Home Vacation Rentals By Owner In Anna Maria, FL

Showing 720 Of 792 Vacation Rentals
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Exceptional(26)

$277.38

/ Nightly
Private Vacation Home

Sea Spray 3: *Steps to the beach *Close to shops, restaurants *Quiet street

Anna Maria, Florida, United States

***Photos Updated April 2025***brThe Sea Spray Cottages are an adorable group of 4 Units located in the North End of Anna Maria, West of Gulf Drive and only a few houses to the highly acclaimed Gulf Beach. brbrSea Spray 3 is the upper level cottage in a 2 story building. This unit has 2 Bedrooms and 1 Bath and is located at the rear of the property. Comfortable beachy furnishings with an open concept living area. brbrThis unit shares a propane grill along with an outdoor dining area on the side of house with the unit below. The complex shares a laundry room on the rear of the property. There is a TV with Cable in the living room. The master bedroom has a queen bed and there are two twins in the guest bedroom. brbrYou will absolutely love the short stroll to the beach as well as the Island charm offered by the quaint four-plex.brbrPETS: Please note this property is NOT pet friendly. brbrPARKING: 1 car maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 2

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Bath 1

Bath

Sleep 4

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Exceptional(29)

$359.69

/ Nightly
Private Vacation Home

Sea Spray 4: *Heated Pool *Pet-Friendly *Steps to beach *Shops, dining close

Anna Maria, Florida, United States

*** Photos Updated April 2025***brThe Sea Spray Cottages are an adorable group of Units located in the North End of Anna Maria, West of Gulf Drive and only a few houses to the highly acclaimed Gulf Beach. brbrSea Spray 4 is a stand-alone cottage with 3 Bedrooms and 2 Baths located at the front right of the property with its own private pool. Comfortable beachy furnishings and a full kitchen with Stainless Steel appliances. brbrThis unit has its own propane grill, a screened patio at the front of the home, and an outdoor dining area. This unit has its own washer and dryer located in the master bedroom. There is a flat screen TV in the living room and spacious master bedroom. The master bedroom also has it own private bath and entrance. brbrYou will absolutely love the short stroll to the beach as well as the Island charm offered by this home.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.brbrPARKING: 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.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 3

Bed

Bath 2

Bath

Sleep 6

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Exceptional(10)

$2643.48

/ Nightly
Private Vacation Home

Salty Sister: Stunning Beachfront Vacation Home with Heated Pool, Steps from Anna Maria Island Beach

Anna Maria, Florida, United States

Welcome to Salty Sister, the pinnacle of coastal luxury on Anna Maria Island, where the crystal-clear waters of the Gulf of Mexico meet the soft sands of your private beach. This stunning 4-bedroom, 4-bathroom haven offers a seamless fusion of modern sophistication and beachfront serenity, making it the perfect retreat for those who crave both adventure and relaxation. Whether you're sipping cocktails by the heated pool, enjoying the captivating sunset from your private balcony, or strolling the shores of the Gulf, every moment at Salty Sister is designed to leave you feeling refreshed, rejuvenated, and thoroughly indulged.brbrProperty Highlights:brbrPrime Beachfront Location: Imagine waking up to the soothing sound of the waves and stepping directly from your doorstep to the soft sands of Anna Maria Island Beach. At Salty Sister, the beach is literally steps away, offering immediate access to miles of powder-soft sand and crystal-clear waters. Let the ocean be your playground—swim, sunbathe, or take long walks as the sunsets paint the sky in hues of gold and lavender. This is island life at its best!brbrStunning Coastal Design & Luxury: Newly renovated, Salty Sister combines modern farmhouse charm with sophisticated coastal elegance. The expansive open-concept living area, flooded with natural light, effortlessly transitions from one space to the next. High-end finishes and top-of-the-line appliances in the gourmet kitchen ensure that every meal becomes a masterpiece. Whether you're cooking for your family or entertaining friends, this space is designed for both relaxation and socializing.brbrMaster Suite with Breathtaking Ocean Views: Retreat to your master bedroom—a true sanctuary—where panoramic ocean views greet you each morning. Step onto your private balcony and feel the cool breeze as you sip your coffee, gazing over the sparkling Gulf. The luxurious en-suite bathroom with a soaking tub and walk-in shower provides the perfect setting to unwind after a day of exploration or relaxation. This is a space where you can truly feel at peace with the rhythm of the waves just outside your window.brbrPrivate Heated Pool & Outdoor Paradise: Indulge in your own private tropical oasis. The heated pool, framed by lush tropical foliage, invites you to take a refreshing dip or simply float while enjoying the serene beauty of the surroundings. For those who prefer lounging in the sun, the spacious outdoor patio is perfect for sunbathing, reading a book, or dining under the stars. The alfresco dining area is ideal for enjoying meals with friends and family, while the firepit area promises cozy evenings under the stars, creating memories that will last a lifetime.brbrUnmatched Island Experience: While Salty Sister offers a world of relaxation and privacy, you're also just a short 10-minute walk from Pine Avenue—the heart of Anna Maria Island's shops, restaurants, and entertainment. Spend your days exploring local boutiques, savoring gourmet meals, or experiencing the vibrant nightlife. Whether you're biking around the island, visiting local art galleries, or discovering hidden gems along the shoreline, everything you need for the perfect vacation is right at your doorstep.brbrWhy Choose Salty Sister:brbrAt Salty Sister, every detail has been thoughtfully designed to elevate your vacation experience. From the luxury linens to the private beach access, we've created a home that feels like your own private island getaway. Whether you're sipping cocktails by the pool, enjoying the sunsets from your balcony, or simply unwinding in your luxurious retreat, Salty Sister is more than just a place to stay—it's a destination.brbrBook your stay at Salty Sister today and step into a world of ultimate relaxation and unparalleled luxury. Experience Anna Maria Island like never before—where every moment feels like a dream come true.brbrbrExclusive Amenities Include:br• Incredible Ocean Viewsbr• Prime Beachfront Locationbr• Located Just Steps From Anna Maria Island Beachbr• 10 Minute Walk To Pine Avenuebr• Private Heated Pool br• Newly Renovatedbr• 4 Bedrooms, 4 Bathroomsbr• 1 King Bed, 1 King Bed, 1 Queen Bed, 1 Bunk Bed, & 1 Twin Bed (Sleeps 8) with linens providedbr• Spacious Outdoor Lounging Areabr• Free WiFi & HDTV'sbr• Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Providedbr• Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipesbr• Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipesbr• Beach Towels, Chairs, Cooler, & Caddy Providedbr• Gas Grillbr• Enhanced cleaning protocols provided by our CottageClean TeambrbrSalty Sister can accommodate up to 8 guests with a bedding configuration as follows:brbr• Bedroom # 1: King Bed (1) - Sleeps: 2br• Bedroom # 2: King Bed (1) - Sleeps: 2br• Bedroom # 3: Queen Bed (1) - Sleeps: 2br• Bedroom # 4: Bunk Bed (1) & Twin Bed (1) - Sleeps: 2brbrWe go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!brbrPLEASE NOTE: This pool is heated from November 15th to April 15th. Please contact us if you have any questions regarding the space for this property. This property is registered as a vacation rental within the City of Sarasota with the Registration Number VR24-000019. Due to the City of Sarasota vacation rental code, this property can only be rented once during a seven (7) day period for a minimum of seven (7) full days and seven (7) full nights.
Bed 4

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Bath 4

Bath

Sleep 8

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Exceptional(13)

$2381.07

/ Nightly
Private Vacation Home

Amazing 6 bed house on Anna Maria! Putt putt, heated pool and spa!

