Vacation rentals 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.
Guest favourite
Townhouse in Winter Park
Beautiful Downtown Winter Park
WP requires rentals to be listed as 28 days. For alternate rentals please contact me with dates requested.
A 1 bedroom New England style townhouse. Enjoy brick streets, old oaks and lake access all within a 5 minute walk to downtown Winter Park, home of nationally known art festivals and museums, Saturday farmers market, Rollins College and many fine dining establishments. Pick herbs from our garden to use in cooking. Lounge on your private deck to the relaxing waterfall sounds of our koi pond.
15–22 Jun
$257 NZD per night
4.98 out of 5 average rating, 193 reviews
Guest favourite
Bungalow in Maitland
Maitland-Orlando Area, FL. Pool House Bungalow
Large open space adjacent to a beautiful pool, waterfall, and fantastic lake view.
27 miles to Disney World, close to Park Avenue, local hospitals, Universities, and less than an hour to local beaches. Only 18 miles to MCO-Orlando International Airport. Great shopping within 3 miles. Location is secluded with large trees, lakeside, and adjacent to the commuter train track. The train runs by on regular basis. Please note in the pictures the pool creates the ambiance to make your stay complete.
22–29 Aug
$174 NZD per night
4.86 out of 5 average rating, 484 reviews
Guest favourite
Guest suite in Altamonte Springs
St Augustine suite
Luxurious space with PRIVATE ENTRANCE, PRIVATE BATHROOM and breakfast kitchenette. Located on a large lake front property with amenities that include private dock, pool, large manicured lawns and much more. Ideal for canoeing, watching the sun rise or doing nothing at all. Close to theme parks and beaches. Spring Valley is a peaceful community with age old oak tree , Ample shopping and award winning restaurants very nearby. Come play or rejuvenate your soul in this picturesque setting
8–15 Jun
$174 NZD per night
4.95 out of 5 average rating, 310 reviews
Holiday rentals for every style
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Popular amenities for Winter Springs holiday rentals
Other great holiday rentals in Winter Springs
Quick stats about holiday rentals in Winter Springs
Total rentals | 80 properties |
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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 | 2.8K reviews |
Nightly prices starting at | $16 NZD before taxes and fees |
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