15 Best Windermere Apartments on Holiday Lettings - Condos

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18,640 Vacation rentals

Windermere Vacation home rental

Windermere house

4 bedrooms / 4 bathrooms / sleeps 10

from $1,000 / night

$7,000 / week

Vacation studio in Windermere

Windermere studio

Studio / 1 bathroom / sleeps 4

from $141 / night

$990 - $1,822 / week

Vacation home in Windermere

Windermere house

2 bedrooms / 2 bathrooms / sleeps 8

from $308 / night

$2,154 - $3,735 / week

Windermere Vacation guest house rental

Windermere guest house

2 bedrooms / 1 bathroom / sleeps 4

from $115 / night

$859 - $1,100 / week

Vacation home in Windermere

Windermere house

1 bedroom / 1 bathroom / sleeps 4

from $165 / night

$1,157 - $2,238 / week

Vacation home in Windermere

Windermere house

2 bedrooms / 2 bathrooms / sleeps 6

from $249 / night

$1,739 / week

Vacation home in Windermere

Windermere house

2 bedrooms / 2 bathrooms / sleeps 4

from $236 / night

$1,656 / week

Vacation townhouse with shared pool in Windermere

Windermere townhouse

4 bedrooms / 3 bathrooms / sleeps 8

from $174 / night

$1,211 - $1,684 / week

Vacation home with shared pool in Windermere

Windermere house

2 bedrooms / 2 bathrooms / sleeps 8

from $54 / night

$377 / week

Vacation home in Windermere

Windermere house

4 bedrooms / 3 bathrooms / sleeps 8

from $129 / night

$898 / week

Vacation townhouse in Windermere

Windermere townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 47 minutes

from $139 / night

$970 / week

Vacation home rental

Windermere house

4 bedrooms / 3 bathrooms / sleeps 6

from $129 / night

$898 / week

Vacation home with shared pool in Windermere

Windermere house

3 bedrooms / 3 bathrooms / sleeps 6

from $401 / night

$3,435 / week

Vacation condo in Windermere

Windermere condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 4 minutes

from $78 / night

$545 / week

Home rental in Windermere

Windermere house

3 bedrooms / 2 bathrooms / sleeps 12

from $324 / night

$2,265 - $5,897 / week

Windermere Vacation home rental

Windermere house

1 bedroom / 1 bathroom / sleeps 4

from $178 / night

$1,239 - $2,404 / week

Windermere Vacation villa rental

Windermere villa

5 bedrooms / 7 bathrooms / sleeps 10

from $426 / night

$2,982 - $6,805 / week

Vacation villa with swimming pool in Windermere

Windermere villa

6 bedrooms / 5 bathrooms / sleeps 12

from $330 / night

$2,309 / week

Great rentals within 20 miles that match your search

Celebration Vacation apartment rental

Celebration apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 56 minutes

from $227 / night

$1,114 - $2,059 / week

Vacation home with swimming pool in Davenport

Davenport house

6 bedrooms / 6 bathrooms / sleeps 12

from $361 / night

$2,525 / week

Vacation home accommodation

Celebration house

3 bedrooms / 4 bathrooms / sleeps 6

from $212 / night

$1,483 / week

Vacation villa in Davenport

Davenport villa

5 bedrooms / 5 bathrooms / sleeps 10

from $205 / night

$1,268 / week

Vacation townhouse in Celebration

Celebration townhouse

3 bedrooms / 3 bathrooms / sleeps 6

from $228 / night

$1,595 / week

Vacation townhouse in Clermont

Clermont townhouse

3 bedrooms / 3 bathrooms / sleeps 10

from $166 / night

$1,088 / week

Kissimmee Vacation villa rental

Kissimmee villa

9 bedrooms / 6 bathrooms / sleeps 18

from $229 / night

$1,603 / week

Vacation apartment with golf nearby in Kissimmee

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 8

23

Responds fast! avg. 3 hours 49 minutes

from $98 / night

$659 - $819 / week

Vacation condo in Kissimmee

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 8

12

Responds fast! avg. 3 hours 52 minutes

from $114 / night

$773 / week

Villa rental in Kissimmee with indoor pool

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 12

from $332 / night

$2,325 / week

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 9

2

Responds fast! avg. 1 hour 13 minutes

from $155 / night

$1,030 / week

Vacation home in Four Corners

Four Corners house

3 bedrooms / 3 bathrooms / sleeps 6

from $143 / night

$999 / week

Vacation home rental

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

1

from $149 / night

$1,042 / week

Vacation villa in Davenport

Davenport villa

5 bedrooms / 4 bathrooms / sleeps 11

7

Responds fast! avg. 3 hours 6 minutes

from $143 / night

$785 - $928 / week

Vacation apartment in Kissimmee

Kissimmee apartment

2 bedrooms / 2 bathrooms / sleeps 6

3

from $102 / night

$629 - $789 / week

Vacation condo with indoor pool in Clermont

Clermont condo

3 bedrooms / 3 bathrooms / sleeps 8

27

from $95 / night

$625 / week

Vacation townhouse with swimming pool in Four Corners

Four Corners townhouse

3 bedrooms / 3 bathrooms / sleeps 6

from $152 / night

$1,058 / week

Vacation home with golf nearby in Clermont

Clermont house

4 bedrooms / 3 bathrooms / sleeps 8

3

from $92 / night

$642 / week

Apartment rental in Kissimmee

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 8

from $114 / night

$745 / week

Vacation home in Kissimmee

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 18 minutes

from $131 / night

$914 / week

Vacation home with swimming pool in Davenport

Davenport house

6 bedrooms / 6 bathrooms / sleeps 12

from $283 / night

$1,980 / week

Orlando Vacation villa rental

Orlando villa

2 bedrooms / 2 bathrooms / sleeps 8

1

Responds fast! avg. 53 minutes

from $367 / night

$2,565 / week