Vacation Rentals By Owner In Anna Maria, FL

$402.03

Dog-friendly home with amazing backyard, pool, spa, putting green & game room

Anna Maria, Florida, United States

Getaway on GladiolusbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrYour very own garden oasis awaits at this single-level home on the desirable north end of Anna Maria Island, where you'll have a private pool with a spillover spa, an at-home putting green, and a game room - all within walking distance of stunning beaches, great restaurants, and charming shops.brbrThe location of this home can't be beat: a few doors down from bayside beaches and about seven blocks from Bean Point Beach (a local favorite at sunset). You'll also be able to walk to Rod and Reel Pier, Anna Maria Island City Pier, and Pine Avenue's popular dining and shopping. brbrThis home is a delight to return to after a day at the beach, with an outdoor shower waiting to rinse you off before you ease into the pool and spa. The extensive backyard also features lounge chairs, a golf green, a cornhole set, a gas grill with a shaded dining table for afternoon barbecues, and a screened lanai where you can retreat from the sun. , along with a garage game room with Ping-Pong, a mini-hoop-shoot game, and plenty of beach equipment for your enjoyment.brbrThe interior is every bit as comfortable, offering an eat-in kitchen, an adjacent sunroom, and TVs in the living room and both bedrooms. Central AC and a washer/dryer are provided as well.brbrTHINGS TO KNOWbrGuests must use their own account credentials for streaming services.brPool heat is included and maintained at 80°F. Additional pool heat to 85°F is available upon request for $32 per day plus tax. A 48 hour notice is required. Heat may not be available if temperatures drop below 65 degrees. We will not be accepting payments for pool heat for the months of May through OctoberbrbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 3 vehicles.br1 day notification is required in order to heat the pool and pool spa. brbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

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$636.88

/ Nightly

Private Vacation Home

Island Therapy: Pool, Canal, Dock, Outdoor Fun & Games!

Anna Maria, Florida, United States

Island Therapy by Anna Maria Life Vacation Rentalsbr103 Gull Drive, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! North End, On Canal!br4 Bedroom / 3 Bathroom (2 Master Suites w/Bidets)br4 King BedsbrPrivate Heated Pool brOutdoor ShowerbrCovered Poolside Lounge Area with TVbrPool Loungers & Adirondack ChairsbrPrivate Dock on CanalbrFish-light off the private dock for great nightlife! brFloating Dock Ramp for Easy Access to Kayaks & Jet Skisbr3 Hole Putting Green, Lawn Jenga, Corn Hole, Bocce BallbrKaraoke for the Music Lovers!brGas GrillbrPicnic Table on Dock overlooking CanalbrKeurig & Drip Coffee MakerbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 4 CarsbrbrDetails:brLocated on Anna Maria's North End and on a canal, Island Therapy is the vacation therapy you have been looking for! brbrThe main living level includes the kitchen, dining, and living rooms. Oversized patio doors lead to the covered poolside entertainment lounge area.brbrEach of the four bedrooms features a king-sized bed, and two of the bedrooms include an ensuite bathrooms. 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.brbrThe sparkling pool highlights the tropically landscaped backyard; and is complete with pool loungers and gas grill. The covered poolside lounge area features lounge furniture and a TV. and a patio dining table for six. Guests will also enjoy the oversized lawn Jenga game, corn hole, bocce ball, and the 3-hole putting green. A gas grill and picnic table add to the outdoor living space.brbrRelax on the dock overlooking the canal and watch for sea birds. You may also launch kayaks or paddleboards from the dock. brbrIsland Therapy is easy walking distance to many shops and restaurants and 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. This veteran owned home is the perfect location for your next beach vacation! brbrBedroom 1 - King bed, Ensuite Bathroom, TVbrBedroom 2- King bed, Ensuite Bathroom, TVbrBedroom 3 - King Bed, TV,brBedroom 4 - King Bed, TVbrbrPlease note:brPets are not allowed in this home.brThis is a No Smoking ResidencebrAmenities are subject to change.brDock measures 16' and can accommodate boats up to 20'.brDriveway parking is available for a maximum of 4 cars. Parking for additional vehicles is not available.brbrDISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. Additionally, the entrance to the canal has a bridge that may have limited access during high tide. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. 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.brbrVR23-000040

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$1118.08

/ Nightly

Private Vacation Home

Spectacular Beachfront House with Pool

Anna Maria, Florida, United States

Welcome to 'Sky way view', one of the most exclusive homes on Anna Maria Island. It is located in one of the most spectacular spots on Anna Maria Island on South Bay Boulevard; directly on the gulf front. brbrFloor to ceiling windows showcase the sweeping views of the private beach and the beautiful blue sea. Sky way view enjoys impressive open plan living space with beautiful furniture throughout. Sky way view sleeps 8 guests in 4 bedrooms each with it own en-suite and boasts 4 balconies and a sun deck. The property also boasts a private swimming pool overlooking sea and a spa.

