Home Vacation Rentals By Owner In Anna Maria, FL

Showing 760 Of 792 Vacation Rentals
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Exceptional(140)

$1266.97

/ Nightly
Private Vacation Home

Canal - C-View by SeaBreeze Vacation

Anna Maria, Florida, United States

Recently renovated, C-View is the perfect island getaway for your family vacation. Conveniently located within walking distance to Anna Maria's picturesque white sand beaches, Pine Avenue's restaurants and shops, and access to the free trolley. Be sure to bring your kayaks and paddle boards so you can take advantage of the easy canal access from the dock in the backyard. Spend your nights out on the lanai where you will find plenty of seating for leisure or dining or take a dip in the private heated pool. There's even a half pool bath for your convenience. This 5 bedroom/3.5 bathroom home comfortably accommodates 10 people with the open concept and split-floor plan. It's perfect for a large family or multi-family.brbrThe primary bedroom features a king-size bed, flat screen TV, and ensuite bathroom complete with walk-in shower and jetted tub. Adjacent to the primary bedroom you will find the two guest rooms sharing a full-size bathroom and can be closed off with the pocket door for privacy. On the west side of the home, you will find the other guests rooms which can also be closed off for privacy. These rooms share a full-size bathroom and are equipped with flat screen TVs as well. But, it doesn't stop there! This home also features a full-size washer & dryer with a mini fridge in the laundry room, half bath pool bathroom, BBQ Grill, beach cart with beach equipment and WiFi throughout. This is truly a home away from home intended for you to enjoy your vacation and everything the island has to offer all while memories are being made.brbrCancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply. brbrThe property participates in our Professional Linen Program. SeaBreeze Vacation strives to bring only the best quality experience to our guests. To do so, we provide a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you high-quality linens that are in place and ready for your use upon your arrival. Our high-quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume & dye-free soaps assuring all of our guests a comfortable stay.brbrWith all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following: brbrPer Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach TowelbrPer Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath MatbrPer Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen TowelsbrbrWe also offer a range of supplemental services including pre-stock grocery shopping and babysitting. Need a pack and play or high chair, etc. These are available for a small additional fee and will be waiting in the home on your arrival.brbrThis unit comfortably accommodates a group of 10.brParking is limited to 4 vehicles.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.
Bed 5

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Bath 3

Bath

Sleep 10

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Exceptional(64)

$1171.56

/ Nightly
Private Vacation Home

Bimini Bay Breeze: Canal Front | Close to Beach and Pine St. | Pool/Spa |

Anna Maria, Florida, United States

Bimini Bay Breeze is a gorgeous canal front home with an expansive outdoor living area and is conveniently located close to both Anna Maria's top-rated beaches and Pine Street with all of its shops and restaurants. The back yard has a private dock with a 10,000 pound boat lift with easy access to the Gulf of Mexico (no bridges). Guests can bring their own boat and tie up at the dock. A multitude of amenities include a five hole putting green on Astro Turf, pool and spa, outdoor kitchen near pool, private outdoor shower/changing room, ping pong table, fire pit, and much more. Just two blocks from the Gulf of Mexico beaches, it is an easy stroll with the provided beach cart and beach chairs.brbrThe home is beautifully appointed inside and out. The ground level garage opens to the covered outdoor kitchen surrounded by bar stools and the beautifully landscaped back yard that leads to the canal. The back yard features the heated pool/spa, the canal side fire pit, dining area for six, a relaxing shaded hammock, a ping pong table, an outdoor hot/cold shower and changing room, and the five hole putting green with clubs and golf balls provided. In addition, boaters may bring their own boat and use the boat lift if their boat works with the current lift set-up. A bonus area at the dock includes a roll off and a ladder.brbrThe breezy main level features a fully equipped gourmet kitchen - with new stainless steel appliances - that includes a chef prep sink station and a living area that fully opens via multi-slide glass doors to a large screened in porch with a lounging and dining space. This level also includes a powder room, laundry room, and an ensuite queen bedroom with entry to the porch. The porch has a dining area for eight with mini fridge and sink and a comfortable living area - all overlooking the back yard. Retractable shades provide as much privacy & shade as desired. Just outside the screened-in area is a sunning porch with lounge chairs and a staircase descending to the backyard.brbrThe top level includes a luxurious master suite with a porch, two more king bedrooms, and a full bath. Ceiling fans are in every bedroom and living area on the property, including covered porches. The unscreened porch overlooks the back yard and is perfect for unwinding with a cup of coffee or a glass of wine. From the porch, ascend the spiral staircase to the crow's nest on the roof for breathtaking 360 degree views of the bay and the gulf. The perfect place for a sunset!brbrOverall, there is approximately 1,600 SQ FT of covered outdoor living space, of which almost 500 SQ FT is screened in.brbrAn elevator is available to take you from the beautifully landscaped ground level to the third floor.brbrBimini Bay Breeze is ideal for travelers from all walks of life - beach lovers, water sports lovers, R & R lovers, golf lovers, and most importantly, vacation lovers!brbrNote: We no longer provide access to kayaks and stand-up paddle boards with the house rental. Our property management company rents 4 kayaks and 2 stand-up paddle boards for reasonable rates.
Bed 4

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Bath 3

Bath

Sleep 8

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Exceptional(3)

