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Anna Maria Island, FL Vacation Rentals

Your search results for rentals in Anna Maria Island:Page 1 of 2

Listen to the Mermaids Sing at Periwinkle Cottage....

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  • Enjoy a relaxing vacation in this cottage with a lush tropical yard complete with flowers, palms, and walkways. Close to Bradenton Beach City Pier, Cortez Bridge, shops, and restaurants. You're sure to love this relaxing beach retreat.

    Type: Cottage
    Bedrooms: 2
    Sleeps: 6
    Bathrooms: 1/0
    Town: Anna Maria Island
    Zip Code: 34217

  • Rental Rates:
    Weekly: $975-1300
    Monthly: $3000-4500

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Gladiolus on the Water

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  • Type: House
    Bedrooms: 3
    Sleeps: 8
    Bathrooms: 2/0
    Town: Anna Maria Island
    Zip Code: 34216

  • Rental Rates: Nightly: $220-267
    Weekly: $1400-1700

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Absolute Anna Maria, Florida Beach Rentals, Anna Maria Island Vacation Rentals

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  • This contemporary vacation condo is situated near miles of tropical water and white sand beaches. 2BR, 2 baths. 50 inch TV with HD cable and DVD, new mattresses, new appliances. Enjoy this rental with the latest of everything for your perfect vacation this year.

    Type: Condo
    Bedrooms: 2
    Sleeps: 6
    Bathrooms: 2/0
    Town: Anna Maria Island
    Zip Code: 34217

  • Rental Rates:
    Weekly: $1200-1500
    Monthly: $3800-4500

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luxury Waterfront Condo/Townhouse

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  • Just as easy stroll from the beach, this condo also offers a covered porch and swing to enjoy the gulf breezes. Great kitchen with granite counters and SS appliances. 3 bedrooms and 2.5 bathrooms. Internet access available.

    Type: Apartment
    Bedrooms: 3
    Sleeps: 6
    Bathrooms: 2/0
    Town: Anna Maria Island
    Zip Code: 34217

  • Rental Rates:
    Weekly: $1250-2150

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Luxury Direct Gulf Front Condo/Bradenton Beach Club (3 BR) in Anna Maria Island

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  • Type: Condo
    Bedrooms: 3
    Sleeps: 6
    Bathrooms: 2/1
    Town: Anna Maria Island
    Zip Code: 34217

  • Rental Rates:
    Weekly: $1995-3895

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721 North Shore - Sea Dreams

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  • Right on the beautiful white beaches of Anna Maria Island. 4 bedroom, 3 bath house with 2-car garage is on the peaceful North end of the island. Sip a cocktail and enjoy the view from the rooftop deck. Well-equipped home with flat screen TVs in every bedroom.

    Type: House
    Bedrooms: 4
    Sleeps: 10
    Bathrooms: 3/0
    Town: Anna Maria Island
    Zip Code: 34216

  • Rental Rates: Nightly: $400
    Weekly: $2795

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809 North Shore Dr - Heavenly Sunset

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  • Type: House
    Bedrooms: 3
    Sleeps: 6
    Bathrooms: 2/0
    Town: Anna Maria Island
    Zip Code: 34216

  • Rental Rates: Nightly: $300
    Weekly: $1750
    Monthly: $5200

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Azure Seas

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  • Type: House
    Bedrooms: 3
    Sleeps: 8
    Bathrooms: 2/0
    Town: Anna Maria Island
    Zip Code: 34216

  • Rental Rates:
    Weekly: $1840-2725

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417 Pine Ave - The Shady Mango- 98993

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  • Type: House
    Bedrooms: 2
    Sleeps: 4
    Bathrooms: 2/0
    Town: Anna Maria Island
    Zip Code: 34216

  • Rental Rates: Nightly: $265-335
    Weekly: $1795-2295
    Monthly: $5295-6295

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Beauty and the Beach

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  • Type: House
    Bedrooms: 3
    Sleeps: 6
    Bathrooms: 2/0
    Town: Anna Maria Island
    Zip Code: 34216

  • Rental Rates:
    Weekly: $1225-1680

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Beautiful Cottage with spa/pool & a fantastic deck just feet from the beach

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  • Type: Cottage
    Bedrooms: 2
    Sleeps: 6
    Bathrooms: 2/0
    Town: Anna Maria Island
    Zip Code: 34217

