Best for groups
Whole House
Both mirrored sides together: two living rooms, two kitchens, four baths, two laundry setups, separate entrances, and a private pool experience for the group.
New 2025 Fort Myers Beach duplex
A Fort Myers Beach house with a heated pool, two minutes on foot from Beach Access #16. Book one private 3-bedroom side, or take both mirrored sides together as a 6-bedroom house that sleeps 12.
Best for groups
Both mirrored sides together: two living rooms, two kitchens, four baths, two laundry setups, separate entrances, and a private pool experience for the group.
Private 3-bedroom side
A private 3-bedroom side with a full kitchen, washer and dryer, workspace, beach gear, grill access, and the shared heated pool.
Mirrored 3-bedroom side
The matching 3-bedroom retreat with the same easy beach walk, coastal interiors, fully stocked kitchen, washer and dryer, workspace, and shared pool access.
Most beach houses give a big group one kitchen and one living room to share. Docked at Dakota is two complete homes side by side, so you can spend the day together and still have somewhere to go when the day is over.
Share the pool, the grill, and the beach walk, and still keep your own kitchen, living room, and bathrooms.
Naps, early bedtimes, and slow mornings are easier when the quiet side of the house is a few steps away instead of upstairs.
Beach Access #16 is about two minutes on foot, so a beach morning, a pool afternoon, and an easy evening all fit in one day.
Each side has a real desk setup with a monitor, keyboard, and mouse, plus a washer and dryer for a week or more away.
The same house, the same pool, and the same beach walk — the only question is how much of it your group needs.
Both mirrored sides together: two living rooms, two kitchens, four baths, two laundry setups, separate entrances, and a private pool experience for the group.
A private 3-bedroom side with a full kitchen, washer and dryer, workspace, beach gear, grill access, and the shared heated pool.
The matching 3-bedroom retreat with the same easy beach walk, coastal interiors, fully stocked kitchen, washer and dryer, workspace, and shared pool access.
Rates change with the season and with how long you stay, so the live calendars are the only place with an accurate total. Pick your dates on either link below for an exact quote, or call and we will price it with you.
6 bed · 4 bath · sleeps 12
3 bed · 2 bath · sleeps 6
3 bed · 2 bath · sleeps 6
Prefer to talk it through? Call Sea Gypsy Vacation Rentals on 239-463-0078.
How the house works
Sunset and Sunrise are mirror images of each other. Each has three bedrooms, two bathrooms, its own kitchen, its own living room, its own laundry, and its own entrance. Book one and you have a complete 3-bedroom home. Book both and you have a 6-bedroom house without any of the usual compromises.
Everything outside is shared: the heated pool, the grill, the yard, and the walk to Beach Access #16. When both sides are booked together, all of it belongs to your group.
Everything below comes with the house. The beach gear in particular saves a trip to the rental shop on your first morning.
The pool, the beach walk, both kitchens, every bedroom, and the outdoor space — filter by what you want to see.
240/244 Dakota Ave, Fort Myers Beach
Dakota Ave is a residential street mid-island, which means you get the quiet version of Fort Myers Beach and still walk to the Gulf in about two minutes. Beach in the morning, pool in the afternoon, then dinner at Times Square, Santini Plaza, or one of the smaller spots in between.
Beach days, a state park, a bit of island history, and somewhere to eat — all within easy reach of Dakota Ave.
The public beach access at the end of Dakota Ave, listed by the Town of Fort Myers Beach as Access #16. About a two-minute walk from the front door.
Plan your visit — Town of Fort Myers BeachSeven miles of Gulf beach on Estero Island, with beach parks, restaurants, and plenty to do without leaving the island.
Plan your visit — Visit Fort MyersA museum and historic site on the island preserving close to 2,000 years of cultural and environmental history. A good option on a hot or rainy day.
Plan your visit — Mound HouseA Florida state park just south of the island with a quieter beach, mangroves, paddling, and wildlife. An easy change of scene mid-week.
Plan your visit — Florida State ParksA county park at the northern tip of the island where the Gulf meets the back bay, with conservation land, beach access, fishing, and bird watching.
