Find Vacation Rentals in Winter Springs

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

Find the perfect Winter Springs vacation rental

House Winter Springs
from $154 per night
House ∙ 7 guests ∙ 4 bedrooms
4.5
Excellent
Winter Springs, Seminole County, Florida, United States
Vacasa
Details
Cottage Winter Springs
from $181 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
4.8
Outstanding(67 ratings)
Winter Springs, Seminole County, Florida, United States
Vrbo
Details
House Winter Springs
from $300 per night
House ∙ 10 guests ∙ 5 bedrooms
4.9
Outstanding(14 ratings)
Winter Springs, Seminole County, Florida, United States
Vrbo
Details
House Winter Springs
from $364 per night
House ∙ 8 guests ∙ 4 bedrooms
Winter Springs, Seminole County, Florida, United States
Vrbo
Details
House Winter Springs
from $268 per night
House ∙ 8 guests ∙ 3 bedrooms
4.8
Outstanding(14 ratings)
Winter Springs, Seminole County, Florida, United States
Vrbo
Details
House Winter Springs
from $134 per night
House ∙ 5 guests ∙ 3 bedrooms
4.7
Excellent(24 ratings)
Winter Springs, Seminole County, Florida, United States
Vrbo
Details
House Winter Springs
from $129 per night
House ∙ 5 guests ∙ 3 bedrooms
4.8
Outstanding(19 ratings)
Winter Springs, Seminole County, Florida, United States
Vrbo
Details
House Winter Springs
from $303 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding(8 ratings)
Winter Springs, Seminole County, Florida, United States
Vrbo
Details
Cottage Winter Springs
from $67 per night
Cottage ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding(47 ratings)
Winter Springs, Seminole County, Florida, United States
Vrbo
Details
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Recommended Rentals With Pools

House  Winter Springs
from $163 per night
House ∙ 7 guests ∙ 3 bedrooms
4.9
Outstanding(33 ratings)
Winter Springs, Seminole County, Florida, United States
Pool
Vrbo
Details
House  Winter Springs
from $157 per night
House ∙ 4 guests ∙ 3 bedrooms
5.0
Outstanding(1 rating)
Winter Springs, Seminole County, Florida, United States
Pool
Vrbo
Details
Cottage  Winter Springs
from $105 per night
Cottage ∙ 2 guests ∙ 1 bedroom
4.9
Outstanding(41 ratings)
Winter Springs, Seminole County, Florida, United States
Pool
Vrbo
Details
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Pet-Friendly Homes and Apartments

House  Winter Springs
from $141 per night
House ∙ 8 guests ∙ 3 bedrooms
4.8
Outstanding(139 ratings)
Winter Springs, Seminole County, Florida, United States
Pet-friendly
HomeToGo
Details
House  Winter Springs
from $110 per night
House ∙ 4 guests ∙ 2 bedrooms
4.3
Very good(42 ratings)
Winter Springs, Seminole County, Florida, United States
Pet-friendly
Vrbo
Details
House  Winter Springs
from $262 per night
House ∙ 20 guests ∙ 6 bedrooms
4.9
Outstanding(85 ratings)
Winter Springs, Seminole County, Florida, United States
Pet-friendly
Vrbo
Details
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Best vacation rentals with a balcony

House  Winter Springs
from $535 per night
House ∙ 12 guests ∙ 6 bedrooms
4.7
Excellent(54 ratings)
Winter Springs, Seminole County, Florida, United States
Balcony
Vrbo
Details
Apartment  Winter Springs
from $104 per night
Apartment ∙ 2 guests ∙ 1 bedroom
5.0
Outstanding(63 ratings)
Winter Springs, Seminole County, Florida, United States
Balcony
Vrbo
Details
House  Winter Springs
from $440 per night
House ∙ 16 guests ∙ 5 bedrooms
5.0
Outstanding(39 ratings)
Winter Springs, Seminole County, Florida, United States
Balcony
Vrbo
Details
View more

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 $55 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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