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Welcome to Mermaid Manor — a tranquil retreat on beautiful Anna Maria Island. This inviting duplex home is the ideal spot for couples, families, or friends looking to enjoy the island’s sun-soaked charm and relaxed pace.Each level of the duplex are full floor units (lower and upper level...
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Welcome to "Blue Skies" at Bradenton Beach Club!Discover your perfect getaway in this beautifully updated three-bedroom, two-bath condo, designed for families and friends looking to unwind in style. With coastal decor and modern furnishings, you’ll feel right at home from the moment...
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This condo has everything you need for the perfect vacation and then some. The location is what I thought was the best part of staying here. A short walk and before you know it, your on a beautiful white...
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Welcome to "Lazy Manatee" at Bradenton Beach Club, where even the manatees envy the level of relaxation we offer! This spiffy condo boasts three bedrooms and two full baths, giving you more space than a hermit crab's dream home. New decor, furniture and paint!At Bradenton Beach Club,...
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This spacious condo appears to have been very recently completely renovated and extremely nicely updated. The large space was perfect for our group and we could have easily and comfortably added a couple...
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Located on 5th Avenue in Holmes Beach this unit is out of the way on a dead end street. Seaduction offers a heated pool, and every amenity to make your stay here a comfortable one. There are only 4 units in the complex so to pool is "semi private".This beautiful unit sleeps six with a king...
Featured review
Wir haben eine Woche in der Wohnung auf Anna Maria Island verbracht. Es war traumhaft schön. Die Wohnung ist sehr gut ausgestattet: vom Eiswürfelspender bis zur Waschmaschine, vom Strandwegen mit Stühlen...
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Not accepting reservationsCheck-in time: 16:00 Check-out time: 10:00
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This 1 BR, four-guest condo is perfectly located within walking distance to the Beach (900ft, 275M), Marina (150ft, 46M), Historic Bridge Street (800ft, 245M), and Pier (1,056ft, 322M) to keep you CHEERFUL your entire stay!Coastal amenities: front screened lanai, heated pool, beach toy closet (including...
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Smuggler’s Cove Resort is a family friendly timeshare property that offers studio and one-bedroom units. PLEASE INQUIRE AS TO AVAILABILITY OF UNIT TYPE, AS WE ARE UNABLE TO DELINEATE ON WEBSITE, THANKS! Each studio unit sleeps two with a queen-size bed and has a full kitchen. One-bedroom units...
Featured review
We recently stayed in one of the bay side units for vacation. This place is the best of both worlds. We had a view of water from our balcony but the private beach for the ocean was right across the road....
Distance to beach: 100 yards to Manatee Beach
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Welcome to our home away from home on the breathtaking Anna Maria Island in the charming town of Holmes Beach Florida. Anna Maria is a barrier island on the Gulf of Mexico with an old time feel.Its only 7 miles long by 3 miles wide.Our condo is on the beach roughly 200 yds from the Gulf.We...
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The condo faced the water and lovely beach with a nice covered outside area on the second floor. This made our stay enjoyable no matter the weather. Manatee Beach was next door making easy access to food...
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Escape to paradise in this beautiful 3-bedroom, 2-bathroom vacation rental home located just steps away from the white sandy beaches.The spacious living area is perfect for relaxing after a day at the beach, with comfortable seating and a large flat-screen TV. The kitchen is fully equipped with everything...
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This 3 bedroom, 2 bath condo in Holmes Beach was a fabulous place for our vacation of 6 retirees. From the spacious living area, open kitchen, sunny lanai, pool and good size bedrooms to being located...
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Relax in the modern 3BR 2.5Bath condo in the majestic beachfront neighborhood in Bradenton Beach, FL. Soak up the sun by the two community swimming pools, or walk down to the sandy beach and experience the beautiful Gulf Coast.The picturesque location will leave you speechless!The Space HURRICANE...
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Escape to this beautifully decorated beachfront retreat, a 3-bedroom, 2-bathroom vacation rental just steps from the pristine white sands.The living area invites you to unwind after a day at the beach, with comfortable seating and coastal decor that soothes the senses.The fully equipped kitchen has...
