Home Vacation Rentals By Owner In Anna Maria, FL

Showing 400 Of 792 Vacation Rentals
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Exceptional(2)

$3616.0

/ Nightly
Private Vacation Home

Shangri-La | Bean Point | Rooftop Pool | Golf Cart

Anna Maria, Florida, United States

Summary:brbrEscape to Shangri-La, a stunning beachfront estate on Anna Maria Island's coveted Bean Point. This private, gated sanctuary offers unparalleled Gulf views and direct beach access. Enjoy luxurious amenities, spacious rooms, and a serene atmosphere perfect for a memorable vacation. Experience the best of island living in this extraordinary retreat.brbrbrbrThe Space:brbrWelcome to Shangri-La, an idyllic vacation rental nestled on the exclusive tip of Anna Maria Island at Bean Point. This luxurious, fenced, and gated private property offers an escape from the everyday, inviting you to unwind and rejuvenate in a setting of unparalleled beauty and comfort. Available for weekly rentals, Shangri-La is the ideal destination for those seeking a peaceful getaway.brbrbrbrProperty Highlights:brbrbrbrLocation: Situated on the pristine Bean Point at Anna Maria Island, Shangri-La boasts breathtaking views of the sparkling Gulf waters and surrounding natural beauty. Enjoy direct access to the beach for swimming, sunbathing, and beachcombing, or simply relax on the private deck with a good book.brbrbrbrAccommodations: This spacious home comfortably sleeps up to 8 adults, with 5 beautifully appointed bedrooms and 5 full bathrooms. Each room is designed with your comfort in mind, featuring plush bedding and ample storage space.brbrbrbrLiving Spaces: The open-concept living area is perfect for gathering with family and friends. Expansive windows flood the space with natural light and offer stunning views from every room. The fully equipped kitchen features modern appliances, quartz countertops, multiple stations for chefs, and three ovens, making it perfect for preparing gourmet meals. Several wine coolers are also available to keep your favorite beverages at the ideal temperature.brbrbrbrOutdoor Amenities: Step outside to discover a world of relaxation. The expansive deck includes a barbecue grill, dining area, and plenty of seating for soaking up the sun. The landscaped garden offers a private hot tub. The elevated pool overlooks the award-winning Gulf sunsets and features a swim-up bar area, perfect for enjoying a refreshing drink while taking in the view. Paddleboards and a kayak are included, allowing you to explore the surrounding waters at your leisure.brbrbrbrExclusive Features: For your convenience, the property includes 6 adult bikes, making it easy to explore the island in style. The private, fenced, and gated grounds ensure a secluded and secure environment for your stay. Additionally, the private gym and sauna are equipped with a Peloton, rower, and treadmill, allowing you to maintain your fitness routine during your vacation.brbrbrbrEntertainment: Inside, you’ll find a game room complete with a pool table, board games, and a large flat-screen TV for movie nights. High-speed Wi-Fi is available throughout the property, ensuring you stay connected during your stay.brbrbrbrLocal Attractions: Shangri-La is conveniently located near charming local shops, restaurants, and the island’s vibrant cultural scene. Explore the quaint boutiques, dine at waterfront restaurants, or take a short drive to nearby attractions, ensuring your vacation is filled with both relaxation and adventure.brbrbrbrGuest Access:brbrGuests will have exclusive access to the entire house, including the private pool, gym, and backyard. Enjoy the convenience of a fully equipped kitchen, a dining room, and a balcony. The property also features a private entrance for added privacy and security. The home features a back gate exit for direct beach access.brbrbrbrThe Neighborhood:brbrShangri-La is perfectly situated just off the tip of Bean Point, offering a blend of island charm and relaxed elegance. You're just steps away from the stunning beach, ideal for fishing, spotting dolphins, or simply unwinding on the sand with the refreshing Gulf breeze. A short walk or bike ride will take you to Pine Avenue, a delightful street filled with unique boutique shops, inviting local cafes, tempting ice cream parlors, and captivating art galleries. Explore the by hopping on your golf cart, or take a leisurely stroll to Bayfront Park, Bean Point, or the City Pier for breathtaking sunrise and sunset views. The North End is known for its tranquility, scenic beauty, and family-friendly atmosphere, providing the best of Anna Maria Island, with its sugar-white sands, gentle waves, and welcoming island ambiance right at your doorstep.brbrbrbrGetting Around:brbrShangri-La is ideally situated on Anna Maria Island's walkable North End, offering easy access to the beach, Bean Point, and the shops and restaurants of Pine Avenue. For exploring further, the free island trolley provides convenient transportation, with a stop located right on Pine Ave. Free parking is available on the premises and on the street. The closest major airport is approximately a 1-hour drive away.brbrbrbrOther Things to Note:brbrPlease review and agree to the Reservation Agreement. brbrRates and Availability are subject to change until reservation is completed. A deposit must be received in order to reserve the dates you desire. brbrbrbrPets- Non-Aggressive breeds, vaccinated & current on a flea prevention program allowed only with prior approval. brbrPet Fee and Pet Waiver Required. brbr$300 per pet Any unauthorized pets= 25% surcharge brbrbrbrTraveler must provide photo ID and guest list brbrIf for some reason the property you booked is unavailable, we may offer to rebook the Traveler at another property, if a substantially similar property is available for the same period and under a new reservation. Owner is not responsible for events beyond our control, ie: inclement weather, storms, evacuations, etc. Travel Insurance is recommended and may be purchased independently from several sites (Red Sky Travel Insurance, Square Mouth, etc.) brbrbrbrDue to the extensive equipment provided at the home, there are additional documents required. brbrThe use of the bikes, SUP and Kayak require a signed Equipment Waiver for anyone 18+ brbrbrbrAll Drivers of the property's Golf Cart must be 25, and provide a copy of a valid U.S. Driver's License and Insurance.brbrbrbrInteraction with Guests:brbrWe give our guests space to relax but are always available if needed! You’ll receive a personal smart lock code before check-in, and we’re just a message, call, or email away if you have any questions or need anything during your stay. For direct support, contact our office phone.
Bed 5

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Bath 7

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Sleep 8

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Exceptional(1)

