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Holiday rentals in Anna Maria Island

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Top-rated holiday rentals in Anna Maria Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

  1. Entire holiday home
  2. Holmes Beach
Ohana Beach Resort C! Fabulous salt pool at beach!

The location is perfectly situated in the middle of the island with quick access to the beach (3 minute walk from door to shore without crossing Gulf Drive), Publix grocery store, Walgreens, Manatee Public Beach, shopping, restaurants and more. The free trolley stop is steps away offering an affordable way to explore the whole island. Ohana Beach Retreat is a newly renovated triplex in Holmes Beach on Anna Maria Island. Come enjoy our heated salt water pool in an oasis of palm trees.

  1. Entire bungalow
  2. Anna Maria
Bay Breeze Cottages #2

Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the endless sun all year long, take a swim in our private heated pool with your favorite beverage, or head out anywhere on the island in our street legal gas powered golf carts to any of the local restaurants, piers, sand white sand beaches, and all other attractions the island has to offer. Come enjoy your own slice of paradise at Bay Breeze Cottages on Anna Maria Island.

  1. Entire apartment
  2. Holmes Beach
Waterfront condo with pool and easy access to sugar sand beach

 

Holiday rentals for every style

Get the amount of space that is right for you.

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Stay near Anna Maria Island's top sights

Photo of Manatee Public Beach
Manatee Public Beach19 locals recommend
Photo of Beach Market at Coquina Beach
Beach Market at Coquina Beach9 locals recommend
Photo of Cortez Beach
Cortez Beach7 locals recommend
Photo of Anna Maria Island
Anna Maria Island114 locals recommend
Photo of Manatee Beach Park
Manatee Beach Park3 locals recommend
Photo of Bean Point
Bean Point21 locals recommend

Other great holiday rentals in Anna Maria Island

SUPERHOST
  1. Entire cottage
  2. Anna Maria
Turtle Cottage - Anna Maria Island
  1. Entire apartment
  2. Bradenton Beach
Beachfront view, toes in the sand and gulf. Simply
  1. Entire apartment
  2. Holmes Beach
Amazing Resort Sixty-Six, 1 Bedroom Suite
SUPERHOST
  1. Entire home
  2. Holmes Beach
Salty Harbor AMI pool retreat 6min to the Beach🏝
  1. Entire home
  2. Anna Maria
Cozy Beachhouse 800 steps to beach
  1. Entire apartment
  2. Holmes Beach
Anna Maria Island Beach Condo w/ Stunning Views!
SUPERHOST
  1. Entire home
  2. Holmes Beach
Walk 2 Beach ★ Tropical Heated Pool★ Sunset View
SUPERHOST
  1. Entire home
  2. Holmes Beach
Sandy Toes Luxury Villa - 300 steps to the beach
SUPERHOST
  1. Entire rental unit
  2. Holmes Beach
Cabin 2 at Spinnakers Vacation Cottages
SUPERHOST
  1. Entire apartment
  2. Holmes Beach
Starfish Condo-w/ Boat Slip-Anna Maria Island
SUPERHOST
  1. Entire apartment
  2. Bradenton Beach
★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
  1. Entire bungalow
  2. Anna Maria
Bay Breeze Cottages #1 (The Mahi-Mahi)