Best Holiday rentals and Airbnb offers in Anna Maria Island, FL
8.9 1671 reviews
Anna Maria Island, FL
08/07 – 15/07
£173/nighttotal: £1211 (7 )
4411 Shorewalk 15 Min To Beach And 5 Mins To Img
2 2
house , Bradenton
This two-bedroom house in Bradenton is ideally located just 15 minutes from the beach and 5 minutes from IMG Academy, making it perfect for families or groups looking for a relaxing and convenient stay. The house has consistently received excellent ratings for its location, cleanliness, and overall experience. The house is spacious and comfortable, providing a relaxing retreat after a day of exploring the area. Guests can enjoy a range of amenities, including a private pool, a hot tub, and a fully equipped kitchen.
9.9 43 reviews
Anna Maria Island, FL
28/06 – 03/07
£372/nighttotal: £1860 (5 )
Nautical Escape! Private Pool Home With A Tropical Backyard Oasis!
4 8
apartment , West Bradenton
This West Bradenton holiday home enjoys a convenient location, approximately 16 kilometres from Sarasota Bradenton International Airport and 19 kilometres from The John and Mable Ringling Museum of Art, offering easy access to beaches and a boat ramp. The four-bedroom property boasts a private pool, free Wi-Fi, a fully equipped kitchen, and free private parking, comfortably accommodating families or groups and providing all the amenities needed for a relaxing West Bradenton getaway.
9.7 12 reviews
Anna Maria Island, FL
27/06 – 28/06
£629/nightfor 1 night
Mcbean Point: Dog Friendly! Walk To Bean Point!
2 6
apartment , Anna Maria
This Anna Maria flat, situated in McBean Point, offers exceptional proximity to the beach, being only 50 metres away, and is a short walk from Bean Point. This two-bedroom accommodation comfortably sleeps six, featuring two King beds and a Queen sofa bed, along with a fully equipped kitchen, air conditioning, a garden, parking, and provided beach essentials, all within easy reach of Pine Avenue's restaurants and the free island trolley.
9.9 23 reviews
Anna Maria Island, FL
24/09 – 27/09
£269/nighttotal: £807 (3 )
Fun! - 12 Min To Beach, 10 Min To Img, Heated Pool
3 8
apartment , West Bradenton
This West Bradenton flat is situated just 1.9 kilometres from the beaches of Anna Maria Island and 1.7 kilometres from IMG Academy. This spacious 3-bedroom, 2-bathroom holiday home accommodates up to 13 guests and boasts a resort-style garden with a heated swimming pool, pickleball court, putting green, fire pit, and complimentary beach equipment.
9.1 678 reviews
Anna Maria Island, FL
30/08 – 03/09
£199/nighttotal: £796 (4 )
The Beach On Longboat Key
1 5
apartment , Longboat Key
This beachfront property is located on Longboat Key, just a short distance from Mote Marine Laboratory and Beer Can Island, offering a peaceful escape in a prime location. The apartment has received excellent ratings for its cleanliness, location and overall experience. The apartment features a fully equipped kitchen and washing machine for added convenience. Enjoy the private pool, outdoor pool, BBQ facilities, children's playground, and the opportunity to rent bikes or cars to explore the island.
10 22 reviews
Anna Maria Island, FL
17/07 – 20/07
£147/nighttotal: £441 (3 )
Near Beaches & Img Academy, Mins To Downtown
2 2
apartment , Bradenton
This Bradenton flat offers excellent access to Anna Maria Island beaches (12.8-20.9 kilometres) and IMG Academy (8 kilometres), with shops, restaurants, and entertainment within walking distance. This two-bedroom, two-bathroom flat accommodates four guests and features a fully equipped kitchen with new stainless steel appliances, a 4K HD television, complimentary Wi-Fi, and an attached lanai/game room with a foosball table and dart board.
9.8 55 reviews
Anna Maria Island, FL
17/07 – 24/07
£333/nighttotal: £2331 (7 )
Luxury Villa Heated Pool, Putt-putt & Bocce
1 7
house , Bradenton
This Sunshine Coast Villa, near Bradenton, Florida, offers a luxurious four-bedroom, three-bathroom property a short drive (19-35 km) from Anna Maria Island's beaches and 8 km from Downtown Bradenton. The self-catering villa boasts a spacious open-plan living area, a dedicated games room with arcade games and a pinball machine, a private heated pool, and sleeps up to ten guests, with beach essentials and baby gear provided.