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$526.09

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Private Vacation Home

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

Anna Maria, Florida, United States

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

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$925.57

/ Nightly

Private Vacation Home

Flamingo Bay by Duncan Real Estate

Anna Maria, Florida, United States

Welcome to Flamingo Bay!brbrThis beautiful waterfront home with private bay beach and steps to the City Pier!brbrNew up-dates! New tiled flooring through the whole property and some up-dates.brbrAbsolute waterfront house on the bayside on the north end of Anna Maria. A spacious four bedroom/three and a half bathroom beach house. The master suite expands the entire top floor. It has a king bed and his & her bathroom with views overlooking the bay and the Sunshine Skyway. On the lower level there is another king bedroom, a queen bedroom which shares a jack n Jill bathroom and the third bedroom has a queen bed with a hall bathroom. There is a half bathroom of the kitchen.brbrOther features include a cook's kitchen with full bay views, an outdoor shower and a deck with Adirondack chairs to watch the sunsets.brbrThere are two living rooms. One with a fireplace and the second living room with balcony patio overlooking bay and spectacular views of the Sunshine Skyway Bridge. There is a dining area also off the living area, perfect for candlelight dinners with water views. Enjoy the open patio with a dining set and umbrella for breakfast in the morning sun. Early risers will see the sun coming up over Tampa Bay.brbrThe kitchen features a double oven and stainless-steel refrigerator, tons of counterspace. There are fabulous views from the kitchen and it is open plan so you can still enjoy the party.brbrWalk straight out back to your own personal and private beachfront backyard. This house has all the right kind of beach feels, stunning sunrises and it's the perfect island retreat!brbrBED & BATH DETAILSbrbrThe master bedroom with a King bed and ensuite bathroom featuring a walk-in shower and full tub with water views and the master suite is located on the whole top floor of the house. All guest bedrooms are on the ground floor and one has a king bed with fabulous bay views and jack n jill bathroom which is shared with a queen bedroom and flat screen TV The third guest bedroom has a hall bathroom. There's a half bath on this floor.brbrEXTERIORbrbrThe ground floor opens to your own bay beach at your door. Enjoy an early morning swim and watch the sun rise over the bay. There is plenty of seating and loungers to soak up the Florida sun!brbrAt least 3 parking spaces are available in the driveway.brbrAmenities Include:brbr- Bedroom 1 Kingbrbr- Bedroom 2 Kingbrbr- Bedroom 3 Queen/Twinbrbr- Bedroom 4 Kingbrbr- Denbrbr- Work Spacebrbr- Bathroom 1 Soaking Tub/Walk-in Showerbrbr- Bathroom 2 Shower/Tubbrbr- Bathroom 3 Walk-in Showerbrbr- Half Bathbrbr- Bay Frontbrbr- Bay Viewbrbr- Water Viewbrbr- Bay Access 20 stepsbrbr- Central A Cbrbr- Sqft under a c 2438brbr- Parking Spotsbrbr- Garage No/code 7020brbr- Bath Towelsbrbr- Beach Towelsbrbr- Hair Dryerbrbr- Keurigbrbr- Dishwasherbrbr- High Speed WIFIbrbr- TV 3brbr- Cable Channelsbrbr- Washerbrbr- Ironbrbr- Smoke Alarmbrbr- Carbon Monoxide Alarmbrbr- Patiobrbr- Deckbrbr- Fish Cleaning Stationbrbr- Outdoor Showerbrbr- Propane Grillbrbr- Charcoal Grillbrbr- Exterior Outlet Ext cord L side of house by ACbrbr

