Family-friendly holiday rentals in Clearwater Beach Island

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Clearwater Beach Island

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

An inviting living space features a large sectional sofa adorned with cushions in soft blue tones. A decorative rug adds texture to the wood floor. A television is mounted on the wall, and a dining area with a wooden table and chairs is visible in the background.

Condo in Clearwater Beach

4.87 out of 5 average rating, 311 reviews

2 Bedroom 2 Bath Condo, 3 min walk to Beach

Prime Clearwater Beach location with exceptional walkability. Located in a quiet area just north of Pier 60, within walking distance to restaurants & bars. A public playground & pickleball courts are immediately next door. The beach is 1.5 blocks away (5-min walk), & the pool shown in photos is on the next block (2-min walk). Fully equipped for beach days, w/ a beach wagon, chairs, towels & toys—so you can enjoy full days on the sand. Second floor condo w/ washer & dryer & free onsite parking.

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Superhost

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 Beach

4.89 out of 5 average rating, 216 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!

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Guest favourite

A spacious rooftop terrace is illuminated by string lights, showcasing a comfortable seating area with modern outdoor furniture. The view captures the surrounding buildings and a glimpse of the beach, framed by a warm sunset sky.

Townhouse in Clearwater Beach

4.88 out of 5 average rating, 124 reviews

Luxury End-Unit w/ Rooftop Hot Tub & Beach Views

Discover luxury in this 5-level end-unit townhome in Clearwater Beach! Private elevator to rooftop hot tub with epic Gulf & bay views—perfect for sunsets. End-unit perks: more privacy, panoramic views. 4 bedrooms (sleeps 10), 3.5 baths, equipped kitchen, open living. Rooftop deck w/ grill & seating. Just 1 block to powdery beach, walk to Pier 60, shops & dining. Pickleball. Beach gear, fast WiFi, smart TVs, crib & high chair. Great for families. No smoking; quiet after 10 PM. Min 3 nights!

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Guest favourite

A modern dining area features a round glass table set for six, accompanied by stylish white chairs. Large sliding glass doors provide a waterfront view, while a vibrant artwork hangs on the wall. A contemporary light fixture adds a playful touch to the space.

Apartment in Clearwater Beach

4.88 out of 5 average rating, 266 reviews

Waterfront 2BR Escape Walk to Beach Pool Sleeps 6

🌴 Your Clearwater Beach Escape Starts Here Wake up to peaceful water views, sip coffee on your private patio, and end your day watching the sunset just minutes away on the beach. This spacious 2BR/2BA condo perfect for families, couples, or small groups looking for a relaxing getaway.Quiet location while still being close to everything Waterfront patio with serene views (yes, dolphins are often spotted 🐬) Walk to Clearwater Beach, restaurants, and shops Pool for relaxing after the beach

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Top Guest favourite

A scenic view of a fishing pier extends into the water, framed by gentle waves and a sandy beach. The sky is filled with colorful clouds, reflecting hues of orange and blue as the sun sets on the horizon.

Condo in Clearwater Beach

4.98 out of 5 average rating, 181 reviews

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!

Stylish & Sunny Corner Unit On Dolphin Faved Inlet Across The Street From Florida's #1 Beach. This all-inclusive unit allows you to walk everywhere and enjoy all Clearwater Beach has to offer from sand & sun to restaurants & shopping. Updated & upgraded 3 bedroom, all with connected bathrooms offers amazing space, a chef's kitchen as well as bright & beautiful dining & living rooms. Private balcony to relax & watch the sunset. Beach concessions include sea kayaks, jet ski's, boating & more.

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Guest favourite

A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.

Condo in Clearwater Beach

4.91 out of 5 average rating, 486 reviews

Amazing views on beachfront

This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.

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Superhost

A sandy pathway leads through beach grass and wildflowers, with palm trees framing the scene. The azure ocean and clear blue sky serve as a backdrop, inviting guests to enjoy the nearby beach.

Cottage in Clearwater Beach

4.84 out of 5 average rating, 170 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.

Indoor spacesFamilyComfort

Guest favourite

A well-equipped living space is displayed, featuring a sofa and a coffee table. A flat-screen television is mounted on a decorative wall. The kitchen includes modern appliances, with light cabinetry complemented by wooden accents, creating a bright and inviting environment.

Hotel room in Clearwater Beach

4.89 out of 5 average rating, 399 reviews

Beach 1BR Suite w/full kitchen on Clearwater Beach

🐬 The Porpoise Inn & Suites is a charming boutique motel located right on world-famous Clearwater Beach. Just steps from the sand, shops, restaurants, attractions, and even a recreation pool, it’s the perfect spot for your next Florida getaway. Newly renovated suites feature the stylish touches of coastal living you’ll love, creating a cozy and welcoming space. Come for the location, stay for the charm 🏖️✨ (4 Max. Guest/Strictly Enforced & No Pets Strictly Enforced!)

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Top Guest favourite

A bright and airy living area features a large flat-screen TV mounted above a stone fireplace. A sliding glass door provides direct views of the beach, while comfortable seating is arranged around a cozy coffee table adorned with decorative sea-themed accents.

Condo in Clearwater Beach

4.95 out of 5 average rating, 102 reviews

#2- SALE! Beautiful 2/2 Condo-ON the Sand!

Newly painted & refreshed beachfront condo, located directly on beautiful North Clearwater Beach! Unit is located on the 3rd floor with gorgeous views of the Gulf of Mexico. 2 Bedrooms, 2 bathrooms with a private balcony overlooking the beach. Sleeps 6 with the futon & an air mattress. WiFi included, Smart TV's, beach chairs, towels, toys, etc. Just bring yourselves and you are ready to go! Fully equipped full-sized kitchen with enough supplies to get you started.

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Guest favourite

Apartment in Clearwater Beach

4.9 out of 5 average rating, 203 reviews

Bright Clearwater Waterfront Studio | Walk to Sand

Ultimate Waterside Escape – Adventure Awaits! Welcome to your dream beach getaway! This stunning waterside 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, and more—all available right from the property! This is the perfect spot to make unforgettable beach memories!

Indoor spacesFamilyCleanliness

Guest favourite

The exterior of the multi-story vacation home is shown, featuring light-colored walls with arched windows and balconies. Palm trees line the front, and a paved driveway leads to individual garages below. The rooftop terrace is visible, suggesting additional outdoor space and amenities.

Townhouse in Clearwater Beach

4.86 out of 5 average rating, 179 reviews

Luxurious Beach House, Private Rootop, & Hot Tub!

This spacious, well appointed & continuously updated vacation home is located 1 block from the beach & is absolutely perfect for a family vacation! Highlighted with a stunning rooftop terrace that includes a brand new hot tub, outdoor furniture, TV, & views of the beach & bay. Undeniably as good as it gets when it comes to "beach life" in Clearwater Beach! The layout allows for amazing comfortability with a group!

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Guest favourite

A well-appointed sleeping area is highlighted by a spacious bed featuring a light gray quilt and two decorative pillows. Framed botanical prints are displayed above the headboard, while two bedside tables with lamps provide soft illumination.

Hotel room in Clearwater Beach

4.77 out of 5 average rating, 288 reviews

Bay Apartment 5a

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.

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