Vacation Home Rentals By Owner In Anna Maria, FL

Welcome to The Glass House by the Beach, a luxurious modern vacation retreat on Anna Maria Island, designed to immerse you in breathtaking views and ultimate comfort. With its striking floor-to-ceiling atrium windows, this home bathes the spacious main living area in natural light, creating a serene oasis that seamlessly blends indoor and outdoor living.brbrThis elegant getaway features three beautifully appointed bedrooms, each with its own ensuite bathroom, plus a versatile loft with a queen murphy bed, comfortably accommodating up to eight guests. Whether you're relaxing in the rooftop spa or taking in the panoramic views of Tampa Bay, the Anna Maria City Pier, and the iconic Sunshine Skyway Bridge from the rooftop deck, every moment here is crafted for relaxation and awe.brbrStep outside to discover a heated pool with a unique pool window, adding a touch of fun and sophistication to your swim. The ground-level dining and lounge area, complete with a cozy fire table, is the perfect spot for evening gatherings and making memories under the stars.brbrNestled in a central location, The Glass House by the Beach is just a short stroll from Pine Avenue's charming shops, delightful restaurants, and vibrant local attractions. Experience the best of Anna Maria Island in style—book your stay today!brbrDISCLOSURES:brFor security and insurance purposes, there are exterior-only video cameras on the premises.brThe living room fireplace is non-functional.brThe rooftop kitchen is disabled for safety. Note there is a functional outdoor kitchen off the dining room.brbrPETS: This property is NOT pet friendly. brbrPARKING: 4 cars* maximum are able to park at this home and the driveway is shared with two other homes. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. The shared driveway may not be blocked at any time for any reason.brbr*Garage bays are narrow - large/oversize vehicles will not fit. There is one open area to the left of the garage bays to park larger 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.

Luxury Beach House with Bay Views and Pool

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$756.75

Beach Breeze by AMI Locals brVR16-000510 brbrWelcome to Beach Breeze by AMI Locals, a vibrant four bedroom, three bath coastal retreat perfectly situated in the heart of Anna Maria Island. Just a two-minute walk to the beach and two minutes from Pine Avenue’s charming shops and restaurants, this home combines island style with modern comfort. Featuring a private heated pool and in-ground spa, lush tropical landscaping, and pet-friendly accommodations, this inviting getaway is ideal for families and groups looking to relax and reconnect in paradise. brbrHighlights br• 2-minute walk to Anna Maria Island Beach br• 4 Bedrooms / 3 Bathrooms br• 3 Kings, 2 Twin Bunks and Trundle, Queen sleeper sofabr• Pet-friendly with host approval br• 2-minute walk to Pine Avenue shopping and dining br• Private pool and spa br• Ground-level layout for easy access br• Outdoor BBQ and dining area br• 4 parking spaces brbrStep outside to your own tropical oasis, where the heated pool and spa are surrounded by lush greenery and plenty of sunshine. Enjoy poolside lounging during the day and evening dips under the stars. The outdoor patio includes a BBQ grill and dining table, making it perfect for family meals and casual get-togethers after a day on the sand. brbrInside, guests are welcomed by a bright and cheerful open living area featuring comfortable seating and plenty of natural light. The modern kitchen is fully equipped with stainless steel appliances, quartz countertops, and a breakfast island that seats three. The dining area offers seating for six and opens onto the patio, allowing guests to easily transition between indoor and outdoor living. brbrThe primary bedroom features a king bed, ensuite bathroom with dual sinks, and doors that open directly to the pool area. Two additional bedrooms inside the main home offer cozy spaces with beach-inspired decor, including a king bedroom and a bunk room with two twin bunks and a pull-out trundle; perfect for kids or friends. The fourth bedroom, located in a private poolside suite, includes a king bed and ensuite bathroom, making it an ideal retreat for couples or guests seeking added privacy. brbrRoom Details br-Primary Bedroom: King bed, ensuite bath with dual vanities, pool access br-Second Bedroom: King bed, hallway bathroom access br-Third Bedroom: Two twin bunk beds with trundle, shared hallway bath with tub/shower combo br-Fourth Bedroom: King bed, ensuite bath in separate poolside suite br-Livingroom: Queen sleeper sofa brbrLocated in a quiet neighborhood just steps from the Gulf beaches and Pine Avenue, Beach Breeze gives you easy access to local boutiques, ice cream shops, and waterfront dining. Pack your beach gear, enjoy sunny afternoons by the sea, and return home to unwind in your private spa. This home allows dogs with prior approval and an additional fee. brbrEnjoy the best of Anna Maria Island living at Beach Breeze by AMI Locals, where coastal comfort meets tropical luxury. With a private pool and spa, unbeatable location near the beach, and easy island charm, this home is the perfect setting for your next getaway. Book your stay today and start making unforgettable memories at Beach Breeze! brbr- br*Please note: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

1 block to the beach! Adorable bungalow with Pool and Spa, great for families!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$764.49

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. brbrWelcome to Beach Escape! As you drive up the private driveway, you'll be enveloped by lush native plants, providing the seclusion and privacy you desire. This charming 3-bedroom, 2.5-bathroom home comfortably accommodates up to 8 guests. Just a short distance from the stunning beaches of Anna Maria, along with nearby restaurants and shops, Beach Escape offers the perfect retreat to help you slip into true vacation mode.brbrPlease note: The third bedroom is located on the ground floor and is accessed via the carport. There's also a convenient half-bathroom with private outdoor shower on this level, perfect for when you're enjoying the pool. The other two bedrooms and bathrooms are located on the main floor, down the hallway from the kitchen, living room, and dining area. The living room has a queen sleeper sofa. This property is also equipped with an Xbox Series X, complete with a selection of games in the entertainment console, perfect for anyone looking to enjoy some gaming during their stay.brbrOutside, you'll find yourself in a tropical oasis, with lush plants surrounding the property to ensure total privacy. Relax by the pool, rinse off in the private outdoor shower after a day at the beach, or unwind in the cozy outdoor seating area while watching television—whatever your mood, there's a perfect spot for you to enjoy. There's a screened-in balcony off the primary bedroom that wraps around the home, offering a serene space to relax and enjoy the outdoors in the evening. It's the perfect spot to unwind with a breeze and take in the peaceful surroundings.brbrPrimary Bedroom - King-size bed with ensuite bathroombrBedroom 2 - 2 Full-size beds with hallway bathroombrBedroom 3 - King-size bed with half bathroom (ground floor - private door off carport)brThis property offers parking space for up to 4 carsbrbrCancellation 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. 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: brPer Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach TowelbrPer Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath MatbrPer Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen 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.

