Compare cheap villa rentals in Anna Maria, FL from 100+ sites!

This five-bedroom, four-bathroom Anna Maria Island vacation home, located in Tahiti Bay, is a five-minute walk from Anna Maria Island beach and 17 miles from Sarasota Bradenton International Airport.
Boasting 2,600 square feet of living space, this rental property features a private pool, a balcony with sea views, free Wi-Fi, free parking, and can comfortably accommodate up to 23 guests.

This Cortez, Florida vacation home in Bayview Pointe is conveniently located 1.2 miles from Bradenton Beach and Cortez Beach, and 1.8 miles from Coquina Beach.
This 1680-square-foot, three-bedroom, three-bathroom house sleeps up to 19 guests and features a private pool, free Wi-Fi, free parking, an EV charging station, and a fully equipped kitchen.

This Holmes Beach house is located near popular tourist attractions and landmarks, including Captain Mike's Fishing Charters, Bradenton Beach Marina, Robinson Preserve, and Anna Maria City Pier, making it an excellent choice for travelers looking to explore the area. The house has received very good user ratings and excellent location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The house features a kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, a terrace or balcony, a garden, and parking. It also offers amenities such as an outdoor pool, free Wi-Fi, a TV and patio in each unit, barbecue facilities, and laundry facilities.

This vacation home in Bradenton Beach is a 10-minute walk to Cortez Beach and 12 miles from Sarasota Bradenton International Airport, offering sea views.
This 3100 square foot residence accommodates up to 27 guests with 6 bedrooms, 7 bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, and a balcony, with outdoor seating available.

The Mystical Rose, a spacious Bradenton Beach home, is a short walk from Cortez Beach and within six to fourteen miles of Anna Maria City Pier, the John and Mable Ringling Museum of Art, and Sarasota Bradenton International Airport.
This 3,420-square-foot vacation rental boasts eight bedrooms, seven bathrooms, and accommodates up to 31 guests, featuring a private pool, balcony, fully equipped kitchen, and laundry facilities.

This 31,010 sq ft villa in Anna Maria is a 9-minute walk to Anna Maria Island and 18 miles from Sarasota International Convention Center.
This family-friendly vacation home accommodates 21 guests with 4 bedrooms, 5 bathrooms, a private heated pool, hot tub, on-site bar, and a water park.

Pineapple House, a Holmes Beach vacation rental, is a 7-minute walk from Bradenton Beach and less than a mile from Anna Maria Island.
This 550-square-foot house features one bedroom, one bathroom, a fully equipped kitchen, a pool, and accommodates up to seven guests, with free Wi-Fi and proximity to Holmes Beach's cycling paths.

This Bradenton cottage is located near the Gulf of Mexico beaches, 1.5 miles from the Historical Cortez Fishing Village, and 2 miles from Gulf beaches.
This 1000 square foot vacation rental accommodates up to 4 guests and features 2 bedrooms, 1 bathroom, air conditioning, a full kitchen with a fridge and microwave, and allows pets for an additional fee.

This dog-friendly canal-front house in Holmes Beach offers a private dock, 2 kayaks, and is a 12-minute walk to the Gulf shores, with a 4-minute walk to the free AMI trolley stop for island access. This home accommodates up to 4 guests with 2 king bedrooms, each featuring an ensuite bathroom with a walk-in shower, and includes a well-equipped kitchen, air conditioning, and a BBQ grill.

Barefoot by the Bay at Bayside Bungalow is a vacation rental located in the Bayside Bungalow district of Anna Maria, a short walk from Anna Maria Island and a short drive from The John and Mable Ringling Museum of Art, in an area known for its stunning waterfront views and proximity to the pier. This house has a floor area of 1000 square feet and can accommodate up to 6 guests.
The house features a private balcony overlooking the bay, a fully equipped kitchen, two separate living rooms, four bathrooms, and air conditioning. Guests can enjoy the private entrance, proximity to Anna Maria Island, and the various amenities and activities the area has to offer.

This house in Bayshore Gardens, Bradenton, is located 1.2 miles from Sarasota Bradenton International Airport and within a few miles of the Sarasota International Convention Center and the John and Mable Ringling Museum of Art.
This 1630 sq ft home offers 3 bedrooms, 2 bathrooms, air conditioning, a private swimming pool, a garden, and a fully equipped kitchen, accommodating up to 13 guests with complimentary WiFi and free parking.

This Anna Maria vacation home is located a 5-minute walk from Anna Maria Island and a 14-minute walk from the Anna Maria City Pier, with Sarasota Bradenton International Airport 18 miles away.
This 1100 square foot rental property offers 2 bedrooms, 2 bathrooms, and can accommodate up to 7 guests with amenities including a swimming pool, air conditioning, and a fully equipped kitchen with a dishwasher and microwave.

This Bradenton vacation home is conveniently located approximately 8 miles from the Sarasota International Convention Center and a short drive from Anna Maria Island and Bradenton Beach.
The 910-square-foot property features two bedrooms, two bathrooms, accommodates four guests, and includes a private balcony, swimming pool, Jacuzzi, and free Wi-Fi.

Lazy Pelican, a Holmes Beach house rental, is a 7-minute walk from Anna Maria Island and 1.7 miles from the Anna Maria City Pier, offering easy access to Holmes Beach attractions.
This 1,560-square-foot vacation home features two bedrooms, two bathrooms, a swimming pool, free Wi-Fi, and a fully equipped kitchen with a dishwasher, comfortably accommodating small families or groups.

This beachfront vacation home in Bradenton Beach offers direct beach access and sea views, located just a few steps from the shore, with Sarasota International Convention Center and John and Mable Ringling Museum of Art both 14 miles away.
This rental accommodates up to 7 guests with 1 bathroom, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, jacuzzi, garden, fitness center, tennis court, and private parking, plus disabled guest facilities and nearby cycling opportunities.

This Anna Maria Island vacation home is a short walk from Anna Maria City Pier and a five-minute walk from Anna Maria Island, 17 miles from Sarasota Bradenton International Airport, and 19 miles from The Ringling Museum of Art.
This 2,600-square-foot house features five bedrooms, four bathrooms, a private pool, and can accommodate up to 23 guests, boasting amenities such as a fitness center, free Wi-Fi, and private parking.