Holiday rentals - Holiday homes to rent - Book direct

View larger map

Price per night

£84 Average

Price per night

to

Bedrooms

Bathrooms

Location

  • United States
  • Florida
  • Central Florida
  • Kissimmee

Location

  • All locations

More

Less

Property type

More

Less

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

50 Holiday homes

Filters applied: Shared garden (6)

(18) Excellent 

1 / 77

Holiday condo with golf nearby in Windsor Palms

Kissimmee / Windsor Palms

3 7 Min stay varies

Condo / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £63 / night

£390 - £675 / week

Book

from £63 / night

1 / 24

Holiday villa with swimming pool, golf nearby in Windsor Palms

Kissimmee / Windsor Palms

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £127 / night

£1216 / week

Book

from £127 / night

(4) Excellent 

1 / 23

Holiday villa letting

Kissimmee / Windsor Palms

4 10 3 nights min stay

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

Add to shortlist

from £100 / night

£685 / week

Book

from £100 / night

(1) Excellent 

1 / 13

Apartment rental in Windsor Palms

Kissimmee / Windsor Palms

3 6 5 nights min stay

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

Add to shortlist

from £61 / night

£411 / week

Book

from £61 / night

1 / 16

Holiday condo in Windsor Palms

Kissimmee / Windsor Palms

2 4 5 nights min stay

Condo / 2 bedrooms / sleeps 4 / 5 nights min stay

Add to shortlist

from £55 / night

£384 / week

Book

from £55 / night

(10) Excellent 

1 / 23

Windsor Palms holiday villa rental

Kissimmee / Windsor Palms

4 9 Min stay varies

Villa / 4 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £100 / night

£630 - £735 / week

Book

from £100 / night

More results near

Distance approx 0.05 miles from Windsor Palms Show on Map

(5) Excellent 

1 / 51

Kissimmee holiday home rental

Central Florida / Kissimmee

4 8 3 nights min stay

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

Add to shortlist

from £110 / night

£768 / week

Book

from £110 / night

Distance approx 0.08 miles from Windsor Palms Show on Map

(1) Excellent 

1 / 54

Holiday apartment in Four Corners

Central Florida / Four Corners

3 9 3 nights min stay

Apartment / 3 bedrooms / sleeps 9 / 3 nights min stay

Add to shortlist

from £55 / night

£384 / week

Book

from £55 / night

Distance approx 0.1 miles from Windsor Palms Show on Map

(13) Excellent 

1 / 42

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 8 5 nights min stay

Villa / 3 bedrooms / sleeps 8 / 5 nights min stay

Add to shortlist

from £73 / night

£509 / week

Book

from £73 / night

Distance approx 0.16 miles from Windsor Palms Show on Map

(1) Excellent 

1 / 48

Holiday apartment in Four Corners

Central Florida / Four Corners

3 9 3 nights min stay

Apartment / 3 bedrooms / sleeps 9 / 3 nights min stay

Add to shortlist

from £55 / night

£384 / week

Book

from £55 / night

Distance approx 0.16 miles from Windsor Palms Show on Map

1 / 36

Four Corners holiday apartment rental

Central Florida / Four Corners

3 8 Min stay varies

Apartment / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £61 / night

£411 - £538 / week

Book

from £61 / night

Distance approx 0.18 miles from Windsor Palms Show on Map

(11) Very Good 

1 / 100

Holiday villa with indoor pool in Kissimmee

Central Florida / Kissimmee

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £114 / night

£792 - £1079 / week

Book

from £114 / night

Distance approx 0.18 miles from Windsor Palms Show on Map

1 / 12

Kissimmee holiday home rental

Central Florida / Kissimmee

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £96 / night

£672 - £1391 / week

Book

from £96 / night

Distance approx 0.34 miles from Windsor Palms Show on Map

(2) Excellent 

1 / 56

Holiday home rental

Central Florida / Orlando

5 12 Min stay varies

House / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £230 / night

£1559 - £2278 / week

Book

from £230 / night

Distance approx 0.35 miles from Windsor Palms Show on Map

(1) Very Good 

1 / 75

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

4 10 2 nights min stay

House / 4 bedrooms / sleeps 10 / 2 nights min stay

Add to shortlist

from £96 / night

£600 - £720 / week

Book

from £96 / night

Distance approx 0.41 miles from Windsor Palms Show on Map

1 / 34

Holiday home in Kissimmee

Central Florida / Kissimmee

6 14 Min stay varies

House / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £103 / night

£768 - £1055 / week

Book

