Winter Springs Vacation Rentals, Vacation Home Rentals & more


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Areas near Winter Springs

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Bird Nest Retreat

  • 4
  • 6
  • 7 nights min

$171

Details

Great rentals within 20 miles that match your search

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Turquoise Paradise

  • 1
  • 3
  • 1 night min

$46

Details

1 / 11

The Bedford House

  • 4
  • 8
  • 3 nights min

$201

Details

1 / 27

Villa 1458 Moon Valley Dr, Champions Gate

  • 6
  • 16
  • Min stay varies

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1 / 19

VISTA CAY CLASSIC CLOSE TO THE CONVENTION CENTER AND I-DRIVE

  • 3
  • 6
  • 2 nights min

$140

Details

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Villa 8208 Fan Palm Way, Windsor Palms Orlando

  • 4
  • 10
  • Min stay varies

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1 / 49

Spend your next Orlando vacation in this beautiful condo located in Vista Cay

  • 3
  • 6
  • 2 nights min

$143

Details

1 / 66

1454 Myrtlewood Street, Champions Gate, Orlando

  • 7
  • 15
  • Min stay varies

$347

Details

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Villa 32834, Watersong Resort

  • 5
  • 10
  • 7 nights min

$351

Details

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Villa 8135 Sun Palm Drive, Windsor Palms

  • 5
  • 12
  • Min stay varies

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1 / 9

In the midst of Orlando's theme parks, 7 Swimming pools and LOW prices

  • 2
  • 6
  • 7 nights min

$135

Details

1 / 12

Comfy near downtown and I-4. Central and close!

  • 2
  • 7
  • 1 night min

$150

Details

1 / 36

Villa 1409 Champions Gate, Orlando, Florida

  • 8
  • 18
  • Min stay varies

$591

Details

1 / 23

Vista Cay-Orlando-2 Bedroom Napa-VC101

  • 2
  • 6
  • Min stay varies

$119

Details

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Vista Cay-Orlando-3 Bedroom Ventura-VC119

  • 3
  • 8
  • Min stay varies

$129

Details

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4 BED VISTA CAY BY CLUB HOUSE #203

  • 3
  • 8
  • 4 nights min

$140

Details

1 / 19

Luxury Vista Cay Orlando Townhome Near Universal, Disney, Convention Center

  • 3
  • 8
  • Min stay varies

$150

Details

1 / 27

Surfs Up Theme - Winter Park/Orlando

  • 1
  • 2
  • Min stay varies

$76

Details

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Grand Hotel Orlando

  • 1
  • 4
  • 2 nights min

$150

Details

1 / 7

Westgate Palace - Fri-Fri, Sat-Sat, Sun-Sun only!

  • 2
  • 6
  • 7 nights min

$312

Details

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Disney new 6 Bed/6br Luxury Jacuzzi Pool Home at ChampionsGate

  • 6
  • 14
  • Min stay varies

$100

Details

1 / 8

Executive Apartment

  • 2
  • 4
  • 7 nights min

$86

Details

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Villa 176 Watersong Resort, Orlando

  • 5
  • 10
  • 7 nights min

$298

Details

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Aviana 7Br/4.5Bt Villa with Pool, Games

  • 7
  • 22
  • Min stay varies

$249

Details

1 / 35

3 Bedroom at Westgate Resort and Spa Wonderful Vac

  • 3
  • 12
  • 7 nights min

$284

Details

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COMFORT INN INTERNATIONAL DR ~ SLEEPS 4 ~ FREE WIFI/FREE SHUTTLES/FREE BREAKFAST

  • Studio
  • 4
  • 1 night min

$80

Details

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Serene Home Away from Home

  • 2
  • 4
  • 3 nights min

$60

Details

1 / 66

Beautiful three-story townhome with 3 bedrooms and 3.5 baths

  • 3
  • 8
  • 2 nights min

$167

Details

1 / 71

Stunning 3-bedroom first floor condo with modern furnishings & relaxing patio

  • 3
  • 8
  • 2 nights min

$167

Details

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Brand new 3-story townhome at Vista Cay Resort, close to supermarket

  • 3
  • 8
  • 2 nights min

$169

Details

1 / 10

3 BD Furnished Quaint Altamonte / North Orlando

  • 3
  • 6
  • 5 nights min

$100

Details

1 / 56

Penthouse with spectacular lakeview!!!

  • 3
  • 10
  • 2 nights min

$188

Details

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3-bedroom, 3.5 bath townhome perfect for a family getaway!

  • 3
  • 8
  • 2 nights min

$167

Details

1 / 56

1st floor end unit with amazing lake view next to clubhouse, gym and pool.

  • 3
  • 8
  • 2 nights min

$188

Details

1 / 6

Disneyworld Orlando Florida

  • 2
  • 8
  • 7 nights min

$199

Details

1 / 26

Villa 2605, Windsor Hills Resort, Orlando, Flroida

  • 6
  • 14
  • 5 nights min

$348

Details

1 / 30

Vacation in luxury in this beautifully decorated 3BD/2BA condo!

  • 3
  • 8
  • 2 nights min

$169

Details

1 / 23

LUXURY 4BR/3BA SOUTH FACING POOL/SPA, GREAT AMENITIES

  • 4
  • 8
  • Min stay varies

$160

Details

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