Non-smoking villas and apartments

Close

View larger map

Also consider

North America Holidays
178656 properties
United States Holidays
129101 properties
Florida Holidays
36467 properties
Central Florida Holidays
13640 properties
Emerald Isle Kissimmee
55 properties
Kissimmee City
31 properties
Villas Windsor Hills Resort
31 properties
Lake Berkley
24 properties
Villas Paradise Palms
23 properties
Cumbrian Lakes
21 properties
Villas Windsor Palms
21 properties
Lindfields
18 properties
Terra Verde Resort
16 properties
Bellavida Resort
16 properties
Villas Indian Creek
13 properties
Crescent Lakes
12 properties
Compass Bay
10 properties
Venetian Bay Villages
10 properties
Doral Woods
9 properties
Sunset Lakes
9 properties
Regal Oaks
8 properties
Encantada Resort
8 properties
Trafalgar Village
8 properties
Villas Formosa Gardens
7 properties

Kissimmee

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

2,490 Holiday homes

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

(3) Very Good 

70

Central Florida / Kissimmee

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Child friendly
  • Air conditioning

 …see more

from £113 / night

£790 - £949 / week

Book View

from £113 / night

(2) Very Good 

18

Holiday villa with golf nearby in Kissimmee

Central Florida / Kissimmee

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
“Nice Villa, Good Amenities, Very helpful owner.” We booked the above villa on the basis of previous reviews and the fact the owner, Mark, called us and spoke to us in person, answering any questions or emails with speed and efficiency. Mark is very h  …see more

from £93 / night

£650 - £750 / week

Book View

from £93 / night

51

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

7 11 2 nights min

  • 7 bedrooms
  • Sleeps 11
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Awesome 7 Bed home with 4 Baths, located at Terra Verde Resort, close to 192 and to many restaurants and markets. a few minutes from Disney Parks, only 7 miles away. 15 minutes away from Universal Studios and 20 min away from Outlet Premium. Excellent clubhouse with fit  …see more

from £175 / night

£1223 / week

Book View

from £175 / night

18

Holiday condo in USA East Coast

Central Florida / Kissimmee

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Charming resort located within minutes of Disney and area attractions. The villa consists of a Bed #1: King Size Bed, Bed #2: (2) Twin Size Beds and a Queen sleeper sofa. Accommodates up to 6 guests. 2 Full Bathrooms w/Shower & Tub; Linens; 3 Televisions; DVD Players; I  …see more

from £63 / night

£437 / week

Book View

from £63 / night

18

Holiday villa rental

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
Luxury 4 Bed 3 bath villa with pool, spa and games room incorporating air hockey table, football table and pool table. Free International phone calling, Free WifI and free internet streaming for unlimited free movies from Netflix. Two spacious living rooms. Baby goods.  …see more

from £110 / night

£700 - £1070 / week

Book View

from £110 / night

(32) Excellent 

20

Holiday townhouse in Kissimmee

Kissimmee / Regal Oaks

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“excellent house & location” This was our 2nd time staying at Vic`s house and will always be our 1st choice. the location is perfect as it is only just behind old town, which is just a short walk and there is always something going on. It is perfect f  …see more

from £75 / night

£475 - £650 / week

Enquire View

from £75 / night

58

Kissimmee holiday home rental

Central Florida / Kissimmee

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Calla Lily is a fabulous Lake front 5 bedroom 3 bathroom pool home in Crescent Lakes in Kissimmee, a fantastic, superbly well cared for community that is situated in a natural conservation area yet it is still close to all that the Orlando/Disney area has to offer to e  …see more

from £183 / night

£1278 / week

Book View

from £183 / night

56

Central Florida / Kissimmee

3 6 2 nights min

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

 …see more

from £71 / night

£457 / week

Book View

from £71 / night

9

USA East Coast holiday condo rental

Kissimmee / Oak Island Cove

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our 3 Bedroomed Condo is beautifully decorated with all the little touches that make it into a"Home from Home".  …see more

