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
9.8 59 reviews
Anna Maria Island, FL
07/17 – 07/24
$181/nighttotal: $1267 (7 )
Top Floor Corner Unit 2 Bedroom Condo In Shorewalk Anna Marie Island 15 Min
2 2
apartment , Bradenton
This Bradenton golf condo rental is conveniently located within three miles of IMG Academy, IMG Golf Academy, and Smugglers Cove Adventure Golf, offering easy access to area attractions. This 1,090-square-foot unit features two bedrooms, two bathrooms, and accommodates four guests, boasting a fully equipped kitchen, free Wi-Fi, a swimming pool, and a tennis court.
9.2 61 reviews
Anna Maria Island, FL
08/02 – 08/09
$176/nighttotal: $1232 (7 )
Beachwalker Apartment: Duplex Within 100 Steps To The Sand.
1 2
apartment , Holmes Beach
This vacation rental is located in Holmes Beach, just steps from Bradenton Beach, AMI Paddleboard Adventures, and West Coast Surf Shop. Manatee Public Beach and Anna Maria Sound are within a 10-minute drive. The house has received very good user ratings, with excellent location and cleanliness ratings. The 450-square-foot home has one bedroom, one bathroom, and can accommodate up to two guests. This rental offers a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, parking, and internet access.
9.3 34 reviews
Anna Maria Island, FL
07/18 – 07/25
$291/nighttotal: $2037 (7 )
Jerry's Gem Home
3 2
house , West Bradenton
Jerry's Gem is located in West Bradenton, a short drive from both the John and Mable Ringling Museum of Art and Greens of Manatee Golf Club. This vacation rental has received excellent ratings for location, cleanliness, and overall user experience. The 3-bedroom home offers 1800 square feet of space. Amenities include a private pool, outdoor patio, fully equipped kitchen, washing machine, free Wi-Fi, and air conditioning.
8.2 57 reviews
Anna Maria Island, FL
07/11 – 07/25
$163/nighttotal: $2282 (14 )
Snowbird Sanctuary W/ Covered Patio In Bradenton
2 7
house , Bradenton
This Bradenton vacation home is conveniently located just 8.2 miles from The John and Mable Ringling Museum of Art and 6.2 miles from Sarasota Bradenton International Airport, making it easy to explore the area's attractions. Guests consistently rate the property highly for its cleanliness, location, and overall experience. The 1190 square foot home comfortably accommodates up to 7 guests in its two bedrooms. Enjoy the Florida sunshine on the private terrace, relax in the spa, or cook a meal in the fully equipped kitchen.
10 13 reviews
Anna Maria Island, FL
07/11 – 07/25
$260/nighttotal: $3640 (14 )
Costal Retreat Near Anna Maria Island & Img Academy
3 7
apartment , Bradenton
This Bradenton vacation rental is conveniently located 1.6 miles from Blake Medical Center and 2.5 miles from IMG Academy, with Smugglers Cove Adventure Golf also nearby. The three-bedroom, two-bathroom house sleeps eight guests and features a fully equipped kitchen with a refrigerator, microwave, and dishwasher, a terrace, a garden, free Wi-Fi, and parking; outdoor amenities include barbecue grills.
9.8 66 reviews
Anna Maria Island, FL
07/17 – 07/24
$481/nighttotal: $3367 (7 )
Heated Saltwater Pool | 5br | Near Img + Ami
5 7
apartment , Bradenton
This Bradenton vacation home is conveniently located just a short drive from Blake Medical Center and De Soto National Memorial, with easy access to IMG Academy and Palma Sola Botanical Park, making it perfect for exploring the area. This property has received excellent ratings for its cleanliness, location, and overall user experience. The 5-bedroom home offers ample space for families or groups, boasting a spacious 2010 square feet of living area. Enjoy a private pool, outdoor space with a garden and barbecue grills, a fully equipped kitchen, free WiFi, and a DVD player for entertainment.