from £103 / night

Distance approx 0.5 miles from Windsor Palms Show on Map

(61) Excellent 

1 / 87

Holiday home with golf nearby in Orlando

Central Florida / Orlando

5 12 Min stay varies

House / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £264 / night

£1774 - £2548 / week

Book

from £264 / night

Distance approx 0.52 miles from Windsor Palms Show on Map

(12) Excellent 

1 / 24

Villa rental in Orlando

Central Florida / Orlando

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £86 / night

£600 - £672 / week

Book

from £86 / night

Distance approx 0.6 miles from Windsor Palms Show on Map

1 / 12

Villa rental in Four Corners

Central Florida / Four Corners

4 9 5 nights min stay

Villa / 4 bedrooms / sleeps 9 / 5 nights min stay

Add to shortlist

from £100 / night

£679 / week

Book

from £100 / night

Distance approx 0.62 miles from Windsor Palms Show on Map

(2) Very Good 

1 / 86

Holiday home in Kissimmee

Central Florida / Kissimmee

6 12 6 nights min stay

House / 6 bedrooms / sleeps 12 / 6 nights min stay

Add to shortlist

from £124 / night

£864 / week

Book

from £124 / night

Distance approx 0.64 miles from Windsor Palms Show on Map

(1) Good 

1 / 68

Holiday home with swimming pool in Kissimmee

Central Florida / Kissimmee

4 10 2 nights min stay

House / 4 bedrooms / sleeps 10 / 2 nights min stay

Add to shortlist

from £96 / night

£754 / week

Book

from £96 / night

Distance approx 0.69 miles from Windsor Palms Show on Map

(13) Excellent 

1 / 46

Kissimmee holiday villa rental

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £148 / night

£1031 - £1631 / week

Book

from £148 / night

Distance approx 0.7 miles from Windsor Palms Show on Map

(13) Excellent 

1 / 21

Holiday villa with golf nearby in Kissimmee

Kissimmee / Windsor Hills Resort

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £155 / night

£1085 - £1575 / week

Book

from £155 / night

Distance approx 0.72 miles from Windsor Palms Show on Map

(4) Excellent 

1 / 39

Home accommodation in Kissimmee

Central Florida / Kissimmee

7 15 Min stay varies

House / 7 bedrooms / sleeps 15 / Min stay varies

Add to shortlist

from £196 / night

£1370 - £2158 / week

Book

from £196 / night

Distance approx 0.73 miles from Windsor Palms Show on Map

(8) Excellent 

1 / 24

Villa rental in Kissimmee with golf nearby

Kissimmee / Windsor Hills Resort

6 14 Min stay varies

Villa / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £140 / night

£900 - £1550 / week

Book

from £140 / night

Distance approx 0.77 miles from Windsor Palms Show on Map

(2) Very Good 

1 / 30

Holiday villa rental

Central Florida / Kissimmee

4 8 3 nights min stay

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

Add to shortlist

from £89 / night

£619 - £859 / week

Book

from £89 / night

Distance approx 0.79 miles from Windsor Palms Show on Map

(2) Excellent 

1 / 10

Holiday condo with golf nearby in Kissimmee

Central Florida / Kissimmee

3 8 Min stay varies

Condo / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £52 / night

£404 - £682 / week

Book

from £52 / night

Distance approx 0.89 miles from Windsor Palms Show on Map

1 / 18

Villa rental in Kissimmee

Central Florida / Kissimmee

7 16 5 nights min stay

Villa / 7 bedrooms / sleeps 16 / 5 nights min stay

Add to shortlist

from £274 / night

£1912 - £2231 / week

Book

from £274 / night

Distance approx 0.9 miles from Windsor Palms Show on Map

1 / 8

Kissimmee holiday villa rental

Central Florida / Kissimmee

6 14 3 nights min stay

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

Add to shortlist

from £165 / night

£1151 / week

Book

from £165 / night

Distance approx 0.91 miles from Windsor Palms Show on Map

(7) Excellent 

1 / 38

Holiday villa in Kissimmee

Kissimmee / Windsor Hills Resort

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £116 / night

£812 - £1085 / week

Book

from £116 / night

Distance approx 0.91 miles from Windsor Palms Show on Map

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

£507 / week

Book

from £69 / night

Distance approx 0.93 miles from Windsor Palms Show on Map

1 / 24

Townhouse rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

3 8 5 nights min stay

Townhouse / 3 bedrooms / sleeps 8 / 5 nights min stay

Add to shortlist

from £76 / night

£483 / week

Book

from £76 / night

Distance approx 0.94 miles from Windsor Palms Show on Map

1 / 33

Holiday hotel apartment in Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 10 5 nights min stay

