Vacation Rentals By Owner In Anna Maria, FL

Welcome to La Buena Vida!brOn Anna Maria Island (Anna Maria, FL)brbrThe SpacebrMornings begin with sunlight dancing across the canal and coffee enjoyed on the screened porch. Days unfold between the pool, the dock, and the nearby beach—each moment flowing into the next with ease. Designed for togetherness, this home combines open, airy interiors with plenty of outdoor space to connect, celebrate, and unwind. Whether you're planning a family vacation or a long weekend with friends, La Buena Vida offers comfort, care, and connection at every turn.brbrPerfect for: Families • Groups of friends • Guests traveling with petsbrbrHighlightsbr- Heated private pool and spa overlooking the canalbr- 8-foot private boat dock with direct canal accessbr- Two king master suites, each with ensuite bathroom and TVbr- Custom-designed bunk room with twin/twin/queen configurationbr- Spacious screened porch and furnished deck for outdoor diningbr- Pet-friendly home with prior approvalbr- Short 5-minute walk to beach access at Fern Streetbr- Washer & dryer in homebr- Beach gear credit includedbrbrInteriorbr- Living Room: Open and bright, featuring an L-shaped sofa, Smart TV, and large windows that frame canal views. French doors open to the deck, filling the room with natural light.br- Dining Area: Adjacent to the living room with seating for six, ideal for shared meals or island takeout from Pine Avenue favorites.brbrBedrooms:br- King Suite #1: King bed, TV, private ensuite bathroom, and closet space.br- King Suite #2: King bed, TV, ensuite bath, and peaceful décor for restful nights.br- Custom Bunk Room: Twin-over-twin plus queen bed layout, perfect for kids or extra guests.brbrBathrooms: Three full bathrooms, including two private ensuites and one hallway bath with a tub/shower combo.brbrLayout Overviewbr- Open-concept living, dining, and kitchen area with canal viewsbr- Two king master suites with ensuite bathroomsbr- Custom bunk room plus shared hallway bathroombr- Screened porch, deck, and private dockbr- Ground-level outdoor pool and spa areabrbrOutdoor LivingbrYour private outdoor oasis awaits with a heated pool and spa surrounded by lush landscaping and tranquil water views. Spend afternoons soaking up the sun, or relax under the covered patio with plenty of shaded seating.brbrThe 8-foot private dock offers direct canal access—bring your boat or simply enjoy the view as manatees and herons drift by. Fire up the grill on the upper deck, unwind on the porch, or gather for sunset cocktails as the water glows gold beneath the evening sky.brbrA short 5-minute walk down Fern Street leads to the white sands of Anna Maria's Gulf beaches, where beachcombing and breathtaking sunsets await.brbrKitchen & Diningbr- The fully equipped kitchen is a dream for both casual cooks and culinary enthusiasts, featuring:br- Electric stove, oven, microwave, refrigerator/freezerbr- Coffeemaker (12-cup) & Keurig, Blender, Toaster, Kitchenwarebr- Ample counter space and a kitchen island with bar seating for threebrbrEnjoy meals together at the dining table or take them outside to the deck for al fresco dining with canal breezes and island sounds as your backdrop.brbrAdditional Amenitiesbr- High-speed WiFibr- Cable TVbr- Central A/C & Heatbr- Linens, towels, and beach towels providedbr- Washer & dryer in homebr- Beach gear rental credit for chairs, umbrellas, carts, and morebr- Professionally cleaned and sanitized between staysbrbrParkingbr- Driveway parking for 2 vehicles, plus 1–2 additional spaces in the garage.brbrAt La Buena Vida, mornings rise over the canal and evenings end beneath glowing skies.brIt's where laughter carries across the water, where the pool sparkles beside your next great story, and where the good life truly lives up to its name.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.brbrPets are welcome with prior approval, provided they meet our pet policy guidelines. We allow a maximum of two pets, each weighing under 65 lbs. A pet fee applies based on the length of your stay: $100 for stays under 4 days, $200 for stays of 4-14 days, and $400 for stays of 15+ days, per pet.brbrBooking & Fee PolicybrInclude all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets.brbrOptional Services (subject to approval)brEarly check-in/late departure, elevator access, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.brbrReservations & Guest RequirementsbrMost stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed.brbrQuiet Hoursbr10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted.brbrCleaning & LinensbrHome is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite.brbrGolf Cart RentalsbrExplore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests.brbrPool & SpabrPool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. Guests may not adjust equipment; violations may result in fines or damages.brbrProperty SecuritybrExterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas.brbrPayments & Cancellation PolicybrPolicies updated October 6, 2025 — see full Terms & Conditions for details.brbrPayment SchedulebrDepositbr- Reservations up to 20 days: 50% of total amount due at time of booking.brRemaining Balancebr- Reservations up to 20 days: Remaining 50% due 30 days prior to check-in.brbrCancellation PolicybrFor Reservations of 20 Days or Lessbr- More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee.br- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee.br- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee.br- Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made.brbrTravel InsurancebrCSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes.brbrAdditional TermsbrNo refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted.brbrCity of Anna Maria Vacation Rental License: VR21-000043brMax Occupancy: 8 Guests | Max Vehicles: 3brInformation deemed reliable but not guaranteed; subject to change or withdrawal without notice.

La Buena Vida – Canal Home w/ Pool, Spa, Dock, Pets OK & Walk To Beach

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1690.44

Welcome to Luxe Island Escape, a next-level tropical retreat designed for unforgettable island getaways.brbr*Features include* brbr* Huge heated pool and spa br* Swim up bar seating br* Rooftop deck with sweeping water views br* 4 bedrooms, 4 ½ baths br* 3 king master suites with attached baths br* Indoor/outdoor living on all 3 levels br* Patio dining for 6, plus lounge area br* Chaise loungers by the pool br* Garage game room with ping pong table and TVbr* 2 blocks to beautiful Bean Point beach! br* Beach chairs, umbrella, and cart brbrLuxe Island Escape is calling for you! Just drop your bags and enjoy all that island living has to offer in this contemporary luxury, coastal-designed vacation home. This brand new custom built home is one of the newest vacation rentals located on the island's prestigious North end. brbrThis state-of-the-art home accommodates 8-10 guests comfortably with four bedrooms and four and a half bathrooms. You will find one of three king master suites atop the first flight of stairs in this breathtaking home. The attached master bath features a spa-inspired oversized soaking tub, huge walk-in shower and double sinks. The second bedroom on this floor offers a great space for the kids with twin trundle beds as well as an attached bathroom with shower/tub combo. brbrOn the main living level you will also find plenty of room for entertaining in the high end kitchen and dining room. The family chef will love the cutting edge kitchen with all the culinary essentials as well as Keurig coffee maker, gas range, beautiful quartz counters and an impressive island with enough seating along the breakfast bar to comfortably accommodate all your guests. brbrRelax and unwind in the plush living room with extra large glass doors allowing you to enjoy the beautiful outdoors even when inside. Step out onto the spacious balcony and the gentle sea breeze will have you feeling refreshed in no time. A convenient half bathroom and laundry area complete this level of the home. brbrUpstairs you will have your choice of two more luxurious king master suites. Each bedroom features a full bathroom with gorgeous walk-in tiled showers. There is an upper balcony perfect for relaxing with your morning coffee and listening to the peaceful sounds of this quiet neighborhood. On this floor you will even find a dedicated office space for when you absolutely must do a bit of work while away. Please inquire about the convenient Murphy bed located in the office space for the ability to sleep additional guests. brbrIt's all play and no work in the amazing backyard with its luxurious covered patio with indoor/outdoor seating, dining table for six and propane grill. Float your cares away in the huge pool or have a soak in the attached therapeutic spa tub. Have a seat at the swim up bar where you can watch movies or sports by the pool on the huge outdoor TV. brbrThis home allows parking for up to 2-3 vehicles in the driveway depending on size.brbrADDITIONAL INFORMATION brbrWe generally require a minimum stay during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.brbrOur cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels. brbrAnna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrThis home allows parking for up to 2-3 vehicles in the driveway depending on size.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.