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Shell Game has been transformed into a fun and stunning tropical retreat that offers 1,154 sq. ft. of spacious living area with a newly upgraded kitchen.Located in the sought after complex of Playa Encantada; Shell Game is a tropical beach front community on the white sandy beaches of Anna Maria...
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Welcome to The Cheerful Pelican – Your Perfect Beach-to-Bay Getaway!Discover the ultimate escape in this charming 2-bedroom, 2-bathroom retreat, perfectly nestled between the stunning Gulf beaches and tranquil bay waters. The Cheerful Pelican offers the best of both worlds with sunrise views...
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I came down with my 87 year old mom and sister. The unit was so clean and inviting. Had everything we needed for our stay. Love the porch facing the bay, and such a quick walk to the beach. My sister...
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This spacious 2 bedroom condo is close to the beach and in the heart of it all. This stunning condo offers everything you want in a beach retreat. The unit has ample space your family. The open concept living area is perfect for entertaining, with a kitchen featuring all new appliances. You can also open...
Featured review
Location was perfect! Condo had everything we needed, nicely decorated and clean. Morgan was wonderful to work with. Thanks Morgan!
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Welcome to Flirty Flamingo — a tranquil retreat on beautiful Anna Maria Island. This inviting duplex home is the ideal spot for couples, families, or friends looking to enjoy the island’s sun-soaked charm and relaxed pace.Each level of the duplex are full floor units (lower and upper...
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The sparkling, blue waters of the Gulf of Mexico await you at 105 Tiffany Place. Located directly on Anna Maria Island's 7-mile long beach of pure white sand, our 2-bedroom condo is the ideal location for relaxing in the sand and soaking up the sun.Our home underwent a complete renovation during...
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Buckeye Haven is situated in one of the most sought after communities on Anna Maria Island. Playa Encantada is a tropical beach front community with the white sandy beaches of Anna Maria Island! This popular destination is sure to please beach goers, as well as tennis and pickleball enthusiasts. The...
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This charming unit with a PRIVATE entrance is part of a cozy three-unit complex, sharing only the pool and grill. Step outside and walk to sparkling beaches, local restaurants, and unique island boutiques, or hop on the FREE trolley to explore more of the island. Spend afternoons floating in the pool,...
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Palm Cay unit 10 is a two bedroom , one bath condo just 50 steps from the pristine Gulf waters of Homes Beach. There is a shared pool centered in a courtyard surrounded by lush , tropical vegetation. There is a double sofa bed in the living room. The kitchen is fully equipped , including a coffee...
Featured review
The unit was lovely. Well equipped and very clean. The pool area is very nice and a 1 minute walk to a beautiful beach.
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Welcome to Tiffany Place 205 on beautiful Holmes Beach on Anna Maria Island! This spacious 2 bedroom, 2 full bath condo has been totally remodeled in a coastal inspired décor, is meticulously clean and well organized and has everything you need to enjoy your vacation directly on the beach.Tiffany...
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PLEASE EXCUSE THE CURRENT PICTURES. We are just finishing the condo and we don't have the bedding or the tvs yet. Just remodeled and ready to go starting February 1st, 2026! Everything you need is here for you. This well appointed condo on Anna Maria is ready for rent! Pack some clothes and come...
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Escape the cold and step into sunshine at Island Suites Unit 1, just steps from the beach. The island invites you with music, shops, great food, and endless charm—providing the perfect setting for a relaxing getaway. Whether morning coffee or evening sunsets our large screened porch provides the...
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From the moment you step inside this hidden gem you are struck by the breathtaking views. Whether you are cooking in the kitchen, enjoying a meal in the dining room, sitting at the desk, or out on the screened lanai, you are captivated by the calming waters, beautiful yachts, and the many birds that call...
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We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island! 100% refund if canceled at least 30 days before check-in; 50% refund if canceled 14-30 days before check-in.Experience 24/7...
Featured review
Love this property, loved the location and could not have had a better experience. Owner as great to work with and the communication was outstanding.
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Retreat to the warmth and laid-back charm of Anna Maria Island. This unit features a PRIVATE entrance in a cozy three-unit complex, sharing only the heated pool and grill area. Just steps from sandy beaches, enjoy long shoreline walks, breathtaking sunsets, local cuisine, and boutique shopping. Hop on...
