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Watch the dolphins swim by from your private balcony. Relax by the heated pool, or take a stroll on the beautiful beach. Great location close to golf courses, shopping, and many great restaurants. Half hour from Clearwater airport. 2br, 2 bath, direct frontage on the Gulf of Mexico. Brand new fully equipped...
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Unwind in this 3 story, 3-bedroom beach retreat with gulf views on every floor. Perfectly located in the heart of Treasure Island, just steps from Sunset Beach and directly across the street from the iconic Caddy’s on the Beach. With unmatched Gulf views from every level, a spacious heated spa,...
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I stayed with some friends at the treasure island house and we all had a blast. My favorite part of the stay was waking up for a sunrise walk on the beach, and coming back to the hot tub before cooking...
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Welcome to “On the Rocks” By Clearwater Beach Vacation Homes Wake up to sun-kissed waves and bayside views at On the Rocks, a sprawling waterfront retreat nestled just steps from Indian Rocks Beach. This luxurious 4-bedroom, 2.5-bath haven sleeps up to 10 guests—making it perfect for...
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We had a great time the house was super nice and clean would recommend it to anyone .The only thing I was disappointed in the description of the house said from the second floor deck you could see part...
Distance to beach: 300 yards to 8th Ave
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Welcome to Bahia Paradise – Your Inclusive Waterfront Escape in Indian Rocks Beach! Indulge in the ultimate luxury retreat at this stunning 4-bedroom, 4-bath waterfront haven, where every detail is designed for relaxation, connection, and effortless coastal living. Whether you're planning...
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This home was perfect for our 3 generation get away! Boat dock was perfect for our boat and pool was refreshing after a day in the sun. We’ll be back!
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Step into Villa Azule, a 4 bedroom, 5-bath waterfront luxury home just a 10 minute walk to Indian Rocks Beach. Sleeps up to 12. - Spacious 2,646-square-foot waterfront haven with stunning canal views. - Two king master bedrooms and a queen bedroom. - Outdoor amenities include a boat lift, propane...
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Welcome to your ultimate Indian Rocks Beach retreat, just a 2min golf cart ride from the beach! This spacious and stylish 4-bedroom waterfront home blends coastal charm with resort-style amenities. Lounge by the private pool, soak in the spa, or explore the area in your own 6-seater golf cart. With intercoastal...
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Our stay @ ! The home was clean, spacious and had everything we needed for a relaxing Fall Break. Just a golf cart ride way from the beach, dock for fishing and the pool and spa were clean and just what...
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Stay in a luxury dream home this vacation. Located on the sugar white sands of St. Pete beach, this home is straight out of the rich and famous. The deck is right on the beach offering sunset views, dolphins and manatees and sand castles. If the ocean is not your thing you can enjoy the private lagoon...
Distance to beach: 0.8 miles to North Shore
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OUTDOOR HEAVEN, Wonderful Shallow Resort pool and spa with many water features surrounded by a very large Travertine Patio with several lounges for catching some sun while you return e-mails (home has many wireless access points for full connectivity). Incredible Lanai that is very well shaded with custom...
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Tent times better than any hotel room downtown, will come back every year, owners were great, pool the best
Distance to beach: 2 miles to North Shore Beach
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Very large 4 bedroom waterfront single family home overlooking Tampa Bay and the lights of downtown St. Petersburg. Perfect value play for family in town for wedding, corporate event, sporting events or just weekend away. Perfect opportunity for the family to stay together under one roof at less expense...
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I recently had the pleasure of staying at the Bay Beauty and it truly lives up to its enchanting name. The house is an absolute gem, boasting spaciousness, beauty and a remarkable attention to detail left...
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Clearwater Beach Waterfront Modern Villa Experience the ultimate beach vacation at our stunning Clearwater Beach villa, where Beuity meets the sea! This beautifully renovated 4-bedroom, 2-loft, 4-bath home is designed for comfort and style, offering everything you need for an unforgettable getaway. Property...
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Welcome to your Florida resort in Tampa Bay! This is an ultra luxury 5 bedroom, 7 bath home is South Tampa, in the exclusive Sunset Beach area. With artificial turf back yard and loungers for your sun basking pleasure by the pool, you will feel transported to another place. The home is located in a quiet...
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Discover Serendipity: Your Pet-Friendly Beachfront Haven on Anna Maria Island Beachfront Bliss Awaits You Indulge in the enchantment of beachfront bliss at Serendipity, an exceptional 4-bedroom home perfectly positioned on the coveted North End of Anna Maria Island. This tranquil escape beckons you...
