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Anna Maria Island, Florida

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Luxury Anna Maria Island Hotels & Vacation Rentals

Known for its sandy shoreline, phenomenal dining and shopping, and a wide variety of water-based adventures, Anna Maria Island, Florida, is the ideal destination for anyone looking to enjoy ‘island life’ for a while. Make your vacation memorable by reserving a stunning beachfront hotel room or a perfectly appointed vacation rental home from PRIME VACATIONS. From spacious beachfront homes to luxurious hotel rooms, our Florida Gulf Coast rentals inventory has it all.
Showing 48 of 615 properties



House

Cloud Nine on Pine

Cloud Nine on Pine

Highlights: • 5 minute walk to the beach • Near shopping and restaurants • Rooftop Deck • Elevator • Private pool, hot tub and putting green Cloud Nine on Pine 303 Pine Ave. Anna Maria FL 34216 Welcome to Cloud Nine on Pine, an incredible newly constructed coastal home located in an exclusive neighborhood on the North End of Anna Maria Island. Live it up in luxury here with 3 levels that glow with natural light in every room, and has impeccable 360 views from the rooftop deck! Premium amenities including a heated pool w/ spa, putting green, elevator, with a fantastic location that’s right in the center of it all! 2 blocks from the quartz sanded Gulf Beaches, walking distance to upscale boutiques along Pine Ave., gourmet restaurants, and quick access to the local AMI Trolley stop where you can hop on for a scenic complimentary ride across the island. The exterior is beautiful with tropical landscaping and a private driveway to park your vehicles. Once inside you’ll head upstairs to the main living level on the 2nd floor. The open layout flows seamlessly in the great room with epic views from the private terrace. Unwind in the living room on the cozy sofas, tune into your favorite shows from the smart tv, and test your chef skills in the gourmet kitchen. The kitchen comes well equipped and features custom cabinets, upgraded appliances, quartz counters that provide ample prepping space, and a kitchen island complete with stools. Dine in around the family table for an intimate meal anytime of day. On this floor you have a guest 1/2 bathroom and laundry room. Make way to the dreamy sanctuaries where you will awaken rejuvenated each morning ready to explore the island! The 6 bedrooms all feature ensuite spa-inspired bathrooms, closet space, mounted flat screen tv’s, and some with private balconies. On the second floor you’ll have 3 bedrooms two of which are king beds, and the other a triple bunk that consists of a full over twin over full! This room is definitely a huge hit for the younger crew in tow. The 3rd floor is where you’ll find your last 3 bedrooms that boast king beds with ensuite step-in showers. Spend your mornings by the beach and your afternoons splashing into your private pool and spa! Craft a poolside beverage at the wet bar, challenge friends on the putting green, and take a break from the Florida sun under the shaded patio by the pool area. Your resort style backyard is the perfect place to enjoy a meal under the stars and from sunrise to sunset soak up the views from the rooftop. You’re going to love the simple island living vibes here on Anna Maria Island! Discover the hidden gems around, learn about the island’s history, fish with the locals at the Historic City Pier, and don’t forget the endless water adventures the whole family can take part in. Escape from it all here in Paradise! Room Details Main Floor Primary Bedroom: King bed and ensuite bathroom with walk-in shower. -Second Bedroom: Triple Bunk! Full over Twin over Full w/ensuite Shower Third Bedroom: King w/ensuite Shower/Tub Top Floor -Fourth Bedroom: King w/ensuite Shower -Fifth Bedroom: King w/ensuite Shower -Sixth Bedroom: King w/ensuite Shower There are no pets allowed in this home. *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. This home is managed by AMI Accommodations, 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. Please see our AMI Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

