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15 Best Windermere Apartments on Holiday Lettings - Condos

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12,737 Vacation rentals

Vacation studio in Windermere

Windermere studio

Studio / 1 bathroom / sleeps 4

from $130 / night

$907 - $2,154 / week

Vacation home in Windermere

Windermere house

2 bedrooms / 2 bathrooms / sleeps 8

from $284 / night

$1,988 - $3,901 / 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 $141 / night

$990 - $2,288 / week

Vacation home in Windermere

Windermere house

2 bedrooms / 2 bathrooms / sleeps 6

from $260 / night

$1,822 - $3,818 / week

Vacation home in Windermere

Windermere house

2 bedrooms / 2 bathrooms / sleeps 4

from $249 / night

$1,739 - $3,652 / week

Vacation townhouse with shared pool in Windermere

Windermere townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 3 minutes

from $178 / night

$1,235 - $2,188 / week

Vacation home in Windermere

Windermere house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 34 minutes

from $133 / night

$930 / week

Vacation townhouse in Windermere

Windermere townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 37 minutes

from $142 / night

$994 / 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

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 26 minutes

from $78 / night

$545 / week

Home rental in Windermere

Windermere house

3 bedrooms / 2 bathrooms / sleeps 12

from $439 / night

$3,069 - $5,814 / week

Windermere Vacation home rental

Windermere house

1 bedroom / 1 bathroom / sleeps 4

from $154 / night

$1,073 - $2,487 / week

Vacation condo in Windermere

Windermere condo

2 bedrooms / 2 bathrooms / sleeps 6

from $84 / night

$556 - $1,515 / week

Vacation condo in Windermere

Windermere condo

2 bedrooms / 2 bathrooms / sleeps 4

from $102 / night

$677 - $1,614 / week

Great rentals within 20 miles that match your search

Vacation hotel apartment with golf nearby in Kissimmee

Kissimmee hotel apartment

2 bedrooms / 2 bathrooms / sleeps 8

1

from $155 / night

$1,082 / week

Home rental in Orlando with shared pool

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

from $328 / night

$2,290 / week

Four Corners Vacation apartment rental

Four Corners apartment

3 bedrooms / 3 bathrooms / sleeps 10

from $311 / night

$2,176 / week

Vacation hotel apartment with shared pool in Orlando

Orlando hotel apartment

2 bedrooms / 2 bathrooms / sleeps 5

from $262 / night

$1,832 / week

Vacation home in Davenport

Davenport house

4 bedrooms / 2 bathrooms / sleeps 10

1

from $142 / night

$962 / week

Vacation villa in Kissimmee

Kissimmee villa

1 bedroom / 1 bathroom / sleeps 4

from $191 / night

$1,332 / week

Vacation studio in Orlando

Orlando studio

Studio / 1 bathroom / sleeps 4

from $171 / night

$1,195 / week

Orlando Vacation apartment rental

Orlando apartment

1 bedroom / 1 bathroom / sleeps 4

from $193 / night

$1,350 / week

Clermont Vacation villa rental

Clermont villa

3 bedrooms / 2 bathrooms / sleeps 6

from $140 / night

$980 / week

Vacation condo with golf nearby in Kissimmee

Kissimmee condo

2 bedrooms / 3 bathrooms / sleeps 8

from $188 / night

$1,315 / week

Vacation home in Orlando

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

from $149 / night

$974 / week

Four Corners Vacation villa rental

Four Corners villa

9 bedrooms / 8 bathrooms / sleeps 18

Responds fast! avg. 3 hours 5 minutes

from $630 / night

$4,409 / week

Vacation cottage with golf nearby in Clermont

Clermont cottage

1 bedroom / 1 bathroom / sleeps 5

from $89 / night

$526 / week

Orlando Vacation condo rental

Orlando condo

2 bedrooms / 2 bathrooms / sleeps 6

from $287 / night

$2,004 / week

Vacation villa in Kissimmee

Kissimmee villa

2 bedrooms / 2 bathrooms / sleeps 6

from $328 / night

$2,290 / week

Vacation condo in Kissimmee

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 6

from $321 / night

$2,245 / week

Orlando Vacation condo rental

Orlando condo

1 bedroom / 1 bathroom / sleeps 4

from $229 / night

$1,603 / week

Orlando Vacation villa rental

Orlando villa

1 bedroom / 1 bathroom / sleeps 4

from $198 / night

$1,144 - $1,609 / week

Apartment rental in Orlando

Orlando apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 49 minutes

from $129 / night

$842 / week

Apartment rental in Kissimmee

Kissimmee apartment

1 bedroom / 2 bathrooms / sleeps 6

2

from $121 / night

$842 / week

Orlando Vacation home rental

Orlando house

1 bedroom / 1 bathroom / sleeps 4

from $200 / night

$1,397 / week

Kissimmee Vacation home rental

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

from $114 / night

$794 / week

Orlando Vacation villa rental

Orlando villa

1 bedroom / 1 bathroom / sleeps 4

from $319 / night

$2,233 / week

Vacation villa in Old Town

Old Town villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 54 minutes

from $377 / night

$2,637 / week