6231 Vacation rentals and Airbnb in Anna Maria Island, FL
10 23 reviews
Anna Maria Island, FL
10/07 – 12/07
₹80042/nighttotal: ₹160084 (2 )
Tropic Luxe | Saltwater Pool + Hot Tub + Near Ami
1 7
apartment , Bradenton
This Bradenton flat offers excellent access to the Gulf Coast beaches, with Anna Maria Island located 13 kilometres away, and is conveniently situated near local parks and Sarasota-Bradenton International Airport. This family-friendly property boasts a resort-style garden with a heated saltwater pool and hot tub, accommodation for up to nine guests across three bedrooms and two bathrooms, and includes a fully stocked chef's kitchen and entertainment options such as a shuffleboard table.
9.0 1 review
Anna Maria Island, FL
20/06 – 27/06
₹24529/nighttotal: ₹171703 (7 )
Shorewalk 202 - By Skyrun Anna Maria
1 2
house , Bradenton
This holiday property is located in the Anna Maria Island area of Bradenton, offering convenient access to cycling routes. The 109 square meter villa accommodates up to 11 guests, featuring a private swimming pool, jacuzzi, tennis court, a fully equipped kitchen with a dishwasher and microwave, air conditioning, and complimentary high-speed WiFi.
9.9 149 reviews
Anna Maria Island, FL
07/08 – 09/08
₹22289/nighttotal: ₹44578 (2 )
King Bed + Anna Maria Island Beaches + Beach Gear!
1 2
apartment , Bradenton
This Bradenton apartment, near Palma Sola Causeway, offers easy access to Palma Sola Bay and Anna Maria Island's beaches, within a 5-minute drive (8 km). The one-bedroom, one-bathroom flat sleeps four, boasting a king-size bed, pull-out sofa, fully equipped kitchen, and outdoor picnic area with grill overlooking the canal, plus beach equipment for guest use.
9.9 28 reviews
Anna Maria Island, FL
16/08 – 17/08
₹52979/nightfor 1 night
Img Academy Retreat | Pool, Game Room, Sleeps 10
1 5
apartment , Bayshore Gardens
This detached house in Bayshore Gardens offers private access to a property featuring a heated, screened-in pool and hot tub, located a short drive from Bradenton Beach, IMG Academy, Anna Maria Island, and several golf courses, with grocery stores also nearby. The accommodation, ideal for family holidays, boasts a garage game room with a Pac-Man arcade, pool table, and ping pong, alongside a fully stocked kitchen, BBQ grill, fire pit, and provided beach gear, comfortably accommodating up to 10 guests with its flexible bedding arrangements including two king suites and a children's bunk room.
9.3 197 reviews
Anna Maria Island, FL
15/08 – 22/08
₹19139/nighttotal: ₹133973 (7 )
Runaway Bay 185 - 1357300
3 1
apartment , Bradenton Beach
Runaway Bay 185 - 1357300 is located in Bradenton Beach, just a short walk from the main beach area and less than a mile from Cortez Beach. This property has received excellent ratings for location, cleanliness and overall user experience. The apartment has a floor area of 100 square metres and includes a well-equipped kitchen, a private patio, and access to a range of amenities, such as a swimming pool, tennis court, fitness centre, sauna, spa, and restaurant.
9.2 35 reviews
Anna Maria Island, FL
15/08 – 22/08
₹20102/nighttotal: ₹140714 (7 )
Walk To Beach: Home W/ Porch On Anna Maria Island!
2 1
house , Holmes Beach
This Holmes Beach flat is conveniently located less than 1.6km from Bradenton Beach and under 1.6km from Anna Maria Island, 6.4km from Anna Maria City Pier, and 26km from the John and Mable Ringling Museum of Art. The 86 square metre self-catering property features two bedrooms, two bathrooms, a fully equipped kitchen, private terrace, swimming pool, free Wi-Fi, and parking, comfortably accommodating families or groups of up to four.