$529.52

/ Nightly
Private Vacation Home

Newly Remodeled Island Cottage: Pool, Porch & Walk to Bean Point Beach

Anna Maria, Florida, United States

Welcome to your perfect Anna Maria Island getaway! This newly remodeled Old Florida–style cottage offers 3 bedrooms and 3 bathrooms, with the private primary suite tucked away upstairs for a peaceful retreat. Just a short 5-minute stroll brings you to the soft sands of Bean Point Beach, one of the island’s most beautiful and serene spots.brbrRelax on the screened-in front porch with your morning coffee, or spend the afternoon lounging by your private pool. Inside, you’ll find a fresh, updated coastal design that still holds onto the home’s timeless island charm — perfect for families or friends looking to unwind and enjoy Anna Maria life.brbrWhen you’re ready to explore, Pine Avenue’s boutique shops, local restaurants, and ice cream spots are just around the corner. This home truly combines the best of classic charm and modern comfort in one perfect beach retreat.brbrPETS: Please note this property does NOT allow pets. 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.brbrNOTE: For security and insurance purposes, there are exterior-only video cameras on the premises.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 3

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Bath 3

Bath

Sleep 6

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$844.27

/ Nightly
Private Vacation Home

Pelican Place by Beach Boutique Rentals

Anna Maria, Florida, United States

Welcome to Pelican Place, a bright and inviting island home perfectly located on the north end of Anna Maria, just a short stroll to both Bean Point Beach and Bayfront Park.brbr*Features include* brbr* 3 bedrooms and 2 full bathroomsbr* Private heated pool with lush landscapingbr* Game area with ping pong and dartsbr* Screened-in balcony for morning coffee or evening cocktailsbr* Fully equipped kitchen with island seating and dining for sixbr* Primary suite with king bed and attached bathbr* Queen bedroom plus a cheerful bunk room with twin bunksbr* Television in all bedroomsbr* Washer and dryerbr* Fantastic location close to Pine Avenue’s shops, dining, beachesbr* Dog friendly!brbrPelican Place is a stylish three-bedroom, two-bath home offering everything you need for a laid-back getaway - from a private heated pool and tropical backyard to a game area with ping pong and darts.brbrInside, the mood is fresh and relaxed, with soft coastal tones, abundant sunlight, and comfortable spaces made for gathering. The living area offers plenty of room to stretch out, stream a movie, or plan your next island adventure. The kitchen is bright and inviting, featuring modern appliances, casual island seating, and a dining area perfect for family meals or late-night snacks after a beach day.brbrUpstairs, the primary suite is a peaceful retreat with a king bed, large TV, and an ensuite bath that feels like your own private spa, complete with a walk-in shower, soaking tub, and double vanity. A queen bedroom and bunk room provide cozy comfort for guests of all ages, while a second full bath and laundry room make longer stays a breeze.brbrOutside, your private tropical haven awaits. Float in the heated pool with built-in seating and jacuzzi jets and let the bubbles melt your stress away. Stretch out in the sunshine on a comfy lounger, or unwind on the screened balcony as the island breeze drifts through. Maybe challenge friends to a friendly game of ping pong or darts, then grill dinner under the palms and raise a glass to another perfect Anna Maria sunset.brbrWith beaches, shops, and restaurants all within easy walking distance, Pelican Place blends comfort, fun, and that unmistakable north-end charm that keeps guests coming back year after year.brbrPET POLICY:brbrWe are DOG FRIENDLY! A fee of $150 + tax is required in advance for each dog you are bringing.brbr2 pets maximum unless granted an exception. Weight limit of 75 lbs maximum total for 1 pet or 120 lbs total for 2 pets.brbrDue to property insurance policies and liability concerns NO dangerous breeds or aggressive animals are allowed. The following breeds (purebred or crossbred) are not permitted:brbrPit Bull, Akita, Rottweiler, German Shepherd, Siberian Husky, Malamute, Doberman Pinscher, Chows, Any Wolf-dog hybrid, Any other dog that has been known to have bitten anyonebrbrADDITIONAL 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.
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(6)

$1022.44

/ Nightly
Private Vacation Home

Casa Cay by Duncan Real Estate

Anna Maria, Florida, United States

Welcome to Casa Cay! br br This Bay front pool home on Anna Maria Island is an absolute paradise! With its prime location on the North end with stunning views of the bay and the Sunshine Skyway Bridge, and direct access to a private bay beach, it offers the quintessential Island experience.br br The layout of the house, featuring three bedrooms and three bathrooms, including two suites with Ensuite bathrooms, is perfect for families or groups of friends looking for comfort and privacy.br The Bay front pool adds an extra layer of luxury and relaxation, providing the ideal spot to unwind while enjoying the beautiful surroundings.br br Casa Cay has the convenience of walking straight out to your own private 24' x 9' pool and beachfront backyard; it's truly a dream vacation destination.br br From stunning sunrises to the soothing sounds of the turquoise bay waters, this waterfront retreat is the ultimate escape for anyone seeking a relaxing and rejuvenating getaway on Anna Maria Island.br br HIGHLIGHTSbr br 2000 sq. ft. br Private pool (24x9 ft)br Washer/dryer in unitbr Access to private beachbr Direct Bay access br Direct Bay beach accessbr br BEDROOMSbr br Sleeps 6br Primary Bedroom: King Ensuitebr Second Bedroom: King Ensuitebr Third Bedroom: Fullbr br BATHROOMSbr br Ensuite Bathroom: Walk-in Showerbr Second Ensuite Bathroom: Shower/Spa Combobr Third Bathroom: Walk-in Showerbr br EXTERIORbr br The living room opens to the private pool and 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! Other features include an outdoor shower and gas grill.br br There are 2 parking spaces side by side for compact cars for this property. The garage is not for guest use.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. 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 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 br VR24-000014br Amenities Include:br - Bedroom 1 Kingbr - Bedroom 2 Kingbr - Bedroom 3 Fullbr - Bathroom 1 Walk-in showerbr - Bathroom 2 Shower/spa tubbr - Bathroom 3 Walk-in showerbr - Hot Waterbr - Bay Frontbr - Bay Viewbr - Water View Ybr - Bay Accessbr - Ground Level Ybr - Central A Cbr - Cental Heatbr - Sqft under a c 1,868br - Free Parkingbr - Parking Spots 3br - Self Check Inbr - Keyless Entrybr - Bath Towelsbr - Beach Towelsbr - Quality Linensbr - Hair Dryerbr - Hangersbr - Refrigeratorbr - Stovebr - Cookwarebr - Toasterbr - Blenderbr - Keurigbr - Drip Coffee makerbr - Dishwasherbr - Microwavebr - Garbage disposalbr - Dining Tablebr - Breakfast Barbr - High Speed WIFIbr - TV 4br - Cable Channelsbr - Washerbr - Dryerbr - Ironbr - Ironing Boardbr - Cleaning Kitbr - First Aid Kitbr - Fire Extinguisherbr - Smoke Alarmbr - Private Poolbr - Pool Dimensions 9ft x 24ftbr - Pool Alarmsbr - Patiobr - Outdoor Diningbr - Outdoor Showerbr - Propane Grillbr - Board Gamesbr - Exterior Outletbr - Mold Free Certificatebr - Duncan Emerald Club
Bed 3

