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520 Holiday homes

Filters applied: Non-Smoking property (520)

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

1 / 21

Central Florida / Kissimmee

6 12 2 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £167 / night

£1167 / week

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from £167 / night

1 / 18

Family Vacation Home near Disney - Crescent Lakes villa sleeps 12

Kissimmee / Crescent Lakes

6 12 5 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 5 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Car not necessary;
Why stay in a hotel / motel when you can experience a truly spacious accommodation? This villa has 6 bedrooms and 3 bathrooms on two levels. There is a large south facing swimming pool. The rear of the property is not overlooked as it has a high privacy fencing down b  …see more

from £100 / night

£650 / week

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from £100 / night

(6) Very Good 

1 / 12

Pluto's Pad Lindfields, Stunning Villa in a Great - Lindfields villa sleeps 8

Kissimmee / Lindfields

4 8 5 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
A lovely villa with a large private swimming pool in Kissimmee, Orlando, 10 minutes drive to Disney World and close to all of Central Florida's attractions. Spaciously appointed, air conditioned and well equipped. Separate living, dining and family areas give ample room  …see more

from £60 / night

£420 - £525 / week

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from £60 / night

(4) Excellent 

1 / 68

Ladysvilla, Lovely Vacation Pool Home in the Sun - Kissimmee villa sleeps 8

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 12 km; Swimming pool; Child friendly ;
Ladys Villa (Loz and Ady's villa) is our holiday home in the sun, it will sleep up to 8 people, with games room, private screened pool (heated on guest payment). We invite you to share our home. It is ideally situated for the independent traveller, giving easy access  …see more

from £84 / night

£531 - £879 / week

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from £84 / night

1 / 22

Central Florida / Kissimmee

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £107 / night

£743 / week

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from £107 / night

(3) Very Good 

1 / 43

Lizzie's Gem, Wonderful Vacation Rental with Wireless Internet - Emerald Isle Kissimmee villa sleeps 10

Kissimmee / Emerald Isle Kissimmee

4 10 4 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
We are situated 5 minutes from Disney & local shops & amenities are just around the corner.Emerald Island is the closest community to the theme parks.Whilst staying in our home you can benefit from all the facilities of Emerald Island Resort, including volleybal  …see more

from £70 / night

£490 - £610 / week

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from £70 / night

(4) Very Good 

1 / 74

New Orlando Villas 1 - Kissimmee villa sleeps 12

Central Florida / Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
Our Home is a Modern single 4 home with plenty of space for upto 12 Guests, Its in a Quiet location yet very close to all major Shops like Walmart, Target, K Mart and several Shopping Malls also Restaurants and Fast Food outlets and all the areas Theme Parks.Fully Fitte  …see more

from £119 / night

£830 - £1057 / week

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from £119 / night

(9) Excellent 

1 / 24

Lovely Kissimmee Home with Gameroom and Pool - Cumbrian Lakes villa sleeps 8

Kissimmee / Cumbrian Lakes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 60 km; Swimming pool; Child friendly ;
Our villa is situated just 10 minutes from Disney and all its attractions and 5 minutes to shops and restaurants.Private heated pool fully screened and safety fence.Open plan lounge and formal dining area Fully fitted kitchen making preparing meals and snacks a joy.King  …see more

from £70 / night

£480 - £595 / week

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from £70 / night

(6) Very Good 

1 / 20

Fantastic Vacation Home on Candy Palm Rd at Paradise Palms - Paradise Palms townhouse sleeps 10

Kissimmee / Paradise Palms

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
Paradise Palms is situated in one of the best area's in Kissimmee, only minutes from Disney, Universal Studios, Island of Adventure and sea world. With its terrific shopping malls and fantasic restaurants this is the place to stay.Only a Couple of minutes we also h  …see more

from £83 / night

£560 - £940 / week

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from £83 / night

(1) Excellent 

1 / 41

TERRA VERDE TOWNHOUSE 3BR / 2.5 BATH - Kissimmee townhouse sleeps 6

Central Florida / Kissimmee

3 6 5 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min stay
Key info: 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

(1) Very Good 

1 / 15

Mickey's Mansion' Book Now for 2015 and 2016 - Emerald Isle Kissimmee villa sleeps 15

