Vacation Home Rentals By Owner In Anna Maria, FL

$1126.38

Casa Amiga managed by Beach Retreats FL Anna Maria Island

Anna Maria, Florida, United States

Casa Amiga by Beach Retreats Vacation Rentalsbr 144 Crescent Dr. Anna Maria, FL 34216br City of Anna Maria | 4 Bedrooms | 4.5 Bathrooms | Sleeps 10 | Heated Pool + Jacuzzi | Rooftop Deck | Shared Dockbrbr✨ Luxury Island Living Near Bean Point ✨brWelcome to Casa Amiga, a beautifully designed 4-bedroom, 4.5-bath coastal retreat in the heart of Anna Maria. Just a short stroll to the beach and close to the beloved Bean Point, this home blends modern elegance with laid-back island charm—perfect for families and friends looking for relaxation, adventure, and unforgettable memories.br While most of our properties rent only from Saturday to Saturday, exceptions can be made. Please reach out to us prior to booking if you would like to arrive or depart on alternate dates, or stay for fewer than 7 nights. We would love to host you!brbr HighlightsbrbrWalk to Bean Point BeachbrbrPrivate heated pool & jacuzzibrbrRooftop deck with sunset & ocean viewsbrbrShared dock behind the homebrbrHigh-speed Wi-Fi + smart TVsbrbr Inside Your HomebrbrBedroom 1: King bed + ensuite bath with walk-in shower & closetbrbrBedroom 2: King bed + ensuite bathbrbrBedroom 3: Queen bed + ensuite bathbrbrBedroom 4: Double bunk room (sleeps 4) + ensuite bathbrbrSpacious living room with large flat-screen TV & comfortable seatingbrbrFully equipped kitchen with modern appliances (refrigerator, microwave, dishwasher)brbrDining area + outdoor dining patiobrbr Outdoor LivingbrbrHeated pool & jacuzzi surrounded by lounge chairsbrbrRooftop deck for sunrise coffee or sunset cocktailsbrbrGazebo-covered lanai for shaded relaxationbrbrGrill for BBQ nights under the starsbrbr4 beach chairs, beach wagon, and umbrella includedbrbr Explore Anna Maria IslandbrbrFrom Casa Amiga, you're minutes from:brbrBean Point – a quiet stretch of pristine beachbrbrThe charming shops & dining of Pine AvenuebrbrWaterfront restaurants like The Sandbar and Rod & Reel PierbrbrIsland adventures: kayaking, paddleboarding, fishing, and bikingbrbr Booking & CancellationbrbrNo cancellation fees!brCancel 60+ days before arrival → Full refundbrCancel within 60 days → No refundbrExtended stays & bookings $20,000+ → Full payment 90 days prior, non-refundablebr$500 deposit due at booking; balance due 60 days priorbrFor reservations 21+ nights or $20,000+ → 10% deposit due at time of booking.brThird party travel insurance cost is due at time of purchasebrThird-party travel insurance through Beach Retreats is non-refundablebrNo changes permitted within 60 days of arrival or during staybrWe highly recommend cancelation insurancebrbr This home can accommodate up to 4 vehiclesbrbr✨ With its rooftop deck, heated pool, and unbeatable location near Bean Point, Casa Amiga is the perfect blend of comfort and coastal luxury.brbr Book your stay today at BeachRetreatsFL.com br br This home features Silicon Travel. With Silicon Travel's firewall place in place, you can prevent internet access to any malicious activity in a Vacation rental home. Any guest device (WebCam, Baby Monitor, etc) can be added for a set time and will be removed automatically upon departure. brbrWe also manage the home next door, Vitamin Sea! 1262579

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$450.26

/ Nightly

Private Vacation Home

Pet-Friendly Retreat with Pool and Hot Tub Near the Beach!

Anna Maria, Florida, United States

Mangoes on Magnolia by Anna Maria Island Accommodations brVR16-000100brbrWelcome to Mangoes on Magnolia, a three-bedroom, two-bath vacation home with a private pool and hot tub, located less than a 10-minute walk from the white-sand beaches of Anna Maria Island. Nestled in a quiet neighborhood just two blocks from Pine Avenue’s shops and restaurants. This coastal retreat is perfect for families, friends, and even your pup! brbrHighlights br-6-minute walk to the beach br-3 Bedrooms / 2 Bathrooms br-2 Queen beds, 1 Full bed, 1 Futon br-Private heated pool and hot tub br-Pet-friendly with approval br-Two blocks from Pine Avenue shopping and dining br-Bonus room with games and futon br-4 parking spaces brbrAfter sunny days on the beach, return home to your lagoon-style heated pool and hot tub, the ultimate relaxation spot. Gather around the outdoor wood dining table by the pool to share meals in the fresh island air. With a bonus game room stocked with board games, books, and a futon, Mangoes on Magnolia offers plenty of ways to keep everyone entertained. brbrStep inside to a bright coastal living area featuring a plush sectional sofa and TV, ideal for relaxing after a day of island adventures. The fully equipped kitchen makes cooking simple, with two refrigerators, island seating, and all the essentials for preparing meals. Gather around the dining table for family dinners before heading to the bonus room for games and reading. brbrThe primary bedroom is a peaceful retreat with a queen bed, ample storage, and an ensuite bathroom with a step-in shower. The second bedroom also features a queen bed, while the third bedroom offers a full bed, making it perfect for kids or additional guests. The hallway bathroom includes a tub/shower combo and a spacious vanity. brbrRoom Details br-Primary Bedroom: Queen bed, ensuite bathroom with walk-in shower br-Second Bedroom: Queen bed br-Third Bedroom: Full bed br-Bonus Room: Futon brbrGuests love this home’s unbeatable location. Stroll to the boutiques and eateries on Pine Avenue, hop on the island trolley, or explore the natural beauty of Anna Maria Island by bike, kayak, or on foot. With spectacular sunsets just a short walk away, Mangoes on Magnolia makes it easy to enjoy the very best of island living. brbrFrom the private pool and hot tub to its walkable location near the beach, shops, and pier, Mangoes on Magnolia by Anna Maria Island Accommodations is the perfect place to relax and reconnect. Pack your bags and book your next island escape today, paradise is waiting! 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 Anna Maria Island Accommodations, an Anna Maria Island property management company. brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Anna Maria Island Accommodations Rental Policies for full details. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease see our Anna Maria Island Accommodations Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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$1761.71

/ Nightly

Private Vacation Home

Luxury Villa with Rooftop Deck, Putting Green, and Pool/Spa!

