If your group is too big for one beach house but you still want everyone under the same palm trees, the answer on Anna Maria Island is to book two of our homes that sit next door to each other. Magnolia Rentals AMI owns two neighboring pairs in the City of Anna Maria — La Grande Maison and Bimini Bay Vue on Tarpon Street, and Seaside Maison and Sea Vous Play on Magnolia Avenue. Reserve a pair and your group gets eight bedrooms, two private pools, and roughly thirty steps between front doors.
Quick Answer: How Large Groups Book With Us
- Tarpon Street pair — La Grande Maison (333 Tarpon St, 4 bed / 4 bath, sleeps 8) and Bimini Bay Vue (335 Tarpon St, 4 bed / 4 bath, sleeps 8). Combined: 8 bedrooms, up to 16 guests, both on Bimini Bay with heated pools and boat dockage.
- Magnolia Avenue pair — Seaside Maison (420 Magnolia Ave, 4 bed / 4.5 bath) and Sea Vous Play (418 Magnolia Ave, 4 bed / 4.5 bath). Combined: 8 bedrooms and 9 bathrooms, two blocks from Pine Avenue and a five-minute walk to the Gulf.
- Every bedroom in all four homes has its own en-suite bath, so nobody negotiates a shower schedule.
- Both pairs book as two separate reservations on the same dates. Message us and we will hold them together.
Why Two Neighboring Houses Beat One Oversized Rental
Large group rentals on barrier islands are usually one of two things: a genuinely huge house that costs a fortune and sits in a commercial zone, or a “sleeps 16” listing where six of those beds are sofa sleepers and a converted den. Neither is a good week. Two real four-bedroom homes side by side gives every couple or family a proper bedroom with its own bathroom, two full kitchens instead of one bottlenecked one, and two living rooms — which matters more than people expect when half the group wants a movie and the other half wants a card game.
The practical upside is that the group gets to spread out without splitting up. Kids run between the two pools. Coffee happens at whichever house wakes up first. Nobody drives anywhere to meet for dinner. The City of Anna Maria is a quiet residential grid, so walking between two homes on the same street after dark is a non-event.
The Tarpon Street Pair: Bay Views, Two Pools, and a Dock
La Grande Maison and Bimini Bay Vue sit at 333 and 335 Tarpon Street, tucked at the quiet end of the block on Bimini Bay. Bimini Bay Vue was fully renovated in 2022 and offers 180-degree water views, three king bedrooms, a bunk room, a pool overlooking the bay, and a putting green. La Grande Maison adds a private elevator, two primary suites with balconies, a propane fireplace, a heated pool and spa, and a boat slip.
This pair is the right call for boating families and for groups that include grandparents. Both homes sit on deep sailboat water with direct access out to Tampa Bay and the Gulf — see our guide to Anna Maria Island rentals with a private boat dock. If anyone in the group would rather skip stairs, La Grande Maison’s elevator is the reason we wrote about accessible, elevator-equipped beach houses.
The Magnolia Avenue Pair: Walk to Pine Avenue and the Gulf
Seaside Maison and Sea Vous Play are next-door neighbors at 420 and 418 Magnolia Avenue. Both are four-bedroom, four-and-a-half-bath homes with Jenn-Air kitchens, dining for eight plus four at the island, en-suite baths in every bedroom, and freeform pools off a wide back porch. Both are two blocks from Pine Avenue’s shops and restaurants and about a five-minute walk to the white sand of the Gulf.
Choose this pair when the trip is about the beach and the walkable end of the island rather than the water out back. With sixteen people, being able to send half the group to dinner on foot while the other half stays at the pool is worth more than any single amenity.
How to Split the Group Between Two Houses
The split that works: put the families with young kids in one house and the adults or teens in the other, rather than dividing strictly by family unit. Early risers and late sleepers stop colliding. Designate one house as the “dinner house” for the week so groceries and cleanup stay in one kitchen. And decide the pool situation on day one — with two pools, one usually becomes the kid pool by default.
For a longer walk-through of feeding, transporting, and entertaining a big group here, read how to plan the perfect group beach vacation rental on Anna Maria Island and our guide to multigenerational vacations on the island.
What Large Groups Should Know Before They Book
- Occupancy is firm. Our homes are permitted for a set number of guests. Give us your real headcount and we will tell you which pairing fits.
- No parties or events. These are homes in a residential neighborhood. Family reunions, milestone birthdays, and wedding-party stays are welcome; open-invite events are not.
- Parking is limited. Each home has driveway and garage parking for a few vehicles. Most groups are better off arriving in fewer cars — the island is compact and the free trolley runs its whole length, as we cover in do you need a car on Anna Maria Island.
- Book earlier than you think. Two adjacent homes on the same dates is a much narrower window than one home. Spring break, holiday weeks, and wedding season fill first.
Reserve Both Homes Direct
Booking both houses through us means one point of contact, no platform service fees on either reservation, and a team that actually knows which home should get the crib and which should get the teenagers. Here is why booking direct saves on Anna Maria Island.
Tell us your dates and your headcount and we will check both pairs against the calendar. Browse all four Anna Maria Island rentals or contact the Magnolia Rentals AMI team to hold two houses on the same street.
— The Magnolia Rentals AMI Team
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