CONTACT US
Showing 12 of 70 properties



House

Seaside

Seaside

Highlights • Waterfront home • 1-minute walk to the beach • Balconies with water views • Beach towels and chairs • Gas grill • Washer and dryer •.7 miles to restaurants and shops Seaside by Anna Maria Vacations 851 N. Shore Dr Anna Maria, FL 34216 VR16-000432 Welcome to Seaside! This three-bedroom and two-and-a-half bath waterfront home offers unparalleled views of the Skyway Bridge, Egmont Key, and Downtown St. Petersburg, providing a breathtaking backdrop from its multiple balconies and private sand area. A mere minute's stroll brings you to Bean Point Beach, renowned for its seclusion and pristine Gulf of Mexico waters, making it the perfect escape on Anna Maria Island. This home seamlessly blends the charm of a New England-style beach cottage with distinctive Florida flair. Inside, the cozy living room boasts expansive wall-to-wall windows, offering a panoramic view that is sure to leave you speechless. The kitchen exudes warmth with its beautiful wooden cabinets, complemented by a full suite of modern appliances and ample counter space. Two separate bar seating areas add a sociable touch, while the kitchen flows effortlessly into the formal dining area, creating an inviting space perfect for enjoying meals with loved ones. You’ll never feel more relaxed than during your stay in the primary bedroom at Seaside. This room boasts coastal elegance with a canopy king bed, a work desk, and a private balcony, complete with seating and, of course, water views! Walk through the walk-in closet to get to the ensuite bathroom featuring a walk-in shower. The main floor bedrooms have a fun nautical touch with dressers, closets, and televisions – these rooms share a hall bath with a shower and tub combo. Across from the primary bedroom is a second seating area and an added staircase to the loft area with additional sleeping space. Room Details -Primary Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with walk-in shower -Second Bedroom, 2nd floor: Queen bed -Third Bedroom, 2nd floor: Twin over Twin bunk and Twin bed -Loft, 3rd floor: Twin bed Enjoy the two distinctive patio areas downstairs – one offering ample seating and louvered shutters that invite in a gentle breeze, perfect for unwinding with the sound of rolling waves. With views extending to the waters and a protective seawall ensuring safety, this retreat promises unforgettable moments. Guests are welcome to enjoy the sand area, although we advise against entering the water. Instead, take advantage of nearby beach access to Bean Point Beach! Don’t miss out – reserve your stay at Seaside by Anna Maria Vacations today! - This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high-quality linens; including bedding, bath towels, washcloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. This property does not allow pets of any kind. 6 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by Anna Maria Vacations, an Anna Maria Island property management company. Please see our Anna Maria Vacations Rental Policies for full details. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

3 2.5 10
BOOK NOW

Duplex

Pineapple Key

Pineapple Key

Highlights • Private Pool and In-ground Spa • Less than a 5-minute walk to beach • Furnished Balcony • Game Table • Outdoor Living Space and BBQ Grill Pineapple Key 4505 Gulf Drive Holmes Beach, FL 34217 VRC16-000364 Welcome to Pineapple Key, an inviting beach house with a sparkling pool and in-ground spa just minutes from the sugar-white sands of the Gulf of Mexico. With four bedrooms and two bathrooms, this home is perfect for hosting a friends and family getaway. Pack your flip-flops and sunglasses for a trip to remember! As you step inside, you are greeted with comfort and style in the main living area, where beach life comes alive with colorful décor. Whip up meals in your fully equipped kitchen or fire up the BBQ grill outside! Enjoy meals in the dining room and gather in the living room for movies. Rest and relax in the primary bedroom, which features a comfortable King bed with crisp linen sheets and an ensuite bathroom with a walk-in shower for refreshing after fun in the sun. Guests will get a great night's sleep in the second and third bedrooms, which have premium mattresses and storage for beach bags. The fourth bedroom has bunk beds, perfect for children! The shared hall bathroom has a shower and bathtub combination. Room Details - Primary Bedroom: King bed, ensuite bathroom with walk-in shower - Second Bedroom: King bed - Third Bedroom Queen bed - Fourth Bedroom: Two Twin over Twin Bunks with Twin Trundle The tropically landscaped backyard with a pool and ingroup spa enhances outdoor living. The lanai features an outdoor living room, tiki bar, complete dining table, pool, and ping pong hybrid table. Grab the provided beach chairs and towels and head to the beach, which is less than a ten-minute walk. With the trolley stop just two houses away, you can quickly get to shops, restaurants, and more fun in Holmes Beach in an instant. Pineapple Key has something for everyone, so book the perfect beach vacation today! - This home has two covered parking spots plus an additional six uncovered spots. This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, wash cloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. This property requires a seven-night minimum stay as set forth by Holmes Beach’s Land Development Code. Occupancy may not exceed 8.

