Vacation rentals in Clearwater Beach

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Quick stats about vacation rentals in Clearwater Beach

  • Total vacation rentals

    Explore 1,360 vacation rentals in Clearwater Beach

  • Nightly prices starting at

    Clearwater Beach vacation rentals start at $69 CAD per night before taxes and fees

  • Verified guest reviews

    Over 67,700 verified reviews to help you choose

  • Family-friendly vacation rentals

    680 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 320 rentals that welcome pets

  • Vacation rentals with a pool

    1,140 properties feature pools

  • Rentals with dedicated workspaces

    680 properties have a dedicated workspace

  • Wifi availability

    1,340 of Clearwater Beach vacation rentals include wifi access

  • Popular amenities for guests

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

  • 4.8 Average rating

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

Top-rated vacation rentals in Clearwater Beach

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

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Guest favourite
Home in Clearwater
4.9 out of 5 average rating, 185 reviews

Heated Pool & Spa • Pergola Swing

"Peaceful pool/spa haven with a responsive host." That's how a guest described Viewtop, our single-story Clearwater pool home with a heated pool and spa, and a pergola hung with two porch swings. Coffee in the pergola swings at sunrise, a dip in the spa, a game of pool or a round on the arcade in the game room, dinner under the chandelier, then a movie on the 65-inch Roku. King master, two queens, a queen, and two queen sleeper sofas in the second living room. Eleven minutes to Clearwater Beach.

Top guest favourite
A bright living area is shown, featuring large windows that provide ample natural light and views outside. Comfortable seating includes a gray sofa and two blue chairs, arranged around a wooden coffee table. A small side table in a light green tone adds color and functionality to the space.
Apartment in Clearwater Beach
4.97 out of 5 average rating, 64 reviews

Newly updated 3 BR- King Bed! Steps to the Beach!

Newly updated, beautiful 3 bedroom, 2 bathroom unit. Gorgeous views- only steps to the beach! Walk into a spacious, open, beautiful living area with gorgeous views of the World Famous Clearwater Beach from every window, a well-equipped kitchen, and a spacious dining area for family dinners. Walk down the hall to the 3 bedrooms & 2 full bathrooms. You can even book the connected 2 Bedroom/1 bathroom unit if you need more space (if available)! Huge private deck & communal grilling / chilling area!

Guest favourite
Home in Largo
4.91 out of 5 average rating, 201 reviews

The Oasis - Arcades - Golf & Games - HTD Pool

Staying at The Oasis is the perfect blend of vacation and home. Every detail was carefully thought out to provide guests two things: comfort and fun. The ULTIMATE vacation awaits you. Whether a group of friends or your family vacation, this home was designed with relaxation AND fun in mind. Located within walking distance to Largo’s beautiful Central Park and a few miles to the beach, you can spend the day exploring the area or truly relax in the resort style, private backyard. BUT! No parties

Top guest favourite
Bungalow in Indian Shores
4.97 out of 5 average rating, 203 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

Top guest favourite
A scenic view of a fishing pier extends into the water, framed by gentle waves and a sandy beach. The sky is filled with colorful clouds, reflecting hues of orange and blue as the sun sets on the horizon.
Condo in Clearwater Beach
4.98 out of 5 average rating, 181 reviews

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!

Stylish & Sunny Corner Unit On Dolphin Faved Inlet Across The Street From Florida's #1 Beach. This all-inclusive unit allows you to walk everywhere and enjoy all Clearwater Beach has to offer from sand & sun to restaurants & shopping. Updated & upgraded 3 bedroom, all with connected bathrooms offers amazing space, a chef's kitchen as well as bright & beautiful dining & living rooms. Private balcony to relax & watch the sunset. Beach concessions include sea kayaks, jet ski's, boating & more.

Guest favourite
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
4.91 out of 5 average rating, 486 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.

Guest favourite
Home in Clearwater
4.94 out of 5 average rating, 118 reviews

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

Welcome to Clearwater Tranquility- Our unique space offers endless amenities and fun! With over 5000sq ft there's room for the whole family to enjoy. Most rooms have a view of the yard &pool! Inside includes a movie theatre, 3 dining spaces, 2 living rooms, 2 primary bedrooms, game room, yoga studio,arcade games, home gym/sauna and a wet bar to make your favorite cocktails or juices. Outside presents an Olympic sized swimming pool, pickle ball, mini golf, outside dining, fire pit &more

Guest favourite
Villa in Indian Rocks Beach
4.92 out of 5 average rating, 105 reviews

The Emerald Villa, Eco-Luxury by the Sea

Eco-friendly, earth conscious seaside villa. Located just steps from the soft sands of the Gulf of Mexico beach, this exquisitely designed family home offers a luxurious yet sustainable escape. Encased in natural light, 4 bedrooms and 3 baths, the villa sleeps dynamic families and small groups in uncompromising comfort and style and provides all the zen essentials. In-house health suite with gym, infrared sauna and red light therapy available upon request at small additional daily fee.

