Luxury Vacation Rentals for Families in Clearwater Beach

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 12 family vacation rentals – enter your dates for availability.

Top-rated family vacation rentals in Clearwater Beach

Property in Clearwater Beach

10 bedrooms•8.5 baths

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Condo in Clearwater

2 bedrooms•2 baths

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Condo in Clearwater Beach

3 bedrooms•2 baths

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Home in Clearwater Beach

3 bedrooms•2.5 baths

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Condo in Clearwater

2 bedrooms•2.5 baths

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Home in Clearwater Beach

4 bedrooms•3 baths

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Home in Clearwater Beach

3 bedrooms•3.5 baths

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Condo in Clearwater Beach

3 bedrooms•2.5 baths

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Welcome to family adventures in Clearwater Beach

Bring the whole crew to our luxury family vacation rentals in Clearwater Beach and make space for real downtime. Wander pairs five star consistency with the comfort of a private home, so everyone from toddlers to grandparents can settle in with ease.

Discover a collection of spacious coastal residences in and around Clearwater Beach, designed for togetherness and breathing room. Expect multiple bedrooms, full kitchens for unhurried meals, dedicated nooks for remote work or study, ultra fast WiFi, pristine cleaning, and 24/7 concierge service.

Every stay looks just like the photos and runs flawlessly start to finish. Enjoy privacy, flexibility, and the calm you need for a truly memorable family getaway.

Available soon in Clearwater Beach

Property in Clearwater Beach

10 bedrooms•8.5 baths

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New

Home in Clearwater Beach

4 bedrooms•2 baths

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Featured family vacation rentals in Clearwater Beach

Property in Clearwater Beach

10 bedrooms•8.5 baths

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Highlights in Clearwater Beach

Discover sun-drenched shores, playful marine life, and endless seaside adventures perfect for creating unforgettable family memories in Clearwater Beach.

Clearwater Beach

Clearwater Marine Aquarium

Pier 60

Captain Memo's Pirate Cruise

Sand Key Park

Caladesi Island State Park

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Clearwater Beach

Property in Clearwater Beach

10 bedrooms•8.5 baths

New

Condo in Clearwater

2 bedrooms•2 baths

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New

Condo in Clearwater Beach

3 bedrooms•2 baths

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New

Home in Clearwater Beach

3 bedrooms•2.5 baths

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New

Condo in Clearwater

2 bedrooms•2.5 baths

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New

Home in Clearwater Beach

4 bedrooms•3 baths

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New

Home in Clearwater Beach

3 bedrooms•3.5 baths

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New

Condo in Clearwater Beach

3 bedrooms•2.5 baths

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View all homes

Most popular amenities for family vacation rentals in Clearwater Beach

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Discover more family fun in Clearwater Beach

Sugar white sand and calm Gulf waters set a relaxed rhythm along Clearwater Beach. The shoreline is wide and forgiving, perfect for sandcastles and easy swims, with brilliant sunsets that paint the sky each evening at Pier 60.

Days flow easily here. Stroll the palm lined Beach Walk, hop on the Jolley Trolley, or escape to the undeveloped shores of Caladesi Island State Park for shelling and nature trails. Nearby Sand Key Park offers quieter stretches and a tranquil park setting.

With year round warmth, kid friendly surf, and beloved attractions like the Clearwater Marine Aquarium, Clearwater Beach makes planning simple. This is why Wander's luxury family vacation rentals in Clearwater Beach are the perfect choice, whether you're traveling for work or leisure.

FAQs: Vacation Rentals in Clearwater Beach

Why should I book a Wander in Clearwater Beach over other family vacation rentals?

Wander offers a level of consistency and quality you won’t find with most family vacation rentals.

Every home in Clearwater Beach delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular family vacation rentals in Clearwater Beach?

Some of our most popular family vacation rentals in Clearwater Beach include Coconut Grove Resort Oasis Book Entire Resort Villa, Waterfront Resort Gulf View | Pool & Beach Access, and Waterfront Condo w WiFi Washer Dryer and Central AC Snowbird Friendly. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different family vacation rentals does Wander have available in Clearwater Beach?

Wander offers 12 family vacation rentals in Clearwater Beach, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s family vacation rentals in Clearwater Beach?

You can check-in to Wander family vacation rentals in Clearwater Beach after 4.00pm and check-out before 10.00am.

Do Wander’s family vacation rentals in Clearwater Beach have WiFi access?

Yes. Every Wander home in Clearwater Beach has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.