This Holmes Beach cottage boasts beachfront access, a 10-minute walk from Bradenton Beach and Island Gallery West, and under 2km from Holmes Beach and Manatee Public Beach. This 65 square metre holiday home sleeps four in two bedrooms, one bathroom, and includes a fully equipped kitchen, free Wi-Fi, a terrace, garden, tennis court, parking, and on-site barbecue facilities.
8.8 12 reviews
Anna Maria, FL
10/09 – 13/09
392 €/nighttotal: 1176 € (3 )
Historical Ami 2 Bedroom, Pet Friendly Beach Cottage, Sleeps 6
2 4
cottage , Anna Maria
This Anna Maria Island cottage, near Bradenton Beach, is less than 2km from Bean Point Beach and Anna Maria Beach, and under a 5-minute drive from Palmetto Avenue Beach and the Island Players theatre. This 66 square metre holiday home sleeps six, boasting two bedrooms, two bathrooms, a full kitchen with oven and microwave, a private fenced garden, tennis court, and BBQ grill, plus Wi-Fi and air conditioning.
Anna Maria, FL
10/09 – 13/09
265 €/nighttotal: 795 € (3 )
Lou Lou's Hideaway: 1918 Historic Cottage In Cortez - Walk/bike To Ami Beaches
1 4
cottage , Cortez
This historic 1918 fisherman's cottage is located in Cortez Village, a preserved fishing community, just 640 metres from Sarasota Bay and a 1.6 kilometre walk or 800 metre bike ride from the beaches of Anna Maria Island. This 52 square metre holiday home offers accommodation for four guests, featuring one bedroom and one bathroom, with amenities including air conditioning, a kitchen with a fridge, microwave, and dishwasher, a garden, parking, and complimentary beach gear and bicycles.
10 1 review
Anna Maria, FL
31/10 – 10/11
416 €/nighttotal: 4160 € (10 )
Ocean72, 2bed 2bath With Pool
1 2
cottage , Holmes Beach
This Holmes Beach holiday home is located a short walk (less than 0.8 km) from the beach and minutes from local restaurants and shops. The two-bedroom, two-bathroom property sleeps six, boasts a private heated pool and spa, a fully equipped gourmet kitchen, and includes beach gear; keyless entry and self check-in are also provided.
10 49 reviews
Anna Maria, FL
31/10 – 10/11
291 €/nighttotal: 2910 € (10 )
Hibiscus Villa By Beach Boutique Rentals
1 2
cottage , Holmes Beach
This charming cottage is located in Holmes Beach, just a short walk from the beach and within easy reach of local shops and restaurants. It consistently receives excellent reviews for its cleanliness, location, and overall experience. The cottage offers one bedroom and one bathroom, with a floor area of 64 square metres, comfortably accommodating up to three guests. It is fully equipped with a kitchen, air conditioning, a private garden, and a swimming pool, as well as providing beach chairs, towels, umbrellas, and bikes for exploring the island.
9.8 47 reviews
Anna Maria, FL
31/10 – 10/11
383 €/nighttotal: 3830 € (10 )
Adorable Cottage With Covered Balconies And Private Pool
3 2
cottage , Anna Maria
This Anna Maria Island holiday home is situated near Anna Maria Beach, less than 1.6km from the Anna Maria Island Museum and Historical Park, and a 5-minute drive from the Island Players and Historic Green Village. This self-catering property boasts 121 square metres of living space, sleeping up to eight guests in three bedrooms and two bathrooms, and includes a private pool, in-unit laundry, and access to a water park.
9.2 19 reviews
Anna Maria, FL
10/09 – 13/09
237 €/nighttotal: 711 € (3 )
Cozy Cottage Retreat At Tradewind Resort #32 In Bradenton Beach
1 4
cottage , Bradenton Beach
Tradewind Resort #32, a self-catering property in Bradenton Beach, Florida, is situated a short drive from Mote Marine Laboratory & Aquarium and Cortez Beach. This one-bedroom holiday home sleeps four guests and boasts a fully equipped kitchen, private patio, and access to a swimming pool and hot tub at the resort, alongside being close to local amenities.
