Home Vacation Home Rentals By Owner In Anna Maria, FL

Showing 620 Of 689 Vacation Rentals
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Exceptional(7)

$1194.44

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Private Vacation Home

Luna Sea | Anna Maria Beach Home Rental - Steps from the Sea!

Anna Maria, Florida, United States

Welcome to Luna Sea – Your Private Slice of Paradise on Anna Maria Island!brEscape to a serene coastal haven just 100 steps from a pristine, private stretch of sugar-white sand beach. Luna Sea offers the ultimate beach getaway, complete with a convenient boardwalk for easy access to the turquoise waters of the Gulf. Spend your days basking in the sun and your evenings exploring the charming local scene, including the Sandbar restaurant, the quaint shops and eateries of Pine Avenue, and the vibrant vibe of Bortell's—all just a leisurely 10-minute stroll away.brbrA Retreat Designed For Relaxation and AdventurebrThis spacious two-story home is thoughtfully designed to cater to both family bonding and personal space. With two distinct living areas, two kitchens, and stylish beach-inspired decor, Luna Sea provides the perfect setting to unwind and reconnect with the sea. Feel the ocean breeze as you step onto the property, where lush tropical landscaping surrounds a private heated pool and spillover spa. Lounge poolside with your favorite drink, or soak up the stunning Gulf sunsets from Adirondack chairs on the deck. A basketball hoop and ping pong table promise hours of family fun, while the Tommy Bahama beach chairs, toys, and wagon make every beach day a breeze.brbrBright, Breezy, and Beautifully AppointedbrThe upper-level living space is the heart of the home, filled with island-inspired colors and decor that create a tranquil ambiance. A large sliding door opens to the balcony, where you'll savor refreshing sea breezes and coastal views. The kitchen, featuring stainless steel appliances and ample counter space, is fully stocked with all the essentials for preparing delicious meals.brbrSleep in LuxurybrAt the end of the day, retreat to one of five beautifully appointed bedrooms, each designed for comfort and style. The primary suite is a serene sanctuary, featuring a king bed, a cozy sitting area, a wall-mounted flat-screen TV, and an en suite bath with dual closets. Step onto the screened balcony to enjoy your morning coffee in peace. The second bedroom offers a king bed, an en suite bath, and direct balcony access, where you can greet the sunrise with a smile. The third bedroom is a kid's dream, featuring two custom twin-over-twin bunk beds with built-in storage and a converted desk area perfect for games or crafts.brbrA Private Retreat on the Lower LevelbrThe ground floor serves as a complete second living space—ideal for larger groups or families craving extra room. It has a second Living Room, a cozy seating area for movie nights, and includes a second kitchen with stainless steel appliances and a movable island. With the large sliding doors there is easy access to the pool area. The fourth bedroom features a queen bed with a trundle, while the fifth bedroom offers a queen bed, both sharing a bathroom with a spacious zero-entry walk-in shower.brbrAn Unbeatable Location.brLuna Sea is perfectly situated to take advantage of everything Anna Maria Island has to offer. Hop on the free island trolley to explore seven miles of beaches, unique shops, and fantastic dining options at your leisure. Whether you're strolling along Pine Avenue, relaxing by the pool, or savoring Gulf sunsets, every moment here is a memory in the making.brbrBook your stay at Luna Sea today, and let the soothing rhythm of the waves and the vibrant energy of Anna Maria Island create your perfect vacation.brbrExclusive Amenities Include:br• 5 Bedrooms / 4 Bathroomsbr• 2 King Beds, Queen Bed, 2 Sets of Twin over Twin Bunk Beds and a Queen with a Twin Trundlebr• 100 Steps to the Beachbr• Private Heated Pool & Spillover Spabr• 2 Lanaisbr• Upper and Lower Kitchensbr• Basketball Hoop & Ping Pong Tablebr• Gas BBQ Grillbr• Washer & Dryer- Complimentary WiFibr• Beach Towels, Beach Chairs & Beach Wagonbr• Free Private Driveway Parking for 4 Carsbr• Free WiFi & 6 HDTV'sbr• Gas Grillbr• Beach Towels, Chairs, Cooler, & Caddy Providedbr• Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Providedbr• Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipesbr• Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipesbr• Enhanced Cleaning Protocols Provided by Our CottageClean TeambrbrLuna Sea can accommodate up to 10 guests with a bedding configuration as follows:br- Bedroom 1: King Bed, En Suite Bathroom, Balcony, TV - Floor 2br- Bedroom 2: King Bed, En Suite Bathroom, Balcony, TV - Floor 2br- Bedroom 3: Two Sets of Twin over Twin Bunk Beds, TV - Floor 2br- Bedroom 4: Queen Bed, TV - Floor 1br- Bedroom 5: Queen Bed with a Twin Trundle, TV - Floor 1brbrWe go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!brbrPLEASE NOTE: This pool is heated from November 15th to April 15th.
Bed 5

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Bath 4

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Sleep 10

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Exceptional(19)

