Winter Park Holiday Rentals

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Holiday Rentals in Winter Park

The View Studio Suites and Event Venue
3.0 star property
8.4 out of 10, Very good, (1322)
"We had a great stay! "
United States
Ciara
The price is NZ$141
includes taxes & fees
22 Oct - 23 Oct
The View Studio Suites and Event Venue
Florida Hotel & Conference Center in the Florida Mall
3.5 star property
9.2 out of 10, Wonderful, (2175)
"Great spot right in the mall!!"
United States
Cori
The price is NZ$277
includes taxes & fees
15 Nov - 16 Nov
Florida Hotel & Conference Center in the Florida Mall
Lake Buena Vista Resort Village & Spa
4.0 star property
8.4 out of 10, Very good, (9233)
"Amazing stay "
United States
Lawrence
Lake Buena Vista Resort Village & Spa
Floridays Resort Orlando
3.5 star property
8.6 out of 10, Excellent, (11555)
"Great staff and clean rooms. Tatiana at the front desk is amazing. She took great care of us. "
United States
Naima
The price is NZ$366
includes taxes & fees
22 Oct - 23 Oct
Floridays Resort Orlando
The Point Hotel & Suites
3.5 star property
8.0 out of 10, Very good, (3283)
"Perfect location to nearby theme parks. The room was clean and staff were so helpful. Will definitely stay again!"
United States
Katie
The price is NZ$226
includes taxes & fees
5 Nov - 6 Nov
The Point Hotel & Suites
Blue Tree Resort at Lake Buena Vista
3.0 star property
8.6 out of 10, Excellent, (1806)
"Friendly staff, good location and laundry facilities "
United Kingdom
Alan
Blue Tree Resort at Lake Buena Vista
The Point by Edge
4.0 star property
8.4 out of 10, Very good, (795)
"Gorgeous room and friendly staff."
United States
Crypto
The price is NZ$140
includes taxes & fees
4 Nov - 5 Nov
The Point by Edge
Parc Corniche Condominium Suite Hotel
3.0 star property
8.0 out of 10, Very good, (2173)
"Is close to Seaworld and Aquatica, good option to stay in this hotel "
United States
Ernesto
The price is NZ$262
includes taxes & fees
28 Oct - 29 Oct
Parc Corniche Condominium Suite Hotel
WorldQuest Orlando Resort
4.0 star property
8.4 out of 10, Very good, (4010)
"Always love staying here with my family and friends for over 10 years now great location for Disney parks and easy to get groceries and dining options. Close to Vinland shopping as well."
United States
Djeanemma Francoeur
The price is NZ$576
includes taxes & fees
3 Nov - 4 Nov
WorldQuest Orlando Resort
Vista Cay Resort by Millenium at Universal Blvd
3.5 star property
8.6 out of 10, Excellent, (1560)
"Staff was very friendly"
United States
Amanda
Vista Cay Resort by Millenium at Universal Blvd
Sonder by Marriott Bonvoy Vista Cay Apartments
3.5 star property
9.0 out of 10, Wonderful, (249)
"I love this property it was clean and the pool was fabulous. The concierge was helpful and friendly i definitely will be staying there again"
United States
Shirley
The price is NZ$249
includes taxes & fees
3 Nov - 4 Nov
Sonder by Marriott Bonvoy Vista Cay Apartments
Century Millenia
3.0 star property
9.0 out of 10, Wonderful, (93)
"The property was clean and a good condition "
United States
ROXANA
The price is NZ$329
includes taxes & fees
3 Nov - 4 Nov
Century Millenia
Blue Heron Beach Resort
3.5 star property
8.4 out of 10, Very good, (2964)
"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
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy
4.0 star property
8.2 out of 10, Very good, (317)
"The staff was great, the room was really nice and comfortable, the ambiance was great "
United States
Patricia
The price is NZ$165
includes taxes & fees
11 Nov - 12 Nov
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy
Marriott's Sabal Palms
4.0 star property
9.6 out of 10, Exceptional, (202)
"Easy check in, pool was awesome "
United States
Lisa
The price is NZ$446
includes taxes & fees
19 Nov - 20 Nov
Marriott's Sabal Palms
Orlando's Sunshine Resort
3.5 star property
9.2 out of 10, Wonderful, (233)
"great location "
United States
Anil
Orlando's Sunshine Resort
staySky Suites - I Drive Orlando
3.0 star property
7.8 out of 10, Good, (1233)
"Excellent option for those visiting the park "
Mexico
Rances
The price is NZ$161
includes taxes & fees
27 Oct - 28 Oct
staySky Suites - I Drive Orlando
Enchanted Fantasy
3.5 star property
The price is NZ$234
includes taxes & fees
24 Oct - 25 Oct
Enchanted Fantasy
Enchanted Dreams
3.5 star property
8.0 out of 10, Very good, (4)
"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 NZ$253
includes taxes & fees
26 Oct - 27 Oct
Enchanted Dreams
Premium Condos near Universal Studios
3.5 star property
9.2 out of 10, Wonderful, (21)
"The condo was amazing. Comfortable, clean and quiet with no issues. Property management was great. Communication was very good and helpful. I would give it a 10 plus. Would definitely come back "
United States
Jacqueline
The price is NZ$287
includes taxes & fees
26 Oct - 27 Oct
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

Find out more about Winter Park

Everything you need to know about Winter Park holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Park holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter Park holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winter Park holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winter Park. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winter Park holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Park holiday rentals we have selected for you start as low as NZ$140 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winter Park rentals

At Expedia, we put the best Winter Park holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winter Park rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter Park holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter Park. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

What are some of the best holiday rentals that Winter Park has to offer?

Marriott's Sabal Palms: This holiday home rental outside of Winter Park is located near the airport, and has an outdoor pool, a balcony and a BBQ 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 1 hot tub.

How many holiday rentals are there in Winter Park?

Expedia has 63 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 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 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.