Luxe Island Escape by Beach Boutique Rentals

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1,635

Summary:brbrTortuga Bay is a canalfront 5BR/3BA escape just a 2-minute walk to the beach ️! Enjoy a private pool with spa & waterslide , tiki hut, BBQ, new putting green ⛳, private dock for a 30ft boat ⚓, and 2 kayaks . Walk to Pine Ave dining and shops, relax in stylish coastal interiors, and experience nonstop island fun! brbrbrbrThe Space:brbr Tortuga Bay ~ Canalfront • Waterslide • Putt Putt • Tiki Hut brbrbrbrWelcome to Tortuga Bay, a newly remodeled canal front retreat and one of the closest canal homes to the beach on Anna Maria Island! Just a 2-minute walk to the white sands of the Gulf ️ and an easy stroll to Pine Avenue’s shops and restaurants, this five-bedroom getaway is packed with unforgettable island amenities.brbrbrbrInside, coastal elegance meets comfort with a bright open floor plan, stylish furnishings, and a fully equipped kitchen featuring stainless steel appliances and a spacious peninsula with bar seating ️. The seamless flow into the dining and living areas makes entertaining effortless.brbrbrbrStep outside to your private backyard paradise . Splash into the sparkling pool with an in-ground spa, built-in tiki table, and rock waterslide, lounge beneath the tiki hut, or fire up the BBQ grill . Practice your short game on the brand-new putting green, or head to the private dock to fish, watch manatees, or launch the two included kayaks straight into the canal .brbrbrbrWith chic bedrooms, thoughtful design, and unbeatable location, Tortuga Bay delivers the ultimate island adventure!brbrbrbr✨ Highlights ✨brbrbrbr• ️ 2-minute walk to the beachbrbr• Two kayaks – launch from backyard dockbrbr• ‍♂️ Private pool with in-ground spa & waterslidebrbr• ⚓ Private dock – accommodates up to a 30ft boat - Low tide depth 5 feetbrbr• ⛳ Brand-new putting greenbrbr• BBQ grill & tiki hutbrbr• Beach chairs, cart & umbrella providedbrbr• Dog friendly with approval & feebrbr• ‍ ‍ Owner managedbrbrbrbr ️ Bedrooms ️brbrbrbr• Primary Bedroom: King bed, ensuite bath with dual vanities & walk-in showerbrbr• Second Bedroom: King bedbrbr• Third Bedroom: King bedbrbr• Fourth Bedroom: Queen bedbrbr• Fifth Bedroom: Twin-over-twin bunk bedbrbrTwo hallway baths include tub/shower combosbrbrbrbrGuest 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 6 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 brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m always here to help! You can call or text me directly on my cell anytime. I’m available 24/7 to answer questions, share local tips ️, or assist with anything that comes up. Your comfort and peace of mind are my top priority! ✨

Tortuga Bay~Canal & Waterslide Putt Putt! TIKI HUT

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$527.7

Welcome to Hammock in the Sun!brbrThis North end home offers a prime location just steps from Pine Avenue. Indulge in delightful lunches at the nearby restaurants and explore the boutiques only a short stroll away.brbrThis two-story home features a large living room, dining area and plenty of outdoor seating. Take the stairs up to the first-floor main level with a spacious open floor plan that features the living and dining area with a screened in balcony located off the dining area with table ...and bench sitting. The kitchen is equipped with all modern appliances, offers ample counter space and plenty of storage for all your vacation snacks. Grab your coffee and step outside onto the kitchen balcony to start your day in paradise!brbrIncluded on the first floor is a guest bedroom with a queen size bed and full bathroom with shower/tub combo. On the second floor there is the primary bedroom with a large screen TV and ensuite bathroom which features a walk-in shower and large soaking tub. The bedroom has access to two screened in balconies surrounded by tropical foliage.brbrThe third guest bedroom is located on this second floor and has a queen size bed with an ensuite bathroom. There is a screened in lanai off this bedroom to retreat or enjoy a night cap. The washer and dryer are conveniently located on the main living area next to the bathroom. The ground floor consists of two garage and storage area which are for owner use only.brbrHIGHLIGHTSbrbr2366 sq. ft. under a/cbrbrPrivate pool (16x10 ft)brbrTV with surround soundbrbrWasher/dryer in unitbrbr4 screened in balconiesbrbrSteps to Pine AvenuebrbrBEDROOMSbrbrSleeps 6brbrPrimary Bedroom: King EnsuitebrbrSecond Bedroom: QueenbrbrThird Bedroom: QueenbrbrBATHROOMSbrbrEnsuite Bathroom: Walk-in Shower and soaking tubbrbrSecond Bathroom: Shower/tub combobrbrThird Bathroom: Shower/tub combobrbrEXTERIOR:brbrHammock in the Sun offers five great balconies to sit and relax or enjoy your morning coffee. One of the screened in balconies is off the dining area with a large outdoor table and plenty of seating to enjoy your evening meal. There are two ways to enter the pool area from the front door and back staircase off the kitchen. The pool can be heated and there is plenty of seating with outdoor sun loungers and seating areas to soak up the Florida sun. There is a small, covered area with additional seating.brbrFrom the pool enter the side gate to a secondary outdoor yard which features the gas grill and large dining area to enjoy those balmy evenings. There is also a beach cart, beach umbrella and beach chairs. Upon your return from the beach rise off in the outdoor shower before taking a float around the pool!brbrOptional pool heat, up to 86 F, is available from November to April at $150/week. Weather conditions may affect the temperature of the pool. Pool alarms are mandated per city licensing ordinance and cannot be disarmed. Pools are professionally serviced weekly and debris due to tropical climate might occur in between service days. Duncan Real Estate will expedite repairs of reported malfunctions, but no refund will be made for circumstances beyond our control. brbrThere are four parking spaces in the driveway. Garages are for owner use only.brbrThis property is protected by video surveillance in the front parking area.brbrPlease keep in mind that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrAmenities Include:brbr- Bedroom 1 Kingbrbr- Bedroom 2 Queenbrbr- Bedroom 3 Queenbrbr- Bathroom 1 Walk-in Shower and spa bathbrbr- Bathroom 2 Shower/tubbrbr- Bathroom 3 Shower/tubbrbr- Hot Waterbrbr- Beach Access 0.3 milesbrbr- Bay Access 0.5 milesbrbr- Elevatedbrbr- Central A Cbrbr- Cental Heatbrbr- Ceiling Fan Living Areabrbr- Sqft under a c 2366 Sqftbrbr- Free Parkingbrbr- Parking Spots 4brbr- Front Security Camerabrbr- Self Check Inbrbr- Keyless Entrybrbr- Bath Towelsbrbr- Beach Towelsbrbr- Quality Linensbrbr- Hair Dryerbrbr- Hangersbrbr- Refrigeratorbrbr- Ice Makerbrbr- Stovebrbr- Ovenbrbr- Cookwarebrbr- Toasterbrbr- Blenderbrbr- Drip Coffee makerbrbr- Dishwasherbrbr- Microwavebrbr- Garbage disposalbrbr- Dining Tablebrbr- High Speed WIFIbrbr- TV 2brbr- TV Streaming Onlybrbr- Washerbrbr- Dryerbrbr- Ironbrbr- Ironing Boardbrbr- Cleaning Kitbrbr- Fire Extinguisherbrbr- Smoke Alarmbrbr- Carbon Monoxide Alarmbrbr- Private Pool Ybrbr- Pool Dimensions 16x10brbr- Pool Alarmsbrbr- Sun Loungersbrbr- Screened Lanaibrbr- Porchbrbr- Balconybrbr- Outdoor Diningbrbr- Outdoor Showerbrbr- Propane Grillbrbr- Beach Amenitiesbrbr- Board Gamesbrbr- Duncan Emerald Clubbrbr