$761.18

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Private Vacation Home

BGs Bungalow - by Island Real Estate Vacations

Anna Maria, Florida, United States

BG’s Bungalow is your perfect island getaway! Spectacular proximity to the amazing beaches of Bean Point, meticulously decorated, and large outdoor living area are just some of the amazing features of this home. Downstairs you will find a great open area for all your guests to come together and catch up with the living room, dining area and kitchen all sharing one space. The kitchen is equipped with all stainless-steel appliances and granite countertops and seating for 4 at the counter. This home can accommodate up to 8 guests and 4 of the bedrooms have a King bed, with the fifth containing a bunk bed. brbrStep beyond the French Doors in the living room and find yourself in your own island oasis! Soak up some sun rays and lounge by the pool, enjoy lunch, or enjoy the outdoor shower and outdoor kitchen area. The outside space of this home is sure to be one that takes most of your time, and rightfully so!brbrThe downstairs of this home contains the laundry machines, 3 bedrooms and 3 bathrooms, including the master! The master bedroom offers direct access to the front porch – a wonderful, peaceful and tropical space to enjoy your morning coffee! The master bathroom also contains a large walk-in closet attached to it. Each bedroom contains a King bed, flat screen TV, and ample amount of natural lighting. brbrHead upstairs to 2 more bedrooms and the upstairs deck area. One bedroom contains a bunk bed and the other has a King bed with an attached full bathroom. This upstairs space also offers a unique option for you and your guests as it contains 3 single tucked away single beds. The upstairs deck offers a great space to wind down and enjoy dinner overlooking the sunset. brbrThis home is located just a short walk across the street from your quaint beach access path and Pine Avenue where you will find an abundance of shopping and dining issues, in addition to access to the free island trolley that runs the length of the island, from Pine Ave down to Coquina Beach.brbr**While this property is not dog friendly to guests the owners do occasionally bring their fur babies along when they stay**brDon’t see availability for your exact dates, give our office a call 941-778-6066.brbrTo be eligible for a refund, less our $250 cancellation fee, guests must cancel in writing outside 60 days from arrival.brbrMake sure to reach out to one of our Vacation Specialists before BGs Bungalow is all booked up!brbrVR21-000061brbrMax Vehicles Allowed: 4 Max Day Guests Allowed: 2brbrPlease be sure to obey all traffic laws and be sure you are parking in a permitted area if parking on the streets. If you park in a non-parking zone or against traffic, you will be ticketed.brbrAnna Maria Island’s noise ordinance aims to ensure citizens can enjoy a peaceful environment. The ordinance applies to all areas of the city, including public and private property, and places of business. It defines noise as any sound that annoys or disturbs a reasonable person of ordinary sensibilities or causes or tends to cause an adverse physical or psychological effect on such reasonable person. The noise ordinance limits the maximum permissible noise levels to: br7 AM–10 PM: 65 decibels: (Consistently shouting in the pool exceeds 65 decibels)br10 PM–7 AM: 50 decibels: (An audible conversation from 50’ or 15 meters away exceeds 50 decibels)brThe ordinance also prohibits plainly audible noise, which refers to any sound that can be clearly heard by a person using their normal hearing faculties. This means that a person can still be in violation if the noise can be easily heard by responding officers from a distance of 100 feet from the property line. Fines for excessive noise can range from $100 to $1,000.
Bed 4

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Bath 4

Bath

Sleep 8

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Exceptional(22)

$279.95

/ Nightly
Private Vacation Home

Sea Spray 2: *Pet-friendly *Steps to the beach *Close to shops, restaurants

Anna Maria, Florida, United States

***Photos Updated April 2025***brThe Sea Spray Cottages are an adorable group of 4 Units located in the North End of Anna Maria, West of Gulf Drive and only a few houses to the highly acclaimed Gulf Beach. brbrSea Spray 2 is the ground level cottage in a 2 story building. This unit has 2 Bedrooms and 1 Bath and is located at the rear of the property. Comfortable beachy furnishings with an open concept living area. brbrThis unit shares a propane grill along with an outdoor dining area on the side of house with the unit above. The complex shares a laundry room on the rear of the property. There is a flat screen TV in the living room. The master bedroom has a queen bed and there are two twins in the guest bedroom. brbrYou will absolutely love the short stroll to the beach as well as the Island charm offered by the quaint four-plex.brbrPETS: Dogs are allowed with prior approval. Must be well trained and less than 50lbs. 2 dogs max. A $150 non-refundable pet fee applies per pet.brbrPARKING: 1 car 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 1

Bath

Sleep 4

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Exceptional(25)

$277.29

/ Nightly
Private Vacation Home

Sea Spray 1: *Pet-friendly *Steps to the beach *Close to shops, restaurants

Anna Maria, Florida, United States

***Photos Updated April 2025***brThe Sea Spray Cottages are an adorable group of 4 Units located in the North End of Anna Maria, West of Gulf Drive and only a few houses to the highly acclaimed Gulf Beach. brbrSea Spray 1 is a stand alone cottage with 2 Bedrooms and 1 Bath located at the front left of the property. Comfortable beachy furnishings and a full kitchen with Granite Counter Tops and Stainless Steel Appliances. brbrThis unit has its own propane grill along with an outdoor dining area in the rear of the home. The complex shares a laundry room on the rear of the property. There is a flat screen TV in the living room. The front door enters into the spacious open concept living area, perfect for entertaining the family. The master bedroom has a queen bed and there are two twins in the guest bedroom. brbrYou will absolutely love the short stroll to the beach as well as the Island charm offered by the quaint four-plex.brbrPETS: Dogs are allowed with prior approval. Must be well trained and less than 50lbs. 2 dogs max. A $150 non-refundable pet fee applies per pet.brbrPARKING: 1 car 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 1

Bath

Sleep 4

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Exceptional(1)

$1320.2

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Private Vacation Home

A Perfect Day: Gulf Front! Rooftop Deck, Putt Putt, Pool Spa by Anna Maria Life

Anna Maria, Florida, United States

A Perfect Day by Anna Maria Life Vacation Rentalsbr102 Cedar Ave, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! Gulf Front with Outstanding Views!br4 Bedrooms / 3.5 Bathroomsbr3 Kings, Twin over Queen BunkbedsbrPrivate Heated Pool & SpabrPool LoungersbrCorn Hole, Ping Pong, Connect 4brPutt Putt Mini Golf CoursebrRoof Top Deck with Patio Dining & Lounge SeatingbrGas GrillbrBackyard Patio DiningbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrDriveway Parking for 4 CarsbrbrDetails:brA Perfect Day is a stunning Anna Maria Island vacation home blending laid-back beach vibes with upscale comfort. Painted in a soothing seafoam green with crisp white trim, the spacious property features multiple balconies, a rooftop deck with a pergola, and a spiral staircase for panoramic views of the Gulf of Mexico just steps away. Surrounded by lush tropical landscaping, the home includes a private yard with a putting green, a two-car garage, and inviting outdoor living spaces perfect for entertaining or relaxing in the sea breeze. It's an ideal retreat for families or groups looking to enjoy sunshine, privacy, and effortless beach access—truly living up to its name.brbrInside, A Perfect Day features an open main living area that connects the living room, dining space, and kitchen. The living room offers comfortable seating arranged around a large coffee table and flat-screen TV—ideal for relaxing after a day at the beach. The kitchen provides a spacious layout with a large island and bar seating, along with ample counter space for preparing meals and gathering with family and friends.brbrJust off the main space, the sunroom is lined with large windows that bring in natural light and views of the surrounding greenery. A suspended swing bed adds a unique seating option for reading or relaxing, while the nearby dining table creates an additional space for meals or game nights. This area offers a comfortable extension of the main living space and another great spot to gather during your stay at A Perfect Day.brbrOn the first floor, the master bedroom features a king bed, ensuite bathroom, and TV, while a guest room also offers a king bed, private ensuite bath, and TV. Upstairs, an additional guest room includes a king bed and TV, and the final bedroom is outfitted with twin-over-queen bunkbeds and a TV—perfect for kids or extra guests. Additional amenities include professional linen service, a washer and dryer, complimentary WiFi, beach towels, beach chairs, a beach wagon, and driveway parking for up to four cars—everything you need for a seamless and relaxing Anna Maria Islandl escape.brbrStep outside to your own private oasis with a heated pool and spa, pool loungers, and a backyard patio dining area complete with a gas grill. Enjoy friendly competition with corn hole, ping pong, Connect 4, and your very own putt-putt mini golf course. The rooftop deck provides patio dining and lounge seating with sweeping Gulf views—an unforgettable setting for sunset cocktails or morning coffee.brbrA Perfect Day is within easy walking distance of Gulf Drive, local restaurants, and the free island trolley, which runs the full seven miles of the island. Hop on and off at your leisure to explore shopping, dining, and beach access all along the way.brbrBedroom 1 - King Bed, Ensuite, TV - Floor 1brBedroom 2 - King Bed, Ensuite Bathroom, TV - Floor 1brBedroom 3 - King Bed, TV - Floor 2brBedroom 4 - Twin over Queen Bunkbeds, TV - Floor 2brbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.brDriveway Parking is available for four cars. Parking for additional vehicles is not available.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is eight.brbrVR26-000014 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.
Bed 4