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$1203.81

/ Nightly

Private Vacation Home

Calypso Current by Exclusive Vacations is a luxury new construction home in the

Anna Maria, Florida, United States

Calypso Current by Exclusive Vacationsbr113 Cedar Ave, Anna Maria, FloridabrVR25-000049brbrWelcome to Calypso Current by Exclusive Vacations, a newly constructed luxury beach-block home in the heart of Anna Maria Island. This four-bedroom, four-and-a-half-bath retreat features a resort-style lazy river pool, rooftop deck with fire pit and Gulf views, private putting green, elevator, and a 6-seat Club Car golf cart—just steps from Anna Maria City Beach and minutes from Pine Avenue dining and shopping.brbrDesigned for guests seeking elevated island living, Calypso Current delivers the comfort of a private home with the amenities and attention to detail of a luxury resort.brbrWhy Guests Love Calypso Currentbr• Beach-block location, steps from Anna Maria City Beachbr• Resort-style lazy river poolbr• Rooftop deck with fire pit and Gulf viewsbr• Private backyard putting greenbr• Elevator with access to all levelsbr• 6-seat Club Car Cru golf cart includedbr• Luxury beach bikes, chairs, umbrellas and beach cartbr• 4 Bedrooms | 4.5 Bathroomsbr• Private balconies throughoutbr• Pet friendly with host approvalbr• 4 on-site parking spacesbr• Minutes from Pine Avenue dining and shoppingbrbrThe SpacebrCalypso Current is a refined island retreat where modern coastal design meets thoughtful luxury. Warm wood tones, soaring ceilings, and expansive windows create a light-filled interior designed for both connection and relaxation.brThe open-concept living area offers comfortable seating and a large TV—perfect for unwinding after a day at the beach. The chef-inspired kitchen features high-end appliances, generous counter space, and an oversized island ideal for preparing meals, hosting private chefs, or gathering with friends and family. Adjacent dining areas provide ample space for shared meals and memorable evenings.brbrOutdoor LivingbrOutdoor spaces set Calypso Current apart. Spend your afternoons floating the lazy river pool, practice your short game on the private putting green, or enjoy quiet moments on one of the home’s balconies. As the day winds down, head to the rooftop deck, where Gulf views, island breezes, and a fire pit create the perfect setting for sunset cocktails or evening conversations.brbrThe included golf cart, luxury beach bikes, and beach gear make exploring Anna Maria Island effortless.brbrBedrooms & BathroomsbrDesigned for comfort and privacy, all bedrooms offer hotel-level accommodations:br• Primary Suite (3rd Floor): King bed, private balcony, spa-inspired ensuite with walk-in shower and standalone soaking tubbr• Bedroom 2: King bed, ensuite bathroom with walk-in showerbr• Bedroom 3: Queen bed, ensuite bathroom with walk-in showerbr• Bedroom 4: Full-over-Full bunk bed plus an additional Full bed; bathroom with shower/tub combinationbr• Half Bathroom: Main living levelbrbrExclusive Vacations AmenitiesbrAs with every Exclusive Vacations home, Calypso Current includes elevated amenities to make your stay seamless:br• 6-Seat Club Car Cru golf cartbr• Luxury beach bikesbr• Luxury beach chairs, two umbrellas and beach cartbr• Upgraded bed and bath linens and premium toiletriesbr• Fully stocked starter supplies (laundry and dishwasher pods)br• Portable Pack and PlaybrbrLocationbrLocated on the beach block in the heart of Anna Maria Island, Calypso Current is just steps from the sand and minutes from Pine Avenue’s charming shops, dining, and local attractions. Whether you’re heading to the beach, cruising the island by golf cart, or exploring the island’s laid-back charm, everything is within easy reach.brbrFrom its luxury new-construction design and prime beach-block location to its rooftop views and resort-style amenities, Calypso Current by Exclusive Vacations offers an unforgettable Anna Maria Island escape. Perfect for families or group getaways, this home delivers the ideal balance of comfort, style, and elevated island living.br-brThis home is managed by Exclusive Vacations, an Anna Maria Island property management company. brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Exclusive Vacations Rental Policies for full details. brbrUse of the provided golf cart requires the driver to maintain a current U.S. automobile insurance. Proof of insurance is required upon request.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 Exclusive Vacations Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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$320.66

/ Nightly

Condo

Ideal Location, Stunning Villa! Close to beach, beach gear provided!

Anna Maria, Florida, United States

Seeking a private piece of Anna Maria Island charm This Anna Maria rental is ideal for a small family, a romantic escape, or a long overdue, quiet catch-up with close friends. Palm Court is an updated villa which sleeps 4, making it perfect for smaller groups. But don’t let the small size fool you, Palm Court Villas has everything you need for the ultimate vacation.brbrPalm Court is ideally situated in the heart of Anna Maria Village. Take a short walk to experience great shops, diverse restaurants, fishing piers and the Community Center. Beautiful white sand beaches are just one short block away and feature a wonderful row of Australian pine trees for shade and cool relaxing. When you’re ready to explore, jump on the free Island trolley that stops at the corner of Magnolia Ave and runs the entire length of Anna Maria Island.brbrThe owners have thought of all conveniences. You will find a modern, fully equipped kitchen, ample linens including beach towels, washer/dryer, and comfortable furnishings. There is a beach gear shed with beach cart, umbrella, chairs, and sand toys. The open tropical courtyard is a wonderful place to enjoy a late afternoon margarita or a relaxed dinner prepared on the charcoal grill.brbrSo, pack your flip flops, and get ready to enjoy charming Palm Court. And if you have a larger group, Villa A can be rented along with Villa B to allow a party of 8 to enjoy all this lovely rental has to offer.brbrPlease note that pets are not allowed in this rental.brbrIf you love this rental but are not getting a quote with the dates you've selected contact us so we can check the availability for you!brbrbrWIRELESS INTERNET, EXPANDED CABLE AND FREE LONG DISTANCE CALLING IN U.S.brbr210 A MAGNOLIA ALSO AVAILABLE --RENT BOTH VILLAS TO ACCOMMODATE UP TO 8 GUESTS.brbrVacation rental professionally managed by Fran Maxon Real Estate, Inc.