Anna Maria, Florida, United States

Welcome to your dream vacation home in Anna Maria! This stunning 6-bedroom, 6.5-bath luxury retreat is perfectly situated just moments from the beach and bay, offering easy access to waterfront dining and shopping on Pine Avenue. brbrStep inside to an expansive open floor plan that seamlessly connects the beautiful kitchen, inviting living area, and elegant dining space—ideal for entertaining family and friends. With five king beds and a day bed, plus a sleep sofa and a second living room, there's plenty of room for everyone to relax and unwind.brbrThe large backyard is a true oasis, featuring a sparkling pool and hot tub, lush turf, and games that invite fun-filled days of relaxation and quality time. Don't miss the rooftop deck, where you can soak in breathtaking sunsets that will leave you in awe. brbrThis home is the ultimate getaway—what more could you ask for Highlightsbr• Brand new luxury homebr• Private pool and in-ground spabr• Game room with ping pongbr• Rooftop deck with 360° viewsbr• Less than a 15-minute walk to Anna Maria Beachbr• 6 Bedrooms / 6.5 Bathroomsbr• 5 Kings, 1 Twin daybedbr• Steps to Pine Avenue shopping and diningbr• Washer and dryerbr• Parking availablebrbrEnjoy your beach days with ease. We supply beach towels, beach chairs, and a wagon to make your trips to the shore effortless.brbrStep outside and enjoy your private oasis. Cool off in the sparkling pool, unwind in the spa, or lounge on the fully furnished patio with plenty of seating for the whole group. Head up to the rooftop deck to take in panoramic views of Anna Maria Island. For fun indoors, the game room is fully stocked with a ping pong table and games to keep all ages entertained. ***House located on Spring Avenue on Anna Maria Island is a charming, picturesque street that embodies the relaxed coastal lifestyle of this beautiful island. It runs parallel to the stunning Gulf of Mexico, offering residents and visitors easy access to some of the best beaches on the island. brbrWhat makes Spring Avenue particularly appealing is its central location. It provides convenient proximity to a variety of shops, restaurants, and local attractions, making it easy to explore the vibrant community without needing a car. The street is lined with lush tropical vegetation, creating a serene atmosphere that invites leisurely strolls or bike rides.brbrAdditionally, Spring Avenue is near popular spots like the Anna Maria Island Historical Museum and the Pine Avenue shopping district, where you can find unique boutiques and delicious dining options. The blend of natural beauty, accessibility, and local charm makes Spring Avenue a prime spot for both relaxation and exploration on Anna Maria Island. Whether you're soaking up the sun on the beach, enjoying a meal at a nearby café, or simply taking in the sights, Spring Avenue offers a quintessential island experience.brbrInside, the open concept living area invites relaxation with plush sofas, accent chairs, and a large TV for family movie nights. The modern chef’s kitchen is equipped with premium appliances, ample counter space, and an oversized island with barstool seating. Share meals together at the elegant dining table or gather around the island for casual bites and cocktails.brbrRetreat to the primary suite, featuring a king bed, a spacious walk-in closet, and a spa-inspired ensuite bathroom with dual vanities and a walk-in shower. Each of the four additional king bedrooms is beautifully designed with luxury linens, smart TVs, and private ensuite bathrooms. A cozy daybed provides extra sleeping space for younger guests or solo travelers. For added convenience, there’s also a hallway bathroom with a shower and tub combination and a laundry area with a washer and dryer.brbrRoom Detailsbr-Primary Bedroom: King bed, ensuite bathroom with double vanity and walk-in showerbr-Second Bedroom: King bed, ensuite bathroom with walk-in showerbr-Third Bedroom: King bed, ensuite bathroom with walk-in showerbr-Fourth Bedroom: King bed, ensuite bathroom with walk-in showerbr-Fifth Bedroom: King bed, ensuite bathroom with walk-in showerbr-Sixth Bedroom: Twin daybedbrbrGuests will love being just two blocks from Pine Avenue, where you’ll find boutique shops, fresh seafood restaurants, ice cream parlors, and local attractions like the Anna Maria City Pier and historic jail. Whether you’re planning a family reunion or a long weekend escape. Anna Maria Beach House offers the perfect blend of luxury, location, and comfort.brbrWith a prime location near Anna Maria Beach, luxury amenities, and plenty of space for the whole family, Anna Maria Beach House is the ultimate Sarasota Florida vacation rental. Reserve your dates now with Anna Maria Island Accommodations and start making lifelong memories in this coastal paradise!brbr-brWith 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.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.brPlease 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. *** This home is in Bradenton Beach. Bradenton Beach is a delightful destination on Anna Maria Island, known for its stunning shoreline and vibrant atmosphere. This charming area features beautiful white sandy beaches that gently slope into the turquoise waters of the Gulf of Mexico, making it an ideal spot for sunbathing, swimming, and water sports. brbrWhat sets Bradenton Beach apart is its perfect blend of relaxation and activity. The beach is lined with cozy beachfront restaurants and shops, allowing visitors to enjoy local seafood, ice cream, and unique souvenirs just a short walk from the shore. The Bradenton Beach Pier is a popular gathering spot, offering scenic views, fishing opportunities, and a chance to see local wildlife, including dolphins and seabirds.brbrCentrally located on the island, Bradenton Beach provides easy access to other attractions on Anna Maria Island, such as the historic Bridge Street, known for its quaint shops and lively nightlife. The area also features a range of accommodations, from quaint cottages to modern condos, catering to a variety of tastes and budgets.brbrWith its stunning natural beauty, friendly atmosphere, and convenient location, Bradenton Beach is a fantastic destination for those looking to experience the best of Anna Maria Island. Whether you're lounging on the beach, exploring local shops, or enjoying a meal with a view, Bradenton Beach offers a quintessential island experience that keeps visitors coming back.brbrPool Heating DisclaimerbrbrPlease note that pool heaters are weather-dependent. When outdoor air temperatures drop below 55°F, electric pool heaters will not operate, and pool water will remain cold. Even when temperatures rise slightly above 55°F but stay in the low 60s, the heater may produce minimal heat and may not significantly warm the pool.brbrThe only way to guarantee a consistently warm pool during colder months is with a gas pool heater, which can operate in very low temperatures but requires substantial gas usage to maintain warmth.brbrBy booking during cooler months, guests acknowledge that pool temperature and heater performance are directly affected by weather conditions, which are beyond the control of the property owner or management. We strongly recommend reviewing and acknowledging this information prior to booking to ensure clear expectations regarding pool heating during your stay.brbrImportant Note:brWhen you stay at our vacation rental homes, we want to ensure your experience is comfortable and convenient right from the start. Each home comes with a thoughtfully prepared starter pack to help you settle in seamlessly. This pack includes:brbr- *Laundry Detergent*: Enough for your initial laundry needs.br- *Dish Soap*: For easy clean-up after meals.br- *Dish Sponge*: Essential for washing dishes.br- *Dishwasher Pods*: A few pods to kickstart your dishwashing.br- *Toilet Paper*: Two rolls per bathroom to get you started.br- *Paper Towels*: One roll for quick clean-ups.br- *Extra Trash Bags*: To accommodate your waste disposal needs.brbrPlease note that we do not provide used kitchen items like oil, spices, or butter, ensuring a fresh start for your cooking adventures. Additionally, all homes are equipped with drip coffee makers, but remember to bring your own coffee filters to enjoy your morning brew.brbrWith these amenities, you can focus on enjoying your vacation without the worry of running out of essential supplies.brbrEarly Check In & Late Check Out:brFrom February through August, we regret to inform our guests that early check-ins and late check-outs will not be available. This decision is due to a high volume of reservations during these peak months, which unfortunately limits our ability to accommodate flexible check-in and check-out requests. We appreciate your understanding and encourage you to plan your arrival and departure times accordingly. Thank you for your cooperation!
Bed 6

Bed

Bath 6

Bath

Sleep 12

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Exceptional(10)