4 2 8
BOOK NOW

Condo

Coastal Sunset of Sunset Cove

Coastal Sunset of Sunset Cove

Highlights • Beachfront condo • Shared pool • Shared BBQ area • Private balcony • Washer and dryer Coastal Sunset of Sunset Cove by Anna Maria Vacations 3302 Gulf Dr. Unit 201 Holmes Beach, Fl. 34217 VRC16-000346 Welcome to Coastal Sunset! This three-bedroom, two-and-a-half-bathroom beachfront corner unit condo offers breathtaking views of the Gulf of Mexico from the top-level balcony. You and your guests will love the community amenities and the elegant furnishings to complete this relaxing getaway. As you step inside, the mesmerizing view will take your breath away. You can relax in the living room on one of the sofas and cook family favorites in the fully-equipped kitchen. It has stainless steel appliances, ample granite countertop space, a large peninsula with countertop seating, and opens to the grand dining room table. The main bedroom has a luxurious ambiance with tropical elements that enhance the beach vibe. It features a premium bed and an ensuite bathroom with a double vanity and a walk-in shower. The second bedroom is equally comfortable and comes with a private balcony, while the third bedroom is beautifully designed for younger guests, with two twin beds. The shared hallway bathroom includes a combination of shower and bathtub. Additionally, this unit has a half bathroom near the entrance and a washer and dryer for your convenience. Room Details: - Primary Bedroom: King bed and an ensuite bathroom with a double vanity and a walk-in shower - Second Bedroom: Queen bed - Third Bedroom: Two twins beds Discover a breathtaking view of the beach from your private balcony, which is adorned with a full dining table and lounge chairs. Plus, when you rent this home, you'll have access to a shared pool and BBQ area. Get ready for a truly amazing vacation! - This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high-quality linens; including bedding, bath towels, washcloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. This property does not allow pets. 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by Anna Maria Vacations, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Vacations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

3 2.5 6
BOOK NOW

Duplex

Breezy Beach

Breezy Beach

Highlights • Private Pool and In-ground Spa • Less than a 10-minute walk to the beach • Game Room • Dog Friendly • Covered Patio with BBQ Area Breezy Beach by Anna Maria Vacations 311 58th Street, Unit A Holmes Beach, FL 34217 VRC16-000336 Plan your dream escape to Breezy Beach, a lovely four-bedroom and four-bathroom vacation home with amenities, including a sparkling pool, in-ground spa, and foosball table. It is just a quick walk from great restaurants, parks, and the pristine Gulf of Mexico beach! Take the stairs to the second floor, where you’ll find a bright seating area, a TV, and a gorgeous kitchen featuring stainless steel appliances, dishware, and a breakfast bar. Take a break from the sun and enjoy a formal meal at the light wood dining table, or soak up all the Florida sunshine on the deck with a full-sized dining set and Adirondack chairs. The primary bedroom has a calming coastal feel and an ensuite bathroom with a double vanity and a large walk-in shower. There are two guest King bedrooms, one with an ensuite bathroom offering a shower and tub combination, and the fourth bedroom has an adorable Bunk bed as well as an ensuite bathroom with a walk-in shower. Room Details -Primary Bedroom: King bed and ensuite bathroom with a double vanity and a walk-in shower -Second Bedroom: King bed -Third Bedroom: King bed and ensuite bathroom with shower and tub combination -Fourth Bedroom: Twin over Full bunk bed and ensuite bathroom with walk-in shower This home’s backyard is awesome! Enjoy the pool’s built-in tiki table, in-ground spa, and lounge chairs that sit by the pool. Under the covered patio is a comfy seating area, an outdoor kitchen set-up with a grill, fridge, bar-height seating, an outdoor TV, and an outdoor dining set. On the ground floor is a game room with a big plush couch perfect for kids and adults to hang out. Breezy Beach is a few minute's walk to Holmes Beach, close to local shops and restaurants, and near a drawbridge that takes you to the mainland. Without question, Breezy Beach is a dream location for your dream Florida vacation! - You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.

