
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

Clearwater Beach Bungalow Beachfront w/Heated Pool
Escape to this stunning beachfront getaway, just 15 steps from the sand and surf! This charming, one-of-a-kind single-family home is one of the rare gems available for short-term rental on Clearwater Beach. Enjoy the best of both worlds with a private heated pool and breathtaking ocean views right from your front porch. Whether you're lounging by the pool or strolling along the beach, relaxation is always within reach. Perfect for those seeking privacy and proximity to the vibrant beach scene.

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 !

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 !

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.

Sandy Shores | Steps to Beach • Pet Friendly
SUNNY ORANGE STAYS presents… 🌴 Sandy Shores Unit 1 Discover a hidden gem in the heart of Clearwater Beach! This charming 2-bedroom single-level home puts you just seconds from the sugar-white sands and sparkling Gulf waters. Located right next to local favorites like Frenchy's Rockaway Grill and Palm Pavilion, it is pet-friendly too! Perfect for couples, small families, and fur babies looking to live the local beach lifestyle. Learn more below…👇

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!

Harbor Villa | Waterfront Pool & Spa | Firepit
This 3-bedroom waterfront home is packed with amenities & designed for an unforgettable stay in Indian Rocks Beach, FL! • Pool & Spa • Outdoor Patio & Bar w/ TV • Firepit • BBQ Grill • Fully Stocked Kitchen • Indoor Fireplace • TVs in Each Bedroom • Card Games • Family/Kid Friendly • Washer & Dryer • Ample Parking • Beach Essentials • Kayaks

Beach House | Heated Pool & Spa | Golf Cart
Newly renovated beach house just 2 blocks from IRB with a HEATED saltwater pool, spa, tanning deck, and 4‑passenger golf cart. Pet‑friendly and set in a quiet, safe neighborhood, this cozy 2‑bed retreat is perfect for couples and small families seeking comfort, convenience, and unforgettable Gulf Coast memories. BTR# 2041
Popular amenities for Clearwater Beach Island house rentals
House rentals with a pool

The Jungalow SOHO - Pool/Hot Tub

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

Paradise palms oasis Clearwater

Piece of paradise in Indian Rocks Beach.

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

Swim-Out Bedrooms, Waterfall pool, Peace Place

Peaceful 3BR-Heated Pool & Pond-15 Min to Beach

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

Sunset Palms Retreat!

Waterfront townhome Clearwater Beach

Waterfront 3BR:Heated Pool,Hot Tub,Dock,Game Room

Boaters Dream Clearwater Beach!

Casa Coquina: waterfront, pool, hot tub, boat lift

Tropical Oasis near Beach

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

Walk2 ClearwaterBeach/Hot Tub/Pool
Private house rentals

Rooftop of Dunedin | 8 min to Honeymoon Island

La Casa del Mar, Clearwater

Steps From Downtown & Trail • Near Beaches

Clearwater Beach House #1-Right on the Beach

Honeymoon Luxury Residence with Heated Pool &Sauna

Downtown Dunedin w/hot tub, near beaches and trail

Paradise Point Private Pool Oasis |15 min to beach

Clearwater-Dunedin Retreat-steps from water views
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