List your home
Apply filters
£ to

78 Holiday homes in Kissimmee

Reset search

Show results on map

Filter your search

Price per night

£ to

Bedrooms

Location

  • United States Clear
  • Florida Clear
  • Central Florida Clear
  • Kissimmee Clear
  • All locations
  • Bellavida Resort (1)
  • Compass Bay (2)
  • Creekside (1)
  • Crescent Lakes (1)
  • Cumbrian Lakes (1)
  • Doral Woods (3)
  • Eagle Pointe (2)
  • Emerald Isle Kissimmee (7)
  • Fiesta Key (1)
  • Formosa Gardens (1)
  • Indian Creek (1)
  • Kissimmee City (1)
  • Lake Berkley (3)
  • Lindfields (1)
  • Oak Island Cove (2)
  • Oak Island Harbor (1)
  • Orange Lake Resort (3)
  • Paradise Palms (2)
  • Remington (2)
  • Seasons Resort (1)
  • Trafalgar Village (1)
  • Tuscany, Florida (1)
  • Venetian Bay Villages (2)
  • Veranda Palms (2)
  • Villasol (1)
  • Westside (2)
  • Winward Cay (1)

more +

less -

Also consider

Kissimmee
634 properties
Davenport
499 properties
Big Bear Lake
464 properties
New York City
455 properties
South Lake Tahoe
243 properties
Reunion
208 properties
Miami Beach
207 properties
Badger
194 properties
Litchfield Beach
162 properties
Breckenridge
161 properties
Los Angeles
157 properties
Brooklyn
146 properties
Kaunakakai
144 properties
Orlando
140 properties
Crested Butte
134 properties
Truckee
134 properties
Arnold
122 properties
San Francisco
94 properties
Big Bear City
85 properties
Salt Lake City
85 properties

Filters applied: Walking holidays (78)

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
78 Results  |  
24 Photos

House | 6 Bedrooms | sleeps 14

5 Nights min stay

Add to shortlist

from £141 /night

£987 - £1479 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Internet Connection – Telephone - Cable/Satellite - Multiple TV's – TV – Gourmet – Kitchen - Linens Provided – Coffeemaker - Gas Grill - Patio Living Area: 3,291 SqFt - Lot Size: 3,811 SqFt  …see more

24 Photos

House | 6 Bedrooms | sleeps 12

3 Nights min stay

Add to shortlist

from £141 /night

£987 - £1592 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Night Life -Double Bed - King Bed - Queen Bed - Internet Connection - Telephone - Cable/Satellite - Multiple TV's - Gaming Console - Internet Connection - Linens Provided - Non Smoking - Coffeemaker - Gas Grill- Patio - Coffeemaker - Gas Grill Living Area: 2,890 SqFt - - Lot Size: 4,250 SqFt  …see more

24 Photos

House | 5 Bedrooms | sleeps 12

5 Nights min stay

Add to shortlist

from £125 /night

£870 - £1305 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Internet Connection - Telephone - Cable/Satellite - Multiple TV's - Linens Provided - Air Conditioning - Central Air - Dining and Livingroom - Hair Dryer - Iron/Board - Nice Furniture - Washer/Dryer - Coffeemaker Living Area: 2,752 SqFt - Lot Size: 3,513 SqFt  …see more

Featured properties

23 Photos

Townhouse | 4 Bedrooms | sleeps 8

5 Nights min stay

Add to shortlist

from £87 /night

£609 - £918 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Internet Connection – Telephone - Cable/Satellite - Multiple TV's - Linens Provided – Coffeemaker - Gas Grill Living Area: 1,636 SqFt - Lot Size: 1,661 SqFt  …see more

13 Photos

Townhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £93 /night

£648 - £1040 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Terra Verde Resort is a luxury vacation home rentals resort, located in Kissimmee Florida, approximately, 20 minutes drive from Orlando International Airport, 15 minutes from Disney parks and only 5 minutes from restaurants, supermarkets, shopping, and more.  …see more

