Holiday Rentals in Winter Park

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Holiday Rentals in Winter Park

Our top choices for Winter Park holiday rentals

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11485)
"Great location, friendly staff, good amenities "
The price is €162
includes taxes & fees
1 Sept - 2 Sept
Floridays Resort Orlando

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very good, (1261)
"Good location, friendly staff"
The price is €78
includes taxes & fees
31 Aug - 1 Sept
The View Studio Suites and Event Venue

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very good, (9112)
"We enjoyed staying here, great place for family "
Lake Buena Vista Resort Village & Spa

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (2112)
"Great access to the mall and food very well rounded nice for families."
Florida Hotel & Conference Center in the Florida Mall

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very good, (3255)
"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 €87
includes taxes & fees
3 Sept - 4 Sept
The Point Hotel & Suites

The Point by Edge

4.0 star property
8.6 out of 10, Excellent, (769)
"My stay at this place was great. I would stay here again "
The price is €75
includes taxes & fees
7 Sept - 8 Sept
The Point by Edge

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 €118
includes taxes & fees
31 Aug - 1 Sept
Parc Corniche Condominium Suite Hotel

Blue Tree Resort at Lake Buena Vista

3.0 star property
8.6 out of 10, Excellent, (1781)
"Very nice resort would stay again."
Blue Tree Resort at Lake Buena Vista

Sonder by Marriott Bonvoy Vista Cay Apartments

3.5 star property
9.0 out of 10, Wonderful, (239)
"Great place love the stay "
The price is €110
includes taxes & fees
18 Sept - 19 Sept
Sonder by Marriott Bonvoy Vista Cay Apartments

Vista Cay Resort by Millenium at Universal Blvd

3.5 star property
8.6 out of 10, Excellent, (1545)
"Wonderful place to stay for families! The split level plan is great if two groups of families are traveling together. The townhouse was clean and close to everything we needed. Will definitely stay here again! "
Vista Cay Resort by Millenium at Universal Blvd

Blue Heron Beach Resort

3.5 star property
8.4 out of 10, Very good, (2958)
"I. Loved to stay"
Blue Heron Beach Resort

Enchanted Dreams

3.5 star property
6.0 out of 10, (2)
"Clean, comfortable home. Everything was excellent from the security to amenities. I will book again, share with friends and family. "
The price is €136
includes taxes & fees
30 Aug - 31 Aug
Enchanted Dreams

Marriott's Sabal Palms

4.0 star property
9.6 out of 10, Exceptional, (201)
"Condo was fantastic "
The price is €207
includes taxes & fees
28 Sept - 29 Sept
Marriott's Sabal Palms

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 €72
includes taxes & fees
1 Sept - 2 Sept
staySky Suites - I Drive Orlando

Century Millenia

3.0 star property
9.0 out of 10, Wonderful, (79)
"Very comfortable,quite, safe and clean"
Century Millenia

WorldQuest Orlando Resort

4.0 star property
8.4 out of 10, Very good, (4002)
"The staff is friendly and the room was clean and cozy. It is close to most Disney parks and restaurants."
WorldQuest Orlando Resort

Wellborn Hotel Downtown, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very good, (294)
"Stayed here for a night to go to a concert at camping world stadium and really enjoyed the stay, really pretty property and felt safe, would definitely come back "
The price is €93
includes taxes & fees
22 Sept - 23 Sept
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy

Premium Condos near Universal Studios

3.5 star property
9.0 out of 10, Wonderful, (19)
"Amazing resort. "
The price is €143
includes taxes & fees
30 Aug - 31 Aug
Premium Condos near Universal Studios

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (328)
"We enjoyed our stay."
The price is €146
includes taxes & fees
1 Sept - 2 Sept
Orlando Lakefront Tiny House Community

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (434)
"This the best place I’ve stayed at!!! Thank you so much and we made many sweet memories!!! "
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, apart-hotels, 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 €72 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 62 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.