186+ Hotel & Resort Deals in Winter Park |
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Winter Park Hotels, Resorts, and Rentals

About Winter Park Vacation Rentals

There are more than 186 places to stay in Winter Park that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Winter Park.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Winter Park, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Winter Park. Places to stay near Winter Park are 788.27 ft² on average, with prices averaging ZA R3,833 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Winter Park with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Winter Park

Type Count
Vacation Homes 107
Holiday Apartments 44
Villas 5
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Winter Park

★ Pro Tip: Hotala.co.za has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Winter Park.

Weather in Winter Park, FL

View the weather forecast for Winter Park before booking your Winter Park Vacation Rentals to confirm your best time to go.

December - February
High 38°F       Low 2°F
March - May
High 55°F       Low 18°F
June - August
High 75°F       Low 34°F
September - November
High 67°F       Low 19°F

Stay Near Winter Park's Top Attractions

Hotala.co.za can help you find hotels, resorts, and rentals near many of Winter Park's top attractions, neighborhoods, and points of interest.


Full Sail University
Rollins College
Winter Park Village
Kraft Azalea Gardens
Casa Feliz Historic Home Museum
Mead Garden
Lee Road Shopping Center
Morse Museum of American Art
Lake Virginia
Albin Polasek Museum and Sculpture Gardens
Crealde School of Art
All Fired Up
Winter Park Playhouse
Alfond Swimming Pool
Winter Park Country Club
Winter Park Corner Shopping Center
The Center of Winter Park Shopping Center
Virginia S. Nelson Rose Garden
Winter Pines Golf Club
Winter Park History Museum

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Mead Garden 728 Properties
Hollie Anna Shopping Center 573 Properties
Lake Rose 514 Properties
Winter Park Playhouse 512 Properties
Lake Virginia 510 Properties
Alfond Swimming Pool 507 Properties
Lee Road Shopping Center 489 Properties
All Fired Up 469 Properties
Cahall Sandspur Field 460 Properties
Hannibal Square Heritage Center 458 Properties
Cornell Fine Arts Museum 456 Properties
Goldenrod 168 Properties

Frequently Asked Questions About Winter Park?

What are the top hotels or resorts in Winter Park?

You have a lot of choices in or near Winter Park. If you need a hotel in the Winter Park area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Winter Park:

How many hotels, resorts, or rentals are available in Winter Park?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 186 in the Winter Park area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Winter Park.

Nearby Neighborhood (6) 
Neighborhood Property Count
Northeast Orlando Hotel & Resort Deals in Orlando, Florida 590
College Park Hotel & Resort Deals in Orlando, Florida 44
Goldenrod Hotel & Resort Deals in Orlando, Florida 168
North Orange Hotel & Resort Deals in Orlando, Florida 863
Baldwin Park Hotel & Resort Deals in Orlando, Florida 544
Orwin Manor Hotel & Resort Deals in Orlando, Florida 842

People Also Ask

There are 17 hotels in Winter Park and 156 rentals

Recently Booked Hotels, Resorts, or Rentals in Winter Park