9.6 54 reviews
Anna Maria, FL
27/06 – 04/07
550 €/nighttotal: 3850 € (7 )
Vibrant Island Retreat With Pool, Tiki Table And Walk To Beach
3 5
cottage , Holmes Beach
This Holmes Beach holiday home is situated near the coast, a 0.8km stroll from Island Gallery West and Bradenton Beach, and under 1.6km from AMI Paddleboard Adventures and Holmes Beach's shores. The 114 square metre property sleeps six guests across three bedrooms and two bathrooms, boasting a private pool, in-unit laundry, and a fully equipped kitchen including a dishwasher, fridge and microwave.
9.8 36 reviews
Anna Maria, FL
27/06 – 04/07
301 €/nighttotal: 2107 € (7 )
Charming Ground Level Resort Style 3 Unit Condo - Unit C
2 2
cottage , Holmes Beach
This charming ground floor apartment, part of a three-unit complex, is conveniently located in Ilexhurst, Holmes Beach, just a short walk from Anna Maria Sound and Bradenton Beach. It has consistently received excellent reviews from previous guests. This two-bedroom apartment, spanning 84 square metres, comfortably accommodates up to six guests. Amenities include a private pool, a garden with barbecue facilities, free Wi-Fi, and a fully equipped kitchen.
10 10 reviews
Anna Maria, FL
15/08 – 17/08
422 €/nighttotal: 844 € (2 )
Cozy 1-bed Cottage In Adorable Tradewinds Bradenton Beach, Steps To Beach/pool
1 4
cottage , Bradenton Beach
This recently renovated one-bedroom holiday home in Bradenton Beach is located just a few steps from Bradenton Beach and the Gulf of Mexico, placing you within 500 meters of local boutiques and dining spots such as Bridge Street Bistro. This 65 square meter holiday home accommodates up to four guests and features a fully equipped kitchen, air conditioning, Wi-Fi, a community swimming pool, and individual televisions in each room, with the option to book a neighbouring unit for larger groups.
10 23 reviews
Anna Maria, FL
31/10 – 10/11
271 €/nighttotal: 2710 € (10 )
Seabreeze Cottage - Sleeps 6 Guests In 2 Bedrooms
2 2
cottage , Holmes Beach
This two-bedroom cottage is situated in Holmes Beach, just 2.4 kilometres from Bradenton Beach and Palmetto Avenue Beach. The cottage offers a balcony, a fully equipped kitchen, and barbecue facilities for enjoying the Florida sunshine and outdoor dining, accommodating up to six guests.
Anna Maria, FL
31/10 – 10/11
581 €/nighttotal: 5810 € (10 )
Paradise Palms 3 Bedroom Cottage
1 2
cottage , Holmes Beach
This Holmes Beach beachfront cottage offers easy access to Bradenton Beach and Island Gallery West, a short walk away, and is within 3.2km of Holmes Beach and Manatee Public Beach. The pet-friendly property includes free Wi-Fi, on-site barbecue grills, in-cottage laundry facilities, and a coffee/tea maker, ensuring a comfortable stay.
Best family friendly Anna Maria, FL cottages
Among the 112 accommodations in Anna Maria, FL, here are the 4 best family friendly cottages
10 12 reviews
Anna Maria, FL
31/10 – 10/11
380 €/nighttotal: 3800 € (10 )
Beautiful New Pool/spa, Steps To Sand & Restaurants, Golf Cart Included
2 2
cottage , Holmes Beach
This Holmes Beach seaside cottage, near Bradenton Beach, is a 10-minute walk from Island Gallery West and under 2km from both Holmes Beach and Manatee Public Beaches. This 96 square metre holiday home sleeps six, boasting two bedrooms, one bathroom, a private pool, hot tub, barbecue, and fully equipped kitchen including a dishwasher; free Wi-Fi is also provided.
