Clearwater Beach Winter Rentals

Clearwater Beach is an excellent winter vacation destination. The beach is quiet, the sun is warm, the food is delicious, and white sand is always better than white snow. B&W Management offers the best Clearwater Beach winter rentals for those looking to warm up for a week or for those looking to stay all winter long!

Clearwater Beach Winter Rentals with Beachfront Views

Come enjoy the warm weather from B&W Management’s beachfront condos located on Clearwater Beach. All our condos have private balconies, multiple bedrooms and bathrooms, full kitchens, in-unit laundry, and more! Enjoy just being steps away from the soft white sand of Clearwater Beach, and while the Gulf waters may be too cool to swim, enjoy our heated pools.

Enjoying a Clearwater Beach winter rental gives you the perfect time of year to take long beach walks, such as the walk to Caladesi Island, with beautiful views the whole way. If it’s a windy day and feeling a little too cool, there’s so many beautiful things to do in the area during the winter.

Non-Beach – Clearwater Beach Winter Rental Activities

• NFL Games: Enjoy watching the local Tampa Bay Buccaneers.
• NHL Games: Catch a Tampa Bay Lightning game, or one of the two outdoor hockey games in Florida in 2026.
• Manatee Viewing: kayak with manatees in Crystal River area or go visit them at the manatee viewing center.
• Visit the Mermaids and enjoy the warm spring water at Weeki Wachee.
• Day trips to Tarpon Springs, Dunedin, or Safety Harbor.
• Nearby museums: History, baseball, art, cigars, are more!
• Clearwater Marine Aquarium
• Pickleball is only steps away from our beachfront condos.