Vacation Rentals & Villas in Winter Garden

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Beautiful one bedroom apartment seconds from Disney

Winter Garden villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$149

Great rentals within 20 miles that match your search

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

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$91

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

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$229

Disney's Saratoga Springs Resort and Spa

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$573

Match: Shared outdoor pool (unheated)

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Price per night from

$171

Wyndham Bonnet Creek Resort

Orlando hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 53 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$338

Orange Lake Resort Villa, 2br/2ba (Kissimmee)

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$228

Cozy One Bedroom Villa in Gorgeous Resort & Spa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$180

Two-Bedroom Villa

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$492

3 bedroom Townhouse close to Disney

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$338

Four Bedroom home near Disney/Orlando

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$121

1 Week Rental in Orlando, FL 2 Bdm Deluxe Villa Close to Theme Parks

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$196

Wyndham Bonnet Creek Florida at Disney

Buena Ventura Lakes condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 1 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$101

Responds fast! avg. 30 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$148

1-bedroom / 1-bath Sleeps 4 in Orlando - 1 week

Williamsburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$99

$1250+fees sleep 6, available Dec 24-Dec 31, 2022 Resort Fantasy World II

Kissimmee villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$194

Spacious villa near Disney

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

Responds fast! avg. 29 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$114

5 Bedrooms / 4 Bathrooms / Storey Lake (3133 PP)

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 14 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$166

MINUTES TO WALT DISNEY WORLD'S FRONT GATE

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$160

Christmas Week Condo/ Next to Disney/ Dates Flexible/ River Island location

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$196

DISNEY WORLD SWEETWATER CLUB CONDOMINIUM

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great vacation stay!!!!” EVERYTHING was above what I expected! The condo was very nice and comfortable I couldn't have stayed in a better area I give this vacation home a 10 all around! I will stay here again and again if/when I visit Florida again!!! THANKS MANNY

Match: Shared outdoor pool (unheated)

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Price per night from

$75

Renting condo,One mile to Disney's Animal Kingdom

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$103

1 week Westgate Resort Studio in Orlando_Sleeps 4

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$107

WESTGATE LAKES RESORT & SPA-Orlando Florida

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 51 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$217

DisneyEstate /11King/30 Bed Golf Pool Tennis Villa

Davenport house

  • 12 bedrooms
  • 6 bathrooms
  • sleeps 24

“Best Vacation EVER!!!” I booked this Villa through flip key. I was very impressed by the owners fast response to ALL and ANY questions prior to our much needed vacation. Upon arrival we were warmly welcomed at the villa by our host Mike. Mike gave us a tour of this beautiful and Big home. He even had Fresh Strawberries, chocolate, water and champagne over ice. And had the fridge stocked with breakfast! As for the villa itself, from the kind, courteous, and friendly Host Mike, to the meticulous, comfortable rooms with very well equipped kitchen, cosy common areas - Our experience was nothing less than exceptional. Bonus-The supermarket, restaurants, and shopping is less than 5miles down the road (just a few minutes). We had 5 families (total of 25 people) staying at this villa and Never felt like we were on top of each other. Thank you again to the owners and Our Awesome Host Mike for going above and beyond to make their guests feel Extra special!!! We definitely recommend this place

Match: Shared outdoor pool (unheated)

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Price per night from

$653

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$164

WESTGATE LAKES RESORT & SPA-Orlando Studio

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 51 minutes

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$129

Orlando Disney Vacation 1,2 & 3 Bedroom Condos at Orange Lake Resort

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$287

The Fountains Resort

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$888

Newly remodeled Condo at Legacy Dunes with easy access - resort amenities

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$128

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$107

Fireworks on the 4th if July at Disney. Mickey is waiting for you.

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$352

Lovely house near Theme parks - Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$181

The Fountains (Bluegreen)

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 24 minutes

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$258

House near Mickey

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$135

Beautiful townhouse

Davenport townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Excellent location” Great rental Home owner made process quick and easy. Very safe community, short drive to parks and airport. Will rent again witn David without hesitation.

Match: Shared outdoor pool (unheated)

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Price per night from

$86

Orlando condo at Legacy Dunes - resort amenities

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

All filters match

Price per night from

$101

Fantastic Orange Blossom Villa includes a Gameroom and Private Pool

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“excellent” great location, clean, quite.... great for a family get away. game room needs update, pool is big. nice time with the family.

Match: Shared outdoor pool (unheated)

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Price per night from

$287

Viewing 38 of 1,408
rentals in Winter Garden

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