
Holiday houses in Clearwater Beach Island
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Top-rated holiday rentals in Clearwater Beach Island
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Steps 2 beach! Beachy and Luxurious! Easy Living!
Easy Living is a beachy newly renovated condo with 2 bedrooms & 2 full bathrooms, nestled between the intercoastal water and the magnificent Clearwater beach! Located a very short walk to the beach (less than 2 blocks) and across the street from a park. The Clearwater Beach Rec Pool is another short two minute walk from the condo! The condominium is quiet area yet, it is within walking distance to practically everything in town, including the beach, many restaurants, bars, Pier 60, & the marina!
LocationFamilyQuiet
4.95 out of 5 average rating, 346 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!
LocationFamilyWalkability
4.95 out of 5 average rating, 22 reviews
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 !
LocationFamilyKitchen
5.0 out of 5 average rating, 15 reviews
Mermaid Cottage
Located in a three unit 'Olde Florida Style Complex' and just 45 steps to Clearwater Beach! The Mermaid Cottage is located on the 1st floor at the back of the complex. This Florida style unit is adorned wood floors and charming island decor. Open to an outdoor patio with furniture. The cottage has two bedrooms, two full baths and an outdoor shower! Living room has a queen pull-out bed. The patio area is completely fenced for private use. Nice, park like charcoal grill.
ValueLocationLaundry
4.84 out of 5 average rating, 170 reviews
Direct Beachfront, Stunning Sunsets, Sleeps 6
Wake up to the sound of waves and wall to wall ocean views. Step out onto the beachfront patio to enjoy the unobstructed Gulf views. This beautifully renovated 2 bedroom condo sleeps 6 comfortably in the primary bedroom with king bed and 2nd br with full bed and twin over twin bunk. Convenient location within walking distance to all Clearwater has to offer. Stylish and comfortable living room furniture, smart tv, fully stocked kitchen and dining area for 6.
LocationBeachView
5.0 out of 5 average rating, 5 reviews
New! Condo in exclusive Avalon Club
This 3-bedroom, 2-1/2-bathroom modern chic condo hotel suite offers stunning views of the Bay, Honeymoon Island, and Dunedin. It has room for 8 with one King bed, 2 Queen beds, plus a full-sized sofa bed. The private balcony provides the perfect place for people watching in the street below and south, down Mandalay Ave., or to enjoy watching the sun rise over Mandalay Bay. Please note that one of the queen bedrooms does not have a window.
FamilyValueAmenities
4.91 out of 5 average rating, 185 reviews
Clearwater Beach Retreat - 2 blocks to beach
Charming 1 Bedroom, 1 Bath just steps from the white sands of Clearwater Beach! Perfect for a romantic getaway, weekend retreat of relaxation, beach walking, shell collecting and the most stunning sunsets in the world! Prime location in the heart of Clearwater beach close to the best restaurants, bars, and shops. Just a few blocks away is a children's playground and pickle ball courts! Everything you need for your next beach escape!
LocationBeachAccess
4.87 out of 5 average rating, 23 reviews
TIKI/ Steps2Beach/Sleeps6/DogsOK/FullBEACHgear
If you’re the good vibe type that doesn’t like a stuffy hotel with predictable amenities and decor, this is your place to book. It is a true hidden treasure old Florida Key West vibes, beautiful tropical lush landscaping it’s really like stepping back in time to a 90s beach vacation that almost doesn’t exist anymore. Amazing value for incredible memories. Makes you want to turn up our radio and play a hand of cards by the bbq grill.
CleanlinessWalkabilityComfort
5.0 out of 5 average rating, 6 reviews
New lower price! 2BR King Bed! Steps to the beach!
Newly updated, beautiful 2 bedroom, 1 bathroom unit. Only steps to the beach! Walk into a cute & contemporary living area with a large Smart TV, a well-equipped full kitchen, and a dining area. Sleep comfortably in the 2 bedrooms & 1 full bathroom. Primary BR has a king bed & the second bedroom has a Twin XL bed. We also provide a pack n play & high chair for little ones. Huge private deck & communal grilling / chilling area!
LocationFamilyAccess
4.91 out of 5 average rating, 33 reviews
Surf n Sand Water View Studio Apartment 7
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.
FamilyValueBathroom
4.8 out of 5 average rating, 382 reviews
Bay Apartment 11
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.
LocationFamilyLaundry
4.73 out of 5 average rating, 424 reviews
Studio w/ King Bed | Heated Pool, Steps to Beach!
Reward yourself with a modern, updated King Studio at Hotel Cabana in sunny Clearwater Beach! Hotel Cabana has a rich, multi-decade history. Originally built in 1947 our property has always been a haven for laid-back sun lovers to enjoy the beach in a warm and welcoming environment. We’ve always had a common goal: to welcome people to Clearwater Beach, one of the most beautiful places on earth.
LocationWalkabilityBeach
5.0 out of 5 average rating, 3 reviewsPopular amenities for Clearwater Beach Island holiday rentals
Other great holiday rentals in Clearwater Beach Island

Surf n Sand 1 Bedroom Apartment by the Water 19
LocationValueAccuracy
4.77 out of 5 average rating, 338 reviews
Bay Apartment with Water View 6b
FamilyValueGetting around
4.76 out of 5 average rating, 382 reviews
Bay Front 2 Bedroom Apartment 10
ValueFamilyBackyard
4.75 out of 5 average rating, 436 reviews
Amazing views on beachfront
FamilyValueIndoor spaces
4.91 out of 5 average rating, 489 reviews
Beachfront in exclusive resort
ValueFamilyHospitality
4.91 out of 5 average rating, 337 reviews
Surf n Sand Studio by the Water 1
ValueLocationTV
4.76 out of 5 average rating, 488 reviews
Bay Apartment 5a
FamilyValueComfort
4.78 out of 5 average rating, 290 reviews
Beachfront on Clearwater Beach!
LocationFamilyGetting around
4.84 out of 5 average rating, 192 reviewsDestinations to explore
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