Compare best Airbnb in Anna Maria Island, FL from 100+ providers!
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Best Vacation rentals and Airbnb offers in Anna Maria Island, FL
9.2 91 reviews
Anna Maria Island, FL
06/20 – 06/27
$435/nighttotal: $3045 (7 )
Getaway Retreat A+b · 4br · Firepit · Bay
4 8
apartment , Bradenton Beach
This Bradenton Beach vacation home is just a 5-minute walk from Anna Maria Sound and the beach, making it ideal for enjoying the area's natural beauty. Guests consistently rate the property as very good for cleanliness, location, and overall experience. The home has 4 bedrooms and a sofa bed, providing ample space for families or groups of friends, and it features a fully equipped kitchen, a private pool, and a terrace with a garden, perfect for relaxing and enjoying the Florida sunshine.
9.6 123 reviews
Anna Maria Island, FL
06/20 – 06/27
$395/nighttotal: $2765 (7 )
Palma Sola Home With Private Heated Pool, 3 Bedrooms ~~ 7 Minutes To The Beach!
3 8
apartment , Bradenton
This family-friendly vacation home is located in Bradenton, just a short distance from the sea and within 3 miles of Blake Medical Center, arcadeland, and De Soto National Memorial. This property has received excellent user ratings and is a great choice for families looking for a relaxing and comfortable stay. The house has 3 bedrooms and 2 bathrooms, spanning 1580 square feet, and can comfortably accommodate up to 8 guests. It features a private pool, a spa tub, barbecue grills, a fully equipped kitchen, and a terrace or balcony for enjoying the beautiful views.
8.7 93 reviews
Anna Maria Island, FL
01/05 – 01/12
$250/nighttotal: $1750 (7 )
Pool Access, Walk To Manatee Beach: Coastal Condo
2 2
house , Holmes Beach
This Holmes Beach condo is conveniently located just a short walk from Bradenton Beach and less than a mile from Anna Maria Island's main attractions. It has received very good user ratings for cleanliness and overall experience, along with an excellent location rating. The two-bedroom apartment offers 1000 square feet of space, comfortably accommodating up to 6 guests. Enjoy the private pool, direct Gulf access, fully equipped kitchen, and a host of other amenities for a relaxing and enjoyable stay.
10 4 reviews
Anna Maria Island, FL
07/10 – 07/12
$544/nighttotal: $1088 (2 )
*New* The Coastal Retreat-mins To Beaches & Img!
1 7
apartment , Bradenton
This Village Green condo in Bradenton is located in a quiet neighborhood, 5 miles from Anna Maria Island beaches and 15 minutes from Sarasota-Bradenton International Airport. This family-friendly apartment offers a private heated pool, a game room with arcade games and Skee ball, and sleeps up to 7 guests.
9.0 4 reviews
Anna Maria Island, FL
07/10 – 07/12
$330/nighttotal: $660 (2 )
The Beach House Escape
2 7
apartment , Bradenton
This Bradenton vacation rental, located in Belair Bayou, offers easy access to Anna Maria Island's beaches (a 10-minute drive) and the John and Mable Ringling Museum of Art. This 4,840-square-foot house features two bedrooms, two bathrooms, and can comfortably accommodate four guests, boasting amenities such as a screened-in porch, gazebo, grill, and in-unit washer/dryer.
9.6 47 reviews
Anna Maria Island, FL
01/05 – 01/12
$244/nighttotal: $1708 (7 )
Ck-near Beaches And Img, Pool, Tennis, Pickleball, Shorewalk Condo 2 Bedroom/2 Bath Lake View
2 2
apartment , Bradenton
This Bradenton apartment is located on a lake, just 3 miles from IMG Academy, Smugglers Cove Adventure Golf, and IMG Bollettieri Tennis Academy. It has excellent user, location, and cleanliness ratings, making it a great choice for travelers. This 2-bedroom, 2-bathroom condo offers 1250 square feet of space, comfortably accommodating up to 4 guests. Enjoy amenities like a swimming pool, jacuzzi, tennis court, and a private patio, perfect for relaxing after a day of exploring Bradenton.
10 10 reviews
Anna Maria Island, FL
08/16 – 08/17
$544/nightfor 1 night
Sleeps 12~covered Pool~hot Tub~bbq~putt Putt
5 5
apartment , West Bradenton
This 5-bedroom house in West Bradenton is located in a quiet neighborhood, just minutes from Gulf beaches and nature preserves. This resort-style retreat offers a heated pool, hot tub, game room, and a fully stocked kitchen, with accommodations for up to 12 guests and high-speed WiFi, perfect for families and remote workers.
