
Holiday houses in Clearwater Beach Island
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Top-rated holiday rentals in Clearwater Beach Island
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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!

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!

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!

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 !

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.

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.

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

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!

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! 🌅🏝️🚤

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. 🌴✨🌊🫶🏻🌞

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.

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!
Popular amenities for Clearwater Beach Island holiday rentals
Other great holiday rentals in Clearwater Beach Island

2BR Suite - Full Kitchen

Cambria Beach House Clearwater Beach

Beach Side Cottage 20 Steps to Beach | Beach Gear

Egret Cottage

Clearwater Game Room Retreat | Pool, Golf, Theater

Summer Breeze Villa!

Harbor Villa | Waterfront Pool & Spa | Firepit

Sandy Shores | Steps to Beach • Pet Friendly
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Vinoy Park
- Hard Rock Casino
- University of South Florida
- John's Pass
- Epperson Lagoon
- Tropicana Field
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- MidFlorida Credit Union Amphitheatre
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