Planning a getaway for a large group, extended family, wedding party, or corporate retreat? Anchor Down Vacation Rentals specializes in large group accommodations and multi-property stays, offering flexible solutions that allow everyone to stay close without sacrificing comfort, privacy, or style.
Whether you’re looking for one expansive home that sleeps a crowd or multiple nearby properties that can be rented together, our portfolio provides unique options designed to bring people together while still giving guests space to relax and unwind.
Perfect for Groups of All Kinds
Our large-group and clustered home options are ideal for:
- Family reunions & multi-generation vacations
- Wedding parties & guest accommodations
- Corporate retreats & team travel
- Sports teams & tournament weekends
- Milestone celebrations & group getaways
- Friends traveling together
No matter the reason for gathering, we’ll help you find the right combination of homes to match your group size, budget, and location preferences.
Why Choose Multi-Property Stays?
Renting multiple homes close together offers the best of both worlds: togetherness and privacy.
Guests love this option because it allows:
- Separate sleeping spaces and quieter evenings
- Shared pool time, meals, and activities during the day
- Flexible layouts for families, couples, and groups
- Easier coordination for events and group outings
Many of our homes are located within the same community or just steps apart, making it easy for groups to move between properties while enjoying shared experiences.
Ready to Plan Your Group Getaway?
If you’re traveling with a large group or need multiple homes close together, we’re here to help.
Contact our team today to discuss your group size, dates, and location preferences, and let us create a customized stay tailored just for you.
Properties That Can Be Rented Together
Plantation House & Palma Sola Bay House
Both properties are located on the beautiful Palma Sola Bay. These Bradenton rentals are right next door to each other and offer over an Acre of privacy. These properties combined sleep 39 guests comfortably. Individually, each home offers a wonderful stay… but when booked together, they become ideal for groups who want:
- Ample sleeping space for extended families or large friend groups
- Separate but nearby homes, great for privacy and convenience
- Multiple common areas to gather for meals, games, and shared time
- Easy coordination, as no one needs to drive far to spend time together
This combo allows your group to enjoy the best of both properties while keeping everyone close.
View Plantation House and Palma Sola Bay House.
Rent Multiple Condos Together at One Particular Harbor Margaritaville
One Particular Harbour Margaritaville is an excellent option for groups who want to stay close while enjoying private living spaces. This community offers multiple 2- and 3-bedroom condos located within the same section, making it easy to rent several units together for families, friends, or wedding guests traveling as a group.
In addition to the convenience of staying nearby, guests can enjoy community amenities including a resort-style pool, splash pad, playground, and activity area. You’re also just steps from Floridays for food and drinks, and a short stroll from Robinson Preserve, perfect for walking, biking, and enjoying Florida’s natural beauty. Renting multiple condos allows your group to share the Margaritaville lifestyle while still having separate kitchens, living areas, and bedrooms.
View the One Particular Harbor Margaritaville Rentals.
Rent Multiple Homes Together at Sabal Harbour
Sabal Harbour is a wonderful option for groups who want to stay close while enjoying the comfort of individual vacation homes. This community offers multiple properties within the same neighborhood, making it easy to rent two or more homes together for families, friends, or multi-family vacations.
Guests staying in Sabal Harbour enjoy access to community amenities including pickleball/ tennis courts, a basketball court, community pool, playground, sand volleyball court, and large open field. Many homes also feature private heated pools, screened lanais, and outdoor gathering spaces, allowing groups to relax and spend time together while still having their own private living areas.
The community’s peaceful setting makes it ideal for a laid-back Florida getaway, while its central Bradenton location keeps your group just a short drive from Anna Maria Island beaches, local restaurants, shopping, and outdoor attractions.
View Sabal Harbour.
Villas by the Sea 4 & Villas by the Sea 5
Planning a smaller getaway with family or friends? Villas by the Sea 4 and Villas by the Sea 5 are two adjacent condo units located in the same building and can be rented together to comfortably accommodate two small groups while keeping everyone close.
Both condos share a private community pool, outdoor seating areas, and convenient access to the scenic coastal surroundings, creating a cohesive space for group relaxation and social time. Each unit offers its own living area, kitchen, and bedrooms, giving guests the privacy of separate homes with the added benefit of proximity.
Located just minutes from the beaches of Bradenton and Anna Maria Island, these paired condos put your group in the heart of Gulf Coast lifestyle: from sandy shores and waterfront dining to shopping and outdoor activities.
View Villas by the Sea 4 and Villas by the Sea 5.
Hidden Treasure Unit A & Hidden Treasure Unit B
Planning a getaway with a large group or traveling with friends and family who want to stay nearby? Hidden Treasure Unit A and Hidden Treasure Unit B are two connected duplex units that can be rented together to comfortably accommodate your group while keeping everyone close.
Each unit offers its own separate entrance, living space, bedrooms, and bathrooms. This therefore provides privacy when you need it and shared space when you want to enjoy time together. These units offer a shared pool between the two units and can even be opened up for a shared space!
View Hidden Treasure Unit A and Hidden Treasure Unit B.
Rent Multiple Homes Together at Hunters Point
Hunters Point is an ideal community for groups who want to stay close while enjoying the comfort and privacy of individual homes. With several thoughtfully designed properties located near one another, your group can rent multiple homes within the same eco-friendly community.
Many Hunters Point homes feature thoughtful details that set this community apart, including private pools, elevator access, electric vehicle charging stations, and beach gear. Guests also love that Hunters Point offers a true home-away-from-home experience with modern conveniences and a strong focus on tranquility.
This canal-front community provides water access for boating and kayaking, with the Gulf just a short sail away for those looking to explore further. Travelers will also appreciate that select homes are pet-friendly, making it easy to bring along a canine companion for the adventure.
View Hunters Point.
Mermaid Sunrise & Mermaid Sunset
Looking to travel with a larger group, extended family, or friends who want to stay close by the beach? Mermaid Sunset and Mermaid Sunrise are two neighboring vacation homes that can be rented together, offering an ideal setup for groups who want both togetherness and personal space.
Each home features its own comfortable living areas, bedrooms, and outdoor space, allowing your group to enjoy privacy when needed and easy coordination when you want to gather. These properties both have a separate pool area and can be accessed through a gate.
Located just minutes from the world-class beaches of Anna Maria Island and Bradenton, Mermaid Sunset and Mermaid Sunrise give your group quick access to sun, sand, water activities, local restaurants, shopping, and more… all while keeping your group in close proximity.
View Mermaid Sunrise and Mermaid Sunset.
Looking for More Options?
We have a wide variety of Anna Maria Island and Bradenton vacation rentals. Browse our full inventory to find the perfect accommodations for your stay!
