Luxury Vacation Rentals for Large Groups in Clearwater

Luxury Vacation Rentals for Large Groups in Clearwater

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 9 large group vacation rentals – enter your dates for availability.
Welcome to your large group retreat in Clearwater

Welcome to your large group retreat in Clearwater

Bring everyone together on Florida’s Gulf Coast. Our collection of luxury large-group vacation rentals in Clearwater blends hotel polish with the comfort and privacy of a spacious home.
Expect multiple king suites for privacy, flexible bunk rooms, expansive living areas that open to sunny patios, and private pools for easy downtime. Many homes feature chef-worthy kitchens and dining spaces built for celebration, plus ultra fast WiFi, smart work nooks, and parking for several cars. Every stay includes pristine cleaning, inspiring views, and 24/7 concierge service, so coordinating a reunion, friends getaway, or multigenerational trip stays stress free.

Highlights in Clearwater

Gather your group to experience Clearwater's sun-drenched beaches, vibrant sunset celebrations, and exciting marine adventures perfect for large gatherings.
Clearwater Beach
Pier 60
Clearwater Marine Aquarium
Sand Key Park
BayCare Ballpark
Coachman 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.

All homes in Clearwater

Home in Largo property photo 1

Home in Largo

4 bedrooms2 baths
1,016 US dollars for 2 nights
New
Home in Clearwater property photo 1

Home in Clearwater

12 bedrooms11 baths
2,840 US dollars for 2 nights
Home in Clearwater property photo 1

Home in Clearwater

12 bedrooms11 baths
3,093 US dollars for 1 night
New
Home in Largo property photo 1

Home in Largo

4 bedrooms3.5 baths
1,007 US dollars for 2 nights
New
Home in Largo property photo 1

Home in Largo

6 bedrooms3 baths
1,504 US dollars for 2 nights
New
Home in Largo property photo 1

Home in Largo

4 bedrooms2 baths
1,091 US dollars for 2 nights
New
Home in Largo property photo 1

Home in Largo

4 bedrooms2 baths
New
Home in Largo property photo 1

Home in Largo

4 bedrooms2 baths
1,148 US dollars for 2 nights
New
View all homes
Discover more large groups activities in Clearwater

Discover more large groups activities in Clearwater

Clearwater shines with powder-soft sand and calm, emerald water. Clearwater Beach’s wide shoreline invites lingering days by the surf, while Pier 60’s nightly sunset celebration brings live performers and a golden horizon.
Take a ferry to nearby Caladesi Island State Park for unspoiled shores and shelling, book a dolphin cruise on the Intracoastal, or paddle through tranquil mangroves. Baseball fans can catch spring action at BayCare Ballpark, and art lovers are close to St. Petersburg’s acclaimed museums. With year-round warmth and a relaxed coastal rhythm, this is why Wander’s luxury vacation rentals in Clearwater are the perfect choice, whether you’re traveling for work or leisure.

FAQs: Vacation Rentals in Clearwater

Why should I book a Wander in Clearwater 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 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?

Some of our most popular large group vacation rentals in Clearwater include Tropical Tee - Putt Putt - Pool - Hot Tub - Bikes, 2 Massive Homes Heated Pool Spa Pickleball GameRm, and Epic Estate | Heated Pool, Pickleball & Game Room. 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?

Wander offers 9 large group vacation rentals in Clearwater, 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?

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

Do Wander’s large group vacation rentals in Clearwater have WiFi access?

Yes. Every Wander home in Clearwater 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.