Kissimmee Villas, Holiday rentals and apartments

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Kissimmee

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4,437 Holiday homes

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

(7) Excellent 

19

Holiday villa in Kissimmee

Kissimmee / Cumbrian Lakes

4 8 6 nights min

  • 4 bedrooms
  • Sleeps 8
  • 6 nights min
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
“Excellent property and very helpful owners” This house is excellent and very well maintained. It had all the amenities / facilities we needed and in good working order. Very comfortable and easy to relax after long days at the theme parks. Julie and M  …see more

from £95 / night

£570 - £630 / week

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from £95 / night

8

Holiday home in Kissimmee

Kissimmee / Emerald Isle Kissimmee

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Bedding Summary: Bedroom #1: King BedBedroom #2: King BedBedroom #3: King BedBedroom #4: Queen BedBedroom #5: (2) Double Beds  …see more

from £137 / night

£955 / week

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from £137 / night

37

Kissimmee holiday villa rental

Kissimmee / Lindfields

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This Lindfields Villa is fully air-conditioned giving a cool refreshing welcome when you open the door and is very spacious. This villa is on a quiet road just off highway 192 and only 5.7 miles (10 minute drive) to Walt Disney World. Lovely sunny 30ft private, south f  …see more

from £105 / night

£731 / week

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from £105 / night

(1) Excellent 

16

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

(21) Excellent 

27

Holiday villa with golf nearby in Kissimmee

Kissimmee / Windsor Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 68 km
  • Swimming pool
  • Child friendly
“A magical Christmas vacation” A very clean and comfortable villa, with a beautifully heated pool. The games room was good fun and the owner was very helpful and easy to deal with. Windsor Palms is a good location with easy access to Disney - for a s  …see more

from £117 / night

£799 - £1209 / week

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from £117 / night

(8) Excellent 

14

Holiday townhouse in Kissimmee

Kissimmee / Bellavida Resort

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Fantastic holiday home. Would definatley use again.” What a great holiday. Just home and couldn't wait to review this property. The resort itself is very modern and clean, with a good main pool. It has free internet access within the club house or fre  …see more

from £60 / night

£420 / week

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from £60 / night

(2) Excellent 

70

Holiday villa letting

Kissimmee / Cumbrian Lakes

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 114 km
  • Swimming pool
5 bedrooms;3 en suites bathrooms; private pool and spa; optional pool heating; Home Cinema; Fully air conditioned games room; south west facing pool; freeWiFi and high speed internet access; all bedrooms have flat screen cable TVs; free local and international calls<  …see more

from £95 / night

£665 - £875 / week

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from £95 / night

9

Central Florida / Kissimmee

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £103 / night

£718 / week

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from £103 / night

99

Kissimmee holiday villa rental

Kissimmee / Emerald Isle Kissimmee

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool
THE VILLA FOR A LUXURY HOLIDAY! South facing pool plus spa, games room, BBQ and beautiful lake and woodland conservation views. One of the closest to Disney World!  …see more

from £150 / night

£1050 / week

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from £150 / night

(3) Excellent 

11

Holiday hotel apartment in Kissimmee

Kissimmee / Compass Bay

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Air conditioning
“Near Disney, Good Price, Beautiful Place” We would stay again. we stayed here and drove to SeaWorld 3 days. very convenient. liked the fact it was a block off the main road. liked where it was near Fun Town for the kids, go cart track walking distan  …see more

from £105 / night

£742 / week

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from £105 / night

11

Holiday villa in Indian Point

Kissimmee / Indian Point

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Fabulously refurbished villa with four bedrooms and three bathrooms, and also a poll. It is close to Disney, Universal, Seaworld. The Orlando Eye, Downtown Kissimmee, and Disney Marketplace.  …see more

from £119 / night

£830 / week

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from £119 / night

(2) Excellent 

23

Holiday townhouse with golf nearby in Kissimmee

Kissimmee / Fiesta Key

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This glorious fully furnished townhouse was built in 2005 in the magnificent Key West style. This house features 3 wonderful bedrooms and 2.5 exquisite bathrooms and can house up to 8 people,within the gated community of Fiesta Key.<br />The Villa is close to all  …see more

from £69 / night

£428 - £541 / week

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from £69 / night

(1) Excellent 

55

Kissimmee holiday villa rental

Kissimmee / Lake Berkley

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Loved it so much” Just spent 2 weeks in this villa, loved it so much! Many happy memories of a great holiday, we are definitely looking into coming again. Slept 6 more then comfortably and the pool is in a great position, gets a few hours sunlight bu  …see more

