Vacation Rentals By Owner In Anna Maria, FL

$1537.08

Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green

Anna Maria, Florida, United States

Luxury abounds in this lovely home on the north end of Anna Maria. Every inch of this home was built in a well thought out manor with elegance and comfort in mind. This magnificent and sprawling estate has four bedrooms, 4.5 bathrooms and a bonus room children to congregate and play games. The bonus room is equipped with full beds and bunks. All other bedrooms have King size beds. The home is three stories with an elevator that goes to all floors, except for the roof top deck.brbrThe ground level will grab your attention with the spacious under roof, open air gathering area. This area has plenty of comfortable seating by the gas fireplace, an eight seat dining table, large flat screen TV, putting green and completed with an amazing pool and hot tub. brbrMoving to the second floor, you will immediately be enchanted by the gorgeous views of the Tampa Bay and Sunshine Skyway. The spacious and comfortable semi-circular sofa gathers around the gas fire place and large flat screen TV. Then feast your eyes on the gourmet kitchen for even the most discerning chef in the family. While the Chef is making your fresh catch or favorite meal you can sit at the kitchen island, dining table or open air sun deck with the amazing blue/green waters that Anna Maria Island is famous for. There are also two bedrooms on the second floor each with its own bathroom.brbrThe third floor, like the second floor can be accessed by the stairs or the elevator. The second and third floors are separately cooled and the stairwell upstairs is glassed in with a door leading to the stairs. brbrOnce upstairs you will be introduced to the next bedroom, Master suite and bonus bunk room. Each bedroom has its own bath and king size beds. The master ensuite hast a state of the art bath and shower, dual sinks and features that give it the extra Wow factor. The views from the two bedrooms are fabulous and second to none! There is a balcony that overlooks the Tampa Bay and Sunshine Skyway Bridge. You can see for miles.brbrFinally, we reach the roof top sundeck where you really can see for miles as well as having a birds eye view of the surrounding neighborhood. The breeze from up top is as amazing as the 360 degree views.brbrThis state of the art home is within walking distance to the Post Office, Pine Avenue shops and restaurants, the Rod and Reel Pier, the Anna Maria City Pier. Roser Church and the highly sought Bean Point.brbrThis rental requires the non-refundable $55.00 damage protection/waiver.brbrWagner RealtybrbrAmenities Include:brbr- View: Tampa Bay/Skywaybrbr- Waterfront: Across the streetbrbr- Beach Distance: Across the street or 1/2 milebrbr- Pool, Heated: Yesbrbr- Beach Access: Publicbrbr- Pool: Yesbrbr- TV Cable/Satellite: Cable/Steamingbrbr- Internet Access: Yesbrbr- washer dryer: Full sizebrbr- Bed Size 1st/Master: Kingbrbr- Bed Size 2nd Rm: Kingbrbr- Bed Size 3rd Rm: KIngbrbr- Bed Size 4th Rm: Kingbrbr- Bed Size 5th Rm: Two full beds & twin bunksbrbr- Elevator: Yesbrbr- Floor No.: Ground to Roof topbrbr- Parking: Two car garage + one spacebrbr- Patio: Several open air decksbrbr- Balcony: Several open air decksbrbr- Fireplace, Wood/Gas: Electricbrbr- Lanai: Several open air decksbrbr- TVs/Vcr/Dvd: 3 TV's; Mbr, LR & pool areabrbr- Furnished: Yesbrbr- Master Bath Features: Walk-in shower/Garden tubbrbr- Walk-In Shower: Yesbrbr- Garage: Two carbrbr- Bus Service Avail.: Public transitbrbr- Hot Tub: Yesbrbr- Agent: Lisa Varanobrbr- Office: Anna Maria Islandbrbr

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$982.85

/ Nightly

Private Vacation Home

The Oasis at Palmetto

Anna Maria, Florida, United States

The Oasis at Palmetto by AMI LocalsbrbrWelcome to The Oasis at Palmetto, an upscale four-bedroom retreat with a private pool, bright coastal interiors, and an unbeatable location just a 2-minute walk to the Gulf of Mexico. Nestled on the quiet north end of Anna Maria and steps from Pine Avenue’s boutique shops and cafes, this home is perfect for families and small groups seeking comfort, convenience, and relaxed island living. Thoughtfully designed indoor and outdoor spaces create the ideal setting for memory-making on one of Florida’s most beloved beaches.brbrHighlightsbr• 2-minute walk to the beachbr• 4 bedrooms, 3.5 bathroomsbr• 2 kings, 1 queen, 1 twin over full bunk. Queen sized sleeper sofabr• Private heated poolbr• Elevatorbr• Outdoor seating and BBQ grillbr• Near Pine Avenue dining and shoppingbr• Washer and dryerbr• 3 Parking Spaces availablebr• Outdoor showerbr• Upscale, family friendly designbrbrStep into your own tropical escape with a private heated pool surrounded by lush landscaping and comfortable lounge seating. Start your mornings with coffee by the pool, grill lunch outdoors, or unwind in the warm evening breeze after a day on the sand. An outdoor shower offers easy rinsing after beach adventures, and the shaded patio provides a relaxing spot for gatherings, meals, or quiet downtime. With the beach just around the corner, this home blends the best of indoor comfort and outdoor island living.brbrInside, The Oasis at Palmetto welcomes you with a bright open concept layout designed for relaxation and togetherness. An in-home elevator provides convenient access between floors, making arrivals, departures, and unpacking effortless. The living room offers comfortable seating and a large smart TV for movie nights or downtime between beach trips. The fully equipped kitchen features stainless steel appliances, plenty of counter space, and everything needed to prepare meals at home. A dining area and breakfast bar provide ample room for shared meals and conversation, making this home a wonderful setting for family gatherings.brbrRetreat to the spacious primary bedroom, complete with a king bed, elegant furnishings, and an ensuite bathroom with a walk-in shower. A second king bed offers another peaceful escape, while the third bedroom features a queen bed and its own ensuite bathroom with a walk-in shower. The bunk room, furnished with a twin over full bunk, is perfect for kids or extra guests and shares a hallway bathroom with a shower and tub combination. A convenient half bath is located near the main living area.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite bathroom with walk in showerbr• Second Bedroom: Queen bed, ensuite bathroom with walk in showerbr• Third Bedroom: King bedbr• Fourth Bedroom: Twin over full bunkbr• Shared Hallway Bathroom: Tub and shower combinationbr• Additional Half Bath: Located near main living areabrbrGuests will enjoy a washer and dryer, Wi-Fi, smart TVs, outdoor shower, parking, and easy access to Anna Maria’s free trolley. Explore Pine Avenue’s shops, local eateries, ice cream parlors, and historic sites, all just a short walk from the home.brbrWith its prime north end location, private pool, and inviting coastal interiors, The Oasis at Palmetto is the perfect home base for your next beach vacation. Book your stay with AMI Locals and enjoy the comfort, style, and island charm that make Anna Maria a truly unforgettable destination.

