Walking holiday villas and apartments Kissimmee

View larger map

Price per night

£102 Average

Price per night

to

Bedrooms

Bathrooms

Location

  • United States
  • Florida
  • Central Florida
  • Kissimmee

Location

  • All locations
  • Bellavida Resort (3)
  • Cane Island (1)
  • Compass Bay (3)
  • Coral Cay (2)
  • Creekside (1)
  • Crystal Cove Resort (1)
  • Cumbrian Lakes (3)
  • Doral Woods (3)
  • Emerald Isle Kissimmee (11)
  • Encantada Resort (1)
  • Fiesta Key (3)
  • Formosa Gardens (1)
  • Indian Creek (2)
  • Indian Ridge (1)
  • Kissimmee City (5)
  • Lake Berkley (5)
  • Lake Marion (1)
  • Legacy Dunes Resort (1)
  • Liberty Village (1)
  • Lindfields (1)
  • Oak Island Cove (2)
  • Oak Island Harbor (1)
  • Orange Lake Resort (5)
  • Paradise Palms (12)
  • Regal Oaks (2)
  • Remington (2)
  • Seasons Resort (2)
  • Sunset Lakes (2)
  • Terra Verde Resort (1)
  • The Hamlets (1)
  • Trafalgar Village (3)
  • Venetian Bay Villages (2)
  • Veranda Palms (1)
  • Villasol (3)
  • Westside (3)
  • Windsor Hills Resort (5)
  • Windsor Palms (2)
  • Winward Cay (3)

More

Less

Also consider

Emerald Isle Kissimmee
69 properties
Villas Paradise Palms
52 properties
Villas Windsor Hills Resort
42 properties
Kissimmee City
40 properties
Lake Berkley
32 properties
Crestwynd Bay
31 properties
Villas Windsor Palms
30 properties
Apartments Westside
28 properties
Cumbrian Lakes
27 properties
Bellavida Resort
27 properties
Seasons Resort
24 properties
Terra Verde Resort
22 properties
Lindfields
22 properties
Crescent Lakes
18 properties
Villas Indian Creek
16 properties
Villas Formosa Gardens
16 properties
Compass Bay
16 properties
Regal Oaks
12 properties
Sunset Lakes
12 properties
Venetian Bay Villages
12 properties
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

166 Holiday homes

Filters applied: Walking holidays (166)