from £90 / night

£550 - £785 / week

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from £90 / night

(8) Excellent 

43

Holiday townhouse in Kissimmee

Central Florida / Kissimmee

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 114 km
  • Swimming pool
  • Child friendly
This is a luxurious stunning spacious modern 3 bedroom, 2.5 Bathroom Townhouse two-storey. As you enter the home you are greeted by light, bright and airy open feel of the home is the perfect base for a relaxing, stress free vacation, situated by a 3-acre lake view from  …see more

from £75 / night

£525 / week

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from £75 / night

(3) Excellent 

21

Villa rental in Kissimmee

Kissimmee / Indian Ridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our private south facing pool is solar heated and enclosed within a 6ft high fenced garden with a forested area to the rear providing total privacy. The pool is fully screened and equipped with a range of upholstered poolside furniture and a lanai for shade. All doors  …see more

from £115 / night

£685 - £900 / week

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from £115 / night

(17) Excellent 

23

Kissimmee holiday villa rental

Kissimmee / Doral Woods

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great holiday from start to finish.....” We arrived at the house worn out from travelling and opened the front door and it looked even better than the pictures. everything was perfect, it is basically home from home. Sara and Peter have thought of it  …see more

from £99 / night

£695 - £795 / week

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from £99 / night

(1) Excellent 

40

Central Florida / Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £218 / night

£1371 - £1654 / week

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from £218 / night

25

Holiday villa rental

Central Florida / Kissimmee

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Two master king ensuite bedrooms offer plenty of space, both rooms open to the pool area allowing guests to venture out for a swim undetected by guests in the rest of the rooms. The first master bedroom has a ensuite bathroom with large oval tub and separate shower. Th  …see more

from £125 / night

£875 / week

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from £125 / night

(1) Excellent 

11

Holiday villa in Kissimmee

Kissimmee / Formosa Gardens

2 10 7 nights min

  • 2 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
You will expend a wonderfull time at this villas, as well at the Resort.<br />The Resort offers free transportation to Epcot, Universal, Sea World and Prime Outlets  …see more

from £158 / night

£1101 / week

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from £158 / night

10

Holiday home rental

Central Florida / Kissimmee

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Near Disney and all the parks , very close to lots of shopping and restaurant's . Great choice of golf course 's ,and guaranteed lots of sunshine .Only 30 minute drive from Orlando International Airport.. The complex has security 24 / 7 , and no problem wi  …see more

from £73 / night

£484 / week

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from £73 / night

17

Holiday townhouse with shared pool in Kissimmee

Central Florida / Kissimmee

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This 3 bedroom/3 bath townhome is located in the luxurious, gated community of Windsor Hills. You will be only 2.5 miles from the main gate of Walt Disney World. It is within walking distance to the clubhouse which includes a lagoon-style heated pool (with 2-story tall  …see more

from £96 / night

£672 / week

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from £96 / night

(58) Excellent 

20

Holiday villa with golf nearby in Kissimmee

Kissimmee / Formosa Gardens

7 22 4 nights min

  • 7 bedrooms
  • Sleeps 22
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
“This place is heaven!!” Close to all the attractions yet private enough to give you relaxation!!! Can't wait to book here again!! The owners were very easy to work with and very patient with us!!! Thanks again for renting to us!!!  …see more

from £320 / night

£2238 / week

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from £320 / night

(9) Excellent 

88

Kissimmee holiday villa rental

Kissimmee / Bellavida Resort

6 14 5 nights min

  • 6 bedrooms
  • Sleeps 14
  • 5 nights min
  • Nearest beach 111 km
  • Swimming pool
  • Child friendly
“Our vacation in Florida 2014” The location of the property was ideally suited for our planned vacation. The size and facilities were extremely good and especially with 6 adults & 4 children it worked perfectly with each family. The kitchen lent itsel  …see more

from £183 / night

£1276 - £1609 / week

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from £183 / night

(2) Excellent 

53

Kissimmee holiday home rental

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 grou  …see more

from £343 / night

£1936 - £3388 / week

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from £343 / night

(1) Excellent 

20

Holiday villa with swimming pool in Kissimmee

Kissimmee / Emerald Isle Kissimmee

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Disney, Spacious, Safe, Gated, Guarded, Luxury, Heated Pool, Spa, Game room, Kitchen, Free WIFI, Free phone Call, Clubhouse, Gym, Sauna 8 Bedroom, Dinning Room, Children's room, private pool and Spa, Xbox 360, Emerald Island, Close to everywhere<br />Emerald  …see more

from £242 / night

£888 - £2411 / week

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from £242 / night

(2) Excellent 

12

Holiday villa in Windsor Palms

Kissimmee / Windsor Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly
Disney World ( 10 minutes ) - Special Pool Heater - Salt Water Pool - Safety Fence - 2 en-suite master king-bedrooms - Themed bedrooms - High chair , Stroller , Car seats , Crib Fan cooled Lanai - Close to Clubhouse - Gameroom - BBQ - Multi Color Pool Light  …see more

