The widest selection of unusual accommodations in Anna Maria Island, FL
A cabin, a lighthouse, a glamping, your extraordinary stay awaits you
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating
345 Unique places to stay in Anna Maria Island, FL
10 87 reviews
Anna Maria Island, FL
28/06 – 29/06
£145/nightfor 1 night
Sunny’s Vacation
1 2
cabin , West Bradenton
This West Bradenton self-contained unit is conveniently located a short 16km drive from the beaches of Holmes Beach and Anna Maria Island. The one-bedroom, one-bathroom lodge sleeps two guests and offers a fully equipped kitchen (fridge, freezer, microwave), air conditioning, private garden, parking, and Wi-Fi.
9.0 11 reviews
Anna Maria Island, FL
27/06 – 04/07
£450/nighttotal: £3150 (7 )
Sunkissed Cabin
3 2
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.
9.8 42 reviews
Anna Maria Island, FL
17/07 – 24/07
£308/nighttotal: £2156 (7 )
Central Location|walk To Beach, Trolley & Stores
1 2
bungalow , Holmes Beach
This charming bungalow is located just a short walk from the beach in Holmes Beach, offering easy access to the free trolley, shops, and restaurants. The bungalow has received excellent ratings for location, cleanliness, and overall experience. The one-bedroom bungalow comfortably accommodates up to four guests. Amenities include a private heated saltwater pool and spa, a fully equipped kitchen, and a garden.
Anna Maria Island, FL
17/07 – 20/07
£104/nighttotal: £312 (3 )
Yacht Time
1 2
yacht , Bradenton
The Yacht Time cottage is situated in Bradenton, 8 kilometres from the city centre, offering a peaceful escape from the urban bustle. This pet-friendly yacht sleeps two guests and features a microwave, air conditioning, a terrace, a garden, parking, and one bathroom; nearby amenities include a picnic and barbecue area.
Anna Maria Island, FL
02/08 – 09/08
£376/nighttotal: £2632 (7 )
Dolphin Cabin! Available For Summer! Screened Pool, Dock & More!
3 2
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.
9.9 170 reviews
Anna Maria Island, FL
28/06 – 29/06
£119/nightfor 1 night
Cozy, Relaxing Studio 17 Minutes From The Beach.
1 2
cabin , Bradenton
This self-contained studio apartment is situated in a peaceful Bradenton neighbourhood, conveniently located within a 27km radius of Anna Maria Island's beaches and attractions, including IMG Academy (11 minutes' drive) and LECOM Park (5 minutes' drive). The 1-bedroom, 1-bathroom unit sleeps 2 guests and features a fully equipped kitchenette with microwave, toaster, coffee maker and refrigerator, plus complimentary refreshments; ample parking with 24-hour security is provided.
9.9 244 reviews
Anna Maria Island, FL
02/08 – 09/08
£115/nighttotal: £805 (7 )
Cabin 2 Spinnakers Cottages - 204 - 56th 2
1 2
cabin , Holmes Beach
This holiday home is located on the shores of Bradenton Beach, just a 1.6km walk from the beach and Island Gallery West, and less than 1.6km from Holmes Beach Beaches and Manatee Public Beach. The property has excellent user, location and cleanliness ratings. The holiday home is a 74 square metre property with one bedroom, one bathroom and can accommodate up to four guests. It has a fully equipped kitchen, air conditioning, a private swimming pool, a spa, a garden, parking, and internet access.
10 33 reviews
Anna Maria Island, FL
05/01 – 12/01
£115/nighttotal: £805 (7 )
West Bradenton Cottage
*No Cleaning Fees Or Chores
1 2
cabin , Bradenton
This West Bradenton cottage, situated 3.2km from Bradenton's Riverwalk and 13km from Anna Maria Island, offers easy access to local attractions and beaches. This self-catering property boasts 40 square metres of living space, sleeping two guests in one bedroom and one bathroom, and includes an electric grill, fire pit, laundry facilities, and a porch.