9.6 250 reviews
Anna Maria Island, FL
27/06 – 28/06
£694/nightfor 1 night
Newly Renovated Sea Breeze Cottage With Private Dock, Easy Access To Bimini Bay
2 6
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.
8.8 3 reviews
Anna Maria Island, FL
27/06 – 28/06
£220/nightfor 1 night
Lakefront 2br Bradenton Rental Near Img & Beaches
2 6
house , South Bradenton
This lakefront duplex in South Bradenton is conveniently located just 3 minutes from IMG Academy, 10 minutes from Downtown Bradenton, and 15 minutes from Anna Maria Island beaches. This property offers 93 square meters of living space with 2 bedrooms, 2 bathrooms, and can accommodate up to 6 guests, featuring a fully stocked kitchen, dedicated workspace with fast Wi-Fi, and a washer/dryer, with pet-friendly options available.
9.8 56 reviews
Anna Maria Island, FL
07/10 – 14/10
£145/nighttotal: £1015 (7 )
Bk Shorewalk -Pool, Tennis, Pickle Ball, Near Beaches Anna Maria Island And Img
2 4
apartment , Bradenton
This two-bedroom apartment is located in Bradenton, just 1.4 kilometres from Arcadeland and 2.7 kilometres from IMG Academy, providing easy access to popular attractions. It has received excellent user, location and cleanliness ratings, making it a great choice for travellers. The 116 square metre apartment comfortably accommodates up to four guests. It offers a range of amenities including a swimming pool, jacuzzi, tennis court, fitness centre, and a terrace with a garden, ensuring a relaxing and enjoyable stay.
9.7 13 reviews
Anna Maria Island, FL
11/07 – 25/07
£183/nighttotal: £2562 (14 )
Bradenton Retreat-pool, Stunning Views & More!
3 7
apartment , Bradenton
This three-bedroom, three-bathroom apartment in the Marina Walk waterfront community, West Bradenton, offers stunning water views and is located minutes from Bradenton's beaches. The property boasts a spacious open-plan layout, sleeps up to six guests, includes a chef's kitchen with high-end appliances, a private balcony, two-car parking within a gated community, and access to a swimming pool, splash pad, BBQ area and walking trails; Wi-Fi and smart TVs are also provided.
9.2 444 reviews
Anna Maria Island, FL
28/06 – 29/06
£255/nightfor 1 night
Sun, Sand & Silver Sands Gulfside Resort #237 By Rva
1 2
apartment , Longboat Key
Silver Sands #237 Resort By Rva is situated on Longboat Key, a short walk from Longboat Key Beaches and Cannons Marina, and within a 3-mile drive of Jewfish Key and Coquina Beach. The resort has consistently received excellent ratings for its location, cleanliness, and overall experience. This apartment complex provides direct beach access, allowing guests to easily enjoy the beautiful white sands and turquoise waters of Longboat Key. The resort offers a range of amenities, including a swimming pool, tennis court, and a garden with barbecue grills.
Best family friendly Anna Maria Island, FL holiday rentals
Among the 6231 accommodations in Anna Maria Island, FL, here are the 4 best family friendly rentals
10 85 reviews
Anna Maria Island, FL
17/07 – 24/07
£261/nighttotal: £1827 (7 )
Driftwood & Sunsets - Modern Beach House - Heated Pool - Minutes From The Beach
3 7
apartment , Bradenton
This family-friendly holiday home is located in Bradenton, just a few kilometres from Blake Medical Center and arcadeland, and less than 10 kilometres from the Bishop Museum of Science and Nature and Smugglers Cove Adventure Golf. The property has received excellent ratings for user experience, location, and cleanliness. The house has 3 bedrooms and 2 bathrooms, offering comfortable accommodation for up to 8 guests across 177 square metres. This property has a range of amenities, including a private pool, spa, BBQ facilities, a garden, and a terrace, making it ideal for families and groups looking for a relaxing and enjoyable stay.