6 6.5 8
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House

Baydream Believer at Hunter's Point

Baydream Believer at Hunter's Point

Highlights • Brand New Construction Smart Home • Game room • Less than a 1-mile to the beach • Telsa EV Charger • Elevator Baydream Believer at Hunter’s Point 4226 Marina View Way Cortez, FL 34215 Experience the perfect combination of fun and relaxation at Baydream Believer, a brand-new eco-friendly home located in Hunter's Point! This three-bedroom and two-and-a-half bathroom home offers an incredible game room, where you’ll discover a Pinball machine, a versatile 3-in-1 table for Billiards, Ping Pong, and Dining, a thrilling twin racing simulator, and a Multicade arcade game packed with 60 games to enjoy. Your eco-conscious family vacation awaits! When you arrive at this modern and guest-oriented home, you will find a Tesla charger for your electric vehicle available in the private garage. The open living space is stylishly decorated with a contemporary, beachy feel, complete with two comfy sofas and a large smart TV for all your streaming needs. The fully-equipped kitchen has essential cookware and dishware, stainless steel appliances, a coffee bar, and a convenient countertop island with seating. After enjoying a delicious meal with your loved ones at the elegant dining table, step out onto the balcony and unwind with a tropical drink. Wake up feeling refreshed and ready to explore Anna Maria Island after a restful night's sleep in the luxurious primary bedroom. This room exudes a chic vibe and comes with a comfortable king-sized bed, a walk-in closet, balcony access, and an added convenience, an ensuite bathroom with a walk-in shower. The second and third bedrooms are equally comfortable, with premium mattresses and crisp linens, and share a jack-n-jill bathroom with a shower and tub combination. The third bedroom is perfect for children, as it comes with a bunk bed. Additionally, there is a half bathroom, and a washer and dryer. Room Details -Primary Bedroom: King bed, balcony, and ensuite bathroom with walk-in shower -Second Bedroom: Queen bed and jack-n-jill bathroom -Third Bedroom: Full over Full bunk and jack-n-jill bathroom Take the elevator down and step out to the fabulous patio with an outdoor dining table, BBQ grill, and even a foosball table. Plus, in the game room has a bar, so you can enjoy sipping cocktails in the comfort of the patio. Just across the street is a boat ramp and a nearby watersports center where you can rent boats, jet skis, and kayaks. With its superb location, outdoor amenities, and extraordinary game room, you and your guests will surely enjoy your vacation here at Daydream Believer at Hunter’s Point. Hunter's Point is a unique and brand-new community with eighty-six single-family luxury homes designed to live in harmony with the environment without sacrificing comfort, each self-generating enough power to run itself. Currently, many new homes are under active construction throughout the community. Please note that this brand-new home is one of the first to be completed and available for rental at Hunter's Point as the community is being built. Please contact us for more details, and book your eco-friendly vacation today! - This property has an active Ring doorbell at the main entrance. This home is managed by AMI Locals, an Anna Maria Island property management company. 2 cars maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. 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. There are no pets allowed in this home. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

3 2.5 8
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House

Palmetto Pointe

Palmetto Pointe

Welcome to Palmetto Pointe! Palmetto Pointe is a beautiful three-story luxury home located one block from the sugary white sands of Anna Maria Island Beach and a few blocks from restaurants and shops! This 5 bedroom, 5 1/2 bath home is large enough for multiple families or just if everyone wants their own room and has two built-in bunk beds on the 3rd floor corridor! Enjoy the private wrap around balconies, sunset views from the gorgeous rooftop deck, a large heated private pool with spa, lushly landscaped grounds and generously sized suites to offer plenty of space for relaxing moments. Palmetto Pointe boasts an elegant coastal design with a mix of designer furnishings throughout. The main living area features an expansive open floor plan with a fully stocked gourmet kitchen opening up to the dining area and family room. The desirable set up of this home offers not only ample space for entertaining but also extra-large bedroom suites with separate bathrooms which make traveling with a group easy and enjoyable! The kitchen has plenty of room for several cooks and is fully stocked with everything you will need to prepare a gourmet meal. The pool and spa area has lots of space for entertaining and relaxing or pick your favorite spot on one of the other balconies. Challenge a friend to a game of foosball or ping pong on the brand-new tables! The two-car garage provides cover for your vehicles and there is an additional storage space so you can walk in from the beach, drop your beach chairs and other gear, shower the sand off and hop in the pool! Room Details -Primary Bedroom, 2nd floor: King bed, balcony access, and ensuite bathroom. -Second Bedroom, 2nd floor: King bed, balcony access, and ensuite bathroom. -Third Bedroom, 2nd floor: balcony access, and ensuite bathroom. -Fourth Bedroom, 3rd floor: King bed and ensuite bathroom that connects to hallway. -Fifth Bedroom, 3rd floor: King bed, balcony access, and ensuite bathroom with tub and shower combination. -Bonus room: 3rd floor: Three twin day beds -Hallway, 3rd floor: Built-in bunk beds. Inquire today and let us show you why Anna Maria Island will be your next beach getaway and escape from all the hustle and bustle! No pets are allowed in this home. *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. This 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. Please see our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. VR19-000033

