Vacation Rentals By Owner In Anna Maria, FL

$477.23

Beautiful Condo on Pine Ave, 2 Blocks to Beach

Anna Maria, Florida, United States

High Tide Haven by Anna Maria Island Accommodations brbrWelcome to High Tide Haven, a newly renovated three-bedroom, two-bathroom vacation home in the heart of Anna Maria City. Just two blocks from the Gulf beaches and steps from the boutiques and restaurants of Pine Avenue, this elevated villa offers a private heated pool, multiple balconies, and bright coastal interiors. Perfect for families and friends, High Tide Haven delivers everything you need for a fun and carefree Anna Maria Island escape. brbrHighlights br-4-Minute Walk to Pine Ave beach access br-3 Bedrooms / 2 Bathrooms and Queen Sleeper Sofa br-Private Heated Pool br-Outdoor Games br-Covered Balcony with Dining br-Outdoor Grill and TV br-Steps from Pine Avenue Shops and Local Dining br-Parking for 1 Vehicle brbrThe private backyard oasis at High Tide Haven is the ultimate spot to relax and play. Splash into the bright blue heated pool, unwind in a lounge chair, or gather under the covered patio to watch the outdoor TV. Challenge family and friends to a game of Connect 4 or fire up the grill for a fun cookout. Upstairs, enjoy breezy meals on the balcony dining table or sip coffee while soaking in the island sunshine. brbrInside, the open floor plan creates a warm, social setting where guests can cook, dine, and relax together. The living room includes plush seating, TV, and a sleeper sofa for additional guests. The kitchen is fully stocked with stainless steel appliances, ample counter space, and a coffee maker. A spacious dining table and kitchen island bar provide seating for family meals, while glass doors open to the balcony for alfresco dining with views of Pine Avenue’s lively charm. brbrThe primary suite is a refreshing retreat with a king bed, Smart TV, ensuite bathroom, and direct balcony access. The second bedroom includes a queen bed and balcony access, while the third bedroom is furnished with a twin-over-king bunk bed and TV, perfect for kids or a family. A hallway bathroom with a shower/tub combo serves the guest rooms, blending coastal design with comfort. brbrRoom Details br-Primary Bedroom (2nd Floor): King bed, TV, ensuite bathroom, balcony access br-Second Bedroom (2nd Floor): Queen bed, TV, balcony access br-Third Bedroom (2nd Floor): Twin-over-King bunk bed, TV br-Living Room: Queen Sleeper Sofa br-Hall Bathroom: Shower/tub combo brbrHigh Tide Haven provides one parking space and easy access to the best of Anna Maria Island. You’ll be just two blocks from the beach and steps from the shops, bakeries, and seafood restaurants along Pine Avenue. Start your mornings with a stroll to the Gulf’s white sands and end with a sunset dinner at a nearby waterfront restaurant. brbrWith its private pool, prime location on Pine Avenue, and stylish coastal interiors, High Tide Haven by Anna Maria Island Accommodations is the perfect home base for your next Anna Maria Island getaway. Book your stay today and create unforgettable memories in the heart of paradise! brbr- brThere are no pets allowed in this home. brbr*Please note: 1 car maximum is 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. brbrThis home is managed by AMI Accommodations, an Anna Maria Island property management company. brbrWe 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. brbrPlease see our AMI Accommodations Rental Policies for full details. brbrPlease Remember: brbrYou 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. brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$523.06

/ Nightly

Private Vacation Home

AMI Stay! Family-Friendly Home with Pool, Twin Room and Garden Views

Anna Maria, Florida, United States

Pink Palm Bungalow by Anna Maria Island Accommodations brVR16-000353 brbrWelcome to Pink Palm Bungalow, a charming three bedroom, two bath vacation home on the north end of Anna Maria Island. With a sparkling saltwater pool surrounded by lush tropical gardens, this home is just a 5-minute walk to the Gulf beaches and close to Pine Avenue’s boutiques and restaurants. Designed with both relaxation and fun in mind, Pink Palm Bungalow is the perfect island escape for families and friends. brbrHighlights br• 5-minute walk to Anna Maria Beach br• 3 Bedrooms / 2 Bathrooms br• 2 Kings, 2 Twins br• Private saltwater pool with lush garden setting br• Outdoor shower and Weber gas BBQ grill br• Backyard cornhole game and pergola dining area br• Beach supplies including wagon, chairs, umbrellas, and cooler br• Washer and dryer br• Near Pine Avenue shops and restaurants br• 2 Parking SpacesbrbrEnjoy your own private backyard oasis, featuring a sparkling saltwater pool framed by palm trees and tropical landscaping. The patio includes loungers, shaded dining areas, and a pergola for relaxed evenings outdoors. Guests can grill their favorites on the Weber BBQ, play a game of cornhole, or rinse off in the outdoor shower after a beach day. With plenty of beach gear provided, trips to the shore are easy and fun. brbrStep into the coastal inspired living room with calming décor, cozy seating, and a smart TV for streaming your favorite shows. The bright kitchen is fully equipped with new appliances, cookware essentials, and a breakfast nook for casual meals. The dining room seats six and overlooks the beautiful pool and garden views, making every meal memorable. brbrThe split floor plan ensures privacy for every guest. The primary suite features a king bed, TV, and ensuite bathroom with a walk-in shower. A second king bedroom and a twin bedroom with two beds share access to a hall bathroom with a shower/tub combo. Crisp linens, soft bedding, and TVs in each bedroom create a restful retreat after days of sun and fun. brbrRoom Details br-Primary Bedroom: King bed, ensuite with walk-in shower br-Second Bedroom: King bed br-Third Bedroom: Two Twin beds brbrPink Palm Bungalow includes a washer and dryer, beach towels, and a garage stocked with extra beach gear. Guests are within walking distance of Pine Avenue for boutique shopping, ice cream, and local dining, or can hop on the island trolley to explore Anna Maria’s historic sites and beaches. brbrWith its prime location near Pine Avenue, private saltwater pool, and family-friendly layout, Pink Palm Bungalow is the ultimate Anna Maria Island vacation rental. Book your stay today and enjoy island living at its best! br br- brThere are no pets allowed in this home. brbr2 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. brbrThis home is managed by AMI Accommodations, an Anna Maria Island property management company. brbrWe 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. brPlease see our AMI Accommodations Rental Policies for full details. brPlease 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.

