This newly remodelled two-bedroom cottage is located on the north end of Anna Maria Island, just a 5-minute walk to the Gulf beaches and the shops and restaurants on Pine Avenue. This holiday let, covering 111 square metres and accommodating up to four guests, features a private heated saltwater swimming pool, a tropical garden with a BBQ grill, and a fully equipped kitchen.
Anna Maria, FL
27/06 – 04/07
1364 €/nighttotal: 9548 € (7 )
Hibiscus Haven Your Perfect Island Getaway
4 9
apartment , Anna Maria
Hibiscus Haven is a holiday let in Anna Maria, situated directly opposite the water and a few steps from the sandy Gulf beaches, with easy access to the free island trolley. This 161 square meter holiday home offers four bedrooms accommodating up to ten guests, featuring a private heated pool and spa, a fully equipped kitchen with bar seating, and an open coastal-chic living space with smart TVs.
9.7 89 reviews
Anna Maria, FL
10/09 – 13/09
346 €/nighttotal: 1038 € (3 )
Crescent Palms North End Ami, 2 King Suites,walk To Bay Beach Stunning Pool
3 4
apartment , Anna Maria
This Anna Maria Island holiday home is located just 1.5 kilometres from Bayfront Park and Anna Maria Beach, and a little over 1 kilometre from Bay Boulevard Beach and the Anna Maria Island Museum and Historical Park. The property enjoys excellent user, location and cleanliness ratings. The accommodation features three bedrooms and two bathrooms and can comfortably sleep up to eight guests. Enjoy a relaxing stay with amenities such as a private swimming pool, a jacuzzi, a terrace, a garden, and a fully equipped kitchen.
Anna Maria, FL
21/06 – 26/06
320 €/nighttotal: 1600 € (5 )
Stay On Pine Ave | Beach Days + Sunset Walks
2 3
apartment , Anna Maria
This flat on Pine Avenue, Anna Maria Island, offers direct access to local boutiques, cafes, and restaurants, with the Gulf beaches a short 500-metre walk away. This private, modern coastal flat accommodates up to four guests with two bedrooms and two bathrooms, featuring an open-concept layout, a private outdoor deck, and provided beach essentials.
10 3 reviews
Anna Maria, FL
24/07 – 01/08
319 €/nighttotal: 2552 € (8 )
Private Balconies, Walk To Beach, Heated Pool
1 7
apartment , Holmes Beach
This Holmes Beach flat offers excellent access to the Gulf beach, boutique shopping, and local restaurants, situated a short distance from all amenities. This three-bedroom, three-bathroom condominium accommodates up to eight guests and features a heated community pool, in-unit laundry, a fully equipped kitchen, and private balconies with mangrove preserve views.
Anna Maria, FL
05/07 – 11/07
408 €/nighttotal: 2448 € (6 )
4 Br/3 Ba Heated Pool And Hot Tub By Fvc
4 11
apartment , Bradenton
This Bradenton property is conveniently located 8 kilometres from Anna Maria Island beaches, 5 kilometres from IMG Academy and downtown Bradenton's spring training facilities, and 1.6 kilometres from G.T. Bray Park. This spacious 234 square metre flat accommodates up to 12 guests across four bedrooms, featuring a separate mother-in-law suite with a full kitchen, a private heated pool and jacuzzi in the backyard, and modern coastal decor.
8.6 12 reviews
Anna Maria, FL
15/07 – 17/07
1950 €/nighttotal: 3900 € (2 )
Dockside Dream: Luxury Canal Front Home, Dock, Pool, Spa And More!
4 5
apartment , Anna Maria
Plumfish is a waterfront chalet situated on the North End of Anna Maria Island, within walking distance of Bean Point Beach and the Rod & Reel Pier. This 270 square metre property boasts four bedrooms, five bathrooms, a private pool and dock, and can comfortably accommodate up to eight guests.
