Holiday Condos in Windermere

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20,808 Holiday homes

PARADISE

Windermere house

4 bedrooms / 4 bathrooms / sleeps 10

from £779 / night

£5,452 / week

Private Home in the Heart of Orlando!

Windermere guest house

2 bedrooms / 1 bathroom / sleeps 4

from £90 / night

£669 - £856 / week

Cozy Suite | Shuttle to Disney World + SeaWorld + Universal

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 53 minutes

from £98 / night

£681 / week

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

Windermere house

2 bedrooms / 2 bathrooms / sleeps 6

from £194 / night

£1,354 / week

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

Windermere house

2 bedrooms / 2 bathrooms / sleeps 4

from £184 / night

£1,290 / week

Lucaya Village Resort 4 Bedroom TownHome

Windermere townhouse

4 bedrooms / 3 bathrooms / sleeps 8

from £110 / night

£768 / week

Disney Home

Windermere house

3 bedrooms / 3 bathrooms / sleeps 6

from £149 / night

£1,048 / week

Lucaya Village Resort 4 Bedroom Home 2901EW14

Windermere house

4 bedrooms / 3 bathrooms / sleeps 6

from £96 / night

£668 / week

Lucaya Village 17 - Modern townhouse with covered porch near Disney

Windermere house

4 bedrooms / 3 bathrooms / sleeps 8

from £100 / night

£699 / week

Deluxe apto in the heart of Orlando CRD409

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 31 minutes

from £65 / night

£456 / week

Lucaya Village Resort 4 Bedroom TownHome

Windermere townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 32 minutes

from £108 / night

£756 / week

Beautiful Bay Hill Villa 5424TD

Windermere villa

6 bedrooms / 5 bathrooms / sleeps 12

from £257 / night

£1,798 / week

Oak Wood Villa #260019

Windermere villa

9 bedrooms / 7 bathrooms / sleeps 18

Responds fast! avg. 3 hours 16 minutes

from £305 / night

£2,129 - £3,652 / week

Lucaya Village Resort TownHome Unit 14

Windermere townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 29 minutes

from £123 / night

£856 - £1,186 / week

The Enclave - CRD409

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

from £57 / night

£400 - £2,491 / week

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

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 53 minutes

from £89 / night

£618 / week

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

Windermere condo

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 53 minutes

from £98 / night

£681 / week

Cinderella's other Castle

Windermere house

3 bedrooms / 3 bathrooms / sleeps 6

from £312 / night

£2,675 / week

Budget Suite Close to Universal Orlando | Shuttle to Disney World

Windermere condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 53 minutes

from £109 / night

£762 / week

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

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 53 minutes

from £130 / night

£905 / week

Shuttle to Popular Orlando Theme Parks | BUDGET FRIENDLY Suite

Windermere condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 53 minutes

from £101 / night

£706 / week

Great rentals within 20 miles that match your search

Southpointe Condo #231706

Ventura apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 53 minutes

from £98 / night

£685 - £1,078 / week

Comfortable Bedroom at luxury House near Disney

ChampionsGate house

1 bedroom / 1 bathroom / sleeps 2

from £40 / night

£279 / week

Luxurious Compass Bay Condo Privacy & Rest.759$p/w

Kissimmee townhouse

2 bedrooms / 3 bathrooms / sleeps 6

38

Responds fast! avg. 3 hours 19 minutes

from £99 / night

£687 / week

Mystic Dunes Resort -2BR Suite- SUN Check In

Four Corners hotel apartment

1 bedroom / 1 bathroom / sleeps 6

from £62 / night

£431 / week

Contemporary 4 Bedroom Luxury Sanctuary Pool Villa with Games Room

Davenport house

4 bedrooms / 3 bathrooms / sleeps 8

3

from £121 / night

£842 / week

Club Sevilla Resort - 1 BR Unit - SATURDAY Check In

Kissimmee hotel apartment

1 bedroom / 1 bathroom / sleeps 4

from £55 / night

£381 / week

Orange Lake Resort Villa, 2br/2ba (Kissimmee)

Orlando villa

2 bedrooms / 2 bathrooms / sleeps 8

from £136 / night

£951 / week

Marriott Cypress Harbor 2 bedroom sleeps 6

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

from £259 / night

£1,811 / week

Fabulous 5 bed / 3 bath private pool home in Indian Creek, 10 minutes to Disney

Four Corners villa

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 34 minutes

from £114 / night

£793 / week

Wyndham Bonnet Creek Resort

Orlando condo

2 bedrooms / 2 bathrooms / sleeps 8

from £114 / night

£793 / week

NEW! Home w/Pool & Hot Tub - Minutes from Disney!

Intercession City house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 5 minutes

from £123 / night

£856 / week

2821AL windsor

Four Corners house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 9 minutes

from £102 / night

£710 / week

54 Gleneagles House

Davenport house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 53 minutes

from £97 / night

£679 - £976 / week

41 Glenbrook House

Four Corners house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 53 minutes

from £108 / night

£755 - £1,046 / week

18 Morning House

Four Corners house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 53 minutes

from £92 / night

£640 - £976 / week

Super Central 3 Bed 2 Bath. Easy access to Sea World, Aquatica, Discovery Cove

Orlando apartment

3 bedrooms / 2 bathrooms / sleeps 8

from £118 / night

£824 / week

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

Loughman villa

5 bedrooms / 5 bathrooms / sleeps 10

from £197 / night

£1,376 / week

Orlando 2 bedroom 16 to 23 7 pools 4 golf courses touches Disney

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 41 minutes

from £162 / night

£1,132 / week

Beautiful Villa near Disney with south facing pool

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

19

Responds fast! avg. 1 hour 36 minutes

from £109 / night

£762 - £790 / week

Viewing 40 of 20,808
rentals in Windermere

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