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$388.89

/ Nightly

Private Vacation Home

Coquina Cottage B by Duncan Real Estate

Anna Maria, Florida, United States

Welcome to Coquina Cottage B! Coquina Cottage B is exceptionally located at the northern end of Anna Maria Island, just steps away from gorgeous Tampa Bay. Enjoy panoramic water views from this three-bedroom, upper level, two story duplex home across from the calm waters and playground amenities of Bayfront Park. Walk to catch the free trolley, shop on popular Pine Avenue, dine on delicious local seafood, or fish at the Anna Maria City Pier or the Rod and Reel Pier and Restaurant.br Only 4 blocks to Bean Point beach, considered one of the most spectacular of the island's beaches! Enjoy the views of the bay and the night-lit Sunshine Skyway bridge from the screened-in porch, then enjoy the brand-new heated pool out back. br br HIGHLIGHTSbr br Shared heated Pool (20x10 ft.)br 1,196 sq. ft.br 330 sq. ft. of deck spacebr Waterfront viewsbr Centrally located near Bayfront Park and Pine Avenuebr 50 feet from bay access to beachbr 0.8 miles from gulf beach accessbr br BEDROOMSbr br Sleeps 4br Primary Bedroom: Kingbr Second Bedroom: Queenbr Extra beds: Two Extra Long Twinsbr br BATHROOMSbr br Primary Bathroom: Master Bath with Shower/Tub Combobr Guest Bathroom: Free Standing Shower with Washer / Dryer Combobr br EXTERIORbr br A large deck out front is screened in and has two ceiling fans, with outdoor dining area for four and lounge area. The stairs from the screened-in deck lead to a pathway to gated pool area with grill. The landscaped backyard features attractive outdoor lighting, and a new heated pool shared with the downstairs renters. There are two parking spots assigned for this property. Stroll down to the end of Pine Avenue (0.3 miles or 6 minutes) and grab the free Island trolley to venture farther afield. For fishing and dining, Coquina Cottage is in between and a short walk (0.3 miles or 6 minutes) to the Rod and Reel Pier and Anna Maria City Pier. It is a pleasant 9-minute walk (0.5 miles) to Bean Point. br br INTERIORbr br The keyless front door on the porch deck leads through French doors into a combined dining and living area with a generous amount of comfortable seating. The living room includes a large TV with cable, wifi, and landline telephone. The small kitchen is fully equipped including dishwasher and has a second keyless entry access. A guest bathroombr features a standing shower and combined washer / dryer. The master bedroom with separate bathroom and shower / tub combo has a plush king bed, while a second bedroom has a plush queen bed, and spare bonus room has two plush extra-long twin beds. This property welcomes any day arrival and short stays for the months of mid-Augustbr through January. Other months require manager approval for non-weekly rental. Coquina Cottage is pet and smoke free. Please 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. Quite hours and pool is closed at 10pm.br br There are two parking spots assigned for this property.br br This property welcomes any day arrival and short stays for the months of mid-August through December. Other months require manager approval. br br The pool heat is included in your stay for reservations between October to April. Pool heaters in private homes are locked for your safety and controls must not be tampered with as they are monitored by the pool company. 86 F is the highest heat temperature setting which might not be always reached. Please note if cold days and nights occur, water temperatures will drop and may stay cooler longer. Pool heaters will not operate and will automatically shut down if outside temperatures get too cold. While we take every precaution to ensure that pools are heated as specified, weather conditions may affect the temperature of the pool. Nothing can be done about this issue. Outdoor spas are not hot tubs and require heat at the additional cost. The temperature of a spa is typically set at the same temperature as the pool. In the event of pool equipment malfunction during your stay, Duncan Real Estate will expedite repairs as quickly as possible. It may be necessary to close swimming pools for maintenance purposes. No refund or rent adjustment will be made for circumstances beyond our control, malfunctions, or loss of use of equipment or amenities. br br A Ring video camera installed on the Northeast corner of the duplex that can see only the communal parking lot.br Amenities Include:br - Bedroom 1 Kingbr - Bedroom 2 Queenbr - Extra Beds 2 Twin XLbr - Bathroom 1 Shower/Tubbr - Bathroom 2 Walk in Showerbr - Hot Waterbr - Bay Viewbr - Water View Ybr - Beach Access 0.8 milesbr - Bay Access 16ft - 1 minbr - Elevatedbr - Central A Cbr - Cental Heatbr - Parking Spotsbr - Self Check Inbr - Keyless Entrybr - Bath Towelsbr - Beach Towelsbr - Quality Linensbr - Hair Dryerbr - Hangersbr - Refrigeratorbr - Stovebr - Cookwarebr - Toasterbr - Blenderbr - Drip Coffee makerbr - Dishwasherbr - Microwavebr - Garbage disposalbr - Dining Tablebr - High Speed WIFIbr - TV 4br - TV Streaming Onlybr - Washerbr - Dryerbr - Ironbr - Ironing Boardbr - Cleaning Kitbr - First Aid Kitbr - Fire Extinguisherbr - Smoke Alarmbr - Shared Pool Ybr - Pool Dimensions 20'x10'br - Screened Lanaibr - Outdoor Diningbr - Outdoor Showerbr - Propane Grillbr - Beach Amenitiesbr - Exterior Outletbr - Mold Free Certificatebr - Duncan Emerald Club

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$455.87

/ Nightly

Private Vacation Home

Over the Moon - By Island Real Estate Vacations

Anna Maria, Florida, United States

“Over the Moon” located on the North end of Anna Maria is an adorable 3 bedroom, 2 bathroom cottage that spaciously accommodates up to six guests and is less than a block from the beach at Anna Maria's Bean Point! You will fall in love with this Anna Maria Island vacation rental with old Florida charm situated quietly on the very tip of the island.brbr“Over the Moon” is beautifully renovated to include its own private oasis in the back yard with a brand new heated pool and spa! When vacationing here you will be within walking distance of some of the most beautiful beaches you’ll find in Florida. Enjoy views of both the Gulf of Mexico, Tampa Bay and the Sunshine skyway from Bean Point with powder fine sand and crystal blue water. brbrPlan your next Florida vacation today, and reserve “Over the Moon” for the perfect beach cottage getaway!brbrVR20-000053brbrMax Vehicles Allowed: 2 Max Day Guests Allowed: 2brbrIMPORTANT INFORMATION:brbrYour booking is with Island Real Estate Vacations. We will send you check-in instructions 30 days prior to your arrival date. Please review the cancellation policy prior to booking. Island Real Estate Vacations will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee.brbrPayment of reservation deposit is considered acceptance of all terms regardless of signature status of contract. Guest is responsible for adhering to the rental terms and dates. Any error on Guest’s part is not the responsibility of the agent. Sub-leasing of your vacation rental is strictly prohibited. A mid-stay clean and charge equal to the standard cleaning fee are required for all stays 21 nights or longer. By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.brbrYour final balance is due 60 days prior to your arrival date. Please note unless alternative arrangements are made, the bank account or credit card on file will be charged your remaining balance automatically at 60 days. If you do not wish to pay with the bank account or credit card on file, please reach out to pay several days in advance of 60 days prior to your arrival. If you initially paid with an eCheck and received the booking incentive, please remember future payments must also be made with an eCheck. Thank you for choosing eCheck to help reduce the cost of business. Please note the eCheck payment option cannot be used within 14 days of arrival. Any refunds on checks and echecks will be delayed at least 14 days after deposit or until funds are verified.brbrAll our properties provide luxury linens for you to enjoy during your stay.brbrAnna Maria Island’s noise ordinance aims to ensure citizens can enjoy a peaceful environment. The ordinance applies to all areas of the city, including public and private property, and places of business. It defines noise as any sound that annoys or disturbs a reasonable person of ordinary sensibilities or causes or tends to cause an adverse physical or psychological effect on such reasonable person. The noise ordinance limits the maximum permissible noise levels to: br7 AM–10 PM: 65 decibels: (Consistently shouting in the pool exceeds 65 decibels)br10 PM–7 AM: 50 decibels: (An audible conversation from 50’ or 15 meters away exceeds 50 decibels)brThe ordinance also prohibits plainly audible noise, which refers to any sound that can be clearly heard by a person using their normal hearing faculties. This means that a person can still be in violation if the noise can be easily heard by responding officers from a distance of 100 feet from the property line. Fines for excessive noise can range from $100 to $1,000.