9.8 252 reviews
Anna Maria, FL
03/07 – 06/07
275 €/nighttotal: 825 € (3 )
Spanish Style Home With Private Heated Pool
2 3
apartment , Bradenton
This two-bedroom house is located in Bradenton, within easy walking distance of LECOM Park, Riverwalk, and The Bishop Museum of Science and Nature, making it ideal for exploring the city's attractions. The property has received excellent reviews from previous guests. This comfortable holiday home offers 102 square metres of space, accommodating up to five guests. Guests can enjoy a private pool, a fenced garden with BBQ facilities, and a fully equipped kitchen with a fridge, microwave, and dishwasher.
9.8 24 reviews
Anna Maria, FL
31/10 – 10/11
189 €/nighttotal: 1890 € (10 )
Dog-friendly 4 Mins To The Beach And Pine Ave - A Place In Paradise Unit B
2 2
apartment , Anna Maria
This Anna Maria Island beachfront property is situated within 2km of Bradenton Beach and Anna Maria Beach, and within a 10-minute drive of Palmetto Avenue Beach and the Island Players theatre. This 77 square metre holiday home offers two bedrooms, two bathrooms, sleeps four guests, and includes a fully equipped kitchen, laundry facilities, a swimming pool, and on-site water park access.
10 3 reviews
Anna Maria, FL
27/06 – 04/07
223 €/nighttotal: 1561 € (7 )
Runaway Bay Retreat - Ami
1 2
apartment , Bradenton Beach
This Anna Maria Island condo, situated in Runaway Bay, offers easy access to Bridge Street's amenities and is a short walk from the beach via a lit pedestrian crossing. The two-bedroom, two-bathroom apartment sleeps six guests comfortably, boasting stunning bay views from its screened porch, a private beach access, and access to a large swimming pool, fitness centre and numerous on-site recreational facilities.
10 15 reviews
Anna Maria, FL
27/06 – 04/07
402 €/nighttotal: 2814 € (7 )
Americana Ami Lighthouse 3br W/pool + Rooftop Deck
3 5
apartment , Holmes Beach
This Holmes Beach holiday home, a six-minute walk (approximately 0.96km) from the Gulf beach, offers a family-friendly escape near Anna Maria Island's attractions. Sleeping six guests across three bedrooms and two-and-a-half bathrooms, this property features a private pool, garden, and full kitchen including a dishwasher, plus Wi-Fi; enjoy its open-plan living space and vintage Americana aesthetic.
9.5 38 reviews
Anna Maria, FL
27/06 – 04/07
430 €/nighttotal: 3010 € (7 )
Sun Plaza West Unit 204, Gulf Front Complex On Ami
2 5
apartment , Holmes Beach
This two-bedroom apartment is situated just 1.6 kilometres from Bradenton Beach and Island Gallery West, with Holmes Beach and Manatee Public Beach within 1.6 kilometres. The property offers a refreshing swimming pool, secure parking, and reliable internet access, perfect for a relaxing beach getaway.
Best family friendly Anna Maria, FL Holiday Apartments and Self Catering Accommodations
Among the 1004 accommodations in Anna Maria, FL, here are the 4 best family friendly holiday apartments
10 22 reviews
Anna Maria, FL
27/06 – 04/07
293 €/nighttotal: 2051 € (7 )
Sea Spray 2: *Pet-friendly *Steps To The Beach *Close To Shops, Restaurants
2 2
apartment , Anna Maria
This charming two-bedroom flat is situated in the North End of Anna Maria, just a short stroll from the popular Gulf Beach. The apartment has received excellent ratings for its location, cleanliness, and overall experience, making it a perfect choice for families and couples looking for a relaxing beach getaway. The 74 square metre flat comfortably accommodates four guests and features an open-plan living space, a well-equipped kitchen, and a private balcony. Guests can enjoy a range of amenities, including air conditioning, free Wi-Fi, a shared laundry room, and a flat-screen TV, ensuring a comfortable and enjoyable stay.