$1214.75

/ Nightly
Guest House

Gulf Front Guest House

Anna Maria, Florida, United States

Summary:brbrGulf Front Guest House – 1-bedroom king bed efficiency with separate kitchen, and full bath! Downstairs relax in the living room featuring a 75 Smart TV and queen sleeper sofa. Step into the lush landscaped yard, walk down the sidewalk, and you’re on the beach! Amenities include a heated pool, fenced yard, BBQ grills, plus beach chairs, wagon, and umbrella for your perfect island escape.brbrbrbrThe Space:brbrAt the Gulf Front Guest House, you’ll enjoy a private escape with the entire yard to yourselves. Upstairs, you’ll find a cozy efficiency featuring a king bed, TV sitting area, a fully stocked kitchen with dining for four, and a private bathroom with a walk-in shower, toilet, and single vanity. All linens and beach towels are provided, along with shampoo, conditioner, and body wash. Step out onto the balcony under the gumbo limbo for a peaceful retreat among the trees.brbrHead downstairs to a spacious living room with a queen sleeper sofa, extra sitting area, and a 75 TV. There are plenty of books to choose from, along with children’s toys to keep the little ones entertained. A pack-and-play and booster seat are available upon request.brbrOutside, the lush landscaped backyard is perfect for family fun, featuring a heated pool in the winter and chilled in the summer, a swing set, trampoline, propane BBQ grill, and plenty of sand toys. For beach days, we’ve provided chairs, a wagon, and an umbrella to make your seaside adventures effortless.brbrWith everything you need for relaxation and fun, the Gulf Front Guest House is the ultimate island getaway just steps from the beach!You will have the entire property to yourselves. You can use the pool anytime you want.brbrbrbrGuest Access:brbrGuests have full access to the entire property, including a private heated fenced in pool and a partially fenced backyard—perfect for relaxing, entertaining, and enjoying your own secluded space.brbrbrbrOther Things to Note:brbrFor your convenience, the home includes 2 beach chairs, a beach cart, a beach umbrella, and all the bath towels, beach towels, and linens you'll need—everything ready for a relaxing stay!brbrbrbrPlease 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.brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m here to help! You can call or text me directly on my cell. I’m available 24/7 to answer questions, offer local tips, or assist with anything that comes up. Your comfort is my priority!
Bath 1

Bath

Sleep 4

Sleeps

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Exceptional(99)

$321.4

/ Nightly
Cabin

Colorful beach cottage w/ heated private pool & grill area - dog-friendly

Anna Maria, Florida, United States

Sea's The DaybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrAdorned with shades of blue reminiscent of the waters surrounding Anna Maria Island, this charming cottage is a dream vacation home. Perched less than 200 steps from the beach, you're just a sea shell's throw away from Anna Maria's beautiful shore, and you have a heated pool oasis in your own backyard. Plus, your dog is welcome too (for a small nightly fee), making this a rental that can't be missed! brbrAnything that can’t be reached on foot from your home can be accessed by hopping on the free Island Trolley. Its route runs a loop through Anna Maria City, Holmes and Bradenton Beaches, alongside seven miles of pristine, pulverized quartz beaches. Shopping enthusiasts should check out the boutique, vintage, and local artisan shops along Pine Avenue.brbrBack at the house, enjoy the three TVs, DVD player, and free WiFi, or stretch out on the cream-colored couch with a good book. Everyone will love being poolside at the end of the day - being so close to the beach gives you a particularly lovely view of the sunset, and a waterfall feature and swaying palms add to the relaxing ambience. Enjoy golden hour while cooking a delicious dinner out on the grill.brbrThis home has parking space for two cars, and also features a private washer and dryer for your convenience.brbrPlan your Anna Maria Island getaway at Sea's The Day - book your stay today!brbrTHINGS TO KNOWbrPool heat is included and maintained at 80°F. Additional pool heat to 85°F is available upon request for $32 per day plus tax. A 48 hour notice is required. Heat may not be available if temperatures drop below 65 degrees. We will not be accepting payments for pool heat for the months of May through OctoberbrbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 2 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(56)

$314.76

/ Nightly
Private Vacation Home

Dog-friendly house w/ beautiful upstairs deck and grill, steps from the beach

Anna Maria, Florida, United States

Sandy's GetawaybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrSandy’s Getaway offers two distinct spaces to accommodate the whole family or multiple couples - a ground-level bedroom and a larger upstairs suite, connected by outdoor stairs. Everyone is welcome here, and that does include the family dog! Canine members of the family, up to 30 lbs, are welcome. brbrInside, you'll find a small living area, TV, and private bathroom in the downstairs suite, as well as a washer and dryer, accessible from the outside. Regroup upstairs in the great room, or lounge on the deck while the gas grill heats up. Inside, the kitchen is fully equipped with dishware and modern appliances, including a dishwasher for easy clean-up. After dinner, gather in the living room for a movie night on the wall-mounted flatscreen TV, or use the free WiFi to keep in touch with everyone back home. Discover what island life is all about - book here today!brbrThis home is just a block from the pristine beach, so you may want to spend all day on the sand. Head about half a mile up the road to explore some dining options, including delicious seafood at The Sandbar Restaurant. If you'd like to explore the island, up to three cars can park in the driveway - but we recommend simply hopping on the free trolley that runs up and down Anna Maria Island!brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 3 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(59)

$603.82

/ Nightly
Private Vacation Home

Canalfront home w/ WiFi, heated pool, dock & lanai - 2 blocks to the beach

Anna Maria, Florida, United States

Heavenly HollybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWaterfront North-End Retreat with Heated Pool & Private Dock – Walk to Bean Point BeachbrbrSoak up the sunshine and the laid-back charm of Anna Maria Island at this beautiful three-bedroom waterfront home. Featuring a private heated pool, canal-front dock, and an unbeatable North End location just two blocks from the beach, this home offers the perfect Gulf Coast escape.brbrLocated along a peaceful canal leading to Tampa Bay, this bright and modern home sits in one of the island’s most desirable neighborhoods. Enjoy easy access to Bean Point Beach and the sparkling Gulf waters just a short stroll away. Pine Avenue’s boutique shops, restaurants, and the free island trolley are also within walking distance. Parking is easy, with space for up to five vehicles across the garage and driveway.brbrInside, the home is open, light-filled, and thoughtfully furnished for comfort and relaxation. After a day in the sun, rinse off in the outdoor shower and enjoy a refreshing swim in your private heated pool. The screened lanai offers a breezy, shaded space to unwind, dine outdoors, or simply enjoy the island air. Fire up the gas grill for evening cookouts, or head out for a sunset walk along the Gulf.brbrBoaters will love the private dock, which can accommodate vessels up to 25 feet—perfect for exploring the surrounding waterways. Free WiFi is included, making it easy to stay connected during your stay.brbrWhether you’re planning a relaxing getaway or an extended island retreat, this waterfront haven offers the ideal balance of comfort, style, and location.brbrTHINGS TO KNOWbrThis home is Saturday to Saturday booking OnlybrPool heat is included and maintained at 80°F. Additional pool heat to 85°F is available upon request for $32 per day plus tax. A 48 hour notice is required. Heat may not be available if temperatures drop below 65 degrees. We will not be accepting payments for pool heat for the months of May through OctoberbrbrTreat yourself to the beauty of Anna Maria Island and book your stay today. Relaxation, sunshine, and unforgettable memories awaitbrbrParking notes: There is free parking available for 5 vehicles.brbrDock details: brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(95)