Hammock in the Sun by Duncan Real Estate

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$649.11

Beach to Bay GetawaybrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrCharming Anna Maria Island Retreat with Private Pool – Walk to Pine Avenue & BeachbrbrThis inviting Anna Maria Island home is the perfect place to relax and enjoy island living. Thoughtfully designed for comfort and convenience, the spacious living area features a 65' flat-screen TV and Blu-ray player, with access to Netflix and Hulu Plus using your own login—ideal for relaxing evenings after a day in the sun.brbrThe home is fully equipped with everything you need for a carefree vacation, from a well-stocked kitchen to pool and beach essentials. Step outside to your private pool area, where true island relaxation begins. Start your mornings with coffee in the covered seating area, lounge poolside, take a refreshing swim, or enjoy the soothing therapeutic jets built into the pool. A gas grill is also provided, making the outdoor space perfect for casual cookouts and warm Florida evenings.brbrUnbeatable Island LocationbrbrThis home is within easy walking distance of Pine Avenue, where you’ll find locally owned coffee shops, restaurants, boutique shopping, an olive oil shop, and a beloved donut spot. Multiple beach access points are nearby, with the closest located at the end of Gladiolus Street—just a short walk to Anna Maria’s famous white-sand beaches and turquoise waters.brbrJust one block away, Tampa Bay offers even more to enjoy, including a playground, barbecue pavilions, and the iconic Rod & Reel Pier. Watch breathtaking sunrises over the bay, try your hand at fishing (no license required), or enjoy a meal at the pier’s restaurant.brbrTHINGS TO KNOWbrbrPool heat is included and maintained at 80°F. Additional pool heat to 85°F is available upon request for $32 per day plus tax. A 48 hour notice is required. Heat may not be available if temperatures drop below 65 degrees. We will not be accepting payments for pool heat for the months of May through OctoberbrbrBook your stay today and experience the charm, convenience, and laid-back beauty of Anna Maria Island.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 2 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Newly-Renovated, Dog-Friendly Home w/ Private Heated Pool & Streaming Services

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$495.0

AMI Retreat by Anna Maria Life Vacation Rentalsbr746 Jacaranda, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! AMI North End! 200 steps to Beach!br3 Bedrooms / 2 Bathroomsbr2 Kings, 1 Queen, 1 TwinbrPrivate Heated Pool **brPool LoungersbrOutdoor ShowerbrGas GrillbrCovered Poolside Patio DiningbrOutdoor Patio Dining on Upper DeckbrCornholebrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrDog Friendly - with pet fee - see info belowbrBeach Towels, Beach Chairs, Beach WagonbrParking for 4 CarsbrbrDetails:brAMI Retreat is located 200 steps to the sugar sand beaches and sparkling clear waters of the Gulf of Mexico. With a prime location on the North End of Anna Maria, AMI Retreat is close to Bean Point and Pine Ave.brbrThe main level includes the kitchen, dining and living rooms. The living room is a comfortable spot for the family to relax. The dining room features a table for six. A patio dining set for six on the outdoor verandah overlooks the pool and provides for a relaxing meal from the grillbrbrTwo of the bedrooms feature a king Bed, one with an ensuite bathroom, and the other guest room has a queen bed. The third floor loft includes a twin bed. Each bedroom includes crisp linens and plush towels in the bathrooms from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe private heated pool is the perfect place to relax in a pool lounger and enjoy the island breezes of paradise. An outdoor shower allows you to rinse the sand from your suit before entering the pool.brbrAMI Retreat is a dog friendly home! If you have added a pet to your reservation under the number of pets, the fee of $150 per dog plus tax has been added to your reservation total. Please note, there is a 2-dog limitbrbrAmi Retreat is easy walking distance to Gulf Ave, restaurants, and the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1 - King Bed, Ensuite Bathroom, TV - Floor 2brBedroom 2 - King Bed, TV - Floor 2brBedroom 3 - Queen Bed, TV - Floor 2brLoft - Twin Bed, TV - Floor 3brTwin Sized Air Mattress with LinensbrbrPlease note:br**Spa maintains same temperature as pool.brAmenities are subject to change.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is eight.brbrVR16-000089brbrIMPORTANT 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.

AMI Retreat: 200 Steps to Beach, Dog Friendly Pool Home by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1,069

Lazy Lagoon by Anna Maria Life Vacation Rentalsbr220 Chilson Ave., Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 2 Blocks to the Beach! On a Canal!br4 Bedrooms / 3 Bathroomsbr3 Kings, 2 TwinsbrPrivate Heated Pool & Spa Overlooking the CanalbrPool LoungersbrOutdoor ShowerbrGas GrillbrPoolside Umbrella Patio Dining for 6brBring the Boat - 55 ft Dock AvailablebrDock with Adirondack ChairsbrCornholebrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 4 CarsbrbrDetails:brA relaxing and rejuvenating island getaway on Anna Maria Island begins at Lazy Lagoon. You're sure to find island paradise right here! Lazy Lagoon is a single story pool home located 2 blocks from the sparkling clear waters of the Gulf of Mexico. Bring the boat! The home is on a canal and provides a 55' boat dock.brbrStep into beach and island calm and the living, kitchen, and dining space. Find a seat on the comfy couch in the living room and enjoy a nap, book, or movie on the wall-mounted flat screen TV. If you need a workspace, there is a nearby desk and chair where you can set up a laptop to keep in touch with friends and family. A few steps away from the living area is the kitchen. The cozy space features plenty of cupboards and drawers full of everything you'll need to prepare and serve a home-cooked meal. A door in the kitchen makes for easy access to the outside space. Enjoy the meal in the dining area with a table for eight and additional seating kitchen counter seating.brbrAt the end of a long day of island adventure, retreat to a private bedroom. The master suite features a king bed and ensuite bathroom. The second bedroom boasts a king bed and ensuite bathroom. The third bedroom features a king bed and bedroom four includes a set of two twin beds. These two bedrooms share a hall bathroom. . Each bedroom includes crisp linens and plush towels in the bathrooms from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe private heated pool highlights the backyard. Relax in a pool lounger and enjoy the island breezes of paradise. An outdoor shower allows you to rinse the sand from your suit before entering the pool. Enjoy a meal from the provided grill at the outdoor dining set for six. Just a few steps away is the private dock. Sit out and watch the world go by. You may also bring your own boat and use the 55' dock.brbrLazy Lagoon is easy walking distance to Gulf Ave, restaurants, and the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1 - King Bed, Ensuite Bathroom, TVbrBedroom 2 - King Bed, Ensuite Bathroom, TVbrBedroom 3 - King Bed, TVbrBedroom 4 - Two Twin Beds, TVbrbrPlease note:brThis home is not pet friendly.brThe boat lift is not available for guest use.brAmenities are subject to change.brDock measures 55'.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. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. brbrVR16-000397brbrIMPORTANT 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.