5 5.5 8
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Condo

Seabreeze D

Seabreeze D

This location is fantastic! Close to the incredible Gulf Beaches of Anna Maria Island, you can walk everywhere, rent a bike, or even a golf cart. Fish with the locals on a charter or at the Historic AMI City Pier, go birdwatching at the nearby preserves, kayak along the stunning bay, and even take a sunset cruise. The possibilities are endless at Seabreeze D! Highlights • Less than a 5-minute walk to the beach • Shared pool • Close to restaurants • Shared outdoor seating and BBQ grill • Near grocery store Welcome to your next beach getaway Seabreeze D! This two-bedroom and two-bath condo is just a short block from the Gulf of Mexico and is conveniently located near shopping and restaurants. Seabreeze Complex offers a shared pool, BBQ area, and lounge chairs. Let’s make your dream vacation happen! Walking up the stairs to Seabreeze D, you will notice the beautiful landscaping surrounding the condominium and inviting balcony seating. The kitchen has stainless steel appliances and wood cabinets stocked with basic cooking essentials, and there is a kitchen table for up to four guests. Unwind on the recliner or on the spacious sectional in the living room and play your group's favorite shows. Listen to the gentle sway of palm trees in the primary bedroom with a Queen bed, tv, and an ensuite bathroom with a walk-in shower. Down the hall is the guest bedroom with beautiful blue furniture and a comfortable bed. Guests can freshen up in the shower and tub combination in the hallway bathroom. Room Details -Primary Bedroom: Queen bed, tv, and ensuite bathroom with walk-in shower -Second Bedroom: Queen bed Seabreeze D by Anna Maria Island Accommodations 403 39th St, Unit D Holmes Beach, FL 34217 VRC16-000111 There are no pets allowed in this home. *Please note: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by Anna Maria Island Accommodations, 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. Please see our Anna Maria Island Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

2 2 4
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House

Carefree Cay

Carefree Cay

Highlights • Less than a 5-minute walk to the beach • Private pool with in-ground spa • Outdoor living space • Close to restaurants and shops • Shuffleboard Carefree Cay by Anna Maria Island Accommodations 217 Sycamore Ave Anna Maria, FL 34216 VR16-000412 Welcome to Carefree Cay, a vacation getaway located in the north end of Anna Maria Island. This spacious house offers three bedrooms and two and a half bathrooms, making it the perfect fit for families and groups seeking rest and relaxation. The backyard boasts a private pool and an in-ground spa, along with plenty of lounge chairs for soaking up the beautiful Florida sunshine. As you enter the spacious living area, you'll feel the laid-back island atmosphere with its vibrant decor and tropical accents. You can relax and enjoy a fun family movie night on any comfortable seating options available. And if you're not in the mood for a movie, head downstairs to the second living area, which features an incredible beach mural, cozy sofas, a table perfect for playing board games, and even a shuffleboard! In the kitchen, you'll find essential dishware, pots, pans, and a coffee maker. Guests can dine at the island bar, dining room table, or on the deck, your choice! The primary bedroom boasts a walk-in closet, a large television, and a spa-like ensuite bathroom with a walk-in shower and a lavish soaking tub. Each bedroom is designed with comfort in mind, and the two guest rooms have storage space and televisions as well. The hall bathroom has a fun colors and a shower and tub combination. Plus, there is a washer and dryer that can be found right off the kitchen and there is a half bath. Room Details -Primary Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower and soaking tub -Second Bedroom, 2nd floor: King bed -Third Bedroom, 2nd floor: Two twin beds The boutiques and restaurants located on Pine Avenues, along with the pristine Gulf of Mexico beaches, are just a short walk away. Additionally, a free island trolley stop is just a five-minute walk away, which can take you to explore all the beauty that Anna Maria Island has to offer. Book Carefree Cay today and enjoy all the wonderful attractions nearby! - The garage is not available for guest use There are no pets allowed in this home. 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. This home is managed by AMI Accommodations, 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. Please see our AMI Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

