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Holiday Homes and Apartments Holmes Beach, FL

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    Travellers to Holmes Beach are booking March dates now. Secure your holiday rental today, and have the perfect trip.
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Bright and light condo on the second floor with view to the Palma Sola Bay (left side) and a peek-a-boo-view to the beach (right side) but only some steps away from the blue green water of the Gulf. 7 miles of white sandy beaches invite you for walking, swimming or only relaxing and enjoying the... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This two bedroom, two-bath condo has been tastefully renovated and refurbished. The kitchen has new appliances and granite countertops. All the new furnishings make this a very comfortable home away from home. It has a private screened balcony off the living room and bedroom that overlooks the... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two queen... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Very spacious two bedroom Condo with a large living room. Flat Screen TV, fully equipped kitchen with all the appliances. Not far from the beach, and short distance to area shopping. Unit has heated pool, and a relaxing Pool deck area. Main bedroom has a King size bed with a private bathroom and... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    3011 Ave E-1 - Triplex Condo 4 Bedroom/ 2 Bath , maximum occupancy of 8 people. Wouldn't you rather be at the Beach?~ Nestled in a quiet residential area just one half block from the beach, is a tri-plex offering a pleasant environment for individual guests or the family clan. Rent all units,... View all property information
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    Holmes Beach, Anna Maria Island
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    7901 Palm Dr- Duplex-2 bedroom 1 bath- Maximum Occupancy is 4 This is a very cute and well- appointed 2 bedroom 1 bath duplex. It has a King size bed in the master bedroom and a queen size bed in the guest bedroom. It has a very nice comfortable new sofa in the living room. The kitchen is well... View all property information
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    Holmes Beach, Anna Maria Island
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Tropical Paradise on Holmes Beach and ONLY 3 blocks to the beach. Anna Maria Island, noted for its old Florida ambiance, offers this Key West styled home, where you may awaken to greet the dawn sipping coffee on the balcony or swimming in your private pool. The modern interior arrangements add to... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Bradenton Beach Club 247 - Condo 3 Bedroom/ 2 1/2 Bath, maximum occupancy of 6 people. Bradenton Beach Club 247 let's you enjoy the best of the bayside and the beachside of Anna Maria! This 3 bedroom, 2.5 bathroom townhouse with a private elevator* is just steps away to the beautiful beach of the... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Make your stay in Florida fun and easy! This 2 Bedroom, 2 Bath condo is direct beachfront with wide open views up and down the coast. The condo is on the top floor (6th) of the building and is completely furnished with a dining table that seats 6 – 8, sofa and loveseat, coffee and end tables, flat... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    The number 3 island in the United States so says Trip Advisor. The best island beach sand so says Conde Nast Travelers. So who wouldn't want to stay right on the beach in an immaculate and roomy 2 bedroom, 2 bath condominium in the Tiffany Place Condominium located on the Gulf of Mexico in Holmes... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 of 5 bubbles (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    One bedroom one bath condo located on the poolside. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 bubbles (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    405 Bay Palms - Private home 2 Bedroom/ 2 Bath with private pool , maximum occupancy of 4 people. If privacy is calling, quit stalling and come and play at 405 bay!~ Home in a very private tropical setting with lush landscaping. Large, open and airy floorplan. Minutes from the beach and local... View all property information
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    Holmes Beach, Anna Maria Island
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Custom built in 2013 this three bedroom, two bath home is beautifully designed for six guests. Come to Island Breeze and relax with all the amenities to make your vacation home a truly memorable experience. From your first step into the oasis you will feel yourself decompress. Eleven foot ceilings... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5801 DePalmas - Private home 3 Bedroom / 2 Bath , maximum occupancy of 6 people. Comfy and Cozy Florida Living!~ Cute cozy ground level home 3 Bedroom/ 2Bath close to the beach on a quiet dead end street. Fully furnished with linens towels, cooking utensils, basic cable tv and telephone, just... View all property information
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    Holmes Beach, Anna Maria Island
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    5 of 5 bubbles (3) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    510 Bayview - Private canal home 3 Bedroom / 3 Bath with private pool , maximum occupancy of 7 people. Island Elegance for the whole family!~ Come to Anna Maria Island, bring family, friends and your boat to enjoy the simple pleasures of life: sun, sand, and surf. Relax in well-appointed rooms,... View all property information
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    Holmes Beach, Anna Maria Island
