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Less than a minute's walk to the beach!Watch the sunset from the house!King sized bed in every bedroom.PARKING FOR ALL...Bring your boat or RV...Invite guests... There's room for everyone!Shell House is a two-story, 3-bedroom, 2-bath, multi-level fun-house on a extra large...
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I lived in Holmes Beach for many years. It was always my favorite place to be. When I needed to move I promised myself I would rent and come as often as I could. SunPlaza West has always been my go to...
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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...
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Location was perfect! Condo had everything we needed, nicely decorated and clean. Morgan was wonderful to work with. Thanks Morgan!
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This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the...
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We spent a wonderful month in this unit. You can see the beach from the front balcony as it's just across the street. It's very spacious with an open concept living room, kitchen and dining area. It...
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Your Own Oasis on Anna Maria Island awaits you and your family with this custom built island retreat. The large, central great room is a wonderful place to gather to share a meal or play a game, while the split bedroom configuration creates privacy. Hand scraped hardwood floors and 11' ceilings complete...
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Shady Palms is a cozy secluded beach cottage right on the beautiful Gulf of Mexico. Walk out the back door to a white, sugar-sand beach and the sparkling Gulf waters. Shady Palms is the most perfect spot you'll ever find on the beach - have the best of both worlds - the sun and the shade.Beach...
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This house is the best rental we have ever stayed in! The scenery out back is incredibly relaxing.. trees, Adirondack chairs, the OCEAN!! It is so private, and also the best equipped kitchen I’ve ever...
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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...
Distance to beach: 45 feet to Gulf of Mexico
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Enjoy breathtaking views of Egmont Key, Tampa Bay, and the Gulf of Mexico right from your doorstep! Walk straight ahead and you are on North Bay Boulevard Beach. Walk 4 more lots to the left and you are on Bean Point! Or walk 5 lots further left and you are on the Gulf of Mexico. Perfectly situated next...
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My wood-frame beach cottage was built in 1936, and was originally part of 6-8 cottages and a lodge house. It is the only surviving cottage, many having been taken by hurricanes. (Forward of the cottage’s beach, a street and an entire city block of the old subdivision are submerged beneath the...
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So beautiful! I wanted to stay forever ! Very quit neighhood to walk my dog. The Sunsets were magnificent
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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...
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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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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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One of the highest rated vacation homes on Anna Maria Island with more than 160 five-star ratings from Airbnb/VRBO!Stay at the home of a NY Times best-selling food writer! Big 5-bedroom house, pet friendly, lots of space and charm, great location (5-min walk to beach) with private lagoon-style heated...
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The house was well stocked and extremely clean. We did not have any issues and will consider staying there again.
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This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the...
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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Please reach out for a quote or if you have any questions, we respond quickly. Welcome to Sol Y Mar! This bright, newly refreshed 3 Bedroom beach house oasis features the perfect mix of modern decor mixed with touches of mid-century inspired furnishings and original terrazzo floors. Guest will love the...
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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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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 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...
Distance to beach: 0.1 miles to Beach Access 45th St
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Address of Manatee Watch: 205 N Harbor Drive, Holmes Beach, FL 34217MANATEE WATCH - A marvelous waterfront 3 bedroom/ 2 bath home just a short walk away from an astonishing white sand beach. Heated pool, hot tub and a spacious dock with beautiful views of the canal. Many months each year you can watch...
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The holidays are over and it’s time to recover and recharge. Escape the cold and step into island time, where quiet streets, warm sunshine, and gentle ocean breezes set the pace. We are just steps from the beach featuring a private pool perfect for slow mornings and laid-back afternoons. Enjoy Anna...
Distance to beach: 0.1 miles to Beach Access 45th St
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Address of Areca Cove: 206 N Harbor Drive, Holmes Beach, FL 34217ARECA COVE - A bright and wonderful 4 bedroom/ 3.5 bath home just a 3-minute walk away from an astonishing white sand beach. With a heated pool in tropical and private surroundings, a covered patio by the pool area and multiple balconies...
