20 Best Windermere Apartments on Holiday Lettings - Condos

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22,437 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

Windermere Vacation guest house rental

Windermere guest house

2 bedrooms / 1 bathroom / sleeps 4

from $115 / night

$859 - $1,100 / week

Windermere Vacation condo rental

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

from $93 / night

$650 / 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 condo in Windermere

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

from $84 / night

$585 - $3,198 / 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. 2 hours 2 minutes

from $139 / night

$970 / week

Windermere Vacation condo rental

Windermere condo

1 bedroom / 1 bathroom / sleeps 6

from $93 / night

$650 / week

Windermere Vacation villa rental

Windermere villa

6 bedrooms / 5 bathrooms / sleeps 12

from $330 / night

$2,309 / week

Vacation townhouse with shared pool in Windermere

Windermere townhouse

4 bedrooms / 3 bathrooms / sleeps 8

from $158 / night

$1,098 - $1,523 / week

Vacation home rental

Windermere house

4 bedrooms / 3 bathrooms / sleeps 6

from $123 / night

$858 / week

Vacation home in Windermere

Windermere house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 42 minutes

from $192 / night

$1,352 / week

Vacation home with shared pool in Windermere

Windermere house

3 bedrooms / 3 bathrooms / sleeps 6

from $401 / night

$3,435 / week

Vacation condo with shared pool in Windermere

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 31 minutes

from $79 / night

$553 / week

Vacation condo in Windermere

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

from $85 / night

$594 / week

Villa rental in Windermere with swimming pool

Windermere villa

9 bedrooms / 7 bathrooms / sleeps 18

from $392 / night

$2,734 - $4,689 / week

Vacation condo in Windermere

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

from $166 / night

$1,163 / week

Vacation condo with shared pool in Windermere

Windermere condo

2 bedrooms / 2 bathrooms / sleeps 6

from $127 / night

$890 / week

Vacation condo with shared pool in Windermere

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

from $118 / night

$826 / week

Great rentals within 20 miles that match your search

Hotel apartment rental in Celebration

Celebration hotel apartment

1 bedroom / 1 bathroom / sleeps 4

from $71 / night

$497 / week

Vacation villa in Four Corners

Four Corners villa

7 bedrooms / 6 bathrooms / sleeps 15

Responds fast! avg. 3 hours 26 minutes

from $279 / night

$1,948 - $3,463 / week

Home accommodation in Four Corners

Four Corners house

6 bedrooms / 4 bathrooms / sleeps 12

from $172 / night

$1,260 / week

Vacation villa in Kissimmee

Kissimmee villa

1 bedroom / 1 bathroom / sleeps 4

from $191 / night

$1,332 / week

Celebration Vacation townhouse rental

Celebration townhouse

5 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 3 hours 26 minutes

from $193 / night

$1,347 - $4,312 / week

Vacation villa rental

ChampionsGate villa

7 bedrooms / 6 bathrooms / sleeps 16

Responds fast! avg. 3 hours 26 minutes

from $332 / night

$2,325 - $3,976 / week

Vacation home with swimming pool in Kissimmee

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 10

47

Responds fast! avg. 3 hours 34 minutes

from $137 / night

$953 - $1,100 / week

Vacation villa in ChampionsGate

ChampionsGate villa

8 bedrooms / 6 bathrooms / sleeps 16

Responds fast! avg. 3 hours 26 minutes

from $332 / night

$2,325 - $3,976 / week

Vacation townhouse in Pine Castle

Pine Castle townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 26 minutes

from $232 / night

$1,619 - $5,451 / week

Vacation villa rental

ChampionsGate villa

6 bedrooms / 5 bathrooms / sleeps 14

2

Responds fast! avg. 1 hour 27 minutes

from $315 / night

$2,205 / week

ChampionsGate Vacation villa rental

ChampionsGate villa

6 bedrooms / 7 bathrooms / sleeps 12

Responds fast! avg. 3 hours 26 minutes

from $300 / night

$2,100 - $3,142 / week

Vacation townhouse rental

Kissimmee townhouse

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 26 minutes

from $178 / night

$1,243 - $2,477 / week

Vacation home in Kissimmee

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

1

from $155 / night

$1,031 / week

Home rental in Loughman with shared pool

Loughman house

5 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 47 minutes

from $155 / night

$1,163 / week

Four Corners Vacation townhouse rental

Four Corners townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 26 minutes

from $134 / night

$938 - $1,299 / week

Ventura Vacation apartment rental

Ventura apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 27 minutes

from $124 / night

$866 - $1,363 / week

Vacation villa rental

Four Corners villa

9 bedrooms / 7 bathrooms / sleeps 18

Responds fast! avg. 3 hours 26 minutes

from $332 / night

$2,325 - $3,976 / week

Vacation townhouse in Celebration

Celebration townhouse

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 26 minutes

from $134 / night

$938 - $1,299 / week

ChampionsGate Vacation villa rental

ChampionsGate villa

8 bedrooms / 6 bathrooms / sleeps 16

Responds fast! avg. 3 hours 26 minutes

from $332 / night

$2,325 - $3,976 / week