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Family-friendly vacation 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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Top guest favorite

A large swimming pool is surrounded by lush palm trees and lounge chairs. The pool features a winding shape with a hot tub adjacent to it. Resort-style amenities are visible in the background, with a two-story building lined with windows overlooking the pool area.

Condo in Clearwater

4.97 out of 5 average rating, 130 reviews

2 BR/2 BA Retreat, Immaculate, A+Pool 3m to Beach

🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄‍♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

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.

Apartment in Clearwater

4.9 out of 5 average rating, 165 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!

Top guest favorite

A spacious living area is furnished with a large, L-shaped gray sofa, providing comfort for relaxation. A flat-screen television is mounted on the wall opposite the sofa, while natural light enters through two windows, dressed with light curtains. A decorative rug and a console table add to the inviting ambiance.

Place to stay in Dunedin

4.96 out of 5 average rating, 134 reviews

The Zen Den Studio

Welcome to our home away from home, where you can relax and take it easy or enjoy all the excitement close by. Our Seaside Studio sleeps 2 guests comfortably, one queen size bed, one queen sofa bed, 1 full bath, and a fully stocked kitchen. Our studio provides all the amenities of a home with an extraordinary location close to all of your vacation needs. You can take a walk to the Blue Jays Stadium, you are 1 Mile to Downtown Dunedin where restaurants and shops awaiting to please your palate.

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

4.86 out of 5 average rating, 276 reviews

2 Bedroom 2 Bath Condo, 3 min walk to Beach

Are you looking for something clean and spacious? A three minute walk to the beach? Central AC? A full kitchen with cooking tools? A king bed for a comfortable nights sleep? A cute & cozy beach apartment? 2 bedrooms & 2 full bathrooms. Fully equipped kitchen. Pull out sofa bed for extra guests. Kick back and relax during your beach vacation in this cozy condo with all the beach supplies you’ll need including beach umbrella, chairs, towels, wagon, toys and much more. Free on-site parking.

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

4.9 out of 5 average rating, 388 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.

An open-concept living area features a full bed, a cozy couch, and a Smart TV mounted on the wall. Natural light enters through two windows, complemented by green walls and soft curtains. A dining table with colorful chairs adds a welcoming touch to the space.

Apartment in Clearwater

4.84 out of 5 average rating, 104 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

A modern dining area features a round glass table set for six, surrounded by white chairs. A unique blue chandelier hangs above, while large windows offer a view of the water. The kitchen area is equipped with white cabinetry and stainless steel appliances.

Apartment in Clearwater

4.89 out of 5 average rating, 231 reviews

Waterfront Modern Chic #1 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.

A modern blue building is set against a clear sky, with two levels visible. The paved area in front features tropical plants in planters, along with colorful outdoor furniture, including chairs and an umbrella. Sunlight brightens the scene, highlighting the inviting atmosphere.

Apartment in Clearwater

4.93 out of 5 average rating, 111 reviews

The Breezeway #8 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.

A cozy living area features a comfortable blue sofa and gray armchair, complemented by light wood floors and white wood beams overhead. A bookshelf filled with various books and games is visible, contributing to a relaxed atmosphere. Soft lighting enhances the welcoming environment.

Cottage in Clearwater

4.87 out of 5 average rating, 136 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.

Top guest favorite

A balcony view features two cushioned chairs adorned with pink pillows, overlooking a quiet street leading to the beach. Palm trees and lush greenery frame the scene, while the ocean is visible in the distance. Bright blue skies enhance the coastal atmosphere.

Condo in Clearwater

4.99 out of 5 average rating, 158 reviews

Newly Reno Luxury Condo 30 Steps to Paradise

Welcome to our serene top-floor beach condo. This is a two-bedroom, two-bathroom condo in the heart of Clearwater Beach. This ocean-side condo is steps from the country's #1-rated beach and less than a five-minute walk from top restaurants and shopping. Clearwater Beach is renowned for its award-winning beaches, incredible restaurants, and lively nightlife. We have made every effort to make this condo a home away from home! We hope you enjoy our piece of paradise.

A cozy bedroom features a spacious bed with crisp white linens, accompanied by decorative pillows. A ceiling fan is installed above, enhancing comfort. Natural light fills the room through the window, which is adorned with greenery and blinds. Nightstands with lamps provide additional lighting.

Apartment in Clearwater

4.88 out of 5 average rating, 141 reviews

Waterfront Coastal Condo 2 Blocks to Beach

🌊 Ultimate Waterfront Escape – Adventure Awaits! 🚴‍♂️🏄‍♂️ 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—all available right from the property! This is the perfect spot to make unforgettable beach memories! 🌅🏝️🚤

A paved pathway extends along the water's edge, bordered by lush greenery and two lounge chairs positioned for relaxation. A private dock is visible in the background, with the vibrant colors of the house contrasting against the sky and water.