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Bath 3

Bath

Sleep 6

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Exceptional(6)

$826.91

/ Nightly
Private Vacation Home

Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Anna Maria, Florida, United States

Summary:brWelcome to Feelin' Salty! Come enjoy our beautifully appointed 3BD/2.5BA pool/hot tub home. A short walk brings you to Anna Maria Island's beautiful beaches. Move from the beach to the private heated pool and hot tub. Relax on the pool deck or mingle on the front patio. Prepare & share a meal in well equipped kitchen w/ large dining space or head to picturesque Pine St to eat & shop. This home has all the modern essentials while providing the quintessential small town beach retreat feel!brbrThe Space:brBedroom 1- King Size bed brBedroom 2- 2 Twin bunk beds (4 total beds)brBedroom 3- King Size bed w/ensuitebrBathroom 1- Bath/shower combobrBathroom 2- Ensuite w/showerbrExtra toilet located outside by pool brKitchen well stocked with dinner and cook warebrDrip coffee machine and Keurig brHeated PoolbrBeach gear and beach towels provided brGas BBQbrSmart Tv's- log into streaming networks brOutdoor seating and lounge chairsbrbrGuest Access:brEntire HomebrbrThe Neighborhood:br5 minute walk to beach, Quite neighborhoodbrbrOther Things to Note:brPush Spa party 1x may take a few minutes to turn on and 45 minutes to fully heat.brCameras in front and back of exterior of house brSound System is disabled brThere is a pool alarm on back door. Must remain on while children are present at the house. brbr*Payment is taken by Guesty Pay not Vrbo. You must go through Guesty Pay to confirm your reservation. brbrInteraction with Guests:brMessage on site brSelf check-in/outbrbr*There is always potential for noise to be heard at a property. The whole island is full of vacational rentals and there are possible sounds from other rentals. There is also, always potential for local construction to be taking place.brbrThere are raccoons on the island. please do not leave food or trash outside. brbrFrom the house there is a door seperating guests from the pool. From the outside there is a gate/fence seperating the guests from the pool. There are no other blocks between the pool/spa. Door alarm must remain in on position while children are at the property.
Bed 3

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Bath 2

Bath

Sleep 8

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Exceptional(9)

$1926.55

/ Nightly
Private Vacation Home

Sundowner Beach: Luxury Gulf-front, stunning views

Anna Maria, Florida, United States

Welcome to Sundowner Beach! This luxury gulf-front property offers everything you need to enjoy the perfect beach getaway! Take in the beautiful panoramic views of the white sand beach from the large balcony while you dine al fresco in the sunset.brbrThis modern beach house is filled with gorgeous furnishings creating a chic and comfortable home for your stay. Located in a quiet neighborhood at the north end of the island, Sundowner Beach has its own private gate directly to the beach. The property is ideally located just 10 minute beach walk from beautiful Bean Point. The shops of Pine Avenue and The Sandbar, one of Anna Maria's most popular beachfront restaurants, are also within 10 minutes beach walk to the south.brbrTake in stunning gulf-front beach and sunset views from the living area, the two huge balconies and the bedrooms. The kids tv den ensures they can enjoy their favorite movies or games uninterrupted. When you're not dining out, the gourmet chef's kitchen is fully equipped with everything you need to prepare delicious meals! brbrSundowner Beach offers five bedrooms and five bathrooms and is available for parties of up to eight guests.brMain level:brTV DenbrBedroom 1: Bunk room- twin-over-twin and twin-over-queenbrHallway bathroom brTop level:brBedroom 2- Queen with ensuite bathroombrBedroom 3- 2 Extra Long Twins with ensuite bathroombrBedroom 4- King with ensuite bathroombrBedroom 5- King with ensuite bathroombrbrThe large pool area comes equipped with a heated pool and spa that can be enjoyed year round! With ample poolside sun-loungers, stylish swinging chairs and comfortable shaded seating there's a quiet spot for everyone. For the more active, the ping-pong table and foosball table are the perfect poolside additions! Bicycles, paddleboards, kayaks and beach gazebos can all be delivered in from numerous local rental services.brbr*Please note: 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.
Bed 5

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Bath 5

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Sleep 14

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Exceptional(28)

$538.71

/ Nightly
Private Vacation Home

On Point: Across Street from Bean Point Beach, Outdoor Games & Pool by Anna Maria Life

Anna Maria, Florida, United States

811 Jacaranda, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 1 Block to Beach & Bean Point!br4 Bedrooms / 3 Bathroomsbr3 Kings, Twin over Full BunkbedbrPrivate Heated PoolbrOutdoor ShowerbrPool Loungers & Deck ChairsbrPatio Dining under UmbrellabrGas GrillbrVerandah with Outdoor Lounge Furniture & Dining Table for 6brFoosball, Corn Hole & Giant Connect 4 GamebrBonus 2nd Living Area on Pool LevelbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs & Beach WagonbrParking for 4 CarsbrbrDetails:brbrWith a premier location on the North End of Anna Maria, On Point is a one block walk from coveted Bean Point. Fantastic shelling and amazing sunsets are all yours!brbrThe kitchen, living and dining room space is located on the second level and includes a large verandah with lounge furniture and patio dining for six. Indoor dining includes a table for six with additional kitchen bar seating for four.brbrThe main living area also includes three bedrooms; the master suite features a king-sized bed with an en-suite bathroom, a second king guest room and a room with a set of twin over full bunkbeds. The 4th bedroom is on the main pool level and has a king-sized bed with a bonus living area and bathroom which opens to the backyard and pool. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company.brbrYour guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrOutdoor fun begins when you step onto the pool deck pavers which surround the heated pool. Complete with everything a day in the sun needs; pool loungers, outdoor shower, patio dining with umbrella, gas grill, cornhole and giant Connect 4 game,brbrPack up the beach wagon with chairs and towels and head to Bean Point for the day! Rod & Reel Pier is nearby and a great place for fishing or to grab some lunch. On Point is a 15 minute walk or quick bike ride to the many shops and restaurants on Pine Ave where you can also catch the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1: King with TV and EnsuitebrBedroom 2: King with TVbrBedroom 3: King with TVbrBedroom 4: Twin over Full Bunk with TVbrbrPlease note - pets are not allowed in this home.brbr​​​​​​​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.brVR21-000019brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.
Bed 4