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Luxury and the beach intersect at a point titled Serendipity Deux. This gorgeous 4 bedroom home offers all the allure of an extravagantly decorated space while giving you premium beach access and an ideal location. The Master Suite is located on the first level and comes outfitted with a king bed, tub...
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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Welcome to Shangri-La, an idyllic vacation rental nestled on the exclusive tip of Anna Maria Island at Bean Point. This luxurious, fenced, and gated private property offers an escape from the everyday, inviting you to unwind and rejuvenate in a setting of unparalleled beauty and comfort. Available for...
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Get ready to pack your bags because you'll be escaping to a tranquil oasis nestled within a lush tropical backyard, where a shimmering pool and soothing spa await your relaxation. Discover the serene charm of A Bean Point Paradise, a retreat boasting 5 bedrooms and 4.5 bathrooms with parking for...
Distance to beach: 50 feet to across the street
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Key Lime Cottage – 880 N Shore Drive, Anna Maria Island 3 Bedrooms | 2 Bathrooms | Sleeps 8 | Pet Friendly | Private Hot Tub | Fenced Backyard Welcome to Key Lime Cottage, a charming slice of island life nestled along the coveted North Shore Drive on Anna Maria Island. With room for up to...
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6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....
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Bring your family and guests to this 2-unit house! About 40 steps to the beach entrance of Anna Maria white, sandy beach, this home combined boasts 5 bedrooms, a sleeper sofa and 5 bathrooms. Bean Point Unit A boasts 3 bedrooms/3 bathrooms, while Unit B has 2 bedrooms/2 bathrooms. Both units feature well-equipped...
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Welcome to paradise! This beachfront blends modernity with relaxation to give your group a heavenly experience. Located in a prime location on the North End of Anna Maria Island, Cloud 9 has everything that your group needs for a perfect vacation. Each of the 4 bedrooms is professionally decorated and...
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Underwent complete INTERIOR REMODEL in Jan 2023!!! This Bean Point beauty is perfect for the family or group wanting to be ultra close & steps to one of the most beautiful sought after beaches in Florida! Aside from the fantastic location, this elevated 3 Bedroom 2 bath home has two amazing decks...
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Escape to Your Exclusive Tropical Retreat! Indulge in the privacy of your own backyard oasis, complete with a sprawling pool and a dedicated Beach Volleyball Court. Open the back gate and find yourself steps away from the pristine Gulf Beaches. This ground-floor haven offers unparalleled convenience,...
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** Damage from the storm restored! Open for Bookings! ** Your Private Oasis Awaits at Isla Living! Discover a haven of comfort and style in our meticulously curated vacation rental accommodations. Immerse yourself in modern amenities and local charm, where each space tells a unique story. Whether you...
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Have the best of both worlds with the bay & the gulf beaches at this new 4 bed/3.5 bath luxury home. Enjoy the quiet, laid back way of life on the north end of the island being only steps to the gorgeous bayside beach with city park or a 5 minute walk to the world renowned Bean Point! You are also...
Featured review
The entire stay was above all expectations. It was my wife's birthday. We invited friends from out of town to celebrate with us. The place was roomy and very comfortable. The kitchen is fantastic with the...
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Welcome to your Gulfside, bohemian escape! Serendipity Gulf’s minimalistic, peaceful approach to decor strips away all the unnecessary to leave you with a serene oasis out to the beach that lies just beyond the back door. The clean, white decor within the home leaves plenty of opportunity for your...
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6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance....
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Welcome to Waves - Your Perfect Anna Maria Island Getaway! Experience the ultimate beach retreat at Waves, a luxurious 4-bedroom, 3-bathroom vacation home located on the picturesque Anna Maria Island. Nestled just across the street from the sun-kissed sands and azure waters of the beach, this property...
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Welcome to “Salty Sunsets” on beautiful Anna Maria Island. This luxurious property is located north of Pine Ave with easy access to Bean Point. This Anna Maria Island vacation rental home offers all the goodies to make sure your vacation does not skip a beat. This beautiful property offers...
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Coastal Serenity has a rooftop deck, private pool and spa, a ping pong table, and an EV Charger! This single family home boasts 4 bedrooms and 3.5 bathrooms and is only a three minute walk to the beach. Beautifully decorated, the kitchen is fully-equipped with a wet bar and an island with ample counter...