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Olaf and Marissa were wonderful hosts - welcoming and responsive. Their home was absolutely perfect for a family get together with mixed ages. They have everything you need for a beach stay and the space...
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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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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...
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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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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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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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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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Welcome to "A Wave From It All" – your perfect retreat on Holmes Beach, Anna Maria Island, FL. Nestled within a charming triplex, our end unit offers front-row views of the Gulf of Mexico, ensuring a truly unforgettable stay. With its unbeatable location, spacious accommodations,...
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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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In the heart of Holmes Beach on Anna Maria Island rests this charming recently renovated, pet-friendly home just steps to the beaches. Misty Beach is a charming coastal home with a flamingo-shaded exterior, quickly moving you onto island time. The interior creates a welcoming and calming environment....
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Welcome to your island retreat in the heart of Holmes Beach, Florida. This pet-friendly property offers a light-filled, thoughtfully laid-out interior that blends coastal charm with everyday comfort, perfect for your vacation getaway.The main living space features an open-concept design with warm...
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Costa Lotta is "home away from home”. All the amenities you will need in this 2,100 sq.ft. home. Costa Lotta is the perfect vacation spot for relaxation on Anna Maria Island! Just 200 steps and you are on a gorgeous, white sandy beach looking at the spectacular Gulf of Mexico! Walking distance...
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VRC16-000680 The Magic Dolphin Unit A and B can be booked together for larger groups up to 8 people. Please call our office or use the link provided below to check availability on Unit B.Unit B: Visit Unit BWelcome to “The Magic Dolphin A” an elevated vacation rental located on the...
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We had a wonderful stay at Magic Dolphin A. The unit was very clean and well maintained, which made settling in easy and comfortable. The beds were especially cozy- we slept great throughout our trip.It...
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VRC19-000080 Come experience Unit 204 at Sun Plaza West on beautiful Anna Maria Island. This 2-bedroom 2-bathroom Condo is in the heart of Holmes Beach within walking distance to restaurants, shopping, and the Islands Free Trolley. Sun Plaza West complex offers secure entry, an elevator, heated pool,...
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New Name - A Wave From It All, formerly known as Island Dream, is a recently updated custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 3 bedrooms/2 bathrooms. You will find that this home has everything you need for your perfect Anna Maria Island vacation! From the...
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This was my family's first vacation to Anna Maria island. The house was beautiful and in a great location, convenient to all the hot-spots! The lay-out of the house was great, master bed and queen beds...
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Sun Plaza West is a beautiful beachfront property offering all of the conveniences you would want in an island stay. This recently updated and remodeled 2 bedroom/2 bathroom condo offers beachfront views and is located in the heart of Holmes Beach featuring an elevator, heated pool, on-site tennis court...
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Paradise Palms is a recently renovated and remodeled 2 bedroom/2 bath duplex with its own private heated pool & spa. This property is centrally located on Holmes Beach and only a few minutes walk to the white sandy beaches. Upon entry, you have the living room (with a sleeper sofa) where you can relax...
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Wave From It All by Beach Retreats Vacation Rentals Holmes Beach, Anna Maria Island VRC23-000056 3 Bedroom | 2 Bath | Sleeps 6 Welcome to Wave From It All, your perfect island escape just steps from the sugar-white sands of Anna Maria Island. Whether you're sipping morning coffee on the porch...
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VRC17-000063 Welcome to “Coastal Breeze” on beautiful Anna Maria Island. This vibrant four-bedroom, three-bathroom island retreat is your perfect vacation escape on AMI. The backyard is a true highlight, featuring a private heated pool with spa, cozy and colorful seating areas, and a one-of-a-kind...
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NEWLY RENOVATED! Going Coastal is a 2 bedroom/2 bathroom home located on the north end of Anna Maria Island. This ground level canal front home has everything you need to make this your best Anna Maria Island vacation ever. This home offers a private heated pool overlooking the mangroves and canal, private...
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Welcome to "Come Sail A Bay"! Bring your boat and gear because this newly renovated, pet-friendly, charming single-level home boasts 3 bedrooms and 3 bathrooms, situated on the canal just a few homes away from the open bay! With a minimum stay of 30 nights, "Come Sail A Bay" offers...
