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  • United States
  • Florida
  • Central Florida
  • Kissimmee
  • All locations
  • Crescent Lakes (1)
  • Fiesta Key (1)
  • Formosa Gardens (3)
  • Indian Creek (2)
  • Indian Point (1)
  • Kissimmee City (1)
  • Lindfields (1)
  • Terra Verde Resort (1)
  • The Hamlets (1)
  • Venetian Bay Villages (1)
  • Windsor Hills Resort (3)

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28 Holiday homes

Filters applied: Pets allowed (28)

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

(56) Excellent 

1 / 20

Trip Advisor - Award Winning Villa for Three Years - Formosa Gardens villa sleeps 22

Kissimmee / Formosa Gardens

7 22 4 nights min stay

  • 7 bedrooms
  • Sleeps 22
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 80 km; Swimming pool;
WOW!! Even the other villa owners say this about our home, If you are looking for the best go no further. This is strictly for you sun-seekers, as apart from visiting the Mouse; the sun after all is another great reason to visit Florida. This home has a elegantly shaped  …see more

from £300 / night

£2103 / week

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from £300 / night

(15) Very Good 

1 / 68

Gorgeous Palm Villa with a Pool and free WiFi!! - Lindfields villa sleeps 12

Kissimmee / Lindfields

5 12 1 night min stay

  • 5 bedrooms
  • Sleeps 12
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car advised;
Luxurious Detached Villa- 5 Bedrooms - 3 Baths - (Sleeps 12)Simply the best location! Just a ten-minute drive from the Disney Theme parks but set in the quiet haven of the prestigious Lindfields Estate. This luxury villa sleeps up to 12 people and is beautifully furnish  …see more

from £70 / night

£410 - £495 / week

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from £70 / night

1 / 11

Westgate Vacation Villas - Formosa Gardens villa sleeps 10

Kissimmee / Formosa Gardens

2 10 7 nights min stay

  • 2 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
This is a really spacious loft villa that feature a king-size bed in the master bedroom with private bathroom and jetted tub, two double beds in the second bedroom, second bathroom with shower/tub combination, two twin beds in the loft, queen sleeper sofa in the separat  …see more

from £148 / night

£1035 / week

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from £148 / night

1 / 16

Venetian Bay Townhome - Venetian Bay Villages townhouse sleeps 8

Kissimmee / Venetian Bay Villages

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Excellent 3 bedroom home on the popular Venetian Bay in Kissimmee. This is the perfect place to relax after your busy day at the parks. Only 15 minutes from Disney World and great facilities in this gated community makes planning your Florida Vacation easy.The spacious  …see more

from £72 / night

£504 - £690 / week

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from £72 / night

(1) Excellent 

1 / 21

Villa in Kissimmee, Florida. - The Hamlets villa sleeps 10

Kissimmee / The Hamlets

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Villa's situated in a gated community 6m / 10km from Disney World. Close to Highway 192 with all local amenities & restaurants, Near I-4 interstate and within easy reach of Orlando Int'l Airport . 5 double bedrooms inc'l a downstairs en-suite bedroom.  …see more

from £108 / night

£750 - £1000 / week

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from £108 / night

(11) Excellent 

1 / 34

Funshine Magical Villa with Gameroom and WiFi - Kissimmee City villa sleeps 9

Kissimmee / Kissimmee City

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Nearest beach 45 km; Swimming pool; Child friendly ;
~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~ YOUR DREAM VACATION RENTAL IN THE SUNSHINE CAPITAL IS HERE ... COME AND ENJOY: A Beautiful Sun Drenched 4 bedroom 2 storey fully a  …see more

from £99 / night

£656 - £834 / week

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from £99 / night

1 / 11

Awesome holiday villa near Disney - Indian Point villa sleeps 8

Kissimmee / Indian Point

4 8 3 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
This newly refurbished villa and pool is ideal for Disney and Universal Holidays. It has a Super HD television, and an HD television in the two en-suite bedrooms. The Lanai is in a cage and faces West for warm lazy evenings by the pool after hard days enjoying the parks  …see more

from £112 / night

£780 / week

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from £112 / night

(1) Excellent 

1 / 19

4 bed/3bath 5 mins from Disney - Indian Creek villa sleeps 10

Kissimmee / Indian Creek

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
This fantastic luxury, 4 bed 3 bath villa has just been totally redecorated to a high standard. With it's private, screened pool, removable child safety fence and large lanai - it's a perfect location to relax after a day at the theme parks or an 18 hole game  …see more

from £79 / night

£632 / week

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from £79 / night

(1) Excellent 

1 / 48

Florida Pearl, Beautiful Vacation Home with Wireless Internet - Indian Creek villa sleeps 10