24 Photos

House | 6 Bedrooms | sleeps 12

5 Nights min stay

Add to shortlist

from £141 /night

£987 - £1479 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Internet Connection – Telephone - Cable/Satellite - Multiple TV's – TV – Gourmet – Kitchen - Linens Provided -Patio Living Area:3,291 SqFt - Lot Size:3,811 SqFt  …see more

24 Photos

House | 4 Bedrooms | sleeps 8

5 Nights min stay

Add to shortlist

from £108 /night

£753 - £1131 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Internet Connection – Telephone - Cable/Satellite - Multiple TV's - Linens Provided – Coffeemaker - Gas Grill Living Area: 1,940 SqFt -Lot Size: 2,365 SqFt  …see more

24 Photos

Townhouse | 4 Bedrooms | sleeps 8

5 Nights min stay

Add to shortlist

from £96 /night

£666 - £6672 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Internet Connection - Telephone - Cable/Satellite - DVD - Multiple TV's - Breakfast Bar - Linens Provided - Nice Furniture Living Area: 1,932 SqFt - Lot Size: 3,000 SqFt  …see more

20 Photos

House | 4 Bedrooms | sleeps 10

3 Nights min stay

Add to shortlist

from £108 /night

£753 - £1131 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Golf - Internet Connection – Telephone - Cable/Satellite - Multiple TV's – TV – Gourmet – Kitchen - Linens Provided – Coffeemaker - Gas Grill - Gaming Console Living Area: 1,850 SqFt - Lot Size: 4,500 SqFt  …see more

21 Photos

House | 4 Bedrooms | sleeps 8

1 night min stay

Add to shortlist

from £99 /night

£687 - £783 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
BEAUTIFUL 4 BEDROOM VILLA 10 MINS FROM ORLANDO DISNEY! Fully equipped 4 Bedroom 3 Bath home is located in a quiet community in Tuscan Hills  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

1 night min stay

Add to shortlist

from £79 /night

£549 - £595 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
How do you like the idea of coming home to these beautiful lake views & this fantastic pool after a long, hot day enjoying the Orlando theme parks? This is a great villa with every convenience you might need to enjoy a fun-filled family vacation in Florida. Take a look The villa is the perfect base to explore the many attractions Florida has to offer. Disney is only a 10mins  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £63 /night

£435 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Great location, good price, very clean.  …see more

24 Photos

House | 5 Bedrooms | sleeps 12

5 Nights min stay

Add to shortlist

from £133 /night

£927 - £1392 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Night Life -Double Bed - King Bed - Queen Bed - Internet Connection - Telephone - Cable/Satellite - Multiple TV's - Internet Connection - Linens Provided - Non Smoking Living Area: 3,015 SqFt - Lot Size: 3,401 SqFt  …see more

24 Photos

House | 6 Bedrooms | sleeps 14

3 Nights min stay

Add to shortlist

from £138 /night

£961 - £1535 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
It's only a 5 minute drive (2 traffic lights) away from the magic,Sea World, Universal. Internet Connection – Telephone - Cable/Satellite - Multiple TV's – TV – Gourmet – Kitchen - Linens Provided – Coffeemaker - Gas Grill - Breakfast Bar - Nice Furniture Living Area - 2,812 SqFt - Lot Size: 5,200 SqFt  …see more

19 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £93 /night

£648 - £1040 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Internet Connection - Telephone - Cable/Satellite - Multiple TV's - Air Conditioning - Central Air - Dining and Livingroom - Hair Dryer - Coffeemaker - Patio - Central Air Living Area: 2,100 SqFt  …see more

22 Photos

Townhouse | 4 Bedrooms | sleeps 8

5 Nights min stay

Add to shortlist

from £87 /night

£609 - £918 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Internet Connection - Telephone - Multiple TV's - Linens Provided - Non Smoking - Air Conditioning - Central Air - Dining and Livingroom - Hair Dryer - Iron/Board Living Area:1,636 SqFt  …see more

24 Photos

House | 5 Bedrooms | sleeps 12

5 Nights min stay

Add to shortlist

from £133 /night

£927 - £1392 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
This will be your new favorite vacation home rental near Orlando/Disney area. Best vacation home villa Internet Connection – Telephone - Cable/Satellite - Multiple TV's – TV – Gourmet – Kitchen - Linens Provided - Non Smoking - Coffeemaker- Nice Furniture - Gas Grill Living Area: 3,015 SqFt - Lot Size: 3,401 SqF  …see more