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Bath 3

Bath

Sleep 8

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$842.27

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Private Vacation Home

Luxury on the Gulf of Mexico, Heated Pool/Spa, Prime Location, 5 Star Ratings!

Anna Maria, Florida, United States

This newly redesigned elevated pet friendly 3 Bedroom, 2 Bathroom home is beautifully appointed throughout, with state of the art quartzite counter tops, stainless steel appliances and driftwood style hardwood floors and ceilings. Relax on the covered porch with direct views of the Gulf of Mexico and it's stunningly beautiful sunsets! 45 Steps and you are on the best beach in Anna Maria! Private Heated Pool with Spa and Covered Cabana area with large screen 4K Smart HD TV, Comfortable seating and bar area seat 14 and gas fire pit. Spacious California-King Sized Master Bedroom with New Tempurpedic Foam and Air Bed adjustable to yours and their preference, walk in master bathroom. Guest room with Queen bed along with a third bedroom with 2 beds and a separate bathroom. Dining area with chandelier seats 6 comfortably, great room with Sony Ultra 4K Smart 60 flat panel TV, large sofa, love seat and chair with ottoman. High Speed Internet and Wi Fi! Ask to have included as property fee, our new fully loaded street legal Lithium Battery Bintelli Golf Cart carries 6 passengers in style! This property is repeatedly and consistently given 5 star reviews and most people rebook their next vacation before even leaving! Pets are welcome with a photo of each sent to Carolyn Hodgson, the owner. The pet fee is $350 per pet.
Bed 3

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Bath 2

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Sleep 6

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Exceptional(100)

$967.48

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Private Vacation Home

Hear The Surf/Feel The Breeze... skip to beach! Located on Anna Maria Island

Anna Maria, Florida, United States

Just 5 houses from the white sandy beach of the Gulf. Located in the city of Anna Maria sits this spacious home with a relaxed island feel. This ideal location allows you to walk to the beach, restaurants, bars, pier, trolley stop and Pine Avenue shopping. There's plenty of room to sit back and enjoy your surroundings in this 4 bedroom, 3.5 bath private home with a brand new pool and patio.brThe main level includes a bedroom with a Twin trundle bed and a full bath. A separate laundry/pantry room and fully equipped kitchen opens to a large, bright and airy dining room area. The living room area offers two large sofas and chairs to kick back and view a movie on the 60 inch TV with Bose surround sound, leading to a large deck overlooking the pool. Take the deck stairs to the pool and private patio area which includes a bathroom and outdoor shower.brbrThe second level offers: br A master suite with a King bedbrAnother bedroom offers a Queen bed brFinal bedroom includes 2 twin beds, plus a roll out trundlebrA large guest bath has a bathtub/shower combinationbrJust 5 houses from the silky white sands of the Gulf of Mexico. Enjoy an easy walk towing the beach wagon with all the gear we provide for you to experience a great day at the beach. brCome, be our guest.brbrPlease note, while we're delighted you've chosen our home for your holiday, large celebrations or parties are not allowed. brbrWe provide the following:br- All Bed linens, Bath and Beach towelsbr- Kitchen and Bath paper and soap products (to start your stay)br- Heated Pool (upon request, reasonability)br- Free WiFi (password protected)br- Landline telephone (US calls only)br- Flat screen TV's with HD Cable servicebr- Fully equipped kitchen br- Large clothes washer and dryerbr- Gas grillbr- Garage access with remotebr- Beach wagon, chairs, umbrella, beach toysbr
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Bath 3

Bath

Sleep 8

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Exceptional(29)

$359.69

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Private Vacation Home

Sea Spray 4: *Heated Pool *Pet-Friendly *Steps to beach *Shops, dining close

Anna Maria, Florida, United States

*** Photos Updated April 2025***brThe Sea Spray Cottages are an adorable group of Units located in the North End of Anna Maria, West of Gulf Drive and only a few houses to the highly acclaimed Gulf Beach. brbrSea Spray 4 is a stand-alone cottage with 3 Bedrooms and 2 Baths located at the front right of the property with its own private pool. Comfortable beachy furnishings and a full kitchen with Stainless Steel appliances. brbrThis unit has its own propane grill, a screened patio at the front of the home, and an outdoor dining area. This unit has its own washer and dryer located in the master bedroom. There is a flat screen TV in the living room and spacious master bedroom. The master bedroom also has it own private bath and entrance. brbrYou will absolutely love the short stroll to the beach as well as the Island charm offered by this home.brbrPETS: Dogs are allowed with prior approval. Must be well trained and less than 50lbs. 2 dogs max. A $150 non-refundable pet fee applies per pet.brbrPARKING: 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.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 2

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Sleep 6

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Exceptional(26)

$277.38

/ Nightly
Private Vacation Home

Sea Spray 3: *Steps to the beach *Close to shops, restaurants *Quiet street

Anna Maria, Florida, United States

***Photos Updated April 2025***brThe Sea Spray Cottages are an adorable group of 4 Units located in the North End of Anna Maria, West of Gulf Drive and only a few houses to the highly acclaimed Gulf Beach. brbrSea Spray 3 is the upper level cottage in a 2 story building. This unit has 2 Bedrooms and 1 Bath and is located at the rear of the property. Comfortable beachy furnishings with an open concept living area. brbrThis unit shares a propane grill along with an outdoor dining area on the side of house with the unit below. The complex shares a laundry room on the rear of the property. There is a TV with Cable in the living room. The master bedroom has a queen bed and there are two twins in the guest bedroom. brbrYou will absolutely love the short stroll to the beach as well as the Island charm offered by the quaint four-plex.brbrPETS: Please note this property is NOT pet friendly. brbrPARKING: 1 car 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 1