Kissimmee / Indian Creek

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Located just 3 miles west of Disney's main entrance, the Florida Pearl is in the Indian Creek subdivision. This single story house has 5 bedrooms, 3 bathrooms, a large pool/spa and games room.The home sleeps 10 plus 2 babies in perfect comfort. A king bed in the ma  …see more

from £90 / night

£630 / week

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from £90 / night

(1) Excellent 

1 / 23

Fiesta Key vacation home - Fiesta Key townhouse sleeps 8

Kissimmee / Fiesta Key

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
Kitchen- The kitchen is fully-equipped ready to meet your needs. American style fridge/freezer,electric oven,microwave,dishwasher,kettle,coffeemaker etc, Full set of crockery,cutlery and utensils. A true home from home. Master Bedroom-This is the prefect master bedroom  …see more

from £65 / night

£402 - £636 / week

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from £65 / night

(4) Excellent 

1 / 55

Windsor Hills,own cinema room, Xbox one, free WiFi - Windsor Hills Resort villa sleeps 14

Kissimmee / Windsor Hills Resort

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
Our Villa in Windsor Hills is a BEAUTIFUL custom designed home. Windsor Hills is a secure gated community that has all the amenities of a 5 star hotel or resort, but with the comfort, convenience, and privacy of staying in a high end home. Facilities Air Conditioning F  …see more

from £171 / night

£1194 / week

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from £171 / night

(5) Very Good 

1 / 37

Kissimmee / Terra Verde Resort

3 8 1 night min stay

  • 3 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Suitable for children age 5+; Air conditioning; Ask about pets;
 …see more

from £69 / night

£478 / week

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from £69 / night

1 / 24

Spacious 6 bed/ 5.5bath in BellaVida Resort 220LF - Kissimmee house sleeps 14

Central Florida / Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 100 km; Swimming pool;
Upscale 6 bed 5 1/2 baths home with enclosed pool and spa is the perfect place to relax after a long day at the parks.This beautiful pool home is 6 bedrooms 5 ½ bath, located in the most sought after gated resort community of Bella Vida about 10 miles from Disney World  …see more

from £122 / night

£849 - £1485 / week

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from £122 / night

1 / 13

Lakeside Villa - Enchanting Vacation Rental with Hot Tub - Crescent Lakes villa sleeps 16

Kissimmee / Crescent Lakes

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Luxury villa with 7 bedroom 4 bathroom (2 ensuite) recently refurbished * large south facing pool by lake 8 person spa, lanai *short drive to theme parks * new 60" led hdmi internet tv with cable and lots of channels including sports and soccer. * 1200w home cinema  …see more

from £140 / night

£950 - £1600 / week

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from £140 / night

(3) Very Good 

1 / 74

holiday villa golf nearby WindsorHills Resort - Windsor Hills Resort villa sleeps 10

Kissimmee / Windsor Hills Resort

4 10 3 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min stay
Key info: Nearest beach 60 km; Swimming pool; Child friendly ;
Our 4 bedroom / 4 bathroom, newly built vacation home has a beautiful corner lot in the prestigious Windsor Hills Resort and has over 1800 sq ft of living space. Sleeping up to 8 people comfortably, our home boasts 1 king bedroom with ensuite, 1 queen bedroom with ensu  …see more

from £122 / night

£849 / week

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from £122 / night

1 / 37

Luxury Detached Villa with Private Pool - Kissimmee villa sleeps 8

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Fantastic villa set on a beautiful lakeside plot overlooking a conservation area. Extended, south facing pool deck provides a place to relax and enjoy a swim in your own private pool. Enjoy free wi-fi, and free calls within the US. Property is situated just south of Hig  …see more

