Cottage in Anna Maria Island, FL
4 guests · 2 bedrooms · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this cottage rental
The Ultimate Anna Maria Island Escape
Experience the charm of "Old Florida" in our renovated beach cottage. Tucked away in a quiet, exclusive residential area at the northern tip of the island, you are just a 150 ft stroll from the sugar-white sands and turquoise waters that make AMI world-famous.
Fresh Updates in 2021 and 2024
We’ve spent time and money making sure the cottage is perfect prepared for your arrival:
Brand New Kitchen (2024): Fully equipped and ready for family meals.
Brand New Bathroom (2021): Modern, clean, and refreshed.
New furnishing (2024): All rooms are modern and bright furnished.
Stay Connected: High-speed WLAN (Free Wi-Fi) throughout the home.
The "Beachside" Advantage
Our location is a parent’s dream. Being so close to the shore means no long treks with heavy gear. Whether someone needs a cold drink or a quick trip to the restroom, the house is just steps away.
Explore the North End
Located north of Pine Avenue, you are in the heart of the island’s most serene neighborhood.
Cycle Like a Local: Hop on a bike and head to the City Pier, the Marina, or enjoy a sunset dinner at the Sandbar restaurant.
Day Trip Ready: Want to visit Mickey Mouse? The Orlando theme parks are an easy 90-minute drive, allowing you to enjoy the thrills of the city and return to the island’s tranquility by evening.
Good to Know
Private Pool: The pool is 100% private and belongs exclusively to the Sand Dollar Cottage.
Group Travel: Traveling with friends or planning a small wedding? The house directly to the right is also available for rent—perfect for two families who want to stay together while maintaining their own space. Please ask us if you need more info about our vacation rental next door.
Seasonal Stays: During peak season, we host guests on a Saturday-to-Saturday schedule.
Transparency: What you see is what you get. No hidden fees.
Experience the charm of "Old Florida" in our renovated beach cottage. Tucked away in a quiet, exclusive residential area at the northern tip of the island, you are just a 150 ft stroll from the sugar-white sands and turquoise waters that make AMI world-famous.
Fresh Updates in 2021 and 2024
We’ve spent time and money making sure the cottage is perfect prepared for your arrival:
Brand New Kitchen (2024): Fully equipped and ready for family meals.
Brand New Bathroom (2021): Modern, clean, and refreshed.
New furnishing (2024): All rooms are modern and bright furnished.
Stay Connected: High-speed WLAN (Free Wi-Fi) throughout the home.
The "Beachside" Advantage
Our location is a parent’s dream. Being so close to the shore means no long treks with heavy gear. Whether someone needs a cold drink or a quick trip to the restroom, the house is just steps away.
Explore the North End
Located north of Pine Avenue, you are in the heart of the island’s most serene neighborhood.
Cycle Like a Local: Hop on a bike and head to the City Pier, the Marina, or enjoy a sunset dinner at the Sandbar restaurant.
Day Trip Ready: Want to visit Mickey Mouse? The Orlando theme parks are an easy 90-minute drive, allowing you to enjoy the thrills of the city and return to the island’s tranquility by evening.
Good to Know
Private Pool: The pool is 100% private and belongs exclusively to the Sand Dollar Cottage.
Group Travel: Traveling with friends or planning a small wedding? The house directly to the right is also available for rent—perfect for two families who want to stay together while maintaining their own space. Please ask us if you need more info about our vacation rental next door.
Seasonal Stays: During peak season, we host guests on a Saturday-to-Saturday schedule.
Transparency: What you see is what you get. No hidden fees.
Amenities at Sand Dollar Cottage - Vintage - updated - flip flop walk to best Gulf Beaches
Non-smoking
No pets allowed
Family friendly
Map of Anna Maria Island, FL
Ratings and reviews
8 / 10Excellent·Jun 2026
The sand dollar cottage is a nice property with a great location on north Anna Maria island. The home is in good condition with a nice private pool that adds to the location across from the beach. While the home has the advantage of location, and appears to have been somewhat updated from a prior stay several years ago, we were disappointed with the bed in the primary bedroom - it was represented in the Vrbo listing as a Queen bed, when in reality it was barely a full size bed. The futon/sofa and side chairs were dated and very uncomfortable. The bathroom was remodeled/renovated from our last stay and was in good shape with excellent walk in shower and the lighting was good. One of the real issues with our stay is something the owners have little control over, but a heads up would have been nice. The property directly across the street is being re-built and the construction workers began making noise around 7am every day of our stay with the exception of Sunday. We understand the island was hit a couple of years ago and homes are being renovated and rebuilding is part of that process. The property manager could have communicated this fact with us in advance of our stay, and given the severity of the storms of 2024, we would have understood going in. Waking up to construction noise around 7am was very unpleasant and disturbing to our peace of mind. The sand dollar cottage gets high marks for location & access to the beach - but the home needs serious updating.
10 / 10Outstanding·Apr 2026
Construction noise from across the street was the only downside. Lovely house!
10 / 10Outstanding·Mar 2026
Perfect location. Nice place perfect for a family of 4. Everything you need and clean. We loved it. Owners seem nice via messages. Just beware the location to pick up your door code is not accurate and we’re not able to get into the home due to not having the code until 330AM! We literally had to sit in our vehicle for hours in the middle of the night waiting to get a code. Pretty much a the worst start possible to our trip.
10 / 10Outstanding·Mar 2026
Beautiful small pool. Easy walk to the beach. Only problem was the constant noise (VERY LOUD) from construction across the street. Still loved our time in Anna Maria
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Top rated by guests
9.6Outstanding
(98 Ratings)
"Construction noise from across the street was the only downside. Lovely house!"
Jennifer P.Don't miss out! Price and availability may change