from £138 / night

£960 / week

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from £138 / night

29

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 90 km
  • Child friendly
  • Air conditioning
"The Hunnypot" at Fiesta Key, Kissimmee, Florida, Exclusive, tranquil gated community, 10 minutes drive from Disney World entrance, Free wifi, Hot tub. "The Hunnypot" is a 4 bedroom, beautifully furnished home which sleeps 8/10 people, situated in a  …see more

from £61 / night

£424 - £694 / week

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from £61 / night

(1) Excellent 

50

Central Florida / Kissimmee

3 8 3 nights min

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

 …see more

from £77 / night

£537 / week

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from £77 / night

(1) Excellent 

5

Holiday villa with shared pool, golf nearby in Kissimmee

Kissimmee / Orange Lake Resort

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Excellent experience” It's a resort within a golf course. Very close to Disney World and other attractions. Staff was very friendly and helpful. Pools are wonderful for the kids. The resort was close to supermarket. It was a wonderful destination for  …see more

from £139 / night

£968 / week

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from £139 / night

(6) Excellent 

16

Holiday villa with swimming pool in Kissimmee

Kissimmee / Eagle Pointe

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Soon You'll Be Staying at a Individually Designed Luxury 4 Bed villa with all of the home comforts you expect.Our Disney area villa comes with its very own private swimming pool where you can escape all the thrills and spills down the road and have some family time  …see more

from £81 / night

£549 - £1045 / week

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from £81 / night

(3) Excellent 

17

Holiday home with golf nearby in Kissimmee

Kissimmee / Terra Verde Resort

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
“Golf vacation in beautiful surroundings” Terre Verde Resort is a beautiful resort with a luxurious club house with all amenities, pool, pool-bar, fitness center surrounding i relatively large pond. Nice playground. Short distance (15 min) to Disney a  …see more

from £70 / night

£490 / week

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from £70 / night

(3) Very Good 

16

Holiday home with swimming pool in Veranda Palms

Kissimmee / Veranda Palms

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic villa and location” Stayed at this villa for two weeks and highly recommend it. It was clean, spacious and ideally located for Orlando airport and all the theme parks. Would definitely stay there again, the owner and management team were ver  …see more

from £145 / night

£799 - £880 / week

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from £145 / night

13

Villa rental in Kissimmee with shared pool

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxury 4 bed / 3 bath detached villa with private heated pool / spa, wifi broadband and games room on High Grove Gated Community, 10 mins from Disney at junction of 192 and Highway 27. It is ideally located for the theme parks, golf and the whole Florida experience.  …see more

from £53 / night

£343 - £674 / week

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from £53 / night

(4) Excellent 

39

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children age 5+
“Very enjoyable stay at Simba's Magic home.” Very enjoyable stay at Simba's Magic home. Dealing with the owner, Sri, was super easy and our group really liked the house. Having stayed in Emerald Island several times, this was the best property we've r  …see more

from £202 / night

£1855 / week

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from £202 / night

19

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 11 1 night min

  • 4 bedrooms
  • Sleeps 11
  • 1 night min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
Bass Lake Estates is a small, Beautifully maintained community, and is one of the closest to Orlando's main attractions. It is a mature development of detached pool homes with a Glorious large natural lake,which attract many varieties of fish and wildlife. Relaxing  …see more

from £115 / night

£803 / week

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from £115 / night

22

Kissimmee holiday villa let

Kissimmee / Lake Berkley

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
to do  …see more

from £90 / night

£630 / week

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from £90 / night

(5) Very Good 

29

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
-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<br />-Gated Community with 24/7 security guard on duty-Club House with Co  …see more

from £150 / night

£1050 - £1330 / week

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from £150 / night

7

Central Florida / Kissimmee

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly

 …see more

from £77 / night

£525 / week

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from £77 / night

(24) Excellent 

20

Holiday villa with golf nearby in Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 13 3 nights min

  • 6 bedrooms
  • Sleeps 13
  • 3 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
“You must stay in this Home” We have stayed at Emerald Island Resort on several occasions because we like the closeness of the location to the main attractions and the safety of the gated community with 24 hour security. So, when looking for a property  …see more

from £162 / night

£1130 / week

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from £162 / night

26

Home rental in Kissimmee

Central Florida / Kissimmee

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
We have owned this villa for 8 years and we maintain it to high standards. The Pool Decking has been extended which gives greater poolside space together with longer sunshine hours on the deck.The villa is ideally situated for all the attractions and is close to Walmart  …see more

from £100 / night

£700 - £896 / week

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from £100 / night