Golf Cart - Beach Escape by SeaBreeze Vacation

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$447.21

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, two renovated bathrooms, 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 bedrooms includes brand new Beauty Rest Queen beds 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.

Bay Breeze Cottages #3

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$361.01

The Seaside Sanctuary is the upper level unit of a beachfront duplex. It is the 2nd house from the beach with no roads to cross. The front yard is literally thirty steps from one of the most pristine beaches on the Gulf of Mexico. If you open the windows at night, you can hear the rolling surf and smell the salt air. The house is located on a quiet residential street near the north tip of the island. There is no public parking in this area so you pretty much have the beach to yourself. The front deck features a breathtaking gulf view and is a great place to watch the sunset. The house is clean, comfortable and well appointed. The back yard has a shed with some beach gear, a BBQ grill, picnic table and a sun sail shade. We welcome well behaved dogs and have a fully fenced yard for your pup to play. brbrThe house is light and bright with a multitude of windows showcasing fantastic views. Everything is decorated in a fun and classy seaside style. We believe in a good night's sleep so we invested in high quality memory foam mattresses, crisp, clean linens and plenty of pillows. For the chef in the family, there is a fully stocked kitchen with everything needed to cook and serve most meals. Nothing is more annoying than going to a vacation home that has only one pot and 3 plates! The house has high def smart TVs, bluetooth sound bar for streaming your favorite music and lightning fast wifi throughout. We are neat freaks so you can expect the house to be immaculately clean. In fact, we do a full deep cleaning after each guest. We tried to think of everything so you have all the comforts of home. brbrThe Village of Anna Maria, on the north tip of Anna Maria, is the best part of the island. It is known for beautiful beaches, breathtaking sunsets and a bunch of really nice people. Not surprisingly, our number one recommendation is to set up an umbrella, plop down on a beach chair and watch the waves roll in. If being a beach bum is not your thing, you can stay busy by hunting for seashells, building a sandcastle or trying your hand at surf fishing. Either way, we provide all the equipment and recommendations to make your day at the beach relaxing and enjoyable.

2nd House from the Beach with No Roads to Cross

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1162.07

Modern southern style and comfort await you at Conch Shell: A resort-like property on Bimini Bay. Meandering walkways take you to a well-placed hammock between two curvy coconut palms, to the salt water pool and spa, and to the tiki bar and game area. Rent a kayak or paddle board to explore the mangroves. Relax and catch some fish from our private dock. You can even play pickleball on the newly installed court! Just put up the net across the driveway for some competitive play... and you haven’t even been inside! But before heading in, pick a fresh lemon from our lemon tree to add to your cocktail. brbrThe exterior of the home truly tells you what to expect on the inside: Charming and warm with a trendy boho beach vibe. The large expanse of the open family room and conversation area invites your entire family. A chef-approved kitchen means you can leave your knives at home. Open the French doors to your guest wing the first floor bedrooms are spacious and super comfy. An ensuite king with private desk for remote work, another king bedroom with door to bath, and a two twin bed haven.brbrUpstairs and private, the romantic and luminous master bedroom suite is just so sweet! Walk-in closet, master bath with shower and tub, and French doors leading you to your private deck and outdoor shower with views of Tampa Bay. The last surprise is the crow's nest, which includes a 360-degree view of Tampa Bay, Bimini Bay, and Anna Maria Island perfect for your sunset viewing pleasure.brbr*Pickleball is at your own risk*brbrPETS: Please note this property is NOT pet friendly. brbrDOCK/BOATS; New dock will accommodate a boat up to 18ftbrbr*DISCLAIMER: 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. *Note that the garage is owner-use only and is not available for parking.brbrPARKING: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Pool*Hot Tub*Tiki Bar*Pickleball Court*Dock

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$660.34

Escape to this charming 3 bedroom, 2 bathroom island oasis nestled into a corner lot within walking distance to The Gulf of Mexico and Tampa Bay. Your “Home Away from Home” welcomes you with vaulted ceilings, an open floor plan, and all the comforts you desire. Inside this aesthetically pleasing retreat, you’ll find a master suite with king size bed and smart tv, bathroom includes a shower and large soaking tub. The kids room has a set of twin beds with adjacent bathroom and the third room has a queen bed and smart tv. The main living area features a spacious chef’s kitchen, a soothing ocean-colored living and dining area with a sleeper sofa (full bed) and large screen smart tv. Enjoy your morning coffee on the second story deck surrounded by swaying palms. Enjoy your fresh catch on the gas grill and outdoor dining area.brEntertainment abounds in the awesome pool and spacious spa. Enjoy the poolside bar area featuring table tennis, large screen TV, and adjacent outdoor shower accommodations. Colorful tropical foliage frames the backyard secluding you from neighbors and temporarily transcending reality.

