Winter Springs Vacation Rentals

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Browse Select Winter Springs Vacation Homes

Our top choices for Winter Springs vacation homes

"Wonderful location for getting around Winter Park and downtown Orlando; lots of shopping options and so many great food choices. Quaint neighborhood, nice park close by, very quiet! "

"This is the perfect getaway spot! Very accessible, quiet area. I will definitely be booking again."

CA $160 total

includes taxes & fees

Aug 22 - Aug 23

"We had a great time on our family vacation here. The place felt clean and was comfortable. We had a short weekend, but while there we enjoyed our stay. The pool was nice to get into after a long day. Would definitely stay again. "

CA $653 total

includes taxes & fees

Aug 24 - Aug 25

"This place is a great size guest suite on a scenic property in a rural area close to the suburbs, very nice getaway, we enjoyed our short stay! It's very clean and cozy, and the hosts are very helpful, thank you!"

CA $222 total

includes taxes & fees

Aug 25 - Aug 26

"Beautiful place to stay near the airport "

CA $331 total

includes taxes & fees

Aug 24 - Aug 25

"House was clean and in a quiet neighborhood. Was the perfect size for family of 4. "

CA $411 total

includes taxes & fees

Aug 24 - Aug 25

"Great location , Very enjoy , private space, would book in the future for sure "

CA $377 total

includes taxes & fees

Aug 24 - Aug 25

"My friend and I enjoyed our stay. The beds were very comfortable and the home was immaculate! Thank you so much for hosting an incredible home."

CA $231 total

includes taxes & fees

Aug 22 - Aug 23

"Close to where we need to work."

CA $589 total

includes taxes & fees

Sep 2 - Sep 3

"Host and location were awesome . Nestled in an great neighborhood. Will definitely stay again."

CA $244 total

includes taxes & fees

Aug 22 - Aug 23

"Clean room. Comfortable bed. Quiet neighborhood. A nice place to come back to after being out and about all day. There were a few rules that we were not used to seeing, but it could be because it is on the college side of Orlando. Overall, it was good place to stay and served its purpose.served the purpose "

CA $214 total

includes taxes & fees

Sep 8 - Sep 9

"Great place to stay to get away for the weekend. Quiet neighborhood not far fromPark Ave "

CA $220 total

includes taxes & fees

Aug 24 - Aug 25

"Very nice place. Very clean. Would stay again"

CA $191 total

includes taxes & fees

Aug 23 - Aug 24

"Very nice little place walking distance to Advent Health."

CA $295 total

includes taxes & fees

Aug 24 - Aug 25

"Thank you was nice "

CA $790 total

includes taxes & fees

Aug 23 - Aug 24

1 bedroom, iron/ironing board, free WiFi, bed sheets

"It was incredible! The tiny home feels incredibly cozy and was super easy to find. We had a wonderful visit."

CA $196 total

includes taxes & fees

Aug 24 - Aug 25

"Nice home and location. "

CA $345 total

includes taxes & fees

Sep 1 - Sep 2

"Our family had a great time staying at the house. The kids loved the heated pool in December. They also loved the movie room. We all hung out there together and spent great quality time. "

CA $527 total

includes taxes & fees

Aug 28 - Aug 29