Vacation Rentals & Villas in Winter Park

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Luxury 3 Bedroom Lock-Off Condo in Orlando

Orlando private room

  • 1 bedroom
  • 3 bathrooms
  • sleeps 12

Match: Boat available

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Price per night from

$214

Disney themed villa/private pool/tub.

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

“Amazing vacation” The house was perfect. Everything was great. House looks just like the pictures. George was a great host. Very nice and made it feel like a second home. Cant wait to go back.

Responds fast! avg. 3 hours 15 minutes

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Price per night from

$193

Floating Cottage . . .afloat on the St. Johns River in Florida

Sanford cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$190

The Great Escape Lakeside, Sleeps Up to 45

Clermont villa

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 45

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Price per night from

$1,298

Lovely Condo Just 1 Mile From Disney w/ Resort Pool, WiFi & More

Celebration house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 31 minutes

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Price per night from

$91

Disney's Saratoga Springs Resort & Spa

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$402

WESTGATE LAKES RESORT & SPA-Orlando Florida

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 55 minutes

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Price per night from

$217

WESTGATE LAKES RESORT & SPA-Orlando Studio

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 55 minutes

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Price per night from

$129

Westgate Lakes, Orlando Florida - 4 Bedroom Villa - Huge Resort with everything

Orlando hotel apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

“Worth It!!!” Our family stayed at Westgate Lakes for one week during Spring Break. We had a four bedroom condo and the space was fabulous!!! We were more than impressed with the resort staff and all the ammenities. The location was also very excellent and so easy to find and so close to the attractions we wanted to visited. The resort was very clean in all areas and very safe and secure for our family.

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Price per night from

$409

1BR w/ WiFi, Lake Access, Resort Pool, Only 3 Miles From Disney!

Celebration house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 31 minutes

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Price per night from

$81

The Fountains (Bluegreen)

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 24 minutes

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Price per night from

$259

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Price per night from

$228

Responds fast! avg. 30 minutes

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Price per night from

$114

Orange Lake Resort Kissimee FL

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$378

Beautiful Large Studio Condo on the Lake

Orlando apartment

  • 1 bathroom
  • sleeps 4

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Price per night from

$229

Marriott's Cypress Harbor Resort

Orlando house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$345

Cozy One Bedroom Villa in Gorgeous Resort & Spa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$181

Beautiful 2 Bedroom Condo on the Lake

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$343

Westgate Town & Center One Bedroom Grand with patio

Four Corners condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 55 minutes

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Price per night from

$115

Family-Friendly 1BR Minutes from Theme Parks w/ Resort Waterpark & Mini Golf

Four Corners house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 31 minutes

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Price per night from

$90

sunset hideaway

Davenport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$172

Family-Friendly Condo w/ Resort Pools, Mini-Golf & 1 Mile to Disney

Bay Lake house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 31 minutes

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Price per night from

$203

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Price per night from

$228

Family-Friendly Condo Minutes from Theme Parks w/ Resort Waterpark & Mini Golf

Four Corners house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 31 minutes

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Price per night from

$130

Westgate Town Center

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$201

Fine and fancy free

Orlando villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

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Price per night from

$917

Responds fast! avg. 1 hour 31 minutes

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Price per night from

$122

Enjoy the Sun! the Fun! the Location of Liki Tiki Phase II!!

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$224

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Price per night from

$183

Responds fast! avg. 1 hour 31 minutes

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Price per night from

$132

Beautiful Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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Price per night from

$156

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

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Boat available

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Price per night from

$197

Studio Vacation Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Boat available

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Price per night from

$172

Lakeside Resort Condo Just 2 Miles From Disney w/ WiFi, Fireplace & More

Celebration house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 31 minutes

Match: Boat available

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Price per night from

$122

Family-Friendly Condo w/ Resort Pools, Mini-Golf & 1 Mile to Disney

Bay Lake house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 31 minutes

Match: Boat available

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Price per night from

$284

River Island - North - East - West Villages at Orange Lake

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$246

❤ 9 miles to Disney World - Beautiful 4 Bedroom Townhome at Storey Lake ❤

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Boat available

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Price per night from

$214

Excellent apartment in Orlando for up to 10 people

Four Corners apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Boat available

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Price per night from

$311

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