Luxury Vacation Rentals for Large Groups in Longboat Key

Luxury Vacation Rentals for Large Groups in Longboat Key

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 Longboat Key

Home in Lido Key property photo 1

Home in Lido Key

4 bedrooms•5 baths
5,931 US dollars for 9 nights•
New

~$520 less than other sites

Home in Longboat Key property photo 1

Home in Longboat Key

4 bedrooms•2 baths
851 US dollars for 2 nights•
New

~$70 less than other sites

Welcome to your large group retreat in Longboat Key

Welcome to your large group retreat in Longboat Key

Bring everyone to Longboat Key and spread out in style. Our collection of luxury vacation rentals in Longboat Key is tailored for large groups, with generous layouts, multiple bedroom suites, and expansive great rooms that make time together effortless.
Expect hotel-grade amenities, ultra fast WiFi, pristine cleaning, and 24/7 concierge service throughout your stay. Flexible sleeping arrangements, ample dining space inside and out, and thoughtfully designed work areas keep reunions, celebrations, and team retreats running smoothly from arrival to checkout.
Settle into sunlit, contemporary coastal homes on this serene barrier island, where elevated finishes and gathering spaces create a relaxed, high-end backdrop for every guest.

Available soon in Longboat Key

Home in Longboat Key property photo 1

Home in Longboat Key

4 bedrooms•2 baths
851 US dollars for 2 nights•
New

~$70 less than other sites

All homes in Longboat Key

Home in Lido Key property photo 1

Home in Lido Key

4 bedrooms•5 baths
5,931 US dollars for 9 nights•
New

~$520 less than other sites

Home in Longboat Key property photo 1

Home in Longboat Key

4 bedrooms•2 baths
851 US dollars for 2 nights•
New

~$70 less than other sites

View all homes

Highlights in Longboat Key

Gather your group to experience pristine white-sand beaches, vibrant shopping districts, and coastal nature preserves perfect for shared Florida adventures.
Longboat Key Beach
Joan M. Durante Community Park
Greer Island (Beer Can Island)
St. Armands Circle
Mote Marine Laboratory & Aquarium
Quick Point Nature Preserve

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.

Most popular amenities for large group vacation rentals in Longboat Key

Outdoor pool (2)
Ocean view (1)
Hot tub (1)
Heated pool (1)
Kayaks (1)
Putting green (1)
Bbq area (2)
Pool table (1)
Patio (1)
Hammock (1)
Garden (1)
Dryer (2)
Washer (2)
Oven (2)
Kitchen (2)
Tv (2)

More popular large group destinations near Longboat Key

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Other popular amenities & vacation types in Longboat Key

Family vacation rentals in Longboat Key
Discover more large groups activities in Longboat Key

Discover more large groups activities in Longboat Key

Framed by the Gulf of Mexico and Sarasota Bay, Longboat Key pairs quiet beaches with a refined coastal pace. Twelve miles of sugar-soft shoreline invite morning walks, gentle swims, and golden-hour sunsets with room to breathe.
Beyond the beach, stroll through Joan M. Durante Park and Quick Point Nature Preserve, spot dolphins along the bay, or cycle the path that follows Gulf of Mexico Drive. Charter a boat from nearby marinas, then explore the boutiques and galleries of St. Armands Circle just over the bridge.
The blend of seclusion, natural beauty, and easy access to Sarasota’s culture is why Wander’s luxury vacation rentals in Longboat Key are the perfect choice, whether you're traveling for work or leisure.

FAQs: Vacation Rentals in Longboat Key

Why should I book a Wander in Longboat Key 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 Longboat Key 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 Longboat Key?

Some of our most popular large group vacation rentals in Longboat Key include Manatee Cove, Pastel Palms - Sport Court - Pool - Hot Tub - Bar, and Manatee Cove. 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 Longboat Key?

Wander offers 2 large group vacation rentals in Longboat Key, 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 Longboat Key?

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

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

Yes. Every Wander home in Longboat Key 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.