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Holiday Houses in Windermere

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17,191 Holiday homes

PARADISE

Windermere house

4 bedrooms / 4 bathrooms / sleeps 10

from £767 / night

£5,368 / week

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

from £95 / night

£663 - £1,397 / week

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

Windermere house

2 bedrooms / 2 bathrooms / sleeps 8

from £218 / night

£1,524 - £2,992 / week

from £17 / night

£115 - £1,716 / week

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

Windermere house

2 bedrooms / 2 bathrooms / sleeps 6

from £181 / night

£1,270 - £2,162 / week

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

Windermere house

2 bedrooms / 2 bathrooms / sleeps 4

from £27 / night

£186 - £2,035 / week

Cinderella's other Castle

Windermere house

3 bedrooms / 3 bathrooms / sleeps 6

from £330 / night

£2,824 / week

Lucaya Village Resort 4 Bedroom Home 2901EW14

Windermere house

4 bedrooms / 3 bathrooms / sleeps 6

from £99 / night

£689 / week

from £118 / night

£823 - £1,843 / week

Lucaya Village Resort 4 Bedroom TownHome

Windermere townhouse

4 bedrooms / 3 bathrooms / sleeps 8

from £134 / night

£928 - £1,678 / week

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

Windermere condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 11 minutes

from £60 / night

£418 / week

Lucaya Village Resort 4 Bedroom TownHome

Windermere townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 20 minutes

from £107 / night

£744 / week

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

Windermere house

3 bedrooms / 2 bathrooms / sleeps 12

from £337 / night

£2,353 - £4,547 / week

2701 · (2701) LUXURY Lakefront unit with pool views

Windermere house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 11 minutes

from £65 / night

£455 / week

West Lucaya Village 17 - Modern townhouse near Disney

Windermere house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 23 minutes

from £102 / night

£713 / week

Stylish condo! CDC Cleaning Standards, Private Balcony 2BD/2BA - #6EN165

Windermere condo

2 bedrooms / 2 bathrooms / sleeps 6

from £62 / night

£519 / week

(2505) REMODELED NEW w/ POOL 1 mile from Universal

Windermere house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 11 minutes

from £62 / night

£431 / week

Great rentals within 20 miles that match your search

Amazing views from the pool! Windsor Hills Resort!

Four Corners house

6 bedrooms / 4 bathrooms / sleeps 12

from £166 / night

£1,159 / week

Luxury Six Bedroom Home - Close to Disneyworld

Four Corners villa

6 bedrooms / 4 bathrooms / sleeps 12

from £161 / night

£962 / week

477-ORLANDO-15 Min FROM DISNEY & OMNI RESORT

Four Corners house

8 bedrooms / 6 bathrooms / sleeps 26

from £255 / night

£1,782 - £5,337 / week

ORLANDO-CHAMPIONS GATE-15 Min FROM DISNEY & OMNI RESORT

ChampionsGate house

4 bedrooms / 1 bathroom / sleeps 11

from £94 / night

£656 - £2,570 / week

1580-ORLANDO-15 Min FROM DISNEY & OMNI RESORT

ChampionsGate house

8 bedrooms / 6 bathrooms / sleeps 17

from £226 / night

£1,583 - £5,337 / week

730-ORLANDO-CHAMPIONS GATE-15 Min FROM DISNEY & OMNI RESORT

Four Corners house

4 bedrooms / 1 bathroom / sleeps 11

from £94 / night

£656 - £2,570 / week

1570-ORLANDO-CHAMPIONS GATE-15 Min. da DISNEY & OMNI RESORT-

ChampionsGate house

5 bedrooms / 2 bathrooms / sleeps 10

from £121 / night

£845 - £2,980 / week

The WHITE HOUSE 25 min from Disney

Zellwood house

3 bedrooms / 3 bathrooms / sleeps 6

from £183 / night

£1,278 / week

139 - Luxury 2 Masterbed/bath Unit with Garden View - International Drive

Orlando apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 43 minutes

from £177 / night

£1,238 / week

Sheraton Vistana Fountains II - Timeshare

Kissimmee hotel apartment

2 bedrooms / 2 bathrooms / sleeps 8

1

from £127 / night

£885 / week

Stunning 7 bedroom Villa Lake Berkley, Private pool and Jacuzzi

Kissimmee house

7 bedrooms / 4 bathrooms / sleeps 14

from £169 / night

£1,179 / week

Marriott Cypress Harbor 2 bedroom sleeps 6

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

from £267 / night

£1,870 / week

H9063 Brand New 9B6.5B Poolvilla Minutes to Disney

Four Corners villa

9 bedrooms / 6 bathrooms / sleeps 18

from £359 / night

£2,513 / 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

New listing, Modern home, 10 min to disney with private pool

Four Corners villa

4 bedrooms / 2 bathrooms / sleeps 8

from £141 / night

£982 / week

Orlando Vacation Rental Home

Davenport townhouse

4 bedrooms / 4 bathrooms / sleeps 10

from £93 / night

£608 / week

Luxury 3 Bedroom in Orlando

Orlando townhouse

3 bedrooms / 4 bathrooms / sleeps 8

from £127 / night

£884 / week

Excellent spacious apartment in wonderful Resort

Orlando hotel apartment

2 bedrooms / 2 bathrooms / sleeps 5

from £214 / night

£1,496 / week

Best place Near Disney

Orlando hotel apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 14 minutes

from £94 / night

£655 / week

Seahorse Villa 3/3 Disney Home Splash Pool

Clermont townhouse

3 bedrooms / 3 bathrooms / sleeps 10

from £136 / night

£888 / week

Disney Sanctuary Villa

Davenport villa

4 bedrooms / 4 bathrooms / sleeps 8

1

from £122 / night

£853 / week

Contemporary 5 Bedrooms Home near Disney at Encore Club

Reunion condo

5 bedrooms / 4 bathrooms / sleeps 10

from £233 / night

£1,458 - £2,804 / week

Viewing 40 of 17,191
rentals in Windermere