Vacation Rentals By Owner In Holmes Beach, FL

Sand Castle by Anna Maria Island Accommodations brVRC19-000022 brbrWelcome to Sand Castle by Anna Maria Island Accommodations, a bright five bedroom, three and a half bath vacation home in beautiful Holmes Beach. Perfect for families and groups, this island getaway offers the best of Anna Maria Island accommodations. A peaceful neighborhood setting just a four-minute walk to Holmes Beach, and close to local restaurants, shops, and the island trolley for effortless exploration. Designed for comfort and connection, Sand Castle combines spacious living areas, fun amenities, and a heated pool with spa, creating the perfect retreat for your next Florida Gulf Coast vacation. brbrHighlights br• 4-minute walk to Holmes Beach br• 5 Bedrooms / 3.5 Bathrooms br• 3 King, 1 Queen, 2 Twin beds + Queen sleeper sofa br• Private heated pool and spa br• Ping pong table and pop-a-shot basketball br• Outdoor dining area with grill br• Elevator access br• Beach chairs and wagon provided br• 4 parking spaces brbrStep outside to a lush private oasis featuring a heated pool and spa surrounded by tropical landscaping. The covered patio offers plenty of shaded seating for lounging or outdoor dining, and a grill for fun family cookouts. Challenge your friends to ping pong or pop-a-shot basketball, or simply unwind poolside with a cool drink in hand. From morning swims to star-filled evenings, every moment at Sand Castle captures the laid-back rhythm of island living. brbrInside, the home welcomes you with a bright, open layout perfect for gatherings. The spacious great room includes plush seating and a TV for cozy movie nights, while the fully equipped kitchen features stainless steel appliances, granite countertops, and a large island ideal for preparing group meals. The dining area comfortably seats everyone, creating a warm setting for shared breakfasts or family dinners after a day at the beach. brbrEach of the five bedrooms is designed for comfort and relaxation. The primary suite on the second floor features a king bed, private balcony, and ensuite bathroom, offering a serene retreat. A second king suite on the third floor also includes a private bath, while an additional king bedroom, a queen room with TV, and a cheerful twin bedroom share a hallway bath. A convenient half bath is located near the main living area, and a queen sleeper sofa in the living room provides extra sleeping space for larger groups. brbrRoom Details br-Primary Bedroom (2nd Floor): King bed, balcony, ensuite bathroom br-Second Bedroom (3rd Floor): King bed, ensuite bathroom br-Third Bedroom (3rd Floor): King bed br-Fourth Bedroom (3rd Floor): Queen bed with TV br-Fifth Bedroom (3rd Floor): Two Twin beds br-Living Room: Queen sleeper sofa brbrSand Castle offers an elevator, four parking spaces, washer and dryer, and beach gear for your convenience. Located in a quiet residential area of Holmes Beach, guests can stroll to the shore, explore local boutiques and restaurants, or catch the Anna Maria Island trolley for easy access to attractions across the island. With its blend of recreation and relaxation, this home is the ideal base for family-friendly adventures and unforgettable island escapes. brbrFrom its heated pool and spa to its spacious interiors and prime Holmes Beach location, Sand Castle by Anna Maria Island Accommodations delivers the ultimate blend of comfort, convenience, and coastal charm. Gather your loved ones and experience the easy rhythm of Anna Maria Island living; book your stay today and make memories that last a lifetime! brbr- brThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. brbrThis property does not allow pets of any kind. brbrThis property has an active Ring doorbell at the main entrance. 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. 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.

Beautiful home with fenced yard, heated pool, hot tub, and elevator!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$821.14

Jackie’s Cottage by Anna Maria Island Accommodations brVRC18-000190brbrWelcome to Jackie’s Cottage, a stunning one level canal front home with a private wet dock and dry dock, now showcasing recently updated interiors with modern furnishings and coastal decor. Just a block and a half from the pristine Gulf beaches, this four bedroom, three bath vacation escape offers a serene water-centric retreat. You'll enjoy breathtaking water views, direct access to the boat slip for water adventures, and a location close to the trolley stop for exploring all of Anna Maria Island’s scenic seven miles.brbrHighlights br• Canal front homebr• 5-minute Walk to the beachbr• 4 Bedroom / 3 Bathbr• 2 Kings, 1 Queen, 2 Twin beds br• Private heated poolbr• BBQ grill and water views br• In-unit washer and dryer br• One block from the nearest free Anna Maria Island trolley stops br• Near Marina Drive for local shops, restaurants and morebr• 3 car parkingbrbrRelax in your tropical backyard oasis and find yourself swimming in the private pool, surrounded by comfortable loungers, or docking your boat on the spacious slip with room for two jet skis. The outdoor dining area with a BBQ grill and lush landscaping creates the perfect setting for relaxing dinners and viewing sunsets. Water toys, fishing gear, and rentals are just steps away for endless water fun or unwind with a book in the waterfront serenity. brbrStep inside this beautifully upgraded home and enjoy a fresh, modern design. The main living area features large windows framing spectacular water views, plush seating with a TV, and a stylish, updated kitchen with a farm sink, sleek countertops, and stainless-steel appliances. The kitchen offers a bar with seating for casual meals, while the adjacent dining area with a large water-facing table is perfect for family gatherings or entertaining friends in a tropical setting, making every meal a special occasion.brbrRetreat to the primary bedroom, which boasts a king bed, a TV, and exclusive access to the water-facing patio. The luxurious ensuite features a walk-in shower and ample closet space. The second bedroom, with a king bed, TV, and water views, shares a hall bathroom with a walk-in shower. The third bedroom offers two twin beds with nautical decor, and the fourth bedroom features a queen bed, TV, and plenty of space for restful sleep. The hall bathroom has a combined shower and tub, and a washer and dryer provide convenience for all guests.brbrRoom Details br• Primary Bedroom: King bed, ensuite bathroombr• Second Bedroom: King bed, shared ensuite bathroombr• Third Bedroom: Two twin bedsbr• Fourth Bedroom: Queen bedbrbrBook Jackie’s Cottage today and indulge in the ultimate water-front lifestyle on Anna Maria Island. With recent interiors, stunning water views, a private dock, and proximity to beaches, shops, and dining, this home is your ideal retreat for relaxation and adventure. brbrReserve now and start creating lifelong memories in this perfect island escape!brbrbr-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.brbrNo pets are 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 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.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.