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$296.73

/ Nightly

Private Vacation Home

Briney Breezes - Old Florida living with modern comforts

Anna Maria, Florida, United States

308 TARPON ST. BRINEY BREEZES This three bedroom, three bath dream home is the perfect way to experience all that Anna Maria Island has to offer. Here you will find all of the space that you will need to spread-out, and live your vacation to the fullest. Briney Breezes boasts three full bedrooms with a king sized bed in the master and two additional queen sized beds in the remaining bedrooms. Enjoy two separate second and third leveled decks which allow for breathtaking views overlooking the canal and bay, or just relax among the comforts of this wonderful home. brbr**Boat lift is not for guest use.brbrDOCK/BOATS: Dock is approximately 10ft. brbrFloor 1 (ground):brHeated pool and hot tubbrPool room brHalf bath brbrFloor 2 (main living level):brBedroom 1: QueenbrBedroom 2: QueenbrShared bathroom with shower/tub combobrbrFloor 3:brBedroom 3: King w/ flat screen TV and ensuite walk-in showerbrbr***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.

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$557.32

/ Nightly

Private Vacation Home

The Salty Beach Cottage: North end canal front pool home

Anna Maria, Florida, United States

Welcome to The Salty Beach Cottage, a comfortable and inviting family vacation home. Decorated with a refreshing palette of crisp whites, refreshing greens and ocean blues, this island-styled home has the power to enchant the eye and soothe the soul. brbrThe Salty Beach Cottage is brimming with an eclectic mix of art from full-color vintage Florida travel advertisements to original artwork. The large mirrors are covered with shells that the owners children found on our own beaches. Try shelling for yourself as just a short walk away are some of the very best Gulf Coast beaches. Upon your return from the beach, take a dip in your own heated pool.brbrSleeping arrangements include a king sized bed in the master, a queen sized bed in the guest room and children's bedroom with 2 sets of twin-over-full bunk beds. There are two full bathrooms which include a stand up shower en suite in the master and a tub/shower combo in guest bath. Additionally there is an outdoor shower by the pool. Entertainment includes flat screen televisions in the master, bunk room and great room. A plethora of board games, puzzles and outdoor games are at your disposal providing plenty of ways to reconnect.brbrFloor 1 (ground, main living level)brHeated pool, pool patio, small dock, 2 kayaksbrBedroom 1: King with TV and ensuite bathroom with walk-in showerbrBedroom 2: QueenbrBedroom 3: Two twin-over-full bunk beds with TV brShared bathroom with shower/tub combobrbrPETS: Please note this property is NOT pet friendly. brbrDOCK/BOATS: The dock is small and there is not room for a boat. br**Please note that the boat lift and any motorized watercraft are not available for guest use**brbr--DISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.brbrPARKING: 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. *Note that the garage is owner-use only and is not available for parking.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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$678.29

/ Nightly

Private Vacation Home

Funky Beach Farmhouse: Beautiful Bay views, heated pool, hot tub, lounge area

Anna Maria, Florida, United States

We invite you to come enjoy your vacation at the Funky Beach Farmhouse! This professionally decorated beach house is sure to create a fun space for the entire family! brbrThe home includes 4 bedrooms and 4.5 baths. Everyone will have all the privacy they need with a private ensuite bathroom attached to each bedroom. The spacious, open concept kitchen, dining, and living area provide the perfect space for playing games, enjoying a group dinner, or relaxing and watching a movie! brbrThe large kitchen is equipped with state of the art appliances and everything you need to cook meals at home. A large balcony is situated off of the living room creating the perfect space to sit back and enjoy a cup of coffee in the morning or a glass of wine while watching the sunset. brbrThe Funky Beach Farmhouse has a colorful bar downstairs right off the pool area. Open up the sliding doors to create the perfect indoor/outdoor space. The pool receives plenty of sunlight throughout the day to ensure you return home with a beautiful Florida glow! The elevator creates easy access to all levels of the house! brbrThe quick 1 minute walk to the beach makes for easy to stop back home for a quick lunch before returning back to the white fluffy sand and crystal clear water! Pine Avenue is a short walk or quick bike ride away. Here you can enjoy shopping at the cute boutiques or find a great place to get a bite to eat! Easily snag a ride on the FREE Anna Maria Island trolley with a convenient stop located at the Anna Maria City Pier!brbr*Please note that the garage is not available for guest use. brbrPETS: Please note this property is NOT pet friendly. brbrPARKING: 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.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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$664.27

/ Nightly

Private Vacation Home

Blue Heron Beach House: Canal-front pool home near Pine Ave.