Bed

Bath

Sleeps

$493.64

/ Nightly

Private Vacation Home

Beautiful Home with Pool and Outside Living Area! Near the Beach

Anna Maria, Florida, United States

Coconut Lagoon by Anna Maria Island Accommodations brVR16-000285brbrWelcome to Coconut Lagoon, a vibrant four-bedroom, three-bathroom coastal retreat on the north end of Anna Maria Island. This home had a complete makeover, with an all-new kitchen, bathrooms, and furnishings. Just a five-minute walk to the beach, this inviting getaway offers a sparkling pool, stylish outdoor living spaces, and easy access to the island trolley. Perfect for families and groups, Coconut Lagoon is designed for comfort and fun, making it an ideal choice for your next Florida Gulf Coast vacation rental.brbrHighlightsbr• 5-minute walk to Anna Maria Beachbr• 4 Bedrooms / 3 Bathroomsbr• 3 King beds, 2 Twin bedsbr• Private pool br• Cabana with lounge seatingbr• Outdoor showerbr• BBQ grillbr• Two living rooms with TVsbr• Steps from the Anna Maria Island Trolley stopbr• Parking for 2 vehiclesbrbrStep into the tropical backyard oasis where a private pool shimmers beneath the palms. Lounge under the cabana with a cool drink, fire up the BBQ for family cookouts, or rinse off the day in the outdoor shower. With multiple seating areas, there’s plenty of space to relax, sunbathe, or gather together under the warm Florida sky.brbrInside, Coconut Lagoon is thoughtfully designed for groups of all sizes. Two spacious living rooms ensure that everyone can unwind; kids can enjoy a movie in one room while adults catch up in the other. The fully equipped kitchen features stainless steel appliances, a breakfast nook, and a chic dining space with wicker chairs perfect for memorable family meals.brbrEach of the four bedrooms offers plush bedding and a relaxing atmosphere. The primary suite and second bedroom both feature king beds, patio access, and ensuite bathrooms with walk-in showers. A third bedroom includes another king bed, while the fourth has two twin beds, making it ideal for kids or friends. These rooms share a stylish hall bathroom with a shower/tub combo.brbrRoom Detailsbr• Primary Bedroom: King bed, patio access, ensuite bath with walk-in showerbr• Second Bedroom: King bed, patio access, ensuite bath with walk-in showerbr• Third Bedroom: King bedbr• Fourth Bedroom: Two Twin bedsbrbrWith the Anna Maria Island Trolley stop just steps away, exploring the island is a breeze. Spend your days discovering Pine Avenue’s boutique shops, savoring fresh seafood, or strolling along the Gulf’s famous white-sand beaches. Whether you’re swimming, shopping, or simply soaking up the island vibes, Coconut Lagoon offers the perfect home base.brbrBlending coastal charm with modern comfort, Coconut Lagoon by Anna Maria Island Accommodations is the ultimate group-friendly vacation rental. Book your stay today and enjoy all the beauty and relaxation that Anna Maria Island has to offer!brbrbr-brThere are no pets allowed in this home.brbr2 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. brbrThis home is managed by AMI Accommodations, an Anna Maria Island property management company.brbrWe 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.brbrPlease see our AMI Accommodations Rental Policies for full details.brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise respectful 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 a refund.

Bed

Bath

Sleeps

$591.7

/ Nightly

Private Vacation Home

AMI Escape! 2 King Suites, Twin Room and Private Pool Near Pier

Anna Maria, Florida, United States

Azure by Anna Maria Island Accommodations brHome in Anna Maria, FloridabrVR18-000114 brbrWelcome to Azure, a modern three bedroom, two bath vacation home on the north end of Anna Maria Island. Just a 7-minute walk to both Bean Point Beach and the Bayfront, this home features a private pool, stylish interiors, and close access to popular attractions like Bayfront Park. Perfect for families, Azure combines comfort, location, and island charm for the ultimate Anna Maria Island getaway. brbrHighlights br• 7-minute walk to Bean Point Beach and Bayfront Park br• 3 Bedrooms / 2 Bathrooms br• 2 Kings, 2 Twins br• Private heated pool with loungers br• Outdoor dining area with BBQ grill br• Washer and dryer br• Near Pine Avenue shops brbrThe lush tropical backyard is your private oasis, complete with a heated pool, cozy loungers, and outdoor dining shaded by an umbrella. Fire up the BBQ grill for easy meals outdoors or enjoy a quiet evening under the stars after a beach day. brbrInside, the bright living room welcomes you with vibrant coastal decor, plush seating, and a large TV with streaming options. The fully equipped kitchen offers generous counter space, modern appliances, and a cheerful backsplash that makes cooking a pleasure. A dining area ensures plenty of space for meals and family gatherings. brbrThe primary suite features a king bed, coastal décor, TV, and a private ensuite bathroom with a walk-in shower. The second bedroom also includes a king bed and TV, while the third bedroom has two twin beds and its own TV, perfect for children or friends. A hall bathroom with a shower/tub combo ensures convenience for all. brbrRoom Details br-Primary Bedroom: King bed, ensuite with walk-in shower, washer and dryer br-Second Bedroom: King bed br-Third Bedroom: Two Twin beds brbrAzure includes Wi-Fi, washer and dryer, TVs in every bedroom, and convenient proximity to Pine Avenue dining and shopping, and Bayfront Park. With its prime location near Bean Point Beach, private pool, and family-friendly layout, Azure is the perfect Anna Maria Island vacation rental for your next getaway. Book your stay today and start making unforgettable island memories! br br- brThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. brbrThere are no pets allowed in this home. brbr3 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. brbrWe 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. brbrPlease 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.

Bed

Bath

Sleeps

$522.68

/ Nightly

Private Vacation Home

Quiet North End Home Only 2 Blocks to Beach with Private Pool

Anna Maria, Florida, United States

Our Place By The Sea by Anna Maria Island Accommodations brVR16-000359 brbrWelcome to Our Place By The Sea, a charming three bedrooms, two and a half bath vacation home on the peaceful north end of Anna Maria Island. Just a four-minute walk to Bean Point Beach, this ground-level retreat features a private pool, outdoor shower, and inviting indoor and outdoor living spaces. Perfect for families or small groups, this home is the ideal base for your next Anna Maria Island getaway. brbrHighlights br-4-minute walk to Bean Point Beach br-3 Bedrooms / 2.5 Bathrooms br-1 King bed, 1 Queen bed, 2 Twin beds br-Private heated pool with rock fountain br-Outdoor shower br-Deck seating br-Two living areas with TV br-Parking for 3 vehicles brbrStep into your backyard paradise where a heated pool sparkles beneath the Florida sun. Listen to the calming sounds of the rock fountain, rinse off after beach time in the outdoor shower, and enjoy meals on the patio. With plenty of lounge chairs and deck seating, relaxation comes easy in this tropical oasis. brbrInside, the home offers two welcoming living areas, perfect for giving kids their own space to watch a movie while adults relax with evening drinks. The fully equipped kitchen makes meal prep simple with an island and bar seating, while the dining area and patio table provide great spots for family meals. brbrAfter a day of sun and surfing, retreat to the primary bedroom, which features a king bed, deck access, and ensuite bathroom with a walk-in shower and dual vanity. The second bedroom includes a queen bed and an ensuite bath with a shower/tub combo. The third bedroom has two twin beds and a TV, making it perfect for kids or singles. brbrRoom Details br-Primary Bedroom: King bed, TV, ensuite bath with walk-in shower and dual vanity, deck access br-Second Bedroom: Queen bed, TV, ensuite bath with shower/tub combo br-Third Bedroom: Two Twin beds, TV brbrLocated just steps from the Anna Maria Island Trolley, this home makes it easy to explore Pine Avenue’s boutique shops and local restaurants or discover the island’s seven miles of Gulf beaches. Outdoor enthusiasts can enjoy fishing charters, paddle sports, golf, or a sunset cruise from nearby vendors. brbrBlending coastal charm with modern convenience, Our Place By The Sea by Anna Maria Island Accommodations is the perfect choice for families seeking a relaxing Florida Gulf Coast rental. Book your stay today and create unforgettable memories on Anna Maria Island! brbr br- brThere are no pets allowed in this home. brbr*Please note: 3 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. brbrThis home is managed by AMI Accommodations, an Anna Maria Island property management company. brbrWe 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. brbrPlease see our AMI Accommodations Rental Policies for full details. brbrPlease Remember: brbrYou 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. brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$339.71

/ Nightly

Private Vacation Home

Beautiful Home Directly Across the Street from the Gorgeous Bay!