3 2.5 6
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House

North End Chic

North End Chic

Highlights • 10-minute walk to the beach • Private pool • Outdoor games • Less than a 5-minute walk to Bayfront Park • Washer and dryer North End Chic by Anna Maria Island Accommodations 260 Gladiolus St Anna Maria, FL 34216 VR16-000361 Welcome to North End Chic! This ground-level vacation home with four bedrooms and three bathrooms is perfect for friends and family getaways. It has an incredible backyard with plenty of lounge chairs and a private pool featuring a gorgeous waterfall that creates a truly relaxing atmosphere. There's even a putting green, cornhole, and a ping pong table for some fun family activities! As soon as you step inside, you will be greeted by an inviting open living space that boasts plush sofas and a large television where guests can stream their favorite shows. The kitchen is equipped with stainless steel appliances, granite countertops, and unique floor tiles that give it a modern and stylish look. You will find all the necessary pots, pans, and utensils to cook like a pro chef, and guests indulge in your culinary masterpieces at the dining room table with excellent views of the tropical backyard and pool. The main bedroom is a luxurious coastal retreat with high-end furnishings and doors that lead to the pool area. You'll feel pampered in the primary ensuite bathroom that has two vanities, a walk-in shower, and a soaking tub. The second bedroom also has access to the patio and an ensuite bathroom with a walk-in shower and can be used as another primary bedroom. The other two bedrooms have stylish decor and comfortable beds, ensuring a peaceful night's sleep. Just off the living room is a hall bathroom with an elegant vanity that caters to multiple people getting ready simultaneously. It has a walk-in shower, and the home's washer and dryer are also located here for convenience. Room Details -Primary Bedroom: King bed, TV, and ensuite bathroom with soaking tub and walk-in shower -Second Bedroom: King bed, TV, and ensuite bathroom with walk-in shower -Third Bedroom: King bed and TV -Fourth Bedroom: Two Twin beds and TV We're thrilled to offer you more than just incredible backyard games and a refreshing pool - there's also an outdoor shower waiting for you after a beautiful day at the beach! Plus, we've got you covered with an outdoor dining table and BBQ grill to make your stay all the more fantastic. Discover the delightful charm of Anna Maria Island with a complimentary trolley ride or a fun golf cart rental. Take your time exploring this seven-mile oasis and immerse yourself in its beauty, eateries, boutiques, piers, and beaches. Don't miss out on the chance to create unforgettable memories at North End Chic! - There are no pets allowed in this home. 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by Anna Maria Island Accommodations, 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. Please see our Anna Maria Island Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

4 3 8
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House

It's a Jungle Out There

It's a Jungle Out There

Highlights • Less than a 10-minute walk to the beach • Rooftop deck • Private pool with in-ground spa • Game room • Outdoor kitchen It's a Jungle Out There by Anna Maria Island Accommodations 4002 5th Ave Holmes Beach, FL 34217 VRC19-000173 Welcome to "It’s a Jungle Out There!" This stunning six-bedroom, three-and-a-half-bath vacation retreat promises a luxurious escape mere minutes from the pristine Gulf of Mexico beaches, bustling restaurants, and charming boutiques. Revel in breathtaking 360-degree vistas from the rooftop deck and checkout the downstairs game room boasting a ping pong table, foosball table, and a game console boasting over 1100 titles. And for those seeking high-stakes thrills, a 10-seat poker table awaits, adorned with cup holders, plush railing, and a printed layout. An elevator makes getting to the main living floor a breeze, you’ll be kicking back and streaming your favorite shows in no time. The kitchen is sure to impress, with state-of-the-art stainless-steel appliances, including a glass cook-top, oven, dishwasher and microwave, and conveniently boats bar-top seating and opens to the formal dining room table. The primary bedroom is a true retreat, with a King bed adorned with plush bedding, a TV for entertainment, a walk-in closet, and balcony access, ideal for soaking in the serene ambiance. Its ensuite bathroom adds to the luxury with a double vanity and a spacious walk-in shower. Equally lavish, the second and third bedrooms offer balcony access and cozy linens, sharing a hall bath with a shower and tub combination. The fourth and fifth bedrooms feature a jack-n-jill bath with a double vanity and walk-in shower, ensuring convenience and comfort. The next bedroom sports a twin-day bed with a pull-out twin trundle and has its own step-out balcony. The main living floor provides practicality with a half bath, laundry room, and two sleeper sofas, catering to every need for a truly indulgent stay. Room Details -Primary Bedroom, 3rd floor: King bed, balcony access, and ensuite bathroom with walk-in shower -Second Bedroom, 3rd floor: King bed and balcony access -Third Bedroom, 3rd floor: Queen bed and balcony access -Four Bedroom, 2nd floor: King bed, balcony access, and Jack n Jill Bath with walk-in shower -Five Bedroom, 2nd floor: Full over Full bunk bed and Jack n Jill Bath with walk-in shower -Sixth Bedroom, 3rd floor: Twin Day Bed and Twin Trundle and balcony access -Living Room: Two Queen Sleeper sofas The outstanding backyard is surrounded by over 100 lush, native, and tropical plant species, ensuring utmost privacy and serenity. Illuminated by night, a tranquil babbling brook and waterfall cascade into the unique heated pool, a true focal point. A spacious beach entry area with fountains caters to all ages, offering safe and enjoyable water access. Quench your hunger at the outdoor kitchenette, then savor your drinks by the swim-up tiki bar adjacent to the soothing waterfall. Ample loungers and chairs invite sun-seekers to bask in the warmth, while a secluded jacuzzi, nestled behind a screen of palms, offers a peaceful retreat, so don’t wait. Book your stay at It’s a Jungle Out There now! - There are no pets allowed in this home. 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. This home is managed by Anna Maria Island Accommodations, 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. Please see our Anna Maria Island Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