$337.38

/ Nightly
Private Vacation Home

Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park

Anna Maria, Florida, United States

Harmony HousebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrCome to historic Anna Maria Island and remember days gone by when you stay in this three-bedroom Key West-style cottage. With a sparkling cocktail-style pool, close proximity to the beach, dining, and Bayfront Park, you'll soon see why this beautiful rental is such a special place! You'll also have room for two cars in the driveway.brbrThe beach at Bean Point is a few blocks away, and Bayfront Park and two fishing piers are within easy walking distance. If you prefer, walk to the nearby stop and see it all on the island's free trolley. Be sure to head to Pine Avenue for local culture, including specialty shops, galleries, bars, and restaurants. Outdoor activities abound with a variety of tours available, and while you're out exploring, treat yourself to some bubble ice cream at Shiny Fish Emporium.brbrEnjoy the comforts of home and revel in the inviting bedrooms and spacious bathtubs, as well as free WiFi and a flatscreen TV and DVD player in the living room. The full kitchen offers all you need for meal prep and clean-up. Lounge poolside in a covered swing or take a refreshing dip, then make a feast on the charcoal grill and dine al fresco in one of the island's best backyards. You'll also have a private washer/dryer so you can pack light for your trip.brbrCome to Anna Maria Island to slow down and indulge in the blissfulness and relaxation this home offers. Book it today!brbrTHINGS TO KNOWbrPool heat is included and maintained at 80°F. Additional pool heat to 85°F is available upon request for $32 per day plus tax. A 48-hour notice is required. Heat may not be available if temperatures drop below 65 degrees.brWe will not be accepting payments for pool heat for the months of May through October.brbrParking notes: There is free parking available for 2 vehicles.brThis rental is located on floor 1.br1 day notification is required in order to heat the pool. A fee of USD 22 per day must be paid prior to check-in to purchase pool heat for your stay.brPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(86)

$492.57

/ Nightly
Cottage

Beautiful, well-maintained home w/ heated private pool - walk to beach & dining

Anna Maria, Florida, United States

Sundance CottagebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrPack your flip flops and sunscreen and come stay in this beautiful three-bedroom house in Anna Maria ideally located within walking distance to the beach, dining, and more. With a private pool and a classic Florida atmosphere, your days will be a little brighter here.brbrThis light and airy home boasts a well-maintained interior featuring whitewashed wood floors and stunning decor, inviting you to step inside and get comfortable. Catch up on your favorite shows on the flatscreen digital cable TV and relax in central air conditioning. Prepare meals in the updated kitchen, or barbecue some salmon or kabobs on the private gas grill on the patio. After dinner, unplug with a board game or lounge poolside with a bottle of wine and relax under swaying palm trees while enjoying a view of the Gulf. Other choice amenities include a private washer/dryer, free WiFi, and a desk in the main bedroom if you absolutely have to bring work along. brbrCome stay at Sundance Cottage in Anna Maria and see for yourself what the slow island life is all about. Make your reservation today!brbrYou'll be about a half-block from the beach, and when you're not there soaking up the sunshine, it's always within sight from your deck. Stroll the seven miles of flour-soft sand or head to Pine Avenue and take in the local art culture. Bean Point Beach is a great place to snap some photos, and Rod and Reel Pier and Restaurant is a short walk from your front door. There's room for three cars to park in the driveway, but you haven't truly experienced Anna Maria Island until you've used the free trolley to get around!brbrTHINGS TO KNOWbrPool heat is included and maintained at 80°F. Additional pool heat to 85°F is available upon request for $32 per day plus tax. A 48-hour notice is required. Heat may not be available if temperatures drop below 65 degrees.brWe will not be accepting payments for pool heat for the months of May through October.brbrParking notes: There is free parking available for 4 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

Bed

Bath 2

Bath

Sleep 6

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Exceptional(72)

$569.85

/ Nightly
Private Vacation Home

Waterfront home near beaches with private heated pool, spa, and more

Anna Maria, Florida, United States

Surrounded By Sea BreezesbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrCoastal Luxury Retreat on the North End of Anna Maria IslandbrbrDiscover the ultimate island escape at this beautifully remodeled canal-front home, perfectly positioned on the highly desirable north end of Anna Maria Island. Just two blocks from the sugar-white Gulf beaches and a short stroll to Pine Avenue’s boutique shops and restaurants, this sanctuary blends luxury, convenience, and relaxed coastal living.brbrWake up to serene water views and spend your mornings with a peaceful cup of coffee on the back deck overlooking the canal. When adventure calls, head to the nearby beach for sun-soaked days by the turquoise water, explore local dining favorites, or hop on the free island trolley to tour the rest of the island with ease.brbrBack at home, unwind in your private outdoor oasis featuring a sparkling saltwater pool and spa surrounded by tropical palm trees. Lounge in the sun, enjoy evening cocktails poolside, or dine outdoors after grilling fresh seafood on the gas grill. The tranquil canal setting offers the perfect backdrop for sunset evenings and quiet relaxation.brbrInside, the fully renovated interior features stylish coastal decor and brand-new furnishings designed with comfort in mind. Multiple entertainment options ensure fun for everyone, including a PlayStation 4, flat-screen TV with DVD player, Ping-Pong table, bean bag toss, and high-speed WiFi. The modern, fully equipped kitchen makes meal prep simple, whether you’re planning beach-day snacks or a full family dinner.brbrWith garage parking for two vehicles, a washer and dryer, and plenty of space to gather and relax, this home is ideal for families, couples traveling together, or groups seeking a refined yet laid-back beach retreat.brbrAs of December 2024, nearly all of the island’s beloved attractions, restaurants, and shops are open and welcoming guests once again—making now the perfect time to visit.brbrCreate lasting memories along the island’s stunning coastline, soak in golden Gulf sunsets, and enjoy the peaceful rhythm of waterfront living at this exceptional Anna Maria Island getaway. Book your stay today.brbrTHINGS TO KNOWbrbrPool heat is included and maintained at 80°F. Additional pool heat to 85°F is available upon request for $32 per day plus tax. A 48 hour notice is required. Heat may not be available if temperatures drop below 65 degrees. We will not be accepting payments for pool heat for the months of May through OctoberbrbrParking notes: There is free parking available for 4 vehicles.brbrDock details: br2 days notification is required in order to heat the pool and pool spa. A fee of USD 22 per day must be paid prior to check-in to purchase pool and pool spa heat for your stay.brPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