9.6 15 reviews
Anna Maria Island, FL
06/20 – 06/27
$199/nighttotal: $1393 (7 )
Palma Sola Repose
2 2
house , Bradenton
This Bradenton vacation rental is located just 1.6 miles from Palma Sola Causeway Park, offering easy access to the beautiful beaches and waterfront activities of Bradenton. This property has received excellent ratings for its location, cleanliness, and overall user experience. This two-bedroom home features 1690 square feet of space and can comfortably accommodate up to six guests. Amenities include a fully equipped kitchen, a swimming pool, a garden, a terrace, free Wi-Fi, and parking.
10 66 reviews
Anna Maria Island, FL
08/03 – 08/07
$202/nighttotal: $808 (4 )
Nautic Star - Large Pool & Free Boat Dock & Kayaks
1 3
house , Bradenton
This Anna Maria Island townhouse, near Palma Sola Bay, offers direct waterfront access with free boat docking (under 25 feet), a short 3-mile drive to Anna Maria Island beaches, and a 5-minute walk to Perico & Robinson Preserve. The fully renovated two-bedroom, two-bathroom condo features a queen-size sofa bed, accommodating up to six guests, and includes a fully equipped kitchen, washer/dryer, private heated pool access, and beach supplies (chairs, umbrella, towels).
9.9 129 reviews
Anna Maria Island, FL
10/02 – 10/08
$196/nighttotal: $1176 (6 )
A&a's Paradise Near Img & Anna Maria Beaches
1 3
apartment , Bradenton
This Bradenton condo rental, near IMG Academy, is a 12-minute drive from Bradenton's beaches. The two-bedroom, two-bathroom unit sleeps four, features a modern kitchen with stainless steel appliances, a screened lanai with lake views, and access to Shorewalk Palms amenities including pools, a hot tub, and tennis courts.
9.2 28 reviews
Anna Maria Island, FL
07/16 – 07/23
$192/nighttotal: $1344 (7 )
Mycataleya Comfy Condo Near Beach (Bradenton)
2 4
apartment , Bradenton
This Bradenton rental is conveniently located near the river, 6.2 miles from Sarasota Bradenton International Airport and 8.5 miles from the Ringling Museum of Art. This 1080-square-foot, two-bedroom, two-bathroom condo sleeps seven and boasts a private balcony with river views, a fully equipped kitchen, and access to a pool, hot tub, tennis court, and more.
10 2 reviews
Anna Maria Island, FL
06/20 – 06/27
$157/nighttotal: $1099 (7 )
Delightful 2 Br Home In West Bradenton - Sans Souci
2 2
house , Bradenton
This two-bedroom house in West Bradenton offers convenient access to Sarasota attractions, situated 7.8 miles from the Sarasota International Convention Center and 7.9 miles from the Ringling Museum of Art. The 1,320-square-foot property features a private terrace, spa access, fitness center, and accommodates up to four guests, with amenities including free Wi-Fi and a children's playground.
Best family friendly Anna Maria Island, FL vacation rentals
Among the 6231 accommodations in Anna Maria Island, FL, here are the 4 best family friendly rentals
9.9 73 reviews
Anna Maria Island, FL
08/16 – 08/17
$716/nightfor 1 night
Resort-styleoasis•heatedpool•sleeps13•nearami&img
1 5
apartment , Bradenton
This Bradenton vacation home, near IMG Academy and G.T. Bray Park, offers easy access to Anna Maria Island and Sarasota Bradenton International Airport (SRQ), with convenient proximity to Cortez Road and Manatee Avenue's shops and restaurants. The 4-bedroom, 2-bathroom house sleeps 12 guests and features a private heated pool, fire pit, gazebo, fully equipped kitchen with granite countertops and stainless steel appliances, complimentary beach gear, and high-speed internet throughout.
9.8 99 reviews
Anna Maria Island, FL
07/10 – 07/12
$365/nighttotal: $730 (2 )
Bradenton 3 Bed Hideaway Near Anna Maria Island
1 7
apartment , Bradenton
This Bradenton vacation home, located approximately 20 minutes from Anna Maria Island and 15 minutes from Lewis Park and the Bishop Museum of Science and Nature, offers easy access to area attractions. The 4-bedroom, 2-bathroom house sleeps 8, features a fully equipped kitchen, private pool, jacuzzi, and fenced backyard with fire pit; on-site amenities include arcade games and a 75” smart TV.