Canal Front Family Home with Private Dock and Heated Pool!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$412.56

Palm Gables 110 by Anna Maria Vacations brVRC16-000126 brbrWelcome to Palm Gables 110, a rare Gulf-front three-bedroom, two-bathroom condo perfectly situated in the heart of Holmes Beach on beautiful Anna Maria Island! With bold tropical decor, stunning panoramic views of the ocean, and a private balcony that puts you front row for every sunset, this spacious beachfront retreat is ideal for families or couples looking to relax in style! brbrHighlights br• Gulf Front Property Location and Views! br• 3 Bedrooms / 2 Bathrooms br• 1 King, 1 Queen, 2 Twin beds br• Private balcony br• Community pool br• Private washer and dryer br• Beach chairs and cart provided br• Private garage parking (1–2 vehicles) br• Near free Anna Maria Island trolley stop br• Professionally laundered linens and towels provided brbrSlide open the doors to your private Gulf-facing balcony and breathe in the ocean air. Whether you’re enjoying morning coffee or catching the famous Anna Maria sunset, this is your front-row seat to paradise. Between the condo and the sand is a heated community pool, surrounded by tropical landscaping for those days when you want to take it slow during your island's escape. brbrStep into your beach dream with this condo, offering a bright, open concept layout and vibrant coastal decor. The living space is ideal for lounging, watching movies on TV, or gathering with loved ones after a day on the beach. A fully equipped kitchen with modern appliances and ample counter space makes it easy to whip up casual meals or tropical cocktails. brbrEach of the three bedrooms is designed for rest and relaxation, with TVs in every room and professionally laundered linens provided for a touch of hotel luxury. The primary bedroom features a king bed and ensuite bathroom, while the second bedroom includes a queen bed and access to a shared Jack-and-Jill style bathroom. The third bedroom has two twin beds, perfect for additional guests. brbrRoom Details br-Primary Bedroom: King bed, ensuite bathroom br-Second Bedroom: Queen bed br-Third Bedroom: Two Twin beds brbrThe Palm Gables complex offers a quiet, exclusive experience with only seven units in total. You'll have access to secure, covered garage parking, along with additional guest parking nearby, and complimentary WiFi. brbrFrom here, you can walk to restaurants, browse local boutiques, pick up groceries at nearby Publix, or catch the free island trolley to explore all of Anna Maria Island from Pine Ave to Bridge Street. brbrBook your stay and experience the luxury of beachfront living, unbeatable Gulf views, and the vibrant lifestyle of Holmes Beach on Anna Maria Island. br br- brbrThere are no pets allowed in this home. brbr*Please note there is guaranteed parking in the assigned space beneath the unit in the garage for 1 vehicle. There are 3 additional community guest parking spaces on the property outside of the garage and there is public parking along both adjacent streets. 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.

Beachfront Balcony, Stylish Gulf-View Escape

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$254.79

Bamboo Breeze by Anna Maria Island Accommodations brVRC16-000181 brbrWelcome to Bamboo Breeze, a charming two-bedroom, two-bath vacation rental with a private heated pool, located just one block from Holmes Beach! Perfect for families or small groups, this coastal retreat offers a laid-back atmosphere, a tropically landscaped backyard, and easy access to Anna Maria Island’s best restaurants, shops, and attractions. Hop on the island trolley and explore Holmes Beach Towne Center and the scenic seven miles of the island throughout your stay! brbrHighlights br- 2-minute walk to Holmes Beach br- 2 Bedroom / 2 Bath br- 1 King, 2 Twins, 1 Queen sleeper sofa br- Private heated pool br- Outdoor dining and grill br- Washer and dryer br- Short walk or trolley ride to Holmes Beach Towne Center br- 3 parking spaces brbrSpend your afternoons in your own private backyard oasis. The heated pool is perfect for refreshing dips after a beach day, while the poolside dining table and BBQ grill make outdoor meals a breeze. Surrounded by lush landscaping, Bamboo Breeze lives up to its name by delivering a tropical escape just steps from the sand. brbrThe open concept living area is designed for comfort, with plush couches, TV, and backyard views. The fully equipped kitchen includes modern appliances, island seating, and plenty of counter space. Gather at the dining table inside or enjoy the Florida sunshine while dining outdoors by the pool. brbrThe primary bedroom features a king bed, TV, and ample storage, with a bathroom just outside the door for easy access. The second bedroom has two twin beds and its own TV, ideal for kids or single travelers. Both bathrooms are located off the hallway and include walk-in showers. For extra flexibility, the living room offers a queen sleeper sofa, allowing Bamboo Breeze to comfortably accommodate up to six guests. brbrRoom Details br- Primary Bedroom: King bed br- Second Bedroom: Two Twin beds br- Living Area: Queen sleeper sofa br- Bathrooms: Both with walk-in showers, hallway access brbrThis home also includes a washer and dryer, free Wi-Fi, and parking for three cars. Its prime Holmes Beach location means you’re within walking distance of the beach and minutes from local dining and shopping. Take advantage of the island trolley, rent bikes, or book an unforgettable excursion like dolphin tours, fishing charters, paddle boarding, or sunset cruises. brbrWith its private pool, short walk to Holmes Beach, and convenient location near Pine Avenue, Bamboo Breeze is the perfect spot for your Anna Maria Island getaway. Book today and start planning a vacation full of sunshine, relaxation, and lasting memories!br 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 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. brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bamboo Breeze! Cozy Pool Retreat Near Shops!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$287.63

Palm Cay 6 by Anna Maria Island Accommodations brVRC16-000127 br brWelcome to Palm Cay 6, a charming ground-level corner condo just a three-minute walk from the powdery sands of Holmes Beach! This one bedroom, one bath retreat features ocean-inspired decor, access to a shared heated pool, and a prime location in the heart of Holmes Beach with dining, shopping, and outdoor activities. Perfect for couples or solo travelers, this cozy condo offers the ideal island escape with everything you need for a memorable Anna Maria Island vacation. brbrHighlights br• 3-minute Walk to Holmes Beach  br• 1 Bedroom / 1 Bath br• 1 King bed, 1 Queen sleeper sofa br• Shared heated pool br• Easy access to the Anna Maria Island trolley stop  br• Community washer and dryer br• Located near top local restaurants, shops, and attractions  br• 1 Car parking spot br brStep outside and cool off in the complex’s heated pool or relax poolside on a lounger. Adirondack chairs just outside the front door provide a breezy spot for your morning coffee or evening cocktails. br brInside, the coral and blue ocean-themed living room features two comfortable sofas, a writing desk, and a TV, perfect for movie nights or relaxing after beach days. The kitchen boasts stainless steel appliances, a double sink, and a full suite of utensils, pots, and pans for preparing your favorite meals. The adorable dining table seats four, while outside, two Adirondack chairs provide the perfect spot to enjoy the fresh sea air. br brRetreat to the primary bedroom, highlighted by a luxurious king-sized bed and colorful coastal decor. The bathroom has a shower and bathtub combo, ideal for unwinding after a day at the beach. The living room sofa easily converts into a queen sleeper sofa, providing extra accommodations for guests or family members.brbrRoom Details br• Primary Bedroom: King bed br• Living Room: Queen sleeper sofa br brThis home offers Wi-Fi, a community washer and dryer, and parking for one vehicle. Its central Holmes Beach location means you’re close to restaurants, shops, and family-friendly activities, from kayak rentals and dolphin tours to fishing piers and sunset cruises. br brBook Palm Cay 6 today and enjoy a relaxing vacation in the heart of Anna Maria Island! Explore scenic Bean Point, shop at Pine Avenue, or dolphin watch and kayak in the mangroves. Reserve now and start creating unforgettable island memories! 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. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Ground-level AMI Condo Near the Beach! Large heated pool!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$383.4

