The widest selection of unusual accommodations in Anna Maria Island, FL

This detached cottage is situated on the north end of Anna Maria Island, directly opposite the bay and a short 200-metre walk to Pine Avenue's shops and restaurants, with Anna Maria Beach a 1.2-kilometre walk away.
This one-bedroom, one-bathroom holiday home accommodates up to four guests and features a shared heated swimming pool, a private patio, a shared outdoor cabana with BBQ facilities, and complimentary beach amenities.

This cosy detached cottage in the northern part of Holmes Beach offers direct Gulf views from its living room window and is situated less than 61 metres from the white sand beaches of the Gulf of Mexico, with the free island trolley service conveniently located nearby for easy exploration.
This detached cottage accommodates up to four guests, featuring one bedroom and two bathrooms, with amenities including air conditioning, internet, and parking for two vehicles, as well as a gas grill on the ground level and a new elevated deck perfect for watching the sunset.

Kickback Cabana, a pet-friendly holiday cottage in Holmes Beach, is situated 3km from the town centre, close to Palmetto Avenue Beach and Historic Green Village.
This self-catering property sleeps two, boasts a garden, barbecue area, free on-site parking, and includes a kitchen with fridge, microwave, and dishwasher; internet access and air conditioning are also provided.

This recently remodelled 2-bedroom, 2-bathroom bungalow in Holmes Beach offers waterfront bay views with a boat slip, situated on Anna Maria Island, close to beaches and local attractions.
This single-level property spans 93 square metres, accommodating up to five guests with a well-equipped kitchen, outdoor bay-facing space including a fire pit and kayak, and two complimentary bikes for exploring the island.

This luxury tiny home, situated in the Palma Sola district of West Bradenton, offers a secluded waterfront location, just 3.2km from Bradenton Beach and 9.6km from Anna Maria Island.
The self-catering retreat boasts a custom-built design with a hidden queen-size bed, a fully equipped kitchen including induction burners and a Nespresso machine, a private hot tub, and accommodates two guests.

This Holmes Beach bungalow is situated in the northern part of the town, less than 200 metres from the Gulf of Mexico beaches and within walking distance of the free island trolley service.
This elevated duplex offers a Gulf view deck, accommodates up to four guests in one bedroom with two bathrooms, and includes a gas grill, internet, and air conditioning, with Salty Mermaid Linens provided.

Dolphin Cabin, a three-bedroom holiday home in Bradenton, Florida, is situated approximately 19 kilometres from the Ringling Museum of Art and Sarasota International Convention Center, offering easy access to Sarasota's attractions and Greens Of Manatee Golf Club (11 kilometres away).
This 184 square metre property sleeps eight guests and boasts a fully equipped kitchen, air conditioning, a screened pool, private dock, and free Wi-Fi.

This house is located in Bradenton, just a short distance from Blake Medical Center and a few kilometres from arcadeland. The property has received excellent ratings for its location, cleanliness and overall user experience.
This four-bedroom house spans 166 square meters and provides comfortable accommodation for larger groups. Guests can enjoy a private pool, a fenced garden, a barbecue grill, and modern amenities including air conditioning, a fully equipped kitchen, and free Wi-Fi.

This oceanfront lodge in Bradenton Beach, Tropic Isle at Anna Maria Island Inn, offers convenient access, being a 1-minute drive from Bradenton Beach and a 5-minute drive to Coquina Beach, with Bean Point Beach located 8.3 kilometres away.
This island accommodation provides a swimming pool, terrace, garden, and complimentary on-site parking, alongside free Wi-Fi, air conditioning, and a kitchen, with pets being welcome.

Sunkissed Cabin is a 7-minute walk from Anna Maria Island's beautiful beaches and a short drive from the centre of Holmes Beach, offering a peaceful escape close to the action. It has received very good user ratings, making it a popular choice for travellers. This three-bedroom holiday home provides ample space for families or groups of friends. The fully-equipped kitchen, private balcony, and swimming pool offer a comfortable and convenient stay, while the garden and free Wi-Fi provide plenty of opportunities to relax and unwind.

Misty Beach is a detached bungalow located in Holmes Beach, Anna Maria Island, just a 150-metre walk from the Gulf beach and close to local shops and waterfront restaurants.
This 94 square metre bungalow accommodates up to six guests, featuring two bedrooms, two bathrooms, a private swimming pool, a garden with a gas grill, and includes beach chairs and a wagon for convenient beach access.

This canal-front detached house is located on the north end of Anna Maria Island, a short 500-metre stroll or golf cart ride from the Gulf beaches and the shops and restaurants of Pine Avenue.
This accessible, ground-floor property offers 212 square metres of living space for up to 8 guests, featuring 4 bedrooms, 3 bathrooms, a private heated swimming pool, a boat dock, and a chef's kitchen with a wine fridge and bar area.