9.6 89 reviews
Anna Maria Island, FL
30/08 – 03/09
£239/nighttotal: £956 (4 )
4/2 Home Heated Pool / Close To Beautiful Anna Maria Beaches / Close To Img
4 5
apartment , Bradenton
This house is located in Bradenton, just a short distance from Blake Medical Center and a few kilometres from arcadeland. The property has received excellent ratings for its location, cleanliness and overall user experience. This four-bedroom house spans 166 square meters and provides comfortable accommodation for larger groups. Guests can enjoy a private pool, a fenced garden, a barbecue grill, and modern amenities including air conditioning, a fully equipped kitchen, and free Wi-Fi.
9.9 390 reviews
Anna Maria Island, FL
11/07 – 25/07
£202/nighttotal: £2828 (14 )
Casa Del Río! Beaches, Img, Boating & Riverwalk.
3 7
apartment , Bradenton
This Bradenton property is conveniently located in the River District, just a short walk from the Riverwalk, the Bishop Museum, and LECOM Park. The house has received excellent ratings for location, cleanliness, and overall user experience. The 126 square metre house can comfortably accommodate up to 7 guests in its three bedrooms and two bathrooms. The property offers a range of amenities, including a fully equipped kitchen, a garden, a patio with barbecue grills, and a spa, ensuring a relaxing and enjoyable stay.
9.8 17 reviews
Anna Maria Island, FL
24/09 – 27/09
£255/nighttotal: £765 (3 )
King Suite! Heated Pool! 5 Miles To Beach!
4 8
apartment , West Bradenton
This Belair Bayou holiday home in West Bradenton is ideally situated within 5km of Blake Medical Center, De Soto National Memorial, Robinson Preserve, and Palma Sola Botanical Park. This 140 square metre property boasts four bedrooms, two bathrooms, sleeps eight guests, and features a private pool, BBQ grills, free Wi-Fi, and proximity to an on-site water park.
Best Anna Maria Island, FL holiday rentals with a pool
Among the 6231 accommodations in Anna Maria Island, FL, here are the 4 best rentals with a pool
10 1 review
Anna Maria Island, FL
27/06 – 28/06
£888/nightfor 1 night
High Tide Haven
3 8
house , Anna Maria
High Tide Haven, a beachfront property in Anna Maria, Florida, is a 9-minute walk from Anna Maria City Pier and 29 kilometres from Sarasota Bradenton International Airport. This three-bedroom, two-bathroom house offers 121 square metres of space, sleeping up to 15 guests, and boasts a private pool, fitness centre, and fully equipped kitchen including a dishwasher; free Wi-Fi is also provided.
10 2 reviews
Anna Maria Island, FL
02/07 – 05/07
£415/nighttotal: £1245 (3 )
Rest Easy, Htd Pool, Tiki Hut, 11 Min To Beach
3 6
apartment , Bradenton
This family home is located in a quiet Bradenton neighbourhood, 17.7 kilometres from the beaches of Anna Maria Island, 12.8 kilometres from IMG Academy and 24.1 kilometres from Robinson Nature Preserve. This 154 square metre apartment sleeps up to six guests and offers three bedrooms, two bathrooms, a heated saltwater swimming pool, two firepits, a Weber BBQ grill, complimentary beach gear and free driveway parking for four cars.
9.2 34 reviews
Anna Maria Island, FL
27/06 – 04/07
£285/nighttotal: £1995 (7 )
Changes In Latitude! Gulf Views And Pool!
3 2
apartment , Bradenton
This waterfront apartment is located just outside Anna Maria, within 3km of Anna Maria Sound, AMI Paddleboard Adventures, and West Coast Surf Shop, offering easy access to local attractions and activities. The property has received excellent ratings for location, cleanliness, and overall experience. This spacious 3-bedroom apartment can accommodate up to 7 guests, offering 181 square metres of living space. The apartment boasts a fully equipped kitchen, a balcony, a swimming pool, a spa, a fitness centre, and a restaurant, ensuring a comfortable and enjoyable stay.
9.5 1500 reviews
Anna Maria Island, FL
28/06 – 29/06
£269/nightfor 1 night
Beach Club Ved Anna Maria # 4: 2 Br \/ 2 Ba Resort På Anna Maria Ved Rva, 6 Sovepladser
1 2
resort , Bradenton Beach
Beach Club At Anna Maria Island #12 Resort By Rva is located directly on Bradenton Beach, just a short walk from Anna Maria Sound and the Aluna Wellness Center & Spa. The resort has received excellent ratings for its location, cleanliness, and overall experience. The apartment building offers a comfortable and spacious layout, with a fully equipped kitchen and a spa tub for relaxation. Guests can enjoy amenities such as a swimming pool, jacuzzi, tennis court, and fitness centre, as well as access to the beach and garden.