Anna Maria, Florida, United States

Shore's Nice by Anna Maria Island Accommodations brVR21-000020 br brExperience your ultimate Florida escape at Shore's Nice, a charming two-bedroom, two-bath vacation home located just steps from Bayfront Park Beaches! Perfect for families or small groups seeking tranquility and coastal beauty, this bright retreat is less than three minutes from Pine Avenue with local boutique shops, waterfront restaurants, and local attractions. Explore the island or unwind in your backyard oasis featuring a private gazebo, outdoor shower, and lush outdoor seating, ideal for relaxing family meals or sunset cocktails! brbrHighlights br• 2-minute walk to Bayfront Park Beach br• 2 Bedroom / 2 Bath br• 2 King beds br• 10-minute walk to Bean Point Beach br• Outdoor gazebo and BBQ grill br• Outdoor shower br• Dedicated workspace br• Short stroll to shops, dining, and the waterfront for local adventures  br• 3 Parking Spaces br brRelax in your backyard paradise, where a private gazebo invites you to enjoy family meals, sunset cocktails, or simply soak in the island breeze. Fire up the BBQ grill for fresh seafood, lounge in the outdoor chairs, or rinse off in the outdoor shower after a beach day. br brInside, the home exudes coastal comfort, with a bright and welcoming living area designed for gatherings and relaxation. The fully stocked kitchen includes an island with seating, flowing seamlessly into the dining area and living room, perfect for family dinners, casual meals, or cozy movie nights. Large windows and sliding doors open to your outdoor oasis, blending indoor comfort with outdoor tranquility. br brRetreat to two luxurious king bedrooms, each decorated with fun beach-inspired decor, TVs, and premium linens. The primary suite features an ensuite bathroom with a walk-in shower, providing a serene space to unwind. The hall bathroom also offers a walk-in shower for guest convenience; all thoughtfully designed with modern fixtures to host a restful night’s sleep. brbrRoom Details br• Primary Bedroom: King bed, ensuite bathroom  br• Second Bedroom: King bed br brLocated in the desirable north end of Anna Maria, this home is just steps from Bayfront Park Beach and a quick walk to Pine Avenue for boutique shopping, dining, and island attractions. Spend your days relaxing by the water, exploring the seven miles of Anna Maria Island, or simply unwinding in your private backyard retreat. brbrBook Shore's Nice today and enjoy a relaxing, family-friendly escape on Anna Maria Island! With its water views, outdoor amenities, and prime location near beaches, shops, and dining, this home provides everything you need for unforgettable memories. Reserve your dates now and start living the Florida dream! br brbr- brThere are no pets of any kind allowed in this home. brbr3 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. brbrThis home is managed by AMI Accommodations, an Anna Maria Island property management company. brbrThese premises are monitored by video surveillance in select exterior areas. brbrWe 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. brbrPlease 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.

Bed

Bath

Sleeps

$421.9

/ Nightly

Private Vacation Home

Covey Cottage! Walk to Beach, Boutique Shops and City Pier

Anna Maria, Florida, United States

Covey Cottage by Anna Maria Island Accommodations brVR16-000292 brbrWelcome to Covey Cottage by Anna Maria Island Accommodations, a three bedroom, three and a half bathroom vacation home with a private pool and an unbeatable location. Just a seven-minute walk to the white-sand Gulf beaches and one minute to Pine Avenue’s shops and restaurants, this home is perfect for families and friends seeking a laid-back Anna Maria Island getaway. brbrHighlights br-8-minute walk to Anna Maria Beach br-3 Bedrooms / 3.5 Bathrooms br-1 King, 1 Queen, 1 Twin-over-Full Bunk br-Private pool with sun shelf br-Outdoor shower br-Florida room with lounge seating br-Washer and dryer br-Parking for 2 vehicles brbrThe tropical backyard at Covey Cottage is designed for relaxation. Spend your afternoons cooling off in the private pool, lounging on the sun shelf, or rinsing off in the outdoor shower after a day at the beach. The Florida room is a cozy spot to sip morning coffee or sunset cocktails, while the island trolley makes it easy to explore all seven miles of Anna Maria Island without needing a car. brbrStep inside and unwind in the bright, welcoming living room, where coastal decor, TV, and plush seating set the stage for movie nights or vacation planning. The updated kitchen features stainless steel appliances, granite countertops, and an island perfect for preparing snacks or sharing casual meals. Gather around the dining table or bring your food outside to enjoy the island air. brbrUpstairs, the primary suite is a private retreat with a king bed, TV, and ensuite bathroom with a sleek walk-in shower. The second bedroom, located on the main floor, offers a queen bed, TV, and an ensuite bathroom with a walk-in shower. Perfect for kids or single travelers, the third bedroom includes a twin-over-full bunk bed, TV, and an ensuite bathroom with a shower/tub combo. An additional half bath adds convenience to all guests. brbrRoom Details br-Primary Bedroom, 2nd Floor: King bed, TV, ensuite bathroom with walk-in shower br-Second Bedroom, 1st Floor: Queen bed, TV, ensuite bathroom with walk-in shower br-Third Bedroom, 1st Floor: Twin-over-Full bunk bed, TV, ensuite bathroom with shower/tub combo brbrYou’ll love this central location, just steps to Pine Avenue, where you can browse boutique shops, grab ice cream, or dine at locally owned restaurants. Stroll to the Anna Maria City Pier, or book a fishing charter, dolphin cruise, or sunset sail for a classic Florida Gulf Coast vacation experience. brbrWith a private pool, outdoor living spaces, and a prime location near the beach and Pine Avenue, Covey Cottage by Anna Maria Island Accommodations is the perfect place to relax, recharge, and explore the charm of Anna Maria Island. Book your stay today and make this coastal retreat your home away from home! brbr br- brThere are no pets allowed in this home. br*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. brThis home is managed by AMI Accommodations, an Anna Maria Island property management company. brWe 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. brPlease see our AMI Accommodations Rental Policies for full details. brPlease Remember: brYou are vacationing in a residential area. Please be a good neighbor by keeping the noise respectful during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. br*Exceeding the noise ordinance could result in disciplinary actions, including fines and/or termination of your rental agreement without a refund.

Bed

Bath

Sleeps

$749.53

/ Nightly

Private Vacation Home

Canalfront Home with Pool, Dock and Putting Green! Close to the Beach!