4 4 8
BOOK NOW

Condo

Aruba At The Harbor

Aruba At The Harbor

Aruba at the Harbor by Anna Maria Vacations 379 Aruba Circle, Unit 202 Bradenton, FL 34209 Welcome to Aruba at the Harbor, where luxury living awaits! Our stunning three-bedroom, two-bathroom penthouse is located within the highly sought-after One Particular Harbour at Margaritaville. You'll have access to a range of fabulous shared amenities, such as a sparkling swimming pool, fun-filled splash pad, sizzling barbecue grills, cozy tiki huts, and a delightful playground. Highlights • Located in an Exclusive Gated Community • Shared Pool and Splash Pad • Private Screened-in Lanai • 2-miles to the beach • Less than 1-mile from Neal Preserve The kitchen boasts gleaming white marble countertops, stainless steel appliances (including a Keurig K-Duo Essentials Coffee Maker to start your day off right), a breakfast bar, and a stylish dining table. The comfortable L-shaped sofa and large flat-screen TV make for the perfect space to relax and unwind. Just beyond the living area, you'll find the screened-in lanai which offers stunning views of the Anna Maria Sound and features plush wicker seating. All three bedrooms have high-end furnishings, fresh linens, and plenty of dresser space for essentials. The main bedroom is especially peaceful, thanks to its large windows that offer gorgeous tropical water views. It also features an ensuite bathroom with a double vanity and a walk-in shower. The second bedroom also has an ensuite bathroom with a shower and tub combo, while the third bedroom has two chic twin beds and is perfect for younger guests. The third bathroom has a combination shower and tub. Room Details -Primary Bedroom: King bed and ensuite bathroom with a double vanity and a walk-in shower -Second Bedroom: Queen bed and ensuite bathroom with a walk-in shower -Third Bedroom: Two Twin beds Anna Maria Island is located over a short bridge, only two miles to the soft white Gulf of Mexico beach and other island favorites. You can also take a nice nature walk along the mangroves and marina or walk over to the nearby restaurant and Tiki bar. For guests who are staying 28+ nights you will have access to the Beach Club. Enjoy a resort size heated pool, heated spa, 4200 sq ft fitness center, kayaks provided from 2 launches, and private restaurant and bar located on the intracoastal waterway with outstanding views. - The condo association requires a completed registration application form and copies of photo identification for all guests 18 and older. Additionally, a minimum stay of 5 nights and a reservation notice of at least 7 days in advance are required. This property does not allow pets. Boats/jet skis and trailers MUST be parked at the marina. 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by Anna Maria Vacations, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Vacations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

3 3 6
BOOK NOW

Duplex

Ocean Breeze (AMV)

Ocean Breeze (AMV)

