Winter Park Vacation Rentals

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Check prices for these dates

Tonight
Jun 24 - Jun 25
Tomorrow
Jun 25 - Jun 26
This weekend
Jun 27 - Jun 29
Next weekend
Jul 4 - Jul 6

Vacation Rentals in Winter Park

Lake Buena Vista Resort Village & Spa
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8869)
"Great place!"
Lake Buena Vista Resort Village & Spa
The View Studio Suites and Event Venue
Exterior

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very Good, (1136)
"Nice staff, nice room, excellent breakfast. "
The View Studio Suites and Event Venue
Florida Hotel & Conference Center in the Florida Mall
Reception

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (2002)
"Great place to stay."
Florida Hotel & Conference Center in the Florida Mall
Floridays Resort Orlando
2 outdoor pools, a heated pool, open 7:00 AM to 11:00 PM, pool umbrellas

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11406)
"Great weekend getaway. "
Floridays Resort Orlando
The Point Hotel & Suites
Outdoor pool

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very Good, (3207)
"Nice place to stay"
The Point Hotel & Suites
Blue Tree Resort at Lake Buena Vista
Outdoor spa tub

Blue Tree Resort at Lake Buena Vista

3.0 star property
8.6 out of 10, Excellent, (1735)
"Clean and safe, nice property and nice people to work there "
Blue Tree Resort at Lake Buena Vista
Blue Heron Beach Resort
Exterior

Blue Heron Beach Resort

3.5 star property
8.4 out of 10, Very Good, (2939)
"Loved the proximity to wdw"
Blue Heron Beach Resort
Parc Corniche Condominium Suite Hotel
Exterior

Parc Corniche Condominium Suite Hotel

3.0 star property
8.0 out of 10, Very Good, (2143)
"Location was great. "
The price is P4,397
P7,864 total
includes taxes & fees
Jul 3 - Jul 4
Parc Corniche Condominium Suite Hotel
staySky Suites - I Drive Orlando
Outdoor pool, sun loungers

staySky Suites - I Drive Orlando

3.0 star property
7.8 out of 10, Good, (1220)
"Great location! "
staySky Suites - I Drive Orlando
Century Millenia
Private kitchen

Century Millenia

3.0 star property
8.8 out of 10, Excellent, (66)
"Very clean. Really nice. "
Century Millenia
Orlando Lakefront Tiny House Community
2 bedrooms, individually decorated, individually furnished

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (317)
"We enjoyed our stay, I loved the the view of the lake from the main bedroom ,it’s a beautiful and relaxing place."
Orlando Lakefront Tiny House Community
Westgate Blue Tree
Spa treatment

Westgate Blue Tree

3.5 star property
The price is P9,737
P13,834 total
includes taxes & fees
Jul 2 - Jul 3
Westgate Blue Tree
Sonder by Marriott Bonvoy Vista Cay Apartments
Outdoor pool

Sonder by Marriott Bonvoy Vista Cay Apartments

3.5 star property
9.0 out of 10, Wonderful, (215)
"Nice , quiet property, perfect for families. "
The price is P8,521
P9,586 total
includes taxes & fees
Jul 8 - Jul 9
Sonder by Marriott Bonvoy Vista Cay Apartments
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy
Property amenity

Wellborn Hotel Downtown, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very Good, (278)
"Every room was unique and I could choose the one I thought was the best for me. "
The price is P4,114
P4,628 total
includes taxes & fees
Jul 14 - Jul 15
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy
Orlando's Sunshine Resort
BBQ/picnic area

Orlando's Sunshine Resort

3.5 star property
9.2 out of 10, Wonderful, (227)
"Nice property. We really enjoyed our stay."
Orlando's Sunshine Resort
WorldQuest Orlando Resort
Exterior

WorldQuest Orlando Resort

4.0 star property
8.4 out of 10, Very Good, (3974)
"We got a lot forn the price"
WorldQuest Orlando Resort
Seven Dwarfs Resort -Close to Disney
Private kitchen

Seven Dwarfs Resort -Close to Disney

3.5 star property
8.0 out of 10, Very Good, (1)
"The unit was really nice and clean. The only drawback was that over the 7 days that we stayed we saw and killed 3 cockroaches. "
Seven Dwarfs Resort -Close to Disney
Vista Cay Resort by Millenium at Universal Blvd
2 outdoor pools, pool umbrellas, sun loungers

Vista Cay Resort by Millenium at Universal Blvd

3.5 star property
8.6 out of 10, Excellent, (1541)
"Very nice property "
Vista Cay Resort by Millenium at Universal Blvd
Premium Condos near Universal Studios
Indoor pool, 2 outdoor pools, open 8:00 AM to 8:00 PM, pool umbrellas

Premium Condos near Universal Studios

3.5 star property
9.0 out of 10, Wonderful, (16)
"There was great communication from the property manager and the place was clean. Had a really good experience and stay, will recommend!"
Premium Condos near Universal Studios
Marriott's Imperial Palm Villas
Outdoor pool, a heated pool, pool umbrellas, sun loungers

Marriott's Imperial Palm Villas

4.0 star property
9.2 out of 10, Wonderful, (55)
"Well run property, loved the 2 or three bedroom layout, with a lounge, dining and kitchen area. "
The price is P20,222
P22,750 total
includes taxes & fees
Jul 17 - Jul 18
Marriott's Imperial Palm Villas
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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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 66 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.