Private Tropical Oasis - Tarpon Point - Pool/Spa, Perfect Island Getaway!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$796.45

Pelican’s Nest by AMI Locals brVR20-000006 brbrWelcome to Pelican’s Nest, a breathtaking three bedroom, three bath canal-front luxury home perfectly situated in the heart of Anna Maria Island. Offering panoramic canal views, a private pool, and stylish modern interiors, this home provides the ideal blend of relaxation and adventure. Just a 13-minute walk to Bean Point Beach, a 5-minute stroll to Bayfront Park, and close to local dining and shopping, Pelican’s Nest is your gateway to the ultimate coastal escape. brbrHighlights br• 13-minute walk to Bean Point Beach br• 5-minute walk to Bayfront Park br• 3 Bedrooms / 3 Bathrooms br• 2 King beds, 2 Twin beds, 1 Queen sleeper sofa br• Private Pool br• Fishing Dock with Canal Views br• Screened-in Porch br• Ping Pong and Foosball br• 10-minute walk to Pine Avenue shops and restaurants br• 4 Parking Spaces brbrStep outside and experience your own private island oasis. The sparkling pool invites you to cool off under the sun, while the screened-in porch provides the perfect shaded retreat to enjoy your morning coffee or evening cocktails with tranquil canal views. Cast a line from the fishing dock, grill a fresh seafood dinner, or relax in the comfortable outdoor lounge area as you take in both sunrise and sunset over the water. With beach wagons provided, your beach adventures are effortless and fun. brbrInside, the great room features vaulted ceilings, chic coastal decor, and comfortable seating for the whole family. The fully equipped kitchen includes modern stainless-steel appliances, quartz countertops, and a large island with bar seating; perfect for meal prep or casual dining. The dining area is ideal for family gatherings and game nights, while the living room offers cozy seating and large windows framing the picturesque canal. brbrThe primary suite is a luxurious retreat featuring a king bed, private water views, and an ensuite bathroom with dual vanities and a spacious walk-in shower. The second bedroom also includes a king bed and an ensuite bathroom with dual sinks and a walk-in shower. The third bedroom features two twin beds and access to a shared hallway bathroom with a shower-tub combo. The den offers a queen sleeper sofa, providing additional flexibility for families or small groups. brbrRoom Details br-Primary Bedroom: King bed, ensuite bathroom with dual vanities and walk-in shower br-Second Bedroom: King bed, ensuite bathroom with dual vanities and walk-in shower br-Third Bedroom: Two XL Twin beds, shared hallway bathroom with shower and tub combo br-Den: Queen Sleeper Sofa brbrGuests can enjoy easy access to Anna Maria Island’s trolley, perfect for exploring Pine Avenue’s shops and restaurants, Holmes Beach, and Bradenton Beach. The home’s canal-front setting makes it ideal for fishing or simply soaking in the serene water views. brbrWith its luxury finishes, private pool, and peaceful canal views, Pelican’s Nest by AMI Locals is the perfect retreat for families and groups seeking a relaxing yet refined Anna Maria Island vacation. From morning coffee on the screened-in porch to sunset swims in the pool, this home offers the ultimate balance of comfort and coastal beauty. brbr brBook your stay today with AMI Locals and experience your own slice of paradise at Pelican’s Nest! brbr- brThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrThere is no boat parking available at the dock. brbrThis home does not allow pets of any kind. brbrThese premises are monitored by video surveillance in select exterior areas. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Luxury Home with Pool and Dock for Fishing!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1180.93

Dockside Dream is a luxurious canal-front retreat on beautiful Anna Maria Island. This stunning 4-bedroom, 4.5-bathroom beach house offers the perfect blend of relaxation and elegance, designed for those seeking the ultimate island getaway. Each spacious bedroom comes with its own ensuite bathroom, providing privacy and comfort for all guests.brbrStep outside to enjoy expansive decks overlooking the serene canal, where you can unwind in style or watch the breathtaking sunset. The large heated pool with a hot tub invites you to soak in the sun or enjoy a refreshing dip, while the outdoor kitchen and sitting room/lanai are perfect for al fresco dining and entertaining. With 20 feet of private dock space, water lovers can easily explore the island by boat or kayak.brThe heart of the home is the fully stocked chef’s kitchen, featuring high-end appliances and everything you need to prepare gourmet meals. The five-zone Sonos system allows for music throughout the house, and the outdoor TV adds to the entertainment options. For those needing to work remotely, the private office offers a peaceful canal view, ensuring you can stay productive while enjoying paradise. The convenience of an elevator makes every level of the house easily accessible.brbrLess than a 10-minute walk to the beach or Pine Street, Dockside Dream is perfectly situated for relaxation or exploration. Whether you're here to relax, explore, or both, this home offers the perfect backdrop for an unforgettable Anna Maria Island vacation.brbrFloor 2 (main living level)brOfficebrHalf BathbrBedroom 1: Queen with TV and ensuite bathroom with walk-in showerbrBedroom 2: Queen with TV and ensuite bathroom with walk-in showerbrLaundry RoombrbrFloor 3brBedroom 3: King master with TV, ensuite bathroom with walk-in shower and direct balcony accessbrBedroom 4: King master with TV, ensuite bathroom with walk-in shower and direct balcony accessbrbrOF NOTE:brThe fire pits are not operational due to local fire code. brbrDOCK/BOATS: Dock is approximately 20ft. There are low bridges to reach the main waterways with only about 6ft of clearance depending on the tides.brbr--DISCLAIMER: 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.brbrPETS: Please note this property is NOT pet friendly. brbrPARKING: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.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.

Dockside Dream: Luxury canal front home, dock, pool, spa and more!