10 2 reviews
Anna Maria, FL
03/07 – 06/07
205 €/nighttotal: 615 € (3 )
Cd Shorewalk -Pool, Tennis, Pickle Ball, Near Beaches Anna Maria Island And Img
2 3
apartment , Bradenton
This Bradenton apartment, near IMG Academy (a 5-minute drive away), offers easy access to Anna Maria Island and Longboat Key beaches (approximately 24km). The 106 square metre, two-bedroom, two-bathroom property sleeps four, boasting a terrace, garden, and access to resort amenities including heated pools, tennis/pickleball courts, and a clubhouse with BBQ grills.
9.6 23 reviews
Anna Maria, FL
03/07 – 06/07
338 €/nighttotal: 1014 € (3 )
Near Ami, Img & Beach, 3br Home W/ Grill & Wifi
3 3
apartment , Bradenton
This three-bedroom apartment in Bradenton is situated just 8 kilometres from Sarasota Airport and 16 kilometres from Anna Maria Island, making it ideal for exploring the area's attractions. The self-catering property sleeps up to seven guests and offers amenities such as a garden, terrace, and parking, along with modern conveniences like a dishwasher, microwave, and air conditioning.
9.6 81 reviews
Anna Maria, FL
27/06 – 04/07
681 €/nighttotal: 4767 € (7 )
Waterfront House With Pool - Bring Boat And Rod - Close To Gulf And Bay Beaches
4 5
apartment , Anna Maria
This waterfront holiday home is situated on the northern tip of Anna Maria Island, just a short walk from both the Bay and Gulf Beaches, making it ideal for exploring the area. It has received excellent reviews from previous guests, highlighting its comfortable and convenient features. The property offers a spacious layout with 4 bedrooms, 2 bathrooms, and a floor area of 250 square metres, comfortably accommodating up to 8 guests. Amenities include a swimming pool, garden, and a fully equipped kitchen, along with air conditioning and free Wi-Fi, ensuring a relaxing and enjoyable stay.
Best Holiday Apartments and Self Catering Accommodations in Anna Maria, FL with a pool
Among the 1004 accommodations in Anna Maria, FL, here are the 4 best apartments with a pool
Anna Maria, FL
29/06 – 30/06
1607 €/nightfor 1 night
Palm Paradise~steps To Shops/beach~best Location!
4 2
apartment , Anna Maria
Palm Paradise is a four-bedroom, four-bathroom holiday home in Anna Maria, located just five houses from Palmetto Avenue Beach and a short walk to shops and restaurants, with Palmetto Avenue Beach being less than a 5-minute walk away. This spacious holiday home, covering 223 square meters, features a private heated swimming pool with a dining area, a fully equipped kitchen with island seating, complimentary beach gear, and outdoor games, all within easy reach of the free island trolley.
10 5 reviews
Anna Maria, FL
28/07 – 03/08
633 €/nighttotal: 3798 € (6 )
Heated Pool • Game Room • Near Ami • Sleeps 16
1 11
apartment , West Bradenton
This newly renovated villa is located in a quiet, safe North West Bradenton neighbourhood, a 5-minute walk to De Soto National Memorial and a short drive to Robinson Preserve, Warner's Bayou public boat ramp and Anna Maria Island beaches. This spacious 4-bedroom, 3-bathroom property accommodates up to 16 guests and offers a heated swimming pool, a full air-conditioned games room with a pool table, and an outdoor oasis with a fire-pit lounge and BBQ area, perfect for family holidays.
9.7 12 reviews
Anna Maria, FL
15/07 – 17/07
1560 €/nighttotal: 3120 € (2 )
Costa Bella: 4-bedroom Home With Private Pool And
4 5
apartment , Anna Maria
This luxury holiday flat is situated a mere 1-minute walk from Anna Maria Beach and the shops and restaurants of Pine Avenue. This pet-friendly (dogs only, with approval and fee) four-bedroom, four-bathroom holiday home accommodates up to eight guests and features a private swimming pool, hot tub, and an outdoor dining area with a grill.
9.8 12 reviews
Anna Maria, FL
15/07 – 17/07
1097 €/nighttotal: 2194 € (2 )
Sea Jay: Canal Front With Dock, Heated Pool, Lanai W/outdoor Kitchen
3 5
apartment , Anna Maria
This canal-front property is located just 500 metres from the Gulf beaches and a short walk from Pine Avenue's shops and restaurants. It boasts excellent user ratings, making it a popular choice for families and groups. The three-bedroom apartment spans 177 square metres and comfortably accommodates up to eight guests. Guests can enjoy a private pool, a spacious balcony with a grill, and a private dock, perfect for those who want to make the most of the water.