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Bath 3

Bath

Sleep 8

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Exceptional(27)

$955.76

/ Nightly
Private Vacation Home

Beachology: 1 Block to Bean Point Beach, Pool, Game Room by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

749 Jacaranda, Anna Maria, FL 34216brWhat You'll Love About This Home:brbrLocation! Bean Point Across the Street! 2 Min Walk To Beach!br5 Bedrooms / 3.5 Bathroomsbr4 Kings, Set of Queen over Queen BunkbedsbrElevator (access to all 3 levels)brPrivate Heated PoolbrPool LoungersbrOutdoor ShowerbrGas GrillbrCovered Poolside Lounge Area with FurniturebrGarage Game Room with TV, Ping Pong & Foos BallbrCornholebrBalcony with Lounge FurniturebrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs & Beach WagonbrParking for 4 CarsbrDetails:brbrLocated on the coveted North End of Anna Maria and one block to Bean Point, Beachology is your beach vacation retreat. Magical sunsets, sun, surf and the sugar sand beach will welcome you home.brbrThe open and spacious floor plan features seaside and beach decor. The dining room has seating for eight with additional kitchen counter stools for four. Relax together with your family in the living room while enjoying the comfort of the large sectional sofa and take in a movie. Take your morning coffee on the balcony and feel the island breezes greet you. The home has an elevator for easy access to all three floors.brbrThe spacious master bedroom features a king bed, en-suite bathroom and private balcony where you can catch a glimpse of the Gulf. Two king bedrooms share a Jack and Jill bathroom. Bedroom three features a king bed with direct access through pocket doors to a hall bathroom. The final bedroom has a set of queen over queen bunkbeds. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company.brbrYour guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe ground level is where the fun is! Take a dip in the pool, challenge the family to a game of ping pong or foosball in the game room or just relax poolside in the lounge area. Pool loungers, and an outdoor shower add to the outdoor experience.brbrPack up the beach wagon with chairs and towels and head to Bean Point for the day! Beachology is quick bike ride to the many shops and restaurants on Pine Ave and the nearest stop for the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1: King with TV and Ensuite Bath and Balcony on Floor 3brBedroom 2: King with TV and Jack & Jill on Floor 3brBedroom 3: King with TV and Jack & Jill on Floor 3brBedroom 4: King with TV and Ensuite Bath on Floor 2brBedroom 5: Set of Queen over Queen Bunkbeds with TV on Floor 2brbrPlease note: brThis home does not allow pets.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.brbrVR16-000439brbrIMPORTANT 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
Bed 5

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Bath 3

Bath

Sleep 12

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Exceptional(11)

$1490.68

/ Nightly
Private Vacation Home

Bean Point Bliss: Pool Spa Putting Green by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Bean Point Bliss by Anna Maria Life Vacation Rentalsbr820 N Shore, Anna Maria FL 34216brbrWhat You'll Love About This Home:brLocation! Bean Point Access Across the Street! Gulf of Mexico Views!br4 Bedrooms / 4.5 Bathroomsbr1 King, 3 Queens, 2 Twin XLbrPrivate Heated Pool and SpabrElevator (all floor access)brTwo Gulf View BalconiesbrBay View Balcony with Skyway Bridge ViewbrHome OfficebrCorn HolebrPool TablebrPutting GreenbrGas GrillbrDog Friendly with Pet Fee (see details below)brProfessional Linen Service, Washer & Dryer (2 sets)brBeach Towels, Beach Chairs & Beach WagonbrDriveway Parking for 4 Cars, Garage Parking for 2 CarsbrbrDetails:brBean Point Bliss is located on the coveted north end of Anna Maria and across the street from access to Bean Point with amazing shelling, sunsets and views.brbrThis stunning three-story beauty has an elevator for easy access to each level with west facing decks to enjoy Gulf Views. This vacation home feels like home with an open living room, dining area and kitchen located on the top floor. The king master suite with ensuite bathroom is also on this floor and enjoys views of Tampa Bay. A double desk office provides the opportunity to work from vacation.brbrA second living area with a mini bar is located on level two along with the three additional bedrooms with ensuite bathrooms; two queen bedrooms and a bedroom with two twin XL beds. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company.brbrYour guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe sparkling pool and spa are surrounded by pool loungers and deck chairs. Guests will enjoy the outside TVs, pool table, cornhole and putting green.brbrBean Point Bliss is a dog friendly home! If you have added a pet to your reservation under the number of pets, the fee of $150 per dog plus tax has been added to your reservation total. Please note, there is a 2 dog limit.brbrCatch the free island trolley from the Anna Maria City Pier and travel 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 on 3rd FloorbrBedroom 2 - Queen Bed, Ensuite Bathroom, TV on 2nd FloorbrBedroom 3 - 2 Twin XL Beds, Ensuite Bathroom, TV on 2nd FloorbrBedroom 4- 2 Queen Beds, Ensuite Bathroom, TV, on 2nd FloorbrbrPlease note: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. brbrVR22-000095brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.
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Exceptional(1)

$809.84

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Private Vacation Home

NEW Beach House on North end AMI with heated pool!

