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Holiday Houses in Windermere

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12,507 Holiday homes

Private Home in the Heart of Orlando!

Windermere guest house

2 bedrooms / 1 bathroom / sleeps 4

from £95 / night

£706 - £904 / week

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

Windermere studio

Studio / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 59 minutes

from £95 / night

£661 - £1,569 / week

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

Windermere house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 59 minutes

from £207 / night

£1,448 - £2,842 / week

Responds fast! avg. 3 hours 59 minutes

from £103 / night

£721 - £1,667 / week

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

Windermere house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 59 minutes

from £190 / night

£1,327 - £2,781 / week

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

Windermere house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 59 minutes

from £181 / night

£1,266 - £2,660 / week

Cinderella's other Castle

Windermere house

3 bedrooms / 3 bathrooms / sleeps 6

from £330 / night

£2,824 / week

Responds fast! avg. 3 hours 59 minutes

from £112 / night

£782 - £1,812 / week

Lucaya Village Resort 4 Bedroom TownHome

Windermere townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 53 minutes

from £130 / night

£899 - £1,594 / week

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

Windermere condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 14 minutes

from £57 / night

£397 / week

Lucaya Village Resort 4 Bedroom TownHome

Windermere townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 37 minutes

from £104 / night

£724 / week

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

Windermere house

3 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 3 hours 59 minutes

from £320 / night

£2,235 - £4,234 / week

West Lucaya Village 17 - Modern townhouse near Disney

Windermere house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 34 minutes

from £97 / night

£678 / week

Stylish condo! Private Balcony 2BD/2BA close to Theme Parks! - #6EN165

Windermere condo

2 bedrooms / 2 bathrooms / sleeps 6

from £61 / night

£405 - £1,104 / week

Stylish Condo! Private Balcony 2BD/2BA Near Theme Parks and Convention! #6EN165

Windermere condo

2 bedrooms / 2 bathrooms / sleeps 4

from £75 / night

£493 - £1,175 / week

Great rentals within 20 miles that match your search

Sheraton Vistana Fountains II - Timeshare

Kissimmee hotel apartment

2 bedrooms / 2 bathrooms / sleeps 8

1

from £127 / night

£885 / week

Marriott Cypress Harbor 2 bedroom sleeps 6

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

from £267 / night

£1,870 / week

Excellent apartment in Orlando for up to 10 people

Four Corners apartment

3 bedrooms / 3 bathrooms / sleeps 10

from £254 / night

£1,776 / week

Excellent spacious apartment in wonderful Resort

Orlando hotel apartment

2 bedrooms / 2 bathrooms / sleeps 5

from £214 / night

£1,496 / week

Executive Vacation Villa by Disney

Davenport house

4 bedrooms / 2 bathrooms / sleeps 10

1

from £117 / night

£788 / week

from £156 / night

£1,090 / week

Westgate Lakes Resort & Spa Near Universal Studios Area

Orlando studio

Studio / 1 bathroom / sleeps 4

from £140 / night

£978 / week

Contemporary Villa (Alarmed) with Private Pool

Clermont villa

3 bedrooms / 2 bathrooms / sleeps 6

from £115 / night

£802 / week

CONDO FOR RENT AT WESTGATE TOWN CENTER ORLANDO FLO

Kissimmee condo

2 bedrooms / 3 bathrooms / sleeps 8

from £154 / night

£1,076 / week

Minions Retreat, Disney are our neighbors. Free 5g WIFI

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 7

from £85 / night

£563 / week

BEAUTIFUL 2BR/2BA CONDO AT VISTA CAY RESORT

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

from £122 / night

£797 / week

LUXURY VILLA: 9 BR/8 BA 3 Kms to Disney

Four Corners villa

9 bedrooms / 8 bathrooms / sleeps 18

Responds fast! avg. 3 hours 5 minutes

from £516 / night

£3,608 / week

Cozy Park Model near Disney, Universal, Orlando and so much more!

Clermont cottage

1 bedroom / 1 bathroom / sleeps 5

from £73 / night

£432 / week

Christmas get away in Orlando, FL

Orlando condo

2 bedrooms / 2 bathrooms / sleeps 6

from £235 / night

£1,645 / week

Premium Kissimmee Timeshare rental

Kissimmee villa

2 bedrooms / 2 bathrooms / sleeps 6

from £269 / night

£1,879 / week

2 Bedroom Condo WestGate Palace

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 6

from £263 / night

£1,842 / week

Beautiful 1 Bedroom Condo To Rent

Orlando condo

1 bedroom / 1 bathroom / sleeps 4

from £188 / night

£1,316 / week

LUXURY Town Center Villa Disney Studio APT

Orlando villa

1 bedroom / 1 bathroom / sleeps 4

from £163 / night

£939 - £1,320 / week

A great little apartment in College Park, Orlando.

Orlando apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 49 minutes

from £106 / night

£691 / week

Two Bedroom condo in Windsor Hills close to Disney

Kissimmee apartment

1 bedroom / 2 bathrooms / sleeps 6

2

from £99 / night

£691 / week

A week of dream in a resort

Orlando house

1 bedroom / 1 bathroom / sleeps 4

from £164 / night

£1,147 / week

Beautiful Vacation Home w/Lake View, Pool near Disney, SeaWorld, UniversalStudio

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

from £93 / night

£651 / week

Marriott's Grande Vista # 1

Orlando villa

1 bedroom / 1 bathroom / sleeps 4

from £262 / night

£1,832 / week

***NEW LISTING*** Wyndham Star Island

Old Town villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 54 minutes

from £309 / night

£2,164 / week

Viewing 39 of 12,507
rentals in Windermere