Frequently asked questions about holiday 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! Bean Point is a must-see for its stunning sunsets and views. The historic Anna Maria City Pier offers great fishing and people-watching opportunities. For a taste of history, explore the Anna Maria Island Historical Society Museum. And don't miss the picturesque Bridge Street, filled with shops and restaurants.
What are the best Airbnb and holiday rentals in Anna Maria Island, FL?
Are there any unique natural phenomena on Anna Maria Island, Florida?
The island's position on the Gulf Coast means you'll experience beautiful sunsets and the gentle Gulf breezes. The beaches themselves are a unique natural phenomenon, with their soft, white sand and calm waters perfect for swimming, shelling, and sunbathing. Keep an eye out for the abundant birdlife – you might spot herons, egrets, or even pelicans.
What are the most popular Airbnbs in Anna Maria Island, FL?
What essentials should you bring to Anna Maria Island, Florida?
Pack light clothing, swimwear, sunscreen (essential!), sunglasses, a hat, and insect repellent. Comfortable walking shoes are a must for exploring the island. Don't forget your beach towel and a reusable water bottle to stay hydrated in the Florida sun. A camera is also a good idea to capture the beautiful scenery.
What are the best holiday rentals with a pool 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 will vary greatly depending on your travel style. For a mid-range budget, expect to spend approximately £150-£300 per day for a couple, covering accommodation, meals, some activities, and local transport. This is just an estimate; you could spend more or less depending on your choices.
What are the best rentals for families and kids 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 popular choice for upscale dining, known for its fresh seafood. Rod & Reel Pier offers casual waterfront dining with classic seafood dishes. For a more casual atmosphere, try the many beachfront cafes and eateries along Pine Avenue. Fresh seafood, especially grouper and stone crab (in season), are must-try specialties.
What are the best rentals or Airbnbs with a jacuzzi in Anna Maria Island, FL?
What are some less-famous attractions on Anna Maria Island, Florida that are worth a visit?
The Anna Maria Island Nature Preserve offers lovely walking trails and opportunities for birdwatching. Exploring the quieter beaches away from the main tourist areas, such as the southern end of the island, can be a rewarding experience. Consider renting bikes and cycling the length of the island – it's a great way to see the quieter residential areas.
What are the best activities for engaging with locals and understanding their culture on Anna Maria Island, Florida?
Visiting local shops and markets provides a chance to chat with owners and learn about the area. Dining at smaller, family-run restaurants is another great way to experience local culture. Attending any local events or festivals (check local listings) offers opportunities to interact with residents.
What unique natural landscapes and terrain features can travellers explore on Anna Maria Island, Florida?
Anna Maria Island is known for its beautiful beaches, which are its main natural feature. The island's relatively flat terrain makes it easy to explore on foot or by bicycle. The mangrove forests and coastal wetlands offer diverse ecosystems, though accessing these areas might require some planning.
How many days are ideal for a visit to Anna Maria Island, Florida, and what are some itinerary suggestions?
Three to four days is a good amount of time to explore Anna Maria Island at a relaxed pace. A possible itinerary could include: Day 1: Beach time and exploring Anna Maria City; Day 2: Visit Bean Point and explore Bradenton Beach; Day 3: Explore Holmes Beach and enjoy watersports; Day 4: Relax, shop, and enjoy a final sunset.
Nearby regions
Best Anna Maria Island, FL holiday rentals with a balcony
9.8 189 reviews
Anna Maria Island, FL
06/11 – 08/11
£177/nighttotal: £354 (2 )
Beautifully Furnished Condo
2 2
apartment , Bradenton
This waterfront apartment is located in Bradenton, just 3 kilometres from Arcadeland and IMG Academy, and 5 kilometres from Smugglers Cove Adventure Golf and IMG Soccer Academy. The property has consistently received excellent ratings for user experience, location, and cleanliness. This 2-bedroom, 2-bathroom apartment spans 116 square metres and comfortably accommodates up to 4 guests. The apartment offers a range of amenities, including a swimming pool, jacuzzi, terrace, garden, tennis court, and free parking.
