CONTACT US
Showing 24 of 48 properties



House

Retreat Royale

Retreat Royale

Highlights • Private Pool • 1-mile from the beach • Near parks and restaurants • 28-night Minimum Stay • Great Outdoor Space Retreat Royale Anna Maria Accommodations 604 Ambassador Ln Holmes Beach, FL 34217 VRC19-000265 Welcome to Retreat Royal, a two-bedroom and two-bathroom getaway with a sensational backyard with a sparkling private pool, plenty of loungers, and a beautiful gazebo with a table for dining surrounded with succulents, vines, and Buddha Belly bamboo providing a tranquil space for friends and family to relax together. As you walk in, you’re greeted into a spacious living room with a large sectional, two side chairs, a 65-inch 4K flat-screen, and board games for the family! The kitchen has new stainless-steel appliances, including a glass-top electric stove, oven, dishwasher, and additional appliances and utensils to help prepare delicious meals. Guests can gather around the indoor dining tables or soak up as much of the fabulous Florida weather at the outdoor dining table. The primary bedroom has a coastal flare with vibrant colors, a TV, access to the pool deck, and an ensuite bathroom with a gorgeous walk-in shower with a rainfall showerhead. Designed for the guests young at heart, the second room has two adorable twin beds and easy access to the hall bathroom featuring a shower and tub combination. There is a futon in the primary bedroom for extra accommodation. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower -Second Bedroom: Two twin beds -Bonus, Primary: Queen Futon bed Retreat Royal is in a secluded neighborhood, close to all the action! The gulf beaches are a quick bike or golf cart ride away, and plenty of parks are nearby to keep guests busy. Bring your clubs and get a tee time at the nearby Key Royal Golf Club and enjoy shopping and restaurants at nearby Pine Avenue and Bridge Street, or head to Rod and Reel Pier and watch a perfect sunset. Royal Retreat is a perfect escape for your extended Anna Maria Island stay! - There are no pets allowed in this home. 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 AMI Accommodations, 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 AMI Accommodations 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.

2 2 6
BOOK NOW

Condo

The Crooked Palm

The Crooked Palm

Highlights • Less than a 10-minute walk to the beach • Pet friendly • Near shops and restaurants • Monthly rental with access to community amenities • Near free Anna Maria Island Trolley stop The Crooked Palm by Anna Maria Island Accommodations 3801 E Bay Dr UNIT 103 Holmes Beach, FL 34217 Welcome to The Crooked Palm, a coastal two-bedroom and two-bath condo that offers beautiful water views from the private screened-in balcony and is a short stroll to the sparkling quartz-sanded beaches of Anna Maria Island. The Sunbow Condominiums has plenty of amenities to keep guests happy, including two communal pools, a tennis court, fishing dock access, walking trails, and sound access with a kayak launch. Pack your bags and even bring along your family pets to this wonderful vacation spot! Upon arrival, you're welcomed into a newly remodeled condo that feels bright and airy with serene hues and modern furnishings. The living area has an inviting sectional, a tv, a workspace, and large windows with water views. Gather guests for a board game at the dining room table while your family chef crafts a home-cooked meal. The kitchen is well stocked with all essentials, stainless steel appliances, a breakfast bar, a wine fridge, and plenty of quartz counter space for meal prepping. The home has two bedrooms that will provide a peaceful rest, luxury linens to slip into, large closets for your beach bags, and ambient lighting with side tables. The primary suite features a king bed, with sliding glass doors to access the balcony, and an ensuite bathroom to refresh your senses in the step-in shower with a rain shower head and a large vanity with dual sinks. The guest room has two twin-sized beds, and the guest bathroom with a soothing step-in shower is accessible from the hallway. Room Details -Primary Bedroom: King bed, private balcony, and ensuite bathroom with double vanity and walk-in shower -Second Bedroom: Two twin beds and tv Before your busy days start, soak up the water views each morning from the covered balcony with lounging chairs while sipping on your freshly brewed coffee. Complete your day the same way with your drink of choice and enjoy the island breeze. The complex's amenities are such a highlight and will make your stay even more entertaining! Hang out by the resort-style pools when you're not sunbathing on the beach, reel in your catch of the day on the private dock, and get your game on in the courts. Close by to restaurants, shops, and a grocery store. The free AMI Trolley stop is located just outside the complex, where you can hop on any time of day to ride around the island or rent a beach cruiser to cruise along the many bike paths. Live the island dream and explore the hidden gems of Anna Maria and the surrounding islands. The Gulf of Mexico's coastline offers miles of turquoise waters to swim, kayak, and paddleboard! Day trip over to St. Pete, Clearwater, and south to Siesta Key for more cool beach towns to dine, shop, visit galleries and cafes. Endless adventurous excursions are waiting to be had. We invite you to relax and escape from it at The Crooked Palm. *30 Day Min. Stay Required *Please note: 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 Island Accommodations, an Anna Maria Island property management company. This property allows pets - there will be an additional pet fee associated. Anna Maria Island Accommodations Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by Anna Maria Island Accommodations. * Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. 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 Island Accommodations 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.