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$800.81

/ Nightly

Private Vacation Home

Lakeview Hideaway - Waterfront Anna Maria

Anna Maria, Florida, United States

**Welcome to Lakeview Hideaway! A serene and beautifully appointed retreat on the north end of Anna Maria Island.**brbr- Large Private Swimming Poolbr- Putting Greenbr- Stunning Canal Viewsbr- Short Walk to Bayside Beach and Pine Avenuebr- Spacious Chef’s Kitchen with New Appliancesbr- Cozy Living and Dining Areasbr- Expansive Master Suite with Canal ViewsbrbrLakeview Hideaway offers the perfect blend of relaxation and convenience, making it an ideal choice for your island getaway. Located on a peaceful block, this charming home is just a short walk from the bayside beach and the shops on Pine Avenue.brbrThis beautifully designed home provides ample space for you to unwind and enjoy your vacation. The highlight of the property is the large private swimming pool, perfect for cooling off or basking in the sun. For a bit of fun, try your hand on the putting green, or simply enjoy the picturesque views of the canal from various spots in the home.brbrInside, the spacious chef’s kitchen is fully equipped with new, high-end appliances, making meal preparation a delight. The open-concept living and dining areas offer a comfortable space to relax and entertain.brbrOn the ground floor, you’ll find two inviting bedrooms, each featuring a queen-sized bed and designed for restful nights. Upstairs, the large master suite boasts beautiful canal views, providing a peaceful retreat with added privacy.brbrWhether you’re lounging by the pool, cooking up a feast in the gourmet kitchen, or taking a leisurely walk to the nearby beach and Pine Avenue, Lakeview Hideaway ensures a memorable and enjoyable stay. Relax, recharge, and make the most of your time on Anna Maria Island in this exceptional vacation home.brbrHome location: 234 Lakeview Drive, Anna Maria, Florida 34216brManaged by Doreste Properties

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$1888.73

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Private Vacation Home

Rum Cove-Magical Tropical Oasis: Pool/Hot Tub, Golf Cart, Kayak, SUPs & MORE

Anna Maria, Florida, United States

Welcome to the Rum Cove Experience! brbrThis magical home is a one-of-a-kind oasis on a one-of-a-kind island located right in the heart of Anna Maria! Rum Cove is placed perfectly within walking distance to all the prime entertainment spots! You will find restaurants and so many fun little shops to check out on historic Pine Avenue, cute places to grab a cup of java, donut or waffle and of course the many beach entrances are all just steps out your front door. brAlthough so much is an easy stroll away, a golf cart and bicycles are also provided for exploring the City of Anna Maria. brbrWe believe that one of the most important parts of a rental home is comfort, and this home will not disappoint. Rum Cove, just recently (2020), upgraded to a new state-of-the-art cooling system. This system is equipped with a Space Pak Air Conditioning System for the entre home plus personalized climate control units for each individual bedroom. No more arguing over who wants to sleep cool or who wants it a bit warmer! It’s all at your control! brbrWith a resort style feel and plenty of unique places to relax and have fun, it is impossible to feel crowded at Rum Cove. The upstairs entertainment room has a large 80 TV with surround sound for late night movies. Right outside the entertainment room you will see a shuffle board table designed for those intense games. It also has a den area downstairs great for games with the kids or just a place to read a good book. This home boasts five bedrooms with five king size beds and each bedroom has its own bathroom. The master suite, on the ground level, comes with a steam shower while the upper master suite is equipped with a sauna. brbrThe kitchen is equipped with two Sub Zero refrigerators, two dishwashers, an ice maker, Wolf oven, and plenty of cooking tools for in-home entertaining. Just step outside the kitchen to the pool deck and find a large area perfect for grilling out your favorite burgers, brats or steaks. It comes complete with a large Weber grill, mini-fridge and prep sink. As we like to say...Grillin’ and chillin' is easy at Rum Cove! If you’re the one chillin’ grab a seat and a glass and sit at the boat shaped bar to keep the cook company or grab a floaty and do some chillin’ in the waterfall rock formation pool. At the end of the day it wouldn’t be complete without a soak in the hot tub which overlooks the pool, pure relaxation!brbrWorried about keeping up with your putting shot No problem, Rum Cove is equipped with a putting green so your stroke won’t become rusty. For those with more of an adventurous spirit, just launch the provided paddle boards or kayak right off the floating dock that is located on the side of the house. You also may want to consider renting a boat since Rum Cove has a dock and boat lift located right out the back door on the canal that takes you directly into Tampa Bay within minutes. brbrWhen the day is done, unwind on the upstairs patio that overlooks the pool area, turn on the fire pit, get comfy on the large sectional sofa and count the stars in the night sky. brbrWhen we say Rum Cove has it all. We really mean it! This magical home was designed to lower your heart rate and create lasting memories with family and friends.