9.6 4 reviews
Anna Maria Island, FL
06/11 – 08/11
£175/nighttotal: £350 (2 )
Spacious Shorewalk 2b-2b Condo Near Ami, Beaches & Img
2 2
apartment , Bradenton
This Shorewalk condo in Bradenton, Florida, is situated off Cortez Road, approximately 9.6 kilometres from Anna Maria Island. The 111 square metre property boasts two bedrooms, four bathrooms, sleeps six guests, and features a fully equipped kitchen, screened patio with lake and fountain views, and access to resort-style amenities including swimming pools, a jacuzzi, and tennis courts.
9.8 130 reviews
Anna Maria Island, FL
02/07 – 05/07
£491/nighttotal: £1473 (3 )
Exquisite Modern Home With Pool - 10 Min To Beach
3 6
apartment , West Bradenton
This modern three-bedroom apartment is situated in West Bradenton, Florida, just 16 kilometres from the beautiful beaches of Anna Maria Island. The 185 square metre property boasts a heated and cooled pool, a hot tub, a large patio with lounge chairs, complimentary bicycles and beach chairs, a Sonos sound system, and an outdoor BBQ, making it ideal for families or groups of up to six people.
10 3 reviews
Anna Maria Island, FL
27/06 – 28/06
£1870/nightfor 1 night
Bradenton Oasis - Pool, Hot Tub, Mini Golf - Ami, Img
5 8
apartment , Bradenton
This detached house in Bradenton offers a 5-minute walk to Palma Sola Bay and a 22-minute drive to Tampa Bay. This spacious 279 square meter residence accommodates up to 16 guests with 5 bedrooms, 3 bathrooms, a private swimming pool, hot tub, garden, and balcony, featuring a fully equipped kitchen and on-site parking.
Best Anna Maria Island, FL holiday rentals with parking
9.8 42 reviews
Anna Maria Island, FL
27/06 – 04/07
£125/nighttotal: £875 (7 )
Near Beaches & Img Academy, Mins To Downtown Oasis Villa Retreat
2 2
house , Bradenton
Oasis Villa Retreat is located in Bradenton, Florida, just 13 kilometres from The John and Mable Ringling Museum of Art and 9 kilometres from Sarasota Bradenton International Airport. This property has received excellent ratings for its location, cleanliness and overall user experience. This two-bedroom villa can accommodate up to four guests. It offers a range of amenities including a private patio, access to an outdoor swimming pool, a fully equipped kitchen, air conditioning, Wi-Fi, private parking, a tennis court, and a garden.
9.5 121 reviews
Anna Maria Island, FL
28/06 – 29/06
£148/nightfor 1 night
The "Love Shack" Bungalow
1 2
apartment , Cortez
This Cortez studio bungalow, situated 2.4 kilometres from the beach, offers a secluded, fenced-in retreat perfect for a peaceful getaway. The self-contained unit sleeps up to three guests, boasting a queen-size bed, fold-out chair, fully equipped kitchenette, 50" smart TV, and a screened lanai with gas BBQ; plus, it includes a washer/dryer, super-fast Wi-Fi and is pet-friendly.
9.5 22 reviews
Anna Maria Island, FL
27/06 – 04/07
£145/nighttotal: £1015 (7 )
Jd Shorewalk -Pool, Tennis, Pickle Ball, Near Beaches Anna Maria Island And Img
2 2
apartment , Bradenton
This two-bedroom apartment is located in Bradenton, just over 1.5 kilometres from Arcadeland and less than 3 kilometres from IMG Academy. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience. The apartment is spacious at 116 square metres and can comfortably accommodate up to four guests. It boasts a fully equipped kitchen, a private terrace, a swimming pool, a jacuzzi, a tennis court, and a garden, making it a perfect choice for families or groups seeking a comfortable and enjoyable stay in Bradenton.
9.6 66 reviews
Anna Maria Island, FL
30/08 – 03/09
£160/nighttotal: £640 (4 )
Shorewalk Gem - 2br Condo, Community Pools, Near Great Beaches & Golf!
2 5
apartment , Bradenton
This two-bedroom apartment is located in Bradenton, just 1.4 kilometres from Arcadeland and 2.6 kilometres from IMG Academy, making it a convenient base for exploring the area. It has consistently received excellent user ratings, indicating a high level of satisfaction from previous guests. The apartment spans 109 square metres and can comfortably accommodate up to six guests. It comes equipped with a range of amenities, including a swimming pool, fitness centre, tennis court, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