Plan your visit — Lee County ParksThe busier north end of the island: restaurants, shops, and a walk out onto the pier after dinner when you want a livelier evening.
Plan your visit — Visit Fort MyersGuest reviews
Across the three Airbnb listings, guests rate Docked at Dakota between 4.8 and 5.0. The same things come up again and again: how short the beach walk is, how much the pool gets used, how clean and new everything feels, and how well the two-sided layout works for families travelling together.
We had an amazing stay and couldn't recommend this place more. The layout was perfect, especially for a larger group—having separate spaces while still being together made everything so comfortable. The heated pool and patio area were a huge highlight and quickly became our favorite spot to relax. The walk to the beach was quick and easy, and the location itself was ideal—quiet and peaceful, yet close enough to restaurants, shops, and nightlife when we wanted to go out. The home was clean, well-maintained, and exactly as described. We would absolutely stay here again and would highly recommend it to families or groups looking for a great beach getaway!
Perfect for our families. My sister and I decided to rent the whole house. My family was on the one side and her family on the other. It worked out great, as we were together but also had enough space on our own. We enjoyed the short walk to the beach and had the best time relaxing by the heated pool. The location is great. It's quiet and peaceful but when we needed restaurants and nightlife it's so close to downtown and Santini Plaza!! It was perfect. We can't wait to come again.
We had a wonderful stay at this home in Fort Myers from Friday through today. The house was very comfortable, spacious, and exceptionally clean. It was perfect for our family with kids, and the pool was also great and very comfortable for everyone to enjoy. The location was excellent, very close to the beach — just a short walk of a few minutes, only about two blocks away. The host was extremely kind, attentive, and communicative throughout our stay. We truly enjoyed our time here and would definitely stay again. Highly recommended for families!
Reviews from the property’s Airbnb listings, quoted in full.
Your host
Guests mention the same things about Scott as often as they mention the pool: clear instructions, easy check-in, quick answers, and good local recommendations. Day-to-day booking is handled by Sea Gypsy Vacation Rentals on 239-463-0078.
The things families usually want to check before they book.
Yes. Booking the whole house combines both 3-bedroom sides into one 6-bedroom, 4-bath stay for up to 12 guests, with two kitchens, two living rooms, and two laundry setups.
The pool is private for your group when both sides are booked together. When only one side is booked, the pool is shared between the two units.
Dakota Beach Access #16 is about a 2-minute walk from the house at 240/244 Dakota Ave, so you can walk to the sand and back without moving the car.
The whole house includes four parking spaces. Each individual side, Sunset or Sunrise, includes two spaces. Parking is free and on site.
Yes. Each side has a dedicated workspace with a monitor, keyboard, and mouse, so one person can work while everyone else is at the pool or the beach.
Beach chairs, a cooler, and a beach cart are provided, so you do not need to pack or rent them for the week.
The whole house has 2 king bedrooms, 2 queen bedrooms, 2 twin bunk rooms, and 2 sleeper sofas. Each individual side has 1 king bedroom, 1 queen bedroom, 1 twin bunk room, and 1 sofa bed.
Yes. Each side has its own fully stocked kitchen with cookware, dishes, a dishwasher, and an ice maker, plus a washer and dryer in the unit and a grill outside.
Rates change with the season and with how long you stay, so there is no single nightly price. Enter your dates on the Sea Gypsy booking page or the Airbnb listing for an exact total, or call 239-463-0078 and we will price it with you.
Book direct through Sea Gypsy Vacation Rentals using the booking links on this site, or call 239-463-0078 if you would rather talk through dates. The same stays are also listed on Airbnb if you prefer to book there.
Docked at Dakota is a new 2025 build, so the kitchens, bathrooms, bedding, and outdoor spaces are all new rather than refreshed.
Book both sides for a 6-bedroom beach week, or reserve Sunset or Sunrise when one private 3-bedroom side is all you need.
Managed by Sea Gypsy Vacation Rentals · 240/244 Dakota Ave, Fort Myers Beach, FL