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$999.64

This 3 bedroom/3 bath ground level canal home in Anna Maria is a hidden gem and walkable to all the best spots in Anna Maria! brbr*Features include* brbr* Huge backyard with private pool and hot tub br* Canal front br* 3 bedrooms, 3 full bathrooms br* 2 master king suites br* Fun bunk bedroom for the family br* Washer and dryer br* Massive outdoor space with loungers and Adirondack chairs br* Gas grill and gazebo br* Patio dining table for 6 br* Walkable to beach and bay br* Dog Friendly! brbrMy mistress is a completely renovated and charming ground floor home in the heart of Anna Maria. With its amazing location on Magnolia Ave, this home is an easy walk to shopping and restaurants on Pine Avenue, the white sand Gulf beaches and more!brbrStep through the double entry doors and you will be welcomed by the warm and inviting living room with plenty of comfortable seating. Cook up a great meal in the fully equipped kitchen or grill out on the patio. Dine indoors or out at the patio table for 6 with umbrella - the choice is yours. The living room is open to the beautiful dining room with table for 6-8 and French doors that open out to the amazing backyard!brbrVenture out onto the amazing back patio where your dream vacation truly begins. The amazing pool and hot tub will make you feel as if you are in a private blue grotto. There is a gazebo, an expansive patio with chaise loungers and a dock overlooking the canal. Relax on the dock as the sun sets or try your hand at some fishing. My Mistress has a little something for everyone and is sure to please! brbr*Please note the boat lift and any on-site watercraft is not for guest use. Additional boats may not be docked.* brbrPET POLICY: brbrWe are DOG FRIENDLY! A fee of $150 + tax is required in advance for each dog you are bringing. brbr3 pets maximum unless granted an exception. Weight limit of 75 lbs maximum per pet. brbrDue to property insurance policies and liability concerns NO dangerous breeds or aggressive animals are allowed. The following breeds (purebred or crossbred) are not permitted: brbrPit Bull, Akita, Rottweiler, German Shepherd, Siberian Husky, Malamute, Doberman Pinscher, Chows, Any Wolf-dog hybrid, Any other dog that has been known to have bitten anyonebrbrADDITIONAL INFORMATION brbrWe generally require a minimum stay during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you! brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay. brbrOur cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels. brbrAnna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrThis home provides off-street parking for up to 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.

My Mistress by Beach Boutique Rentals

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$914.03

Water abounds at this awesome 3 bedroom/2 bath Anna Maria Island gem with pool, hot tub and dock! brbr*Features include* brbr* Huge backyard with private pool and hot tub br* Canal front with dockbr* 3 bedrooms, 2 full bathrooms br* Fun bunk bedroom for the family br* Gourmet kitchen with island and dining area br* Washer and dryer br* Massive outdoor space with loungers and Adirondack chairs br* Gas grill and picnic table br* Patio dining table for 6 br* 2 blocks to the beach br* Dog Friendly! brbrH2O 360 is situated on a deep water canal in the north end of the island with easy access to Bimini Bay, Tampa Bay and the Gulf! And the water doesn't stop there. You will also marvel at the breathtaking heated pool with sun shelf and hot tub in the expansive backyard. brbrWhen you enter the main area of the home you will be greeted by the open concept floor plan featuring a wall of windows in the living room with a gorgeous view of all that the backyard has to offer. There is a bonus sunroom off the living room that also provides a great view. You will fall in love with the colorful coastal feel and plank tile floors throughout, including the large screened lanai for indoor/outdoor living. brbrH2O 360 sleeps plenty of guests in one of the three tropical bedrooms. Relax in one of the two king bedrooms which each provides a convenient desk for the occasional work from home necessity. Kids will love the nautical themed custom bunk beds in the third bedroom with twin trundles offering a choice for everyone. This room even includes its own cable TV for movie night. brbrH2O 360 is located only two blocks from the gorgeous white sand beach and beach towels are provided. There is room for up to a 21 ft boat at the dock (behind the lift) so feel free to rent one or bring your own!brbr*Please note that the boat lift and any onsite motorized watercraft are not available for guest use* 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 per pet. brbrDue to property insurance policies and liability concerns NO dangerous breeds or aggressive animals are allowed. The following breeds (purebred or crossbred) are not permitted: brbrPit Bull, Akita, Rottweiler, German Shepherd, Siberian Husky, Malamute, Doberman Pinscher, Chows, Any Wolf-dog hybrid, Any other dog that has been known to have bitten anyonebrbrADDITIONAL INFORMATION brbrWe generally require a minimum stay during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you! brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay. brbrOur cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels. brbrAnna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrThis home provides off-street parking for up to 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.

