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

A cabin, a lighthouse, a glamping, your extraordinary stay awaits you

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Anna Maria Island, FL unique stays
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83 Unique places to stay in Anna Maria Island, FL

Best family friendly Anna Maria Island, FL unique stays

Among the 83 accommodations in Anna Maria Island, FL, here are the 4 best family friendly unique accommodations

95 M² Bungalow ∙ 2 Bedrooms ∙ 6 Guests - Anna Maria Island, FL
No reviews

95 M² Bungalow ∙ 2 Bedrooms ∙ 6 Guests

bungalow, Holmes Beach
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.
94 M² Bungalow ∙ 2 Bedrooms ∙ 5 Guests - Anna Maria Island, FL
No reviews

94 M² Bungalow ∙ 2 Bedrooms ∙ 5 Guests

bungalow, Holmes Beach
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.
213 M² Bungalow ∙ 4 Bedrooms ∙ 8 Guests - Anna Maria Island, FL
No reviews

213 M² Bungalow ∙ 4 Bedrooms ∙ 8 Guests

bungalow, Anna Maria
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.
4/2 Home Heated Pool / Close To Beautiful Anna Maria Beaches / Close To Img - Anna Maria Island, FL
9.6 94 reviews

4/2 Home Heated Pool / Close To Beautiful Anna Maria Beaches / Close To Img

apartment, Bradenton
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.

Best Anna Maria Island, FL unusual places with a garden

4/2 Home Heated Pool / Close To Beautiful Anna Maria Beaches / Close To Img - Anna Maria Island, FL
9.6 94 reviews

4/2 Home Heated Pool / Close To Beautiful Anna Maria Beaches / Close To Img

apartment, Bradenton
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.
Sunkissed Cabin - Anna Maria Island, FL
9.0 11 reviews

Sunkissed Cabin

cabin, Holmes Beach
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.
Tropic Isle At Anna Maria Island Inn - Anna Maria Island, FL
9.0 100 reviews

Tropic Isle At Anna Maria Island Inn

island, Bradenton Beach
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.
94 M² Bungalow ∙ 2 Bedrooms ∙ 5 Guests - Anna Maria Island, FL
No reviews

94 M² Bungalow ∙ 2 Bedrooms ∙ 5 Guests

bungalow, Holmes Beach
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.

Frequently asked questions about unique stays in Anna Maria Island, FL

  • What are some hidden gems to explore on Anna Maria Island, Florida?

    For a quieter experience away from the main tourist areas, explore the north end of Anna Maria Island. The Bean Point is a beautiful spot for a sunset stroll, offering stunning views. For nature lovers, the Anna Maria Island Nature Reserve provides lovely walking trails and opportunities for birdwatching. Also, don't miss exploring the smaller, less-crowded beaches like the ones near the Rod and Reel Pier.
  • Are there any notable festivals that take place on Anna Maria Island, Florida?

    Anna Maria Island doesn't have large-scale, internationally renowned festivals. However, local events are regularly held throughout the year. Check local listings closer to your travel dates for details on smaller community celebrations and events.
  • What types of natural environments are typical on Anna Maria Island, Florida?

    Anna Maria Island boasts beautiful beaches, of course! Beyond that, you'll find coastal dunes, mangrove forests, and salt marshes. The island's natural beauty is a key draw for visitors.
  • Are there popular sporting events or activities on Anna Maria Island, Florida?

    Fishing is extremely popular on Anna Maria Island. The Rod & Reel Pier is a great spot for anglers. Kayaking and paddleboarding are also popular ways to explore the waterways and mangroves. You can find rentals easily around the island.
  • What special gear or clothing is recommended for the climate on Anna Maria Island, Florida?

    Pack light, breathable clothing suitable for warm and humid weather. Sunscreen with a high SPF is essential, along with a hat and sunglasses for sun protection. Comfortable walking shoes are a must, and swimwear is obviously needed. Evenings can be cooler, so a light jacket or sweater might be useful.
  • What activities allow you to experience local traditions and interact with residents on Anna Maria Island, Florida?

    Visiting local businesses, such as small shops and restaurants, is a great way to connect with the community. The Anna Maria Island Historical Society Museum offers insights into the island's heritage. Attending local events, if any are scheduled during your visit, provides another opportunity to interact with residents.
  • Is Anna Maria Island, Florida known for any unique natural displays or phenomena during certain seasons?

    During the spring and autumn months, bird migration brings a variety of species to the island's natural areas. The best time to spot them is during these periods, particularly around the Anna Maria Island Nature Reserve.
  • What are the best local foods on Anna Maria Island, Florida?

    Fresh seafood is a highlight of the Anna Maria Island culinary scene. Many restaurants offer locally caught fish and shellfish. The island also has several excellent casual eateries serving up delicious burgers, sandwiches, and other American comfort food.
  • What are the best adventurous activities on Anna Maria Island, Florida?

    Exploring the mangroves by kayak or paddleboard offers a unique perspective of the island's natural beauty. Fishing from the Rod & Reel Pier or a chartered boat is another adventurous option. For a different kind of adventure, consider renting bikes and exploring the island's many scenic pathways.

Nearby regions

Best Anna Maria Island, FL unique stays with a jacuzzi

Among the 83 accommodations in Anna Maria Island, FL, here are the 1 best unique accommodations with a jacuzzi

Paradise Found In Our Cozy Home On Anna Maria - Anna Maria Island, FL
10 11 reviews

Paradise Found In Our Cozy Home On Anna Maria

cabin, Bradenton Beach
This compact holiday let is located in historic Pine Park, Bradenton Beach, offering immediate proximity to the pier, beach, and bay, and is a short walk from Bridge Street attractions such as the photo hut, clock tower, and angel wings.
This one-bedroom, one-bathroom cabin accommodates two guests and features air conditioning, Wi-Fi, a kitchen with a fridge, freezer, and microwave oven, an in-unit washer and dryer, and includes beach chairs, boogie boards, and beach towels for guest use.

Best pet friendly Anna Maria Island, FL unique stays

Among the 83 accommodations in Anna Maria Island, FL, here are the 4 best pet friendly unique accommodations

95 M² Bungalow ∙ 2 Bedrooms ∙ 6 Guests - Anna Maria Island, FL
No reviews

95 M² Bungalow ∙ 2 Bedrooms ∙ 6 Guests

bungalow, Holmes Beach
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.
94 M² Bungalow ∙ 2 Bedrooms ∙ 5 Guests - Anna Maria Island, FL
No reviews

94 M² Bungalow ∙ 2 Bedrooms ∙ 5 Guests

bungalow, Holmes Beach
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.
Dolphin Cabin! Available For Summer! Screened Pool, Dock & More! - Anna Maria Island, FL
No reviews

Dolphin Cabin! Available For Summer! Screened Pool, Dock & More!

cabin, Cortez
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.
Tropic Isle At Anna Maria Island Inn - Anna Maria Island, FL
9.0 100 reviews

Tropic Isle At Anna Maria Island Inn

island, Bradenton Beach
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.
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