Bed

Bath 3

Bath

Sleep 8

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Exceptional(65)

$447.11

/ Nightly
Private Vacation Home

High-end home w/ heated private pool/spa, courtyard, & floor-to-ceiling windows

Anna Maria, Florida, United States

Dream MakerbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis home's backyard is your ticket to island life, whether you're lounging in the saltwater pool, soaking in the private spa, relaxing under the palm trees, or firing up the gas grill. Access the bedrooms and living room via the windowed walkway that surrounds the house. Dream Maker has an extraordinary amount of natural light, from the skylight to the floor-to-ceiling windows in most of the rooms. The two-sided fireplace adds a unique centerpiece to the main room's luxurious feel.brbrDream Maker has a coveted spot at the north end of Anna Maria Island, just a couple blocks from Bean Point beach. There's parking for up to six cars (including two garage spots), but if you'd rather not drive, the free trolley can transport you almost anywhere on the island. You're also an easy walk to the piers for fishing, dining, or simply taking in the sights.brbrThe entertainment center with surround sound allows for a musical backdrop to your dinner, and Netflix streaming, a smart TV, and free WiFi await you after. The kitchen will appeal to your inner gourmet cook, from the built-in appliances and gleaming granite countertops to the breakfast sitting area.brbrThe master suite boasts a bird's-eye view of the pool area, as well as a walk-in closet. You'll find a flatscreen HDTV and DVD player there, too, and a workspace complete with a desk. The other two bedrooms each have their own TV, as well, and the third bedroom is equipped with a PlayStation 2 and games.brbrReserve your spot at this corner of paradise today and book this Anna Maria Island vacation home!brbrAS OF DECEMBER 2024 MOST EVERYTHING IS OPEN AGAIN! The beaches are open, and restaurants, (even the famous Waterfront Restaurant in Anna Maria) and your favorite shopsbrbrTHINGS TO KNOWbrPool heat is included and maintained at 80°F. Additional pool heat to 85°F is available upon request for $32 per day plus tax. A 48 hour notice is required. Heat may not be available if temperatures drop below 65 degrees. We will not be accepting payments for pool heat for the months of May through OctoberbrbrParking notes: There is free parking available for 4 vehicles.brThis rental is located on floor 2.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

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Bath 3

Bath

Sleep 6

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$525

/ Nightly
Private Vacation Home

The Gulf Lookout: A beachfront escape

Anna Maria, Florida, United States

Welcome to The Gulf Lookout, a beautifully appointed 4-bedroom, 3.5-bath coastal retreat located off Oak Avenue in the charming City of Anna Maria. This exceptional Gulf-front home offers stunning panoramic views with a peaceful park situated between the property and the beach, providing both privacy and easy access to the sugar-sand shoreline.brbrFeaturing spacious living areas, multiple balconies, and an ideal layout for families and groups, The Gulf Lookout blends comfort, style, and an unbeatable location—just steps from local shops, dining, and everything that defines the Anna Maria lifestyle.brbrEnjoy breathtaking sunsets from the rooftop deck, accessed through the back unit guest bedroom via a steep stairway and compact entry. The home also offers a private game room with mini-split A/C, located above the main house and accessed from the back unit living room balcony — creating the perfect space for entertainment and relaxation. With direct beach access, thoughtful design, and unforgettable views, this home delivers the ultimate coastal getaway.brbrNOTE: For security and insurance purposes, there are exterior-only video cameras on the premises.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.
Bed 4

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Bath 3

Bath

Sleep 8

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$420.7

/ Nightly
Private Vacation Home

Holly's Garden: North end canal front home steps to the beach.

Anna Maria, Florida, United States

Welcome to Holly’s Garden, a charming 2-bedroom canal-front home located on the desirable north end of Anna Maria Island. This peaceful coastal escape offers tranquil water views, a private dock, and easy access to Tampa Bay—perfect for boating, kayaking, fishing, and paddleboarding. Just a short walk or bike ride to the beach, Pine Avenue shops, dining, and the historic City Pier. With its relaxed island vibe and prime location, Holly’s Garden is the perfect getaway for your next island vacation.brbrPETS: Dogs are allowed with prior approval. Must be well trained and less than 50lbs. 2 dogs max. A $150 non-refundable pet fee applies per pet.brbrNOTE: For security and insurance purposes, there are exterior-only video cameras on the premises.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.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.
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(22)