H2O 360 by Beach Boutique Rentals

Anna Maria, Florida, United States

3

Bed

Bath

8

Sleeps

$1063.14

Tuxedo Sands by Anna Maria Life Vacation Rentalsbr120 White Ave, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! On the Block to Beach!br5 Bedrooms / 4 Bathroomsbr3 Kings, 1 Queen, XL Twin over Twin BunkBeds, Two XL Twin Beds, TrundlebrPrivate Heated Salt Water Pool and SpabrIn Pool Seating & TablebrPool LoungersbrCovered Poolside Lounge with Outdoor Dining and TVs with All Top Sports ChannelsbrGas GrillbrElevator (all floors)brCovered Verandas & SwingsbrArcade GamebrAuto Drip Coffee MakerbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrDriveway Parking for 2 CarsbrbrDetails:brWelcome to Tuxedo Sands, your Anna Maria Island escape — a luxury retreat designed for effortless gathering, relaxation, and sun‑soaked days by the water. With five beautifully appointed bedrooms and four full bathrooms, this elevated home offers room for everyone to unwind in comfort.brbrAt the heart of the home, you'll find bright, open living spaces and seamless access to multiple covered verandas with cozy swings, perfect for morning coffee, afternoon reading, or breezy evenings overlooking the tropical surroundings. An elevator services all floors, making every level easily accessible.brbrThe home offers five thoughtfully designed bedrooms spread across the second and third floors, each space created for comfort, privacy, and a relaxed island feel. On the second level, two king suites provide a serene retreat, both with ensuite bathrooms and TVs, while one features a charming Juliet balcony that opens to soft island breezes. Upstairs, the third floor hosts another king suite with its own ensuite bathroom, TV, and a shared outdoor patio perfect for quiet morning coffee. A queen bedroom on this level also opens to the shared outdoor patio and includes a TV for winding down at night. The final bedroom is ideal for families, offering an XL twin‑over‑twin bunkbed along with two additional XL twin beds and a twin trundle, giving little ones their own cozy corner of the home.brbrStep outside to your private resort‑style oasis. The heated saltwater pool and spa invite long, lazy days in the sun, complete with in‑pool seating and a built‑in table for drinks or snacks without ever leaving the water. Plush pool loungers line the deck, while the expansive covered poolside lounge offers shaded comfort with outdoor dining, TVs with all top sports channels, and a gas grill for effortless al fresco meals.brbrInside, families will love the added touches that make vacations easy and fun, including an arcade game, auto‑drip coffee maker, complimentary WiFi, and professional linen service. A washer and dryer are provided for your convenience, and beach days are a breeze with beach towels, chairs, and a beach wagon ready for your use.brbrWith driveway parking for two cars and all the essentials for a perfect island stay, this home blends luxury, comfort, and coastal charm—creating the ideal backdrop for unforgettable memories on Anna Maria Island.brbrTuxedo Sands 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, Juliet Balcony, TV - Floor 2brBedroom 2 - King Bed, Ensuite Bathroom, TV - Floor 2brBedroom 3 - King Bed, Ensuite Bathroom, TV, Outdoor Patio - Floor 3brBedroom 4 - Queen Bed, TV, Outdoor Patio - Floor 3brBedroom 5 - Twin over Twin Bunkbed, 2 XL Twins & Twin Trundle - Floor 3brbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.brDriveway parking is available for 2 cars. Parking for additional vehicles is not available.br VR26-000028brbrYou 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.brbrIMPORTANT INFORMATION: brYour 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.

Tuxedo Sands - On Block to Beach! Pool Spa Luxury by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$574.83

**ASK ABOUT LAST-MINUTE DEALS!brbrWelcome to Big Seader, a spacious vacation rental in Anna Maria Island just steps from the beach path and only two houses from the Gulf shoreline. Located on a quiet, low-traffic street west of Gulf Drive, this Old Florida beach home offers the perfect blend of relaxation, walkability, and island charm.brbrThe SpacebrbrThis combined duplex rental gives you double the spaceideal for families, groups, or multi-generational travel. With 4 bedrooms and 2.5 bathrooms total, the layout includes:brbr2 King bedroomsbrbr2 bedrooms with twin bedsbrbr2 updated, fully equipped kitchensbrbrComfortable living spaces on both sides of the duplexbrbrPerfect for guests looking for a large group vacation rental in Anna Maria Island.brbrLocation Steps to the BeachbrbrEnjoy one of the best locations on the islandjust a short stroll down a private beach path to the sugar-white sands of the Gulf of Mexico. No busy roads, no stressjust peaceful beach access.brbrYou're also close to:brbrPine Avenue shops and restaurantsbrbrGulf Drive dining and cafesbrbrBike and golf cart-friendly island roadsbrbrOutdoor LivingbrbrScreened-in shared front porchbrbrGas grill for outdoor cookingbrbrOutdoor shower for easy beach cleanupbrbrShell-lined parking area with 4 parking spaces (great for groups and golf carts)brbrWhy Guests Love ItbrbrTrue walk-to-beach vacation rental in Anna Maria IslandbrbrQuiet, residential street ending at the beachbrbrFlexible space for large families or groupsbrbrClassic Old Florida charm with modern updates

Big Seader in Anna Maria

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1580.62

Have the best of both worlds with the bay & the gulf beaches at this new 4 bed/3.5 bath luxury home. Enjoy the quiet, laid back way of life on the north end of the island being only steps to the gorgeous bayside beach with city park or a 5 minute walk to the world renowned Bean Point! You are also located between Rod & Reel Pier and The City of Anna Maria Pier. brbrYou will first notice the large corner lot with ample parking and fencing completely around the home. Everyone will gravitate to the large heated saltwater pool with spa surrounded by beautiful landscaping and low maintenance turf. The outdoor entertaining space is second to none with an outdoor media area, dining table with seating for 10, grill, your own putting green and lawn games such as Connect 4 & corn hole boards. There is also an outdoor shower!brbrUpon entering the house you will be wowed by the open floor plan, walls of windows & attention to detail throughout the home. The kitchen is a chef's dream with quartz countertops, high end stainless steel appliances and bar seating for 4. The kitchen is fully stocked for all your cooking needs! The dining room is open to the kitchen & features a dining table for 8, gas fireplace & views of the bay! The living area is surrounded by windows, sliders leading out to spacious decks and a covered porch with peeks of The Tampa Bay and of course a flat screen TV with plenty of seating.brbrThe home features 2 master suites both with stunning full baths. One master and guest bedroom have access to the front balcony with table & chairs. The other 2 bedrooms share a full bath and an additional half bath is also available. Each bedroom has its own flat screen TV and desk. brbrOur home truly has all you need to enjoy a relaxing vacation including bikes and your own 6 person golf cart so you can travel the island like the locals do! We invite you to make magical memories with your family and friends in beautiful Anna Maria!