9.5 40 reviews
Anna Maria Island, FL
10/07 – 12/07
₹23865/nighttotal: ₹47730 (2 )
3br Beach Duplex Near Beach
1 7
apartment , Bradenton
This newly renovated three-bedroom, two-bathroom duplex near Anna Maria Island, a short drive (approximately 8km) across the bridge from Bradenton, offers flexible sleeping arrangements for up to eight guests. The spacious property features a fully equipped kitchen with fridge and microwave, air conditioning, a garden, parking, and includes bimonthly cleaning for longer stays; nearby attractions include Bradenton's various amenities and Anna Maria Island's beaches.
9.7 169 reviews
Anna Maria Island, FL
02/08 – 09/08
₹17774/nighttotal: ₹124418 (7 )
Pn-near Beaches And Img, Pool, Tennis, Pickleball, Shorewalk Condo 2 Bedroom/2 Bath Lake View
2 2
apartment , Bradenton
This apartment is located in Bradenton, just 1.4 kilometres from Arcadeland and 2.6 kilometres from IMG Academy, offering easy access to popular attractions. It has received excellent ratings for its location, cleanliness, and overall experience. The apartment spans 116 square metres, comfortably accommodating up to four guests in its two bedrooms and two bathrooms. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, tennis court, and a fully equipped kitchen, perfect for a relaxing and enjoyable stay.
9.2 28 reviews
Anna Maria Island, FL
16/07 – 23/07
₹18328/nighttotal: ₹128296 (7 )
Mycataleya Comfy Condo Near Beach (Bradenton)
2 4
apartment , Bradenton
This Bradenton apartment is conveniently located just 10 kilometres from Sarasota Bradenton International Airport and 13.7 kilometres from the John and Mable Ringling Museum of Art. The 100 square metre property boasts two bedrooms, two bathrooms, sleeps seven guests, and features a private balcony with river views, a full kitchen, and access to on-site amenities including a swimming pool, hot tub, tennis court, and table tennis.
9.8 224 reviews
Anna Maria Island, FL
02/10 – 08/10
₹15368/nighttotal: ₹92208 (6 )
Shorewalk Sunny Bella Rosa 2br Villa 2 Pools & Hot Tubs Near Img / Beaches
2 3
apartment , Bradenton
This two-bedroom apartment is located in South Bradenton, just 1.6 kilometres from the IMG Tennis Academy and a 15-20 minute drive from Anna Maria, Bradenton, and Longboat Key beaches. It has consistently received excellent ratings for its location, cleanliness, and overall experience. The apartment offers 119 square metres of living space, comfortably accommodating up to four guests. Enjoy a range of amenities including a swimming pool, Jacuzzi, tennis court, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.
9.6 142 reviews
Anna Maria Island, FL
20/06 – 27/06
₹53593/nighttotal: ₹375151 (7 )
Barefoot Bungalow, Heated Pool & Spa, Game Room Foosball
1 8
apartment , Bradenton
This family-friendly holiday home is located in a peaceful residential neighbourhood in Bradenton, just 13 kilometres from the white sand beaches of Anna Maria Island, 6 kilometres from the Bradenton Area Convention Center, and 4.5 kilometres from Blake Medical Center. The property has excellent user, location and cleanliness ratings, making it a popular choice for families and groups. This spacious four-bedroom property spans 186 square metres and comfortably accommodates up to 12 guests. The home features a large recreation room, a private saltwater pool and spa, a fully equipped kitchen with a gas grill, and a range of family-friendly amenities including a playhouse, beach toys, and a stroller.
9.3 34 reviews
Anna Maria Island, FL
16/07 – 23/07
₹27819/nighttotal: ₹194733 (7 )
Jerry's Gem Home
3 4
house , West Bradenton
Jerry's Gem is located in Bradenton, just 13.7 kilometres from the Greens of Manatee Golf Club and 22.5 kilometres from the John and Mable Ringling Museum of Art. The property has received excellent ratings for user experience, location, and cleanliness. This three-bedroom holiday home spans 167 square metres. It boasts a private pool, air conditioning, a fully equipped kitchen, free private parking, an outdoor patio, and is close to cycling routes.