from £60 / night

£374 - £524 / week

Book View

from £60 / night

15

Kissimmee holiday home accommodation

Kissimmee / Emerald Isle Kissimmee

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Our Florida home holds so many happy family memories and is very special to us but as we are unable to use it as often we would now like, it is lovely to be able to share it with other families looking to make their own memories. The resort is very well maintained, has  …see more

from £72 / night

£485 / week

Book View

from £72 / night

(13) Excellent 

22

Holiday villa with golf nearby in USA East Coast

Kissimmee / Cumbrian Lakes

5 12 1 night min

  • 5 bedrooms
  • Sleeps 12
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 90 km
  • Swimming pool
“The ideal property and location to relax and forget about work” A third visit to this wonderful house which is as fresh and up to date today as our first visit in 2006. The owners I’m sure are very proud of their home and we are grateful to them for a  …see more

from £57 / night

£395 / week

Enquire View

from £57 / night

(1) Excellent 

11

Holiday villa in Kissimmee

Kissimmee / Formosa Gardens

2 10 Min stay varies

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

from £155 / night

£1084 / week

Book View

from £155 / night

(8) Excellent 

19

Kissimmee holiday villa rental

Kissimmee / Creekside

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 110 km
  • Swimming pool
“Great place to stay” Just had a fantastic 2 weeks in this lovely house. It is well equipped, has wifi and great views of the lake and woods at the back. The house is well situated for all the attractions and a Walmart is just up the road, but it is  …see more

Pricing unknown

Enquire View

Pricing unknown

(14) Excellent 

10

Holiday villa with golf nearby in Kissimmee

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
Stay near Disney World at this beautiful villa located at the Indian Point Resort - a quiet secluded cul-de-sac in a community that offers the ideal base for your next Florida vacation. With a covered patio with fan, ideal for those hot days.  …see more

from £75 / night

£450 - £475 / week

Enquire View

from £75 / night

26

Holiday townhouse with shared pool in USA East Coast

Kissimmee / Venetian Bay Villages

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Fabulous fully equipped town home near Disney with free WiFi. Safe, family-friendly gated community with excellent facilities.  …see more

from £58 / night

£406 - £555 / week

Book View

from £58 / night

45

Kissimmee holiday villa accommodation

Central Florida / Kissimmee

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
A home from home, the British owners spend as much time as possible in the villa themselves. The villa is situated on a large lot and the private south facing heated pool and jacuzzi back onto a wooded area. Pool heating for cooler months is available for an additional  …see more

from £68 / night

£473 - £695 / week

Book View

from £68 / night

44

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly

 …see more

from £100 / night

£695 / week

Book View

from £100 / night

35

Holiday home rental

Central Florida / Kissimmee

5 11 5 nights min

  • 5 bedrooms
  • Sleeps 11
  • 5 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Villa Contenta is a luxury air conditioned five bedroom vacation home just 3 miles from Disneyworld, and only 15 minutes from Seaworld and Universal. Free WiFi covers the entire house and even extends out to the pool deck. A Keyless door entry system, means that there  …see more

from £130 / night

£895 - £1450 / week

Book View

from £130 / night

(15) Excellent 

21

Holiday villa with golf nearby in Kissimmee

Kissimmee / Windsor Hills Resort

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic villa, great location!” Dunestone is a very smart, spacious and well-positioned villa in a great gated community. So close to Disney and only mins from the I-4 allowing easy access to all of Orlando's attractions. The owners were a pleasure  …see more

from £150 / night

£1050 - £1680 / week

Book View

from £150 / night

30

Home rental in Kissimmee

Central Florida / Kissimmee

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Child friendly
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 £96 / night

£667 / week

Book View

from £96 / 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

Book View

from £70 / night

15

Central Florida / Kissimmee

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Ski
  • Child friendly

 …see more

from £116 / night

£806 / week

Book View

from £116 / 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

Book View

from £100 / night

22

Holiday villa with golf nearby in USA East Coast

Kissimmee / Lindfields

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
disneykidsdkingdom 4 bed & 3 bath pool villa, We are situated in the quiet Lindfields residential area of kissimmee florida, yet only a few minutes from Disney parks &the Interstate 4 & 417 which are the main roads to all the universal attractions and the a  …see more

