Winter Park Holiday Rentals

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Holiday Rentals in Winter Park

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very good, (9197)
"Amazing stay "
Lake Buena Vista Resort Village & Spa

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11532)
"Beautiful place "
The price is AU$307
includes taxes & fees
29 Sept - 30 Sept
Floridays Resort Orlando

The View Studio Suites and Event Venue

3.0 star property
8.4 out of 10, Very good, (1295)
"We had a great stay! "
The price is AU$147
includes taxes & fees
29 Sept - 30 Sept
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, (2146)
"Great location"
The price is AU$253
includes taxes & fees
29 Sept - 30 Sept
Florida Hotel & Conference Center in the Florida Mall

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very good, (3275)
"This hotel resort match my expectations. The location is a 10/10. Can't wait to go back:)"
The price is AU$169
includes taxes & fees
30 Sept - 1 Oct
The Point Hotel & Suites

Blue Tree Resort at Lake Buena Vista

3.0 star property
8.6 out of 10, Excellent, (1797)
"The staff were a great help and friendly and the room was very clean and organized well. The resort was beautiful my kids and I loved it and will be visiting again."
Blue Tree Resort at Lake Buena Vista

The Point by Edge

4.0 star property
8.4 out of 10, Very good, (784)
"Gorgeous room and friendly staff."
The price is AU$157
includes taxes & fees
29 Sept - 30 Sept
The Point by Edge

Vista Cay Resort by Millenium at Universal Blvd

3.5 star property
8.6 out of 10, Excellent, (1553)
"Enjoy my stay always "
Vista Cay Resort by Millenium at Universal Blvd

Parc Corniche Condominium Suite Hotel

3.0 star property
8.0 out of 10, Very good, (2169)
"Is close to Seaworld and Aquatica, good option to stay in this hotel "
The price is AU$207
includes taxes & fees
29 Sept - 30 Sept
Parc Corniche Condominium Suite Hotel

Sonder by Marriott Bonvoy Vista Cay Apartments

3.5 star property
9.0 out of 10, Wonderful, (247)
"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"
The price is AU$152
includes taxes & fees
12 Oct - 13 Oct
Sonder by Marriott Bonvoy Vista Cay Apartments

Century Millenia

3.0 star property
9.0 out of 10, Wonderful, (88)
"Perfect stay for family or any vacation"
Century Millenia

WorldQuest Orlando Resort

4.0 star property
8.4 out of 10, Very good, (4006)
"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."
The price is AU$429
includes taxes & fees
29 Sept - 30 Sept
WorldQuest Orlando Resort

Wellborn Hotel Downtown, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very good, (310)
"The staff was great, the room was really nice and comfortable, the ambiance was great "
The price is AU$184
includes taxes & fees
19 Oct - 20 Oct
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 "
The price is AU$383
includes taxes & fees
27 Oct - 28 Oct
Marriott's Sabal Palms

Blue Heron Beach Resort

3.5 star property
8.4 out of 10, Very good, (2962)
"large clean rooms, beautiful pool and walk ways, Dunkin and Mini Golf right out front. Neighbors properties are not as well kept. "
Blue Heron Beach Resort

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. "
The price is AU$206
includes taxes & fees
29 Sept - 30 Sept
Enchanted Dreams

staySky Suites - I Drive Orlando

3.0 star property
7.8 out of 10, Good, (1230)
"Excellent option for those visiting the park "
The price is AU$141
includes taxes & fees
5 Oct - 6 Oct
staySky Suites - I Drive Orlando

Premium Condos near Universal Studios

3.5 star property
9.0 out of 10, Wonderful, (20)
"Room was very clean and modern and at a perfect spot for us, it was quiet throughout the duration until the last day before checkout where a lot of maintenance was happening and guest above us started slamming and stomping around. It was a little agitating to watch TV when everyone in the hotel keeps connecting to the TV and interrupting our show. The hotel has the perfect location for the parks, universal and Disney with only 20 minute drive and 40 minute walk to universal. Hotel is close to...
The price is AU$236
includes taxes & fees
13 Oct - 14 Oct
Premium Condos near Universal Studios

Orlando's Sunshine Resort

3.5 star property
9.2 out of 10, Wonderful, (232)
"great location "
Orlando's Sunshine Resort

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (439)
"It was a great stay. The house was clean and close to everything."
Modern Luxury Villa with Everything
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

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 favourite 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 depend 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 AU$141 per night. Entering your travel dates in the search wizard might find you 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 64 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.