Bath

Sleep 4

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Exceptional(10)

$2643.48

/ Nightly
Private Vacation Home

Salty Sister: Stunning Beachfront Vacation Home with Heated Pool, Steps from Anna Maria Island Beach

Anna Maria, Florida, United States

Welcome to Salty Sister, the pinnacle of coastal luxury on Anna Maria Island, where the crystal-clear waters of the Gulf of Mexico meet the soft sands of your private beach. This stunning 4-bedroom, 4-bathroom haven offers a seamless fusion of modern sophistication and beachfront serenity, making it the perfect retreat for those who crave both adventure and relaxation. Whether you're sipping cocktails by the heated pool, enjoying the captivating sunset from your private balcony, or strolling the shores of the Gulf, every moment at Salty Sister is designed to leave you feeling refreshed, rejuvenated, and thoroughly indulged.brbrProperty Highlights:brbrPrime Beachfront Location: Imagine waking up to the soothing sound of the waves and stepping directly from your doorstep to the soft sands of Anna Maria Island Beach. At Salty Sister, the beach is literally steps away, offering immediate access to miles of powder-soft sand and crystal-clear waters. Let the ocean be your playground—swim, sunbathe, or take long walks as the sunsets paint the sky in hues of gold and lavender. This is island life at its best!brbrStunning Coastal Design & Luxury: Newly renovated, Salty Sister combines modern farmhouse charm with sophisticated coastal elegance. The expansive open-concept living area, flooded with natural light, effortlessly transitions from one space to the next. High-end finishes and top-of-the-line appliances in the gourmet kitchen ensure that every meal becomes a masterpiece. Whether you're cooking for your family or entertaining friends, this space is designed for both relaxation and socializing.brbrMaster Suite with Breathtaking Ocean Views: Retreat to your master bedroom—a true sanctuary—where panoramic ocean views greet you each morning. Step onto your private balcony and feel the cool breeze as you sip your coffee, gazing over the sparkling Gulf. The luxurious en-suite bathroom with a soaking tub and walk-in shower provides the perfect setting to unwind after a day of exploration or relaxation. This is a space where you can truly feel at peace with the rhythm of the waves just outside your window.brbrPrivate Heated Pool & Outdoor Paradise: Indulge in your own private tropical oasis. The heated pool, framed by lush tropical foliage, invites you to take a refreshing dip or simply float while enjoying the serene beauty of the surroundings. For those who prefer lounging in the sun, the spacious outdoor patio is perfect for sunbathing, reading a book, or dining under the stars. The alfresco dining area is ideal for enjoying meals with friends and family, while the firepit area promises cozy evenings under the stars, creating memories that will last a lifetime.brbrUnmatched Island Experience: While Salty Sister offers a world of relaxation and privacy, you're also just a short 10-minute walk from Pine Avenue—the heart of Anna Maria Island's shops, restaurants, and entertainment. Spend your days exploring local boutiques, savoring gourmet meals, or experiencing the vibrant nightlife. Whether you're biking around the island, visiting local art galleries, or discovering hidden gems along the shoreline, everything you need for the perfect vacation is right at your doorstep.brbrWhy Choose Salty Sister:brbrAt Salty Sister, every detail has been thoughtfully designed to elevate your vacation experience. From the luxury linens to the private beach access, we've created a home that feels like your own private island getaway. Whether you're sipping cocktails by the pool, enjoying the sunsets from your balcony, or simply unwinding in your luxurious retreat, Salty Sister is more than just a place to stay—it's a destination.brbrBook your stay at Salty Sister today and step into a world of ultimate relaxation and unparalleled luxury. Experience Anna Maria Island like never before—where every moment feels like a dream come true.brbrbrExclusive Amenities Include:br• Incredible Ocean Viewsbr• Prime Beachfront Locationbr• Located Just Steps From Anna Maria Island Beachbr• 10 Minute Walk To Pine Avenuebr• Private Heated Pool br• Newly Renovatedbr• 4 Bedrooms, 4 Bathroomsbr• 1 King Bed, 1 King Bed, 1 Queen Bed, 1 Bunk Bed, & 1 Twin Bed (Sleeps 8) with linens providedbr• Spacious Outdoor Lounging Areabr• Free WiFi & HDTV'sbr• Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Providedbr• Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipesbr• Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipesbr• Beach Towels, Chairs, Cooler, & Caddy Providedbr• Gas Grillbr• Enhanced cleaning protocols provided by our CottageClean TeambrbrSalty Sister can accommodate up to 8 guests with a bedding configuration as follows:brbr• Bedroom # 1: King Bed (1) - Sleeps: 2br• Bedroom # 2: King Bed (1) - Sleeps: 2br• Bedroom # 3: Queen Bed (1) - Sleeps: 2br• Bedroom # 4: Bunk Bed (1) & Twin Bed (1) - Sleeps: 2brbrWe go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!brbrPLEASE NOTE: This pool is heated from November 15th to April 15th. Please contact us if you have any questions regarding the space for this property. This property is registered as a vacation rental within the City of Sarasota with the Registration Number VR24-000019. Due to the City of Sarasota vacation rental code, this property can only be rented once during a seven (7) day period for a minimum of seven (7) full days and seven (7) full nights.
Bed 4

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Bath 4

Bath

Sleep 8

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Exceptional(13)

$2381.07

/ Nightly
Private Vacation Home

Amazing 6 bed house on Anna Maria! Putt putt, heated pool and spa!

