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Family-friendly vacation rentals in Clearwater Beach Island

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Clearwater Beach Island family-friendly rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
A cozy sitting area is featured on the private balcony, highlighted by a circular rattan chair adorned with soft cushions. Green plants provide a touch of nature, while water views and boats can be seen beyond the railing, enhancing the relaxing atmosphere.
Condo in Clearwater
4.99 out of 5 average rating, 131 reviews

✔Waterfront |3BR |2Kings |Pool |Balcony |Beach

Guest favorite
A private hot tub is situated on a rooftop terrace, providing expansive views of Clearwater Beach and the Gulf of Mexico. The clear blue sky and scattered clouds enhance the serene atmosphere. The terrace is enclosed with glass railings, ensuring an unobstructed view.
Townhouse in Clearwater
4.86 out of 5 average rating, 207 reviews

Gulfview Retreat, Clearwater Beach, Florida

Superhost
The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.
Condo in Indian Shores
4.95 out of 5 average rating, 121 reviews

Tropical Beachfront Penthouse-Beach Cottages

Guest favorite
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, 125 reviews

Heated Pool & Hot Tub 0.7 mile from Beach

Guest favorite
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!

Guest favorite
The townhome exterior showcases a contemporary design with multiple levels, large windows, and a light color palette. Two palm trees and well-maintained landscaping flank the front, while a paved driveway connects the three garage doors under the building. The blue sky provides a vibrant backdrop.
Townhouse in Clearwater
4.98 out of 5 average rating, 197 reviews

BEACHSIDE BLISS

Guest favorite
A peaceful beach scene captures guests seated in white lounge chairs around a fire pit. The backdrop features a vibrant sunset with hues of orange and purple spreading across the sky, illuminating the sandy shore and ocean. Gentle waves can be seen in the distance.
Condo in Clearwater
4.93 out of 5 average rating, 150 reviews

5 *Waterfront Condo,3 BDR.2 Bath, Pool, HOT-TUB.

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Family- and pet-friendly home rentals

Top guest favorite
An aerial view showcases a cluster of charming two-story homes nestled near the beach. The golden hues of the sunset reflect off the water, while the sandy shore and gentle waves create a serene coastal atmosphere.
Bungalow in Indian Shores
5 out of 5 average rating, 218 reviews

Quiet Beachfront Bungalow on Florida’s Gulf Coast

Top guest favorite
A welcoming living area features a spacious sectional sofa adorned with throw pillows. A television is mounted on the wall, while contrasting dark window coverings provide privacy. A dining table with chairs is positioned nearby, and decorative plants add a touch of greenery to the space.
Guesthouse in Town 'n' Country
4.98 out of 5 average rating, 245 reviews

Entire Guest House near Tampa airport

Top guest favorite
A well-appointed bedroom features a spacious queen bed with a striped blanket. Two bedside tables with lamps are positioned on either side. Natural light fills the room through a window adorned with light curtains, while tasteful artwork hangs on the concrete wall.
Condo in Clearwater
4.99 out of 5 average rating, 118 reviews

Seasalt Breeze private unit No hidden fees

Guest favorite
Home in Pinellas Park
4.98 out of 5 average rating, 135 reviews

Insta Worthy Retreat - Heated pool-putt putt | Bar

Guest favorite
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
4.89 out of 5 average rating, 220 reviews

Cottage on Pinellas Bike Trail

Top guest favorite
A serene beachfront scene showcases soft sand and gentle waves under a clear sky. Lounge chairs are arranged in the foreground, while umbrellas and beach tents are visible further along the shoreline. The bungalow's outdoor seating area is seen, surrounded by lush greenery.
Bungalow in Indian Shores
4.96 out of 5 average rating, 157 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

Guest favorite
A bright and spacious studio is showcased, featuring a large bed with crisp white linens. A dining table and chairs are positioned near a window, and a white wardrobe adds storage. A kitchenette with wooden countertops is visible, along with a bathroom area in the background.
Apartment in Clearwater
4.89 out of 5 average rating, 190 reviews

*Special Pricing* Studio Apt, 3 mi from beach

Guest favorite
An all-season pool is featured on the fifth floor, surrounded by a white railing. The turquoise water reflects sunlight, while lounge chairs are positioned nearby. The bright blue sky serves as a backdrop, enhancing the overall inviting setting.
Condo in Clearwater
4.91 out of 5 average rating, 141 reviews

New! Condo in exclusive Avalon Club

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Family-friendly home rentals with a pool

Guest favorite
Home in Clearwater
5 out of 5 average rating, 22 reviews

Pool House 10 min from Beach

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

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

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, 44 reviews

Wonderful Condo at Avalon - Fully Renovated!

Top guest favorite
An outdoor area features a private pool surrounded by a concrete deck. Lounge chairs and a dining table are visible beneath a covered patio, while tropical landscaping adds greenery. A path of stepping stones leads toward the pool, inviting relaxation and leisure.
Home in Palm Harbor
4.95 out of 5 average rating, 78 reviews

Private pool, Golf Cart, Completely Renovated!

Guest favorite
The living room features a cozy seating arrangement with a light beige love seat and a sleeper sofa bed, complemented by decorative blue accents. A large flat-screen TV is mounted on the wall, and a dining area with a table for six is visible in the background.
Condo in Clearwater
4.93 out of 5 average rating, 44 reviews

Cozy Renovated 1 BR w/ Pool view & King size bed!

Guest favorite
A spacious living room features large windows with views of the water. A comfortable light-colored sofa is complemented by a decorative circular coffee table and a plush area rug. Artistic wall hangings add a touch of color to the neutral decor, while a ceiling fan provides airflow.
Condo in Clearwater
5 out of 5 average rating, 9 reviews

Coastal Luxury Retreat in Clearwater

Guest favorite
The entrance to the Avalon complex is marked by a prominent sign featuring elegant lettering. A fountain is centered in the landscaped area, surrounded by vibrant flowers and well-maintained greenery. The main building is visible in the background, set against a blue sky.
Condo in Clearwater
4.95 out of 5 average rating, 38 reviews

Avalon, Clearwater

Top guest favorite
The living area displays a large sectional sofa facing a 65-inch TV, with a colorful wall mural and a dining space visible in the background. The game room features a pool table and a 65-inch TV, while the outdoor area showcases a heated pool surrounded by lounge chairs and umbrellas.
Home in Largo
5 out of 5 average rating, 33 reviews

Lrg Heated Pool | Fire Pit | Game Rm | Family Fun

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