Lazy Lagoon: On Canal, Pool, Boat Dock, 2 blocks to Beach by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

4

Bed

3

Bath

8

Sleeps

$556.99

Newly Renovated. CASA CALIENTE brA spectacular and truly MAGICAL place to experience. brbrAMI,fl This 2 bed , 2 bath home is a spectacular, and truly a special place to experience. Along with a queen size pull out couch. This local landmark, sleeps 6 very comfortably . Owner is willing to book less than 7 nights, upon request. ( if able )..brbrCASA CALIENTE Talk about detail This perfectly located, blue beach cottage, was built for entertaining. With it’s sprawling open floor plan, that opens up into the kitchen, dining, and living room. IT Is Sure to please guest of any size. As you enter this blue beauty, you will notice the detail and love it offers. The plush designer furnishings come with much comfort, as well as practicality. brbr♨️CASA CALIENTE♨️brIs detailed with only the finest upgrades. From the pool Sound System, with Bluetooth connection, That allows you to stream from your own device, through out the pool area, As well as the numerous flat screen tv’s this home provides. Along with the wireless internet, its sure to please the “media savvy” vacationer of any age, while the foodies of the bunch, can get comfortable among the gleaming stainless steel kitchen. brYES, as you would expect, br CASA CALIENTE brComes with a PROFESSIONAL CHEF’S KITCHEN,, stocked with only the best, high end cookware, Along with the massive pantry for storage. You will notice the cabinets and drawers are well stocked with everything you will need to whip up a “home away from home” cooked meal. brAND if you don’t feel like putting on the chef’s hat while on vacation, you can walk out your front door and stroll down Pine Ave., to the many fine restaurants such as, The Sign of the Mermaid, The Waterfront or The Sandbar Restaurant. And if you feel like a casual quick bite. Try Peppo's tacos. And for breakfast, the kids will love the fresh made donut shop , both steps away, from your home, away from home. On Pine, you will find there are many sweets and eats along with shopping boutiques , as well as a general store, for last minute supplies. Yes, you will be located in the heart of it all. brDepending on the season, you’ll also find, this is the prime location for the many local events, such as the Food and Wine on Pine. And let’s not forget about the award winning Caulk Art Fest. brbrBut, at CASA CALIENTE, you will find, that the best table on the island is in your own backyard A propane grill and the outdoor furnishings, are waiting to make you forget all about staying in a hotel. Don’t even think of giving up the umbrella in your drink. This vacation cottage comes with it’s own TIKI BAR , complete with a mini refrigerator and freezer, sure to keep your beverages cold. The deck is caged for shade and privacy, whiled a waterfall trickles into a lagoon style heated pool. brbr Even the most intimate crowd, will enjoy a much thought out the design of this home, as the kids fish at the CITY PIER. CASA CALIENTE. With Just a push of a button on the Niles panel, and you can transform this private pool oasis into a romantic get a way. With the two FIRE BOWL FEATURES located on the flowing WATERFALL, along with the changing LED pool light, that can adjust to any mood. It’s a sure way to bring out the romance in any couple. brbrCASA CALIENTE is located just steps from the beach. And if there is children accompanying mom and dad, you can also find many things to entertain the kids. From the Bay Front Park, a beach front playground, as well as multiple ice cream parlors, only steps away. brNot tobr mention the free Trolly, or better yet, the wild and wacky Monkey Bus. An adventurous and fun, way to explore the multiple local beaches and boutiques, that this tiny hidden island oasis has to offer. brAnd let's not forget the two city piers, that stays open to the wee hours of the night,and rents everything the beginner fisherman will need to catch dinner brbrAfter a day on the powder white sandy beach, you can return to your home, where a massive outdoor shower awaits full of pool toys. to rinse off the sand and plunge in the pool with. brbr CASA CALIENTE bris a vacation rental unlike any other. At the end of your day, you will be awaken, when you find the 2 LARGE MULTI JETTED SHOWERS, that both provide extra large benches, along with the large RAIN SHOWER HEADS too rinse the stressless day away. And if your too tired to sit in the shower, the master bath come complete with a Pearl CHROMO LIGHT THERAPY TUB, That is designed to only massage your muscles with an array of massaging bubbles. You can customize it too you’re liking or select one of the many pre-set massage buttons, as the changing LED lights.The master bedroom come with a large California King bed along with a walk in closet, to store all you're clothing. brbrAnd please make note, this rental is FULLY stocked with an abundance of bath towels, as well as beach towels. Even numerous beach chairs ☂️to the umbrellas as well as,all the sand toys a child could dream of, Equipped to build the sandcastle of their dreams. ⛱ brAll you will need for this beach oasis get away, is your clothes and groceries. Oh, And don't forget the sunscreen... brbrCASA CALIENTE ONLY uses the FINEST LINEN’S, for both the king and queen bed in the guest bedroom as well as extra, for the couch. You will find that there is nothing to leave for the imagination. brbrCASA CALIENTE provide’s it all. To the home CENTRALIZED VACUME SYSTEM, to the extra supply of table and chairs for the unexpected guest. This meticulously cared for home simply has it all. So don’t wait. Let this home be yours for week, or even a month. brbrCall today, and book your beach vacation far in advance. And experience a truly MAGICAL place, that will leave you with many beautiful memories. But you must hurry. brThis home does book in advance with many return guest. Administration fees and/or taxes are subject to change, will out notice. ( of course, I will do my best to inform booked renters of such changes, as I am informed).. br Also, look for discounted rates for the off season. ( September-October) brJust ask. br We maybe able to customize your trip, to accommodate all your needs. brbrBeach rates Saturday check in - 5:00 pm Saturday check out - 10:00 am cleaning fee +$300.00 br 12% + tax br+ $500.00 Refundable security deposit (Security deposit will be refunded after check out)br brDue to Corona, the CDC guidelines. Cleaning fee’s have increased.