Apartment in Clearwater

4.81 out of 5 average rating, 151 reviews

Clearwater Beach Coastal Escape 2BR / Water views

Waterfront 2BR/2BA condo on the Intracoastal, just minutes from Clearwater Beach! Enjoy stunning water views, a fully equipped kitchen, spacious living area, and comfortable bedrooms. Relax by the water, fish off the dock, or watch dolphins swim by. Includes free WiFi, parking, and in-unit laundry. Perfect for a beach getaway with all the comforts of home. Walking distance to shops, restaurants, and nightly sunsets. This is a non smoking property.

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Popular amenities for Clearwater Beach Island family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An inviting pool area features a clear blue pool alongside a spacious hot tub, both surrounded by a grey stone deck. Comfortable loungers are arranged under an umbrella, offering shade. Sunlight filters through the screened enclosure, creating a bright and open atmosphere.

4.93 out of 5 average rating, 107 reviews

Heated Pool and Spa | 5 min to beach

Home in Clearwater

4.9 out of 5 average rating, 109 reviews

Clearwater Escape • Pool • Spa • Pet Friendly

Top guest favorite

An outdoor balcony overlooks Clearwater Bay, featuring a dark wooden dining table surrounded by six matching chairs. Lush palm trees frame the view, and the skyline of Clearwater is visible in the background against a clear blue sky.

Home in Clearwater Beach

4.97 out of 5 average rating, 236 reviews

Clearwater Beach Townhome w/Game Room & Boat Slip!

A neatly maintained outdoor space features a lawn area with synthetic grass. A cornhole game board with colorful stripes is positioned on the lawn. Enclosed by a wooden fence, a gated area is visible, indicating a private and secure environment.

Home in Seminole

4.95 out of 5 average rating, 127 reviews

Heated Pool & Hot Tub 0.7 mile from Beach

A spacious rooftop terrace features a seating area with richly woven wicker furniture and bright red cushions. A square fire pit table sits at the center, while a gas BBQ grill is positioned nearby. The area is enclosed by a glass railing, offering views of the intracoastal waterways.

Condo in Clearwater

4.92 out of 5 average rating, 151 reviews

Beautiful Townhome with Private Rooftop & Hot tub

Top guest favorite

A modern kitchen showcases white cabinetry with marble countertops and stainless steel appliances. Natural light floods through large windows, highlighting decorative accents and elegant floral arrangements. A central island is surrounded by bar stools, complemented by stylish area rugs beneath.

Townhouse in Clearwater

5 out of 5 average rating, 129 reviews

Waterfront Beach House Steps Away from #1 Beach!

Top guest favorite

A spacious outdoor pool area is visible, featuring a large swimming pool surrounded by lounge chairs and seating areas. A pergola provides shade, while decorative planters add greenery. The area is enclosed by a privacy fence, creating a secluded retreat.

Home in Seminole

4.99 out of 5 average rating, 321 reviews

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING

The porch features a circular daybed with decorative cushions, accompanied by a small table and two chairs. Direct views of the bright blue sky and nearby palm trees are visible, enhancing the outdoor relaxation space.

Cottage in Indian Rocks Beach

4.97 out of 5 average rating, 150 reviews

𖤓Updated Stilt home: just steps to the beach!𖤓

Family- and pet-friendly home rentals

A spacious living area features a large sectional sofa adorned with various decorative pillows. A light-colored coffee table is positioned in the center, complemented by a decorative basket. Natural light filters through two window blinds, creating a bright and inviting environment.

Home in Dunedin

4.93 out of 5 average rating, 127 reviews

Ocean Sunsets & Downtown Biking Trails

A colorful exterior is framed by lush greenery and tropical plants. A brick pathway leads to the entrance, with a dining area featuring a table and chairs amidst the vibrant surroundings. Sunlight streams through the trees, creating a serene atmosphere.

Apartment in Dunedin

4.94 out of 5 average rating, 217 reviews

The Coastal Retreat

Top guest favorite

Apartment in Clearwater

4.87 out of 5 average rating, 169 reviews

Comfortable and Stylish Studio Near the Coast

A light green room features a queen-size bed with a white quilt and decorative pillows. A small dining area with a round table and two chairs is visible alongside a neutral-toned sofa. Large windows provide natural light, and indoor plants are seen through the glass doors.

