A two-story house with a balcony, surrounded by lush greenery and trees.

Search Winter Park Holiday Resorts

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months
No exact matches found, but these alternatives could be just right

Recommended hotels in Winter Park

1. Park Plaza Hotel

Park Plaza Hotel
3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1,003 reviews)
"Good bed, good shower, and an extremely helpful, friendly and welcoming front desk staff."
United States
James
$185 nightly
The price is $209
Nov 23 - Nov 24
Total with taxes and fees
Park Plaza Hotel

2. The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,007 reviews)
"Great hotel, I liked it so much"
Canada
Diana
$323 nightly
The price is $363
Nov 30 - Dec 1
Total with taxes and fees
The Alfond Inn

3. SpringHill Suites by Marriott Winter Park

SpringHill Suites by Marriott Winter Park
2.5 star property
Winter Park
9.2 out of 10, Wonderful, (427 reviews)
"GREAT PLACE TO STAY."
United States
WILFREDO
$201 nightly
The price is $226
Nov 29 - Nov 30
Total with taxes and fees
SpringHill Suites by Marriott Winter Park

4. Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
3.0 star property
Winter Park
9.2 out of 10, Wonderful, (757 reviews)
"Awesome stay, great staff and location"
United States
Crystile
$201 nightly
The price is $226
Nov 22 - Nov 23
Total with taxes and fees
Hilton Garden Inn Winter Park

5. Comfy Tiny Home @WP. Large Private Deck+Queen bed

Comfy Tiny Home @WP. Large Private Deck+Queen bed
Fairview Shores
$160 nightly
The price is $179
Nov 17 - Nov 18
Total with taxes and fees
Comfy Tiny Home @WP. Large Private Deck+Queen bed

6. 1-bedroom vacation room just 12 minutes from University of Central Florida

1-bedroom vacation room just 12 minutes from University of Central Florida
Orlando
9.6 out of 10, Exceptional, (4 reviews)
"Great location close to lots of things to do. Very clean and cozy. Quiet neighborhood, very friendly owners. Will definitely go back."
United States
jamie l.
$160 nightly
The price is $178
Nov 17 - Nov 18
Total with taxes and fees
1-bedroom vacation room just 12 minutes from University of Central Florida

7. Quiet and safe neighborhood come to this great place with lots of room for relax

Quiet and safe neighborhood come to this great place with lots of room for relax
Orlando
9.6 out of 10, Exceptional, (4 reviews)
"It felt safe and secure as a community as well as the accommodations. The host was nice and unintrusive. This was actually my second time staying there. I would do it again."
United States
Olubankole S.
$236 nightly
The price is $264
Nov 10 - Nov 11
Total with taxes and fees
Quiet and safe neighborhood come to this great place with lots of room for relax

8. Funky Remodeled Otown Bungalow Sleeps 8

Funky Remodeled Otown Bungalow Sleeps 8
Fairview Shores
10.0 out of 10, Exceptional, (1 review)
"Easy booking/check-in process, great location"
United States
Julia K.
$219 nightly
The price is $246
Nov 10 - Nov 11
Total with taxes and fees
Funky Remodeled Otown Bungalow Sleeps 8

9. Cozy home 5min to Park Ave and Downtown Orlando

Cozy home 5min to Park Ave and Downtown Orlando
Fairview Shores
10.0 out of 10, Exceptional, (1 review)
"Very cute place. Nice outdoor patio."
United States
tyson s.
$252 nightly
The price is $282
Nov 23 - Nov 24
Total with taxes and fees
Cozy home 5min to Park Ave and Downtown Orlando

10. OASIS UNDER THE OAK TREE.

OASIS UNDER THE OAK TREE.
Goldenrod
10.0 out of 10, Exceptional, (1 review)
"This is a unique and affordable family opportunity in a residential area close to everything. Military friendly host makes you feel like you are safe with family. Plenty of space for spreading out inside the camper that still provides a private closed off space for quiet time. Less than 10 minutes from Full Sail University for visiting students. I enjoyed the quiet neighborhood and the comfortable living in this very cool urban camping setting. Lots of extras available to hang out in the...
United States
Peg W.
$112 nightly
The price is $125
Dec 5 - Dec 6
Total with taxes and fees
OASIS UNDER THE OAK TREE.