Anna Maria, Florida, United States

Lavender Lagoon by Anna Maria Island Accommodations brVR22-000006brbrWelcome to Lavender Lagoon, a beautiful canal front three-bedroom, two-bath vacation home tucked in the heart of Anna Maria. This waterfront retreat offers a private pool and spa, screened lanai, a backyard putting green, and a private dock ideal for fishing or launching kayaks and paddleboards. Located just an eight-minute walk from the soft sands of Anna Maria Beach and steps from Pine Avenue’s boutique shops and local dining, Lavender Lagoon blends island charm with modern comfort. Perfect for families and friends looking to unwind and explore the best of Anna Maria Island!brbrHighlightsbr• 8-Minute Walk to Anna Maria Beachbr• 3 Bedrooms / 2 Bathroomsbr• 2 Kings, 1 Queenbr• Private Pool with Spa br• Private Dock br• Outdoor BBQ Grill and Dining Areabr• Putting Greenbr• Washer and Dryerbr• Steps to Pine Avenue Shops and Restaurantsbr• Parking for 2 VehiclesbrbrThe backyard at Lavender Lagoon is a tropical playground designed for both fun and relaxation. Splash in the sparkling pool, unwind in the in-ground spa, or challenge friends to a round of putting on the private green. A screened-in lanai offers shaded dining with a BBQ grill, while the private dock invites you to fish, launch kayaks, or simply watch the boats drift by. Whether lounging in the sun or enjoying dinner outdoors, this home’s outdoor spaces make every day feel like vacation.brbrInside, you’ll find a bright, open concept living area with plush seating, a large TV, and plenty of room for board games or family movie nights. The fully equipped kitchen comes with modern appliances, essential cookware, and a stylish island bar for quick snacks or morning coffee. A coastal-inspired dining table seats six, providing the perfect gathering place to share meals and stories from your day on the island.brbrThe primary bedroom is a serene retreat with a king bed, patio access, and an ensuite bathroom featuring a walk-in shower. A second king bedroom offers cozy comfort with nearby access to the shared hall bath, complete with a shower/tub combo and spacious vanity. The third bedroom has a queen bed and charming decor, making it an ideal spot to unwind after a day of sun and adventure. Each room is equipped with soft bedding, ample storage, and a TV for added convenience.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bathroom with walk-in shower, patio accessbr• Second Bedroom: King bed, access to hall bathroombr• Third Bedroom: Queen bedbr• Shared Hall Bathroom: Shower/tub combobrbrLavender Lagoon makes vacationing simple with a washer and dryer, convenient parking for two vehicles, and a location that puts you close to everything. Take a short stroll to Anna Maria Beach or wander over to Pine Avenue, where you’ll find charming boutiques, local restaurants, and historic sites. When you’re ready to explore more of the island, hop on the trolley for a fun ride through Holmes Beach and Bradenton Beach.brbrWith its private pool and spa, waterfront dock, and close proximity to both beaches and Pine Avenue, Lavender Lagoon by Anna Maria Island Accommodations is the perfect spot for your next Anna Maria Island getaway. Book your stay today and start making unforgettable memories at this beautiful canal-front retreat!brbrbr-brThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company.brbrNo pets of any kind are allowed in this home.brbr2 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. brbrWe 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 I Accommodations Rental Policies for full details.brbrPlease 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.

Bed

Bath

Sleeps

$418.89

/ Nightly

Cottage

Beautiful Guest House Near the Beach with Private Pool!

Anna Maria, Florida, United States

Anna Maria Guest House 212 by Anna Maria Accommodations brCottage in Anna Maria, Floridabr brExperience the relaxed charm of Anna Maria Island at Anna Maria Guest House 212. Located just one and a half blocks from the warm Gulf waters and beaches, this cozy and inviting three-bedroom, two-bath vacation home offers the perfect island escape. Situated above a local business in the heart of Anna Maria, this home combines community charm with modern comforts, making it ideal for families and friends seeking a laid-back Florida getaway with easy beach access. brbrHighlights br• 3-minute walk to Anna Maria Beach br• 3 Bedroom / 2 Bathroom br• 2 Kings, 1 Queen, 1 Twin bed, 1 Queen sleeper sofa br• Private pool  br• Deck with seating br• Outdoor grill br• Covered outdoor seating area  br• Easy access to local shops and restaurants br• 1 Parking space br brEnjoy outdoor entertaining with a private pool, outdoor grill, and covered seating perfect for relaxing and dining outdoors. Sip your morning coffee at the bistro table just off the living area or unwind after a day on the beach in the privacy of your outdoor lounge. For added entertainment, the living room offers a TV and cozy queen sleeper sofa for relaxing with family.br brThe living area is bright and welcoming with comfortable seating and a large flat-screen TV. The kitchen features modern appliances, ample counter space, and a dining area perfect for family meals. Large windows and glass doors provide views of the outdoor pool and deck, creating a seamless indoor-outdoor living experience. br brThe primary bedroom offers a king bed, TV, and an ensuite with a walk-in shower and a stand-alone tub for ultimate relaxation. The second bedroom also features a king bed, a TV, and access to the shared hallway bathroom with a shower and tub combo. The third bedroom is ideal for kids or additional guests, with a queen and twin bed, and a TV for cozy nights. All bedrooms have private access to the deck, allowing you to enjoy the refreshing island breezes. brbrRoom Details br• Primary Bedroom: King bed, ensuite with walk-in shower and stand-alone tub  br• Second Bedroom: King bed br• Third Bedroom: One queen and one twin bed br• Living area: Queen sleeper sofabr brGuests enjoy a washer and dryer for convenience, a private pool with loungers and outdoor dining space, and a full kitchen equipped for home-cooked meals or take-out. The prime location provides easy access to Anna Maria Island’s shops, dining, and beaches, making it the perfect home base for exploring the Gulf Coast. br brBook Anna Maria Guest House 212 today and enjoy a fun-filled, relaxing vacation on Anna Maria Island. Discover local wildlife on dolphin tours, relax on pristine beaches, rent kayaks or paddleboards, or explore charming shops and waterfront dining nearby. Your unforgettable Gulf Coast escape begins here! br brbr- brThere are no pets allowed in this home. brbr*Please note: 1 car maximum is 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. brbrThis home is managed by AMI Accommodations, an Anna Maria Island property management company. brbrWe 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. brbrPlease see our AMI Accommodations Rental Policies for full details. brbrPlease 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. br*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$443.33

/ Nightly

Cottage

Cozy Pine Ave Cottage Near Beach

Anna Maria, Florida, United States

Anna Maria Guest House 317 by Anna Maria Island Accommodations brCottage in Anna Maria, FloridabrbrWelcome to Anna Maria Guest House 317, a charming three-bedroom, two-bath beach cottage located right on Pine Avenue, just two and a half short blocks from the soft white sands of the Gulf beaches. With multiple balconies, cozy living spaces, and a prime location above a locally owned shop, this home offers the perfect mix of comfort, convenience, and charm for your next Anna Maria Island accommodation. brbrHighlights br-7 Minutes to Anna Maria Island Beach br-3 Bedrooms / 2 Bathrooms br-2 Kings, 2 Twins br-Private heated pool br-BBQ Grill br-Outdoor Lounge Chairs br-Half Mile to AMI City Pier br-Steps to Pine Avenue Shops and Dining br-2 Parking Spots brbrThe backyard is made for island living, with a private pool and sunny patio that invite you to unwind after a morning at the beach. Enjoy casual cookouts on the BBQ grill, share meals at the outdoor dining table, or kick back in the loungers with a cool drink in hand. Multiple balconies and patios give you even more spots to soak up the island breeze, and when it’s time to head out, you’ll be just steps from Pine Avenue’s shops, restaurants, and local attractions. brbrInside, Southern coastal decor and tall ceilings create a cheerful and airy atmosphere. The living room features a large sectional sofa and TV, perfect for cozy evenings after a day in the sun. The fully equipped kitchen comes with granite countertops, stainless appliances, and a spacious island with bar seating, while the formal dining table is perfect for family meals or game nights. brbrThe primary suite is a bright and inviting retreat with a king bed, private patio access, and an ensuite bathroom featuring a double vanity and walk-in shower. The second bedroom also has a king bed, TV, and patio access, while the third bedroom is furnished with two twin beds, ideal for kids or additional guests. A second full bathroom with modern finishes and a walk-in shower ensures everyone has space to refresh. brbrRoom Details br-Primary Bedroom (2nd Floor): King bed, TV, patio access, ensuite bathroom with double vanity and walk-in shower br-Second Bedroom (2nd Floor): King bed, TV, patio access br-Third Bedroom: Two twin beds, TV br-Shared Hall Bathroom: Walk-in shower brbrWith two parking spaces and an unbeatable location, Anna Maria Guest House 317 makes it easy to explore. You’ll be less than 10 minutes from Anna Maria Beach and surrounded by local favorites on Pine Avenue. Guests can also hop on the island trolley for adventures through Holmes Beach and Bradenton Beach. brbrFrom its cozy cottage charm to its central location and multiple balconies, Anna Maria Guest House 317 by Anna Maria Island Accommodations is the perfect spot for a relaxed island escape. Book your stay today and enjoy the best of Anna Maria Island just steps from your door! br br- brThere are no pets allowed in this home. brbr2 car maximum is 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. brbrThis home is managed by AMI Accommodations, an Anna Maria Island property management company. brbrWe 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. brbrPlease see our AMI Accommodations Rental Policies for full details. brbrPlease 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.