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$1166.69

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Private Vacation Home

5BR Beach House • Pool • Walk to Pine Ave & Dining

Anna Maria, Florida, United States

Tucked just off iconic Pine Avenue on Anna Maria Island, The Spring House is a relaxed coastal retreat designed for effortless island living. Walk to beaches, shopping, and waterfront dining, then come home to your own private oasis; perfect for families, couples, or friends traveling together. Just a 2-minute drive to beach or an 8-minute walk. Lots of golf cart rentals in the area.brbr Lagoon-Style Freeform Plunge Pool (Heated)br Walk to Pine Ave, beaches & the Waterfront Restaurantbr☀️ Prime North Anna Maria locationbr Private heated pool, hot tub & outdoor living spacebr Steps from dining, boutiques & island charmbrbrThe SpacebrbrThe Spring House blends island charm with modern comfort. Thoughtfully designed for connection and relaxation, the home features bright interiors, coastal finishes, and inviting indoor–outdoor living spaces that make it easy to slow down and enjoy island time.brbrWhether you’re starting the day with coffee on the balcony, walking to dinner on Pine Ave, or unwinding poolside after the beach, everything here is set up for a seamless, stress-free stay.brbrKey Features:brbr• 5 bedrooms & 4 bathroomsbr• Private heated pool surrounded by lush tropical landscapingbr• Outdoor lounging and dining areasbr• Fully equipped kitchen and appliancesbr• Open living areas perfect for gatheringbr• Smart TVs & fast Wi-Fi throughoutbr• Beach gear provided for easy island daysbrbr** Note: The pool is surrounded by mature trees, creating a private, tropical feel. Due to this, some leaves or natural debris may occasionally be present. The pool is professionally serviced multiple times per week, and a skimmer is available onsite for guest use.brbrLocationbrbrOne of the best locations on Anna Maria Island.brbrFrom The Spring House, you’re just:brbr ‍♂️ Steps to Pine Avenue shops, cafés & ice creambr ️ A short walk to waterfront diningbr ️ Minutes from some of the island’s best beachesbr Close to bike paths, kayaking, paddleboarding & fishingbrbrEnjoy the island the way it’s meant to be experiencedbrbrWhat Guests Love:brbr⭐️⭐️⭐️⭐️⭐️ “The location was unbeatable — we walked everywhere.”br⭐️⭐️⭐️⭐️⭐️ “Beautiful home, super clean, and the pool was perfect after beach days.”brbrYour 5-Star Eversea StaybrbrAs with all Eversea Vacations, guests enjoy a professionally managed stay with a digital concierge guide filled with local recommendations, beach tips, and island experiences. so you can live like a local from day one.brbrWhether you’re here for a family getaway, a relaxing beach escape, or a long weekend on the island, The Spring House is your perfect Anna Maria home base.brbrBook now and experience island living at its best.brbrHouse Rules: brMax occupancy: 8 guests. brNumber of vehicles allowed: 4brCity Noise Ordinance: 10pm-8ambrLicense Number VR16-000453

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$1347.24

/ Nightly

Private Vacation Home

Pool/Spa - Bean Point Retreat 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. brbrThis exquisite single-family beachfront home, perfectly positioned to offer uninterrupted Gulf of Mexico views and direct beach access. This exceptional property boasts 4 spacious bedrooms and 3 bathrooms, providing ample room for relaxation and comfort. brbrStep inside to discover an airy open floor plan that seamlessly blends indoor and outdoor living. The kitchen features high-end appliances, sleek countertops, making it a chef's delight. The living and dining areas open onto a beachfront patio, ideal for entertaining or simply soaking in the breathtaking sunsets. On the main floor, you will find a den, a bedroom and a full bath. The floor above houses 3 additional bedrooms, including two Gulf facing bedrooms with a second level deck. These bedrooms offer an oasis of comfort, each thoughtfully designed to provide tranquility. brbrThe highlight of this home is the expansive rooftop deck, offering panoramic views of the Gulf of Mexico and sandy shores. Whether you're hosting a family gathering or enjoying a quiet evening under the stars, this private retreat is the perfect spot for relaxation and enjoyment. This rooftop deck even features an outdoor shower!brbrIndulge in the ultimate luxury with your own private pool and spa, set amidst a putting green for a touch of fun to your outdoor experience, perfect for honing your golf skills or enjoying a friendly game. This property provides a rare combination of exclusivity, comfort, and style, making it the ideal beachfront oasis for those who appreciate the finer things in life. Don't miss the opportunity to stay in this spectacular home!brbrRoom DetailsbrPrimary Bedroom: King Bed, ensuite bathroom, balconybrBedroom 1: 2 Twin bedsbrBedroom 2: 1 Full bed, shared balcony with Primary BedroombrBedroom 3: 1 Full bedbrDen: Queen Sleeper SofabrThis property offers parking space for up to 4 cars.brbrCancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply. brbrThe property participates in our Professional Linen Program. SeaBreeze Vacation strives to bring only the best quality experience to our guests. To do so, we provide a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you high-quality linens that are in place and ready for your use upon your arrival. Our high-quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume & dye-free soaps assuring all of our guests a comfortable stay.brbrWith all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following: brPer 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.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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$2431.03

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Private Vacation Home

NEW! Blue Crush! Steps to the beach! Heated Pool!

Anna Maria, Florida, United States

Summary:brbr Blue Crush is a 4BR/3BA beach retreat just 5 homes from the Gulf—no roads to cross! ️ Sleeps 8 with 2 king suites, another king room, and twin bunk. Enjoy a full kitchen, open living area, inside dining, and balcony dining. Relax in the private heated pool with sun shelf, dine poolside with a propane grill, and use beach chairs, cart, and umbrella provided. Professional linens and top-notch cleaning included—perfect for families or groups! ☀️brbrbrbrThe Space:brbr Welcome to Blue Crush – Your Coastal Retreat! brbrbrbrStep into Blue Crush, a stunning coastal home designed for family and group getaways, just a 1-minute walk to the beach—no roads to cross! ️ Enjoy spacious living, multiple private suites, and resort-style amenities for the ultimate Anna Maria Island escape.brbrbrbr✨ Highlightsbrbr• Private fenced backyard with heated pool & sun shelf brbr• Outdoor dining for 8 & propane BBQ grill with 2 tanks ️ brbr• 4 beach chairs, umbrella, & beach cart provided ️brbr• Professional linen service & top-notch cleaning ️brbrbrbr Living SpacesbrbrOn the ground floor, unwind in a private living room with a big-screen TV and a master suite with king bed, ensuite bath, and sliding doors opening directly to the pool deck—perfect for added privacy.brbrbrbrUpstairs, enjoy an open-concept layout with a spacious kitchen, eat-at bar for 4, dining for 7, and a living room with a 75” TV. Sliding doors open to a balcony overlooking the pool with a comfy sectional .brbrbrbr ️ Bedroomsbrbr• Primary Suite (2nd Floor): King bed, ensuite with soaking tub, walk-in shower, dual vanities, private balcony . Includes twin-over-twin bunk for kids.brbr• Second Bedroom (2nd Floor): King bed, ensuite with walk-in showerbrbr• Third Bedroom (Main Floor): King bed with Jack-and-Jill bath (shower/tub combo)brbrbrbr Outdoor OasisbrbrRelax poolside on loungers, dine al fresco, or watch movies on the big-screen outdoor TV . Pool access is available from both the downstairs living room and the balcony staircase above.brbrbrbrBlue Crush is the perfect blend of coastal charm, modern comfort, and fun in the sun—ideal for families and groups looking to relax, reconnect, and enjoy the beach! ️brbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated pool and a fully fenced backyard—perfect for relaxing, entertaining, and enjoying your own secluded space.brbrbrbrOther Things to Note:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with 4 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 4 vehicles maximum. Please plan ahead and coordinate with your group accordingly.brbrbrbr Friendly Island ReminderbrbrThis home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere brbrbrbrThis property is pet-free, providing a clean and relaxing stay for everyone. brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m here to help! You can call or text me directly on my cell. I’m available 24/7 to answer questions, offer local tips, or assist with anything that comes up. Your comfort is my priority!

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$301.6

/ Nightly

Private Vacation Home

Waterfront Charm! Walk to Bayfront Park!