Anna Maria, Florida, United States

Welcome to Blue Heron Beach House! This beautiful, newly renovated home is located in the heart of Anna Maria on a deep water canal with easy access to Tampa Bay . This home provides three bedrooms, three bathrooms, a bright and open kitchen, a cozy living room with high ceilings, and a spacious outdoor area for grilling and lounging. The large heated pool and spa are the perfect place to relax all year long! There is space for all in this amazing canal front home. This property is the perfect launching point for Kayaks and paddle boards. Find entertainment for the entire family with a self guided tour through Bimini Bay where you will find dolphins, manatees, and much more! You will find Anna Maria's gorgeous white sandy gulf beaches are just a short drive away! Enjoy easy access to Pine Avenue with its wonderful boutiques, restaurants, and access to the FREE Anna Maria Island Trolley!brbrPETS: Dogs are allowed with prior approval. Must be well trained and less than 40lbs. 2 dogs max. A $150 non-refundable pet fee applies per pet.brbrPARKING: 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbrBOATS: Approximately 25 ft of open seawall is available to tie up a boat.br**Please note that boat lift is not available for guest use**brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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$324.59

/ Nightly

Private Vacation Home

Eclectic North end AMI home with Private pool on Canal!

Anna Maria, Florida, United States

Top Reasons to Book Crazy Mermaidbr• Waterfront canal views throughout the homebr• Private pool (heated upon request for additional fee)br• Private dock for relaxing or fishingbr• Screened porch overlooking pool & waterbr• Spacious 4BR layout for groups & familiesbr• Prime Anna Maria Island locationbr• Professionally managedbrbrWelcome to Crazy Mermaid, a charming coastal retreat in Anna Maria with beautiful canal views and plenty of space to relax. This unique home blends island character with comfort, offering the perfect setting for a laid-back beach getaway.brbrEnjoy peaceful mornings on the screened porch, afternoons by the pool, and evenings watching the sunset reflect over the water.brbrThe Space:brSpacious, character-filled home with an open living area, comfortable seating, and stunning water views. The fully equipped kitchen and dining area make it easy to gather and enjoy meals together.brbrSleeping Arrangements (Sleeps 8):br• Primary Bedroom: King bed (upstairs)br• Bedroom 2: King bed (2 twins combined)br• Bedroom 3: Queen + Twinbr• Bedroom 4: Full bed (upstairs)brbrOutdoor Living:brRelax in your private backyard oasis featuring a pool overlooking the canal, screened porch, grill, and private dock — perfect for enjoying the water, fishing, or unwinding in the Florida sunshine.brbrImportant Notes:br• Pool heat available Sept–Apr for $34/daybr• Must be requested at booking or 48+ hrs priorbr• Stairs required (multi-level home)br• This property is not pet friendly at this time

4

Bed

2

Bath

8

Sleeps

$225.48

/ Nightly

Condo

Updated bayside condo with heated pool - across the street from the beach

Anna Maria, Florida, United States

South Bay Inn 1brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to your perfect Anna Maria Island retreat at this charming romantic getaway just steps from the sparkling waters of the bay. Ideal for couples or solo travelers, this welcoming retreat offers the perfect blend of comfort, relaxation, and island charm.brbrLocated directly across the street from the bay, you’ll enjoy peaceful water views and easy beach access via a short sandy path. Spend your days strolling along the shoreline, relaxing under the Florida sun, or exploring the picturesque beauty of Anna Maria Island.brbrBack at the property, unwind in the shared heated pool, surrounded by lush tropical landscaping. Comfortable outdoor seating invites you to relax in the ocean breeze with your morning coffee or evening glass of wine. Inside, the space is thoughtfully designed to ensure a comfortable and stress-free stay.brbrThis rental is perfectly positioned within walking distance of Pine Avenue, home to local boutiques, cafés, and some of the island’s favorite dining spots. Bayfront Park is also nearby, offering picnic areas, sandy beaches, and great fishing. For those looking to explore further, the tranquil sands and stunning sunsets of Bean Point are just a short one-mile drive away.brbrWhether you’re seeking romance, relaxation, or quiet time near the water, this Anna Maria Island escape offers a charming and convenient base for your stay.brbrTHINGS TO KNOWbrbrAll guests occupying this property who are under the age of 25 must be accompanied by a parent or legal guardian.brbrParking notes: There is free parking available for 1 vehicle.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Bed