9.0 169 reviews
Anna Maria Island, FL
05/01 – 12/01
£234/nighttotal: £1638 (7 )
Sea's The Day
2 2
house , Anna Maria
This charming house is located in Anna Maria, just a short walk from the beach and a 22-minute walk from the Anna Maria City Pier, making it a perfect base for exploring the island. The property has received excellent ratings for user experience, location and cleanliness. The house spans 75 square metres and comfortably accommodates up to 6 guests in its 2 bedrooms. Guests can enjoy a private pool, a fully equipped kitchen, free Wi-Fi and a garden, perfect for relaxing after a day exploring the island.
9.9 139 reviews
Anna Maria Island, FL
28/06 – 29/06
£132/nightfor 1 night
Adorable And Relaxing Studio 17 Min From The Beach
1 2
cabin , Bradenton
This Bradenton studio apartment, ideally located near Anna Maria Island (approx. 27km), LECOM Park (8km), and IMG Academy (18km), offers easy access to beaches, nature reserves, and local amenities. The self-contained unit sleeps two guests and features a fully equipped kitchenette with microwave, toaster, coffee maker, and kettle; complimentary tea, coffee, and chocolate are provided, alongside free parking and Wi-Fi.
10 4 reviews
Anna Maria Island, FL
02/08 – 09/08
£347/nighttotal: £2429 (7 )
104 M² Bungalow ∙ 2 Bedrooms ∙ 6 Guests
2 2
bungalow , Holmes Beach
The Blue Haven bungalow is situated in Holmes Beach on Anna Maria Island, Florida, a 0.4km stroll from the beach and close to Pine Avenue's shops and restaurants. This two-bedroom, two-bathroom holiday home offers 103 square metres of living space, sleeps six guests, boasts a private heated pool, and includes a fully equipped kitchen, Tempur-Pedic mattresses, and is conveniently located near the free AMI trolley stop.
10 2 reviews
Anna Maria Island, FL
17/07 – 24/07
£107/nighttotal: £749 (7 )
Paradise Found In Our Cozy Home On Anna Maria
1 2
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 family friendly Anna Maria Island, FL unique stays
Among the 345 accommodations in Anna Maria Island, FL, here are the 3 best family friendly unique accommodations
10 4 reviews
Anna Maria Island, FL
02/08 – 09/08
£347/nighttotal: £2429 (7 )
104 M² Bungalow ∙ 2 Bedrooms ∙ 6 Guests
2 2
bungalow , Holmes Beach
The Blue Haven bungalow is situated in Holmes Beach on Anna Maria Island, Florida, a 0.4km stroll from the beach and close to Pine Avenue's shops and restaurants. This two-bedroom, two-bathroom holiday home offers 103 square metres of living space, sleeps six guests, boasts a private heated pool, and includes a fully equipped kitchen, Tempur-Pedic mattresses, and is conveniently located near the free AMI trolley stop.
9.9 170 reviews
Anna Maria Island, FL
28/06 – 29/06
£119/nightfor 1 night
Cozy, Relaxing Studio 17 Minutes From The Beach.
1 2
cabin , Bradenton
This self-contained studio apartment is situated in a peaceful Bradenton neighbourhood, conveniently located within a 27km radius of Anna Maria Island's beaches and attractions, including IMG Academy (11 minutes' drive) and LECOM Park (5 minutes' drive). The 1-bedroom, 1-bathroom unit sleeps 2 guests and features a fully equipped kitchenette with microwave, toaster, coffee maker and refrigerator, plus complimentary refreshments; ample parking with 24-hour security is provided.
10 33 reviews
Anna Maria Island, FL
05/01 – 12/01
£115/nighttotal: £805 (7 )
West Bradenton Cottage
*No Cleaning Fees Or Chores
1 2
cabin , Bradenton
This West Bradenton cottage, situated 3.2km from Bradenton's Riverwalk and 13km from Anna Maria Island, offers easy access to local attractions and beaches. This self-catering property boasts 40 square metres of living space, sleeping two guests in one bedroom and one bathroom, and includes an electric grill, fire pit, laundry facilities, and a porch.
Best Anna Maria Island, FL unusual places with a garden
10 6 reviews
Anna Maria Island, FL
05/01 – 12/01
£180/nighttotal: £1260 (7 )
Steps To The Beach - King Master Suite!