Bed

Bath

Sleeps

$550.84

/ Nightly

Private Vacation Home

Spacious Canal front Home with Pool, Perfect For Family Vacations!

Anna Maria, Florida, United States

Gypsy Sol by Anna Maria Island Accommodations brVR18-000034br brWelcome to Gypsy Sol, your ultimate Anna Maria Island escape! This four bedroom, two bath canal front vacation home is packed with fun and relaxation, featuring a private pool, hot tub, and ping pong table for endless entertainment. Just a short stroll from Pine Avenue’s charming boutiques, shops, and waterfront dining, and less than a mile from Anna Maria beaches, this tropical home makes vacation a breeze. With stunning Gulf Coast water views and cozy vibes, Gypsy Sol is perfect for families and friends seeking comfort, fun, and an easy, unforgettable getaway! brbrHighlights br• Canal front home with dock br• Access to Bimini Bay and water activities  br• 4 Bedroom / 2 Bathrooms br• 3 Kings, 2 Twin Beds br• 15-minute walk to the beaches  br• Private Pool and Hot tub br• BBQ grill br• Game room, Ping pong  br• Short walk or bike ride to Pine Avenue shops, restaurants, and local attractions  br• 4 Parking Spots br• Outdoor dining at screened lanai off kitchen area br brStep outside into your tropical backyard haven. Relax in the heated pool or unwind in the hot tub after a day of adventure. The outdoor patio features a grilling area, seating for dining, and a balcony overlooking the tranquil canal. Paddle along the canal straight from your backyard, stroll to the vibrant Pine Avenue, or catch the free island trolley to the nearby beach. Whether you crave blissful relaxation or exciting island adventures, every day here flows effortlessly.br brInside, the home features an open and airy living space with abundant natural light and scenic tropical views. The living room is furnished with plush sofas and TVs, perfect for unwinding or watching movies. The fully equipped kitchen boasts plenty of counter space, a kitchen island with seating, and overlooks the dining area, outdoor patio, and lush backyard, ideal for preparing and enjoying island-inspired meals or takeout. br brThe primary bedroom is a relaxing retreat with a king bed, patio access, TV, and ensuite bathroom with double vanities and a walk-in shower. Two additional bedrooms each feature king beds and TVs, while the fourth bedroom includes a set of twin beds, perfect for kids or single travelers. The second bathroom offers a shower and tub combination. brbrRoom Details br• Primary Bedroom (2nd floor): King bed, ensuite with walk-in shower  br• Second Bedroom (2nd floor): King bed br• Third Bedroom (2nd floor): King bed br• Fourth Bedroom (2nd floor): Two twin beds brbrRent kayaks or paddle boards to explore Bimini Bay, or plan an exciting tour of manatees, dolphins, or fishing adventures. Nearby shops, restaurants, and beautiful beaches make every day a new opportunity for fun and relaxation. br brBook Gypsy Sol now and indulge in a relaxing, water themed getaway on Anna Maria Island. With its scenic waterfront views, outdoor amenities, and prime location near beaches and local attractions, this home offers everything you need for an unforgettable vacation. Start living the island lifestyle, book now! br brbr- br**Please note that boat lift and any onsite motorized watercraft are not available for guest use** brbrThere are no pets allowed in this home. brbr*Please note: 4 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. brbrThis home is managed by AMI Accommodations, an Anna Maria Island property management company. brbrWe 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. brbrPlease see our AMI Accommodations Rental Policies for full details. brbrPlease Remember: brYou 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. br*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$421.09

/ Nightly

Private Vacation Home

Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!

Anna Maria, Florida, United States

Beachcombers by AMI Locals brVR16-000284 brbrWelcome to Beachcombers by AMI Locals, a three-bedroom, two-bathroom Anna Maria Island vacation rental with a private pool and a prime location just a 6-minute walk from the soft white sands of Anna Maria Beach. Nestled on Spring Avenue, you’ll be within easy reach of Pine Avenue’s boutique shops and favorite local restaurants. This family-friendly vacation home combines island charm with modern comforts, making it the perfect retreat for couples or small families looking to relax in style. brbrHighlights br-6-minute walk to Anna Maria Beach br-3 Bedrooms / 2 Bathrooms br-2 Queens, 2 Twins, 1 Queen Sleeper Sofa br-Private pool br-Ping pong table br-Garage refrigerator br-Outdoor shower br-Oversized front porch and multiple balconies br-Washer and dryer br-3 Parking Spots brbrThe backyard oasis at Beachcombers is made for relaxation. The sparkling private pool sits on a paver deck surrounded by lush greenery, with loungers for soaking up the sun and a patio table under an umbrella for outdoor dining. The garage doubles as a game space with a ping pong table and an extra refrigerator for poolside refreshments. After a day on the sand, rinse off in the outdoor shower and enjoy evening cocktails on the oversized front porch or one of the private balconies. brbrInside, the open concept living area greets you with coastal chic decor and abundant natural light. The living room offers plush seating, a large TV, and space for family game nights. The updated kitchen features granite countertops, stainless steel appliances, and counter seating for two. Gather around the dining table that seats six for shared meals or board games. Glass doors lead to a balcony with conversational seating, ideal for catching Gulf breezes. brbrThe primary suite offers a queen bed, TV, and an updated ensuite bathroom with a walk-in shower and soaking tub. The second bedroom also has a queen bed, a TV, and a private balcony where you can enjoy your morning coffee. The third bedroom is perfect for kids or friends, with two twin beds and cheerful ocean-inspired décor. The second bathroom features a shower/tub combo with convenient hallway access. A queen sleeper sofa in the living room provides additional accommodations. brbrRoom Details br-Primary Bedroom, 2nd Floor: Queen bed, TV, ensuite bathroom br-Second Bedroom, 3rd Floor: Queen bed, TV, private balcony br-Third Bedroom, 3rd Floor: Two twin beds, TV br-Living Room: Queen sleeper sofa brbrGuests will love being just blocks away from boutique shops and local dining. Hop on the Anna Maria Island Trolley for an easy ride to Coquina Beach, Holmes Beach, and beyond. With its central location, Beachcombers is the ideal base for exploring the best of the Gulf Coast. brbrWith its private pool, family-friendly layout, and walkable location near Anna Maria Beach, Beachcombers by AMI Locals is the perfect place to create lasting vacation memories. Book your stay today and experience the elevated coastal lifestyle of Anna Maria Island! brbr- brThere are no pets allowed in this home. brbr*Please note: 3 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. brbrThis property has an active Ring doorbell and additional video surveillance on the exterior public approach areas and the pool equipment. brbrThis home is managed by AMI Accommodations, an Anna Maria Island property management company. brbrWe 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. brbrPlease see our AMI Accommodations Rental Policies for full details. brbrPlease Remember: brbrYou 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. brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$949.89

/ Nightly

Private Vacation Home

Island Retreat! Pool, Games and Gulf Access!

