Villas and Beach houses in Anna Maria, FL

Anna Cabana A is a self-catering property in Anna Maria, Florida, conveniently located a 2-kilometre walk from Anna Maria City Pier and a 32-kilometre drive from The John and Mable Ringling Museum of Art.
This 70-square-metre house boasts two bathrooms, a swimming pool, spa, fitness centre, and a fully equipped kitchen including a dishwasher, microwave, and fridge, alongside a terrace, garden, and parking; all within a peaceful setting near the beach.

This newly remodelled island suite is conveniently located under 1 kilometre from the beaches of Anna Maria Island, 25.75 kilometres from Sarasota Bradenton International Airport, and 29 kilometres from the Sarasota International Convention Centre and John And Mable Ringling Museum Of Art.
This 44 square metre holiday home offers accommodation for up to 7 guests, featuring 1 bedroom, 1 bathroom, a kitchen with a fridge and microwave, air conditioning, a swimming pool, a garden, and free WiFi in public areas.

This holiday villa in Bradenton is located 19 kilometres from Sarasota Bradenton International Airport and within a 24 kilometre radius of the Ringling Museum of Art and Anna Maria City Pier.
This 135 square metre holiday home offers accommodation for up to 9 guests with 1 bedroom and 1 bathroom, featuring a private swimming pool, spa facilities, free WiFi and on-site parking.

Bean Point Residence Unit B offers a holiday home situated just 40 steps from Anna Maria's sandy beaches, placing you within easy reach of local shops and restaurants on Anna Maria Island.
This 90 square metre ground-floor apartment sleeps up to six guests across two bedrooms and two bathrooms, featuring a heated swimming pool, spa, and a barbecue in the shared garden, with a ping-pong table available in the garage.

This Anna Maria Island property, a three-bedroom, two-bathroom house sleeping six, is situated nine houses from the beach near Pine Avenue and Northshore Drive in the north end of the historic Anna Maria village.
The self-catering holiday home offers two-car parking, beach equipment (chairs, umbrella, wagon), and is a short walk from restaurants, shops, and bike/golf cart rentals.

GULFBEACHPLACE HOLMES BEACH is a self-catering property located in Holmes Beach, Florida, approximately 6 kilometres from Anna Maria City Pier and close to Anna Maria Island's attractions.
This two-bedroom, two-bathroom holiday home boasts 126 square metres of living space, a private pool, free parking, and sleeps up to 13 guests, offering free Wi-Fi, a fully equipped kitchen, and a washing machine.

This canalfront cottage is located in Anna Maria, Florida, just an 11-minute walk from Anna Maria Island and a 9-minute walk from Anna Maria City Pier, offering a peaceful retreat close to the island's attractions. The property has received excellent ratings for its location, cleanliness, and overall experience.
This two-bedroom, two-bathroom dwelling spans 119 square metres and comfortably accommodates up to six guests. The cottage features a private pool and hot tub, a fully equipped kitchen, a terrace, a garden, and a spa, providing a luxurious and relaxing stay.

This detached house in Bradenton is located 17.7 kilometres from Sarasota International Convention Centre and John and Mable Ringling Museum of Art, with Greens of Manatee Golf Club just 9.5 kilometres away.
This property offers three bedrooms, two bathrooms, and accommodates up to eleven guests, featuring a private swimming pool, air conditioning, complimentary WiFi, and barbecue facilities for outdoor entertaining.

Garry's Landing is a detached house located in the San Remo community, a short drive from the beaches of Anna Maria Island and Palma Sola Bay.
This 141 square metre property accommodates up to six guests, featuring three bedrooms, two bathrooms, a fully equipped kitchen with an air fryer, and a private dock on the canal suitable for fishing and launching kayaks.

This Cortez beachfront property boasts private beach access and is situated near Anna Maria Island, approximately 21 kilometres from the Ringling Museum of Art and 13 kilometres from the Greens of Manatee Golf Club.
This three-bedroom, two-bathroom house, offering 6 square metres of floor space and sleeping up to 15 guests, features a private pool, garden, free Wi-Fi, and parking; laundry services are also available.

This beachfront villa in Bradenton Beach offers direct access to the sand and is situated 19 kilometres from Sarasota Bradenton International Airport and 22 kilometres from the Sarasota International Convention Centre and John and Mable Ringling Museum of Art.
This property, suitable for up to seven guests, features a well-equipped kitchen with a dishwasher and microwave, air conditioning, a swimming pool, hot tub, garden, fitness centre, tennis court, and private parking, with sea views from the patio and facilities for disabled guests.

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.

This holiday home in Bradenton Beach is situated a mere 3-minute walk from the beach and is located 19-21 kilometres from Sarasota International Convention Centre, John and Mable Ringling Museum of Art, and Sarasota Bradenton International Airport.
This 160 square metre, two-bedroom, two-bathroom holiday home accommodates up to six guests and features a full kitchen, air conditioning, a swimming pool, a spa, a hot tub, and complimentary WiFi, with a golf cart provided for stays in January 2026.

This Holmes Beach holiday home is a two-minute walk from Anna Maria Island's shores, 2.9 kilometres from Anna Maria City Pier and 29 kilometres from the John and Mable Ringling Museum of Art.
This five-bedroom property accommodates up to nineteen guests and features a private swimming pool, hot tub, fully equipped kitchen, complimentary WiFi, and private parking.

This Bridge Street Pier Beach House offers unbeatable waterfront access in Bradenton Beach, directly adjacent to the Bridge Street Pier and Anna Maria Oyster Bar, providing stunning Sarasota Bay views.
This three-bedroom, two-bathroom property boasts 80 square metres of living space, sleeping up to six guests and featuring a private swimming pool, spa, tennis court, and kayaks/paddleboards for exploring Sarasota Bay; nearby amenities include a community pool and clubhouse.

This Holmes Beach property provides direct beachfront access, just steps from Bradenton Beach, with Anna Maria City Pier located 6.9 kilometres away and Sarasota Bradenton International Airport 20.9 kilometres distant.
This 175 square metre holiday home accommodates up to 11 guests, featuring 3 bedrooms and 3 bathrooms, with amenities including a fully equipped kitchen, complimentary WiFi, air conditioning, a hot tub, and on-site waterpark facilities.