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
9.9 200 reviews
Anna Maria Island, FL
02/10 – 08/10
₹26464/nighttotal: ₹158784 (6 )
2 Masters Spa Pool Yard Games Upscale Area
4 3
house , West Bradenton
This West Bradenton holiday home, 18km from Sarasota Bradenton International Airport and 19km from the John and Mable Ringling Museum of Art, offers convenient access to local attractions. The 223 square metre property boasts four bedrooms, two bathrooms, a private pool and hot tub, and ample amenities including a fully equipped kitchen, free Wi-Fi, and private parking, ideal for families or groups.
9.8 26 reviews
Anna Maria Island, FL
10/07 – 12/07
₹72690/nighttotal: ₹145380 (2 )
Free Heated Poolmay Special5 Min Drive To Amihot Tubnear Imgfire Pit
4 7
apartment , Cortez
This Bradenton holiday home, a five-minute drive (8km) from Anna Maria Island's beaches, offers convenient access to Bradenton's shops and restaurants. This four-bedroom, two-bathroom property boasts 149 square metres of space, sleeping up to ten guests, and includes a private heated pool, hot tub, fire pit, fully equipped kitchen, and beach gear.
9.8 187 reviews
Anna Maria Island, FL
02/10 – 08/10
₹18067/nighttotal: ₹108402 (6 )
Beautifully Furnished Condo
2 3
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 70 reviews
Anna Maria Island, FL
16/07 – 23/07
₹20188/nighttotal: ₹141316 (7 )
Tranquil Luxury Condo Near Anna Maria Island Beach, 2 Heated Pools, Hot Tubs,img
2 4
apartment , Bradenton
This Bradenton apartment is conveniently located within 5 kilometres of IMG Academy, Smugglers Cove Adventure Golf, and the IMG Bollettieri Tennis Academy. The two-bedroom, two-bathroom property sleeps six guests and boasts a fully equipped kitchen, free Wi-Fi, a swimming pool, hot tub, tennis court, and barbecue grills; housekeeping is available on request.
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
9.7 65 reviews
Anna Maria Island, FL
20/06 – 27/06
₹72558/nighttotal: ₹507906 (7 )
Hav Anna Holiday 211 Periwinkle Plaza
1 8
house , Anna Maria
Hav Anna Holiday 211 Periwinkle Plaza is a holiday home situated in Anna Maria, Florida, 1.8 km from Anna Maria City Pier and 29 km from The John and Mable Ringling Museum of Art. This 140 square metre property boasts two bathrooms, a swimming pool, spa, fitness centre, and a well-equipped kitchen including a dishwasher, offering comfortable accommodation for guests with easy access to Anna Maria Island's beaches.
9.4 50 reviews
Anna Maria Island, FL
05/01 – 12/01
₹29510/nighttotal: ₹206570 (7 )
Coastal Comfort Beach Castle #26 By Rva
1 2
apartment , Longboat Key
Beach Castle Resort #26 By Rva is located on the waterfront of Longboat Key, just under 2 kilometres from Longboat Key Beaches and Cannons Marina, and about 5 kilometres from Jewfish Key. This smoke-free apartment building has excellent ratings for location, cleanliness and user experience. The apartment has one bedroom and one bathroom, accommodating up to four guests. It offers a full kitchen, a TV with a DVD player, a comfortable sofa bed, laundry facilities, a spa tub, a swimming pool, a tennis court and free parking.
10 61 reviews
Anna Maria Island, FL
03/08 – 07/08
₹34387/nighttotal: ₹137548 (4 )
Coastal Comfort - Beach Castle #23 By Rva
1 3
apartment , Longboat Key
This waterfront apartment building is situated on Longboat Key, just 1.6 kilometres from Longboat Key Beaches and Cannons Marina, and 4.8 kilometres from Jewfish Key. It has received excellent ratings for location, cleanliness and overall user experience. The apartment is on the ground floor and has one bedroom, one bathroom, and can accommodate up to four guests. It features a fully equipped kitchen, a sofa bed, a TV with a DVD player, a spa tub, a terrace, access to a swimming pool, a jacuzzi, a tennis court, laundry facilities, barbecue grills, and parking.