9.8 137 reviews
Anna Maria Island, FL
07/27 – 07/29
$390/nighttotal: $780 (2 )
5 Stars! ⭐️? Hottub&pool-4br/2ba 5 Miles To Beach!
4 5
apartment , West Bradenton
This family-friendly vacation home is located in West Bradenton, just a short drive from Blake Medical Center, arcadeland, and The Bishop Museum of Science and Nature. The home has earned excellent ratings for its cleanliness, location, and overall experience, making it a great choice for travelers looking for a comfortable and convenient stay. This 4-bedroom, 2-bathroom rental offers spacious accommodations for families and groups. Enjoy a private pool, a hot tub, a game room, and a garden with barbecue grills, along with modern amenities like free Wi-Fi and a fully equipped kitchen.
9.9 170 reviews
Anna Maria Island, FL
06/28 – 06/29
$160/nightfor 1 night
Cozy, Relaxing Studio 17 Minutes From The Beach.
1 2
cabin , Bradenton
This Bradenton studio rental is conveniently located in a quiet neighborhood, just 17 minutes from Anna Maria Island's beaches and a short drive from IMG Academy and LECOM Park. The fully equipped unit, perfect for two guests, offers a kitchenette with microwave, refrigerator, and complimentary coffee/tea, plus air conditioning, parking, and 24/7 security.
9.2 10 reviews
Anna Maria Island, FL
06/27 – 07/04
$195/nighttotal: $1365 (7 )
Lp-near Beaches And Img, Pool, Tennis, Pickleball, Shorewalk Condo 2 Bedroom/2 Bath Lake View
2 2
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.
8.6 11 reviews
Anna Maria Island, FL
06/28 – 06/29
$201/nightfor 1 night
Sleek Coastal Guest Room With Private Entry @ Img
1 2
apartment , Bayshore Gardens
This private suite, located on IMG Academy's gated property in Bradenton, offers easy access to Bayshore Gardens and nearby beaches like Lido Beach and Cortez Beach. The one-bedroom, one-bathroom unit sleeps two guests and includes a private entrance, ensuite bathroom, mini-fridge, microwave, coffee maker, and access to a community pool and hot tub; nearby attractions include St. Armands Circle and Mote Marine Laboratory & Aquarium.
10 6 reviews
Anna Maria Island, FL
07/17 – 07/24
$234/nighttotal: $1638 (7 )
Charming 3-bedroom House In Fabulous Bradenton With Ac
3 7
apartment , Bradenton
This 3-bedroom, 2-bathroom condo in Bradenton is located a 6-minute drive from IMG Bollettieri Tennis Academy and a 5-minute drive from Palma Sola Bay. This pet-friendly apartment accommodates up to 9 guests and offers amenities including air conditioning, Wi-Fi, a full kitchen with a microwave and dishwasher, and on-site parking.
Anna Maria Island, FL
06/27 – 06/28
$1255/nightfor 1 night
Gulf View ~Heated Pool~renovated~coconuts 2 Bed!
2 8
apartment , Holmes Beach
This second-level Holmes Beach condo offers direct gulf views from its living area and private balcony, located just steps from the beach and a short walk to the complex's poolside amenities. This vacation rental sleeps 8 guests and features 2 bedrooms, 2 bathrooms, a fully equipped kitchen with stainless steel appliances, in-unit laundry, access to a heated shared pool and BBQ grills, and includes beach chairs and an umbrella, with two dedicated parking spaces.
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
10 33 reviews
Anna Maria Island, FL
08/07 – 08/09
$183/nighttotal: $366 (2 )
West Bradenton Cottage
*No Cleaning Fees Or Chores
1 2
cabin , Bradenton
This West Bradenton cottage, located two miles from the Riverwalk and eight miles from Anna Maria Island, offers easy access to downtown Bradenton, beaches, and Sarasota Bradenton International Airport. This 432-square-foot tiny home sleeps two adults and one child, featuring a kitchen, one bedroom, one bathroom, a washer/dryer, a fire pit, an electric grill, and proximity to Publix and The Shake Pit.
9.8 26 reviews
Anna Maria Island, FL
06/27 – 06/28
$1004/nightfor 1 night
Free Heated Poolmay Special5 Min Drive To Amihot Tubnear Imgfire Pit
4 6
apartment , Cortez
This Bradenton vacation rental, near Anna Maria Island and a short drive from Bradenton Beach and Coquina Beach, offers easy access to shopping, dining, and the area's beautiful beaches. This 1600-square-foot home features four bedrooms, two bathrooms, sleeps ten guests, and includes a private heated pool, hot tub, fire pit, fully equipped kitchen, and beach gear.
