Winter Park Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 31 - Nov 2
In one month
Nov 14 - Nov 16
In two months
Dec 12 - Dec 14
In three months
Jan 9 - Jan 11

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
8.4 out of 10, Very Good, (1308)
"We had a great stay! "
The price is NT$1,962
NT$2,207 total
includes taxes & fees
Oct 20 - Oct 21
The View Studio Suites and Event Venue
Reception
Florida Hotel & Conference Center in the Florida Mall
Florida Hotel & Conference Center in the Florida Mall
3.5 star property
9.2 out of 10, Wonderful, (2167)
"The room was very clean and the front desk staff was very courteous."
Florida Hotel & Conference Center in the Florida Mall
2 outdoor pools, a heated pool, open 7:00 AM to 11:00 PM, pool umbrellas
Floridays Resort Orlando
Floridays Resort Orlando
3.5 star property
8.6 out of 10, Excellent, (11546)
"Great staff and clean rooms. Tatiana at the front desk is amazing. She took great care of us. "
The price is NT$4,671
NT$6,463 total
includes taxes & fees
Oct 20 - Oct 21
Floridays Resort Orlando
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas
Lake Buena Vista Resort Village & Spa
Lake Buena Vista Resort Village & Spa
4.0 star property
8.4 out of 10, Very Good, (9226)
"Amazing stay "
Lake Buena Vista Resort Village & Spa
Outdoor pool
The Point Hotel & Suites
The Point Hotel & Suites
3.5 star property
8.0 out of 10, Very Good, (3282)
"Perfect location to nearby theme parks. The room was clean and staff were so helpful. Will definitely stay again!"
The price is NT$3,243
NT$4,002 total
includes taxes & fees
Nov 4 - Nov 5
The Point Hotel & Suites
Outdoor spa tub
Blue Tree Resort at Lake Buena Vista
Blue Tree Resort at Lake Buena Vista
3.0 star property
8.6 out of 10, Excellent, (1803)
"Friendly staff, good location and laundry facilities "
Blue Tree Resort at Lake Buena Vista
Terrace/patio
The Point by Edge
The Point by Edge
4.0 star property
8.4 out of 10, Very Good, (792)
"Gorgeous room and friendly staff."
The price is NT$1,744
NT$2,343 total
includes taxes & fees
Oct 28 - Oct 29
The Point by Edge
Exterior
Parc Corniche Condominium Suite Hotel
Parc Corniche Condominium Suite Hotel
3.0 star property
8.0 out of 10, Very Good, (2170)
"Is close to Seaworld and Aquatica, good option to stay in this hotel "
The price is NT$2,364
NT$4,214 total
includes taxes & fees
Oct 20 - Oct 21
Parc Corniche Condominium Suite Hotel
2 outdoor pools, pool umbrellas, sun loungers
Vista Cay Resort by Millenium at Universal Blvd
Vista Cay Resort by Millenium at Universal Blvd
3.5 star property
8.6 out of 10, Excellent, (1559)
"Enjoy my stay always "
Vista Cay Resort by Millenium at Universal Blvd
Outdoor pool
Sonder by Marriott Bonvoy Vista Cay Apartments
Sonder by Marriott Bonvoy Vista Cay Apartments
3.5 star property
9.0 out of 10, Wonderful, (249)
"I love this property it was clean and the pool was fabulous. The concierge was helpful and friendly i definitely will be staying there again"
The price is NT$3,507
NT$3,946 total
includes taxes & fees
Oct 26 - Oct 27
Sonder by Marriott Bonvoy Vista Cay Apartments
Outdoor pool, pool umbrellas, sun loungers
WorldQuest Orlando Resort
WorldQuest Orlando Resort
4.0 star property
8.4 out of 10, Very Good, (4008)
"Always love staying here with my family and friends for over 10 years now great location for Disney parks and easy to get groceries and dining options. Close to Vinland shopping as well."
WorldQuest Orlando Resort
Apartment, 2 Bedrooms | Private kitchen | Toaster
Century Millenia
Century Millenia
3.0 star property
9.0 out of 10, Wonderful, (93)
"The property was clean and a good condition "
Century Millenia
Front of property
Blue Heron Beach Resort
Blue Heron Beach Resort
3.5 star property
8.4 out of 10, Very Good, (2964)
"Very clean room and nice pool, is a perfect resort easy location of disney and sea word ,epcot, universal ,island of adventure very nice i like this resort"
Blue Heron Beach Resort
Property amenity
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy
4.0 star property
8.2 out of 10, Very Good, (316)
"The staff was great, the room was really nice and comfortable, the ambiance was great "
The price is NT$2,589
NT$2,913 total
includes taxes & fees
Nov 10 - Nov 11
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy
Terrace/patio
Enchanted Fantasy
Enchanted Fantasy
3.5 star property
The price is NT$1,842
NT$4,181 total
includes taxes & fees
Oct 16 - Oct 17
Enchanted Fantasy
Outdoor pool, sun loungers
staySky Suites - I Drive Orlando
staySky Suites - I Drive Orlando
3.0 star property
7.8 out of 10, Good, (1232)
"Excellent option for those visiting the park "
The price is NT$2,339
NT$2,837 total
includes taxes & fees
Oct 27 - Oct 28
staySky Suites - I Drive Orlando
BBQ/picnic area
Orlando's Sunshine Resort
Orlando's Sunshine Resort
3.5 star property
9.2 out of 10, Wonderful, (233)
"great location "
Orlando's Sunshine Resort
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers
Marriott's Sabal Palms
Marriott's Sabal Palms
4.0 star property
9.6 out of 10, Exceptional, (202)
"Easy check in, pool was awesome "
The price is NT$7,015
NT$7,891 total
includes taxes & fees
Nov 5 - Nov 6
Marriott's Sabal Palms
Indoor pool, 2 outdoor pools, open 8:00 AM to 8:00 PM, pool umbrellas
Premium Condos near Universal Studios
Premium Condos near Universal Studios
3.5 star property
9.2 out of 10, Wonderful, (21)
"The condo was amazing. Comfortable, clean and quiet with no issues. Property management was great. Communication was very good and helpful. I would give it a 10 plus. Would definitely come back "
The price is NT$2,464
NT$4,814 total
includes taxes & fees
Oct 19 - Oct 20
Premium Condos near Universal Studios
Full-size fridge, microwave, oven, stovetop
Enchanted Dreams
Enchanted Dreams
3.5 star property
8.0 out of 10, Very Good, (4)
"Clean, comfortable home. Everything was excellent from the security to amenities. I will book again, share with friends and family. "
The price is NT$2,149
NT$4,530 total
includes taxes & fees
Oct 16 - Oct 17
Enchanted Dreams
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Park Hotel Reviews

Tru By Hilton Orlando Convention Center Area, FL

Tru By Hilton Orlando Convention Center Area, FL

10/10 Excellent
"Good "
Leitisha 2-night trip
Posted 1 day ago
Tru By Hilton Orlando Convention Center Area, FL

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 64 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.