Frequently asked questions about apartment rentals in Anna Maria, FL
What are some interesting places to visit in or near Anna Maria, FL?
You can't miss the Anna Maria Island Historical Museum, which tells the story of the island's history. For a taste of nature, head to the beautiful Coquina Beach, known for its white sand and calm waters. If you're looking for a bit more adventure, you can visit the nearby Mote Marine Laboratory & Aquarium in Sarasota, which is home to a variety of marine life.
What are the most popular outdoor activities in Anna Maria, FL?
Anna Maria Island is a paradise for outdoor enthusiasts. You can spend your days swimming, sunbathing, and kayaking on the beautiful beaches. For a more active experience, try renting a bike and exploring the island's scenic trails. You can also go paddleboarding, fishing, or even take a dolphin tour.
What are the best apartments with a pool in Anna Maria, FL?
Anna Maria Island is known for its stunning beaches, laid-back atmosphere, and charming old-Florida charm. It's a popular destination for families, couples, and anyone looking to escape the hustle and bustle of everyday life. The island is also home to a variety of shops, restaurants, and art galleries.
What are the best apartments with a jacuzzi in Anna Maria, FL?
What are the top cultural spots to visit in and around Anna Maria, FL?
The Anna Maria Island Historical Museum is a must-visit for anyone interested in the island's history. You can also visit the Bayfront Park in Bradenton, which hosts a variety of events throughout the year. For a taste of local art, check out the Anna Maria Island Art League Gallery.
What are the best apartments for families and kids in Anna Maria, FL?
What are the closest cities to visit near Anna Maria, FL?
Anna Maria Island is located just a short drive from the cities of Bradenton and Sarasota. Bradenton is home to the South Florida Museum, which features a variety of exhibits on the region's history and natural environment. Sarasota is known for its vibrant arts scene and beautiful beaches.
What are the best pet friendly apartments in Anna Maria, FL?
What are the best ways to relax in Anna Maria, FL?
There are many ways to relax in Anna Maria. You can spend your days lounging on the beach, reading a book, or taking a nap in a hammock. You can also treat yourself to a massage at one of the island's many spas or enjoy a delicious meal at a waterfront restaurant.
What are the best apartments with parking in Anna Maria, FL?
What are the advantages of choosing an apartment for your stay in Anna Maria, FL?
Apartments offer more space and privacy than a hotel room. They're also a great option for families or groups of friends travelling together. Many apartments in Anna Maria come with kitchens, so you can save money by cooking some of your own meals. And, some offer laundry facilities, which is a big plus for longer stays.
Destinations nearby
Best Anna Maria, FL holiday apartments with air conditioning
9.6 81 reviews
Anna Maria, FL
24/07 – 01/08
394 €/nighttotal: 3152 € (8 )
Coastal 3br Getaway With Balcony Walk To The Beach
1 7
apartment , Bradenton Beach
This stylish Bradenton Beach flat is located steps from the beach, offering easy access to the area's attractions. The three-bedroom, two-bathroom apartment sleeps six guests and boasts a fully equipped kitchen, private balcony with ocean views, and fast Wi-Fi; newly renovated bathrooms add a touch of luxury.
9.8 52 reviews
Anna Maria, FL
03/07 – 06/07
330 €/nighttotal: 990 € (3 )
Near Img & Beach. Free Beach Supplies & Boat Space
1 3
apartment , Cortez
This Cortez holiday cottage is a short 1.6km walk from Anna Maria Island's beaches, conveniently located near a marina with restaurants and beach vehicle rentals. Sleeping five guests, the two-bedroom, one-bathroom property boasts a private boat storage space, garage, shared fenced backyard with grill and fire pit, in-unit laundry, and beach essentials including a wagon, umbrella, towels, coolers, and chairs.