Anna Maria, Florida, United States

Bay Haven by AMI Locals brVR16-000039 brbrWelcome to Bay Haven, a relaxing 2-bedroom, 2-bathroom waterfront retreat nestled along peaceful Bimini Bay. Just a short walk or bike ride to Pine Avenue’s shops, Bayfront Park, and the historic City Pier, this charming single-level home is perfect for couples or small families looking to experience the laid-back lifestyle of Anna Maria Island. brbrHighlights br• Waterfront views on Bimini Bay br • 2 Bedrooms / 2 Bathrooms br • 2 King beds br • Dog friendly br • Less than 1 mile to Pine Avenue, City Pier, and Bayfront Park br • 1 mile to Palmetto Avenue Beach br • Screened waterfront deck br • BBQ grill br • 4 Car parking brbrWake up to gentle bay breezes and spend your mornings sipping coffee on the screened waterfront deck as boats drift by on Bimini Bay. The tranquil outdoor space features cozy rocking chairs and a BBQ grill, perfect for sunset dinners or island-style lunches. brbrStep inside and you’re welcomed by a bright and casual open concept living area with panoramic bay views. The living room offers comfy seating and a large TV for post-beach movie nights. The well-equipped kitchen includes full-size appliances, ample cabinet space, and everything you need to prepare snacks or family meals. brbrThe primary suite is a restful haven with a king bed, waterfront views, and a private ensuite bathroom with a walk-in shower. The second bedroom also features a king bed and is conveniently located next to the second full bathroom, which includes a tub/shower combo. brbrRoom Details br-Primary Bedroom: King bed with ensuite bathroom (walk-in shower) br-Second Bedroom: King bed with adjacent bathroom (shower/tub combo) brbrTake kayaking adventures on Bimini Bay to explore the boutique shops on Pine Avenue or lounge at the nearby Palmetto Avenue Beach, Bay Haven offers the perfect balance of relaxation and activity. brbrFrom peaceful mornings on the bay to beach days and downtown strolls, Bay Haven offers a perfect blend of comfort, convenience, and coastal charm. Whether you're looking for a romantic couples' getaway or a small family retreat, this pet-friendly Anna Maria Island rental provides a quiet yet central location for making lasting memories! br br- brDock is not for guest use, kayaks and paddleboards allowed brbr*Please note: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis home is managed by AMI 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. 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. 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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$894.91

/ Nightly

Private Vacation Home

MAY, JUNE SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog

Anna Maria, Florida, United States

This stunning BEACHFRONT home was designed by an award winning Architect and is true paradise. The home has a private beach right in the backyard. The plan is open with the Living, Dining, Kitchen and Master Bedroom on the Waterfront adjacent to the deck which runs the entire length of the home. The elevated deck has expansive views of the bay and the skyway bridge. The Master Bedroom Suite has a walk-in closet and an opulent bathroom with Jacuzzi tub and shower. There is a king size bed in the Master Suite and a flat screen t.v.. The Master Suite has direct access to the waterfront deck as does the great room.brbrThe other two bedrooms are on the opposite side of the home with flat screen t.v.'s also. brbrBarbecue on the waterfront deck while the sun sets. Walk to Bayfront Park within 5 min. or enjoy other nearby restaurants and shopping. brbr5 min. walk to free trolley . Walk to restaurants and shopping on Pine Avenue, Walk to the Sandbar Restaurant and many others.brbrKeywords: BEACHFRONT HOME, WATERFRONT, beautiful shallow sandy blue/green water, perfect for swimming and water sports. 5 min. walk to free trolley . Walk to restaurants and shopping on Pine brAvenue, Walk to the Sandbar Restaurant, Anna Maria City Pier and Waterfront Restaurant.

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Bath

Sleeps

$778.34

/ Nightly

Private Vacation Home

SOUTH CAY, 3-Min Walk to Gulf Beach, Large Pool, 2 Master BR

Anna Maria, Florida, United States

LARGE Heated Pool, 2 MB Suites. South Cay is very close to Gulf Beach (look us up). Only 11 houses to Gulf beach - close to shopping and restaurants. Each Master-BR-suite has a bathroom, a king-size bed, TV, dedicated deck. South Cay has been an island rental for 13+ years and we keep making upgrades and improvements (so, there may be small differences vs posted pics). A rental agreement will be sent as soon as we receive a booking request. Once the rental agreement has been completed and signed, your booking request is confirmed. brbrSouth Cay has two master suites, each with king beds, dedicated bathroom and deck. Guests can contact us via phone, text, or email. All this information and much more are detailed in the rental agreement and in the Welcome document that we send out with the South Cay access code, prior to arrival. brbrWe love pets, but South Cay is a NO-PET property. South Cay is also a NO-SMOKING property. That includes inside the house and/or outside, on the property. South Cay is available to people with allergies or people who are very sensitive to smoke residue. For these reasons we cannot allow exceptions.

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Sleeps

$1510.38

/ Nightly

Private Vacation Home

Impressive Luxury Home steps to the Beach! Great Pool and Spa! - Grande Haven

Anna Maria, Florida, United States

Grande Haven by AMI LocalsbrVR18-000049 brbr*Grande Haven is currently undergoing major renovations, bringing fresh upgrades and enhanced amenities to this already stunning home. New photos reflecting these exciting updates are coming soon.*brbrWelcome to Grande Haven by AMI Locals, a newly refreshed and beautifully renovated seven-bedroom luxury vacation rental located just steps from the pristine shores of Bean Point on Anna Maria Island. Positioned directly across from public beach access, this coastal retreat combines elevated design, resort style amenities, and an unbeatable location, making it the perfect choice for large families and group getaways seeking a high end Florida Gulf Coast escape.brbrFreshly updated with thoughtful upgrades throughout, this home now offers enhanced comfort, modern finishes, and new entertainment features designed to elevate every moment of your stay. From sunrise beach walks to evenings spent poolside under the stars, Grande Haven delivers a seamless blend of relaxation, luxury, and island charm. brbrWhy Guests Love Grande Havenbr• 2-minute walk to Bean Point Beachbr• 7 Bedrooms / 5.5 Bathroomsbr• 6 King beds + bunk room with trundle br• Newly renovated throughout with upgraded finishesbr• Private pool and in ground spa, newly re-tiledbr• Home gym with treadmill, free weights, lockers, and TVbr• Wet bar with ice machine and two wine fridgesbr• Hard wired Sonos sound system throughoutbr• Two laundry rooms (one on each floor)br• Tesla EV chargers (one in each garage)br• Arcade game in bunk room br• Beach gear included br• 6 park spots brbrStep outside into your private backyard oasis, where a newly refreshed pool and spa set the tone for laid back island living. Surrounded by updated outdoor lighting and tropical landscaping, this space is perfect for soaking up the Florida sunshine or unwinding after a beach day. Enjoy outdoor dining, fire up the BBQ grill, or rinse off in the outdoor shower after a morning at Bean Point. With plenty of seating and space to gather, this outdoor retreat is designed for connection, relaxation, and making lasting vacation memories.brbrInside, Grande Haven has been thoughtfully renovated with new furnishings, updated lighting, and stylish finishes throughout. The open concept living area features a brand new 70” TV, comfortable seating, and easy access to outdoor spaces, creating the perfect setting for both entertaining and unwinding. The chef’s kitchen remains a standout, equipped with premium Wolf appliances, a spacious breakfast bar, and now enhanced with an additional refrigerator for added convenience. A butler’s pantry and second laundry room provide extra functionality for larger groups. New additions like the wet bar, ice machine, and dual wine fridges elevate your hosting experience, while the integrated Sonos sound system allows you to set the perfect vibe throughout the home.brbrDesigned with comfort and flexibility in mind, this spacious home features six king bedrooms and a dedicated bunk room, making it ideal for multigenerational families and groups. The primary suite on the third floor offers a private retreat with a king bed, balcony access, and an ensuite bathroom featuring dual vanities and a walk-in shower. Additional king bedrooms are located across the second and third floors, each offering stylish decor, plush bedding, and access to outdoor spaces. The bunk room is perfect for kids and teens, complete with two twin over full bunk beds with trundles and an arcade game for added fun. With the addition of two new bathrooms, guests will enjoy increased comfort, convenience, and privacy throughout their stay. brbrRoom Detailsbr-Primary Bedroom, 3rd Floor: King bed, balcony, ensuite bathroom with walk-in showerbr-Second Bedroom, 3rd Floor: King bedbr-Third Bedroom, 2nd Floor: King bedbr-Fourth Bedroom, 2nd Floor: King bedbr-Fifth Bedroom, 2nd Floor: King bedbr-Sixth Bedroom, 2nd Floor: King bedbr-Seventh Bedroom, 2nd Floor: Two Twin over Full bunk beds with trundlesbrbrGrande Haven includes everything you need for a seamless Anna Maria Island vacation, including beach gear, multiple gathering spaces, and convenient access to the free island trolley. Explore nearby Pine Avenue, enjoy local dining, or spend your days relaxing on the beach just steps away. For added convenience, this home features two laundry rooms, EV chargers, and a newly renovated elevator (available with prior owner approval).brbrLocated near the highly sought after Bean Point area, this home places you in one of the most beautiful and peaceful parts of Anna Maria Island. Known for its powder soft white sand and breathtaking Gulf views, Bean Point is a favorite for sunset walks, shelling, and quiet beach days. Just a short bike ride away, explore Pine Avenue’s charming boutiques, local cafes, and popular dining spots like The Waterfront Restaurant, where you can enjoy fresh coastal cuisine with bay views, or The Sandbar Seafood and Spirits, a must visit for beachfront dining and unforgettable sunset views. brbrWith its fresh renovations, expanded amenities, and unbeatable location just steps from the beach, Grande Haven by AMI Locals offers an elevated vacation experience designed for comfort, connection, and unforgettable moments.brbrBook your stay today and experience Anna Maria Island luxury at its finest.brbr- brThis property does not allow pets of any kind. brbr6 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease see our AMI 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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$1319.79