10 7 reviews
Anna Maria Island, FL
07/10 – 07/12
$575/nighttotal: $1150 (2 )
5 Miles To Beaches, Private Pool, 4 Bedrooms!
1 7
apartment , Bradenton
This spacious family-friendly apartment is located near popular Bradenton beaches, offering convenient access to Manatee Public Beach (6.0 miles) and Coquina Beach (8.1 miles), with IMG Academy just 3.6 miles away. This vacation rental accommodates up to 8 guests with 4 bedrooms, including 3 King beds and 2 twin beds, and features a private swimming pool, air conditioning, internet, a full kitchen, and provided beach supplies for a comfortable stay.
9.9 63 reviews
Anna Maria Island, FL
08/15 – 08/22
$260/nighttotal: $1820 (7 )
Getaway Family Beach Townhome W/pool!
1 1
house , Holmes Beach
This Holmes Beach condo, a three-minute walk from Anna Maria Island's beach, is near Walgreens, restaurants, and shops, and about 30 minutes from Sarasota-Bradenton International Airport (SRQ). The two-bedroom, two-bathroom vacation rental sleeps six, features a private heated pool, garage parking, and includes beach toys, towels, chairs, a cooler, and wagon for easy beach access; amenities include a fully equipped kitchen, washer/dryer, cable, and Wi-Fi.
Best Anna Maria Island, FL vacation rentals with a pool
Among the 6231 accommodations in Anna Maria Island, FL, here are the 4 best rentals with a pool
9.8 255 reviews
Anna Maria Island, FL
08/07 – 08/09
$246/nighttotal: $492 (2 )
Modern Condo · Img Academy 5 Min · Anna Maria Island 15 Mins · Pools & Hot Tubs
2 2
apartment , Bradenton
This waterfront condo building is located just a short drive from both Arcadeland and IMG Academy, with Smugglers Cove Adventure Golf and IMG Bollettieri Tennis Academy also within easy reach. The apartment has received excellent ratings for its location, cleanliness, and overall experience. This two-bedroom, two-bathroom apartment offers 1250 square feet of space, comfortably accommodating up to four guests. Enjoy amenities like a swimming pool, Jacuzzi, tennis court, and a fully equipped kitchen, perfect for a relaxing and enjoyable stay.
9.8 18 reviews
Anna Maria Island, FL
08/16 – 08/17
$380/nightfor 1 night
"Manatee" 3 Miles To Anna Marie<br>
2 5
apartment , Cortez
This Cortez vacation home is conveniently located near Manatee Golf Course (2.1 miles) and Blake Medical Center (3 miles), with IMG Academy and Anna Maria Sound within 6 miles. This two-bedroom, two-bathroom house sleeps seven, features a private pool, in-house laundry, and is within easy reach of local attractions like Anna Maria Sound and Manatee Golf Course.
10 3 reviews
Anna Maria Island, FL
07/10 – 07/12
$734/nighttotal: $1468 (2 )
Nautical Escape! Private Pool Home With A Tropical Backyard Oasis!
4 7
house , West Bradenton
This West Bradenton vacation home is conveniently located 10 miles from Sarasota Bradenton International Airport (SRQ), 12 miles from The John and Mable Ringling Museum of Art, and within 30 miles of Tropicana Field and The Dali Museum. This 2,000-square-foot property features four bedrooms, two bathrooms, a private pool, a spa, and can accommodate up to 15 guests, offering free Wi-Fi and a fully equipped kitchen.
9.8 42 reviews
Anna Maria Island, FL
08/16 – 08/17
$586/nightfor 1 night
Beautiful Blue Beach House Kids & Pets Ok\njuly, Aug, Sept, Oct Discounts!
4 5
apartment , Cortez
This beachfront home is located in Bradenton, just steps away from the beach, bay, piers, park, shopping, and restaurants. It boasts excellent user ratings and is perfect for families and groups. This spacious 4-bedroom, 3-bathroom vacation rental can accommodate up to 12 guests. The home offers modern amenities, including a large kitchen, flat-screen TVs in every room, a screened-in Florida room with a BBQ grill, and a huge backyard for outdoor fun. Enjoy the Florida weather and explore the nearby attractions, including the Florida Maritime Museum at Cortez, The Bishop Museum of Science and Nature, and the largest pickleball facility in Florida at GT Bray Park.
