Vacation Home Rentals By Owner In Anna Maria, FL

brCompletely restored with all new kitchen and appliances, new flooring and all new furnishings just as cute!brbrWelcome to Naut 2 Shabby Cottage! This 1922 Old-Florida-style cottage pool home is the front unit on the property, located on Pine Avenue just half a block from the Anna Maria City Pier and Tampa Bay, and within walking distance to shops and restaurants. Rent a bike or catch the free Island Trolley to explore the Gulf end of Pine Avenue in just a few minutes' ride!brbrAt the home, you'll be charmed by the eclectic and homey decor. The backyard was made for fun in the sun! The private heated pool sports a basketball hoop, there's a hot tub nestled next to the gorgeous tropical landscaping and soft, springy turf surrounds the pool. Complete with Adirondack chairs, loungers, and a 4-top table with umbrella, you'll have everything you need right at the house! brbrThe interior is nice and cozy and includes updated amenities such as a large flat-screen SmartTV, fully equipped brand new kitchen with stainless appliances and recently updated interior. The dining area in the sunny enclosed front porch easily seats six.brbrThere are three bedrooms in this historic cottage. The first bedroom has a Queen bed and an attached bathroom featuring a turn-of-the-century bathtub equipped with a handheld sprayer. The second bedroom has a King bed. The third bedroom has 2 sets of twin bunk beds. The second bathroom has a shower and is located just outside the bedrooms. A washer and dryer are available as well, located in a standalone laundry room shared with the property's rear unit.brbrThis ground-level cottage will feel like your home-away-from-home! The cottage sleeps 8. To sleep an additional 2- 4 guests check out Naut 2 Shabby Bungalow to rent along with the Cottage to sleep a total of up to 12 guests. brbrFlexible Check-in and checkout days --with some exceptions for holidays and certain times of the year—and never on Sundays.brbrIf you love this rental but are not getting a quote with the dates you've selected, please contact us so we can check the availability for you!brbrPlease note that pets are not allowed in this rental.

Naut 2 Shabby Cottage-Awesome Pool Area, Pine Ave location close to everything

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$500.33

Green Jacaranda Unit B (Upstairs 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.brThe 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 B brbrThe interior is styled with tasteful tropical décor, creating a bright and relaxed island atmospherebrbr- Master Bedroom - one queen 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 layout 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 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.

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

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$641.14

Recently Updated Vintage Island Beach Front home has 4 sleeping rooms and 2 bathrooms. Enjoy the charm of yesterday in this great family beach house located between Palm and Magnolia Avenues. Excellent Gulf views, steps to beautiful, white sandy beaches. Centrally located in the City of Anna Maria walking distance to many great Restaurants and Shops. This home includes a washer/dryer, dishwasher, several flat screen TV's, outside shower. There are 2 bedrooms on the ground floor each with a Queen size bed. There is a bathroom with tub/shower combo on the ground level as well. Upstairs in the loft that faces the beach (3rd bedroom) there is a King Bed and 2 twin beds. The 4th bedroom located upstairs has 2 Twin beds. The 2nd bathroom is located upstairs and has a shower.brbrNon-Smoking Unit. Wi-Fi and free long-distance calling in the U.S.brbrPET POLICY INFORMATIONbrbrThere is a minimum $150 taxable pet fee per dog. brAll pets require approval after booking. Non-aggressive breeds only. br *Be sure to indicate you have a pet, where you enter the number of guests.*brbrIf approved, the fee will be added, and we'll confirm the new total with you before charging your card.brbrFinally, a quick reminder of our pet rules:br- Pets are not allowed on the furniture.br- The yard must be kept clean of waste.br- Excessive hair must be cleaned up prior to departure.brbrPlease note: The City of Anna Maria rental regulations state that rental homes can only have a maximum occupancy of 8 guests.brbrFor a little extra space or those who like more privacy, a studio suite is located above the garage and may be added with an additional fee. This apartment has a Queen bed, kitchenette, full bathroom, SmartTV, and WiFi.