2 2 4
BOOK NOW

Duplex

A Place in Paradise Unit A

A Place in Paradise Unit A

Highlights • Less than a 5-minute walk from the beach • Pet Friendly • Screened-in Lanai • Less than a 5-minute walk to Pine Ave • Close to a trolley stop A Place in Paradise Unit A by Anna Maria Island Accommodations 218 Palmetto Ave, Unit A Anna Maria, Florida 34216 VR16-000529 Welcome to A Place in Paradise Unit A, island living awaits at this cute as a button duplex just two blocks from the glistening Gulf of Mexico. This coastal-designed home has two bedrooms, two bathrooms, an open floor plan, and a screened lanai. Walk or ride a bike everywhere, as you're that close to all the action! Gourmet restaurants, cafes, and boutiques are just around the corner, along with a trolley stop that offers complimentary rides across the island! Close by to the popular shopping district of Pine Ave for more upscale shops and a general store. Traveling with another family? Inquire about renting the other half of the duplex to accommodate your group for added space! The island is waiting for you! Arrive at a pure paradise escape where the tropical greenery greets you. You'll instantly feel at home when you step inside to the oh-so-cool hues and layout! This home has a vibrant living room and kitchen, which are prime entertaining areas for any time of day! Stream your favorite shows from the flat screen, craft a home-cooked meal from the fully equipped kitchen, and spend your mornings with a cup of tea on the screened lanai as you soak up the Florida weather. The home comes well-appointed with two coastal-chic bedrooms that provide a serene space to unwind, sink into the soft linens, and you'll wake up refreshed, ready for a full day to explore! The primary bedroom features a king bed, while the second guest room highlights a set of twin beds. There are two updated bathrooms, one designed with a step-in shower, and the other has a shower and tub combination. Room Details -Primary Bedroom: King bed -Second Bedroom: Two Twins Discover the natural beauty across the 7-mile barrier of Anna Maria! From nature preserves, spotting marine life at play, kayaking the bay, reeling in your catch of the day at the Historic AMI City Pier, or just sunbathing on the quartz-sanded beaches, we have endless fun excursions for the whole family! Experience the island lifestyle where you can escape from it all here at, A Place in Paradise! *Please note, this property does not feature a dishwasher. *Please note: 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. This home is managed by AMI Accommodations , an Anna Maria Island property management company. This property allows pets - there will be an additional pet fee associated. AMI Accommodations Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by AMI Accommodations. * Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. 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 AMI Accommodations 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.

