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  • Flamingo's Nest

    Anna Maria, Florida

    Welcome to Flamingo's Nest! With only a 5 minute walk to the white sand beaches of Anna Maria Island. Flamingo's Nest is a stunning 3 bedroom 2 bath single family home with a caged,... ...more

    Beds: 3 Baths: 2 Property type: House
    $235 / Nightly
  • Beach Breeze Hideaway

    Anna Maria, Florida

    Welcome to Beach Breeze Hideaway! This cute island property is just perfect for your laid-back Anna Maria Island retreat! Newly updated throughout, this 2 bedroom/2 bathroom beach duplex is... ...more

    Beds: 2 Baths: 2 Property type: Villa
    $167 / Nightly
  • Pleasant Palms

    Anna Maria, Florida

    Nestled right in the midst of Anna Maria Island is this 3 bedroom 2 bath single family home with private pool. The pool area is very inviting with sun on it throughout the day... Enjoy evening... ...more

    Beds: 3 Baths: 2 Property type: House
    $193 / Nightly
  • Bahama Mama's

    Anna Maria, Florida

    Beautifully updated, 3 bedroom/2 bath home with very large private saltwater pool and spa and elevator access. Large porches off of all Bedrooms, and a large master suite with sitting area. The... ...more

    Beds: 3 Baths: 2 Property type: House
    $293 / Nightly
  • Blue Heron Waterfront House Anna Maria island

    Anna Maria, Florida

    Stunning ground level 3 bedroom/2 bath home with luxury finishes at every glance. Brand new to the market and recently renovated, this home is packed with designer finishes throughout from luxury... ...more

    Beds: 3 Baths: 2 Property type: House (6) Exceptional
    $249 / Nightly
  • Palm Cottage #54605

    Anna Maria, Florida

    7201 Palm Drive, Holmes Beach, Anna Maria Island Palm Cottage ... Lovely 2 bedroom, 2 bath recently updated home. This ground level home offers a beachy decor, a new pool , granite... ...more

    Beds: 2 Baths: 2 Property type: Cottage
    $212 / Nightly
  • Surfer Girl- 211 77th St

    Anna Maria, Florida

    Enjoy an endless summer at this cute and cozy 1 bedroom, 1 bath ground floor duplex unit located just a short block and half to the beach. Direct beach access at the end of the street. Kitchen has... ...more

    Beds: 1 Baths: 1 Property type: House
    $86 / Nightly
  • Sand Dollar- 208 76th St, Holmes Beach

    Anna Maria, Florida

    Old Florida at it's best! Come enjoy this true Island home with its cute and comfy interior. Located just two short blocks to the beautiful beaches of Anna Maria Island. Large back yard for sitting... ...more

    Beds: 2 Baths: 2 Property type: House
    $100 / Nightly
  • Jacaranda Artist Retreat

    Anna Maria, Florida

    As an artist this private three bedroom and two bath multi-level elevated vacation home has been our family retreat that inspires many paintings of Anna Maria Island. Located on the secluded North... ...more

    Beds: 3 Baths: 2 Property type: House (2)
    $175 / Nightly
  • 50 Steps to the Beach!

    Anna Maria, Florida

    Newly renovated beach condo just 50 steps to the sand. Over 1200 sq ft with 2 lanais and 1 spacious rooftop deck for spectacular ocean views. Granite Counter Tops Stainless Steel Appliances... ...more

    Beds: 2 Baths: 2 Property type: Condo
    $179 / Nightly
  • Sand Castle well appointed home steps from beaches

    Anna Maria, Florida

    Beautiful, recently renovated 1700 sf home that accommodates up to 8 people. Only a few steps to amazing sandy gulf beach. Enjoy all the amenities of a single level well appointed home with no... ...more

    Beds: 3 Baths: 2 Property type: House (2) Exceptional
    $329 / Nightly
  • Anna Maria Island Nantucket

