Home Vacation Home Rentals By Owner In Anna Maria, FL

Showing 420 Of 689 Vacation Rentals
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Exceptional(11)

$1293.69

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Private Vacation Home

Island Escape! Pool, Spa, Ping Pong and Fire Pit for Group Fun

Anna Maria, Florida, United States

Sail Away by AMI Locals brVR19-000048 brbrWelcome to Sail Away, a spectacular six bedroom, six and a half bath canal-front luxury home in the heart of Anna Maria Island. With a private dock, a resort style pool with a swim up bar, and a rooftop deck showcasing stunning island views, this vacation rental is designed for unforgettable gatherings with family and friends. Just a short walk from the beautiful beaches of Anna Maria and Pine Avenue’s boutique shops and waterfront dining, Sail Away offers the perfect blend of relaxation and island adventure. brbrHighlights br• Canal front with private dock (fits up to 19ft boat) br• 8-minute walk to Anna Maria beach br• 6 Bedroom / 6.5 Bath br• 5 King beds, 1 Twin-over-Twin bunk bed br• Private pool with in-ground spa and swim-up bar br• Rooftop deck with sweeping island views br• Game room with pool, ping pong, and foosball tables br• Elevator access br• BBQ grill and outdoor shower br• 4 Parking spaces brbrThe backyard is an island oasis with a sparkling pool featuring a sun shelf and swim up bar, a relaxing spa, and a sunken fire pit perfect for evening gatherings. Lounge in the Florida sunshine, fire up the BBQ grill for outdoor dining, or catch the big game on the outdoor bar’s mounted TV. Boaters will love the private dock, able to accommodate boats up to 19 ft, while the rooftop deck offers panoramic views of Anna Maria Island’s turquoise waters and vibrant sunsets. brbrInside, the open concept living room invites you to unwind with plush seating, a large TV, and an elegant electric fireplace. A decorative wine cellar adds a touch of sophistication, while the gourmet kitchen is equipped with a six burner stove, double ovens, premium appliances, and a massive island that makes group cooking a breeze. The dining area offers a spacious setup for group meals and additional seating at the bar for larger gatherings, providing flexible dining options for everyone. Upstairs, a second living space with a wine fridge, TV, and access to the rooftop deck provides an additional spot to relax and entertain. brbrThe third-floor primary suite is a showstopper, complete with balcony access, a spacious walk-in closet, and a spa-like ensuite bathroom featuring a soaking tub, walk-in shower, and double vanity. The second suite, also on the third floor, offers a king bed, balcony views, and a luxurious ensuite bathroom. Three more king bedrooms on the second floor each feature their own ensuite baths and balconies, while the bunk room is a nautical retreat with twin-over-twin beds and a shower/tub combo. brbrRoom Details br• Primary Bedroom, 3rd floor: King bed, balcony, walk-in closet, ensuite bathroom with soaking tub and walk-in shower br• Second Bedroom, 3rd floor: King bed, balcony, ensuite bathroom with walk-in shower br• Third Bedroom, 2nd floor: King bed, balcony, ensuite bathroom with walk-in shower br• Fourth Bedroom, 2nd floor: King bed, balcony, ensuite bathroom with walk-in shower br• Fifth Bedroom, 2nd floor: King bed, ensuite bathroom with walk-in shower br• Sixth Bedroom, 2nd floor: Twin-over-Twin bunk bed, ensuite bathroom with shower/tub combo brbrFor added convenience, Sail Away includes an elevator, washer and dryer, and a game room with a pool table, foosball, and ping pong. Beach days are a breeze with easy access to Anna Maria’s beach, and nearby Pine Avenue offers charming shops, restaurants, and ice cream stops to enjoy after a day in the sun. brbrSail Away is the ultimate island retreat for families, groups, or travelers seeking luxury, space, and fun. Reserve your stay today and start planning your perfect getaway! br br- brNo pets are allowed in this property. brbr4 cars maximum are able to park at this home. One of the garages is locked as owner’s storage. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrThese premises are monitored by video surveillance in select exterior areas. 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. brbr 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.
Bed 6

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Bath 6

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Sleep 8

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Exceptional(7)

$798.68

/ Nightly
Private Vacation Home

Historic 1924 Luxury Beach Home with Large Heated Pool 3 Houses to Beach

Anna Maria, Florida, United States

Welcome to The Sand Castle located just a few steps from the Gulf beaches of Anna Maria Island. Built in 1924, the Castle is one of the oldest homes on the island. While it was lovingly restored in 2015, the history of the home can still be seen. The Sand Castle is a 4 bedroom, 3 and a half bath with the back patio surrounded by tropical landscaping where you can enjoy the heated pool, outdoor shower and Weber grill.brbrAs you enter in the home through the screened in porch, you will be in the stone turret with the staircase to the left and to the right the traditional dining room with seating for 8. The fully equipped vintage inspired kitchen is located off of the dining room. Straight through the entry way is the cozy living area with an electric fireplace and access to the screened in porch. Located off of the living area is the master suite with a comfortable king bed complete with 600 thread count prima cotton wrinkle free sheets and access to the side patio. The master bath is has a time inspired claw foot tub, walk in shower and double vanity.brbrUp the spiral staircase you will find three bedrooms. One complete with a queen sized bed and full bathroom. The second bedroom complete with 2 queen sized beds. The third bedroom complete with a queen bed as well. In the hallway you will find the mini coffee bar and access to the porch with a great view of the back patio. Located off that same hallway is the last full bathroom.brbrLinens, towels, beach towels, beach wagon, chairs and umbrella is provided in this home.brbrLizzie Lu's Island Retreat is a full-service property manager on Anna Maria Island to ensure our guests enjoy some of the nicest, well stocked homes on the island. For an additional charge, we offer GEM cars among other services. Rest assured we are here to assist as needed in the most efficient manner possible. While vacationing on Anna Maria Island, please adhere to our local rules and regulations for our residential community which are included in our homes as well as our arrival information.
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Bath 1

