Find Vacation Rentals in Winter Springs

We have 15 properties to choose from
Winter Springs
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Popular Winter Springs Vacation Rentals

Find the perfect Winter Springs vacation rental

House Winter Springs
$179 per night
House ∙ 8 guests ∙ 3 bedrooms
Winter Springs, Seminole County, Florida, United States
Details
Vrbo
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Details
House Winter Springs
$303 per night
House ∙ 10 guests ∙ 5 bedrooms
4.9
"Excellent" (14 ratings)
Winter Springs, Seminole County, Florida, United States
Details
Vrbo
Details
Details
Apartment Winter Springs
$46 per night
Apartment ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (2 ratings)
Winter Springs, Seminole County, Florida, United States
Details
Vrbo
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Details
Apartment Winter Springs
$104 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Winter Springs, Seminole County, Florida, United States
Details
Vrbo
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House Winter Springs
$176 per night
House ∙ 8 guests ∙ 3 bedrooms
Winter Springs, Seminole County, Florida, United States
Details
Expedia
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Apartment Winter Springs
$42 per night
Apartment ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (2 ratings)
Winter Springs, Seminole County, Florida, United States
Details
Expedia
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Details
Apartment Winter Springs
$90 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Winter Springs, Seminole County, Florida, United States
Details
Expedia
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House Winter Springs
$212 per night
House ∙ 11 guests ∙ 3 bedrooms
5.0
"Excellent" (3 ratings)
Winter Springs, Seminole County, Florida, United States
Details
Expedia
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Cottage Winter Springs
$133 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (106 ratings)
Winter Springs, Seminole County, Florida, United States
Details
Vrbo
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Recommended Rentals With Pools

Apartment Pool Winter Springs
$46 per night
Apartment ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (2 ratings)
Winter Springs, Seminole County, Florida, United States
Pool
Details
Vrbo
Details
Details
House Pool Winter Springs
$300 per night
House ∙ 10 guests ∙ 5 bedrooms
4.9
"Excellent" (14 ratings)
Winter Springs, Seminole County, Florida, United States
Pool
Details
Vrbo
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House Pool Winter Springs
$274 per night
House ∙ 8 guests ∙ 3 bedrooms
4.7
"Outstanding" (13 ratings)
Winter Springs, Seminole County, Florida, United States
Pool
Details
Vrbo
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Vacation Homes With Terraces

Cottage Balcony/Patio Winter Springs
$133 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (106 ratings)
Winter Springs, Seminole County, Florida, United States
Balcony/Patio
Details
Vrbo
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Details
House Balcony/Patio Winter Springs
$109 per night
House ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (7 ratings)
Winter Springs, Seminole County, Florida, United States
Balcony/Patio
Details
Vrbo
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Details
House Balcony/Patio Winter Springs
$176 per night
House ∙ 6 guests ∙ 3 bedrooms
4.7
"Outstanding" (99 ratings)
Winter Springs, Seminole County, Florida, United States
Balcony/Patio
Details
Vrbo
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Details
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Vacation Properties for Fishing

House Fishing Winter Springs
$199 per night
House ∙ 6 guests ∙ 3 bedrooms
Winter Springs, Seminole County, Florida, United States
Fishing
Details
Vrbo
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House Fishing Winter Springs
$66 per night
House ∙ 2 guests ∙ 1 bedroom
Winter Springs, Seminole County, Florida, United States
Fishing
Details
Vrbo
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Details
Cottage Fishing Winter Springs
$161 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
4.6
"Outstanding" (39 ratings)
Winter Springs, Seminole County, Florida, United States
Fishing
Details
Vrbo
Details
Details
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Frequently Asked Questions

How much does a night in a vacation rental cost in Winter Springs on average?

Prices for a stay in Winter Springs begin at $41 per night.

Can I see all vacation rentals that are available in Winter Springs?

Currently, there are 15 vacation rentals available for you to compare and book.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Winter Springs

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Winter Springs offers 226 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Winter Springs start at an average price of $122 a night with long-term rentals averaging $25 a month. These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 156 of Winter Springs’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 104 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 141 vacation home rentals. Traveling with your dog or cat? Choose from 62 pet-friendly rentals in Winter Springs that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go! Search properties from 8 vacation rental sites in Winter Springs where the top providers in that area are HomeAway, HRS Holidays, and TripAdvisor. There are 75 HomeAway rentals, 51 HRS Holidays short term rentals and 27 TripAdvisor vacation rentals.

Popular Day Trips Near Winter Springs

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