Holiday houses in Clearwater Beach Island

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Top-rated holiday rentals in Clearwater Beach Island

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, 151 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

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
4.93 out of 5 average rating, 167 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!

Guest favourite
A private balcony is seen featuring two white chairs and a table, offering uninterrupted views of the Gulf of Mexico. The calming blue sky meets the horizon, enhancing the serene beachfront experience.
Condo in Clearwater
4.91 out of 5 average rating, 328 reviews

Beachfront in exclusive resort

This upper floor, 3-bedroom modern chic condo hotel suite offers sweeping views of the Gulf of Mexico from private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the shrimp trawlers making their way out to sea. Enjoy a cocktail while watching the sunset over the open water of the Gulf of Mexico. This suite can sleep 8, with King or Queen-size beds in each of the three bedrooms, a comfortable full-sized sofa bed in the living room & 3-1/2 bathrooms.

Top Guest favourite
Home in Clearwater
5 out of 5 average rating, 16 reviews

4 Bedroom, 3 Bathroom House 1 Block From The Beach

WALK ONE BLOCK TO THE BEACH! You read that right, just one block (1 minute walk) to the most prestigous beach in America. This piece of paradise is unreal. The home features TWO Master Suites, one with a wet bar! There are two other generous size bedrooms, 3 full bathrooms, an open floor plan, a beautiful patio, completely updated, and so much more. The north end, where this home is located, has an extremely private beach area. Enjoy it as a couple, bring some friends, or the whole family!

Top Guest favourite
Home in Clearwater
5 out of 5 average rating, 17 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.

Top Guest favourite
Home in Clearwater
5 out of 5 average rating, 14 reviews

Exclusive Clearwater Beach House-80 steps to sand

Just steps from the beach, this renovated Clearwater retreat is made for effortless coastal living. Enjoy morning walks on the sand, ocean breezes, golden sunsets, and relaxed evenings on the porch or patio. With 2 bedrooms, 2.5 baths, 2 offices, upscale finishes, grill area, and fenced yard, itโ€™s perfect for couples, families, or remote-work getaways. Quiet, private, and minutes from Clearwaterโ€™s best dining and attractions. Perfect and gorgeous, CLEARWATER BEACH NORTH location !

Guest favourite
A charming beach home features a welcoming front deck with white railings and lush flowerbeds. The exterior showcases a combination of light-colored siding and a gabled roof, flanked by palm trees. The surroundings indicate a quiet neighborhood with nearby residential buildings.
Cottage in Clearwater
5 out of 5 average rating, 44 reviews

NEW! 2BR/2BA Finest Vacation Home Steps to Beach

Stunning 2BR/2BA beach home in the quieter N. Beach area, just 50 steps to the sand. Walk to restaurants, shops, Marina & Pier 60. -Open plan living area w/hardwood floors, large sectional sofa, 60โ€ TV w/Roku, custom kitchen, stainless steel appliances, granite countertops & large gathering island -Master suite w/King bed, walk-in closet, desk, full bath. 2nd bedroom w/Queen bed, Casper cooling mattress. -Stacked W/D inside home -Large front deck w/cushioned sofa, BBQ

Top Guest favourite
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
4.99 out of 5 average rating, 143 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.

Superhost
Large sliding glass doors open to waterfront views, revealing a sunlit space with a modern kitchenette. A small dining table with two chairs is set near the doors, and a flat-screen TV is mounted on the wall, complementing the serene aquatic surroundings.
Houseboat in Clearwater
4.78 out of 5 average rating, 136 reviews

Breathtaking Beachy Houseboat on Clearwater Island

๐ŸŒŠ Ultimate Waterfront Escape โ€“ Adventure Awaits! ๐Ÿšดโ€โ™‚๏ธ๐Ÿ„โ€โ™‚๏ธ 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 moreโ€”all available right from the property! This is the perfect spot to make unforgettable beach memories! ๐ŸŒ…๐Ÿ๏ธ๐Ÿšค

Guest favourite
A serene pool area is framed by palm trees, with clear blue water inviting relaxation. Loungers are positioned nearby on a sun-drenched patio, and a soothing hot tub is visible at the edge, offering a perfect escape in the outdoor space.
Home in Clearwater
5 out of 5 average rating, 17 reviews

Acacia Paradise on Clearwater Beach

Recently renovated! Amazing Clearwater Beach home at the front of the North Beach community. 1 block from the famous tropical sugar sands of Clearwater Beach, 2 blocks from the channel and a short walk to restaurants, nightlife, and events. Perfect location to balance the beach town action or relax the day away at your resort-style pool. Great for the coziness of home and yet right next to the beach. Host limited to once/month booking (monthly rental).

Superhost
Home in Clearwater
5 out of 5 average rating, 5 reviews

Providence Cove | Heated Salt Pool โ€ข Sleeps 12

Welcome to Providence Cove, your luxury retreat just minutes from Clearwater Beach! Relax in the heated saltwater pool, enjoy private mini golf, gather around the fire pit, and create unforgettable memories with family and friends. Sleeps up to 12 guests and features stylish bedrooms, a fully equipped kitchen, fast Wi-Fi, private parking, and a curated vacation guide with our favorite local beaches, restaurants, and attractions. ๐ŸŒดโœจ๐ŸŒŠ๐Ÿซถ๐Ÿป๐ŸŒž

Guest favourite
A well-lit bedroom area is furnished with a spacious bed framed in wood, complemented by two bedside tables with lamps. A small dining table with two chairs sits nearby, while a wall-mounted television contributes to the room's functionality. Light neutral tones enhance the inviting atmosphere.
Hotel room in Clearwater
4.83 out of 5 average rating, 440 reviews

Bay Apartment 15

Our goal is to preserve the old Florida and to offer you the opportunity to experience a stay at a vintage themed motel. Our Airbnbs are all unique. Some include neon signs, some the original colorful subway tiles, and others terrazzo floors. You will be staying at the exact Airbnb as pictured on the listing. We seek to keep the properties original and authentic by implementing repairs instead of replacements.

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