Fun in the Sun Gulf front, steps to the sand, 4-bed with spectacular views!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1692.69

Bay Happy is the perfect place for your next island getaway! This luxury property boasts breathtaking views of the bay, a state of the art chef's kitchen, a spacious pool area and beach. Each bedroom has a private ensuite bathroom and TV. The open concept living, dining and kitchen are accompanied by wall to wall sliding doors to create a beautiful indoor/outdoor space. Bay Happy is perfectly located with walkable attractions such as Rod and Reel Pier, Bean Point Beach, The Anna Maria City Pier, and Pine Avenue. Guests are able to access the Free Anna Maria Island Trolley at The Anna Maria City Pier. The trolley provides transportation throughout the entire island. brbrBEACH DISCLAIMERbrPlease be aware that the beach and sand may differ from the photos due to natural processes like tides, weather, and erosion. The beach environment is dynamic and constantly changing, and we appreciate your understanding. Enjoy the beauty of our beachfront properties!brbr2nd Floor (main living level):brHalf BathbrBedroom 1: King with walk-in showerbrBedroom 2: King with walk-in showerbrbr3rd Floor:brHalf BathbrBedroom 3: Queen with walk-in showerbrBedroom 4: King with large walk in shower that has full soaking tub inside the showerbrBonus room: 2 Twins with TV and balconybrbrProperty does not allow pets or events of any kind.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.

Bay Happy: Luxury Home with View of Tampa Bay!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$477.76

Escape to this charming 2-bed cottage on Anna Maria Island’s north end, sleeping 5. Enjoy canal views, a king bedroom with ensuite, and a second bedroom with queen & twin beds. The open living, kitchen, & dining area is perfect for families. Relax in the covered outdoor space. Just a short walk to Pine Avenue, Bean Point Beach, and the bayside of the island. Free Wi-Fi, smart TV, & parking. Self check-in. No pets. Book your serene island getaway now!brManaged by Doreste PropertiesbrWe do not allow pets or parties.

Lakeview Lookout - Canal Front Cottage

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$407.18

Photos Updated March 2025!brbrWelcome to Sandy Cheeks, a luxurious vacation rental house located on the beautiful Anna Maria Island. This ground-level, newly renovated beach house features three bedrooms and two bathrooms, making it the perfect getaway for families or groups of friends. And as of 2024, enjoy a brand new plunge pool with a freshly landscaped yard!brbrSandy Cheeks is situated on a quiet street north of Pine Avenue, just a short block away from the Rod and Reel Pier. Enjoy a morning stroll to the pier, or take a short walk to the nearby Bayfront Park, where you can relax on white sand beaches, enjoy amazing views of the Skyway Bridge, and have a picnic on the bay. And if you're looking for a taste of the Gulf of Mexico, Bean Point, and the Sandbar Restaurant are just a short distance away.brbrUpon entering Sandy Cheeks, you'll be greeted with newly installed faux wood-laminate floors, giving the property a light and bright coastal cottage beach flare. The floor plan is perfect for family gatherings, featuring an updated kitchen and living room, as well as three cozy bedrooms. The master bedroom is furnished with a king-size bed and has an en-suite bathroom, while the two additional bedrooms feature queen beds and share a second hallway bathroom.brbrThe house is equipped with all the modern amenities to ensure that your vacation is as comfortable and enjoyable as possible. Stay connected with our free high-speed wireless internet, and catch up on your favorite shows on the flat-screen TV.brbrTake advantage of the patio out back, where you can sip your morning coffee or enjoy a refreshing 5 pm margarita. And with the town being very walkable, you can leave your car parked and easily explore the nearby Pine Ave shopping and restaurants, as well as the free AMI trolley stop just two short blocks away at the City Pier.brbrCome and experience the ultimate in comfort, luxury, and relaxation at Sandy Cheeks. Book your stay today and create unforgettable memories with your loved ones on Anna Maria Island!brbrGround-Level:brBedroom 1: King master with TV and ensuite bathroom with walk-in showerbrBedroom 2: Queen bed with TV brBedroom 3: Queen bed with TVbrbrShared bathroom with walk-in shower off living room brEnclosed patio with washer/dryer and 2-top tablebrbrOutside: Heated plunge pool (coming December 2023) and lounge areabrbrPETS: 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.br**Please 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.

Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1,299

Summary:brbrBirdsong is a charming 2-bedroom, 2-bath home just a 3-minute walk to Bean Point Beach on Anna Maria Island. Recently remodeled in 2025, it features a private heated pool, fenced backyard, outdoor dining with BBQ, and included beach gear. With a king suite, queen bedroom, and sleeper sofa, this owner-managed retreat is perfect for a relaxing coastal getaway. ️☀️brbrbrbrThe Space:brbr Birdsong | Steps to Bean Point + Heated Pool ️brbr 709 Fern St, Anna Maria IslandbrbrbrbrWelcome to Birdsong, a picture-perfect island retreat just a 3-minute stroll to the pristine shores of Bean Point Beach ☀️ Recently refreshed with beautiful coastal décor (2025), this charming 2-bedroom, 2-bath home is ideal for couples, small families, or friends looking to unwind in paradise.brbrbrbrSpend your days walking to the beach with provided chairs and cart ️, then return to your private fenced backyard oasis featuring a heated pool, outdoor dining area, and BBQ grill . Whether you're floating under the Florida sun or enjoying dinner al fresco, Birdsong makes every moment feel special.brbrbrbrInside, the bright and spacious living area is perfect for movie nights or relaxing after a day in the sand . The fully equipped kitchen features modern appliances and ample counter space for easy meal prep, while the cozy dining space invites everyone to gather and reconnect.brbrbrbrAfter sunset strolls and salty ocean breezes, retreat to comfortable bedrooms designed for restful nights and laid-back mornings ☁️✨brbrbrbrOwner managed for attentive care and a seamless island getaway experience.brbrbrbr✨ Highlightsbrbr• ️ 3-minute walk to Bean Point Beachbrbr• Private heated poolbrbr• Fully fenced backyardbrbr• Outdoor dining area & BBQ grillbrbr• ️ 4 beach chairs, umbrella & beach cart includedbrbr• Recently remodeled (2025)brbr• Owner managedbrbrbrbr ️ Bedroomsbrbr• Primary Bedroom (1st Floor): King bed, ensuite bath with walk-in showerbrbr• Second Bedroom (1st Floor): Queen bed, Jack-and-Jill bath with shower/tub combobrbr• Common Room: Queen sleeper sofabrbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated pool/spa 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 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 2 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! ✨

Birdsong-Steps to Bean Point Beach Heated Pool!

Anna Maria, Florida, United States

Bed

Bath

6

Sleeps

$640.56

Summary:brbrKiwi Cottage is a newly remodeled 2-bedroom, 1-bath beach retreat on Anna Maria Island, just a 5-minute walk to the beach and Pine Avenue. Enjoy a private heated saltwater pool, tropical backyard, outdoor BBQ, and pet-friendly accommodations. Beautiful coastal décor, full kitchen, and king beds make this owner-managed cottage the perfect island escape for couples or small families. ️ ✨brbrbrbrThe Space:brbr Kiwi Cottage | Private Salt Pool + Walk to Beach ️brbr Anna Maria IslandbrbrbrbrWelcome to Kiwi Cottage, your charming coastal escape on the north end of Anna Maria Island ☀️ This beautifully remodeled 2-bedroom, 1-bath beach cottage features brand-new furnishings, bright coastal décor, and your very own private heated saltwater pool brbrbrbrJust a 5-minute stroll to the stunning Gulf beaches and equally close to Pine Avenue’s boutiques, restaurants, and island charm, this location truly has it all. Park the car and explore on foot, bike, or trolley!brbrbrbrInside, you’ll find a fresh, open living space perfect for unwinding after sun-soaked beach days. Cozy up for a movie night , or prepare delicious meals in the fully equipped kitchen with granite countertops and bright appliances. Enjoy indoor dining or head outside to dine al fresco under the Florida sky brbrbrbrStep into your tropical backyard oasis where lush landscaping surrounds the private heated salt pool. Fire up the BBQ , gather around the umbrella-covered table, and relax knowing you're in paradise. Even better Kiwi Cottage is pet-friendly (with approval & fee), so your furry family members can join the fun!brbrbrbrTraveling with a larger group Kiwi Cottage can be rented alongside neighboring Coconut Cottage, with a backyard gate connecting both homes for easy access between properties.brbrbrbrOwner managed and thoughtfully maintained for a seamless island getaway ✨brbrbrbr✨ Highlightsbrbr• ️ 5-minute walk to Anna Maria Island beachesbrbr• Private heated SALT poolbrbr• Pet-friendly (with approval & fee)brbr• ️ Walk to Pine Avenue shops & restaurantsbrbr• Outdoor seating & BBQ grillbrbr• Tropical, private backyard oasisbrbr• Easy access to trolley, bike & golf cart rentalsbrbr• Owner managedbrbrbrbr ️ Bedroomsbrbr• Primary Bedroom: King Bed, ample storagebrbr• Second Bedroom: King Bed, bright coastal décorbrbrbrbrGuest Access:brbrKiwi Cottage is one half of a duplex, but during your stay, you'll enjoy the entire Unit B to yourself, including a private heated SALT pool and a fully fenced backyard—all for your exclusive use. ️brbrbrbrOther Things to Note:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with 4 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 2 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 here to help! You can call or text me directly on my cell. I’m available 24/7 to answer questions, offer local tips, or assist with anything that comes up. Your comfort is my priority!