Steps from the Beach! Walk to Bean Point! Pool/spa! Golf Cart

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$620.8

Welcome to the newly 2025 renovated and updated Maritime Memories! This north-end 3 bedroom plus den multi level home is just a flip flop walk away from the white, sandy beaches by the prestigeous North end. Enjoy your next vacation on Anna Maria Island at Maritime Memories which offers plenty of room for a large family featuring two living areas and 4 sleeping rooms. There are 2 bedrooms with king and queen on the ground level sharing the hall bathroom and another king bedroom plus a den with a full size bed. The house comfortably sleeps 8 people. br Relax by the pool and spa surrounded by tropical landscaped for well deserved privacy.br br HIGHLIGHTSbr br 1900 sq. ft. br Private Pool (27x12 ft)br Outdoor Showerbr Dog Friendlybr Anna Maria - North-endbr 0.3 mile from bay access br 0.2 miles from beach accessbr br BEDROOMSbr br Sleeps 8br Primary Bedroom: Kingbr Second Bedroom: Kingbr Third Bedroom: Queenbr Denbr br BATHROOMbr br Primary Bathroom: Walk-in Showerbr Second Bathroom: Shower/Tub Combobr br EXTERIORbr br After a long day at the beach, head back to Maritime Memories and take advantage of its beautiful outdoor scape. Enjoy the outdoor shower to rinse off any sand and then take a dip in the crystal-clear private heated pool! There is a gas grill and multiple outdoor dining spots to enjoy a bite to eat in a beautiful, tropical landscape. Take in sunset on Bean Point, a short walk from Maritime Memories.br br The Maritime Memories is a dog friendly property. The non-refundable pet fee is $150.00 per reservation. Short stays are not pro-rated. The pet fee does not cover any damage caused by the pet. br br The pool heat is $150.00 a week. Pool heaters in private homes are locked for your safety and controls must not be tampered with as they are monitored by the pool company. 86 F is the highest heat temperature setting which might not be always reached. Please note if cold days and nights occur, water temperatures will drop and may stay cooler longer. Pool heaters will not operate and will automatically shut down if outside temperatures get too cold. While we take every precaution to ensure that pools are heated as specified, weather conditions may affect the temperature of the pool. Nothing can be done about this issue. Outdoor spas are not hot tubs and require heat at the additional cost. The temperature of a spa is typically set at the same temperature as the pool. In the event of pool equipment malfunction during your stay, Duncan Real Estate will expedite repairs as quickly as possible. It may be necessary to close swimming pools for maintenance purposes. No refund or rent adjustment will be made for circumstances beyond our control, malfunctions, or loss of use of equipment or amenities. br br There are parking spaces for three cars available at Maritime Memories.br br Please keep in mind that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.br Amenities Include:br - Bedroom 1 Kingbr - Bedroom 2 Kingbr - Bedroom 3 Queenbr - Den Fullbr - Bathroom 1 Walk-in Showerbr - Bathroom 2 Shower/Tubbr - Hot Waterbr - Beach Access 0.2 milesbr - Bay Access 0.4 milesbr - Central A Cbr - Cental Heatbr - Free Parkingbr - Parking Spots 3br - Dogs Any Size Ybr - 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 - Dining Tablebr - High Speed WIFIbr - TVbr - TV Streaming Onlybr - Washerbr - Dryerbr - Ironbr - Ironing Boardbr - Cleaning Kitbr - First Aid Kitbr - Fire Extinguisherbr - Smoke Alarmbr - Carbon Monoxide Alarmbr - Private Pool Ybr - Pool Dimensions 27x12br - Spa Ybr - Pool Alarmsbr - Sun Loungersbr - Outdoor Showerbr - Propane Grillbr - Duncan Emerald Club

