
House holiday rentals in Clearwater Beach Island
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Top-rated house rentals in Clearwater Beach Island
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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

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

Steps from Downtown & Minutes to Water/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 gorgeous sunsets, shops, dining, breweries, and Pinellas Trail. Perfect for families, couples, groups. Loaded with beach gear, kids's items & pup supplies. Treat yourself to this Dunedin favorite today !

Waterfront house w/ dock, Walk to Beach, Dogs OK!
Rare high-season opening! Wake up to serene water views & start your day w/coffee on your PRIVATE dock. Beautifully renovated waterfront home offers a peaceful escape just steps from Indian Rocks Beach. Enjoy a bright sunroom, stylish interiors, and an easy 2 min walk to the sand. Enjoy full access to Brown Park across the street with playground, tennis, basketball courts. Walk to beach, shops, & restaurants. Perfect for families, groups seeking relaxation or adventure on Florida’s Gulf Coast.

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!

4-Bed Beach Retreat: Steps to Sand + Private Pool
Relax, Unwind, and Make Memories at Our Clearwater Retreat This spacious 4-bedroom home sleeps 10 and is just 200 steps to the white sands of Clearwater Beach. Enjoy a private heated pool, BBQ grill, and outdoor shower in your backyard paradise. Inside, bright and airy spaces offer modern comfort with coastal charm. Walk to top restaurants, shops, and Pier 60. Perfect for families or groups, our home has earned 5-star reviews for its comfort, cleanliness, and unbeatable location. Book now!

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 !

Specious home W/ Heated Pool ! ! ! Great Location.
Cozy, spacious home 🏡 w/ heated swimming 🏊♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's. The big back patio has a swimming 🏊♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

Serenity Bungalow Downtown
Kick back and relax in this stylish bungalow, perfectly situated at the gateway to downtown Dunedin’s vibrant corridor. Explore a variety of shops, microbreweries, pubs, and restaurants, all just steps away. Enjoy the scenic marina and catch fabulous sunsets at the west end of downtown. Located right across the street from a lively restaurant and bar, this bungalow places you in the heart of the action, making it the ideal spot for your Dunedin getaway. Pet fee is per pet.

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.

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. 🌴✨🌊🫶🏻🌞

Bayside Retreat your tropical oasis
"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport
Popular amenities for Clearwater Beach Island house rentals
House rentals with a pool

Clearwater Gem! XL-Pool | Courts & More!

Swim-Out Bedrooms, Waterfall pool, Peace Place

Paradise palms oasis Clearwater

Piece of paradise in Indian Rocks Beach.

Modern Pet-Friendly Beach House w/ Heated Pool & S

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

Hot Tub, Heated Pool, Minutes to Clearwater Beach

Star House! Heated&Salt pool/ Clearwater Beach
Weekly house rentals

Mandalay Breeze- One minute walk to beach- monthly

Harbor Villa | Waterfront Pool & Spa | Firepit

Sandy Shores | Steps to Beach • Pet Friendly

Island pool home min. to DT St. Pete & Beaches

Sunset Palms Retreat!

Mandalay Sandcastle

Breezy Beach Townhome

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

Vacation At Lantana

Beautiful 3-Bed, 2.5-Bath Townhome w/Boat slip

Modern Private Estate | Central to Tampa & Beaches

Island Vibes House - Amazing Location

Waterfront townhome Clearwater Beach

3 min walk to beach/Heated Pool/Games/Kids area

Boaters Dream Clearwater Beach!

Clearwater Beach House #1-Right on the Beach
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- Anna Maria Island
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