Bath

Sleeps

$473.04

/ Nightly

Private Vacation Home

Sea Jay: Canal front with dock, heated pool, lanai w/outdoor kitchen

Anna Maria, Florida, United States

Sea Jay is a newly refreshed, canal front pool home located in the heart of Anna Maria! Enter the home through the kitchen and continue on to the open dining and living room. The living area has beautiful natural light that spills in through the large windows that line the back of the home. The dining table will comfortably seat 8 guests and the bar has seating for 6. The spacious master bedroom has a king bed, flat screen TV and private ensuite bathroom. The second bedroom features a king bed with Smart TV and the third bedroom has a unique bunkbed with a king bed on the bottom and two twin beds elevated above it. The second and third bedrooms shared access to the hallway bathroom. Lounge by the heated pool to soak in the sun or take advantage of the 35 feet of dock space to keep your personal boat during your stay. The upstairs screened balcony features a dining table for 6, built in gas grill, sink, and bar with 3 bar stools. The property is less than a 5 minute walk to the gulf beaches and easily accessible to Pine Avenue to visit shops and restaurants. brbr2nd Floor:brBedroom 1: King with ensuite walk-in shower w/ TVbrBedroom 2: King W/ TVbrBedroom 3: Bunk Bed (King on bottom and two twins on top) w/ TVbrHall Bathroom: combination tub/shower. Bedroom 2 has direct access. Bedroom 3 can access from hallwaybrbrWalkable Amenities:brGulf BeachesbrShoppingbrRestaurantsbrbr**Please note: This property is NOT pet friendly. brbrPARKING: 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$688.11

/ Nightly

Private Vacation Home

Rose Quartz: 2.5 Blocks to Beach! Pool & Spa

Anna Maria, Florida, United States

Rose Quartz by Anna Maria Life Vacation Rentalsbr308 Magnolia, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 2.5 Blocks to the Beach!br3 Bedrooms / 3 BathroomsbrKing, Queen, 2 TwinsbrPrivate Heated Pool & SpabrPool LoungersbrCovered Poolside Patio Dining for 6brGas Grillbr4 Hole Putt Putt GolfbrPing Pong, Foosball, CornholebrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 3 Cars in DrivewaybrbrDetails:brWelcome to Rose Quartz, your perfect beach retreat on Anna Maria Island! Located just a quick 2.5-block walk from the sparkling, clear waters of the Gulf of Mexico, this charming vacation home offers everything you need for a relaxing getaway.brThe bright and airy kitchen overlooks a cozy dining area with seating for four, plus additional stools at the counter for casual meals. The inviting living room is the perfect place for gathering with family and friends to unwind and enjoy each other's company.brbrTwo of the bedrooms are located on the main level: a queen bedroom with an ensuite bathroom and a guest room with two twin beds. The third bedroom, a private mother-in-law suite, is on the second level and features a king bed with an attached bathroom. This suite is accessed by an external staircase, offering guests a bit of extra privacy. Each bedroom comes with crisp linens and plush towels, provided by our professional linen service, ensuring comfort throughout your stay. Stay connected with complimentary WiFi, and enjoy the convenience of a washer and dryer during your vacation.brbrStep outside into your private backyard oasis, featuring a heated pool and spa—perfect for relaxing in the sun or under the stars. Lounge on poolside chairs and feel the cool island breezes as you unwind in paradise.brFor added fun, the covered poolside patio includes a dining table for al fresco meals prepared on the grill.brbrEnjoy hours of entertainment with a ping pong table, foosball, and a friendly game of cornhole or a round of 4-hole putt-putt golf.brbrRose Quartz is ideally located within walking distance of Gulf Ave, where you'll find a variety of restaurants and shops. The free island trolley stops nearby, giving you easy access to explore the entire 7-mile stretch of the island, from its beaches to its vibrant dining and shopping scene.brbrWhether you're here to relax or play, Rose Quartz offers the perfect blend of comfort and convenience for your next beach vacation!brbrBedroom 1 - Queen Bed, Ensuite Bathroom, TV - Floor 1brBedroom 2 - 2 Twin Beds,TV - Floor 1brBedroom 3 - King Bed, Ensuite Bathroom, TV - Floor 2brbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.brDriveway parking is available for a maximum of 3 cars. Parking for additional vehicles is not available. brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The maximum occupancy is six.brbrVR16-000328brbrIMPORTANT 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

$271.38

/ Nightly

Private Vacation Home

Tranquil Palm: Perfect north-end location

Anna Maria, Florida, United States

Welcome to Tranquil Palm, your serene getaway on the enchanting Anna Maria Island! Nestled on a peaceful north-end street, this charming 2-bedroom, 1-bathroom duplex invites you to experience the true essence of relaxation.brbrStep into a haven of tranquility set in a prime location offering a 5-minute stroll to Pine Avenue, where you'll discover an array of shops and restaurants, adding a touch of local flavor to your stay. The Center, Anna Maria Island's community center, is just around the corner. Grab a day pass as needed to fit in any activities you love with the local community.brbrForget about the hassle of parking and hop on the free Island Trolley conveniently located nearby. Explore the island effortlessly, knowing that your peaceful abode is just a short ride away. Tranquil Palm's strategic location allows you to immerse yourself in the island's vibrant culture without sacrificing the serenity you seek.brbrUnwind in the inviting atmosphere of this cozy retreat after exploring the Island's treasures. Step inside and discover a well-furnished oasis designed with your comfort in mind. The house is equipped with all the necessities to make your stay effortless and enjoyable. The thoughtfully arranged living spaces provide a simple yet elegant backdrop for your vacation.brbrThe kitchen features apartment-size appliances, perfect for whipping up quick meals or catering to small groups. Whether you're sipping your morning coffee on the cozy patio or winding down in the comfortable bedrooms, Tranquil Palm offers a restful haven between your island adventures.brbrEscape to Anna Maria Island and make Tranquil Palm your home away from home. Embrace the laid-back atmosphere, relish in the nearby amenities, and create lasting memories in this delightful vacation rental. brbrPETS: Dogs are allowed with prior approval. Must be well trained and less than 40lbs. 2 dogs max. A $150 non-refundable pet fee applies per pet.brbrPARKING: 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.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$1303.64

