416+ Hotel & Resort Deals in Winston Park |
  1. USA
  2. Florida
  3. St. Petersburg - Clearwater
  4. Winston Park

Winston Park Hotels, Resorts, and Rentals

About Winston Park Vacation Rentals

There are more than 416 places to stay in Winston 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 Winston 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 Winston 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 Winston Park. Places to stay near Winston Park are 690.57 ft² on average, with prices averaging CA $305 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Winston 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 Winston Park

Type Count
Vacation Homes 224
Holiday Apartments 128
Cottages 6
Unique Vacation Rentals 1
Ski Chalet Rentals 1

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

★ Pro Tip: Hotala.ca 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 Winston Park.

Weather in Winston Park, FL

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

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Frequently Asked Questions About Winston Park?

What are the top hotels or resorts in Winston Park?

You have a lot of choices in or near Winston Park. If you need a hotel in the Winston 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 Winston Park:

How many vacation rentals have private pools in Winston Park?

There are 40 accommodation options with private pools in or near Winston Park. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:

Which hotel or resort in Winston Park is best for families?

If you are looking for a family-friendly hotel, resort, or vacation home in Winston Park, check out one of the following places to stay as all are highly-rated accommodation choices with excellent reviews for families or groups staying in Winston Park:

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

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 416 in the Winston 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 Winston Park.

Nearby Neighborhood (2) 
Neighborhood Property Count
Meadowlawn Hotel & Resort Deals in Florida 476
Fossil Park Hotel & Resort Deals in Florida 480

People Also Ask

There are 44 hotels in Winston Park and 352 rentals

Recently Booked Hotels, Resorts, or Rentals in Winston Park