Anna Maria, Florida, United States

Pelican Paradise by Anna Maria Island Accommodations brVR19-000001 brbrWelcome to Pelican Paradise, your dream getaway just one block from the white sands of Anna Maria beach and steps from the boutique shops and dining along Pine Avenue. These four bedrooms, four and a half-bathroom luxury retreat offers a private pool and spa, elevator, a putting green, and game area for the ultimate vacation experience! Perfect for families or groups, it combines coastal elegance, modern amenities, and a prime location for an unforgettable Anna Maria Island stay. brbrHighlights br-2-minute walk to Anna Maria beach br-4 Bedrooms / 4.5 Bathrooms br-3 King beds, 1 Queen bed, 1 Queen bed in den br-Private heated pool with in-ground spa br-Elevator br-Putting green, pool table, ping pong table, cornhole br-Outdoor dining space br-2-minute walk to restaurants and shops on Pine Avenue br-Covered patio with TV br-Laundry room on main living floor br-4 Parking spots brbrThe private backyard oasis offers relaxation and fun in equal measure. Lounge on the sun shelf in the sparkling pool, soak in the spa, or enjoy a breezy meal under the covered patio equipped with a TV. Challenge friends and family to a game of putt putt, ping pong, pool, or cornhole. The home elevator ensures easy access to every floor, making it ideal for all ages. brbrStep inside from the private elevator into a bright and spacious living area filled with coastal elegance. The main living room offers plush seating, a TV console, and patio access, while the dining room includes a large table perfect for family meals. The fully equipped kitchen is a chef’s dream with stainless steel appliances, a wine fridge, and a large island with seating for three. A second seating area upstairs provides a cozy escape with a sofa and TV. brbrThe primary suite is a serene retreat with direct patio access, a king bed, and an ensuite bathroom featuring a freestanding soaking tub, double vanity, and walk-in shower. Two more bedrooms on the second floor each have TVs, balcony access, and ensuite bathrooms, one with a walk-in shower and the other with a shower/tub combo. Upstairs, the fourth bedroom offers a king bed, large dresser, work desk, and ensuite with a walk-in shower. The bonus den provides a queen bed for additional sleeping space. brbrRoom Details br-Primary Bedroom, 2nd floor: King bed, TV, ensuite with walk-in shower and tub br-Second Bedroom, 2nd floor: King bed, TV, ensuite with walk-in shower br-Third Bedroom, 2nd floor: Queen bed, TV, ensuite with shower/tub combo br-Fourth Bedroom, 3rd floor: King bed, TV, ensuite with walk-in shower br-Den, 3rd floor: Queen bed brbrPelican Paradise includes Wi-Fi, TVs, washer and dryer, and ample storage throughout. Multiple balconies provide additional spots to relax and enjoy the island breeze. The home’s unbeatable location places you just steps from the beach and Pine Avenue’s shopping and dining, making it easy to explore Anna Maria Island without a car. brbrPelican Paradise is your perfect island retreat. Book today and make lasting memories in this Gulf Coast haven! br br- brThere are no pets of any kind allowed in this home. brbr4 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. brbrThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. Please see our Anna Maria Island Accommodations Rental Policies for full details. brbrWe 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. brbrPlease 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.

Bed

Bath

Sleeps

$488.31

/ Nightly

Private Vacation Home

Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!

Anna Maria, Florida, United States

Little Pink Houses by Anna Maria Island Accommodations brVR18-000136 brbrWelcome to Little Pink Houses, a charming Anna Maria Island vacation home located just a short stroll from Bean Point Beach, one of the island’s most secluded and picturesque stretches of shoreline. Featuring three bedrooms and three bathrooms, including a private guest suite above the garage, this coastal cottage offers a relaxing retreat with a private pool, hot tub, and outdoor living spaces designed for families, friends, and group getaways. brbrHighlights br-3-minute walk to Bean Point Beach br-3 Bedrooms / 3 Bathrooms br-2 King beds, 1 Queen bed, 1 Twin-over-Twin Bunk, 1 Twin cot br-Private pool and hot tub br-Private guest suite with kitchenette br-Outdoor shower br-Less than a mile from Pine Avenue shops and dining br-Parking for 3 vehicles brbrSpend your days unwinding in the tropical backyard oasis, where a heated pool and bubbling hot tub are connected by a shallow walkway with steppingstones leading to the entryway. Adirondack chairs provide shady spots beneath the palms, while built-in pool seating is perfect for sipping cool drinks. After sandy beach days, rinse off in the outdoor shower and fire up the grill for poolside dining with your crew. brbrThe bright, open living area welcomes you with a plush sectional sofa and TV, perfect for family movie nights or afternoon relaxation. French doors open to the pool deck, blending indoor and outdoor living. The fully equipped kitchen features stainless steel appliances, a spacious island, and easy flow to the dining table, making it simple to prepare and share meals together. brbrThe primary bedroom is a calming retreat with a king bed, walk-in closet, and ensuite bathroom with a walk-in shower. The second bedroom is designed with families in mind, offering a queen bed and twin-over-twin bunk. For extra privacy, the detached upstairs suite includes a king bed, a twin cot, its own ensuite bath, and a convenient kitchenette with a mini-fridge, microwave, and seating; ideal for multiple families or guests who value their own space. brbrRoom Details br-Primary Bedroom, First Floor: King bed, TV, ensuite bath with walk-in shower br-Second Bedroom, First Floor: Queen bed and Twin-over-Twin bunk br-Private Suite, Second Floor: King bed and Twin cot, TV, ensuite bath with shower/tub combo, kitchenette brbrFrom your doorstep, it’s just a short walk to the stunning sunsets of Bean Point Beach and a 12-minute stroll to Pine Avenue, home to boutique shopping, unique restaurants, and the island trolley. Explore all seven miles of Anna Maria Island’s paradise by bike or trolley, you’ll never run out of island adventures. brbrWith its coastal charm, family-friendly layout, and unbeatable location near Bean Point, Little Pink Houses by Anna Maria Island Accommodations is the perfect choice for your next island escape. Book your stay today and experience the best of Anna Maria Island accommodations with a home that combines comfort, style, and fun! brbr br- brPlease note that fireplace is not operable brPlease note that the garage is not available for guest use brThere are no pets allowed in this home. br*Please note: 3 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. brThis home is managed by AMI Accommodations, an Anna Maria Island property management company. brWe 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. brPlease see our AMI Accommodations Rental Policies for full details. brPlease 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.

