Vacation Rentals By Owner In Anna Maria, FL

$1067.22

Golf Cart, Bimini Cove 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. brbrYou'll fall in love with this incredible bay front 5 bedroom/6 full bathrooms home with a separate suite, having 2 full-size kitchens on the sought-after north end of Anna Maria Island! Short distance to the white sandy beaches and only minutes to restaurants and shops. The space is very modern and airy, with high ceilings and upscale furnishings. Heated pool, private dock, gas BBQ grill, and all the amenities you need to live a VIP island experience!brbrThe entry leads you to either the main home or the separate suite off to the left. Upon entry to the main home, you will find a sitting area complete with a wet bar, fridge, and wine cooler where you can make and enjoy an evening cocktail. The fully-equipped kitchen features a gas stove and everything you will need to make a full-course meal or a quick snack. The living and dining rooms are located off the kitchen and feature floor-to-ceiling sliders that boast natural light and picturesque views of the bay. The living room also features plenty of seating and a flat screen TV to relax and unwind after a long day in the sun. You can access the oversized deck and pool from the living or dining room. The deck area features plenty of seating and dining areas where you can sit and relax and enjoy your morning coffee or dine alfresco. The main home features a split plan with three of the five bedrooms. The first guest room features a queen-size bed. The second bedroom features a king-size bed. Both have private baths located near the room. The third bedroom is the primary suite, and it features a king-size bed, large sitting area, flat screen TV, oversized walk-in closet, ensuite bathroom with large soaking tub, and private screened balcony looking out over the bay. On the left-hand side of this luxurious home, you will find a full ensuite that is complete with a living room with a flat screen TV, full kitchen, and outdoor dining area. This suite features two bedrooms. One is a primary suite that features a king-size bed, flat screen TV, ensuite bathroom, and private balcony area with seating. The guest bedroom features two full-size beds and a full-size bath located across the hall. This home also features an amazing outdoor space. The pool area is complete with sun loungers. The backyard has paved pathways, a private sitting area, and the dock area is the perfect place to sit and enjoy your morning coffee, evening cocktail, launch your kayak or fish.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.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 with 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.brbrBedrooms/BathroomsbrPrimary bedroom features a king-size bed with an ensuite bathroom and flat screen TV.brBedroom 2 features queen-size bed & flat screen TV.brBedroom 3 features a king-size bed and flat screen TV.brBedroom 4 Primary bedroom features a king-size bed with an ensuite bathroom and flat screen TVbrBedroom 5 features two full-size beds.brbrThis property comfortably accommodates a group of 8.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.

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Bath

Sleeps

$555.5

/ Nightly

Private Vacation Home

Family Getaway at A Change in Latitude: Private Pool, Games, 5 Mins to Beach!

Anna Maria, Florida, United States

A Change in Latitude by AMI Locals brbrWelcome to A Change in Latitude, a beautiful three bedroom, three bath elevated vacation home perfectly located on the north end of Anna Maria Island. This modern coastal retreat features a private pool with an in-ground spa, outdoor living area, and putting green, offering the ideal mix of comfort and fun. Just a five-minute walk to the Gulf beaches and near local shopping and dining, this island escape is perfect for families or groups seeking sunshine, serenity, and adventure. brbrHighlights br• 5-minute walk to the beach br• 3 Bedrooms / 3 Bathrooms br• Private Pool with Spa br• Putting Green and Cornhole br• Outdoor Living and Dining Space with TV br• Screened-in Balcony br• Near Local Shops and Restaurants br• 4 Parking Spaces brbrStep outside and unwind in your private tropical oasis. The sparkling pool and spa are perfect for cooling off after a day at the beach, while the covered patio invites you to lounge in the shade or enjoy a movie on the outdoor TV. Challenge friends to a game of cornhole or putting and cook up a feast on the BBQ grill before dining at the outdoor table. The screened-in lanai and balcony provide tranquil spots for morning coffee or evening cocktails as island breezes drift by. brbrInside, A Change in Latitude welcomes you with bright, beachy decor and an open concept layout designed for connection and relaxation. The living room offers cozy sofa seating and TV, creating the perfect space for family movie nights. The fully equipped kitchen includes stainless steel appliances, cookware, and plenty of counter space for meal prep. Dine together at the kitchen island, indoor table, or step outside to the screened balcony for a breezy meal with treetop views. brbrThe primary suite features a queen bed, a spa inspired ensuite bathroom with a soaking tub and walk-in shower, and elegant coastal accents for a peaceful retreat. The second bedroom also includes a queen bed and a private ensuite bathroom with a walk-in shower. The third bedroom offers two twin beds, perfect for kids or friends, and easy access to the hallway bathroom with a shower-tub combination. A queen sleeper sofa in the common area provides extra sleeping space, ensuring comfort for all guests. brbrRoom Details br-Primary Bedroom: Queen bed, ensuite bathroom with walk-in shower and soaking tub br-Second Bedroom: Queen bed, ensuite bathroom with walk-in shower br-Third Bedroom: Two Twin beds, access to shared hallway bathroom with shower-tub combo br-Common Area: Queen Sleeper Sofa brbrGuests can park up to four vehicles and easily access the Anna Maria Island trolley, perfect for exploring Pine Avenue’s boutiques and restaurants, Bean Point Beach, and Holmes Beach. The home also includes a washer and dryer, making it easy to refresh towels and beachwear throughout your stay. Whether you’re lounging poolside, playing cornhole, or discovering local attractions, A Change in Latitude provides everything you need for a perfect island escape. brbrWith its private pool and spa, spacious outdoor living areas, and prime north-end location near the Gulf beaches, A Change in Latitude by AMI Locals is the perfect retreat for your next Anna Maria Island vacation. Designed for relaxation and connection, this home captures the essence of island living and invites you to make unforgettable memories under the Florida sun. brBook your stay today with AMI Locals and find your new favorite latitude on Anna Maria Island! brbr- brThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrThis property has an active doorbell camera. brbrThis property does not allow pets of any kind. brbr4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. 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.

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Sleeps

$496.58

/ Nightly

Cottage

Welcome to Beach Basket – Your Seaside Retreat!

Anna Maria, Florida, United States

Step back in time and into paradise at this charming 1920s Florida beach cottage, just steps from the pristine, sugar-white sands of the beaches on Anna Maria Island. This lovingly restored gem blends vintage coastal charm with modern comforts, offering the perfect setting for a relaxing getaway.brbrThis 2-bedroom (plus), 2-bathroom retreat offers a heated pool, hardwood flooring throughout, beadboard accents, and decorative ceilings providing that coastal cottage vibe. The master bedroom has a king-sized bed and is perfect for ultimate relaxation, a cozy queen bed in the guest room, and a private sleeping porch furnished with 2 twin beds. Two full bathrooms include walk in showers and ensure convenience and privacy for all guests.brbrWhether you're seeking a romantic escape, a family adventure, or a solo retreat, this beachside cottage offers the ideal Beach experience. Soak up the sun, savor the salty air, and create unforgettable memories in this coastal haven. Book your stay today!