  • Rental Rates:
    Weekly: $875-1190

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515 Bayview Place

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  • Type: House
    Bedrooms: 3
    Sleeps: 8
    Bathrooms: 2/0
    Town: Anna Maria Island
    Zip Code: 34216

  • Rental Rates: Nightly: $275
    Weekly: $1925
    Monthly: $4795

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North Shore Cottage 752

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  • Type: House
    Bedrooms: 2
    Sleeps: 4
    Bathrooms: 1/0
    Town: Anna Maria Island
    Zip Code: 34216

  • Rental Rates: Nightly: $100-129
    Weekly: $700-900

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Hammock in the Sun

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  • Type: House
    Bedrooms: 3
    Sleeps: 8
    Bathrooms: 3/0
    Town: Anna Maria Island
    Zip Code: 34216

  • Rental Rates:
    Weekly: $1400-2170

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Anna Maria Escape

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  • Type: House
    Bedrooms: 2
    Sleeps: 10
    Bathrooms: 2/0
    Town: Anna Maria Island
    Zip Code: 34216

  • Rental Rates:
    Weekly: $1190-1995

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412 South Bay Boulevard

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  • Type: House
    Bedrooms: 2
    Sleeps: 6
    Bathrooms: 2/0
    Town: Anna Maria Island
    Zip Code: 34216

  • Rental Rates: Nightly: $275
    Weekly: $1795
    Monthly: $4295

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Blue Dolphin Inn - Flamingo

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  • Type: Condo
    Bedrooms: 3
    Sleeps: 8
    Bathrooms: 2/0
    Town: Anna Maria Island
    Zip Code: 34216

  • Rental Rates: Nightly: $212-250
    Weekly: $1190-1400
    Monthly: $4335-5100

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A Cluster of Cottages, Tropical Pool With Waterfall, Great Sandy Beach

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  • Type: Cottage
    Bedrooms: 2
    Sleeps: 4
    Bathrooms: 2/0
    Town: Anna Maria Island
    Zip Code: FL34216

  • Rental Rates:
    Weekly: $1155-1820

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Luxury 3BR/3BA Gulf Condo Private Elevator, Exquisite Furnishings, Heated Pool

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  • Type: Condo
    Bedrooms: 3
    Sleeps: 8
    Bathrooms: 3/0
    Town: Anna Maria Island
    Zip Code: 00000

  • Rental Rates: Nightly: $299
    Weekly: $2093

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White House Vacation Apartments - a touch of Old Florida on Anna Maria Island

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  • Type: Apartment
    Bedrooms: 1
    Sleeps: 4
    Bathrooms: 1/0
    Town: Anna Maria Island
    Zip Code: 34217

  • Rental Rates: Nightly: $108
    Weekly: $583
    Monthly: $1996

    Check Availability

Looking for the perfect place to stay on your vacation in Anna Maria Island, Florida? Browse our database of vacation rentals - including rental homes, condos, cottages, beach houses, and more!

Anna Maria Island Vacation & Rental Tips

If you've been looking for the perfect quiet beach vacation destination in Florida, then you may find your perfect vacation getaway and vacation rental on Anna Maria Island. There may be nothing better than getting a beautiful condo along the pure white coastline of this beautiful island.

This amazing destination holds many vacation homes that have been frequented by travelers from all over the world, newlyweds and even Hollywood movie crews. Whether you want a vacation home or a condo, you'll get the full tropical island feel on Anna Maria Island.

Choosing The Best Location For A Vacation Rental on Anna Maria Island

No matter where you stay there is a lot to see and do. You can take a relaxing stroll down the beach, relax at one of the day spas, or visit one of the museums. Many of the vacation homes offer you great views of Tampa Bay as well as the Gulf of Mexico. It's an island getaway with the luxuries of the city all in one location.

Holmes Beach and Bradenton Beach (both towns on Anna Maria Island) are ideal vacation rental locations for the beach lover in you. After all, that's one of the attractions of a Florida vacation. It's easy to find beachfront homes or a rental that overlooks the water. You are going to have a vacation to remember when you visit Anna Maria Island. Get started by booking your vacation rental today and give you and your loved ones a vacation they'll always remember.

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