Search Chalets in Winter Park from CA $112

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4
No exact matches found, but these alternatives could be just right

Recommended hotels in Winter Park

Property grounds

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 CA $74
CA $229 total
includes taxes & fees
Jun 14 - Jun 15
1-bedroom vacation room just 12 minutes from University of Central Florida
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.
The price is CA $186
CA $413 total
includes taxes & fees
Jun 12 - Jun 13
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.
The price is CA $349
CA $420 total
includes taxes & fees
Jun 14 - Jun 15
Cute 5-bedroom house in peaceful Winter Park
Exterior detail

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 CA $137
CA $319 total
includes taxes & fees
Jun 11 - Jun 12
Charming home @wp. Patio +Gazebo. close to highwys
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)
"We thoroughly enjoyed our stay! Everything was clean, comfortable, and quiet. Very easy access to local restaurants and shopping, and a short drive to theme parks. We would definitely stay here again! Thank you! "
United States
Megan J.
The price is CA $237
CA $584 total
includes taxes & fees
Jun 14 - Jun 15
Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence
Exterior

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

Comfy Tiny Home @WP. Large Private Deck+Queen bed
Fairview Shores
The price is CA $160
CA $290 total
includes taxes & fees
Jun 22 - Jun 23
Comfy Tiny Home @WP. Large Private Deck+Queen bed
Interior

Cozy home 5min to Park Ave and Downtown Orlando

Cozy home 5min to Park Ave and Downtown Orlando
Fairview Shores
The price is CA $175
CA $355 total
includes taxes & fees
Jun 15 - Jun 16
Cozy home 5min to Park Ave and Downtown Orlando
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, (1 review)
"The house was clean, in a quiet neighborhood. Everything you could need was close and traffic was not bad at all. The host answers any and all questions quick and made the experience hassle free."
United States
Stephanie S.
The price is CA $340
CA $426 total
includes taxes & fees
Jul 8 - Jul 9
Spacious 5-bedroom house in gorgeous Winter Park
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 CA $186
CA $369 total
includes taxes & fees
Jun 14 - Jun 15
Funky Remodeled Otown Bungalow Sleeps 8
Front Side Balcony Suite, 1 King | Balcony view

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
The price is CA $251
CA $282 total
includes taxes & fees
Jun 28 - Jun 29
Park Plaza Hotel
Exterior detail

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 CA $255
CA $487 total
includes taxes & fees
Jun 11 - Jun 12
Mills House @WP. Sleeps 11 Renovated. Queen beds
Terrace/patio

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,005 reviews)
"We absolutely loving coming here. We will be back in a couple months for another date night at the beautiful hotel and lovely shops within walking distance. Always enjoy the bar area and walking along the art."
United States
Laura
The price is CA $313
CA $394 total
includes taxes & fees
Jun 14 - Jun 15
The Alfond Inn
Exterior

Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
3.0 star property
Winter Park
9.2 out of 10, Wonderful, (702 reviews)
"Clean room, friendly staff"
United States
Dudley
The price is CA $286
CA $325 total
includes taxes & fees
Jun 14 - Jun 15
Hilton Garden Inn Winter Park
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, (379 reviews)
"Friendly front staff, clean property, modern looking, large area for breakfast."
United States
Kara
The price is CA $248
CA $282 total
includes taxes & fees
Jul 2 - Jul 3
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.
The price is CA $4,138
CA $5,340 total
includes taxes & fees
Jun 17 - Jun 18
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.
The price is CA $419
CA $502 total
includes taxes & fees
Jul 1 - Jul 2
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, (1,575 reviews)
"Breakfast was great Clean room Good location"
Canada
Tracy
The price is CA $112
CA $126 total
includes taxes & fees
Jun 28 - Jun 29
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, (1,906 reviews)
"Great place to stay"
United States
Idoel
The price is CA $149
CA $168 total
includes taxes & fees
Jun 14 - Jun 15
Hyatt House Orlando International Drive
Terrace/patio

Fairfield Inn By Marriott Orlando Airport

Fairfield Inn By Marriott Orlando Airport
3.5 star property
Airport North
9.0 out of 10, Wonderful, (2,493 reviews)
"Friendly staff, breakfast was excellent!"
Canada
Roger
The price is CA $100
CA $112 total
includes taxes & fees
Jun 29 - Jun 30
Fairfield Inn By Marriott Orlando Airport
Exterior

La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport
3.0 star property
Airport North
7.4 out of 10, Good, (2,106 reviews)
"great price for the stay and location"
United States
Robert
The price is CA $108
CA $121 total
includes taxes & fees
Jun 29 - Jun 30
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.
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Top Winter Park Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"The amenities are fantastic for a family holiday. The frequent buses that took us to Universal were great. The atmosphere was just wonderful"
Jordan 10-night trip
Posted 1 hour ago
Universal's Cabana Bay Beach Resort

Find out more about Winter Park

Winter Park Chalets information

Number of reviews
11,182
Accommodation
3 Chalets
Lowest Price
CA $112
Highest Price
CA $5,340

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