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Bath

Sleeps

$636.4

/ Nightly

Private Vacation Home

Canario Cottage by Duncan Real Estate

Anna Maria, Florida, United States

Newly Renovated Bathrooms and Fabulous New Flooring and updates throughout the whole property! Welcome to Canario Cottage! This beautiful 3-bedroom, 3-bathroom property has 1254 square feet of elevated living space and the ability to accommodate 6 guests very comfortably inside and out. Canario Cottage is large and offers plenty of room for the whole family. Everything is conveniently available on one elevated level. Walk up the stairs to the front entry. There is a lovely, covered patio to take in Island life and have your morning coffee. Make sure to enjoy the open and airy patio off the master suite. Picture yourself catching the sunset sky from either one of the two outdoor elevated porches after a day on the beach!brbrHIGHLIGHTSbrbr1254 sq. ft. brbr1466 sq. ft. of deck space brbrPrivate pool (20x10 ft)brbrCentrally located near Pine Avenue brbr400 ft. from bay access brbr0.6 miles from beach accessbrbrBEDROOMSbrbrSleeps 6brbrPrimary Bedroom: Ensuite King brbrSecond Bedroom: QueenbrbrThird Bedroom: Twin Bunk BedsbrbrBATHROOMSbrbrPrimary Bathroom: Walk-in ShowerbrbrSecond Bathroom: Tub/Shower CombobrbrThird Bathroom: Walk-in ShowerbrbrEXTERIORbrbrThe poolside patio is another great spot to relax and watch the kids swim in the large pool. There is more seating and sun loungers around the pool to make sure you can relax. Enjoy with a cocktail in hand to make this the perfect island getaway!brbrOptional pool heat up to 86 F is available from November to April at $150/week Pools are serviced weekly and debris due to tropical climate might occur in between service days. Pool alarms are mandated per city licensing ordinance.brbrThere are five reserved parking spaces reserved for this property. brbrPlease keep in mind that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrAmenities Include:brbr- Bedroom 1 Kingbrbr- Bedroom 2 Queenbrbr- Bedroom 3 Twin Bunk Bedbrbr- Work Space Ybrbr- Bathroom 1 Walk-in Showerbrbr- Bathroom 2 Tub/Showerbrbr- Bathroom 3 Walk-in Showerbrbr- Hot Waterbrbr- Beach Access 0.6 milesbrbr- Bay Access 400ftbrbr- Elevatedbrbr- Central A Cbrbr- Cental Heatbrbr- Sqft under a c 1254brbr- Free Parkingbrbr- Parking Spots 4brbr- Self Check Inbrbr- Keyless Entrybrbr- Bath Towelsbrbr- Beach Towelsbrbr- Quality Linensbrbr- Hair Dryerbrbr- Hangersbrbr- Refrigeratorbrbr- Stovebrbr- Cookwarebrbr- Toasterbrbr- Blenderbrbr- Drip Coffee makerbrbr- Dishwasherbrbr- Microwavebrbr- Breakfast Barbrbr- High Speed WIFIbrbr- TV 4brbr- Cable Channelsbrbr- Washerbrbr- Dryerbrbr- Ironbrbr- Ironing Boardbrbr- Cleaning Kitbrbr- First Aid Kitbrbr- Fire Extinguisherbrbr- Smoke Alarmbrbr- Carbon Monoxide Alarmbrbr- Private Pool Ybrbr- Pool Dimensions 10x20brbr- Porchbrbr- Patiobrbr- Outdoor Diningbrbr- Deckbrbr- Outdoor Showerbrbr- Propane Grillbrbr- Beach Amenitiesbrbr- Outdoor gamesbrbr- Exterior Outletbrbr- Duncan Emerald Clubbrbr

1

Bath

6

Sleeps

Exceptional(15)

$1364.71

/ Nightly

Private Vacation Home

Three Little Birds - Luxury Gulf-View Home w/ Heated Pool & Steps to Bean Point

Anna Maria, Florida, United States

Welcome to Three Little Birds!brOn Anna Maria Island (Anna Maria, FL)brbrThe SpacebrStep into Three Little Birds — a bright, joyful island home designed for gathering, connecting, and letting the days unfold naturally. With Gulf views, a private heated pool and spa, and spacious living areas made for shared laughter, this home captures the spirit of Anna Maria Island living.brbrPerfect for: Families, friend groups, or anyone who finds happiness in sunshine, good company, and easy connection.brbrHighlightsbr- Gulf and Bay views from covered and screened porchesbr- Heated private pool and spa for year-round enjoymentbr- Bonus outdoor area with bar, TV, ping-pong table, and dining spacebr- Four bedrooms and three and a half bathroomsbr- Spacious open living, dining, and kitchen areas for togethernessbr- 3-minute walk to the beach — just four houses awaybr- Professionally designed interiors with coastal elegancebrbrInterior Spacesbr- Living Area: Open and airy with plush seating, a large TV, and coastal accents that make the space feel bright and welcoming.br- Dining Area: A table for four and additional bar seating at the island create a natural hub for meals, games, and conversation.brbrBedrooms:br- Master Suite: King bed, TV, ample storage, and an en-suite bathroom with double vanity and spa-like shower.br- Queen Bedrooms (2): Each features a queen bed, TV, and stylish furnishings; one connects to the bunk room via a Jack & Jill bath.br- Bunk Room: Two custom-built twin-over-twin bunks (4 total beds), TV, and shared Jack & Jill bath — a favorite for kids and teens.br- Bathrooms: Three full baths plus a convenient half bath.brbrEvery space is designed for comfort and connection — where everyone has room to spread out, but still stay close.brbrLayout Overviewbr- Ground Level: Garage, bonus outdoor hangout area with bar, TV, ping-pong, pool, and spa.br- Main Level: Open living, dining, and kitchen area; master suite; queen bedroom; bunk room; two full bathrooms; and half bath.br- Upper Level: Additional queen bedroom with en-suite bath and porch access.brbrOutdoor LivingbrThe outdoor spaces at Three Little Birds invite you to slow down and stay awhile.brbrEnjoy a swim in the heated pool, soak in the spa, or relax with a drink in the shaded lounge area. The bar and TV make it easy to keep the fun going, while the ping-pong table brings out everyone's playful side.brbrGather for dinner at the outdoor table or grill up fresh seafood under the evening sky. Upstairs, the screened porch and covered decks offer peaceful Gulf and Bay views — perfect for quiet mornings or sunset reflections.brbrKitchen & DiningbrThe fully equipped kitchen is designed to bring everyone together.brbr- Large island with seating for fourbr- High-end stainless steel appliancesbr- Refrigerator with ice maker and water dispenserbr- Stove, oven, dishwasher, microwavebr- Wine and beverage coolerbr- 12-cup coffeemaker, blender, toaster, and full kitchenware setbrbrWhether cooking a full meal or setting out takeout from a local Pine Avenue café, this kitchen makes shared dining easy and enjoyable.brbrAdditional Amenitiesbr- Washer and dryerbr- A/C and heatbr- Cable TV and Wi-Fibr- Hair dryer, iron, and ironing boardbr- Linens, towels, and beach towels providedbr- Beach gear rental credit for chairs, umbrellas, bikes, and morebrbrParkingbr- 1-car garage and space for 2–3 additional cars in the driveway.brbrWrite your vacation story at Three Little Birds — where connection comes easy, laughter carries on the breeze, and every day ends with a sunset worth sharing.brbrPoliciesbrbrPlease 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.brbrNO PETS. NO SMOKING.brbrBooking & Fee PolicybrInclude all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets.brbrOptional Services (subject to approval)brEarly check-in/late departure, elevator access, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.brbrReservations & Guest RequirementsbrMost stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed.brbrQuiet Hoursbr10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted.brbrCleaning & LinensbrHome is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite.brbrGolf Cart RentalsbrExplore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests.brbrPool & SpabrPool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. Guests may not adjust equipment; violations may result in fines or damages.brbrProperty SecuritybrExterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas.brbrPayments & Cancellation PolicybrPolicies updated October 6, 2025 — see full Terms & Conditions for details.brbrPayment SchedulebrDepositbr- Reservations up to 20 days: 50% of total amount due at time of booking.brRemaining Balancebr- Reservations up to 20 days: Remaining 50% due 30 days prior to check-in.brbrCancellation PolicybrFor Reservations of 20 Days or Lessbr- More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee.br- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee.br- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee.br- Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made.brbrTravel InsurancebrCSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes.brbrAdditional TermsbrNo refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted.brbrCity of Anna Maria Vacation Rental License: VR22-000001brMax Occupancy: 8 Guests | Max Vehicles: 3brInformation deemed reliable but not guaranteed; subject to change or withdrawal without notice.

