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Compare 182 Cottages in Winter Park with updated reviews, rates, and availability.
Orlando Lakefront Tiny House Community
Orlando Lakefront Tiny House Community
9.2 out of 10, Wonderful, (140)
The price is AED 281
AED 578 total
includes taxes & fees
4 Jun - 5 Jun
Stunning Lakeview Townhome w/ Private Pool!
Stunning Lakeview Townhome w/ Private Pool!
8.0 out of 10, Very Good, (8)
Cottage II
Cottage II
9.2 out of 10, Wonderful, (17)
The price is AED 360
AED 641 total
includes taxes & fees
25 May - 26 May
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Downtown Winter Garden Cottage ~ 12 Mi to Disney!
Downtown Winter Garden Cottage ~ 12 Mi to Disney!
9.8 out of 10, Exceptional, (39)
Beautiful, Modern Home W/private Pool! Near WDW
Beautiful, Modern Home W/private Pool! Near WDW
9.6 out of 10, Exceptional, (7)
Downtown Winter Garden Home ~ 12 Mi to Disney!
Downtown Winter Garden Home ~ 12 Mi to Disney!
10.0 out of 10, Exceptional, (3)
Quiet 1 bedroom Guest House with pool & WiFi Lake May, Florida
Quiet 1 bedroom Guest House with pool & WiFi Lake May, Florida
9.8 out of 10, Exceptional, (17)
4214 Paragraph Drive
4214 Paragraph Drive
Idyllic Sorrento Vacation Home w/ Patio & Grill
Idyllic Sorrento Vacation Home w/ Patio & Grill
10.0 out of 10, Exceptional, (1)
Orlando Home w/ Lake View, Pool & Game Room!
Orlando Home w/ Lake View, Pool & Game Room!
Luxurious Home W/private Pool, Near Disney!
Luxurious Home W/private Pool, Near Disney!
8.0 out of 10, Very Good, (3)
Cozy 3 BR/2 BA Downtown Winter Garden Cottage property.
Cozy 3 BR/2 BA Downtown Winter Garden Cottage property.
The price is AED 367
AED 929 total
includes taxes & fees
24 Jun - 25 Jun
Lake View! Experience the Sunsets Here!
Lake View! Experience the Sunsets Here!
A curated stay in the Historic College Quarter
A curated stay in the Historic College Quarter
10.0 out of 10, Exceptional, (37)
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
10.0 out of 10, Exceptional, (2)
Cozy Tiny Home Near Disney World & Orlando Parks!
Cozy Tiny Home Near Disney World & Orlando Parks!
8.0 out of 10, Very Good, (9)
Modern Winter Garden Cottage: 16 Mi to Disney
Modern Winter Garden Cottage: 16 Mi to Disney
9.8 out of 10, Exceptional, (8)
Cottage Retreat in the City
Cottage Retreat in the City
10.0 out of 10, Exceptional, (27)
The Tiny House Cottage @ Downtown Sanford
The Tiny House Cottage @ Downtown Sanford
7.0 out of 10, Good, (2)
Resort Townhome: Perfect Orlando Vacation Spot!!
Resort Townhome: Perfect Orlando Vacation Spot!!
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.
Other property types in Winter Park
Hyatt Regency Orlando International Airport
Hyatt Regency Orlando International Airport
9.4 out of 10, Exceptional, (4845)
The price is AED 694
AED 768 total
includes taxes & fees
29 May - 30 May
Avanti International Resort
Avanti International Resort
7.8 out of 10, Good, (2093)
The price is AED 309
AED 409 total
includes taxes & fees
11 Jun - 12 Jun
Lake Buena Vista Resort Village & Spa
Lake Buena Vista Resort Village & Spa
8.4 out of 10, Very Good, (7222)
The price is AED 587
AED 758 total
includes taxes & fees
27 May - 28 May
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.
Recent reviews of Winter Park hotelsExpedia verified reviews
5/5 Excellent
"Loved everything"
A verified traveler from Andalusia stayed at Caribe Royale Orlando
Posted 10 hours ago
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