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Holmes Beach House Rentals

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    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    4.5 of 5 bubbles (7) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This beautifully furnished four-bedroom, 3.5-bath vacation rental is just a little more than a block to the beach! With a large great room layout and balconies in the front and back there is plenty of room for vacationing in this Anna Maria Island home. The master bedroom on the main floor has a... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Welcome to Big Sky Beach House, a quiet and private location for a memorable getaway with family and friends. Our freshly updated mid-century 4 bedroom, 3 bath home is all on one level with a sparkling heated pool in full view throughout the house. It is ideally situated a mere block to the... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Updated Holmes Beach Island home just steps to the Gulf of Mexico beaches. Enjoy this vacation rental with a caged heated pool and a brand new paver area with propane grill. This vacation rental has everything to offer with three bedrooms, brand new kitchen, nicely furnished and well equipped... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    4 Bedroom, 3 Bath (sleeps 8) - "Jackie's Cottage" - 209 N. Harbor Drive, Holmes Beach Manatee Heaven! – Watch the manatees play from the private boat dock of this comfortable, ground level, pool  home!  If the manatees and sparkling pool aren’t enough, take the short one and a half block... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 of 5 bubbles (1) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Anchors West is a newly refurbished town home condo, located at 120 52nd Street in Holmes Beach. This quiet location is just a short stroll to the beach with no busy streets to cross. Whether you want to spend the day at the beach or to explore the area shopping and restaurants, this two bedroom,... 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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    2 Bedroom, 2 Bath (Sleeps 4) – “Blue Lagoon 6 - Osprey” –215 6th Street Holmes Beach. Nestled into a gorgeous resort style setting, Anna Maria Island vacation rental home “Blue Lagoon 6 – Osprey” is a fun vacation destination with endless character. Accommodating up to 4 guests this 2 bedroom... 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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    North Beach Village 69 is the perfect Florida beach side vacation destination. Sleeping up to six guests this townhouse style Anna Maria Island vacation rental is in a great location. Not only is this home close to beaches, shopping and dining, but it offers great comfortable coastal style.... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 / 28
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    This Beautiful new 4 bedroom 3 bathroom home ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the heated pool in your own backyard oasis. This house has every luxury you could want, Flat screen TV’s, stainless steel... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4.5 of 5 bubbles (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    There's no better way to enjoy Anna Maria Island than Sand Dollar! Centrally located in a mellow, residential neighborhood, Sand Dollar is a half block to the free Island trolley and a quick 6 minute walk to the beach 3 blocks away. Also in close proximity are many of the Island's best eateries.... 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
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    At 4 bedrooms and 3 full bathrooms, this is one of the best rentals on Anna Maria Island. Straight down the road 1 block to the beach, and around the corner to restaurants, pubs & stores. Featuring a huge heated pool to relax in after your busy day, Conch Out Beach House is a luxurious and welcome... 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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     3 Bedroom, 2.5 Bath (Sleeps 6) - “North Beach Village” 6250 Holmes Boulevard unit 72 in Holmes Beach. Relax in casual luxury and comfort at North Beach Village unit 72 Gulf Dream! This Anna Maria Island vacation rental home has everything you need for the perfect getaway with up to six... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Brand New Construction! Spacious Ground Level 4 Bedroom/4 Bath Home with One Car Garage, Heated Pool, and Hot Tub. Featuring Granite Countertops, Stainless Steel Appliances, and Flat Screens throughout. Great location in a quiet neighborhood, just a block to the beach, and close to the Trolley... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4.5 of 5 bubbles (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    COMPLETELY REMODELED 2 bedroom/ 2 bath duplex unit. Tastefully furnished and decorated, you will feel right at home. A plush King bed in one bedroom and twin beds in the other. It's just over a block to the beach, and a block to the free Island trolley! Elevated, with one car garage underneath... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Gorgeous, remodeled home on the west side of Gulf Drive, no streets to cross to the Gulf of Mexico! Queen-sized master bedroom with Flat screen TV/DVD and quiet patio, Queen in Second Bedroom with Flat Screen TV/DVD and patio to pool area, and 2 twin trundle beds in guest room with Flat screen... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 bubbles (7) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Coastal living in a tropical setting! Gorgeous ground level 3 bedroom/3 bath home with designer touches at every glance. This light and airy, open-concept floor plan is generously appointed with flat screen TVs in all rooms and tile floors throughout every one of its almost 2000 square feet. You... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    611 Gladstone - Private home 4 Bedroom / 3 Bath with private pool , maximum occupancy of 6 people. This very spacious four bedroom and three bath home is located in the quiet yet very popular Key Royale community. Just a short stroll to the beach, shopping, restaurants or the library. It features... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 bubbles (8) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    This newer construction vacation rental has high ceilings, tile floors throughout, two screened lanais and a beautiful heated pool area with BBQ grill. Centrally located on Anna Maria Island, Twin Villa is a short two block walk to the beach. The well-appointed kitchen is equipped with a vegetable... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    7 Bedrooms, 6 Bathrooms, Sleeps 24 | Quick View