Bed

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Sleeps

$2427.71

/ Nightly

Private Vacation Home

No Tan Lines by Beach Boutique Rentals

Anna Maria, Florida, United States

The ultimate in beach front Florida island living awaits you at No Tan Lines.brbr*Features include* brbr* Ultimate beachfront vacation homebr* 4 bedrooms and 4 bathrooms br* Private heated pool and backyard oasis br* Private sandy beach up to the high tide linebr* Poolside lounge, spa and dining area br* Propane grill br* Game room with foosball and TVbr* Elevator access to all floors^br* Beautiful Bay view from the covered porches br* Located directly on the beach and dog-friendly! brbrEmbrace the magic of Anna Maria Island from this luxurious beach front home situated on the mesmerizing shoreline of Tampa Bay. You will fall in love with this perfect location on a stretch of gorgeous white beach, private up to the high tide line. Enjoy unobstructed views of the Sunshine Skyway Bridge as it lights up with different colors in the evenings while you sip on a cocktail from one of the three waterfront decks on each level of the home.brbrNo features have been spared in this home, beginning with the floor-to-ceiling glass sliders on the main living level of the home which open onto the ample balcony overlooking the beautiful beach and bay. Enjoy the view from anywhere in the open living and dining room and even as you cook in the well-appointed kitchen surrounded by sparkling quartz countertops and stainless appliances. A brand new dining table seats 8 so bring the entire family for amazing meals and memories to last a lifetime. brbrFour bedrooms are perfectly separated and private, each one offering spacious tropical balconies and ensuite bathrooms. Every bedroom was designed with the ultimate comfort in mind. Choose from one of the four king master bedrooms featuring a Sleep Number bed, Purple Mattress or Posturepedic. Each bedroom features its own private, attached bathroom.brbrWe won't blame you if you want to spend all of your time soaking in the beachfront heated pool and spa. Your family will love the poolside covered deck and game room with foosball table and TV. You may not even need TV at all, but rather everyone will love the show that nature puts on for you right outside your door. There is too much wildlife to count, from dolphins, osprey, turtles, manatee, stingrays and more! brbrIf you do leave this stunning home you will want to stroll on the powdery sand up to Bean Point for the most remarkable sunsets you have ever seen. You may choose to dine under the stars at the Sandbar Restaurant or overlooking the Bay at the famous Waterfront Restaurant. Rent a bike and easily explore all the treasures of the island including the boutique shops on Pine Avenue and the Doughnut Experiment. The possibilities are endless from No Tan Lines, just pack your bags!brbrPlease read: It's important to note that due to recent hurricanes, the sandy beach in front of the home has changed and may continue to change with the tides. At high tide there will be less exposed sand than pictured.brbr^Please keep in mind that residential elevators are advertised as a convenience only. If the elevator becomes inoperable for any reason, the stairs will be only way to access the living area of the home.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 4 vehicles.brbrBooking Platform Note:brFor VRBO bookings, the reservation payment is processed by Beach Boutique Rentals and will appear as Beach Boutique Rentals on your credit card statement. VRBO also charges a separate service fee directly to the guest as a separate transaction.

Bed

Bath

Sleeps

$1115.89

/ Nightly

Private Vacation Home

Salty Sunsets, full gulf views from rooftop deck, gorgeous pool/spa

Anna Maria, Florida, United States

Welcome to Salty Sunsets on beautiful Anna Maria Island. This luxurious property is located north of Pine Ave with easy access to Bean Point. This Anna Maria Island vacation rental home offers all the goodies to make sure your vacation does not skip a beat. This beautiful property offers four en-suites. Salty Sunsets offers tons of natural light that comes through to the open concept living area where there is plenty of space for entertainment.br Some perks of the gourmet kitchen are high end appliances and plenty of counter space for casual get-togethers. There is a back balcony with views and access to the pool and spa area. The backyard is surrounded by professional lush landscaping for your privacy. The heated pool and spa is half covered to keep cool from the Florida heat. Light up the gas grill for a barbeque with family as you enjoy the covered sitting area with a large wall mounted TV. As you enter this beach house you are greeted by a foyer and game room that offers ground level access to the pool area. Guests also have access to the 2 car garage. br On the main level (first level up) you will find the chefs kitchen, living room, king ensuite, bunk room ensuite (full sized bunks) as well as the half bath. The top floor features two queen ensuites, one of which has access to a private balcony overlooking the charming beach street. Just off the main stairwell on the top floor is a door that leads to the roof top deck offering 360-degree views of Anna Maria Island, featuring Gulf views!! br br Designed with an open living concept you will fall in love! The interior details of this home are just as impressive. The amazing outdoor relaxation space is surrounded by tropical landscaping and features a sparkling heated pool with a large sun shelf, spa, built-in seats and plenty of entertainment areas. Cool down under the covered area, watch TV, and relax. br br Disclaimers: br br *Florida Law requires an audible alarm to be installed on doors and windows that open to a pool area. The purpose of these alarms is to alert an adult if a child walks out to a pool area unattended. These alarms typically have a bypass button that allows the door to be opened for 7 seconds before the alarm goes off. These alarms must not be removed or tampered with in any way. Any evidence of tampering or damage to pool alarms will be billed to the credit card on file for the reservation.* br br *Dogs 25lbs or Less are welcome, A $250+Tax Pet fee is required per pet, This is a separate fee paid directly to Salty Mermaid Real Estate after booking. Pets that are not disclosed to our office will result in additional cleaning charges to your reservation. br br *Check in time is 4pm on the day of your arrival, Check out time is 10am on the day of your departure. No early access or late departure is allowed unless special arrangements are made with our office, Our cleaning and Inspection team need time to ensure the rental is clean and safe for your stay* br br *Please note, all guests occupying this property who are under the age of 25 must be accompanied by a parent or legal guardian. Thank you!* br br *This home has a 4-night minimum stay requirement* br br *Reservations that are 30 nights or longer will require a mid-stay clean, one of our rental agents will provide more information at the time of booking. br br *Please note this is not a party or large gathering house. Noise complaints will result in eviction* br br *Parking for 4 Vehicles Total. Driveway offers 2 spots, and garage offers 2 spots* br br *A starter kit of paper towels, toilet paper, trash bags, laundry detergent, and coffee & tea. Full-sized luxury hand soap, shampoo, conditioner, and body wash are provided at check-in. Also available if requested, while supplies last, is a toothbrush and sewing kit. Any additional items that you may need during your stay can be purchased at one of the local grocery stores.* br br *There is No Elevator in this home* br br *Pools are heated from approximately Thanksgiving to Easter only and are set no higher than 80 degrees. Spa temperatures default to the pool temperature when not in use and are able to reach 100 Degrees under normal weather circumstances. During colder weather, we cannot guarantee that the pool/spa can be maintained to that degree. No refunds, credits or discounts will be offered if the pool/spa temperature cannot be maintained due to unusually cold weather*

Bed

Bath

Sleeps

$429.85

/ Nightly

Private Vacation Home

Perfect Island Location! Heated pool and plenty of room for the entire family

Anna Maria, Florida, United States

Sea grape trees, hibiscus bushes and palm trees surround this pretty white-roofed daffodil-colored cottage that is just a short walk to the gulf beaches. The heart of Anna's Cottage is the great room, with French doors that open to a heated pool and a patio.. Another comfortable couch, wireless internet, free long distance calls and flat screen TV will keep everyone connected, comfy and entertained. The sunny kitchen is stocked with everything the chef in your group needs. The private upstairs master bedroom sparkles and is generously proportioned with an ensuite bathroom and a view of the pool below. Porches are back! Enjoy evenings filled with the creaking of white wicker easy chairs, the rustle of leaves and cool evening breezes in Anna's screened porch. Or perhaps the outdoor portico featuring a vintage wooden porch swing, lots of easy chairs and a rocking chair is where you want to be. Anna's Cottage: American style, sublime comfort. At the beach.brbrBedroom 1: Queen bedbrBedroom 2: Twin bedsbrDen: Twin day bed and twin trundle.br(Bedroom 1 and 2 share tub/shower bathroom in hallway)brbrUpstairs: brBedroom 3: King bed and ensuite walk-in showerbrbrPARKING: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.

