Vacation rentals in Clearwater Beach

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Top-rated vacation rentals in Clearwater Beach

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Top guest favourite
Condo in Clearwater
4.97 out of 5 average rating, 136 reviews

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄‍♂️ vibes decor & accents 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
Guest suite in Tampa
4.96 out of 5 average rating, 263 reviews

"Chic/cozy Petite Studio •"Spa-Inspired Shower. 1”

Welcome to your serene hideaway in Citrus Park, where modern comfort meets thoughtful design. Just 11 minutes from Tampa International Airport, and free parking on premises this stylish and private studio is the perfect spot for couples, solo travelers, or business guests seeking a peaceful and rejuvenating stay. Located in a quiet, safe, and central neighborhood, you’ll enjoy a private entrance, free on-site parking, and easy access to restaurants, grocery stores, and major Tampa attractions.

Top guest favourite
A modern kitchen is presented with stylish white cabinetry and a spacious concrete countertop. Two pendant lights hang above the bar seating, which features four black chairs. Stainless steel appliances, including a refrigerator and microwave, are visible, providing a well-equipped cooking space.
Condo in Clearwater
5 out of 5 average rating, 56 reviews

Wonderful Condo at Avalon - Fully Renovated

Ground Floor Completely RENOVATED!!! Amazing & Very cozy and it has a a 60” Fireplace. 1 king size bed and a queen pullout couch new style, 1 bathroom with the best water pressure including a rain shower and a hand held unit. This unit is very well equipped with everything you need and have at your home. The condo is great for a couple’s getaway or a nice family vacation. YOUR HOME AWAY FROM HOME!!! Steps to the POOL, beach chairs, Floaties, wagon, cooler, etc. The Beach is a 10 minutes!!

Top guest favourite
An open living area features a blue couch and two bar stools at a kitchen counter. A green bed is visible in the background, with a light-colored dresser against the wall. Soft lighting brightens the space, which has light blue walls and patterned flooring.
Apartment in Clearwater Beach
4.93 out of 5 average rating, 146 reviews

NEW! High End King Mattress! 10 Steps to the beach

AMAZING LOCATION! Located within crawling distance of the sugary white sands of the world famous Clearwater Beach! Equipped with a Premium King Casper Wave Hybrid Snow Mattress which retails at $4,000, to ensure an amazing nights sleep. Located in a small building with just 6 units, only 1 house from the beach. Walking distance to practically everything in town including many great restaurants, bars, shops, Pier 60, the marina & more, yet still located on a quiet street. No car is necessary!

Top guest favourite
A spacious balcony is bordered by tall palm trees, offering a view of the calm Gulf of Mexico and white sand beach. The clear blue sky complements the serene ocean, creating a tranquil setting for relaxation.
Condo in Indian Rocks Beach
4.89 out of 5 average rating, 103 reviews

Gulf-View 2BR/2BA Beach Condo!

This Indian Rocks Beach Gulf Front Hamilton House building is located directly on unique Clearwater- St.Pete white sand beach with private beach access and heated pool, washer and drier in the unit. Our 3rd floor 1100 sq. feet 2 bedroom condo #207 offers a spacious balcony bordered with palm trees with northerly nice side view of the Gulf of Mexico and white sand beach that goes on for miles. Two assigned parking spaces (one under the building and second uncovered).

Top guest favourite
A bright and airy kitchen and living area are visible, featuring white cabinetry and modern stainless steel appliances. A cozy sectional sofa is positioned near a window, while a subtle area rug adds warmth to the space. A flat-screen television is mounted on the wall, enhancing the functional layout.
Guesthouse in Clearwater
4.98 out of 5 average rating, 41 reviews

New private guesthouse walk to downtown Dunedin

This new construction (July, 2024) unique and tranquil unit is perfect for your weekend getaway or a longer stay. Light, bright and neutral, 10 foot ceilings make property feel more spacious. Very quiet and private, concrete block construction provides solid insulation. Close to Clearwater and Honeymoon Island beaches, walking distance to TD Ballpark .6 miles, downtown Dunedin 1.2 miles to shops and restaurants, Pinellas Trail is across the street, easy transit to airport.

Guest favourite
Two inviting armchairs are positioned facing a large sliding glass door, which opens to reveal a serene view of the ocean and beach. The soft evening light highlights the space, creating a calm atmosphere with gentle coastal tones.
Condo in Indian Rocks Beach
4.85 out of 5 average rating, 127 reviews

Winter Storm Escape Sale Ocean View Steps to Beach

Escape to paradise at this newly renourished beachfront condo in Indian Rocks Beach! Enjoy breathtaking Gulf of Mexico views and stunning sunsets from your doorstep. Steps away from the beach, this condo offers unparalleled access to sun, sand, and sea. Explore nearby restaurants and bars, or simply relax and soak in the natural beauty. Perfect for a romantic getaway or a family vacation. Beach gear including towels, chairs and umbrellas is included!

