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Waterfront holiday rentals in Clearwater Beach Island

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Clearwater Beach Island

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

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Guest favourite
Home in Clearwater Beach
4.97 out of 5 average rating, 241 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 spacious living area is furnished with a dark sofa and two patterned armchairs, offering views of Clearwater Harbor through large glass doors. A ceiling fan hangs above, while a TV is positioned on a stylish console. Natural light fills the room, enhancing the coastal decor.
Flat in Clearwater
4.96 out of 5 average rating, 101 reviews

Stunning Veranda View Inlet Cruzin & Bring A Boat!

$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay! Experience unbeatable value. Modern luxury waterfront condo in Clearwater Beach! Huge balcony overlooking intracoastal and pool, as well as a comfortable and cozy interior. Enjoy a 40’x16’ boat slip (fee applies), pool & spa, and a short walk to 2 miles of white sand. Perfect for families or friends seeking relaxation and coastal adventure, with perfect proximity to restaurants, nightlife and beaches

Guest favourite
A well-maintained pool area features two inviting swimming pools, surrounded by lounge chairs. A hot tub is positioned nearby, with palm trees visible in the background. Outdoor lighting enhances the space, creating a relaxing atmosphere for guests to enjoy.
Apartment in Dunedin
4.88 out of 5 average rating, 103 reviews

Fall special rate ! Pool, hot tub at Beso Resort !

Plan your unforgettable stay at this 1 bedroom condo at Beso ( not a studio) with 2 Balconies for your morning coffee or beautiful sunsets The location is perfect to walk to town where you’ll find many Quaint shops, restaurants and Breweries Free Wi-fi Free parking Only 10 min to honeymoon island and the ferry to Caladesi Island 15 minutes to Clearwater Beach 2 salt water Pools and a hot tub Marker 8 Tiki Bar and restaurant 28 mile trail across St. Bicycle rental through the office for a fee

Superhost
A scenic view of the Gulf of Mexico is framed by a clear blue sky. The sandy beach is lined with colorful umbrellas and chairs, while palm trees sway gently in the foreground. Vehicles are parked along the road, highlighting the accessibility of the location.
Apartment in Clearwater
4.85 out of 5 average rating, 118 reviews

Modern design in tropical paradise

This beautiful 6-person modern chic condo hotel suite has views of the Gulf of Mexico across the sandy white beach from your private balcony. Your 2 bedrooms include 2 King beds, 2 full large bathrooms and a half bathroom in the hallway. With the use of the full-sized sofa bed, this suite will accommodate 6 people looking for a relaxing get-away. Enjoy watching the sunset into the Gulf of Mexico while enjoying a pre-dinner drink or look for dolphins who love to frolic in the early morning surf.

Top guest favourite
A spacious living area is furnished with a large, L-shaped gray sofa, providing comfort for relaxation. A flat-screen television is mounted on the wall opposite the sofa, while natural light enters through two windows, dressed with light curtains. A decorative rug and a console table add to the inviting ambiance.
Place to stay in Dunedin
4.96 out of 5 average rating, 143 reviews

The Zen Den Studio

Welcome to our home away from home, where you can relax and take it easy or enjoy all the excitement close by. Our Seaside Studio sleeps 2 guests comfortably, one queen size bed, one queen sofa bed, 1 full bath, and a fully stocked kitchen. Our studio provides all the amenities of a home with an extraordinary location close to all of your vacation needs. You can take a walk to the Blue Jays Stadium, you are 1 Mile to Downtown Dunedin where restaurants and shops awaiting to please your palate.

Top 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
4.99 out of 5 average rating, 147 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
Home in Largo
4.96 out of 5 average rating, 136 reviews

Stars by the Sea - Cozy home close to beaches

Our home is beautifully updated, fully furnished and decorated in a beach theme. The master bedroom has a comfortable king size bed and the second bedroom has a queen. We have a beautiful pond in the back. Perfect for you to relax and BBQ while enjoying our wonderful Florida weather. The house has a Smart TV, Internet w/Wi-Fi, dishwasher, washer, dryer, and much more. Everything you need to make your stay perfect. We are close to great shopping, dining and to some of Florida's best beaches.

Top guest favourite
Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.
Cottage in Tampa
4.97 out of 5 average rating, 232 reviews

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake.Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

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 out of 5 average rating, 221 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
Apartment in Belleair Beach
4.82 out of 5 average rating, 103 reviews

Condo On The Beach - Heated Pool - Self Check-in

We’re happy to announce that our property is open, fully operational, and in excellent condition after the recent hurricane. Book with confidence and enjoy your Florida getaway! ☞ Beachfront ☞ Free parking ☞ Pool ☞ AC ☞ Self check-in ☞ Full Kitchen We are located on the beach at 3200 Gulf Blvd, Belleair Beach. Essentials (linen, towels, toiletries) are provided at the start of your stay. We have no hidden fees or complicated checkout instructions.

Top guest favourite
Apartment in Clearwater
4.99 out of 5 average rating, 118 reviews

Walk Everywhere! Beach, Pier 60, Dining, Nightlife

Escape to Dock of the Bay! ✅ Two KING suites + sofa bed ✅ 5-minute walk to beach ✅ Stunning waterfront views ✅ Full kitchen ✅ Heated pool & sun deck ✅ Beach gear & wagon ✅ Free parking! 👨‍👩‍👧 Traveling with a group? We also own the condo next door -- “Dock Holiday” (www.airbnb.com/h/dockholiday-clearwaterbeach). Tell your friends or book both together—Dockside Duo (www.airbnb.com/h/docksideduo). Double the space and double the fun!

Guest favourite
A well-lit living area features a cozy couch facing a television. A small dining table and chairs are present nearby, and a ceiling fan hangs above. Large windows allow natural light to fill the room, complementing light-colored walls and wood-look flooring.
Holiday home in Clearwater
4.92 out of 5 average rating, 143 reviews

Coastal Waterside Condo 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. We are pet friendly! Pet fee is $150 for the first dog, $100 for the second dog.

Popular amenities for waterfront rentals in Clearwater Beach Island

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