/ Nightly

Private Vacation Home

Brand New home with Incredible Rooftop Deck and Pool! - Just Breathe

Anna Maria, Florida, United States

Just Breathe by Exclusive Vacations brVR23-000046 brbrWelcome to Just Breathe, part of our Exclusive Collection. This luxury four bedroom, four and a half bath vacation home perfectly positioned on the Bayfront across from Tampa Bay and just a short walk to the Gulf beaches. This home pairs modern sophistication with a relaxed island feel and features panoramic water views, a resort-style pool and spa, and a two-level rooftop deck with a Bocce ball court and firepit. Whether you’re here for a week of family fun or a luxury escape with friends, this Anna Maria Island vacation home delivers the ultimate Gulf Coast experience. brbrHighlights br• Bayfront home, across the street from Bayfront park br• 10-minute walk to Bean Point Beach br• 4 Bedrooms / 4.5 Bathrooms br• 3 King beds, 1 Queen-over-Queen bunk bed br• Private pool and spa with bar seating br• Rooftop deck with firepit and Bocce ball court br• Putting green, ping pong, poker table, and pool basketball br• Elevator br• Walking distance to Pine Avenue shops and restaurants br• 3 parking spaces br• Clear-bottom kayaks and paddleboards brbrExclusive Amenities: br• 6-Seat Club Car Cru Golf Cart for Guest Use br• Luxury Beach Bikes for Guest Use br• Luxury Beach Chairs and Beach Cart for Guest Use br• Upgraded Bed and Bath Linens and Toiletries br• Portable Pack and Play brbrStep outside to discover your own private resort oasis. Lounge by the sparkling pool, unwind in the in-ground spa, or challenge friends to a game on the putting green. The covered patio offers plush seating and an outdoor dining area for easy outdoor meals. Upstairs, the two-level rooftop deck is where island life reaches its peak; complete with a Bocce ball court, firepit, and breathtaking bay views. It’s the perfect spot to sip a cocktail and watch the sun dip below the horizon. brbrInside, the ambiance is bright, coastal, and elegant. The open concept main living area features chic decor, abundant natural light, and a comfortable seating area with TV. Sliding glass doors lead to a balcony that invites in the bay breeze. The chef’s kitchen is equipped with appliances, a wet bar, and custom cabinetry, while the spacious dining area provides seating for family meals and lively gatherings. Every detail has been designed to create an effortless flow between indoor and outdoor living. brbrEach of the four bedrooms is a private retreat designed for comfort and rest after a day in the sun. The primary suite features a private balcony, king bed, and a spa-style ensuite bathroom with a double vanity and large walk-in shower. Two additional king bedrooms offer elegant furnishings, ample storage, and ensuite bathrooms with walk-in showers. The bunk room includes a Queen-over-Queen bunk bed and a private ensuite with a walk-in shower. A half bath, washer and dryer, and elevator access provide added convenience throughout your stay. brbrRoom Details br-Primary Bedroom: King bed, private balcony, ensuite bath with walk-in shower br-Second Bedroom: King bed, ensuite bath with walk-in shower br-Third Bedroom: King bed, ensuite bath with walk-in shower br-Fourth Bedroom: Queen-over-Queen bunk, ensuite bath with walk-in shower brbrLocated across from the bay, Just Breathe offers quick access to both Bayfront Park and the white sands of Anna Maria Beach. Spend your mornings paddleboarding in calm waters, your afternoons shopping and dining along Pine Avenue, and your evenings watching the sunset from the rooftop. Nearby, Bean Point Beach offers one of the island’s most scenic and peaceful stretches of coastline. This home accommodates three vehicles and does not allow pets. brbrWith its breathtaking bay views, resort-style amenities, and exclusive AMI Locals Collection features, Just Breathe redefines the luxury island getaway. Whether you’re gathering with family or friends, every detail invites relaxation, fun, and the easy rhythm of Anna Maria Island living. brbrBook your stay today and make unforgettable memories at Just Breathe! brbr- brThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrThis property does not allow pets of any kind. brbrUse of the provided golf cart requires the driver to maintain a current U.S. automobile insurance. Proof of insurance is required upon request.brbr3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. 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.

