Windermere Rentals

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5,552 Houses

West Lucaya Village 17

Windermere house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$218

The Farm House - Great Location + Pet Friendly!

Windermere villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 11

Responds fast! avg. 3 hours 7 minutes

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$154

Theme Park Retreat | 4BR near Universal Studios

Windermere house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

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$361

Rustic Hideaway - Great Location + Pet Friendly!

Windermere villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 11

Responds fast! avg. 3 hours 7 minutes

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$189

The Best Location!!! 2-bedroom condo in Intl Area

Windermere apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$103

Cozy, spacious, and well located 2bdr apartment!

Windermere apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$103

4bd Cozy Green Oasis/Pool/ClosetoDisney (Sleeps 6)

Windermere apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$197

staySky Suites

Windermere condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$1,285

Great rentals within 20 miles that match your search

2 BD Bonnet Creek in Gates of DisneyWorld

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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$287

Exclusive 5 bedroom townhouse at Paradise Palms

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 51 minutes

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$184

Bonnet Creek Resort ツ 1BR SLEEPS 4 Wyndham Orlando Condo Rental!

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$91

Sleeps 8-12 HOUSE PRIVATE YARD/ POOL/SPA

Orlando house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

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$203

Luxurious 2Bed/2Bath Condo Near Disney *DISCOUNTS*

Davenport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$201

Your VIP Home in Orlando!!!

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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$213

Deluxe Studio at Disney's Saratoga at half price

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$333

Beautiful Orlando Villa "Mags Den" Calabay Parc

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 44 minutes

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$172

The Fountains (Bluegreen)

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 24 minutes

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$259

Great Furnished Resort aval in Orlando

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$230

Luxury 4 Bed Villa, private pool with lake view on Lake Berkley Resort (09)

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 minutes

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$156

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$197

Disney condo, 3 bdrm pool view ground floor

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$132

Large Sunny Pool Home Near Disney and Golf

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 48 minutes

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$182

2 BD Bonnet Creek in Gates of DisneyWorld

Orlando hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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$304

5 Star Luxury Resort Condo

Reunion condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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$137

Deluxe Townhome, plus pool area TV!

Clermont townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Deluxe townhouse” Had a great time, The condo was very nice pleasant surroundings, would book there again. Close to many restaurants, and places to visit. Main thing it was close to Disney.

Responds fast! avg. 1 hour 34 minutes

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$138

Disney and Orlando, 2-BR Unit-Great for Families!

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$230

Wyndham Bonnet Creek Resort ツ 2BR/2BA Deluxe Rental Condo in Orlando!

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Nice” The hotel was beautiful. However I thought it was all inclusive and it wasn't. Breakfast per person was $33 so we drove to find a Wal Mart for meals for the week. The master bathroom had a drain that was loose so someone could've fallen in and gotten hurt had I not called and had them fix it. The dryers gasket in our room was loose so the dryer door kept popping open unless you stood there to hold it closed. And the electrical outlet and my side of the bed did not work at all. House keeping is not free. And towels we're supposed to be at each pool side Cabana but they weren't. It was hard to get towels for my family of 7. Other than that the grounds were beautiful and they had lots of activities for kids.

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$144

2 BDRM FAMILY CONDO WEEK APRIL 17-22, 2016

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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$689

Last week of April. The best place near Disney.

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$229

The Great Escape Lakeside, Sleeps Up to 45

Clermont villa

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 45

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$1,298

Dazzling 3 BR/2 BA Ground Floor Condo Near Disney

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$155

Disney pool home in gated resort near golf

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 48 minutes

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$190

Luxury Condo, Steps to Disney, ESPN, Free Wi-Fi, parking, Unbeatable location

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$91

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$171

Wyndham Bonnet Creek Resort

Orlando hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 39 minutes

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$339

1 Deluxe Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$132

ORLANDO townhouse condo near Disney

Clermont condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$138

“Great Family Memories” We give this home an A+!! Everything about it from the appearance, to the owner (Liz), to the location, and the management company combine to give you unprecedented good customer service that insures a great experience. Everything is geared towards you! The house is actually even nicer than the pictures depict!! We had 5 adults and one child stay and there was plenty of room for everyone. We loved the layout. Our granddaughter squealed with delight when she saw the Mickey Mouse room. She even asked to go to bed several nights!! We enjoyed going to nearby outlet malls, Disney, Disney Springs, restaurants close by, and even grilling out on the patio while family members swam in the pool. The game tables in the garage provided some lively competition. The greatest compliment you can give a place is to say you would return again. When we come back to this area again, Pilgrim's Paradise will be at the top of our list to stay at again! Liz made everything run smooth and was a delight to work with!! Thanks for sharing your beautiful villa with our family!!

Responds fast! avg. 1 hour 56 minutes

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$190

Viewing 38 of 5,552
rentals in Windermere

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