Beach Cottage by Anna Maria Island Accommodations brVRC16-000178 brbrWelcome to Beach Cottage, a charming ground-level vacation home in Holmes Beach, just a 3-minute walk to the white sands of the Gulf beaches. With four bedrooms, three bathrooms, and a private pool and spa, this coastal retreat is ideal for families and friends seeking a relaxing getaway. Centrally located, guests will enjoy easy access to Anna Maria Island’s shops, restaurants, and trolley stops. brbrHighlights br• 3-minute walk to the Beach br• 4 Bedrooms / 3 Bathrooms br• 3 Queens, 2 Twins br• Ground-level home br• Private heated pool and spa br• Outdoor dining area and lounge chairs br• Outdoor shower br• TVs in every bedroom br• Near Holmes Beach Towne Center br• 3 Parking spot brbrStep into your own tropical oasis with a beautifully landscaped backyard featuring a heated pool and spa. Lounge in the Florida sunshine, enjoy meals at the outdoor dining area, or rinse off after beach days in the outdoor shower. With both relaxation and convenience in mind, this home offers everything needed for the perfect Anna Maria Island stay. brbrInside, the open concept floor plan blends the living room, dining area, and kitchen, creating the perfect space for gathering. The living room has comfortable seating and a TV, while the fully equipped kitchen boasts stainless steel appliances, granite countertops, and all the essentials for cooking. A formal dining table makes mealtime easy and enjoyable. brbrEach bedroom is thoughtfully designed with its own TV and cozy furnishings. The primary bedroom features a queen bed, ensuite bathroom with a walk-in shower, and direct access to the pool. Two additional bedrooms also feature queen beds, with one offering an ensuite bathroom. The fourth bedroom includes two twin beds, perfect for kids or extra guests, and shares a convenient hall bath. brbrRoom Details br-Primary Bedroom: Queen bed, TV, ensuite bathroom with walk-in shower, pool access br-Second Bedroom: Queen bed, TV, ensuite bathroom with walk-in shower br-Third Bedroom: Queen bed, TV br-Fourth Bedroom: Two Twin beds, TV brbrThis home includes a washer and dryer, TVs in every bedroom, parking for three vehicles, and proximity to Holmes Beach Towne Center, dining and shopping. Guests can also hop on the island trolley to explore Anna Maria Island’s seven miles of pristine beaches. brbrWith its unbeatable location just steps from the Gulf, private pool and spa, and family-friendly layout, Beach Cottage is the perfect vacation rental for your next island adventure. Book your stay today and start making lifelong memories on Anna Maria Island! br br- brThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. brThere are no pets allowed in this home. br3 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. 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 Anna Maria Island 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.

Beach Cottage! Walk to Dining, Shops and Island Trolley Stop

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$386.96

Ocean's 77 by Anna Maria Island Accommodations brVRC19-000012brbrWelcome to Ocean's 77, a charming beach cottage just five houses from the stunning white sandy beaches of Anna Maria Island’s Holmes Beach! This two-bedroom, two-bath home offers a tropical backyard oasis with a private sparkling pool, a game room with ping pong and foosball, and an outdoor entertainment space perfect for relaxing or fun-filled family gatherings. Located just steps from the water and near the Anna Maria Island trolley stop, Ocean's 77 is your ideal island retreat for making lifelong memories!brbrHighlights br• 3-minute walk to Holmes Beach br• 2 Bedroom / 2 Bathbr• 1 King bed, 1 Queen-over-queen bunkbr• Private pool br• Outdoor diningbr• Ping pong and foosballbr• Outdoor Shower br• Short trolley ride to Pine Avenue or Holmes Beach Towne Centerbr• Washer and dryerbr• Pet friendly with approvalbr• 3 Parking SpacesbrbrEnjoy the outdoor paradise, relax by the private pool surrounded by lush tropical plants, or dine at the outdoor table with plenty of seating. The outdoor shower makes rinsing off easy after a day at the beach or pool. The garage game room features ping pong and foosball tables, ensuring hours of entertainment. Just a short walk down 77th Street takes you to the Gulf beaches, where warm waters and white sands await. The nearby trolley stop allows quick exploration of Anna Maria Island’s unique shops, delicious restaurants, and scenic attractions.brbrInside, the home features a bright, open-concept living space with a cozy sofa, tropical side chairs, and a flat-screen TV, perfect for movie nights or relaxing with family. The fully equipped kitchen boasts stainless steel appliances, all the essentials including cookware and utensils, and a stylish dining space ideal for family meals or island feasts. Large sliding doors lead out to the backyard and outdoor entertainment area, blending indoor comfort with the tropical outdoors.br brRetreat to the primary bedroom, decorated with cheerful tropical accents, that includes a king-sized bed, a private balcony, and an ensuite bathroom with a walk-in shower and a double vanity. The guest bedroom features a bunk bed with cable and Roku streaming TV, offering fun and comfort for visitors. The hall bathroom is equipped with a shower-tub combo, and a washer and dryer are available for guest convenience.brbrRoom Details br• Primary Bedroom: King bed, ensuite with walk-in shower br• Second Bedroom: Queen-over-queen bunk bedbrbrBook Ocean's 77 today and enjoy a fabulous island getaway. With scenic water views, a private pool, outdoor entertainment space, and a prime location close to beaches, shops, and dining, this home offers everything you need for a relaxing and fun-filled vacation. brbrReserve your dates now and start making lifelong memories in this spectacular beachside retreat!brbrbr-brWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. See our Anna Maria Island Accommodations Policies for full details. 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 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.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.