11. Charming home @wp. Patio +Gazebo. close to highwys

Charming home @wp. Patio +Gazebo. close to highwys
Fairview Shores
5.4 out of 10, (3 reviews)
"Very clean and location was great"
United States
Vicki V.
$220 nightly
The price is $246
Nov 17 - Nov 18
Total with taxes and fees
Charming home @wp. Patio +Gazebo. close to highwys

12. Mills House @WP. Sleeps 11 Renovated. Queen beds

Mills House @WP. Sleeps 11 Renovated. Queen beds
Fairview Shores
8.0 out of 10, Very good, (2 reviews)
"Comfortable beds and plentiful TV screens. Nice central location to shopping and dining. Lights are bright without dimming options, and some fixtures not working. "
United States
Larry S.
$267 nightly
The price is $299
Nov 17 - Nov 18
Total with taxes and fees
Mills House @WP. Sleeps 11 Renovated. Queen beds

13. Spacious 5-bedroom house in gorgeous Winter Park

Spacious 5-bedroom house in gorgeous Winter Park
Winter Park
10.0 out of 10, Exceptional, (5 reviews)
"Rented this property for a friend's engagement party and it worked super well. Host was super nice and great with communication"
United States
Hannah F.
$262 nightly
The price is $292
Nov 10 - Nov 11
Total with taxes and fees
Spacious 5-bedroom house in gorgeous Winter Park

14. Top 1% Modern Japandi Retreat - Jacuzzi No Fee

Top 1% Modern Japandi Retreat - Jacuzzi No Fee
Winter Park
10.0 out of 10, Exceptional, (8 reviews)
"Clean house, good location to where we wanted to be!"
United States
Jennifer M.
$597 nightly
The price is $665
Nov 22 - Nov 23
Total with taxes and fees
Top 1% Modern Japandi Retreat - Jacuzzi No Fee

15. Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence

Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence
Goldenrod
9.6 out of 10, Exceptional, (5 reviews)
"Nice and roomy!"
United States
Ashley C.
$369 nightly
The price is $413
Nov 17 - Nov 18
Total with taxes and fees
Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence

16. Spacious 5-bedroom house in welcoming Winter Park

Spacious 5-bedroom house in welcoming Winter Park
Winter Park
$270 nightly
The price is $301
Nov 10 - Nov 11
Total with taxes and fees
Spacious 5-bedroom house in welcoming Winter Park

17. Luxury Designer Home • Disney, Universal & Downtown

Luxury Designer Home • Disney, Universal & Downtown
College Park
10.0 out of 10, Exceptional, (2 reviews)
"Great place"
United States
Christian H.
$540 nightly
The price is $605
Nov 10 - Nov 11
Total with taxes and fees
Luxury Designer Home • Disney, Universal & Downtown

18. Cute 5-bedroom,6bed house in superb Winter Park.

Cute 5-bedroom,6bed house in superb Winter Park.
Winter Park
4.0 out of 10, (1 review)
"We checked in late and were surprised to find half eaten food in the fridge and freezer. Both were very dirty with a noticeable odor. The dishwasher was full of dirty dishes. The oven was full of dirty pans. Most of the dishes in the cupboards had little bits in them as well. There was a fire alarm battery beeping in one of the bedrooms. There was no coffee maker or wine opener or wine glasses or hand soap. There were very few dishes in general, it would have been challenging to cook and serve...
United States
Nyssa S.
$263 nightly
The price is $293
Nov 30 - Dec 1
Total with taxes and fees
Cute 5-bedroom,6bed house in superb Winter Park.

19. Comfort Suites Downtown

Comfort Suites Downtown
2.5 star property
Ivanhoe Village
8.8 out of 10, Excellent, (1,112 reviews)
"It was very clean and nice to stay at!"
United States
Raul Jr
$128 nightly
The price is $144
Dec 9 - Dec 10
Total with taxes and fees
Comfort Suites Downtown

20. La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport
3.0 star property
Airport North
7.6 out of 10, Good, (2,968 reviews)
"Staff was very kind and check in was easy"
United States
susan
$48 nightly
The price is $54
Nov 23 - Nov 24
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Orlando Airport
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winter Park Hotel Reviews

Find out more about Winter Park

Winter Park Holiday Park Resorts information

Number of reviews
4,865
Accommodation
0 Holiday Park Resorts
Lowest Price
$54
Highest Price
$665

Explore a world of travel with Expedia