Holiday Houses in Windermere

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20,483 Holiday homes

PARADISE

Windermere house

4 bedrooms / 4 bathrooms / sleeps 10

from £772 / night

£5,398 / week

Family-Family Condo w/ WiFi, Free Shuttle to Theme Parks, Resort Dining & Pool

Windermere house

2 bedrooms / 2 bathrooms / sleeps 8

from £238 / night

£1,661 - £3,009 / week

Studio Suite Near Disney & Sea World w/ Resort Pool, Hot Tub, Dining & WiFi

Windermere studio

Studio / 1 bathroom / sleeps 4

from £109 / night

£763 - £1,790 / week

Private Home in the Heart of Orlando!

Windermere guest house

2 bedrooms / 1 bathroom / sleeps 4

from £89 / night

£663 - £848 / week

from £128 / night

£892 - £1,918 / week

Family-Friendly Villa w/ WiFi Available, Free Theme Park Shuttle & Resort Pool

Windermere house

2 bedrooms / 2 bathrooms / sleeps 4

from £182 / night

£1,277 / week

Deluxe Family-Friendly Villa w/ WiFi, Resort Pool & Free Theme Park Shuttle

Windermere house

2 bedrooms / 2 bathrooms / sleeps 6

from £192 / night

£1,341 / week

Cozy Suite | Shuttle to Disney World + SeaWorld + Universal

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 11 minutes

from £72 / night

£500 / week

West Lucaya Village 17 - Modern townhouse near Disney

Windermere house

4 bedrooms / 3 bathrooms / sleeps 8

from £99 / night

£693 / week

Deluxe apto in the heart of Orlando CRD409

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 5 minutes

from £105 / night

£736 / week

NEW! Orlando Condo w/ Pool ~2 Miles to Universal!

Windermere condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 45 minutes

from £62 / night

£433 / week

Lucaya Village Resort 4 Bedroom TownHome

Windermere townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 36 minutes

from £105 / night

£730 / week

Family-Friendly Condo w/ WiFi, Free Shuttle to Theme Parks, Resort Pool & Dining

Windermere house

3 bedrooms / 2 bathrooms / sleeps 12

from £250 / night

£1,747 - £4,676 / week

from £137 / night

£956 - £7,497 / week

Beautiful Bay Hill Villa 5424TD

Windermere villa

6 bedrooms / 5 bathrooms / sleeps 12

from £255 / night

£1,780 / week

Lucaya Village Resort 4 Bedroom TownHome

Windermere townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 26 minutes

from £150 / night

£1,045 - £1,459 / week

Cinderella's other Castle

Windermere house

3 bedrooms / 3 bathrooms / sleeps 6

from £309 / night

£2,649 / week

CASA BELLA ORLANDO

Windermere villa

5 bedrooms / 7 bathrooms / sleeps 10

Responds fast! avg. 51 minutes

from £548 / night

£3,832 - £7,670 / week

2701 · (2701) LUXURY Lakefront unit with pool views

Windermere house

2 bedrooms / 2 bathrooms / sleeps 8

from £92 / night

£643 / week

Ultimate 6 Bedroom 5 Bathroom On Bay Hill5824tar

Windermere villa

6 bedrooms / 5 bathrooms / sleeps 12

from £255 / night

£1,780 / week

Lucaya Village Resort 4 Bedroom Home 2901EW14

Windermere house

4 bedrooms / 3 bathrooms / sleeps 6

from £99 / night

£693 / week

Lucaya Village Resort 4 Bedroom TownHome

Windermere townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 30 minutes

from £107 / night

£748 / week

Cheerful Suite | Shuttle to Disney World + Sea World + More!

Windermere condo

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 11 minutes

from £79 / night

£549 / week

Shuttle Access to Disney World + Universal Studios | Modest Suite!

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 11 minutes

from £66 / night

£458 / week

Budget Suite Close to Universal Orlando | Shuttle to Disney World

Windermere condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 11 minutes

from £105 / night

£734 / week

Modern + Elegant Suite in a Great Location | Private Furnished Balcony

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 11 minutes

from £138 / night

£965 / week

Shuttle to Popular Orlando Theme Parks | BUDGET FRIENDLY Suite

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 11 minutes

from £98 / night

£686 / week

Great rentals within 20 miles that match your search

You have Found the Perfect Holiday Villa on Solterra Resort with every 5 Star

Loughman villa

7 bedrooms / 7 bathrooms / sleeps 14

from £224 / night

£1,564 / week

Golf views at Reunion Resort

Reunion apartment

3 bedrooms / 3 bathrooms / sleeps 6

8

from £135 / night

£942 / week

Regal Oaks at Old Towne

Kissimmee villa

3 bedrooms / 3 bathrooms / sleeps 6

from £102 / night

£709 / week

Watersong 5 Bedroom Deluxe Villa with Conservation Views

Davenport house

5 bedrooms / 4 bathrooms / sleeps 10

from £130 / night

£906 / week

Executive ++ vacation rental home in Solana resort

Davenport house

4 bedrooms / 3 bathrooms / sleeps 8

from £137 / night

£881 / week

Rent my time share for a week for up to 295000.

Central Florida condo

2 bedrooms / 2 bathrooms / sleeps 8

from £315 / night

£2,202 / week

2 Bed Deluxe (Condo)

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 8

from £232 / night

£1,625 / week

Beautiful Private Villa Close To Disney Parks

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

9

from £149 / night

£1,042 / week

Christmas get away in Orlando, FL

Orlando condo

2 bedrooms / 2 bathrooms / sleeps 6

from £220 / night

£1,536 / week

Kingfisher Grove - luxury home from home near Disney

Clermont villa

4 bedrooms / 2 bathrooms / sleeps 8

28

Responds fast! avg. 3 hours 6 minutes

from £98 / night

£682 / week

Vacation Rentals - Summer Bay Orlando

Orlando condo

1 bedroom / 1 bathroom / sleeps 4

from £113 / night

£790 / week

Paradise Palms Resort 6 BR Vacay Home Near Disney BPR2967

Four Corners villa

6 bedrooms / 5 bathrooms / sleeps 13

Responds fast! avg. 1 hour 24 minutes

from £132 / night

£922 / week

6 Bed Executive Villa with Pool

Orlando house

6 bedrooms / 6 bathrooms / sleeps 13

from £184 / night

£1,203 - £1,718 / week

Viewing 40 of 20,483
rentals in Windermere