Anna Maria, Florida, United States

Welcome to your dream vacation home in Anna Maria! This stunning 6-bedroom, 6.5-bath luxury retreat is perfectly situated just moments from the beach and bay, offering easy access to waterfront dining and shopping on Pine Avenue. brbrStep inside to an expansive open floor plan that seamlessly connects the beautiful kitchen, inviting living area, and elegant dining space—ideal for entertaining family and friends. With five king beds and a day bed, plus a sleep sofa and a second living room, there's plenty of room for everyone to relax and unwind.brbrThe large backyard is a true oasis, featuring a sparkling pool and hot tub, lush turf, and games that invite fun-filled days of relaxation and quality time. Don't miss the rooftop deck, where you can soak in breathtaking sunsets that will leave you in awe. brbrThis home is the ultimate getaway—what more could you ask for Highlightsbr• Brand new luxury homebr• Private pool and in-ground spabr• Game room with ping pongbr• Rooftop deck with 360° viewsbr• Less than a 15-minute walk to Anna Maria Beachbr• 6 Bedrooms / 6.5 Bathroomsbr• 5 Kings, 1 Twin daybedbr• Steps to Pine Avenue shopping and diningbr• Washer and dryerbr• Parking availablebrbrEnjoy your beach days with ease. We supply beach towels, beach chairs, and a wagon to make your trips to the shore effortless.brbrStep outside and enjoy your private oasis. Cool off in the sparkling pool, unwind in the spa, or lounge on the fully furnished patio with plenty of seating for the whole group. Head up to the rooftop deck to take in panoramic views of Anna Maria Island. For fun indoors, the game room is fully stocked with a ping pong table and games to keep all ages entertained. ***House located on Spring Avenue on Anna Maria Island is a charming, picturesque street that embodies the relaxed coastal lifestyle of this beautiful island. It runs parallel to the stunning Gulf of Mexico, offering residents and visitors easy access to some of the best beaches on the island. brbrWhat makes Spring Avenue particularly appealing is its central location. It provides convenient proximity to a variety of shops, restaurants, and local attractions, making it easy to explore the vibrant community without needing a car. The street is lined with lush tropical vegetation, creating a serene atmosphere that invites leisurely strolls or bike rides.brbrAdditionally, Spring Avenue is near popular spots like the Anna Maria Island Historical Museum and the Pine Avenue shopping district, where you can find unique boutiques and delicious dining options. The blend of natural beauty, accessibility, and local charm makes Spring Avenue a prime spot for both relaxation and exploration on Anna Maria Island. Whether you're soaking up the sun on the beach, enjoying a meal at a nearby café, or simply taking in the sights, Spring Avenue offers a quintessential island experience.brbrInside, the open concept living area invites relaxation with plush sofas, accent chairs, and a large TV for family movie nights. The modern chef’s kitchen is equipped with premium appliances, ample counter space, and an oversized island with barstool seating. Share meals together at the elegant dining table or gather around the island for casual bites and cocktails.brbrRetreat to the primary suite, featuring a king bed, a spacious walk-in closet, and a spa-inspired ensuite bathroom with dual vanities and a walk-in shower. Each of the four additional king bedrooms is beautifully designed with luxury linens, smart TVs, and private ensuite bathrooms. A cozy daybed provides extra sleeping space for younger guests or solo travelers. For added convenience, there’s also a hallway bathroom with a shower and tub combination and a laundry area with a washer and dryer.brbrRoom Detailsbr-Primary Bedroom: King bed, ensuite bathroom with double vanity and walk-in showerbr-Second Bedroom: King bed, ensuite bathroom with walk-in showerbr-Third Bedroom: King bed, ensuite bathroom with walk-in showerbr-Fourth Bedroom: King bed, ensuite bathroom with walk-in showerbr-Fifth Bedroom: King bed, ensuite bathroom with walk-in showerbr-Sixth Bedroom: Twin daybedbrbrGuests will love being just two blocks from Pine Avenue, where you’ll find boutique shops, fresh seafood restaurants, ice cream parlors, and local attractions like the Anna Maria City Pier and historic jail. Whether you’re planning a family reunion or a long weekend escape. Anna Maria Beach House offers the perfect blend of luxury, location, and comfort.brbrWith a prime location near Anna Maria Beach, luxury amenities, and plenty of space for the whole family, Anna Maria Beach House is the ultimate Sarasota Florida vacation rental. Reserve your dates now with Anna Maria Island Accommodations and start making lifelong memories in this coastal paradise!brbr-brWith 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 Anna Maria Island Accommodations Rental Policies for full details.brbr4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbrThis home is managed by Anna Maria Island Accommodations, 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.brPlease see our Anna Maria Island Accommodations 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. *** This home is in Bradenton Beach. Bradenton Beach is a delightful destination on Anna Maria Island, known for its stunning shoreline and vibrant atmosphere. This charming area features beautiful white sandy beaches that gently slope into the turquoise waters of the Gulf of Mexico, making it an ideal spot for sunbathing, swimming, and water sports. brbrWhat sets Bradenton Beach apart is its perfect blend of relaxation and activity. The beach is lined with cozy beachfront restaurants and shops, allowing visitors to enjoy local seafood, ice cream, and unique souvenirs just a short walk from the shore. The Bradenton Beach Pier is a popular gathering spot, offering scenic views, fishing opportunities, and a chance to see local wildlife, including dolphins and seabirds.brbrCentrally located on the island, Bradenton Beach provides easy access to other attractions on Anna Maria Island, such as the historic Bridge Street, known for its quaint shops and lively nightlife. The area also features a range of accommodations, from quaint cottages to modern condos, catering to a variety of tastes and budgets.brbrWith its stunning natural beauty, friendly atmosphere, and convenient location, Bradenton Beach is a fantastic destination for those looking to experience the best of Anna Maria Island. Whether you're lounging on the beach, exploring local shops, or enjoying a meal with a view, Bradenton Beach offers a quintessential island experience that keeps visitors coming back.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!
Bed 6

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Bath 6

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Sleep 12

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Exceptional(10)

$901.24

/ Nightly
Private Vacation Home

Coconut Cove: *Canalfront *Pet-friendly *Putt-putt *Pool *Hot Tub

Anna Maria, Florida, United States

Photos Updated March 2025!brbrEscape to the secluded paradise of Coconut Cove on Anna Maria Island, a 3-bedroom, 3-bathroom vacation home that exudes tranquility and natural beauty. Tucked away in a lush garden atmosphere, this retreat offers the perfect setting for relaxation and rejuvenation. With its own canal, dock, and kayak launch, you'll have endless opportunities to explore the waterways with the provided kayaks.brbrInside Coconut Cove, you'll find a cozy and tastefully decorated living space, complete with plush sofas and ample natural light. The fully equipped kitchen and dining area provide a delightful spaces for preparing and enjoying meals. Step outside to discover a private oasis, featuring a heated pool, hot tub, and plenty of seating areas to soak up the sun or savor a barbecue on the patio grill.brbrA mini putt-putt course adds a touch of fun and friendly competition, ensuring entertainment for guests of all ages. Best of all, Coconut Cove is pet-friendly, so your furry friends can join in on the vacation excitement. brbrEmbrace the beauty of the surrounding nature, create unforgettable memories, and experience the ultimate vacation retreat at Coconut Cove.brbrFloor 1 (ground):brBedroom 1: King master w/TV, ensuite bathroom with walk-in shower, direct access to pool patiobrBedroom 2: QueenbrBedroom 3: Queen w/TV, ensuite bathroom with shower/tub combo, direct access to patiobrbrBathroom 1: King ensuite bathroom with walk-in showerbrBathroom 2: Hall bathroom with walk-in shower (directly outside bedroom 2)brBathroom 3: Queen ensuite bathroom with shower/tub combobrbrDOCK: Dock is approximately 20ft. There are low bridges to reach the main waterways with only about 6ft of clearance depending on the tides.brbrPETS: Dogs are allowed with prior approval. Must be a non-aggressive breed and well-trained. 2 dogs max. A $150 non-refundable pet fee applies per pet.brbrPARKING: 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.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

