Windsor Hills Resort Rentals with Pools

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5,842 Houses in Windsor Hills Resort with pools

Wow Factor-Interior Designers Own 5 bed/5bath Home

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Swimming pool

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Price per night from

$223

Windsor Hills 5BR/ 5BA SF Pool Villa,3MI to disney

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 33 minutes

Match: Swimming pool

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Price per night from

$245

MINUTES TO WALT DISNEY WORLD'S FRONT GATE

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$159

Pooh's Palace in Windsor Hills

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Swimming pool

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Price per night from

$513

Renting condo,One mile to Disney's Animal Kingdom

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

All filters match

Price per night from

$103

Windsor Hills Retreat Villa

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Swimming pool

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Price per night from

$458

Windsor Hills Disney Townhouse, Newly Redecorated

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$159

Great rentals within 20 miles that match your search

4 Bedrooms / 3 Bathrooms / Crystal Cove (4712 BD)

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 5 minutes

Match: Swimming pool

All filters match

Price per night from

$142

Runaway Beach Club Resort 2 Bedroom Vacation Condo (RW8103)

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 59 minutes

Match: Swimming pool

All filters match

Price per night from

$205

Runaway Beach Club Resort 2 Bedroom Vacation Condo (RW3101)

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 59 minutes

Match: Swimming pool

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Price per night from

$205

Spacious, game room, theater loft, golf view, private pool & BBQ

Reunion house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Swimming pool

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Price per night from

$513

Match: Swimming pool

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Price per night from

$188

2 BD Bonnet Creek in Gates of DisneyWorld

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

All filters match

Price per night from

$285

Exclusive 5 bedroom townhouse at Paradise Palms

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 51 minutes

Match: Swimming pool

All filters match

Price per night from

$183

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

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Swimming pool

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Price per night from

$90

Orlando villa with a conservation view Sandy Ridge

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$160

4713 Ormond Beach Way- Hogan's Hideaway

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Swimming pool

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Price per night from

$171

Close to Disney,Seaworld,Convention Center,4br Townhome with Hot Tub

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Great Family Friendly Home” We had a blast. It felt safe and secure. It was clean and spacious. I have a large family of 9 and everyone had plenty of space. Quiet but friendly neighbors. Amenities were awesome. Hot tub was so relaxing. We had a great time.

Responds fast! avg. 1 hour 19 minutes

Match: Swimming pool

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Price per night from

$131

Villas at Somerset

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$90

Match: Swimming pool

All filters match

Price per night from

$163

Marriott's Royal Palms Resort Orlando Near Disney

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Swimming pool

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Price per night from

$170

The Villa on the Lakes

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Swimming pool

All filters match

Price per night from

$200

Marriott Grande Vista Resort and SPA

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

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Price per night from

$293

Contact Free Check In, Relax by your Private Pool, Come Stay With Us!

Four Corners house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 3 minutes

Match: Swimming pool

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Price per night from

$114

Private Pool, Game Room | Perfect for Large Groups - Sleeps 22

Davenport villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 22

Responds fast! avg. 3 minutes

Match: Swimming pool

All filters match

Price per night from

$188

DisneyByTheLake

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Swimming pool

All filters match

Price per night from

$122

Luxurious Penthouse

Vista Cay condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Swimming pool

All filters match

Price per night from

$428

VILLA ORLANDO JOY

Davenport house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Swimming pool

All filters match

Price per night from

$201

BEAUTIFUL 4 BEDROOM VILLA - NEAR DISNEY

Davenport villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 48 minutes

Match: Swimming pool

All filters match

Price per night from

$131

WESTGATE LAKES RESORT & SPA-Orlando Studio

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 52 minutes

Match: Swimming pool

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Price per night from

$128

Stunning 4 bedroom pool villa sitting on a lake

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Swimming pool

All filters match

Price per night from

$171

LUXURY 5 BED EXECUTIVE VILLA 12 MINS FROM DISNEY

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 32 minutes

Match: Swimming pool

All filters match

Price per night from

$255

Fantasy Pool Home

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 49 minutes

Match: Swimming pool

All filters match

Price per night from

$143

Beautiful 6 Bedroom Home in Reunion Resort and Spa

Reunion house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

Responds fast! avg. 17 minutes

Match: Swimming pool

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Price per night from

$485

Christmas and New Year's Eve in Orlando, FL, 2- 8 people, 12/25-1/1

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Swimming pool

All filters match

Price per night from

$269

Denmark Villa

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Swimming pool

All filters match

Price per night from

$126

Scarlets Villa | Lake Berkley 5 Bedroom 3 Bath

Orlando villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Swimming pool

All filters match

Price per night from

$204

Large Disney Pool Home w/ game room, near golf

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

Responds fast! avg. 2 hours 48 minutes

Match: Swimming pool

All filters match

Price per night from

$188

Viewing 38 of 5,842
rentals in Windsor Hills Resort

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