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Holiday Rentals in Winter Springs

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50 rentals in Winter Springs.
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Perfect home for a family getaway!!
3 bedrooms
2 bathrooms
Sleeps 6
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Tranquil, Spacious property in a gated Community
5 bedrooms
4 bathrooms
Sleeps 10
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Newly updated! Great Location*Grill*Free WiFi*AC*Baby Equipment*Pet-Friendly/dog
3 bedrooms
2 bathrooms
Sleeps 8
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Casa Bella
5 bedrooms
4 bathrooms
Sleeps 10
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Hidden Gem-Florida/USA-Unforgetable-Aesthetically Pleasing-Secure
1 bedroom
1 bathroom
Sleeps 3
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Fresh & Modern Home, Sweet Home DISCOUNTS AVAILABLE
4 bedrooms
2 bathrooms
Sleeps 8
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Cozy and picture perfect Little house on the Lake
3 bedrooms
2 bathrooms
Sleeps 7
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Just Like Home... With A Pool!
3 bedrooms
2 bathrooms
Sleeps 6
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Orlando/Sanford Lake-front home near SFB Airport
3 bedrooms
2 bathrooms
Sleeps 6
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Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow
3 bedrooms
2 bathrooms
Sleeps 6
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The Orlando perfect villa
2 bedrooms
2 bathrooms
Sleeps 5
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Powerhouse Luxury Privacy Entertainment Location
3 bedrooms
3 bathrooms
Sleeps 8
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Cozy Quiet Home Families Teams Seniors Business
2 bedrooms
2 bathrooms
Sleeps 12
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Oviedo Charmer!! - Minutes from Everything!
3 bedrooms
2 bathrooms
Sleeps 12
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The Cottage at Oviedo
1 bedroom
1 bathroom
Sleeps 4
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3 other travellers have booked this property
Three-Bedroom Two Bath Lake Jesup Home at Gator Den
3 bedrooms
2 bathrooms
Sleeps 6
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4 other travellers have booked this property
Cozy Sanford Home near Orlando Resorts & Airport!
3 bedrooms
3 bathrooms
Sleeps 8
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2 other travellers have booked this property
The Charming & Chic Suite
0 bedrooms
1 bathroom
Sleeps 2
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1 other traveller has booked this property
The Historic Craftsman
3 bedrooms
4 bathrooms
Sleeps 6
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Modern Tropical Pool Home East Orlando
2 bedrooms
2 bathrooms
Sleeps 6
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3 other travellers have booked this property
Two-Bedroom Gator Cottage
2 bedrooms
1 bathroom
Sleeps 4
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2 other travellers have booked this property
Home, Sweet Home Orlando
4 bedrooms
2 bathrooms
Sleeps 8
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1 other traveller has booked this property
The Chef's Suite
1 bedroom
1 bathroom
Sleeps 2
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The Coastal Cottage
2 bedrooms
1 bathroom
Sleeps 4
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1 other traveller has booked this property
The Ivy Cottage
2 bedrooms
1 bathroom
Sleeps 4
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3 bed/2 both Lake Front home
3 bedrooms
2 bathrooms
Sleeps 6
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2 other travellers have booked this property
Warm and Inviting. Ideally located, 3BR/2BA Home
3 bedrooms
2 bathrooms
Sleeps 8
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1 other traveller has booked this property
Gorgeous 2BR/2BA Rental - Close to Disney
2 bedrooms
2 bathrooms
Sleeps 5
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1 other traveller has booked this property
Gator Nest - Three-Bedroom Two Bath Lake View House
3 bedrooms
2 bathrooms
Sleeps 6
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2 other travellers have booked this property
Fern Park House w/Pool - New Patio & Fire Pit!
1 bedroom
1 bathroom
Sleeps 4
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1 other traveller has booked this property
Lakefront Luxury Furnished Split Floor Plan First Floor Condo
3 bedrooms
2 bathrooms
Sleeps 4
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Eagles Nest - North of Orlando
5 bedrooms
4 bathrooms
Sleeps 10
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1 other traveller has booked this property
Storey Lake - 4819 Brier Rose Lane
4 bedrooms
3 bathrooms
Sleeps 8
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Five-Bedroom House at Gator Palace
5 bedrooms
4 bathrooms
Sleeps 12
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2 other travellers have booked this property
Sunshine State House(Disney,UCF,Orlando Airports,SandfordAirport,NASA,Universal)
3 bedrooms
2 bathrooms
Sleeps 10
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2 Bedroom 1 Bathroom Near Lake With Boat Slip and Trailer Parking
2 bedrooms
1 bathroom
Sleeps 4
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1 other traveller has booked this property
Storey Lake Resort 21 - townhouse with private pool near Disney
4 bedrooms
3 bathrooms
Sleeps 8
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Gator Mansion
6 bedrooms
5 bathrooms
Sleeps 12
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Gator Cove Brand New 2-bedroom, 1-bathroom cottage
2 bedrooms
1 bathroom
Sleeps 4
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6/3 - Pool, Trampoline, Movie Theater close 2 UCF, Beaches, Disney & More!
5 bedrooms
3 bathrooms
Sleeps 20
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Comfortable Lake Mary Apt w/ Shared Pool & Lanai!
2 bedrooms
1 bathroom
Sleeps 5
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Orlando Group Cottage Sleep 14 Guests
5 bedrooms
2 bathrooms
Sleeps 14
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3 Bedroom, 1.5 Bathroom perfect for 4 p in the middle of Black Hammock Fish Camp
2 bedrooms
2 bathrooms
Sleeps 4
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Altamonte Springs Home w/Canoe on Lake Marion
1 bedroom
1 bathroom
Sleeps 2
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Ideal Orlando Getaway -Entire Home
4 bedrooms
3 bathrooms
Sleeps 5
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Beautiful 3 Bedroom 2 full bath 2 car � garage.
3 bedrooms
2 bathrooms
Sleeps 7
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Comfortable oasis 1 bedroom and 1 bathroom with private access
1 bedroom
1 bathroom
Sleeps 4
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Oviedo Charmer
3 bedrooms
2 bathrooms
Sleeps 11
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Affordable, convenient and private family space
1 bedroom
1 bathroom
Sleeps 4
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Sanitized & Super Clean North Orlando Family Home
4 bedrooms
3 bathrooms
Sleeps 8
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