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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Top guest favourite
The exterior of a charming blue beach house is surrounded by lush palm trees and vibrant landscaping. A spacious front yard features a green lawn and neatly trimmed bushes, while a driveway accommodates parked vehicles. Sunlight filters down, creating a warm atmosphere.
Home in Clearwater Beach
4.98 out of 5 average rating, 152 reviews

THE HOUSE - 32 Steps to the Beach - Beautiful Clea

House sleeps 6 - Private patio and Hot Tub, Wifi, Grill . '32 Steps to the Beach' is a charming and cozy Clearwater Beach retreat in a TOP LOCATION. The pristine Gulf Beach is just across the street! We also have a Cottage at the same address and they can be rented separately or together. Covid-19 UPDATE - See below. To book the House & Cottage or the Cottage on its own please see the links to their descriptions at the right of this page. THE HOUSE is a tastefully decorated, upscale

Guest favourite
Home in Largo
4.91 out of 5 average rating, 199 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
4.96 out of 5 average rating, 199 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, 180 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 modern dining area features a round glass table set for six, surrounded by white chairs. A unique blue chandelier hangs above, while large windows offer a view of the water. The kitchen area is equipped with white cabinetry and stainless steel appliances.
Apartment in Clearwater Beach
4.88 out of 5 average rating, 265 reviews

Waterfront 2BR Escape Walk to Beach Pool Sleeps 6

🌴 Your Clearwater Beach Escape Starts Here Wake up to peaceful water views, sip coffee on your private patio, and end your day watching the sunset just minutes away on the beach. This spacious 2BR/2BA condo perfect for families, couples, or small groups looking for a relaxing getaway.Quiet location while still being close to everything Waterfront patio with serene views (yes, dolphins are often spotted 🐬) Walk to Clearwater Beach, restaurants, and shops Pool for relaxing after the beach

Top guest favourite
A modern kitchen showcases white cabinetry with marble countertops and stainless steel appliances. Natural light floods through large windows, highlighting decorative accents and elegant floral arrangements. A central island is surrounded by bar stools, complemented by stylish area rugs beneath.
Townhouse in Clearwater Beach
5.0 out of 5 average rating, 150 reviews

Waterfront Beach House Steps Away from #1 Beach!

Welcome to The Bombshell Beach House! This 3 story, 3 bedroom luxury water-front townhouse located in Clearwater Beach, FL has been a childhood dream come true for me as a Clearwater native! As avid travelers, my husband and I wanted to create a STAY-CATION spot that mixed in all of the comforts of HOME with all of the luxuries of a 5 star vacation & this beach house is JUST THAT! This listing is brand new and we are expecting dates to book extremely fast! Book now to secure your GETAWAY!

Guest favourite
Home in Clearwater
4.94 out of 5 average rating, 115 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
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
4.92 out of 5 average rating, 226 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
Home in Clearwater
4.98 out of 5 average rating, 232 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

Superhost
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, 145 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.

Top guest favourite
An aerial view showcases a cluster of charming two-story homes nestled near the beach. The golden hues of the sunset reflect off the water, while the sandy shore and gentle waves create a serene coastal atmosphere.
Bungalow in Indian Shores
5.0 out of 5 average rating, 250 reviews

Quiet Beachfront Bungalow on Florida’s Gulf Coast

Welcome to The Sunset Beach Bungalow! This top-floor luxury water-front home located in Indian Shores, FL has been completely remodeled. Our serene getaway is situated on the Gulfs Coast. The large deck looks out over the water, providing a calming sanctuary to which you can retreat any time of day or night. Our home is over 1000 sq. ft and is newly furnished with plenty of room to relax during your stay. Our beach is private so there aren’t large crowds!

Superhost
Home in Ozona
4.97 out of 5 average rating, 29 reviews

Honeymoon Luxury Residence with Heated Pool &Sauna

Heated pool, features European-designed interiors, sauna, 100" theater, latest Xbox, gym, and smart TVs in every bedroom. Chef’s kitchen, dining for 12 ideal for celebrations, outdoor gazebo with fireplace & innovative grill, lush tropical landscaping and breathtaking sunset views. Easy access to beaches, marinas, Dunedin, Tarpon Springs, and Clearwater dining & nightlife. Safe, prestigious neighborhood — perfect for family fun or romantic escapes.

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.