24 Photos

House | 6 Bedrooms | sleeps 14

5 Nights min stay

Add to shortlist

from £141 /night

£987 - £1479 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Internet Connection - Telephone - Cable/Satellite - Multiple TV's - Central Air - Nice Furniture Living Area: 3,291 SqFt - Lot Size: 3,811 SqFt  …see more

11 Photos

Villa | 2 Bedrooms | sleeps 10

5 Nights min stay

Add to shortlist

from £134 /night

£932 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
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

10 Photos

Villa | 4 Bedrooms | sleeps 10

Short stays welcome

Add to shortlist

from £60 /night

£420 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
An exceptional 4 bed 2 bathroom villa furnished to a very high standard with a fantastic management company. Sleeps 10 people (8 in bedrooms 2 on sofa bed). It has a beautiful south facing private pool deck with open views. Games room with full size pool table.  …see more

17 Photos

Villa | 6 Bedrooms | sleeps 13

5 Nights min stay

Add to shortlist

from £175 /night

£1225 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Windsor Hills Luxury Lake View Villa, Free Wifi, Games Rooms, Themed Disney Rooms,Close to Disney Tax included, Bedroom, Bunk Bed, Child Friendly Private Pool Spa No rear neighbors, free high speed wifi, free international calls pool table, foosball, air hockey , bbq This is a wonderful family villa minutes from Disney and includes many extra's to enhance your stay  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

Add to shortlist

from £136 /night

£950 - £1095 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
3 D Cinema room with luxury seating . Pool & Spa privacy Water slide /OUTDOOR TV. Unrivalled games room Wurlitzer Jukebox Electric scooters Playstation 3 consoles . iphone docking stations . BBq Baby/toddler cot/bumpers and safety items Fishing equipment bikes Games room - air conditioned Fishing lake next door to villa All bedrooms -large screen TV /PS3/ipod docking  …see more

24 Photos

House | 4 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £71 /night

£495 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Holiday villa rental with swimming pool Westside. golf,Fishing and Disney, set in beautiful nature reserve 5 minutes from the new Disney West Gate. New FOX SPORT TV package Professionally furnished accommodation 4 double bedrooms: 1 king, 2 queen, and 2 single beds  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £70 /night

£490 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Sit back and enjoy one of the best views in Kissimmee! You will be amazed at the view from your pool area. Our vacation rental is a beautiful newly decorated, three bedroom, two bath home that backs on to a lake with a conservation area, lush with wildlife.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 13

Very Good 4/5 

7 Nights min stay

Add to shortlist

from £100 /night

£700 - £875 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
A lifetime of memories in our fantastic and luxurious 6 bedroom villa located in Oak Island Cove, Kissimmee, Florida, just 5 minutes from Disney. This memorable, yet affordable house comprises two floors of comfort and elegance. Our home we enjoy and love. It's where we spend our vacation time relaxing and enjoying Florida sunshine.  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 14

Excellent 5/5 

Short stays welcome

Add to shortlist

from £153 /night

£1067 - £1395 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
5 star Luxury villa, you will not be disappointed at this truly charming villa, it is simply out of this world. Stunning decor and its perfectly located for access the theme parks. Sleeps up to 14. - 6 Bedrooms and 5 + 2½ bathrooms luxury villa with a total of 4184 sq ft  …see more

22 Photos

Villa | 5 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £50 /night

£350 - £700 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
**Hurry Book now for 2016** *Live Web Site for INSTANT Quotes & Bookings* (see link to owner's website in contact details) We offer secure payments via paypal. FREE WiFi* FREE local calls*GYM* Snooker/Billard Room* Bicycles* Private Pool/Spa* Games room  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 16

7 Nights min stay

Add to shortlist

from £158 /night

£1100 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa in lake Berkley, kissimmee, Florida/. 7 bedroom all with en-suite facilities villa at lake Berkley resort with stunning views across the lake and of the island, peaceful location but only 15 minutes to Disney. Luxury pool seating on extended deck overlooking large pool and spa.  …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