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Anna Maria: Vacation Rental By Owner

Search result 1 to 20 Of 391
  • Property-1 Image 1
    Villa Select Dates for Price
    • 3Bed
    • 2Baths
    • (1) Exceptional
    Anna Maria Beach House: Absolutely... Anna Maria, FL

    ANNA MARIA BEACH HOUSE If you are looking for the perfect spot to vacation on Anna Maria Island, look no further! This beautiful 3 bedroom, 2 bath, Anna Maria... ...more

  • Property-2 Image 1
    House Select Dates for Price
    • 3Bed
    Azure Seas - Near Bean Point Beach Anna Maria, FL

    Property Location When you stay at this vacation home in Anna Maria, you'll be on the beach, a 1-minute drive from Tampa Bay and 8 minutes from Manatee Public... ...more

  • Property-3 Image 1
    Villa Select Dates for Price
    • 3Bed
    • 2Baths
    Anna Maria Bay Side: Gorgeous... Anna Maria, FL

    ANNA MARIA BAY SIDE If you are looking for the picture-perfect spot to vacation on Anna Maria Island, look no further! This beautiful 3 bedroom, 2 bath, Anna... ...more

  • Property-4 Image 1
    House Select Dates for Price
    • 2Bed
    Blue Dolphin Inn - Heron Unit Anna Maria, FL

    Property Location When you stay at this vacation home in Anna Maria, you'll be next to a golf course, within a 15-minute drive of Manatee Public Beach and... ...more

  • Property-5 Image 1
    House Select Dates for Price
    • 2Bed
    • 1Baths
    Blue Dolphin Inn - Ibis Anna Maria, FL

    The Ibis unit at the Blue Dolphin Inn, located at 780 Jacaranda in the Historic Village of Anna Maria is a wonderful two bedroom, one bath downstairs unit... ...more

  • Property-6 Image 1
    House Select Dates for Price
    • 3Bed
    • 2Baths
    Breathtaking Views and Lasting... Anna Maria, FL

    We welcome you to stay in our family beach house, located on AMI, just a few houses from beautiful "Bean Pointe" on Anna Maria Island, Florida. We have owned this... ...more

  • Property-7 Image 1
    House Select Dates for Price
    • 2Bed
    Blue Dolphin Inn - Skimmer Dow Unit Anna Maria, FL

    Property Location When you stay at this vacation home in Anna Maria, you'll be next to a golf course, within a 15-minute drive of Manatee Public Beach and... ...more

  • Property-8 Image 1
    House Select Dates for Price
    • 2Bed
    • 2Baths
    • (2) Exceptional
    Beachfront Home with Pool, Golf Cart,... Anna Maria, FL

    Welcome to Pirates Bay! Enjoy this fully equipped beachfront home with direct views of Tampa Bay, Rod and Reel Pier and Egmont Key. The waterfront pool is... ...more

  • Property-9 Image 1
    House Select Dates for Price
    • 2Bed
    • 3Baths
    A Mermaid's Lair: Beautiful Private... Anna Maria, FL

    A MERMAID'S LAIR A beautiful brand new pool and tropical outdoor area await you in the newest of our vacation rentals, A Mermaid''s Lair! Located on the quiet... ...more

  • Property-10 Image 1
    House Select Dates for Price
    • 2Bed
    • 2Baths
    • (5) Very Good
    Barefoot Crossings: Just a 5 minute... Anna Maria, FL

    BAREFOOT CROSSINGS Welcome To Barefoot Crossings! Just a five minute walk from the postcard perfect beaches Anna Maria is famous for you’ll find Barefoot... ...more

  • Property-11 Image 1
    House Select Dates for Price
    • 3Bed
    • 2Baths
    • (7) Exceptional
    Lay-by at the Point: Beautiful... Anna Maria, FL

    Lay-by at the Point Lay-by at the Point, located on the north end of Anna Maria Island, is a fantastic place to start your vacation. This three-bedroom,... ...more

  • Property-12 Image 1
    House Select Dates for Price
    • 3Bed
    • 2Baths
    • (16)
    BON AMI:Beautiful Family-Friendly... Anna Maria, FL

    BON AMI BON AMI will be your "good friend" after a vacation stay. Located on the north end of Anna Maria Island and a short distance to Bean Point and its... ...more

  • Property-13 Image 1
    Cottage Select Dates for Price
    • 4Bed
    • 3Baths
    FREE WiFi & Trolley ONLY STEPS to... Anna Maria, FL

    Enjoy a simple, old fashioned seaside vacation in this adorable duplex west of Gulf Drive and just two houses from the beach in the quaint village of Anna Maria.... ...more

  • Property-14 Image 1
    House Select Dates for Price
    • 3Bed
    • 2Baths
    Blue Dolphin Inn - Flamingo Up Anna Maria, FL

    The Flamingo unit at the Blue Dolphin Inn, located at 780 Jacaranda in the Historic Village of Anna Maria is a wonderful and spacious three bedroom, two bath... ...more

  • Property-15 Image 1
    House Select Dates for Price
    • 2Bed
    • 2Baths
    • (5) Exceptional
    Island Time: Gorgeous Family Friendly... Anna Maria, FL

    ISLAND TIME Welcome to Island Time, Leave the clocks behind! This beautiful Anna Maria Island cottage offers a sparkling private pool, gorgeous outdoor... ...more

  • Property-16 Image 1
    House $761 / Nightly
    • 4Bed
    • 4Baths
    • (57)
    Luxury Beach Getaway Perfect For... Anna Maria , FL

    Beach chic meets casual elegance in this brand new three story house only steps away from the best beach on Anna Maria Island. Ocean views await you from almost... ...more

  • Property-17 Image 1
    Villa Select Dates for Price
    • 2Bed
    • 1Baths
    Fall Vacation Sale!!! Prices Reduced!... Anna Maria, FL

    21 PALMS A Tastefully decorated with an island flair! You'll love this adorable two bedroom/one bath half duplex on the north end of Anna Maria Island! Just 3... ...more

  • Property-18 Image 1
    House Select Dates for Price
    • 4Bed
    • 3Baths
    Luxury 4 bedroom, 3 bath private home... Anna Maria, FL

    Welcome to The Salty Dog. This luxury Key West style home has it all. Expansive bay views, private heated pool, extra large master suite with a double shower and... ...more

  • Property-19 Image 1
    House Select Dates for Price
    • 2Bed
    • 2Baths
    • (2) Exceptional
    Private Pool Home Just Two Blocks... Anna Maria, FL

    DREAMSCAPE Welcome to Dreamscape! Just two blocks from the most pristine beaches of the north end of Anna Maria Island, you’ll find Dreamscape! A two bedroom,... ...more

  • Property-20 Image 1
    House Select Dates for Price
    • 4Bed
    • 3Baths
    • (11) Very Good
    Heated Pool FREE WiFi & Trolley Close... Anna Maria, FL

    You'll be right at home in this tastefully designed 4-bedroom 3-bath ground floor cottage, nestled at the corner of Alamanda and North Bay Boulevard, just half a... ...more

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 "Non Smoking Only", there are 310, or there are 294 of Vacation Rentals in Anna Maria with a "Children Welcome", there are also 248 with "Fishing", which is another great reason to visit Anna Maria.

We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in Anna Maria. The most expensive month of the next 12 months is in January, where prices hit an average of $75 a night. In , prices will hit an average low of $0 per night.