Kissimmee / Emerald Isle Kissimmee

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Welcome's you to this 8 bedroom 4.5 bathroom home, situated on Emerald Island, in the beautiful sunshine state. Only 5 minutes from Disney World, 20 minutes from Orlando International Airport (MCO) and 45 minutes from Sandford International Airport. Comfort at it's best  …see more

from £159 / night

£1061 - £2046 / week

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from £159 / night

(1) Excellent 

1 / 20

Encantada Resort 4 bed 3 Bath - Encantada Resort townhouse sleeps 10

Kissimmee / Encantada Resort

4 10 5 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
This is the Encantada Resort Condo in a beautiful short term rental development. Heated Pool attached to condo plus resort pool with all amenities. Very close to Disney and all attractions. Includes all kitchen utensils, appliances and washer dryer. Has WiFi and flat sc  …see more

from £95 / night

£607 / week

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from £95 / night

(11) Very Good 

1 / 17

Seasons Villa, Superb Getaway with Balcony, Hot Tub, Gameroom - Seasons Resort villa sleeps 10

Kissimmee / Seasons Resort

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Welcome to our home on Seasons. It is a St Vincent model built by Park Square Homes and is 2765 Sq. Foot of Executive quality. It is a luxurious 5 Bedroom – 4 Bathroom Villa, which has 2 Master Suites and 3 other Bedrooms - which comfortably sleep 10 with ease, a Priv  …see more

from £60 / night

£360 - £550 / week

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from £60 / night

(6) Excellent 

1 / 14

4690 Cumbrian Lakes Drive - Cumbrian Lakes villa sleeps 8

Kissimmee / Cumbrian Lakes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 75 km; Swimming pool; Child friendly ;
The villa has 4 bedrooms and 3 bathrooms, and sleeps 8 people comfortably. The south facing pool overlooks a wooded conservation area which provides a secluded location in which to relax. The lanai provides shade during the day, whilst the pool deck allows you to relax  …see more

from £90 / night

£600 - £700 / week

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from £90 / night

(4) Very Good 

1 / 12

Another Day in Paradise - Cumbrian Lakes villa sleeps 8

Kissimmee / Cumbrian Lakes

4 8 5 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Our luxury 4 Bed, 3.5 Bath villa is situated in the exclusive, secure gated community of Cumbrian Lakes. Set in a prime position backing onto a conservation area (over 200 acres) not overlooked, secluded and peaceful. Conveniently situated just off 192 and all it ameni  …see more

from £65 / night

£603 - £682 / week

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from £65 / night

(9) Excellent 

1 / 24

Charming Home with Gameroom and Hot Tub - 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 ; Car advised;
This is a beautifully furnished vacation home near to all Disney theme parks, several good golf courses and a 5 minute drive from restaurants and shops. The villa sleeps 8 people and has four good sized bedrooms and two bathrooms.The villa is fully equipped with eveythi  …see more

from £84 / night

£648 - £815 / week

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from £84 / night

(26) Excellent 

1 / 24

Robson's Retreat, Relaxing Vacation Home with a Ba - Cumbrian Lakes villa sleeps 12

Kissimmee / Cumbrian Lakes

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 60 km; Swimming pool; Child friendly ;
As you enter our home through the glass front doors you will see the formal living room and dinning room to your right, as you walk forward the area opens up into the large fully equipped kitchen with breakfast nook and Family room with 60" cable TV, with access to Netf  …see more

from £110 / night

£750 - £900 / week

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from £110 / night

(2) Excellent 

1 / 71

Sunsetlakes Villa - Kissimmee City villa sleeps 8

Kissimmee / Kissimmee City

3 8 4 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Sunset Lakes is a semi-residential gated community situated off the 192 Irlo Bronson Highway approximately 2 miles west of Interstate 4. World Drive, which is the entrance to all the Disney theme parks is less than 10 minutes drive away. Universal Studios, Sea Worl  …see more

from £70 / night

£450 / week

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from £70 / night

(3) Excellent 

1 / 24

Resort Villa-Pool & Spa-Lake Berkley-near Disney - Lake Berkley villa sleeps 8

Kissimmee / Lake Berkley

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Stylish vacation home, sleeps 8, with private pool & spa pool. Located in the gated resort of Lake Berkley in Kissimmee with excellent resort amenities for you to enjoy. You are located minutes away from Disney, all attractions, theme parks & there are many restaurant  …see more

from £90 / night

£575 - £625 / week

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from £90 / night

(2) Excellent 

1 / 61

Great value for money Townhome near Disney - Venetian Bay Villages house sleeps 6

