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Apartment holiday rentals in Clearwater Beach Island

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Top-rated apartment rentals in Clearwater Beach Island

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Top guest favourite
A roadside view of a pink cottage features large windows inviting natural light. A white door is visible, with two chairs placed on the gravel-covered area. Surrounding greenery enhances the outdoor space, while a parking lot provides convenient access.
Flat in Indian Rocks Beach
4.95 out of 5 average rating, 197 reviews

Vintage Florida Beach Efficiency

Just a short walk to the beach, this a great beach getaway for couples or families with one child. On your way stop at the Cooky Coconut for lunch, an awesome milkshake or a variety of snacks. With a totally new renovation in 2024, this unit is updated, very clean & worry free. This cottage is located in a quiet residential neighborhood and a great place to relax. Laundry on shared screened porch. Dogs allowed ($35 extra) add them on # of guests page . Easy refund policy. Level 2 EV charger

Top guest favourite
A living area features a colorful coffee table with a nautical design and a comfortable seating arrangement. A wall-mounted TV is present, and a dining table with blue chairs provides a casual dining space. Light-colored walls and wooden flooring enhance the room's brightness.
Flat in Clearwater
4.91 out of 5 average rating, 178 reviews

THE SALT LIFE! 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 door, you can see the beach. The apartment is located in a small building with just 6 units and is 1 house from the sugary white sands of the world famous Clearwater Beach! Also located within walking distance of many great restaurants, bars, shops 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!

Superhost
A heated pool is surrounded by tropical palm trees and lounge chairs, offering a refreshing space for relaxation. Colorful umbrellas provide shade, and a pink flamingo float is situated in the water. The evening sky showcases vibrant hues of pink and purple.
Flat in Clearwater
4.76 out of 5 average rating, 155 reviews

Renovated 2025 - Retro Beach Oasis with Color Pop

Book with confidence—our property is in great shape and ready to host your Clearwater Beach getaway! -No hidden fees -No chores Just a breezy, beachy stay with: -2-minute walk to the beach -Beach Chairs -Free parking -Heated pool -Cold AC -Easy self check-in -Pet friendly (One Pet max -$150 fee) We provide essentials (linens, towels, toilet paper, soap etc.) to get you started. For longer stays, we recommend buying additional supplies. 📍648 Poinsettia Ave, Clearwater Beach, FL 33767

Top guest favourite
A spacious living area is presented with a modern sofa adorned with decorative pillows. Two comfortable armchairs complement a circular coffee table. Natural light floods the space through sliding glass doors, leading to an outdoor patio with water views. Soft, neutral tones and contrasting textures are visible.
Flat in Clearwater Beach
4.9 out of 5 average rating, 146 reviews

Waterfront Industrial Chic #2 Clearwater Beach

This prime location is on the bay just steps away from the beach and the main strip offering a complete home experience. This spacious apartment is equipped with a full kitchen, washer/dryer, two full bathrooms, a large family room, dining area, access to the pool and two assigned parking spaces. A split floor plan ensures privacy, accommodating guests on either side of the apartment. The private patio overlooks the bay, offering stunning views of the sunrise and the occasional dolphin.

Top guest favourite
A serene outdoor seating area features white adirondack chairs positioned on a natural stone patio, surrounded by lush green foliage and tropical plants. A glimpse of a swimming pool can be seen in the background, framed by additional seating and vibrant landscaping.
Flat in Dunedin
4.94 out of 5 average rating, 117 reviews

Island Oak

This private vacation rental is a Second floor 1 bedroom apartment is newly furnished, professionally decorated and equipped with all the conveniences of home. Island Oak joins 4 other popular vacation rentals within the Grove Keeper Collective compound. This upper unit has a balcony off the bedroom which looks into a 175 year old oak that provides a tree house effect. We hope you come and enjoy this new addition to Grove Keeper Collective. All our units are non smoking and vaping.