LOCAL LANDMARK. The BLUE HOUSE on PINE Casa Caliente

Anna Maria, Florida, United States

2

Bed

Bath

6

Sleeps

$618.38

Welcome to Sunrise Vista on gorgeous Anna Maria Island. Pack up the family car and head to Anna Maria Island's perfectly located beach house. Find one of the last-remaining generations owned single-family cottages located directly on the beach. brbrThis is the place to put down your iPhones, and reset your timetable to observe the awesome tides, the seabirds at work, and manatees making their morning rounds. brbrWalk the sandy beachfront to discover two pier restaurants. The Rod and Reel and Anna Maria City Pier are only a few flip flop steps away. Bring your tackle box and fish all day or set up a chair on your own beach in front of the house. Listen to the whispering pines. What are they telling you brbrThere are a few low-tech bikes to peddle around the island and discover the sights of this vanishing Florida. brbrUnplug, destress, and relax. brbrBring along a journal, sketch pad, or watercolors because you will find yourself hopelessly spellbound by the epic view. In the distance, the iconic Skyway Bridge appears and disappears in the changing mists. Or cozy-up inside, with the same view through the many picture-frame windows and read a stack of novels. brbrAppreciate the rare simplicity of this house as the owners have for 60+ years making sweet memories with family and friends that span generations and lifetimes.brbrAs always, we make sure you can stay connected on our free high-speed wireless internet! Turn on the Flat screen tv and catch that must see sports game or your favorite movie as well. Book your Anna Maria Island vacation at Sunrise Vista Today!brbrDisclaimers:brbr*Please note this is not a party or large gathering house, Noise complaints may result in eviction* brbr*Please note, all guests occupying this property who are under the age of 25 must be accompanied by a parent or legal guardian. Thank you! *brbr*Check in time is 4pm on the day of your arrival, Check out time is 10am on the day of your departure. No early access or late departure is allowed unless special arrangements are made with our office, Our cleaning and Inspection team need time to ensure the rental is clean and safe for your stay*brbr*A starter kit of paper towels, toilet paper, trash bags, laundry detergent, coffee & tea, hand soap, shampoo, conditioner, and body wash are provided at check-in. Also available if requested, while supplies last, is a toothbrush and sewing kit. Any additional items that you may need during your stay can be purchased at one of the local grocery stores.*brbr*A Kayak with Lifejacket and paddle is provided. Please remember to store the kayak back where you found it when you are done using it. Life Jackets are required by law, make sure you wear it! Kayak at your own risk.* brbr*The owner has provided a few low-tech bikes for guest use. We cannot guarantee these are in working order. Ride bikes at your own risk. * brbr*Parking for 2 Vehicles in shell driveway and 1 additional vehicle on paved driveway. *

Sunrise Vista

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$387.96

We don't want to waste your time so please carefully read the listing details before you request to stay. brbrA few points before you go any further -brbr1. The Boathouse is for a maximum of 2 guests aged 25 or over. No children, no infants, no exceptions.br2. When arranging your travel plans please note that our checkout time is 11 am. We strive to keep the Boathouse in pristine condition which requires time on a changeover day. It is therefore unlikely that we can accommodate an early check in although we are happy for you to drop off luggage in the garage (must be after 11am so as not to disturb the guests who are staying).br3. Only the registered VRBO account holder and their guest can book and occupy the home - please do not try and book the home on behalf of someone else.br4. The Boathouse is a maximum of a 7 day stay.brbrbrWould you like to feel like you are sleeping in a tree house with all the luxuries and comfort of a high end hotel Then welcome to our brand new guest house, which accommodates a maximum of two guests and is a completely private tropical oasis. Standing on the edge of Lake LaVista, surrounded by tropical palms where you have sole use of a a beautiful private pool which we heat during the winter months. Located in the desirable north end of Anna Maria you are steps from Pine Avenue and a short walk to both the beach and the bay. Two bicycles, beach chairs and a beach cart provided.brOur home is airy and light with vaulted ceilings and a comfortable and contemporary feel. Two AC zones allow you to control the temperature of both the bedroom and the living area.. brA kitchenette includes a fridge/freezer, microwave/convection oven with air fryer, induction dual hotplate and dishwasher. Small appliances include a Keurig coffee maker, blender, toaster and electric kettle. brSeating for two at the kitchen island. brPlenty of comfortable seating in the lounge where there is a Samsung Smart TV.brThe master bedroom has a king bed with a luxury firm Wink mattress. Built in closet space and a Samsung Smart TV. There is an en-suite bathroom with large walk in rain shower along with hand held shower with bluetooth speaker.brThe home is supplied with pristine sheets and towels, including beach towels and Gilchrist & Soames toiletries.brThe home comes complete with a Miele washing machine and dryer.brIt is the outside that is nothing short of magical. The large deck, complete with a Weber gas grill and sun loungers overlooks the beautiful pool and the canal where you can almost touch the Manatees swimming by. On the first floor there is a further covered seating area with comfortable chairs perfect for curling up and reading a book.brThe beautiful tropical garden is lit at night and enjoys a privacy that is hard to find elsewhere on the island as we are not overlooked from other homes. brA note about the pool heat. While the pool is heated during the winter months as with all pool heat, at times when the ambient temperature drops too low (50’s and 60’s) the heater will be unable to operate.brWe do not operate the spa separately to the pool.brbrTHE NEIGHBORHOODbrWhen you are ready to explore there is a stop for the free Island Trolley just a minute away in front of the Anna Maria Historic Society Museum on Pine Avenue.brLocated just one block north of Pine Avenue where you will find boutiques and restaurants - everything is easily accessible on foot or by bike.brThe Anna Maria Community Theater, famous Sandbar Restaurant and world class beautiful beaches are at one end of Pine Avenue while at the other end you can enjoy the sights and sounds of Tampa Bay and the historic Anna Maria City Pier with the new Mote Marine satellite location. One of the islands' most popular restaurant's The Waterfront, is located here.brOTHER THINGS TO NOTEbrWe are happy to accommodate check ins on any day of the week. We request a 4 night minimum stay (7 during February, March and April) and a maximum stay of 7 nights. However should you find yourself looking for a last minute getaway then please contact us as we will accommodate shorter stays when possible.brMy husband and I (and our adorable Goldendoodle) live in the main house. We are therefore always available to answer any questions you may have. But we also will respect your privacy. As long as you are happy, then we are happy!brThe guest house is brand new and has never been rented prior to February 2024. Any reviews prior to this date were for the main house which was previously rented.brUnfortunately we are unable to host children or infants and we cannot make an exception.