$901.24

/ Nightly
Private Vacation Home

Coconut Cove: *Canalfront *Pet-friendly *Putt-putt *Pool *Hot Tub

Anna Maria, Florida, United States

Photos Updated March 2025!brbrEscape to the secluded paradise of Coconut Cove on Anna Maria Island, a 3-bedroom, 3-bathroom vacation home that exudes tranquility and natural beauty. Tucked away in a lush garden atmosphere, this retreat offers the perfect setting for relaxation and rejuvenation. With its own canal, dock, and kayak launch, you'll have endless opportunities to explore the waterways with the provided kayaks.brbrInside Coconut Cove, you'll find a cozy and tastefully decorated living space, complete with plush sofas and ample natural light. The fully equipped kitchen and dining area provide a delightful spaces for preparing and enjoying meals. Step outside to discover a private oasis, featuring a heated pool, hot tub, and plenty of seating areas to soak up the sun or savor a barbecue on the patio grill.brbrA mini putt-putt course adds a touch of fun and friendly competition, ensuring entertainment for guests of all ages. Best of all, Coconut Cove is pet-friendly, so your furry friends can join in on the vacation excitement. brbrEmbrace the beauty of the surrounding nature, create unforgettable memories, and experience the ultimate vacation retreat at Coconut Cove.brbrFloor 1 (ground):brBedroom 1: King master w/TV, ensuite bathroom with walk-in shower, direct access to pool patiobrBedroom 2: QueenbrBedroom 3: Queen w/TV, ensuite bathroom with shower/tub combo, direct access to patiobrbrBathroom 1: King ensuite bathroom with walk-in showerbrBathroom 2: Hall bathroom with walk-in shower (directly outside bedroom 2)brBathroom 3: Queen ensuite bathroom with shower/tub combobrbrDOCK: Dock is approximately 20ft. There are low bridges to reach the main waterways with only about 6ft of clearance depending on the tides.brbrPETS: Dogs are allowed with prior approval. Must be a non-aggressive breed and well-trained. 2 dogs max. A $150 non-refundable pet fee applies per pet.brbrPARKING: 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.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 3

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Bath 3

Bath

Sleep 6

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$492.18

/ Nightly
Private Vacation Home

Duplex Retreat with 2 Kitchens, Lanai and Walk to Beach

Anna Maria, Florida, United States

A Place in Paradise Retreat by Anna Maria Island Accommodations brDuplex in Anna Maria, FloridabrbrWelcome to A Place in Paradise Retreat, a spacious four-bedroom, four-bath vacation home with a unique duplex layout that’s perfect for families, friends, and multi-family getaways. Located just a five-minute walk from the Gulf beaches and steps from Pine Avenue’s boutiques, restaurants, and the trolley stop, this pet-friendly retreat combines comfort, convenience, and the relaxed charm of Anna Maria Island. brbrHighlights br• 4-minute walk to Anna Maria Beach br• 4 Bedrooms / 4 Bathrooms br• 2 King beds, 4 Twin beds br• Duplex-style layout with two living spaces br• Two full kitchens, dining areas, and living rooms br• Two screened-in lanais for breezy indoor-outdoor living br• Shared washer and dryer br• Pet-friendly with approval and fee br• 4 parking spaces br• Quiet residential neighborhood close to Pine Avenue shops and dining brbrDesigned for both togetherness and privacy, this home features two complete living spaces, each with its own full kitchen, screened-in lanai, and laundry room. Sip your morning coffee or evening cocktail on the lanai, prepare meals with ease in either kitchen, or enjoy seamless indoor-outdoor living. Families love the flexibility of two separate spaces, perfect for group trips where everyone still has their own retreat. brbrBoth units feature open living areas filled with natural light and beachy decor. Comfortable sofas and TVs make lounging easy, while dining tables provide space for shared meals or game nights. The kitchens come fully equipped with modern appliances, cookware, and everything needed to whip up anything from beach snacks to fresh seafood dinners. brbrEach side of the duplex includes two bedrooms and two full bathrooms. The primary bedrooms feature king beds, while the second bedrooms offer twin beds, making them great for kids, teens, or friends. Bathrooms include both walk-in showers and shower/tub combos for added convenience. With four bedrooms, four bathrooms, and two complete living areas, this home easily accommodates families and groups. brbrRoom Details brUnit A br-Primary Bedroom: King bed br-Second Bedroom: Two Twin beds br-Bathrooms: Two full baths (Both with walk-in showers) br-Private features: Full kitchen, living room, screened-in lanai, washer/dryer brbrUnit B br-Primary Bedroom: King bed br-Second Bedroom: Two Twin beds br-Bathrooms: Two full baths (Both with walk-in showers) br-Private features: Full kitchen, living room, screened-in lanai, washer/dryer brbrLocated on a quiet residential street, A Place in Paradise Retreat is just two blocks from the Gulf beaches and within walking distance of Pine Avenue’s boutiques, cafes, and galleries. Guests can also hop on the island trolley to explore Holmes Beach, Bradenton Beach, and all of Anna Maria Island’s charming attractions. brbrA Place in Paradise Retreat by Anna Maria Island Accommodations offers the perfect balance of privacy, comfort, and location for families and groups. With two complete living spaces, screened lanais, and a short walk to both the beach and Pine Avenue, this home makes island vacations effortless. Book your stay today and make your Anna Maria Island getaway unforgettable! 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. 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 property does not feature a dishwasher.brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease see our Anna Maria Island Accommodations Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 4

Bed

Bath 4

Bath

Sleep 8

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Exceptional(1)

$1704.55

/ Nightly
Private Vacation Home

81A - High End Luxury Retreat w/ 12' TV!

Anna Maria, Florida, United States

Welcome to 81A by Exclusive Vacations, a design-forward luxury retreat inspired by the iconic architecture of Florida’s 30A and thoughtfully reimagined for Anna Maria Island. Located just two blocks from the beach and Pine Avenue, this five-bedroom, five-and-a-half-bath home offers a seamless blend of refined Mediterranean style, resort-level amenities, and exceptional indoor–outdoor living—perfect for larger families and group getaways.brbrWith a heated luxury pool, rooftop deck with Gulf and Bay views, elevator, game room, fitness room, and one of the largest private outdoor televisions in the country, 81A delivers a private-resort experience unlike anything else on the island.brbrWhy Guests Love 81Abr• Two blocks to the beach and Pine Avenue (under 5-minute walk)br• Luxury heated pool and spabr• 12’ x 8’ outdoor television—watch sports or movies from the poolbr• Rooftop deck with fire table and Gulf + Bay viewsbr• Elevator with access to all levelsbr• Outdoor kitchen, grill, dining and lounge areasbr• 5 Bedrooms | 5.5 Bathrooms (all ensuite)br• Bunk room sleeps 6 kids (custom-built bunks)br• Game room with billiards tablebr• Private workout / fitness roombr• 6-seat Club Car golf cart includedbr• Luxury beach bikes, chairs and beach gearbr• Pet friendly with approvalbr• Plenty of on-site parkingbrbrbr81A is a calming yet striking home designed for connection, comfort, and flow. Inspired by the clean lines and soft palette of Alys Beach, the interiors feature warm Mediterranean tones, upscale finishes, and coastal blues layered throughout thoughtfully curated spaces.brbrThe main living area centers around a massive sectional sofa, creating the perfect gathering space after a day at the beach. Large windows and doors blur the line between indoor and outdoor living, opening to a covered patio with additional dining and lounge seating overlooking the pool and oversized outdoor TV.brThe chef-inspired kitchen is built for entertaining, featuring top-of-the-line appliances, generous counter space, bar seating, and a fully equipped butler’s kitchen tucked behind the main kitchen—ideal for hosting, catering, or private chefs. A large dining table anchors the space, offering seating for shared meals and celebrations.brbrThe backyard at 81A is truly one of a kind. The resort-style heated pool and spa are complemented by a full outdoor kitchen, covered dining, and multiple lounge areas—anchored by the show-stopping 12’ x 8’ outdoor television, one of the only private installations of its kind in the country. Whether you’re watching the big game or enjoying a movie night from the pool, this space creates unforgettable moments.brbrAbove it all, the rooftop deck offers sweeping views of both the Gulf and the Bay, paired with a fire table for sunset gatherings and evening relaxation.brbrDesigned to comfortably accommodate up to 14 guests, all bedrooms feature ensuite bathrooms for privacy and comfort.br• Primary Suite: King bed, private balcony, spa-style ensuite with soaking tub and walk-in showerbr• Guest Suite 1: King bed, ensuite bathroombr• Guest Suite 2: King bed, ensuite bathroombr• Guest Suite 3: King bed, ensuite bathroombr• Bunk Room: Two custom-built bunk beds sleeping 6 children, ensuite bathroombr• Half Bathroom: Main living levelbrbrExclusive Vacations AmenitiesbrEvery stay at 81A includes the elevated touches Exclusive Vacations is known for:br• 6-Seat Club Car Cru golf cartbr• Luxury beach bikesbr• Luxury beach chairs, umbrellas and beach cartbr• Upgraded bed and bath linens and premium toiletriesbr• Fully stocked starter suppliesbr• Portable Pack and Playbr brbrLocated on North Shore Drive, 81A sits just two blocks from Anna Maria Island’s beaches and Pine Avenue’s shops, restaurants, and coffee spots. Explore the island by golf cart, bike, or on foot, with everything you need just minutes away.brbrWith its signature outdoor TV, rooftop views, resort-style pool, and design inspired by 30A luxury, 81A by Exclusive Vacations is a standout Anna Maria Island retreat—perfect for larger families or multiple families traveling together.brbrReserve your stay and experience elevated island living at 81Abrbr-brThis home is managed by Exclusive Vacations, 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 Exclusive Vacations Rental Policies for full details. brbrUse of the provided golf cart requires the driver to maintain a current U.S. automobile insurance. Proof of insurance is required upon request.brbr5 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Exclusive Vacations Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 5

