Winter Springs vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Winter Springs
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Springs vacation rentals
Other great vacation rentals in Winter Springs
Condo in Winter Park
4.82 out of 5 average rating, 79 reviewsLovely Winter Park Home close to Hospitals !
Home in Altamonte Springs
5 out of 5 average rating, 14 reviewsCozy Blue Bungalow
Home in Orlando
4.94 out of 5 average rating, 63 reviewsLuxurious and modern cottage near UCF
Home in Altamonte Springs
4.95 out of 5 average rating, 66 reviewsOrlando's Private Studio King Bed & Massage Chair
Home in Winter Springs
4.88 out of 5 average rating, 8 reviewsPure Vida - Your home away from home!
Guesthouse in Longwood
5 out of 5 average rating, 86 reviews"Winnie's Place" A Peaceful Guesthouse with Pool.
Guest suite in Casselberry
4.9 out of 5 average rating, 72 reviewsOrlando, spacious, quiet, centrally located, suite
Place to stay in Oviedo
4.98 out of 5 average rating, 40 reviewsHarmony
Quick stats about vacation rentals in Winter Springs
Total rentals
80 properties
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Winter Springs?
Yes! Work meets play with ease at over 30 vacation rentals in Winter Springs featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Winter Springs?
Four-legged friends are welcome in Winter Springs. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there Winter Springs vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Winter Springs, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in house rentals in Winter Springs?
Experience the best of Winter Springs with our house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Winter Springs have wireless internet?
Absolutely! We offer over 40 house rentals with wireless internet in Winter Springs. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Winter Springs?
Winter Springs has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Winter Springs have air conditioning?
Absolutely! We offer over 40 house rentals with air conditioning in Winter Springs. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Winter Springs?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wireless internet, over 40 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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