List your home
Apply filters
£ to

Holiday homes 41

Reset search

Filters applied: Air conditioning (41)

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
41 Results   |  

from £154 / night

£1076 - £1785 / week

View

27 Photos

Kissimmee / Kissimmee City

House / 5 Bedrooms / sleeps 10

5 Nights min stay

Add to shortlist

from £154 / night

£1076 - £1785 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
 …see more

from £54 / night

£375 / week

View

Excellent 5/5 

24 Photos

Kissimmee / Kissimmee City

Villa / 3 Bedrooms / sleeps 8

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £54 / night

£375 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
Genuine 3 miles to Disney, over sized heated pool, fully air conditioned throughout, free WiFi, upgraded kitchen appliances, 43 inch HD plasma TV in the lounge with additional TV's in all the bedrooms.  …see more

from £60 / night

£416 - £520 / week

View

Excellent 5/5 

4 Photos

Kissimmee / Kissimmee City

Villa / 3 Bedrooms / sleeps 6

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £60 / night

£416 - £520 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Convenient for Disney Theme Park 3 Bedrooms 2 bathrooms - 1 ensuite Screened Un-Heated Pool Fully Fitted Kitchen providing all the amenities Wireless Free Broadband Available  …see more

Featured properties

from £113 / night

£785 - £980 / week

View

Excellent 5/5 

23 Photos

Kissimmee / Kissimmee City

Villa / 5 Bedrooms / sleeps 12

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £113 / night

£785 - £980 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Stunning Lake View Orlando Florida Vacation Rental Holiday Villa in Kissimmee. Spacious, Beautifully Furnished Home with Pool, Spa, 55" Cable HDTV, WiFi, Gas BBQ, Games Room, Free Calls, Baby Equipment. Near Disney, Golf, Fishing & all the Orlando area has to offer. A f  …see more

from £79 / night

£550 - £655 / week

View

Excellent 5/5 

20 Photos

Kissimmee / Kissimmee City

Villa / 4 Bedrooms / sleeps 8

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £79 / night

£550 - £655 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Central Kissimmee for Orlando - Executive luxury large detached 4 bedroom 3 bathroom villa with private pool and spa overlooking fields yet within minutes of shops restaurants and the main theme parks (Disney, Sea World and Universal all within about 20 mns or less).  …see more

from £78 / night

£540 - £655 / week

View

Excellent 5/5 

27 Photos

Kissimmee / Kissimmee City

Villa / 4 Bedrooms / sleeps 9

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £78 / night

£540 - £655 / week

View

Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Private pool, 10mls Disney, 17mls Universal, Ground Floor Master, Queen Room, Disney Pixar Cars & Sunny Beach Theme twin rooms, twin beds convert to a king bed, Baby Pack, Games Room, Nintendo Wii +4 controllers, PSII, FREE Wi-Fi, calls, cable TV. Full A/C, ceiling Fans  …see more

from £50 / night

£344 - £507 / week

View

20 Photos

Kissimmee / Kissimmee City

Condo / 3 Bedrooms / sleeps 6

4 Nights min stay

Add to shortlist

from £50 / night

£344 - £507 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Spacious condo 4 miles to Disney. This condo was built in 2007 and has recently updated do it has all the modern amenities. This is a home away from home that you can relax and enjoy after a long day at the attractions. The kitchen is fully equipped.  …see more

from £79 / night

£550 - £660 / week

View

15 Photos

Kissimmee / Kissimmee City

Villa / 5 Bedrooms / sleeps 10

5 Nights min stay

Add to shortlist

from £79 / night

£550 - £660 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Fabulous 2 storey home with lots of space for large groups or 2 families, with cable t.v. in every room, wi fi and a games room. The pool & spa area is a great favourite with lots of loungers for relaxing by the pool. Seasons is one of the most sought after communities.  …see more

from £122 / night

£850 / week

View

4 Photos

Kissimmee / Kissimmee City

Apartment / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £122 / night

£850 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £36 / night

£252 / week

View

11 Photos

Kissimmee / Kissimmee City

Apartment / 2 Bedrooms / sleeps 6

2 Nights min stay

Add to shortlist

from £36 / night

£252 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £128 / night

£893 - £1350 / week

View

20 Photos

Kissimmee / Kissimmee City

Villa / 6 Bedrooms / sleeps 12

1 night min stay

Add to shortlist

from £128 / night

£893 - £1350 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
 …see more

from £99 / night

£687 / week

View

8 Photos

Kissimmee / Kissimmee City

House / 5 Bedrooms / sleeps 14

5 Nights min stay

Add to shortlist

from £99 / night

£687 / week

View

Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
pool home. games room, tvs, 3 bathroom screened pool. air conditioned. free parking, free long distance, cable, and wireless internet.  …see more