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    5 of 5 bubbles (90) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    PRIVATE ISLAND PARADISE - This unique custom home is hidden on a huge garden lot surrounded by palms, birds of paradise, tropical plants and a 6 ft fence. Few island homes offer this degree of privacy. SPACIOUS ELEGANCE - The home has 2,600 sq ft (240 sq m.) of ground level indoor living space with... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Cayman 104 - Condo 2 Bedroom / 2 Bath , maximum occupancy of 5 people. Nice ground level condo located across the street from the beach , pool and covered parking. The complex also offers a heated pool in the winter, grilling area and shuffleboard. There is even a designated smoking area if you'd... View all property information
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    Holmes Beach, Anna Maria Island
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    1 / 16
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    Located in Holmes Beach, on Anna Maria island. This one bedroom two bath unit is a full size apartment with full size kitchen all appliances dishwasher, stove full size refrigerator, living area, dinning area and a separate bedroom has 2 full size beds. Its just steps to the beach. Covered parking.... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Totally furnished apartment close to the beach. Spend quality time in a nice neighborhood. Enjoy activities such as playing tennis, kayaking, water skiing, fishing, painting, swimming, walking your dog and meeting new people at the dog park , the library or the Community Center.<BR>Two bedroom, two... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Cayman 204 - Condo 2 Bedroom / 2 Bath , maximum occupancy of 4 people. Come and relax in this very comfortable two bedroom condo.Small complex in the city of Holmes Beach just a stone's throw from the beach. Nicely appointed with new furnishings.Fabulous king sleigh bed in the master bedroom. New... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    Island Beach Club 22 - Condo 2 Bedroom / 1 Bath gulf front , maximum occupancy of 4 people. Community pool. CALL NOW FOR OUR OCTOBER SPECIAL!!! If you're looking for total serenity and magnificent gulf front views then you've found the right place. This 2 bedroom/ 1 bath beachfront condo is... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required. Come have the full Anna Maria Island experience with a week in Coquina Sands. This beach house offers you the ultimate Anna Maria Island experience complete... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Island Walk 313 - Townhouse/Duplex 3 Bedroom/ 2 .5 Bath with private pool , maximum occupancy of 6 people. There is a memory in every grain of sand!~ Beautiful, spacious, comfortable Townhouse. New 3 bedroom 2 + 1/2 bath townhouse with garage. Private Pool ( not caged) area, beautiful porch... View all property information
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    Holmes Beach, Anna Maria Island
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Beachy and bright condo on the second floor of a small 2-story-building (20 units in total), overlooking the mangroves with view to the Palma Sola Bay. Only some steps away from the ocean and the wonderful wide and powder sanded beaches. The condo is recently refurnished; masterbedroom with a... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    TripAdvisor EXCELLENCE AWARD | Exquisite direct beachfront condo with 2 ensuite bedrooms, den, and 2 baths | Stunning views | Sleeps 4 | Open kitchen | Granite counter tops | Large storeroom at beach level with beach furniture | Beach side screened lanai with stairway direct to beach | Ceiling fans... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    520 67th - Private canal home 2 Bedroom / 2 Bath with private pool , maximum occupancy of 4 people. Fabulous canal-front two bedroom and two bathroom home with all the comforts of home. Filled with lots of sitting areas to read a book or totally relax looking at the water view. Located on a quiet... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Fountain Head 6 - Condo 2 Bedroom / 1.5 Bath , maximum occupancy of 4 people. Florida Living at it's Finest!~ Is a location near attractions important, particularly when this location comes at a reasonable price? Is an easy walk to the white-sand beaches, shopping or dining, something you would... View all property information
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    Holmes Beach, Anna Maria Island
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Sandy Point 205 - Condo 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. Sit on your balcony and listen to the gentle sway of the mangroves as you sip on your cocktail and bask in the Florida warmth! 2 bedroom, 2 bath condo in quiet, residential area about 4 blocks to the beach. Walking... View all property information
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    Holmes Beach, Anna Maria Island
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3011 Ave E-2 Triplex Condo 2 Bedroom/ 2 Bath , maximum occupancy of 6 people. Wouldn't you rather be at the Beach?~ Nestled in a quiet residential area just one half block from the beach, is a tri-plex offering a pleasant environment for individual guests or the family clan. Rent all units,... View all property information
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    Holmes Beach, Anna Maria Island