Bed

Bath

Sleeps

$656.07

/ Nightly

Private Vacation Home

Canalfront Home, Saltwater Pool, Near Beaches and Shopping - Sunrise Shore

Anna Maria, Florida, United States

Sunrise Shore by AMI Locals brVPR16-000431 br brWelcome to Sunrise Shore, your ideal Anna Maria Island vacation home! This exquisite waterfront estate features five spacious bedrooms and three modern bathrooms nestled along a serene canal in Anna Maria. Just a short stroll from the Gulf beaches, charming shops, and delightful dining, Sunrise Shore offers the perfect balance of relaxation, water adventures, and island charm. Enjoy your private saltwater pool, outdoor dining area, and stunning water views, your perfect island escape awaits! brbrHighlights br• 3-minute walk to Anna Maria Beach br• 5 Bedroom / 3 Bath br• 4 King beds, 1 twin-over-twin bunk, queen sleeper sofa br• Private heated pool br• Outdoor grill and dining br• Water views br• Dog friendly (with approval and additional fee) br• Washer and dryer br• 4 Parking Spaces br• 2-minute stroll to shopping, dining, and local boutiques on Pine Avenue  brbrRelax outdoors in your tropical backyard, complete with a cozy Tiki hut and comfy lounge area for unwinding in the shade. Or enjoy your private saltwater pool in the front yard, enhanced by a Tiki umbrella and seating that invite you to soak up the island vibe. The pool area also offers water views, lounge chairs, and a dining table for breezy meals. Fire up the grill for a family cookout or sunset dinner. Explore nearby beaches, water activities, and local shops, all within a short walk or trolley ride. The outdoor patios and canal views create an island paradise for relaxing and entertainingbr brInside, you will find a comfortable, modern interior, designed for relaxation and togetherness. The open layout features a beach themed sitting area with a TV, perfect for movie nights or relaxing after a day at the beach. The fully stocked kitchen boasts stainless steel appliances, a wine fridge, and island seating, making casual meals or special island dinners easy. The elegant dining table seats all your guests for memorable meals and conversations. br brThe main floor features the primary bedroom with a king-sized bed and direct pool access, creating a private oasis. Upstairs, three additional king bedrooms share a hallway bathroom with a walk-in shower, while the fifth bedroom offers a Twin over Twin bunk bed, ideal for kids. The queen sleeper sofa in the living area offers additional accommodations to comfortably sleep extra friends or family members. All bedrooms are decorated for comfort with premium linens and flat-screen TVs. br brRoom Details br• Primary Bedroom (1st floor): King bed, direct pool access br• Second Bedroom (2 floor): King bed br• Third Bedroom (2 floor): King bedbr• Fourth Bedroom (2nd floor): King bed br• Fifth Bedroom (2nd floor): Twin-over-Twin bunk bed br• Living Room: Queen sleeper sofa br brBook Sunrise Shore today and enjoy a luxurious, water-front getaway on Anna Maria Island. With its stunning water views, private pool, outdoor dining, and prime location near beaches and shops, this home offers everything you need for an unforgettable vacation. Reserve your stay now and start creating lifelong memories in paradise! br brbr- brThis home is managed by AMI Locals, an Anna Maria Island property management company. 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.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 AMI Locals Rental Policies for full details. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$1382.96

/ Nightly

Private Vacation Home

Park n Chill: North End, Steps to Beach, West of Gulf, Pool by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Park n Chill by Anna Maria Life Vacation Rentalsbr117 Park Ave, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! West of Gulf Drive! 8 Houses to Beach!br4 Bedroom / 3.5 Bathroombr3 King Beds & 1 Queen BedbrPrivate Heated Pool & SpabrPool Loungers & Outdoor ShowerbrPoolside Entertainment Area with Bar, Sofa & Chairs & 2 TVsbrBuilt in Gas Grill Station & Patio Dining for 6brPutting Green, Corn HolebrPing Pong TablebrKitchen Bar & Island SeatingbrVerandah with Patio SeatingbrFenced YardbrProfessional Linen Service, Washer & Dryer, Complimentary WIFIbrBeach Towels, Chairs & WagonbrParking for 3 CarsbrbrDetails:brLocated on the North End of Anna Maria and West of Gulf Drive, Park n Chill is your beach house destination. A quick walk to the end of your street and you are on the white sand beach with the crystal-clear waters of the Gulf of Mexico. It doesn't get any better than this!brbrPark n Chill is an elevated home with three distinct levels; the main living area is on the 2nd floor with your kitchen, living and dining rooms. The living room features plush sofas centered around a wall mounted TV and gas fireplace. The dining table seats eight, with additional counter bar and kitchen island seating. A second family room opens to the front verandah with outdoor furniture ready for you to enjoy the island breezes.brbrThe master guest suite is also on level two and features a king-sized bed with an en-suite bathroom complete with a large walk-in shower and separate tub. The three additional bedrooms share the third level and include a second Master Suite with a King Bed. The other two bedrooms share a jack and jill bathroom; one with a king-sized bed and the other with a queen bed. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company.brbrYour guests will stay connected with complimentary WFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe ground level features the sparkling pool and spa with an outdoor shower and pool loungers. The poolside entertainment lounge has a bar, sofa and chairs and two TVs. Guests will love the outdoor ping pong table, corn hole and putting green. A built-in gas grill station and patio dining table for six make dining poolside easy!brbrPark n Chill 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 TV and Ensuite Bathroom (Level 2)brBedroom 2: King with TV and Ensuite Bathroom (Level 3)brBedroom 3: King with TV and Jack n Jill Bathroom (Level 3)brBedroom 4: Queen Bed with TV and Jack n Jill Bathroom (Level 3)brbrPlease notebrPets are not allowed in this home.brAmenities are subject to change.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.brbrVR21-000076brbrGolf 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

Bath

Sleeps

$847.8

/ Nightly

Private Vacation Home

Brand New Putting Green! Close to beach!

Anna Maria, Florida, United States

Blue Marlin by AMI Locals brVR18-000106 brbrWelcome to Blue Marlin by AMI Locals, a stunning four bedroom, four and a half bath Anna Maria Island vacation home featuring a private pool, hot tub, and putting green. This luxury beach retreat is perfectly located just a 10-minute walk to the Gulf beaches and two blocks from Pine Avenue, where you can explore local boutiques, cafes, and island dining. Ideal for families, large groups, or guests traveling with pets, Blue Marlin combines modern coastal design with resort style amenities for the ultimate island escape. brbrHighlights br• 10-minute walk to Anna Maria Beach br• 4 Bedrooms / 4.5 Bathrooms br• 4 King beds, 2 Queen sleeper sofas br• Private Heated Pool and Hot Tub br• Putting Green br• Pool Table and Outdoor Bar br• Pet Friendly (with approval and fee) br• 4 Parking Spaces br• Close to Pine Avenue shops and restaurants brbrStep into your private backyard oasis, where sunshine and relaxation await. Lounge by the heated pool with beach entry, unwind in the hot tub, or practice your short game on the private putting green. The shaded outdoor entertainment area is perfect for family fun, featuring a pool table, outdoor TV, island bar, and BBQ grill. Dine under the covered patio or sip a tropical cocktail as the island breeze drifts through. With a design focused on outdoor living, Blue Marlin offers everything you need to enjoy Florida’s Gulf Coast lifestyle. brbrInside, coastal chic meets modern comfort. The open concept living area features plush sofas, a large TV, and seamless access to the deck, creating an inviting space to gather after a day at the beach. The fully equipped kitchen includes stainless steel appliances, quartz countertops, and an expansive island with bar seating for six; ideal for cooking together or enjoying morning coffee. The dining area comfortably seats eight, perfect for shared meals or family game nights. brbrThe primary bedroom provides a private retreat with a king-sized bed, private balcony, and a spa-inspired ensuite bathroom complete with a double vanity, walk-in shower, and a soaking tub. The second bedroom, connected to the main house by the deck, features a king bed, a wet bar with a wine and beer cooler, and a private ensuite bathroom. On the upper floor, two additional bedrooms each include king beds and ensuite bathrooms with walk-in showers. Every space has been thoughtfully designed for comfort and relaxation, ensuring a restful night’s sleep after your island adventures. brbrRoom Details br-Primary Bedroom, 2nd Floor: King bed, ensuite bathroom with dual vanity sinks, walk-in shower, and soaking tub br-Second Bedroom, 2nd Floor: King bed, wet bar, ensuite bathroom with walk-in shower br-Third Bedroom, 3rd Floor: King bed, ensuite bathroom with dual vanity sinks, walk-in shower br-Fourth Bedroom, 3rd Floor: King bed, ensuite bathroom with walk-in shower br-Loft: Queen Sleeper Sofa br-Living Area: Queen Sleeper Sofa brbrGuests can enjoy easy access to the Anna Maria Island trolley, which makes exploring nearby attractions like Bean Point Beach and Bradenton Beach effortless. The home is pet friendly, welcoming dogs with prior approval, so your furry family members can join in the fun. Whether you’re looking to kayak in the bay, shop along Pine Avenue, or take a short drive to Holmes Beach and Coquina Beach, Blue Marlin places you near it all. brbrFrom the resort style pool and spa to its prime location near Pine Avenue and the beach, Blue Marlin by AMI Locals offers the perfect blend of luxury, comfort, and coastal charm. Ideal for family vacations, group getaways, or pet-friendly stays, this home invites you to relax, reconnect, and make unforgettable memories. brbrBook your stay today with AMI Locals and make your dream beach vacation a reality! brbr- br4 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. 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 AMI Locals Rental Policies for full details. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$1384.93

/ Nightly

Private Vacation Home

Large Canal Front Family Rental on Anna Maria with Pool, Dock and Mini Golf!