Maritime Memories by Duncan Real Estate

Anna Maria, Florida, United States

3

Bed

Bath

8

Sleeps

$1161.83

✨ The VibebrbrEscape to a sun-drenched, three-story paradise designed for ultimate relaxation and effortless coastal entertaining. Situated just steps from pristine sands, this luxury coastal haven delivers the quintessential beach vacation with an uncompromised `wow` factor. Seamlessly blending upscale, resort-style amenities with the warm comforts of home, it is the ultimate playground for families and friend groups looking to curate memories that will last a lifetime.brbr What Guests Are Sayingbrbr`An amazing stay! The backyard provided endless fun with life-size chess and pool tournaments. The proximity to Sandbar Seafood and Bean Point Beach is unbeatable. — Sophiabrbr`This layout is a dream for large groups. Having king beds in every single bedroom with private en-suite bathrooms gave everyone total privacy, while the massive covered patio was our favorite spot for group dinners. Highly recommend!`br— Loganbrbr`We`ve stayed at many luxury rentals, but this one stands out. The detached casita was a perfect private retreat for my parents, and the main house was spotless and fully stocked. Watching the sunset and walking down to City Pier was magical.`br— Emmabrbr Bedroom & Bathroom Tourbrbr The BedroomsbrbrBedroom 1- Master Suite br• 1 King Bed | EnsuitebrThis master retreat includes a Smart TV and luxury linens for ultimate rest.brbrBedroom 2 - Detached Casita Suite br• 1 King Bed | Ensuite brThis private, detached luxury retreat features a wet bar, wine fridge, flat-screen TV, and chic coastal decor for ultimate privacy.brbrBedroom 3 br• 1 King Bed | Ensuitebr• Showcases a stylish custom `Relax` sign over the bed, a flat-screen TV, generous closet space, and scenic neighborhood views.brbrBedroom 4 br• 1 King Bed | Ensuitebr A spacious, sunlit sanctuary perfect for families, equipped with premium bedding, a flat-screen TV, and plenty of room to stretch out and unpack.brbr The BathroomsbrbrMaster En-Suite br• Private en-suite strictly dedicated to the Master Suite.br• Indulge in a spa-like experience featuring a deep, free-standing soaking bathtub, a massive walk-in shower equipped with dual showerheads, and an expansive double-sink vanity.brbrCasita En-Suitebr• Private en-suite strictly dedicated to the Casita Suite.br• Features a sleek, modern stand-up shower, a single-sink vanity with designer fixtures, and premium lighting.brbrEn-Suite 3 br• Private en-suite strictly dedicated to Bedroom 3.br• Professionally designed with a spacious stand-up glass shower and a convenient double-sink vanity perfect for getting ready for a night out.brbrEn-Suite 4br• Private en-suite strictly dedicated to Guest Bedroom 4.br• Clean and bright, offering a modern stand-up shower and a stylized single-sink vanity.brbrPowder Roombr• Convenient half-bath located just off the main living space.br• Perfect for quick access from the kitchen, living room, and dining room without entering private bedrooms.brbr All bathrooms are stocked with complimentary amenities including shampoo, conditioner, body wash, cotton balls, Q-Tips, Tampons, etc. We have you covered!brbr ️ Entertainment and Shared Spacesbrbr✨The Backyard Oasisbrbr•The estate`s crown jewel is a private resort featuring a pool and an in-ground spa br•Relax at the full outdoor bar and TV; the remote is stored inside the bar.br•Enjoy competitive games with tournament-ready Ping Pong and professional Pool tables.br•Play Life-Size Chess, Life-Size Jenga (located in the bar), and Cornhole.br•Unwind in the hammock, on premium sun loungers, or by the propane fire pit in Adirondack chairs.brbr✨The Covered Patio brbr•Host guests on the expansive, covered living deck, featuring a ceiling fan and ambient string lights.brbr•Dine at the 10-seat outdoor table, showcasing a unique built-in propane fire pit.brbr•Enjoy the propane BBQ grill and outdoor patio TV for game days.brbr✨The Main Living Room brbr•Bright, open-concept space designed for high-end lounging and social connection.brbr•Features a queen size pull-out sofabed, Smart TV, Shuffleboard and a built-in wet bar for effortless entertaining.brbr✨The Upper Living Room brbr•Features queen size pull-out sofa, a large TV,a stationary bike, yoga mats and a convenient secondary wet bar.brbr✨The Kitchen & Diningbrbr•Prepare meals in a gourmet kitchen equipped with high-end stainless appliances, stone countertops, and a spacious center island.brbr•The kitchen is fully stocked with premium cookware, small appliances, and elegant service for any occasion, from beach breakfasts to large family feasts.brbr•Enjoy dining at the 8-person table or utilize the additional 4 seating available at the kitchen island.brbr Guest Favorites (Property Highlights)brbr• Prime Walkability: Leave the car behind! You are an incredibly short stroll from local icons like Sandbar Seafood + Spirits (0.2 miles), Bean Point Beach (0.9 miles), and the City Pier (0.4 miles).brbr• Wet Bars Everywhere: Refreshments are always within reach with custom wet bars located in both living rooms as well as the private Casita.brbr• Blazing Fast Wi-Fi: Easily stream your favorite 4K movies, host video calls, or tackle remote work from any floor.brbr• Family-Friendly Touches: Designed with multi-generational groups in mind, offering plenty of space to gather together or find a quiet nook to escape. Pack n play, high chair, baby bath, baby monitor, 2x baby gates, outlet covers are also available in the amenities.brbr• Ample On-Site Parking: Driveway space easily accommodates multiple vehicles for your entire group.brbr Laundry and Conveniencebrbr• Full Laundry Room: Centrally located on the second floor, featuring a high-capacity washer and dryer, iron, and ironing board.brbr• Fully Stocked Essentials: Skip the heavy packing. We provide complimentary laundry detergent, plenty of extra trash bags, paper towels, and dish soap.brbr• Plush Linens & Towels: Enjoy resort-grade bath towels, crisp bedroom linens, and dedicated beach towels provided for your stay.brbr Enhanced Cleaning Standardsbrbr•We partner with dedicated professional cleaning teams and enforce strict quality control through photo-verified checklists. Your comfort is our priority—if anything isn`t perfect upon arrival, we will gladly send a team back to make it right.brbr Safety & Securitybrbr• Smart Lock Technology: Enjoy secure, keyless entry with a personalized code that activates at check-in and expires exactly at check-out.brbr• Exterior Security Cameras: For your safety and the protection of the property, discreet exterior cameras monitor the perimeter and entry points. No cameras are placed indoors or in private areas.brbr RENTAL TERMS brbr➡️Check-in Paperwork: We want to get you settled as quickly as possible! To help with that, please keep an eye out for our Rental Agreement in your inbox. Please sign and return it, along with the required $150 security deposit against any potential damage or loss of items, prior to your arrival.brbr➡️For stays of 30 nights or more: Guests are required to carry renter’s insurance and list the property owner as an Additional Interest. Proof of active coverage must be provided prior to check in, in order to receive access to the home. Failure to provide coverage may result in cancellation of stay without refund. brbr➡️Pet Policy brbrWe’d love to host your furry friends! Just a few quick reminders to keep our home wonderful for everyone:brbr Registration: Please let us know ahead, if you`re bringing a pet, there is a $100 per stay fee.br Pet Care: We ask that pets stay with you at all times and are not left unattended on the property.br Cleanup: Guests are responsible for cleaning up after their pets, including hair and waste. br Pets must be taken outside for bathroom breaks.brbrDates are filling up fast for this coastal resort-style oasis—secure your reservation today and start counting down the days to paradise!brHOUSE RULES & RENTAL AGREEMENTbrbr1️⃣ GENERAL CONDUCTbrbrRespect the Propertybr• Treat the home, furniture, and community areas with care.br• Clean up after yourself, indoors and outdoors.brbrBe Mindful of Noisebr• Observe quiet hours from 9:00 PM – 9:00 AM (local ordinance).br• No events, parties, gatherings, or visitors allowed without prior written permission.br• Noise complaints are taken seriously and may cause immediate termination of your stay.br• Violation of noise or code enforcement policies will cause a $1000 fine.brbrReport Any Issues Promptlybr• Report any cleaning concerns, damages, or malfunctioning amenities within the first 12 hours of check-in. We want the opportunity to correct any issues to ensure a comfortable stay. If we are not notified in a timely manner, we may be unable to address your concerns or offer remediation after your stay.br• Guests are responsible for any and all damages, lost or stolen items, decor, furnishings, etc that occur during their stay. The host will charge guests via AirBnB Resolution Center, AirCover, and/or security deposit in order to collect for these items. brNew Damages: If damage occurs during your stay, please be transparent and notify us immediately. We understand accidents happen and will work with you to find a fair solution.brbrbr2️⃣ RENTAL TERMSbrbrRental Agreementbr• The primary guest must sign our Rental Agreement and is responsible for all individuals in the rental party.br• Its terms will bind all individuals in the rental party.br• Rental Agreement is sent via secure link to our “Guest Portal” via OTA messaging platform or email.brbrSecurity Depositbr• A $150 Security Deposit is required to cover potential damages or lost items.br• Payment method must be entered into our “Guest Portal” sent via secure link via OTA messaging platform or email, in order to schedule the deposit. Payment method must be entered more than 2 hours prior to check-in time in order to avoid delays at check-in.br• As software-connected hosts, we are approved by the OTA platform to collect rental agreements and security deposit payment methods outside of the OTA platform, using our secure guest portal.brbrInsurance Requirement (30+ Night Stays):