6 3.5 12
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House

Beach Paradise

Beach Paradise

Beach Paradise 805 Jacaranda Rd Anna Maria, FL 34216 VR17-000025 Newly constructed, luxuriously designed and decorated, and seconds from Bean Pointe Beach and views of the breathtaking Gulf of Mexico, Beach Paradise is a dream rental. True to its name, this rental is a paradise in the amenities it offers and its proximity to the beaches that make Florida famous. It’s simple a perfect spot for a beach getaway! As you drive up to Beach Paradise, you’ll notice a large driveway, two garages, extra parking space, and beautiful landscaping surrounding the property. The main common area is simple and elegantly designed. The kitchen is massive and features brand-new stainless-steel appliances, white cabinetry, and beautiful marbled countertops. Just across from the kitchen is the dining room. It offers an impressive dining room table with seating for eight. The living room is charming and features a large couch, matching love seat, indoor lounge chair, and large flat screen TV. There is additional seating in the hallway. This charming vacation cottage is the perfect place to come get away and relax! - Gulf beach access just 30 second walk - 2330sq ft with new Pool and Spa - Poolside Covered Tiki Lounge - Ping-Pong Table - Washer and Dryer in Property - Fully Equipped Kitchen - WiFi and Cable tv - New Construction home with Luxury Finishes - Outdoor TV - Elevator - Private Balconies with Gulf views - On our Professional Linen Service Program Room Details -Primary Bedroom, Main Floor: King Bed, Ensuite Bathroom with jacuzzi tub and shower -Second Bedroom, Second Floor: King Bed, Ensuite Bathroom -Third Bedroom, Second Floor: King Bedrooms -Fourth Bedroom, Main Floor: Queen Bed This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, wash cloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. In addition to the indoor amenities, Beach Paradise also features many incredible outdoor amenities. First, there is an open-air lounging room with outdoor seating and a flat screen TV. Then, there is a brand new, private heated pool and spa with an in-water sundeck and table and seating area.** The pool is surrounded by a beautifully paved deck with many lounge chairs, armchairs, and Adirondack chairs for hanging out by the pool. Finally, Beach Paradise is true to its name in that it is just a short walk to Bean Point Beach and views of Tampa Bay and the Gulf of Mexico. It is also a short drive from local shops and restaurants. Given all of this, it is easy to see that Beach Paradise is the best spot for a wonderful Florida vacation!