from £65 / night

£425 - £530 / week

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from £65 / night

(2) Excellent 

1 / 24

Home with 4 Bed/3 Baths at Berkley Resort 1204CL - Kissimmee house sleeps 8

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Child friendly ; Car advised; Air conditioning;
Kissimmee vacation rental home in a beautiful gated community with 4 bedrooms, 3 Full Bathrooms, Private Pool with Lanai, Outdoor Shower, Patio Furniture & a lovely lake view.Big Screen TV, High Speed Internet, Games Room and full size Pool Table. TVs in 3 bedrooms,  …see more

from £85 / night

£594 - £1342 / week

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from £85 / night

1 / 24

Frozen Bedrom. Closest to Disney 6BR/4BA Pool/spa - Windsor Hills Resort villa sleeps 14

Kissimmee / Windsor Hills Resort

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Spread out and enjoy your very own sunny six bedroom, four bathroom villa in Windsor Hills Resort. Best of all, it is only two miles to Walt Disney World!NO REAR NEIGHBOURS! To ensure your privacy, we chose a premium location that overlooks a natural area, not another h  …see more

from £175 / night

£1137 - £1970 / week

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from £175 / night

1 / 19

Wonderful 6 beds, 3 ½ baths Cumbriam Lakes 4826CL - Kissimmee house sleeps 12

Central Florida / Kissimmee

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Not suitable for children; Car advised; Air conditioning;
Wonderful 6 beds, 3 ½ baths vacation home, approximately 3,282 square feet, with enclosed pool. The perfect place to relax after a long day at the parks.This beautiful pool home is located in the Cumbrian Lakes area of Kissimmee resort community located approx. 12 mi  …see more

from £107 / night

£743 - £1220 / week

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from £107 / night

1 / 20

Amazing 6 bed home in beautiful Bella Vida 4584ML - Kissimmee house sleeps 12

Central Florida / Kissimmee

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Child friendly ; Car advised; Ask about pets;
Amazing 6 bedroom vacation rental located in the prestigious BellaVida Resort. The villa features 2 traditionally decorated living rooms, a large open plan fully equipped kitchen with a breakfast bar with seating for up to 3 people, a dining area, a games room with a l  …see more

from £170 / night

£1188 - £1814 / week

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from £170 / night

1 / 18

Townhome in Terra Verde Resort! 111PB - Kissimmee house sleeps 10

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Not suitable for children; Car advised; Air conditioning;
This Beautiful townhome has 4 bed and 3 Bath that can accommodates up to 10 people.Relax by your private pool with your favorite cocktail or join in at the fantastic resort pool and spa. For those with energy to spare, work out in the well equipped fitness center or hav  …see more

from £85 / night

£594 - £1061 / week

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from £85 / night

1 / 13

3bed/2bath Home in Resort Bella Vida 1020LF - Kissimmee house sleeps 10

Central Florida / Kissimmee

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 100 km; Child friendly ;
This wonderful townhome has 3 bed and 2 1/2 bath and can accommodates up to 10 people.Imagine you and your family relaxing by your private pool with your favorite cocktail or join in at the fantastic resort pool and spa. For those with energy to spare, work out in the w  …see more

from £88 / night

£610 - £1008 / week

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from £88 / night

1 / 78

4 Bed/4Bath At The Beautiful Windsor Hills 7718CS - Kissimmee house sleeps 8

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Child friendly ; Car advised; Air conditioning;
This lovely 4 Bedroom home is located at Windsor Hills Resort, which is a gated community with a security gate that is guarded 24 hours per day only 2 miles from Disney, 20 minutes from Universal Studios theme park and Sea World. Great beaches are just an hour awayThere  …see more

from £116 / night

£812 - £1247 / week

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from £116 / night

1 / 24

Luxury Vacation Home in Florida 4574ML - Kissimmee house sleeps 12

Central Florida / Kissimmee

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Not suitable for children; Car advised; Air conditioning;
Upscale 6 bedrooms, 5 1/2 baths home with enclosed pool and spa is the perfect place to relax after a long day at the parks.This beautiful pool home is located in the most sought after gated resort community of BellaVida; located 9 miles from Disney World.This home will  …see more