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    About this property
    The Islands West Resort, located at 3605 Gulf Drive in Holmes Beach, is a ground level resort with a large heated pool. Enjoy the relaxing charm of island living where you’ll feel that you've gone back to a simpler time. The resort consists of four, one bedroom, one bath units and one, two... View all property information
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    Holmes Beach, Anna Maria Island 34218
    1 / 40
    5 of 5 bubbles (2) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Welcome to the ultimate in large family luxury vacation homes, with peeks of the Gulf of Mexico from the balconies! This 6 bedroom/4.5 bath beauty features a large, private, tropically landscaped backyard with heated pool and hot tub, gas grill, swim up tiki, and covered tiki bar area with flat... 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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    Welcome to Bella Vida, a Brand New vacation home in our rental program! Some may know that "Bella Vida" means "Beautiful Life", and your time spent at this home in our tropical island paradise will remind you of exactly that just how beautiful life truly is. This single family home has a... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    Only 2 houses away from the beautiful white sandy beaches of Anna Maria Island. This newly constructed Holmes Beach 2 bedrooms and 1- 1/2 bathroom house is over 2000 square foot with a heated private saltwater pool. Open floor plan, flat screen TV's, and two balconies overlooking the beach are... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    The Bollinger Duplex, Side B is a ground level one bedroom, one bath duplex located at 6909 Gulf Drive, in the preferred northern area of Holmes Beach. It only one-half block to a beautiful beach where you can stroll from one end of Anna Maria Island to the next! This ground level unit is... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    The perfect retreat for a family vacation “East Winds” is the Anna Maria Island memory maker destination of a lifetime. (4) Bedroom, (3.5) Bathrooms: 2 king bed, 1 queen, 1 twin/double bunk, 2 twin bunk beds. You can gather your entire family together for this colorful Florida Beachside... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4.5 of 5 bubbles (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Spinnakers Vacation Cottages, Captain's Quarters is surrounded by lush tropical landscaping, close to everything but with a feeling of being tucked away! This lovely vacation rental is located in Holmes Beach and is just 250 steps to the beach! Spinnakers is made up of four cottage-style... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    This beach house is "A Shore Thing" for creating fantastic vacation memories. This newly furnished ground level home is decorated in coastal living motif and has no stairs to climb. The open floor plan is ideal for one or two families to have a fantastic vacation. The living room, Florida room... 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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     3 Bedroom, 2 Bath (sleeps 8) - "Coco Cabana" - 309 A 58th Street, Holmes Beach Welcome to Coco Cabana located at 309 58th Unit A! This property showcases designer quality furnishings and is fully equipped with all the most updated features. (3) Bedroom, (2) Bath, accommodates (8) people:2... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    8 Bedrooms, 4 Bathrooms, Sleeps 20 | Quick View
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    Welcome to the Garden Villas at 301 - 307 42nd Street in Holmes Beach. This delightful island locale is situated conveniently across from the Manatee Public Beach and the Gulf of Mexico. Walk to the Cafe on the Beach, West Coast Surf Shop and the nearby Island Centre Shopping which serves all of... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    4 of 5 bubbles (2) Very good
    8 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    Welcome to the ultimate in Large Family luxury vacation Homes, with beautiful views of the Gulf of Mexico and sunsets from the Roof Top Deck. This beautiful 8 bedroom/5.5 bath home resides only one short block to the beach and features a gorgeous kitchen with Granite countertops and Stainless... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    538 70th - Private home 3 Bedroom / 3 Bath with private pool , maximum occupancy of 6 people. Meticously maintained bayview home offering 3 bed/3 baths with two master suites. Large gourmet kitchen with breakfast bar overlooking the pool. Relax and enjoy your cocktail while sitting under the... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Enjoy a laid back tropical paradise vacation when you visit Anna Maria Island vacation rental “Catchin’ Rays”. Just a short block to Gulf of Mexico beaches, “Catchin’ Rays” is the perfect beach vacation destination for up to eight guests. This easy going home offers everything you and your... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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     It’ll be hard to miss the style, taste, and indulgence waiting for you at this three story, Holmes Beach vacation home. From the moment you pull into the driveway and spot that distinctive and invigorating coral color we love so much in Florida, you’ll know a week of cushy comfort and relaxation... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4.5 of 5 bubbles (8) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    At first glimpse, Happy Heron will make you smile! Just one short block away from the pristine water of the Gulf of Mexico and Anna Maria Island's gleaming white sand beaches, this one-bedroom, one-bath vacation rental has been updated inside and out for your vacationing pleasure. When renting... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Fantastic private "Coastal Cottage" vacation home just a few houses to the white sandy beaches of Anna Maria Island and the Gulf of Mexico. Enjoy the large heated pool with large tiki umbrella in pool bar area all in a tropical paradise setting! Enjoy the feel of this cottage for your next... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 bubbles (2) Excellent
