Winter Park Vacation Rentals

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Nov 9 - Nov 10
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Nov 10 - Nov 11
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Nov 14 - Nov 16
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Nov 21 - Nov 23

Vacation Rentals in Winter Park

Lobby sitting area
The View Studio Suites and Event Venue

The View Studio Suites and Event Venue

3.0 star property
Orlando
8.4 out of 10, Very Good, (1359)
"Great staff, good breakfast Calm and quiet hotel"
United States
Nabil
The price is P3,984
P4,483 total
includes taxes & fees
Dec 1 - Dec 2
The View Studio Suites and Event Venue
Terrace/patio
The Front Porch

The Front Porch

3.0 star property
Sanford
10.0 out of 10, Exceptional, (2)
"What a great space. 2 big bedrooms, and a great front porch apace with a hammock to watch the sunrise. Quite street just blocks from the center of downtown Sanford. I've used their properties 8-10 tines and ive never been disappointed. "
United States
Patrick
The Front Porch
Terrace/patio
The Point by Edge

The Point by Edge

4.0 star property
Florida Center
8.4 out of 10, Very Good, (803)
"Nice room, easy check in process."
United States
Christopher
The price is P3,586
P4,765 total
includes taxes & fees
Nov 24 - Nov 25
The Point by Edge
Exterior
The Blue Aztec

The Blue Aztec

3.0 star property
Sanford
9.6 out of 10, Exceptional, (13)
"Owners Elena and Anthony are awesome. I was planning on staying a few days because I sold my house downtown Orlando and I’m in the process of looking to buy some things and I ended up staying a whole month. Alberto is also amazing if you need anything they’re right there to help you with whatever you need communications awesome. Their properties are very cute and clean and safe. I would highly recommend them."
United States
James
The Blue Aztec
Exterior
Totally 80's

Totally 80's

3.0 star property
Sanford
9.4 out of 10, Exceptional, (3)
"Very good "
United States
Magdiel
The price is P4,722
P9,256 total
includes taxes & fees
Nov 11 - Nov 12
Totally 80's
Interior
Enclave Swanky

Enclave Swanky

4.0 star property
International Drive District
8.0 out of 10, Very Good, (1)
"Clean, comfortable, but compact and looking worn / tired. Price point was right."
United Kingdom
Matthew
The price is P5,726
P13,255 total
includes taxes & fees
Nov 18 - Nov 19
Enclave Swanky
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winter Park Hotel Reviews

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

10/10 Excellent
"The resort and grounds were very nice. Lush landscaping, beautiful decor. Both pool areas are great! I really loved the deck of the water park and pool area, it’s a rubber type turf, it’s non slip but also nice on the feet. "
Ruth 2-night trip
Posted 5 hours ago
CoCo Key Hotel and Water Resort 

Find out more about Winter Park

Search for holiday rentals in Winter Park on Expedia! You can easily find your home rentals, villas, holiday apartments in Winter Park using one of the methods below:

  • View our selection of featured holiday rentals in Winter Park
  • Use the map to find apartments and other holiday homes in the Winter Park neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winter Park while they last

Look no further and take a look at our great range of rental properties in Winter Park!

Frequently asked questions

Can I find vacation rentals in Winter Park?

Yes, we offer vacation rentals in Winter Park close to Kraft Azalea Gardens, or you can choose a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Winter Park. Make sure you have time to check out the university setting and gardens during your trip.

What's the top vacation rental that Winter Park has to offer?

Marriott's Sabal Palms: Visitors like this Winter Park vacation home rental. It is located near the airport and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with an outdoor tennis court and a hot tub.

How many vacation rentals are there in Winter Park?

Expedia has 67 vacation rentals for your stay in Winter Park.

What can I see and do in Winter Park?

Cultural attractions include Casa Feliz Historic Home Museum and Albin Polasek Museum and Sculpture Gardens, whereas Kraft Azalea Gardens and Lake Virginia are a couple of picturesque spots to enjoy the outdoors. Universal Studios Florida and Universal Orlando Resort are other popular places to visit in the area.

What are vacation rentals like in Winter Park?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Winter Park. Vacation rentals offer extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a small group gathering.