Clearwater vacation rentals

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Popular amenities for Clearwater vacation rentals

Stay near Clearwater's top sights

Clearwater Beach1,870 locals recommend
Clearwater Marine Aquarium714 locals recommend
Pier 60 Clearwater52 locals recommend
Caladesi Island State Park192 locals recommend
Frenchy's Rockaway Grill262 locals recommend
Sandpearl Resort14 locals recommend

Quick stats about vacation rentals in Clearwater

  • Total rentals

    3.3K properties

  • Total number of reviews

    123K reviews

  • Family-friendly rentals

    1.8K properties are a good fit for families

  • Pet-friendly rentals

    1K properties allow pets

  • Rentals with a pool

    1.9K properties have a pool

  • Rentals with dedicated workspaces

    1.7K properties have a dedicated workspace

Your guide to Clearwater

All About Clearwater

Sitting on Florida’s Gulf Coast, just 20 miles northwest of Tampa, Clearwater is a blend of small beachside town and metropolitan hotspot. Here you can bask in the sun on the sugar-white sand beaches while boats bob in the Clearwater Harbor Marina. Along the Beach Walk promenade flagged by mangrove trees, five-star restaurants bump elbows with casual beachside seafood eateries, featuring local specialties like freshly caught stone crab or grouper sandwiches. In the evening Pier 60 holds a nightly sunset festival, where vendors set up stalls and street performers show off their music, magic, and more.

Caladesi Island State Park, which can be reached by ferry, offers miles of hiking or biking trails and the chance to kayak over the crystal clear waters of the gulf. This pristine island is home to several natural habitats that are crucial to the survival of native plant and animal species.


The best time to stay in a vacation rental in Clearwater

With Clearwater’s location on the Gulf Coast, the city experiences mild weather all year round. Summer brings high heat and humidity, and the start of hurricane season means this is Clearwater’s slow season. In October, temperatures start to cool off but there are fewer visitors than in the peak winter and spring season, so this may be an ideal time to book your Clearwater vacation rental if you’re looking for a quiet getaway. Snowbirds and spring breakers come to the area in the winter and early spring to enjoy the warm weather and beautiful beaches, making this the busiest time of the year.

Clearwater hosts a music and arts festival every May, and each June the streets transform into a living gallery during the Art Walk. Foodies looking to indulge in the region’s cuisine may want to visit in late October when the Stone Crab Festival celebrates the local delicacy.


Top things to do in Clearwater

Sand Key Bridge

The views from this concrete bridge connecting Clearwater with the more secluded Sand Key Park make Sand Key Bridge worth visiting. On one side of the walking path is the beautiful Clearwater skyline, with shimmering glass skyscrapers reflecting the waters of the Gulf. Opposite that are the swaying mangrove trees, salt marshes, and white sand beaches of Sand Key Park, where you can take a quiet stroll through the park’s trails.

Clearwater Dolphins Trail

During your visit to Clearwater, keep a lookout for colorful life-sized dolphin statues. This collaborative art project sponsored by the city comprises more than 120 dolphins designed and created by local artists. The dolphins are made of glass, ceramic, and fiber art, and they are hidden all throughout the city.

Moccasin Lake State Park

This 51-acre nature preserve is an exhibition of the plant and wildlife native to Clearwater Beach, like peacocks, gopher turtles, and birds of prey. Explore miles of trails and boardwalks that pass over gentle streams in the shade of massive oak trees. The preserve is also a rehabilitation center for birds of prey, like the iconic Bald Eagle.

Frequently Asked Questions

  • How is the weather in Clearwater?

    Clearwater experiences a humid subtropical climate. Summers, from June to September, are hot and humid with temperatures around 90°F (32°C). Winters, from December to February, are mild, with average temperatures around 70°F (21°C). The city has plenty of sunshine year-round, hence its name.

  • What are some of the best things to do in Clearwater?

    Clearwater is known for its sun-drenched beaches, and travelers often enjoy unwinding on the soft sands of Clearwater Beach. For nature enthusiasts, exploring the trails of Moccasin Lake Nature Park is a popular activity. A visit to the Clearwater Marine Aquarium to learn about marine life rescue is also frequently suggested.

  • What is the best time of year to visit Clearwater?

    The most popular time to visit Clearwater is from February to May when the weather is warm, around 70°F to 80°F (21°C to 27°C), and the city hosts several local events, including the vibrant Pier 60 Sugar Sand Festival in April and the Clearwater Sea-Blues Festival in February.

  • What are the best places to stay in Clearwater?

    Island Estates is a popular area for its waterfront properties and proximity to Clearwater Marine Aquarium. Downtown Clearwater is also frequently suggested for its bustling culture and nightlife. For those looking for a beachfront location, Clearwater Beach is often recommended.

  • What are the best places to visit in Clearwater?

    The most popular places to visit in Clearwater include the Clearwater Marine Aquarium, home to rescued marine life, and the long, sandy Clearwater Beach. The vibrant Pier 60, known for its sunset celebrations, and the tranquil Moccasin Lake Nature Park are also frequently suggested.

  • What are some hiking trails in Clearwater?

    For those keen on exploring outdoors, Clearwater has a number of trails such as the 60-mile (97 km) Pinellas Trail, perfect for biking and walking. The Cliff Stephens Park offers a scenic trail around a lake, while the Moccasin Lake Nature Park has a variety of short trails through diverse ecosystems.

  • What are some family activities to do in Clearwater?

    Families in Clearwater can explore the captivating marine life at the Clearwater Marine Aquarium, experience interactive exhibits at the Great Explorations Children's Museum, or spend a day at the Splash Harbour Water Park. They can also enjoy building sandcastles and playing beach games at Clearwater Beach.

  • What are some of the best day trip ideas in Clearwater?

    For day trips from Clearwater, consider a visit to the vibrant city of Tampa, just 23 miles (37 km) east, or the charming city of St. Petersburg, 19 miles (30 km) to the southeast. A boat trip to Caladesi Island State Park for unspoiled beaches and nature trails is also a popular choice.

  • Are there vacation rentals with a dedicated workspace in Clearwater?

    Yes! Work meets play with ease at over 1,660 vacation rentals in Clearwater featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Clearwater?

    Four-legged friends are welcome in Clearwater. Choose from more than 1,040 vacation rentals for guests traveling with pets.

Destinations to explore

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