Anna Maria, Florida, United States

Welcome to your perfect beach getaway on Anna Maria Island! This stunning 3-bedroom, 2.5-bathroom home is designed for both relaxation and entertainment, making it an ideal retreat for families and groups looking to escape the everyday hustle.brbrStep inside to discover an inviting open floor plan that seamlessly blends coastal charm with modern convenience. The spacious living area, adorned with natural light, flows effortlessly into a fully equipped kitchen featuring stainless steel appliances and a generous island—perfect for whipping up delicious meals after a day at the beach.brbrEach bedroom offers a serene sanctuary, with plush bedding and tasteful decor, ensuring everyone gets a restful night's sleep. The master suite boasts an en-suite bathroom, providing a private oasis with a luxurious soaking tub and separate shower.brbrBut the real highlight awaits outside! Dive into your own heated pool surrounded by a beautifully landscaped patio, where you can soak up the sun or enjoy evening gatherings under the stars. The outdoor space is perfect for barbecues or simply unwinding with a good book.brbrLocation is key, and this home is just a short stroll from the vibrant shops and delicious dining options along Pine Avenue. Explore charming boutiques, indulge in local cuisine, or take a leisurely bike ride to the beach—everything is within your reach.brbrWhether you're building sandcastles by day or enjoying the warm island nights, this beach home offers the ultimate vacation experience. Don’t miss your chance to create lasting memories in this coastal paradise!brbrEnjoy your beach days with ease. We supply beach towels, beach chairs, and a wagon to make your trips to the shore effortless.brbrPool Heating DisclaimerbrbrPlease note that pool heaters are weather-dependent. When outdoor air temperatures drop below 55°F, electric pool heaters will not operate, and pool water will remain cold. Even when temperatures rise slightly above 55°F but stay in the low 60s, the heater may produce minimal heat and may not significantly warm the pool.brbrThe only way to guarantee a consistently warm pool during colder months is with a gas pool heater, which can operate in very low temperatures but requires substantial gas usage to maintain warmth.brbrBy booking during cooler months, guests acknowledge that pool temperature and heater performance are directly affected by weather conditions, which are beyond the control of the property owner or management. We strongly recommend reviewing and acknowledging this information prior to booking to ensure clear expectations regarding pool heating during your stay.brbrImportant Note:brWhen you stay at our vacation rental homes, we want to ensure your experience is comfortable and convenient right from the start. Each home comes with a thoughtfully prepared starter pack to help you settle in seamlessly. This pack includes:brbr- *Laundry Detergent*: Enough for your initial laundry needs.br- *Dish Soap*: For easy clean-up after meals.br- *Dish Sponge*: Essential for washing dishes.br- *Dishwasher Pods*: A few pods to kickstart your dishwashing.br- *Toilet Paper*: Two rolls per bathroom to get you started.br- *Paper Towels*: One roll for quick clean-ups.br- *Extra Trash Bags*: To accommodate your waste disposal needs.brbrPlease note that we do not provide used kitchen items like oil, spices, or butter, ensuring a fresh start for your cooking adventures. Additionally, all homes are equipped with drip coffee makers, but remember to bring your own coffee filters to enjoy your morning brew.brbrWith these amenities, you can focus on enjoying your vacation without the worry of running out of essential supplies.brbrEarly Check In & Late Check Out:brFrom February through August, we regret to inform our guests that early check-ins and late check-outs will not be available. This decision is due to a high volume of reservations during these peak months, which unfortunately limits our ability to accommodate flexible check-in and check-out requests. We appreciate your understanding and encourage you to plan your arrival and departure times accordingly. Thank you for your cooperation!
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Exceptional(42)

$605.79

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Private Vacation Home

Toes in the Water: North End, West of Gulf, Steps to Beach, Pool by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Toes in the Water by Anna Maria Life Vacation Rentalsbr110 Palm Ave, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 4 Houses to the Beach! West of Gulf! No Streets to Cross!br4 Bedrooms / 3 Bathroomsbr2 Kings, 2 Twins, Twin over Full BunkbedsbrPrivate Heated Pool with Swim Up Tiki TablebrPool Loungers & UmbrellasbrGas GrillbrPatio Dining with Umbrella for 6brPing Pong & Corn HolebrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 6 CarsbrbrDetails:brToes in the Water is located four houses from the sparkling clear waters of the Gulf of Mexico. Easy, breezy beach access is yours to enjoy with no streets to cross!brbrThe main living space is highlighted with tropical pool views from double sliding doors in the living and dining rooms. The bright kitchen overlooks a dining room with seating for eight and additional chairs at the kitchen counter. The living area is a comfortable spot for the family to gather and enjoy the pool view.brbrOur four bedroom vacation home has two king master suites, a guestroom with two twin beds and guest room with a set of bunk beds ( twin over full). Each bedroom includes comfortable bedding, beachy décor and a TV and features 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.brbrWith plenty of loungers and patio furniture, the sparkling, heated pool will be your favorite spot to relax with your family. The swim up Tiki bar adds to the fun! Challenge the family to a game of ping pong or cornhole while enjoying the Florida sunshine.brbrThe poolside patio area hosts a dining table for eight for guests to enjoy a meal from the grill. Fire up the grill on the pool deck and dine al fresco.brbrToes in the Water is easy walking distance to Gulf Ave, restaurants, and the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1 - King Bed, Ensuite Bathroom, TVbrBedroom 2 - King Bed, Ensuite Bathroom, TVbrBedroom 3 - 2 Twin Beds, TVbrBedroom 4 - Twin over Full Bunkbeds, TVbrbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is eight.brbrVR16-000357brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.
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Exceptional(5)

$529.24

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Private Vacation Home

The Palm Leaf by Duncan Real Estate

Anna Maria, Florida, United States

The Palm Leaf is a newly remodeled three-bedroom, two-bathroom private home with a pool and spa. This fabulous house is only a short walk to the white sand beaches of Anna Maria and a short walk to Bayfront Park. Stroll down to Pine Avenue and dine out at one of the many fine restaurants. Don't forget to explore the island on the free trolley that runs all day, every day from the end of Pine Avenue.br The Palm Leaf has all the charm of Old Florida cottage ground level living with modern updates. All TVs in the house are Roku TVs. The open floor plan streamlines the living area, kitchen, and dining room with a second living area space. The vacation home has a well-equipped kitchen with all modern appliances and a perfect place to prepare the family meal! br br HIGHLIGHTSbr br 1754 sq. ft. br 323 sq. ft. of deck space br Private heated pool 32x13'br Centrally located near Pine Avenuebr 0.1 miles from bay access br 0.7 miles from beach accessbr br BEDROOMSbr br Sleeps 6 br Primary Bedroom: King Ensuitebr Second Bedroom: Kingbr Third Bedroom: Two Twinsbr br BATHROOMSbr br Primary Bathroom: Walk-in Showerbr Second Bathroom: Shower/Tub Combobr br EXTERIORbr br The tropical, pool 32x13 and spa with the outdoor dining area has plenty of room for family and friends. Cook out on the gas grill and enjoy evenings around the pool. Enjoy an outdoor shower to freshen up after your day at the beach.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 two covered parking spaces underneath the carport and an additional two parking spots in the driveway. 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 King Ensuitebr - Bedroom 2 Kingbr - Bedroom 3 Twinsbr - Bathroom 1 Walk-in Showerbr - Bathroom 2 Shower/Tubbr - Hot Waterbr - Beach Access 0.7 milesbr - Bay Access 0.1 milesbr - Ground Level Ybr - Central A Cbr - Cental Heatbr - Sqft under a c 1,754br - Free Parkingbr - Parking Spots 3br - Self Check Inbr - Keyless Entrybr - Bath Towelsbr - Beach Towelsbr - Quality Linensbr - Hair Dryerbr - Hangersbr - Refrigeratorbr - Stovebr - Ovenbr - Cookwarebr - Toasterbr - Blenderbr - Keurigbr - Drip Coffee makerbr - Dishwasherbr - Microwavebr - Dining Tablebr - High Speed WIFIbr - TV 4br - TV Streaming Onlybr - Washerbr - Dryerbr - Ironbr - Ironing Boardbr - Cleaning Kitbr - First Aid Kitbr - Fire Extinguisherbr - Smoke Alarmbr - Private Pool Ybr - Pool Dimensions 32x13'br - Spa Ybr - Pool Alarmsbr - Sun Loungersbr - Patiobr - Outdoor Showerbr - Propane Grillbr - Beach Amenitiesbr - Exterior Outletbr - Mold Free Certificatebr - Duncan Emerald Club
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Exceptional(85)