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Bath 5

Bath

Sleep 8

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Exceptional(1)

$709.15

/ Nightly
Private Vacation Home

Entire house : duplex 2 kitchens 2 bedrooms 2 bathrooms. Sleeps 6. Fenced yard.

Anna Maria, Florida, United States

Anna Maria Bean Point Beach CottagebrVacation at Anna Maria Island with the most beautiful white sands beach and crystal clear emerald green waters in the world! Bean Point Beach Cottage is located at the (North End tip of the island) quiet and peaceful (no noise and hardly anyone on beaches since parking is restricted mostly to the AMI homes. This newly updated bean point beach cottage 1 level house offers 4 easy entry : exits at ground level with shower at back door for washing beach sand off. This duplex can be separated by dead bolted fire door between units or opened up! The entire cottage offers 2 full sized kitchens each with Island seating and dining tables : 2 large king beds (brand new : electrical to sit up comfortably while watching : large tv), 2 bathrooms, it’s a perfect beach house for a small group or family. Guests can relax in 2 open spaced living rooms, with high vaulted ceiling with fans, each unit living room features a 10” thick comfortable XL twin sofa bed for extra sleeping space to watch large living room (smart) TV. The house stays comfortable year-round with 2 full central heating and air conditioning units. Simple touches like a hair dryer and iron make packing light a breeze. Whether you’re here to explore Pine street’s nearby quaint shops and beach-side restaurants or just recharge relaxing at Bean Point Beach most beautiful crystal green waters with the softest white sands in the world. This serene retreat offers a peaceful place to call home. Privately managed by a Florida local owner, who is happy to offer places and things to do…for your visit. Looking forward to welcoming for your beach stay. brLocation: North tip End of Anna Maria Island … short stroll to Bean Point Beach. brProperty Features; br2 Bedrooms King Beds (brand New : Electrical to sit up to watch TV)br2 bathroomsbr1 XL Twin Living room Sofa bed (brand new 10” thick very comfy) brCotton Linens : TowelsbrFree Laundry : Full Sized Washers & Dryers (located inside the property)br“Porcelain tile floors (looks like wood) : easy to clean hypoallergenic.brClorox wipes are used on floors and countertop in-between all rentals.brFree High speed Spectrum WIFIbrBeach Towels, Beach Chairs : Beach Umbrella brExterior table just off living room back door offers umbrella 6 seating area.br2 Driveways allow parking for a maximum of 6 cars, a feature for the North end. brbrThis home is a duplex. Ground level : private front & back doors to driveways.brDuplex Fire Door (with deadbolt locking feature) making it easy to 2 separate 2 units or “open it fully” for your own house flow needs to walk inside both units. brA very large fully fenced-in front yard (safe for child : pet friendly). brbrRental companies will be provided for your stay! Bike, kayak, golf cart..on Island.brHorse back riding in the waters : nearby. Or go off island for day trips to visit the nearby new Mote Marine Aquarium (building looks like a cruise ship where you can see live sea turtles : fish : manatee: penguins), Cortez on the beach has weekly tent flea markets, and Sarasota’s st Armand’s key shopping circle. (Local list of events & “rental” companies activities will provided). Visit us at Anna Maria Island… and you’ll want to come back! every year!
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(5)

$733.6

/ Nightly
Private Vacation Home

Idyll Tides by Beach Boutique Rentals

Anna Maria, Florida, United States

Discover the ultimate island retreat you've been dreaming of ~ Idyll Tides ~ a stunning vacation home nestled on the north end of Anna Maria.brbr*Features include*brbr* Private tropical heated pool and spabr* Two cozy queen bedroomsbr* Third bonus room w/ queen sleeper sofa and armoirebr* Queen murphy bed to accommodate extra guestsbr* Gourmet kitchenbr* Gas grillbr* Beach chairs, umbrella and cartbr* Steps to the beach and short walk to Bean Pointbr* Family friendly with pack n' play and high chairbr* Dog friendly!brbrNo detail has been overlooked in this impeccably maintained island home. As you step inside, you'll be greeted by a spacious open living area with washed wood tile floors, crown molding and charming wood plank ceilings. The crisp white kitchen boasts a Sub Zero refrigerator, nautical lighting, and a convenient center island perfect for gathering around with friends over a glass of wine. This kitchen is state of the art is sure to be well-received by the chef in the family. The bright and spacious dining room can accommodate 8 dinner guests.brbrThe master bedroom suite features a queen bed and ensuite bath with double vanity and walk-in shower. You can also step out onto the beautiful pool deck through the door in your bedroom. A second calming and coastal inspired bedroom features a queen bed and the hallway bath also offers double vanity and tub/shower combo. The third room is a bonus den which can become a bedroom by utilizing the comfy queen pullout sofa, so it can easily be used for sleeping or just relaxing. But there’s even more - a large bonus room off the living area opens to the pool and works perfectly as an overflow guest room, complete with a queen-size Murphy bed. The sleeping arrangements are endless! brbrThe beautiful backyard is surrounded by lush tropical landscaping, and features a sparkling heated pool and spa. This private oasis even invites you to enjoy the hot and cold outdoor shower. There's ample patio space with several loungers perfect for relaxing in the sun. Enjoy your meals alfresco at the outdoor dining table for 4. Just around the corner there is a storage area where you will find all the supplies needed for your trips to the beach. You won’t have far to go, access to this amazing and quiet stretch of Gulf beach is only steps away. Idyll tides is the perfect slice of island life!brbrThis rental provides parking for two cars in the circular driveway. There is also a garage and extra parking in the driveway in the rear of the home (accessed via Jacaranda Rd).brbrPET POLICY: brbrWe are DOG FRIENDLY! A fee of $150 + tax is required in advance for each dog you are bringing. brbr2 pets maximum unless granted an exception. Weight limit of 75 lbs total for 1 pet or 120 lbs for 2 pets. brbrDue to property insurance policies and liability concerns NO dangerous breeds or aggressive animals are allowed. The following breeds (purebred or crossbred) are not permitted: brbrPit Bull, Akita, Rottweiler, German Shepherd, Siberian Husky, Malamute, Doberman Pinscher, Chows, Any Wolf-dog hybrid, Any other dog that has been known to have bitten anyonebrbrADDITIONAL 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 3 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 1

Bath

Sleep 8

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Exceptional(41)

