Luxury Vacation Rentals for Large Groups in Sarasota
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 22 large group vacation rentals – enter your dates for availability.
Sarasota, FL, US
Wander Sarasota Modern
Next avail.
Nov 22 - Nov 28
610
Sarasota, FL, US
Wander Sarasota Bayview
Next avail.
Nov 21 - Nov 27
510
Sarasota, FL, US
Wander Sarasota Bay Breeze
Next avail.
Dec 5 - Dec 7
610
Sarasota, Florida
Wander Sarasota Retreat
Next avail.
Nov 30 - Dec 2
410
Sarasota, FL, US
Wander Sarasota Palmetto
Next avail.
Dec 12 - Dec 18
510
Sarasota, FL, US
Wander Sarasota Palms
Next avail.
Jan 12 - Jan 14
610
Sarasota, FL, US
Wander Sarasota Dunes
Next avail.
Apr 15 - Apr 21
610
Sarasota, Florida
Wander Sarasota Serenity
Next avail.
Dec 2 - Dec 4
511
Welcome to your large group retreat in Sarasota
Bring everyone together in style. Wander offers luxury vacation rentals for large groups in Sarasota, Florida, pairing the polish of a five-star stay with the privacy of a modern home. Expect expansive living areas, thoughtful layouts, and outdoor spaces designed for gathering, all supported by hotel-grade amenities, ultra fast WiFi, pristine cleaning, and 24/7 concierge service.
Perfect for reunions, retreats, or multi-family escapes, many homes feature multiple primary suites, generous seating and dining for big meals, chef-ready kitchens, and flexible workstations for those who need to plug in. Private pools and fitness options keep the group active, while smart home touches make hosting effortless. With space to spread out and come together, a Wander stay makes coordinating large groups feel refreshingly easy.
Sarasota, FL, US
Wander Sarasota Modern
Next avail.
Nov 22 - Nov 28
610
Sarasota, Florida
Wander Sarasota Retreat
Next avail.
Nov 30 - Dec 2
410
Siesta Key, Florida
Wander Siesta Key Sands
Next avail.
Dec 2 - Dec 4
716
Sarasota, FL, US
Wander Sarasota Bayview
Next avail.
Nov 21 - Nov 27
510
Sarasota, Florida
Wander Sarasota Breeze
Next avail.
Dec 8 - Dec 10
812
Siesta Key, Florida
Wander Siesta Key Haze
Next avail.
Dec 3 - Dec 9
511
Sarasota, Florida
Wander Sarasota Haze
Next avail.
Dec 18 - Dec 20
1012
Sarasota, FL, US
Wander Sarasota Dunes
Next avail.
Apr 15 - Apr 21
610
Sarasota, FL, US
Wander Sarasota Bay Breeze
Next avail.
Dec 5 - Dec 8
610
Sarasota, Florida
Wander Sarasota Serenity
Next avail.
Dec 12 - Dec 14
511
Sarasota, Florida
Wander Sarasota Cottage
Next avail.
Dec 5 - Dec 7
412
Sarasota, Florida
Wander Sarasota Key
Next avail.
Dec 12 - Dec 14
412
Sarasota, Florida
Wander Sarasota Breeze
Next avail.
Dec 12 - Dec 14
812
Siesta Key, Florida
Wander Siesta Key Breeze
Next avail.
Dec 19 - Dec 21
412
Sarasota, Florida
Wander Sarasota Haze
Next avail.
Dec 19 - Dec 21
1012
Siesta Key, Florida
Wander Siesta Key Sands
Next avail.
Dec 5 - Dec 7
716
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 Sarasota
Sarasota, FL, US
Wander Sarasota Modern
Next avail.
Nov 22 - Nov 28
610
Sarasota, FL, US
Wander Sarasota Bayview
Next avail.
Nov 21 - Nov 27
510
Sarasota, FL, US
Wander Sarasota Bay Breeze
Next avail.
Dec 5 - Dec 7
610
Sarasota, Florida
Wander Sarasota Retreat
Next avail.
Nov 30 - Dec 2
410
Sarasota, FL, US
Wander Sarasota Palmetto
Next avail.
Dec 12 - Dec 18
510
Sarasota, FL, US
Wander Sarasota Palms
Next avail.
Jan 12 - Jan 14
610
Sarasota, FL, US
Wander Sarasota Dunes
Next avail.
Apr 15 - Apr 21
610
Sarasota, Florida
Wander Sarasota Serenity
Next avail.
Dec 2 - Dec 4
511
Discover more large groups activities in Sarasota
Sarasota blends Gulf Coast calm with a vibrant cultural pulse. Powder-soft beaches on Siesta Key and Lido Key set the tone for slow mornings and glowing sunsets, while tranquil bays and mangrove channels invite boat days and paddle sessions. St. Armands Circle brings upscale shopping and a lively promenade under swaying palms.
Art lovers gravitate to The Ringling, live performances at the Van Wezel, and the tropical collections at Marie Selby Botanical Gardens. Nearby parks like Myakka River State Park add wild Florida scenery to the mix. With beautiful weather and so much within easy reach, Wander’s luxury vacation rentals in Sarasota, Florida are the perfect choice, whether you are traveling for work or leisure.