Anna Maria, Florida, United States

Fine and Sandy by AMI Locals brVR22-000094 brbrWelcome to Fine and Sandy, a grand seven-bedroom, seven-bath luxury beach home perfectly located on the north end of Anna Maria Island. This newly constructed coastal retreat combines modern design, high-end finishes, and resort-style amenities for the ultimate island escape. Just a short stroll to the sugar white Gulf beaches and close to Pine Avenue’s charming shops and restaurants, this home invites families and friends to enjoy spacious living, a private pool and spa, putting green, and panoramic rooftop views that capture the essence of luxury island living. brbrHighlights br• 2-minute walk to the beach br• 7 Bedrooms / 7 Bathrooms br• 6 King beds, 1 Full-over-Full bunk bed br• Private pool with spa br• Putting green and rooftop deck br• Multiple balconies and outdoor dining spaces br• Elevator access br• 4 parking spaces br• Near Pine Avenue shops and dining br• No pets allowed brbrStep into your private tropical resort. The lagoon-style heated pool and spa are surrounded by lush landscaping, creating a serene backdrop for relaxation. Challenge your group on the backyard putting green, gather for meals under the covered dining area, or enjoy panoramic sunrise and sunset views from the rooftop deck. With abundant seating, loungers, and shade, every outdoor space invites you to soak in the Anna Maria Island sunshine in total comfort. brbrFine and Sandy features expansive, open concept living areas designed for togetherness and ease. The second level great room glows with natural light from floor to ceiling sliders and coastal inspired decor that exudes modern beach chic. The chef’s kitchen boasts appliances, a large island with bar seating, and a spacious dining table perfect for gathering everyone together. Open the doors to the terrace to let in the island breeze or unwind in the comfortable living area with three plush sofas and TV, ideal for movie nights. brbrEach of the seven bedrooms is designed as a private sanctuary with luxury bedding, ensuite bathrooms, and elegant finishes. Soft linens, ambient lighting, and thoughtfully designed layouts ensure peaceful rest after your adventures on the island. Three king bedrooms and one bunk room are located on the second level, while the top floor features three more king bedrooms, including a primary suite with private balcony access and a spa-inspired ensuite bathroom. Each bathroom offers premium fixtures, glass-walled showers, and serene, coastal tones. brbrRoom Details br-Primary Bedroom (2nd Floor): King bed, ensuite bathroom with shower br-Second Bedroom (2nd Floor): King bed, ensuite bathroom with shower br-Third Bedroom (2nd Floor): King bed, ensuite bathroom with shower br-Fourth Bedroom (2nd Floor): Full-over-Full bunk bed, ensuite bathroom with shower/tub combination br-Fifth Bedroom (3rd Floor): King bed, ensuite bathroom with shower br-Sixth Bedroom (3rd Floor): King bed, Jack-and-Jill bathroom with shower br-Seventh Bedroom (3rd Floor): King bed, Jack-and-Jill bathroom with shower brbrThis home is equipped with elevator access, Wi-Fi, and a washer and dryer for added convenience. Located in the heart of Anna Maria’s North End, Fine and Sandy offers easy access to Bean Point Beach, and Bayfront Park. Hop on the island trolley to explore nearby attractions or rent bikes and cruise to local cafés and boutiques along Pine Avenue. brbrFine and Sandy by AMI Locals delivers the ultimate Anna Maria Island vacation rental experience. Enjoy coastal luxury, resort-style amenities, and unbeatable proximity to the Gulf beaches. Book your stay at Fine and Sandy by AMI Locals today and make your island dreams a reality! br brbr- brThere are No pets allowed in this home. brbr*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. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease see our AMI Locals Rental Policies for full details. brbrPlease Remember: brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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$870.3