10 3 reviews
Anna Maria Island, FL
07/17 – 07/24
$254/nighttotal: $1778 (7 )
Ami, 2 Heated Pools, Img, 2 Hot Tubs, Pickleball.
2 2
apartment , Bradenton
This 2-bedroom, 2-bathroom condo in Bradenton offers a prime location, just 1 mile from IMG Academy and 8.3 miles from Anna Maria Island, with convenient access to local amenities. This 1170 sq ft apartment accommodates up to 6 guests and features a screened-in balcony with pond views, access to heated pools, jacuzzis, tennis, basketball, and on-site BBQ grills, along with provided beach essentials.
10 48 reviews
Anna Maria Island, FL
07/18 – 07/25
$360/nighttotal: $2520 (7 )
Pet-friendly - Rum Dog By Seabreeze Vacation
2 2
apartment , Holmes Beach
This Holmes Beach vacation rental is located just a mile from the beach and Island Gallery West, offering easy access to both the sand and art. The property has excellent user, location, and cleanliness ratings. The rental features two bedrooms, a sofa bed, and free WiFi. Amenities include a fully equipped kitchen, a barbecue grill, and a spa.
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
9.0 23 reviews
Anna Maria Island, FL
06/27 – 07/04
$186/nighttotal: $1302 (7 )
Ground-floor Condo With Lagoon View, Lanai, 2 Pools, Tennis, Pickleball
2 2
apartment , Bradenton
This beachfront condo rental in Bradenton is located near IMG Academy and several golf courses, all within three miles. The 1,170-square-foot unit features two bedrooms, two bathrooms, sleeps five, and includes a fully equipped kitchen, patio, swimming pool, tennis court, and on-site barbecue grills.
9.9 117 reviews
Anna Maria Island, FL
08/03 – 08/07
$396/nighttotal: $1584 (4 )
Near Ami-heated Pool-hot Tub-game Room-putting G
1 3
apartment , West Bradenton
This Palma Sola vacation home in West Bradenton offers easy access to Anna Maria Island beaches (12 minutes away), Palma Sola Botanical Gardens (under 15 minutes), and IMG Academy (under 15 minutes). Sleeping up to 10 guests, this three-bedroom, two-bathroom house features a heated pool, hot tub, game room with pool table and arcade games, a fully equipped kitchen, and beach essentials for Anna Maria Island trips.
9.5 13 reviews
Anna Maria Island, FL
07/17 – 07/24
$316/nighttotal: $2212 (7 )
Cozy Pool Home W/putting Green & Fire Pit!
3 7
apartment , West Bradenton
This 3-bedroom, 2-bath house in NW Bradenton's Harbor Hills offers convenient access to Lakewood Ranch, Sarasota, Tampa, and the Gulf Coast beaches, including Anna Maria Island, with proximity to the 59th St boat ramp and trailer parking. Enjoy a private heated pool, backyard oasis with a putting green and fire pit, an outdoor covered patio with a 75-inch Smart TV and grill, and provided beach gear, all within a short drive of De Soto National Memorial Park and Robinson's Preserve.
9.9 71 reviews
Anna Maria Island, FL
07/02 – 07/06
$268/nighttotal: $1072 (4 )
Bradenton Breeze
1 5
apartment , Bradenton
This two-bedroom apartment is located in a quiet neighborhood, just six miles from the beach and minutes from Anna Maria Island. It has received excellent ratings for user experience, location, and cleanliness. The apartment has two bedrooms, two bathrooms, and can comfortably accommodate up to five guests. Amenities include a swimming pool, a garden, a fully equipped kitchen, and parking.
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
10 8 reviews
Anna Maria Island, FL
07/11 – 07/25
$331/nighttotal: $4634 (14 )
Otter Lagoon At One Particular Harbour 379-103 Lagoon Views · Gaming · 3br
3 7
apartment , Bradenton
This Bradenton Beach waterfront condo, less than half a mile from Anna Maria Sound and three miles from AMI Paddleboard Adventures and West Coast Surf Shop, offers stunning views. The 1670-square-foot rental boasts three bedrooms, three bathrooms, a sofa bed sleeping seven, a fully equipped kitchen, free Wi-Fi, a swimming pool, and on-site amenities including a water park and barbecue grills.