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

(5) Very Good 

1 / 29

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

6 12 3 nights min stay

Villa / 6 bedrooms / sleeps 12 / 3 nights min stay

Add to shortlist

from £130 / night

£910 / week

Book

from £130 / night

1 / 81

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

6 14 3 nights min stay

Villa / 6 bedrooms / sleeps 14 / 3 nights min stay

Add to shortlist

from £125 / night

£875 / week

Book

from £125 / night

(1) Excellent 

1 / 100

Kissimmee holiday home rental

Central Florida / Kissimmee

7 16 Min stay varies

House / 7 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £149 / night

£1087 - £2173 / week

Book

from £149 / night

1 / 13

Seasons Resort holiday villa rental

Kissimmee / Seasons Resort

5 11 Min stay varies

Villa / 5 bedrooms / sleeps 11 / Min stay varies

Add to shortlist

from £132 / night

£897 - £1063 / week

Book

from £132 / night

(1) Excellent 

1 / 98

Kissimmee holiday villa rental

Central Florida / Kissimmee

6 13 4 nights min stay

Villa / 6 bedrooms / sleeps 13 / 4 nights min stay

Add to shortlist

from £111 / night

£725 - £1049 / week

Book

from £111 / night

(6) Excellent 

1 / 24

Holiday townhouse with swimming pool in Kissimmee

Kissimmee / Paradise Palms

4 10 Min stay varies

Townhouse / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £103 / night

£648 - £1000 / week

Book

from £103 / night

1 / 47

Home rental in Kissimmee with shared pool

Kissimmee / Paradise Palms

4 10 4 nights min stay

House / 4 bedrooms / sleeps 10 / 4 nights min stay

Add to shortlist

from £90 / night

£621 - £1449 / week

Book

from £90 / night

1 / 42

Kissimmee holiday home rental

Central Florida / Kissimmee

6 14 Min stay varies

House / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £178 / night

£1242 - £1518 / week

Book

from £178 / night

1 / 44

Villa letting in Kissimmee

Kissimmee / Windsor Palms

6 14 3 nights min stay

Villa / 6 bedrooms / sleeps 14 / 3 nights min stay

Add to shortlist

from £194 / night

£1207 / week

Book

from £194 / night

(1) Excellent 

1 / 27

Holiday villa with shared pool in Terra Verde Resort

Kissimmee / Terra Verde Resort

7 16 Min stay varies

Villa / 7 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £118 / night

£827 - £1572 / week

Book

from £118 / night

(3) Excellent 

1 / 85

Holiday villa with golf nearby in Kissimmee

Central Florida / Kissimmee

5 12 Min stay varies

Villa / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £138 / night

£966 - £1366 / week

Book

from £138 / night

1 / 24

Holiday home in Kissimmee

Kissimmee / Paradise Palms

6 16 Min stay varies

House / 6 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £170 / night

£1888 / week

Book

from £170 / night

(4) Very Good 

1 / 10

Townhouse rental in Paradise Palms with indoor pool, golf nearby

Kissimmee / Paradise Palms

4 10 3 nights min stay

Townhouse / 4 bedrooms / sleeps 10 / 3 nights min stay

Add to shortlist

from £56 / night

£387 - £759 / week

Book

from £56 / night

1 / 18

Villa accommodation in Kissimmee with indoor pool, golf nearby

Kissimmee / Liberty Village

3 6 14 nights min stay

Villa / 3 bedrooms / sleeps 6 / 14 nights min stay

Add to shortlist

from £99 / night

£689 - £2138 / week

Book

from £99 / night

(10) Excellent 

1 / 66

Holiday home rental

Kissimmee / Lindfields

2 7 4 nights min stay

House / 2 bedrooms / sleeps 7 / 4 nights min stay

Add to shortlist

from £45 / night

£300 / week

Book

from £45 / night

(2) Excellent 

1 / 24

Holiday villa with indoor pool in Lake Berkley

Kissimmee / Lake Berkley

6 14 Min stay varies

Villa / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £134 / night

£863 - £1043 / week

Book

from £134 / night

1 / 24

Holiday villa in Kissimmee

Central Florida / Kissimmee

7 14 Min stay varies

Villa / 7 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £109 / night

£751 - £1716 / week

Book

from £109 / night

(2) Very Good 

1 / 48

Holiday villa with golf nearby in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £32 / night

£497 - £966 / week

Book

from £32 / night

1 / 33

Holiday villa rental

Kissimmee / Windsor Hills Resort

5 12 Min stay varies

Villa / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £149 / night

£965 - £1724 / week

Book

from £149 / night

(19) Excellent 

1 / 24

Holiday villa with private swimming pool in Kissimmee

Kissimmee / Doral Woods

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £99 / night

£925 / week

Book

from £99 / night

1 / 16

Kissimmee holiday home let

Kissimmee / Paradise Palms

5 11 3 nights min stay

House / 5 bedrooms / sleeps 11 / 3 nights min stay

Add to shortlist

from £138 / night

£966 / week

Book

from £138 / night

(2) Very Good 

1 / 20

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee / Villasol

5 12 3 nights min stay

Villa / 5 bedrooms / sleeps 12 / 3 nights min stay

Add to shortlist

from £100 / night

£600 - £880 / week

Book

from £100 / night

1 / 34

Holiday townhouse in Kissimmee

Kissimmee / Regal Oaks

3 6 Min stay varies

Townhouse / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £96 / night

£672 / week

Book

from £96 / night

(2) Excellent 

1 / 32

Holiday home in Kissimmee

Central Florida / Kissimmee

3 6 5 nights min stay

House / 3 bedrooms / sleeps 6 / 5 nights min stay

Add to shortlist

from £90 / night

£552 / week

Book

from £90 / night

(1) Very Good 

1 / 90

Holiday villa with swimming pool, golf nearby in Kissimmee

Central Florida / Kissimmee

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £112 / night

£480 - £671 / week

Book

from £112 / night

(1) Excellent 

1 / 71

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £83 / night

£480 - £668 / week

Book

from £83 / night

1 / 24

Villa accommodation in Kissimmee

Kissimmee / Kissimmee City

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £75 / night

£614 - £797 / week

Book

from £75 / night

(2) Very Good 

1 / 29

Holiday home rental

Central Florida / Kissimmee

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £49 / night

£338 - £773 / week

Book

from £49 / night

1 / 53

Holiday villa with golf nearby in Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 14 Min stay varies