Highlights • Private Pool and In-ground Spa • Less than a 10-minute walk to the beach • Game Room • Dog Friendly • Covered Patio Ocean Breeze by Anna Maria Vacations 311 58th St., Unit B Holmes Beach, FL. 34217 VRC16-000337 Vacation in one of the best Gulf of Mexico beach towns, Anna Maria Island, and stay at Ocean Breeze, a fantastic four-bedroom and three-bathroom home. This getaway has a spectacular backyard with a private pool, an in-ground spa, a covered patio with outdoor seating and a BBQ grill, and a game room with a foosball table! As you walk through the front door, you're welcomed into a bright, open living space with a seating area with two sofas, a TV, and a chic kitchen table. The kitchen has stainless steel appliances, essential cookware, utensils, and island seating, and through the sliding doors is the home's deck, which features an outdoor dining table and chairs. The primary bedroom has a calming coastal feel with a TV and ensuite bathroom with a beautifully tiled shower and tub combination. There are two King guest bedrooms with beach decor, TVs, and one has an ensuite bathroom with a walk-in shower. The nautical-themed bunk bed room makes for the perfect kid's room, and through the hall is the third bathroom with a walk-in shower. Room Details -Primary Bedroom: King bed and ensuite bathroom with shower and tub combination -Second Bedroom: King bed and ensuite bathroom with walk-in shower -Third Bedroom: King bed -Fourth Bedroom: Twin over Twin bunk bed Ocean Breeze is an excellent location for family trips. The beach is just a quick walk away, where you can sink into the soft white sand. There are great restaurants just about everywhere you look, and up the street are public parks with tennis courts, dog parks, skate parks, and basketball courts. You can even rent kayaks, charter a fishing boat, or rent a golf cart. The possibilities are endless. Book today! - This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high-quality linens; including bedding, bath towels, washcloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. This property requires a 7-night minimum stay as set forth by Holmes Beach's Land Development Code. Occupancy may not exceed 8.

4 3 8
BOOK NOW

House

Castaway Cottage

Castaway Cottage

Highlights • Less than a 10-minute walk to the beach • Private pool (Heated Seasonally) • BBQ grill • Ping Pong table • Dog friendly Castaway Cottage by Anna Maria Vacations 307 59th Street Unit A Holmes Beach, FL 34217 VRC17-000189 We're thrilled to welcome you to Castaway Cottage! This delightful home boasts three bedrooms and two bathrooms and is just a short stroll away from the stunning Gulf of Mexico. Your stay will be filled with endless perks, including a sparkling private pool, a BBQ grill, ample seating for everyone, a screened-in patio, and a fun-filled game room with a Ping Pong table. Plan your trip today! The kitchen has plenty of cabinet space for groceries, essential cookware, and a dining room table. The adjacent living room has two sofas, side chairs, and a TV, and out the sliding glass door is the main-floor balcony with an outdoor dining table for additional al fresco seating. Downstairs is a game room with a Ping Pong Table and a seating area with a TV. The primary bedroom will make you feel like you never left the beach and has an ensuite bathroom with storage space for vacation necessities and a shower and tub combination. The second and third bedroom’s are vibrantly decorated and each room has closet space. There is a hallway bathroom with a shower and tub combination perfect for refreshing after a long day of adventures. Room Details -Primary Bedroom, 2nd floor: King bed and ensuite bathroom with shower and tub combination. -Second Bedroom, 2nd floor: Queen bed, shares hallway bathroom. -Third Bedroom, 2nd floor: Two twin beds, shares hallway bathroom. Castaway Cottage's location offers something for every guest. Head to the beach, dog park, tennis courts, basketball court, skate park, restaurants, bars, or walk up the street to the nearest Anna Maria Island trolley stop and explore the whole island! We can't wait to make your vacation dreams come true! - Please note that there are external security cameras at this property. This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high-quality Comphy linens; including bedding, bath towels, washcloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Anna Maria Vacations Rental Policies for full details. 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by Anna Maria Vacations, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Vacations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