Guest House

Beautiful brand new guest house, steps to Pine, 5 minutes to beach, heated pool

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$2397.49

Summary:brbrWelcome to Cloud 9, a stunning beachfront retreat where modern luxury meets relaxed coastal living. Perfectly positioned on the quiet north end of Anna Maria Island, this beautifully designed 5-bedroom home offers everything your group needs for an unforgettable island escape — from elegant interiors to effortless beach access just moments away.brbrbrbrThe Space:brbrExperience luxury in our five-bedroom home, meticulously designed for comfort and enjoyment. Each of the four king suites is a sanctuary, featuring a private en-suite bathroom and a TV for your entertainment. The bunk room offers a fun and flexible space with full-over-full bunk beds, perfect for kids or additional guests. A convenient half bath is located just outside the bunk room. The gourmet chef's kitchen is equipped with a 48-inch gas range, ideal for preparing delicious meals. Enjoy outdoor dining with the gas BBQ on the pool deck. Unwind on the private covered porch with a wine cooler, offering stunning Gulf sunset views. This property provides easy beach access and is a short walk to Bean Point. The pool deck is perfect for grilling, lounging, and socializing.brbrbrbrGuest Access:brbrGuests have access to adult bikes, paddle boards, and a kayak for exploring the area. A complimentary 6-passenger street-legal golf cart is also provided for easy island navigation.brbrbrbrThe Neighborhood:brbrCloud 9 is ideally situated on Anna Maria Island's walkable North End, offering easy access to the beach, Bean Point, and the shops and restaurants of Pine Avenue. For exploring further, the free island trolley provides convenient transportation, with a stop located right on Pine Ave. Free parking is available on the premises and on the street. The closest major airport is approximately a 1-hour drive away.brbrbrbrGetting Around:brbrCloud 9 is ideally situated on Anna Maria Island's walkable North End, offering easy access to the beach, Bean Point, and the shops and restaurants of Pine Avenue. For exploring further, the free island trolley provides convenient transportation, with a stop located right on Pine Ave. Free parking is available on the premises and on the street. The closest major airport is approximately a 1-hour drive away.brbrbrbrOther Things to Note:brbrPlease review and agree to the Reservation Agreement. brbrbrbrRates and Availability are subject to change until reservation is completed. brbrA deposit must be received in order to reserve the dates you desire. brbrbrbrPets- Non-Aggressive breeds, vaccinated & current on a flea prevention program allowed only with prior approval.brbrPet Fee and Pet Waiver Required. brbr$300 per pet Any unauthorized pets= 25% surcharge brbrbrbrTraveler must provide photo ID and guest list brbrIf for some reason the property you booked is unavailable, we may offer to rebook the Traveler at another property, if a substantially similar property is available for the same period and under a new reservation. Owner is not responsible for events beyond our control, ie: inclement weather, storms, evacuations, etc. Travel Insurance is recommended and may be purchased independently from several sites (Red Sky Travel Insurance, Square Mouth, etc.) brbrbrbrDue to the extensive equipment provided at the home, there are additional documents required. brbrThe use of the bikes, SUP and Kayak require a signed Equipment Waiver for anyone 18+ brbrbrbrAll Drivers of the property's Golf Cart must be 25, and provide a copy of a valid U.S. Driver's License and Insurance.brbrbrbrInteraction with Guests:brbrWe give our guests space to relax but are always available if needed! You’ll receive a personal smart lock code before check-in, and we’re just a message, call, or email away if you have any questions or need anything during your stay. For direct support, contact our office phone.

Apartment

Cloud 9 - BeachFront Splendor

Anna Maria, Florida, United States

6

Bath

8

Sleeps

Exceptional(124)

$468.01

3 short blocks to the sugar sand beaches of the Gulf of Mexico and 5 blocks to Tampa Bay. This traditional Florida home is on a canal, with bikes and kayaks for your recreational use. 2 bedrooms, 3 bathrooms, living room, kitchen and traditional Florida room overlooking a large patio and pool and our dock on the canal. We also have a screened porch for relaxing on warm sunny afternoons, or you could grab your morning cup of coffee and sit out on the dock and watch the fish jump. The perfect place to relax; lots of wildlife, beautiful beaches and a quiet neighborhood with friendly, helpful neighbors. brThere are a local corner store, Post Office, bar, restaurants & shops within walking distance. You can take the free trolley around the island, to the supermarket, library and more shops and restaurants. Para-sailing, motor scooter rentals, kayaking, biking, and above all swimming in the beautiful Gulf of Mexico, make this an ideal location. Attractions off the island include the Asolo Florida State Theater, Mote Marine Laboratory, Selby Botanical Gardens and upscale shopping at Saint Armand's Key. There are also several natural preserves nearby for walking and observing nature. Please note: ours is a green house where we use unscented products including soap and laundry detergent. We try to provide this for all guests, however, should we run out, please buy only unscented products usually called free and clear or unscented for use in the house. Thank you. brbrKeywords: bungalo, cottage, casita, water front

Perfect Anna Maria. Dock on Canal. 3 blocks to sugar sand beach. Heated pool.

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$457.65

This Anna Maria Island waterfront house newly renovated. The house is located on a large 75 ft wide deep water canal and is within a short walking distance to the beautiful white sand beaches that the island is known for. Bring your boat and moor it to the 56 ft seawall that is behind the house and enjoy deep water access to Tampa Bay and nearby Gulf of Mexico. If you do not have a boat that is OK, there are several places you can fish from land including the canal behind the house.brbrWithin walking distance to the historic Anna Maria City Pier or the Rod and Reel Pier where you can fish or simply enjoy a good meal with a breath taking view of Tampa Bay and the Sun Shine Skyway Bridge. Also within walking distance are several local shops, restaurants, and bars. There is a free trolley available that runs thought-out the island from 6 am-11 pm. The free trolley stops every 4-5 blocks at designated benches along Gulf Drive. There is a stop about a block away from the house.brbrWe have 2 kayaks, beach chairs, and beach toys for your use.brbrThe house is located on the North side of the island at 227 Willow Ave, Anna Maria, FloridabrbrbrbrbrKeywords: Canal, water, boat, dock, Rental, House, fishing, diving, boat, beach, trailer storage, kayak

