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Kissimmee

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

(4) Excellent 

39

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
“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 £191 / night

£1370 - £2302 / week

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from £191 / night

(5) Excellent 

24

Kissimmee holiday villa rental

Kissimmee / Oak Island Cove

4 10 6 nights min

  • 4 bedrooms
  • Sleeps 10
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Super villa” Great for all age groups - has everything you would ever need - teenagers loved the table tennis plus pool. 8 month old grandaughter had cot, toys high hair. The villa is close to shops & theme parks. Quiet estate with villa overlooking l  …see more

from £100 / night

£700 / week

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from £100 / night

(1) Very Good 

20

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 105 km
  • Swimming pool
“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 doorste  …see more

from £112 / night

£778 / week

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from £112 / night

(2) Average 

30

Holiday villa with swimming pool in Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Family friendly, plenty of room, great location” We stayed here for our very first trip to Disney World with our three teenaged daughters and our young grade-school daughter. We loved the home; it had everything we needed, plenty of space. The three  …see more

from £85 / night

£550 - £660 / week

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from £85 / night

(6) Excellent 

18

Holiday villa in Kissimmee

Kissimmee / Lake Berkley

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Excellent living in secure environment for family” Well equipped house for a family, from kitchen, over bedrooms and living area to pool, close to attractions, dining and shopping  …see more

from £100 / night

£695 - £750 / week

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from £100 / night

(1) Excellent 

33

USA East Coast holiday villa rental

Kissimmee / Lake Berkley

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“A great base for a family holiday” Having used other villas around Orlando I came across this one as our normal one was booked, I contacted the owner who could not of been more helpfull and booked up our stay. When we arrived at the villa it was a  …see more

from £139 / night

£973 / week

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from £139 / night

(6) Excellent 

24

Villa rental in Kissimmee

Central Florida / Kissimmee

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great stay close to all attractions and shopping.” We really enjoyed our stay at Mandyville. The house was very clean. We lucked out on the weather for January and made great use of the pool area. The UV protection on the pool enclosure was great a  …see more

from £75 / night

£485 - £525 / week

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from £75 / night

(4) Very Good 

12

Kissimmee holiday villa rental

Kissimmee / Cumbrian Lakes

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Idyllic base for Orlando holiday” Just got back from this lovely villa where we spent a wonderful two weeks. The owners have made this feel just like home, with everything necessary for a comfortable stay. From the extended pool deck with comfy sunbed  …see more

from £88 / night

£631 / week

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from £88 / night

(31) Excellent 

24

Holiday villa in Kissimmee

Kissimmee / Cumbrian Lakes

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Really comfortable and relaxing stay, a quality holiday home.” We stayed here over Christmas and New Year. There were 8 family members - ample room for all and we still had a spare bedroom. The pool area was lovely and the villa location was great.  …see more

from £100 / night

£695 - £895 / week

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from £100 / 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 £54 / night

£378 / week

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from £54 / night

(3) Excellent 

61

Kissimmee holiday villa rental

Kissimmee / Windsor Hills Resort

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 64 km
  • Swimming pool
“Luxury in the sun” Home from home - if home had all these mod cons and a heated pool outside the lounge and a games room in the garage. Great location for Disney assuming you have a car. Plenty of local restaurants and easy run to NASA. Onsite centr  …see more

from £115 / night

£690 - £1350 / week

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from £115 / night

19

Holiday apartment with shared pool in Kissimmee

Kissimmee / Windsor Palms

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This gorgeous Kissimmee 3 bedroom vacation rental home, is only 20 minutes drive from Orlando International airport, and is without a doubt, a home away from home. Comfortably sleeping 6 and fully equipped with towels, bedlinen, washer, dryer (highchair and travel cot a  …see more

from £63 / night

£439 / week

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from £63 / night

25

Home rental in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 93 km
  • Swimming pool
  • Child friendly
Mickey's Ritz at Veranda Palms is a private vacation home providing spacious accommodation with luxury, upgraded contemporary furnishings. The home has 4 bedrooms, 3 bathrooms, a large pool + spa , a west facing pool deck with fabulous pool furniture, and a fully fitted  …see more