2 2 4
BOOK NOW

Duplex

A Place in Paradise Unit B

A Place in Paradise Unit B

Highlights • Less than a 5-minute walk from the beach • Pet Friendly • Less than a 5-minute walk to Pine Ave • Close to a trolley stop A Place in Paradise Unit B by Anna Maria Island Accommodations 218 Palmetto Ave, Unit B Anna Maria, Florida 34216 VR16-000529 Welcome to A Place in Paradise Unit B, an adorable duplex just two blocks from the glistening Gulf. This coastal designed home has two bedrooms, two bathrooms, The perfect place to stay for your next beach getaway! This home is close to the popular shopping district of Pine Ave for more upscale shops and a general store. From sunrise to sunset, you can enjoy the surf and sand, walk to Bean Pointe for sensational views, dine under the stars at The Sandbar, and relax back in your home after a sun-filled day. Traveling with another family? Inquire about renting the other half of the duplex to accommodate your group for added space! The island is waiting for you! Arrive to a pure paradise escape where the tropical greenery greets you. When you step inside to the oh-so-cool hues and layout, you’ll instantly feel at home! The home has a vibrant living room and kitchen that are definitely the prime entertaining areas any time of day! Stream your favorite shows from the flat screen, craft a home cooked meal from the fully equipped kitchen, and spend your mornings with a cup of tea on the screened lanai as you soak up the Florida weather. The home comes well-appointed with two coastal-chic bedrooms that provide a serene space to unwind, sink into the soft linens, and you'll wake up refreshed, ready for a full day to explore! The primary bedroom features a king bed, while the second guest room highlights a set of twin beds. There are two updated bathrooms, one designed with a step-in shower, and the other has a shower and tub combination. Room Details -Primary Bedroom: King bed -Second Bedroom: Two Twins Discover the natural beauty across the 7 mile barrier of Anna Maria! From nature preserves, spotting marine life at play, kayaking the bay, reeling in your catch of the day at the Historic AMI City Pier, or just sun bathing on the quartz sanded beaches, we have endless fun excursions for the whole family! Experience the island lifestyle where you can escape from it all here at, A Place in Paradise! *Please note, this property does not feature a dishwasher. *Please note: 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. This home is managed by AMI Accommodations , an Anna Maria Island property management company. This property allows pets - there will be an additional pet fee associated. AMI Accommodations Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by AMI Accommodations. * Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. 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 AMI Accommodations 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.

2 2 4
BOOK NOW

House

Sideways

Sideways

Welcome to Sideways! A beautiful, coastal home with 2 bedrooms, 2 baths where you have the Sarasota Bay just one house away and 1/2 block from the world renowned beaches of Anna Maria Island. Tucked away in a charming neighborhood of Bradenton Beach, this elevated home has all the amenities to make your next beach getaway the ultimate retreat. Spacious layout with beachy hues, a rooftop deck with stunning views of the glistening Gulf and bay, and the private free form pool complete with a jetted spa is where you’ll love to spend most of your days. Close by to restaurants, shopping, and the Bridgestreet Pier. Hop on the complimentary AMI Trolley and navigate the 7 mile barrier island with many stops to get off and explore. Your island adventure starts here! A tropical landscaped, oasis welcomes your upon arrival at this gorgeous beach cottage with a private driveway and carport to park your vehicles. Head up the stairs on the side of the home and you will enter into the main living level. The great room is meant for entertaining with a sectional sleeper sofa and large flat screen tv in the living room and a spacious kitchen fully stocked with essentials to craft a home cooked meal. Dine at the breakfast bar or table that seats 4 in the kitchen. The home is filled with natural light from the large impact windows and the glass sliders that are off from the living area that open up to the balcony and spiral staircase the leads to the rooftop. The bedrooms offer pure comfort with luxury linens, mounted flat panel tv’s, ambient bedside lighting, and space to stow your luggage. The master suite features a king bed with an ensuite bathroom, where you have a large vanity and glass walled step in tiled shower. The guest bedroom boasts a queen bed and the guest bathroom that’s accessed from the hallway has a tub/shower combo that’s perfect for the younger crew in tow. Downstairs your backyard is a tropical paradise! The large heated pool with a jetted spa is surrounded by lush palm trees, lounge chairs to relax with your favorite book, and a screened Florida Room for kicking back with your favorite sport on the mounted flat panel. Get the grill ready for the bbq master of the group and dine al fresco with the sensational Florida weather. From sunrise to golden sunsets you can soak up the views any time of day from your private rooftop deck! Discover the local gems of Anna Maria that make this island a magical place to vacay and to return to year after year. Plenty of excursions the whole family can choose from whether its golfing, getting on a fishing charter to catch the big one, paddle-boarding or kayaking on the calm bay waters, walking the many beaches finding the perfect seashell, and day tripping over to more cool coastal towns. Your going to love the island living lifestyle here at Sideways, so pack your beach bags and get ready to escape from it all! Home Layout: Bedroom #1: King Bed w/ Ensuite Bathroom Bedroom #2: Queen Bed *Please note: 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 AMI Accommodations , an Anna Maria Island property management company. This property allows pets - there will be an additional pet fee associated. AMI Accommodations Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by AMI Accommodations. * Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. 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 AMI Accommodations 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.

