Winter Park Chalets

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  • Upfront pricing

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

Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14
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
9.4 out of 10, Exceptional, (3 reviews)
"Fantastic Host"
United States
Marek K.
$164 nightly
The price is $181
Feb 23 - Feb 24
Total with taxes and fees
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
10.0 out of 10, Exceptional, (2 reviews)
"Pool is very inviting"
United States
Geri Lamborn M.
$242 nightly
The price is $269
Feb 24 - Feb 25
Total with taxes and fees
Quiet and safe neighborhood come to this great place with lots of room for relax
Exterior detail

Stylish Boutique Guest house in Winter Park

Stylish Boutique Guest house in Winter Park
Winter Park
10.0 out of 10, Exceptional, (104 reviews)
"Beautiful house and such sweet hosts! Would highly recommend! The cabinets were well stocked! "
United States
Amber V.
$310 nightly
The price is $344
Feb 22 - Feb 23
Total with taxes and fees
Stylish Boutique Guest house in Winter Park
Interior

Cozy home 5min to Park Ave and Downtown Orlando

Cozy home 5min to Park Ave and Downtown Orlando
Fairview Shores
$305 nightly
The price is $338
Feb 22 - Feb 23
Total with taxes and fees
Cozy home 5min to Park Ave and Downtown Orlando
Fridge, microwave, oven, stovetop

Sleek, Spacious & Central – Your Ideal Getaway

Sleek, Spacious & Central – Your Ideal Getaway
Fairview Shores
10.0 out of 10, Exceptional, (1 review)
"Great location in Winter Park! So many quality restaurants and things to do close by. The home is easily accessible with plenty of space. The host, Wendy was very hospitable. We left a toiletry bag and she was kind enough to let us know so we could come back. We enjoyed our one night stay!"
United States
Adam A.
$196 nightly
The price is $218
Feb 23 - Feb 24
Total with taxes and fees
Sleek, Spacious & Central – Your Ideal Getaway
Exterior detail

Virbo Host Website is not working for me. Do not book this property. Thank you

Virbo Host Website is not working for me. Do not book this property. Thank you
Fairview Shores
$99 nightly
The price is $109
Feb 22 - Feb 23
Total with taxes and fees
Virbo Host Website is not working for me. Do not book this property. Thank you
Terrace/patio

Cozy home w/working space & kitchen

Cozy home w/working space & kitchen
College Park
8.0 out of 10, Very Good, (2 reviews)
"We had a wonderful stay — the house was spotless, comfortable, and offered plenty of space. The peaceful neighborhood and convenient location made it easy to explore the area."
United States
Danielle H.
$228 nightly
The price is $254
Feb 25 - Feb 26
Total with taxes and fees
Cozy home w/working space & kitchen
Exterior detail

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

Charming home @wp. Patio +Gazebo. close to highwys
Fairview Shores
10.0 out of 10, Exceptional, (1 review)
"Very clean and location was great"
United States
Vicki V.
$233 nightly
The price is $259
Feb 22 - Feb 23
Total with taxes and fees
Charming home @wp. Patio +Gazebo. close to highwys
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, (1,003 reviews)
"Friendly staff, clean and beautiful atmosphere."
United States
Kristin
$183 nightly
The price is $206
Mar 8 - Mar 9
Total with taxes and fees
Park Plaza Hotel
Exterior

Spacious 5-bedroom house in gorgeous Winter Park

Spacious 5-bedroom house in gorgeous Winter Park
Winter Park
$369 nightly
The price is $408
Mar 3 - Mar 4
Total with taxes and fees
Spacious 5-bedroom house in gorgeous Winter Park
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
$389 nightly
The price is $433
Feb 24 - Feb 25
Total with taxes and fees
Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence
Exterior

Funky Remodeled Otown Bungalow Sleeps 8

Funky Remodeled Otown Bungalow Sleeps 8
Fairview Shores
$259 nightly
The price is $288
Feb 22 - Feb 23
Total with taxes and fees
Funky Remodeled Otown Bungalow Sleeps 8
Exterior

Cozy RV with AC and fitness room in brilliant Winter Park

Cozy RV with AC and fitness room in brilliant Winter Park
Goldenrod
Cozy RV with AC and fitness room in brilliant Winter Park
Exterior

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

Comfy Tiny Home @WP. Large Private Deck+Queen bed
Fairview Shores
$234 nightly
The price is $260
Mar 1 - Mar 2
Total with taxes and fees
Comfy Tiny Home @WP. Large Private Deck+Queen bed
Exterior

Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
3.0 star property
Winter Park
9.2 out of 10, Wonderful, (653 reviews)
"Very clean, nice staff, well located"
United States
KRISTIAN
$193 nightly
The price is $217
Mar 9 - Mar 10
Total with taxes and fees
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, (1,000 reviews)
"Location was great, friendly staff, beautiful hotel."
United States
Jessica
$394 nightly
The price is $443
Mar 1 - Mar 2
Total with taxes and fees
The Alfond Inn
Exterior detail

Mills House @WP. Sleeps 11 Renovated. Queen beds

Mills House @WP. Sleeps 11 Renovated. Queen beds
Fairview Shores
6.0 out of 10, (1 review)
"The air fresheners plug ins were too powerful, we had to put them outside while we stayed in the house. Not enough power outlets. Hanging lamps on master bedroom are not practical, didn’t find the switch to turn them off. Spot light outside kept me up. The motion triggered the light to go on and off constantly. "
United States
Monica E.
$296 nightly
The price is $329
Feb 22 - Feb 23
Total with taxes and fees
Mills House @WP. Sleeps 11 Renovated. Queen beds
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, (351 reviews)
"Nice, clean hotel with a very friendly staff. I will book again!"
United States
kelly
$232 nightly
The price is $261
Feb 22 - Feb 23
Total with taxes and fees
SpringHill Suites by Marriott Winter Park
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.
$598 nightly
The price is $661
Mar 1 - Mar 2
Total with taxes and fees
Cute 5-bedroom,6bed house in superb Winter Park.
Exterior

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,556 reviews)
"Breakfast was excellent! Hotel is very clean. "
Canada
Danqing
$124 nightly
The price is $140
Mar 22 - Mar 23
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.
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Top Winter Park Hotel Reviews

La Quinta Inn & Suites by Wyndham Orlando Airport North

La Quinta Inn & Suites by Wyndham Orlando Airport North

10/10 Excellent
"Friendly staff and clean room. Nice!"
William 1-night trip
Posted 23 hours ago
La Quinta Inn & Suites by Wyndham Orlando Airport North

Find out more about Winter Park

Winter Park Chalets information

Number of reviews
4,678
Accommodation
17 Chalets
Lowest Price
$109
Highest Price
$661

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