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Vacation rentals in Clearwater

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Top-rated vacation rentals in Clearwater

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

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Top guest favorite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.98 out of 5 average rating, 174 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Guest favorite
A modern kitchen space is presented with open shelving displaying an assortment of ceramic mugs and containers. A decorative sign with the letter 'B' in a checkered pattern is featured in the foreground on a marble countertop, complemented by a small potted plant.
Home in Clearwater
4.92 out of 5 average rating, 100 reviews

Vintage Style House minutes from the beach

Welcome to the beautiful city of Clearwater, and to our newly renovated Vintage Style duplex home. Conveniently located within 0.5 miles or 7 minutes walking to clearwater downtown, and 3 miles or 7 minutes driving to the famous and award winning Clearwater beach. Easy access to local restaurants, bars, stores, and parks. This comfortable home features unique layout with Vintage-modern decor, free WiFi, smart TV, LVT flooring and sleeps up to 4 people. It also offers one free parking.

Top guest favorite
Home in Clearwater
4.98 out of 5 average rating, 211 reviews

Specious home W/ Heated Pool ! ! ! Great Location.

Cozy, spacious home 🏡 w/ heated swimming 🏊‍♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's. The big back patio has a swimming 🏊‍♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

Guest favorite
A comfortable seating area is shown with a gray sofa and a light round table. Large windows frame views of palm trees and a serene body of water, allowing natural light to illuminate the space.
Apartment in Clearwater
4.9 out of 5 average rating, 84 reviews

Waterfront Condo in Dunedin/Clearwater

Relax in this waterfront condo. Unwind after your day at the beach on the patio overlooking the sun setting over the water. This peaceful space has everything you need for your stay; a full kitchen stocked with cooking supplies, a full bedroom and bathroom, a living area with water views to name a few highlights. Only 5 miles to the #1 rated Clearwater Beach, 1.3 miles to the fun Downtown Dunedin, a block to the Pinellas Trail, & 1 mile to the Blue Jay’s stadium!

Superhost
Condo in Clearwater
5 out of 5 average rating, 3 reviews

NEW - Pool view: "The original. The one and only!"

This unique place has a style all its own. Welcome to the Avalon Complex, your ideal vacation rental for a relaxing and comfortable getaway. Located in a serene setting, our apartment offers a unique blend of tranquility and convenience, with added features to ensure your comfort. Avalon residents enjoy resort-style amenities including a heated pool, fitness center, clubhouse, gates security, great location delivering flexibility, comfort and proximity to beach.

Guest favorite
A bright living area features a comfortable light-colored sofa and armchairs, complemented by a decorative round coffee table. Large glass doors provide an unobstructed view of the beach and palm trees outside, allowing natural light to fill the space.
Condo in Indian Rocks Beach
4.97 out of 5 average rating, 156 reviews

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

Top guest favorite
A modern kitchen is showcased with stainless steel appliances and a central island featuring bar seating. Sleek cabinetry and a bright light fixture enhance the space. Natural light fills the room, emphasizing the clean lines and functional design.
Condo in Clearwater
4.98 out of 5 average rating, 125 reviews

Clearwater Retreat • Gated Community + Heated Pool

✨ Welcome to your Cozy Clearwater Retreat! This modern 1-bedroom condo in The Avalon gated community offers comfort and convenience just minutes from Clearwater Beach. Enjoy vaulted ceilings, an open layout, in-unit laundry, fast WiFi, and a screened patio. Guests love the clean space, safe location, and the resort-style pool just steps away—perfect for couples, solo travelers, or small families.

Top guest favorite
Home in Clearwater
5 out of 5 average rating, 14 reviews

Central Clearwater | 3BR Modern Retreat

Experience refined comfort in this beautifully designed home in central Clearwater near Drew St, minutes from beaches, dining, and shopping. The space features 1 King bed, 1 Queen bed, and a Twin-over-Queen bunk. Enjoy upscale touches including a PS5, elegant outdoor lounge with BBQ grill, washer & dryer in the master bath, and a Keurig coffee maker for effortless mornings.

Guest favorite
A spacious living area features a leather sofa and loveseat centered around a decorative stone fireplace. A wall-mounted television is positioned opposite the seating, and a round mirror hangs above a vintage-style coffee table. Natural light filters in through the windows, enhancing the room's welcoming ambiance.
Bungalow in Clearwater
4.82 out of 5 average rating, 213 reviews

Sweet Craftsman home, free bikes, near beach & DT

This beautifully renovated 1925 Craftsman style house located minutes to downtown Dunedin, downtown Clearwater and the beaches will make you feel right at home. Whether you are looking for a solo, family, romantic, friends getaway or you are working remotely, this home will provide you comfort, serenity and convenience along with fast Wi-Fi and great location.

Guest favorite
Bungalow in Clearwater
4.92 out of 5 average rating, 115 reviews

Permaculture Homestead

A cozy 1925 Florida bungalow home on a sustainable organic permaculture urban farm. Connect with nature on this serene 1/4 acre urban homestead located less than a mile from downtown Dunedin, restaurants, breweries, and only 10 minutes away from beautiful Clearwater Beach!

Guest favorite
Apartment in Clearwater
4.85 out of 5 average rating, 144 reviews

Lovely 1 bedroom rental & patio, close to beach

Take a break and unwind at this peaceful oasis. This completely remodeled upstair apartment has everything to offer. It's near everything, Publix, restaurants, hospital, Clearwater beach, Pinellas bike trails and so on. It's about 30 mins away from the TPA.

