Winter Park Vacation Rentals

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Check prices for these dates

Tonight
Aug 19 - Aug 20
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Aug 29 - Aug 31

Vacation Rentals in Winter Park

Our top choices for Winter Park vacation rentals

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, (11475)
"Always come to this place to my orlando vacation, great spot"
The price is P7,612
P10,808 total
includes taxes & fees
Sep 7 - Sep 8
Floridays Resort Orlando
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, (1252)
"Good location, friendly staff"
The price is P4,309
P4,848 total
includes taxes & fees
Aug 24 - Aug 25
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, (9087)
"We enjoyed staying here, great place for family "
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, (2098)
"Great hotel with convenient location "
Florida Hotel & Conference Center in the Florida Mall
The Point Hotel & Suites
Outdoor pool

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very Good, (3249)
"Good location, handy to all things…parks, shopping, dining the works. Super quite great to turn in after massive days out. Worth the stay"
The price is P4,580
P5,807 total
includes taxes & fees
Aug 31 - Sep 1
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, (764)
"My stay at this place was great. I would stay here again "
The price is P3,878
P5,068 total
includes taxes & fees
Sep 1 - Sep 2
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, (2162)
"This is a great place to stay with a family has all the basic needs for a family there "
The price is P4,390
P7,824 total
includes taxes & fees
Aug 24 - Aug 25
Parc Corniche Condominium Suite Hotel
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, (237)
"Great place love the stay "
The price is P6,492
P7,303 total
includes taxes & fees
Sep 18 - Sep 19
Sonder by Marriott Bonvoy Vista Cay Apartments
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, (1777)
"Very nice resort would stay again."
Blue Tree Resort at Lake Buena Vista
Blue Heron Beach Resort
Front of property

Blue Heron Beach Resort

3.5 star property
8.4 out of 10, Very Good, (2956)
"I. Loved to stay"
Blue Heron Beach Resort
Enchanted Dreams
Full-size fridge, microwave, oven, stovetop

Enchanted Dreams

3.5 star property
10.0 out of 10, Exceptional, (1)
"Clean, comfortable home. Everything was excellent from the security to amenities. I will book again, share with friends and family. "
The price is P2,964
P7,245 total
includes taxes & fees
Aug 26 - Aug 27
Enchanted Dreams
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, (198)
"Condo was fantastic "
The price is P12,995
P14,619 total
includes taxes & fees
Sep 9 - Sep 10
Marriott's Sabal Palms
staySky Suites - I Drive Orlando
Outdoor pool, sun loungers

staySky Suites - I Drive Orlando

3.0 star property
7.8 out of 10, Good, (1229)
"Excellent option for those visiting the park "
The price is P3,902
P4,771 total
includes taxes & fees
Aug 20 - Aug 21
staySky Suites - I Drive Orlando
Century Millenia
Private kitchen

Century Millenia

3.0 star property
9.0 out of 10, Wonderful, (75)
"Great apartment "
Century Millenia
WorldQuest Orlando Resort
Outdoor pool, pool umbrellas, sun loungers

WorldQuest Orlando Resort

4.0 star property
8.4 out of 10, Very Good, (3998)
"Staff was nice and helpful "
WorldQuest Orlando Resort
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, (291)
"Definitely be back to this facility!"
The price is P4,554
P5,123 total
includes taxes & fees
Sep 2 - Sep 3
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)
"Amazing resort. "
The price is P5,078
P9,496 total
includes taxes & fees
Aug 30 - Aug 31
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 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, (328)
"We enjoyed our stay."
The price is P4,340
P9,050 total
includes taxes & fees
Aug 25 - Aug 26
Orlando Lakefront Tiny House Community
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)
"Very happy with out stay."
The price is P15,332
P17,248 total
includes taxes & fees
Sep 1 - Sep 2
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

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive

10/10 Excellent
"Very nice, clean and spacious room. Bedding was very comfortable. "
Nayely 4-night trip
Posted 8 hours ago
Hyatt House Orlando International Drive

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 69 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.