75 ft Canal Front Anna Maria House, Great for Boaters, Newly Renovated

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$934.83

Gone Gulfin’ by AMI Locals br brWelcome to Gone Gulfin’, a brand new, five-bedroom, four and a half bath luxury beach home just one block from the Gulf beaches. Perfect for families and friends seeking a modern island retreat, this stunning home features a private pool and spa, rooftop deck, and fun outdoor games like ping pong and putting green. Designed with relaxation and entertainment in mind, Gone Gulfin’ blends contemporary style and coastal elegance to deliver the ultimate Anna Maria Island vacation experience. brbrHighlights br• 3-minute walk to the beach br• 5 Bedrooms / 4.5 Bathrooms br• 4 King beds, 1 Twin-over-Full bunk bed br• Rooftop deck with Gulf views br• Private pool with spa and sunshelf br• Putting green and ping pong table br• Outdoor TVs and covered seating areas br• 3 parking spaces br• No pets allowed brbrGone Gulfin’ was built for outdoor living and fun under the Florida sun. The rooftop deck is a showstopper, with multiple levels for lounging and entertainment. Adirondack chairs and loungers on the top deck for Gulf view sunsets, and a covered patio below with a TV, comfy seating, and ping pong table. In the backyard, enjoy a private pool and spa, practice your short game on the putting green, or relax in a shaded lounge area while watching the game on the outdoor TV. Whether you’re swimming, sunbathing, or dining outdoors, every space has been designed for maximum enjoyment. brbrStep inside to discover an inviting, open concept living space filled with natural light and coastal delight. The living area offers a plush curved sectional, cozy side chairs, and a large TV, creating the perfect atmosphere for family movie nights. The chef’s kitchen features custom cabinetry, designer backsplash, appliances, and a large island with breakfast stools. There’s also a wet bar with a wine fridge and a spacious dining table, ideal for group meals and evening gatherings. Every detail reflects thoughtful design and modern comfort. brbrEach of the five bedrooms is beautifully appointed with premium bedding, ample space, and tranquil decor. The primary suite offers a king bed, ensuite bathroom with dual vanities, walk-in shower, and soaking tub for spa-like relaxation. Two additional king bedrooms feature ensuite bathrooms, one with balcony access, while the remaining king bedroom and bunk room share a hallway bathroom with a walk-in shower. Every room promises restful nights and rejuvenating mornings after your days in the sun. brbrRoom Details br-Primary Bedroom (2nd Floor): King bed, ensuite bathroom with double vanity, walk-in shower, and soaking tub br-Second Bedroom (2nd Floor): King bed, balcony, ensuite bathroom with shower/tub combo br-Third Bedroom (3rd Floor): King bed, ensuite bathroom with double vanity and walk-in shower br-Fourth Bedroom (3rd Floor): King bed, shares hallway bath with walk-in shower br-Fifth Bedroom (3rd Floor): Twin-over-Full bunk bed brbrThis home also includes Wi-Fi, a laundry room, and a half bath for guest convenience. Located near Gulf Drive and Pine Avenue, Gone Gulfin’ offers easy access to Anna Maria’s best shopping, dining, and attractions. Spend your days on the white sand beaches or explore the island aboard the AMI trolley. With endless outdoor adventures and world-class dining nearby, you’ll have everything you need for the perfect island getaway. brbrWhether you’re planning a family beach vacation, friends’ retreat, or relaxing island escape, Gone Gulfin’ by AMI Locals delivers the total package of luxury, fun, and comfort. With brand-new design, a rooftop deck with Gulf views, and a backyard built for play and relaxation, this home redefines coastal living on Anna Maria Island. Book your stay at Gone Gulfin’ by AMI Locals today and make your island vacation one to remember! brbr- brThis property does not allow pets. brbr 3 cars maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This 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. brbrPlease 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.

NEW Home w/Pool, Rooftop Deck, and Putting Green-Gone Gulfin'

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$316.4

Great 1 bedroom, 1.5 bathroom cottage on the quiet north end of island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Fern Street/Alamanda Road. This great getaway sleeps up to 4.brbrThe cottage has an open floor plan and it is about 900 sq ft. There is a bedroom with 1/2 bath inside and a laundry room. There is a full bath out of the bedroom which makes it very comfortable when there are more than 2 guests with. The living room has a sofa, which also becomes a comfortable queen bed. It is not the kind where the mattress is folded when in use as a sofa. My favorite spot of the house is the private outdoor shower with hot and cold water. The side door leads to the patio where you will find an outdoor dining area complete with oversized umbrella, a high-top table, outdoor shower, and electric grill. You will also find a beach cart to transport beach essentials to and from the beach.brbr**electric grill, beach chairs, umbrella and wagon are provided for your convenience**brbrThe house is located on the very desirable quiet north end of the island. Specifically 2 short blocks from the very end. It is very peaceful and beautiful around this quite area with very low traffic, if any at all. You can easily travel across the island on the free trolley, which has many stops throughout the island. There are also many places who offer bikes and golf carts for rent. There are many restaurants, small shops and a Publix supermarket all with in 10 min max driving and reachable by bikes and golf carts. You can take a very short easy walk to the famous Rod and Reel pier/restaurant.brbrI'm always available on my cell phone and email. Feel free to contact me if you have any issues.

Cottage

Blue Heron Cottage - Anna Maria Island

Anna Maria, Florida, United States

Bed

Bath

4

Sleeps

$744.17

Bridgeview by Anna Maria Life Vacation Rentalsbr832 S Bay Blvd, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! Bay Front! Amazing Views!br5 Bedrooms / 5 Bathroomsbr4 Kings, 2 Sets of Twin over Twin BunkbedsbrPrivate Heated Pool & SpabrPool Loungers & UmbrellasbrOutdoor ShowerbrGas GrillbrCovered Patio Dining for 6brProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 3 Carsbrbr*** NO BEACH ACCESS FROM PROPERTY ***br*** This home is not pet friendly ***brbrDetails:brWelcome to Bridgeview, a spacious bay‑view retreat perfectly designed for large families and multi‑family getaways on the charming north end of Anna Maria Island. With 5 bedrooms and 5 full bathrooms this home comfortably sleeps up to 12 guests.brbrInside, the kitchen features a large island with seating for four. The dining room offers space for up to ten, making family meals easy and memorable. Two inviting family rooms—each with comfortable seating and a TV—ensure everyone has room to relax.brbrFour of the bedrooms feature a king bed and ensuite bathroom and TV. The bunk room features two sets of bunks, its own attached TV room, and an adjacent full bath. All linens and towels are provided for your convenience.brbrWake up to the gentle sound of the surf and enjoy your morning coffee while watching dolphins glide through the bay. Multiple verandahs and decks - including a rooftop deck with sweeping island and water views—invite you to soak in every sunrise and salty breeze.brbrAfter a day at the beach or exploring Pine Avenue, unwind in the private heated pool or soak in the hot tub. A covered patio with a TV, outdoor grilling area, and plenty of seating creates the perfect setting for al fresco dining and evening gatherings. Just off the patio, an indoor game room with ping‑pong and foosball keeps the fun going for all ages. Beach towels and chairs are provided for a seamless stay.brbrBedroom 1 - King Bed, Ensuite Bathroom, TV brBedroom 2 - King Bed, Ensuite Bathroom, TV brBedroom 3 - King Bed, Ensuite Bathroom, TV brBedroom 4 - King Bed, Ensuite Bathroom, TV brBedroom 5 - 2 Sets of Twin over Twin Bunkbeds, TV brbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.brThere is no beach access from the home. View only.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 minimum requirement for this home is no less than seven nights. The maximum occupancy is twelve.brbrVR18-000001 brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

