
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

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.

Paradise!Renovated waterfront pool home.Sunsets!
No hurricane damage!Sunsets to die for! Completely remodeled in 2023 pool house on the Anclote River with access to the Gulf of America.Imagine fishing,kayaking in the backyard &sometimes you can spot dolphins!Watch birds, ducks, manatees. All new appliances and granite countertops.New quartz bathroom cabinets!New tiles throughout the house including Florida room. Cooler,chairs&umbrella, kids beach toys that you can take to the beach.Bonfire pit.Grill.Heated pool for a fee. Come,relax&enjoy

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 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!

Peaceful Pet friendly 2 BR cottage with hot tub.
Wellcome to our tranquil 2-bedroom, 1-bathroom farmhouse, nestled in the peaceful countryside of Palm Harbor. Whether you're seeking relaxation or adventure, this fully remodeled country cottage provides a serene and comfortable retreat. Whether you're relaxing with a movie, soaking in the hot tub, or exploring the nearby attractions, our farmhouse offers a serene and comfortable home away from home. Book your stay today! Please note that the minimum age requirement to book is 23.

Tampa Bay Waterfront Home
Relax, unwind and enjoy the panoramic water views as you soak in the sunrises, sunsets, dolphin shows, manatee visits and watch the boats go by at Reel Paradise. Fish right off the dock and catch huge Snook, Tarpon, Mangrove Snapper and many others! Find peace in the quiet of the river. Enjoy a soak in the NEW hot tub. Create a fire in the fire pit and make memories. Grill your favorite meals on the Weber Charcoal grill or the NEW gas grill. We look forward to meeting you!

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.

Beachfront Getaway with Patio – Perfect For 6
Welcome to the piece of paradise you’ve been dreaming of!! This charming seaside townhouse is located just 70 STEPS from the beautiful white sand of Clearwater Beach. Enjoy the convince of it's prime location, cook great seafood at the grill, and truly live the Florida beach lifestyle. Walking distance from bars, restaurants, and stores. This house has been entirely renovated and furnished so it can offer an outstanding beach experience. Don't delay and enjoy Florida!

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.

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

Clearwater Beach House #1-Right on the Beach
The days when you could step out your door and walk onto white powder sand on beautiful Clearwater Beach are largely gone, giving way to towering condos where getting to the beach means an elevator ride and a security door. But if your pleasure is sand between your toes, dunes at your feet, and the sound of surf as you doze off from an idyllic day of beach lounging, then this is the place for you.

Modern Pet-Friendly Beach House w/ Heated Pool & S
Unwind in this serene 2‑bed, 2‑bath Clearwater retreat featuring a heated saltwater pool, spa, and sun‑soaked tanning deck. Nestled in a quiet, welcoming neighborhood near Honeymoon Island, Dunedin, and Clearwater Beach, this oasis is perfect for relaxing, reconnecting, and creating unforgettable memories with the ones you love.
Popular amenities for house rentals in Clearwater Beach Island
House rentals with a pool

The Jungalow SOHO - Pool/Hot Tub

Ocean Dreaming: Waterfront Home with Heated Pool,

Private pool, Golf Cart, Completely Renovated!

Marie's Oasis‐4 min walk to sandy white beaches!

Splash House - Relaxation Haven/Private Pool

Luxury on water & Steps to beach

Beachcomber Beach House | Steps to The Sand!

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

Island Vibes Cottage - Amazing Location

Best House on the Trail

Steps From Downtown & Trail • Near Beaches

Waterfront townhome Clearwater Beach

Fun, Funky, Fire Pit, Pool! 4 miles to Beach

4-Bed Beach Retreat: Steps to Sand + Private Pool

Clearwater-Dunedin Retreat-steps from water views

Sunset Bungalows Big Blue: Heated Pool, near Beach
Private house rentals

Gretel Paradise Suite Near Raymond James Stadium

Elegant Living: Spacious 4-Bedroom, 3-Bath Home

Modern 3BR/2B Oasis/ Patio – Sleeps 8

Lakeview Chic 3BD House for golf/beach lovers

Minutes to Beach, Dining & Events

Mandalay Breeze- One minute walk to beach- monthly

Huge Spa - Quick Walk to the Beach - 2 Family Room

Hot Tub | Ping Pong | Foosball | Mins to Beaches
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- Anna Maria Island
- Raymond James Stadium
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