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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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Welcome to the “Blue Pearl”. This gorgeous beach house offers all the charm and comfort you will come to expect from staying at one of our vacation rentals on Anna Maria Island.Find ease and relaxation the moment you arrive …” Blue Pearl” is the perfect vacation rental...
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The house was great! Close proximity to the trolly, which made exploring the island very easy!The beach is just a few minute walk, and was so convenient. Everyone loved the pool and hot tub, even though...
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A three-minute walk with easy access to the sugar sand beach on the famous Anna Maria Island. This newly remodeled, pet-friendly home creates fun Florida island vibes with two bedrooms perfect for a family or a small group getaway. Anna Maria HIdeaway lies within a stone's throw from the trolley...
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We enjoyed on our stay at this well-kept property on Anna Maria Island. It offered privacy with a good central location.
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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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VRC16-000137 Welcome to "Luana Breeze" located at 208 68th Street, Holmes Beach. Find ease and relaxation the moment you arrive, this property is about 100 steps to the Gulf of Mexico and one of the best beaches on the West Coast of Florida.This ground level beach house offers 4 bedrooms,...
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This is a true retreat any time of the year. The backyard and pool area is well designed and an oh so private area that includes a hot tub, a pool, ping pong table, mini golf and hammocks for relaxing....
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Very few beachfront vacation homes will get you as close to the sand as Hidden Cove #1— a beautiful 2-bedroom condominium with exquisite views and unlimited access to the aquamarine Gulf of Mexico. Located within a charming coastal community that also offers a crystal-clear swimming pool, your family...
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Welcome to your perfect Holmes Beach getaway! Just a short stroll from some of the best beaches on Anna Maria Island. This spacious and thoughtfully designed 4-bedroom, 3-bathroom, pet-friendly home offers plenty of room for families and groups, with a unique layout that makes it especially versatile...
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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,...
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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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If you are ready to put your "heels in the sand", look no further. Manna-Tee Beach House is the perfect vacation spot for relaxation on Anna Maria Island. This beautiful 3 bedroom/2.5 bath home located on Holmes Beach on Anna Maria Island has all the amenities for you. Top-of-the-line finishes...
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VRC19-000071 Need a getaway? We have the perfect spot for you. Welcome to "Sun & Surf", a direct gulf front condominium on beautiful Anna Maria Island. This 2-bedroom, 2-bathroom condominium offers all the charm and comforts you will come to expect from a Salty Mermaid Vacation Rental....
Located off the Florida coast just south of St. Petersburg, Anna Maria Island is a popular vacation destination known for its stunning beaches, tasty restaurants, and extensive activities.
Homes Beach is widely considered to be Anna Maria Island’s crown jewel, making it the perfect place to plan your Anna Maria Island vacation.
At Holmes Beach, Florida, you’re not likely to run out of activities, no matter what your interests might be. Watersports like sailing, jet skiing, parasailing, and more are a common pastime along the shores of Holmes Beach.
The waters are calm enough to swim in while still providing plenty of great waves for your favorite sports. And if you prefer to simply relax by the waves rather than being in them, you’ll feel at ease laying back on the white sandy beach.
Like most of the Florida coast, there’s no bad time to visit Holmes Beach weather-wise. The warmest days with the lowest humidity usually occur in the fall, but you’re sure to enjoy plenty of sunshine and light breezes during your trip, regardless of the season. No matter what time of the year you visit, you won’t have to miss out on any of the quintessential Florida experiences.
If you want to make the most of your journey to Anna Maria Island, you shouldn’t stay anywhere other than Holmes Beach rentals. Many of the island’s most sought-after restaurants, bars, and shops are located at Holmes Beach. With all that and one of the Florida coast’s most inviting beaches, you can’t go wrong with Holmes Beach as your destination.
Book early to make sure you secure your dream vacation home at Holmes Beach, Anna Maria Island. Find it now among our wide selection at FloridaRentals!
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