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House holiday rentals in Clearwater Beach Island

Find and book unique houses on Airbnb

Top-rated house rentals in Clearwater Beach Island

Guests agree: these houses 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, 140 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

Guest favourite
The outdoor area showcases a saltwater pool within a screened lanai, surrounded by a patio area with seating. The pool area is illuminated by natural light, enhancing the space's openness. A game room features plush seating arranged for viewing films, with walls designed for a cinematic experience.
Home in Clearwater
4.93 out of 5 average rating, 196 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

Top guest favourite
Home in Dunedin
4.93 out of 5 average rating, 119 reviews

Historic 1922 Home • Walk to Downtown & Blue Jays

Stay in a beautifully preserved 1922 Dunedin home passed down through 6 generations. Walk to downtown, restaurants, breweries, the marina, and the Trail. With 3 full bathrooms, and a prime location, this home offers character, and convenience What sets this home apart is its rare combination of location, space, and history — something you simply won’t find in typical vacation rentals. Thoughtfully maintained, this home offers a more elevated and memorable stay than standard listings in the area

Top guest favourite
A bright living area features light yellow walls and a cozy beige sofa with colorful cushions. A vibrant striped rug lies beneath a small round table, accompanied by a green accent chair and a wooden chair. Natural light enters through a window and double doors leading outside.
Home in Dunedin
4.97 out of 5 average rating, 102 reviews

Dunedin 1BR: KingBed/walkable/bike trail/NewBuild

We are within walking distance of the public library, Toronto Blue Jays spring training camp, and one block from the famous Pinellas Bike Trail. The town center is one mile away on the bike/walking trail. Honeymoon Island is 7 miles north, and Clearwater Beach is 5 miles south. The Community Center is 3 miles away with a splash park for kids, pickle and tennis courts, classes, and a workout facility. We welcome dogs with a non-refundable $125 pet fee that you can pay on arrival on airbnb.

Top guest favourite
A two-story beach-style house is depicted, featuring a covered porch with white railings and blue shutters on the windows. Potted plants adorn the porch, complementing the light exterior. Lush greenery is visible in the background, providing a tropical ambiance.
Home in Dunedin
4.98 out of 5 average rating, 341 reviews

Barefoot Parrot /Walk DT & Waterfront/Sleeps 8

Steps from Main Street Dunedin, a short walk to the waterfront and an easy drive to award-winning beaches, Honeymoon Island & Clearwater Beach. Experience the charm of the Barefoot Parrot House, a private pet friendly house with designer decor and abundant outdoor space. Walk, bike, or cart to stunning sunsets, shops, dining, breweries, and Pinellas Trail. Great for families, couples, groups. Loaded with beach gear, kids's items & pup supplies. Treat yourself to this beloved Dunedin favorite!

Top guest favourite
Home in Clearwater
5 out of 5 average rating, 14 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 Largo
5 out of 5 average rating, 9 reviews

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach

You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Guest favourite
The living area features a comfortable seating arrangement with a light-colored sofa, a patterned blue couch, and a rattan chair. A wooden coffee table sits in the center, complemented by ocean-themed wall art. A flat-screen TV is positioned on a wooden console, with natural light streaming in from the windows.
Home in Clearwater
4.84 out of 5 average rating, 103 reviews

Dream Stay: 3 Bedrooms Beach Bliss Just Steps Away

Welcome to the piece of paradise you’ve been dreaming of! This charming seaside cottage is just a 30-second walk from the beautiful white sand of Clearwater Beach and within walking distance to many shops and restaurants. Beach living at its finest! Enjoy the convenience of outdoor space, cook fresh seafood on the grill, and truly embrace the Florida beach life. BEACH ACCESS is on the same block! For even more fun, take advantage of the pickleball court right in front of the house.

Guest favourite
Home in Clearwater
4.94 out of 5 average rating, 284 reviews

Family/Group Getaway w/ Pool Near Clearwater Beach

🏖️ Private pool + 4BR | 9 mins to Clearwater Beach Bring the whole group to this spacious 4-bedroom home designed for relaxing and entertaining. Enjoy a private pool, oversized backyard, and plenty of room for families and friends to spread out. ✔ Sleeps large groups comfortably ✔ Private pool + outdoor space ✔ Fully equipped kitchen + fast WiFi Just minutes from Clearwater Beach, dining, and attractions—your ideal home base for a fun, easy Gulf Coast getaway.

Top guest favourite
A stone fire pit is surrounded by two blue chairs, positioned on a grassy area by the waterfront. Trees provide shade, and a dock is visible across the lake, complementing the serene outdoor setting.
Home in Odessa
4.96 out of 5 average rating, 123 reviews

A perfect Lake House get away

Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

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
4.93 out of 5 average rating, 46 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!

Superhost
Home in Clearwater Beach
5 out of 5 average rating, 6 reviews

Beachcomber Beach House | Steps to The Sand!

🏠 Beachcomber Beach House – Spacious 2‑Bed/2‑Bath Home Just Steps from Clearwater Beach! Welcome to the Beachcomber Beach House! This charming 2-bedroom, 2-bath home is just steps away from Clearwater Beach, offering an inviting blend of comfort, coastal style, and convenient beach access. Ideal for families, groups, or anyone looking to soak up the sun and sand.

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