/ Nightly

Private Vacation Home

Tern Key - Luxury Canal-Front Home w/ Heated Pool, Spa, Dock & Near Bean Point

Anna Maria, Florida, United States

Welcome to Tern Key!brOn Anna Maria Island (Anna Maria, FL)brbrThe SpacebrTern Key is a home that feels both artful and effortless — where every line, light, and texture come together in perfect harmony. The moment you step inside, the canal views draw your eye through the great room, inviting you to slow down and stay awhile. Thoughtfully designed to blend craftsmanship, connection, and comfort, this luxury retreat rests just minutes from Bean Point and Pine Avenue — where inspired design meets the ease of island living.brbrPerfect for: Families, friends, or couples who appreciate elevated design, thoughtful detail, and modern coastal living.brbrHighlightsbr- Private single-family home on a tranquil canalbr- 4 king bedrooms, each with its own en-suite bathroombr- Heated private pool with spa and sun shelfbr- Fully equipped outdoor bar with two TVs and seatingbr- Double kitchen islands and premium appliancesbr- Elevator available for guest use (with prior approval and fee)br- Located near Bean Point and Pine Avenuebr- Ping pong tablebrbrInterior Spacesbr- Living Area: Expansive great room with soaring ceilings, abundant natural light, and refined coastal décor. Comfortable seating, a large TV, and canal views create an inviting space for gathering and relaxation.br- Dining Area: A large dining table with seating for eight, complemented by island seating for four — ideal for group dinners or morning coffee with a view.brbrBedrooms:br- Primary Suite: King bed, TV, spa-inspired en-suite with dual shower heads, and walk-in closet.br- Guest Suites (3): Each with a king bed, en-suite bathroom, and TV, offering private comfort for every guest.br- Bathrooms: Five total (four full en-suites plus one half bath), all with premium finishes, fresh linens, and thoughtful design details.brbrLayout Overviewbr- Ground Level: Garage, foyer, and elevator access (available with prior approval and fee).br- First Living Level: Open-concept kitchen, dining, and living area with balcony, two king suites with en-suite baths, laundry room, and half bath.br- Second Living Level: Two additional king suites with en-suite baths and a loft walkway with stunning views of the great room below.brbrOutdoor LivingbrStep outside to your private canal-front oasis — the perfect blend of style and serenity.brbr- Pool & Spa: Heated pool with spa and sun shelf overlooking the water.br- Outdoor Bar & Lounge: Covered bar with two TVs, grill, dining table, and sectional seating for evening cocktails or al fresco meals.br- Private Dock: Ladder access for fishing, paddleboards (not included), or simply watching the boats pass by.br- Outdoor Shower: Enclosed and ideal for rinsing off after a beach day.brbrHere, every detail is designed to elevate the experience — from the glimmer of the canal at sunset to the thoughtful lighting that makes every evening feel cinematic.brbrKitchen & Diningbr- This chef's kitchen is the centerpiece of the home — both functional and inspiring.br- Gas stove and double islands with quartz countertopsbr- Premium appliances, double dishwashers, and refrigerator with ice/waterbr- 12-cup coffeemaker, espresso machine, Keurig, toaster, and blenderbr- Fully stocked with cookware, dinnerware, and serving piecesbrbrIt's a space that invites creativity — whether preparing a full meal or plating takeout from Pine Avenue's local favorites.brbrAdditional Amenitiesbr- Washer and dryerbr- Cable TV and high-speed Wi-Fibr- Ping pong tablebr- A/C and heat for year-round comfortbr- Hair dryer, iron, and ironing boardbr- Beach towels and professionally laundered linensbr- Beach gear rental credit included (chairs, umbrellas, bikes, and more)brbrParkingbr- One-car garage and space for two to three additional vehicles in the drivewaybr- Max vehicles: 4brbrStart your story at Tern Key — where inspired design meets the ease of 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, elevator access, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.brbrNotebrElevator available with prior approval and a $149 non-refundable fee, due before check-in. 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: VR18-000055brMax Occupancy: 8 Guests | Max Vehicles: 4brInformation deemed reliable but not guaranteed; subject to change or withdrawal without notice.