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Sleep 8

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Exceptional(10)

$552.09

/ Nightly
Private Vacation Home

Shady Mango by Duncan Real Estate

Anna Maria, Florida, United States

Welcome to Shady Mango! An inviting ground-level vacation home just three blocks from the beach! With two bedrooms and two bathrooms, this rental sleeps up to six guests. You and your guests can sit back, relax, watch movies, and connect over effortless conversations in the living area. The fully equipped kitchen has ample counter space, making meal prep a breeze. Delight in your delicious island-inspired homemade and Anna Maria Island take-out at the indoor table or outside at the dining table, where you can also enjoy the island breeze. There is an electric fireplace in the house for guest use. br br The primary bedroom offers a calming atmosphere perfect for catching up on much-needed sleep and has a tv for late-night entertainment. The second bedroom is perfect for another couple and has plenty of closet space for vacation attire and beach necessities. The primary bedroom has a bathroom which features a stand-alone tub. The guest bathroom has a walk-in shower.br br Relax in your private huge backyard oasis, where you and your guests can make a splash in the pool, soothe your muscles in the spa, and relax on one of the many lounge chairs. There is a BBQ grill perfect for grilling locally caught seafood. Explore the beautiful beaches Anna Maria Island offers, swim in the warm turquoise waters, and feel the sugary sand cover your feet. Afterward, browse the fantastic boutiques along famous, historic Pine Ave or head to any local restaurants for delicious treats and fresh seafood! Hop on the free trolley and explore the Island! Anna Maria Island has many guided tours. Kayak or paddleboard the Bay and the calm Gulf of Mexico, where you might even encounter some wildlife!br br HIGHLIGHTSbr br 1080 sq. ft. br Private Pool (26x14 ft.) and spabr Outdoor Showerbr Anna Maria - Pine Avenuebr Fireplace - electricbr 0.1 mile from bay access br 0.2 miles from beach accessbr br BEDROOMSbr br Sleeps 6br Primary Bedroom: Kingbr Second Bedroom: Queenbr Closed porch: Twin/Trundlebr br BATHROOMbr br Primary Bathroom: Claw-foot Tubbr Second Bathroom: Walk-in Showerbr br EXTERIORbr br After a long day at the beach, head back to Shady Mango and take advantage of its beautiful outdoor scape. Enjoy the outdoor shower to rinse off any sand and then take a dip in the crystal-clear private heated pool and large spa. There is a gas grill and multiple outdoor dining spots to enjoy a bite to eat in a beautiful, tropical landscape.br br The pool heat is $150.00 a week. Pool heaters in private homes are locked for your safety and controls must not be tampered with as they are monitored by the pool company. 86 F is the highest heat temperature setting which might not be always reached. Please note if cold days and nights occur, water temperatures will drop and may stay cooler longer. Pool heaters will not operate and will automatically shut down if outside temperatures get too cold. While we take every precaution to ensure that pools are heated as specified, weather conditions may affect the temperature of the pool. Nothing can be done about this issue. Outdoor spas are not hot tubs and require heat at the additional cost. The temperature of a spa is typically set at the same temperature as the pool. In the event of pool equipment malfunction during your stay, Duncan Real Estate will expedite repairs as quickly as possible. It may be necessary to close swimming pools for maintenance purposes. No refund or rent adjustment will be made for circumstances beyond our control, malfunctions, or loss of use of equipment or amenities. br br There are parking spaces for two cars at Shady Mango.br br Please keep in mind that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.br Amenities Include:br - Bedroom 1 Kingbr - Bedroom 2 Queenbr - Extra Beds Twin/Trundlebr - Bathroom 1 Claw-foot Tubbr - Bathroom 2 Walk-in Showerbr - Hot Waterbr - Ground Level Ybr - Central A Cbr - Cental Heatbr - Sqft under a c 1080br - Free Parkingbr - Parking Spots 2br - Self Check Inbr - Keyless Entrybr - Bath Towelsbr - Beach Towelsbr - Quality Linensbr - Hair Dryerbr - Hangersbr - Refrigeratorbr - Stovebr - Cookwarebr - Toasterbr - Blenderbr - Drip Coffee makerbr - Dishwasherbr - Microwavebr - Dining Tablebr - High Speed WIFIbr - TV 3br - Cable Channelsbr - Washerbr - Dryerbr - Ironbr - Ironing Boardbr - Cleaning Kitbr - First Aid Kitbr - Fire Extinguisherbr - Smoke Alarmbr - Private Pool Ybr - Pool Dimensions 26x14br - Spabr - Sun Loungersbr - Patiobr - Outdoor Diningbr - Propane Grillbr - Fire Pitbr - Board Gamesbr - Outdoor gamesbr - Exterior Outletbr - Mold Free Certificatebr - Duncan Emerald Club
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Bath 2

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Sleep 6

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Exceptional(138)

$412.39

/ Nightly
Private Vacation Home

Sassy Seahorse: Heated pool, hot tub, ping pong, Foosball and pool table!

Anna Maria, Florida, United States

Welcome to your perfect Anna Maria Island getaway! This highly rated home offers a private retreat with one of the larger pools on the island, a beautifully landscaped backyard, and a 20' tall tiki hut - hand-built by Native Americans - featuring a bar and seating for six. Lounge by the spa, play poolside games, or fire up the grill on one of two spacious decks with outdoor dining. brbrInside, you'll find quality furnishings, a large master suite with a king bed, a whimsical guest room with queen bed, and nook in the living room with a twin over twin bunkbed. The spacious family and game rooms, plus a dining area for six, provide plenty of room to relax. Enjoy smart TVs, games, books, and more for entertainment. brbrThis prime North End location means you’re just a short walk from the island’s best experiences. Stroll to the bay beaches, take the secret path shortcut out the back gate to North Bay Park, or enjoy fresh seafood at the nearby restaurants. The famous Gulf beaches, City Pier, and charming Pine Avenue shops are all within a 10-minute walk, while the free island trolley makes exploring even easier. Whether you're dolphin-watching, spotting wild parrots, or collecting sand dollars on the shore, nature lovers will be in paradise.brbrWith its unbeatable location and top-notch amenities, this home is the perfect island escape. Book now and make unforgettable memories!brbrBEACH GEAR: 4 beach chairs with shades, cooler and beach wagon.brbrPETS: Dogs are allowed with prior approval. Must be well trained and less than 40lbs. 2 dogs max. A $150 non-refundable pet fee applies per pet.brbrPARKING: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(18)