/ Nightly

Private Vacation Home

White Pearl-Premier AMI Home with Amazing Sunset Views and Great Reviews

Anna Maria, Florida, United States

Welcome to White Pearl. This brand new elevated custom home (2019) on Anna Maria Island located within AMI city limits on the north end of the island. brbrWith over 2,100 square feet under air, 800 square feet of balconies and 700 square feet of outdoor space around the pool, this expansive, yet comfortable home, is contemporary boosts a coastal modern decor. Located on one of the most enviable spots on Anna Maria Island, our exclusive home is on North Shore Drive - directly across from the beach which allows for beach views from the observatory balcony.brbrThis home boasts 4 spacious bedrooms, 4 full bathrooms and a half bath, a beautiful custom kitchen, a great room, and 2 laundry rooms. Three of the 4 bedrooms have a king size bed and the last bedroom has 2 twin XL beds. Each bedroom has it's own TV and access to multiple balconies (3) on both the 1st/2nd levels of the home to take in spectacular views. Large gourmet kitchen, state-of-the art counter-tops, large island, extensive custom cabinetry, top of the line stainless steel appliances (Wolf, Sub Zero) including built in Wolf Steamer! . Our kitchen is well equipped with utensils, coffee maker, blender, toaster, toaster oven, hotel collection dishes, cups, flatware, cutlery, and bake ware. Dining area with chandelier seats 5 comfortably as well as large kitchen island that seats 3. Stunning wide plank tile floors throughout, exceptionally detailed wood vaulted bead board ceilings with beach vibes. brbrThis dream beach home offers a true indoor/outdoor lifestyle thanks to the multiple balcony spaces with a observatory with panoramic views that allow you to see the beautiful sunsets. Outside you can relax on the covered lanai with comfortable seating or enjoy the pool and heated spa. Also provided are pool toys and chairs for the beach, plus a wagon to hall it all. There is a nice gas grill on the first floor. There are many different types of palm trees on the property including the coconut palms that make the backyard feel more like an island oasis! Enjoy dining poolside or unwind in the spa and after dark under the palm trees in the private backyard. Don't forget to watch the night sky for stargazing while sitting on the roof observatory. FAB spiral stairs lead to a rooftop balcony with endless views. brbrThis home is across the street from the beach with beach access a short walk to the right (Sea Grape) or left (Cypress), only 5 minutes from the front door to the water's edge. Feel like shopping or grabbing a bite Need some provisions Pine Avenue with its wonderful boutiques and restaurants is only a short 8 minute walk to the south. Finally, if you want to fish, or a beautiful sunset dinner, the famed Rod and Reel Pier is right down the street. The house has everything necessary for a perfect beach vacation. Just bring your clothes, personal items and sunscreen. brbrFree Wifi internet is provided. White Pearl has space for a total of 2 vehicles to park in the driveway (golf carts are considered registered vehicles in FL). The garage is not available for parking. This is a 3 story home that does not come with an elevator.brbrIf you have more than 8, the sister property next door is Reel Lucky (VRBO 1702786) which can accommodate 6 guests. If you exceed the occupancy rate you will be asked to vacate the property immediately, without warning. The city of Anna Maria has strict guidelines as it relates to the occupancy capacity and the rules will be enforced.brbrWe do not accept reservations from anyone under 28 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 28 years of age. There are 2 security cameras on property at the front door and the driveway. Please purchase travel insurance if you have any concerns about your ability to travel to the property, very similar to car insurance you should consider protecting your investment into your vacation.

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$314.69

/ Nightly

Private Vacation Home

Adorable Cottage ONLY STEPS to Anna Maria Beach, No Roads to Cross! FREE WiFi & Trolley

Anna Maria, Florida, United States

**ASK ABOUT LAST MINUTE DEALS!br br Enjoy a simple, old fashioned seaside vacation in this adorable duplex west of Gulf Drive and just two houses from the beach in the quaint village of Anna Maria. br br Walk up the shell path and enter through a shared screened in porch to a newly remodeled haven. br br Sun and Seader North features an updated Kitchen with 2 bedrooms and 1 bath. Rest in comfort with a King bed in one bedroom, and two twin beds in the second bedroom. br br br Prepare your meals on the gas grill or stroll a few blocks for a meal at one of the many family-owned restaurants on Pine Ave and Gulf Drive. br br No worries about traffic on this quiet dead end street. Play at the beach all day and be close enough to come home for lunch. Outdoor shower for easy clean up before entering. br br If you need something bigger for your family, Rent the Southside unit and use the connecting door that joins the two sides. br br While we know you love your furry friends, this property is not pet friendly. Please make other arrangements for your pets.br br Our Cancellation Policy: In order to protect our owners from loss of income, ALL MONIES PAID TOWARDS YOUR RESERVATION MAY BE NON-REFUNDABLE AFTER A CERTAIN DATE! FULL AND PARTIAL REFUNDS MAY BE GIVEN UNDER CERTAIN CONDITIONS. Ask our office for details, or check your rental agreement.

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$803.26

/ Nightly

Private Vacation Home

Anapauo Beachhouse: Million dollar views of Tampa Bay!

Anna Maria, Florida, United States

Welcome to Anapauo Beachhouse! Pronounced ahn-ap-ow’-o, it is a Greek word meaning to give rest, refresh, recover and collect strength. Come rest and be refreshed in one of the most beautiful and family friendly homes on the island! This luxurious home is stocked with everything you need for the perfect beach vacation. The Anapauo Beachhouse will certainly live up to its name!brbrYou can't beat the location and view of this house! It is steps from the famous Anna Maria City Pier and historic Pine Avenue, and across the street from the turquoise waters and sugar white beaches of Tampa Bay. This beautiful and completely renovated beach home gives you an opportunity to sit back and enjoy an unobstructed view of Tampa Bay. The incredible water view is available from balconies off the main floor and from the two master bedrooms above. brbrIf your idea of a vacation is relaxing and laying around a pool, this is the perfect house for you! The extremely spacious private pool area is situated behind the house surrounded by beautiful landscaping and palm trees. You'll never tire of swimming in the heated saltwater pool and hanging out in this beautiful pool area, the pool basketball hoop is a hit too! There is also a covered deck behind the house overlooking the swimming pool that gives you a great vantage point to watch the kids in the pool or entertain a group outdoors.brbrAre you done with the pool and looking for other activities and entertainment options Work on your putting stroke on the four hole putting green, challenge some friends to a game of bocce ball, enjoy a board game or puzzle, grab the tandem kayaks or stand-up paddleboards and walk across the street to the beach, or explore the island on one of the bikes. There are bikes for everyone! Men's bikes, women's bikes, kids bikes, even a tandem bike! And please check out the list below for many other items included with the house at no charge!brbrCome and enjoy paradise at Anapauo Beachhouse!brbrHouse items included at no charge:brPutting green with four holesbrAdult and kids golf putters, golf ballsbrBBQ grill propanebrTwo adult bikesbrbrBeach items included at no charge:brTwo tandem kayaksbrTwo stand-up paddleboardsbrAdult and child life jacketsbrBoogie boardsbrBeach wagonbrBeach coolerbrBeach chairsbrBeach toysbrbr*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.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.