4 4 8
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Condo

Off The Clock

Off The Clock

Highlights • Less than a 10-minute walk from the beach • Game Room • Community Pool • Close to parks • Screened-in balcony Off The Clock by Anna Maria Island Accommodations 6250 Holmes Blvd, Unit #47 Holmes Beach, FL 34217 Welcome to Off The Clock, a gorgeous vacation home just a block and a half from the beach! This three-bedroom, two-and-a-half, three-level rental has a screened-in balcony with chic seating, access to the community pool, and a game room! Head up the stairs to the updated living space which has an adorable seating area with a tv. In the kitchen, you will find all the basics including stainless steel appliances, pots, pans, and utensils. Guests can enjoy a quick snack and drink at the kitchen island or grab a seat on the balcony. There is a formal dining room that is naturally lit by the large windows and has access to an additional balcony. The primary bedroom has a fun nautical theme that will make you feel like you never left the beach and has a private deck to enjoy the tropical breeze before bed. The primary ensuite bathroom has a spacious walk-in shower and vanity. Guests can catch up on much-needed sleep in the second bedroom and keep their vacation attire looking fresh in the broad closet. Ideal for younger guests, the third bedroom has two bunk beds, a tv, and vibrant decor. There is a hallway bathroom with a shower and tub combo and a hallway half bath. Room Details -Primary Bedroom: King bed, tv, and ensuite bathroom with walk-in shower -Second Bedroom: Queen bed -Third Bedroom: Two Twin Bunk Beds Enjoy hours of fun in the garage-converted game room. Play ping-pong, Pop-A-Shot, foosball, and an arcade game! Have fun in the sun at the community pool or the beautiful beach, where the clear water is warm, and the floury sands cover your feet. Try out any local restaurants for delicious treats and fresh seafood, or take a trolley ride to the famous Pine Ave and check out the fantastic boutiques! Anna Maria Island has many guided tours. Kayak or paddleboard the bay and the calm ocean, where you might even encounter some wildlife! Have the best Anna Maria Island vacation at Off The Clock! There are no pets allowed in this home. *Please note: 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. This home is managed by AMI Accommodations, 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. Please see our AMI Accommodations Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

3 2.5 6
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House

Casa Cortez at Hunter's Point

Casa Cortez at Hunter's Point

Highlights • Brand New Green Build • Outdoor Living Space • 1-mile to the Beach • Tesla EV Charger • Near IMG Academy, Activity Companies, and Restaurants Casa Cortez at Hunter’s Point by AMI Locals 4223 Marina View Way Cortez, Florida 34215 Know your vacation will be climate-friendly when you stay at Casa Cortez at Hunter’s Point, a gorgeous canal-front home located in an exciting new eco-conscious community that connects luxury with a sustainable living concept. With three-bedrooms and two-and-a-half-baths this brand-new vacation home offers stunning water views from fully furnished balconies, a Tesla charger, and is within walking distance of the local marina, restaurants, and is just a short drive to the powdery white Gulf of Mexico beaches! As you enter this three-level home, you will feel instantly refreshed. The living space is a contemporary oasis, boasting a spacious sectional sofa perfect for relaxation, a TV to stream your favorite shows, and a dining table that comfortably seats six. Take in the breathtaking views from the main-floor balcony, complete with an outdoor dining table. The kitchen is a chef's dream, with gleaming stainless steel appliances, all the culinary essentials, and a charming kitchen island perfect for prepping your favorite meals. Take the elevator or stairs up to the third floor where the home’s three bedrooms and two of the bathrooms are located. The primary bedroom is bright and warm with patio access, unique wood furnishings, and a dream ensuite bathroom with a double vanity and a walk-in shower. The second bedroom has balcony access, and the third bedroom has a TV, these rooms share a Jack-n-Jill bathroom with a shower and tub combination. Additionally, there is a half bath and a washer and dryer for guests’ convenience. Room Details -Primary Bedroom: King bed, patio, and ensuite bathroom with walk-in shower -Second Bedroom: Queen bed and Jack n Jill bath with shower and tub combo -Third Bedroom: Twin bed with twin trundle and Jack n Jill bath with shower and tub combo Located in Cortez, just across the bridge from Anna Maria Island, you and your guests will adore the timeless fishing community with plenty of water activities, a historical village, local boutiques, and waterfront dining. Experience one of the smartest environmentally friendly vacation rentals yet at Casa Cortez! Hunter's Point is a unique and brand-new community with eighty-six single-family luxury homes designed to live in harmony with the environment without sacrificing comfort, each self-generating enough power to run itself. Currently, many new homes are under active construction throughout the community. Please note that this brand-new home is one of the first to be completed and available for rental at Hunter's Point as the community is being built. Please contact us for more details, and book your eco-friendly vacation today! - This property has an active Ring doorbell at the main entrance. This 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. There are No pets allowed in this home. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

