Anna Maria Island Rentals

EXTERIOR
Holmes Beach, FL Bedrooms: 1 Bathrooms: 1 Sleeps: 4
EXTERIOR
Holmes Beach, FL Bedrooms: 1 Bathrooms: 1 Sleeps: 4
POOL
Holmes Beach, FL Bedrooms: 5 Bathrooms: 4 Sleeps: 10
EXTERIOR
Bradenton Beach, FL Bedrooms: 2 Bathrooms: 1 Sleeps: 4
EXTERIOR
Bradenton Beach, FL Bedrooms: 2 Bathrooms: 1 Sleeps: 4
EXTERIOR POOL SIDE
Holmes Beach, FL Bedrooms: 4 Bathrooms: 2 Sleeps: 10
EXTERIOR UPPER UNIT
Bradenton Beach, FL Bedrooms: 2 Bathrooms: 1 Sleeps: 6
EXTERIOR UNIT ON BOTTOM LEFT
Bradenton Beach, FL Bedrooms: 1 Bathrooms: 1 Sleeps: 4
EXTERIOR
Bradenton Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
EXTERIOR
Bradenton Beach, FL Bedrooms: 2 Bathrooms: 1 Sleeps: 6
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 6
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 1 Sleeps: 6
EXTERIOR
Holmes Beach, FL Bedrooms: 4 Bathrooms: 3 Sleeps: 10
EXTERIOR
Anna Maria, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
EXTERIOR
Holmes Beach, FL Bedrooms: 1 Bathrooms: 1 Sleeps: 4
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 6
Exterior
Holmes Beach, FL Bedrooms: 3 Bathrooms: 3 Sleeps: 10
EXTERIOR
Holmes Beach, FL Bedrooms: 3 Bathrooms: 3 Sleeps: 8
EXTERIOR
Holmes Beach, FL Bedrooms: 4 Bathrooms: 4 Sleeps: 12
DECK VIEWS
Bradenton Beach, FL Bedrooms: 3 Bathrooms: 2 Sleeps: 6
EXTERIOR
Bradenton Beach, FL Bedrooms: 3 Bathrooms: 2 Sleeps: 6
EXTERIOR
Holmes Beach, FL Bedrooms: 1 Bathrooms: 1 Sleeps: 4
EXTERIOR
Bradenton Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 6
EXTERIOR POOL SIDE
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 6
EXTERIOR POOL SIDE
Holmes Beach, FL Bedrooms: 1 Bathrooms: 1 Sleeps: 4
EXTERIOR
Holmes Beach, FL Bedrooms: 3 Bathrooms: 3 Sleeps: 6
EXTERIOR
Holmes Beach, FL Bedrooms: 3 Bathrooms: 2 Sleeps: 5
EXTERIOR POOL SIDE
Holmes Beach, FL Bedrooms: 3 Bathrooms: 3 Sleeps: 10
EXTERIOR
Bradenton Beach, FL Bedrooms: 2 Bathrooms: 1 Sleeps: 4
EXTERIOR
Anna Maria, FL Bedrooms: 4 Bathrooms: 2 Sleeps: 8
POOL
Holmes Beach, FL Bedrooms: 3 Bathrooms: 2 Sleeps: 8
EXTERIOR & POOL
Anna Maria, FL Bedrooms: 4 Bathrooms: 4 Sleeps: 12
EXTERIOR
Holmes Beach, FL Bedrooms: 3 Bathrooms: 2 Sleeps: 7
EXTERIOR
Bradenton Beach, FL Bedrooms: 3 Bathrooms: 2 Sleeps: 6
TOP UNIT
Bradenton Beach, FL Bedrooms: 3 Bathrooms: 2 Sleeps: 7
EXTERIOR
Bradenton Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
EXTERIOR
Bradenton Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 6
EXTERIOR
Bradenton Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
EXTERIOR
Bradenton Beach, FL Bedrooms: 1 Bathrooms: 1 Sleeps: 2
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 6
EXTERIOR
Holmes Beach, FL Bedrooms: 3 Bathrooms: 2 Sleeps: 8
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 6
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 6
EXTERIOR
Holmes Beach, FL Bedrooms: 3 Bathrooms: 2 Sleeps: 8
Exterior
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 8
EXTERIOR
Holmes Beach, FL Bedrooms: 1 Bathrooms: 1 Sleeps: 2
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 1 Sleeps: 4
EXTERIOR
Holmes Beach, FL Bedrooms: 3 Bathrooms: 2 Sleeps: 6
EXTERIOR
Longboat Key, FL Bedrooms: 1 Bathrooms: 1 Sleeps: 4
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
EXTERIOR
Bradenton, FL Bedrooms: 3 Bathrooms: 2 Sleeps: 6
EXTERIOR
Bradenton, FL Bedrooms: 3 Bathrooms: 2 Sleeps: 6
EXTERIOR
Holmes Beach, FL Bedrooms: 3 Bathrooms: 2 Sleeps: 10
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 1 Sleeps: 4
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 1 Sleeps: 4
OUTSIDE AREA
Bradenton Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
1
Bradenton Beach, FL Bedrooms: 3 Bathrooms: 3 Sleeps: 6
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 3 Sleeps: 6
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 3 Sleeps: 6
POOL AREA
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 6
EXTERIOR & POOL
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 6
STUNNING VIEWS
Bradenton Beach, FL Bedrooms: 3 Bathrooms: 3 Sleeps: 6
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 6
VIEWS
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
EXTERIOR
Bradenton Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 6
EXTERIOR
Bradenton Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 6
EXTERIOR
Bradenton Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 6
BUNK ROOM
Holmes Beach, FL Bedrooms: 4 Bathrooms: 3 Sleeps: 10
EXTERIOR
Holmes Beach, FL Bedrooms: 3 Bathrooms: 2 Sleeps: 8
EXTERIOR OF BUILDING
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
ISLAND VILLAGE 108
Holmes Beach, FL Bedrooms: 3 Bathrooms: 3 Sleeps: 6
Exterior La Playita
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 6
EXTERIOR
Bradenton Beach, FL Bedrooms: 2 Bathrooms: 1 Sleeps: 6
POOL PATIO
Holmes Beach, FL Bedrooms: 3 Bathrooms: 2 Sleeps: 8
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 1 Sleeps: 4
EXTERIOR
Bradenton Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
EXTERIOR
Bradenton Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
MARTINIQUE SOUTH
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
EXTERIOR
Cortez, FL Bedrooms: 2 Bathrooms: 1 Sleeps: 4
EXTERIOR
Holmes Beach, FL Bedrooms: 3 Bathrooms: 2 Sleeps: 6
EXTERIOR
Holmes Beach, FL Bedrooms: 3 Bathrooms: 3 Sleeps: 6
EXTERIOR
Anna Maria, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 8
POOL
Holmes Beach, FL Bedrooms: 2 Bathrooms: 1 Sleeps: 5
POOL
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
EXTERIOR
Holmes Beach, FL Bedrooms: 1 Bathrooms: 1 Sleeps: 4
EXTERIOR & POOL
Holmes Beach, FL Bedrooms: 1 Bathrooms: 1 Sleeps: 4
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 6
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
EXTERIOR
Bradenton Beach, FL Bedrooms: 2 Bathrooms: 1 Sleeps: 4
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
POOL
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
EXTERIOR
Holmes Beach, FL Bedrooms: 3 Bathrooms: 3 Sleeps: 6
VIEW
Holmes Beach, FL Bedrooms: 3 Bathrooms: 3 Sleeps: 10
SUNBOW BAY
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
AERIAL VIEW
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
EXTERIOR
Holmes Beach, FL Bedrooms: 3 Bathrooms: 2 Sleeps: 6
EXTERIOR
Holmes Beach, FL Bedrooms: 5 Bathrooms: 3 Sleeps: 10
EXTERIOR
Holmes Beach, FL Bedrooms: 2 Bathrooms: 2 Sleeps: 4
EXTERIOR
Holmes Beach, FL Bedrooms: 3 Bathrooms: 2 Sleeps: 6

