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

Search Pousadas in Winter Park

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide
No exact matches found, but these alternatives could be just right

Recommended hotels in Winter Park

Property amenity

SpringHill Suites by Marriott Winter Park

SpringHill Suites by Marriott Winter Park
2.5 star property
Winter Park
9.2 out of 10, Wonderful, (390 reviews)
"Friendly front staff, clean property, modern looking, large area for breakfast."
United States
Kara
The price is ￥25,966
￥29,540 total
includes taxes & fees
Aug 20 - Aug 21
SpringHill Suites by Marriott Winter Park
Exterior

Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
3.0 star property
Winter Park
9.2 out of 10, Wonderful, (721 reviews)
"Awesome stay, great staff and location"
United States
Crystile
The price is ￥29,280
￥33,312 total
includes taxes & fees
Jul 26 - Jul 27
Hilton Garden Inn Winter Park
Terrace/patio

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,001 reviews)
"Excellent location for visiting"
United States
Elliott
The price is ￥43,890
￥54,332 total
includes taxes & fees
Jul 31 - Aug 1
The Alfond Inn
Terrace/patio

Park Plaza Hotel

Park Plaza Hotel
3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1,000 reviews)
"Great location and character. Wonderful staff"
United States
Stephanie
The price is ￥28,996
￥32,621 total
includes taxes & fees
Aug 9 - Aug 10
Park Plaza Hotel
Exterior

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.
The price is ￥20,445
￥41,004 total
includes taxes & fees
Jul 26 - Jul 27
Funky Remodeled Otown Bungalow Sleeps 8
Smart TV, video games

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
10.0 out of 10, Exceptional, (4 reviews)
"Nice and roomy!"
United States
Ashley C.
The price is ￥24,465
￥63,405 total
includes taxes & fees
Jul 26 - Jul 27
Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence
Exterior

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)
"Pool is very inviting"
United States
Geri Lamborn M.
The price is ￥21,725
￥47,682 total
includes taxes & fees
Jul 26 - Jul 27
Quiet and safe neighborhood come to this great place with lots of room for relax
Exterior

Spacious 5-bedroom house in gorgeous Winter Park

Spacious 5-bedroom house in gorgeous Winter Park
Winter Park
10.0 out of 10, Exceptional, (2 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.
The price is ￥40,938
￥51,070 total
includes taxes & fees
Aug 23 - Aug 24
Spacious 5-bedroom house in gorgeous Winter Park
Terrace/patio

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.
The price is ￥28,322
￥54,289 total
includes taxes & fees
Jul 30 - Jul 31
Mills House @WP. Sleeps 11 Renovated. Queen beds
Exterior

Cute 5-bedroom house in peaceful Winter Park

Cute 5-bedroom house in peaceful Winter Park
Winter Park
10.0 out of 10, Exceptional, (1 review)
"This property is perfect for a family get together. Very clean and close to so many restaurants and entertainment. The communication the host was great. I would definely stay there again."
United States
Mary Ellen R.
The price is ￥40,775
￥50,887 total
includes taxes & fees
Jul 26 - Jul 27
Cute 5-bedroom house in peaceful Winter Park
Terrace/patio

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.
The price is ￥9,541
￥27,758 total
includes taxes & fees
Jul 28 - Jul 29
1-bedroom vacation room just 12 minutes from University of Central Florida
Interior

Cozy home 5min to Park Ave and Downtown Orlando

Cozy home 5min to Park Ave and Downtown Orlando
Fairview Shores
The price is ￥24,383
￥46,250 total
includes taxes & fees
Aug 23 - Aug 24
Cozy home 5min to Park Ave and Downtown Orlando
Exterior

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

Comfy Tiny Home @WP. Large Private Deck+Queen bed
Fairview Shores
The price is ￥16,881
￥31,591 total
includes taxes & fees
Aug 5 - Aug 6
Comfy Tiny Home @WP. Large Private Deck+Queen bed
Property grounds

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.
The price is ￥17,289
￥37,758 total
includes taxes & fees
Aug 20 - Aug 21
Charming home @wp. Patio +Gazebo. close to highwys
Exterior

The Canopy on Periwinkle- A Home Away From Home

The Canopy on Periwinkle- A Home Away From Home
Goldenrod
10.0 out of 10, Exceptional, (3 reviews)
"The home is beautiful!! The place was clean, comfortable, and exactly as described. The host was friendly, responsive, and made everything easy. I would definitely stay here again and recommend it to others."
United States
Breasia J.
The price is ￥43,874
￥81,348 total
includes taxes & fees
Jul 26 - Jul 27
The Canopy on Periwinkle- A Home Away From Home
Exterior

Luxury Designer Home • Disney, Universal & Downtown

Luxury Designer Home • Disney, Universal & Downtown
College Park
The price is ￥41,101
￥103,201 total
includes taxes & fees
Jul 27 - Jul 28
Luxury Designer Home • Disney, Universal & Downtown
Exterior

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.
The price is ￥48,930
￥61,163 total
includes taxes & fees
Jul 26 - Jul 27
Cute 5-bedroom,6bed house in superb Winter Park.
Exterior

Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown
3.0 star property
Ivanhoe Village
9.4 out of 10, Exceptional, (1,033 reviews)
"Coffee and breakfast options were great. Everything was very clean from the lobby to the rooms. Definitely would stay again."
United States
vanessa
The price is ￥19,963
￥22,458 total
includes taxes & fees
Jul 26 - Jul 27
Courtyard by Marriott Orlando Downtown
Front of property

The Delaney Hotel

The Delaney Hotel
3.5 star property
South Orange
9.6 out of 10, Exceptional, (1,157 reviews)
"By far my favorite and go to hotel when me and my wife are in Orlando"
United States
Chloe
The price is ￥21,628
￥24,331 total
includes taxes & fees
Aug 2 - Aug 3
The Delaney Hotel
Exterior

La Quinta Inn & Suites by Wyndham Orlando UCF

La Quinta Inn & Suites by Wyndham Orlando UCF
3.0 star property
Orlando
8.8 out of 10, Excellent, (2,675 reviews)
"Great place to stay"
United States
Luisa
The price is ￥15,111
￥16,999 total
includes taxes & fees
Aug 16 - Aug 17
La Quinta Inn & Suites by Wyndham Orlando UCF
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Park Hotel Reviews

Marriott's Grande Vista

Marriott's Grande Vista

8/10 Good
"The Marriott was good. Our room was spacious and we loved the balcony, however the air conditioner was LOUD and the toilet kept running on and off through the day and night. The pool areas were awesome and we never had trouble finding chairs. But be warned, if you are not a Marriott timeshare owner they will call you repeatedly to try and get you to join a sales pitch for a gift card. We told them 4x no to the sales pitch, not sure why they kept calling and waking us up to keep offer it. Overall we were happy but there were definite marks against the property."
KERRI 5-night trip
Posted less than an hour ago
Marriott's Grande Vista

Find out more about Winter Park

Winter Park Pousadas information

Number of reviews
2,178
Accommodation
0 Pousadas
Lowest Price
￥16,999
Highest Price
￥103,201

Explore a world of travel with Expedia