Find Vacation Rentals in Winter Springs

We have 15 properties to choose from
Anytime
1 guest
Anytime
1 guest

Popular Winter Springs Vacation Rentals

Find the perfect Winter Springs vacation rental

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
Cottage Winter Springs
from $184 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
4.8
Outstanding(70 ratings)
Winter Springs, Seminole County, Florida, United States
Vrbo
Details
House Winter Springs
from $414 per night
House ∙ 8 guests ∙ 4 bedrooms
Winter Springs, Seminole County, Florida, United States
Vrbo
Details
House Winter Springs
from $271 per night
House ∙ 8 guests ∙ 4 bedrooms
4.8
Outstanding(14 ratings)
Winter Springs, Seminole County, Florida, United States
Vrbo
Details
House Winter Springs
from $155 per night
House ∙ 7 guests ∙ 4 bedrooms
4.5
Excellent
Winter Springs, Seminole County, Florida, United States
Vacasa
Details
House Winter Springs
from $257 per night
House ∙ 8 guests ∙ 4 bedrooms
Winter Springs, Seminole County, Florida, United States
Vrbo
Details
House Winter Springs
from $161 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(1 rating)
Winter Springs, Seminole County, Florida, United States
Vrbo
Details
House Winter Springs
from $233 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding(16 ratings)
Winter Springs, Seminole County, Florida, United States
Vrbo
Details
Villa Winter Springs
from $128 per night
Villa ∙ 7 guests ∙ 4 bedrooms
5.0
Outstanding(9 ratings)
Winter Springs, Seminole County, Florida, United States
Vrbo
Details
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Recommended Rentals With Pools

Cottage  Winter Springs
from $109 per night
Cottage ∙ 2 guests ∙ 1 bedroom
4.9
Outstanding(40 ratings)
Winter Springs, Seminole County, Florida, United States
Pool
Vrbo
Details
House  Winter Springs
from $51 per night
House ∙ 2 guests ∙ 1 bedroom
Winter Springs, Seminole County, Florida, United States
Pool
Vrbo
Details
House  Winter Springs
from $57 per night
House ∙ 2 guests ∙ 1 bedroom
5.0
Outstanding(4 ratings)
Winter Springs, Seminole County, Florida, United States
Pool
Vrbo
Details
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Best vacation rentals with a balcony

Cottage  Winter Springs
from $131 per night
Cottage ∙ 3 guests ∙ 2 bedrooms
5.0
Outstanding(112 ratings)
Winter Springs, Seminole County, Florida, United States
Balcony
Vrbo
Details
Apartment  Winter Springs
from $106 per night
Apartment ∙ 2 guests ∙ 1 bedroom
5.0
Outstanding(64 ratings)
Winter Springs, Seminole County, Florida, United States
Balcony
Vrbo
Details
House  Winter Springs
from $544 per night
House ∙ 12 guests ∙ 6 bedrooms
4.7
Excellent(55 ratings)
Winter Springs, Seminole County, Florida, United States
Balcony
Vrbo
Details
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Vacation Homes With Terraces

House  Winter Springs
from $99 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding(2 ratings)
Winter Springs, Seminole County, Florida, United States
Balcony/Patio
HomeToGo
Details
House  Winter Springs
from $161 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding(21 ratings)
Winter Springs, Seminole County, Florida, United States
Balcony/Patio
Vrbo
Details
Apartment  Winter Springs
from $123 per night
Apartment ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding(1 rating)
Winter Springs, Seminole County, Florida, United States
Balcony/Patio
Vrbo
Details
Show 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 $52 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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