Clearwater vacation rentals

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Top-rated vacation rentals in Clearwater

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite
Apartment in Clearwater
Private studio attached to house. Pool&bikes
Completely private studio, bathroom & your own private saltwater pool. Studio attached to house. No cleaning fee. 1 block west to Edgewater trail. Beautiful sunsets on water. 1 block east to famous Pinellas trail. Stroll to downtown Dunedin or TD Stadium. Cruiser bikes provided. Drive, Uber, trolley or bike 4.5 miles to Clearwater Beach or Honeymoon Island. Near restaurants, shops, dancing, kayaking, fishing, boating, biking, baseball, etc! Space is not appropriate for under 18, pets, parties.
Sep 26 – Oct 3
$120 per night
4.99 out of 5 average rating, 346 reviews
Guest favorite
Guest suite in Dunedin
Downtown Coastal Studio
Our Downtown Coastal Studio was recently renovated. The studio has a bright and airy atmosphere. Both clean and cozy, it is the perfect place to rest and relax. Located in the heart of downtown Dunedin and two blocks to the Pinellas Trail. Simply park your car and enjoy downtown on foot or rent a bike and cruise around. We are close to two major beaches, the marina, and John G. Hubbard Park, which is just across the street with a nice path to stroll along the water or take in the sunset.
Jun 21 – 28
$85 per night
4.93 out of 5 average rating, 198 reviews
Guest favorite
Home in Clearwater Beach
Beach House
This house is a three bedroom, two bath, beach home that sleeps six people. It is on the beach as seen in the pictures. The porch which surrounds the house to the north and west side, gives you an expanded view of the beach and the Gulf of Mexico. The newly added front patio area expands out from the deck giving our guests a lounging area while overlooking the beach. You do not get any closer to the beach and you could not ask for a better place to enjoy your stay at Clearwater Beach.
Dec 12 – 19
$505 per night
5.0 out of 5 average rating, 108 reviews

Popular amenities for Clearwater vacation rentals

Stay near Clearwater's top sights

Clearwater Marine Aquarium714 locals recommend
Sand Key Park95 locals recommend
Shephard's Beach Resort71 locals recommend
Pier 60132 locals recommend
Pier 60 Clearwater52 locals recommend
Ruth Eckerd Hall45 locals recommend

Other great vacation rentals in Clearwater

Guest favorite
Guest suite in Clearwater
Home away from home!
Jan 26 – Feb 2
$65 per night
4.9 out of 5 average rating, 135 reviews
Superhost
Home in Indian Rocks Beach
Stunning views! Spot dolphins from the pool!
Sep 17 – 24
$657 per night
4.86 out of 5 average rating, 302 reviews
Guest favorite
Home in Largo
Gem-3 miles to the Beach -king bed -free parking
Oct 31 – Nov 7
$117 per night
4.97 out of 5 average rating, 105 reviews
Guest favorite
Apartment in Clearwater
Private Apt, Beach 2 mi, Steps to Park & Downtown
Aug 12 – 19
$100 per night
4.95 out of 5 average rating, 150 reviews
Guest favorite
Home in Clearwater
Sunset Walk on Waterfront 1BD Cottage
Nov 7 – 14
$86 per night
4.92 out of 5 average rating, 38 reviews
Guest favorite
Apartment in Clearwater
Studio 4-The Waters' Edge-Sleeps 2
Nov 29 – Dec 6
$87 per night
4.94 out of 5 average rating, 54 reviews
Guest favorite
Home in Clearwater
Vintage Style (B) House minutes from the beach
Jul 22 – 29
$103 per night
4.93 out of 5 average rating, 45 reviews
Guest favorite
Guest suite in Clearwater
10 mins to Clearwater beach! King bedroom suite! 🌿
Jun 26 – Jul 3
$103 per night
5.0 out of 5 average rating, 58 reviews
Guest favorite
Guesthouse in Clearwater
Beach Nest, where you feel at home away from home.
Jun 10 – 17
$119 per night
4.96 out of 5 average rating, 50 reviews
Guest favorite
Condo in Clearwater
Amazing Condo at Avalon - Fully Renovated!
Nov 22 – 29
$117 per night
5.0 out of 5 average rating, 12 reviews
Guest favorite
Condo in Indian Shores
Oceanfront living on Indian Shores Beach
Nov 6 – 13
$350 per night
5.0 out of 5 average rating, 87 reviews
Guest favorite
Townhouse in Indian Rocks Beach
One Step to the Beach! Ocean views from 3 decks!
Nov 9 – 16
$475 per night
4.97 out of 5 average rating, 74 reviews

Other great vacation rentals in Clearwater

Guest favorite
Townhouse in Indian Rocks Beach
NEW! Beachfront, Waterfront, Amazing View, Sleep 8
Oct 28 – Nov 4
$651 per night
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Clearwater
Delightful Clearwater Unit C
Oct 10 – 17
$76 per night
4.89 out of 5 average rating, 27 reviews
Guest favorite
Home in Indian Rocks Beach
Beachfront Bungalow w/ Pool & Hot Tub in IRB
Dec 12 – 19
$445 per night
4.98 out of 5 average rating, 96 reviews
Guest favorite
Guesthouse in Clearwater
Cozy In-Law Suite Near Beach
Jun 6 – 13
$71 per night
5.0 out of 5 average rating, 19 reviews
Guest favorite
Home in Clearwater
The Lemon Drop- 3 miles from Clearwater Beach!
Sep 7 – 14
$105 per night
4.97 out of 5 average rating, 37 reviews
Guest favorite
Guesthouse in Clearwater
Clearwater Casita: Private guest house, King bed
Jun 8 – 15
$113 per night
4.94 out of 5 average rating, 32 reviews
Superhost
Home in Clearwater
Welcome to BeachsideBlissRetreat 2
May 17 – 24
$111 per night
5.0 out of 5 average rating, 5 reviews
Guest favorite
Guest suite in Clearwater
Clearwater, Fl.-4.8 mi. to beach-Seahorse Cottage
Oct 16 – 23
$67 per night
5.0 out of 5 average rating, 41 reviews
Guest favorite
Condo in Indian Rocks Beach
Private Ocean View Beach Retreat with Balcony
Nov 23 – 30
$257 per night
4.96 out of 5 average rating, 81 reviews
Guest favorite
Apartment in Clearwater
Central Clearwater 2 Bedroom Deluxe Apt
Apr 12 – 19
$86 per night
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Clearwater
NEW Clearwtr10min2beach&2min2 Dunedindwtn/king bed
Nov 10 – 17
$107 per night
4.94 out of 5 average rating, 62 reviews
Guest favorite
Cottage in Dunedin
BeachBunkies Cottage 1. Four miles to the beach!
Sep 1 – 8
$82 per night
4.96 out of 5 average rating, 74 reviews

Quick stats about vacation rentals in Clearwater

Total rentals

3.2K properties

Rentals with dedicated workspaces

1.6K properties have a dedicated workspace

Rentals with a pool

1.8K properties have a pool

Pet-friendly rentals

1K properties allow pets

Family-friendly rentals

1.8K properties are a good fit for families

Total number of reviews

103K reviews

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 1,630 vacation rentals in Clearwater featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in serviced apartment rentals in Clearwater?

    Experience the best of Clearwater with our serviced apartment rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Clearwater