$1199.04

/ Nightly
Private Vacation Home

Luxury Beach Retreat with Rooftop Deck and Pool in Anna Maria! - Hip Nautic

Anna Maria, Florida, United States

Hip Nautic by AMI Locals brVR22-000090 brbrWelcome to Hip Nautic, a luxury four bedroom, four and a half bath beach retreat just steps from the beautiful bayside shores of Anna Maria Island. Perfectly situated near Pine Avenue’s shopping and dining, this modern, pet-friendly home offers upscale amenities including a private pool and spa, rooftop deck with bay views, and elevator access. Designed for families and groups seeking the ultimate island getaway, Hip Nautic combines coastal elegance and comfort for an unforgettable stay. brbrHighlights br• 4-minute walk to Bean Point Beach br• 4 Bedrooms / 4.5 Bathrooms br• 2 Kings, 1 Queen, 1 Twin-over-Full bunk br• Rooftop deck with water views br• Private pool and in-ground spa br• Elevator br• Dog friendly (with approval and additional fee) br• Ping pong table br• 3 parking spaces br• Near Pine Avenue shops and dining brbrThe outdoor living area is designed for relaxation and entertainment. Unwind beside the private heated pool and spa, soak up the sun from the loungers, or fire up the BBQ grill for a family cookout beneath the shaded outdoor dining area. The spacious rooftop deck is a true showstopper, perfect for morning coffee, sunset cocktails, or stargazing under the island sky. Every corner of Hip Nautic has been curated to make your stay effortless, stylish, and serene. brbrStep inside to discover modern coastal sophistication. The open main living area features floor to ceiling windows framing tranquil water views and filling the space with natural light. The gourmet kitchen is fully equipped with stainless steel appliances, a wine fridge, quartz countertops, and an elegant waterfall island with seating; ideal for preparing fresh island meals. Enjoy family breakfasts in the custom built-in breakfast nook or gather in the bright, comfortable living room with a plush sectional and TV for movie nights. brbrEach bedroom at Hip Nautic offers relaxing, spa-like comfort with luxury linens, soft lighting, and ensuite bathrooms. The primary suite on the third floor features a king bed, private balcony overlooking the bay, and an ensuite bathroom with a free-standing soaking tub and walk-in shower. brThe second bedroom has a king bed and ensuite bathroom with a walk-in shower, while the third bedroom offers a queen bed and its own ensuite. The fourth bedroom is ideal for younger guests, with a twin-over-full bunk bed and an ensuite bathroom with a tub-shower combination. brbrRoom Details br-Primary Bedroom (3rd Floor): King bed, balcony, ensuite bathroom with standalone tub and walk-in shower br-Second Bedroom (2nd Floor): King bed, ensuite bathroom with walk-in shower br-Third Bedroom (2nd Floor): Queen bed, ensuite bathroom with walk-in shower br-Fourth Bedroom (2nd Floor): Twin-over-Full bunk, ensuite bathroom with shower-tub combination brbrGuests will appreciate simple extras like Wi-Fi, washer and dryer, elevator access, and ping pong table. From Hip Nautic, it’s a short walk to the bayside beaches, Bean Point, Bayfront Park, and the charming shops and restaurants of Pine Avenue. Rent a kayak or paddleboard, explore nearby Gulf waters, or take the Anna Maria Island trolley to discover more of the island’s hidden gems. brbrWhether you’re seeking a family-friendly coastal getaway or a stylish luxury escape, Hip Nautic by AMI Locals delivers an exceptional Anna Maria Island vacation rental experience. Enjoy breathtaking views, modern design, and all the comforts of home just steps from the beach. brbrBook your stay at Hip Nautic by AMI Locals today and start making unforgettable island memories! brbr- brThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. brbr3 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. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
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Bath 4

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Exceptional(146)

$483.08

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Private Vacation Home

Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!

Anna Maria, Florida, United States

Open for business in 2025! Check out the latest review. OHasis Getaway is a true oasis on both the outside and inside! When you step into our vacation rental, your eyes are immediately drawn to one of a kind woven bamboo vaulted ceiling and then down to the beautiful Italian travertine tile. Your eye continues to follow the travertine tile to the outside pool. All from the front door!brbrWant to get around the Island like an Islander by Golf Cart Rent our Electric 6-passenger Club Car for $500 per week. You'll be glad you did!brbrThe Italian travertine floor is found throughout the home as well as granite in both the kitchen and the bathroom. The kitchen is fully stocked with plenty of dishes, pots, and pans. A coffee maker for those tough mornings and a blender for smoothies and margaritas. brbrThe dining table seats four and the counter an additional two.brbrThe master bedroom looks and feels like a luxurious hotel room with a King size mattress and soft, bamboo sheets. You also have an incredible view of the fabulous pool.brbrThe guest bedroom has two twin size mattresses and you’ll find a twin hideaway in the closet. Lots of extra bedding is found in the closet along with a queen size air mattress for those extra guests.brbrThe master closet is packed with bathroom towels.brbrThe outside oasis has beautiful mature palm trees and a lush, landscaped yard around the 10 X 22 heated salt pool. We have plenty of games for all ages, including Corn Hole. brbrOur OHasis Getaway is just 200 steps from the white, sugar-sand beaches found on the Gulf side of Anna Maria. We are also located one block north of Pine Street, directly behind famous Poppo’s Taqueria and the Donut Experiment. This location is ideal if you do not want to rent a car as everything is in walking distance, or via the free Trolley.brbrAnd yes, I’m from OH!
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Sleep 6