from £160 / night

£1114 - £1671 / week

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from £160 / night

1 / 11

Westgate Vacation Villas - Formosa Gardens villa sleeps 10

Kissimmee / Formosa Gardens

2 10 Min stay varies

  • 2 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Very comfortable villa with loft, located on Westgate Vacation Villas Resort - Kissimmee, minutes away from all Orlando Theme parks. The villa has a king size bed, 2 double beds, 2 Twin Beds in the Loft and a Queen Sleeper Sofa in the living area. It also has a Fully Eq  …see more

from £182 / night

£1072 - £1213 / week

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from £182 / night

1 / 16

Luxury 4 bed town house close to Disney parks - Kissimmee house sleeps 8

Central Florida / Kissimmee

4 8 2 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
We are ideally located for the numerous Florida attractions including Disney, Universal Studios, and Seaworld. For golfers the townhouse is ideally located with many fantastic courses within easy reach, with the closest being Falcons Fire Golf Club and Celebration Golf  …see more

from £88 / night

£610 / week

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from £88 / night

1 / 67

Luxurious Reunion Home - 5 Bed 5 Bath - 768DM - Kissimmee house sleeps 10

Central Florida / Kissimmee

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Not suitable for children; Car advised; Air conditioning;
* Brand-new home* This lovely 5-bedroom, 5.5-bathroom vacation home is located in the Fairway Ridge North section of Reunion® Resort's Westside community and offers breathtaking views of the 8th hole of The Tradition™ golf course by Jack Nicklaus.This spacious h  …see more

from £249 / night

£1738 - £2816 / week

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from £249 / night

1 / 16

Home with heated pool by Disney Parks 851LF - Kissimmee house sleeps 8

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Not suitable for children; Car advised; Air conditioning;
Delightful townhouse with 4 bedrooms and 3 bathrooms, located just 10 minutes from Disney Parks! This lovely home has a large living space with 1,856sq. A large east facing heated pool with sizes of 26x13' and a 6' depth with a lake view in the back.If you are  …see more

from £99 / night

£690 - £1205 / week

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from £99 / night

Top Destination reviews

Kissimmee Lake Front Villa
Clean & Comfortable Family Friendly Villa

We thoroughly enjoyed our stay at this villa and found it to be well equipped and in a great position. It was easy to travel to any of the main attractions and has tons of shops and restaurants on its doorstep. Our only disappointments were the size … see more
Tennyson Villa in Kissimmee close to Disney
Brilliant villa - perfect place for the perfect holiday

Stayed at the villa as part of a group of 4 adults and 4 children, aged from 4-9. Villa was everything we had hoped it would be and more. Photos did not do it justice. The size of the place was fantastic, so much space for everyone. Locati … see more
EXECUTIVE VILLA SET IN ONE ACRE FENCED AND PRIVATE
Not just a rental but a home.

This was our third visit and have already booked for next year even before leaving the property. This house has comfort and privacy. The rear garden is HUGE and completely screened. We also stayed at the owner's other property nearby and both are … see more
Luxury 5 Bedroom Villa in Cumbrian Lakes wuth Bicy
Our Family 4th of July Vacation

I was looking for a place where my family and myself could go to spend time in Florida from where I live in NYC. We chose the perfect location. Check in was simple, directions to the home were easy to understand, and instructions were clearly stated … see more
Lake Berkley Holiday Villa with FREE pool heating.
Home from home!

Beautiful clean villa, well equipped, spacious and extremely relaxing and comfortable. Nice added touches i.e. the games room and security at the gate. The gardens and pool area kept clean and tidy. Fantastic communication from owner, will definitel … see more
Orlando/Kissimmee executive luxury 'Trebor villa'
Huge villa in a quiet residential area and close to Disney

This villa is huge and finished to an excellent standard. It is well appointed, very spacious with a great pool and Jacuzzi. Plenty of room to unwind after a hard day at a Park. The villa is sited in a safe residential area where the local residents … see more

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