Holiday houses in Winter Springs
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Top-rated holiday rentals in Winter Springs
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Springs holiday rentals
Other great holiday rentals in Winter Springs
Guest favourite
Home in Winter Park
4.91 out of 5 average rating, 137 reviewsGuest Suite in Winter Park/Orlando
Guest favourite
Guesthouse in Sanford
4.95 out of 5 average rating, 227 reviewsPalmetto Pool Retreat
Guest favourite
Guest suite in Winter Springs
4.97 out of 5 average rating, 66 reviewsModern Guest Studio 15 mins from SFB Airport
Guest favourite
Home in Winter Springs
4.96 out of 5 average rating, 26 reviewsJust like home-specious 4 bedroom
Guest favourite
Home in Casselberry
5.0 out of 5 average rating, 48 reviewsSpacious 3 BR Home Perfect for Orlando Getaway
Guest favourite
Guesthouse in Lake Mary
4.97 out of 5 average rating, 70 reviewsCozy Cottage in the heart of Lake Mary
Guest favourite
Guesthouse in Lake Mary
4.96 out of 5 average rating, 25 reviewsRelaxing Cozy Cottage w/ Queen Bed & Private Lanai
Guest favourite
Guesthouse in Longwood
5.0 out of 5 average rating, 67 reviews"Winnie's Place" A Peaceful Guesthouse with Pool.
Quick stats about holiday rentals in Winter Springs
Total rentals
80 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
2.9K reviews
Nightly prices starting at
$15 AUD before taxes and fees
Destinations to explore
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