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Sleep 6

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$492.18

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Private Vacation Home

Duplex Retreat with 2 Kitchens, Lanai and Walk to Beach

Anna Maria, Florida, United States

A Place in Paradise Retreat by Anna Maria Island Accommodations brDuplex in Anna Maria, FloridabrbrWelcome to A Place in Paradise Retreat, a spacious four-bedroom, four-bath vacation home with a unique duplex layout that’s perfect for families, friends, and multi-family getaways. Located just a five-minute walk from the Gulf beaches and steps from Pine Avenue’s boutiques, restaurants, and the trolley stop, this pet-friendly retreat combines comfort, convenience, and the relaxed charm of Anna Maria Island. brbrHighlights br• 4-minute walk to Anna Maria Beach br• 4 Bedrooms / 4 Bathrooms br• 2 King beds, 4 Twin beds br• Duplex-style layout with two living spaces br• Two full kitchens, dining areas, and living rooms br• Two screened-in lanais for breezy indoor-outdoor living br• Shared washer and dryer br• Pet-friendly with approval and fee br• 4 parking spaces br• Quiet residential neighborhood close to Pine Avenue shops and dining brbrDesigned for both togetherness and privacy, this home features two complete living spaces, each with its own full kitchen, screened-in lanai, and laundry room. Sip your morning coffee or evening cocktail on the lanai, prepare meals with ease in either kitchen, or enjoy seamless indoor-outdoor living. Families love the flexibility of two separate spaces, perfect for group trips where everyone still has their own retreat. brbrBoth units feature open living areas filled with natural light and beachy decor. Comfortable sofas and TVs make lounging easy, while dining tables provide space for shared meals or game nights. The kitchens come fully equipped with modern appliances, cookware, and everything needed to whip up anything from beach snacks to fresh seafood dinners. brbrEach side of the duplex includes two bedrooms and two full bathrooms. The primary bedrooms feature king beds, while the second bedrooms offer twin beds, making them great for kids, teens, or friends. Bathrooms include both walk-in showers and shower/tub combos for added convenience. With four bedrooms, four bathrooms, and two complete living areas, this home easily accommodates families and groups. brbrRoom Details brUnit A br-Primary Bedroom: King bed br-Second Bedroom: Two Twin beds br-Bathrooms: Two full baths (Both with walk-in showers) br-Private features: Full kitchen, living room, screened-in lanai, washer/dryer brbrUnit B br-Primary Bedroom: King bed br-Second Bedroom: Two Twin beds br-Bathrooms: Two full baths (Both with walk-in showers) br-Private features: Full kitchen, living room, screened-in lanai, washer/dryer brbrLocated on a quiet residential street, A Place in Paradise Retreat is just two blocks from the Gulf beaches and within walking distance of Pine Avenue’s boutiques, cafes, and galleries. Guests can also hop on the island trolley to explore Holmes Beach, Bradenton Beach, and all of Anna Maria Island’s charming attractions. brbrA Place in Paradise Retreat by Anna Maria Island Accommodations offers the perfect balance of privacy, comfort, and location for families and groups. With two complete living spaces, screened lanais, and a short walk to both the beach and Pine Avenue, this home makes island vacations effortless. Book your stay today and make your Anna Maria Island getaway unforgettable! brbr- brThis home is managed by Anna Maria Island Accommodations, 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 Anna Maria Island Accommodations Rental Policies for full details. brbr4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis property does not feature a dishwasher.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 Anna Maria Island Accommodations Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 4

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Bath 4

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Sleep 8

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Exceptional(1)

$1704.55

/ Nightly
Private Vacation Home

81A - High End Luxury Retreat w/ 12' TV!

Anna Maria, Florida, United States

Welcome to 81A by Exclusive Vacations, a design-forward luxury retreat inspired by the iconic architecture of Florida’s 30A and thoughtfully reimagined for Anna Maria Island. Located just two blocks from the beach and Pine Avenue, this five-bedroom, five-and-a-half-bath home offers a seamless blend of refined Mediterranean style, resort-level amenities, and exceptional indoor–outdoor living—perfect for larger families and group getaways.brbrWith a heated luxury pool, rooftop deck with Gulf and Bay views, elevator, game room, fitness room, and one of the largest private outdoor televisions in the country, 81A delivers a private-resort experience unlike anything else on the island.brbrWhy Guests Love 81Abr• Two blocks to the beach and Pine Avenue (under 5-minute walk)br• Luxury heated pool and spabr• 12’ x 8’ outdoor television—watch sports or movies from the poolbr• Rooftop deck with fire table and Gulf + Bay viewsbr• Elevator with access to all levelsbr• Outdoor kitchen, grill, dining and lounge areasbr• 5 Bedrooms | 5.5 Bathrooms (all ensuite)br• Bunk room sleeps 6 kids (custom-built bunks)br• Game room with billiards tablebr• Private workout / fitness roombr• 6-seat Club Car golf cart includedbr• Luxury beach bikes, chairs and beach gearbr• Pet friendly with approvalbr• Plenty of on-site parkingbrbrbr81A is a calming yet striking home designed for connection, comfort, and flow. Inspired by the clean lines and soft palette of Alys Beach, the interiors feature warm Mediterranean tones, upscale finishes, and coastal blues layered throughout thoughtfully curated spaces.brbrThe main living area centers around a massive sectional sofa, creating the perfect gathering space after a day at the beach. Large windows and doors blur the line between indoor and outdoor living, opening to a covered patio with additional dining and lounge seating overlooking the pool and oversized outdoor TV.brThe chef-inspired kitchen is built for entertaining, featuring top-of-the-line appliances, generous counter space, bar seating, and a fully equipped butler’s kitchen tucked behind the main kitchen—ideal for hosting, catering, or private chefs. A large dining table anchors the space, offering seating for shared meals and celebrations.brbrThe backyard at 81A is truly one of a kind. The resort-style heated pool and spa are complemented by a full outdoor kitchen, covered dining, and multiple lounge areas—anchored by the show-stopping 12’ x 8’ outdoor television, one of the only private installations of its kind in the country. Whether you’re watching the big game or enjoying a movie night from the pool, this space creates unforgettable moments.brbrAbove it all, the rooftop deck offers sweeping views of both the Gulf and the Bay, paired with a fire table for sunset gatherings and evening relaxation.brbrDesigned to comfortably accommodate up to 14 guests, all bedrooms feature ensuite bathrooms for privacy and comfort.br• Primary Suite: King bed, private balcony, spa-style ensuite with soaking tub and walk-in showerbr• Guest Suite 1: King bed, ensuite bathroombr• Guest Suite 2: King bed, ensuite bathroombr• Guest Suite 3: King bed, ensuite bathroombr• Bunk Room: Two custom-built bunk beds sleeping 6 children, ensuite bathroombr• Half Bathroom: Main living levelbrbrExclusive Vacations AmenitiesbrEvery stay at 81A includes the elevated touches Exclusive Vacations is known for:br• 6-Seat Club Car Cru golf cartbr• Luxury beach bikesbr• Luxury beach chairs, umbrellas and beach cartbr• Upgraded bed and bath linens and premium toiletriesbr• Fully stocked starter suppliesbr• Portable Pack and Playbr brbrLocated on North Shore Drive, 81A sits just two blocks from Anna Maria Island’s beaches and Pine Avenue’s shops, restaurants, and coffee spots. Explore the island by golf cart, bike, or on foot, with everything you need just minutes away.brbrWith its signature outdoor TV, rooftop views, resort-style pool, and design inspired by 30A luxury, 81A by Exclusive Vacations is a standout Anna Maria Island retreat—perfect for larger families or multiple families traveling together.brbrReserve your stay and experience elevated island living at 81Abrbr-brThis home is managed by Exclusive Vacations, an Anna Maria Island property management company. brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Exclusive Vacations Rental Policies for full details. brbrUse of the provided golf cart requires the driver to maintain a current U.S. automobile insurance. Proof of insurance is required upon request.brbr5 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Exclusive Vacations Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Bed 5

