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

Winter Park Castle Hotels

  • 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
Jul 3 - Jul 5
In two weeks
Jul 10 - Jul 12
In one month
Jul 24 - Jul 26
In two months
Aug 21 - Aug 23
No exact matches found, but these alternatives could be just right

Recommended hotels in Winter Park

Interior

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.
$363 nightly
The price is $403
Jul 1 - Jul 2
Total with taxes and fees
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
9.4 out of 10, Exceptional, (3 reviews)
"Pool is very inviting"
United States
Geri Lamborn M.
$264 nightly
The price is $293
Jun 29 - Jun 30
Total with taxes and fees
Quiet and safe neighborhood come to this great place with lots of room for relax
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.
$284 nightly
The price is $314
Jun 29 - Jun 30
Total with taxes and fees
Cute 5-bedroom house in peaceful Winter Park
Fridge, microwave, oven, stovetop

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.
$241 nightly
The price is $267
Jul 21 - Jul 22
Total with taxes and fees
Funky Remodeled Otown Bungalow Sleeps 8
Exterior

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.
$154 nightly
The price is $170
Jul 7 - Jul 8
Total with taxes and fees
1-bedroom vacation room just 12 minutes from University of Central Florida
Smart TV

Cozy home 5min to Park Ave and Downtown Orlando

Cozy home 5min to Park Ave and Downtown Orlando
Fairview Shores
$211 nightly
The price is $235
Jul 1 - Jul 2
Total with taxes and fees
Cozy home 5min to Park Ave and Downtown Orlando
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, (2 reviews)
"Our stay here was excellent! We were able to have a birthday party for our one-year-old grandson, turning 2 and it was an awesome day. Everything was perfect, and the host was very generous about giving us a late check out on the day we left. Would LOVE to stay here again in the future! Thank you, Glen!"
United States
t z.
$372 nightly
The price is $413
Jun 29 - Jun 30
Total with taxes and fees
The Canopy on Periwinkle- A Home Away From Home
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.
$280 nightly
The price is $310
Jul 6 - Jul 7
Total with taxes and fees
Spacious 5-bedroom house in gorgeous Winter Park
Exterior

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

Comfy Tiny Home @WP. Large Private Deck+Queen bed
Fairview Shores
$174 nightly
The price is $193
Jul 27 - Jul 28
Total with taxes and fees
Comfy Tiny Home @WP. Large Private Deck+Queen bed
Interior

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.
$223 nightly
The price is $248
Jul 14 - Jul 15
Total with taxes and fees
Charming home @wp. Patio +Gazebo. close to highwys
Exterior

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.
$302 nightly
The price is $335
Jul 1 - Jul 2
Total with taxes and fees
Mills House @WP. Sleeps 11 Renovated. Queen beds
Smart TV

Luxury Designer Home • Disney, Universal & Downtown

Luxury Designer Home • Disney, Universal & Downtown
College Park
$574 nightly
The price is $637
Jun 29 - Jun 30
Total with taxes and fees
Luxury Designer Home • Disney, Universal & Downtown
Exterior

Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
3.0 star property
Winter Park
9.2 out of 10, Wonderful, (709 reviews)
"Clean room, friendly staff"
United States
Dudley
$197 nightly
The price is $222
Jun 29 - Jun 30
Total with taxes and fees
Hilton Garden Inn Winter Park
Property entrance

Park Plaza Hotel

Park Plaza Hotel
3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1,002 reviews)
"It was a lovely place and I’m definitely going to stay there again!"
United States
Sarah
$182 nightly
The price is $205
Jun 29 - Jun 30
Total with taxes and fees
Park Plaza Hotel
Exterior

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,003 reviews)
"Always the perfect stay! The Alfond Inn is consistently nice and very welcoming!"
United States
kelly
$317 nightly
The price is $356
Jul 4 - Jul 5
Total with taxes and fees
The Alfond Inn
Exterior

SpringHill Suites by Marriott Winter Park

SpringHill Suites by Marriott Winter Park
2.5 star property
Winter Park
9.2 out of 10, Wonderful, (383 reviews)
"Friendly front staff, clean property, modern looking, large area for breakfast."
United States
Kara
$168 nightly
The price is $189
Jul 17 - Jul 18
Total with taxes and fees
SpringHill Suites by Marriott Winter Park
Exterior

5/4 King bed LUX Arcade near WP/CP & DT Orlando ‼️

5/4 King bed LUX Arcade near WP/CP & DT Orlando ‼️
College Park
10.0 out of 10, Exceptional, (1 review)
"had a great time. beautiful house"
United States
katie L.
$2,363 nightly
The price is $2,629
Jul 1 - Jul 2
Total with taxes and fees
5/4 King bed LUX Arcade near WP/CP & DT Orlando ‼️
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.
$343 nightly
The price is $379
Jul 1 - Jul 2
Total with taxes and fees
Cute 5-bedroom,6bed house in superb Winter Park.
Exterior

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
International Drive District
8.6 out of 10, Excellent, (1,706 reviews)
"Breakfast was great Clean room Good location"
Canada
Tracy
$76 nightly
The price is $85
Jul 19 - Jul 20
Total with taxes and fees
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Exterior

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,967 reviews)
"Great place to stay"
United States
Idoel
$116 nightly
The price is $131
Jul 1 - Jul 2
Total with taxes and fees
Hyatt House Orlando International Drive
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

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"Súper cómoda la habitación Lo que no me gustó fue la variedad de comida en el restaurante"
Jennifer 1-night trip
Posted less than an hour ago
Hyatt Regency Orlando International Airport

Find out more about Winter Park

Winter Park Castles information

Number of reviews
6,787
Accommodation
1 Castles
Lowest Price
$85
Highest Price
$2,629

Explore a world of travel with Expedia