Winter Park Vacation Rentals

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Jul 29 - Jul 30
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Vacation Rentals in Winter Park

The View Studio Suites and Event Venue
Lobby sitting area

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very Good, (1223)
"easy to find and great location, near local attractions"
The price is P4,644
P5,225 total
includes taxes & fees
Jul 30 - Jul 31
The View Studio Suites and Event Venue
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, (9026)
"Amazing resort!"
Lake Buena Vista Resort Village & Spa
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, (2075)
"really great location and very friendly staff "
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, (11442)
"Always come to this place to my orlando vacation, great spot"
The price is P7,630
P10,834 total
includes taxes & fees
Aug 17 - Aug 18
Floridays Resort Orlando
The Point Hotel & Suites
Outdoor pool

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very Good, (3233)
"Enjoyed my time here! "
The price is P4,590
P5,821 total
includes taxes & fees
Aug 5 - Aug 6
The Point Hotel & Suites
The Point by Edge
Terrace/patio

The Point by Edge

4.0 star property
8.4 out of 10, Very Good, (751)
"Nice location, easy check in and check out."
The price is P3,656
P4,113 total
includes taxes & fees
Aug 24 - Aug 25
The Point by Edge
Parc Corniche Condominium Suite Hotel
Exterior

Parc Corniche Condominium Suite Hotel

3.0 star property
8.0 out of 10, Very Good, (2153)
"This is a great place to stay with a family has all the basic needs for a family there "
The price is P4,313
P7,745 total
includes taxes & fees
Aug 7 - Aug 8
Parc Corniche Condominium Suite Hotel
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, (1766)
"Very good location "
Blue Tree Resort at Lake Buena Vista
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, (325)
"We enjoyed our stay, I loved the the view of the lake from the main bedroom ,it’s a beautiful and relaxing place."
The price is P4,720
P9,488 total
includes taxes & fees
Jul 30 - Jul 31
Orlando Lakefront Tiny House Community
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, (232)
"Great place love the stay "
The price is P6,604
P7,430 total
includes taxes & fees
Aug 19 - Aug 20
Sonder by Marriott Bonvoy Vista Cay Apartments
staySky Suites - I Drive Orlando
Outdoor pool, sun loungers

staySky Suites - I Drive Orlando

3.0 star property
7.8 out of 10, Good, (1224)
"Great location! "
staySky Suites - I Drive Orlando
Blue Heron Beach Resort
Front of property

Blue Heron Beach Resort

3.5 star property
8.4 out of 10, Very Good, (2951)
"Property was clean "
Blue Heron Beach Resort
WorldQuest Orlando Resort
Outdoor pool, pool umbrellas, sun loungers

WorldQuest Orlando Resort

4.0 star property
8.4 out of 10, Very Good, (3989)
"Really good time!"
WorldQuest Orlando Resort
Century Millenia
Private kitchen

Century Millenia

3.0 star property
8.8 out of 10, Excellent, (70)
"The apartment was perfect for me and my family plenty of space and very clean "
Century Millenia
Marriott's Sabal Palms
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers

Marriott's Sabal Palms

4.0 star property
9.6 out of 10, Exceptional, (195)
"Condo was fantastic "
The price is P11,369
P12,790 total
includes taxes & fees
Aug 20 - Aug 21
Marriott's Sabal Palms
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, (289)
"Definitely be back to this facility!"
The price is P5,924
P6,665 total
includes taxes & fees
Aug 17 - Aug 18
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy
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, (19)
"Our stay at Premium Condos near Universal Studios was amazing! The condo was spotless, modern, and had everything we needed for a comfortable stay. The location was perfect — just minutes from the parks and dining options. The check-in process was smooth, and the staff was friendly and helpful throughout. We’ll definitely be back!"
Premium Condos near Universal Studios
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, (1545)
"Very nice property "
Vista Cay Resort by Millenium at Universal Blvd
Orlando's Sunshine Resort
BBQ/picnic area

Orlando's Sunshine Resort

3.5 star property
9.2 out of 10, Wonderful, (232)
"great location "
Orlando's Sunshine Resort
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, (57)
"Well run property, loved the 2 or three bedroom layout, with a lounge, dining and kitchen area. "
The price is P15,038
P16,918 total
includes taxes & fees
Aug 29 - Aug 30
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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Top Winter Park Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Great location and comfortable beds spacious living space…… fun pools"
connie 2-night trip
Posted 8 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

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.