Updated Home, 5 Houses from the Beach! Private Pool and Game Room! - Ocean's 77

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$278.67

Gulf Breeze Villa B by Anna Maria Island Accommodations brVRC16-000146 brbrEscape to Gulf Breeze Villa B, a cozy one-bedroom, one-bathroom retreat just one block from the sparkling sands of Holmes Beach. Perfect for couples or small families, this charming ground-level villa features a private pool, relaxing outdoor spaces, and dog-friendly accommodations so everyone in your group can join the fun. Enjoy peaceful island living with shops, restaurants, and the Anna Maria Island Trolley right nearby; your perfect Florida Gulf Coast getaway awaits! brbrHighlights br• 2-minute walk to Holmes Beach br• 1 Bedroom / 1 Bathroom br• 1 King bed, Full sleeper sofa (sleeps up to 4) br• Private Pool and Sun Loungers br• Outdoor Dining and BBQ Grill br• Dog friendly (with approval and fee) br• Washer and Dryer br• 2 Parking Spaces brbrStep into your own tropical backyard oasis, complete with a shimmering private pool, comfortable lounge chairs, and an outdoor dining area perfect for leisurely meals under the palm trees. Grill up a fresh seafood dinner, sip your favorite drink by the pool, and unwind as the island breeze sets the tone for pure relaxation. The front patio offers additional seating for morning coffee or sunset chats, while the trolley stop across the street makes exploring the island effortless. brbrInside, Gulf Breeze Villa B welcomes you with a bright and cheerful living area featuring a plush sofa, TV, and coastal decor that instantly puts you in vacation mode. The updated kitchen includes stainless steel appliances, a coffee maker, cookware, and a cozy dining table for two. Though compact, it’s fully equipped for preparing snacks, beach lunches, or casual dinners at home. brbrThe primary bedroom offers a king-sized bed, tropical furnishings, and crisp linens for a restful night’s sleep. The hall bathroom features a shower-tub combo and ample storage space. A full-size sleeper sofa in the living room provides extra sleeping accommodations for guests or children. brbrRoom Details br-Primary Bedroom: King bed br-Bonus Sleeping: Full sleeper sofa in living room brbrGuests have access to Wi-Fi, a washer and dryer and two parking spaces. This unit does not include a dishwasher, and bikes shown are not included but can be rented locally. With the white sand beach just steps away and the free island trolley offering rides to nearby dining and shopping, every day can be as laid-back or adventurous as you choose. brbrDiscover sunshine, simplicity, and stress-free living at Gulf Breeze Villa B by Anna Maria Island Accommodations. From relaxing pool days to evening strolls along the beach, this inviting villa offers everything you need for an unforgettable Anna Maria Island vacation. brBook your stay today and experience the perfect island getaway! brbr- brThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. 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 Island Accommodations Rental Policies for full details. brbrThis unit does not have a dishwasher. The bikes are not included during your stay. Guest can rent bikes on the island. brbr 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. 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.

Home with Private Backyard and Heated Pool - Gulf Breeze Villa B

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$263.41

Aggie’s Treasure by Anna Maria Island Accommodations brVRC16-000187 brbrExperience a true island escape at Aggie’s Treasure, a beautiful two-bedroom, two-bathroom ground-level home located just one block from the pristine shoreline of Holmes Beach. This inviting retreat features a private heated pool, tropical outdoor living, and easy access to the Anna Maria Island Trolley. Ideal for families or small groups, Aggie’s Treasure blends coastal charm with modern comfort; perfect for guests seeking a relaxing stay on Florida’s Gulf Coast. brbrHighlights br• 2-minute walk to Holmes Beach br• 2 Bedroom / 2 Bathroom br• 1 King bed, 2 Twin beds, 1 Queen sleeper sofa br• Private heated pool br• Outdoor dining area and gas grill br• Washer and dryer br• Island trolley nearby br• 3 parking spaces brbrEnjoy sunny days in your private backyard oasis, where lush palms surround the sparkling heated pool. Lounge in the Florida sunshine, dine outdoors under the covered patio, or grill up the catch of the day on the gas barbecue. When you’re ready to explore, hop on the free island trolley for quick rides to local shops, restaurants, and Holmes Beach Towne Center; all just minutes away. brbrThe open concept living area welcomes you with coastal decor, plush sofas, and a large TV, making it the perfect space to unwind after a day at the beach. The fully equipped kitchen offers stainless steel appliances, granite countertops, and a breakfast island for casual meals, while the dining table provides room for everyone to gather. brbrThe primary bedroom features a king-sized bed, TV, and ample closet space. The ensuite bathroom includes a walk-in shower and generous vanity. The second bedroom offers two twin beds, a TV, and a calming island-inspired atmosphere, plus a private ensuite bathroom with a shower/tub combo; ideal for families or friends traveling together. brbrRoom Details br-Primary Bedroom: King bed, TV, ensuite bath with walk-in shower br-Second Bedroom: Two twin beds, TV, ensuite bath with shower/tub combo br-Living Room: Queen sleeper sofa brbrAdditional features include Wi-Fi, washer and dryer, and three parking spaces. Nearby attractions include Holmes Beach Towne Center, local seafood restaurants, and fun outdoor activities such as kayaking, paddleboarding, and beachside dining; everything you need for a carefree island vacation. brbrDiscover comfort, style, and coastal simplicity at Aggie’s Treasure by Anna Maria Island Accommodations. Whether you’re floating in your private pool or walking just minutes to the soft white sands of Holmes Beach, this charming getaway offers the perfect home base for your next Anna Maria Island vacation. Book your stay today and start making memories under the Florida sun! brbr- 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. 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.

Aggie’s Treasure - Perfect family vacation home with private pool!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$166.89

