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
Guesthouse in Maitland
4.98 out of 5 average rating, 116 reviewsPrivate 1-bd Mid-Century Guesthouse
18 – 25 Nov
$1,274 AUD total
Guest favourite
Apartment in Sanford
4.97 out of 5 average rating, 207 reviewsThe Carriage House Studio Apartment
27 Sept – 4 Oct
$1,031 AUD total
Guest favourite
Guesthouse in Winter Park
4.82 out of 5 average rating, 234 reviewsWELCOME HOME IN WINTER PARK
17 – 24 Mar
$1,318 AUD total
Guest favourite
Guest suite in Altamonte Springs
4.96 out of 5 average rating, 141 reviewsComfortable Guest Suite-Stylish Altamonte Springs!
12 – 19 Nov
$1,581 AUD total
Guest favourite
Guest suite in Winter Springs
4.97 out of 5 average rating, 66 reviewsModern Guest Studio 15 mins from SFB Airport
3 – 10 Sept
$1,016 AUD total
Guest favourite
Guesthouse in Longwood
4.89 out of 5 average rating, 28 reviewsCozy and Modern Studio suite in Longwood
30 Nov – 7 Dec
$980 AUD total
Guest favourite
Guesthouse in Lake Mary
4.98 out of 5 average rating, 63 reviewsCozy Cottage in the heart of Lake Mary
2 – 9 Aug
$1,185 AUD total
Guest favourite
Home in Casselberry
5.0 out of 5 average rating, 42 reviewsSpacious 3 BR Home Perfect for Orlando Getaway
8 – 15 Aug
$2,296 AUD total
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
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