3 2.5 6
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House

Coastal Hideaway

Coastal Hideaway

Welcome to Coastal Hideaway! This chic bungalow, is a true island charmer tucked away in a tranquil neighborhood of Bradenton Beach! Featured on the popular HGTV Show, “House Hunters” where it is has been beautifully restored with rustic costal decor and modern furnishings throughout. The home is complemented with 3 bedrooms, 2 bathrooms, an outdoor dining area with a bbq grill, and is a short walk to the award winning Gulf Beaches! The location is incredible! It’s the perfect place to call home on your next family vacation as you are close by to a variety of restaurants where you can indulge with the freshest seafood, island shops for those take home treasures, and just 4 blocks away from the intercoastal that offers adventures on the water! Live the island dream in pure paradise! This single story home greets you with a white picket fence with an enclosed parking area, surrounded by lush native landscaping. Once inside you will fall in love with the attention to all the fine detail in the open layout that’s brightened by natural sunlight. The great room has all the comforts! Cozy up on the sofa seating with a movie, have your morning coffee talks around the dining table and easily prepare a delicious home cooked meal. Your kitchen is stocked will all the essentials including state of the art stainless steel appliances, granite counters, and a breakfast bar w/ stools. Wake up refreshed from the 3 bedrooms that feature crisp linens, mounted flat panels, and plenty of space to stow your beach bags. The two bathrooms with spa-like features and natural elements will refreshen your senses after a sun drenched day by the turquoise sea. Florida island breezes can be enjoyed nightly with your guests from your secluded tropical oasis while firing up the grill with a fresh drink in hand. From sunrise to mesmerizing sunsets your day will easily be filled with an abundance of unforgettable experiences! Hop on the free AMI trolley to explore the North End of the island, visit the historic landmarks of Anna Maria, and get a scoop of ice cream in the shopping district of Pine Ave! Endless fun with family and friends. So grab your flip flops and get ready for a dreamy island stay here at Coastal Hideaway! Home Layout: Bedroom #1 King Bedroom #2 Queen Bedroom #3 Full There are No pets allowed in this home. *Please note: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This 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. Please see our AMI Locals Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. TPL22-000074

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House

Beachy Keen

Beachy Keen

Highlights • 5-minute walk to the beach • Private Pool and In-ground Spa • BBQ Grill and Outdoor Seating • Ping Pong Table Beachy Keen by AMI Locals 212 82nd St Holmes Beach, Florida VRC18-000062 Welcome to Beachy Keen, an adorable coastal cottage with five bedrooms and four bathrooms. This home is a short walk from the pristine Gulf of Mexico beaches and just a block from the nearest AMI free trolley stop that can take you and your guests anywhere you like on this coastal 7-mile island. Soak up the Florida sunshine from the comfort of the private backyard that features a private pool and in-ground spa! Walking inside, you’re welcomed into an open living space with a large sliding glass door leading to the tropically landscaped backyard boasting a beautiful view. In the custom kitchen, you’ll find stainless steel appliances, cookware essentials, and sweeping countertops that make it easy for multiple cooks to move around. Enjoy formal meals at the dining room table and afterward unwind on one of the comfy sofas. The primary bedroom has high-end furnishings, crisp linens, a walk-in closet, and a stunning ensuite bathroom with a double vanity and a shower. There are three King bedrooms with luxury bedding, TVs, and plenty of storage space, and one has an ensuite bathroom with a shower and tub combination. The fifth bedroom is appointed with a bunk bed, and just outside this room is an additional three-tiered bunk bed. There are two updated hall baths with walk-in showers. Room Details -Primary Bedroom, 1st floor: King bed and ensuite bathroom with a walk-in shower -Second Bedroom, 1st floor: King bed and ensuite bathroom with a shower and tub combination -Third Bedroom, 2nd floor: King bed -Fourth Bedroom, 2nd floor: King bed -Fifth Bedroom, 1st floor: Twin over full bunk bed -Bonus: Three-tiered Twin bunk bed Relax in your private oasis: Dip in the pool, relax in the in-ground spa, enjoy drinks with friends and family in the seating area, and have your group’s grill master whip up something on the provided BBQ grill. Finish off the day with a game of ping pong in the garage. Discover the beauty of Anna Maria by hopping on the free trolley that navigates the gorgeous 7-mile island that runs from 6 a.m. to 9 p.m. Hang out with the locals on the historic City Pier, dine under the stars at beachfront restaurants, visit the shops along Pine Ave., and create endless memories at the dreamy beaches. - This property does not allow pets. 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. This 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. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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