Little Dream by Anna Maria Accommodations brVRC16-000139brbrWelcome to Little Dream! A charming one-bedroom, one-bath getaway just steps from the stunning Anna Maria Beaches! Located in a vibrant gated community, this cozy home offers easy access to beautiful beaches, local shops, and all the local favorite restaurants. Perfect for a romantic escape or a peaceful retreat in the heart of Anna Maria Island. Enjoy relaxing in your private patio with a BBQ grill or explore the community amenities just a minute walk away, including a shared pool and shuffleboard court.brbrHighlights br• 2-minute walk to Holmes Beachbr• 1 Bedroom / 1 Bathroombr• King bed and Queen sleeper sofabr• Gated community with pool and shuffleboard courtbr• Private patio with BBQ grillbr• Pet friendlybr• One block to the AMI trolley stopbr• Near local restaurants and shoppingbr• 2 Parking spacesbrbrStep outside onto your private patio, ideal for outdoor dining, sipping cool drinks, or relaxing in the island breeze. The community pool is just a minute walk away, perfect for cooling off or lounging in the Florida sunshine. Play a game of shuffleboard for some friendly competition or simply soak up the tropical ambiance in this serene setting. brbrInside Little Dream, enjoy a vibrant, tropical decor with a cozy sofa, accent chairs, and a large TV, offering a perfect space for relaxing after a day on the beach. The kitchen features gorgeous granite countertops, a complete suite of appliances, and all the cooking utensils and pots needed for easy meal preparation. Gather around the indoor dining table or head outside to your private patio and soak in the relaxed island atmosphere.brbrRetreat to the spacious primary bedroom, where a luxurious king-sized bed invites restful nights amid tropical decor. The room includes ample closet space and a TV for late-night entertainment. The hall bathroom offers a walk-in shower for a nice refreshing shower. The living room sofa easily converts into a queen sleeper sofa, comfortably accommodating extra guests or additional family members.brbrRoom Details br• Primary Bedroom: King bed br• Living Room: Queen sleeper sofa brbrLocated near the trolley stop, beaches, and local attractions, Little Dream provides everything you need for a laid-back island vacation.brbrBook Little Dream today and start planning your unforgettable Anna Maria Island getaway! With its prime location, relaxing amenities, and cozy atmosphere, this home promises a peaceful, fun-filled vacation for couples or small families. Reserve now and make your island dreams come true!brbrbr-br*While we typically rent Little Dream from Saturday to Saturday, we can be flexible to accommodate alternative dates and lengths of stay. Please call us to inquire!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 Island Accommodations Rental Policies for full details. 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 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 Rental Policies for full details. br 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.

Beach Home with Pool Access and Private Patio with BBQ Grill! - Little Dream

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$277.99

Blue Lagoon 1 by Anna Maria Island Accommodations brVRC16-000166brbrWelcome to Blue Lagoon 1, a charming vacation condo just a 4-minute walk from the white sands of Holmes Beach! Perfect for couples, friends, or small families, this condo offers one bedroom and one and a half bathrooms. Relax in the tropical community setting with access to a large, heated pool complete with a waterfall and tiki hut. Whether you want to spend your days lounging on the beach, exploring local shops and restaurants, or enjoying the community amenities, Blue Lagoon 1 is the ideal escape for your Anna Maria Island getaway.brbrHighlights br• 4-minute Walk to Holmes Beach br• 1 bedroom / 1.5 bathroomsbr• 1 king, 1 queen sleeper sofabr• Private patio br• Dog friendly with additional pet fee br• Heated community pool br• 2 car parkingbr• Prime location near shops, dining, and water activities br• Close to boat rentals, dolphin tours, and sunset cruisesbrbrStep outside to your private patio, perfect for outdoor dining or simply enjoying the Florida sunshine. As part of the Blue Lagoon condominium complex, guests can enjoy the large, heated pool with a tropical waterfall and tiki hut. The community grill is available for seafood feasts, and numerous water sports options like kayak rentals, paddle-boards, and dolphin tours are just minutes away. Don’t forget to book your spots!brbrInside Blue Lagoon 1, enjoy a cozy and welcoming atmosphere. The living area features relaxing decor, ample seating, and a TV, perfect for unwinding after a day on the beach. The fully equipped kitchen offers stainless steel appliances, broad countertops, and a wine fridge, making meal prep easy. The kitchen island is ideal for quick snacks, and the outdoor dining area is perfect for enjoying the fresh Florida air. brbrThe spacious primary bedroom boasts a king-sized bed, large closet, and private access to the patio. It is a peaceful retreat with a TV for late-night entertainment. The ensuite bathroom features a walk-in shower, while a half bathroom accessible from the hallway provides additional convenience for guests. The queen sleeper sofa in the living room offers extra sleeping space, accommodating everyone comfortably.brbrRoom Details br• Primary Bedroom: King bedbr• Living Room: Queen sleeper sofa brbrBlue Lagoon 1 provides everything you need for a comfortable stay, including Wi-Fi, a washer and dryer, two dedicated parking spaces, and a private patio. Guests can also enjoy the shared community pool, tiki hut, and grilling area. With water sports, local attractions, and dining nearby, you’ll have the perfect balance of convenience and relaxation.brbrWhether you’re lounging by the pool, strolling to Holmes Beach, or exploring Anna Maria Island’s local restaurants and shops, Blue Lagoon 1 has everything you need for the perfect vacation. Book today and start making unforgettable island memories!brbrbr- brWith host approval before check-in, this property accepts dogs only. Breed and weight restrictions apply. (No cats or other animals are allowed). An additional pet fee will apply. See our Rental Policies for full details.brbr*Please note that the waterfall is turned off from November to April to conserve water temperature.*brbrThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company.brbrParking is limited to two vehicles; please plan accordingly and coordinate with your group. 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.