$508.15

/ Nightly
Private Vacation Home

Private Dock - Manatee Lookout by SeaBreeze Vacation

Anna Maria, Florida, United States

Manatee Lookout is a charming 3 bedroom/3 bath home with a private heated pool located on the sought after north end of Anna Maria Island. This home has everything you need for the perfect vacation and is only a short walk to the white sandy beaches. Upon entry, you have the living room where you can relax and read to book or watch TV after a long day in the sun. Adjacent to the living room, you have the dining area and full kitchen. The kitchen is stocked with everything you will need to make a quick snack or full course meal. Directly off the living room, you will find an oversized screened balcony where you can enjoy your morning coffee or evening cocktails. On this level, you will find two of the three bedrooms. The first guest room features a king-size bed and ensuite bathroom. The other guest room features two queen-size beds and ensuite bathroom. Upstairs, you will find the primary suite which features a king-size bed, ensuite bathroom and sitting area. But, it doesn't stop there! Downstairs, you will find the oversized heated pool, sitting areas and private dock where you can fish or just sit and relax and maybe view some manatees swimming by. 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.brbrPrimary Bedroom features a king-size bed, flat screen TV and ensuite bathroom.brBedroom 2 features a king-size bed and ensuite bathroom.brBedroom 3 features 2 queen beds, flat screen TV and ensuite bathroom.brbrThis property comfortably accommodates a group of 8. The weight limit per dog is 30 lbs. brParking is limited to 3 vehicles.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. Please note: For reservations longer than 28 nights or more than $20,000, a different cancellation policy applies - please see the Rental Agreement under the House Rules on the check-out page.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 3

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Bath 3

Bath

Sleep 8

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Exceptional(27)

$538.18

/ Nightly
Private Vacation Home

Golf Cart, Simpatico by SeaBreeze Vacation

Anna Maria, Florida, United States

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS!brAll Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance. The golf cart $25 fee is per golf cart, not per driver. This cost covers the extra insurance required. brbrAfter a day out on your boat or riding on your jet skis, you have plenty of amenities back at this home. You can sit on the boat dock and have a drink, take a dip in the newly designed heated pool, sit at the tiki bar or relax in the various outdoor seating/dining areas. Surrounded by lush, swaying palm trees, the backyard oasis is great to work on your tan or relax in the spa after a day at the beach, jet skiing or fishing! There's even a grill for outdoor cooking! This recently renovated home boasts 3 bedrooms and 2 1/2 bathrooms and full-size laundry area. The fully-equipped kitchen has stools along the island or dine at the six person dining room table. The primary bedroom has a king-size bed and its own private bathroom, and there are two additional bedrooms, one having an ensuite as well. Kick your feet up in the spacious living room and relax after your fishing excursion. Plenty to do here at Simpatico and not far from Pine Avenue where you will find shops and dining.brbrThis 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. These 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 home comfortably accommodates a group of 6.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. Please note: For reservations longer than 28 nights or more than $20,000, a different cancellation policy applies - please see the Rental Agreement under the House Rules on the check-out page.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 3

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Bath 2

Bath

Sleep 6

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Exceptional(20)

$912.7

/ Nightly
Private Vacation Home

Nirvana:Pool & Hot Tub, Dock, On Canal with Gorgeous Water Views by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

235 Oak Ave, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! On a Canal! 2 Blocks to the Beach!br4 Bedrooms / 3 BathroomsbrCalifornia King, King, Queen & Twin, Twin over Full BunkbedbrPrivate Heated Pool & SpabrPool Loungers & UmbrellasbrOutdoor ShowerbrPrivate Dock with Canal AccessbrGas Grill (Please note the Green Egg is not for guest use)brPool TablebrPutting GreenbrCorn HolebrMultiple Furnished Outdoor PatiosbrKeurig & Drip Coffee MakersbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 4 CarsbrbrVR16-000362 brbrDetails:brLocated on a canal on the coveted north end of Anna Maria, our Mediterranean style home is 2 blocks to the shimmery waters of the Gulf of Mexico. The tranquil backyard boasts a dock for your boat and is perfect for fishing and launching paddleboards or kayaks.brbrEnjoy the spectacular island and canal views from the living room. Multiple patio doors let in natural light and bring the outdoors in. Just outside the dining room patio doors, a patio dining set for six adds to the option of indoor and outdoor dining. Grill up the catch of the day on the gas BBQ.brbrThe billiards room overlooks the front of the home and boasts a pool table, second living are and a large TV. Guests will also enjoy the putting green and corn hole game.brbrThe main master suite features a California king bed with a Tempur-pedic mattress,en-suite bathroom, and patio doors leading to the poolside lounge. A second master suite includes a king bed, ensuite bathroom and sliding doors to the porch. Bedroom three features a queen bed and a twin bed and access to a private patio. The final bedroom has a twin over full bunkbed and a built in desk which is the perfect place to slip away and plug in while enjoying your vacation. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company.brbrYour guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a laundry room with a full-sized washer and dryer.brbrStep outside to the tranquil backyard oasis and enjoy an afternoon watching the world go by on the canal. The sparkling heated pool and spa are surrounded by lounge chairs and umbrellas and an outdoor shower for added convenience. Relax in the Adirondack chairs on the dock and watch for the wildlife including all varieties of sea birds and possibly a manatee or dolphin!brbrNirvana is located on the north end of Anna Maria and a few blocks from Pine Ave and the City Pier where you may catch the 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!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 minimum requirement for this home is no less than seven nights. The maximum occupancy is eight.brbrBedroom 1: California King with en-suite bathroom, patio access and TVbrBedroom 2: King with en-suite bathroom, patio access and TVbrBedroom 3: Queen & Twin Beds, patio access and TVbrBedroom 4: Twin over Full BunkbedbrbrPlease note:brThis home does not allow pets.brThe Green Egg Grill is not for guest use.brThe boat lift and any onsite motorized watercraft are not available for guest use.brAmenities are subject to change.brDock measures 25' and can accommodate a boat up to 26'.brbrDISCLAIMER: 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.brbrVR16-000362brbrIMPORTANT 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.
Bed 4

Bed

Bath 3

Bath

Sleep 8

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Exceptional(9)

$943.37

/ Nightly
Private Vacation Home

Luxury Beach Home! Pool, Spa and Gourmet Kitchen!

Anna Maria, Florida, United States

Fortunate Sol by AMI Locals brVR22-000005 brbrWelcome to Fortunate Sol, a beautifully remodeled six-bedroom, four and a half bath home located just one block from the sugar-white sands of Anna Maria Island’s Gulf beaches. This peaceful retreat features a private heated pool with spa, generous outdoor living space, and a prime location near beloved Pine Avenue shops, restaurants, and the island trolley. Perfect for large families or groups, Fortunate Sol offers elegant coastal design, premium amenities, and an unbeatable island vibe! brbrHighlights br-3-minute walk to the Anna Maria beach br-6 Bedrooms / 4.5 Bathrooms br-5 King beds, 2 twin-over-twin bunk beds br-Private heated pool with spa br-BBQ grill and lounge seating br-Modern remodeled home with premium finishes br-Putting green br-Walk or trolley ride to Bean Point, Pine Avenue, shops, and restaurants br-Parking for 4 vehicles brbrLush tropical landscaping surrounds the private pool and in-ground spa, creating a serene backyard oasis. Lounge poolside, fire up the BBQ grill for outdoor dining, or enjoy happy hour in the shaded seating area after a day on the sand. brbrStep inside to a bright and airy great room featuring pristine wood floors, a large sofa, and a TV, perfect for family movie nights. The upgraded kitchen boasts stainless steel appliances, stone countertops, and a custom wood and metal island with stools. A large farmhouse dining table seats your entire group, making every meal a celebration. brbrFive bedrooms feature king beds with plush bedding and modern storage, while the sixth is a fun bunk room with two twin-over-twin bunks and a TV. Bedrooms are thoughtfully distributed throughout the home for privacy, with beautifully updated bathrooms easily accessible on each floor. brbrRoom Details br-Primary Bedroom, 1st Floor: King bed, ensuite bathroom with soaking tub and walk-in shower br-Second Bedroom, 1st Floor: King bed, ensuite bathroom br-Third Bedroom, 2nd Floor: King bed br-Fourth Bedroom, 2nd Floor: King bed br-Fifth Bedroom, Lower Floor: King bed br-Sixth Bedroom, Lower Floor: Two twin-over-twin bunks brbrEnjoy a short stroll to the beach for sunbathing, shelling, or sunset walks, then return to your private retreat to relax in the spa’s therapeutic jets. Fortunate Sol’s prime location offers easy access to Anna Maria’s boutiques, art galleries, and some of the best seafood on the island. brbrFortunate Sol is your dream Anna Maria Island getaway. Book today and experience the ultimate beach escape! br br- br*Please Note - Golf Cart is NOT for guest use br*Please note - this property does not allow pets br*Please note: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. 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. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 6