9.6 250 reviews
Anna Maria, FL
29/06 – 30/06
810 €/nightfor 1 night
Newly Renovated Sea Breeze Cottage With Private Dock, Easy Access To Bimini Bay
2 2
cottage , Anna Maria
This charming waterfront cottage is situated just 1.6km from Bay Boulevard Beach, the Anna Maria City Pier, and Bayfront Park, offering easy access to the island's attractions. The cottage has received excellent ratings for its location, cleanliness, and overall experience. This two-bedroom, two-bathroom property spans 102 square metres and comfortably accommodates up to six guests. The cottage is equipped with a kitchen, a Jacuzzi, a terrace, a garden, and a barbecue grill, ensuring a relaxing and enjoyable stay.
9.8 209 reviews
Anna Maria, FL
10/09 – 13/09
269 €/nighttotal: 807 € (3 )
The Ballyhoo On Bean Point, 200 Feet To A Beautiful Bayside Beach And Views!
2 4
cottage , Anna Maria
The Ballyhoo cottage is located on Bean Point at the very tip of Anna Maria Island, just 0.6km from the Rod and Reel Pier and the beach, offering a tranquil escape in a peaceful area. It has consistently received excellent user ratings, highlighting its appeal to travellers. The cottage has two bedrooms and one bathroom, spanning 84 square metres and accommodating up to six guests. It provides a comfortable stay with amenities including bikes for exploring the island, a garden, a spa, and a kitchen equipped with a fridge and microwave oven.
9.7 55 reviews
Anna Maria, FL
27/06 – 04/07
315 €/nighttotal: 2205 € (7 )
Newly Renovated Cozy Beach Cottage A1/2 Of A Duplex, 3min Walk To Beach
3 2
cottage , Holmes Beach
This charming cottage is located in Bradenton Beach, just a 15-minute walk from the beach and Island Gallery West, with Holmes Beach Beaches and Manatee Public Beach within a 3km radius. It has an excellent user rating, so you can be sure of a comfortable and enjoyable stay. This two-bedroom property can accommodate up to six guests and includes a sofa bed, free Wi-Fi, and a fully equipped kitchen with a fridge, oven, stovetop, and microwave. Enjoy the private garden with barbecue grills for al fresco dining, and take advantage of the air conditioning and terrace/balcony.
Best Anna Maria, FL cottages with a garden
9.8 105 reviews
Anna Maria, FL
27/06 – 04/07
284 €/nighttotal: 1988 € (7 )
Blue Agave Villa By Beach Boutique Rentals
2 2
cottage , Holmes Beach
Frangipani Villa is a ground-floor holiday home in Holmes Beach, just a short walk from the beach path and within easy reach of shops and restaurants. The villa has received excellent ratings for location, cleanliness, and overall user experience. The cottage features a private outdoor shower, a spacious porch with Adirondack chairs, and a fully equipped kitchen. Guests can enjoy a botanical courtyard with a fountain, relax on the porch, or take advantage of the beach supplies provided.
10 26 reviews
Anna Maria, FL
31/10 – 10/11
424 €/nighttotal: 4240 € (10 )
Orchid Villa By Beach Boutique Rentals
2 2
cottage , Holmes Beach
This charming cottage is located in Holmes Beach, just a short walk from the beach path and within easy reach of shops and restaurants. It has consistently received excellent ratings for location, cleanliness and overall experience, making it a popular choice for travellers. The cottage is spread over 75 square metres and can accommodate up to 5 guests in its two bedrooms and two bathrooms. It offers a range of amenities including a fully equipped kitchen, air conditioning, a private patio and a shared laundry facility, ensuring a comfortable and enjoyable stay.