Kissimmee / Venetian Bay Villages

3 6 4 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Why stay in a hotel when you can have all the comforts of your own home away from home in our beautiful new townhome in a dream location, close to the theme parks and the attractions of Orlando and Central Florida.Our home is clean, comfortable and just where you need t  …see more

from £60 / night

£385 / week

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from £60 / night

1 / 24

Stunning Family Friendly Villa with Lake Views - Crescent Lakes villa sleeps 14

Kissimmee / Crescent Lakes

6 14 4 nights min stay

  • 6 bedrooms
  • Sleeps 14
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 123 km; Swimming pool;
Thank you for taking the time to look at our beautiful villa, we know you will find everything you need to make your stay a perfect one. Crescent Lakes is a stunning, tranquil community and our villa is set right in the heart of it. Disney World is only a short 15 minut  …see more

from £145 / night

£950 - £1230 / week

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from £145 / night

(16) Excellent 

1 / 20

Solaz365 - Luxury Rental Home in Kissimmee - Bellavida Resort villa sleeps 12

Kissimmee / Bellavida Resort

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
Solaz365 ~~~ Watch our exciting new VIDEO - go to our website and enjoy! ~~~ Welcome to Solaz365, our wonderful holiday home, a place to relax 365 days of the year. If you don't say "WOW" the minute you walk through the door, we will be amazed! The house was built in  …see more

from £175 / night

£1225 / week

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from £175 / night

1 / 39

Furnished 4 Bedroom Villa for rent, Villa Betty Bo - Kissimmee villa sleeps 9

Central Florida / Kissimmee

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Nearest beach 150 km; Swimming pool; Child friendly ;
Villa Betty Boo is on the prestigious Hampton Lakes Community which has a swimming pool, basketball, volleyball and tennis courts for your free use. Hampton Lakes is beautifully landscaped and is a very secure community. Villa Betty Boo has 4 spacious bedrooms and can s  …see more

from £76 / night

£531 - £652 / week

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from £76 / night

1 / 14

Beautiful 6 Bedroom Villa at Windsor Hills - Windsor Hills Resort villa sleeps 13

Kissimmee / Windsor Hills Resort

6 13 4 nights min stay

  • 6 bedrooms
  • Sleeps 13
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
our beautiful villa at 7764 Teascone Bvld. Windsor Hills Reserve will provide you the best of time on your vacation. You are welcome here to be at your ease. Additional features for the house:- • Games room – Pool, Air hockey, Basketball and Play Station 2. • Bab  …see more

from £167 / night

£1137 / week

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from £167 / night

(22) Very Good 

1 / 17

Amazing Disney Condo, Pool & Hot tub Onsite - Kissimmee condo sleeps 6

Central Florida / Kissimmee

3 6 4 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min stay
Key info: Nearest beach 106 km; Swimming pool; Child friendly ;
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

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

(6) Excellent 

1 / 24

The Road to "Mandyville"- Fantastic 3 Bedroom Villa - Kissimmee villa sleeps 6

Central Florida / Kissimmee

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
THE VILLA with it,s fully screened, south facing 30x15ft swimming pool with underwater lighting for evening swimming and has free solar heating with electronic control and electric heating for the winter months. The large deck with sun or shade is equipped with new luxu  …see more

from £67 / night

£465 - £525 / week

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from £67 / night

(6) Very Good 

1 / 21

Hideaway Villa - Terra Verde Resort villa sleeps 12

Kissimmee / Terra Verde Resort

5 12 5 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 5 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
Hideaway Villa is the perfect choice for the ultimate Disney family holiday - just 10 minutes east of Disney, on the exclusive gated community of Terra Verde. Conveniently located close to Walmart, Medieval Times and Olde Town. Hideaway Villa has 5 bedrooms, all with  …see more

from £96 / night

£669 - £796 / week

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from £96 / night

1 / 12

Luxury 2 bedroom condo only 3.5 miles from Disney - Windsor Palms condo sleeps 4

Kissimmee / Windsor Palms

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; 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