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Bath 4

Bath

Sleep 8

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Exceptional(46)

$733.88

/ Nightly
Private Vacation Home

Hawaiian Punch -3 Blocks to Beach, Pool, Dock on Canal, Dog Friendly by Anna Maria Life

Anna Maria, Florida, United States

Hawaiian Punch by Anna Maria Life Vacation Rentalsbr125 Crescent Drive, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! AMI North End Canal Home! 3 Blocks to Beach!br4 Bedroom / 2 Bathroombr3 King Beds / 2 Twin BedsbrPrivate, Heated PoolbrPool Loungers & HammockbrOutdoor ShowerbrTropically Landscaped Fenced BackyardbrDock on Canal with Ladder Access for (guest supplied) Paddleboats & KayaksbrPatio Dining for 6brProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrDog Friendly (with fee - see below)brBeach Towels, Beach Chairs, Beach WagonbrParking for 4 CarsbrbrDetails:brTropical breezes, a sparkling pool and outdoor haven made for relaxation await you at Hawaiian Punch. Located on Anna Maria's coveted North End and on a canal, you are minutes from the beach, shopping and dining.brbrThis spacious split floor plan has room for eight guests with two bedrooms on each side of the home and living space in between. The master bedroom features a king-sized bed and en-suite bathroom. Two of the other guest rooms also have king sized beds and the remaining bedroom has two twin beds. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company.brbrThe full kitchen allows you to prepare meals and dine at your leisure indoors or out. A patio dining set for eight invites you to sip your morning coffee poolside while enjoying the island breeze.brbrPool loungers surround the refreshing pool with the added convenience of an outdoor shower. For your beach enjoyment, beach chairs and towels are provided.brbrYour guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrHawaiian Punch is a dog friendly property! If you have added a pet to your reservation under number of pets, the fee of $150 per dog plus tax has been added to your reservation total. ** 2 Dog Limit **brbrHawaiian Punch is easy walking distance to many shops and restaurants, and less than a block to 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 with 55” Sony OLED TV Blu-ray PlayerbrBedroom 2: King with 55” Sony OLED TV and Blu-ray PlayerbrBedroom 3: King with 55” Sony OLED TVbrBedroom 4: Twins with 55” Sony OLED TV, Blu-ray Player and Cable BoxbrbrPlease note:brAmenities are subject to change.brDock measures 30' x 10'.brbrDISCLAIMER: 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. Additionally, the entrance to the canal has a bridge that may have limited access during high tide. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.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.brbrVR16-000391brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719brbrIMPORTANT 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.
Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(4)

$661.07

/ Nightly
Private Vacation Home

Key Lime Cottage | Hot Tub | Steps to Beach | Golf Cart

Anna Maria, Florida, United States

Summary:brbrKey Lime Cottage is a charming 3BR/2BA coastal retreat just across the street from the Gulf beach and two houses from the iconic Rod & Reel Pier. This pet-friendly home features a private fenced yard, hot tub, bikes, and paddle boards, plus a fully stocked kitchen, Smart TVs, and fast Wi-Fi.brbrWalk to Pine Avenue shops and restaurants, enjoy effortless beach access. Relax, unwind, and experience the best of Anna Maria Island—right outside your door.brbrbrbrThe Space:brbrThe Key Lime Cottage offers a welcoming space for your Anna Maria Island getaway. The living area is designed for relaxation, with comfortable seating, a Smart TV for entertainment, and high-speed Wi-Fi to stay connected. The fully equipped kitchen provides all the essentials for preparing meals, including cookware, a Nespresso and Keurig coffee maker, and a dining area. The cottage features three bedrooms: the primary suite with a private en-suite bathroom, and two guest bedrooms that share a hallway bathroom. Enjoy the convenience of an outdoor shower to rinse off after a day at the beach. Additional amenities include a washer and dryer, beach chairs, an umbrella, a beach cart, and parking for two vehicles.brbrbrbrGuest Access:brbrYou'll have exclusive access to the entire house, including all three bedrooms, two bathrooms, the living room, kitchen, dining room, laundry room, patio, and backyard. Enjoy the convenience of a private entrance and amenities like the golf cart, hot tub, and BBQ grill. A personalized smart lock code ensures easy, keyless entry anytime after 4 PM.brbrbrbrThe Neighborhood:brbrKey Lime Cottage is perfectly situated on the desirable North End of Anna Maria Island, offering a blend of island charm and relaxed elegance. You're just steps away from the stunning beach, ideal for fishing, spotting dolphins, or simply unwinding on the sand with the refreshing Gulf breeze. A short walk or bike ride will take you to Pine Avenue, a delightful street filled with unique boutique shops, inviting local cafes, tempting ice cream parlors, and captivating art galleries. Explore the by hopping on your golf cart, or take a leisurely stroll to Bayfront Park, Bean Point, or the City Pier for breathtaking sunrise and sunset views. The North End is known for its tranquility, scenic beauty, and family-friendly atmosphere, providing the best of Anna Maria Island, with its sugar-white sands, gentle waves, and welcoming island ambiance right at your doorstep.brbrbrbrGetting Around:brbrKey Lime Cottage is ideally situated on Anna Maria Island's walkable North End, offering easy access to the beach, Bean Point, and the shops and restaurants of Pine Avenue. For exploring further, the free island trolley provides convenient transportation, with a stop located right on Pine Ave. Free parking is available on the premises and on the street. The closest major airport is approximately a 1-hour drive away.brbrbrbrOther Things to Note:brbrPlease review and agree to the Reservation Agreement. Rates and Availability are subject to change until reservation is completed. A deposit must be received in order to reserve the dates you desire.brbrbrbrPets- Non-Aggressive breeds, vaccinated & current on a flea prevention program allowed only with prior approval. Pet Fee and Pet Waiver Required. $300 per petbrbrAny unauthorized pets= 25% surchargebrbrbrbrTraveler must provide photo ID and guest listbrbrIf for some reason the property you booked is unavailable, we may offer to rebook the Traveler at another property, if a substantially similar property is available for the same period and under a new reservation. Owner is not responsible for events beyond our control, ie: inclement weather, storms, evacuations, etc. Travel Insurance is recommended and may be purchased independently from several sites (Red Sky Travel Insurance, Square Mouth, etc.)brbrbrbrDue to the extensive equipment provided at the home, there are additional documents required. The use of the bikes, SUP and Kayak require a signed Equipment Waiver for anyone 18+brbrbrbrAll Drivers of the property's Golf Cart must be 25, and provide a copy of a valid U.S. Driver's License and Insurance.brbrbrbrInteraction with Guests:brbrWe give our guests space to relax but are always available if needed! You’ll receive a personal smart lock code before check-in, and we’re just a message, call, or email away if you have any questions or need anything during your stay.brbrbrbrFor direct support, contact our office phone
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(5)

$268.9

/ Nightly
Private Vacation Home

Tiny Tides: Adorable Cozy House!