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$414.53

/ Nightly

Private Vacation Home

A Time Out: *Quaint Cottage *Heated Pool *Across the street from the Bay!

Anna Maria, Florida, United States

Welcome to A Time Out - your perfect retreat in paradise! This charming 4-bedroom, 2-bathroom home invites you to experience the ultimate vacation with its prime location, comfortable amenities, and a touch of tropical luxury.brbr**Property Overview:**brA Time Out offers a unique layout with the main living area conveniently situated on the ground level along with two bedrooms. Ascend to the second floor to discover a cozy den and two additional bedrooms, providing ample space and privacy for your family or group of friends.brbr**Beachside Bliss:**brFor breathtaking sunrises and sunsets, a short stroll to Bean Point will reward you with panoramic views that will forever be etched in your memory.brbr**Outdoor Oasis:**brThe highlight of A Time Out is its outdoor haven. Immerse yourself in a lush tropical landscape surrounding a cozy heated pool, creating an oasis of tranquility. Intimate patios invite you to dine al fresco or simply relax with a good book. An outdoor hot/cold shower and dressing area adjacent to the pool area add a touch of convenience and luxury to your outdoor experience.brbr**Comfortable Living:**brInside, the well-appointed home exudes comfort and style. The ground-level main living space is perfect for gatherings, featuring a welcoming atmosphere and all the amenities needed for a memorable stay. The den on the second floor offers a quiet retreat for those seeking a more private space.brbr**Family-Friendly:**brA Time Out is thoughtfully designed with families in mind. From the comfortable bedrooms to the inviting pool area, every detail is crafted to ensure an enjoyable experience for guests of all ages. Even the most discerning guests will find delight in the thoughtful touches throughout the property.brbrEmbark on your vacation adventure and treat yourself to the best of beachside living at A Time Out. Book your stay now, and make this charming retreat your home away from home!brbrFloor 1 (ground, main living level)brHeated pool, covered patio with seating and table, covered porch with seating.brBedroom 1: Queen with TV (shares hall bathroom with walk-in shower)brBedroom 2: Queen (shares hall bathroom with walk-in shower)brbrFloor 2brBedroom 3: Queen with TV and ensuite Jack & Jill bathroom with shower/tub combo (shared with hall)brBedroom 4: Twin-over-Twin bunk beds (shares hall Jack & Jill bathroom) brDen with TVbrbrELECTRIC CAR CHARGING: This unit features a 30-amp charging station for electric cars!brbrPETS: Please note this property is NOT pet friendly. brbrPARKING: 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

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$629.88

/ Nightly

Private Vacation Home

Lovin' the Sannd: North-end cottage, luxury amenities

Anna Maria, Florida, United States

If you're looking to escape the hustle and bustle of everyday life, look no further than Lovin' the SANND. This three bedroom, three bath home is as comfortable as it is immaculate. Lovin' the SANND boasts a private pool, covered patio with an outdoor TV, wireless internet, beautiful décor, and a great view of the canal lagoon. The recently constructed guest house is home to the third bedroom, bathroom, has a private living area, and kitchenette. Grab one of the 2 included kayaks and go for a ride to see dolphins in the canal, or one of the 4 adult bikes included for a relaxing ride to the beach to watch sunset. Located in the City of Anna Maria, this property is a brief walk from the beach, fabulous shopping, and fine dining. If you don't feel like walking, take advantage of Anna Maria's free trolley which will take you from the one end of the island to the other. Golf Cart rentals are convenient and fun. Call one of our rental agents today to reserve Lovin' the SANND for your next vacation!brbrBedroom 1: King with En-Suite BathroombrBedroom 2: Twin-over-Full Bunk and 1 Full Bed with En-Suite BathroombrGuest House: Bedroom 3: King Bed with En-Suite Bathroom, Living Space, and Kitchenettebrbr*Boat lift not for guest use*brbrPARKING: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbr**Please note that the interior fireplace is not functional.**brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.