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Exceptional(24)

$611.93

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Private Vacation Home

Anna Banana: 3 Houses to Beach! North End AMI! Pool by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Anna Banana by Anna Maria Life Vacation Rentalsbr501 North Shore, Anna Maria, FL 34216brbrWhat You'll Love About this Home:brLocation! 3 Homes to the Beach! North End of AMI!br3 Bedroom / 2 Bathroombr2 Kings, 1 Queen, 1 Queen Sofa SleeperbrSingle Level HomebrPrivate Heated PoolbrPool Loungers & Adirondack ChairsbrOutdoor ShowerbrOutdoor Patio Dining under Tiki Hutbr3 Hole Putt-Putt Golf & Corn HolebrGas GrillbrBeach Towels, Beach Chairs & Beach WagonbrParking for 2 CarsbrbrDetails:brWelcome to Anna Banana, our three-bedroom home with a private pool located on the North End of Anna Maria Island. The sparkling waters of the Gulf of Mexico beckon from three houses away. Pack up the beach wagon and head out for the day to enjoy the sun and sand.brbrOur single level ranch home provides a home base for all of your island exploring. With a large sectional sofa, full kitchen and dining and a beachy theme, this is the vacation home you've been dreaming of.brbrYour guests will have the choice of three bedrooms; the master has a king bed and ensuite bathroom, a guest room with another king bed or a bedroom with a queen bed. The queen sofa bed in the living is also available for any additional guests. 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.brbrWhen not frolicking in the sea, the tropical backyard features a sparkling pool surrounded by loungers, an outdoor shower, gas grill and patio dining table under a tiki umbrella.brbrAnna Banana is easy walking distance to many shops and restaurants, and convenient to the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrPrimary Bedroom: King with TV and Ensuite Bath on Floor 1brSecond Bedroom: Queen with TV on Floor 1brThird Bedroom: King with TV on Floor 1brLiving Room: Queen Sleeper Sofa on Floor 1brbrPlease 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.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. 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.combr941-462-2719
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Bath 2

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Sleep 8

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Exceptional(79)

$624.15

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Private Vacation Home

Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach

Anna Maria, Florida, United States

Bean Point Bungalow by AMI Locals brVR17-000061 brbrWelcome to Bean Point Bungalow, a charming three bedroom, two bath home on the coveted north end of Anna Maria Island. With a private pool, lush tropical landscaping, and less than a 5-minute walk to the quiet white sands of Bean Point Beach, this pet-friendly retreat is the perfect getaway for families looking to relax, explore, and soak up Florida’s coastal beauty. brbrHighlights br• 3-minute walk to Bean Point Beach br• 3 Bedrooms / 2 Bathrooms br• 2 Kings, 2 Twins br• Private pool with lounge seating br• Dog friendly with host approval br• BBQ grill and outdoor seating br• Washer and dryer br• Near Pine Avenue shops and restaurants br• 3 Parking space brbrSpend your days lounging by the sparkling private pool, surrounded by tropical palms and cozy seating areas perfect for family fun or quiet relaxation. Fire up the BBQ grill for alfresco dining and enjoy the convenience of being just steps from Bean Point Beach, one of the most tranquil stretches of shoreline on Anna Maria Island with breathtaking views of the Gulf. brbrThe open living area is designed for comfort, with plush couches, TV, and plenty of natural light. The fully equipped kitchen includes stainless steel appliances, cookware, and a breakfast island, making it easy to prepare meals before heading out to the beach. A washer and dryer are also provided for your convenience. brbrThe primary suite is a serene retreat with a king bed, sliding doors that open to the island breeze, and an ensuite bathroom featuring a double vanity and walk-in shower. A second king bedroom offers calming beach tones and access to the shared hall bath. The third bedroom includes two twin beds, perfect for kids or friends. The hall bathroom is newly updated with a walk-in shower. brbrRoom Details br-Primary Bedroom: King bed, ensuite bathroom with walk-in shower br-Second Bedroom: King bed, jack-and-jill access to hall bathroom with walk-in shower br-Third Bedroom: Two Twin beds brbrThis home is pet-friendly with host approval, and guests can enjoy easy access to Pine Avenue’s boutiques, restaurants, and rental shops. Whether you want to rent a kayak, paddleboard, or simply hop on the island trolley, everything you need is close by. brbrWith its unbeatable location near Bean Point Beach, private pool, and family-friendly design, Bean Point Bungalow offers everything you need for a memorable Anna Maria Island vacation. Book your stay today and discover the north end’s peaceful charm, stunning views, and easygoing island lifestyle! brbr- brThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
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Exceptional(6)

$319.41

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Private Vacation Home

Steps away to beaches and the Gulf, snowbird friendly, AC, free WIFI and parking

Anna Maria, Florida, United States

Island OasisbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrExperience the heart of Anna Maria Island at this charming home just steps away from the Gulf of Mexico and pristine beaches. The comfortable and eclectic decor provides a welcoming atmosphere, with plenty of space for entertaining family and friends. brbrEnjoy the Florida sunshine and Gulf breezes from the balconies, peacefully relaxing while taking in the views. Inside, you'll find all the amenities you need for a fun filled stay, including a washer/dryer, central AC, internet, and a fully equipped kitchen with modern appliances.brbrFor additional family entertainment, head up to the third floor where you'll find a space filled with board games, an additional TV room and puzzles. Whether you're looking to relax on the beach, explore the local dining and shopping scene, or enjoy fishing and beach excursions, this home is the perfect base for your ultimate beach getaway. brbrWith easy access to beaches, sailing, paddle boarding, boating and more, there's no shortage of activities to plan during your visit. Anna Maria Island offers both a peaceful retreat and action-packed vacations, and this home is a blend of comfort, convenience, and coastal charm. Book your stay today and make unforgettable memories!brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.brNo smoking is permitted anywhere on the premisesbrbrParking notes: There is free parking available for 4 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 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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Bath 2