Top guest favourite
Flat in Clearwater
4.96 out of 5 average rating, 121 reviews

Anchors UP #3, WALK to Beach, 1 bed/1 bath

Intracoastal WATERFRONT, steps from sugar WHITE SAND beach with FREE parking. Fully RENOVATED from top to bottom, this 400sf apartment offers a spacious WALK-IN shower, soft/comfortable bed, and full kitchen. Chill out in the COURTYARD or in back by the water after a day at the beach, water sporting fun, or simply exploring the island. For a clean, relaxing, and AFFORDABLE getaway, choose Anchors UP. Beach/Shops/Restaurants/Bars-10minute walk; Pier 60/Marina/N. Beach-15 minute walk

Top guest favourite
Flat in Largo
4.95 out of 5 average rating, 100 reviews

Hidden Oasis #3, *construction discount!*

***Construction discount! The front/back yards and upstairs apartment are currently undergoing renovations. Please note the usual seating on the decks is limited and there may be noise in this unit during the day from the work above.*** Walk into this welcoming apartment! You'll find a cozy space with shared access to a large courtyard. Enjoy the 10-minute drive to the best free parking along the Gulf beaches (Indian Rocks Beach), and make yourself at home in this Hidden Oasis!

Guest favourite
Flat in Clearwater
4.9 out of 5 average rating, 130 reviews

The Breezeway #5 only a 2 min walk to the Beach!

Our studio has a King Bed, as well as a microwave, mid-size fridge, regular coffeemaker and toaster. We do not provide kitchen utensils, paper towels etc. but you’ll find tons of amazing local restaurants just a short walk away. We offer a heated Pool and free parking for our guests on site. We have a brand-new Pickle ball court and Playground on one side and a public pool and tennis court on the other. We are just short stroll to historic Pier 60 and vibrant beach nightlife.

Top guest favourite
Flat in St. Petersburg
4.99 out of 5 average rating, 123 reviews

Cozy Gem Near Madeira Beach

This cozy studio unit with its own screened-in large private patio is the perfect getaway for up to 2 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cal-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive to the famous John's Pass Village and Boardwalk.

Top guest favourite
A charming two-story bungalow surrounded by lush greenery and outdoor seating. The entrance features a set of steps leading to a wooden porch, framed by large windows that invite natural light. The yard includes various plants, enhancing the inviting atmosphere.
Flat in St. Petersburg
4.96 out of 5 average rating, 393 reviews

Historic Kenwood Getaway

Fun facts: In 2020, Historic Kenwood was named 'NEIGHBORHOOD of the YEAR as well as a DESIGNATED ARTIST's ENCLAVE. Our quadrant campaigned to limit new homes that were out of step with the Bungalow style and maintain the personality of Historic Kenwood. It was passed. Suitable for 2 adults (No infants or children) Walking distance to Central Ave. & Grand Central District. The area is filled with restaurants, bars, craft breweries, and shopping.

Guest favourite
A spacious bed is positioned against a light-colored wall, featuring a minimalist headboard with a decorative painting above. Two bedside tables with lamps are situated on either side, providing balanced lighting. Natural light filters through the window covered by sheer curtains.
Flat in Clearwater
4.95 out of 5 average rating, 101 reviews

CWB Retreats at Bayside Villas - Studio 1

Kick back in this first floor space only 5 minute walk to the beach. This charming studio is perfect for a single traveler or a couple. Prepare your snacks and meals in the kitchenette or grill local seafood on the patio bayside. Enjoy water views and dolphins from our bay front dock. This unit has access to the newly completed pool located between 617 & 611 Bay Esplanade buildings. There is a washer and dryer next door.

Guest favourite
The modern kitchenette features sleek cabinetry, a stainless-steel refrigerator, and a countertop with three black bar stools. A flat-screen television is positioned nearby, and natural light is observed reflecting off the tiled floor, enhancing the open layout.
Flat in Clearwater
4.99 out of 5 average rating, 210 reviews

Welcome to your cozy studio!

This charming furnished studio apartment is the perfect blend of comfort and convenience, offering everything you need for a delightful living experience: *Fully Furnished *Comfortable Sleeping Area *Equipped Kitchenette *On-Site Laundry Room *Private Parking Space *Private Patio Prime Location: Conveniently located close to shops, restaurants, parks and just 10 minutes away from the breathtaking Clearwater Beach

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