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️ Vitamin Sea by Beach Retreats Vacation Rentals 146 Crescent Dr, Anna Maria, FL 34216 Welcome to Vitamin Sea, a stunning 5-bedroom, 5-bath luxury retreat located on the coveted north end of Anna Maria Island, just a 10-minute stroll to Bean Point Beach. With a private dock, heated saltwater pool...
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Vitamin Sea exceeded all expectations for our week's vacation for our family of 12. Location was perfect for daily visits to both sides of the island. House is stunning and fully equipped for swimming,...
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Casa Amiga by Beach Retreats Vacation Rentals 144 Crescent Dr. Anna Maria, FL 34216 City of Anna Maria | 4 Bedrooms | 4.5 Bathrooms | Sleeps 10 | Heated Pool + Jacuzzi | Rooftop Deck | Shared Dock Luxury Island Living Near Bean Point Welcome to Casa Amiga, a beautifully designed 4-bedroom, 4.5-bath...
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Escape to paradise at our stunning vacation rental, located at 230 Lakeview on beautiful Anna Maria Island. This exquisite property offers the ultimate coastal getaway, boasting a brand-new pool and spa where you can unwind and soak up the Florida sun in style. For those seeking outdoor fun, our rental...
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Welcome to Hammock Hideaway! .02 Miles to Pine Ave. Shopping, Restaurants, and more! .03 Miles to AMI Beaches Private Heated Pool, BBQ Grill, Sun Loungers Beach chairs, wagon, and a cooler available Family friendly with pack'n'play and highchair High-speed Wi-Fi, Smart lock for Self-Check-in,...
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Create unforgettable memories at “Mia Bella” located on Hammock Road, just north of Pine Avenue, in a *premier deep water canal location* in Anna Maria. Mia Bella is a short walk to the gorgeous, white sandy beaches of Anna Maria Island. This *very spacious beach house* has been fully renovated...
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Salty Mermaid Vacation Rental in Anna Maria Island- Even before arriving to Mia Bella, the communication with both Bella and David was incredible. They both go above and beyond to make you feel comfortable...
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Beachfront paradise awaits you at the TripleTail. Located in a prime location - just one block from Pine Avenue and the City Pier, the 4 bed/4 bath bayfront home offers everything you need for the perfect vacation. On the ground floor, you’ll find a beachfront king bedroom, along with a...
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Indulge in the ultimate beach escape to “Oceans Blue” located on the *premier corner* of Coconut & Los Cedros in Anna Maria. Oceans Blue is a very short walk (only 0.15 miles) to the gorgeous, white sandy beaches of Anna Maria Island, just north of Pine Ave. This *ultimate beach house*...
Distance to beach: 0.1 miles to Bayside Beach
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Newly renovated December 2024, with state of the art finishes! 5 King BR, 1 also has a Daybed + 2 King Sleeper Sofas, 1.5 Chaise Lounger, 5 BA Duplex can sleep 14 total with direct views of Skyway Bridge and Tampa Bay in front and at canal end in back with frequent visits from Manatees!! 3 King Bedrooms...
Featured review
Fabulous location and spotlessly clean family villa with every conceivable convenience to hand. Fitted our purposes exactly and the addition of the kayaks, boat and bikes/golf cart if you wanted them was...
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NO CANCELLATION FEES: Effective for reservations made on or after August 13, 2025) $500 deposit due at time of booking; balance due 30 days prior to arrival Cancel 30+ days before arrival → Full refund (no fees). Cancel within 30 days of arrival → No refund. Cancellations must be made in writing...
Featured review
This house was incredible! Absolutely beautiful, well stocked, an amazing pool and outdoor setup, and so conveniently located! While it's not beach-front, it's just a house or two away from the beach entrance...
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Welcome to “Pineapple Cottage” – a beautifully updated ground-level beach cottage located in the heart of Anna Maria City and just 1 block from all the shops, restaurants, and fun on Pine Avenue. This charming cottage has been completely restored after hurricanes Helene and Milton. This...
Featured review
This house is in a great location, three blocks to the beach, restaurants, and three blocks to the pier, and many other amenities. It is beautiful, spacious and has everything you need to make your stay...
Distance to beach: 0.1 miles to 30 seconds to your left
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This newly redesigned elevated pet friendly 3 Bedroom, 2 Bathroom home is beautifully appointed throughout, with state of the art quartzite counter tops, stainless steel appliances and driftwood style hardwood floors and ceilings. Relax on the covered porch with direct views of the Gulf of Mexico and...
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