Bed

Bath

Sleeps

$526.23

/ Nightly

Private Vacation Home

Heated Plunge Pool & Screened Lanai: 2BR/2BA Oasis Steps from North-End Beach

Anna Maria, Florida, United States

Discover your perfect Anna Maria Island hideaway in this bright and breezy 2-bedroom, 2-bath home—complete with a queen sleeper sofa for extra guests. Inside, you’ll find a cozy living area that flows into a fully equipped kitchen, perfect for whipping up fresh local fare. The primary bedroom boasts an ensuite bathroom, while the second bedroom shares the hall bath - ideal for families or friends traveling together.brbrStep outside to your private heated plunge pool, ideal for a refreshing dip any time of day, then kick back on the screened lanai with your morning coffee or an evening cocktail. The outdoor seating area is your own slice of paradise—no noisy crowds, just the gentle hum of this quiet residential neighborhood.brbrLocation couldn’t be sweeter: you’re just a five-minute stroll from the island’s north-end beaches, where sugar-white sands and crystal-clear waters await. Feeling peckish or in the mood for a little browsing A quick three-minute bike ride takes you to Pine Avenue’s lively shops and restaurants. Plus, the Free Island Trolley stops nearby for easy access to the rest of Anna Maria Island without the hassle.brbrTravel light—this rental even comes with a beach wagon for hauling chairs, umbrellas, and cold beverages to the shore. Whether you’re here for sun-soaked relaxation or island adventures, this charming retreat checks every box. Welcome to your home away from home on Anna Maria Island!brbrPETS: Please note this property does NOT allow pets. brbrPARKING: 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.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$224.14

/ Nightly

Condo

Stylish bayside condo with WiFi & pool - close to the beach & restaurants

Anna Maria, Florida, United States

South Bay Inn 3brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to your perfect Anna Maria Island retreat at this charming romantic getaway just steps from the sparkling waters of the bay. Ideal for couples or solo travelers, this welcoming retreat offers the perfect blend of comfort, relaxation, and island charm.brbrLocated directly across the street from the bay, you’ll enjoy peaceful water views and easy beach access via a short sandy path. Spend your days strolling along the shoreline, relaxing under the Florida sun, or exploring the picturesque beauty of Anna Maria Island.brbrBack at the property, unwind in the shared heated pool, surrounded by lush tropical landscaping. Comfortable outdoor seating invites you to relax in the ocean breeze with your morning coffee or evening glass of wine. Inside, the space is thoughtfully designed to ensure a comfortable and stress-free stay.brbrThis rental is perfectly positioned within walking distance of Pine Avenue, home to local boutiques, cafés, and some of the island’s favorite dining spots. Bayfront Park is also nearby, offering picnic areas, sandy beaches, and great fishing. For those looking to explore further, the tranquil sands and stunning sunsets of Bean Point are just a short one-mile drive away.brbrWhether you’re seeking romance, relaxation, or quiet time near the water, this Anna Maria Island escape offers a charming and convenient base for your stay.brbrTHINGS TO KNOWbrbrAll guests occupying this property who are under the age of 25 must be accompanied by a parent or legal guardian.brbrParking notes: There is free parking available for 1 vehicle.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Bed

Bath

Sleeps

$792.8

/ Nightly

Private Vacation Home

Blue Palm: Luxury home, heated pool, hot tub, close to beach!

Anna Maria, Florida, United States

Welcome to Blue Palm, your next vibrant home-away-from-home here in Anna Maria. Constructed in 2016 by luxury builders Mason Martin and featured in HGTV Magazine, this stylish abode sits just one block from the sugar-white sand and rolling waves of the Gulf of Mexico, so beach days will be easy to come by. Ample restaurants and shops are within walking distance as well on Pine Avenue, yet you may find it hard to leave your own sliver of paradise in the backyard boasting a private sparkling pool, lush tropical foliage providing natural privacy, a jetted hot tub, and ample outdoor seating for all to enjoy.brbrInside, this gem is anything but a kitschy beach shack, as the interior is absolutely filled with high-end finishes, adorable decor, fun pops of color, unique wallpaper, vaulted ceilings, and loads of natural light through expansive windows. Mealtimes are always the best part of a vacation, and the chef of the group will have free reign to prepare any recipe with ease in the full kitchen outfitted with granite countertops, stainless steel appliances, two coffee makers, and modern cookware. Plus, the open layout of the main level will make for easy conversation and entertainment with balcony access, an accommodating dining table, and a lovely living room with a flatscreen TV.brbrBedroom 1: Double Bed w/ TVbrBedroom 2: Queen Bed w/ TVbrBedrooms 1 & 2 share Jack & Jill Bathroom with Walk-in showerbrBedroom 3: Bunk Beds (twin over twin) w/ combination tub/shower ensuitebrBedroom 4: King bed with walk-in shower ensuitebrbrPETS: Please note this property is NOT pet friendly. brbrGARAGE: Garage is not available for guest use. brbrPARKING: 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. *Note that the garage is NOT available for guest use.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

4

Bed

3

Bath

8

Sleeps

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