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CALL US 800-778-9599UK 0808-120-2338DE 0800-180-2576View Favorites

Specializing in Vacation Rentals On Anna Maria Island

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Featured Specials

Featured Property - Beach House Bungalow

Regular Price: $840.00 Reduced Price: $560.00

* plus tax and fees
Beach House Bungalow
1 Bedrooms
Featured Property - MI Happy Place Sea Horse 3

Regular Price: $882.00 Reduced Price: $705.60

* plus tax and fees
MI Happy Place Sea Horse 3
2 Bedrooms
Featured Property - MI Happy Place Sand Dollar 2

Regular Price: $882.00 Reduced Price: $705.60

* plus tax and fees
MI Happy Place Sand Dollar 2
2 Bedrooms
Featured Property - MI Happy Place Sea Turtle 4

Regular Price: $882.00 Reduced Price: $705.60

* plus tax and fees
MI Happy Place Sea Turtle 4
2 Bedrooms
Featured Property - MI Happy Place Sand Castle 1

Regular Price: $882.00 Reduced Price: $705.60

* plus tax and fees
MI Happy Place Sand Castle 1
2 Bedrooms
Featured Property - Tequila Sunrise
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Tequila Sunrise
3 Bedrooms
Featured Property - Sunseeker Haven
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Sunseeker Haven
2 Bedrooms
Featured Property - Anna's Cottage
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Anna's Cottage
3 Bedrooms
Featured Property - Bliss & Tonic Up
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Bliss & Tonic Up
2 Bedrooms
Featured Property - Pool Party Both Sides
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Pool Party Both Sides
4 Bedrooms
Featured Property - Sail Away Cottage
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Sail Away Cottage
3 Bedrooms
Featured Property - Bliss & Tonic Down
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Bliss & Tonic Down
2 Bedrooms
Featured Property - Lakeside Beach House
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Lakeside Beach House
3 Bedrooms
Featured Property - Sea-Esta
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Sea-Esta
3 Bedrooms
Featured Property - Flamingo Inn
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Flamingo Inn
2 Bedrooms
Featured Property - Cove At Sandy Pointe 113
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Cove At Sandy Pointe 113
2 Bedrooms
Featured Property - Four Beach Lovers 3
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Four Beach Lovers 3
1 Bedrooms
Featured Property - Four Beach Lovers 4
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Four Beach Lovers 4
1 Bedrooms
Featured Property - Absolutely Perfect

Regular Price: $5,200.00 Reduced Price: $4,900.00

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Absolutely Perfect
4 Bedrooms
Featured Property - Waters Edge 210s
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Waters Edge 210s
2 Bedrooms
Featured Property - Flamingo Inn
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Flamingo Inn
2 Bedrooms
Featured Property - Beach House Bungalow
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Beach House Bungalow
1 Bedrooms
Featured Property - Coco Cabana
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Coco Cabana
3 Bedrooms

Anna Maria Island
Vacation Rentals & Real Estate Sales

The Finest Gulf Coast Vacation Rentals

Island Vacation Properties is located on beautiful Anna Maria Island on Florida's Central Gulf Coast, at the entrance to Tampa Bay, and offers the finest in Florida Gulf Coast vacation rentals and area real estate sales. We feature rental homes and condos on Holmes Beach, Bradenton Beach and the City of Anna Maria.

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  • Unparalleled Location, Worry Free Vacation Rentals.

    Spectacular vacation rental locations include Gulf of Mexico front homes on white sugar sand beaches, bayfront units with views of the Intracoastal waterway, canal homes, and condominium units with swimming pools and other great features. Our air conditioned rentals are equipped with all the amenities you will need for a comfortable, worry-free vacation on Anna Maria Island.

    Learn More About Us

  • Luxury Anna Maria Condos & Beach Front Rentals

    Not sure where to find your next beach house? Looking for a beach front rental on the beautiful Anna Maria Island in Florida? Island Vacation Properties has a number of luxury condos and beach front rentals for you to choose from. We have luxury condos and rentals for any size family whether a family of two looking for a one bedroom property or a much larger family looking for a three bedroom property.

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Real Estate on Anna Maria Island in Florida

Island Vacation Properties also features preferred Anna Maria Island real estate, Longboat Key and mainland Manatee and Sarasota Counties. Whether you are seeking a permanent residence or an investment property let our team of real estate professionals help you find the perfect location.

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Guest Testimonials

You guys ROCK! We had a major condo issue last night that would have made anyone's vacation a big headache. You corrected it and made us a believer that we will never use another real estate rental provider ever again. Anyone interested in renting from island vacation properties...the proof is in...
Tara Gillespie Knoxville , TN
Island Vacation Properties made our trip fantastic! We had a minor problem the first day and You solved it easilly and secured that the rest of our trip got a memory for life! We will book with You in the future! Best Regards, Johan
Johan Karlson, Stockholm, Swe
Seaside beach house! Third straight year! Loved it as usual! Thank you Island Vacation Properties!!! 😁
Paul
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Island Vacation Properties
3001 Gulf Drive | Holmes Beach, FL 34217

Toll-Free: 800-778-9599
Local: 941-778-1000
UK Toll Free: 0808-120-2338
Germany Toll Free: 0800-180-2576
Fax: 941-779-1750

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