9.9 50 reviews
Anna Maria, FL
15/07 – 17/07
1918 €/nighttotal: 3836 € (2 )
Pink Palm: Dog-friendly, 6-bedroom, 3-min Walk To Beach!
6 5
apartment , Anna Maria
This Anna Maria Island holiday home enjoys a seafront position, less than 1.6km from Bradenton Beach and Anna Maria Beach, and a 5-minute drive from Palmetto Avenue Beach and the Island Players theatre. This spacious 268 square metre property boasts six bedrooms, sleeping up to 14 guests, a private pool, Jacuzzi, tennis court, and fully equipped kitchen; barbecue facilities are also available for al fresco dining.
9.0 35 reviews
Anna Maria, FL
31/10 – 10/11
280 €/nighttotal: 2800 € (10 )
Waterfront Charm! Walk To Bayfront Park!
2 2
apartment , Anna Maria
This Anna Maria Island waterfront property is located less than 1.6km from Bay Boulevard Beach, Anna Maria City Pier, and Bayfront Park, and under 1.6km from Historic Green Village and the Anna Maria Island Museum and Historical Park. This 107 square metre holiday home offers two bedrooms, two bathrooms, sleeps four guests, and includes a swimming pool, terrace, garden, parking, and a fully equipped kitchen; on-site amenities include a water park and barbeque grills.
Best pet-friendly Anna Maria, FL holiday apartments
Among the 1004 accommodations in Anna Maria, FL, here are the 4 best pet friendly holiday apartments
9.8 99 reviews
Anna Maria, FL
10/09 – 13/09
1801 €/nighttotal: 5403 € (3 )
Serendipity Gulfront | Hot Tub | Heated Pool | Golf Cart
4 4
apartment , Anna Maria
This Anna Maria Island beachfront property offers direct beach access, a 1.6km stroll from Bean Point Beach and Anna Maria Beach, and is under 2.4km from Bradenton Beach and Bayfront Park. The 186 square metre house boasts four bedrooms sleeping eight, a fully equipped kitchen, private fenced yard, swimming pool, jacuzzi, and spa, plus on-site tennis court and fitness centre.
8.0 1 review
Anna Maria, FL
24/07 – 01/08
337 €/nighttotal: 2696 € (8 )
Resort Style Amenities, Family And Dog Friendly Luxurious Home, Close To Beaches
3 7
apartment , Bradenton
This Bradenton holiday home, offering 'Resort Style Amenities, Family And Dog Friendly Luxurious Home, Close To Beaches', is centrally located, less than 3.2km from Bradenton Beach and 3.2km from Anna Maria Sound. The 155 square metre property boasts three bedrooms, three bathrooms, sleeps seven guests, and includes a fully equipped kitchen, swimming pool, terrace, garden, and parking; nearby attractions include West Coast Surf Shop and AMI Paddleboard Adventures.
9.6 59 reviews
Anna Maria, FL
31/10 – 10/11
562 €/nighttotal: 5620 € (10 )
1 Block To The Beach! Adorable Bungalow With Pool And Spa, Great For Families!
4 2
apartment , Anna Maria
This charming holiday home is situated just a short walk from Bean Point Beach and is within easy reach of other attractions such as Island Players, Bradenton Beach, and the Anna Maria Island Museum and Historical Park. The property has consistently received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers. The spacious four-bedroom house spans 121 square metres and offers a range of amenities, including a private pool, a Jacuzzi, a terrace, a garden, and a fitness centre. Guests can also enjoy the convenience of a fully equipped kitchen, a washing machine, and a comfortable living space with a TV.
Anna Maria, FL
15/08 – 17/08
545 €/nighttotal: 1090 € (2 )
Casa Consuelo - 4 Bedroom Home Steps From The Beach
4 4
apartment , Anna Maria
This affordable four-bedroom flat is located on the north end of Anna Maria Island, just 160 metres from the beach and close to Bradenton Beach and Bean Point Beach. This property accommodates up to ten guests and offers four bedrooms, two bathrooms, a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, and parking for up to three cars, with pets permitted upon prior approval and a fee.