$710.14

/ Nightly
Private Vacation Home

Anna Margaritas by Beach Boutique Rentals

Anna Maria, Florida, United States

Welcome to your new favorite Anna Maria Island escape. With its prime location and incredible amenities, Anna Margaritas is sure to make your AMI vacation unforgettable.brbr*Features include* brbr* Private tropical yard with sparkling pool and spabr* 2 bedrooms, 2 luxurious full bathrooms br* Bonus room for the kiddos with bunk bedbr* Updated kitchen br* Washer and dryer br* Expansive patio with loungers and Tiki hutbr* Outdoor dining table for 6br* Beach chairs, umbrellas, beach toys br* Gas grill br* Steps to Bean Point! brbrAnna Margaritas is a stunning ground floor home perfectly situated on the North End of the island, located just a block and a half from Bean Point, one of the island's most beautiful and low-key beaches. You will also find yourself just a block from the famous Bay beaches for the best of both worlds.brbrAs you pull up to the home, you'll immediately feel the tropical vibe with lush palms and a bright, beachy exterior. Step inside to discover an open concept kitchen and living area. The fully equipped kitchen features stainless steel appliances, ample counter space and a dining set with seating for 6. Perfect for cooking a big vacation dinner or making your own drinks and snacks for pool days at your vacation home.brbrThe spacious living area features a large comfy sofa, loveseat and armchair, providing plenty of space for family movie nights or simply relaxing and chatting in the evenings. A large flat screen with cable access and complimentary Wi-Fi keep you connected to the outside world. Sliding doors lead out to the back patio with several lounging chairs ideal for indulging in the ocean breeze. You will also find an outdoor table for 6 perfect for alfresco dining.brbrAnna Margaritas features two full bedrooms plus a bonus bunk bed room with twin over queen bunk perfect for the kiddos. The guest room features a comfortable queen bed, while the master bedroom features a king bed plus luxurious ensuite bathroom.brbrOutside, you'll find all the amenities needed to embrace the island life. Everyone will enjoy the private, heated pool/spa and patio with plenty of both sun and shade. A BBQ grill allows you to cook up your own al fresco meals, though if you prefer to dine out, amazing restaurants like the Waterfront are just a short walk away. Book Anna Margaritas to experience the best of Anna Maria Island!brbrADDITIONAL INFORMATION brbrWe generally require a minimum stay during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.brbrOur cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels. brbrAnna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrThis home provides off-street parking for up to 2 vehicles.brbrBooking Platform Note:brFor VRBO bookings, the reservation payment is processed by Beach Boutique Rentals and will appear as Beach Boutique Rentals on your credit card statement. VRBO also charges a separate service fee directly to the guest as a separate transaction.
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(49)

$706.58

/ Nightly
Private Vacation Home

Bean Point Beach Cottage: North End Pool Home, Close to Beach & Bay by Anna Maria Life

Anna Maria, Florida, United States

Bean Point Beach Cottage by Anna Maria Life Vacation Rentalsbr709 North Bay Blvd., Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 2 Blocks to the Beach & Bean Point!br3 Bedrooms / 2 BathroomsbrKing, Queen, 2 TwinsbrPrivate Heated PoolbrPool Loungers & UmbrellabrOutdoor Patio Dining for 5brGas GrillbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrDriveway Parking for 2 CarsbrDetails:brWelcome to Bean Point Beach Cottage, a charming retreat perfectly located on the north end of Anna Maria Island, just two blocks from the beach and beautiful Bean Point. Offering everything you need for a relaxed island getaway — a private heated pool, bright inviting interiors, and all the comforts of home.brbrThe living area offers a bright, comfortable space to unwind, with a cozy sectional sofa, wall-mounted TV, and easy access to the pool through glass doors. The open layout flows into the dining area, where a modern table and warm lighting create a relaxed, coastal atmosphere.brbrThis home features three bedrooms and two bathrooms, offering space and privacy for everyone. The primary suite includes a king bed and ensuite bathroom, while the second bedroom offers a queen bed, and the third provides two twin beds — perfect for kids or friends.brbrStep outside to your own private tropical oasis. The heated pool is surrounded by lush palms, comfortable loungers, and a shaded umbrella — the perfect place to unwind or soak up the Florida sunshine. Dine al fresco at the patio table for five, fire up the gas grill, or simply enjoy quiet evenings beneath the stars.brbrBeach days are made easy with beach chairs, towels, and a beach wagon, and after your adventures, you'll appreciate the washer and dryer, professional linen service, and complimentary Wi-Fi that make your stay effortless.brbrWith driveway parking for two cars and a location that's just steps from the Gulf beaches, Bean Point, and the Bay, Bean Point Beach Cottage offers the best of Anna Maria living — peaceful, welcoming, and perfectly positioned for your next unforgettable getaway.brbrBean Point Beach Cottage is easy walking distance to Bay Front Park and the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1 - King Bed, Ensuite Bathroom, TVbrBedroom 2 - Queen Bed, TVbrBedroom 3 - Two Twin Beds, TVbrbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.brDriveway parking is available for a maximum of two cars. Parking for additional vehicles is not available.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. The maximum occupancy is six.brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation. brVR16-000094
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(140)

