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Vacation rentals in Clearwater

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Top-rated vacation rentals in Clearwater

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Top guest favorite
A small outdoor patio is surrounded by lush tropical plants. A round table with white metal chairs is shaded by a teal umbrella, providing a cozy spot for relaxation. The entrance to the cottage, with a glass door, is visible in the background.
Home in Clearwater Beach
4.94 out of 5 average rating, 200 reviews

The Cottage - 32 Steps to the Beach - Sleeps 2, drive to your door, Wifi, Grill. Just Steps from the beach.

Our tastefully decorated and cozy Cottage offers everything you need for a romantic get-away and a relaxing stay in sunny Clearwater Beach. The Cottage is part of our vacation property '32 Steps to the Beach' which consists of a 3 bedroom house and a separate 1 bedroom cottage. The Cottage can be booked separately or together with the House. To book The House or House & Cottage together please see the listings at the side of this page. Covid-19 UPDATE - See below. The Cottage is located in a quiet and idyllic residential neighbourhood of Clearwater North Beach. The beautiful, award-winning and pristine Gulf Beach is just steps away from the house. If you prefer to have a calm beach day away from the crowds this is where you want to stay. Clearwater Beach with its vibrant public beach life and diverse restaurants is just a mile away. The Cottage offers a spacious, elegant room with a queen bed, a sitting area with a sofa sleeper and a remodeled bathroom. The new kitchenette gives you the opportunity to prepare meals and enjoy them in the small dining area or outside on the secluded patio. Savour a cup of coffee in the morning, a glass of wine after a relaxing day on the beach or enjoy a BBQ in the backyard. Clearwater North Beach is an upscale, safe residential neighborhood that welcomes families and couples. It is not suitable for 'spring breakers' or any group that wants an environment that allows loud parties. The area of Clearwater offers an astonishing diversity of leisure activities. If you enjoy sports you might want to try out the numerous jogging, skating, biking, golfing, hiking, swimming, surfing, tennis or fitness opportunities. In Florida's state parks and on the breathtaking beaches you will experience the beauty and serenity of nature. Several theme parks guarantee fun for the whole family and the diversity of the many restaurants in the area will surprise you. From casual to upscale dining, from local and national to international cuisine - you will find it all! Please also visit our website for more information about our Clearwater Beach homes, Clearwater Beach and the area: www.clearwater-beach-vacations.net Check-in is 4:00pm or later; check-out is promptly at 10:00am to leave time for cleaning crew. We will be happy to answer all of your questions. When using the 'Book it Now' button please include information on the ages and number of people in your party to help us make a quick decision on your request. IMPORTANT: We do not advertise on Craigslist! Be safe and only deal with the owner. COVID-19 Pinellas County is open for short term vacation rentals with guidelines that we are following in full. We take the safety of our guest and cleaning staff extremely seriously. Our cleaning crews are using sanitizer and disinfectant on all surfaces before your arrival and as cleaning is taking longer than previously it is unlikely that we can offer early check-ins or late checkouts. Our houses have well equipped kitchens and we believe that separate units are the best option for vacationing in the time of Covid-19. Florida is seeing an increase in cases at the moment and we stress the importance of guests taking travel insurance that would cover them in the event that they no longer want to travel to Florida. In the event that the administration halts vacation rentals we would of course refund guests as we could no longer accept them. We have to stress that after two months of cancellations and re-bookings we will not be able to offer refunds if Clearwater Beach remains open for vacation rentals but guests decide not to travel.

Guest favorite
Home in Clearwater
4.93 out of 5 average rating, 191 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

Guest favorite
A unique dome structure is surrounded by a landscaped area featuring low plants and trees. The exterior is composed of light-colored bricks, while two arched windows provide natural light. A tall tree with hanging moss is visible alongside the dome, contributing to the serene setting.
Dome in Largo
4.87 out of 5 average rating, 422 reviews

Blue Moon Dome > Cozy Romantic Beach Retreat

• Full private dome house. • Walk to Florida Botanical Gardens & Pinellas Trail • 7 min to white-sand beaches, restaurants, cafes, shopping • Romantic queen bed under a skylit dome • Airy, cozy, filled with light - a perfect escape from the ordinary • Fast Wi-Fi, kitchen, private entry, free parking • Optional romantic room setups with candles, petals & treats Whether it’s a honeymoon, birthday surprise, solo reset, or anniversary adventure - Blue Moon Dome is more than a stay. It’s a memory.