Anna Maria, Florida, United States

Serenity Beach by AMI Locals brVR16-000464 brbrWelcome to Serenity Beach by AMI Locals, a stunning five-bedroom, four-and-a-half-bath luxury vacation home located on the exclusive north end of Anna Maria Island, just a seven-minute walk to the Gulf beaches. This elegant canal-front retreat combines modern design, high-end amenities, and an ideal location. Perfect for families or groups seeking a serene getaway surrounded by island beauty! brbrHighlights br• 7-minute walk to the beach br• 5 Bedrooms / 4.5 Bathrooms br• Private Dock for boats up to 40 ft br• Private Heated Pool and Spa br• Ping Pong and Foosball Tables br• Putting Green br• Dog Friendly (with approval and fee) br• Beach Chairs and Cart Provided br• 4 Parking Spaces br• Located near Pine Avenue shops and restaurants brbrEnjoy your own private backyard paradise with a sparkling pool and spa, surrounded by lush tropical landscaping. Lounge on the sun deck, grill out with the gas BBQ, or gather with friends in the outdoor seating area beside the putting green. For family fun, challenge your crew to a friendly match of Ping Pong or Foosball. The private dock is perfect for sipping your morning coffee, fishing, or launching your kayak on calm canal waters, all just minutes from the Gulf. brbrInside, you’ll find an open concept living space designed for comfort and connection. The main living area features a spacious family room with plush seating and a large TV, seamlessly connecting to the dining room and fully equipped chef’s kitchen. Prepare meals with ease using high-end stainless-steel appliances, ample counter space, and all the essentials for entertaining. With multiple lounge areas and large windows that let in the island's sunlight, every corner of Serenity Beach exudes warmth and relaxation. brbrEach bedroom at Serenity Beach is designed as a tranquil sanctuary for rest and rejuvenation. The primary suite on the second floor offers a king bed, shared balcony access, and a luxurious ensuite bathroom with dual vanities, a walk-in shower, and a soaking tub. On the upper levels, three additional king bedrooms feature ensuite or shared bathrooms, and a cozy twin room provides the perfect setup for younger guests. The den and living areas also offer flexible sleeping spaces with a daybed with a trundle and a queen sleeper sofa, making this home ideal for large families or multi-generational gatherings. brbrRoom Details br-Primary Bedroom, 2nd Floor: King bed, shared balcony, ensuite bathroom with dual vanity sinks, walk-in shower, and soaking tub br-Second Bedroom, 3rd Floor: King bed, shared balcony, ensuite bathroom with walk-in shower br-Third Bedroom, 3rd Floor: King bed, ensuite bathroom with walk-in shower br-Fourth Bedroom, 3rd Floor: King bed, shares hallway bathroom with shower/tub combo br-Fifth Bedroom, 3rd Floor: Three Twin beds, shares hallway bathroom with shower/tub combo br-Living Area, 2nd Floor: Daybed with trundle br-Living Area, 3rd Floor: Queen Sleeper Sofa brbrGuests have access to four parking spaces and can easily explore the island using the Anna Maria Island trolley, which runs nearby. With beach chairs and a cart provided, your beach days are effortless, and the private dock offers convenient access for boating or fishing adventures. Dogs are welcome with prior approval (fee applies), so your furry friend can enjoy the island experience too. Whether you’re paddleboarding, dining along Pine Avenue, or relaxing poolside, Serenity Beach has everything you need for a perfect island stay. brbrWith its canal-front setting, luxurious amenities, and prime north end location just steps from the beach, Serenity Beach by AMI Locals is the ultimate retreat for families and friends seeking a high-end Anna Maria Island vacation rental. From the resort-style pool and spa to the private dock and game areas, every detail inspires relaxation and connection. brBook your stay today with AMI Locals and discover your slice of Serenity Beach paradise! brbr- brThis home is managed by AMI Locals, 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 AMI Locals 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. 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