from £35 / night

£245 - £450 / week

View

Excellent 5/5 

17 Photos

Kissimmee / Kissimmee City

Villa / 3 Bedrooms / sleeps 6

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £35 / night

£245 - £450 / week

View

Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
3 bedroom villa with own swimming pool and with a large decking area and gas barbeque. Close to Disney and attractions. Plus Free International Telephone Calls to Landlines From The Villa Phone  …see more

from £61 / night

£425 - £515 / week

View

15 Photos

Kissimmee / Kissimmee City

Villa / 3 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £61 / night

£425 - £515 / week

View

Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Our villa in Windward Cay is in the best location for the Theme parks and all the Malls. The coast is an easy 45 minute drive away and we have provided a large cooler box for you to fill and relax on the beach...Recently updated to a very high standard....  …see more

Pricing unknown

View

16 Photos

Kissimmee / Kissimmee City

Villa / 5 Bedrooms / sleeps 10

Min stay varies

Add to shortlist

Pricing unknown

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
F lorida villa with 5 bedrooms, 3 bathrooms, air-conditioned,large south facing private pool/Spa,close to Disney,sea world,universal and restaurants, great shoping at florida mal, Ideal 2 families Travle cot & high chair for babies .  …see more

from £61 / night

£425 / week

View

8 Photos

Kissimmee / Kissimmee City

Villa / 3 Bedrooms / sleeps 8

1 night min stay

Add to shortlist

from £61 / night

£425 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
 …see more

from £94 / night

£654 - £893 / week

View

15 Photos

Kissimmee / Kissimmee City

Villa / 4 Bedrooms / sleeps 8

3 Nights min stay

Add to shortlist

from £94 / night

£654 - £893 / week

View

Key info:

  • Nearest beach 89 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

Pricing unknown

View

Good 3/5 

10 Photos

Kissimmee / Kissimmee City

Villa / 4 Bedrooms / sleeps 8

Good 3/5 

Min stay varies

Add to shortlist

Pricing unknown

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
This luxurious air-conditioned rental villa-pool accommodation is available for your holiday rental bookings set in large grounds overlooking a lake at the rear it can be your dream holiday let.  …see more

from £124 / night

£865 - £2924 / week

View

10 Photos

Kissimmee / Kissimmee City

Villa / 2 Bedrooms / sleeps 8

1 night min stay

Add to shortlist

from £124 / night

£865 - £2924 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
 …see more

from £85 / night

£595 / week

View

24 Photos

Kissimmee / Kissimmee City

House / 4 Bedrooms / sleeps 10

90 Nights min stay

Add to shortlist

from £85 / night

£595 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Spend your long term in Orlando staying at this fabulous, four bedroom family vacation town home with private pool and upscale amenities.  …see more

from £138 / night

£961 - £1831 / week

View

13 Photos

Kissimmee / Kissimmee City

Villa / 7 Bedrooms / sleeps 16

4 Nights min stay

Add to shortlist

from £138 / night

£961 - £1831 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
 …see more

from £94 / night

£654 - £785 / week

View

13 Photos

Kissimmee / Kissimmee City

House / 4 Bedrooms / sleeps 9

1 night min stay

Add to shortlist

from £94 / night

£654 - £785 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Minimum Age Limit for Renterschildren welcomenon smoking onlypets not allowed  …see more

from £136 / night

£948 / week

View

13 Photos

Kissimmee / Kissimmee City

Condo / 2 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £136 / night

£948 / week

View

Key info:

  • Nearest beach 81 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

from £43 / night

£298 - £523 / week

View

24 Photos

Kissimmee / Kissimmee City

Condo / 3 Bedrooms / sleeps 8

3 Nights min stay

Add to shortlist

from £43 / night

£298 - £523 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

from £79 / night

£549 - £700 / week

View

24 Photos

Kissimmee / Kissimmee City

Villa / 4 Bedrooms / sleeps 10

2 Nights min stay

Add to shortlist

from £79 / night

£549 - £700 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Indian Ridge Oaks is a quiet, sought after development with a lovely mix of local Floridian families and rental properties. The villa is not near any main roads to be bothered by traffic noise but near to the theme parks and interstates to make this a fantastic location  …see more