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$854.08

/ Nightly

Private Vacation Home

Manatee Manor by Beach Boutique Rentals

Anna Maria, Florida, United States

Discover the ultimate retreat at Manatee Manor, a dream vacation rental nestled in the highly sought-after North End of Anna Maria Islandbrbr*Features include* brbr* Heated saltwater poolbr* Private tropical yard with Zen garden spacebr* Beautifully updated inside and outbr* Master king suite with luxurious ensuite bathbr* 3 bedrooms 2 full bathroomsbr* Washer and Dryerbr* Bicycles and yoga equipmentbr* Beach chairs, umbrella, and cartbr* Desirable North end locationbr* Pet friendly with fenced-in yardbr* Walk to Bay beach and Pine AvenuebrbrWelcome to Manatee Manor, where unique charm meets modern luxury. This beautifully appointed home is surrounded by stunning mature landscaping and features an expansive outdoor space designed for ultimate enjoyment. Step into the inviting living room, where a designer sectional provides ample space for the entire family to relax together.brbrThe heart of the home is the large, gourmet kitchen with top-of-the-line appliances, designer countertops, and a stylish backsplash. The kitchen opens to a large dining room with seating for eight and a bar cabinet stocked with games, puzzles, and outdoor glassware. Enjoy meals al fresco as the dining room’s sliding doors lead directly to the fenced-in pool area with a spacious outdoor dining table.brbrManatee Manor offers three spacious bedrooms and two full bathrooms, plus an outdoor shower for a true island experience. The master bedroom features a king bed, a cozy reading nook, and an en-suite bathroom. The second bedroom also has a king bed, while the third bedroom is a playful retreat with built-in twin beds—complete with portholes—that will delight kids and adults alike. This home sleeps 6 adults comfortably and can accommodate an additional 2 children with the provided queen air mattress.brbrMultiple outdoor seating areas invite you to relax and enjoy the Florida sunshine. From the yoga zone with a hammock chair to the fenced yard where kids can play safely, every detail has been thoughtfully designed. The entire property features professional-grade astroturf, the same kind used on pro football fields, ensuring a lush, green environment year-round.brbrStay connected with complimentary high-speed Wi-Fi, and unwind with smart, flat-screen TVs in the living room and all bedrooms, equipped with streaming services ready for you to sign in. Two bikes are also included with your stay, making it easy to explore the charming island.brbrAt Manatee Manor, every moment is a chance to create lasting memories. Come experience the best that Anna Maria Island has to offer.brbrPlease note: This home provides off-street parking for up to 2 vehicles. Parking is tandem in the driveway.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 INFORMATIONbrbrWe generally require a minimum stay during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.brbrOur cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels. brbrAnna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrThis home provides off-street parking for up to 2 vehicles. Parking is tandem in the driveway.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.

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$654.93

/ Nightly

Private Vacation Home

Bay 2 Bay: Bay Across Street! Amazing Views of Bay & Canal, Pool & Lounge by Anna Maria Life

Anna Maria, Florida, United States

Bay 2 Bay by Anna Maria Life Vacation Rentalsbr803 S. Bay Drive, Anna Maria, FL 34216brbrWhat You'll Love About This home:brLocation! Across the street from the Bay! Canal Views!br3 Bedrooms / 3 Bathroomsbr2 Kings / 1 Queen & 1 Twin over Twin BunkbedbrPrivate Heated Saltwater PoolbrOutdoor ShowerbrPool LoungersbrCovered Poolside Entertainment Area with Bar. Sofas, TVsbrCovered Poolside Patio Dining Table for 6brGas GrillbrCorn HolebrFenced YardbrKeurig & Drip Coffee MakersbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 5 CarsbrbrDetails:brNestled behind one of Anna Maria's canals and across the street from the bay, Bay 2 Bay provides gorgeous water views. Our elevated key west style beach retreat offers a variety of outdoor spaces to enjoy the island breezes.brbrThe main living area is bright and open and includes the living room, kitchen, dining room with seating for six plus a bonus nook with a desk and wet bar. Patio doors open to the large front desk furnished with 2 rocking chairs, dining table for 4 and high-top table and seating for 2. Another deck overlooking the backyard and pool is perfect for dining in the sun and enjoying the views from the canal.brbrKing beds with ensuite bathrooms are featured in two of the bedrooms. The master king bedroom enjoys a private furnished balcony. The third bedroom offers a queen bed and a set of twin over twin bunkbeds. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrA sparkling, heated pool is the highlight of the fenced back yard and is complete with pool loungers, an outdoor shower, gas grill, patio dining table for 6 and a corn hole set. The poolside entertainment area features lounge seating, a bar with bar stools and two TVs.brbrBay 2 Bay is located on the north end of Anna Maria and a few blocks from Pine Ave and the City Pier where you may catch the 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 En-suite Bathroom Private Furnished Balcony & TV on Floor 2brBedroom 2: King with En-suite Bathroom & TV on Floor 2brBedroom 3: Queen and set of Twin over Twin Bunkbeds on Floor 2brbrPlease note:brPets are not allowed in this home.brAmenities are subject to change.brAccess to the canal is not available and it is not possible to launch kayaks or paddleboards from here.brbrSalt Water PoolsbrThese pools produce water that feels softer to the touch. Contrary to popular belief, saltwater pools do contain chlorine, but the levels of it are lower and the way it's introduced into the water is different than in a chlorine pool. Instead of using chlorine tablets or sticks, salt is added directly to the water and a salt chlorine generator (also known as a saltwater chlorinator) converts the salt into chlorine.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.brbrVR21-000016 brbrGolf 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.

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$386.09

/ Nightly

Private Vacation Home

Charming 2br / 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida

Anna Maria, Florida, United States

Built in 1924, Sunset Cottages’ beautifully maintained woodwork coupled with updated amenities delivers an authentic Florida experience and unique stay that your party will not soon forget. Experience island life ~ letting the sun and waves ease you into vacation mode on Anna Maria Island! Literally, steps from the beach, your party can enjoy the white-sand beaches with provided beach equipment and available fishing charter from your VRBO Super Hosts! Location, location, location!brbrThe spacebr__brbrWhether you are seeking sun and fun, or peace and quiet, leave your car in our private parking because our cottage is centrally located around the very best that the island has to offer within a short walk or free trolley offered on the island.brbrEnjoy large open living during your stay! Our cottage includes two large bedrooms; each with queen beds w/ private closets, a complete kitchen, bathroom with tub/shower, expansive dining / living room, sun room, and outdoor space w/ table and chairs. Sleep comfortably as each bedroom has independent heat / cooling and ceiling fans, several pillows, and super-soft mattresses. We take pride in our cleanliness! Our cleaning team is meticulous with maintaining our cleaning and sanitization standards. See all the wonderful amenities that are included below!brbrLooking for convenience and plenty of things to do A 4.4-Star bar / restaurant is next door, Pine Avenue shops are a short walk away, and activities like parasailing, horseback riding, sunset sailing, jet skiing, and more are nearby. Did you know that we are one of the original families on the island That means we know all the best places to go, hidden gems for fantastic experiences, mouth-watering food to eat, and we have long term relationships with other local vendors that will help you create memories to last a lifetime!brbrPrefer peace and quiet Enjoy morning strolls on the nearly empty beach, moonlight walks near the water’s edge, or a relaxing read with your book of choice in the provided beach chairs w/ umbrella that are included with your booking. There are plenty of quaint eating spots, free nature areas, and two easy-walk piers to enjoy the breathtaking views of the island while spotting dolphins and other marine life. If you don’t feel like going out and about, you can open the cottage windows and enjoy a gentle gulf breeze while you relax with a cold lemonade in the front ‘florida room’ - a large, beautiful, sun filled room with comfortable rocking chairs.brbrNeed to get a little work done while you are here We’ve gotcha covered! Strong wifi is provided with several places to get your work done and get you back to relaxing! We are located on a quiet side-street; so you don’t have to worry about distractions while making phone calls or sitting on internet meetings.brbrThis Host provides fishing charters at an additional charge. Come aboard our commercial fishing boat where all gear is provided including rod, reel, net, life vest, bait, and other equipment. Fish alongside Captain Anthony who has been fishing these waters for almost half a century! Fish for tuna, snook, red snapper, grouper, and more! He and his crew can also help to clean and prepare your catch! Ask how you can book a charter in addition to your stay.brbrSunset Cottage is an amazing value for the space, amenities, location, and ‘extras’ that are included to help you to enjoy all that Anna Maria Island has to offer. Minimum age to rent is 25 years old. Additional guests can be any age. Whereas your booking allows up to 4 people to stay in our cottage, we can accommodate a total of up to 5 people before reaching maximum capacity (one person would have to sleep on the couch). Additional members of your party MUST be disclosed at the time of booking, and will incur an additional surcharge of $100 per night per person. Whereas the standard cleaning & sanitization fee is only $100.00, depending on the number of people in your party, an increased cleaning fee may apply. (let's discuss)brbrGuest accessbr__brbrThe cottage and outside washer and dryer, outside grilling area to sit and enjoy your meal.brbrOther things to notebr__brbrDon't forget to ask about our fishing charters, Captain Ashley does inshore charters and Captain Anthony does offshore!! Inquire about booking a trip! www CaptainAnthonys com for more info!