Bridgewatch: Amazing Bay Views! Roof Top Deck, Pool & Spa by Anna Maria Life

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$724.03

Glory Days by Anna Maria Life Vacation Rentalsbr206 Archer Way, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 1.25 Blocks to the Beach!br3 Bedrooms / 2 Bathroomsbr1 King, 1 Queen, 2 Twins, and Queen Sofa SleeperbrMaster Bedroom with Private Deck - 2nd FloorbrPrivate Heated Oversized Lagoon Shaped Pool & SpabrPool Loungers & UmbrellasbrOutdoor Hot Water ShowerbrScreened Lanai with Patio Dining for 8brAmazing Oversized Private Backyard Perfect for Family TimebrEnclosed Florida Room Overlooking Tropical Landscaped BackyardbrGas BBQ GrillbrProfessional Linen Service, Washer & Dryer, Complimentary WIFIbrBeach Towels, Beach Chairs, Beach Wagons, Beach UmbrellasbrParking for 4 CarsbrDetails:brGlory Days,” a spacious, immensely comfortable, and beautifully decorated 2100 sq ft, three bedroom, two bath home with a separate den that sleeps eight beachgoers has one of the largest, if not the largest, lush tropically landscaped backyards on the entire island. Glory Days sits just a three minute (1.25 block) stroll from the white sands of the Gulf. brbrConceived, designed, and furnished with vacation fun and relaxation in mind, you only need to bring your swimsuit and suntan lotion. The house is overstocked with beach carts, beach chairs, beach umbrellas, and sand toys. Crisp, fresh beach towels are provided. Or if you prefer, lounge in the enormous, completely private, resort-like backyard, with large lagoon shaped heated pool and Jacuzzi, lounge chairs, deck umbrellas, outdoor shower, private seating areas encircled by tropical foliage and palm trees. bar-b-cue, and screened lanai with an enormous table seating at least 8.brbr Whether it is the family room, sunroom, den, screened lanai, or private seating areas off the pool deck, each offers a unique setting. Books, board games, pool toys, beach toys, custom Glory Days Corn Hole boards, and Smart TV's will add to your enjoyment and pleasure.brbrThe master suite located on the second floor has a king bed with an ensuite bathroom and private deck overlooking the backyard. The additional two guest rooms are on the first floor, one furnished with a queen-sized bed and the other with two twin beds. There is also a queen sofa sleeper in the den. The kitchen is huge and fully fitted and sports a gas stove and oven. All bedrooms have Smart TV's and Roku, with access to cable channels. Complimentary Wi-Fi allows you to stay connected whether inside the house or laying by the pool. Sonos speakers allow you to listen to your personal vacation soundtrack.brbrOur home is located 1.25 blocks to the sugar sand beaches of Anna Maria. We provide beach towels, chairs, beach umbrellas and large beach carts to make a day at the beach a breeze!brbrGlory Days is close to everything the island has to offer. The free trolley stops nearby and travels the entire 7-mile length of Anna Maria Island. Hop on and off at your leisure and explore shopping, dining and the beaches.brbrAt Glory Days, the summer's always here and the time is always right. You and your loved ones will not want to leave and then count the days until you return.brbrBedroom 1 - King Bed, Ensuite Bathroom, TV - Floor 2brBedroom 2 - Queen Bed, TV - Floor 1brBedroom 3 - 2 Twin Beds, TV - Floor 1brQueen Sofa Sleeper in DenbrbrPlease note:brPets are not allowed in this home.brAmenities are subject to change.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The maximum occupancy is eight.brbrVR16-000409brbrGolf 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.

Glory Days: AMI North End, Backyard Oasis, Pool, 1.5 Bocks to Beach by Anna Maria Life

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$742.37

Soulshine by Anna Maria Life Vacation Rentalsbr322 Tarpon Ave, Anna Maria FL, 34216brbrWhat You'll Love About This Home:brLocation! On a Canal. 4 Blocks to the Beach! 2 Blocks to Bay!br3 Bedrooms / 2.5 BathroomsbrCalifornia King, 2 Kings, 1 Set of Twin over Queen BunkbedsbrPrivate Heated PoolbrPool LoungersbrOutdoor ShowerbrCovered Poolside Lounge with Bar & Seating & TVbrPrivate Dock with Canal AccessbrGas GrillbrFoosballbr4 Balconies with Seating & Water ViewsbrKeurig & Drip Coffee MakersbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrDog Friendly! (with pet fee, see notes below)brBeach Towels, Beach Chairs, Beach WagonbrParking for 5 CarsbrbrDetails:brWith a lovely and prime location, Soulshine sits on a canal on the north end of Anna Maria. The sugar sand beaches are four blocks to the west, and the bay is 2 blocks to the east.brbrHave a seat on one of the many verandahs and enjoy the sparkling water views. The main living area is on the second floor and provides outstanding views from the kitchen and living room. Step outside onto the balcony and enjoy a cocktail or meal at one of the two high top patio tables overlooking the pool and canal.brbrA spacious master suite on the second floor boasts a California King bed with Tempur-Pedic mattress. The en-suite bathroom will amaze with an oversized shower and gorgeous stand-alone tub.brbrThe two additional bedrooms are on the third floor and share a jack-n-jill bathroom. One of the king bedrooms has a sitting area with a sofa and a private balcony accessed by double patio doors. Take in the view and relax in the Adirondack rockers. The other third floor bedroom features a king bed and a set of twin over queen bunk beds. Each bedroom includes a king-sized bed with an en-suite bathroom, a TV and crisp linens and plush towels from our professional linen company. brbrYour guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a full-sized washer and dryer.brbrA sparkling, heated pool is one of the highlights of backyard and is complete with pool loungers, an outdoor shower, gas grill, and a picnic table. The covered poolside entertainment area features lounge seating, a bar with bar stools and a TV.brbrThe dock is available for fishing and accessing the canal. Have a seat on the bench and watch for the wildlife including all varieties of sea birds and possibly a manatee or dolphin!brbrSoulshine is located on the north end of Anna Maria and a few blocks from Pine Ave and the City Pier where you may catch the the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrSoulshine is a dog friendly home! If you have added a pet to your reservation under number of pets, the fee of $150 per dog plus tax has been added to your reservation total. 2 dog limit.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is eight.brbrBedroom 1: California King with TV and Ensuite Bath on Floor 2brBedroom 2: King with TV on Floor 3brBedroom 3: King & Twin over Queen Bunks with TV on Floor 3brbrPlease note:brThe boat lift and any onsite motorized watercraft are not available for guest use.brThe left-side garage is not available for guest use.brAmenities are subject to change.brDock measures 15'.brDriveway parking is available for a maximum of 5 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. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.brbrVR16-000401brbrIMPORTANT 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.

Soulshine: Dog Friendly! Pool, On a Canal with Dock by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$266.0

Anna Cabana B by Anna Maria Life Vacation Rentalsbr301 Poinsettia Rd., Anna Maria, FL 34216brbrWhat you'll love about this home:brLocation! On the North End of Anna Maria 2 blocks to the beach and shopping.br1 Bedrooms / 1 bathroomsbr1 Queen & 1 Sofa bedbrPrivate Heated PoolbrGas BBQ GrillbrProfessional Linen Service, Washer & Dryer (shared)brComplimentary WIFIbrBeach Towels, Beach Chairs & Beach WagonbrbrDetails:brAnna Cabana B is the perfect getaway. Located on the north end of Anna Maria Island and just a short walk from the beach, this cute bungalow beckons you to relax and stay a while!brbrThis adorable island vacation rental has been completely refurbished inside and out! A queen bedroom and a sofa bed will accommodate four, or it is just perfect for a getaway for two! The fully-equipped kitchen allows you to whip up a fabulous meal or perhaps the outside gas grill will entice you to grill up some freshly caught fish. brThis property also features our professional linen service. brbr ***For an added bonus, Anna Cabana A is right next door and when combined, large parties can be easily accommodated. Anna Cabana A is a two-bedroom rental that also has its own private pool.***brbrAfter a day at the beach, you can relax in the private, heated pool, complete with color changing lights! Tropical landscaping and fence provide plenty of privacy.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.brSo bring your flip flops and your suit for a fantastic vacation you won't soon forget.brbrPlease note:brPets are not allowed in this home.brAmenities are subject to change.brDriveway parking is available for a maximum of 2 cars. Parking for additional vehicles is not available.brThis home is part of a duplex, but you'll have your own private entrance, driveway, and yard. The only thing you might share with the neighboring unit is a wall—everything else is completely separate for your comfort and privacy.br.brVR16-000090brbrIMPORTANT 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.

Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Bed