from £56 / night

£389 - £550 / week

View

25 Photos

Kissimmee / Kissimmee City

House / 3 Bedrooms / sleeps 8

3 Nights min stay

Add to shortlist

from £56 / night

£389 - £550 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 93 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

from £53 / night

£367 - £618 / week

View

24 Photos

Kissimmee / Kissimmee City

Townhouse / 3 Bedrooms / sleeps 8

1 night min stay

Add to shortlist

from £53 / night

£367 - £618 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

from £72 / night

£504 - £728 / week

View

26 Photos

Kissimmee / Kissimmee City

Townhouse / 4 Bedrooms / sleeps 10

3 Nights min stay

Add to shortlist

from £72 / night

£504 - £728 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £63 / night

£435 - £595 / week

View

32 Photos

Kissimmee / Kissimmee City

Townhouse / 3 Bedrooms / sleeps 7

7 Nights min stay

Add to shortlist

from £63 / night

£435 - £595 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £99 / night

£687 - £817 / week

View

35 Photos

Kissimmee / Kissimmee City

Villa / 4 Bedrooms / sleeps 8

2 Nights min stay

Add to shortlist

from £99 / night

£687 - £817 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Windsor Palms is recognised as being the leading vacation resort in the Disney vicinity, offering both unparalleled amenities and an ideal location for the best attractions Orlando has to offer. Windsor Palms is beautifully laid out and guests at our villa enjoy free us  …see more

from £105 / night

£733 - £1144 / week

View

24 Photos

Kissimmee / Kissimmee City

House / 4 Bedrooms / sleeps 8

3 Nights min stay

Add to shortlist

from £105 / night

£733 - £1144 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £49 / night

£340 - £504 / week

View

24 Photos

Kissimmee / Kissimmee City

Townhouse / 3 Bedrooms / sleeps 6

5 Nights min stay

Add to shortlist

from £49 / night

£340 - £504 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

from £38 / night

£262 / week

View

30 Photos

Kissimmee / Kissimmee City

Condo / 3 Bedrooms / sleeps 8

3 Nights min stay

Add to shortlist

from £38 / night

£262 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £60 / night

£420 - £630 / week

View

4 Photos

Kissimmee / Kissimmee City

Townhouse / 3 Bedrooms / sleeps 8

3 Nights min stay

Add to shortlist

from £60 / night

£420 - £630 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
new paint tile tvs in all rooms  …see more

from £64 / night

£445 - £774 / week

View

15 Photos

Kissimmee / Kissimmee City

Townhouse / 3 Bedrooms / sleeps 6

1 night min stay

Add to shortlist

from £64 / night

£445 - £774 / week

View

Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £83 / night

£575 - £650 / week

View

Very Good 4.5/5 

20 Photos

Kissimmee / Kissimmee City

Villa / 5 Bedrooms / sleeps 12

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £83 / night

£575 - £650 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Florida Executive home is a 5 bedroom 3 and 2 half athroom house that can comfortably accommodate more than one family wtih a floor area of approximately 2500sq/ft. The property is south facing with private pool and jacuzzi and overlooks the lake and fountain which il  …see more

from £131 / night

£911 - £1373 / week

View

30 Photos

Kissimmee / Kissimmee City

Apartment / 7 Bedrooms / sleeps 14

1 night min stay

Add to shortlist

from £131 / night

£911 - £1373 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
0m2, with air conditioning  …see more

from £59 / night

£412 - £563 / week

View

24 Photos

Kissimmee / Kissimmee City

Apartment / 4 Bedrooms / sleeps 8

1 night min stay

Add to shortlist

from £59 / night

£412 - £563 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
0m2, with air conditioning  …see more

from £78 / night

£545 - £792 / week

View

48 Photos

Kissimmee / Kissimmee City

Apartment / 4 Bedrooms / sleeps 10

1 night min stay

Add to shortlist

from £78 / night

£545 - £792 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
0m2, with air conditioning  …see more

from £75 / night

£522 - £783 / week

View

22 Photos

Kissimmee / Kissimmee City

Apartment / 6 Bedrooms / sleeps 12

1 night min stay

Add to shortlist

from £75 / night

£522 - £783 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
0m2, with air conditioning  …see more

from £50 / night

£344 - £463 / week

View

29 Photos

Kissimmee / Kissimmee City

Apartment / 4 Bedrooms / sleeps 8

1 night min stay

Add to shortlist

from £50 / night

£344 - £463 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
0m2, with air conditioning  …see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page

We've updated our Privacy Policy. You can read it here.