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$458.9

/ Nightly

Private Vacation Home

Moondance- 2 bedrooms- Breathtaking views and beachfront with steps from the bea

Anna Maria, Florida, United States

Moondance 206 Spring Lane, Anna Maria, FL 34216 What you will love about this property: • Beachfront with direct access to beach • Stunning views-panoramic view of the Gulf of Mexico • Private balcony with seating and views • Outdoor dining area and grill • Outdoor shower • Fully equipped kitchen • Professional Linen program • Full size washer and dryer • Close to shops, restaurants and free trolley access • In the heart of Anna Maria Property details: Welcome to Moondance. A charming beachfront home just steps from Anna Maria Island’s turquoise waters and white sandy beaches. This cozy two-bedroom, one and half bath home offers mesmerizing ocean views from the balcony, a fully equipped kitchen, and a comfortable living space perfect for relaxing with family or friends. Step out on your private balcony and find the beach right in your backyard at Moondance. This quaint Gulf-front vacation home in the heart of Anna Maria Island can sleep as many as four guests, making it perfect for a small family vacation, couples’ getaway, or friends coming to the beach. You will find Moondance on the second level of this elevated home, offering a terrific vantage point of the beach and surrounding area. If you’re looking for a unique property, you’ve found it! This home offers a near-panoramic view of the Gulf of Mexico - a sight to see when you’re waking up in the morning! Moondance has all the comforts of home, allowing you to truly sit back and relax during your time at the beach. Prepare meals in the fully equipped kitchen, fire up the gas grill, or experience one of the incredible restaurants just down the way on Pine Avenue. Both bedrooms are bright and airy with enough space to house your essentials for vacation. This home even has a washer and dryer to help keep towels fresh after drying off from the beach. Since the beach is so close, you only need to take a few steps before you are on the shore! Don’t forget your sunscreen! Go for a walk down the beach, play in the water, or sit back and work on your tan. Many unforgettable memories are sure to be made here! With so many opportunities for fun at Moondance, you will want to return here year after year. Enjoy an after-dinner drink on the balcony or walk down the steps to the soft Gulf sands. May we recommend waking up early to catch a beautiful Gulf sunrise Tucked away on a quiet residential street, Moondance is just a quick walk away to popular Pine Avenue and all its local restaurants and shops. It doesn’t get better than this! Relax on your oceanfront patio with outdoor seating, perfect for soaking in the sunset or enjoying your morning coffee. Use the BBQ grill for family cookouts while the lush surroundings create a tropical escape vibe. Easy access to the beach makes this home ideal for days spent relaxing in the sun or exploring Anna Maria Island’s many water activities. Get everyone together in comfort and style at Moondance. Book with us today. Bedrooms & Bathrooms • Primary Bedroom: King bed • 2nd Bedroom: King bed • Guest bathroom- Full hallway bathroom with shower and bathtub combination • Guest bathroom- Half hallway bathroom This property participates in our Professional Linen Program. In Beach House Real Estate'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. Exciting news Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart for only $750 a week. Please contact us to reserve your golf cart today! Are you bringing the kiddos We have pack & plays and highchairs too! Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure. We rent by the week: Pack & Play - $50.00 Highchair - $40.00 Please contact us to reserve your baby equipment. Friendly reminders No pets are allowed in this home. This home is managed by Beach House Real Estate, an Anna Maria Island property management company. 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 a refund. Moondance is located on the second level of this elevated home We do not accept reservations from anyone under 25 years of age. We do not allow people under 25 to occupy a property unless accompanied by someone over 25 years of age. Please note: ONLY one parking spot- this property has limited parking and will not fit an extended truck or a larger vehicle. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

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$264.52

/ Nightly

Private Vacation Home

FREE WiFi & Trolley ONLY STEPS to Pristine Sandy Beach NO Roads to Cross!

Anna Maria, Florida, United States

**ASK ABOUT LAST MINUTE DEALS!br br Island fun is easy in this 2 unit charming cottage located two houses from the beach. Enter through a screened-in porch to a Newly remodeled seaside haven.br br Coastal charm throughout, Sun and Seadar South, features 2 bedrooms and 1.5 bath. Rest in comfort with a King bed in one bedroom, with 2 twin bed in the second bedroom. br br Prepare your meals on the gas grill or stroll a few blocks for a meal at on of the many family owned restaurants on Pine Ave and Gulf Drive. br br No worries about traffic on this quiet dead end street. Play at the beach all day and be close enough to come home for lunch. Outdoor shower for easy clean up before entering. br br This unit has a connecting door to Sun and Seader North if you want to rent both sides for extended family or visiting friends.br br While we know you love your furry friends, this property is not pet friendly. Please make other arrangements for your pets.br br Our Cancellation Policy: In order to protect our owners from loss of income, ALL MONIES PAID TOWARDS YOUR RESERVATION MAY BE NON-REFUNDABLE AFTER A CERTAIN DATE! FULL AND PARTIAL REFUNDS MAY BE GIVEN UNDER CERTAIN CONDITIONS. Ask our office for details, or check your rental agreement.

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$2162.54

/ Nightly

Private Vacation Home

Elegance~Gorgeous! Arcade!~ Heated pool/spa~North End!

Anna Maria, Florida, United States

Summary:brbrElegance is a brand-new 7-bedroom, 7-bath luxury retreat on Anna Maria Island’s North End, just two blocks from the beach and one block from Pine Ave. Enjoy a heated saltwater pool with infinity spa, rooftop deck, arcade game room, outdoor pool table, and multiple balconies. With king suites, bunk rooms, beach gear, and walkable access to dining and shopping, this home defines upscale island living. ️✨brbrbrbrThe Space:brbr✨ NEW! Elegance | Rooftop Views • Arcade • Heated Pool & Spa ️brbr 307 Magnolia Ave, Anna Maria – North EndbrbrbrbrWelcome to Elegance, a brand-new custom-built luxury retreat just two blocks from the beach and one block from iconic Pine Ave ️ ️ Walk to boutique shops, charming cafés, and waterfront dining—then return to your private resort-style oasis.brbrbrbrThis stunning three-story home features 7 bedrooms and 7 bathrooms, designed for unforgettable group getaways. Spend your days floating in the heated saltwater pool with infinity spa , challenging friends in the arcade game room , or taking in breathtaking island views from the rooftop deck brbrbrbrStep inside to discover elevated coastal design, an open-concept living space, and high-end finishes throughout. The chef’s kitchen includes bar seating for five, premium appliances, and a seamless flow into the dining area for eight—perfect for entertaining. Cozy up in the living room with two sofas, lounge chairs, and a 75” TV brbrbrbrThe backyard is pure island paradise—featuring a 75” outdoor TV, pool table, life-size Connect Four, multiple lounging areas, and plenty of space to unwind under the Florida sun ☀️brbrbrbrWith multiple balconies, a rooftop deck, and walkability to everything Anna Maria’s North End offers, Elegance truly lives up to its name.brbrbrbr Highlightsbrbr• ️ 2 blocks to the beachbrbr• ️ 1 block to Pine Ave shops & diningbrbr• Heated saltwater pool with infinity spabrbr• Rooftop deck with island viewsbrbr• Arcade game room (Pac-Man, basketball, shuffleboard & more)brbr• Outdoor pool table & life-size Connect Fourbrbr• Indoor & outdoor 75” TVsbrbr• Multiple balconies & outdoor dining spacesbrbr• Two-car garage + golf cart garagebrbr• ️ Beach chairs, cart & umbrella includedbrbr• ️ 7 Bedrooms / 7 Bathroomsbrbrbrbr ️ Bedrooms (7BR / 7BA)brbrbrbrMain Level – 3 King Suites:brbr• King bed, ensuite bath with walk-in shower & single vanitybrbr• One premier suite includes walk-in shower, double vanity, walk-in closet & private balcony overlooking the poolbrbrbrbrUpper Level – 2 Bunk Suites:brbr• Bunk Room #1: Ensuite bath with tub/shower combobrbr• Bunk Room #2: Ensuite bath with walk-in showerbrbrbrbrAdditional King Suite:brbr• Spacious king bedroom with ensuite bath & balcony accessbrbrbrbrEvery bedroom offers privacy, comfort, and upscale finishes—ideal for large families or multiple couples traveling together.brbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated pool/spa and a fully fenced backyard—perfect for relaxing, entertaining, and enjoying your own secluded space.☀️brbrbrbrOther Things to Note:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 5 vehicles maximum. Please plan ahead and coordinate with your group accordingly.brbrbrbr Friendly Island ReminderbrbrThis home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m always here to help! You can call or text me directly on my cell anytime. I’m available 24/7 to answer questions, share local tips ️, or assist with anything that comes up. Your comfort and peace of mind are my top priority! ✨