2 2.5 6
BOOK NOW

Condo

Casa Riva

Casa Riva

Welcome to Casa Riva! A coastal getaway awaits you here at this beautiful 2 bedroom, 2.5 bath condo located in the vibrant community of North Beach Village. This 2-story villa is the perfect place to stay when vacationing in Anna Maria Island! Spacious layout with a screened lanai and a boardwalk that leads to the communal pool. Within easy walking distance to the Holmes Beach Shopping Center, or hop on the complimentary AMI Trolley anytime of day to venture around the Island. Only 2 blocks from the glistening Gulf Beaches, it's just another day in Paradise where you can escape from it all! Arrive to a tropical landscaped community where you have a private driveway and garage to park. Step inside to the welcoming foyer and head upstairs to the cozy comforts of the home that’s designed with serene hues and beach decor throughout. The main living space is on the 2nd level with an open layout and a screened lanai you can relax with your favorite book. The great room is meant for entertaining whether your unwinding on the couch streaming your favorite shows, crafting a meal from the fully stocked kitchen, and dining around the table that seats 4. The kitchen also has a breakfast bar with stools to accommodate additional seating at meal time. A half bathroom is conveniently located on the main floor. Upstairs you have two spacious bedrooms styled with luxury bedding, ceiling fans, storage for your beach bags, and both feature ensuite bathrooms with tub/shower combos. Your first bedroom boasts a king bed and your second bedroom has a queen bed along with a twin over twin bunk. Downstairs you have another deck seating area just off from the foyer where you’re surrounded by gorgeous tropical foliage. After a fun filled day at the beach, head over to the oversized communal pool that is heated where you can take a refreshing dip and kick back on the loungers. Discover the natural beauty and hidden gems around Anna Maria Island where you have miles of coastline to explore. From bird watching, fishing, golfing, kayaking, or just sunbathing next to the surf and sand we have plenty of outdoor adventures to offer to the whole fam! Shop along Pine Ave at the North End, Dine under the stars with the sunset as your backdrop, and take a bike ride along the many bike paths to take in the scenery. The island awaits you! So get your beach bags ready, as we invite you to stay and play here at Casa Riva! Home Layout: #1 Bedroom: King #2 Bedroom: Queen and Twin over Twin Bunk There are no pets allowed in this home. *Please note: 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 AMI Accommodations, 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 AMI Accommodations 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.

2 2.5 6
BOOK NOW

House

Summer Salt (AMIA)

Summer Salt (AMIA)

Highlights • 5-minute walk to the beach • BBQ grill • Washer and dryer • Near Anna Maria Island Trolley stop • Outdoor living space Summer Salt by Anna Maria Island Accommodations 7704 Palm Dr Holmes Beach, FL 34217 Welcome to Summer Salt, a cheerful vacation duplex with two bedrooms and one bathroom! This home is just a quick walk to the spectacular Gulf of Mexico beaches and has a bright, covered outdoor seating area perfect for relaxing with friends and family. Once inside, you’ll love the open feel with wood plank flooring, beach decor, and coastal hues. The great room has a plush sofa, oversized chairs, and a mounted flat-panel television where you can stream your favorite shows or play games on the Xbox. The fully equipped kitchen is decorated to make guests feel like they’ve never left the beach. The beachy dining table seats up to four guests, and to the right are sliding glass doors that lead to your comfy oasis. A bistro table in the private fenced-in area is excellent for dining al fresco. After soaking up the Florida sunshine, get ready for a peaceful night’s sleep. The primary bedroom has a king-size bed, plenty of closet, and dresser storage. The second guest bedroom boasts a twin daybed with a twin trundle and a delightful seating area with a wood wall and two luxury blue chairs. The main bathroom has a walk-in shower and access from the hall and the outdoors, perfect for rinsing off right after the beach. A full-size washer and dryer are available for guest use. Room Details -Primary Bedroom: King bed -Second Bedroom: Twin daybed with Twin Trundle The unit next door Summer Daze is also available for rent and has two bedrooms and two bathrooms, totaling four bedrooms and three baths, you can rent these homes separately or as one unit – available under the name Summer Wind on our properties search page. - There are no pets allowed in this home. 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 Island Accommodations , 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 Island Accommodations 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.