Frequently Asked Questions about vacation rentals in Anna Maria Island, FL
What are the must-see sights on Anna Maria Island, Florida?
Anna Maria Island boasts beautiful beaches, of course! The Bean Point is a must-see for its stunning sunsets and views. The Anna Maria City Pier is a great place to fish or just relax and watch the Gulf. Historic Bridge Street in Bradenton Beach offers unique shops and restaurants. And don't forget to explore the nature preserves like the Anna Maria Island Nature Preserve and the Leffis Key Preserve.
What are the best Airbnb and vacation rentals in Anna Maria Island, FL?
Are there unique natural phenomena on Anna Maria Island, Florida?
The island's location on the Gulf Coast means you'll see amazing sunsets. The beaches are known for shelling, with a variety of shells washing ashore. You might even spot dolphins playing in the waters near the shore. Birdwatching is also popular, with various species frequenting the island's natural areas.
What are the most popular Airbnbs in Anna Maria Island, FL?
What essentials should you bring along for a trip to Anna Maria Island, Florida?
Pack light clothing, swimwear, sunscreen, sunglasses, a hat, and comfortable walking shoes. Don't forget insect repellent, especially for evenings. A beach umbrella and beach chairs will make your beach days more enjoyable. And of course, a camera to capture those amazing sunsets!
What are the best vacation rentals with a pool in Anna Maria Island, FL?
What famous events or festivals are happening on Anna Maria Island, Florida?
Anna Maria Island doesn't have large-scale, internationally known festivals. However, throughout the year, smaller local events take place, including the annual Christmas boat parade and various art walks. Check local event listings closer to your travel dates for the most up-to-date information.
What are the best rentals for families and kids in Anna Maria Island, FL?
What is the average daily budget you should plan for (accommodation, food, transportation, activities) on Anna Maria Island, Florida?
A daily budget can vary greatly depending on your travel style. For a comfortable trip, expect to spend around $150-$300 per person per day. This includes mid-range accommodation, meals, some activities, and local transportation. Budget-conscious travelers could likely manage on less, while luxury travelers will spend significantly more.
What are the best rentals or Airbnbs with a jacuzzi in Anna Maria Island, FL?
Where can you find the best restaurants serving local dishes on Anna Maria Island, Florida, and what are the must-try specialties?
The Beach Bistro is a fine-dining establishment known for its fresh seafood. Rod & Reel Pier offers casual dining with waterfront views. Many restaurants feature fresh seafood, which is a local specialty. Key lime pie is a must-try dessert, reflecting Florida's citrus heritage.
What are some less-famous attractions on Anna Maria Island, Florida that are worth the visit?
The Anna Maria Island Historical Society Museum offers a glimpse into the island's past. Exploring the quieter beaches away from the main tourist areas provides a more peaceful experience. Take a leisurely bike ride along the island's scenic paths. Consider kayaking or paddleboarding through the mangroves.
What are the best activities for engaging with locals and understanding their culture on Anna Maria Island, Florida?
Visiting local shops and art galleries allows you to interact with business owners. Attending smaller community events offers opportunities to meet residents. Simply striking up conversations with people you meet on the beach or in restaurants can provide insights into island life. The laid-back atmosphere makes it easy to connect with people.
What unique natural landscapes and terrain features can travelers explore on Anna Maria Island, Florida?
Anna Maria Island features beautiful beaches with soft, white sand. The mangrove forests provide unique ecosystems to explore via kayak or paddleboard. The island's relatively flat terrain makes it easy to explore on foot or by bike.
How many days are ideal for visiting Anna Maria Island, Florida, and what are some itinerary suggestions?
Three to five days is a good amount of time to explore Anna Maria Island at a relaxed pace. Spend a day relaxing on the beach, another exploring Bridge Street, and perhaps a day kayaking or visiting the nature preserves. Consider a sunset cruise for a memorable experience.
Nearby regions
Best Anna Maria Island, FL vacation rentals with a balcony
9.2 35 reviews
Anna Maria Island, FL
08/15 – 08/22
$211/nighttotal: $1477 (7 )
Walk To Beach: Home W/ Porch On Anna Maria Island!