Bath

Sleeps

$1186.1

/ Nightly

Private Vacation Home

The Curated Palm – Luxury Canal Home w/ Pool, Spa & Dock + Walk to Pine Ave

Anna Maria, Florida, United States

Welcome to The Curated Palm!brOn Anna Maria Island (Anna Maria, FL)brbrThe SpacebrThe Curated Palm is a home that feels at once elevated and effortless — where thoughtful craftsmanship, inspired design, and island living align in perfect harmony. From the moment you arrive, the tranquil canal setting draws your eye through the great room and out toward the water, inviting you to settle in, linger, and stay awhile.brbrDesigned for multi-family travel, longer escapes, and intentional downtime, this luxury residence blends sophistication with warmth and comfort. Resort-style outdoor living, refined interiors, and modern conveniences — including a residential elevator and dedicated office — make it ideal for both vacation and extended stays.brbrMinutes from Pine Avenue boutiques and Anna Maria's pristine Gulf beaches, The Curated Palm is where luxury and ease find their rhythm.brbrPerfect for: Families, friends, wellness retreats, workcations, or groups who appreciate inspired design, comfort, and elevated coastal living.brbrHighlightsbr- Private canal-front home with new dockbr- 4 bedrooms / 4.5 bathroomsbr- 3 king suites + queen-over-queen bunk suitebr- Saltwater pool with oversized heated spa + sun shelfbr- Shaded outdoor lounge with bar + TVbr- Charging stands on all nightstandsbr- Dedicated executive office (monitor, audio/video equipment, printer, wine fridge, ice maker)br- 2 Kayaks + ping pong table for guest enjoymentbr- Fire Pitbr- Fitness area with Peloton+ bike, weights and benchbr- Residential elevatorbr- SONOS sound systembr- Breville Barista Express Espresso Machinebr- Keurig K-Elite Single Serve K-Cup Pod Coffee Makerbr- EV charging outletbr- 4 parking spacesbrbrShort walk to Pine Avenue, Bayfront Park, and Gulf beachesbrbrInterior Spacesbr- Living Area: Expansive great room with abundant natural light, refined coastal décor, SONOS audio, and canal views. Comfortable seating and a large TV create an inviting gathering space.br- Dining Area: Table seating for eight plus additional seating at the island — ideal for shared dinners or slow mornings with coffee and a view.brbrBedroomsbr- Primary Suite: King bed, TV, 2 walk-in closets, spa-inspired ensuite with dual vanities and double walk-in shower.br- Guest Suites (3): Three additional guest suites, each with ensuite bathrooms and TVs, designed to offer comfort and privacy for every guest.br- Bathrooms: 4 full ensuites + 1 half bath, all with premium finishes, fresh linens, and thoughtful design details.brbrRoom Detailsbr- Primary Bedroom — 2nd Floor: King bed, ensuite w/ dual vanities + double walk-in showerbr- Second Bedroom — 3rd Floor: King bed, ensuite w/ double vanity + walk-in showerbr- Third Bedroom — 3rd Floor: King bed, ensuite w/ double vanity + walk-in showerbr- Fourth Bedroom — 2nd Floor: Queen-over-queen bunk bed, ensuite w/ shower/tub combobrbrLayout Overviewbr- Ground Level: Garage, fitness area, ping pong, kayak storage, and elevator access (with approval & fee).br- First Living Level: Open-concept kitchen, dining, and living area with balcony, two bedrooms (primary + bunk suite), executive office, laundry room, and half bath.br- Second Living Level: Two additional king suites with ensuite baths and a loft walkway overlooking the great room below.brbrOutdoor Livingbr- Step outside to your private canal-front retreat — where sun, shade, and water come together effortlessly.br- Pool & Spa: Saltwater pool with sun shelf and oversized spabr- Outdoor Bar & Lounge: Covered bar with TV, sectional seating, and dining table for al fresco eveningsbr- Private Dock: Ideal for fishing, paddle craft launch, mooring boat, or quiet water watchingbr- Outdoor Shower: Perfect for rinsing off after beach daysbr- Fire Pit: Gather under the stars around the fire pit — the perfect spot for evening conversations, sunset reflections, and cozy coastal nights.brbrHere, every detail was designed to elevate the experience — from the shimmer of the canal at dusk to the outdoor lighting that makes every evening feel cinematic.brbrKitchen & Diningbr- Gourmet kitchen with gas stove + double islandsbr- Premium appliances + quartz countertopsbr- Dishwasher + two ice makersbr- Keurig K-Elite Single Serve K-Cup Pod Coffee Maker, Breville Barista Express Espresso Machine br- Fully stocked cookware, dinnerware, and serving pieces. Toaster, blender.brbrA kitchen that invites creativity — whether preparing fresh seafood or plating takeout from a Pine Avenue favorite.brbrOfficebrA dedicated executive workspace featuring:br- Desk + monitorbr- Printerbr- Audio Visual equipment (camera + speaker)br- Wine fridgebr- Ice MakerbrbrIdeal for extended stays, remote work, or creative retreats.brbrAdditional Amenitiesbr- Washer + dryerbr- Cable TV + high-speed Wi-Fibr- A/C + heat for year-round comfortbr- Hair dryer, iron, ironing boardbr- Beach towels + premium linensbr- Beach gear rental credit included (chairs, umbrellas, bikes, and more)brbrFeaturesbr- Peloton Plus Bikebr- Guests can bring their own Peloton shoes or use the pedal clip on and ride in their own shoesbr- Dumbbell rack holds 5lb, 10 lb, 15lb, 20lb, 25lb, and 30lb dumbbellsbr- Bench and Pilates MatbrbrParkingbr- One-car garage + driveway parking for 2–3 vehiclesbr- Dedicated EV charging outlet (guest garage)brbrStart your story at The Curated Palm — where elevated design meets effortless island living.brbrPoliciesbrbrPlease 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.brbrNO SMOKING. NO PETS.brbrBooking & Fee PolicybrInclude all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets.brbrOptional Services (subject to approval)brEarly check-in/late departure, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.brbrNotebrElevator available. Not wheelchair accessible. If inoperable, repair times cannot be guaranteed and stairs will be required.brbrReservations & Guest RequirementsbrMost stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed.brbrQuiet Hoursbr10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted.brbrCleaning & LinensbrHome is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite.brbrGolf Cart RentalsbrExplore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests.brbrPool & SpabrPool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. Guests may not adjust equipment; violations may result in fines or damages.brbrProperty SecuritybrExterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas.brbrPayments & Cancellation PolicybrPolicies updated October 6, 2025 — see full Terms & Conditions for details.brbrPayment SchedulebrDepositbr- Reservations up to 20 days: 50% of total amount due at time of booking.brRemaining Balancebr- Reservations up to 20 days: Remaining 50% due 30 days prior to check-in.brbrCancellation PolicybrFor Reservations of 20 Days or Lessbr- More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee.br- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee.br- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee.br- Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made.brbrTravel InsurancebrCSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes.brbrAdditional TermsbrNo refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted.brbrCity of Anna Maria Vacation Rental License: VR25-000026brMax Occupancy: 8 Guests | Max Vehicles: 4brInformation deemed reliable but not guaranteed; subject to change or withdrawal without notice.

Bed

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$970.48

/ Nightly

Private Vacation Home

A Sea Star by Beach Boutique Rentals

Anna Maria, Florida, United States

Ideally located just steps from the beach, A Sea Star offers a unique 3 bedroom vacation home with carriage house for a perfect family getaway.brbr*Features include* brbr* Private yard with sparkling heated pool br* Gourmet kitchen br* 3 bedrooms, 3 luxurious full bathrooms br* 2 master suites, one located in the carriage housebr* Sleeper sofa in the main house plus daybeds in the carriage housebr* Fun bunk bedroom for the kidsbr* Washer and dryer br* Expansive patio with loungers and covered recreational areabr* Outdoor dining and gas grillbr* Ping-pong and cornholebr* Beach chairs, umbrellas, beach toys br* Steps to Bayfront Park and the bay beachbrbrNestled in the heart of Anna Maria, A Sea Star awaits. This beachside sanctuary offers the perfect blend of comfort, style, and convenience, with direct beach access to Bayfront Park.brbrA Sea Star is a unique 3 bedroom, 3 bathroom home. The entire house is elevated, providing a huge outdoor covered area below for playing games or taking in some shade by the pool. Upstairs, you will find a main 2 bedroom 2 bath home, combined with a separate 1 bedroom carriage house. This layout offers the ideal space and amenities for a perfect family and friends getaway. brbrFirst, step into a sunlit haven in the main house where the spacious, open living area provides the hub for connection and relaxation. The fully equipped kitchen features gleaming stainless-steel appliances, ample cabinet and counter space, plus a breakfast bar overlooking the dining room - perfect for preparing meals together while discussing the day’s island adventures. The dining room table is large enough to seat up to 10 people.brbrThis portion of the home also offers a cozy living room with sliding glass doors leading to the covered balcony. Relax on the balcony with a coffee or a cocktail and take in the sights and sounds of nature. The master bedroom features cable TV, desk space, a king bed and luxurious ensuite bath. Down the hall you will find a second full bathroom and the guest bedroom which features a twin over full bunk bed and pullout trundle. brbrYou will find the sleeping arrangements are endless when you step outside and walk over to the fabulous carriage house. The carriage house offers another private retreat with a queen bed and beautiful tile bathroom, as well as a separate living area with 2 twin daybeds and pullout trundles. For added convenience this adorable space also offers a small kitchenette with breakfast bar, sink, mini fridge and microwave.brbrThe spacious yard is your personal paradise, where days can be spent basking in the sun or floating in the private pool. Everyone will enjoy taking turns with the ping-pong table and cornhole set. Embrace outdoor living on the covered patio decked out with a sectional sofa, loungers for soaking up the sun, and an outdoor dining area - perfect for poolside grilling on the BBQ.brbrLocated on a quiet section of popular Gladiolus St, this home offers convenient access to the gulf beach and stunning Bean Point. But, even better yet, the property line shares a direct beach path to Bayfront Park so that you can walk to the sandy shore of Tampa bay in less than one minute. With something for every member of your group, A Sea Star promises to be the star of your dream vacation memories. brbrADDITIONAL INFORMATION brbrWe generally require a minimum stay during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.brbrOur cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels. brbrAnna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrThis home provides off-street parking for up to 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

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$518.85

/ Nightly

Private Vacation Home

Willow Cottage: Steps to the beach, heated pool, perfect location!

Anna Maria, Florida, United States

***Photos Updated April 2025***brWelcome to Willow Cottage, a charming sunny cottage just steps to the white sandy beaches on the north end of Anna Maria Island. Come bury your feet in the sand or lounge by your private pool. This pristine ground floor island cottage has all the luxuries and charm you’ll come to expect from staying at a Sato Vacation Rental. brbrWillow Cottage is just a few flip flop steps away from the beach with no busy roads to cross. Leave your car parked the town is very walkable and our island’s free trolley is only a few steps away. Willow Cottage offers 3 bedrooms and 2 baths and is tastefully designed to create a warm and inviting atmosphere. Take a swim in your own private pool or light the gas grill for a barbecue with family and spend your evening relaxing in your private backyard. Your family will enjoy get-togethers with all the outdoor space.brbrThis home offers a split plan with two spacious guest rooms and a bath on one side and the master with ensuite nestled at the back of the house. You will also find a queen sleeper sofa for extra sleeping space. The pool and paver patio create a beautiful backyard oasis. This cottage has a Wonderful location just two houses from the beach and short stroll to Pine Avenue boutique shopping, dining and gorgeous beach sunsets.brbrJust off of the living room you will find a King bedroom and full beds bedroom. These bedrooms have access to a shared walk-in shower bathroom found in the adjacent hallway. Cook family dinner to enjoy poolside in the fully equipped kitchen! The master BR with ensuite is in the rear of the house with direct pool access.brbrAs always, we make sure you have the ability to stay connected on our free high-speed wireless internet! Kick back relax turn on the Flat screen and catch that flick you always wanted to see or that must-see sports game.brbrCome experience for yourself why so many guests return year after year to the enchanting Willow Cottage!brbrPETS: Dogs are allowed with prior approval. Must be well trained and less than 25lbs. A $150 non-refundable pet fee applies per pet.brbr*Please note: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.