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    4 of 5 bubbles (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    OCEAN VIEW is a brand new construction home that features 6 bedrooms and 5.5 bathrooms and a fantastic location-just a 1 minute stroll to the White sandy beaches at the 65th st access! This lovely property offers a private heated pool with a spa, water slide and grotto. The backyard is an oasis... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 bubbles (25) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    A brand NEW 2300 sq/ft, 3 bedroom modern beach house with heated and very private pool. A perfect location just steps from the beach, marina and the main plaza with great shops, a grocery store and restaurants. No need to drive anywhere. Located in a quiet neighborhood with tropical greenery, large... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    20771st Beach Villa -Duplex 2 Bedroom/ 2 Bath , maximum occupancy of 4 people. The perfect spot for the budget-conscious, beach-loving vacationer! This comfortable and clean 2 bedroom/2 bath elevated duplex is only 200 yards from the fabulous white sand beach and crystal-clear waters of the Gulf... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 24
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    617 Dundee - Private home 3 Bedroom / 3 Bath with private pool and boatdeck, maximum occupancy of 6 people. Hop out of the bed and into the pool! Lovely 3 bedroom, 3 bath home with newly remodeled kitchen. Screened pool on a canal with dock and davits. Enjoy the screened in pool area with lots... View all property information
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    Holmes Beach, Anna Maria Island
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
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    Fountain Head 8 - Condo 2 Bedroom / 2 Bath , maximum occupancy of 6 people. Enjoy Old Florida Quiet Island Living! Is a residential location near attractions important, particularly when this location comes at a reasonable price? Is an easy walk to the white-sand beaches, shopping or dining,... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 29
    3 of 5 bubbles (1) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    Sandy Point 106 - Condo 2 Bedroom/ 2 Bath, maximum occupancy of 5 people. This comfortable 2 bedroom, 2 bath condo is in a great location; a quiet residential area yet within easy walking distance to the beach grocery, pharmacy and restaurants. In addition, there is a trolley stop directly in... View all property information
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    Holmes Beach, Anna Maria Island
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.   When a starfish needs to get away, it is more than prepared to detach an arm in order to do that. Don’t let yourself get that stressed! Stay for a week... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 24
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • x
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    • x
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    At 4 bedrooms and 3 full bathrooms, this is one of the most charming rentals on Anna Maria Island!! Located a few houses from the beach, it is only a two minute walk until white powdery sand is between your toes! Easy on the kids and even easier on you! Around the corner from restaurants, pubs &... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 32
    4.5 of 5 bubbles (24) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
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    Fantastic 2 bedroom / 1.5 bath townhome just 200 steps to the beach. Relax in Paradise at #116 52nd Street in Holmes Beach on Anna Maria Island and enjoy all the comforts that this beautifully furnished townhome has to offer. Newly decorated with granite countertops, stainless steel appliances,... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 24
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
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    You will definitely be dreaming about the beach when you walk into this open and well-appointed two-bedroom elderly- and family-friendly Holmes Beach condo. Whether you are relaxing watching dolphins and sunsets from your private balcony overlooking the Gulf of Mexico or taking a dip in the large... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 19
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
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    Paradise Found at this Anna Maria Island canal front pool home with private dock. Located just 3 blocks from the beach, this spacious and recently renovated home boasts two master suites and comfortably sleeps eight. Just steps to free island trolley and two blocks from shops and restaurants. Other... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 10
    2.5 of 5 bubbles (2) Poor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    217 84th - Private home 3 Bedroom/ 2 Bath with private pool , maximum occupancy of 6 people. Old Florida with all the comforts! of home~ 217 84th. Street 3 bedroom 2 bath home in quiet residential area of Holmes Beach. Private, screened-in, solar heated pool. 3 blocks to the beach. Spacious and... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 20
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required. Sea Breeze Sands is a fabulous three story vacation home sitting right across from the Gulf of Mexico and Anna Maria Island’s world famous, white sugar... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 12
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    3011 Ave E-3 - Triplex Condo 1 Bedroom/ 1 Bath , maximum occupancy of 4 people. Wouldn't you rather be at the Beach?~ Nestled in a quiet residential area just one half block from the beach, is a tri-plex offering a pleasant environment for individual guests or the family clan. Rent all units,... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 10
    4 of 5 bubbles (2) Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • x
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    529 Key Royale - Private canal home 6 Bedroom / 5 Bath with private pool , maximum occupancy of 12 people. Outstanding large home perfect for a family! This beautiful Florida pool home is on a canal offering 6 bedrooms- 5 bathrooms . Luxury at its best! Sip your coffee in the morning on the... View all property information
    Location Information
    Holmes Beach, Anna Maria Island