Bed

Bath

Sleeps

$410.5

/ Nightly

Private Vacation Home

Sorgenfrei South: Charming beach getaway across from the Gulf!

Anna Maria, Florida, United States

Sorgenfrei South has everything you need for a perfect beach getaway. This stunning 3 bedroom, 3.5 bath home is located less than a block from the gorgeous gulf beaches and just a few blocks from the fabulous shopping and dining on Pine Avenue. Not only does this home have plenty of space for the whole family, it is meticulously decorated and has all the comforts of home. Book your vacation today. You're sure to fall in love with Sorengfrei South and Anna Maria Island.brbrFloor 2 (main living level): brLiving room, kitchen, dining room, and front-facing balconybrHalf bathbrWet BarbrbrFloor 3 (All bedrooms)brBedroom 1: King w/ TV and office area. Double sinks, walk-in shower and separate tub.brBedroom 2: King w/ TV and ensuite with shower/tub combobrBedroom 3: Two Twins w/ TV and ensuite with shower/tub combobrbrPETS: Please note this property is NOT pet friendly. brbrPARKING: 3 cars maximum are able to park at this home (1 garage space). We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$594.59

/ Nightly

Private Vacation Home

Kingfish: *Canalfront *Paddleboards *Putt Putt *Heated Pool *Hot Tub

Anna Maria, Florida, United States

You want WARMTH –You want SUN – You NEED BEACH – KINGFISH is just the thing! Escape to one of Anna Maria Island’s most private sanctuaries for the senses. Bright and cheery- and so so beachy. Kingfish is in the heart of Anna Maria Island. Down a sandy path past two houses is Tampa Bay Beach plus a playground. Only a stroll north is the turquoise water of the Gulf of Mexico and famous Bean Point. brbr Outside is where the action is with a heated pool, a putt putt golf course, and a large wrap around deck plus a private dock. You will enjoy the glowing sunrise and sunsets each day, tropical breezes and if you are lucky---dolphin and manatee sightings. If the season is right, you won't have to look long for crabs, sting rays and huge snook swimming freely right off your dock! Amid flowering vines and palm fronds, is a sparkling pool. Want to explore This home provides two paddleboards! Need a break from the sun Move into the shade for some ping pong, or a cool one at the outside bar. A large dining table with eight chairs, comfy couch and double rocker plus barbeque all make entertaining al fresco a cinch. The front porch is all Florida plantation-style with porch swings and two old-fashioned rocking chairs.brbrThe romantic and private master bedroom has a sea-blue king size four poster bed, private bathroom plus boasts a view of the Tampa Bay beach. A nautical-inspired bedroom features a queen bed with Ralph Lauren linens, a third bedroom has a king bed plus vivid coral furnishings while a fourth bedroom features two pretty-in-pink twin beds. A fifth bright and colorful bedroom is furnished with twin-over-twin bunk beds and a third hall bathroom accommodates a houseful of guests and children. Each of the three adult bedrooms has a flat screen TV, plus a high definition TV, VCR and stereo in the living room. Cable, wireless and free long distance will keep you connected. Three bathrooms plus an outdoor shower makes vacationing in a group even more fun.brbrBring the family or your significant other. Once you here, you'll always come back.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.brbrNOTE: GARAGE FOR OWNERS' USE ONLYbrbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$645.59