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
4.97 out of 5 average rating, 181 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

Top guest favorite
The three-story guesthouse features a blend of wood siding and large windows, surrounded by lush greenery. A spacious balcony is present on the second level, offering a shaded outdoor space. Tropical plants and trees frame the entrance, enhancing the serene ambiance of the property.
Cottage in Seminole
5 out of 5 average rating, 101 reviews

Florida Guest House

Seminole Oaks House...Beautifully appointed new construction 2-story Guesthouse located in a very quiet setting 10 minutes from Indian Rocks Beach. Walking/biking distance from Walsingham Park and Lake and the Pinellas Trail. Enjoy your morning coffee or evening glass of wine on the balcony..or tree shaded rear Patio w/BBQ grill..Great location for exploring all Pinellas has to offer including the Beaches, Downtown St. Pete,and open air Markets..dedicated parking..very peaceful and private ..

Guest favorite
A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.
Condo in Clearwater Beach
4.9 out of 5 average rating, 452 reviews

Amazing views on beachfront

This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.

Top guest favorite
An outdoor space is illuminated by sunlight, featuring a heated pool surrounded by comfortable lounge chairs. A new hot tub occupies a corner, while a cozy seating area provides a space for relaxation. A screened enclosure maintains a pleasant atmosphere.
Home in Largo
4.98 out of 5 average rating, 298 reviews

TIKI Bar+SAUNA+HOT Tub+Heated POOL! 2 KING beds!

If you like pops of color, modern decor a FREE HEATED pool seasonally Oct 15-April 15 (80-85 degrees) HOT TUB , RARE SAUNA, TIKI BAR fire pit and everything new then this house is for you! BRAND NEW HOT TUB installed 4/2025!!! Very Close to shopping and beaches perfect dedicated vacation home! We are family owned and operated and dedicated to you and your vacation experience. Message me if you have any questions! SUPER FAST WIFI 753Mbps - (1 G if you plug into modem) verified by Airbnb

Top guest favorite
Home in Clearwater
4.98 out of 5 average rating, 213 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

Top guest favorite
Condo in Madeira Beach
4.98 out of 5 average rating, 105 reviews

Beach Front Madeira Beach

PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. And our swimming pool is currently closed for renovations as well. Expected completion by May 31. Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away.

Top guest favorite
The image captures a spacious townhouse community, featuring white architectural designs. A clear view of the intercoastal waterway is presented, with boats visible in the distance. A community pool is seen among vibrant greenery, inviting leisure and relaxation.
Townhouse in Clearwater Beach
4.99 out of 5 average rating, 136 reviews

3 Bedroom Waterfront Paradise Sleeps 8

Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach on the intercostal! The 3 floors of custom interior decoration and high end furnishings await you. Located on Clearwater Bay with an easy stroll (5-10 min) to Clearwater Beach, Beach Walk, Pier 60, restaurants, and shopping. You are centrally located to everything in Clearwater with luxury accommodations ! !! You have a 2 car garage, community pool, hot tub, grill steps from your back door.

Guest favorite
Home in Clearwater
4.94 out of 5 average rating, 281 reviews

Family/Group Getaway w/ Pool Near Clearwater Beach

🏖️ Private pool + 4BR | 9 mins to Clearwater Beach Bring the whole group to this spacious 4-bedroom home designed for relaxing and entertaining. Enjoy a private pool, oversized backyard, and plenty of room for families and friends to spread out. ✔ Sleeps large groups comfortably ✔ Private pool + outdoor space ✔ Fully equipped kitchen + fast WiFi Just minutes from Clearwater Beach, dining, and attractions—your ideal home base for a fun, easy Gulf Coast getaway.

Top guest favorite
A peaceful outdoor area is surrounded by lush greenery, featuring palm trees and vibrant plants. A simple table and chairs are positioned beneath a canopy, providing a shaded space for relaxation. A whimsical flamingo decoration adds a playful touch to the serene environment.
Guest suite in Clearwater
5 out of 5 average rating, 105 reviews

Clearwater Studio Getaway

Welcome to Clearwater Studio Getaway! Enjoy a peaceful and centrally-located space just 15 minutes from Clearwater Beach, Downtown Clearwater, and the Tampa Bay área .Just 7 minutes from Safety Harbor and 14 minutes from Dunedin . Perfect for travelers or couples, this cozy studio features a private bathroom, comfy bed, and essential amenities. Relax after a day of sun and fun, with shops, dining, and attractions all within easy reach. Your perfect Florida stay!

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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