Vacation rentals in Clearwater Beach Island

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Top-rated vacation rentals in Clearwater Beach Island

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Top guest favorite
A small outdoor patio is surrounded by lush tropical plants. A round table with white metal chairs is shaded by a teal umbrella, providing a cozy spot for relaxation. The entrance to the cottage, with a glass door, is visible in the background.
Home in Clearwater Beach
4.94 out of 5 average rating, 194 reviews

The Cottage - 32 Steps to the Beach - Sleeps 2, drive to your door, Wifi, Grill. Just Steps from the beach.

Our tastefully decorated and cozy Cottage offers everything you need for a romantic get-away and a relaxing stay in sunny Clearwater Beach. The Cottage is part of our vacation property '32 Steps to the Beach' which consists of a 3 bedroom house and a separate 1 bedroom cottage. The Cottage can be booked separately or together with the House. To book The House or House & Cottage together please see the listings at the side of this page. Covid-19 UPDATE - See below. The Cottage is located in a quiet and idyllic residential neighbourhood of Clearwater North Beach. The beautiful, award-winning and pristine Gulf Beach is just steps away from the house. If you prefer to have a calm beach day away from the crowds this is where you want to stay. Clearwater Beach with its vibrant public beach life and diverse restaurants is just a mile away. The Cottage offers a spacious, elegant room with a queen bed, a sitting area with a sofa sleeper and a remodeled bathroom. The new kitchenette gives you the opportunity to prepare meals and enjoy them in the small dining area or outside on the secluded patio. Savour a cup of coffee in the morning, a glass of wine after a relaxing day on the beach or enjoy a BBQ in the backyard. Clearwater North Beach is an upscale, safe residential neighborhood that welcomes families and couples. It is not suitable for 'spring breakers' or any group that wants an environment that allows loud parties. The area of Clearwater offers an astonishing diversity of leisure activities. If you enjoy sports you might want to try out the numerous jogging, skating, biking, golfing, hiking, swimming, surfing, tennis or fitness opportunities. In Florida's state parks and on the breathtaking beaches you will experience the beauty and serenity of nature. Several theme parks guarantee fun for the whole family and the diversity of the many restaurants in the area will surprise you. From casual to upscale dining, from local and national to international cuisine - you will find it all! Please also visit our website for more information about our Clearwater Beach homes, Clearwater Beach and the area: www.clearwater-beach-vacations.net Check-in is 4:00pm or later; check-out is promptly at 10:00am to leave time for cleaning crew. We will be happy to answer all of your questions. When using the 'Book it Now' button please include information on the ages and number of people in your party to help us make a quick decision on your request. IMPORTANT: We do not advertise on Craigslist! Be safe and only deal with the owner. COVID-19 Pinellas County is open for short term vacation rentals with guidelines that we are following in full. We take the safety of our guest and cleaning staff extremely seriously. Our cleaning crews are using sanitizer and disinfectant on all surfaces before your arrival and as cleaning is taking longer than previously it is unlikely that we can offer early check-ins or late checkouts. Our houses have well equipped kitchens and we believe that separate units are the best option for vacationing in the time of Covid-19. Florida is seeing an increase in cases at the moment and we stress the importance of guests taking travel insurance that would cover them in the event that they no longer want to travel to Florida. In the event that the administration halts vacation rentals we would of course refund guests as we could no longer accept them. We have to stress that after two months of cancellations and re-bookings we will not be able to offer refunds if Clearwater Beach remains open for vacation rentals but guests decide not to travel.

Guest favorite
A spacious living area features soft gray couches, a coffee table, and a large television. Natural light filters through the partially transparent window coverings. A dining table with chairs is visible in the corner, complemented by light-colored hardwood flooring throughout the space.
Apartment in Clearwater
4.91 out of 5 average rating, 194 reviews

NEW! Luxurious King Bed! 10 Steps to the Beach!

AMAZING LOCATION! This vacation rental is located within crawling distance of the beach. As soon as you open the front gate you can see the beach entrance. Locate 1 house from the sugary white sands of the world famous Clearwater Beach! Also located within walking distance of practically everything including many great restaurants, bars, shops, Pier 60, the marina and much more, yet still located on a quiet street. Once you park your car in your reserved spot, you probably won't need it again!

Top guest favorite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.98 out of 5 average rating, 164 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65โ€ smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Peteโ€™s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Superhost
Apartment in Clearwater
5 out of 5 average rating, 7 reviews

Banana Breeze Cottage 2 pools steps from the beach

Banana Breeze is a 2-bedroom, 1-bath cottage just 2 blocks from Clearwater Beach. Freshly updated with modern tile, a bright living room, and a comfortable king bedroom, it also features a full kitchen and dining space. Guests enjoy tropical gardens, outdoor seating, and 2 heated pools in a peaceful, private setting. With shops, restaurants, and the beach just steps away, Banana Breeze offers the perfect balance of relaxation and convenience, cleaned to the highest standards for your comfort.