2 1 4
BOOK NOW

Condo

Bay View Bliss

Bay View Bliss

Highlights: • Less than a 5-minute walk to the beach • Less than 1-mile from Bridge Street • Bay views and access from complex • Bayside community pool • Less than a 5-minute walk to the Trolley stop Bay View Bliss by AMI Accommodations 117 7th St N Unit 29 Bradenton Beach, FL 34217 Welcome to Bay View Bliss, a cute-as-a-button two-bedroom, one-bath condo in the charming coastal community of Bradenton Beach, where you’re just one block to the emerald coast and steps to the bay. Newly updated, modern hues and furnishings create a serene ambiance in every room. Walking distance to shops and restaurants and close to the bus stop where the AMI Trolley will be able to pick you up for a complimentary scenic ride across the island. Get your taco fix at the Wicked Cantina and walk to the beach for nightly sunsets that are truly mesmerizing. For more family fun, head to Bridge Street for waterfront dining with fresh seafood, walk to the pier, check out the marina, and challenge your group to a round of miniature golf. This is the perfect destination for your family’s next beach getaway! Arrive at a bottom unit with parking available close to the front door. Step inside to a welcoming, cozy great room with beautiful plank flooring throughout. There are two sofas to sit back with your favorite book or for movie nights in the living room and a dining table to enjoy your morning coffee before setting out for the day. The galley-style kitchen comes well equipped with the essentials, ample quartz counter space for meal prepping, and stainless-steel appliances. The condo has two bedrooms that refresh guests daily, with plush beds to sink into, luxury bedding, and bedside tables with lighting. The primary bedroom features a queen bed, perfect to escape to for a mid-day siesta, and your guest bedroom is also styled with a queen. The shared bathroom is accessed from the hallway, highlighting a tub, shower combo, and extra storage for your toiletries. There is a shared washer and dryer available for guest use. Room Details -Primary Bedroom: Queen bed -Bedroom: Queen bed After spending your days soaking up the sunshine on the sparkling beach, riding the waves, and searching for the perfect seashell, you can enjoy a cool dip in the communal pool. Relax on a lounging chair with stunning bay views while your grill master of the group gets the bbq feast ready. Set the table for a lovely picnic by the water! You’ll love this coastal villa and its centralized location for all the action! Explore the sensational 7-mile barrier island of Anna Maria, visit the shopping district along Pine Ave, fish with the locals at the Historic City Pier, kayak, or paddle board the bay, and grab a scoop at a local creamery. Endless fun for the whole family! We invite you to stay and play where you can escape from it all. There are no pets allowed in this home. This property has an active Ring doorbell at the main entrance. *Please note: 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. This home is managed by AMI Accommodations, 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 AMI Accommodations 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. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

2 1 4
BOOK NOW

Duplex

Bo's Beach Bungalow

Bo's Beach Bungalow

Highlights • Less than a 5-minute walk to the beach • Screened-in lanai • BBQ grill • Fenced backyard • Outdoor Shower Bo's Beach Bungalow by Anna Maria Island Accommodations 306 N Shore Dr Unit B Anna Maria, FL 34216 Welcome to Bo's Beach Bungalow, a beautiful mid-century style home with two bedrooms and one bath in one of the most desired areas of Anna Maria Island. It is just a quick walk to the sugar-sanded beaches and a short stroll to Pine Ave., where you can grab gourmet doughnuts, visit fabulous island boutiques, or hop on the island trolley for a scenic journey. Fill your days with beach days, fresh seafood, and bike rides; the possibilities are endless at Bo's Beach Bungalow! The indoor living space is brightened by natural light with a chic seating area, wood elements, and a flat-panel smart TV. The kitchen is well equipped with culinary essentials, plenty of appliances, custom cabinets, and ample counter space for meal prep. Dine at the modern table or head out onto the lanai, where you'll find the home's second dining table, and a BBQ grill is also available! Retreat to one of the two appointed bedrooms at any time of day for a peaceful rest, where you'll awaken refreshed, ready to explore the island. The primary bedroom features a King bed with luxury linens to sink into, a flat-screen television for a late-night movie, and chic furniture with storage to stow your beach bags. Your guest bedroom highlights two twin beds with a bedside table and ambient lighting. The bathroom is accessed from the hallway and has a soothing step-in shower. A washer and dryer are available for guest use. Room Details -Primary Bedroom: King bed -Second Bedroom: Two twin beds The home's exterior is tropical, with lush landscaping and an outdoor shower to wash off your sandy feet. We can't wait to have you as our guests at Bo's Beach Bungalow! - There are no pets allowed in this home. 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. This home is managed by Anna Maria Island Accommodations, 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 Island Accommodations 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.

