Vacation Rentals in Anna Maria, FL

Castaway Cottage, a four-bedroom house in Bradenton, Florida, is located a short 8km drive from Anna Maria Island's beaches and within easy reach of attractions such as De Soto National Memorial and Manatee Village Historical Park.
This spacious family-friendly property sleeps up to 10 guests and boasts a private backyard with a swimming pool and putting green, a garage game room with a dartboard and ping-pong table, a fully equipped kitchen including an espresso machine, and beach gear including inflatable paddle boards.

This Bradenton Beach apartment, a short 0.8km stroll from Bradenton Beach and the Historic Bridge Street Pier, offers convenient access to the marina and attractions such as Bridge Street and Fish Hole Adventure Golf.
The one-bedroom, one-bathroom flat sleeps four guests and features a fully equipped kitchen, in-unit laundry, free Wi-Fi, air conditioning, a swimming pool, parking, and BBQ grills, perfect for a family beach holiday.

This Anna Maria Island holiday home is centrally located, less than 1.6km from Bradenton Beach, Bean Point Beach, and the Island Players theatre.
The 82 square metre property sleeps six guests in three bedrooms and two bathrooms, boasting a private pool, fully equipped kitchen, free Wi-Fi, and tennis court access.

This three-bedroom apartment is situated in Holmes Beach, a short walk from the white sands of Anna Maria Island, offering easy access to the beach and local attractions.
The 120 square metre property features a private heated pool, fully equipped kitchen, and a patio, ideal for families or groups of up to six guests.

Cabana Beach Club #5b Resort By Rva is situated on Longboat Key beach, just a 1.6km walk from Longboat Key Beaches and Cannons Marina, and within 5km of Jewfish Key and Coquina Beach. This resort has received excellent ratings for location, cleanliness and overall user experience.
The apartment offers a comfortable living space with a balcony and a sofa bed. Guests can enjoy a range of amenities including a swimming pool, tennis court, a garden and a terrace.

This Bradenton holiday home enjoys a central location, 2.4 kilometres from Blake Medical Center and 4 kilometres from Manatee Golf Course, with IMG Academy and De Soto National Memorial within 9.6 kilometres.
The 161-square-metre property sleeps six guests in three bedrooms and two bathrooms, boasting a private pool, Jacuzzi, spa, and fully equipped kitchen alongside free Wi-Fi.

This Anna Maria Island property is situated a short 1.6km walk from Anna Maria Beach and Bean Point Beach, also conveniently close to Bayfront Park and Bradenton Beach.
This luxurious 192 square metre, four-bedroom, five-bathroom villa sleeps eight guests and boasts a private pool, jacuzzi, tennis court, and barbecue facilities, plus easy access to a water park and hot tub.

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.

Siena Sky, a new luxury apartment in Anna Maria, Florida, offers a prime location just 100 metres from Anna Maria City Beach and within walking distance of Pine Avenue's shops and restaurants.
This spacious 232 square metre dwelling accommodates up to eight guests with four bedrooms and four bathrooms, featuring a private heated pool, spa, rooftop deck with Gulf views, and a covered patio with a barbecue grill, with lift access and pet-friendliness available.

This West Bradenton holiday home, situated approximately 8 kilometres from Anna Maria Island's beaches, offers convenient access to shopping at Target, Publix, and Wawa, and is just under 20 kilometres from IMG Academy.
The 187 square metre property boasts four bedrooms, two bathrooms, sleeping up to ten guests, and features a private heated pool, a games room with arcade games, and a fully equipped kitchen with modern appliances.

This Bradenton apartment is situated just 0.6 kilometres from Anna Maria Sound and within 5 kilometres of popular attractions like West Coast Surf Shop and AMI Paddleboard Adventures. The property benefits from excellent user, location and cleanliness ratings.
The apartment is a spacious 153 square metre property with three bedrooms, three bathrooms and capacity for seven guests. The property offers a range of amenities including a swimming pool, terrace, garden, parking, a fully equipped kitchen and laundry facilities.

This South Bradenton flat offers convenient access, being just a 1.6 to 2.4 kilometre drive from Anna Maria Island, Downtown Bradenton, and Downtown Sarasota, with IMG Academy only 965 metres away.
This 102 square metre apartment accommodates up to six guests with two bedrooms and two bathrooms, featuring a fully equipped kitchen, high-speed WiFi, a communal swimming pool with waterslide, and resort-style games, and allows one small dog under 11.3 kg.

This ground-floor canal-front residence with a private dock is situated in Anna Maria, a short walk to the beach and close to the shops and restaurants on Pine Avenue.
This 224 square meter apartment offers five bedrooms and four bathrooms, accommodating up to ten guests with a private swimming pool, spa, and on-site parking for five vehicles.

Bradenton House, near Cortez, Florida, is a five-minute drive (8km) from Anna Maria Island's beaches.
This four-bedroom house sleeps ten, boasts a private heated pool and hot tub, a fully equipped kitchen with stainless-steel appliances, and provides all linens and beach gear; self check-in is available.

This charming cottage is located on Anna Maria Island, just a short walk from the Anna Maria Island Museum and Historical Park, Bean Point Beach, and Anna Maria Beach, offering easy access to the island's attractions. It has consistently received excellent reviews from previous guests.
The cottage provides comfortable accommodation for up to four guests in two bedrooms and one bathroom, with a total floor area of 74 square metres. Guests can enjoy a range of amenities and features, including a private yard, a patio, a swimming pool, a jacuzzi, a fully equipped kitchen, barbecue grills, and a spa.

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.