Anna Maria, Florida, United States

Tiny Tides by Anna Maria Island AccommodationsbrbrWelcome to Tiny Tides, a cozy and recently refreshed cottage-style getaway tucked in the heart of Anna Maria. This two-bedroom, one-bath home is perfect for couples or small families looking for a comfortable, budget-friendly place to stay while enjoying everything the island has to offer. You’ll love being just a short walk to the Gulf beaches, Pine Avenue’s local shops, and favorite restaurants.brbrHighlightsbr• Less than a 10-minute walk to the beachbr• 2 Bedrooms, 1 Bathroom – Sleeps 6br• King Bed, Queen Bed, Twin Daybed + Twin Trundlebr• Budget-friendly, recently refreshed homebr• Inflatable paddleboard for guest usebr• Private patio with outdoor seatingbr• Washer and dryerbr• Outdoor showerbr• Blink doorbell and rear security camerabr• Walkable to Pine Avenue shops and restaurantsbrbrStep inside to find a bright and welcoming living space with comfortable seating and a flat-screen TV, perfect for relaxing after a day in the sun. The fully equipped kitchen includes everything you need to prepare meals, except for a dishwasher. Share meals around the dining table or take your morning coffee outside to enjoy the warm Gulf breezes.brbrThe primary bedroom features a comfortable king bed and cheerful decor, offering a relaxing retreat after a fun-filled day on Anna Maria Island. The second bedroom is furnished with a cozy queen bed, perfect for additional guests or family members. In the common area, you’ll find a twin daybed with a twin trundle, providing extra sleeping space for kids or friends. The home’s shared hallway bathroom includes a walk-in shower, making it easy for everyone to rinse off and refresh after time at the beach.brbrRoom Details: br• Primary Bedroom: King bedbr• Second Bedroom: Queen bedbr• Common Area: Twin daybed with twin trundlebr• Shared Hall Bathroom: Shower onlybrbrFrom sunrise beach walks to evenings exploring Pine Avenue’s boutiques and local restaurants, Tiny Tides places you right in the heart of Anna Maria Island. Spend your days paddling the calm Gulf waters, biking around the island’s charming neighborhoods, or simply relaxing in the laid-back Old Florida atmosphere that makes Anna Maria so special. This cozy vacation rental is the perfect home base for couples and families to enjoy an authentic island getaway. Book your stay at Tiny Tides today and experience the beauty, charm, and relaxed pace of Anna Maria Island living!brbrbr-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. brbr1 car maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. 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 Locals Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 2

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Bath 1

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Sleep 6

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Exceptional(144)

$2558.65

/ Nightly
Private Vacation Home

JULY 4 WEEKS OPEN! Located direct Gulf front, pool, hot tub, 5 masters, SUNSETS!

Anna Maria, Florida, United States

If sugar-white sand between your toes, waves that sing you to sleep, and sunsets that look like they were painted just for you sound good… this is your chance. brIt’s one of those spots where time slows down, the views are endless, and the only real question is sunrise swim or sunset toast Safely swim right outside your door! Bean Point is a leisurely 15 minute walk away.brBuilt on sand, designed for joy, beachfront, modern and ready for you and your crew! Nest on the Beach did not get damaged and is joyfully welcoming guests! brLet’s talk Beach House Whether you're building sand castles with the little ones or falling asleep to the sound of crashing waves, life is quite simply better at the beach. This tranquil, cool and super-styled designer pad in Anna Maria has everything from decks and balconies off every bedroom, marble ensuite bathrooms, to a heated pool plus ginormous hot tub. Nest on the Beach. Everyone (and we mean everyone) wants to stay on the beach! Make your next beach holiday even more dreamy by staying at Nest on the Beach. Shoes are optional…BYOB bikinis!brbrThe landscaping is beach, beach, beach. Curvy coconut palm trees are scattered amongst the dunes while sand daisies and seat oats poke thru the fence. Large grey granite stones lead swirled paths thru the sand. All this natural beauty surrounds a sunny 31x19 foot heated salt water pool. The real star of the show however is the sea and pool-sea are one with sparkling hues of blue and green. The hot tub, 12 foot by 9.5 foot, comfortably accommodates eight or more plus their cocktails of choice in gurgling, bubbling 103 degree temps. Tired from watching the moonlit waves How could you be A circular outside shower is just the thing while ensuring that same lovely view of the beach yet privacy as well.brbrModern and luminous. brBuilt in 2018, Nest on the Beach is comfortable, bright, and beachie with simple elegant decorations including whitewashed wooden floors, sparkling kitchen appliances and designer furniture. Giant picture windows show-off sea and sand views from every angle. Loving the sensation of light and space throughout! The clean lines of the design and lack of clutter plus the fantastic beach and sunset views make Nest On The Beach a first choice as your next home away from home. We offer the fastest free wifi and free long distance calling to Europe, Canada and Mexico too!brbrThis 3500 square foot home includes a spacious great room with 24 foot sliding doors which open onto the deck. This creates true indoor-outdoor living. The sunny deck has ample places to lounge or sunbathe with a sunset beach view. The kitchen and dining are open plan with a large glass dining table. Five stools perch around the island counter for watching the chef in your group. There is a desk and wifi to pretend to check-in at the office while still remaining part of the party. A main floor powder room is just steps away and a full laundry utility room is convenient. Air-conditioned, brand-spanking new and equipped with the fastest wifi-of course!brbrThe romantic master bedroom has to-die-for views of the beach and a wall of glass that opens across a 16 foot expanse to large private deck hovering at the edge of the sea. Softly lapping waves and moonlight are the only sleep-aids you’ll every want again. Promise! Oh go ahead and spoil yourselves! Every detail has been thought of for your comfort: king pillow-top mattress, a cozy down duvet, Restoration Hardware linens, make-up vanity, bronze sculptures plus a gas fireplace to take the chill off winter nights. An enormous ensuite bathroom features double vessel sinks, a shower built-for-two and a stunning claw foot tub surrounded by views of the beach. Bath salts, bubble bath, chandelier and fluttering ballet pink linen curtains complete the picture. brbrFour more bedrooms, each with an ensuite private bathroom, shower and balcony are made up impeccably in a minimalist beach house style. Every bedroom is decorated to to ensure each guest feels special: from draped canopies, to princess beds, (hellooooo boho hanging chair and vanity tables!) top-notch pillow-top mattresses, the finest linens and mounds of pillows. The private marble bathrooms are sleek and stylish with vessel sinks and mosaic marble tiles. Piles of fluffy white towels are tucked into the cabinets. Nest on the Beach can easily accommodate couples in each bedroom—-or very happy children that will never want to leave.brbrNest on the Beach, sitting on top of the famous white quartz sands of Anna Maria Island’s north end is just a stone’s throw from the shopping, dining, parades, street festivals and fun of the Pine Avenue historic downtown. Sleeping up to 8, Nest on the Beach is stocked with amenities to keep grown-ups happy and kids busy if an easy day trip to Disney isn't in the plans or a Florida thunderstorm decides to roll in. On sight management is always on hand to make sure your stay is perfect. brbrCome for as long as you can and enjoy life by the sea in a town with gourmet food, oh-so-private beaches for shelling, kayaking, paddle boarding, surfing, swimming, fishing, exploring….or just doing nothing at all.
Bed 5

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Bath 5

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Sleep 8

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Exceptional(59)