Heated Pool! Beautiful Condo, Close to Beach - Blue Lagoon 1

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$443.71

Seahorse Paradise by Anna Maria Island Accommodations brVRC16-000108 brbrWelcome to Seahorse Paradise by Anna Maria Island Accommodations, a charming three-bedroom, two-bathroom vacation home located just two and a half blocks from the soft white sands of Holmes Beach. This inviting island getaway blends Old Florida charm with modern amenities, offering the perfect retreat for families and small groups seeking the ultimate Anna Maria Island vacation. Enjoy a private heated pool, coastal interiors, and a location close to restaurants, shops, and Anna Maria Island trolley, all nestled within a peaceful neighborhood ideal for relaxation and adventure. brbrHighlights br• 5-minute walk to Holmes Beach br• 3 Bedrooms / 2 Bathrooms br• 1 King, 1 Queen, 2 Twin beds br• Private heated pool with sun shelf br• Covered patio with outdoor TV and dining area br• Boat trailer parking (60 ft x 18 ft) br• 4 parking spaces br• Close to trolley stop brbrSpend your days soaking up the Florida sunshine in your private backyard oasis, complete with a sparkling heated pool, relaxing sun shelf, and a covered patio perfect for lounging or dining outdoors. Enjoy poolside meals at the dining table, unwind in the outdoor living area with TV. With lush tropical landscaping and quiet surroundings, Seahorse Paradise delivers the laid-back comfort that defines the best of Holmes Beach vacation homes. brbrStep inside and discover a bright and open living area adorned with white-washed wood vaulted ceilings and cozy coastal decor. The spacious living room features a sofa and two love seats, perfect for family movie nights or relaxing after a day at the beach. The fully equipped kitchen includes stainless steel appliances, generous counter space, and bar seating for three, making meal preparation a breeze. Gather at the large dining table for ten, ideal for shared dinners, board games, or evenings with friends and family. brbrThe primary bedroom offers a tranquil retreat decorated in soothing coastal hues, complete with a king bed, private balcony, and ensuite bathroom featuring dual vanities and a walk-in shower. The second bedroom features a queen bed and charming island views, while the third bedroom includes two twin beds; perfect for kids or younger guests. The second bathroom is shared between the guest rooms and offers ample cabinet space along with a shower/tub combination. brbrRoom Details br-Primary Bedroom (2nd Floor): King bed, TV, private balcony, ensuite bathroom with walk-in shower br-Second Bedroom (2nd Floor): Queen bed, TV br-Third Bedroom (2nd Floor): Two Twin beds, TV brbrSeahorse Paradise includes boat trailer parking (60 ft x 18 ft), four parking spaces, and a washer and dryer for added convenience. Located just a half-block from the island trolley, guests can easily explore Anna Maria Island’s best restaurants, boutiques, and beachside attractions. Whether you’re soaking up the sun, fishing, or enjoying local seafood, this home makes it effortless to experience everything that makes Anna Maria Island accommodations so special. brbrWith its private pool, spacious design, and prime Holmes Beach location, Seahorse Paradise by Anna Maria Island Accommodations offers the perfect blend of comfort, convenience, and coastal beauty. Escape to your own slice of paradise and start creating unforgettable memories on Anna Maria Island. brbrBook your stay at Seahorse Paradise today! brbr- brThere are no pets allowed in this home. brbrCan accommodate a boat trailer in the driveway. The space available is 60ft x 18 ft, with plenty of room for loading and unloading. 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 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.

Beautifully outfitted home with a heated pool and tropical backyard!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$398.26

Sea Turtle by Anna Maria Island Accommodations brVRC16-000113brbrWelcome to Sea Turtle, your perfect beach retreat on Anna Maria Island! This ground-level, three-bedroom, two-bath home offers a private pool, a brand-new putting green, and an inviting backyard perfect for outdoor fun and relaxation. Just three blocks from Holmes Beach, Sea Turtle combines coastal comfort with premier location close to beachfront, shops, parks, and excellent restaurants. Pet friendly with no restrictions, this home is ideal for families, friends, and furry companions seeking an unforgettable island escape.brbrHighlights br• 5-minute Walk to Holmes Beach br• 3 Bedroom / 2 Bathbr• 3 Kings, 1 Twin daybed with Trundlebr• Private pool br• New Putting greenbr• Washer and dryerbr• Dog friendly br• Short walk to free Anna Maria Trolley stopbr• Located close to charming Pine Avenue shops, waterfront dining, and parks br• 3 Parking SpacesbrbrStart your mornings with a fun game of mini golf on the brand-new putting green, then cool off in the private pool. Relax on loungers or host a family cookout with freshly caught seafood or favorites on the BBQ grill. The backyard offers plenty of space for outdoor dining, lounging, or evening drinks under the Florida stars. Walk to local restaurants and shops on Marina Drive, hop on the free trolley, or explore the entire 7-mile island’s scenic views and natural beauty.brbrInside, the home features a warm, inviting living room styled with coastal decor and plush seating, perfect for relaxing after beach days. The modern farmhouse kitchen includes beautiful cabinetry, essential cookware, stainless steel appliances, and a butcher block island with barstools, ideal for quick bites or casual meals. Dine in the formal dining room or take your meals outside to enjoy the warm island weather.brbrThe primary bedroom offers a king-sized bed, a TV, and an ensuite bathroom with a freshly updated walk-in shower, creating a peaceful haven for restful nights. The second bedroom features a king bed, TV, and patio access, perfect for early morning coffee or sunrise views. The third bedroom, also with a king bed, is decorated with a relaxing coastal theme. The hall bathroom offers a shower and tub combo. A washer and dryer complete the space for added convenience. The den includes a daybed with a trundle, providing extra sleeping arrangements for all guests.brbrRoom Details br• Primary Bedroom: King bed, ensuite with walk-in shower br• Second Bedroom: King bedbr• Third Bedroom: King bedbr• Bonus: Daybed with trundlebrbrBook Sea Turtle today and enjoy a laid-back, fun-filled Anna Maria Island vacation. With its private pool, outdoor amenities, excellent location, and pet-friendly policy, this home has everything you need for an unforgettable getaway. Reserve your dates now and start creating lifelong memories in tropical paradise!brbrbr-brbrWith host approval before check-in, this property accepts dogs only. Breed and weight restrictions apply. (No cats or other animals are allowed). An additional pet fee will apply. See our Rental Policies for full details.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: 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.

Close to Beach! Home with Putting Green and Pool!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$241.15

Seabreeze D by Anna Maria Island Accommodations brVRC16-000111brbrWelcome to Seabreeze D, a charming two-bedroom, two-bath vacation condo perfectly situated in the heart of Holmes Beach on Anna Maria Island. This inviting second level retreat offers water views from the balcony, a bright open living area, and access to a refreshing community pool. Just a quick three-minute stroll to the pristine Gulf beaches, you’ll also be within walking distance to local favorites like Skinny’s Burger joint, Publix, and nearby shops and cafes. Making Seabreeze D the ideal home base for couples or small groups ready to relax and explore the island’s laid back coastal lifestyle. brbrHighlights br• 3-minute walk to Manatee Beachbr• 2 Bedroom / 2 Bathbr• 2 Queen bedsbr• Balcony br• Community pool and lounge chairsbr• Covered parkingbr• Laundry Facilitybr• Near local shops, waterfront restaurants, and grocery stores br• 2 Parking SpacesbrbrRelax and dine outdoors on your balcony, overlooking the lush surroundings and cooling ocean breezes. The community pool area offers plenty of lounge chairs, a BBQ grill, and outdoor seating, perfect for making memories after beach days. Walk to the beach, explore the local shops and waterfront restaurants, or rent watercraft and paddle boards to enjoy Anna Maria Island’s scenic waters.brbrInside, the condo boasts a bright, open living area with a comfortable sectional sofa and a large flat-screen TV, perfect for movie nights or relaxing evenings. The modern kitchen offers a full suite of appliances, cookware, and a dining table, making it easy to prepare family favorites or island snacks. Large sliding doors lead to your balcony, where you can soak up the ocean breeze and water views.brbrRetreat to the primary bedroom, furnished with a plush queen bed, bright decor, a TV, and an ensuite bathroom with a walk-in shower. The second bedroom, also with a queen bed and coastal accents, offers a peaceful space for rest. The hall bathroom, with its shower/tub combo and generous storage, services both bedrooms comfortably.brbrRoom Details br• Primary Bedroom (2nd floor): Queen bed, ensuite with walk-in showerbr• Second Bedroom (2nd floor): Queen bedbrbrBook Seabreeze D today and experience a relaxing island getaway on Anna Maria Island. With its water views, outdoor amenities, and close proximity to beaches and dining, this condo is the ideal home base for your island adventures. Reserve now and start making lifelong memories in paradise!brbrbr-brThis 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.brbrThere are no pets allowed in this home.br br2 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. br 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.br 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.