Kiwi Cottage~Private Heated Pool!~Shopping close!

Anna Maria, Florida, United States

Bed

1

Bath

Sleeps

$756.51

Summary:brbrCoconut Cottage is a beautifully remodeled 3BR/1BA beach cottage with a private heated pool, just a 5-minute walk to the beach and Pine Ave shops and dining. Enjoy coastal décor, a fully equipped kitchen, outdoor seating, and a BBQ grill in a lush private backyard. Pet friendly and owner managed, it can also be rented with neighboring Kiwi Cottage for larger groups. Perfect for a relaxed Anna Maria Island getaway! ️ brbrbrbrThe Space:brbr Coconut Cottage ~ Private Heated Pool ~ Walk to Shops & Beach brbrWelcome to Coconut Cottage, a charming coastal escape on the north end of Anna Maria Island! This beautifully remodeled 3BR/1BA beach cottage is filled with fresh furnishings, bright coastal décor, and laid-back island vibes. Just a short stroll to Palmetto Ave Beach and Pine Avenue’s boutiques and restaurants, the location can’t be beat! ️ ️brbrbrbr✨ Highlightsbrbr• ️ 5-minute walk to the beachbrbr• ‍♂️ Private heated saltwater poolbrbr• ️ Less than a 5-minute walk to Pine Ave shops & diningbrbr• Private fenced backyard with outdoor seatingbrbr• BBQ grill & umbrella-covered dining tablebrbr• Pet friendlybrbr• Fully remodeled with brand-new furnishingsbrbr• Owner managedbrbr• ‍ ‍ ‍ Can be rented with neighboring Kiwi Cottage for larger groupsbrbrbrbrAfter a sun-soaked beach day, unwind in the cozy living area with your favorite movie or whip up island-inspired meals in the fully equipped kitchen with granite countertops. Enjoy dining indoors or take it outside for alfresco meals in your private backyard oasis featuring lush landscaping, a heated saltwater pool, outdoor seating, and a BBQ grill—perfect for relaxing or entertaining.brbrbrbr ️ Sleeping Arrangementsbrbr• Primary Bedroom: King bedbrbr• Second Bedroom: King bedbrbr• Third Bedroom: Full-over-full bunk bedsbrbrbrbr Pet friendly, owner managed, and ideal for families or friends. Traveling with a larger group Coconut Cottage can be rented together with neighboring Kiwi Cottage, with a backyard gate connecting both homes for easy access.brbrbrbrHop on the free island trolley , rent bikes or a golf cart, and explore everything Anna Maria Island has to offer—from fresh seafood to sunset strolls. Coconut Cottage is the perfect place to relax, reconnect, and make unforgettable island memories! brbrbrbrGuest Access:brbrCoconut Cottage is one half of a duplex, but during your stay, you'll enjoy the entire Unit A to yourself, including a private heated SALT pool and a fully fenced backyard—all for your exclusive use. ️brbrbrbrOther Things to Note:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with 4 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 2 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 here to help! You can call or text me directly on my cell. I’m available 24/7 to answer questions, offer local tips, or assist with anything that comes up. Your comfort is my priority!

