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
Home in Clearwater Beach
4.97 out of 5 average rating, 255 reviews

Waterfront Townhome w/Game Room & Boat Slip! Walk

PLEASE ASK ABOUT OUR OTHER 2 WATERFRONT PROPERTIES ON CLEARWATER BEACH IF YOUR DATES ARE NOT AVIALABLE!! Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach! 3 floors of fun, elegance & relaxation await you. Custom interior decorated with Restoration Hardware & other high end furnishings. Located on Clearwater Bay & within easy walking distance to Clearwater Beach, Beach Walk, restaurants, shopping & everything Clearwater Beach has to offer! Why book 3 hotel rooms when

Top guest favourite
A panoramic view of the inter-coastal waterway features clear turquoise waters and a marina with multiple boat docks. The backdrop is formed by a skyline of Clearwater's buildings under a bright blue sky, framed by lush tropical vegetation.
Townhouse in Clearwater Beach
4.99 out of 5 average rating, 214 reviews

Clearwater Beach Luxe Waterfront Retreat

This stunning 3 story 4BR/3.5BA townhome (built in 2017) blends luxury, comfort, & the perfect beach town vibe. 2 blocks from the world famous white sands of Clearwater Beach and directly on the intracoastal waterway, this home offers everything you need for an unforgettable Florida getaway. Private pool and hot tub access! Ideal for families, couples, or groups of up to 10 guests looking for a premium vacation experience. Beaches, boating, biking, shops, food, drink & water fun all steps away!

Guest favourite
A private balcony overlooks the beach and Gulf of Mexico. Two red chairs are positioned for comfortable seating, while a railing provides safety and unobstructed views. The serene landscape features green grass leading to the sandy shore and the calm blue waters of the ocean.
Condo in Sunset Beach
4.94 out of 5 average rating, 71 reviews

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

"This is by far the best Airbnb I have stayed at, and I have stayed at quite a few! This place matches the listing and feels just like home. Extremely impressed!" This direct-facing oceanfront condo has a million-dollar view with a panoramic view of the ocean. The secluded private balcony faces oceanfront, revealing the beach and the Gulf of Mexico, also the intercoastal waterway. Breathtaking views from all vantage points for watching the incredible sunsets and dolphins playing in the water.

Guest favourite
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
4.95 out of 5 average rating, 198 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 favourite
Bungalow in Indian Shores
4.96 out of 5 average rating, 197 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.

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 out of 5 average rating, 149 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!

Top guest favourite
Home in Clearwater
5 out of 5 average rating, 18 reviews

Designer Home | 10 Min to Dunedin Waterfront

Designer home 10 min to Downtown Dunedin, 15 to Honeymoon Island and Clearwater Beach. Sleeps 6: king bed, queen bed, and queen sleeper in a flex/office room. Two renovated baths with rain shower, open kitchen with large granite island, Nespresso coffee bar, and dining for 6. Private fenced backyard with covered patio lounge, outdoor dining with grill, and a second lounge under the palms. Game room with ping pong. Your home base for beaches, spring training, and the best of the Gulf Coast.

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
4.9 out of 5 average rating, 478 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
Villa in Indian Rocks Beach
4.92 out of 5 average rating, 103 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
Home in Clearwater
4.98 out of 5 average rating, 231 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 favourite
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, 138 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 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.