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Sleep 4

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Exceptional(25)

$489.62

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Private Vacation Home

Relaxing Home with Private Pool, High-Speed WiFi, Central AC, & Washer/Dryer

Anna Maria, Florida, United States

Southern MagnoliabrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrSurrounded by tropical plants, this home is ready to welcome you to your vacation! Featuring a stylish spiral staircase separating the spacious levels, guests can relax in comfort in the central air conditioning, or head straight out to the private pool set in a safely enclosed backyard. There's plenty of room to relax on the furnished patio as well as on the spacious upper decks! It's easy to pop back and forth between indoor and outdoor living at this home, though the lower level game room with a ping pong table may be everyone's most popular spot to hang out. A private washer/dryer is set up for guest use, so that you can relax without worrying about tomorrow's swimsuits. The full kitchen (complete with an island and a French door refrigerator) is set right within the spacious common area so that putting together more snacks is easy. Relax and unwind after a day of activities in the home's private sauna.brbrDon't worry about putting everyone down for bed peacefully - bedrooms in this home are set far enough apart from the common areas that everyone can doze off peacefully as others chat into the night. The first bedroom on the main floor features a twin-over-double bunk bed with a bonus twin-size trundle bed set up under the bottom bunk. It's just down the hall from a full bathroom with a shower/tub combination. At the end of the hall, the second and main bedroom features a king bed, a private entrance to the furnished deck, and an elegant en suite bathroom with double sinks and a walk-in shower with a subway tile design. Across the hall, the third bedroom features a queen bed and its own private entrance to the furnished deck. Walk down the spiral staircase to find the fourth bedroom just off the game room. This tiled suite includes a queen bed and an en suite bathroom. All bedrooms feature their own TV.brbrYou're less than a half mile away from the Waterfront Restaurant and Harry's Grill And Bistro, as well as the Anna Maria City Pier! You're also right on Pine Avenue, Anna Maria's 'old Florida' district with plenty of sights and good eats to enjoy. With Bean Point and Anna Maria Public Beach within three miles, it's easy to switch things up and see a new side to the ocean. If you just can't stay away from the water, rent a boat (or take a tour!) with Egmont Key Adventures just two miles away.brbrTHINGS TO KNOWbrGuests must stay a minimum of five nights.brWe will not be accepting payments for pool heat for the months of May through October.brbrParking notes: There is free parking available for 3 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 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
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$2690.43

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Private Vacation Home

Beachfront Bliss by Beach Boutique Rentals

Anna Maria, Florida, United States

Welcome to Beachfront Bliss, a spectacular bayfront retreat designed for unforgettable waterfront getaways on Anna Maria Island. brbr*Features include* brbr* Direct bayfront with sandy beach at low tidebr* Infinity pool and oversized luxury spabr* 5 bedrooms with ensuite baths + bonus loungebr* 4 king suites + bunk room with 4 twinsbr* Gourmet kitchen with SubZero & Wolf appliancesbr* Game room with Golden Tee and arcade tablebr* Putting green, ping pong, foosball, and yard gamesbr* Paddleboards, kayaks +bikesbr* Outdoor living area with wet bar, grill, Sonos, and 75” TVbr* Private balconies with panoramic bay viewsbr* Elevator^, EV charger, and garage parkingbrbrFrom the moment you step inside, Beachfront Bliss immediately draws your attention to the water. Floor-to-ceiling windows and expansive sliding glass doors flood the home with natural light while showcasing breathtaking panoramic bay views from nearly every angle. The open-concept living area was designed for gathering, with comfortable seating, swivel chairs positioned toward the water, and seamless flow between the living, dining, kitchen, and outdoor spaces. brbrThe chef’s kitchen is equally impressive, featuring premium SubZero and Wolf appliances, oversized prep areas, a complimentary coffee bar, and everything needed for effortless entertaining. Whether you’re preparing fresh seafood dinners, hosting family meals around the oversized dining table, or enjoying sunset cocktails on the balcony, the entire home was built around bringing people together.brbrBeachfront Bliss comfortably accommodates families and groups with five beautifully designed bedrooms, each featuring its own ensuite bathroom and walk-in closet for added privacy and convenience. The stunning primary suite feels like a private waterfront sanctuary, complete with floor-to-ceiling windows, a private balcony overlooking the bay, a dedicated workspace, and a spa-inspired bathroom featuring a massive walk-in rainfall shower, dual vanity, and freestanding deep soaking tub.brbrThree additional king suites each offer ensuite bathrooms, two with private balconies. The bunk room is perfect for younger guests with four twin beds and its own ensuite bath. A separate bonus lounge space with a queen sleeper sofa, kitchenette, Keurig coffee station, wine cooler, and balcony access adds even more flexibility for larger groups.brbrOutside is where Beachfront Bliss truly becomes unforgettable. Spend your days floating in the infinity-edge pool overlooking the bay, relaxing in the oversized spa, or launching kayaks and paddleboards directly from the sandy shoreline at low tide. The expansive outdoor living area was designed to feel like a private waterfront resort, complete with shaded lounge seating, Sonos speakers, a 75” outdoor TV, wet bar, Weber grill, putting green, ping pong table, foosball, and yard games for endless entertainment.brbrWith panoramic views of Tampa Bay and an incredible collection of luxury amenities and entertainment spaces, this one-of-a-kind coastal escape offers the perfect blend of relaxation, adventure, and elevated island living. Whether you're watching dolphins and manatees, enjoying a family game night in the arcade room, or taking in sunset views from the balcony with a drink in hand, every detail at Beachfront Bliss was thoughtfully designed to create a luxury island experience unlike anything else on Anna Maria Island.brbr^Please keep in mind that residential elevators are advertised as a convenience only. If the elevator becomes inoperable for any reason, the stairs will be only way to access the living area of the home.brbrADDITIONAL INFORMATION brbrWe generally require a minimum stay during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.brbrOur cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels. brbrAnna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrThis home provides off-street parking for up to 5 vehicles.brbrBooking Platform Note:brFor VRBO bookings, the reservation payment is processed by Beach Boutique Rentals and will appear as Beach Boutique Rentals on your credit card statement. VRBO also charges a separate service fee directly to the guest as a separate transaction.
Bed 6