$779.7

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Private Vacation Home

Sirenia Beach House Waterfront/HotTub/ Pool/Dock/Putting/Beach by AMIHomeRental

Anna Maria, Florida, United States

Sirenia Beach House is a Popular Vacation Home. Hurry Book Now for High Season! Our last renovationbrbr- putting greenbr- master bathroom upstairsbr- master balcony enlarged and with seatingbr- metal roofbr- exterior paint, lighting, garage doors, etc..br- composite decking on all stairs, lanai and dockbr- pool terrace and garage surfacingbr- exterior dining tablebr- interior dining table set, bar stools and chandelierbr- living room furnishingsbr- upgraded dishwasher, refrigerator & pool heaterbr brSleeps up to 10 peoplebr4 bedroom, 3 bathroombr7 night stays or morebrSaturday turnovers onlybrbrLive in a dreamy, coastal, waterfront Anna Maria property on your vacation. Enjoy your private pool, dock and putting green in your backyard. Pool is heated and the hot tub is bubbling! Yes we have 2 driveways for our private home. Discover over 2,200 square feet of paradise.brbrEnjoy our coastal, resort homes designed for holiday gatherings and island activities. If you'd like to amp up your vacation we can recommend kitchen stocking, sports activities conducive to beachy fun with our trusted local vendors. Enjoy our tranquil settings for fishing, kayaking, grilling, mini-putting, swimming and suntanning in our backyard oasis' as well as our tranquil Gulf beaches.brbrSIRENIA BEACH HOUSEbrPick your beach! Sirenia Beach House is located between 2 beaches on a quiet dead end street with fabulous views of the waterfront. Walk to your fave shops, ice cream shops and restaurants! Sirenia Beach House is located directly beside Sirenia Cove (#3637877), our other 4 bed 3 bath vacation rental private home property.brbrBOATINGbrWe love boating! The deepwater canal is at your backdoor to enjoy fishing on the dock or boating. Our property boasts direct access to Bimini Bay and the Gulf of Mexico. Pass Galati marina on your way to gas up or grab a great restaurant meal. Need inspiration on places to boat We've got you! We pride ourselves on helping guests enjoy the most on Anna Maria Island. Bring your boat or rent one!brbrTHE EXTERIORbrSkip the beach altogether and rejuvenate in your private resort-style backyard, reminiscent of a 5-star Caribbean resort. With a heated pool and hot tub, Tiki shelters with fairy lights, hammock, sandy beach area with luxurious outdoor furniture and a golf putting green too! The dock is a favorite spot to gather for a cocktail, gaze at the canal and enjoy “island time”. Be on the lookout for dolphins and manatees!brbrWatch the big game on our huge flat screen while you float in the pool! Dine al fresco next to the pool at our table for 8 for true outdoor island vacationing or sink into the outdoor couches.brbrClaim some alone time from one of the outdoor decks, where you can listen to palm trees sway, the fish jumping and watch for manatees and dolphins. Outside is where you should be living so we offer plush and luxurious seating areas on each level - the pool terrace, upper screened-in lanai and the covered primary king balcony on the top floor.brbrWe just added a sloped kayak launch to the backyard, making it easier to get into and out of a kayak or SUP board. The slope leads into the sandy bottom canal where you can easily hop into your kayak. Bring your water shoes! Ask us where the best place to kayak to with kids to discover local marine life.brbrTHE INTERIORbrInside the beach house is resplendent with comfy furniture to curl up in while you watch the flat screen Smart T.V. or share in conversation in front of the candlelit fireplace. (Netflix and Samsung apps). There are lots of seating choices for everyone to sink into at the end of the day in the living room or in the lanai right next to it.brbrRelax in the screened-in lanai which has been replaced with lovely navy blue cushions and rug. It's my fave spot to enjoy a morning coffee and evening glass of wine while watching the canal for manatees, jumping fish and even dolphins!brbrKITCHENbrWe love to Cook! Double griddle, traditional coffee machine, a Keurig coffee machine, electric tea kettle, hand mixer, blender, slow cooker, 2 full size refrigerators, patio serving bowls, trays, platters, patio dinnerware and drinking cups, lots of baking dishes, etc...brbrThe open concept kitchen with stainless steel appliances easily accommodates a large group (8 at the table and 2 more at the bar). The upgraded cabinetry, granite countertops, and premium cookware call to your “inner foodie” making cooking for a crowd a breeze. brbrGRILLINGbrSirenia Beach House offers both a Weber gas B.B.Q. grill and a Weber Charcoal grill. Enjoy delicious dining al fresco or in the large dining room overlooking the pool. brbrBEDROOMSbrAfter a day of fun in the sunshine, spoil yourself with luxury in the bedrooms where you will find a flat-screen T.V. in every room, superior furniture, bedding, and linens will cocoon you each evening. brbrThe upstairs king bedroom is a truly private retreat, with a sitting room and balcony to enjoy the waterfront views. Spoil yourself in the coastal, bathroom spa atmosphere complete with a separate shower and a huge soaking tub. brbrThe second primary bedroom on the main level, is outfitted with a luxurious king size bed and flat screen T.V. has its own private bathroom. This area can be completely shut off from the rest of the guests creating a retreat on its own. Great for two or more families.brbrThe queen bedroom has a gorgeous view of the waterfront backyard with the juliette patio sliders. brbrThe kids bunk room can sleep 4 with the two bunk beds. This room has a great cozy navy atmosphere for sleeping in!brbrGAMESbrBoard games for family fun. Ping pong table with paddles and balls. Putting green, golf clubs and balls. Giant connect 4 game. Corn hole bean bag game.brbrBABY GEARbrWe've got you Mom and Dad! One portable wooden crib with bedding, one booster chair, one pack n play, one baby gate for stairs, toddler plastic dinnerware and utensils. We do not have sippy cups or bottles, please bring your own as those are more personal.brbrTHE BEACHbrOther than our own backyard beach, take an easy one block stroll to the Bay Beach and City Pier (1 block) or load up the beach wagon with our complimentary beach chairs, fluffy beach towels (72 in), umbrella, cooler and head to the Gulf Beach 3 1/2 blocks away. My kids have been easily walking this since they were 5 yrs old. A golf cart is a fun way to get to the beach also and we love zooming around the island in one.brbrTHE EXTRA LUXURIESbrWe offer extra luxuries that most rentals don't, such as large fluffy beach towels (72 in), beach cart, cooler, beach chairs and more. We have dish liquid soap, dishwasher tabs, laundry soap, garbage bags, hotel size hand soap, hotel size shampoo/conditioner for our guests. Hair dryers in each bathroom. brbrFREE ACCESS TO FITNESSbrWe offer our guests free access to our Anna Maria Community Centre for all of your fitness needs. Workout room with free weights and fitness machines. Tennis courts and pickleball courts. Interior basketball or exterior soccer field are also available for use.brbrCONCIERGEbrConcierge services are also available to help make your stay especially carefree. Kitchen stocking is available (extra fee) so you don't have to go to the grocery store. Note: boats, bikes and kayaks are also available for additional fees based on product and length of rental with our recommended local vendors. Let us know if you have any special request. We're happy to help!brbrEFFICIENCYbrThere are two high-efficiency washer and dryer units to meet your needs while on vacation (one upstairs and one in the garage). There are also two refrigerators (one upstairs and one in the garage).brbrCONNECTIONbrYou can stay connected with friends and family via free phone calls to the U.S. and Canada and our free high-speed wireless internet. We have Netflix and Samsung TV apps for movies and local channels.brbrAt Sirenia, we have tried to fulfill all of your needs while visiting the island. Forget your beach towels, pool toys and cooler. We offer all of the above and more. Just pack your bathing suit and let us do the rest!brbrAS SEEN ON: Sense of Place Travel Show on YouTube. Take a look at our Episode (10) and experience some of our favorite ways to enjoy Anna Maria IslandbrbrHOSTING SINCE 2011brWe have hosted over 11,000+ guests within our properties since 2011. Check out our reviews!brbrEXTERIOR CAMERA ~ For the security of the property and our guests, we have an exterior camera on the home to monitor over-occupancy and maintenance teams.brbrCANCELLATION POLICYbr- 100% refund for cancellations more than 60 days before check-inbr- 50% refund for cancellations more than 30 days before check-inbr- No refund for cancellations less than 30 days before check-inbrbrEXTENUATING CIRCUMSTANCES POLICYbrNot covered include transportation disruptions and cancellations; travel advisories and restrictions; health advisories and quarantines; changes to applicable law; and other government mandates—like evacuation orders, border closures, proclamation of conflicts, prohibitions on short-term rentals, and shelter-in-place requirements. The AMI Home Rental cancellation policy will apply as usual.brbrTRAVEL INSURANCEbrIt is up to each guest to purchase their own travel insurance policy to protect their vacation investment. If you need help on this... ask us!br:) brbrIf you have any questions be sure to send us a message!
Bed 4