Top guest favourite
A spacious living area is furnished with two comfortable leather sofas and a wooden side table. A large flat-screen TV is positioned nearby. Natural light floods the room through expansive glass doors leading to a balcony, with ocean views visible in the distance.
Apartment in Indian Shores
4.93 out of 5 average rating, 229 reviews

Direct Beachfront Condo, Ocean balcony view!

Wake up to soothing sounds of the ocean waves from your private 2nd-floor balcony, with the beach just steps below. This 2-bedroom, 2-bathroom condo sits directly on the sand in Indian Shores just between Clearwater Beach and St Pete beach. The condo sleeps 6 across 3 beds, king in primary, and two queens in second bedroom, with a full kitchen for cooking in, high-speed WiFi. Beach chairs, beach towels and umbrella are provided for your stay. Superhost, praised for cleanliness & views.

Top guest favourite
Apartment in Indian Rocks Beach
4.91 out of 5 average rating, 109 reviews

Hot tub| 5 Min Walk to Indian Rocks Beach| Sleep 6

Walk to the beach in 5 mins 🏖️ + fully renovated luxury retreat Wake up to sunshine, sip coffee just steps from the shore, and unwind in a beautifully designed 2BR/2BA getaway made for relaxation. ✔ Prime location — short walk to the beach ✔ Comfortable, spacious layout perfect for couples or small groups ✔ Designed for a stress-free, feel-at-home stay Whether you’re here for beach days, sunset walks, or a peaceful escape, this is the kind of place guests wish they booked longer.

Top guest favourite
Condo in Clearwater
4.97 out of 5 average rating, 155 reviews

Spacious Key West Retreat, Fun 2 BR, Resort Pool

🌴 😎 Stunning Key West Style Retreat featuring: - Memory Foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts. Enjoy beach 🏄‍♂️ vibes decor in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

Top guest favourite
Home in Clearwater
4.98 out of 5 average rating, 236 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

Popular amenities for Clearwater Beach vacation rentals

When is the best time to visit Clearwater Beach?

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All about Clearwater Beach

Of all of the hundreds of vacation spots along Florida’s 1,000 miles of coastline, Clearwater Beach is one not to miss. Just west of Tampa in the city of Clearwater, Clearwater Beach sits on a barrier island in the Gulf of Mexico. Its roughly four kilometres of sandy coastline stretch out along calm waters, making it ideal for leisurely watersports like paddleboarding and swimming. Pedestrians and cyclists can enjoy the Gulf view while on the move, thanks to the paved Beach Walk located south of Pier 60.

Sunsets are revered in this coastal neighbourhood. A tradition since 1995 sees Clearwater beachgoers wind down each day at Pier 60, where local vendors set up booths and buskers entertain crowds at these festive gatherings that happen year-round, weather permitting. Across the Clearwater Memorial Causeway is downtown Clearwater, with its palm-tree-lined streets, landscaped sidewalks, and historic architecture. The city offers a wide variety of restaurants and wine bars, and a historic theatre that houses live music throughout the year.

What are the top things to do in Clearwater Beach?

Pier 60

Clearwater Beach sunsets make for the perfect backdrop as you wander down Pier 60. Each evening, the pier comes alive, giving you a chance to browse merchant stalls and watch street performers of all varieties. A playground keeps children entertained while parents enjoy the views and festivities. An outdoor movie on the beach is the ideal way to cap off the night.

Beach Walk

A winding beachside walking and cycling path makes it easy to see all of the views that Clearwater Beach has to offer. At just under one kilometre, this path is the ideal length for a gentle stroll while offering clear views of the Gulf. Dining options are dotted along the walkway, which connects to the popular Pier 60.

Fishing

The fishing at Clearwater Beach is among the best in the state. You can hire a private charter, or simply cast a line into the Gulf from Pier 60. Rent or purchase fishing equipment and bait right on the pier. You can opt for catch and release, or use the fillet table to clean your catch and take it to a local restaurant and have it cooked. Alternatively, renting one of the Clearwater cottages equipped with a kitchen will allow you to serve your seafood exactly the way you want.