Holmes Beach Condo with Pool and Balcony! 3 Minutes to Beach - Seabreeze D

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$259.44

Seabreeze A by Anna Maria Island Accommodations brVRC16-000112 br brWelcome to Seabreeze A, the perfect family-friendly condo just a three-minute walk from Manatee Beach in Holmes Beach! This cozy two-bedroom, two-bath home is ideal for creating lifelong memories with loved ones. Enjoy your own private balcony, grill area, and easy access to sandy beaches, along with nearby shopping and dining options that make family outings effortless. Located in a friendly community with a pool, Seabreeze A combines comfort, convenience, and the island charm of Anna Maria Island! brbrHighlights br• 3-minute Walk to Manatee Public Beach br• 2 Bedroom / 2 Bath br• 1 Queen, 2 Twin Beds br• Private balcony br• Community pool br• BBQ Grill br• 2 Covered Parking Spaces br• Close to grocery stores, restaurants, shops, and water activities  br• Laundry on site br brEnjoy the sea breeze and relaxing outdoor spaces on your private balcony, perfect for morning coffee or evening drinks. The community amenities include a shared pool, outdoor seating, and a BBQ area, ideal for cookouts and social gatherings. Several nearby shops, dining options, and the beach enthusiastically invite you to explore, whether walking, biking, or using the available trolley.br brInside, the home offers a beach themed aesthetic with a cozy living area, plush seating, and a smart TV, perfect for family movie nights or relaxing after a day on the beach. The fully stocked kitchen features stainless steel appliances, basic cookware, and a breakfast bar for quick bites, seamlessly flowing into the elegant dining area for meals with a view. The balcony provides a peaceful outdoor space to enjoy the refreshing sea breeze.br brRelax in the primary bedroom, decorated with bright, beach-inspired decor, featuring a queen bed, TV, and an updated ensuite bathroom with a walk-in shower. The second bedroom, with its twin beds, maintains the beach theme and offers ample storage for gear. The hall bathroom, with a shower and tub combo, offers added convenience for families. Each bedroom provides space for everyone to rest comfortably and wake up refreshed for new adventures. brbrRoom Details br• Primary Bedroom (2nd floor): Queen bed, ensuite with walk-in shower  br• Second Bedroom (2nd floor): Two twin beds br brBook Seabreeze A today and start planning your unforgettable Beach vacation on Anna Maria Island. With its prime location, laid-back coastal decor, and family-friendly amenities, this condo is your ideal home away from home! br brbr- brThis 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. brbrThere are no pets of any kind 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. 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.

Condo with Pool! Near the Beach, Shops, and Dining! - Seabreeze A

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$508.5

Coconut Cottage by Anna Maria Island Accommodations brVRC16-000159brbrWelcome to Coconut Cottage, a stunning coastal retreat just a quick stroll from the turquoise ocean of Holmes Beach! Perfect for families and groups seeking fun and relaxation. This three-bedroom, two and a half bath home offers a private heated pool, a game room, and beach touches throughout. Located near top restaurants, boutique shopping, and Anna Maria beaches, Coconut Cottage is your ideal island escape to create unforgettable memories!brbrHighlights br• 5-minute Walk to Holmes Beachbr• 3 Bedroom / 2.5 Bathbr• 2 king beds, 1 twin/ twin trundle, 1 queen sleeper sofabr• Private heated pool br• Outdoor TV and BBQ grill br• Hammockbr• Game room br• Jenga br• Near free island trolley stopbr• 3 car parkingbrbrRelax in your private backyard oasis featuring a heated pool, hammock, outdoor TV, and a grill for fun summer cookouts. Challenge friends to a game of Jenga under the Florida sunshine or unwind with a movie night poolside from our DVD collection. The outdoor veranda provides a peaceful spot to enjoy your morning coffee or evening cocktails. For a break from the sun, enjoy a game of ping pong, puzzles, or on the PlayStation 4 and gather everyone for a friendly challenge. brbrStep inside this charming beach home to discover a relaxed coastal vibe. The living area invites you to unwind on plush seating while catching your favorite TV shows. The fully equipped kitchen features granite countertops and stainless steel appliances, making meal preparation effortless. Enjoy meals indoors or dine outdoors on the covered patio, soaking up the island breeze and tropical scenery.brbrRetreat to the primary bedroom, featuring a king-sized bed, TV, and access to the veranda where you can relax in style with poolside views. The ensuite bathroom offers a spa-like experience with a soaking tub, walk-in shower, and plenty of space. The second bedroom provides a comfortable king bed and ample storage, perfect for rest after a day of adventure. The third bedroom is ideal for kids or additional guests, furnished with a twin over twin trundle and a TV, with access to the veranda. The hall bathroom includes a double vanity and walk-in shower, accommodating everyone effortlessly. The loft area features a queen sleeper sofa, perfect for extra guests or movie nights with the family.brbrRoom Details br• Primary Bedroom: King bed, ensuite bathroom br• Second Bedroom: King bed br• Third Bedroom: Twin over twin trundle br• Loft: Queen sleeper sofabrbrThe Island trolley stop is just a minute's walk from your doorstep, making it easy to explore Pine Avenue boutiques and the many Gulf beaches. Elevate your stay with manatee and dolphin tours, bike rentals, golf trips, paddle-boarding, fishing charters, or sunset sails. Coconut Cottage offers everything you need for a truly memorable Anna Maria Island vacation!brbrbr-brThis property has an active Ring doorbell and additional video surveillance on the exterior public approach areas and the pool equipment. brbr**Please note that the right-side garage is not available for guest use**brbrThere are no pets allowed in this home.brbr*Please note: 3 cars maximum can 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.

