25 Best Windermere Apartments on Holiday Lettings - Condos

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18,474 Vacation rentals

Vacation townhouse with shared pool in Windermere

Windermere townhouse

4 bedrooms / 3 bathrooms / sleeps 8

from $141 / night

$986 / week

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

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

2 bedrooms / 2 bathrooms / sleeps 8

from $308 / night

$2,154 - $3,901 / week

Vacation home in Windermere

Windermere house

1 bedroom / 1 bathroom / sleeps 4

from $165 / night

$1,157 - $2,072 / week

Windermere Vacation condo rental

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 23 minutes

from $93 / night

$650 / week

Vacation home in Windermere

Windermere house

2 bedrooms / 2 bathrooms / sleeps 4

from $236 / night

$1,656 / week

Vacation home in Windermere

Windermere house

2 bedrooms / 2 bathrooms / sleeps 6

from $249 / night

$1,739 / week

Vacation condo with shared pool in Windermere

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 7 minutes

from $98 / night

$682 / week

Vacation townhouse in Windermere

Windermere townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 34 minutes

from $139 / night

$970 / week

Vacation home with shared pool in Windermere

Windermere house

3 bedrooms / 3 bathrooms / sleeps 6

from $401 / night

$3,435 / week

Vacation home in Windermere

Windermere house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 8 minutes

from $194 / night

$1,362 / week

Home rental in Windermere

Windermere house

3 bedrooms / 2 bathrooms / sleeps 12

from $463 / night

$3,236 - $6,063 / week

Windermere Vacation villa rental

Windermere villa

6 bedrooms / 5 bathrooms / sleeps 12

from $330 / night

$2,309 / week

Vacation villa with swimming pool in Windermere

Windermere villa

6 bedrooms / 5 bathrooms / sleeps 12

from $330 / night

$2,309 / week

Vacation condo in Windermere

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

from $98 / night

$682 - $3,198 / week

Vacation home in Windermere

Windermere house

4 bedrooms / 3 bathrooms / sleeps 8

from $129 / night

$898 / week

Windermere Vacation home rental

Windermere house

1 bedroom / 1 bathroom / sleeps 4

from $178 / night

$1,239 - $9,723 / 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

2 bedrooms / 2 bathrooms / sleeps 8

from $95 / night

$666 / week

Windermere Vacation condo rental

Windermere condo

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 23 minutes

from $98 / night

$682 / week

Vacation condo in Windermere

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 23 minutes

from $85 / night

$594 / week

Vacation condo with shared pool in Windermere

Windermere condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 23 minutes

from $137 / night

$954 / week

Vacation condo in Windermere

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 23 minutes

from $179 / night

$1,251 / week

Vacation condo with shared pool in Windermere

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 23 minutes

from $127 / night

$890 / week

Great rentals within 20 miles that match your search

Four Corners Vacation home rental

Four Corners house

8 bedrooms / 7 bathrooms / sleeps 18

from $327 / night

$2,285 / week

Vacation villa in Davenport

Davenport villa

5 bedrooms / 5 bathrooms / sleeps 10

from $195 / night

$1,361 / week

Vacation villa with shared pool in Kissimmee

Kissimmee villa

1 bedroom / 1 bathroom / sleeps 4

from $204 / night

$1,427 / week

Vacation villa rental

Davenport villa

7 bedrooms / 5 bathrooms / sleeps 14

from $286 / night

$1,996 / week

Home rental in Four Corners with swimming pool

Four Corners house

8 bedrooms / 6 bathrooms / sleeps 20

2

Responds fast! avg. 2 hours 10 minutes

from $344 / night

$1,947 - $5,725 / week

Vacation villa in Kissimmee

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

5

from $161 / night

$1,123 - $1,629 / week

Davenport Vacation villa rental

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

7

Responds fast! avg. 1 hour 37 minutes

from $90 / night

$628 - $897 / week

Vacation home with golf nearby in Kissimmee

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 13

from $275 / night

$1,832 / week

Reunion Vacation villa rental

Reunion villa

6 bedrooms / 4 bathrooms / sleeps 14

2

from $321 / night

$2,645 / week

Vacation home in Clermont

Clermont house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 40 minutes

from $138 / night

$962 / week

Villa rental in Davenport

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

18

Responds fast! avg. 1 hour 16 minutes

from $92 / night

$962 - $1,283 / week

Vacation villa with shared pool in Orlando

Orlando villa

2 bedrooms / 2 bathrooms / sleeps 8

from $197 / night

$1,374 / week

Vacation villa in Orlando

Orlando villa

4 bedrooms / 4 bathrooms / sleeps 8

3

from $164 / night

$1,144 - $1,946 / week

Orlando Vacation apartment rental

Orlando apartment

1 bedroom / 1 bathroom / sleeps 4

5

Responds fast! avg. 2 hours 11 minutes

from $161 / night

$1,123 / week