10 1 review
Anna Maria Island, FL
20/06 – 27/06
₹40338/nighttotal: ₹282366 (7 )
4 Bed, 3 Bath Luxury Home Near Anna Maria Island,
4 8
apartment , West Bradenton
This four-bedroom, three-bathroom flat is located in sought-after North West Bradenton, just 3.2 kilometres from Anna Maria Island's beaches and close to De Soto National Park and Robinson's Preserve. This spacious property accommodates up to nine guests and features a private heated pool, a well-equipped kitchen with marble countertops and stainless steel appliances, and is ideal for families with pets allowed.
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 for its stunning views and iconic beach. The Anna Maria Island Historical Society Museum provides a glimpse into the island's past. For a relaxing stroll, the Anna Maria City Pier offers fantastic sunset views. And don't forget the picturesque Bridge Street, lined with shops and restaurants.
What are the best Airbnb and vacation rentals in Anna Maria Island, FL?
Are there any unique natural phenomena on Anna Maria Island, Florida?
The island's position in the Gulf of Mexico means you'll see incredible sunsets. The diverse birdlife is also noteworthy, with many species visible in the mangroves and along the beaches. The calm, shallow waters are perfect for spotting dolphins and manatees, particularly during the cooler months.
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, as are reusable water bottles to stay hydrated in the Florida sun. Don't forget your beach towel and a good book!
What are the best vacation 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 preferences. Accommodation can range from budget-friendly motels to luxury rentals. Food costs can be managed with picnics and grocery shopping, or by dining at upscale restaurants. Transportation is often easiest by car or bicycle, but taxis are available. Activities range from free beach time to paid tours and water sports. A reasonable estimate for a mid-range daily budget would be around £150-£300 per person, but this is just a guideline.
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 known for its upscale dining experience. Rod & Reel Pier offers casual beachfront dining. For fresh seafood, try The Waterfront Restaurant. Many restaurants feature fresh, locally caught seafood; grouper, snapper, and shrimp are popular choices.
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?
Exploring the mangroves by kayak or paddleboard offers a unique perspective on the island's ecosystem. The smaller beaches away from the main tourist areas, such as the beach near the north end of the island, provide a more tranquil experience. A visit to the Anna Maria Island Nature Preserve offers a chance to see local wildlife.
What are the best activities for engaging with locals and understanding their culture on Anna Maria Island, Florida?
Visiting local businesses, such as small shops and art galleries, is a great way to interact with residents. Attending local events and farmers' markets provides opportunities to meet people. Simply striking up conversations with people you encounter while exploring the island can lead to interesting interactions.
What unique natural landscapes and terrain features can travellers explore on Anna Maria Island, Florida?
Anna Maria Island features beautiful beaches, of course, but also mangrove forests, providing a unique ecosystem to explore. The island's relatively flat terrain makes it easy to cycle or walk around, allowing you to appreciate the coastal views and natural beauty.
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 the island at a relaxed pace. A possible itinerary could include a day exploring the beaches, a day visiting the historical sites and shops, and a day dedicated to water activities or exploring the mangroves. You could also add a day trip to a nearby location like Bradenton Beach.
Nearby regions
Best Anna Maria Island, FL holiday rentals with a balcony
9.4 67 reviews
Anna Maria Island, FL
16/07 – 23/07
₹30365/nighttotal: ₹212555 (7 )
Anna Maria Island Runaway Tropical Escape
2 4
apartment , Bradenton Beach
This apartment is situated just a two-minute stroll from Bradenton Beach, offering easy access to the sand and surf, as well as being within walking distance of Cortez Beach. It has received excellent ratings for location, user experience and cleanliness. The two-bedroom property is 111 square metres in size, and benefits from a range of amenities including a swimming pool, spa, fitness centre, tennis court, and private parking. There’s also a fully-equipped kitchen, a balcony with garden views, and free Wi-Fi.
Anna Maria Island, FL
20/06 – 27/06
₹33456/nighttotal: ₹234192 (7 )
Cedars East #804
1 2
house , Longboat Key
Cedars East #804 is a holiday home located in Longboat Key, an 11-minute walk from Longboat Key Beach and 24 kilometres from the John and Mable Ringling Museum of Art. This air-conditioned property offers 134 square metres of living space, accommodating up to 7 guests with 2 bedrooms and 3 bathrooms, and features a fully equipped kitchen, a private patio, and access to a communal fitness centre and tennis court.