9.6 55 reviews
Anna Maria, FL
31/10 – 10/11
279 €/nighttotal: 2790 € (10 )
Seahorse Cottage - With Shared Pool, 200 Feet From The Beach
1 2
cottage , Anna Maria
This Anna Maria Island cottage, a short 1.6km walk from Bradenton Beach and Bean Point Beach, offers easy access to the Island Players and Anna Maria Island Museum and Historical Park, all within a 1.6km radius. The self-catering property sleeps two guests in one bedroom and one bathroom, boasting a fully equipped kitchen, laundry facilities, a barbecue, and a swimming pool, perfect for a relaxing beach holiday.
10 3 reviews
Anna Maria, FL
10/09 – 13/09
300 €/nighttotal: 900 € (3 )
Bridge Street Beach House | Wi-fi | Center Of All
3 4
cottage , Bradenton Beach
This detached house is located in the Bridge Street district of Bradenton Beach, a short 500-metre walk from Bradenton Beach and the Anna Maria Sound Canal, and near amusement parks. This 60 square metre holiday home accommodates up to six guests, offering three bedrooms, one bathroom, a kitchen with a fridge, microwave and dishwasher, air conditioning, a communal swimming pool, hot tub, garden, spa, tennis court, and on-site parking, with complimentary Wi-Fi and access to table tennis and billiards.
Frequently asked questions about cottages in Anna Maria, FL
What would be a good 1-day itinerary for visiting in and around Anna Maria, FL?
Start your day with a leisurely stroll along the white sands of Anna Maria Island, maybe stopping for a coffee at the Anna Maria City Pier. Afterwards, head to the historic district and enjoy a delicious lunch at one of the charming cafes. In the afternoon, take a relaxing bike ride along the Pine Avenue Trail, stopping to admire the beautiful homes and gardens. Finish the day with a delicious seafood dinner at The Waterfront Restaurant, watching the sunset over the Gulf of Mexico.
You can't miss the Anna Maria City Pier, a perfect spot for fishing, watching dolphins, or simply enjoying the views. The historic district is also a must-see, with its quaint shops, cafes, and beautiful architecture. And don't forget to visit the Anna Maria Island Museum, which tells the story of the island's history and culture.
What are the best cottages with a pool in Anna Maria, FL?
Can you easily explore Anna Maria, FL on foot or by bike?
Absolutely! Anna Maria is a very walkable island, with many shops and restaurants within easy reach. You can easily explore the island on foot or by bike, and there are plenty of bike rental shops available. The island is only 11 km long so you can easily cover it in a day.
What are the best cottages with a jacuzzi in Anna Maria, FL?
What activities are available in and around Anna Maria, FL?
Anna Maria Island offers a wide range of activities, from swimming, sunbathing, and fishing to kayaking, paddleboarding, and dolphin watching tours. There are also several golf courses and tennis courts nearby. For a more relaxed experience, you can visit the Anna Maria Island Historical Society Museum or take a stroll through the beautiful botanical gardens.
What are the best cottages for families and kids in Anna Maria, FL?
What famous towns or cities are near to Anna Maria, FL?
Anna Maria is located just a short drive from the vibrant city of Sarasota, known for its art scene and beautiful beaches. You can also easily reach the charming town of Bradenton, home to the South Florida Museum and the Bishop Museum of Science and Nature. And for a taste of old Florida, visit the historic town of St. Petersburg, located across the bay.
What are the best pet friendly cottages in Anna Maria, FL?
What are the most common amenities in cottages in Anna Maria, FL?
Most cottages in Anna Maria will have a private patio or balcony, perfect for enjoying the warm Florida weather. Many also include a fully equipped kitchen, allowing you to prepare your own meals. You can also find cottages with private pools and hot tubs, offering the ultimate in relaxation.
What are the best cottages with parking in Anna Maria, FL?
