Family-friendly holiday rentals in Clearwater Beach

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Top-rated family-friendly rentals in Clearwater Beach

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

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Guest favourite
A vibrant sunset paints the sky in warm hues of orange and yellow, as the sun sinks below the horizon over a tranquil ocean. The image conveys a serene coastal atmosphere, resonating with the proximity to nearby beaches.
Guest house in Clearwater
4.9 out of 5 average rating, 431 reviews

Minutes to Beaches w/King Bed Private Updated

This private home away from home near pristine beaches sits behind the main house in a quiet neighborhood conveniently located near downtown Clearwater, Clearwater Beach, Tampa, St Petersburg, Dunedin, Tarpon Springs, and other great towns. Restaurants, shopping, & entertainment venues. • Clearwater Beach= 4 miles / 8 minutes • Downtown Dunedin= 3 miles • Honeymoon Island= 9 miles • Tarpon Springs Sponge docks= 14 miles • Tampa Airport (TPA)= 14 miles • St Pete/Clearwater Airport (PIE)= 9 miles

Top guest favourite
Apartment in Clearwater
4.98 out of 5 average rating, 99 reviews

Lovely Condo minutes from beach & King bed

Kick back and relax in this calm, stylish space.Minutes away from Clearwater Famous Beach.You will be pleased with high ceilings and open floor plan.King size bed in the Bedroom with balcony and 55" smart Tv. Walk-in closet and updated bathroom. Spacious covered patio style balcony. Full-size washer and dryer inside the unit. Fully updated and equipped kitchen. Specious living room with a sleeper sofa that can sleep two quests and 65"smart Tv. Heated outdoor pool, gym, fast wifi internet, cable

Guest favourite
Cottage in Clearwater Beach
4.79 out of 5 average rating, 168 reviews

Corner Cottage Sleeps 5, Steps to Beach, Pets OK.

1925 beach house just steps to the beach. . All shops and resturaunts just a few blocks walk. Beach is 120 steps away. Part of Clearwater Cottages, a group of historic beach houses. This is an entire small house that will sleep 5 Guests Restored antique kitchen. Just cute as a button. Families with pets welcome shared commercial hot tub in recreation area. has queen size bed in private master bedroom and pull out sofa bed in living room . as well as an additional twin bed in the living room

Guest favourite
The outdoor area showcases a saltwater pool within a screened lanai, surrounded by a patio area with seating. The pool area is illuminated by natural light, enhancing the space's openness. A game room features plush seating arranged for viewing films, with walls designed for a cinematic experience.
Home in Clearwater
4.93 out of 5 average rating, 166 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

Top guest favourite
Apartment in Clearwater
4.97 out of 5 average rating, 135 reviews

2 BR/2 BA Key West Retreat, A+Pool, 3mi 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.

Guest favourite
A comfortable living area features a sectional sofa adorned with a throw, complemented by light green walls. A ceiling fan adds functionality and a framed artwork depicting a classic car and palm tree enhances the space. A wall-mounted TV is visible, providing entertainment options.
Flat in Clearwater Beach
4.89 out of 5 average rating, 132 reviews

Sweet Air! 10 Steps to beach! Luxurious King Bed!

Welcome to Sweet Air! Where the air is sweet and the living is easy! Located within crawling distance of the sugary white sands of the world famous Clearwater Beach! Equipped with a Premium Organic Hybrid Pillow Top King Size Mattress to ensure an amazing nights sleep. Located in a small building with just 6 units, only 1 house from the beach. You can walk to beach or the street to many great restaurants, bars, shops & more, yet you are still located on a quiet street away from the noise.

Guest favourite
Home in St. Petersburg
4.96 out of 5 average rating, 220 reviews

Surf’s UP! Pool, Cabana & Poolside bungalow!

Welcome to the CUTEST mini-resort you’ll want to definitely experience! Step inside and you'll be wowed by the tastefully decorated California-style beach decor that exudes VACATION!🌴 This delightful home comfortably sleeps up to 8 guests, including the cozy poolside PINK bungalow! As cute as the home is, prepare to feel like you’ve entered another world once you step outside. Tropical backyard with optional heated pool +a resort-like tiki cabana will throw you in ultimate vacation mode.

Superhost
A well-designed fire pit area is surrounded by vibrant landscaping, featuring five blue adirondack chairs positioned around a stone circle. Lush palm trees provide a tropical ambiance, and a gravel path leads to the space, inviting relaxation in the private backyard.
Guest house in St. Petersburg
4.84 out of 5 average rating, 376 reviews

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖

Welcome to Casita Citron, a beautiful new tropical paradise in the heart of St. Pete! Tranquil & centrally-located: close to nature trails, shopping, downtown St. Petersburg, & Tampa. Minutes to St. Pete Beach, ranked #1 in USA! Washer & dryer on site. Private fully fenced in backyard with fire pit. Luxurious hot tub spa with speakers, water shooters, & LED lights. Heated outdoor shower. Memory foam mattress. SmartTV. Second queen size bed available upon request (AeroBed with foam topper).

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
4.91 out of 5 average rating, 148 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 balcony space is shown with two white lounge chairs positioned facing the ocean. The beach and turquoise waters are visible in the background, complemented by a clear blue sky. The glass door provides seamless access to the indoor area.
Apartment in Indian Shores
4.97 out of 5 average rating, 113 reviews

Relax in a Newly Renovated Beach Front Paradise

Immerse yourself in the stunning beauty of the Gulf Coast at this hidden gem, perfectly nestled in the charming Indian Shores. This property exudes a coastal ambiance, providing a tranquil sanctuary to bask in the sugar-white sands and sparkling turquoise waters. Beach chairs & towels are thoughtfully provided. All you need to bring is a swimsuit & toothbrush. Exciting updates include new furniture & bedding added in '25 as well as a beautifully renovated walk-in shower in '24.

Superhost
A guest house with bright yellow siding is set against a backdrop of lush trees. The entrance features a dark door and a small patio area with seating. Surrounding greenery adds a touch of nature, complemented by a white fence providing privacy.
Guest house in Clearwater
4.97 out of 5 average rating, 150 reviews

Cozy 2 Bedroom - 12 Minutes from Clearwater Beach

Make your vacation relaxing, fun and easy! - Kick back in the hammock or have some coffee with loved ones in the peaceful private backyard. - Take the 12 minute drive to the beach with the provided boogie boards, chairs and sand toys. - Take a walk or bike ride on the gorgeous Pinellas Trail. You'll also find some of the best coffee, food and ice cream on the way. -Golf courses close by. This is a separate unit that shares a driveway and parking area with the front house.

Top guest favourite
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.
Apartment in Clearwater Beach
4.99 out of 5 average rating, 172 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.

Popular amenities for Clearwater Beach family-friendly rentals

When is the best time to visit Clearwater Beach?

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Avg. price$347 SGD$440 SGD$538 SGD$429 SGD$366 SGD$389 SGD$380 SGD$335 SGD$299 SGD$304 SGD$321 SGD$343 SGD
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Quick stats about holiday rentals that are family-friendly in Clearwater Beach

  • Total holiday rentals

    Explore 710 holiday rentals in Clearwater Beach

  • Nightly prices starting at

    Clearwater Beach holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 22,960 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 200 rentals that welcome pets

  • Holiday rentals with a pool

    560 properties feature pools

  • Rentals with dedicated workspaces

    350 properties have a dedicated workspace

  • Wifi availability

    700 of Clearwater Beach holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Clearwater Beach rentals

  • 4.8 Average rating

    Clearwater Beach stays are highly rated by guests – averaging 4.8 out of 5!

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