$482.55

/ Nightly
Private Vacation Home

BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - LOWER UNIT

Anna Maria, Florida, United States

Blue Jacaranda Unit A (Downstairs Unit) - 2 bedroom/1 bath Duplex on the North End of Anna Maria , Bean Point Beach less than 5 min walk brbrSet on the desired North End of Anna Maria Island, this fully remodeled coastal retreat is just steps from the pristine shoreline of Bean Point Beach—one of the island’s most exclusive and serene beaches.brbrThe duplex property features fully remodeled units thoughtfully arranged around a freestyle heated pool, creating a private, resort-style atmosphere. Guests may reserve a single unit or the entire property , total of 5 units available for rent in multiple duplexes making it ideal for extended families or refined group gatherings seeking both togetherness and privacy.brbrLocated in a low-traffic area, the neighborhood is ideal for biking around the island in a relaxed and safe setting. Guests can also enjoy easy transportation on the free Anna Maria Island trolley, which runs approximately every 20 minutes and offers multiple convenient stops throughout the island.brbrBicycle and golf cart rentals are readily available nearby, making it simple to explore at your own pace. A variety of restaurants, charming local shops, and the Publix supermarket are all within a 10-minute drive and are easily accessible by bike or golf cart, adding to the effortless island lifestyle.brbrBlue Jacaranda Unit A offers a peaceful private patio, perfect for morning coffee or evening unwinding. brbrThe interior is fully remodeled and elegantly furnished with a relaxed yet elevated coastal aesthetic. brbr- Master Bedroom - one king bed br- 2nd bedroom -two twin beds br- Bathroom - Full bathroom with a walk-in shower with a rain shower head and handheld fixturebr- Fully equipped kitchen  provides everything needed for effortless meal preparation during your stay.br- Living Room -an open, thoughtfully designed layout with a generous L -shaped sofa br- Dinning Area - a dining space that comfortably seats four, ideal for both relaxed lounging and casual island dining.brbrStep outside to lush tropical surroundings, where beautiful palms create a serene island atmosphere from the moment you arrive.brbr - A private back patio featuring a dining table with umbrella, perfect for enjoying morning coffee or relaxed outdoor meals.br- A propane BBQ grill is provided for convenient outdoor grilling ( by the pool area ) br- An outdoor heated pool with loungers is fully fenced and surrounded by tropical palms, creating a resort-style setting br- An outdoor shower is conveniently available to rinse off the sand after a day at the beach before enjoying a refreshing swim.br- A shaded tiki seating area offers the perfect place to relax and cool off after sunny island daysbr- Cornhole games add a fun, casual touch for friendly competition and laid-back afternoons.brbrOutdoors is surrounded by lush tropical landscaping and located just moments from the Gulf, this north-end escape delivers effortless island luxury—thoughtfully updated, quietly refined, and unmistakably Anna Maria.brbrMaximum Occupancy: 4 guests brParking: Limited to two vehicles ( 1 by the unit ,1 in guest parking) brbrExtras You’ll Love:brbr- Complimentary High-speed Wi-Fi and Smart TVs for your entertainmentbr- On-site parking for conveniencebr- Professional Linen Servicesbr- Beach Chairs, Beach Wagon, & Beach Umbrella provided brbrLinens and Amenities: - The starters included are the following: brbrPer Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Beach Towel , 1 Bath Mat per bath brPer Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Starter size Shampoo, Conditioner, Body Wash , Cosmetic Cloth, Bath MatbrPer Kitchen: 1 Kitchen Towel and cloth , 1 Roll of Paper Towel, Dish Soap, Sponge, Dishwasher Pods-3 , Laundry Detergent, Garbage Bags -3brbrPools : Our pools are serviced weekly. Due to the tropical nature of the island , it is not unusual to find unexpected debris in the pool. Pool heaters will not operate if the outside temperatures get below 60F . There will be days when weather conditions will to allow pool heaters to accommodate swimming. No credit, discount, and /or rate adjustments can be granted for circumstances beyond our control.brbrCancellation Policy : br100% refund if cancelled 14 days before check-in; 50% refund if cancelled 7-14 days before check-in ( minus admin fee) , 0% if cancelled less than 7 days .brbrNoise Ordinance :brAnna Maria Island, Florida has a noise ordinance to maintain the tranquility of the island. The ordinance prohibits loud noises during quiet hours, which are from 10 PM to 8 AM every day. brWhat is prohibited  brLoud music, including amplified instruments, Loud vehicle noises, Loud shouting, yelling, or screaming, Loudspeakers or other sound equipment for commercial advertising, Loud noises from animals.brbrTurtles: brTurtle season rules (May–October):br-No lights or flashes – avoid flashlights, phone flash, flash photography at night.br-Respect marked areas – don’t write on, step into, or tamper with flagged nests.br-Leave beaches clean & flat – remove all items, fill holes, flatten sandcastles.brbrShells : brAvoid taking any shells that have living organisms inside—if it's alive, leave it be.
Bed 2

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Bath 1

Bath

Sleep 4

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Exceptional(5)

$561.52

/ Nightly
Private Vacation Home

New Rental! Beautiful North End Canal Home, Pool, Kayaks, Dock, close to beach

Anna Maria, Florida, United States

We are excited to announce this beautiful new property to our rental program. Be one of the first to rent and review!!brbrWelcome to your dream island escape - an elegantly remodeled, canal-front home that perfectly blends coastal charm with modern sophistication. Located just a short stroll from the pristine beaches of Anna Maria Island, this stunning 3-bedroom, 2.5-bath retreat offers a luxurious yet relaxed getaway for those seeking the best of waterfront living. brbrThe gourmet kitchen is a chef’s dream, featuring premium appliances, sleek quartz countertops, and custom cabinetry. High-end finishes, soft lighting, and a soothing color palette create a serene, resort-like experience. brbrThe primary suite on the top floor is a sanctuary of comfort, offering a private retreat where you can unwind in style. Thoughtfully designed with a king-sized bed, soft coastal hues, and abundant natural light, this space is both tranquil and inviting. The real showstopper is the spa-like ensuite bath - a true oasis. Featuring an oversized walk-in shower, a luxurious soaking tub, and elegant double vanities, it’s the perfect place to refresh after a day at the beach. brbrTwo additional bedrooms provide the perfect setup for family and friends. One features a queen-sized bed, offering a cozy retreat with tasteful decor and ample storage. The other is ideal for kids or extra guests, complete with a single twin bed and a twin over full bunk setup that makes it both fun and functional. Both guest rooms share a beautifully updated bathroom with modern finishes. brbrThis home is designed for the ultimate vacation experience, offering everything you need for a perfect week on Anna Maria Island including kayaks and a ping pong table. Spend your mornings on the white sandy beaches, just a 3 to 5 minute walk away, collecting seashells or watching dolphins swim along the shore. After a sun-soaked afternoon, retreat to your private backyard oasis, where you can cool off in the sparkling pool, grill a fresh seafood dinner, or lounge under the stars with a cocktail in hand. brbrWith its prime location near the island’s best dining, shopping, and outdoor activities, you'll have endless options to explore. Rent bikes or a golf cart to cruise around the island, indulge in fresh seafood at local restaurants, or take a sunset cruise to experience the magic of the Gulf. For boaters, the canal provides easy access to open waters, making it a fantastic choice for those who love to fish, paddleboard, or simply enjoy life on the water. Bring your boat as there is plenty of parking for a boat and trailer at the property. Parking for a boat and trailer is on the left side of the property in the gravel area. brbrWhether you're planning a family getaway, a couples’ retreat, or a trip with friends, this home offers the perfect balance of luxury, comfort, and island adventure. Book your stay today and experience the very best of Anna Maria Island!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 is allowed during these hours along with any other noise which may disturb the neighbors.brbrWe do not accept reservations from any guests under the age of 25. The primary guest will be required to provide proof of age and must occupy the rental home for the duration of the reservation.brbrThis home provides off-street parking for up to 4 vehicles.
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(3)

$620.32

/ Nightly
Private Vacation Home

Bold Luxury Retro 3BR Oasis w/ Huge Heated Pool & Family Suite

Anna Maria, Florida, United States

Welcome to Mary Ann of Anna Maria, a single-story oasis where contemporary luxury meets retro charm. Sleek white walls set the stage for bold geometric rugs, brass-trimmed light fixtures, and pops of citrus-hued artwork, all balanced by natural teak accents and woven textures. This ground-level hideaway sleeps eight across three chic bedrooms and three full baths, marrying modern comfort with playful 1960s Palm Beach-inspired style.brbrKick off your mornings on the covered patio, tucked behind a stylish privacy wall just off the living room—perfect for sipping coffee as the island stirs to life. Outside you'll find one of Anna Maria Island’s largest pools, paired with a hot tub framed by mid-century modern loungers and lush greenery. It’s your private resort playground, whether you’re chasing early-morning laps or winding down with a sunset cocktail.brbrRetreat indoors to three thoughtfully designed suites. The master bedroom is a true sanctuary: unwind on a king-size bed, refresh in the spa-inspired ensuite, then luxuriate under the open-air outdoor shower—complete with a rain-style showerhead. A sleek second bedroom offers clean lines and mid-century furnishings, while the inventive family suite uses French doors to split a velvet-upholstered queen-bed zone from a bunk bed nook with two twin-over-full bunks decked out with retro-modern furnishings. It’s the perfect blend of privacy and play.brbrWhen you’re ready to explore, the Gulf’s sugar-white sands are just a five-minute stroll away, and the free island trolley stops a three-minute walk from your door, whisking you to boutiques, beach bars, and local eateries on Pine Avenue to the North, or Bridge Street to the South. Whether you’re hunting shells at sunrise, spinning vintage vinyl poolside, or toasting the day’s end under the palms, Mary Ann of Anna Maria delivers a one-of-a-kind beach retreat.brbrNOTES: br-The master patio tub is not currently in service, though it is intended to be functional in the future. The master patio shower is fully operational.brbrPETS: Please note this property NOT allow pets. brbrPARKING: 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.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 3

Bed

Bath 4

Bath

Sleep 10

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