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The elevator at Bradenton Beach Club is currently not operational due to a licensing issue. For updates, please contact SeaBreeze Vacation at .Beautiful 3 bedrooms/2 baths condo is in the highly sought out Bradenton Beach Club community. It has quality finishes including wood cabinets, solid granite...
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Relax, unwind, and make the best beach memories in this beachy home! This home has a fully-equipped kitchen that will make preparing meals easy. Spend time grilling on the private patio after a day of fun on the beach.You are just a seashell's throw from the white sands of the Gulf of Mexico, it...
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Bermuda Bay Club, Unit 09 Special In saving February Beautiful Condominiums located directly between the beach and the bay. Miles of sandy white beaches to walk along. Gorgeous Sunsets overlooking the Gulf of Mexico off of your front balcony. These Condominiums were recently built and nicely furnished....
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Come relax and enjoy this stunning 2 bedroom/2 bathroom, second level, recently updated condo at Runaway Bay. Runaway Bay is a bay front complex that is less than 1/2 block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated...
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Perfectly located 2 bedroom/2 bathroom condo is directly across the street from the gulf beaches. Pelican Cove is located in a small, private complex on a very unique part of the Island. It is one of the few condos with views of both the Gulf and the Bay. Pelican Cove is just 40 yards from one of the...
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Our stay at Pelican Cove 3 couldn't have been better. The condo was clean, steps away from the beach, and check in was a charm. We truly enjoyed our evening view of the beach and the sunsets from our balcony....
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Sunset Azul is a fully-updated 2 bedroom/1 bath gulf-side ground level villa on the southern end of Holmes Beach. It's quiet, yet close to shopping, restaurants and trolley stops. Best of all, this unit is only a few short steps to the white sandy beaches. This villa has a fully-equipped kitchen,...
Featured review
This is a great condo!! Full kitchen, washer and dryer IN unit, comfortable bed and beautiful natural light throughout. Only a 2 minute walk to the Gulf beach, Walgreens and Public. 2 parking spots are...
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No cancellation fees! Cancel 60+ days before arrival → Full refund Cancel within 60 days → No refund Extended stays & bookings $20,000+ → Full payment 90 days prior, non-refundable $500 deposit due at booking; balance due 60 days prior For reservations 21+ nights or $20,000+ →...
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Recently Renovated!Welcome to your perfect beach retreat! This beautifully renovated 2 bedroom/2 bathroom condo offers fresh charm with brand new stainless steel appliances, new flooring, and stylish new furniture and decor throughout. Every detail has been thoughtfully updated, and you get to be...
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Step into this beautifully renovated coastal condo, where everything is brand new from floor to ceiling. Designed with comfort and style in mind, the home features two inviting bedrooms and two full bathrooms. The primary suite offers a luxurious king bed and a private ensuite, while the second bedroom...
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Charming 1-Bedroom Condo in Runaway Bay – Anna Maria IslandPrime Location – Steps to the Beach: - Located in the highly sought-after Runaway Bay community on Anna Maria Island - Just across the street from white sand beaches and crystal-clear waters - Walkable to shops, restaurants,...
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This cozy beach condo has been updated and features a lovely open floor plan, 2 bedrooms/2 bathrooms as well as a lanai ideal for enjoying quality time together after a fun day at the beach. The outdoor closet offers beach chairs, a beach cart, beach umbrellas and toys for the littles ones to enjoy. Everything...
Featured review
Sweet Freedom #237 was a great time for us. Just enough Clean space and room for everything we brought with us. Kitchen fuly equipped and bathroom shower was an added plus!! We loved the location! Hopefully,...
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Lazy Days at Runaway Bay is the perfect place to take time out and relax at your home away from home. This ground floor beach condo has been updated and features a lovely open-floor plan, 2 bedrooms/2 bathrooms, as well as a sheltered lanai with views out to the lush tropical garden and is only steps...
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The condo and communications was perfect. NEVER had one issue. Would highly recommend. Clean pool and community activities.
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Aqua Blu is a newly remodeled 2 bedroom/2 bathroom gulf front condo that offers everything you will need for a carefree getaway including a heated community pool and spa. From the moment you walk in, you are welcomed by stunning gulf views. Your private balcony will be the perfect resting place both day...
