Luxury Vacation Rentals for Large Groups 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 2 large group vacation rentals – enter your dates for availability.

Top-rated large group vacation rentals in Clearwater Beach

Property in Clearwater Beach

10 bedrooms•8.5 baths

New

Home in Clearwater Beach

4 bedrooms•2 baths

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Welcome to your large group retreat in Clearwater Beach

Bring everyone together in Clearwater Beach with Wander. Our luxury vacation rentals in Clearwater Beach give groups room to spread out without losing style. Enjoy the polish of a five-star stay with the privacy of a home.

Choose expansive floor plans with multiple ensuite bedrooms, flexible bunk rooms, and generous gathering spaces. Chef-grade kitchens, large dining tables, and big islands keep meals moving, while indoor and outdoor lounges invite conversation long after sunset.

Every stay includes hotel-grade amenities, ultra fast WiFi for many devices, pristine cleaning, and 24/7 concierge. With dedicated workspace zones and media rooms, big trips feel effortless from arrival to checkout.

Available soon in Clearwater Beach

Property in Clearwater Beach

10 bedrooms•8.5 baths

•

New

Home in Clearwater Beach

4 bedrooms•2 baths

•

Featured large group vacation rentals in Clearwater Beach

Property in Clearwater Beach

10 bedrooms•8.5 baths

New

Highlights in Clearwater Beach

Gather your group to experience Clearwater Beach’s sun-drenched shores, lively sunset celebrations, thrilling marine encounters, and endless coastal adventures together.

Pier 60

Clearwater Marine Aquarium

Clearwater Beach Marina

Sand Key Park

Beach Walk

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

Home in Clearwater Beach

4 bedrooms•2 baths

•

View all homes

Most popular amenities for large group vacation rentals in Clearwater Beach

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Discover more large groups activities in Clearwater Beach

Clearwater Beach blends crystalline Gulf water with a broad, powder-soft shoreline and a lively, walkable coast. Along Beach Walk, Pier 60's nightly sunset celebration splashes color across the horizon as performers gather against sweeping open-water views.

Slip over the Sand Key Bridge to Sand Key Park's quieter dunes and shorebirds, or boat past Clearwater Pass to spot dolphins in the wake. For a wilder stretch, day-trip to Caladesi Island State Park, often named among America's best beaches, with shell-dotted trails and clear, shallow coves.

With year-round sunshine and an easy coastal rhythm, this is why Wander's luxury 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 large group vacation rentals?

Wander offers a level of consistency and quality you won’t find with most large group 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 large group vacation rentals in Clearwater Beach?

Some of our most popular large group vacation rentals in Clearwater Beach include Coconut Grove Resort Oasis Book Entire Resort Villa, CB Captain's Quarters, and Coconut Grove Resort Oasis Book Entire Resort Villa. 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 large group vacation rentals does Wander have available in Clearwater Beach?

Wander offers 2 large group 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 large group vacation rentals in Clearwater Beach?

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

Do Wander’s large group 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.