Top guest favourite
A modern kitchen features white cabinetry and sleek stainless steel appliances. A central island with two wooden stools invites gatherings. Natural light spills through a nearby doorway, illuminating decorative greenery and tasteful textures along the walls.
Condo in Clearwater
4.99 out of 5 average rating, 148 reviews

Ocean Breeze • Easy - Heated Pool Access

The Avalon at Clearwater is a gated community with a nice size heated pool and community gym. Parking space is not assigned and it’s free of charge. Location is central with short distance to nearby beaches, attractions and other nearby towns. Unit is approximately 500 square feet with a living room-kitchen open concept and One bedroom - bathroom open concept. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport

Guest favourite
A comfortable living area is presented with a spacious sectional sofa adorned with decorative pillows. A large flat-screen TV is mounted on a wooden accent wall, enhancing the cozy atmosphere. The open layout leads towards a bright kitchen visible in the background.
Condo in Indian Rocks Beach
4.93 out of 5 average rating, 123 reviews

Golf Cart, 2 bed 2 Bath, Heated Pool

The Chunky Mermaid is new with tasteful decorations to pull the space together. Big 75" TV, big double queen guest room, and king sized master bedroom. The Chunky Mermaid is the perfect beach house to get your toes in the water in minutes, the perfect beach community to walk to local cuisine, with the perfect creature comforts of home. The space is built for families/groups that want to have fun together with epic sunsets perfect for sun downers.

Top guest favourite
A living room features exposed wooden beams and a brick accent wall, enhancing the cozy environment. A flat-screen television is mounted on one wall, and a coffee table sits centrally on a patterned rug. A lounge sofa and a chair provide comfortable seating options.
Loft in Clearwater Beach
4.93 out of 5 average rating, 159 reviews

CWB Retreats at Baymont Lofts - Loft A

Loft A at Baymont is one block from the Sand Pearl entrance to the beach. Walk down the stairs from the spacious 2 bedroom loft, with private patio, and enjoy the local restaurants and convenient shops. Additionally, there is a queen sleeper sofa in living room. Washer and dryer in the unit is a huge perk. Full kitchen. One free, dedicated parking space per unit. 57 Baymont Street to map. New pool available at 617 Bay Esplanade you can walk to.

Top guest favourite
Condo in Clearwater
4.99 out of 5 average rating, 119 reviews

Literally: 15 steps to the Pool, GroundFloor Condo

Unwind at this stunning Complex at Clearwater that resemble a vacation resort, gated community, extremely safe. Don't want to go out? There is everything you need right in the complex: Free Parking, 24/7 Free Gym, steps to the heated Pool with BBQ area and other wonderful-friendly guests for company (if needed), shops and few dining places in walking distance, your private patio to sit, drink, chat and relax; take some time for you!

Guest favourite
A bright and airy bedroom features a spacious bed with white linens and decorative pillows. A ceiling fan is present above, and a window with sheer curtains allows natural light to enter. A cozy seating area and a small refrigerator are visible in the room.
Apartment in Clearwater Beach
4.85 out of 5 average rating, 169 reviews

Stylish Waterside Studio 2 blocks to Beach

🌊 Ultimate Waterfront Escape – Adventure Awaits! 🚴‍♂️🏄‍♂️ Welcome to your dream beach getaway! This stunning waterfront rental puts you right on the water with breathtaking views and endless adventure. Paddle on a kayak or stand-up paddleboard, then cruise around town on our complimentary beach bikes. Jet ski island tours, parasailing, and more—all available right from the property! NO PETS ALLOWED IN THIS SPECIFIC UNIT.

Popular amenities for Clearwater Beach vacation rentals

When is the best time to visit Clearwater Beach?

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Avg. price$285 CAD$341 CAD$401 CAD$325 CAD$262 CAD$273 CAD$277 CAD$235 CAD$217 CAD$217 CAD$240 CAD$254 CAD
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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.

Quick stats about vacation rentals in Clearwater Beach

  • Total vacation rentals

    Explore 1,340 vacation rentals in Clearwater Beach

  • Nightly prices starting at

    Clearwater Beach vacation rentals start at $68 CAD per night before taxes and fees

  • Verified guest reviews

    Over 60,180 verified reviews to help you choose

  • Family-friendly vacation rentals

    710 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 330 rentals that welcome pets

  • Vacation rentals with a pool

    1,070 properties feature pools

  • Rentals with dedicated workspaces

    680 properties have a dedicated workspace

  • Wifi availability

    1,330 of Clearwater Beach vacation rentals include wifi access

  • Popular amenities for guests

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

  • 4.8 Average rating

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

Destinations to explore

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  2. United States
  3. Florida
  4. Pinellas County
  5. Clearwater
  6. Clearwater Beach