3 2 6
BOOK NOW

House

Breakaway

Breakaway

Breakaway 891 North Shore Dr Anna Maria, Fl. 34216 VR16-000458 Breakaway from reality and enjoy an incredible Florida vacation in a home by the sea. This rental, with great reviews, wonderful amenities, and a perfect location, is exactly the spot you’ll want to spend a much-needed vacation under Florida’s sun! Breakaway is a ground level, bayfront home with a beautifully updated interior. Just inside, you’ll notice an open concept common living area with the kitchen, dining room, and living room. The kitchen offers ample counter space, stainless steel appliances, and a breakfast bar for three. The dining room gives the space a rustic feel as it features a beautiful wooden table that sits under two unique light fixtures and seating for eight. The living room is cozy and chic. It has a sectional couch, two matching armchairs, and a flat screen TV. The entire common area is bathed in natural sunlight from the nearly wall-to-wall sliding glass doors that lead to the backyard area and offer breathtaking views of the ocean. - Bay-Front Single Level Home - 2000 Sq Feet - Private heated pool, Outdoor Shower and gas BBQ grill - Ceiling to floor windows in living room - Views of Tampa Bay and Skyway Bridge - Just a short walk to Bean Point and Rod n Reel Pier - Fully equipped kitchen - Cable TV, Wifi, 2 TVs and a DVD Player - On our Professional Linen Service Program Room Details -Primary Bedroom: King Bed, Ensuite Bathroom -Second Bedroom: Queen -Third Bedroom: Two Twins< -Fourth Bedroom: Twin/Twin Bunk and Full This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, washcloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. Breakaway’s exterior amenities are wonderful. There is a private, heated pool in the front yard area which has in-water seating and an in-water sundeck. Surrounding the pool is a paved deck space with lounge chairs, additional outdoor seating, and a bar-height outdoor dining set. The entire space is surrounded by beautiful Florida landscaping. The backyard of the home is an oasis. There are two distinct spaces on the deck, one with a full-sized outdoor dining set, and the other with an outdoor lounge set. There are also lounge chairs on the pebbled surface behind the deck and, of course, crystal-clear blue waters of Tampa Bay that you can splash around in! To top it all off, Breakaway is a short walk to Bean Point Beach, popular Pine Avenue, and local shops and restaurants. Additionally, it's right next to the famous Rod and Reel Pier! Simply put, Breakaway is a vacationer’s dream spot to spend vacation days pool or beachside!

4 2 10
BOOK NOW

Duplex

Sugar Plum Beach East

Sugar Plum Beach East

Highlights • 2-minute walk to the beach • Shared Pool • Near restaurants and shops • Shared Outdoor Entertainment Space • Washer and Dryer Sugar Plum Beach East by Anna Maria Vacations 114 Mangrove Avenue Anna Maria, 34216 VRC18-000058 Relaxation and memorable beach days await at Sugar Plum Beach East, an adorable three-bedroom and two-bathroom vacation home just five houses from the white sandy Gulf of Mexico beach! Enjoy time with friends and family in the shared backyard with a sparkling pool, lounge chairs, and a Pergola with a dining table and BBQ grill underneath. Once inside, throw the beach bags down and explore your new modern getaway. The living room has a stunning plum-colored sectional, a rustic wooden coffee table, and a large flat-screen TV. You’ll find stainless steel appliances, essentials, including pots, pans, and utensils in the kitchen, and a breakfast bar for two. The indoor dining area has an impressive concrete table with chairs for eight. The entire space is bathed in natural sunlight from the French doors along the back wall leading to the backyard. Find comfort in the primary bedroom that has plush bedding, a TV, a large armoire, and an ensuite bathroom with a walk-in shower that has beautiful purple tile! The guest bedrooms have bright decor and plenty of storage space, and these rooms share the hall bathroom with a shower and tub combo and a double vanity that makes it a breeze for multiple people to get ready simultaneously. A washer and dryer are available to keep beach towels fresh! Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower -Second Bedroom: King bed -Third Bedroom: Two Twin beds Sugar Plum Beach East is an incredible Anna Maria Island home near gorgeous beaches, restaurants and shopping, piers, and historical sites that can all be accessed by bike, golf cart, or the free trolley. Sugar Plum Beach East’s neighbor, Sugar Plum Beach West, is also available for rent and has three bedrooms and two bathrooms, totaling six bedrooms and four bathrooms. You can rent these homes separately or as one unit – available under the name Sugar Plum Beach on our properties search page. Start planning today! - This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, wash cloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology.