For a relaxing and rejuvenating island vacation, Anna Maria Island is the place to go with its quaint charm, gorgeous beaches, and brilliant ocean sunsets.

Our Anna Maria Island rentals are a top choice for your next vacation with remarkable amenities and top locations near the popular beaches on the island, restaurants, shops, bars, and more.

Enjoy Anna Maria Island accommodations in the utmost comfort

Our vacation rentals will allow you to enjoy Anna Maria island in the utmost comfort. They are loaded with amenities that vary from one rental to another, including the following and more:

  • 1 to 3+ bathrooms in each home
  • 1 to 5+ spacious bedrooms
  • Locations at or near the beach
  • Full kitchens equipped with every utensil and appliance
  • Beautiful landscaping and yards
  • Living rooms with televisions and cable
  • High speed WiFi internet access
  • Dining rooms or kitchen eating areas with seating
  • Laundry rooms with washer and dryer

You can find the specifics regarding each of our Anna Maria Island rentals by clicking “More Details” as you search for your rental.

Cook delicious homemade meals in your full kitchen

You won’t need to always eat at restaurants if you would prefer to cook on some nights, as the majority of our vacation rentals are equipped with full kitchens with pots, pans, cooking utensils, stoves, refrigerators and microwaves. Many of the kitchens also have dishwashers for your convenience.

You can save a significant amount of money on your trip costs simply by cooking in your vacation home. Fresh produce, meat and seafood, spices, and other ingredients are available at a number of grocery stores and farmer’s markets throughout the island including the City of Anna Maria, Holmes Beach and Bradenton Beach.

A perfect vacation destination for families

Anna Maria Island is made for a family beach getaway with its kid-friendly public beaches offering lifeguards, playgrounds, picnic facilities, bicycle paths, volleyball courts and more. The main beaches have lifeguard facilities during much of the year, and the water is calm clear and safe for swimming.

Other exciting family activities await include ocean wildlife tours, fishing charters, the historic piers on the island, kayaking, stand up paddle boarding, biking, and so much more.