from £112 / night

£715 - £913 / week

Book View

from £112 / night

21

Central Florida / Kissimmee

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £175 / night

£1223 / week

Book View

from £175 / night

4

Holiday home letting

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Secret Key Cove Villa Luxury Award Winning Vacation villa rental, in Orlando, Florida Set in a Gated Community This 2 story upgraded Villa has, 4 bedrooms, 3 bathrooms, air conditioning and is set in a private location with its own private pool and spa. The luxury  …see more

from £112 / night

£778 - £1129 / week

Book View

from £112 / night

33

Home rental in Kissimmee with swimming pool

Central Florida / Kissimmee

6 10 2 nights min

  • 6 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Remarkable 6 Bed home with 5 Baths, located at Bella Vida Resort, close to 192 and to many restaurants and markets. a few minutes from Disney Parks, only 7 miles away. 15 minutes away from Universal Studios and 20 min away from Outlet Premium. Excellent clubhouse with f  …see more

from £175 / night

£1223 / week

Book View

from £175 / night

24

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee / Windsor Palms

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Massive pool deck for relaxing, south facing with sun all day. Great look out over a conservation area and not over looked.Super comfort furniture. Formal and informal dining areas plus breakfast bar.2 x King sized en suite bedrooms. 1 x Queen and 2 x twin rooms.Slate b  …see more

from £161 / night

£1195 - £1409 / week

Book View

from £161 / night

20

USA East Coast holiday villa rental

Kissimmee / Cumbrian Lakes

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Quiet Relaxing getaway but close enough to Disney and Theme Parks when you want to go  …see more

from £90 / night

£630 - £940 / week

Book View

from £90 / 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 £103 / night

£731 / week

Book View

from £103 / night

(2) Excellent 

27

Holiday villa in USA East Coast

Kissimmee / Emerald Isle Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
“Great rental experience” As the title of the listing states, this villa was only 5 minutes to Disney. We found the description and the pictures to be quite accurate too. The community is well maintained and it is gated which made us feel secure. Also  …see more

from £179 / night

£1826 - £2223 / week

Book View

from £179 / night

(3) Average 

15

Holiday villa in USA East Coast

Central Florida / Kissimmee

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our villa offers large open plan Floridean accommodation. Light and breezy with high vaulted ceilings you can get a real sense of space to relax in. With a luxurious American sized en-suite master bedroom, as well as two further good sized rooms, our villa offers real c  …see more

from £65 / night

£450 / week

Book View

from £65 / night

(5) Excellent 

18

Central Florida / Kissimmee

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £64 / night

£445 / week

Book View

from £64 / night

(4) Excellent 

36

Central Florida / Kissimmee

3 8 1 night min

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

 …see more

from £87 / night

£546 / week

Book View

from £87 / night

32

Villa rental in USA East Coast

Kissimmee / Oak Island Cove

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly
Vacation home near Disney Secure, safe, tranquil, neighborhood Close to restaurants, shopping outlets etc... Villa close to Disney Private pool Fully equipped home Vacation rental home Kissimmee Florida  …see more

from £131 / night

£862 / week

Book View

from £131 / night

(13) Excellent 

38

Central Florida / Kissimmee

4 8 Min stay varies

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

 …see more

from £76 / night

£528 - £862 / week

Book View

from £76 / night

(12) Excellent 

18

Holiday villa with golf nearby in USA East Coast

Kissimmee / Windsor Hills Resort

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“A fantastic place to stay, would highly recommend!” This is a perfect villa for a family holiday to Orlando! The complex is pristine and very safe. The villa itself had everything you could wish for and more. The owners had thought of everything to ma  …see more

from £150 / night

£1050 - £1680 / week

Book View

from £150 / night

(2) Very Good 

18

Central Florida / Kissimmee

3 8 5 nights min

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

 …see more

from £79 / night

£550 / week

Book View

from £79 / night

24

Kissimmee holiday home rental

Central Florida / Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • 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 £167 / night

£1167 / week

Book View

from £167 / night

(6) Very Good 

29

Central Florida / Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 72 km
  • Swimming pool

 …see more

from £55 / night

£384 / week

Book View

from £55 / night