Holiday houses in Clearwater Beach Island

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Top-rated holiday rentals in Clearwater Beach Island

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Guest favourite

Apartment in Clearwater

4.9 out of 5 average rating, 167 reviews

THE SALT LIFE! 10 steps to the beach!

AMAZING LOCATION! This vacation rental is located within crawling distance of the beach. As soon as you open the front door, you can see the beach. The apartment is located in a small building with just 6 units and is 1 house from the sugary white sands of the world famous Clearwater Beach! Also located within walking distance of many great restaurants, bars, shops and much more, yet still located on a quiet street. Once you park your car in your reserved spot, you probably won't need it again!

Guest favourite

Condo in Clearwater

4.9 out of 5 average rating, 390 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

Apartment in Clearwater

4.82 out of 5 average rating, 100 reviews

Renovated 2025 - Retro Beach Oasis with Color Pop

Book with confidence—our property is in great shape and ready to host your Clearwater Beach getaway! -No hidden fees -No chores Just a breezy, beachy stay with: -2-minute walk to the beach -Beach Chairs -Free parking -Heated pool -Cold AC -Easy self check-in -Pet friendly (One Pet max -$150 fee) We provide essentials (linens, towels, toilet paper, soap etc.) to get you started. For longer stays, we recommend buying additional supplies. 📍648 Poinsettia Ave, Clearwater Beach, FL 33767

Guest favourite

Apartment in Clearwater Beach

4.9 out of 5 average rating, 139 reviews

Waterfront Industrial Chic #2 Clearwater Beach

This prime location is on the bay just steps away from the beach and the main strip offering a complete home experience. This spacious apartment is equipped with a full kitchen, washer/dryer, two full bathrooms, a large family room, dining area, access to the pool and two assigned parking spaces. A split floor plan ensures privacy, accommodating guests on either side of the apartment. The private patio overlooks the bay, offering stunning views of the sunrise and the occasional dolphin.

Superhost

Guest suite in Clearwater

4.85 out of 5 average rating, 33 reviews

Modern 1BR Guest Suite Boutique • 5 Miles to Beach

Modern, fully renovated 1BR/1BA suite with private entrance, ideal for up to 4 guests. Enjoy a King bed, Queen sofa bed, Wi-Fi, and cozy workspace—perfect for remote work, business trips, or relaxing getaways. The private suite includes a living room, bathroom, kitchenette, and desk. Entry is through a gated side path leading to your private door for easy self-check-in. 5 miles to Clearwater Beach, 2 miles to Downtown Dunedin, and 6 miles to Honeymoon Island. Free parking included.

Guest favourite

Hotel room in Clearwater Beach

4.87 out of 5 average rating, 412 reviews

Chic 1BR Suite in Boutique Motel Clw Beach

🐬 The Porpoise Inn & Suites is a charming boutique motel located right on world-famous Clearwater Beach. Just steps from the sand, shops, restaurants, attractions, and even a recreation pool, it’s the perfect spot for your next Florida getaway. Newly renovated suites feature the stylish touches of coastal living you’ll love, creating a cozy and welcoming space couples, Come for the location, stay for the charm 🏖️✨ (4 Max. Guest/Strictly Enforced & No Pets Strictly Enforced!)

Superhost

Houseboat in Clearwater

4.85 out of 5 average rating, 108 reviews

Breathtaking Beachy Houseboat on Clearwater Island

🌊 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! This is the perfect spot to make unforgettable beach memories! 🌅🏝️🚤 NO PETS ALLOWED.

Top Guest favourite

Apartment in Clearwater

4.94 out of 5 average rating, 100 reviews

The Breezeway #6 only a 2 min walk to the Beach!

Our studio has a King Bed, as well as a microwave, mid-size fridge, regular coffeemaker and toaster. We do not provide kitchen utensils, paper towels etc. but you’ll find tons of amazing local restaurants just a short walk away. We offer a heated Pool and free parking for our guests on site. We have a brand-new Pickle ball court and Playground on one side and a public pool and tennis court on the other. We are just short stroll to historic Pier 60 and vibrant beach nightlife.

Superhost

Cottage in Clearwater

4.87 out of 5 average rating, 138 reviews

Mermaid Cottage

Located in a three unit 'Olde Florida Style Complex' and just 45 steps to Clearwater Beach! The Mermaid Cottage is located on the 1st floor at the back of the complex. This Florida style unit is adorned wood floors and charming island decor. Open to an outdoor patio with furniture. The cottage has two bedrooms, two full baths and an outdoor shower! Living room has a queen pull-out bed. The patio area is completely fenced for private use. Nice, park like charcoal grill.

Guest favourite

Home in Clearwater

4.91 out of 5 average rating, 89 reviews

Beachfront Getaway with Patio – Perfect For 6

Welcome to the piece of paradise you’ve been dreaming of!! This charming seaside townhouse is located just 70 STEPS from the beautiful white sand of Clearwater Beach. Enjoy the convince of it's prime location, cook great seafood at the grill, and truly live the Florida beach lifestyle. Walking distance from bars, restaurants, and stores. This house has been entirely renovated and furnished so it can offer an outstanding beach experience. Don't delay and enjoy Florida!

Top Guest favourite

Apartment in Clearwater

4.95 out of 5 average rating, 78 reviews

CWB Retreats at Bayside Villas - Bayside 6

Second-floor space. Situated on the water, 5-minute walk to the beach, the recreation center, and all that Clearwater Beach has to offer. King bedroom. Queen sleeper in living room. Dining area seats four. Full galley kitchen includes appliances and cutlery. Grill outside. Enjoy water views and dolphins from our bay front dock. This unit has access to the newly completed pool located between 617 & 611 Bay Esplanade buildings. Free washer and dryer next door.

Top Guest favourite

Condo in Clearwater

4.99 out of 5 average rating, 126 reviews

Seasalt Breeze, cozy unit, easy 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