Among the 112 accommodations in Anna Maria, FL, here are the 2 best cottages with a jacuzzi
10 3 reviews
Anna Maria, FL
10/09 – 13/09
300 €/nighttotal: 900 € (3 )
Bridge Street Beach House | Wi-fi | Center Of All
3 4
cottage , Bradenton Beach
This detached house is located in the Bridge Street district of Bradenton Beach, a short 500-metre walk from Bradenton Beach and the Anna Maria Sound Canal, and near amusement parks. This 60 square metre holiday home accommodates up to six guests, offering three bedrooms, one bathroom, a kitchen with a fridge, microwave and dishwasher, air conditioning, a communal swimming pool, hot tub, garden, spa, tennis court, and on-site parking, with complimentary Wi-Fi and access to table tennis and billiards.
10 12 reviews
Anna Maria, FL
31/10 – 10/11
380 €/nighttotal: 3800 € (10 )
Beautiful New Pool/spa, Steps To Sand & Restaurants, Golf Cart Included
2 2
cottage , Holmes Beach
This Holmes Beach seaside cottage, near Bradenton Beach, is a 10-minute walk from Island Gallery West and under 2km from both Holmes Beach and Manatee Public Beaches. This 96 square metre holiday home sleeps six, boasting two bedrooms, one bathroom, a private pool, hot tub, barbecue, and fully equipped kitchen including a dishwasher; free Wi-Fi is also provided.
Best pet friendly Anna Maria, FL cottages
Among the 112 accommodations in Anna Maria, FL, here are the 4 best pet friendly cottages
Anna Maria, FL
31/10 – 10/11
738 €/nighttotal: 7380 € (10 )
Crosswind Cottage Managed By Beach Retreats
1 2
cottage , Holmes Beach
Crosswind Cottage, a pet-friendly holiday home in Holmes Beach, Florida, offers a neighbours-free experience within walking distance of the town centre and close to Manatee Public Beach, West Coast Surf Shop, and Palmetto Avenue Beach. This one-bathroom self-catering property sleeps two guests, features a kitchen with a fridge, microwave, and dishwasher, plus air conditioning, a garden, parking, and internet access; a barbeque area and lift are also available on-site.
10 3 reviews
Anna Maria, FL
15/08 – 17/08
222 €/nighttotal: 444 € (2 )
Just Minutes From Our Beautiful Gulf Of Mexico Beaches & Stunning Sunsets !!
2 4
cottage , Cortez
This pet-friendly two-bedroom holiday home in Bradenton is located 3.2 kilometres from the Gulf of Mexico's beaches and 2.4 kilometres from the Historical Cortez Fishing Village. The 93 square metre holiday home accommodates up to four guests and features air conditioning, a kitchen with a fridge and microwave, and is conveniently situated for fishing charters, jet skiing, dolphin tours, and boating.
10 22 reviews
Anna Maria, FL
31/10 – 10/11
424 €/nighttotal: 4240 € (10 )
Palm Villa By Beach Boutique Rentals
2 2
cottage , Holmes Beach
This charming cottage is situated just a short walk from the beach path in Holmes Beach, offering easy access to the sand and nearby shops and restaurants. The cottage has consistently received excellent ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers. The two-bedroom cottage spans 75 square metres and comfortably accommodates up to five guests. It features a fully equipped kitchen, a private patio with outdoor shower, and a shared laundry facility, ensuring a relaxing and comfortable stay.
Anna Maria, FL
31/10 – 10/11
191 €/nighttotal: 1910 € (10 )
Dog Friendly Home With Lanai, Internet, And Perfect Location
2 2
cottage , Anna Maria
This holiday home offers a central location in Anna Maria, Florida, within 100 metres of the beach and bay, and a short walk to nine dining and entertainment venues. This 78 square metre bungalow accommodates four guests in two bedrooms, featuring a screened-in lanai, a well-equipped kitchen with new appliances, a refurbished bathroom, and free parking for up to three vehicles.