from £102 / night

£712 - £934 / week

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from £102 / night

(1) Excellent 

20

Kissimmee holiday villa rental

Kissimmee / Emerald Isle Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
You don't need a magic wand or a secret potion to have a dream holiday of a life time . . . . . . All you need is Magic Villa!!!And as Magic Villa is only 10 minutes' drive from Disney the location is magic too!  …see more

from £135 / night

£945 - £1204 / week

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from £135 / night

(3) Very Good 

16

Holiday home with swimming pool in USA East Coast

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 £143 / night

£786 - £866 / week

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from £143 / night

(6) Excellent 

75

Holiday villa rental

Kissimmee / Kissimmee City

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Luxurious, spaceous secluded villa” Excellent location to all amenities. Villa exceptionally equipped with luxurious facilities. Didn't want to leave !!  …see more

from £108 / night

£754 - £941 / week

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from £108 / night

46

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool
Turn your dreams into reality in our Luxury Holiday Villa just a short distance from the Orlando theme parks.This is Mickey's Retreat, our 3 Bedroom, 2 Bathroom Villa in Kissimmee, Florida. Mickey's Retreat is conveniently situated just a short ten min  …see more

from £92 / night

£544 - £818 / week

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from £92 / night

(3) Very Good 

12

Holiday home rental

Kissimmee / Emerald Isle Kissimmee

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Crystal Cove Gem is located in the fabulous Emerald Island Resort the nearest gated community to from Disney World.Only 3 miles from Disney World  …see more

from £50 / night

£700 / week

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from £50 / 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
  • Swimming pool
  • Child friendly
  • Air conditioning
“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 £116 / night

£786 - £1190 / week

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from £116 / night

(23) Very Good 

75

Central Florida / Kissimmee

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 61 km
  • Swimming pool
  • Child friendly

 …see more

from £54 / night

£715 / week

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from £54 / night

(11) Excellent 

31

Kissimmee / Paradise Palms

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £80 / night

£917 / week

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from £80 / 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 everywhereEmerald Island Resor  …see more

from £239 / night

£1032 - £2095 / week

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from £239 / night

35

Holiday villa in Kissimmee

Central Florida / Kissimmee

7 16 3 nights min

  • 7 bedrooms
  • Sleeps 16
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Mickey's Family Funhouse has 7 bedrooms, 5 bathrooms, this villa is the perfect place to sip your morning coffee or enjoy breakfast. Lay back in the private screened in pool area on one of many cushioned loungers.Great Location:Disney Funhouse 's vaca  …see more

from £207 / night

£1445 / week

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from £207 / night

28

USA East Coast holiday condo rental

Kissimmee / Legacy Dunes Resort

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • 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 - £550 / week

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from £60 / night

(12) Excellent 

44

Holiday villa rental

Kissimmee / Indian Ridge Oaks

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Quick Getaway” We had an unexpected trip to Orlando after booking some cheap flights, we found Tracey's villa and she couldn't have been more helpful. We loved the villa, all the disney touches, even dresses for little princesses and the games in the  …see more

from £70 / night

£490 - £747 / week

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from £70 / night

(1) Excellent 

20

USA East Coast holiday villa rental

Central Florida / Kissimmee

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Countryside Manor is a peaceful, exclusive community of just 30 custom built homes all set well apart from one another with large established gardens, with an abundance of pine, oak & palm trees and surrounded by conservation area of protected woodlands and wetlands  …see more

from £120 / night

£835 - £1074 / week

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from £120 / night

23

Guest house rental in Kissimmee

Central Florida / Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Summary •South Facing pool and Spa with 40’ deck overlooks lake and woodland •7 Bed 5.5 bathrooms with 4 Masters 2 Kings 2 Queens 6 Singles Sofa Bed •Closest gated resort to Disney Thank you for visiting Tinkerbells Retreat *** Choosing the right villa for you  …see more