Top guest favorite
Apartment in Clearwater
4.93 out of 5 average rating, 14 reviews

Modern Private Studio w/ Jacuzzi, Free Parking

Enjoy a cozy and modern private studio with a separate entrance, free on-site parking, and a relaxing private hot tub. Perfect for couples, solo travelers, or short stays in a quiet and safe neighborhood. Comfort, privacy, and convenience all in one place.

Popular amenities for Clearwater vacation rentals

When is the best time to visit Clearwater?

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Frequently Asked Questions

  • What are the best places to stay in Clearwater?

    Clearwater Beach is known for lively boardwalks and waterside views, while the downtown area has a mix of cultural sites and dining spots. Nearby, Sand Key offers a quieter atmosphere with access to parks and nature.

  • What are the best things to do in Clearwater with kids?

    Families often explore Clearwater Beach, stop by the marine aquarium to learn about sea life, or enjoy playgrounds and shaded picnic areas in local parks. Interactive exhibits and boat tours are also frequently suggested.

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

    Clearwater has lively beaches, fresh seafood restaurants, and sunset festivals on the pier. Visitors also explore local art galleries, dolphin-watching tours, and nearby nature preserves.

  • How is the weather in Clearwater?

    Clearwater has mild winters around 56–74°F (13–23°C) and hot, humid summers that can reach 91°F (33°C). Rainfall increases in the summer months, so packing a light rain jacket and sun protection is often wise.

  • What are the best places to visit in Clearwater?

    Clearwater Beach is one of the most popular waterfront areas, while Pier 60 draws many for its sunset festivals and street performers. Nature lovers frequently explore Sand Key Park and local nature reserves.

  • What are some hiking trails in Clearwater?

    Explore nature trails in local parks such as Moccasin Lake Nature Park, or stroll boardwalks by the water around Sand Key Park. These areas often feature shaded paths and bird-watching opportunities.

  • What are some family activities we can do in Clearwater?

    Family groups enjoy Clearwater Marine Aquarium's animal care programs, miniature golf courses, and scenic public playgrounds. On the beach, sandcastle building and paddleboarding are frequently suggested.

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

    Many guests explore nearby cities with art centers, botanical gardens, or aquariums. Guided boat tours along the coast, nature preserves just outside Clearwater, or state parks are also frequently suggested.

  • Are there any pet friendly accommodations available in Clearwater?

    Many stays in Clearwater welcome pets, especially around the beach and in quieter residential neighborhoods. Several parks and walking trails make it convenient to travel with your dog.

  • What are some local tips for visiting Clearwater?

    Arrive at popular beaches early for shaded spots, and bring sun protection year-round. Local markets are great for unique souvenirs, and many restaurants accommodate dietary preferences if you ask in advance.

  • What is Clearwater known for?

    Clearwater is known for its sandy Gulf beaches, vibrant sunset celebrations at Pier 60, and marine preservation work at the local aquarium. Its festivals and outdoor concerts reflect a lively coastal spirit.

  • What are the best hidden gems to explore in Clearwater?

    Moccasin Lake Nature Park is often mentioned for quiet trails and educational centers, while local farmers markets showcase regional produce and crafts. Small art galleries around downtown highlight area artists.

  • What are the best foods to try in Clearwater?

    Fresh grouper sandwiches, stone crab when in season, and citrus-inspired desserts are frequently suggested. Many restaurants feature seafood caught nearby, often served with a coastal flair.

  • What should I bring for a trip to Clearwater?

    Bring lightweight clothing, reef-safe sunscreen, a reusable water bottle, and swimwear. A wide-brimmed hat and comfortable sandals are helpful for sun protection and boardwalk strolls.

  • What is the nightlife in Clearwater like?

    Nightlife in Clearwater centers around casual beachfront bars, live music venues, and vibrant spots for dancing. Some local breweries and rooftop lounges also draw evening crowds.

  • What are the most popular events or festivals in Clearwater?

    Clearwater has the Pier 60 sunset festival with live music and artisans, the Clearwater Jazz Holiday in fall, and parades celebrating local traditions. Seafood events also draw many visitors throughout the year.

  • Are there family friendly vacation rentals in Clearwater?

    Clearwater has a variety of family-friendly stays, particularly in the beach area and residential neighborhoods close to parks or playgrounds. Many hosts provide amenities for children, such as cribs or board games.

  • When is the best time to visit Clearwater?

    Milder temperatures and reduced rainfall in late winter and spring are often recommended for comfortable outdoor activities. This season also brings popular festivals and community events.

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.

What are the 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.

Quick stats about vacation rentals in Clearwater

  • Total vacation rentals

    Explore 3,310 vacation rentals in Clearwater

  • Nightly prices starting at

    Clearwater vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 145,390 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,940 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 1,160 rentals that welcome pets

  • Vacation rentals with a pool

    2,020 properties feature pools

  • Rentals with dedicated workspaces

    1,840 properties have a dedicated workspace

  • Wi-Fi availability

    3,290 of Clearwater vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront, and Gym across Clearwater rentals

  • 4.8 Average rating

    Clearwater stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Clearwater's top spots, include Clearwater Marine Aquarium, Pier 60, and Countryside 12

Destinations to explore

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  3. Florida
  4. Pinellas County
  5. Clearwater