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Bath 5

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Sleep 8

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Exceptional(1)

$709.15

/ Nightly
Private Vacation Home

Entire house : duplex 2 kitchens 2 bedrooms 2 bathrooms. Sleeps 6. Fenced yard.

Anna Maria, Florida, United States

Anna Maria Bean Point Beach CottagebrVacation at Anna Maria Island with the most beautiful white sands beach and crystal clear emerald green waters in the world! Bean Point Beach Cottage is located at the (North End tip of the island) quiet and peaceful (no noise and hardly anyone on beaches since parking is restricted mostly to the AMI homes. This newly updated bean point beach cottage 1 level house offers 4 easy entry : exits at ground level with shower at back door for washing beach sand off. This duplex can be separated by dead bolted fire door between units or opened up! The entire cottage offers 2 full sized kitchens each with Island seating and dining tables : 2 large king beds (brand new : electrical to sit up comfortably while watching : large tv), 2 bathrooms, it’s a perfect beach house for a small group or family. Guests can relax in 2 open spaced living rooms, with high vaulted ceiling with fans, each unit living room features a 10” thick comfortable XL twin sofa bed for extra sleeping space to watch large living room (smart) TV. The house stays comfortable year-round with 2 full central heating and air conditioning units. Simple touches like a hair dryer and iron make packing light a breeze. Whether you’re here to explore Pine street’s nearby quaint shops and beach-side restaurants or just recharge relaxing at Bean Point Beach most beautiful crystal green waters with the softest white sands in the world. This serene retreat offers a peaceful place to call home. Privately managed by a Florida local owner, who is happy to offer places and things to do…for your visit. Looking forward to welcoming for your beach stay. brLocation: North tip End of Anna Maria Island … short stroll to Bean Point Beach. brProperty Features; br2 Bedrooms King Beds (brand New : Electrical to sit up to watch TV)br2 bathroomsbr1 XL Twin Living room Sofa bed (brand new 10” thick very comfy) brCotton Linens : TowelsbrFree Laundry : Full Sized Washers & Dryers (located inside the property)br“Porcelain tile floors (looks like wood) : easy to clean hypoallergenic.brClorox wipes are used on floors and countertop in-between all rentals.brFree High speed Spectrum WIFIbrBeach Towels, Beach Chairs : Beach Umbrella brExterior table just off living room back door offers umbrella 6 seating area.br2 Driveways allow parking for a maximum of 6 cars, a feature for the North end. brbrThis home is a duplex. Ground level : private front & back doors to driveways.brDuplex Fire Door (with deadbolt locking feature) making it easy to 2 separate 2 units or “open it fully” for your own house flow needs to walk inside both units. brA very large fully fenced-in front yard (safe for child : pet friendly). brbrRental companies will be provided for your stay! Bike, kayak, golf cart..on Island.brHorse back riding in the waters : nearby. Or go off island for day trips to visit the nearby new Mote Marine Aquarium (building looks like a cruise ship where you can see live sea turtles : fish : manatee: penguins), Cortez on the beach has weekly tent flea markets, and Sarasota’s st Armand’s key shopping circle. (Local list of events & “rental” companies activities will provided). Visit us at Anna Maria Island… and you’ll want to come back! every year!
Bed 2

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Bath 2

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Sleep 6

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Exceptional(5)

$733.6

/ Nightly
Private Vacation Home

Idyll Tides by Beach Boutique Rentals

Anna Maria, Florida, United States

Discover the ultimate island retreat you've been dreaming of ~ Idyll Tides ~ a stunning vacation home nestled on the north end of Anna Maria.brbr*Features include*brbr* Private tropical heated pool and spabr* Two cozy queen bedroomsbr* Third bonus room w/ queen sleeper sofa and armoirebr* Queen murphy bed to accommodate extra guestsbr* Gourmet kitchenbr* Gas grillbr* Beach chairs, umbrella and cartbr* Steps to the beach and short walk to Bean Pointbr* Family friendly with pack n' play and high chairbr* Dog friendly!brbrNo detail has been overlooked in this impeccably maintained island home. As you step inside, you'll be greeted by a spacious open living area with washed wood tile floors, crown molding and charming wood plank ceilings. The crisp white kitchen boasts a Sub Zero refrigerator, nautical lighting, and a convenient center island perfect for gathering around with friends over a glass of wine. This kitchen is state of the art is sure to be well-received by the chef in the family. The bright and spacious dining room can accommodate 8 dinner guests.brbrThe master bedroom suite features a queen bed and ensuite bath with double vanity and walk-in shower. You can also step out onto the beautiful pool deck through the door in your bedroom. A second calming and coastal inspired bedroom features a queen bed and the hallway bath also offers double vanity and tub/shower combo. The third room is a bonus den which can become a bedroom by utilizing the comfy queen pullout sofa, so it can easily be used for sleeping or just relaxing. But there’s even more - a large bonus room off the living area opens to the pool and works perfectly as an overflow guest room, complete with a queen-size Murphy bed. The sleeping arrangements are endless! brbrThe beautiful backyard is surrounded by lush tropical landscaping, and features a sparkling heated pool and spa. This private oasis even invites you to enjoy the hot and cold outdoor shower. There's ample patio space with several loungers perfect for relaxing in the sun. Enjoy your meals alfresco at the outdoor dining table for 4. Just around the corner there is a storage area where you will find all the supplies needed for your trips to the beach. You won’t have far to go, access to this amazing and quiet stretch of Gulf beach is only steps away. Idyll tides is the perfect slice of island life!brbrThis rental provides parking for two cars in the circular driveway. There is also a garage and extra parking in the driveway in the rear of the home (accessed via Jacaranda Rd).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 total for 1 pet or 120 lbs 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 3 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 1