Bed

Bath

Sleeps

$917.03

/ Nightly

Private Vacation Home

Anna Maria Beach House- 5 bedrooms close to beach- Private pool and spa

Anna Maria, Florida, United States

Anna Maria Beach House 212 Spring Avenue, Anna Maria, FL 34216 What you will love about this property: • Luxury home with luxury finishes • Private pool and spa • Private balconies and rooftop deck with stunning views • Fully equipped gourmet kitchen • EV charger • Pet friendly • Professional Linen program • Full size washer and dryer • Close to shops, restaurants and free trolley access • In the heart of Holmes Beach Property details: Welcome to Anna Maria Beach House. Anna Maria Beach House offers a 5 bedroom and 6.5-bathroom, pet-friendly property, making it a perfect vacation retreat for your whole family. Situated close to the beach, shops, and restaurants, this property is an ideal choice. Just a brief stroll away from the beach, the house boasts a pool and hot tub for your enjoyment. Cap off your day by heading to the rooftop deck to marvel at breathtaking sunsets. The kitchen, fully equipped with stainless steel appliances and a wine fridge, offers ample space for gatherings. The spacious open living room provides comfortable seating for large groups and offers stunning views through its windows. The primary bedroom, with a king-size bed, opens onto a private balcony and includes an ensuite bathroom. Bedrooms 2, 3, 4, and 5 are tastefully furnished with king-size beds, each featuring its own ensuite bathroom with walk-in showers. Additionally, there's a bathroom with a shower and tub combo off the third level living room. The den features a queen sleeper sofa. Step into the backyard oasis, complete with a private pool, hot tub, a putting green to hone your putting skills and plenty of seating. For indoor entertainment, there's a game room on the bottom floor featuring a foosball table. Come and experience Anna Maria Beach House for your dream vacation! Get everyone together in comfort and style at Anna Maria Beach House. Book with us today. Bedrooms & Bathrooms • Primary Bedroom, King bed, ensuite bathroom with dual vanity sinks and walk-in shower, private balcony access • 2nd Bedroom, King bed, ensuite bathroom with walk-in shower • 3rd Bedroom, King bed, ensuite bathroom, with walk-in shower • 4th Bedroom, King bed, ensuite bathroom, with walk-in shower • 2 Twin beds, ensuite bathroom with walk-in shower • Den: Queen sleeper sofa This property participates in our Professional Linen Program. In Beach House Real Estate's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, wash cloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. Exciting news Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart for only $750 a week. Please contact us to reserve your golf cart today! Are you bringing the kiddos We have pack & plays and highchairs too! Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure. We rent by the week: Pack & Play - $50.00 Highchair - $40.00 Please contact us to reserve your baby equipment. Friendly reminders This property allows pets and there will be an additional non-refundable pet fee. Dogs are allowed under certain conditions and all animals including service dogs must be disclosed and approved prior to arrival. No cats allowed. Weight limits apply and maximum of 2. Please reach out to Beach House Real Estate for full details. This home is managed by Beach House Real Estate, an Anna Maria Island property management company. Please remember you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without a refund. We do not accept reservations from anyone under 25 years of age. We do not allow people under 25 to occupy a property unless accompanied by someone over 25 years of age. Please note: 4 cars at maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

Bed

Bath

Sleeps

$2467.7

/ Nightly

Private Vacation Home

Winding Waves- Luxury 9 bedrooms on canal with large pool and spa!!

Anna Maria, Florida, United States

Winding Waves 9403 Gulf Dr, Anna Maria, FL 34216 What you will love about this property: • Luxury home with luxury finishes • Canal front property with dock • Private balcony and roof top deck with stunning views • Private pool and spa • Private Elevator • Fully equipped gourmet kitchen • Pet friendly • Beach items- Beach chairs, wagon and umbrella • Professional Linen program • Full size washer and dryer • Close to shops, restaurants and free trolley access • In the heart of Anna Maria Property details: Welcome to Winding Waves. Get ready to be swept off your feet by the charm and luxury of Winding Waves, your dream vacation spot right on the beautiful Anna Maria Island. This dazzling nine-bedroom, eight-and-a-half-bathroom beachfront home is all about fun in the sun and upscale relaxation! Splash and Play Outdoors: Dive into our whimsical lazy river-inspired private pool or show off your skills on the putting green. Want to catch some breathtaking views Head up to our rooftop deck and bask in the stunning vistas of the water. It’s the ultimate playground for everyone! Chic and Cozy Living Spaces: Step inside to a vibrant living area with a plush, curved sectional and stylish side chairs—perfect for popcorn and movie nights or just chilling out with friends and family. The deck is just a slide away, decked out with comfy sofas for that al-Fresco vibe. Love to cook Our kitchen is a foodie’s dream, equipped with top-notch cookware, all the best appliances, and a fun island where everyone likes to gather. Don’t miss the bar area with its handy wine fridge—cheers to that! Dreamy Bedrooms for Sweet Dreams: Drift off in the tropical bliss of the primary bedroom, complete with a private deck for soaking up those ocean views. The ensuite is like stepping into a spa, featuring a luxe step-in shower and a soaking tub encased just for you. Each of the seven King bedrooms is a haven of style, with some boasting balconies and their own ensuites. Got kids They’ll go wild for the shark-themed bunk bed room, complete with its own bath! Extra Perks Upstairs: Up on the second floor, you’ll find everything you need to keep things smooth, including a full bathroom with a walk-in shower, a laundry room ready to tackle beach towels, and a handy half bath. This fantastic rental not only boasts spacious living areas and modern amenities but also features the convenience of an elevator, making everyday living a breeze. Ready, Set, Vacation! At Winding Waves, every detail pops with fun and flair, setting the scene for a vacation you’ll want to relive year after year. Pack your bags and let Winding Waves be your next home away from home—where every day feels like the best beach party ever! Get everyone together in comfort and style at Winding Waves. Book with us today. Bedrooms & Bathrooms • Primary Bedroom, (3rd Floor): Kick back like royalty in this king-sized sanctuary, boasting its own private balcony overlooking the beach. Wake up to stunning views and then pamper yourself in the ensuite bathroom complete with dual vanity sinks, a luxurious walk-in shower, and a separate water closet for utmost privacy. • Second Bedroom, (3rd Floor): Dream easily in another king bed, where comfort meets style. This room also features an elegant ensuite bathroom with dual vanity sinks and a spacious walk-in shower, making getting ready a breeze. • Third Bedroom, (3rd Floor): King bed bliss! Unwind in style and enjoy the convenience of an ensuite bathroom with a sleek walk-in shower. • Fourth Bedroom, (3rd Floor): Perfect for buddies or kids, this room sports built-in Full over Full bunk beds and a charming ensuite bathroom with a shower/tub combo. It's a cozy retreat after a day of sun and fun! • Fifth Bedroom, (2nd Floor): Step out onto the front balcony from this splendid room with a king bed and breathe in the ocean air. It's your own slice of paradise with an ensuite bathroom that includes a walk-in shower. • Sixth Bedroom, (2nd Floor): Another front-balcony access room with a king bed, designed for both comfort and style. The ensuite bathroom with a walk-in shower adds a touch of luxury to your stay. • Seventh Bedroom, (2nd Floor): Simplicity and elegance come together in this king-bedded room, featuring an ensuite bathroom with a walk-in shower for a refreshing start or end to your day. • Eighth Bedroom, (2nd Floor): This king-bedded room opens to a balcony with views of the backyard and pool area. It shares a chic hallway bathroom with a walk-in shower, perfect for a quick rinse after a swim. • Ninth Bedroom, (2nd Floor): Completing our grand tour is this king-bedded room with direct access to the poolside balcony. It shares a modern hallway bathroom with a walk-in shower, ensuring a cool, comfy escape from the sunny days. This property participates in our Professional Linen Program. In Beach House Real Estate's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, wash cloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. Exciting news Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart for only $750 a week. Please contact us to reserve your golf cart today! Are you bringing the kiddos We have pack & plays and highchairs too! Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure. We rent by the week: Pack & Play - $50.00 Highchair - $40.00 Please contact us to reserve your baby equipment. Friendly reminders This property allows pets and there will be an additional non-refundable pet fee. Dogs are allowed under certain conditions and all animals including service dogs must be disclosed and approved prior to arrival. No cats allowed. Weight limits apply and maximum of 2. Please reach out to Beach House Real Estate for full details. You are not allowed to use the boat lift or the firepit. The hammock is no longer at the property. This home is managed by Beach House Real Estate, an Anna Maria Island property management company. Please note that homes with elevators do not have living accommodation on the first floor. If you have members in your party that struggle with the use of stairs, we strongly recommend that you reserve a property on the ground floor. Beach House Real Estate cannot be held accountable for any malfunctions of the elevator and does not offer compensation. Please remember you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without a refund. We do not accept reservations from anyone under 25 years of age. We do not allow people under 25 to occupy a property unless accompanied by someone over 25 years of age. Please note: 4 cars at maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