9.6 73 reviews
Anna Maria Island, FL
15/08 – 22/08
₹14352/nighttotal: ₹100464 (7 )
Pelican Paradise: Pools, Clubhouse, Near Golf!
2 1
apartment , Bradenton
This apartment is located in Bradenton, just 1.8km from Arcadeland amusement park and 2.4km from IMG Academy, making it ideal for exploring the area's attractions. The property has received excellent ratings for its location, cleanliness, and overall experience. The apartment is a two-bedroom, two-bathroom property with a floor area of 109 square metres, comfortably accommodating up to four guests. It features a fully equipped kitchen, a balcony, a washing machine, a swimming pool, a fitness centre, barbecue grills, and parking.
10 5 reviews
Anna Maria Island, FL
10/07 – 12/07
₹154976/nighttotal: ₹309952 (2 )
156 M² House ∙ 3 Bedrooms ∙ 8 Guests
3 7
house , Cortez
Casa NICA, a three-bedroom property in Cortez, Florida's Hunters Point district, is located one mile (1.6km) from Anna Maria Island's beaches. This 155-square-metre house sleeps eight, boasts a private heated pool, Tesla charging station, and private boat slip for easy access to fishing and local sandbars, offering a chef-inspired kitchen and elevator access.
Best Anna Maria Island, FL holiday rentals with parking
Anna Maria Island, FL
10/07 – 12/07
₹36226/nighttotal: ₹72452 (2 )
Family Getaway Near Img & Beaches. 3br Home W/ Backyard & Gt Bray Park Access
3 7
apartment , Bradenton
This Bradenton flat is situated adjacent to GT Bray Park, a mere 5 kilometre drive from the beaches of Anna Maria Island and within easy reach of IMG Academy and the cultural attractions of Sarasota. This 3-bedroom, 2-bathroom dwelling accommodates up to 8 guests and features a private screened lanai, garden, air conditioning, and parking, with local shops and dining within walking distance.
10 1 review
Anna Maria Island, FL
20/06 – 27/06
₹38088/nighttotal: ₹266616 (7 )
Florida Vibes! 10 Min To Ami, Oversize Heated Pool
4 8
apartment , West Bradenton
This West Bradenton flat offers excellent access to the beaches of Anna Maria Island, a short drive away, and is adjacent to Robinson's Preserve, a 2.4 kilometre nature area with walking trails, just a 3-minute drive or 30-minute walk from the property. This family-friendly dwelling for up to nine guests features four bedrooms, two bathrooms, a private heated swimming pool, a fully equipped kitchen, complimentary WiFi, and provides beach gear, making it ideal for exploring the area.
9.7 249 reviews
Anna Maria Island, FL
16/08 – 17/08
₹71849/nightfor 1 night
Charming Cottage With Modern Amenities Close To Beach W/ Pool, Beach Gear, Bikes
2 5
apartment , Anna Maria
This apartment is located on Anna Maria Island, just a 10-minute walk from Bradenton Beach and Palmetto Avenue Beach, offering easy access to the island's beautiful coastline. It has received excellent ratings from previous guests. The accommodation features a fully equipped kitchen with a fridge, microwave, and dishwasher, allowing guests to prepare their own meals. On-site amenities include a swimming pool, a spa, barbecue grills, and a garden, providing plenty of opportunities for relaxation and entertainment.
10 1 review
Anna Maria Island, FL
20/06 – 27/06
₹33899/nighttotal: ₹237293 (7 )
Jerry's Gem! Beautiful Private Pool Home Near Anna Maria Island!
3 2
house , West Bradenton
This West Bradenton holiday home is conveniently located near Anna Maria Island, approximately 16km from The John and Mable Ringling Museum of Art and 14km from Greens of Manatee Golf Club. The 167 square metre property boasts three bedrooms, two bathrooms, sleeping up to eleven guests, and features a private pool, spa, and fully equipped kitchen; free Wi-Fi is available throughout.