/ Nightly

Private Vacation Home

A Ray Of Sunshine- Amazing property private basketball court pool/spa on a canal

Anna Maria, Florida, United States

A Ray of Sunshine 232 Chilson Avenue, Anna Maria, FL 34216 What you will love about this property: • Canal front home with private dock- Room to dock boats up to 24 feet • Basketball court • Private pool and spa • Less than a 7 minute walk to the beach • Small boat ramp for easy kayak and paddle board launching • Professional Linen program • Close to Pine Avenue shops, restaurants, and free trolley access • Full size washer and dryer Property details: Welcome to A Ray Of Sunshine. This beautiful, newly remodeled beach cottage is the perfect island getaway for your family vacation. Conveniently located within walking distance to Anna Maria's picturesque white sand beaches, Pine Avenue's restaurants and shops, and access to the free trolley. Be sure to bring your kayaks and paddle boards so you can take advantage of the easy canal access from the small backyard boat launch. The boat dock provides clear, no-bridge access to Bimini Bay, ideal for the ambitious fisherman. Spend summer nights out on the lanai and roast marshmallows over the custom-built fire pit, or take a dip in the private, heated pool and spa. Challenge your friends to a round of basketball on your own private court! You'll never run out of things to do at this property. This 3-bedroom, 3-bathroom home cozily accommodates 6 people, great for small families and groups of friends. Complete with stunning terrazzo floors, a new metal roof and plantation shutters. The chefs in your party will love the fully stocked kitchen with new stainless-steel appliances and gorgeous quartz countertops. Every bedroom has sliding glass doors leading out to the pool and a spacious backyard. Make the most of your island vacation at this amazing beach cottage! Discover the beauty of Anna Maria Island by hopping on the free trolley, walking, or renting a golf cart. You’ll love the easy stroll to the beach and the array of locally owned restaurants and shops. The best part will be returning to your new home away from home, where you can unwind with mesmerizing views of the bay from the stunning backyard. Cast a fishing line, drop your kayaks, paddleboard, or take your boat for a spin on Bimini Bay from the private dock. Get everyone together in comfort and style at A Ray Of Sunshine. Book with us today. Bedrooms & Bathrooms • Primary Bedroom- King bed with private exterior door leading to the back yard and ensuite bathroom with walk in shower • Second Bedroom- King bed and ensuite bathroom with shower and bathtub combination • Third Bedroom- Two twin beds with access to the hallway bathroom with walk-in shower This property participates in our Professional Linen Program. In Beach House Real Estate'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. Exciting news Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart at only $750 a week. Please contact us to reserve your golf cart today! Are you bringing the kiddos We have pack & plays and highchairs too! Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure. We rent by the week: Pack & Play - $50.00 Highchair - $40.00 Please contact us to reserve your baby equipment. Friendly reminders No pets are allowed in this home. This home is managed by Beach House Real Estate, an Anna Maria Island property management company. 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. 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 note: 4 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.

Bed

Bath

Sleeps

$554.27

/ Nightly

Private Vacation Home

707 N Bay The Shell House - Anna Maria Island - Private home 3 Bedroom/ 2 1/2 Bath with private pool, maximum occupancy of 6 people.

Anna Maria, Florida, United States

707 North Bay Boulevard - The Shell House- 3 Bedroom/ 2 1/2 Bath, maximum occupancy of 6 people.br Private Pool - Distance to the Beach: 2 blocksbr Please ask for Long-term specials. br br Light and bright, this beautiful home is located in the City of Anna Maria, on the north end of the island. Comfortably furnished, you have everything you need for fun and relaxation.br br Pool heat is available for $20 a day. 1 week minimum.br br br Anna Maria Island is a tropical barrier island seven and one half miles long. Its fine white sugar sand beaches are open to the public with convenient accesses along the entire island. It is one of the finest beaches in the United States. Unlike some tourist areas of Florida that are typified by endless rows of high rise apartment buildings and hotels, Anna Maria is an island of homes and small resorts.br br Enjoy many activities on your visit: swimming, snorkeling, beautiful sunsets, fishing, boating, shopping, watching wildlife, golfing, bicycling, tennis, or more. Easily explore taking advantage of the free island trolley.br br You are vacationing in a residential area where homes are in close proximity to each other. Please be a good neighbor by keeping the noise to a respectful level during the day and night. A violation of the city's noise control ordinance shall subject the violator to the issuance of a notice of violation or citation. Noise is measured at the property line of the property generating the noise.br Amenities Include:br - # Bedrooms: 3br - Bed Sizes: King/ Twins/King- portable cribbr - # Baths: 2 1/2 walk in showerbr - Tub or Shower: Yesbr - Balcony: Yesbr - Pool: Private poolbr - Pool Heat Avail: Yes/$20.00 per daybr - #of units in complex: 1br - Square Feet: 1890br - Floor Number: ground levelbr - Distance to Beach: 2 blocksbr - Internet: BH light : wifibr - View: Pool /greenerybr - washer dryer: Yesbr - Dishwasher: Yesbr - Maximum Persons: 6br - DVD/VCR: Yesbr - TV: 55samsungbr - Hairdryer: yesbr - Type of Parking: drive waybr - Coffee maker: Mr. Coffeebr - Blender: yes

