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Anna Maria Island: Vacation Rental By Owner

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  • Property-1 Image 1
    Condo Select Dates for Price
    • 2Bed
    • 2Baths
    • (58)
    Updated and within Walking Distance... Anna Maria Island, FL

    Come and stay at this newly renovated unit; one of two units available at this superb duplex located just 500 meter from beautiful Holmes Beach on Anna Maria... ...more

  • Property-2 Image 1
    Cottage Select Dates for Price
    • 2Bed
    • 2Baths
    Rentals with Idyllic Holiday Properties Anna Maria Island, FL

    Idyllic Holiday Properties is a small friendly holiday company offering an honest and efficient service for our privately owned rental properties situated in... ...more

  • Property-3 Image 1
    House $360 / Nightly
    • 3Bed
    • 2Baths
    • (21) Wonderful
    Anna Maria Island Waterfront house... Anna Maria Island, FL

    Stunning single 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... ...more

  • Property-4 Image 1
    Cottage Select Dates for Price
    • 2Bed
    • 2Baths
    • (2) Exceptional
    Rentals with Idyllic Holiday Properties Anna Maria Island, FL

    Idyllic Holiday Properties is a small friendly holiday company offering an honest and efficient service for our privately owned rental properties situated in... ...more

  • Property-5 Image 1
    House $233 / Nightly
    • 3Bed
    • 2Baths
    • (8) Exceptional
    Anna Maria Island Stunning Waterfront... Anna Maria Island, Florida

    606 hampshire lane, holmes beach fl 34217... Exquisite home on a great extra wide canal across the street from the key royale golf club. Designer furnished with... ...more

  • Property-6 Image 1
    Villa $175 / Nightly
    • 2Bed
    • 2Baths
    • (1) Exceptional
    AMI Coastal Retreats- Beach Dreams "... Anna Maria Island, Florida

    This is the last property on COQUINA BEACH, GULFSIDE, after historic Bridge Street, before the new pier. This means the pier on Coquina Beach could literally be... ...more

  • Property-7 Image 1
    House $300 / Nightly
    • 2Bed
    • 2Baths
    Anna Maria Island Beach Palms 6B Anna Maria Island, Florida

    FAMILY/CHILD FRIENDLY CONDOMINIUM. Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna... ...more

  • Property-8 Image 1
    Condo $300 / Nightly
    • 2Bed
    • 2Baths
    • (1) Exceptional
    Anna Maria Island Beach Palms 2A Anna Maria Island, Florida

    FAMILY/CHILD FRIENDLY CONDOMINIUM. Surrounded by water with the Gulf of Mexico to the west and Florida's Intra-Coastal Waterway to the east, Tampa Bay to the... ...more

  • Property-9 Image 1
    House $273 / Nightly
    • 2Bed
    • 2Baths
    1304BDN-6B. Gorgeous 2 Bedroom Condo... Anna Maria Island, Florida

    Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island Beach Palms has just... ...more

  • Property-10 Image 1
    House $294 / Nightly
    • 2Bed
    • 2Baths
    1304BDN-7A. Bay Area Anna Maria 2... Anna Maria Island, Florida

    The Beach Palms 7A is a gorgeous 2 bedroom, 2 bathroom first floor condo that sleeps 6, a boat and fishing dock, heated pool, and 2 parking spots. The north... ...more

  • Property-11 Image 1
    House $223 / Nightly
    • 2Bed
    • 2Baths
    4102GD-5. Renovated 2 Bedroom Condo... Anna Maria Island, Florida

    The Anna Maria Island Beach Paradise 5 condo is located directly in the middle of beautiful Anna Maria Island on Holmes Beach. This is a delightful location... ...more

  • Property-12 Image 1
    House $650 / Nightly
    • 4Bed
    • 3Baths
    109-6STN. Gorgeous Anna Maria Island... Anna Maria Island, Florida

    Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. Welcome to paradise. Featured here is a new... ...more

  • Property-13 Image 1
    House $223 / Nightly
    • 2Bed
    • 1Baths
    1303BDS. Gorgeous 2 Bedroom Condo in... Anna Maria Island, Florida

    Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island Beach Breeze is a... ...more

  • Property-14 Image 1
    House $223 / Nightly
    • 2Bed
    • 2Baths
    4102GD-6. Modern 2 Bedroom Condo with... Anna Maria Island, Florida

    Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island 'Beach Paradise 6 is... ...more

  • Property-15 Image 1
    House $195 / Nightly
    • 1Bed
    • 1Baths
    4102GD-10. Beautiful Anna Maria 1... Anna Maria Island, Florida

    Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island Beach Paradise 10 is... ...more

  • Property-16 Image 1
    House $260 / Nightly
    • 2Bed
    • 2Baths
    1203BDN. Modern 2 Bedroom Condo on... Anna Maria Island, Florida

    The Beach Castle is located with-in walking distance of Anna Maria Island's best waterfront restaurants, beach shops, gift shops, shell shops, boutiques and the... ...more

  • Property-17 Image 1
    Apartment $155 / Nightly
    • 2Bed
    • 2Baths
    • (22) Exceptional
    Absolute Anna Maria Anna Maria Island, Florida

    FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!!brbrAbsolute Anna Maria is completely surrounded by water with the Gulf of Mexico to... ...more

  • Property-18 Image 1
    Condo $300 / Nightly
    • 2Bed
    • 2Baths
    Beach Paradise 5 Anna Maria Island, Florida

    FAMILY/CHILD FRIENDLY CONDOMINIUM. The Anna Maria Island Beach Paradise 5 condo is located directly in the middle of beautiful Anna Maria Island on Holmes... ...more

  • Property-19 Image 1
    House $260 / Nightly
    • 2Bed
    • 2Baths
    1304BDN-R. Anna Maria Island Retreat... Anna Maria Island, Florida

    The Anna Maria Island Retreat is a gorgeous two bedroom, two bathroom condo sleeping six. The Anna Maria Island Retreat is completely surrounded by water with... ...more

  • Property-20 Image 1
    Apartment $110 / Nightly
    • 1Bed
    • 1Baths
    Ohana Hale Beachside Suite C Studio Anna Maria Island, Florida

    Aloha and welcome to our Island Home. “Ohana” is Hawaiian for family and that is who you are when you stay with us. Our retreat is nestled in Anna Maria Island,... ...more

Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Anna Maria Island. Many accommodations in Anna Maria Island provide "Jet Skiing", there are 2, or there are 2 of Vacation Rentals in Anna Maria Island with a "Sailing", there are also 2 with "Scuba Diving - Snorkling", which is another great reason to visit Anna Maria Island.

We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in Anna Maria Island. The most expensive month of the next 12 months is in January, where prices hit an average of $60 a night. In , prices will hit an average low of $0 per night.