Winter Park Vacation Rentals

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Check prices for these dates

Tonight
Nov 10 - Nov 11
Tomorrow
Nov 11 - Nov 12
This weekend
Nov 14 - Nov 16
Next weekend
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, (1360)
"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
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, (2216)
"Good clean hotel"
United States
Xochitl
Florida Hotel & Conference Center in the Florida Mall
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, (9268)
"The staff was genuinely friendly and welcoming from the moment we arrived. The rooms were spotless, comfortable, and had everything we needed."
United States
Grettel
Lake Buena Vista Resort Village & Spa
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, (11570)
"Staff was super friendly. Resort was clean and there was many food options nearby "
United States
Shelbi
The price is P10,566
P14,212 total
includes taxes & fees
Nov 13 - Nov 14
Floridays Resort Orlando
Outdoor pool
The Point Hotel & Suites

The Point Hotel & Suites

3.5 star property
Florida Center
8.0 out of 10, Very Good, (3289)
"Clean rooms. The front staff was super nice and very helpful. "
United States
Season
The price is P6,588
P8,090 total
includes taxes & fees
Nov 11 - Nov 12
The Point Hotel & Suites
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
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, (1818)
"Nice and informative staff. "
United States
Valerie
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, (2179)
"Great staff"
United States
C B
The price is P5,596
P9,284 total
includes taxes & fees
Nov 12 - Nov 13
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
Orlando
8.6 out of 10, Excellent, (1567)
"I love how kid friendly the property is."
United States
STACY
Vista Cay Resort by Millenium at Universal Blvd
Outdoor pool, pool umbrellas, sun loungers
WorldQuest Orlando Resort

WorldQuest Orlando Resort

4.0 star property
Orlando
8.4 out of 10, Very Good, (4016)
"The suite only needs a smart TV in the living room. This is my favorite resort to stay in Orlando with family and friends. "
United States
Ana
WorldQuest Orlando Resort
Private kitchen
Century Millenia

Century Millenia

3.0 star property
Florida Center
9.0 out of 10, Wonderful, (97)
"Perfect stay for family or any vacation"
Canada
Philippe
Century Millenia
Front of property
Blue Heron Beach Resort

Blue Heron Beach Resort

3.5 star property
Orlando
8.4 out of 10, Very Good, (2967)
"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"
United States
Emmanuel
Blue Heron Beach Resort
Property amenity
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy

Wellborn Hotel Downtown, Sonder by Marriott Bonvoy

4.0 star property
Lake Cherokee
8.2 out of 10, Very Good, (323)
"Cute place, great little sunroom. Thin walls"
United States
Naomi
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy
BBQ/picnic area
Orlando's Sunshine Resort

Orlando's Sunshine Resort

3.5 star property
International Drive District
9.2 out of 10, Wonderful, (236)
"Awesome would stay again "
United States
Gabrielle
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
Orlando
9.6 out of 10, Exceptional, (202)
"Great hotel at a great location. Really nice area with a lot to do. We had en 2 br suite and it was really big, clean and confortable. Really nice with a fenced balcony with fans."
Denmark
Maria
The price is P14,300
P16,087 total
includes taxes & fees
Nov 19 - Nov 20
Marriott's Sabal Palms
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 P3,542
P8,040 total
includes taxes & fees
Nov 11 - Nov 12
Enchanted Fantasy
Full-size fridge, microwave, oven, stovetop
Enchanted Dreams

Enchanted Dreams

3.5 star property
Kissimmee
6.8 out of 10, (5)
"Whats not to like. Check in to see for yourself "
United States
LeeAnn
The price is P4,132
P8,710 total
includes taxes & fees
Nov 11 - Nov 12
Enchanted Dreams
Outdoor pool, sun loungers
staySky Suites - I Drive Orlando

staySky Suites - I Drive Orlando

3.0 star property
International Drive District
7.8 out of 10, Good, (1235)
"Room was dirty. Sheets had stains "
United States
Jennifer
The price is P4,510
P5,468 total
includes taxes & fees
Nov 23 - Nov 24
staySky Suites - I Drive Orlando
2 outdoor pools, open 7:00 AM to midnight, pool umbrellas, sun loungers
Villas at Fortune Place

Villas at Fortune Place

3.0 star property
Kissimmee
8.8 out of 10, Excellent, (137)
"Nice clean place with everything u need to accommodate a big family.will stay here again."
United States
Nelson
Villas at Fortune Place
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, (22)
"Amazing resort. "
United States
Liliana
The price is P5,259
P9,835 total
includes taxes & fees
Nov 13 - Nov 14
Premium Condos near Universal Studios
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 13 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
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  • 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.