    Anna Maria, Florida

    3 Story 'Nantucket' Style - 4 bedroom/ 3 bath villa is just a short walk to the beach - Nestled in a tropical setting, only a few blocks to the Gulf beach; heated private pool great for cooling... ...more

    Beds: 4 Baths: 3 Property type: House (23) Excellent
    $175 / Nightly
  • Swaying Palms

    Anna Maria, Florida

    Welcome to Swaying Palms! Beautifully updated, 3 bedroom/3 bath home with very large private pool and hot tub. This spacious island getaway is located in a quiet neighborhood within under a 10... ...more

    Beds: 3 Baths: 3 Property type: House
    $239 / Nightly
  • 203 76Th St- Downstairs Cabin #54632

    Anna Maria, Florida

    Lime In De Coconut- Downstairs. Adorable, ground level two bedroom, two bath in a 2 unit cottage. Cheery beach decor and a shared heated pool in a tropically landscaped courtyard. This unit also... ...more

    Beds: 2 Baths: 2 Property type: Log Cabin
    $272 / Nightly
  • 203 76Th St- Upstairs Cottage #54631

    Anna Maria, Florida

    div class="rtejustify"Lime in De Coconut - Upstairs..... Adorable, one bedroom, one bath in a 2 unit cottage. Cheery beach decor and a shared heated pool in a tropically landscaped courtyard. Flat... ...more

    Beds: 1 Baths: 1 Property type: Cottage
    $173 / Nightly
  • ANNA MARIA ISLAND DIRECT GULF FRONT CONDO

    Anna Maria, Florida

    3 Miles of white sandy beaches..Beautiful beach front condo. Location is amazing for the perfect vacation bedrooms are a split design for privacy the panoramic views from the condo are... ...more

    Beds: 2 Baths: 2 Property type: Condo (2) Exceptional
    $179 / Nightly
  • Charming Beach Home-w/large, Pool - Only 3 Houses from the Beach !!

    Anna Maria, FL

    Relaxing 'Home Away from Home' Tropical Paradise - 3 Houses from the beach. Located on the quiet, North end of the Island. Perfect location for Amazing Sunsets and great Shell Collecting! Easy... ...more

    Beds: 4 Baths: 3 Property type: House (83) Wonderful
    Select Dates for Price
  • JAN-FEB DEALS!!!! Sirenia By The Sea - Waterfront Pool/Hot Tub/Dock/Sauna

    Anna Maria, FL

    JANUARY 2019 DEAL - $1799/wk* - FEBRUARY DEAL $1,999/wk* (plus fees and taxes). Applicable toward new reservations only. Contact us for details. SIRENIA BY THE SEA ~ Picture yourself vacationing... ...more

    Beds: 5 Baths: 6 Property type: House (63)
    $524 / Nightly
  • Pool, Hot tub, steps to the beach.

    Anna Maria, FL

    Lovely 4000 square feet, 6-7 bed rooms, 4.5 baths, sleep 14 -16 comfortably, Large bed rooms, High ceilings, and a very good location on Anna Maria Island . You will be impressed with the size of... ...more

    Beds: 7 Baths: 5 Property type: House
    Select Dates for Price
  • Gulf Front Vacation in Paradise

    Anna Maria, FL

    SEA BREEZE Gulf Front vacation home is located on Anna Maria's North Shore Drive with magnificent panoramic views of the Gulf of Mexico. This spacious 3 bedroom 2 bath home is tastefully furnished... ...more

    Beds: 3 Baths: 2 Property type: House (8) Exceptional
    Select Dates for Price
Search result 1 to 20 Of 28

Anna Maria: Vacation Rental By Owner

Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Anna Maria. Many accommodations in Anna Maria provide "Children Welcome", there are 295, or there are 235 of Vacation Rentals in Anna Maria with a "Beach", there are also 220 with "Bird Watching", which is another great reason to visit Anna Maria.