Windermere House Rentals, Houses & more


1 - 38 of 17721

View larger map

Areas near Windermere

1 / 7

Executive, Upscale Home with Pool and Privacy!

  • 3
  • 6
  • 6 nights min

$150

Details

Great rentals within 20 miles that match your search

1 / 15

Stunning 4 Bed 3 Bath home, with lake view, on gated Resort close to Disney (26)

  • 4
  • 10
  • Min stay varies

$130

Details

1 / 55

Villa W242 "Beautiful Golf Course Views"

  • 6
  • 12
  • Min stay varies

Inquire for Rates

Details

1 / 28

Villa 2238, Wyndham Palms Way, Windsor Palms

  • 6
  • 14
  • 4 nights min

Inquire for Rates

Details

1 / 12

3 BEDROOM ORANGE LAKE (HOLIDAY INN CLUB) ORLANDO (Kissimmee) FL NEAR DISNEY

  • 3
  • 12
  • 7 nights min

$193

Details

1 / 11

Westgate Vacation Villas

  • 2
  • 10
  • 7 nights min

$196

Details

1 / 42

Villa EC002 "9 bedroom 'Hawthorne' villa"

  • 9
  • 20
  • Min stay varies

Inquire for Rates

Details

1 / 13

Lindfields 3139

  • 3
  • 6
  • 2 nights min

$243

Details

1 / 41

Villa Key Strategy

  • 3
  • 6
  • 4 nights min

$125

Details

1 / 14

Wyndham Bonnet Creek by Disney, Orlando, 2BR DLX, Resort style with waterpark!

  • 2
  • 8
  • 1 night min

$249

Details

1 / 11

Cypress Pointe Studio/Efficiency-Close To Disney!

  • Studio
  • 2
  • 2 nights min

$77

Details

1 / 18

Villa 7805 Windsor Hills

  • 6
  • 12
  • 4 nights min

Inquire for Rates

Details

1 / 13

Orlando Grand Villas - 1 Bedroom Villa

  • 1
  • 4
  • 2 nights min

$74

Details

1 / 51

Villa 8172 "your Luxury Villa Sleeps 20"

  • 8
  • 20
  • Min stay varies

Inquire for Rates

Details

1 / 35

⭐SPECIAL DEAL⭐BABY-Friendly/ Private Hot Tub/ Game Room/ Wii/ 10 min to Disney!

  • 4
  • 10
  • 3 nights min

$103

Details

1 / 5

Cypress Pointe Resort - Fri, Sat, Sun check ins only!

  • 3
  • 8
  • 7 nights min

$201

Details

1 / 32

Next2Disney Vacation Villa 1.5 Miles from WDW

  • 3
  • 6
  • 3 nights min

$135

Details

1 / 27

⭐OUTSTANDING 6 Bed VILLA⭐Pool & Hot Tub/ Game Room/ 50' TV/ Wii/ Near Disney!

  • 4
  • 8
  • Min stay varies

$103

Details

1 / 31

Villa 2833FB "with Lake Views"

  • 4
  • 8
  • 5 nights min

$128

Details

1 / 41

4 Star Resort, Premium Villa, Newly Updated, End Unit, Near Disney, Free Wi-Fi

  • 4
  • 9
  • 1 night min

$99

Details

1 / 0

Luxury 5 bed / 4 bathroom villa - next to Disney!

  • 5
  • 12
  • 4 nights min

$175

Details

1 / 11

FLORIDA Kissimmee VILLA 3 bed 2 bath private pool

  • 3
  • 5
  • 14 nights min

$91

Details

1 / 30

Villa W259 "with Great Games Room"

  • 5
  • 10
  • Min stay varies

Inquire for Rates

Details

1 / 6

The Fountains Resort - September 7-11, 2017

  • 2
  • 6
  • 4 nights min

$199

Details

1 / 77

Wilderness Lodge, the villa for a luxury holiday

  • 7
  • 14
  • 5 nights min

$437

Details

1 / 25

ORLANDO [Cozy Studio] Cypress Pointe Resort

  • 1
  • 2
  • 1 night min

$89

Details

1 / 49

Villa W152 Muirfield Loop, Reunion Resort

  • 5
  • 10
  • Min stay varies

Inquire for Rates

Details

1 / 6

Club Sevilla - Fri, Sat, Sun check ins only!

  • 2
  • 6
  • 7 nights min

$229

Details

1 / 7

Holiday Inn Orange Lake Resort-West Village, Fri, Sat, Sun Check In Only!

  • 2
  • 8
  • 7 nights min

$250

Details

1 / 18

Studio WiFi, Pools, Spa,6 Mi.Disney,2 Mi. SeaWorld

  • 1
  • 4
  • 7 nights min

$99

Details

1 / 11

XMAS AT DISNEY WORLD- 54 ACRE RESORT W/WATERPARK

  • 2
  • 8
  • 3 nights min

$206

Details

1 / 16

Celebration Villa, Vacation Home Pool and Spa

  • 4
  • 8
  • Min stay varies

$129

Details

1 / 11

Westgate Town Center & Spa

  • 2
  • 8
  • 1 night min

$180

Details

1 / 40

Beautiful 5 Bed 4 Bath Villa Close To Disney/golf

  • 5
  • 10
  • Min stay varies

$85

Details

1 / 81

Villa 9111 El Caro Ln, Champions Gate

  • 8
  • 16
  • Min stay varies

Inquire for Rates

Details

1 / 64

Manors at Westridge near Disney World Orlando

  • 4
  • 8
  • 4 nights min

$91

Details

1 / 22

VILLAS AT SWEETWATER CLUB RESORT~ 2 BD CONDO ~ FULL KITCHEN/BALCONY/CLUBHOUSE

  • 2
  • 6
  • 2 nights min

$100

Details

1 / 25

PARADISE

  • 4
  • 10
  • Min stay varies

$1001

Details

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more
See only the properties that can be booked online with Payment Protection.
Learn more