Coconut Cottage~Private Heated Pool~Block to shops

Anna Maria, Florida, United States

3

Bed

1

Bath

8

Sleeps

$1006.0

Summary:brbrCoast is Clear is a tropical 2BR/1BA retreat just a 5-minute walk to Palmetto Ave Beach and Pine Ave shops . Enjoy a private pool, hot tub, tiki hut dining, and foosball table. The bright coastal interior features a full kitchen, king primary bedroom, and bunk room—perfect for families or friends. Pet-friendly and less than a mile to the AMI City Pier, this island escape is pure paradise ☀️ ️brbrbrbrThe Space:brbr Welcome to Coast is Clear! brbrYour tropical escape awaits at this charming 2BR/1BA island retreat, surrounded by lush landscaping and just minutes from the beach. Whether you’re lounging poolside, strolling to Pine Avenue, or soaking in the hot tub under the stars, this home offers the perfect blend of relaxation and island adventure.brbrbrbrInside, enjoy bright coastal décor, a spacious living area, and a fully updated kitchen with granite countertops and modern appliances ️. Open the sliding doors to the balcony and let in the warm Gulf breezes. Outside, unwind in your private backyard oasis featuring a sparkling pool, hot tub, tiki hut dining area, and grill—perfect for island-style evenings .brbrbrbr ️ The primary bedroom features a king bed, TV, and balcony access. The second bedroom is ideal for kids or extra guests with a twin-over-twin bunk plus an additional twin bed. A full bath, washer/dryer, foosball table , and extra fridge provide added convenience.brbrbrbr✨ Highlightsbrbr• 5-minute walk to Palmetto Ave Beachbrbr• Private pool & hot tubbrbr• Tiki hut dining & outdoor grillbrbr• Pet friendlybrbr• ️ Walk to Pine Ave shops, dining & dessertsbrbr• Less than 1 mile to AMI City Pierbrbr• Foosball tablebrbr• Washer & dryerbrbr• Lush tropical landscapingbrbr• Easy access to the free AMI trolleybrbrbrbrDiscover the magic of Anna Maria Island—at Coast is Clear, every day feels like paradise! ☀️ ️brbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated pool and a fully fenced backyard with Tiki—perfect for relaxing, entertaining, and enjoying your own secluded space. ☀️ brbrbrbrOther Things to Note:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with 4 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 4 vehicles maximum. Please plan ahead and coordinate with your group accordingly.brbrbrbr Friendly Island ReminderbrbrThis home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m here to help! You can call or text me directly on my cell. I’m available 24/7 to answer questions, offer local tips, or assist with anything that comes up. Your comfort is my priority!

Coast is Clear! Heated pool/spa~Close to shops

Anna Maria, Florida, United States

Bed

1

Bath

Sleeps

$1260.37

Summary:brbr Palm Paradise is a 4BR/4BA beach getaway just five houses from Palmetto Ave Beach . Enjoy a private heated pool, poolside dining, washer & dryer , and outdoor games like corn hole, connect four, and tether ball . Sleeps 8 with king beds, twin beds, and a queen sleeper sofa. Steps from the soft white sands, shops, and restaurants, with the free island trolley nearby . Perfect for families or groups seeking a relaxing Anna Maria Island escape ☀️ ️.brbrbrbrThe Space:brbr Welcome to Palm Paradise – Steps to Beach & Shops! ️brbrbrbrEscape to Palm Paradise, an inviting 4BR / 4BA vacation home just five houses from Palmetto Ave Beach—perfect for families or groups looking for a relaxing Anna Maria Island getaway ☀️. Enjoy a private heated pool, tropical breezes, and plenty of fun both inside and out.brbrbrbr✨ Highlightsbrbr• Less than a 5-minute walk to the beach brbr• Private heated pool & loungers brbr• Washer & dryer for convenience brbr• Outdoor games: corn hole, connect four, tether ball brbr• Owner-managed for personal touchbrbrbrbr Living SpacesbrbrThe bright living area offers comfy seating, a TV , and plenty of space to plan your island adventures. The fully equipped kitchen features an island with seating, flowing into the dining area for family meals or take-out feasts ️. Step out to the screened lanai and poolside dining area to enjoy the tropical breeze and grill up fresh seafood .brbrbrbr ️ Bedrooms & Bathroomsbrbr• Primary Bedroom: King bed, TV, ensuite with walk-in shower brbr• Second Bedroom: King bed, TV, ensuite with walk-in showerbrbr• Third Bedroom: Twin beds, TVbrbr• Fourth Bedroom: Twin bunk beds, TVbrbr• Living Area: Queen sleeper sofa for extra guestsbrbrbrbr Outdoor Fun & Island AdventuresbrbrRelax by the heated pool, soak up the sun ☀️, or take a short stroll to the soft white sands of the Gulf. Explore Anna Maria Island via the free trolley, bike rides, or water adventures like kayaking, paddleboarding, fishing charters, or manatee & dolphin tours . Don’t miss a sunset sail for breathtaking views .brbrbrbrPalm Paradise is your perfect blend of comfort, fun, and island charm—just steps from the beach and shops!brbrbrbr(Please note: The umbrella shown in photos is no longer on property)brbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated pool and a fully fenced backyard—perfect for relaxing, entertaining, and enjoying your own secluded space.brbrbrbrOther Things to Note:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with 4 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 3 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 here to help! You can call or text me directly on my cell. I’m available 24/7 to answer questions, offer local tips, or assist with anything that comes up. Your comfort is my priority!