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Bath 3

Bath

Sleep 10

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Exceptional(5)

$898.35

/ Nightly
Private Vacation Home

Walk On The Beach house~3 bed, heated pool, 3min walk to the Bean Point Beach

Anna Maria, Florida, United States

Welcome to Walk on the Beach quiet and perfectly located at the North end of Anna Maria Island, 3 bedroom 2 bath pool home is the perfect vacation retreat. The open concept fully equipped kitchen, dining, and living room offers plenty of space for the whole family. brTwo guest bedrooms can be found on the main floor sharing a full bathroom, perfect for the kids! On the Second floor you will find the Master suite equipped with a King bed and private ensuite bath including a separate shower and jacuzzi tub. Situated off of the master bedroom you will find a second living room with a TV . brTake a 3 min walk to relax at the most beautiful Bean Point Beach or sit back and relax while taking in ocean views from the spacious second floor balcony.brbrPrimary Bedroom Second Floor - King bed w/ ensuite bathroom brSecond Bedroom - Queen bed brThird Bedroom - 2 Twin bedsbrbrOur pools are serviced weekly. Due to the tropical nature of the island , it is not unusual to find unexpected debris in the pool . The pool is heated to 84 *F , there is an extra charge for higher temp. Please note that during colder days or nights, the temperature of the water will drop and may stay cooler longer . Pool heaters will not operate if the outside temperatures get below 60 F . No credit, discount, and /or rate adjustments can be granted for the circumstances beyond our control. brbrThere are four parking spaces at this property . brbrPlease keep in mind that you are vacationing in a residential area which is blended with rental properties . brCity of Anna Maria has a Noise Ordinance prohibits loud and unreasonable noises , quite time , including use of pool is 10:00 PM EST through 8:00AM EST Keeping the noise to a respectful level during the day and night is greatly appreciated by the residents or vacationers .brbrUpon arrival the starters are provided and any extra items needed are the quests responsibility :brKitchen : 1 Roll of Paper Towel, Dish Soap , Sponge , Dish cloth , Kitchen towel , Dishwasher pods .brEach bathroom : 2 Rolls of Toilet Paper , Hand Soap , travel size Shampoo, Conditioner, Body Wash. brLaundry : laundry detergent pods or liquid startersbrbrAll the check in details and digital key code will be provided few days before the arrival .br
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(1)

$893.67

/ Nightly
Private Vacation Home

Jersey Girl by Duncan Real Estate

Anna Maria, Florida, United States

Welcome to this unique 5 bedroom Island Paradise!brbrJersey Girl features a main house with 3 bedrooms and 2 baths along with an additional 2 bedrooms and 1 bath in the back house. It's perfectly suited for multigenerational family getaways providing generous space to spread out. Also, a wonderful layout for a bridal party getting ready for the big day!brbrThe home features tasteful coastal-themed dcor throughout that prioritizes guest comfort. Its gourmet kitchen and open floor plan are inviting family gatherings. Start your day at the breakfast bar and pick one of the many options for a great dinner together. The large table on the balcony offers alfresco style or dine pool side in the covered area under the front house. brbrBoasting over 1500 square feet of outdoor living in a secluded poolside setting, enjoy the warm tropical breezes. Explore the various pool side areas where you can relax on sun loungers, catch up with family by the premium quality Adirondacks or hang out in the covered sitting corner and watch some sports. Play a round of pool or have a Connect Four competition! brbrConveniently located just a block away from Anna Maria's Pine Avenue, guests have easy access to fabulous shopping and dining options. Moreover, the Gulf or Bay Beaches, situated at each end of Spring Avenue, are within a short stroll. For those who prefer an active retreat, various rental options such as bikes, golf carts, GoPeds, and mopeds are available, allowing visitors to explore the tropical paradise hassle-free.brbrWater enthusiasts will delight in the array of activities on offer, including kayak and paddleboard rentals and guided tours. The Gulf Coast of Anna Maria boasts exceptional fishing opportunities, with two fishing piers and numerous charter captains available for hire. brbrHIGHLIGHTSbrbr2140 sq. ft. brbrPrivate pool (30x13 ft)brbrWasher/dryer in main housebrbrSeparate Guest HousebrbrPool Table and Outdoor GamesbrbrBEDROOMSbrbrSleeps 12brbrPrimary Bedroom: King EnsuitebrbrSecond Bedroom: QueenbrbrThird Bedroom: Bunk beds - twinsbrbrFourth Bedroom: Queen (guest house)brbrFifth Bedroom: Twins (guest house)brbrBATHROOMSbrbrEnsuite Bathroom: Walk-in ShowerbrbrSecond Bathroom: Walk-in ShowerbrbrThird Bathroom: Walk-in Shower (guest house)brbrEXTERIORbrbrThe living room opens to the large balcony with outdoor dining which over looks the pool area and guest house. There is plenty of seating and loungers in the covered areas under both the main house and guest house. Other features include pool table, connect 4, an outdoor shower and gas grill.brbrThere are 4 parking spaces designated for this property. The garage is not available to guests.brbrThis property is protected by video surveillance in the front parking and gate area.brbrOptional pool heating, up to 86 F, is available from November to April at $150/week. Weather conditions may affect the temperature of the pool. Pool alarms are mandated per city licensing ordinance and cannot be disarmed. Pools are professionally serviced weekly and debris due to tropical climate might occur in between service days. Duncan Real Estate will expedite repairs of reported malfunctions, but no refund will be made for circumstances beyond our control. brbrConsider renting Jersey Girl's little sister Jersey Gal for a smaller party. It features the front house with 3 bedrooms, sleeping up to 8 guests. brbrPlease keep in mind that 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.brbrAmenities Include:brbr- Bedroom 1 Kingbrbr- Bedroom 2 Queenbrbr- Bedroom 3 2 Twin Bunk bedsbrbr- Bedroom 4 Queenbrbr- Bedroom 5 Twinsbrbr- Work Space Ybrbr- Bathroom 1 Walk-in Showerbrbr- Bathroom 2 Walk-in Showerbrbr- Bathroom 3 Walk-in Showerbrbr- Hot Waterbrbr- Beach Access 0.4 milesbrbr- Bay Access 0.2 milesbrbr- Elevatedbrbr- Central A Cbrbr- Cental Heatbrbr- Ceiling Fan Living Areabrbr- Free Parkingbrbr- Parking Spots 4brbr- Self Check Inbrbr- Keyless Entrybrbr- Bath Towelsbrbr- Beach Towelsbrbr- Quality Linensbrbr- Hair Dryerbrbr- Hangersbrbr- Refrigeratorbrbr- Ice Makerbrbr- Stovebrbr- Cookwarebrbr- Toasterbrbr- Blenderbrbr- Keurigbrbr- Drip Coffee makerbrbr- Dishwasherbrbr- Microwavebrbr- Garbage disposalbrbr- Dining Tablebrbr- Breakfast Barbrbr- High Speed WIFIbrbr- TV 6brbr- TV Streaming Onlybrbr- Washerbrbr- Dryerbrbr- Ironbrbr- Ironing Boardbrbr- Cleaning Kitbrbr- First Aid Kitbrbr- Fire Extinguisherbrbr- Smoke Alarmbrbr- Carbon Monoxide Alarmbrbr- Private Pool Ybrbr- Pool Dimensions 13 x 30 ftbrbr- Pool Alarmsbrbr- Sun Loungersbrbr- Porchbrbr- Balconybrbr- Outdoor Diningbrbr- Outdoor Showerbrbr- Propane Grillbrbr- Beach Amenitiesbrbr- Board Gamesbrbr- Outdoor gamesbrbr- Pool Tablebrbr- Exterior Outletbrbr- Duncan Emerald Clubbrbr
Bed 5