2 1 4
BOOK NOW

House

Whispering Palms

Whispering Palms

Highlights • Less than a 5-minute walk to the beach • Private Pool • Outdoor Movie Screen • Pet Friendly • Less than a 5-minute walk to the nearest Trolley Stop Whispering Palms by Anna Maria Island Accommodations 2302 Avenue B Bradenton Beach, Florida Welcome to Whispering Palms! This two-bedroom and two-bathroom vacation home plus bonus loft is perfectly situated between the Anna Maria Sound and the Gulf of Mexico. Only three blocks from the breathtaking beaches, this pet-friendly beach getaway has a spacious backyard with a private pool and an outdoor movie theater screen perfect for entertaining and making memories that will last a lifetime. Crafted with details in mind, this elegant three-level beach retreat has smart electronic technologies implemented throughout the home. The kitchen has stainless steel appliances, granite countertops with high-top seating, and cooking essentials to prepare delicious meals. Gather guests at the bright dining room table for a glass of wine or a game night. Up the stairs is the living room with a unique stone accent wall, a plush sectional, and large flat-screen TV. Guests can grab their favorite drink and snack and enjoy the island breeze on the balcony overlooking the pool. The airy, blue-hued primary bedroom features a King bed, a private deck, and a walk-in closet. The primary bathroom has a vanity that has been beautifully updated and a walk-in shower. The second bedroom features a comfortable King-sized bed, providing a peaceful place for guests to rest. It also has convenient hallway access to the second bathroom, which includes a shower and tub combination. The spiral staircase leads to the cozy loft, which is appointed with a twin bed and is ideal for the guest that enjoys a little more privacy. A washer and dryer are available on the first living floor. Room Details Primary Bedroom, 2nd floor: King Bed, private deck, and ensuite bathroom with walk-in shower Second Bedroom, 1st floor: King Bed hallway bathroom with shower and tub combination Bonus Loft, 3rd floor: Twin Bed The lush tropical greenery creates a perfect island vacation feel. Swim in the pool or relax on the pool’s sun shelf. Fire up the grill, serve a spectacular meal at the dining table under the covered patio, and play the game on the outdoor TV. Additionally, there is a private outdoor movie theatre screen to play your favorite movies on. Located in a quiet neighborhood in the narrow part of Anna Maria Island, this vacation offers quick access to the free island trolley stop, where you can take a scenic ride to explore the 7-mile island. The famous Bridge St is about a 10-minute trolley ride away and is the perfect place to gather souvenirs and unique pieces to add to your wardrobe, have fabulous fresh meals at locally owned restaurants, and see historic landmarks. Your dream vacation is waiting! This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. This property allows pets - there will be an additional pet fee associated. AMI Accommodations Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by Anna Maria Island Accommodations. * Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. Please note: 2 cars maximum can park at this home, 1 in driveway and 1 in street. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This property has active video surveillance on the pool equipment and driveway only. 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 Island Accommodations 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.