Palm Paradise~Steps to Shops/Beach~Best location!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1565.42

Coral Reef by Anna Maria Life Vacation Rentalsbr118 Mangrove Ave, Anna Maria, FL 34216brbrWhat You'll Love About this House:brLocation! 500 ft to the Beach!br4 Bedrooms / 4.5 Bathroomsbr4 King Beds, Queen Sofa SleeperbrPrivate Heated Pool & SpabrOutdoor ShowerbrPool LoungersbrPoolside Lounge with TV, Bar & SeatingbrGas GrillbrCovered Patio Dining for 8brPing Pong, Pool TablebrShuffleboard Game, CornholebrPutting GreenbrElevatorbr2 Rooftop DecksbrWine FridgebrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 3 Cars in DrivewaybrbrDetails:brLocated steps to the clear blue waters of the Gulf of Mexico, Coral Reef is a beach escape packed with fun for the entire family.brbrThe bright kitchen overlooks a dining room with seating for eight and additional stools at the kitchen counter. Outdoor dining is a step away on the patio, which is complete with a gas grill. The living area with a large TV and comfortable seating is also on this level. An elevator to all floors adds to the convenience to access the three levels.brbrAll of the bedrooms feature a king bed and an ensuite bathroom. Three bedrooms are on the second floor and bedroom four is on the third level which also features a living area with queen sofa sleeper, wet bar, and access to the roof top deck. 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 and spa are highlights of 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. Guests will enjoy the putting green and corn hole set. The outdoor fun continues in the poolside lounge area with a bar, TV, sitting area. Games include pool, shuffleboard and ping pong.brbrTake in the extraordinary sunsets of Anna Maria from the roof top deck, with plenty of seating for relaxing and enjoying the unforgettable views.brbrCoral Reef 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, Ensuite Bathroom, TV - Floor 2brBedroom 3 - King Bed, Ensuite Bathroom, TV - Floor 2brBedroom 4 - King Bed, Ensuite Bathroom, TV - Floor 3brQueen Sofa Sleeper in Living Room on Floor 3 brbrPlease 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 eight.brbrVR24-000040brbrGolf 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.

Coral Reef: 50ft to Beach, Games Galore, Rooftop Deck, Pool, Spa by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$646.72