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Exceptional(6)

$1273.55

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Private Vacation Home

Sand Trap by Beach Boutique Rentals

Anna Maria, Florida, United States

Views, views, views! Experience all the best of the North end of Anna Maria from this waterfront home with pool and mini golf. brbr*Features include* brbr* Ultimate Bay front vacation homebr* Private heated pool and full Putt-putt course br* Paddleboards, kayakbr* Gas grill and outdoor dining br* Elevated home (requires stairs)br* Huge front porch with water view! br* 4 Bali inspired bedrooms and 4 bathrooms br* Bay beach directly across the street with no houses between br* Steps to Pine Avenuebr* Beach chairs, umbrella and cart br* Dog-friendly! brbrSand Trap is a 4 bedroom 4 bath unique vacation home with amazing views of Tampa Bay and a 9-hole professional putt-putt course! As if that wasn't enough, the huge backyard also features a private, heated saltwater pool and expansive dining area! When you stay at Sand trap you will be just a few steps away from Pine Avenue with its fabulous shopping and great restaurants for fresh seafood and craft cocktails. brbrHead on up to the second level and enter the high-end dream kitchen. The open floor plan living and dining area, with high ceilings and full water views, will have you in vacation mode in no time! The dining room is awesome for entertaining with a dining table for 8 as well as four seats at the kitchen bar. Everyone will love to relax in the living room with its tropical and exotic flair. brbrWith four king bedrooms and four full bathrooms, Sand Trap is the perfect home for a group vacation with friends and couples. A Balinese inspired oasis awaits in the master bedroom suite. This room features a private balcony with a table and chairs for morning coffee or afternoon cocktails. Relax in front of the faux fireplace in your king size retreat which also offers a huge ensuite bath with double sinks, shower and spa tub. Three more king bedrooms, each with their own island flair are available so take your pick. There are also three more full bathrooms, each with a walk in shower. brbrOutside, the fun and features never end. This home has a true 9-hole putt-putt course with funky obstacles that the whole family will love. There is plenty of outdoor dining space, a heated saltwater pool and kayak/paddleboard. If you ever run out of fun and excitement at home, venture out and experience the area. The city or Anna Maria Bay beach is right across the street which is a great place to kayak and explore. The beautiful white sand Gulf beaches are all a short walk or golf cart ride away. Sand Trap is truly all you could desire and more! brbrPET POLICY: brbrWe are DOG FRIENDLY! A fee of $150 + tax is required in advance for each dog you are bringing. brbr3 pets maximum unless granted an exception. Weight limit of 75 lbs per pet.brbrDue to property insurance policies and liability concerns NO dangerous breeds or aggressive animals are allowed. The following breeds (purebred or crossbred) are not permitted: brbrPit Bull, Akita, Rottweiler, German Shepherd, Siberian Husky, Malamute, Doberman Pinscher, Chows, Any Wolf-dog hybrid, Any other dog that has been known to have bitten anyonebrbrADDITIONAL INFORMATION brbrWe generally require a minimum stay during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.brbrOur cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels. brbrAnna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrThis home provides off-street parking for up to 4 vehicles.brbrBooking Platform Note:brFor VRBO bookings, the reservation payment is processed by Beach Boutique Rentals and will appear as Beach Boutique Rentals on your credit card statement. VRBO also charges a separate service fee directly to the guest as a separate transaction.
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Exceptional(8)

$928.86

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Private Vacation Home

160 ft canal front, 2 boat lifts, cool- pool, cool mister-system, putting green

Anna Maria, Florida, United States

Escape to a beautiful 4-bedroom house in Anna Maria for a wonderful getaway. Relax in a backyard paradise with modern heated/cooling pool, large jacuzzi, putting green, outdoor kitchen, and spacious sun deck on a canal with 160 feet of water frontage and docking space for boats.brThe pool has a cooling system to allow guests to set the temperature at 86 degrees or whatever is comfortable. brThere is a $10,000 professional cool-mister system covering the outdoor kitchen , outdoor table sitting for six, and lounge chairs under cover. Without a cooling system for the pool , the pool temperature would be 92 degrees plus. The cooling mister system brings the feels-like temperature down 15 degrees +.brThe garage has been converted to a play room with a ping-pong table , TV, and a air conditioner to cool the room There is also 4 kayaks/paddleboards available for guest. The property feels abit private since the lot directly across is empty and full of mangroves. The view to the east is of Bimini Bay. brWith a king bed, queen bed, twin bed, and murphy bed, this home offers tremendous comfort for guests. There are 3 modern full bathrooms.Enjoy the convenience of upstairs amenities like AC, washer/dryer, WiFi, Roku, and Sonos.brNo ADDED FEES: Compare to other managed properties, typically to have $200 processing Fee, $450 Cleaning Fee, $200 Linen Fee, & $100 Pet Fee; can be additional $1,000 or $250 per night for a 4 night reservation.
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$972.09