Guest favorite
A private balcony is seen featuring two white chairs and a table, offering uninterrupted views of the Gulf of Mexico. The calming blue sky meets the horizon, enhancing the serene beachfront experience.
Condo in Clearwater
4.91 out of 5 average rating, 296 reviews

Beachfront in exclusive resort

This upper floor, 3-bedroom modern chic condo hotel suite offers sweeping views of the Gulf of Mexico from private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the shrimp trawlers making their way out to sea. Enjoy a cocktail while watching the sunset over the open water of the Gulf of Mexico. This suite can sleep 8, with King or Queen-size beds in each of the three bedrooms, a comfortable full-sized sofa bed in the living room & 3-1/2 bathrooms.

Top guest favorite
A private backyard space is highlighted, featuring a heated swimming pool surrounded by lounge chairs and a shaded seating area. Lush greenery and tropical plants frame the space, creating a tranquil outdoor retreat with a colorful sunset sky overhead.
Home in Clearwater
4.97 out of 5 average rating, 32 reviews

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!

Top guest favorite
The image captures a spacious townhouse community, featuring white architectural designs. A clear view of the intercoastal waterway is presented, with boats visible in the distance. A community pool is seen among vibrant greenery, inviting leisure and relaxation.
Townhouse in Clearwater
4.99 out of 5 average rating, 131 reviews

3 Bedroom Waterfront Paradise Sleeps 8

Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach on the intercostal! The 3 floors of custom interior decoration and high end furnishings await you. Located on Clearwater Bay with an easy stroll (5-10 min) to Clearwater Beach, Beach Walk, Pier 60, restaurants, and shopping. You are centrally located to everything in Clearwater with luxury accommodations ! !! You have a 2 car garage, community pool, hot tub, grill steps from your back door.

Superhost
A bright living area features large windows that provide views of the water. Comfortable seating is arranged around a wooden coffee table. Light-colored furniture and subtle decorative elements create a relaxed, inviting space filled with natural light.
Apartment in Clearwater
4.85 out of 5 average rating, 59 reviews

Clearwater Beach Retreats at Bayside View 4

Newly completed pool is ready to enjoy and just steps from Bayside View 4. Bayside View 4 is a getaway with big water views of the Mandalay Channel. Enjoy 2 bedrooms and 2 bathrooms (sleeps 6) while watching the dolphins play, yachts cruise, paddlers and jet skis from your peaceful private deck. Only a few blocks to the beach and fresh seafood at the amazing local restaurants. Second bedroom currently has private entrance in breezeway and queen bed.

Guest favorite
A bright living area features a navy blue sofa paired with a circular wooden side table and a lamp. Wall art includes framed phrases and decorative elements, while light wood flooring enhances the openness. A kitchenette is visible in the background, adding to the functional design.
Apartment in Clearwater
4.92 out of 5 average rating, 129 reviews

Coastal Waterfront Condo 2 blocks to Beach

๐ŸŒŠ Ultimate Waterfront Escape โ€“ Adventure Awaits! ๐Ÿšดโ€โ™‚๏ธ๐Ÿ„โ€โ™‚๏ธ Welcome to your dream beach getaway! This stunning waterfront rental puts you right on the water with breathtaking views and endless adventure. Paddle on a kayak or stand-up paddleboard, then cruise around town on our complimentary beach bikes. Jet ski island tours, parasailing, and more. We are pet friendly! Pet fee is $150 for the first dog, $100 for the second dog.

Top guest favorite
Apartment in Clearwater
4.89 out of 5 average rating, 18 reviews

Waterfront, Coastal Escape #2, 2 BR, 2 Bath,

Newly renovated 2BR getaway on the Intracoastal Waterway, just a few blocks from the beach! Enjoy modern comforts, a fully equipped kitchen, and a bright, coastal-inspired living space. Relax by the water with peaceful water views or take a short walk to the sand, shops, and restaurants. Perfect for couples, families, or friends looking for a stylish stay in a prime location. NOTE This unit does not have a view of the water.

Top guest favorite
A studio apartment is showcased with a comfortable seating area, a spacious kitchenette, and a king-size bed. Natural light flows through large windows, while an open bathroom features modern fixtures. A ceiling fan and decorative accents add to the inviting atmosphere.
Apartment in Clearwater
4.96 out of 5 average rating, 50 reviews

SALE! Cute Studio- King bed! STEPS to the beach!

Check out this cute studio apartment that is just STEPS to World-Famous Clearwater Beach! Comfortable, clean & cute! Comfortable King size bed, spacious kitchenette, updated bathroom, living space and the best private outside deck! It is literally just steps to the sand! With views of the Gulf from the deck and windows!

Guest favorite
A view of the beach is captured through swaying palm trees, framed by a white picket fence. Nearby, a pathway leads to the sand, while parked cars line the road. The clear blue sky complements the vibrant coastal scenery.
Home in Clearwater
4.92 out of 5 average rating, 132 reviews

Cambria Beach House Clearwater Beach

Located on the north end, and just a 30 second walk to beautiful Clearwater Beach. 1920's Single Family Home, 2 BR's, 2 Baths, new renovated kitchen, and large deck with beach view. Sleeps 6 people - 1 King bed in Master BR, 2 Twin beds in 2nd BR, and Queen Sleeper Sofa in Family Room. Strict no pet policy.

Popular amenities for Clearwater Beach Island vacation rentals

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Clearwater
  6. Clearwater Beach Island