Blue Hideaway 316 Magnolia Avenue, Anna Maria, FL 34217 What you will love about this property: • Two blocks from beach access • Two bedroom guest cottage • Private pool and spa • Outdoor shower • Large outdoor entertainment space with pool table and large TV’s • Free family membership passes to Community Center • Close to shopping and restaurants • In the heart of Anna Maria Welcome to Blue Hideaway. Upon your arrival, you will see the elevated Caribbean Blue cottage. Once entering through the gate, you will discover your perfect vacation rental. The private heated pool and spa are nestled between the main house and the guest house along with 1500 square feet of outdoor living space, including an enclosed outdoor shower. This is sure to be the ideal getaway for you and your guests. As soon as you walk through the door of the main cottage you will step into the coastal theme that invites you in. The house is adorned with large windows allowing natural light while offering glimpses of the tropical oasis and the pool. The open-concept design connects the living, dining and kitchen area. Blue Hideaway boasts 3 coastal themed bedrooms decorated with beach décor and televisions too. For your convenience, it is also equipped with a washer and dryer. The guest cottage offers additional space with 2 bedrooms and 1 bath along with a kitchenette. Blue Hideaway is where you can create lasting memories with loved ones, and you will want to return for a future visit. Since the Gulf of Mexico or the Tampa Bay are close by it allows you to have the best of both beaches so you can indulge in sun-soaked days and spectacular sunsets. Get ready to feel those vacation vibes as you experience the tranquility and make memories to last a lifetime at Blue Hideaway. FREE family membership passes are included for all bookings with Blue Hideaway!!! Gym and many more fun activities for you to enjoy!!! The Center of Anna Maria Island. https://centerami.org/ Get everyone together in comfort and style at Blue Hideaway. Book with us today. Bedrooms & Bathrooms Main house: • Primary Bedroom: King bed ensuite bathroom with large walk-in shower • Second Bedroom: Guest bedroom with King bed • Third Bedroom: Guest bedroom with Queen bed • Guest bathroom: Hallway with walk in shower Guest house: • Fourth Bedroom: Guest bedroom with King bed • Fifth bedroom: Guest bedroom with King bed • Full bathroom: Jack and Jill bathroom with walk in shower Hop on the free island trolley and explore all 7 miles of Anna Maria Island, including Pine Avenue boutiques, shopping, restaurants and ice cream shops. Take a fishing rod to the pier or charter a fishing trip, dolphin tour or sunset cruise. Kayak the mangroves or even kayaking tours, watch wildlife in the preserves and catch a magical sunset at the beach. Exciting news Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart at only $750 a week. Please contact us to reserve your golf cart today! Are you bringing the kiddos We have pack & plays and highchairs too! Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure. We rent by the week: Pack & Play - $50.00 Highchair - $40.00 Please contact us to reserve your baby equipment. Friendly reminders No pets are allowed in this home. This home is managed by Beach House Real Estate, an Anna Maria Island property management company. Please remember you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please note: 4 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.

Blue Hideaway- 5 bedroom with Separate Guest House, Private Pool/Spa!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$974.74

