From Beach to Bay Come Play & Stay...

Gorgeous Beach Directly Across the Street
Gorgeous Beach Directly Across the Street

About this rental

Condo (Sleeps 6)
1097 sq. ft.  ·   2 bedrooms   ·  2 bathrooms
  • Sleeps: 6
  • Bedrooms: 2
  • Bathrooms: 2
  • Property Type: Condo
  • Minimum Stay: N/A
  • Living Area: 1097 sq. ft.

Runaway Bay is in walking distance from the Historic Bridge Street, the Hub of entertainment in this wonderful beach community, a street where you can shop, dine, and play from beach to bay. The free trolley also makes a stop on Gulf Drive, right in front of Runaway Bay’s complex. Take the trolley to the beach or anywhere else you want to visit on the island without worrying about getting sand in your car. Visit downtown Anna Maria Island, Holmes Beach, or any of the local restaurants or establishments. You can even jump on the trolley for just a scenic ride around the island! In addition to the free trolleys, locals and visitors alike can travel up and down the island for exceptional quality seafood restaurants and coastal living shops via bike, golf cart, kayak, or boat. This area also offers a great variety of boat tours, fishing charters, parasailing, scuba diving, and Golf among many other exciting activities. There is no better way to experience Florida’s Gulf Coast than spending your vacation at Anna Maria Island.

Why Kids Love It

We have the largest heated pool on the island and the beach is directly across the street. We have the Bay area also with a fishing dock area

Area Information

Experience the Island worries here!

Favorite Places To Eat

Wicked Cantina within walking distance

View more


  • Beds
  • 1 Queen Bed
  • 2 Twin Beds
  • 1 Sofa Bed
  • Air conditioning
  • Balcony
  • Communal pool
  • Fitness room
  • Free WiFi
  • Game room
  • Heated pool
  • Internet
  • Kid friendly
  • Kitchen
  • Lawn / garden
  • Managed by owner
  • No pets allowed
  • Non-smoking
  • Parking available
  • Towels provided
  • Water view
  • Blender
  • Cable / satellite TV
  • Ceiling fans
  • Coffee maker
  • Dishes & utensils
  • Dishwasher
  • Freezer
  • Hair dryer
  • Iron and board
  • Microwave
  • Outdoor grill
  • Oven
  • Refrigerator
  • Smoke detector
  • Stove
  • Television
  • Toaster
  • Washer & Dryer
Nearby Activities
  • Beach
    (< 1 mile)
  • Bicycling
    (1 mile)
  • Boating
    (1 mile)
  • Canoeing
    (1 mile)
  • Children's Pool
  • Deep Sea Fishing
    (1 mile)
  • Fishing
    (1 mile)
  • Golf
    (15 miles)
  • Grocery Store
    (2 miles)
  • Gym/Fitness Center
  • Horseback Riding
    (3 miles)
  • Jet Skiing
    (1 mile)
  • Kayaking
    (1 mile)
  • Live Entertainment
    (1 mile)
  • Ocean
  • Parasailing
    (1 mile)
  • Park
    (1 mile)
  • Scuba Diving
    (1 mile)
  • Shopping Area
    (1 mile)
  • Snorkeling
    (1 mile)
  • Tennis
  • Water Skiing
    (1 mile)
  • Windsurfing
    (1 mile)

Other Vacation Rental Amenities

Fishing area on site


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Nearest Airport: Sarasota/Bradenton - 25 miles
Nearest Bar: Island Time Bar and Grill - 1 mile
Nearest Beach: Bradenton Beach - 0.3 miles
Nearest Golf: Manatee County Golf Course - 15 miles
Nearest Theme Park: Riverwalk Splash Park - 11 miles
Nearest Restaurant: Wicked Cantina - 0.8 miles

Hosted by Christian Hennessy

Christian Hennessy

Member since 2022

Year Purchased: 2022

About the owner: I live in Upstate NY and sell Real Estate here full time. I love warm climates such as FL. I really enjoy being able to share my Happy Places with others. I take pride in my condos.

Why this property? Bought my first short term rental condo in Key West. I searched for my 2nd condo hoping it would have a very similar vibe and found Anna Maria Island to do just that! You just can't beat the Location here. It sits right in between the Beach and the Bay. It's close to ALL amenities. No need to drive. You can walk, bike or take the Fee Trolley.


  • Gorgeous Beach Directly Across the Street
    Gorgeous Beach Directly Across the Street
Christian Hennessy

Hosted by Christian Hennessy

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