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Exceptional(41)

$508.15

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Private Vacation Home

Private Dock - Manatee Lookout by SeaBreeze Vacation

Anna Maria, Florida, United States

Manatee Lookout is a charming 3 bedroom/3 bath home with a private heated pool located on the sought after north end of Anna Maria Island. This home has everything you need for the perfect vacation and is only a short walk to the white sandy beaches. Upon entry, you have the living room where you can relax and read to book or watch TV after a long day in the sun. Adjacent to the living room, you have the dining area and full kitchen. The kitchen is stocked with everything you will need to make a quick snack or full course meal. Directly off the living room, you will find an oversized screened balcony where you can enjoy your morning coffee or evening cocktails. On this level, you will find two of the three bedrooms. The first guest room features a king-size bed and ensuite bathroom. The other guest room features two queen-size beds and ensuite bathroom. Upstairs, you will find the primary suite which features a king-size bed, ensuite bathroom and sitting area. But, it doesn't stop there! Downstairs, you will find the oversized heated pool, sitting areas and private dock where you can fish or just sit and relax and maybe view some manatees swimming by. brbrThe 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. Our 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.brbrPrimary Bedroom features a king-size bed, flat screen TV and ensuite bathroom.brBedroom 2 features a king-size bed and ensuite bathroom.brBedroom 3 features 2 queen beds, flat screen TV and ensuite bathroom.brbrThis property comfortably accommodates a group of 8. The weight limit per dog is 30 lbs. brParking is limited to 3 vehicles.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. Please note: For reservations longer than 28 nights or more than $20,000, a different cancellation policy applies - please see the Rental Agreement under the House Rules on the check-out page.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.
Bed 3

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Bath 3

Bath

Sleep 8

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Exceptional(27)

$538.18

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Private Vacation Home

Golf Cart, Simpatico by SeaBreeze Vacation

Anna Maria, Florida, United States

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS!brAll 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. brbrAfter a day out on your boat or riding on your jet skis, you have plenty of amenities back at this home. You can sit on the boat dock and have a drink, take a dip in the newly designed heated pool, sit at the tiki bar or relax in the various outdoor seating/dining areas. Surrounded by lush, swaying palm trees, the backyard oasis is great to work on your tan or relax in the spa after a day at the beach, jet skiing or fishing! There's even a grill for outdoor cooking! This recently renovated home boasts 3 bedrooms and 2 1/2 bathrooms and full-size laundry area. The fully-equipped kitchen has stools along the island or dine at the six person dining room table. The primary bedroom has a king-size bed and its own private bathroom, and there are two additional bedrooms, one having an ensuite as well. Kick your feet up in the spacious living room and relax after your fishing excursion. Plenty to do here at Simpatico and not far from Pine Avenue where you will find shops and dining.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.brbrThis home comfortably accommodates a group of 6.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. Please note: For reservations longer than 28 nights or more than $20,000, a different cancellation policy applies - please see the Rental Agreement under the House Rules on the check-out page.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.
Bed 3

Bed

Bath 2

Bath

Sleep 6

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Exceptional(20)

$912.7

/ Nightly
Private Vacation Home

Nirvana:Pool & Hot Tub, Dock, On Canal with Gorgeous Water Views by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

235 Oak Ave, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! On a Canal! 2 Blocks to the Beach!br4 Bedrooms / 3 BathroomsbrCalifornia King, King, Queen & Twin, Twin over Full BunkbedbrPrivate Heated Pool & SpabrPool Loungers & UmbrellasbrOutdoor ShowerbrPrivate Dock with Canal AccessbrGas Grill (Please note the Green Egg is not for guest use)brPool TablebrPutting GreenbrCorn HolebrMultiple Furnished Outdoor PatiosbrKeurig & Drip Coffee MakersbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 4 CarsbrbrVR16-000362 brbrDetails:brLocated on a canal on the coveted north end of Anna Maria, our Mediterranean style home is 2 blocks to the shimmery waters of the Gulf of Mexico. The tranquil backyard boasts a dock for your boat and is perfect for fishing and launching paddleboards or kayaks.brbrEnjoy the spectacular island and canal views from the living room. Multiple patio doors let in natural light and bring the outdoors in. Just outside the dining room patio doors, a patio dining set for six adds to the option of indoor and outdoor dining. Grill up the catch of the day on the gas BBQ.brbrThe billiards room overlooks the front of the home and boasts a pool table, second living are and a large TV. Guests will also enjoy the putting green and corn hole game.brbrThe main master suite features a California king bed with a Tempur-pedic mattress,en-suite bathroom, and patio doors leading to the poolside lounge. A second master suite includes a king bed, ensuite bathroom and sliding doors to the porch. Bedroom three features a queen bed and a twin bed and access to a private patio. The final bedroom has a twin over full bunkbed and a built in desk which is the perfect place to slip away and plug in while enjoying your vacation. 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 laundry room with a full-sized washer and dryer.brbrStep outside to the tranquil backyard oasis and enjoy an afternoon watching the world go by on the canal. The sparkling heated pool and spa are surrounded by lounge chairs and umbrellas and an outdoor shower for added convenience. Relax in the Adirondack chairs on the dock and watch for the wildlife including all varieties of sea birds and possibly a manatee or dolphin!brbrNirvana is located on the north end of Anna Maria and a few blocks from Pine Ave and the City Pier where you may catch the the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is eight.brbrBedroom 1: California King with en-suite bathroom, patio access and TVbrBedroom 2: King with en-suite bathroom, patio access and TVbrBedroom 3: Queen & Twin Beds, patio access and TVbrBedroom 4: Twin over Full BunkbedbrbrPlease note:brThis home does not allow pets.brThe Green Egg Grill is not for guest use.brThe boat lift and any onsite motorized watercraft are not available for guest use.brAmenities are subject to change.brDock measures 25' and can accommodate a boat up to 26'.brbrDISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.brbrVR16-000362brbrIMPORTANT 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

Bed

Bath 3

Bath

Sleep 8

Sleeps

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