Villa / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £83 / night

£580 - £1721 / week

Book

from £83 / night

1 / 21

Home rental in Kissimmee with swimming pool

Central Florida / Kissimmee

4 10 1 night min stay

House / 4 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £107 / night

£735 / week

Book

from £107 / night

(1) Very Good 

1 / 20

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £83 / night

£390 - £498 / week

Book

from £83 / night

1 / 11

Holiday hotel apartment rental

Central Florida / Kissimmee

1 4 1 night min stay

Hotel apartment / 1 bedroom / sleeps 4 / 1 night min stay

Add to shortlist

from £104 / night

£725 / week

Book

from £104 / night

(22) Excellent 

1 / 40

Kissimmee holiday townhouse rental

Kissimmee / Compass Bay

2 6 3 nights min stay

Townhouse / 2 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £62 / night

£414 / week

Book

from £62 / night

1 / 32

Holiday home with indoor pool in Kissimmee

Central Florida / Kissimmee

3 8 3 nights min stay

House / 3 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £66 / night

£459 / week

Book

from £66 / night

(1) Excellent 

1 / 18

Villa rental in Kissimmee with golf nearby

Central Florida / Kissimmee

4 10 1 night min stay

Villa / 4 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £69 / night

£435 / week

Book

from £69 / night

1 / 34

Holiday townhouse with shared pool in Lake Berkley

Kissimmee / Lake Berkley

4 11 Min stay varies

Townhouse / 4 bedrooms / sleeps 11 / Min stay varies

Add to shortlist

from £62 / night

£414 - £638 / week

Book

from £62 / night

1 / 17

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 12 7 nights min stay

Villa / 5 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £128 / night

£894 / week

Book

from £128 / night

(1) Excellent 

1 / 15

Coral Cay holiday townhouse rental

Kissimmee / Coral Cay

4 8 5 nights min stay

Townhouse / 4 bedrooms / sleeps 8 / 5 nights min stay

Add to shortlist

from £66 / night

£442 - £616 / week

Book

from £66 / night

(1) Excellent 

1 / 14

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 8 4 nights min stay

Villa / 4 bedrooms / sleeps 8 / 4 nights min stay

Add to shortlist

from £124 / night

£752 / week

Book

from £124 / night

(3) Excellent 

1 / 52

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

3 6 7 nights min stay

Villa / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £84 / night

£538 - £707 / week

Book

from £84 / night

1 / 5

Kissimmee holiday townhouse rental

Kissimmee / Orange Lake Resort

2 8 2 nights min stay

Townhouse / 2 bedrooms / sleeps 8 / 2 nights min stay

Add to shortlist

from £158 / night

£1035 / week

Book

from £158 / night

(1) Excellent 

1 / 14

Kissimmee holiday villa rental

Kissimmee / The Hamlets

5 8 7 nights min stay

Villa / 5 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £83 / night

£575 - £785 / week

Book

from £83 / night

(22) Very Good 

1 / 20

Kissimmee holiday villa accommodation

Central Florida / Kissimmee

4 10 3 nights min stay

Villa / 4 bedrooms / sleeps 10 / 3 nights min stay

Add to shortlist

from £78 / night

£542 - £621 / week

Book

from £78 / night

1 / 47

Holiday home with golf nearby in Kissimmee

Kissimmee / Indian Creek

5 12 Min stay varies

House / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £297 / night

£1963 - £2614 / week

Book

from £297 / night

(2) Very Good 

1 / 33

Holiday apartment in Kissimmee

Kissimmee / Fiesta Key

4 10 4 nights min stay

Apartment / 4 bedrooms / sleeps 10 / 4 nights min stay

Add to shortlist

from £86 / night

£599 / week

Book

from £86 / night

(2) Very Good 

1 / 61

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 8 5 nights min stay

Villa / 4 bedrooms / sleeps 8 / 5 nights min stay

Add to shortlist

from £66 / night

£483 - £532 / week

Book

from £66 / night

(24) Excellent 

1 / 32

Holiday apartment in Kissimmee

Central Florida / Kissimmee

3 8 4 nights min stay

Apartment / 3 bedrooms / sleeps 8 / 4 nights min stay

Add to shortlist

from £83 / night

£466 / week

Book

from £83 / night

1 / 49

Kissimmee holiday hotel apartment rental

Central Florida / Kissimmee

3 6 3 nights min stay

Hotel apartment / 3 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £69 / night

£511 / week

Book

from £69 / night

1 / 43

Home rental in Kissimmee

Kissimmee / Crystal Cove Resort

5 12 4 nights min stay

House / 5 bedrooms / sleeps 12 / 4 nights min stay

Add to shortlist

from £125 / night

£874 / week

Book

from £125 / night

1 / 23

Holiday villa in Kissimmee

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £145 / night

£1014 / week

Book

from £145 / night

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