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    About this property
    Welcome to On Island Time; a stunning, entirely new luxury rental home only 3 minutes' walk from the powdery white sand beaches and Gulf of Mexico. With its own private heated salt water pool with spa, 3 bedrooms and 2 bathrooms this is the epitome of luxury. Everything is brand new!!! 3 flat... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 of 5 bubbles (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Just steps from the beach!! This 2 bedroom Gulf side townhouse has been completely remodeled & exquisitely decorated!! We are just 120 steps (1 minute walk) from the beach with no streets to cross and within walking distance of many shops and restaurants. The unit sleeps 4 in 2 large upstairs... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    The Tiki, located at 3214 Gulf Drive in Holmes Beach is a spectacular three bedroom, two bath home directly on the emerald waters of the Gulf of Mexico. While the Tiki is located in a very quiet area on a secluded beach area, it is within a five minute walk to shopping and restaurants. Recent... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Beautiful, brand new, 5 bedroom/3.5 bath home with large privacy fenced lushly tropical landscaped yard, heated pool, hot tub, elevator, and ping pong table! There is large covered patio by the pool area with outside dining options and plenty of seating in the large great room area. The kitchen... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 44
    5 of 5 bubbles (2) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    Beautiful, Brand New, 5 bedroom/3.5 bath Waterfront home with Heated Pool, Hot Tub, Dock, and just over a block to the beach! Covered Patio by pool area and peeks of the Gulf and Bay from the top patios. Great location in a quiet neighborhood, a few steps to the Trolley Stop, and a short walk to... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 38
    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    A Shore Thing will surely please the entire family and have you wanting to return for years to come. The heated pool is nestled amongst native palms and outfitted with a built-in tiki umbrella where you can relax away the day. The spacious, open concept, vaulted ceiling, living area along with... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 35
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Formerly "Mellow Yellow". Awesome 4 bedroom/2.5 bath home with an over-sized garage and private elevator access to all 3 levels Gorgeous tropical pool setting with large deck. Beautifully decorated furnished throughout sporting granite counter tops, stainless appliances, wood floors, and 10'... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    “Vitamin Sea” offers fabulous amenities for up to eight guests with four bedrooms and 3 bathrooms all just a short walk to beaches, free trolley stops, shopping and DINING. This Anna Maria Island vacation rental is the perfect place to gather family and friends for a memorable holiday with no... 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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    About this property
    Fall in love with Anna Maria Island paradise when you stay at the luxury Holmes Beach vacation rental town home “North Beach Village 50”! This spacious vacation rental for up to 6 guests has 3 bedrooms and 2.5 bathrooms offering 1 king bed, 1 queen bed and 2 twin beds. Located in a quiet Holmes... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Stunning canal front Anna Maria Island vacation rental home “3 Oars” is the perfect destination for your next luxury getaway! With everything you expect from a fun and relaxing vacation, “3 Oars” has it all! Spaciously accommodating up to eight guests with four bedrooms and four bathrooms no... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 24
    4.5 of 5 bubbles (9) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
    • ?
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    • x
    About this property
    This four-bedroom pet-friendly vacation rental with a heated pool is just a block to the white sand beaches of Anna Maria Island and the Gulf of Mexico. Located in Holmes Beach, Beautiful Villa by the Sea offers an open floor plan with plenty of space to accommodate 10. On the main floor you will... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Refreshing and tropical are the perfect ways to describe this vacation rental home Mango Breeze at 141 50th Street! Spend a week here in Holmes Beach and get the taste of island life on your tongue. Spend a beach holiday on Anna Maria Island in 2,500 feet of style and luxury. There’s room for... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    The Anna Cabana Beach House is an adorable two bedroom, two bath home located at 3709 Gulf Drive in Holmes Beach. This quaint home has a large open deck with a great view of the beach. Watch the sunsets or enjoy the tropical landscaping on the large deck facing the Gulf. Numerous fruit trees and... View all property information
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    Holmes Beach, Anna Maria Island 34218
    1 / 40
    5 of 5 bubbles (3) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Very spacious 4 bedroom/3 bath home, just a short block to the beach (just over 100 yards), and a couple houses to the free Island trolley! Beautifully tropical landscaped back yard with a Heated Pool surrounded by a large paver deck and plenty of seating options. Huge open Living/Family Room area... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217