Bed

Bath

Sleeps

$1281.2

/ Nightly

Private Vacation Home

Compass Rose- Luxury 9 bedroom close to beach with rooftop, pool and spa

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$909.1

/ Nightly

Private Vacation Home

From Dusk Til Dune- 5 bedroom, Canal front, private pool/spa and close to beach

Anna Maria, Florida, United States

From Dusk ‘Til Dune 404 North Shore Dr, Anna Maria, FL 34216 What you will love about this property: • Luxury home with luxury finishes • Canal front property with private path to bay • Private balcony and roof top deck with stunning views • Private pool and spa • Elevator • Fully equipped gourmet kitchen • Pet friendly • Professional Linen program • Full size washer and dryer • Close to shops, restaurants and free trolley access • In the heart of Anna Maria Property details: Welcome to From Dusk ‘Til Dune. This home is a recently built beach residence offering rooftop water views just one block away from the Gulf of Mexico beaches. This 5-bedroom, 5.5-bathroom, pet-friendly vacation haven is brimming with amenities. Its stunning backyard features a private pool, hot tub, and under the covered patio, you'll find ample seating, a ping pong table, and a BBQ grill! Conveniently located near AMI shops and restaurants, enjoy soaking up the sunshine with friends and family at From Dusk 'Til Dune. With an open layout floor plan, From Dusk ‘Til Dune offers plush seating and amenities in the kitchen you will enjoy. Upgraded stainless steel appliances, quartz countertops and plenty of seating - you have a choice of eating at the island, the formal dining room or head to the rooftop deck. Five bedrooms, beautifully furnished, will provide you with sweet dreams so you can rest up for your next beach day. Three bedrooms located on the second floor have king-size beds and ensuite bathrooms. The third floor houses a wet bar and two primary bedrooms, which can also be accessed by the elevator. Both primary bedrooms have king-size beds, walk-in closets, walk-in showers and standalone tubs. Lush tropical landscaping surrounds a secluded oasis featuring a pool and jetted jacuzzi, offering a private retreat. Ample lounging areas invite you to unwind and savor your vacation on the Island. With From Dusk 'Til Dune as your base, endless activities await you on the Island Get everyone together in comfort and style at Dusk ‘Til Dune. Book with us today. Bedrooms & Bathrooms • Primary Bedroom, 3rd floor: King bed and ensuite bathroom with shower and tub • Second Bedroom, 3rd floor: King bed and ensuite bathroom with shower and tub • Third Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower • Fourth Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower • Fifth Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower This property participates in our Professional Linen Program. In Beach House Real Estate's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, wash cloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. Exciting news Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart for only $750 a week. Please contact us to reserve your golf cart today! Are you bringing the kiddos We have pack & plays and highchairs too! Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure. We rent by the week: Pack & Play - $50.00 Highchair - $40.00 Please contact us to reserve your baby equipment. Friendly reminders This property allows pets and there will be an additional non-refundable pet fee. Dogs are allowed under certain conditions and all animals including service dogs must be disclosed and approved prior to arrival. No cats allowed. Weight limits apply and maximum of 2. Please reach out to Beach House Real Estate for full details. This home is managed by Beach House Real Estate, an Anna Maria Island property management company. Please note that homes with elevators do not have living accommodation on the first floor. If you have members in your party that struggle with the use of stairs, we strongly recommend that you reserve a property on the ground floor. Beach House Real Estate cannot be held accountable for any malfunctions of the elevator and does not offer compensation. Please remember you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without a refund. We do not accept reservations from anyone under 25 years of age. We do not allow people under 25 to occupy a property unless accompanied by someone over 25 years of age. Please note: 4 cars at maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

Bed

Bath

Sleeps

$1014.72

/ Nightly

Private Vacation Home

Costa Bella: 4-Bedroom Home with Private Pool and Spa / Close to Beach and Pine

Anna Maria, Florida, United States

Costa Bella by Anna Maria Island Accommodations brbrWelcome to Costa Bella, a four bedroom, four and a half bath luxury vacation home just steps from the beach and Pine Avenue. With chic coastal design, a private pool and spa, and ensuite bathrooms in every bedroom, this home is the perfect choice for families and groups looking to relax, explore, and create unforgettable memories on Anna Maria Island. brbrHighlights br• 1-minute walk to Anna Maria Beach br• 4 Bedrooms / 4.5 Bathrooms br• 3 King beds, 2 Twin-over-Twin bunk beds br• Private pool with spa br• Outdoor dining area with grill br• Balcony for fresh island breezes br• Pet-friendly with approval and fee br• 4 parking spaces br• Walking distance to Pine Avenue shops and dining brbrCosta Bella’s backyard is designed for fun and relaxation, featuring a sparkling pool, spa, and plenty of lounge space. Fire up the grill for family meals, gather around the outdoor dining table, or enjoy a peaceful evening under the stars. With a prime location near the beach and Pine Avenue, everything you need for an effortless island escape is right at your doorstep. brbrInside, the open concept design is bright and airy, with a spacious living area perfect for movie nights or family game time. The modern kitchen is fully equipped with stainless steel appliances, custom cabinetry, and ample counter space for meal prep. Whether you’re cooking a family dinner or enjoying takeout, the dining table comfortably seats everyone for shared meals and celebrations. brbrAll four bedrooms at Costa Bella feature ensuite bathrooms for ultimate privacy and convenience. The primary suite includes a king bed and a spa-like ensuite with a soaking tub. Two additional bedrooms also feature king beds and walk-in showers, while the fourth bedroom offers twin-over-twin bunk beds with its own ensuite bathroom, a favorite for kids. With four bathrooms in total, every guest has their own retreat. brbrRoom Details br-Primary Bedroom: King bed, ensuite bathroom with soaking tub br-Second Bedroom: King bed, ensuite bathroom with walk-in shower br-Third Bedroom: King bed, ensuite bathroom with walk-in shower br-Fourth Bedroom: Two Twin-over-Twin bunk beds, ensuite bathroom with walk-in shower brbrLocated just one minute from the Gulf beaches and Anna Maria’s popular Pine Avenue, Costa Bella puts you close to boutique shopping, local dining, and historic attractions. Hop on the AMI trolley to explore Holmes Beach and Bradenton Beach, book a fishing charter, or spend the day kayaking on the bay. Traveling with a larger group Siena Sky, Costa Bella’s neighboring home, is also available to rent for an unforgettable multi-family stay. brbrCosta Bella by Anna Maria Island Accommodations combines luxury, comfort, and unbeatable location for the ultimate island getaway. With a private pool, spacious design, and steps to both the beach and Pine Avenue, this home is the perfect choice for families and groups. Book your stay today and start making memories at Costa Bella! 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. Weight limit of 50lbs max total for 1 or 2 dogs combined. No dangerous breeds allowed. See our Anna Maria Island Accommodations Policies for full details. brbr4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease see our Anna Maria Island Accommodations Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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Bed

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Bath

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