Find all hotels by Diamond Resorts in Winter Park, FL from $100
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Cypress Pointe Resort
Cypress Pointe Resort
9.0 out of 10, Wonderful, 1,985 reviews
The price is $100
$135 total
includes taxes & fees
Jun 4 - Jun 5
Bryan’s Spanish Cove
Bryan’s Spanish Cove
9.2 out of 10, Wonderful, 1,005 reviews
The price is $173
$211 total
includes taxes & fees
Jun 4 - Jun 5
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.
Diamond Resorts Winter Park Hotel Guide
Some globe-trotters choose hotels based on location, but others book by name. And thanks to Expedia you don’t have to pick. It is why we offer such an expansive range of Diamond Resorts hotels in Winter Park, Orlando. Known for well-appointed rooms and friendly, personalized service, each of the top Diamond Resorts Winter Park hotels guarantees an unparalleled level of comfort and quality.
You’ll find best-in-class amenities like clean rooms and quiet atmospheres, and some Winter Park Diamond Resorts locations may even offer extra little benefits and discounts for frequent travelers.
Recent reviews of Winter Park hotelsExpedia verified reviews
Wyndham Garden Lake Buena Vista Disney Springs® Resort Area
5/5 Excellent
"Great place to stay! Park your car and enjoy everything around it. "
A verified traveler stayed at Wyndham Garden Lake Buena Vista Disney Springs® Resort Area
Posted 9 hours ago
Hotels in Winter Park Neighborhoods
Hotels near popular Orlando Attractions
- Hotels near Full Sail University
- Hotels near Rollins College
- Hotels near Winter Park Village
- Hotels near Casa Feliz Historic Home Museum
- Hotels near Kraft Azalea Gardens
- Hotels near Morse Museum of American Art
- Hotels near Lee Road Shopping Center
- Hotels near Albin Polasek Museum and Sculpture Gardens
- Hotels near Mead Garden
- Hotels near Lake Virginia
More Hotel Options in Winter Park
- Beach Hotels (1)
- Boutique Hotels (2)
- Business Hotels (2)
- Family Hotels (4)
- Golf Hotels (2)
- Historic Hotels (2)
- Hotel Wedding Venues (2)
- Hotel with a Concierge (2)
- Hotels & Resorts for Couples (4)
- Hotels on the Lake (1)
- Hotels with Air Conditioning (3)
- Hotels with Balconies (2)
- Hotels with Bars (2)
- Hotels with Childcare (1)
- Hotels with Connecting Rooms (2)
- Hotels with Fireplaces (2)
- Hotels with Free Breakfast (1)
- Hotels with Free Wifi (2)
- Hotels with Laundry Facilities (1)
- Hotels with Restaurants (2)
- Hotels with Room Service (1)
- Hotels with a Gym (1)
- Hotels with a Pool (1)
- Hotels with a View (2)
- Hotels with an Outdoor Pool (1)
- Luxury Hotels (2)
- Non-Smoking Hotels (3)
- Pet-friendly Hotels (2)
- Resorts & Hotels with Spas (1)
- Romantic Hotels (2)
More Accommodation Types in Winter Park
Explore more hotels
- Lake Buena Vista Resort Village & Spa
- Rosen Shingle Creek
- Rosen Inn International
- Palazzo Lakeside Hotel
- Drury Plaza Hotel Orlando - Disney Springs Area
- Westgate Lakes Resort & Spa Universal Studios Area
- Rosen Centre Hotel
- Wyndham Garden Lake Buena Vista Disney Springs® Resort Area
- Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
- Hyatt Regency Orlando International Airport
- Wyndham Grand Orlando Resort Bonnet Creek
- Hyatt Regency Grand Cypress
- Red Lion Hotel Orlando Lake Buena Vista South
- Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
- Rosen Inn at Pointe Orlando
- CoCo Key Hotel and Water Resort
- Clarion Inn International Drive
- Pestana Orlando Suites - Lake Buena Vista
- Rosen Inn Lake Buena Vista
- Tru By Hilton Orlando Convention Center Area, FL