Guesthouse in Clearwater

4.88 out of 5 average rating, 221 reviews

Cottage on Pinellas Bike Trail

Top guest favorite

A welcoming living area features a comfortable blue couch adorned with throw pillows. A wooden coffee table with decorative items sits atop light wood flooring, alongside a woven basket and a pouf. In the background, a bright dining area is visible, accompanied by a modern kitchen.

Cottage in Dunedin

4.99 out of 5 average rating, 341 reviews

Walk to Downtown and Waterfront - Private Yard

A side view of the duplex showcases a light grey exterior with landscaped front yard featuring varied plants and stones. A small pathway leads to the entrance doors, with a driveway visible at the back of the unit. Nearby trees provide a natural setting.

4.84 out of 5 average rating, 141 reviews

SeaSalt Gray Cottage 1 - few miles to beaches

Top guest favorite

The exterior of a bungalow is surrounded by lush tropical greenery, featuring large leaves and colorful plants. A bright blue wall enhances the entrance, which is flanked by a window. A gravel pathway leads to the door, contributing to a serene environment.

Bungalow in Indian Shores

4.93 out of 5 average rating, 227 reviews

Private Beach 2BR Bungalow *heated POOL* PETS ok

A tranquil bedroom features a queen-sized bed with a patterned blue quilt and decorative pillows. Soft lighting from two bedside lamps enhances the calm ambiance. A ceiling fan is positioned above, and art pieces are displayed on the walls. A doorway leads to other areas of the apartment.

Apartment in Largo

4.84 out of 5 average rating, 269 reviews

Upper Old Oaks Bungalow 15 min to Clearwater Beach

Family-friendly home rentals with a pool

Top guest favorite

A modern kitchen is presented with stylish white cabinetry and a spacious concrete countertop. Two pendant lights hang above the bar seating, which features four black chairs. Stainless steel appliances, including a refrigerator and microwave, are visible, providing a well-equipped cooking space.

Condo in Clearwater

5 out of 5 average rating, 45 reviews

Wonderful Condo at Avalon - Fully Renovated!

Top guest favorite

A view of the outdoor heated pool surrounded by a landscaped area. Palm trees gently sway in the breeze, and lounge chairs are positioned near the water. The bright blue sky contrasts with the neutral tones of the adjacent buildings.

Condo in Clearwater

4.98 out of 5 average rating, 90 reviews

Lovely Condo minutes from beach & King bed

A well-maintained pool area features a sparkling blue pool surrounded by lounge chairs and small tables. Lush greenery and colorful potted plants add life to the space, while a shaded seating area is positioned nearby, providing a relaxed setting for outdoor enjoyment.

Guest suite in Largo

4.91 out of 5 average rating, 318 reviews

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent

A private tiki hut features a thatched roof, ambient lighting, and a large television. Seating is provided by several lounge chairs and a unique wicker chair, arranged around a stone floor. Lush greenery surrounds the area, enhancing the outdoor experience.

Bungalow in Indian Rocks Beach

4.89 out of 5 average rating, 132 reviews

Tiki Bungalow | Gorgeous Htd Pool | Steps to Beach

A heated swimming pool is surrounded by a patterned stone deck, featuring lounge chairs lined around the pool's perimeter. Palm trees provide shade in the background, and a clear blue sky is visible overhead, contributing to a relaxing outdoor atmosphere.

Condo in Clearwater

4.87 out of 5 average rating, 151 reviews

Beach KING Bedroom Sleeps 4-2 FIREplaces FREE PARK

Top guest favorite

A shared outdoor area features a heated pool surrounded by spacious paver stones. Several lounge chairs are arranged around the pool, with palm trees providing a tropical backdrop. Bright blue accents on the building complement the sunlight streaming down, creating a serene atmosphere.

Apartment in Clearwater

5 out of 5 average rating, 38 reviews

Heated POOL- 99 Steps 2 BEACH- Coastal Lower Unit

A large heated swimming pool is surrounded by lush greenery and palm trees, with a relaxing seating area nearby. The building features a mix of beige and dark brown tones, complemented by well-maintained landscaping. The pool area includes lounging spots and decorative stone accents.

Condo in Clearwater

4.89 out of 5 average rating, 80 reviews

Clearwater Vacation Rental Condo/Heated Pool

Top guest favorite

A charming blue house is surrounded by vibrant palm trees and lush tropical plants. The front porch features two wooden rocking chairs, inviting relaxation. Bright sunlight illuminates the scene against a clear blue sky, emphasizing the coastal atmosphere.

Home in Clearwater

5 out of 5 average rating, 12 reviews

Clearwater Beach Bungalow Steps from the sand!

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