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$1047.51

/ Nightly

Private Vacation Home

Spectacular Northshore Anna Maria Home w/ Private Pool – 1 Block to Beach

Anna Maria, Florida, United States

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$469.63

/ Nightly

Private Vacation Home

Moon Shadow South - Bean Point 3bed - Powered by Island Real Estate

Anna Maria, Florida, United States

Welcome to Moon Shadow South, a beautifully appointed 3-bedroom, 2-bathroom custom home on Anna Maria Island, where coastal charm meets modern comfort. Enjoy breathtaking views of Passage Key and Tampa Bay from the spacious upstairs king suite, complete with a sitting area perfect for morning coffee or quiet evenings.brbrLocated just steps from bay beach access and a short walk to Bayfront Park and the pristine sands of Bean Point, this home is ideally situated to experience the best of island life. Spend your days exploring Pine Avenue’s local boutiques and restaurants, then come home to unwind in your private heated pool, grill out under the covered lanai, or relax in the bright, open living space.brbrInside, you'll find a fully equipped kitchen with granite countertops, stainless steel appliances, and a glass tile backsplash, all tied together with clean, coastal décor. Two queen bedrooms and a full bathroom are located on the main level, offering comfort and privacy for families or friends traveling together.brbrWhether you’re here for a relaxing beach vacation or a fun-filled family getaway, Moon Shadow South is the perfect place to enjoy the sunshine, bay breezes, and laid-back island living!brbrIMPORTANT INFORMATION:brYour booking is with Island Real Estate Vacations. We will send you check-in instructions 30 days prior to your arrival date. Please review the cancellation policy prior to booking. Island Real Estate Vacations will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee.brbrPayment of reservation deposit is considered acceptance of all terms regardless of signature status of contract. Guest is responsible for adhering to the rental terms and dates. Any error on Guest’s part is not the responsibility of the agent. Sub-leasing of your vacation rental is strictly prohibited. A mid-stay clean and charge equal to the standard cleaning fee are required for all stays 21 nights or longer. By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.brbrYour final balance is due 60 days prior to your arrival date. Please note unless alternative arrangements are made, the bank account or credit card on file will be charged your remaining balance automatically at 60 days. If you do not wish to pay with the bank account or credit card on file, please reach out to pay several days in advance of 60 days prior to your arrival. If you initially paid with an eCheck and received the booking incentive, please remember future payments must also be made with an eCheck. Thank you for choosing eCheck to help reduce the cost of business. Please note the eCheck payment option cannot be used within 14 days of arrival. Any refunds on checks and echecks will be delayed at least 14 days after deposit or until funds are verified.brbrAnna Maria Island’s noise ordinance aims to ensure citizens can enjoy a peaceful environment. The ordinance applies to all areas of the city, including public and private property, and places of business. It defines noise as any sound that annoys or disturbs abrbrreasonable person of ordinary sensibilities or causes or tends to cause an adverse physical or psychological effect on such reasonable person. The noise ordinance limits the maximum permissible noise levels to:brbr7 AM–10 PM: 65 decibels: (Consistently shouting in the pool exceeds 65 decibels)brbr10 PM–7 AM: 50 decibels: (An audible conversation from 50’ or 15 meters away exceeds 50 decibels)brbrThe ordinance also prohibits plainly audible noise, which refers to any sound that can be clearly heard by a person using their normal hearing faculties. This means that a person can still be in violation if the noise can be easily heard by responding officers from a distance of 100 feet from the property line. Fines for excessive noise can range from $100 to $1,000.brbrAll our properties provide luxury linens for you to enjoy during your stay.brbrVR16-000052

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$250.36

/ Nightly

Condo

Best Location on Island! Steps from the water and local island Favorites!

Anna Maria, Florida, United States

Seaside Views - Waterfront, Steps from Beach & RestaurantsbrbrBest Location on Island!brbrThis water front, two bedroom condominium (ground floor), sits on the end of Pine Avenue, across the street from the beach and has wonderful seaside views of the bay. It also has it's own private fishing dock and boat slip! brbrWe have tastefully furnished this spacious condominium. Each room includes quality furnishings that give the unit an island feel with all the comforts of home. Now with Free Wireless Broadband! We've added plantation shutters to every room with views that extend across the bay, beyond the city pier.brbrStroll down Pine Avenue as it extends from the City Pier (under reconstruction) on the bay to the Sandbar Restaurant which sits on the Western Shore. Enjoy glorious sunsets on the Gulf of Mexico from the soft sandy beach. Sip a cocktail at your beach front table to the tunes of a local band. Fishing is the number one sport in this area. Watch 'em reel in the big one from the Rod n Reel pier located a short walk away with great views of Egmont Key.brbrLocated at the north end of Anna Maria Island at the corner of Pine Avenue and Bayfront Boulevard. Across the street on Bayfront Blvd. is the Historic Anna Maria City Pier and Restaurant which dates back to 1910, The Bayfront Plaza, home to 'Two Scoops' Ice Cream Shoppe, Coffee House and Cafe is located directly across Pine Avenue. Also located at the Bayfront Plaza is the Anna Maria Post Office and shops for unique apparel, antiques, art, gifts and specialty items. brbrTake the free trolley that runs the length of the Island to Bradenton Beach, passing through Holmes Beach which sits in the center of this peaceful island. The mainland can be reached via two bridges which extend from the eastern shore towards Bradenton. The southern tip reaches out across the intra-coastal towards Longboat Key and Sarasota. Visit St Armands Circle for the best designer shopping on the West Coast or head to Walt Disney World and the other Orlando attractions which are just two hours away.brbrCome stay for a while!brbrbrbrKeywords: Very Clean, 2 bedroom, ground floor unit. Seaside views, steps to the beach and restaurants. Blue Water, White Sand, Gulf, Pier, Anna Maria Island, Beach house, Condo, island, gulf coast

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