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Bath 3

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Exceptional(6)

$925.37

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Private Vacation Home

Jacaranda Gem by Beach Boutique Rentals

Anna Maria, Florida, United States

Take a break from the hustle and bustle, and relax in the calm and serene atmosphere of this spotless vacation home. Jacaranda Gem offers every amenity you need to have the vacation you have been dreaming of on Anna Maria Island. brbr*Features include* brbr* Beautiful and remodeled homebr* Huge Saltwater heated pool plus seating ledge with jacuzzi jets br* Tropical private yard, chaise loungers, outdoor shower br* 3 bedrooms, 2 full bathrooms and powder room br* Laundry room br* King master suite with private bath br* 2 queen beds, twin bunk and pullout sofa br* Patios on two levels with Gulf views br* Steps to the beach (only 3 houses away) br* Close proximity to shops and restaurants on Pine Avenue br* Beach chairs, umbrella and cart brbrThis impeccable 3 bedroom, 2 ½ bath private pool home is located in the coveted North End of Anna Maria. You will be just three houses away from the peaceful and uncrowded white powdery sand beach. There is no street parking in this area for beach access so it may as well be your own private beach! There is safe swimming in this tranquil section of beach, and as a bonus you are just a five minute walk up to the tip of the island for unbeatable sunsets at Bean Point.brbrSpotless and updated throughout, Jacaranda Gem is in mint condition. The owners have spared no detail in their recent renovations so you will feel as though you are in a brand new home. Calming coastal decor accentuates the charm of this property and invokes the sense of relaxation you deserve. The brand new sparkling pool is huge and features a seating ledge with jacuzzi jets. The large private backyard will wow you with all new tropical plantings, chaise loungers and a warm and cold outdoor shower. At night the yard is pleasantly illuminated and you can light up the beautiful pool.brbrThe main living level features a full gourmet kitchen, equipped with stainless steel appliances and a large island with breakfast bar. Take your pick of dining at the six-person dining table or head out the sliding doors to the spacious front deck with more seating for 6 and intimate bistro tables. Sip your morning coffee and take in a glimpse of the Gulf water in the not-too-far distance. The dining room is open to the relaxing sitting room with coastal decor and decorative fireplace. brbrOff the kitchen you will find the comfortable den with cable TV and also a pull-out sofa for your choice of flexible sleeping arrangements. The newly installed barn doors make this room easily convertible into private sleeping quarters after dark. A half bathroom and full laundry room complete the first level before heading upstairs. brbrThis home sleeps up to 8 people very comfortably. Your group will be more than content with the three beautiful bedroom choices upstairs as well as another two luxurious bathrooms. The king master bedroom is huge and has its own walkout balcony with bistro table and even better views of the gulf. There is a full ensuite bathroom with walk in shower, double vanity and oversized soaking tub. brbrTwo more cheerful guest bedrooms offer flexible sleeping arrangements, one featuring a queen bed and the other a queen bed plus twin bunk beds. These rooms share the fully remodeled guest bath with shower/tub combination. All bedrooms include ceiling fans and a flat-screen HDTV for your enjoyment and relaxation. brbrLook no further because Jacaranda Gem is complete with everything you could possibly think of for a wonderful Island Vacation. While staying here in the heart of the North End, an easy ten minute walk will lead you to all the shops and dining on Pine Ave. Grab breakfast at the Donut Experiment or Ginny and Jane E's and then explore the boutique shopping and activities. Prepare your freshly caught fish on the gas grill and then sip a cocktail with your feet in the pool while you watch the sunset afterglow in Paradise. brbrADDITIONAL INFORMATION brbrWe generally require a minimum stay during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.brbrOur cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels. brbrAnna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrThis home provides off-street parking for up to 4 vehicles.brbrBooking Platform Note:brFor VRBO bookings, the reservation payment is processed by Beach Boutique Rentals and will appear as Beach Boutique Rentals on your credit card statement. VRBO also charges a separate service fee directly to the guest as a separate transaction.
Bed 3

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Bath 2

Bath

Sleep 8

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Home Most popular vacation rentals in Anna Maria