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Check prices for these dates

In two weeks
Oct 31 - Nov 2
In two months
Dec 12 - Dec 14
In three months
Jan 9 - Jan 11
In four months
Feb 6 - Feb 8

Vacation Homes in Winter Park

Property grounds
Money Saving Clean Small 1/1 Private Apartment on the Orlando Border.
Money Saving Clean Small 1/1 Private Apartment on the Orlando Border.
2.0 star property
The price is ￥11,711
￥20,438 total
includes taxes & fees
Oct 17 - Oct 18
Money Saving Clean Small 1/1 Private Apartment on the Orlando Border.
Outdoor pool
1-bedroom vacation room just 12 minutes from University of Central Florida
1-bedroom vacation room just 12 minutes from University of Central Florida
10.0 out of 10, Exceptional, (1)
"Fantastic Host"
The price is ￥9,507
￥26,447 total
includes taxes & fees
Oct 27 - Oct 28
1-bedroom vacation room just 12 minutes from University of Central Florida
Microwave, oven, stovetop, dishwasher
2bd/2ba Remodled near Winter Park/Hospitals/Downtown + fast wifi
2bd/2ba Remodled near Winter Park/Hospitals/Downtown + fast wifi
The price is ￥17,988
￥39,893 total
includes taxes & fees
Nov 2 - Nov 3
2bd/2ba Remodled near Winter Park/Hospitals/Downtown + fast wifi
Fridge, microwave, oven, stovetop
Mills House @WP. Sleeps 11 Renovated. Queen beds
Mills House @WP. Sleeps 11 Renovated. Queen beds
8.0 out of 10, Very Good, (2)
"The proximity to food sources and entertainment along with getting to family funeral was excellent."
The price is ￥21,595
￥45,404 total
includes taxes & fees
Oct 20 - Oct 21
Mills House @WP. Sleeps 11 Renovated. Queen beds
Terrace/patio
Winter Park Gem, 2BR Near Parks, 3MI to Downtown
Winter Park Gem, 2BR Near Parks, 3MI to Downtown
The price is ￥15,529
￥43,168 total
includes taxes & fees
Oct 19 - Oct 20
Winter Park Gem, 2BR Near Parks, 3MI to Downtown
Fridge, microwave, stovetop, dishwasher
Winter Park Charmer - Heated Pool Home - Close to everything
Winter Park Charmer - Heated Pool Home - Close to everything
8.4 out of 10, Very Good, (10)
"Property was in quiet area. Clean and easy to get to other areas of interest. Comfortable beds. Great pool! "
Winter Park Charmer - Heated Pool Home - Close to everything
4 bedrooms, iron/ironing board, WiFi, bed sheets
5-bedroom house in superb Winter Park
5-bedroom house in superb Winter Park
The price is ￥31,842
￥42,351 total
includes taxes & fees
Oct 19 - Oct 20
5-bedroom house in superb Winter Park
Private kitchen
Mills House @WP. Sleeps 11 Renovated. Queen beds
Mills House @WP. Sleeps 11 Renovated. Queen beds
The price is ￥29,941
￥56,150 total
includes taxes & fees
Oct 20 - Oct 21
Mills House @WP. Sleeps 11 Renovated. Queen beds
Microwave, oven, stovetop, dishwasher
Charming 3-bedroom house with WiFi, AC in welcoming Winter Park
Charming 3-bedroom house with WiFi, AC in welcoming Winter Park
The price is ￥40,595
￥75,045 total
includes taxes & fees
Oct 17 - Oct 18
Charming 3-bedroom house with WiFi, AC in welcoming Winter Park
5 bedrooms, free WiFi, bed sheets
5/4 King bed LUX Arcade near WP/CP & DT Orlando
5/4 King bed LUX Arcade near WP/CP & DT Orlando
The price is ￥62,537
￥118,437 total
includes taxes & fees
Oct 17 - Oct 18
5/4 King bed LUX Arcade near WP/CP & DT Orlando
Fridge, microwave, oven, stovetop
Home Sweet Home
Home Sweet Home
9.6 out of 10, Exceptional, (20)
"It was a great location for our trip and everything was true to the listing. The host was very responsive and helpful."
The price is ￥8,602
￥44,736 total
includes taxes & fees
Nov 3 - Nov 4
Home Sweet Home
Interior
Charming 2-bedroom apartment in house with AC, WiFi included
Charming 2-bedroom apartment in house with AC, WiFi included
10.0 out of 10, Exceptional, (5)
"It was quiet, clean and had snacks and drinks for us."
The price is ￥15,619
￥22,288 total
includes taxes & fees
Oct 19 - Oct 20
Charming 2-bedroom apartment in house with AC, WiFi included
Interior
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
8.8 out of 10, Excellent, (95)
"This home was right where we needed, clean, spacious and the pool was lovely. "
The price is ￥16,162
￥72,568 total
includes taxes & fees
Oct 29 - Oct 30
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
Living area
Kissimmee resort home with pool
Kissimmee resort home with pool
9.4 out of 10, Exceptional, (16)
"We had a very nice stay here. There was plenty of room to spread out and we appreciated having our own pool. Would definitely come back!"
Kissimmee resort home with pool
Terrace/patio
THE CHLOE by EVRH
THE CHLOE by EVRH
8.8 out of 10, Excellent, (66)
"This house was great for our stay. The decor and cleanliness was great. "
The price is ￥14,940
￥75,721 total
includes taxes & fees
Oct 19 - Oct 20
THE CHLOE by EVRH
House | 4 bedrooms
Super Fun-colors Gameroom Lakeviews Sleeps 13
Super Fun-colors Gameroom Lakeviews Sleeps 13
2.0 star property
Super Fun-colors Gameroom Lakeviews Sleeps 13
Terrace/patio
Escape to Paradise!Luxury Waterfront Heated Pool House in Tranquil Neighborhood!
Escape to Paradise!Luxury Waterfront Heated Pool House in Tranquil Neighborhood!
10.0 out of 10, Exceptional, (21)
"Was a great property for our Disney vacation ! Very clean, nice beds . "
Escape to Paradise!Luxury Waterfront Heated Pool House in Tranquil Neighborhood!
House | 4 bedrooms
Super Liked - 4BD 3 5b 6 Miles To Disney Springs
Super Liked - 4BD 3 5b 6 Miles To Disney Springs
2.0 star property
The price is ￥15,855
￥58,934 total
includes taxes & fees
Nov 3 - Nov 4
Super Liked - 4BD 3 5b 6 Miles To Disney Springs
Exterior
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
9.6 out of 10, Exceptional, (9)
"The space was private, comfortable and very clean. Ashlee is an amazing hostess. "
The price is ￥11,816
￥21,405 total
includes taxes & fees
Oct 27 - Oct 28
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Dining
Florida Vacation with pool fun for families
Florida Vacation with pool fun for families
9.4 out of 10, Exceptional, (36)
"The place is perfectly located and clean. Loved it "
The price is ￥19,316
￥53,023 total
includes taxes & fees
Oct 20 - Oct 21
Florida Vacation with pool fun for families
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

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"Great place to stay, clean and safe. "
Melanie 1-night trip
Posted 7 hours ago
Hyatt Regency Orlando International Airport

Find out more about Winter Park

Winter Park Vacation Homes information

Number of reviews
273
Accommodation
6019 Vacation Homes
Lowest Price
￥21,405
Highest Price
￥118,437

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