9.2 41 reviews
Anna Maria Island, FL
07/17 – 07/24
$193/nighttotal: $1351 (7 )
Mycataleya Beautiful Florida Condo (Bradenton)
2 2
apartment , Bradenton
This Bradenton condo, near the Greens of Manatee Golf Club (3.3 miles) and Sarasota Bradenton International Airport (6.2 miles), offers convenient access to area attractions including The John and Mable Ringling Museum of Art and The Dali Museum. This recently renovated 1,080-square-foot unit features two bedrooms, two bathrooms with a hot tub, a private terrace, and accommodates up to seven guests, boasting a fully equipped kitchen, swimming pool, and tennis court.
10 3 reviews
Anna Maria Island, FL
06/27 – 07/04
$198/nighttotal: $1386 (7 )
Hc-near Beaches And Img, Pool, Tennis, Pickleball, Shorewalk Condo 2 Bedroom/2 Bath
2 2
apartment , Bradenton
This Bradenton condo boasts a prime seaside location 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, two bathrooms, a fully equipped kitchen, in-unit laundry, a private balcony, and access to a swimming pool, jacuzzi, tennis court, and garden; comfortably accommodating four guests.
10 5 reviews
Anna Maria Island, FL
07/10 – 07/12
$1624/nighttotal: $3248 (2 )
156 M² House ∙ 3 Bedrooms ∙ 8 Guests
3 7
house , Cortez
Casa Nica, located in Cortez, Florida's Hunters Point district, is one mile from Anna Maria Island's beaches. This 1670-square-foot home features three bedrooms, two bathrooms, sleeps eight, boasts a private heated pool, Tesla charging station, and private boat slip for easy access to fishing and nearby sandbars.
Best Anna Maria Island, FL vacation rentals with parking
9.8 80 reviews
Anna Maria Island, FL
06/27 – 06/28
$888/nightfor 1 night
5 Min Ami•freeheatdpool•hot Tub•firepit•fullkitchn
1 8
apartment , Cortez
Bradenton House, a four-bedroom home in Bradenton, Florida, is a five-minute drive from Anna Maria Island beaches. This pet-friendly vacation rental sleeps up to 10 guests and boasts a private heated pool, hot tub, fully equipped kitchen with stainless steel appliances, and outdoor amenities including a fire pit and gas grill.
9.5 410 reviews
Anna Maria Island, FL
06/28 – 06/29
$341/nightfor 1 night
Vacation Home Heated Pool Turf Yard Putting Green
1 2
apartment , Cortez
This 3-bedroom single-family home is located just 3 miles from the beautiful beaches of Longboat Key and Anna Maria Island, offering easy access to the Gulf Coast. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This home comfortably accommodates up to 8 guests and features a spacious backyard, a private heated pool, and a fully equipped kitchen. Enjoy grilling and relaxing around the fire pit in the evenings, and take advantage of the bike-friendly location to easily explore the area.
9.7 249 reviews
Anna Maria Island, FL
06/27 – 06/28
$883/nightfor 1 night
Charming Cottage With Modern Amenities Close To Beach W/ Pool, Beach Gear, Bikes
2 6
apartment , Anna Maria
This Anna Maria Island apartment is a short walk from Bradenton Beach and Palmetto Avenue Beach, making it perfect for beach lovers. Guests rave about the excellent location and amenities. The apartment features a fully equipped kitchen and comfortable living space. Enjoy the on-site swimming pool, spa, and barbecue grills, or relax on your private terrace.
9.6 70 reviews
Anna Maria Island, FL
07/18 – 07/25
$212/nighttotal: $1484 (7 )
Tranquil Luxury Condo Near Anna Maria Island Beach, 2 Heated Pools, Hot Tubs,img
2 2
apartment , Bradenton
This Bradenton condo rental is conveniently located within three miles of IMG Academy, Smugglers Cove Adventure Golf, and the IMG Bollettieri Tennis Academy. This two-bedroom, two-bathroom unit sleeps six, boasting a fully equipped kitchen, free Wi-Fi, a private terrace, and access to a swimming pool, jacuzzi, and tennis court; housekeeping is available upon request.
