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
Home in Tarpon Springs
5 out of 5 average rating, 24 reviews

Reel Retreat | Lakefront Home with Hot Tub

Reel Retreat is a stylish mid-century lakefront escape on Lake Tarpon, perfect for a relaxing getaway. This spacious 3-bedroom, 2-bath home features an open layout, game area, and thoughtfully designed spaces. Take in breathtaking lake views, unwind on the wraparound deck, soak in the hot tub, or gather by the fire pit. With a hammock, grill, and dock access, it’s the perfect spot for peaceful mornings and stunning sunsets. 2 kayaks on property for the lake.Come stay with us for a reel retreat!

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!

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, 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, it’s perfect for couples, families, or remote-work getaways. Quiet, private, and minutes from Clearwater’s best dining and attractions. Perfect and gorgeous, CLEARWATER BEACH NORTH location !

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

Sunset Palms Retreat!

Welcome to your home away from home in Clearwater! Located 15 min to the beach, 10 min to downtown Dunedin, 12 min to Safety Harbor, and 30 min to Tampa Airport. Sleeps 6 with a king bed, queen bed, and queen sleeper sofa in a flex/office space. Two full baths, bright open layout with new windows, large island, and fully stocked kitchen. Dining for 6. Private fenced backyard with multiple seating areas and outdoor dining with a grill. Perfect central location for beach and town access.

Superhost
A spacious outdoor terrace features modern seating arrangements with gray cushions and white wooden frames. Clear glass railings provide unobstructed views of the Gulf of Mexico, while a single palm tree adds a touch of greenery to the coastal setting.
Condo in Clearwater
4.84 out of 5 average rating, 186 reviews

Beachfront on Clearwater Beach!

This lovely 3 bedroom, with 2 or 2-1/2-bathroom modern chic condo hotel suite accommodates 7 people between 3 bedrooms-- 1 King, 1 Queen, and 1 Twin, and the full-sized sofa bed and has a slightly obstructed view of the ocean. If the ocean air and waves don’t lull you to sleep, each of the 3 beds features a Nectar mattress for a wonderful night’s sleep. All of the common areas in this lovely condo have a view of the Gulf of Mexico. Please note twin bedroom does not have a window.

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, 60” 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
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, 136 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!

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

🌊 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! 🌅🏝️🚤

Superhost
Home in Clearwater
5 out of 5 average rating, 4 reviews

Providence Cove | Heated Salt Pool • 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. 🌴✨🌊🫶🏻🌞

Guest favourite
A comfortable gray sofa is positioned against a light-colored wall, complemented by two bedside tables featuring drawers. Each table supports a softly glowing lamp. A wooden coffee table with slatted design sits in the center, adorned with a small potted plant.
Hotel room in Clearwater
4.76 out of 5 average rating, 372 reviews

Bay Apartment with Water View 6b

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.

Top Guest favourite
A modern, two-story building features a clean white exterior and is framed by lush palm trees. The ground level showcases multiple garage doors, while the upper level includes balconies with decorative railings. A spacious brick-paved driveway leads to the front entrances.
Home in Clearwater
4.94 out of 5 average rating, 52 reviews

Luxury on water & Steps to beach

Located along the pristine gulf waters and in the heart of Clearwater Beach, this brand-new vacation home is the perfect getaway in the perfect location. Indoor/outdoor entertaining areas are abundant throughout the home. Each floor features 16-foot sliding glass doors that open to expansive private balconies offering stunning unobstructed water views. Community pool, hot tub, grill and so much more!

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