Bed

Bath

Sleeps

$648.17

/ Nightly

Private Vacation Home

Private Home with Pool and Game Room, 1 Block to Beach! - Dolphin Pointe

Anna Maria, Florida, United States

Dolphin Pointe by Anna Maria Island Accommodations brVR16-000318 brbrWelcome to Dolphin Pointe, a beautifully renovated north end retreat that blends coastal charm with modern comfort. This three-bedroom, three and a half bath Anna Maria Island vacation home is just a two-minute walk to the white sand beaches, making it the perfect choice for family getaways or group trips. With a private pool, game room, and plenty of outdoor living spaces, Dolphin Pointe offers the ideal mix of relaxation and entertainment for your next Florida Gulf Coast rental. brbrHighlights br-2-minute walk to Bean Point Beach br-3 Bedrooms / 3.5 Bathrooms br-3 King beds and sleeper sofa br-Private pool with hammock br-Game room with ping pong, foosball, and pop-a-shot br-Outdoor dining br-BBQ grill br-Outdoor shower br-Beach chairs and wagon included br-Parking for 3 vehicles brbrStep outside to your own tropical oasis, where a sparkling pool invites you to cool off after a day at the beach. Lounge in the hammock or relax in the poolside seating area. Fire up the BBQ grill for an outdoor meal on the covered patio or rinse off the salt and sand in the outdoor shower. Beach chairs and wagons are also provided, giving guests a chance to explore Anna Maria’s serene waters and experience the island from a new perspective. brbrInside, the bright and breezy living room features cozy new sofas, coral-printed chairs, and a large TV, setting the stage for movie nights or lazy afternoons. The fully equipped kitchen boasts stainless steel appliances, an island with bar seating, and a dining table perfect for sharing meals with family and friends. Slide open the glass doors to a screened-in balcony where another dining table and plenty of seating let you enjoy the island breeze. brbrThe primary suite is a private sanctuary with elegant furnishings, a walk-in closet, and an ensuite bathroom complete with dual vanities, a walk-in shower, and a soaking tub. Two additional bedrooms also offer king beds, ensuite bathrooms, premium linens, and modern finishes. A queen sleeper sofa in the living room provides extra flexibility for groups. brbrRoom Details br-Primary Bedroom: King bed, ensuite bath with soaking tub + walk-in shower br-Second Bedroom: King bed, ensuite bath with walk-in shower br-Third Bedroom: King bed, ensuite bath with shower/tub combo br-Living Room: Queen sleeper sofa brbrGuests will love the game room, stocked with a ping pong table, foosball, and pop-a-shot basketball; perfect for rainy days or evening fun. With its north-end location, Dolphin Pointe puts you close to Pine Avenue’s shops and restaurants, local attractions, and easy access to the full seven-mile stretch of Anna Maria Island. brbrWhether you’re looking to relax by the pool, enjoy family game nights, or stroll to the beach for sunset, Dolphin Pointe by Anna Maria Island Accommodations delivers the ultimate island escape. Book your stay today and make unforgettable memories on Anna Maria Island! brbr- brThese premises are monitored by video surveillance in select exterior areas. brbrThere are no pets allowed in this home. brbr3 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. brbrThis home is managed by AMI Accommodations, an Anna Maria Island property management company. brbrWe 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. brbrPlease see our AMI Accommodations Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise respectful 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 a refund.

Bed

Bath

Sleeps

Select Dates for Price

Private Vacation Home

Canal Front Home with Pool, Spa and Rooftop Deck!

Anna Maria, Florida, United States

Silver King by Anna Maria Island Accommodations brVR16-000118 brbrWelcome to Silver King, a stunning four-bedroom, three-bathroom canal-front vacation home with a bonus bunk room, rooftop deck, and a backyard designed for endless fun. Located just four blocks from the Gulf beaches and three blocks from the charming shops and dining on Pine Avenue, this luxury retreat features a private pool, spa, putting greens, and 360-degree rooftop views of the beach and bay. Perfect for families or groups, Silver King is an unforgettable Anna Maria Island accommodation for your next island escape. brbrHighlights br-Canal-Front Location with Dock Access br-12-Minute Walk to the Beach br-4 Bedrooms and Bonus Bunk Room / 3 Bathrooms br-3 King Beds, 2 Twins, 4 Bunk Beds br-Private Heated Pool and Spa br-Putting Greens and cornhole set upbr-Rooftop Deck with 360-Degree Beach and Bay Views br-Ping Pong Table and Pickleball Net br-4 Parking spots brbrSilver King takes outdoor living to the next level. Relax in the heated pool and spa surrounded by lush landscaping or challenge your friends to a round on one of the two private putting greens. The rooftop deck offers breathtaking 360-degree views where you can sip cocktails at sunset or stargaze at night. With cornhole set, a ping pong table, pickleball net, and plenty of lounge seating, every moment at Silver King is designed for fun and relaxation. brbrThe main level serves as the heart of the home, featuring an open-concept living area with a large sofa, a 100-inch TV, and a secondary sitting area perfect for movie nights or casual gatherings. This level also includes the fully equipped kitchen with stainless steel appliances, island seating, and a formal dining space for family meals. Downstairs, the spacious bonus bunk room offers a cozy hangout space with built-in bunks, a sofa, and a TV; perfect for kids or teens to relax after a day in the sun. A ping pong table is conveniently located outdoors near the pool under the covered area, creating a fun and shaded space for friendly competition and entertainment throughout your stay. brbrThe primary bedroom is a serene escape with a king bed, patio access, walk-in closet, and ensuite bathroom featuring dual vanities, a soaking tub, and walk-in shower. The second bedroom offers Caribbean-inspired decor and a private ensuite bathroom, while two additional bedrooms bring tropical style with TVs and ample space for guests. The third bathroom includes a walk-in shower, counter space, and storage for essentials. The bonus bunk room is filled with natural light and perfect for kids or teens, complete with two twin-over-twin bunks. brbrRoom Details br-Primary Bedroom (2nd Floor): King bed, TV, ensuite bathroom with soaking tub and walk-in shower, patio access br-Second Bedroom (2nd Floor): King bed, TV, ensuite bathroom with walk-in shower br-Third Bedroom (2nd Floor): King bed, TV br-Fourth Bedroom (2nd Floor): 2 Twin beds, TV br-Bonus Bunk Room (Ground Floor): Two Twin-over-Twin Bunks, sofa, TV, ping pong table brbrWith parking for four vehicles, Silver King is ideally located in Anna Maria’s sought after north end, just moments from the highly acclaimed Bean Point, known for its powder soft sand and breathtaking Gulf views. Spend your days enjoying one of the island’s most peaceful and scenic beaches, or explore nearby Bayfront Park, less than a mile away. Stroll to Pine Avenue for boutique shopping, fresh seafood, and sweet treats, or hop on the trolley for a carefree ride through Holmes Beach and Bradenton Beach.brbrWith its canal-front setting, rooftop deck, game spaces, and private pool, Silver King by Anna Maria Island Accommodations combines fun and relaxation in one incredible package. Book your stay at Silver King today and discover island life at its finest! br br- brNo pets of any kind are allowed in this home. brbr4 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. brbrThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. brbrWe 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. brbrPlease 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.

Bed

Bath

Sleeps

$683.3

/ Nightly

Private Vacation Home

Triple Play! Canal, Pool and Walk to Beach!

Anna Maria, Florida, United States

Triple Play by Anna Maria Island Accommodations brVR16-000416 brbrWelcome to Triple Play, a canal-front 3-bedroom, 3-bath vacation home where you can enjoy three perfect ways to relax: a short walk to the beach, a refreshing dip in your private pool and spa, or fishing and kayaking right from your own docks. Located just an 8-minute walk to Anna Maria Beach and less than a mile to Pine Avenue’s shops and restaurants, this home combines coastal charm with convenience, an ideal choice for families or friends looking for a memorable island escape on Anna Maria Island. brbrHighlights br-8-minute walk to Anna Maria Beach br-3 Bedrooms / 3 Bathrooms br-2 Kings, 2 Twins br-Private pool and spa overlooking the canal br-Canal-front with two private docks br-0.6 miles to Pine Avenue dining and boutiques br-Indoor and outdoor living with water views br-BBQ grill and outdoor dining space br-Washer and dryer br-2 Parking spaces brbrEnjoy the best of outdoor living with a private pool, spa, and canal-front patio framed by breezes and water views. Fish or kayak from the two docks, then cap off your day with a BBQ cookout and sunset dining beneath the island sky. brbrStep inside to a bright and welcoming great room where casual elegance meets comfort. Large sliding doors open wide to connect the indoors with the outdoors, filling the space with natural light and water views. The fully equipped kitchen provides ample counter space and all the essentials for home-cooked meals, while the dining area is perfect for family dinners or game nights. After a day of island fun, relax in the cozy living room with plush seating and a large TV for movie time. brbrEach bedroom is a peaceful retreat with crisp linens, TVs, and ample storage. The primary suite features a king bed, ensuite bathroom, and a private TV for added comfort. The second king bedroom offers equal luxury, while the third bedroom with two twin beds is perfect for kids or additional guests. Three bathrooms, two ensuite and one shared, make it easy for everyone to get ready for a day of island fun. brbrRoom Details br-Primary Bedroom: King bed, TV, ensuite bathroom br-Second Bedroom: King bed, TV, ensuite bathroom br-Third Bedroom: Two twin beds, TV brbrTriple Play provides complimentary Wi-Fi, a washer and dryer, and thoughtful extras for comfort during extended stays. Its location puts you close to Pine Avenue’s boutiques, coffee shops, and waterfront dining, as well as the pristine sands of Anna Maria Beach just a short walk away. brbrWith its canal-front setting, private pool and spa, and walkable location near beaches and Pine Avenue, Triple Play by Anna Maria Island Accommodations makes it easy to enjoy the best of Anna Maria Island living. Book your stay today and experience the relaxing charm of this coastal getaway! brbr- brDISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary. brbrThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. brbrThis property does not allow pets of any kind. brbr2 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. brbrWe 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. brbrPlease see our Anna Maria Island Accommodations Rental Policies for full details. brbrPlease 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.