from £199 / night

£1389 - £2342 / week

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from £199 / night

(6) Excellent 

18

Holiday bungalow with swimming pool, golf nearby in Kissimmee

Kissimmee / Windsor Hills Resort

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
Location. Location. Location! We are close to all amenities within the resort ( volleyball, tennis and basketball courts; putting green, large pool, water slide and jacuzzi ; video games and movie theatre) and we are close to all Disney theme and water parks! Some night  …see more

from £131 / night

£917 / week

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from £131 / night

(14) Excellent 

28

Holiday condo in Kissimmee

Central Florida / Kissimmee

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Excellent place to stay” Nice quite place located close enough to all the big attractions. The owners are Friendly and helpfull. The property is clean and tidy with everything we required. I can recommend.  …see more

from £45 / night

£314 - £358 / week

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from £45 / night

28

Villa rental in USA East Coast

Kissimmee / Emerald Isle Kissimmee

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Marriott Retreat - one of the closest 24 hour Guarded Gatehouse Resorts - Less than 3 miles from Disney - Luxury Executive Villa - 5 bedroom, 5.5 Bath, with Private Pool (30 x 14ft) & Spa with Extended Pool Deck area - 8ft slate Pool Table- Credit Cards acceptedVi  …see more

from £186 / night

£1300 - £1450 / week

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from £186 / night

24

Townhouse rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
Why stay anwhere else when you can get all this within 5 minutes (3 miles) of Disney World Orlando Florida?  …see more

from £88 / night

£556 / week

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from £88 / night

(3) Very Good 

23

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
6 beds, 4Bath with 3 master suites, new digital TV set in all bed rooms, a 60" TV in living room, Minutes to Disney World and shopping malls, A great place for family vacation with gated community & forest view. A Child high chair, 3 strollers are available on  …see more

from £127 / night

£897 - £1508 / week

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from £127 / night

(1) Excellent 

18

Kissimmee holiday apartment rental

Central Florida / Kissimmee

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Walk to shops, restaurants and supermarkets. We are 5 minutes from Disney and 20 minutes from Universal. Fully equipped kitchen and washer/dryer with free WIFI. Free parking.  …see more

from £80 / night

£556 / week

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from £80 / night

(5) Excellent 

38

Central Florida / Kissimmee

3 6 5 nights min

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

 …see more

from £85 / night

£600 / week

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from £85 / night

35

USA East Coast holiday villa rental

Central Florida / Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This NEWLY UPGRADED 6 bedrooms 4 bathrooms 3500 sqft luxury home is located in famous Windsor Hill Resort, one of best upscale vacation home resort. This tropical vacation home has everything that you and your family could possibly need for the most magical vacation to  …see more

from £150 / night

£1050 / week

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from £150 / night

(7) Excellent 

22

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

(1) Excellent 

21

USA East Coast holiday villa rental

Kissimmee / Lake Berkley

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
*5 Star Rated Accommodation***Over 34 Guest Reviews*** NO BOOKING FEE ! *24hr Guarded and Gated Resort just minutes from Disney World *5 Person Luxury Hot Tub with coloured perimeter lighting *The BEST view on Lake Berkley **In the Centre of the 14 acre Natural Sprin  …see more

from £175 / night

£1225 / week

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from £175 / night

(1) Excellent 

57

Home rental in Kissimmee

Kissimmee / Oak Island Harbor

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This luxury 4 bedroom and 3 bathroom villa is located in the established community of Oak Island Cove. This location is probably one of the closest to Disney World's' main gate and within walking distance ( 5 mins) to shopping and the many great restaurants si  …see more

from £207 / night

£1445 / week

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from £207 / 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 £85 / night

£595 / week

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from £85 / night

30

Holiday villa in Kissimmee

Kissimmee / Terra Verde Resort

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our luxury 2875 square foot villa is located on the beautiful prestigious community of Terra Verde. This ideal 6 bedroom 5.5 bathroom family home is fully air-conditioned, central heated and sleeps up to 14 people comfortably.  …see more

from £179 / night

£1250 - £1667 / week

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from £179 / night