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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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**Mangrove Haven - Your Modern Waterfront Escape** Welcome to Mangrove Haven, where coastal luxury meets natural wonder. This newly remodeled 3-bedroom, 3-bathroom waterfront retreat sleeps 8 and offers the perfect blend of modern design and Old Florida charm along St. Petersburg's pristine mangrove-lined...
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
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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...
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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,...
Featured review
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 75 Palms! Short drive to the World Class Beaches of Anna Maria Island Private Gated Oasis: 2 Houses, 1 Lot, 8 Bedrooms Heated Pool, Hot Tub, Outdoor Kitchen, BBQ Grill Pickleball Court, 3 Hole Putting Green, Fire Pit & More! Game Room:98 in Smart TV, Billiards, Foosball, Arcade...
Featured review
75 Palms was amazing! We had a group of 21 people for a senior boys spring break trip, and it was perfect. The outdoor area is very big, and there’s a lot to do. The swimming pool is a great size, the...
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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...
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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...
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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Steps to Beach + Heated Pool + Golf Cart & Bikes | North End Retreat This beautifully remodeled 4-bedroom, 4-bath Anna Maria Island vacation home is perfectly situated on the coveted north end — just steps from the Gulf of Mexico. With a convenient beach access path directly across the street,...
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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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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Beauty and the Beach awaits friends & families who love life and work! At the end of a cul-de-sac, 2 blocks to the white sand beach and 3 feet from the intercoastal canal. If you love swimming, fishing, boating, kayaking, starfish finding water play... stay here! Located on the water with 2 boat docks...
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...
Featured review
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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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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Have you been dreaming about the water here on Floridas Beautiful Gulf Coast? Well, come enjoy "Bay Dreamin" Walk To Bayfront Park located directly across the street! .03 Miles to Pine Ave. Fishing, Shopping, Restaurants, and more! Private Heated Pool/Spa, Putt-Putt Golf Fully Renovated...
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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...
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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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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 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...
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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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....
Featured review
Home was very nice. The whole backyard is like paradise. Overall great experience. Pool was not refreshing but probably expected this time of year in Florida. The hot tub flows over into pool when...
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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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Salt + Sol | Canal-Front Oasis + NEW Heated Pool + Golf Cart | North End Retreat Welcome to Salt + Sol, your serene canal-front escape on the coveted north end of Anna Maria Island. This bright and breezy 4-bedroom home blends relaxed coastal elegance with modern comfort — all just minutes from...
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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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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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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 and...
Featured review
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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BTR#1802 Live Like a Local in Indian Rocks Beach Welcome to your **modern coastal retreat**, perfectly positioned across from the scenic Indian Rocks Nature Preserve and just minutes from the white sand beach. This spacious executive home offers the ideal blend of **comfort, convenience, and playful...
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A few things that make Bimini Sunrise special: Concierge Collection Property Golf cart included! Anna Maria on Anna Maria Island - A short walk to Pine Avenue Spacious heated pool / spa Rooftop deck, elevator, private dock, kayaks, paddleboards Gas grill (propane included) Professional...
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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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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 “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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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....
Featured review
A time much needed . We so enjoyed our stay at 2311 ave.c that we hope to return every year . We just felt like we were at home .
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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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Welcome to Hammock Hideaway! .02 Miles to Pine Ave. Shopping, Restaurants, and more! .03 Miles to AMI Beaches 8 Hole Mini Golf Course Private Heated Pool, Jacuzzi, BBQ Grill, Sun Loungers Beach chairs, wagon, and a cooler available Family friendly with pack'n'play and highchair High-speed...
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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...
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Coastal Serenity has a rooftop deck, private pool and spa, 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 space allowing for...
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NO CANCELLATION FEES: $500 deposit due at time of booking; balance due 60 days prior to arrival Cancel 60+ days before arrival → Full refund (no fees). Cancel within 60 days of arrival → No refund. Cancellations must be made in writing and received by Beach Retreats on or before the...
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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Come enjoy this 4 bedroom/4 bath duplex that can sleep up to 12 people with the add-on of the sleeper sofas. Blue Lagoon is located on North Shore which is just a few blocks from the renowned shopping and dining of Pine Avenue and features a large, shared heated pool, and an EV Charger. Upon entry in...
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If you're looking for the perfect spot to drop anchor on Anna Maria Island— look no further than this spacious four-bedroom oasis. Located on the idyllic north end, Anchor Splash is a short stroll from the white sandy beaches and warm, aquamarine gulf waters. It's also within walking distance...
Featured review
We loved our stay at Anchor Splash, the house is beautiful and it is a great location. The beds were very comfortable the pillows not so much. One of the TVs did not work in one of our bedrooms with the...
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6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! Welcome to your home-away-from-home! This 4-bedroom, 4 full bath, 2 half bath pet-friendly, canal-front retreat is made for making memories — whether you're here with family, friends, or your fishing crew. From sunrise to sunset, the views,...
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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6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! Welcome to Beachy Keen, your dream getaway on beautiful Anna Maria Island! This bright and spacious 5-bedroom, 4-bathroom home comfortably sleeps up to 12 guests and offers everything you need for a relaxing and memorable beach vacation. Step inside...
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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...
Featured review
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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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...
Featured review
We truly enjoyed our stay at Kathleen’s house. We had a 11 month and a 3 yr old and it was so nice to have so much baby and kid stuff supplied. We rented a Golf cart which was great to have for transporting...
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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....
Featured review
Wonderful house. Very clean and well stocked. The pool was clean and big. Very close to a very nice beach. Would stay here again.
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Big Luxury 6 bdrm, Pool, Spa, Bikes, Kayak, Reviews, Beach! Come enjoy a large family and friends gathering at this spacious luxury home just a few minutes stroll to the beach. One of the larger homes on the island, with 6 bedrooms and 4.5 bathrooms and 3400 sq. ft, this home has plenty of room for...
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Oasis by the Beach by Beach Retreats Vacation Rentals 202 69th St, Holmes Beach, FL 34217 VRC17-000120 5 Bedrooms | 4 Bathrooms | Sleeps 10 | Heated Pool & Hot Tub This home can park up to 4 vehicles Quiet hours at 10p-7a: please respect neighbors Book with confidence: No cancellation...
Featured review
Another family and ourselves rented the property. We found it very clean and equipped to a high standard. The pool and jacuzzi were great and well used especially by the kids. The management company were...
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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,...
Featured review
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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