Welcome to 'AMI Du Soleil' a ‘friend of the sun’ by StayDream Vacations. br brIf an official hurricane warning is issued for our area and you need to cancel as a result, we will allow a full refund regardless of our cancellation policy. br br✨Great hosts, great house, great location. Would stay again. ✨ br brPrime Location: Walk to Anna Maria Island Beach (.1 mi) – consistently ranking as one of the top beaches & beach towns in the world. Walk to shops, cafés, and restaurants. brbrbrPrivate keyless entry. Please note that our team is available 24/7 to ensure your ultimate experience.brbr✨Christianne was very responsive and helpful throughout our stay. I appreciate the hospitality and would definitely recommend this rental to anyone looking for a peaceful getaway. ⭐⭐⭐⭐⭐brbrbrQuiet and safe residential neighborhood. Walkable to cute shops, cafes, restaurants, the beach, and bike rentals!brbr✨Beautiful house in a fantastic location. We didn’t need the car all weekend. ✨brbr☀️Anna Maria Island Beach 1056 stepsbr☀️Palmetto Ave Beach 2000 stepsbr☀️Bean Point Beach (North end of Anna Maria Island) – less than 1 milebr☀️Walk to some of the locals favorite spots on AMI for restaurants, bars, coffee, treatsbr☀️Holmes Beach -3 milesbr☀️Manatee Public Beach – 3 milesbr☀️Bradenton Beach – 5 milesbr☀️Coquina Beach – 7 milesbr☀️Longboat Key – 9 miles br☀️IMG Academy Golf Club - 13 Milesbrbrbr-You will have access to the entire property (except for – 1 locked closet, and the garage). brbr✨Extremely well located. Just a short walk to beaches, Bean Point, restaurants and shops. Spacious house offering room for all needs, from enjoying a cup of coffee out on the balcony, to having a desk in a more secluded room to do work. Wonderful pool area. Well equipped kitchen. Best of all was our host. Very responsive and professional. Would rent it again.✨brbr✨House was clean and host was very responsive and friendly. Excellent location. Close to everything and walkable to beach. ✨ br brAfter you spend your day relaxing at the beach and walking around exploring Anna Maria Island, find yourself back at the house enjoying the beautiful pool while catching up with your family and friends. br br Villa Features br✔ Two houses connected with a covered breezeway – ideal for multi-generational stays or groups. br✔ Open-concept living space with a stylishly decorated kitchen, den, and dining area. br✔ Fully stocked kitchen + bonus kitchenette with mini fridge, microwave, wine fridge & sink. br✔ Pack n Play & High Chair, Baby Seat, Baby Bath ✔ High-speed WiFi: 400+ Mbps. br✔ Washer & Dryer. br✔ 4 Bedrooms | 3 Bathrooms | 1,900+ SF br br Outdoor Oasis br✔ Heated, screened-in pool with lounging area, Smart TV, and privacy. br✔ Fenced yard – great for kids. br✔ Additional covered porch with dining table & breezy fan. br✔ Screened-in upper balcony – the perfect morning coffee spot. br✔ Charcoal grill (bring your own charcoal) br✔ Outdoor shower - rinse off before and after the beach & pool. br✔ Beach gear included: chairs, wagon, umbrellas, towels, and beach toys. br✔ Outdoor Games br✔Ping Pong Table br br Bedrooms (4) & Bathrooms (3) br✔ Primary Suite: King bed, ensuite bathroom with dual sinks, jetted tub, and walk-in shower. Private entrance + seating area. (Home 2)br✔ King Day Room: King daybed with trundle + kitchenette, private entrance. Shares ensuite bathroom with primary room. (Home 2)br✔ Queen Room: Queen bed, ensuite bathroom with walk-in shower, balcony access. (Home 1)br✔ Twin Room: 2 Twin beds, Smart TV, across from full bath with tub. (Home 1)br✔ All bedrooms have fans, linens, and Smart TVs for winding down. brbrbrbr✈️ 19 Miles from Sarasota-Bradenton International Airport br✈️ 46 Miles from St. Pete- Clearwater International Airportbr✈️ 54 Miles from Tampa International Airportbrbr ✨Fantastic place! Spacious, clean and comfortable. We enjoyed family time in the heated pool each day and of course the beach. The location was amazing.✨brbr✨ I had a wonderful stay at AMI Du Soleil with StayDream Vacations! The place was exactly as described—clean, cozy, and just steps from the beach. brbrbrImportant:br-2 Parking Spaces Included. (There is extra parking across the street 5 spaces - first come first serve)br-This is two homes connected by a private breezeway. brHome 1 - Kitchen, bathroom, laundry area, queen room + ensuite bathroom, twin room brHome 2 - After you walk through the breezeway enter into the primary suite, daybed room with kitchenette and the ensuite bathroom for bothbrbr-1 roll of paper towels, 2 TP per bathroom, sponge, trash bags, handful of dishwasher pods, hand soap, dish soap, shampoo, conditioner, body wash provided (bring your own laundry detergent)brbr-Please note that the fireplace is decorative and not for guest use.brbr Before You ArrivebrAfter booking, guests must complete quick verification steps before check-in info is released:brbrIdentity verification via Truvi (skip if already verified on your booking platform)brbrTerms & Conditions acknowledgmentbrbrPre Arrival FormbrbrCheck-In Details: Once the above steps are completed, your check-in instructions will be sent 2 days prior to your arrival. If last minute booking, instructions are sent immediately upon completion.

AMI Du Soleil | 1 Block 2 Beach, Big Heated & Shaded Saltwater Pool, Lanai, Grill, Walk to Restaurants, Cafes, Shops, Bars

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$402.03

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.

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

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$636.88

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

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

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1118.08

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.

Spectacular Beachfront House with Pool

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$526.09

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.

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

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$925.57

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

Flamingo Bay by Duncan Real Estate

Anna Maria, Florida, United States

Bed