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Private Vacation Home

Pool/Spa - Reef Romance by SeaBreeze Vacation

Anna Maria, Florida, United States

A few things that make Reef Romance special:br- Concierge Collection Propertybr- Golf cart included!br- Three houses from beautiful beaches on Anna Mariabr- Heated pool / separate covered spa, outdoor showerbr- Grill (propane included)br- Putt-putt golfbr- Professional Linen Servicesbr- Complimentary WiFIbr- Beach chairs, beach wagon, & beach umbrellabr- Parking for 4 vehiclesbrbrWelcome to your perfect coastal getaway, where luxury, comfort, and fun come together just steps from the beach. Located only three houses from the pristine shoreline, Reef Romance is a beautifully designed 4-bedroom, 4.5-bathroom home that offers the ideal setting for an unforgettable vacation.brbrStep outside and discover your own private oasis. The backyard features a heated pool, a separate covered spa, and plenty of seating for lounging, dining, or simply soaking up the sunshine. Challenge friends and family to a round on the putt-putt golf area, or rinse off after the beach in the convenient outdoor shower. A winding outdoor staircase leads to a spacious deck, perfect for enjoying coastal breezes and evening sunsets.brbrInside, Reef Romance is thoughtfully decorated with style and comfort in mind. The gourmet kitchen is a chef's dream, complete with expansive counter space, stainless steel appliances, a built-in microwave, and a wine refrigerator—perfect for entertaining or preparing meals for the whole group. Each of the four bedrooms offers its own private bathroom, providing comfort and privacy for all guests. The primary suite features a king bed and a luxurious ensuite bathroom. Two additional bedrooms are furnished with queen beds, while the fourth bedroom includes a twin bunk bed—ideal for kids or extra guests.brbrWith its unbeatable location, upscale amenities, and inviting design, Reef Romance truly has it all. Whether you're relaxing poolside, enjoying the nearby beach, or gathering with loved ones, Reef Romance promises an amazing and memorable stay.brbrTo make exploring the island even easier, a complimentary golf cart is included with every stay, giving you convenient access to Anna Maria's pristine beaches, local restaurants, and charming shops.brbrReef Romance is rated in the Ultra tier of the SeaBreeze Property Rating System. This system helps guests understand the quality, design, and overall experience of every home in our portfolio. Ultra properties offer the highest standard of style and comfort, featuring newly furnished interiors, premium finishes, modern design elements, private pools or spas, and exceptional amenities throughout. Guests choosing Reef Romance can expect a showcase-caliber island experience.brbrProperty Cancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply. brbrGolf Cart Terms & Conditions - All Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance. The golf cart $25 fee is per golf cart, not per driver. This cost covers the extra insurance required.brbr​​​​​​​SeaBreeze Linen & Amenity Packs - With all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following: brPer Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach TowelbrPer Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath MatbrPer Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen Towels 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.brbrCity of Anna MariabrMax Occupancy: 8 Guests | Max Vehicles: 4brQuiet Hours: 10 p.m. - 7 a.m. - please respect our island communitybrMin stay requirements vary by city ordinance and are often 3 nights. Please contact our office with any questions.
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Exceptional(2)

$569.86

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Private Vacation Home

The Poop Deck: *Pet-friendly *Canalfront *Heated Pool *Sleeps 8

Anna Maria, Florida, United States

Escape to The Poop Deck, an enchanting 4-bedroom, 3.5-bathroom A-frame haven on Anna Maria Island. Its charming design and panoramic floor-to-ceiling windows frame the serene canal view, immersing you in the beauty of the waterfront. brbrWhile the name may elicit a childish giggle, the term poop deck comes from the French word for stern, la poupe, and refers to the highest deck of a ship, especially in a sailing ship where it typically forms the roof of a cabin in the stern. This house evokes that flying feeling of that position on a ship. The screened lanai on the second floor beckons you to unwind while being caressed by the gentle breeze, providing the perfect vantage point for sunrise coffees and sunset toasts. brbrWater enthusiasts will adore The Poop Deck's canalfront setting, featuring 24 feet of open seawall to accommodate your boat. Embark on seamless explorations of Bimini Bay, Tampa Bay, and beyond through direct access from the canal. Back at the rental, a heated pool awaits, promising refreshing relaxation.brbrImmerse yourself in the island's delights with a leisurely 2-minute bike ride to Anna Maria City Pier or Pine Avenue's collection of enticing restaurants and shops. The Poop Deck's coveted location ensures you're never far from the island's vibrant scene. Whether you seek tranquil moments by the water's edge or thrilling escapades on the waves, The Poop Deck invites you to experience Anna Maria Island's charm and luxury in one exquisite package. Book your escape now for an unforgettable retreat!brbr*Note that the fireplace in the living room is non-functional.brbrFLOOR 1 (ground)brHeated pool and seawall with tie-up for boatsbrOutdoor shower and grillbrbrFLOOR 2 (main living level)brBedroom 1: King w/TV, walk-in closet, and ensuite bathroom with walk-in showerbrBedroom 2: Queen w/TV brBedroom 3: 2 Twins w/TV brShared bathroom with walk-in showerbrbrFloor 3brBedroom 4: King master w/TV and ensuite bathroom with walk-in showerbrLoft area overlooking the living room with Queen sleeper sofabrHalf bath off loft areabrbrDOCK/BOATS: Approximately 24 ft of open seawall is available to tie up a boat.br**Please note that boat lift is not available for guest use**brbrPETS: Dogs are allowed with prior approval. Must be well trained. 1 dog max. A $150 non-refundable pet fee applies per pet.brbrPARKING: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
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Bath 3

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Exceptional(35)

