Anna Maria Island Vacation Rentals
128 matching rentals.Most Popular
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Bradenton Beach
Sunset Terrace Condo #101 is a beautifully furnished Gulf front condo with a heated pool, located at 2312 Gulf Drive in Bradenton Beach. It offers a spectacular view of the Gulf of Mexico from almost every room. This on...
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per night
1 bed
2 baths
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Bradenton Beach
This Romantic Anna Maria Island beach Rental has a full Gulf View sleeps two guests and is an ideal option for those looking for a private romantic beach hideaway on dreamy Anna Maria Island. A King size bed, air condit...
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per night
1 bed
1 bath
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Bradenton Beach
This is a totally renovated gulf front complex. This building features a large, private spa and spectacular beach views from every unit. Each unit is individually owned and is newly refurbished with top of the line furn...
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per night
1 bed
1 bath
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Listings
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Holmes Beach
These Anna Maria Island rentals are located within a charming beach side complex featuring eight units surrounding a heated pool, tropical landscaping, multi-level decks and built in BBQ area.
Perfect for your next Ann...
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per night
1 bed
1 bath
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Holmes Beach
This is a charming beachside complex featuring eight units surrounding a heated pool, tropical landscaping, multi-level decks and built in BBQ area. Anna Maria's white sandy beaches and the emerald green water of the Gu...
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per night
1 bed
1 bath
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Holmes Beach
This a charming Anna Maria beachside complex featuring eight units surrounding a heated pool, tropical landscaping, multi-level decks and built in BBQ area. Anna Maria's white sandy beaches and the emerald green water o...
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per night
1 bed
1 bath
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Holmes Beach
These Anna Maria Island rentals located in Holmes Beach within a charming beachside condo complex featuring eight units surrounding a heated pool, tropical landscaping, multi-level decks and built in BBQ area. Anna Mari...
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per night
1 bed
1 bath
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Holmes Beach
This One bedroom 1.5 Bathroom Vacation Residence is a direct Gulf front complex with a heated pool. It's one of the nicest complexes on Anna Maria Island. This "hidden away" property is located on a quiet side street in...
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per night
1 bed
1 bath
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Anna Maria
This is a one bedroom, one and one half bath condo with a den and screened lanai. Located directly on the beach this unit features a heated pool, screened lanai and undercover parking. This unit has recently undergone m...
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per night
1 bed
1 bath
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Anna Maria
Anna Maria Island's best kept secret. Hidden away on a quiet, residential street in the heart of historic Anna Maria Village, This small scale resort offers 16 suites, nestled among exotic gardens, coconut palms and tik...
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per night
1 bed
1 bath
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Holmes Beach
This charming vacation condo, located at the northern end of Holmes Beach, is a beautifully updated and spacious one bedroom, one and one half bath unit in a popular Gulf front complex. This unit offers every imaginable...
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per night
1 bed
1 bath
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Holmes Beach
This vacation rental is in Holmes Beach within a charming beachside complex. Featuring six Anna Maria Island rental units which surround a heated pool and tropical gardens.
Immediately across a rarely traveled, dead en...
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per night
1 bed
1 bath
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Holmes Beach
This charming Anna Maria condo resort, located at Holmes Beach, is a tranquil resort with a large heated pool just a short stroll to the Gulf, shopping and restaurants.
These Anna Maria Island rentals consists of four,...
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per night
1 bed
1 bath
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Bradenton Beach
Welcome to the Beach House Resort, located just blocks from downtown Bradenton Beach, Florida on beautiful Anna Maria Island!
This Gulf front Anna Maria vacation rental condo is located directly on the beach and featur...
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per night
1 bed
1 bath
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Anna Maria
This is a tranquil resort with a large heated pool just a short stroll to the Gulf, shopping and restaurants. Enjoy the relaxing charm of island living when you stay at the Islands West Resort. The property consists of ...
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per night
1 bed
1 bath
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Bradenton Beach
These Bradenton Beach rental studio Units have: Balcony overlooking pool with gulf view, Full kitchen and bath,
washer/dryer, Murphy bed, sleeper sofa, cable TV.