Perfect Vacation Home! Pool, Lounge, and Ping Pong

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$246.51

Pineapple Palms by Anna Maria Island Accommodations brVRC17-000041brbrWelcome to Pineapple Palms, the ultimate ocean-loving getaway just two-and-a-half blocks from the stunning beaches of Holmes Beach! Perfect for a small family or friends, this charming two-bedroom, two-bathroom home offers a private heated pool, lush, landscaped backyard, and a breezy open concept living space. Nestled just minutes from Anna Maria’s pristine shores, shops, and dining, Pineapple Palms is your perfect island retreat for fun, relaxation, and making lifelong memories!brbrHighlights br• 6-minute Walk to Holmes Beachbr• 2 bedroom / 2 bathsbr• 1 King, 2 Twin bedsbr• Heated poolbr• Outdoor diningbr• Blackstone Grill br• Close to Marina Drive for shopping, dining, and local attractions br• 2 Car ParkingbrbrEnjoy your mornings or evenings on the paver deck around the private heated pool, surrounded by tropical landscaping for complete privacy. Fire up the Blackstone grill and gather around the outdoor dining table for delicious alfresco meals. After a day at Anna Maria’s beaches, unwind here with a cold drink or share a poolside laugh with family or friends. Just moments from the sand, shops, and local eateries, Pineapple Palms is your gateway to the perfect island escape.brbrStep inside this cozy island oasis to discover a stylish, open layout living area featuring tile floors and beautiful granite countertops in the kitchen. The nearby dining table seats four, perfect for family meals or inviting friends over. Relax in the sitting area with plush furnishings and a flat-screen TV, creating a peaceful spot to unwind after a day at the beach.brbrRetreat to the luxurious king bedroom, complete with a TV and an ensuite bath that includes a walk-in shower, your private sanctuary for rest and relaxation. The second bedroom, furnished with two twin beds, offers a bright and cheerful space for kids or guests. A hall bathroom with a shower and tub combo provides an additional convenient space for everyone. Perfectly suited for up to four people, Pineapple Palms ensures a restful night’s sleep for all.brbrRoom Details br• Primary Bedroom: King bed, ensuite bathroom with walk-in showerbr• Second Bedroom: Two twin bedsbrbrBook Pineapple Palms today and immerse yourself in the relaxed island lifestyle. With its unbeatable location, private pool, and cozy interiors, this charming home is the perfect spot for relaxing, exploring, and creating lifelong memories on Anna Maria Island!brbrbr-brThere are no pets allowed in this home.brbr*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. 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.

Coastal Home with Heated Pool, Close to Beach!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$750.4

It’s a Jungle Out There by Anna Maria Island Accommodations brVRC19-000173 brbrWelcome to It’s a Jungle Out There by Anna Maria Island Accommodations, a breathtaking six bedroom, three and a half bath luxury retreat located in the heart of Holmes Beach, just a short stroll from the white sand shores of the Gulf. This stunning home combines elegance, comfort, and the tropical beauty of Anna Maria Island, creating the ultimate Florida Gulf Coast getaway for large families and groups. Enjoy 360° island views from the rooftop deck, relax in the private heated pool and spa, or walk to nearby restaurants and shops for an unforgettable island escape. brbrHighlights br• Rooftop deck with Gulf sunset views br• 9-minute walk to Holmes Beach br• 6 Bedrooms / 3.5 Bathrooms br• 3 King, 1 Queen, 1 Full-over-Full bunk, Twin Day bed with trundle, 1 Queen sleeper sofa br• Private heated pool with attached spa and swim-up tiki table br• Outdoor kitchen with built-in grill, sink, and mini-fridge br• Private elevator br• Arcade game console and foosball table br• 4 parking spaces brbrStep into your private tropical paradise surrounded by lush palms and native plants, creating a secluded oasis unlike any other on Anna Maria Island. The resort-style heated pool features a sun shelf, fountains, and a swim-up tiki bar, while the tranquil waterfall and babbling brook add a peaceful soundtrack to your stay. Fire up the grill in the outdoor kitchen equipped with a sink and mini fridge, unwind in the bubbling spa, or head up to the rooftop deck for breathtaking sunset views over the Gulf. With ample seating, recreation areas, and tropical landscaping, this home delivers the ultimate Holmes Beach vacation experience. brbrInside, you’ll find a perfect blend of luxury and comfort designed for large gatherings. The open concept living area features a comfortable sectional and one queen sleeper sofa for extra guests, while the fully equipped kitchen includes stainless steel appliances, granite countertops, and bar-top seating. The adjacent dining area seats the whole group, making it easy to share meals or game nights. A private elevator ensures effortless access between floors, while the bright interiors and modern coastal decor capture the relaxed elegance that defines Anna Maria Island accommodations. brbrThe primary suite on the third floor offers a king bed, balcony access, and a spa-style ensuite bathroom with dual vanities and a walk-in shower. Two additional bedrooms on this level one with a king bed and one with a queen bed, also have balcony access and share a hall bathroom with a shower/tub combo. On the second floor, a king bedroom and a bunk room with a full-over-full bed share a Jack-and-Jill bath with a double vanity and walk-in shower. The sixth bedroom features a twin day bed with a trundle and private balcony, offering a quiet space for reading or relaxation. brbrRoom Details br-Primary Bedroom (3rd Floor): King bed, balcony access, ensuite bathroom with walk-in shower br-Second Bedroom (3rd Floor): King bed, balcony access br-Third Bedroom (3rd Floor): Queen bed, balcony access br-Fourth Bedroom (2nd Floor): King bed, balcony access, Jack-and-Jill bathroom with walk-in shower br-Fifth Bedroom (2nd Floor): Full-over-Full bunk bed, Jack-and-Jill bathroom with walk-in shower br-Sixth Bedroom (3rd Floor): Twin day bed with trundle, balcony access br-Living Room: One Queen sleeper sofa brbrIt’s a Jungle Out There includes an arcade game console and foosball table, four parking spaces, a washer and dryer, and convenient elevator access. Located in a prime area of Holmes Beach, guests can walk to the beach, local restaurants, and island boutiques, or hop on the Anna Maria Island trolley to explore nearby attractions. Whether you’re lounging by the pool, grilling outdoors, or watching the sunset from the rooftop deck, this home has everything you need for a fun and relaxing island getaway. brbrFrom its tropical backyard paradise and rooftop Gulf views to its spacious design and luxury amenities, it’s a Jungle Out There by Anna Maria Island Accommodations is the perfect choice for large families and groups seeking the ultimate coastal retreat. Experience the beauty, comfort, and unforgettable charm of Anna Maria Island living; book your stay at It’s a Jungle Out There today! brbr- brThere are no pets 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. 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.

It's a Jungle Out There - Tropical Pool, Sunset Views, Game Room!

Holmes Beach, Florida, United States

Bed

Bath

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$500.81