2 1
house , Holmes Beach
This Holmes Beach rental is a 9-minute walk from Holmes Beach's town center, a 12-minute walk from Bradenton Beach, and a 4-mile drive from Anna Maria City Pier. This 930-square-foot condo features two bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher, free Wi-Fi, a terrace, and a private parking space, comfortably accommodating families or groups.
10 2 reviews
Anna Maria Island, FL
06/20 – 06/27
$919/nighttotal: $6433 (7 )
Black Pearl! New! Block And Half To Beach!
4 8
apartment , Holmes Beach
This four-bedroom, four-bathroom Holmes Beach residence offers a prime location just steps from the white-sand beaches of Anna Maria Island, and close to Bean Point Beach and Anna Maria Beach. This luxury condo sleeps up to eight guests and features a private heated pool, spa, fenced backyard, and includes beach amenities like chairs, a cart, and an umbrella for a comfortable stay.
Anna Maria Island, FL
08/16 – 08/17
$424/nightfor 1 night
Beautiful Lake View Home - Close Beaches And Img
3 5
house , Bradenton
This Bradenton villa is located 8.1 miles from Sarasota Bradenton International Airport and 10 miles from the Sarasota International Convention Center and the John and Mable Ringling Museum of Art. This 1960 square foot home accommodates up to 11 guests with 2 bathrooms, a fully equipped kitchen, free WiFi, air conditioning, and a private beach area, offering a beautiful lake view and proximity to local beaches and IMG facilities.
9.2 10 reviews
Anna Maria Island, FL
07/16 – 07/23
$189/nighttotal: $1323 (7 )
Lp-near Beaches And Img, Pool, Tennis, Pickleball, Shorewalk Condo 2 Bedroom/2 Bath Lake View
2 4
apartment , Bradenton
This Bradenton beachfront condo boasts stunning ocean views and is conveniently located near IMG Academy, Smugglers Cove Adventure Golf, and the IMG Bollettieri Tennis Academy, all within three miles. The 1,170-square-foot unit features two bedrooms, four bathrooms, a fully equipped kitchen, in-unit laundry, a private balcony, and access to a swimming pool, hot tub, tennis court, and garden; it comfortably sleeps four guests.
Best Anna Maria Island, FL vacation rentals with parking
9.9 30 reviews
Anna Maria Island, FL
07/10 – 07/12
$383/nighttotal: $766 (2 )
Casa Del Mare • Anna Maria Island 7mi • Img 3mi
1 7
apartment , Bradenton
This Bradenton rental is conveniently located near Anna Maria Island, approximately 6-8 miles away, providing easy access to its pristine beaches and a short drive from Palma Sola Causeway Park and the Bradenton Riverwalk. The three-bedroom, two-bathroom apartment sleeps seven guests and features a fully equipped kitchen with dishwasher, a private backyard with BBQ grill, and free parking for three vehicles; pets are welcome (maximum two).
10 2 reviews
Anna Maria Island, FL
06/20 – 06/27
$432/nighttotal: $3024 (7 )
Family-friendly Bradenton Home With Private Pool And Games - No Bad Daze
4 8
apartment , West Bradenton
This Palma Sola vacation rental is ideally situated less than two miles from De Soto National Memorial and Palma Sola Botanical Park, offering easy access to local history and nature. This 2,120-square-foot home boasts four bedrooms, three bathrooms, and sleeps ten guests, featuring a private pool, game room, gas grills, and on-site laundry facilities.
9.5 2 reviews
Anna Maria Island, FL
06/20 – 06/27
$265/nighttotal: $1855 (7 )
Walk To Beach: Home W/ Bbq & Fire Pit In Bradenton
2 2
house , Bradenton
This Bradenton vacation rental is conveniently located a short walk from Palma Sola Causeway Park, 10 miles from Sarasota Bradenton International Airport, and within 12 miles of the Ringling Museum of Art in Sarasota. This 1,560-square-foot house features two bedrooms, two bathrooms, and accommodates four guests, offering a fully equipped kitchen, swimming pool, free Wi-Fi, and laundry facilities.
Anna Maria Island, FL
06/20 – 06/27
$165/nighttotal: $1155 (7 )
The Collection # 2
1 2
house , Bradenton
This vacation rental in Bradenton is located 8.2 miles from the Sarasota International Convention Center and 8.6 miles from the John and Mable Ringling Museum of Art. This 600 square foot house offers one bedroom, one bathroom, and can accommodate up to two guests, featuring a kitchen with a microwave and outdoor dining.