3 2 6
BOOK NOW

House

Tarpon Pointe

Tarpon Pointe

Highlights • Private Dock • Private Pool and Hot Tub • 5-minute walk to the beach • 2 1/2 blocks from Pine Avenue Restaurants and Boutiques • BBQ Grill • Beach carts and beach chairs Tarpon Pointe by Anna Maria Vacations 306 Tarpon St. Anna Maria, FL 34216 VR16-000430 Welcome to Tarpon Pointe! This beautiful canal-front home is located on the exclusive north end of Anna Maria Island and comes with a private dock that can accommodate boats up to 24 feet long. With four bedrooms and three bathrooms, this relaxing getaway is the perfect vacation home. Pine Avenue's shops, restaurants and the Anna Maria City Pier are only 2 1/2 blocks away. Head west and enjoy a leisurely stroll to the Gulf beach. Your dream vacation starts at Tarpon Pointe! The living room of this home has a beach vibe that you and your loved ones will surely enjoy. It features a large sectional couch, vibrant decor, and a TV, along with a reading and game nook. The kitchen island is a great spot for guests to relax while the group chefs prepare something using the provided stainless steel appliances and culinary cookware assortment. You can access the home's decks through the glass doors, where you'll find outdoor seating and a BBQ grill. The primary bedroom is a tropical oasis, with crisp linens on the king bed, a private balcony, and an ensuite bathroom with a dual vanity and a walk-in shower. The second bedroom could be used as a second primary, it has a premium mattress and plenty of storage space. The third and fourth bedrooms are designed for the youngsters of the group – there are toys and televisions. The hall bathroom can be found on the second floor and boasts a shower and tub combo. Room Details -Primary Bedroom, 3rdfloor: King bed and ensuite bathroom with walk-in shower. -Second Bedroom, 3rd floor: King bed and ensuite bathroom with shower and tub combination. -Third Bedroom, 3rd floor: One Full Bunk and One Twin /Full Bunk -Fourth Bedroom, 2nd floor: Queen bed Make the most of each day of your vacation by taking advantage of the amazing amenities available to you! Spend your days fishing right off the dock, taking a refreshing dip in the serene private pool, or simply unwind and relax in the comfortable pool chairs. Pure bliss is waiting for you!

