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Check prices for these dates

Tonight
30 Nov - 1 Dec
Tomorrow
1 Dec - 2 Dec
Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec

Top Holiday Rentals in Winter Park

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
Orlando
8.4 out of 10, Very good, (9309)
"Great stay"
United States
Jessica
Lake Buena Vista Resort Village & Spa
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, (1419)
"Nice breakfast, friendly staff, great location "
United States
Yessica
The price is 1.779.637 ₫
2.002.093 ₫ total
includes taxes & fees
1 Dec - 2 Dec
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
Orlando
9.2 out of 10, Wonderful, (2276)
"Clean fresh smelling room, real friendly staff, great atmosphere. Always love staying here"
United States
Alexander
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
International Drive District
8.6 out of 10, Excellent, (11590)
"Staff was wonderful "
United States
Dana
Floridays Resort Orlando
Terrace/patio
The Point by Edge

The Point by Edge

4.0 star property
Florida Center
8.4 out of 10, Very good, (818)
"Great accommodations!"
United States
Champayne
The price is 1.660.995 ₫
2.194.887 ₫ total
includes taxes & fees
1 Dec - 2 Dec
The Point by Edge
Outdoor pool
The Point Hotel & Suites

The Point Hotel & Suites

3.5 star property
Florida Center
8.0 out of 10, Very good, (3292)
"Great place to stay "
United States
Kevaughn
The price is 3.277.975 ₫
3.990.920 ₫ total
includes taxes & fees
2 Dec - 3 Dec
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
Orlando
8.6 out of 10, Excellent, (1836)
"Very friendly and sweet staff"
United States
Autrice
Blue Tree Resort at Lake Buena Vista
Exterior
Parc Corniche Condominium Suite Hotel

Parc Corniche Condominium Suite Hotel

3.0 star property
International Drive District
8.0 out of 10, Very good, (2187)
"Room was nice and clean and the staff was professional and friendly."
United States
Kiki
The price is 2.467.183 ₫
4.110.441 ₫ total
includes taxes & fees
13 Dec - 14 Dec
Parc Corniche Condominium Suite Hotel
Outdoor pool, pool umbrellas, pool loungers
WorldQuest Orlando Resort

WorldQuest Orlando Resort

4.0 star property
Orlando
8.4 out of 10, Very good, (4018)
"Very attentive staff and clean rooms. "
United States
Diana-Patricia
WorldQuest Orlando Resort
2 outdoor pools, pool umbrellas, pool loungers
Vista Cay Resort by Millenium at Universal Blvd

Vista Cay Resort by Millenium at Universal Blvd

3.5 star property
Orlando
8.6 out of 10, Excellent, (1573)
"We enjoyed our stay. From the villa to the pools, everything was amazing. "
United States
Serena
Vista Cay Resort by Millenium at Universal Blvd
Exterior
Blue Heron Beach Resort

Blue Heron Beach Resort

3.5 star property
Orlando
8.4 out of 10, Very good, (2969)
"Everything is as it shows in the photos, maintenance personnel were nice and helpful "
Mexico
Victor
Blue Heron Beach Resort
Apartment, 2 Bedrooms | Private kitchen | Toaster
Century Millenia

Century Millenia

3.0 star property
Florida Center
9.0 out of 10, Wonderful, (101)
" Kitchen was fully equipped, staff was available and informative, clean, and parking was available. "
United States
Elizabeth
Century Millenia
Outdoor pool, pool loungers
staySky Suites - I Drive Orlando

staySky Suites - I Drive Orlando

3.0 star property
International Drive District
7.8 out of 10, Good, (1241)
"Everything was great!"
United States
Antonio
staySky Suites - I Drive Orlando
BBQ/picnic Area
Orlando's Sunshine Resort

Orlando's Sunshine Resort

3.5 star property
International Drive District
9.2 out of 10, Wonderful, (240)
"Awesome would stay again "
United States
Gabrielle
Orlando's Sunshine Resort
Full-sized fridge, microwave, oven, stovetop
Enchanted Dreams

Enchanted Dreams

3.5 star property
Kissimmee
6.8 out of 10, (5)
"Clean, comfortable home. Everything was excellent from the security to amenities. I will book again, share with friends and family. "
United States
Gregory
The price is 1.845.550 ₫
3.890.156 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Enchanted Dreams
2 outdoor pools, open 7:00 AM to midnight, pool umbrellas, pool loungers
Villas at Fortune Place

Villas at Fortune Place

3.0 star property
Kissimmee
8.8 out of 10, Excellent, (138)
"Stayed there for nine days and it was absolutely beautiful perfect place for a young family"
United States
Christie
Villas at Fortune Place
Terrace/patio
Enchanted Fantasy

Enchanted Fantasy

3.5 star property
Kissimmee
2.0 out of 10, (1)
"I left briefly after I arrived because there was people there & she did not try to work with me it was very frustrating while trying to get in contact with her she kept picking up & hanging up on my face even multiple attempts of Expedia contacting her I didn’t want a full refund because I understand her policy but she didn’t try to work with me for a solution. "
United States
george
The price is 1.581.900 ₫
3.590.913 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Enchanted Fantasy
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
International Drive District
9.2 out of 10, Wonderful, (24)
"Easy parking, building and room access. Clean, quiet, and comfortable, with basic kitchen necessities and a coffee pot/filters. My room had a beautiful view of the water with good birdwatching. Within a short walking distance to the Warped Tour shuttle, this place was perfect. "
United States
Brittany
Premium Condos near Universal Studios
Bar (on property)
Premier Resort Condos Near Universal

Premier Resort Condos Near Universal

3.0 star property
Florida Center
9.0 out of 10, Wonderful, (4)
"Great"
United States
Russell
The price is 2.349.121 ₫
4.867.309 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Premier Resort Condos Near Universal
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, pool loungers
Marriott's Sabal Palms

Marriott's Sabal Palms

4.0 star property
Orlando
9.6 out of 10, Exceptional, (202)
"Easy check in, pool was awesome "
United States
Lisa
The price is 7.883.135 ₫
8.868.528 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Marriott's Sabal Palms
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

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

10/10 Excellent
"Good"
Daniel 1-night trip
Posted 1 day ago
Ramada by Wyndham Suites Orlando Airport

Frequently asked questions

Can I find holiday rentals in Winter Park?

Yes, there are holiday rentals in Winter Park close to Kraft Azalea Gardens, or you can select 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.

How many holiday rentals are there in Winter Park?

Expedia has 33 holiday 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 Morse Museum of American Art, 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 holiday rentals like in Winter Park?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winter Park. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for families.