Lake Marion

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 126 km
  • Swimming pool

 …see more

from £58 / night

£401 / week

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from £58 / night

28

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £101 / night

£678 - £803 / week

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from £101 / night

21

Kissimmee / Kissimmee City

8 20 Min stay varies

  • 8 bedrooms
  • Sleeps 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £169 / night

£967 - £2177 / week

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from £169 / night

30

Central Florida / Kissimmee

7 16 5 nights min

  • 7 bedrooms
  • Sleeps 16
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £259 / night

£1775 / week

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from £259 / night

(1) Average 

18

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £105 / night

£734 - £1130 / week

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from £105 / night

23

Central Florida / Kissimmee

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £80 / night

£559 - £785 / week

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from £80 / night

35

Central Florida / Kissimmee

7 16 Min stay varies

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

 …see more

from £138 / night

£960 - £2259 / week

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from £138 / night