Group Stays

There’s something unforgettable about gathering everyone in one place—the laughter spilling from one porch to the next, morning coffee shared across balconies, and evenings that stretch just a little longer because no one wants them to end.

Our Group Stays are thoughtfully curated for life’s most meaningful moments—weddings, family reunions, celebrations, and every reason in between.

Whether you need a collection of homes side by side, just a few doors down, or a short stroll apart, we make it possible to stay close while still enjoying the space and comfort of your own private retreat. From expansive homes made for hosting to cozy escapes for quiet moments, each stay is designed to feel effortless, elevated, and entirely your own.

Framed by sweeping coastal scenery and filled with natural light, The Waterview Collection brings together a selection of expansive homes designed to make the most of every view. From sunrise reflections over the water to golden-hour evenings on elevated decks, these homes offer a front-row seat to the beauty of Bradenton Beach.

Perfect for wedding parties, family gatherings, and group getaways, each home blends spacious design with effortless indoor-outdoor living—creating a setting where connection feels easy, and every moment is shaped by the water just beyond your door. 🌴

Bradenton Beach

• 2201 Avenue A | Ocean Sunrise
  
• 107 3rd Street South | Family Tides
  
• 1105 Gulf Drive North | Mariner’s Crossing
• Sleeps a TOTAL of 53

Ocean Sunrise - 2201 Avenue A - Sleeps 19

- Bayfront Location
- Private Dock 
- Heated Pool & Spa with resort-style deck
- Outdoor Putting Green, BBQ Grill for alfresco dining and family fun
- 6 Bedrooms / 4.5 Bathrooms accommodating up to 19 guests
- Two Living Rooms and Two Dining Areas 
- Bonus Game Room with pool table 
- Steps to the Beach

Set directly on the Bay in Bradenton Beach, Ocean Sunrise offers 4,793 square feet of bright, inviting living. The design balances elegance and ease—sun-filled rooms, expansive gathering spaces, and a backyard where the line between land and water nearly disappears. Just a three-minute walk from the Gulf’s white sand, this home offers the best of both shores.

Family Tides - 107 3rd Street South - Sleeps 16

- Two complete homes stacked as one property
- Private heated pool with outdoor bars, TVs, and lounge areas
- Expansive rooftop deck with 360° views of the Gulf and Bay
- Each unit features its own kitchen, living area, and laundry
- Short walk: beach, Bridge Street shops, and island trolley stop
- Driveway parking for 4 vehicles

Tucked along the peaceful canals of Anna Maria Island, The Kumquat Canals brings together two thoughtfully designed homes—each offering its own private retreat while sharing the same effortless connection to the water and island lifestyle.

With canal-front views, private pools and spas, and spaces designed for gathering, both homes invite mornings on the dock, afternoons by the water, and evenings spent together in beautifully curated surroundings. Whether you're traveling with extended family or celebrating with friends, this pairing offers the perfect balance of proximity, privacy, and elevated coastal living.

Anna Maria Island

• Sea La Vie Beach House | Kumquat Drive
  
• The Curated Palm | Kumquat Drive
• Sleeps a TOTAL of 18

The four homes highlighted below make up The 82nd Street Retreats—a close-knit collection designed for groups who want to stay within steps of each other while still enjoying their own private spaces.

Also shown on the map, Sandy Pants and Kokomo offer additional nearby options—just a short walk or quick ride away—perfect for expanding your group while keeping everyone connected and close to the heart of your stay. 🌴

Holmes Beach

Cozy Cabana West - 203 82nd Street

- Short walk - beach & island trolley stops 
- Private heated pool surrounded by tropical landscaping
- 2 King en-suite bedrooms + queen sleeper sofa in open living area
- Fully equipped kitchen with both drip & Keurig coffee makers
- Pet-friendly with approval — bring your furry family along
- 1-car garage with Tesla charger + driveway parking for one additional car

Cozy Cabana East - 205 82nd Street

- Ground-level, pet-friendly home in Holmes Beach — short walk to Gulf beaches
- 2 Bedrooms | 2 Bathrooms | Queen Sleeper Sofa in living area
- Private heated pool with designer turf and covered bar area
- Minimal steps and open-concept design
- Fully equipped kitchen and indoor dining for shared meals
- Outdoor seating, grill, and enclosed shower for ease after the beach
- Washer and dryer, Wi-Fi, and Smart TV

208 82nd Street | On Turtle Time & Catching Waves - Sleeps a TOTAL of 12, 6 PER HOME

Located just moments from one another, these homes offer an ideal setup for groups wanting to stay close while enjoying their own private space. With inviting living areas, dedicated parking, and outdoor spaces designed for relaxation—including a private heated saltwater pool at On Turtle Time—this pairing allows for easy connection while still offering room to unwind.

Gather, spread out, and enjoy the flexibility of nearby stays—perfect for creating shared moments while keeping the comfort of your own retreat. 🌴

On Turtle Time - 208 82nd Street

- Private Heated Saltwater Pool surrounded by sun loungers and covered seating
- Open-Concept Layout with seamless flow between kitchen, dining, and living spaces
- Three Bedrooms & Two Bathrooms 
- Dedicated Desk Nook 
- 6–8 Minute Walk to the Gulf

Catching Waves - 208 82nd Street

- Ground-level home, easy beach access
- 2 Bedrooms | 2 Full Baths | Queen Sleeper 
- Heated private lagoon-style pool
- Pet-friendly with prior approval
- Open-concept living
- Screened-in lanai & covered front porch
- Driveway parking for 1–2 vehicles

When booking multiple homes, our team is happy to assist with group coordination, availability, and exclusive multi-home incentives designed to make your stay even more seamless. From selecting the right combination of homes to ensuring everyone is comfortably accommodated, we’ll help you create a stay that feels effortless from start to finish.

Please reach out to our office for more information—we’d love to help you stay together, beautifully. 🌴

Phone (call or text): (941) 584-5844

Email: [email protected]