4 3 10
BOOK NOW

House

Waters Edge Cottage

Waters Edge Cottage

Waters Edge Cottage by Anna Maria Vacations 2409 Avenue A Bradenton Beach, FL 34217 TPL18-000051 Welcome to Waters Edge Cottage – Your Charming Old Florida Escape! This delightful bayfront home is perched right on the edge of Anna Maria Sound, offering 3 bedrooms and 2.5 bathrooms, making it perfect for families or small groups looking to unwind in a picturesque environment. This home is just a short 4-minute stroll to the stunning Gulf beaches, allowing you to easily enjoy sun-soaked days by the water. Highlights • Private Dock • 4-minute walk to the Beach • Wraparound Screened-in Lanai • Outdoor Dining Area • Washer and Dryer • 6-minute walk to Anna Maria Island Trolley stop Step outside to the expansive wrap-around screened deck, a perfect retreat for soaking in the views of Anna Maria Sound. The deck leads directly to your own private fishing and boating dock, where you can spend tranquil days watching dolphins play and boats sail by. The beautifully landscaped grounds, adorned with hibiscus and tropical plants, create a serene backdrop for your island experience. Waters Edge Cottage is a true gem, designed by a local Anna Maria Island artist and built by her husband, a respected island general contractor. Its handcrafted shutters, corbels, and charming white picket fencing exude character. Inside, the nautical-themed décor harmonizes with a massive wall of glass sliders and windows, offering panoramic views of the Sound. The cozy living area is perfect for watching movies on the flat-screen TV, while the open-concept kitchen is fully equipped for preparing delectable meals. Enjoy family dinners around the dining table or savor casual meals on the deck, surrounded by beauty. The primary bedroom serves as a sanctuary, featuring a king bed and ensuite bathroom with a relaxing soaking tub and spacious walk-in shower. The second bedroom offers flexibility with a full bed and a twin bed, while the third sleeping area includes a queen sleeper sofa. A second bathroom with a walk-in shower and an additional half bath on the main floor ensures ample space and comfort for all guests during their stay. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower and soaking tub -Second Bedroom: One Full and One Twin bed -Third Bedroom: Queen Sleeper Sofa Don’t miss out on experiencing Waters Edge Cottage, your ultimate Bayfront rental on Anna Maria Island! Book your stay today and immerse yourself in the coastal charm and adventure that awaits you! - This home is managed by Anna Maria Vacations, an Anna Maria Island property management company. This property does not allow pets of any kind. 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Vacations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

3 2 6
BOOK NOW

Condo

Bradenton Beach Club Unit F

Bradenton Beach Club Unit F

Bradenton Beach Club Unit F by Anna Maria Vacations 1712 Gulf Dr. Unit F Bradenton Beach, FL 34217 TPL22-000101 Welcome to Bradenton Beach Club Unit F! This stunning beachfront condo is a true gem in Bradenton Beach, perfect for families or friend groups seeking a relaxing Florida getaway. Featuring 3 bedrooms and 2.5 bathrooms, this unit is situated in the highly sought-after Bradenton Beach Club community, providing easy access to a heated pool, pristine beaches, and charming local restaurants and shops on Anna Maria Island. Highlights • Beachfront with Beach Access • Screened-in Lanai • Beach Views • 2 Community Pools and Spa • Community Fishing Dock and Kayak Launch • Assigned Parking Spot • Beach Chairs and Cart • Washer and Dryer The Bradenton Beach Club is a unique complex that stretches from beach to bay. Enjoy deeded beach access just steps from your door, along with a picturesque bayside boardwalk leading to a covered pavilion with stunning open views—ideal for dolphin and manatee watching. After a day of sun and surf, unwind in the Gulfside pool or relax in the heated bayside pool, ensuring the perfect conclusion to your beach adventures. Inside, the condo features tall ceilings and modern décor that creates a welcoming beach atmosphere. The stunning kitchen boasts faux-white marble countertops, stainless steel appliances, and plenty of cabinetry. The dining area comfortably seats six guests, while the spacious living room features a large L-shaped couch and a flat-screen TV. Step out onto the screened-in balcony from the living room to enjoy soothing Gulf breezes and breathtaking views of the Gulf of Mexico, complete with a full-size outdoor dining table—perfect for morning coffee or evening meals. The primary bedroom offers magnificent beach views and a comfortable king bed, along with an ensuite bathroom featuring a walk-in shower. The second and third bedrooms feature queen beds and share a hall bath with a shower-tub combo. Room Details - Primary Bedroom: King bed with ensuite bathroom featuring a double vanity sink and walk-in shower - Second Bedroom: Queen bed - Third Bedroom: Queen bed Don’t miss the opportunity to experience the best of beachfront living at Bradenton Beach Club Unit F! Book your stay today and enjoy luxury accommodations, stunning Gulf views, and easy access to all that Anna Maria Island has to offer! - This home is managed by Anna Maria Vacations, an Anna Maria Island property management company. This property does not allow pets of any kind. 1 car maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Vacations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

3 2.5 6
BOOK NOW

    Skip to content