Winter Springs Vacation Rentals
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50 rentals in Winter Springs.
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Tranquil, Spacious property within an gated Community
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Robin's Nest (Rent the whole house)
Rental Home
5 bedrooms
5 bathrooms
Sleeps 9
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Tranquil, Spacious property in a gated Community
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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New townhome with plenty of outdoor space.
Rental Home
2 bedrooms
6 bathrooms
Sleeps 4
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3B/2Ba Home with Commmunity Pool. 30min from Universal Studios
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Stylish & Comfy Private Bedroom
Rental Home
1 bedroom
1 bathroom
Sleeps 2
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Beautiful two bedroom two bath
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Cozy and picture perfect Little house on the Lake
Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
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Alderwood lake house Sanford/Orlando near SFB
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
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Beautiful Two-Bedroom, 1 Bath Cottage Near Lake Jesup in Oviedo
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Cozy Lakeside Cottage
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Edgewater lake house Sanford/Orlando near SFB
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
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Cozy Sanford Home near Orlando Resorts & Airport!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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Secluded 3 Bedroom Home on Lake with Gorgeous Sunsets
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Gator Mansion -Brand New 6 Bedroom, 5-Baths next to the lake
Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
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2 Bedroom, 1.5 Bath perfect for 4 in the middle of Black Hammock Fish Camp
Rental Home
4 bedrooms
2 bathrooms
Sleeps 4
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Entire House For Rent - North Of Orlando In Longwood, Florida
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Brand New 2-Bedroom Cottage With a Large Yard
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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The Orlando perfect villa
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Lakeside and Beautiful
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
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Three-bedroom, Two-Bathroom Lakeview House - Gator Nest
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Sportsman's Paradise- Near Lake With Boat Slip and Trailer Parking
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Lakefront cottage beautiful !
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Chic Farmhouse - Sleeps 8 - near Orlando
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Three-Bedroom Two Bath Lake Jesup Home at Gator Den
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Two-Bedroom Gator Cottage
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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3 bed/2 both Lake Front home
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Gator Nest - Three-Bedroom Two Bath Lake View House
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Eagles Nest - North of Orlando
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Five-Bedroom House at Gator Palace
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
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2 Bedroom 1 Bathroom Near Lake With Boat Slip and Trailer Parking
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Gator Mansion
Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
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Gator Cove Brand New 2-bedroom, 1-bathroom cottage
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Paradise in a country setting . ( Note this an upstairs apartment 1100 sq ft )
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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2 Bedroom, 1.5 Bathroom perfect for 4 p in the middle of Black Hammock Fish Camp
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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NEAR THEME PARKS UNIVERSAL - DISNEY AND DOWNTOWN ORLANDO
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Villa with Pool, Guest House and fantastic patio
Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
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Florida Vacation with pool fun for families
Rental Home
4 bedrooms
2 bathrooms
Sleeps 7
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Peaceful and Private Orlando Getaway | Game Garage
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
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Spacious 4 bedroom home in Sanford/Orlando!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
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New Modern Home- Perfect for your next vacation.66
Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
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Beautiful Renovated Home - Peaceful Location60
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Eagle Nest II - North of Orlando
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Get away Lake House
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Clear Lake home near Orlando / Sanford SFB
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
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“Harmony”_
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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1910 Farmhouse Charm in Orlando Area
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Condo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Country Quiet | 1.05 Protected Acres | All-New Interior | Gas Grill & Firepit
Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
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Downtown Historic Longwood steps to City park & SunRail
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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