Winter Park Vacation Rentals

Compare 1 vacation rentals.
Home > USA > Florida > Winter Park

Make Winter Park your next getaway

Winter Park, FL vacation rentals

Explore Winter Park house rentals, and more

housing_type_house.jpg

House rentals

View 1 House rentals

Winter Park vacation rentals for every getaway

Popular
Dog-friendly Internet Electric vehicle charger
6 Mi to Downtown Orlando: Quiet Home w/ Sunroom

6 Mi to Downtown Orlando: Quiet Home w/ Sunroom

House in Winter Park

$143 avg / night

5.0 (2)

View homes on map

Listings nearby Winter Park

Spacious Central Florida Home: Family Friendly!

Spacious Central Florida Home: Family Friendly!

House in Altamonte Springs

$342 avg / night

4.67 (3)
Private Outdoor Oasis w/ Pool: Home in Longwood!

Private Outdoor Oasis w/ Pool: Home in Longwood!

House in Altamonte Springs

$532 avg / night

Apopka Family Home w/ Yard, 13 Mi to Dtwn Orlando

Apopka Family Home w/ Yard, 13 Mi to Dtwn Orlando

House in Altamonte Springs

$354 avg / night

Lake Marion Apt w/ Canoe in Altamonte Springs!

Lake Marion Apt w/ Canoe in Altamonte Springs!

Apartment in Altamonte Springs

$205 avg / night

4.73 (15)

Vacation rentals near Winter Park

Explore more vacation rental amenities in Winter Park

Lake view
Water view
Waterfront
A/C
Air conditioning
Elevator
Washer/dryer
Balcony
Bikes
Golf on-site

Recent Winter Park vacation rental reviews

Great cottage for my family of 3. Enough space for everything we could need for our 1 month stay. Location was amazing and very convenient to I-4, shopping, and restaurants. The owners are fantastic too. Responsive and friendly. Wonderful place to stay!!!!
Lara . | Jan 2024
Amazing place … landlord is respectful and responsive for anything .. great location and great home
Kelly . | Oct 2023
Winter Park Frequently Asked Questions

Yes. 39 of our Winter Park vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Winter Park vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Winter Park team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Winter Park, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

People also search for

Central Florida
Disney World
Epic Universe at Universal Orlando
Altamonte Springs
Orlando
Casselberry
Longwood
Winter Springs
Lake Mary
Apopka
Chuluota
Sanford
Winter Garden
Geneva
Oakland
DeBary
Sorrento
Kissimmee
Deltona
Mount Dora
Saint Cloud
Four Corners
Clermont
Eustis
Tavares
Reunion
Champions Gate
Mims
DeLand
Umatilla
Florida