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Looking for the perfect beach destination? Well, it doesn't get better than this! This 2 bedroom/2 bath condo, recently updated, is centrally located on Holmes Beach and is only steps from the sparkling gulf waters and white sandy beaches. New floors, new furnishings and decor - this place is your...
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Location is where it's at! Close to everything, yet on a quiet street. We had a great time celebrating 5 years post cancer! Loved the Island and everyone on it. We didn't want to leave! Loved the way...
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A 2-bedroom, 2-bath coastal condo perfectly positioned across the street from the white sands of Bradenton Beach on Anna Maria Island. Seagrass Sunsets delivers comfort, charm and an unbeatable Bradenton Beach location. Seagrass Sunsets is your effortless home base for Gulf Coast Living.You'll...
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This beautiful 2 bedroom/2.5 bathroom condo sits right on the beach. Exquisite views from your living room and primary bedroom. Located in Holmes Beach, the condo has a community pool and lounge chairs for you to relax and enjoy the sunshine. The floor plan is open and inviting with a sunken living room...
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Amazing views from the living room and primary bedroom of this 2 bedroom/2.5 bathroom. Take a drink outside and sit on your private balcony and watch the incredible sunsets. This beautiful condo sits right on the beach in Holmes Beach. After a day on the beach, take a dip in the community pool or sit...
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Unwind in this bright and breezy 2-bedroom, 2-bath condo just steps from the beach. Sip your morning coffee on the private balcony with peekaboo Gulf views, then head straight to the sand, shops, and dining — all just minutes away.Perfect for couples, families, or friends, this coastal retreat...
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Come relax and enjoy this stunning 2 bedroom/2 bathroom second level, recently updated condo at Runaway Bay. Runaway Bay is a bayfront complex that is less than a 1/2 block away from the beautiful beaches offering you all of the conveniences you would want in an island stay. The complex has a large heated...
Featured review
We really enjoyed our stay at Runaway Bay. The outside of the complex looks pretty dated but the condo was freshly renovated. We had everything we needed to enjoy our stay. We appreciated all the beach...
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35 Steps to the Beach at Runaway Bay 104 is a 1 bedroom/1 bath, ground floor condo that can sleep 4. Featuring the largest heated pool on the island, private beach access, gym, and an array of amazing amenities, this ground-floor condo is your perfect home base on the Gulf Coast. The fully-equipped kitchen...
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We had a great time on the island. The condo seemed to be completely remodeled. It was comfortable and convenient to the beach, grocery store and restaurants. We like the bottom floor and ready access...
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Recently renovated and beautifully updated, My Way is a stunning 2-bedroom, 2-bathroom condo located just steps from the soft sands and sparkling waters of Bradenton Beach. Perfectly positioned right across the street from the beach, this stylish retreat combines comfort, convenience, and coastal charm....
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The elevator at Bradenton Beach Club is currently not operational due to a licensing issue. For updates, please contact SeaBreeze Vacation at . Bradenton Beach Club is a beautiful Gulf to Bay property that is 1/2 a block away from the sandy white beaches offering you all of the...
Featured review
We’ve visited AMI for many years but this was the first time at a rental. SeaBreeze #242 was the right place to stay. Great location steps from the beach and behind the units was a pier on the bay to...
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Welcome to Tropical Sunset 4, a refreshed and inviting two-bedroom, two-bath retreat just a quick two-minute walk from Holmes Beach. This third-floor condo blends comfort, style, and convenience, offering beautiful water views along with access to a heated community pool, BBQ grills, and a picnic area....
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Enjoy the perfect beach getaway in this beautifully updated 3-bedroom, 2-bath condo, designed to comfortably accommodate up to six guests. Thoughtfully renovated with modern finishes, the space offers a bright, open layout ideal for relaxing after a day in the sun. Located directly on Holmes Beach, this...
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Welcome to your perfect beach getaway! This beautifully renovated 2-bedroom, 2-bathroom condo comfortably sleeps up to 4 guests and offers everything you need for a relaxing coastal escape.The primary bedroom features a luxurious king-size bed and a private ensuite bathroom with a spacious walk-in...
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