Hotel apartment / 4 bedrooms / sleeps 10 / 5 nights min stay

Add to shortlist

from £68 / night

£475 / week

Book

from £68 / night

Distance approx 0.97 miles from Windsor Palms Show on Map

1 / 24

Holiday villa rental

Orlando / Emerald Island

7 17 Min stay varies

Villa / 7 bedrooms / sleeps 17 / Min stay varies

Add to shortlist

from £137 / night

£651 - £1953 / week

Book

from £137 / night

Distance approx 0.97 miles from Windsor Palms Show on Map

1 / 21

Holiday home with swimming pool, golf nearby in Kissimmee

Kissimmee / Windsor Hills Resort

5 10 Min stay varies

House / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £159 / night

£1420 / week

Book

from £159 / night

Distance approx 0.97 miles from Windsor Palms Show on Map

(1) Excellent 

1 / 51

Four Corners holiday home rental

Central Florida / Four Corners

3 9 3 nights min stay

House / 3 bedrooms / sleeps 9 / 3 nights min stay

Add to shortlist

from £55 / night

£384 / week

Book

from £55 / night

Distance approx 0.97 miles from Windsor Palms Show on Map

1 / 49

Kissimmee holiday apartment rental

Kissimmee / Emerald Isle Kissimmee

3 8 4 nights min stay

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

Add to shortlist

from £77 / night

£537 / week

Book

from £77 / night

Distance approx 0.98 miles from Windsor Palms Show on Map

(7) Excellent 

1 / 61

Holiday home in Kissimmee

Central Florida / Kissimmee

5 10 Min stay varies

House / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £150 / night

£1050 - £1434 / week

Book

from £150 / night

Distance approx 0.98 miles from Windsor Palms Show on Map

(3) Excellent 

1 / 98

Home rental in Kissimmee with indoor pool

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £69 / night

£480 - £864 / week

Book

from £69 / night

Distance approx 1 miles from Windsor Palms Show on Map

(1) Excellent 

1 / 20

Holiday home in Kissimmee

Kissimmee / Emerald Isle Kissimmee

5 10 Min stay varies

House / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £153 / night

£1065 - £1918 / week

Book

from £153 / night

Distance approx 1 miles from Windsor Palms Show on Map

(3) Excellent 

1 / 34

Kissimmee holiday villa accommodation

Central Florida / Kissimmee

5 11 3 nights min stay

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

Add to shortlist

from £137 / night

£955 / week

Book

from £137 / night

Distance approx 1 miles from Windsor Palms Show on Map

(2) Excellent 

1 / 55

Holiday villa with golf nearby in Kissimmee

Kissimmee / Windsor Hills Resort

6 14 Min stay varies

Villa / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £150 / night

£1000 - £1500 / week

Book

from £150 / night

Distance approx 1 miles from Windsor Palms Show on Map

1 / 23

Holiday villa with golf nearby in Kissimmee

Kissimmee / Windsor Hills Resort

5 11 Min stay varies

Villa / 5 bedrooms / sleeps 11 / Min stay varies

Add to shortlist

from £127 / night

£877 - £1127 / week

Book

from £127 / night

Distance approx 1 miles from Windsor Palms Show on Map

(10) Excellent 

1 / 31

Holiday villa in Kissimmee

Central Florida / Kissimmee

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £168 / night

£1175 - £1631 / week

Book

from £168 / night

Distance approx 1 miles from Windsor Palms Show on Map

(4) Excellent 

1 / 100

Holiday home with indoor pool in Orlando

Orlando / Emerald Island

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £69 / night

£480 - £840 / week

Book

from £69 / night

Distance approx 1.04 miles from Windsor Palms Show on Map

(7) Excellent 

1 / 27

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 14 Min stay varies

Villa / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £173 / night

£1173 - £2035 / week

Book

from £173 / night

Distance approx 1.04 miles from Windsor Palms Show on Map

1 / 30

Holiday apartment in Kissimmee

Kissimmee / Emerald Isle Kissimmee

3 8 4 nights min stay

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

Add to shortlist

from £68 / night

£475 / week

Book

from £68 / night

Distance approx 1.04 miles from Windsor Palms Show on Map

(1) Very Good 

1 / 17

Holiday apartment in Kissimmee

Kissimmee / Emerald Isle Kissimmee

3 8 4 nights min stay

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

Add to shortlist

from £68 / night

£475 / week

Book

from £68 / night

Distance approx 1.05 miles from Windsor Palms Show on Map

(7) Very Good 

1 / 19

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 10 3 nights min stay

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

Add to shortlist

from £103 / night

£651 / week

Book

from £103 / night

Distance approx 1.05 miles from Windsor Palms Show on Map

1 / 27

Home rental in Orlando with swimming pool

Orlando / Emerald Island

6 13 Min stay varies

House / 6 bedrooms / sleeps 13 / Min stay varies

Add to shortlist

from £185 / night

£1295 / week

Book

from £185 / 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