$359.15

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Private Vacation Home

Bay Breeze Cottages #2

Anna Maria, Florida, United States

Summary:brBay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the endless sun all year long, take a swim in our private heated pool with your favorite beverage, or head out anywhere on the island in our street legal gas powered golf carts to any of the local restaurants, piers, sand white sand beaches, and all other attractions the island has to offer. Come enjoy your own slice of paradise at Bay Breeze Cottages on Anna Maria Island.brbrThe Space:brEach Cottage has a fully renovated kitchen, bath, and living area. Each cottage has a full kitchen with brand new stainless steel appliances including: full sink, faucet, garbage disposal, cook tops, ovens, microwaves, dishwasher, and refrigerator. Exquisite granite counter tops with custom hand carved wood shelves and built in wooden cutting boards are standard. Each renovated bathroom has a new toilet, vanity, custom deluxe shower head, and vanity tiles. The bedroom includes brand new Beauty Rest Queen bed and high quality Queen pull out sofa, new 32 inch flat screen HD tv's, custom wood floors and wood ceilings throughout.brbrGuest Access:brUpon booking one of our cottages, you will receive a welcome email with the access code for the electronic key lock on the entry door plus a secondary code for the lock box which contains the physical keys as a back up.brbrThe Neighborhood:brThe North end of Anna Maria Island is the most desirable location on the entire island. PARADISE would best describe the surrounding areas of Bay Breeze Cottages. White Sandy Beaches, Two Piers, Aquatic Life such as Dolphins, Manatees, and Pelicans can be seen daily. The North end of Anna Maria has the best restaurants, shops, bars, and other tourist attractions.brbrGetting Around:brIncluded in your stay are street legal golf carts & beach cruiser bicycles which allow you to venture out to the entire island with convenience & ease. Public parking is plentiful throughout the island at all local establishments and attractions.brbrOther Things to Note:brLocation! Location! Location! Bay Breeze Cottages is located on the highly desirable North end of Anna Maria Island. We are just steps from the famous Rod & Reel Pier, Anna Maria City Pier, White Sandy Beaches, Shops, Restaurants, Bars, and other local attractions. Our included amenity package will save guests an average of $1,000 to $1,500 based on one week's stay.brbrInteraction with Guests:brWe are always here to answer any questions you may have during your stay and we are always accessible to our guests.
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Exceptional(7)

$522.28

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Private Vacation Home

Hogfish: Stunning Southern-style large family home, minutes from Tampa Bay

Anna Maria, Florida, United States

Location, location, location! Hogfish is a spacious 4 bedroom, 3 ½ bath home within walking distance to Pine Avenue, City Pier, and the beaches. The home is located on quiet Loquat Street on a deep canal. The backyard was recently redone with turf throughout including a 3-hole putting green for your entertainment. Guests can also enjoy a spacious heated pool and dock with 30-amp service. On the pool level you can lounge in the sitting area on the pool patio or in the indoor lounge area. The bedrooms are nicely appointed as follows:brbrMain Living Level (2nd Floor): br• Queen bed with ensuite bathroom with walk-in showerbrbr3rd Floor: br• King Master and newly renovated ensuite master bath with walk-in shower and soaking tubbr• Queen bedroom with renovated hall bath (walk-in shower)br• Two twins bedroom with recently renovated hall bath (walk-in shower)br brThe main living level is very spacious with an open floor plan featuring a beautifully decorated dining room that seats 8 and separate TV and living rooms off of the spacious kitchen. The kitchen boasts stainless steel appliances, granite countertops, and a sunny breakfast nook. Come enjoy all of this luxury on Anna Maria Island!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.
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Exceptional(1)

$1125.27

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Private Vacation Home

Canal Front, Yacht Sea by SeaBreeze Vacation

Anna Maria, Florida, United States

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS!brbrWelcome to your home-away-from-home, a 4-bedroom, 4 full bath, and 1 half bath pet-friendly canal-front retreat designed for unforgettable stays. With beautiful water views and space for families, friends, or fishing trips, Yacht Sea the perfect place to relax from sunrise to sunset.brbrStep outside to a backyard built for fun, featuring a pool, spa, mini putt-putt course, and games like ping pong, cornhole, and poolside basketball. With ample seating, dining areas, and a bar, it's an ideal space for soaking up the sun, sharing meals, and enjoying time together.brbrThe lower-level game room offers even more entertainment with a pool table, darts, and a refrigerator. Upstairs, the open-concept main level includes a chef's kitchen with a Wolf stove, Sub-Zero refrigerator, large island seating, and a cozy living area that opens to a balcony overlooking the canal.brbrDock your 30-foot boat right on the canal, perfect for fishing trips, sunset cruises, or just exploring. And when you're ready for some sand between your toes, the white sandy beaches are just a short walk away. You get the best of both worlds: peaceful bayside relaxation and easy beach access. This home is built for fun, relaxation, and making memories. Whether you're here to lounge by the pool, play games, cook amazing meals, or explore the water, you'll quickly find yourself never wanting to leave.brbrParking for 4 vehicles and boat trailer.brbrCancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply.brbrThis property participates in our Professional Linen Program. SeaBreeze Vacation strives to bring only the best quality experience to our guests. To do so, we provide a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you high-quality linens that are in place and ready for your use upon your arrival. These high-quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume dye-free soaps assuring all of our guests a comfortable stay.brbrWith all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following:brbrPer Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach TowelbrPer Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath MatbrPer Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen TowelsbrbrWe also offer a range of supplemental services including pre-stock grocery shopping and babysitting. Need a pack and play or high chair, etc. These are available for a small additional fee and will be waiting in the home on your arrival.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.
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Exceptional(15)