$678.81

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Private Vacation Home

Beautiful North end Pool Home with Gulf Views, Heated pool, steps to beach

Anna Maria, Florida, United States

We are excited to announce that our popular vacation rental is back on the market after a complete renovation! Everything inside and out is brand new, including the kitchen, flooring, windows, sliders, decks, and a stunning observation deck.brbrThis 3-bedroom, 2-bathroom pool home is ideally located just one house from the beach access at Bean Point, where the Gulf meets the Bay at the tip of Anna Maria Island. Enjoy breathtaking sunsets, fishing, bird watching, and a park at the northern tip of the Island, with Gulf views from the new observation deck.brbrThe home features an open floor plan, high ceilings, and abundant natural light, creating a bright and spacious atmosphere. Relax on the large open deck and take in the Gulf breezes. Amenities include a beautiful heated pool, flat-screen TVs (including one by the pool), a fully equipped kitchen, Wi-Fi, a washer/dryer, Ping Pong Table, outdoor games, beach gear and covered parking.brbrThe Primary bedroom has a King bed and an ensuite bathroom. The guest bedroom has a Queen bed. The loft has 4 double beds for additional sleeping.brbrWe invite you to experience the ultimate Anna Maria Island getaway in this beautifully renovated home.brbrPlease note that pets are not allowed in this rental.brbr*** PLEASE NOTE: The loft bedroom is accessible by a spiral staircase. ***brbrMax Occupancy 8. Non-Smoking Unit. Minimum Age to rent 25. brbrFran Maxon Real Estate is not responsible for pool temperatures, closures or malfunctions. No credit, discount and/or rate adjustment can be granted for items mentioned above or circumstances beyond our control. There will be days when the weather conditions will not allow pool heaters to accommodate swimming and temperature recovery times will vary.  brbrPer the City Noise Ordinance: Quiet hours are to be observed between the hours of 10 pm to 8 am daily.  This includes noise at the pool area.
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Exceptional(4)

$974.8

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Private Vacation Home

Steps to Bean Point Beach: Family Home w/ Pool

Anna Maria, Florida, United States

BBQ Ready | Private Dock | 12 Mi to BradentonbrbrStep into the island lifestyle — this 4-bedroom, 4-bath vacation rental has everything for a memorable Anna Maria getaway! Sip morning coffee on the furnished patio, unwind in the hot tub, and cast a line from the private dock. After beach days just a few blocks away, gather by the fire pit or grill at sunset. An open floor plan, modern kitchen, and ample entertainment space make this home perfect for family and friends!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 1 queen bedbr- Bedroom 4: 1 queen bed, 1 twin bunk bedbr- Bonus Room: 1 full daybedbrbrOUTDOOR LIVINGbr- Private pool (not heated), hot tubbr- Kitchen area w/ gas grillbr- Fire pitbr- Dock, canal accessbr- Beach chairsbrbrKITCHENbr- Stove/oven, refrigerator, microwave, dishwasherbr- Nespresso Vertuo coffee machinebr- Blender, spicesbr- Beverage fridgebr- Cooking basics, dishware & flatwarebr- Trash bags/paper towelsbrbrINDOOR LIVINGbr- Smart TVsbr- Board games, booksbr- Dining tablebrbrGENERALbr- Central heating & A/Cbr- Washer/dryer, laundry detergentbr- Linens/towels, complimentary toiletries, hair dryerbr- Free WiFibr- Keyless entrybrbrFAQbr- Golf cart not availablebr- 1 exterior security camera (facing out)brbrACCESSIBILITYbr- 2-story home, 1 step to enterbr- 3 bedrooms & 3 full bathrooms on 1st floorbrbrPARKINGbr- Driveway (5 vehicles)brbr-- THE LOCATION --brbr- Close to beaches, fishing charters & parksbr- 0.5 miles to Bayfront Parkbr- 1 mile to City Pier Parkbr- 4 miles to Manatee Public Beachbr- 5 miles to Neal Preserve & Perico Preservebr- 12 miles to downtown Bradenton: Riverwalk, museums, restaurants, shopsbr- 19 miles to Sarasota Bradenton Int'l Airport & 55 miles to Tampa Int'l Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 21 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story home requires 1 step to enter; the 1st floor includes 3 bedrooms and 3 full bathroomsbr- The golf cart is not available for guests usebr- Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video and sound when motion is detected by the device
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Exceptional(1)

$501.39

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Private Vacation Home

The Hideaway - Less than a block from beach!

Anna Maria, Florida, United States

Summary:brbr ️ The Hideaway is a charming 3BR/2BA Old Florida–style home less than a block from the beach on Anna Maria Island . Walk to cafés, shops, golf cart rentals, and the free trolley. Featuring a bright open floor plan, fully equipped kitchen, private tropical backyard, and three king bedrooms, this cozy retreat offers the perfect blend of comfort, charm, and island convenience for families or friends ☀️ ️brbrbrbrThe Space:brbr ️ The Hideaway – Less Than a Block from the Beach! brbrWelcome to The Hideaway, a charming Old Florida–style retreat nestled in the heart of Anna Maria Island. Just steps from the beach and within walking distance to cafés, boutiques, golf cart rentals, and the free island trolley, this 3BR / 2BA home offers the perfect mix of coastal charm, comfort, and convenience ☀️.brbrbrbr Relaxed Island LivingbrbrEnjoy outdoor living in the private backyard, surrounded by lush tropical landscaping—ideal for morning coffee, afternoon lounging, or evening gatherings under the stars ✨. Sip a drink near the water just steps away, explore nearby kayak and water sport rentals , or take a scenic trolley ride to Bean Point for unforgettable sunset views .brbrbrbr Bright & Airy InteriorbrbrInside, the open floor plan creates a breezy beach-house feel. The cozy living area features plush seating and a flat-screen TV , flowing seamlessly into the dining space and fully equipped kitchen—perfect for family meals or relaxing after a sun-filled day.brbrbrbr ️ Fully Equipped KitchenbrbrThe kitchen offers modern appliances, ample cookware, and a spacious island overlooking the dining area. Large windows fill the home with natural light and refreshing coastal breezes ️.brbrbrbr ️ Peaceful Sleeping RetreatsbrbrEach bedroom is designed for comfort and relaxation, featuring king beds and generous closet space for all your beach essentials .brbr• Primary Suite: King bed, ensuite bath with walk-in showerbrbr• Second Bedroom: King bedbrbr• Third Bedroom: King bedbrbrBoth bathrooms are beautifully updated with granite countertops for a polished coastal touch ✨.brbrbrbr Your Perfect Island EscapebrbrWhether you’re here for beach days, island adventures, or quiet relaxation, The Hideaway is the ideal home base for making unforgettable memories on Anna Maria Island.brbrbrbr Book today and discover laid-back island living at its best!brbrbrbrGuest Access:brbrGuests have full access to the entire home 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 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!
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Home Most popular vacation rentals in Anna Maria