1 2
bungalow , Holmes Beach
This one-bedroom flat, offering direct beach access, is located just metres from the sands of Holmes Beach and within a short walk of local shops, restaurants, and pharmacies. This apartment, ideal for up to five guests, boasts a newly remodelled kitchen, in-suite laundry, a private patio, and an outdoor charcoal grill, with the option to rent the adjoining unit for a larger group.
9.5 55 reviews
Anna Maria Island, FL
17/07 – 24/07
£159/nighttotal: £1113 (7 )
"A" Gulf Beach Bungalow
1 2
bungalow , Holmes Beach
This charming bungalow is situated on the northern end of Anna Maria Island in Holmes Beach, just a short walk from the pristine sugar-sand beaches. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The bungalow offers one bedroom and two bathrooms, comfortably accommodating up to four guests. Amenities include air conditioning, a well-equipped kitchen with a fridge and microwave, a private garden, parking, and Wi-Fi access.
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 345 accommodations in Anna Maria Island, FL, here are the 1 best unique accommodations with a jacuzzi
9.8 42 reviews
Anna Maria Island, FL
17/07 – 24/07
£308/nighttotal: £2156 (7 )
Central Location|walk To Beach, Trolley & Stores
1 2
bungalow , Holmes Beach
This charming bungalow is located just a short walk from the beach in Holmes Beach, offering easy access to the free trolley, shops, and restaurants. The bungalow has received excellent ratings for location, cleanliness, and overall experience. The one-bedroom bungalow comfortably accommodates up to four guests. Amenities include a private heated saltwater pool and spa, a fully equipped kitchen, and a garden.
Best pet friendly Anna Maria Island, FL unique stays
Among the 345 accommodations in Anna Maria Island, FL, here are the 4 best pet friendly unique accommodations
9.8 42 reviews
Anna Maria Island, FL
17/07 – 24/07
£308/nighttotal: £2156 (7 )
Central Location|walk To Beach, Trolley & Stores
1 2
bungalow , Holmes Beach
This charming bungalow is located just a short walk from the beach in Holmes Beach, offering easy access to the free trolley, shops, and restaurants. The bungalow has received excellent ratings for location, cleanliness, and overall experience. The one-bedroom bungalow comfortably accommodates up to four guests. Amenities include a private heated saltwater pool and spa, a fully equipped kitchen, and a garden.
10 4 reviews
Anna Maria Island, FL
02/08 – 09/08
£347/nighttotal: £2429 (7 )
104 M² Bungalow ∙ 2 Bedrooms ∙ 6 Guests
2 2
bungalow , Holmes Beach
The Blue Haven bungalow is situated in Holmes Beach on Anna Maria Island, Florida, a 0.4km stroll from the beach and close to Pine Avenue's shops and restaurants. This two-bedroom, two-bathroom holiday home offers 103 square metres of living space, sleeps six guests, boasts a private heated pool, and includes a fully equipped kitchen, Tempur-Pedic mattresses, and is conveniently located near the free AMI trolley stop.
9.0 169 reviews
Anna Maria Island, FL
05/01 – 12/01
£234/nighttotal: £1638 (7 )
Sea's The Day
2 2
house , Anna Maria
This charming house is located in Anna Maria, just a short walk from the beach and a 22-minute walk from the Anna Maria City Pier, making it a perfect base for exploring the island. The property has received excellent ratings for user experience, location and cleanliness. The house spans 75 square metres and comfortably accommodates up to 6 guests in its 2 bedrooms. Guests can enjoy a private pool, a fully equipped kitchen, free Wi-Fi and a garden, perfect for relaxing after a day exploring the island.
9.9 244 reviews
Anna Maria Island, FL
02/08 – 09/08
£115/nighttotal: £805 (7 )
Cabin 2 Spinnakers Cottages - 204 - 56th 2
1 2
cabin , Holmes Beach
This holiday home is located on the shores of Bradenton Beach, just a 1.6km walk from the beach and Island Gallery West, and less than 1.6km from Holmes Beach Beaches and Manatee Public Beach. The property has excellent user, location and cleanliness ratings. The holiday home is a 74 square metre property with one bedroom, one bathroom and can accommodate up to four guests. It has a fully equipped kitchen, air conditioning, a private swimming pool, a spa, a garden, parking, and internet access.