Winter Park Chalets

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Chalets in Winter Park

No exact matches found, but these alternatives could be just right

Recommended hotels in Winter Park

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

2.0 star property
Fairview Shores
$91 nightly
The price is $100
Dec 14 - Dec 15
Total with taxes and fees
Virbo Host Website is not working for me. Do not book this property. Thank you
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

3.0 star property
Orlando
10.0 out of 10, Exceptional, (1)
"Pool is very inviting"
United States
Geri Lamborn M.
$229 nightly
The price is $255
Dec 21 - Dec 22
Total with taxes and fees
Quiet and safe neighborhood come to this great place with lots of room for relax
Exterior detail
Magic Studio

Magic Studio

Orlando
9.6 out of 10, Exceptional, (4)
"Clean, roomy for two, comfortable bed, Met all our needs. Plan to stay there again."
United States
Nan D.
$207 nightly
The price is $230
Dec 31 - Jan 1, 2026
Total with taxes and fees
Magic Studio
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)
"Fantastic Host"
United States
Marek K.
$148 nightly
The price is $164
Jan 4 - Jan 5, 2026
Total with taxes and fees
1-bedroom vacation room just 12 minutes from University of Central Florida
Front of property
Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park

3.0 star property
Winter Park
9.2 out of 10, Wonderful, (625)
"Loved the layout of the room and the Crabtree & Evelyn products in the shower. Close to many restaurants and shops. "
United States
Laura
$211 nightly
The price is $238
Dec 14 - Dec 15
Total with taxes and fees
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, (332)
"Good stay"
United States
Brandi
$201 nightly
The price is $226
Dec 7 - Dec 8
Total with taxes and fees
SpringHill Suites by Marriott Winter Park
Fridge, microwave, oven, stovetop
Sleek, Spacious & Central – Your Ideal Getaway

Sleek, Spacious & Central – Your Ideal Getaway

2.0 star property
Fairview Shores
$174 nightly
The price is $193
Dec 26 - Dec 27
Total with taxes and fees
Sleek, Spacious & Central – Your Ideal Getaway
Exterior
Cozy RV with AC and fitness room in brilliant Winter Park

Cozy RV with AC and fitness room in brilliant Winter Park

Goldenrod
$120 nightly
The price is $132
Dec 7 - Dec 8
Total with taxes and fees
Cozy RV with AC and fitness room in brilliant Winter Park
Terrace/patio
Winter Park Gem, 2BR Near Parks, 3MI to Downtown

Winter Park Gem, 2BR Near Parks, 3MI to Downtown

College Park
10.0 out of 10, Exceptional, (1)
"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.
$253 nightly
The price is $281
Dec 8 - Dec 9
Total with taxes and fees
Winter Park Gem, 2BR Near Parks, 3MI to Downtown
Front Side Balcony Suite, 1 King | Terrace/patio
Park Plaza Hotel

Park Plaza Hotel

3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1001)
"Excellent historical hotel on the famed Park Avenue in Winter Park. Great Location for Dining & Outdoor Activities. Hotel was comfortable and Staff were Friendly & Knowledgeable. Would Highly Recommend This Hotel."
United States
Marshall
$183 nightly
The price is $206
Dec 21 - Dec 22
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, (1000)
"Amazing location, warm and friendly staff, beautiful property!"
Canada
Diandra
$282 nightly
The price is $317
Dec 20 - Dec 21
Total with taxes and fees
The Alfond Inn
Exterior
Cute 5-bedroom,6bed house in superb Winter Park.

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

Winter Park
$432 nightly
The price is $479
Dec 14 - Dec 15
Total with taxes and fees
Cute 5-bedroom,6bed house in superb Winter Park.
Property grounds
Charming 3-bedroom house with WiFi, AC in welcoming Winter Park

Charming 3-bedroom house with WiFi, AC in welcoming Winter Park

Winter Park
Charming 3-bedroom house with WiFi, AC in welcoming Winter Park
Exterior
La Quinta Inn & Suites by Wyndham Orlando Airport North

La Quinta Inn & Suites by Wyndham Orlando Airport North

3.0 star property
Airport North
7.4 out of 10, Good, (781)
"Near the beach , very nice people at the reception. "
United States
Leonie
$79 nightly
The price is $89
Dec 8 - Dec 9
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Orlando Airport North
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
8.8 out of 10, Excellent, (650)
"Hospitable staff and nice rooms."
United States
Iryna
$71 nightly
The price is $80
Dec 14 - Dec 15
Total with taxes and fees
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Outdoor pool, open 9:00 AM to 9:00 PM, sun loungers
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3.0 star property
Kissimmee
8.2 out of 10, Very Good, (5137)
"Overall good experience would stay again"
United States
Jacquelyn
$70 nightly
The price is $79
Dec 14 - Dec 15
Total with taxes and fees
Palazzo Lakeside Hotel
Exterior
Tru By Hilton Orlando Convention Center Area, FL

Tru By Hilton Orlando Convention Center Area, FL

3.5 star property
International Drive District
9.0 out of 10, Wonderful, (3638)
"Great location clean rooms "
United States
Erika
$79 nightly
The price is $89
Dec 14 - Dec 15
Total with taxes and fees
Tru By Hilton Orlando Convention Center Area, FL
Property entrance
Avanti International Resort

Avanti International Resort

4.0 star property
International Drive District
7.8 out of 10, Good, (4266)
"Great room, helpful cleaners, wonderful pool, great location"
United Kingdom
Gabrielle
$86 nightly
The price is $96
Jan 4 - Jan 5, 2026
Total with taxes and fees
Avanti International Resort
Exterior
Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport

3.0 star property
Belle Isle
9.0 out of 10, Wonderful, (3976)
"Excellent beds, clean and close to airport "
Canada
Rosalyn
$82 nightly
The price is $92
Dec 17 - Dec 18
Total with taxes and fees
Wyndham Garden Orlando Airport
Exterior
Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista

3.0 star property
Orlando
8.8 out of 10, Excellent, (1897)
"Great rooms, staff, and property!"
United States
Cindy
$74 nightly
The price is $83
Dec 14 - Dec 15
Total with taxes and fees
Aloft Orlando Lake Buena Vista
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

Lake Buena Vista Resort Village & Spa

Lake Buena Vista Resort Village & Spa

10/10 Excellent
"Great location! Accessibly to all of the parks, shopping, restaurants local culture. Highly recommended…we will be back soon!"
Rosalyn 5-night trip
Posted 19 hours ago
Lake Buena Vista Resort Village & Spa

Find out more about Winter Park

Winter Park Chalets information

Number of reviews
23,357
Accommodation
17 Chalets
Lowest Price
$79
Highest Price
$479

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