Situated on the beach this small friendly condo complex ...
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per night
1 bed
1 bath
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Bradenton Beach
This Anna Maria Rental Suite is located in Bradenton Beach on Anna Maria Island, FL. This is the place to be on vacation if you want to be close to live music, waterfront dining, and in the colder months, our annual san...
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per night
1 bed
1 bath
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Anna Maria
These Holmes Beach rentals are located on Gulf Drive in Holmes Beach, on the west side of the street for easy beach access. The complex offers a heated pool and an on site laundry room for your convenience.
This one be...
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per night
1 bed
1 bath
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Anna Maria
This beautiful 3 bedroom and 2 bath home is in a quiet residential area just minutes away from the beach and Bean Pointe! With beautiful ceramic tile, this home offers a bright, open floor plan, with large open kitchen ...
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per night
1 bed
1 bath
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Holmes Beach
This charming Holmes Beach Vacation Rental resort nestles behind a profusion of palms and a splash of tropical flowers on out-of-the-way Anna Maria Island. This European Style Beach front resort offers a European Bed & ...
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per night
1 bed
1 bath
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Anna Maria
This Holmes Beach vacation rental consists of a suite and has a King size bed, in room Jacuzzi, private bath with a two person shower, In room fireplace and TV/DVD. You have a direct view of the Gulf of Mexico from your...
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per night
1 bed
1 bath
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Bradenton Beach
Full view of Gulf. Room holds 2 people. One-story. 1 King size bed with white draping over bed, living area with wicker settee seat, end table, table and 2 chairs, mirror, dresser/closet with TV/DVD combo stand & cable ...
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per night
1 bed
1 bath
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Bradenton Beach
This Romantic Anna Maria Island beach Rental has a full Gulf View sleeps two guests and is an ideal option for those looking for a private romantic beach hideaway on dreamy Anna Maria Island. A King size bed, air condit...
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per night
1 bed
1 bath
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Blog Posts
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January 08, 2013
The advertising brochure claims this is "the fifth most bizarre restaurant in the country". No arguments from us! This little guy stood on the counter to greet us as we entered. On the one side of th...
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September 14, 2012
Yesterday, I did something I have sadly never done in my home state…my husband and I went out to Anna Maria Island, rented bikes, and explored a place that I thought was familiar....
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August 29, 2012
Here are some images from our trip to Anna Maria Island, of course I am in none of them but some of my favorite people in the world are in them so that’s ok. It took me awhile to decompress and fully...
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August 29, 2012
I guess if there was anywhere I'd want to be without a car, it would be on Anna Maria Island. But, if someone happens to find a Dodge Caravan key, remote fob and 4 condo keys, could you please let me ...
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August 24, 2012
Yesterday on the beach of Anna Maria Island, I observed a young family. There was a mother in an adorable red and white polka dotted bikini, a daughter of about four, and a father. The father had what...
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August 24, 2012
The Colors & Fun of Anna Maria Island...My hubby & I have been walking every evening while on vacation. There is a trail along the beach that is mostly shaded by trees. With the breeze off of the Gulf...
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August 22, 2012
I had been to Hawaii and California plenty of times before, but I had not been any where near Florida or to a place like Anna Maria Island. One of the things I loved about the Island is that it did no...
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August 16, 2012
The pic below is Anna Maria Island on the Gulf Side, south of Tampa near Sarasota. Stumbled upon a little beach bar and grill at Manatee Beach and had incredible fish tacos, coconut shrimp Caesar sala...
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August 01, 2012
I went a little MIA for a few days because John and I were busy soaking up the sun in beautiful Anna Maria Island, FL (Bradenton Beach, specifically) with my family. This island is becoming a quick fa...
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July 19, 2012
It was Bradenton Beach. The area we drove to was also going into Anna Maria Island. Too bad our time was cut short, so we had to leave a little over an hour later. It was just so very nice to take a w...
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