(19) Excellent 

1 / 27

Sun Palm - 5 star Disney villa - Windsor Palms villa sleeps 8

Kissimmee / Windsor Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
- The villa has two Master en-suite bedrooms and two further bedrooms with twin beds. These bedrooms share a third bathroom. One of the twin Bedrooms is a Disney themed room. The main bedroom has its own dressing room and has direct access to the pool (via a safety fe  …see more

from £110 / night

£750 - £1136 / week

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from £110 / night

1 / 28

The Marriott Retreat - Emerald Isle Kissimmee villa sleeps 10

Kissimmee / Emerald Isle Kissimmee

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Emerald Island Resort is surrounded by a conservation area and encompasses over 300 acres with 11 heavily wooded acres right in the middle of the community. As you pass through the 24 hour guarded gatehouse the playful dolphin fountains welcome you to this unique resort  …see more

from £172 / night

£1200 - £1350 / week

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from £172 / night

(3) Excellent 

1 / 11

Limbo Lane - Apart Orlando - Compass Bay hotel apartment sleeps 8

Kissimmee / Compass Bay

3 8 4 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
Great Location less than 4 miles to Disney Parks • Lots of great places for shopping, dining, supermarkets very close by, including a 24 hour walmart. • 2 Fantastic Pools, 1 with kiddie games and shallow beach entrance, Jacuzzi, Indoor Basketball, Fitn  …see more

from £98 / night

£697 / week

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from £98 / night

1 / 30

Quiet, Comfortable 4 bed with large private pool - Kissimmee house sleeps 8

Central Florida / Kissimmee

4 8 4 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min stay
Key info: Child friendly ; No pets allowed;
Why hassle with overpriced resorts and hotels if you can have a luxurious vacation experience in the comfort and privacy of your own house? Welcome to the ultimate vacation villa - It's been furnished to the highest standard! When you first walk in the front door, you'  …see more

from £91 / night

£637 / week

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from £91 / night

1 / 17

Windsor Hills Perfect Hideaway - Kissimmee villa sleeps 13

Central Florida / Kissimmee

6 13 5 nights min stay

  • 6 bedrooms
  • Sleeps 13
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 80 km; Child friendly ;
3 Master Suites : Queen Suite On Ground Floor : Lake View : Large Private Pool & Spa : Free High Speed Wifi : Free International Calls: Luxury Games RoomsWelcome to our outstanding Windsor Hills Perfect Hideaway Villa where the magic starts minutes from Disney World  …see more

from £175 / night

£1225 / week

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from £175 / night

(4) Excellent 

1 / 30

Disney Family Villa - Private Pool & Jacuzzi - Seasons Resort villa sleeps 10

Kissimmee / Seasons Resort

5 10 3 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
This villa offers all the comforts of home & is a great base for your Disney vacation. The home comes with free wifi & local calls, cable TV, free parking, full laundry facilities & is fully air conditioned. These are provided for guests at no extra charge. All loc  …see more

from £105 / night

£695 - £945 / week

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from £105 / night

1 / 19

Central Florida / Kissimmee

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £99 / night

£690 / week

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from £99 / night

(4) Very Good 

1 / 18

Stunning Lakeview Luxury Villa with WiFi and Hot Tub - Crescent Lakes villa sleeps 8

Kissimmee / Crescent Lakes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Simply stunning Executive 4 bed villa. Private lakeview with south facing 30' pool and Jacuzzi/spa. Ideal location, full air conditioning and all amenities incl. Games Room.Close to Disney.Superb place to relax and enjoy your holiday. The view across the lake is wo  …see more

from £90 / night

£575 - £775 / week

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from £90 / night

(3) Excellent 

1 / 100

Kissimmee / Paradise Palms

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 103 km; Swimming pool; Child friendly ;
 …see more

from £91 / night

£637 / week

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from £91 / night

1 / 31

LUXURY FIVE BED VILLA MIMOSA, POOL, SPA, WiFi - Kissimmee house sleeps 11

Central Florida / Kissimmee

5 11 5 nights min stay

  • 5 bedrooms
  • Sleeps 11
  • 5 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Villa Mimosa is one of eight villas that we have available for rental and the perfect home for you to use as a base for your vacation in the Central Florida area. Just 15 minutes from Disney, located on a corner plot just 2 minutes from a Walmart Superstore with ALD  …see more

from £115 / night

£795 - £1150 / week

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from £115 / night

1 / 24

Huge luxury 7 bedroom villa! - Emerald Isle Kissimmee villa sleeps 16

Kissimmee / Emerald Isle Kissimmee

7 16 3 nights min stay

  • 7 bedrooms
  • Sleeps 16
  • 3 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
Here's a vacation home that has everything you ever wanted in your own home...Big Refreshing Pool...oversized bubbling spa....lots of room for everyone to relax and unwind. Our Home is the ultimate paradise for a Disney holiday which has to be experienced to be bel  …see more

from £120 / night

£840 - £1120 / week

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from £120 / night

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