Bed

Bath

Sleeps

$1065.91

/ Nightly

Private Vacation Home

Mintfish: Luxury canal-front w/heated pool, hot tub, docks, and water views

Anna Maria, Florida, United States

Welcome to Mintfish, your peaceful canal-front retreat tucked away on the north end of Anna Maria Island. This ground-level canal-front home makes vacationing easy and relaxed for everyone in your group—including your furry family members! With four beautifully updated bedrooms and four fresh, modern bathrooms, you'll have plenty of space to settle in and feel right at home.brbrOut back, there's something for everyone. Practice your short game on the private two-hole putting green, take the two-person kayak or paddleboards out for a scenic cruise, or hop on one of the four bikes for a breezy ride around the island. Whether you're exploring the water or the quiet streets of Anna Maria, there's always something fun right outside your door.brbrWhen it's time to unwind, the private, heated pool and hot tub are the perfect spots to relax and soak in the peaceful canal views. Mornings are great for sipping coffee on the dock as the sun rises, and evenings are made for grilling dinner outdoors or heading to Pine Avenue for fresh seafood and local flavor.brbrAt Mintfish, you can do as much—or as little—as you'd like. From peaceful mornings to activity-filled afternoons and quiet evenings under the stars, it's all about easy living in one of the island's most charming spots.brbrPETS: Dogs are allowed with prior approval. Must be well trained. 2 dogs max. A $150 non-refundable pet fee applies per pet.brbrPARKING: 4 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.brbr *Note that the left-side garage is accessible for storage but is not available for parking. The right-side garage is owner-use only. brbrDOCK/BOATS: Two docks are available. The canal-side dock is approximately 25ft and is appropriate for standard boats. The Bimini Bay-side dock is approximately 35ft with a shallow berth, has a ladder, and is appropriate for flat-bottom boats, kayaks, etc. **Please note that the boat lift and any motorized watercraft are not available for guest use**brbr--DISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou 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.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$458.56

/ Nightly

Private Vacation Home

Welcome to Island Sea-Cret!

Anna Maria, Florida, United States

Island Sea-Cret by Anna Maria Vacations brHome in Anna Maria, FL brbrWelcome to Island Sea-Cret by Anna Maria Vacations, a newly renovated three bedroom, two bath canal home offering the perfect balance of relaxation and adventure. Nestled in a quiet corner of Anna Maria Island, this inviting getaway features a private pool, spacious outdoor deck, and direct water access for kayaking, paddleboarding, or fishing right from the dock. With the Gulf of Mexico beaches just a 12-minute walk away and local restaurants and shops within easy reach, this is the ideal home for your next family-friendly island escape. brbrHighlights br• Canal-front home with beautiful water views br• 3 Bedrooms / 2 Bathrooms br• 3 King beds br• Private poolbr• Spacious outdoor deck with BBQ grill and outdoor shower br• Launch paddleboards or kayaks from the private dock br• Beach chairs provided for guest use br• 13-minute walk to Anna Maria Beach br• 8-minute walk to Anna Maria City Pier br• Close to local restaurants and shops br• Dog friendly with approval and additional fee br• 3 parking spaces brbrThe outdoor living area is where Island Sea-Cret shines. Take a refreshing dip in the private pool, or stretch out on the deck as you soak up peaceful canal views. The dock makes it easy to launch a kayak or paddleboard for a morning adventure on the water. When it’s time to dine, fire up the BBQ grill and enjoy meals on the patio, surrounded by tropical landscaping. Whether you’re fishing, sunbathing, or simply relaxing by the pool, every moment here feels like your own private slice of island paradise. brbrInside, this bright and cozy home invites you to settle in and unwind. The open concept living room is furnished with comfortable seating, TV, and large windows that fill the space with natural light. The fully equipped kitchen includes modern appliances, plenty of counter space, and everything needed to prepare family meals or snacks for the beach. Gather around the dining table for dinner together or enjoy breakfast on the patio while watching boats drift by. brbrEach bedroom is tastefully decorated with soft coastal hues and offers plush bedding and plenty of storage. The primary suite features a king bed and ensuite bathroom with a walk-in shower, while the second and third bedrooms each include a king bed and easy access to the shared hall bath. Every guest will enjoy their own peaceful space to rest and recharge after a day of exploring Anna Maria Island. brbrRoom Details br-Primary Bedroom: King bed, ensuite bath with walk-in shower br-Second Bedroom: King bed br-Third Bedroom: King bed brbrLocated on a tranquil canal, Island Sea-Cret gives guests the rare combination of waterfront living and proximity to the island’s best attractions. Explore Pine Avenue’s local boutiques and restaurants, or head to the Gulf beach for sunset strolls along the sand. This home is dog friendly with approval and an additional fee, accommodates three vehicles, and includes beach chairs for guest use. brbrWith its private pool, canal access for water activities, and close proximity to beaches and shops, Island Sea-Cret by Anna Maria Vacations delivers the perfect mix of relaxation and adventure. It’s everything you need for a carefree and memorable Anna Maria Island vacation. brbrBook your stay today and discover your hidden paradise at Island Sea-Cret! brbr- brThis home is managed by Anna Maria Vacations, an Anna Maria Island property management company. brbrSpa is not for guest usage brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Anna Maria Vacations Rental Policies for full details. brbr3 cars maximum can park at this home. We ask our guests to please plan accordingly and coordinate with their group. There is no overnight parking available for additional vehicles. brbrAnna Maria Vacations does not accept reservations from anyone under 25 years of age. We also do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease 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.

Bed

Bath

Sleeps

$262.87

/ Nightly

Private Vacation Home

Gone Coastal: *3 mins to beach *Pet-Friendly *Budget-friendly

Anna Maria, Florida, United States

Welcome to Gone Coastal, a budget-friendly retreat perfect for your vacation. This affordable, 2-bedroom, 2-bathroom home offers a bright and inviting space, with an open floorplan and expansive windows. This home, built in 1986, is perfect for beach goers looking for a place to crash. brbrGone Coastal's location is unbeatable. You won't need a car as the beautiful white sand Gulf beaches are just a block away. Explore Pine Avenue, bustling with shops, restaurants, and the Free Anna Maria Island Trolley, all just two blocks from your front door. And yes, we welcome pets, so bring your furry friend along for the adventure!.brbrPETS: Dogs are allowed with prior approval. Must be housebroken and well-trained. 2 dogs max. A $150 non-refundable pet fee applies per pet.brbrPARKING: 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.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou 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.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

2

Bed

2

Bath

4

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