$386.67

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Private Vacation Home

Mykonos: Beautifully updated with heated pool, moments to the Gulf

Anna Maria, Florida, United States

Come join us at Mykonos on Anna Maria Island! This beautifully decorate, two bedroom, two bathroom home has the perfect location for you and your family. You are a quick 2 minute walk to Gulf beaches and 5 minutes to Pine Avenue where you will find shopping, restaurants, and the Free Anna Maria Trolley. The property has plenty of sleeping space for everyone! The master suite has a king bed, TV, and private ensuite bathroom. The guest bedroom has a full-over-full bunk bed and TV. The shared bathroom has a tub/shower and is located directly across from the in house washer and dryer. The homeowners have recently complete construction on a brand new heated pool, astro-turf covering the entire backyard, as well as a large, private, outdoor shower.brbr*This unit is a half duplex with a private pool*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.
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Exceptional(19)

$1116.31

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Private Vacation Home

Gulf Views | Elevator | 50 Yards to Beach | Heated Pool & Spa Sunsets

Anna Maria, Florida, United States

Welcome to Shore to Please – Pristine & Secluded AMI Beaches! brbr⚓ Hosted by RentAnnaMariabrbrShore to Please is a fully updated semi-oceanfront (2nd row) beach home featuring breathtaking Gulf views and just a 1-minute walk to a secluded, pristine beach. Located on prestigious N Shore Drive, this home offers the perfect blend of privacy and convenience—just minutes from the charming shops and restaurants on Pine Ave. Hop on the free AMI trolley and explore the island with ease!brbr Luxury Amenities br✅ Heated Pool & Spa – Heated to 85°Fbr✅Miniature 3 Hole Golf in Backyardbr✅ Wraparound Pool Deck – Lounge under the coconut trees in a tropical paradisebr✅ Elevator – Easy access to all floorsbr✅Newton Street Beach Access (1minute)br✅ Incredible Rooftop Deck – 360° panoramic views! br✅ Work Space Included – Stay connected with high-speed WiFibr✅ Beach Gear Included – Beach cart, Umbrella, Sand Toys, bicycles, chairs & more!br✅ Paddle Board Includedbr✅ Fun for Everyone – Ping pong, arcades, foosball & giant Connect 4br✅ High End Kitchen Appliances – A chef’s dream kitchenbr✅ Gas Grill – Perfect for outdoor BBQsbr✅ Luxury Furnishings – High-quality mattresses for restful sleepbr✅ HD TVs with Cable & Streaming – Entertainment in every roombr✅ Full-Size Washer & Dryer – Free to use!br✅ Linens & Towels Provided – Just bring your suitcase!br✅ Pet Allowed – Up to two dogs, note the beach is not pet friendlybr________________________________________brbr Home LayoutbrTop Floorbr• Spacious Open Concept – Kitchen & Living Room with walk-out deckbr• Rooftop Deck Access – Enjoy unforgettable sunset viewsbr• Master Bedroom – King bed, full ensuite bathroombr• Guest Bathroom – Hallway half bathbrSecond Floorbr• Bedroom 2 – King bed, balcony access, ensuite bath (double vanity, walk-in shower)br• Bedroom 3 – King bed, ensuite bath (double vanity, walk-in shower)br• Bedroom 4 – King bed, balcony access, Work Space, mini bar w/ mini fridgebr• Bedroom 5 – Queen over Twin Bunk Bedbr• Guest Bathroom – Hallway bath w/ shower & bathtub combobr________________________________________brbr Explore Anna Maria Island!br• Walk or bike to Pine Ave’s boutiques & restaurantsbr• Take the free AMI trolley anywhere on the islandbr• Relax on some of the most pristine & secluded beaches in the USAbr• Rent a Pontoon boat and tour the Sand Bars!br________________________________________br Travel Insurance RecommendedbrProtect your vacation investment! Trip insurance covers up to 100% of your trip cost in case of cancellations or interruptions. Highly recommended, especially during hurricane season (September – November).br________________________________________brbr More Vacation Options!br Outer Banks, NCbr• Salty Treat – Ocean & Sound Front, 7 Bedrooms → vrbo.com/3869393br• Cape Coral – 8 Bedrooms → vrbo.com/2832021br Lake Gaston, NC – Water Sports Paradise!br• Endless Sunrise – 8 Bedrooms, Double Boathouse, Heated Pool → vrbo.com/1576941br• Carried Away – 10 Bedrooms → vrbo.com/2576941brbrHouse Rules:br* Minimum age requirement of 25 to rent this housebr* Rental Agreement Requiredbr* Security Deposit hold requiredbr* No Smokingbr* Maximum occupancy of 11
Bed 5

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Exceptional(8)

$670.26

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Private Vacation Home

Coconut Cottage by Duncan Real Estate

Anna Maria, Florida, United States

Welcome to Coconut Cottage! This beautiful 3-bedroom, 2-bathroom cottage has 1,620 square feet of elevated living space and the ability to accommodate 6 guests very comfortably inside and out. From the quality quilts and linens on the beds, to the large TV in the living room, the fully equipped kitchen; nothing has been spared when decorating this home. You will not want for anything more when it comes to the amenities and the quality of vacation that you will experience.br Pick your water enjoyment: Bayside or Gulf beaches! It's just a short walk to the north-end beaches of Bean Point, Pine Avenue restaurants, and upmarket stores. Stroll down to the north-end of the Island and the stunning Gulf coast beaches. A day soaking up the sun and then relax by the fabulous pool.br br HIGHLIGHTSbr br 1620 sq. ft. br Private pool (30x9 ft.)br Screened Lanaibr br br Outdoor Showerbr 0.2 miles from beach accessbr br BEDROOMSbr br Sleeps 6br Primary Bedroom: Ensuite Kingbr Second Bedroom: Queenbr Third Bedroom: Queen br br BATHROOMSbr br Primary Bathroom: Walk-in Showerbr Second Bathroom: Shower/Tub Combo br br EXTERIORbr br The poolside patio is another great spot to relax and watch the kids swim in the water-fall pool. There are comfortable couches and an outdoor dining table for evening meals. Enjoy evenings poolside with all the mood lighting throughout the garden, a beautiful hang-out area after a hard day at the beach. A full-sized gas grill completes the exterior package. Have a tropical cocktail to make this the perfect island getaway!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. 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 three parking spaces reserved for this property.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 King Ensuitebr - Bedroom 2 Queenbr - Bedroom 3 Queenbr - Bathroom 1 Walk-in Showerbr - Bathroom 2 Shower/Tubbr - Hot Waterbr - Beach Access 0.2 milesbr - Elevatedbr - Central A Cbr - Cental Heatbr - Sqft under a c 1620br - Free Parkingbr - Self Check Inbr - Keyless Entrybr - Bath Towelsbr - Beach Towelsbr - Quality Linensbr - Hair Dryerbr - Hangersbr - Refrigeratorbr - Ice Makerbr - Stovebr - Cookwarebr - Toasterbr - Blenderbr - Keurigbr - Dishwasherbr - Microwavebr - Dining Tablebr - High Speed WIFIbr - TV 4br - TV Streaming Onlybr - Washerbr - Dryerbr - Ironbr - Ironing Boardbr - Cleaning Kitbr - First Aid Kitbr - Fire Extinguisherbr - Smoke Alarmbr - Private Pool Ybr - Pool Dimensions 30x9br - Screened Lanaibr - Patiobr - Outdoor Showerbr - Propane Grillbr - Duncan Emerald Club
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(31)