Grand Island Retreat: Private Heated Pool | Games

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$621.63

5 O'Clock Somewhere by Anna Maria Life Vacation Rentalsbr216 Chilson, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 2 Blocks to the Beach & On a Canal!br4 Bedrooms / 2 Bathroomsbr1 King, 2 Queens, Queen over Queen BunkbedsbrPrivate Heated Pool & SpabrPool Loungers & UmbrellasbrPoolside Cabana Room with Lounge Furniture, Dining Table & TVbrOutdoor ShowerbrGas GrillbrElevator (see notes about deposit)brPrivate Boat Dock (boat lift is not available)brPing Pong TablebrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrDog Friendly - with pet fee - see info belowbrBeach Towels, Beach Chairs, Beach WagonbrParking for 4 CarsbrbrDetails:brLocated two blocks from the beach and on a canal with a boat dock, 5 O'Clock Somewhere offers the ultimate relaxation amongst the natural beauty of Anna Maria Island!brbrThe main living area on the second level features an open kitchen with a wine fridge and breakfast nook providing plenty of space to make your favorite meals. The dining table seats eight with additional seating at the kitchen island. Patio doors to a furnished verandah fill the rooms with sunshine. Unwind on one of the cushy sofas or flip on the TV while you cook breakfast in the morning.brbrThree of the bedrooms are located on this level; two with queen beds and the third with a set of queen over queen bunkbeds. The third floor is home to the master bedroom which features a king size bed, ensuite bathroom and private deck overlooking the pool and canal. Each bedroom has a TV and guests will enjoy crisp sheets and fluffy towels from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe pool level features an indoor cabana room, furnished with lounge seating, TV and dining table for six. Guests will enjoy the ping pong table. Step outside into the lush backyard with a private heated pool and jacuzzi. Other highlights include a grill, pool loungers, and canal views. An outdoor shower with hot and cold water allows you to rinse the sand from your suit before entering the pool.brbrBring the boat! The boat dock is available for your boat and you're just minutes away from the open waters of Bimini and Tampa Bay! (Please note the boat lift is not available.)brbrIf you would like use of the elevator, please contact our office A $500 fully refundable security deposit is required.brbr5 O'Clock Somewhere 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 limitbrbr5 O'Clock Somewhere is easy walking distance to Gulf Ave, restaurants, and the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1 - King Bed, Ensuite Bathroom, TV - Floor 3brBedroom 2 - Queen Bed, TV - Floor 2brBedroom 3 - Queen Bed, TV - Floor 2brBedroom 4 - Queen over Queen Bunkbeds, TV - Floor 2brbrPlease note:brElevator is available with a $500 fully refundable security deposit. Please contact our office.brBoat Lift is not for guest use.brAmenities are subject to change.brbrDISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. brbrVR18-000132brbrIMPORTANT 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.

5 O'Clock Somewhere: Dog Friendly Canal Front, Elevator, Pool, Beach 2 Blocks by Anna Maria Life

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$357.01

Dreamscape by Anna Maria Life Vacation Rentalsbr773 Jacaranda Rd, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 2 Blocks from the Beach! Near Bean Point!br2 Bedrooms / 2 Bathroomsbr1 King, 2 TwinsbrPrivate PoolbrOutdoor ShowerbrPatio Dining with UmbrellabrScreened Balcony with Dining TablebrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 2 CarsbrbrDetails:brDreamscape is located on the North end of Anna Maria and a quick walk to Bean Point and Pine Ave. The sugar sand beach and sparkling water of the Gulf of Mexico is three blocks away!brbrOur elevated beach house features a bright kitchen, living, and dining room on the second floor. Step outside onto the large screened balcony and enjoy the island breezes while enjoying your morning coffee or a meal at the dining table for six.brbrThe master bedroom includes a King Bed with an ensuite bathroom and TV. The guest room has two twin beds. Each bedroom includes crisp linens and plush towels in the bathrooms from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe private heated pool highlights the backyard and the outdoor shower allows you to rinse the sand from your suit before entering the pool. Relax poolside in deck chairs or around the patio table.brbrDreamscape is easy walking distance to Bean Point and the restaurants and shops of Pine Ave and the free island trolley which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1 - King Bed, Ensuite Bathroom, TV - Floor 2brBedroom 2 - Two Twin Beds - Floor 2brbrPlease 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.brbrVR18-000123brbrGolf 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.

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

Anna Maria, Florida, United States

Bed

Bath

4

Sleeps

$1904.74