2 2 5
BOOK NOW

Duplex

Shortboard

Shortboard

Highlights • Less than a 5-minute walk from the beach • Shared pool and outdoor shower • Screened-in covered patio • Near free island trolley stop • Pet friendly Shortboard by Anna Maria Island Accommodations 131 White Avenue Holmes Beach, Florida Welcome to Shortboard, a pet-friendly vacation home with two bedrooms and two bathrooms just a block away from the pristine Gulf of Mexico beach! Enjoy time with friends and family in the shared pool and cool off on the screened-in patio with plenty of seating and a dining room table perfect for sharing fresh meals cooked on the grill. The island life is waiting for you at Shortboard! Once inside, you are welcomed into a bright modern coastal living space with a sofa, side chair, and a tv for those late-night movie nights. The kitchen is equipped with cooking essentials, including pots, utensils, and pans for mixing up some delicious bites to eat. Dine with guests at the modern farmhouse table that is well-lit by unique lighting. The primary bedroom will surely put a smile on your face with its calming ocean-theme, King bed, tv, and closet, and it has easy access to the hallway bathroom with a shower and tub combination. The guest bedroom has bright tropical flares, natural lighting, and an ensuite bathroom with a walk-in shower. The sofa in the living area can be converted to a sofa bed for extra accommodation. Additionally, there is a washer and dryer available for guest use. Room Details -Primary Bedroom: King bed -Second Bedroom: Two twin beds and ensuite bathroom with walk-in shower -Living Room: Sofa bed Enjoy the Florida sunshine in the comfort of Shortboard’s shared backyard. Read a book on one of the loungers, cool down in the pool, complete the evening with a freshly grilled meal, and share it in the screened-in patio with an outdoor dining area and plush seating area. Anna Maria Island is an incredible vacation destination with gorgeous beaches, restaurants, shopping, piers, and historical sites that all can be accessed by bike, golf cart, or the free trolley. Shortboard’s neighbor Longboard is also available for rent and has two bedrooms and two bathrooms, totaling five bedrooms and four and a half baths. You can rent these homes separately or as one unit – available under the name Hang 12 on our properties search page. Get ready for the ultimate vacation! This property allows pets - there will be an additional pet fee associated. AMI Accommodations Pet Policy: Dogs are allowed under certain conditions and ALL animals, including service animals, must be disclosed and approved prior to arrival. We cannot accept cats. *Please note that there will be an additional non-refundable pet fee charged upon approval by Anna Maria Island Accommodations. * Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. *Please note: 2 cars maximum are able to park at this home. The garage is not available for guest use. 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 Island Accommodations, 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 Island Accommodations 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.

2 2 6
BOOK NOW

Duplex

Summer Daze

Summer Daze

Highlights • 5-minute walk to the beach • Near boutiques and restaurants • 1-block from the free Island Trolley stop • Screened-in lanai • Washer and dryer Summer Daze by Anna Maria Island Accommodations 209 78th St. Holmes Beach, FL 34217 Pack your bags for a beach escape at Summer Daze, a two-bedroom and two-bath duplex surrounded by tropical landscaping with a covered patio and BBQ grill that is perfectly located just five minutes from the pristine Gulf of Mexico beaches! Walking in, you will instantly feel the island vibe with bright beach décor and warmth from the natural lighting. The kitchen has culinary essentials, stainless steel appliances, and a dining room table. After incredible days exploring the island, kick your feet up and enjoy a movie night with friends and family in the living room. There is an additional sofa available that can be converted into a queen sleeper sofa. Guests will wake up refreshed and love the plush bedding, coastal décor, and storage space in the primary and second bedrooms. The primary bedroom features an ensuite bathroom with a walk-in shower, and the hall bath has a shower and tub combination, and both have plenty of room for storing necessities and getting ready in the morning. A washer and dryer are available for guest use. Room Details -Primary Bedroom: King bed and ensuite bathroom with a walk-in shower -Second Bedroom: Queen bed -Living Room: Queen Sleeper Sofa The nearest trolley stop is just a quick block away. It will take you all over Anna Maria Island’s 7 miles, shop the boutiques on Pine Ave and Bridge Street, and stop for ice cream and souvenirs. Whether you’re here to relax on the sugary sands of the beach, cast a line at the historic AMI city pier, or kayak to calm bay waters, there is something fun for everyone at Summer Daze! The unit next door Summer Salt is also available for rent and has two bedrooms and one bathroom, totaling four bedrooms and three baths, you can rent these homes separately or as one unit – available under the name Summer Wind on our properties search page. - There are no pets allowed at this home 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 Island Accommodations, 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 Island Accommodations 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.

2 2 6
BOOK NOW

    Skip to content