$600.23

/ Nightly
Private Vacation Home

AMI Peppertree Paradise – Steps to Beach, Pool & Outdoor Oasis Retreat

Anna Maria, Florida, United States

Welcome to AMI Peppertree Paradise!brOn Anna Maria Island (Anna Maria, FL)brbrExperience AMI Peppertree Paradise — a light-filled beach home where mornings begin with salt air and end beneath the glow of island skies.brbrJust three houses from the beach path, this elevated retreat balances modern comfort with quiet simplicity. It's a place to breathe, slow down, and enjoy the rhythm of life by the Gulf.brbrPerfect for: families, couples traveling together, and groups seeking a peaceful stay near the beach.brbrHighlightsbr- Elevated single-family home near Gulf beach access pathbr- 3 Bedrooms | 2 Full Bathroomsbr- Heated private pool surrounded by lush landscapingbr- Covered patio with outdoor dining, seating, and gas grillbr- Screened-in porch for morning coffee and afternoon shadebr- Fully equipped kitchen with stainless appliances and beverage barbr- Laundry room with washer and dryerbr- Driveway parking for 1–2 vehicles (no garage or ground-level access)brbrInterior SpacesbrStep inside to a bright open layout where the living, dining, and kitchen areas flow together with ease. Soft neutrals, natural textures, and sunlight create a peaceful coastal feel throughout.brbrA large sectional and additional seating invite you to relax after the beach or gather for a movie night. Sliding doors open to the enclosed porch, where you can listen to the breeze move through the trees or watch the pool sparkle below.brbrThe dining area features a solid-wood table for eight — perfect for shared meals and evening conversation. Nearby, the kitchen island offers bar seating for four, a comfortable spot for breakfast or late-night snacks.brbrKitchen & DiningbrThe kitchen is fully equipped for simple family meals or relaxed gatherings. Its open design keeps everyone connected — whether you're pouring coffee at the beverage bar or prepping dinner together.brbr- Stove, oven, and microwavebr- Refrigerator / freezer with ice makerbr- Dishwasher and garbage disposalbr- 12-cup coffeemaker and blenderbr- Toaster, cookware, utensils, and dinnerwarebr- Wine and beverage cooler with dedicated bar areabr- Dining table for eight plus island seating for fourbrbrBedrooms & Bathsbr- Each bedroom offers a calm private retreat with soft linens, Smart TV, and ample storage.br- Primary Suite: King bed, walk-in closet, vanity area, and en-suite bath with walk-in shower.br- Second Bedroom: Queen bed and Smart TV.br- Bunk Room: Two twin-over-twin bunks plus a twin trundle and Smart TV — ideal for kids or families.br- Hall Bath: Full bath with walk-in shower for shared use.brbrLayout Overviewbr- Main Living Level: Open living and dining area, kitchen, screened porch, three bedrooms, two baths, laundry area, and access to backyard pool.br- Outdoor Level: Heated pool, covered dining area, outdoor shower, and landscaped yard with lounge seating.brbrOutdoor LivingbrThe outdoor spaces at AMI Peppertree Paradise are made for slow days and easy connection. Cool off in the heated pool or stretch out on a lounger beneath the palms. The fenced yard and lush greenery offer both privacy and a sense of peace.brbrAfter a swim, rinse off in the outdoor shower or foot wash before heading inside. Under the covered patio, a dining table and comfortable seating set the scene for grilled dinners and evenings under soft string lights.brbrThe screened-in porch on the main level invites quiet moments — a morning coffee, a good book, or simply the sound of island breezes.brbrPool & Outdoor Highlightsbr- Heated private pool (82–85 °F; weather dependent)br- Outdoor shower and foot washbr- Covered patio with dining table and gas BBQ grill (propane provided)br- Screened-in porch with lounge seatingbr- Fenced yard with lush landscapingbrbrAdditional Amenitiesbr- Air conditioning and heatbr- High-speed Wi-Fi and cable TVbr- Smart TVs in living room and bedroomsbr- Linens, bath towels, and beach towels (professionally laundered)br- Washer and dryerbr- Hair dryer, iron, and ironing boardbr- Beach gear rental credit (chairs, umbrellas, carts — details after booking)brbrParkingbr- Driveway parking for 1–2 vehicles (no garage or ground-level access)brbrAt AMI Peppertree Paradise, mornings begin with the smell of coffee and the sound of the waves just down the lane. Days unfold between pool laps and beach walks, and evenings end on the porch as the sky turns to gold.brbrThis home welcomes you to slow down, connect, and let the island's rhythm find you.brbrWrite your vacation story where the sunlight lingers a little longer, and every moment feels like it was meant to be.brbrPoliciesbrbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrNO PETS. NO SMOKING.brbrBooking & Fee PolicybrInclude all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets.brbrOptional Services (subject to approval)brEarly check-in/late departure, elevator access, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.brbrReservations & Guest RequirementsbrMost stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed.brbrQuiet Hoursbr10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted.brbrCleaning & LinensbrHome is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite.brbrGolf Cart RentalsbrExplore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests.brbrPool & SpabrPool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. Guests may not adjust equipment; violations may result in fines or damages.brbrProperty SecuritybrExterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas.brbrPayments & Cancellation PolicybrPolicies updated October 6, 2025 — see full Terms & Conditions for details.brbrPayment SchedulebrDepositbr- Reservations up to 20 days: 50% of total amount due at time of booking.brRemaining Balancebr- Reservations up to 20 days: Remaining 50% due 30 days prior to check-in.brbrCancellation PolicybrFor Reservations of 20 Days or Lessbr- More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee.br- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee.br- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee.br- Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made.brbrTravel InsurancebrCSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes.brbrAdditional TermsbrNo refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted.brbrCity of Anna Maria Vacation Rental License: VR16-000281brMax Occupancy: 8 Guests | Max Vehicles: 1–2brInformation deemed reliable but not guaranteed; subject to change or withdrawal without notice.
Bed 3

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Bath 2

Bath

Sleep 8

Sleeps

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