Bed

Bath

Sleeps

$585.96

/ Nightly

Private Vacation Home

Havana Cay- Adorable 3 bedroom cottage style- Pool/spa and only 4 houses from be

Anna Maria, Florida, United States

Havana Cay 109 Cedar Ave, Anna Maria, FL 34216 What you will love about this property: • Historic 1924 Latin style home with deluxe renovations • Only 4 houses in from the beach- 30 second walk to the beach • Private pool and spa • Lush tropical pool/spa, tropical landscaping/lights • Professional Linen program • Close to Pine Avenue shops, restaurants, and free trolley access • Full size washer and dryer Property details: Welcome to Havana Cay. With this secluded and historic property, you will feel like you are vacationing at your own private 5-star resort. Havana Cay sits only 4 houses in from the beach and there are no busy streets to cross and zipping to and from the beach will be so easy! A quick 30 second walk is all that is needed to enjoy the glorious white beach of Anna Maria Island. This historic Anna Maria home is one-of-a-kind. Built in 1924, it has a Latin style flair including exotic Brazilian Teak hardwood floors and a brick fireplace. There are 3 bedrooms including a King in the master bedroom and 2 Queen bedrooms. There is also a sitting room that is a perfect place to relax and enjoy a good book. It has beautiful Island style furniture and fixtures as well as high-speed wireless internet and HD flat screen TVs throughout the house. It is a perfect combination of old-Florida charm and new world luxury! Take the fuss and worry out of packing your private sheets and beach towels knowing that when you arrive to your dream vacation rental, in place are high quality and commercially cleaned luxury bedding, bath towels, wash cloths and beach towels ready for your stay. Eliminate the guessing game, free up luggage space and breathe easy knowing that everything is taken care of for you. This same philosophy extends even to your departure - nothing to wash, dry, fold or have to fool with trying to squeeze into an already tightly packed suitcase! A fantastic must have amenity for your vacation experience. This location is towards the North-End, within the town limits of Anna Maria. It is not far from the quaint shops and restaurants on and around Pine Avenue. You are also close to The City Pier as well as Rod and Reel Pier where you can enjoy a day of fishing and bird watching or a nice meal as they both also have restaurants. The rest of the 7-mile Island can easily be accessed from the tree trolley. Come enjoy your Anna Maria Island vacation in charming, old-world Florida style with all the luxury of today's world. Get everyone together in comfort and style at Havana Cay. Book with us today. Bedrooms & Bathrooms • Primary Bedroom- King bed with private French doors leading to the back yard and ensuite bathroom with walk in shower and soak in bathtub • Second Bedroom- Queen bed • Third Bedroom- Twin bed • Guest bathroom- Hallway bathroom with shower and bathtub combination This property participates in our Professional Linen Program. In Beach House Real Estate'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. Exciting news Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart at only $750 a week. Please contact us to reserve your golf cart today! Are you bringing the kiddos We have pack & plays and highchairs too! Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure. We rent by the week: Pack & Play - $50.00 Highchair - $40.00 Please contact us to reserve your baby equipment. Friendly reminders No pets are allowed in this home. This home is managed by Beach House Real Estate, an Anna Maria Island property management company. 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. 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 note: 3 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.

Bed

Bath

Sleeps

$1458.47

/ Nightly

Private Vacation Home

Big Family Beach House: Large family home, heated pool, putting green

Anna Maria, Florida, United States

Big Family Beach House, the name says it all!brbrCoastal elegance describes this spectacular large family home. It's located in the heart of Anna Maria and is perfectly situated between the white sandy beaches and the Pine Avenue boutiques and restaurants. The open floor plan of this brand new home is professionally decorated and offers a spacious living area with a well-appointed kitchen and family room, 6 bedrooms (see bedroom configuration below) and 5½ bathrooms. The outdoor space of this beautiful home is just as luxurious and the inside! The huge back yard will easily accommodate family and friends and surpass all of your expectations. Golfing enthusiast will love the turf with built in putting green! The beautiful free form pool and lush garden provides a serene setting and privacy, and the generous patio area will allow you to fully enjoy the beautiful weather year round!brbrFloor 1 (ground)brHeated pool and lounge area with outdoor bar, TV and ping pong table.brbrFloor 2 (main living level):brBedroom 1: King with ensuite bathroom with walk-in showerbrBedroom 2: King with ensuite bathroom with walk-in showerbrHalf bathbrbrFloor 3:brBedroom 3: King with ensuite bathroom with walk-in shower and jet tubbrBedroom 4: King with ensuite bathroom with walk-in showerbrBedroom 5: King, shares walk-in shower bathroom with bedroom 6brBedroom 6: Queen, shares walk-in shower bathroom with bedroom 5brbr*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. brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.

Bed

Bath

Sleeps

$554.59

/ Nightly

Private Vacation Home

Tides Inn- Family home with tropical pool area.

Anna Maria, Florida, United States

Treat yourself to the relaxing getaway your family has been daydreaming about! The Tide’s Inn is a pet friendly vacation home near the stunning white sand beaches, with a breezy atmosphere and incredible home amenities! brbrThis home is located only a couple blocks from the ocean beaches and the prime and popular Pine Avenue area! From lazy beach days to downtown Anna Maria, you will find Pine Avenue food, shops, cafes - you’ll have plenty to explore! Two blocks away, you can even hop on the free Trolley to explore the entire island, including beaches such as Bean Point, Bradenton Beach, Coquina Beach and Manatee County Beach. If you have a car with you, Tide’s Inn does have three parking spots, which could also accommodate a boat or trailer!brbrWhen you’re ready to siesta back at Tide’s Inn, you’ll discover all the comforts of home and more! Everyone’s favorite feature (with good reason!) is the epic private custom heated pool, swim up umbrella table and hot tub with surrounding shade trees, lounge furniture, hammock, outdoor fire pit table and Tiki bar. There’s even an outdoor shower and game room next to the pool to enjoy! What more could you need to relax on your own little slice of Anna Maria Island When you’re ready to retire for the evening or coming back from a wonderful downtown meal, you have a spacious four bedroom home to wind down in. Beyond the Tide’s Inn’s four bedrooms, you’ll find two bathrooms, multiple flat screen smart TVs, free WiFi, old school DVD player with DVD collection, washer and dryer, ping pong table, an extra downstairs fridge by the pool and all of it is entirely furnished for you!brbrThis family property is located in a peaceful residential area, so it is asked you keep a respectful noise level during your entire stay! If you’re bringing your beloved canine along, there is $150 non refundable fee per pet prior to arrival due and ask that you pick up after them. We know they’re family and want all to enjoy your vacation together!brbrNOTE: GARAGE FOR OWNERS' USE ONLY

Bed

Bath

Sleeps

$1647.73

/ Nightly

Private Vacation Home

Felicity: Luxury Bayfront Home, Heated Pool, Hot tub and more!

Anna Maria, Florida, United States

Beachfront Felicity in Anna MariabrbrWelcome to Felicity! This is one of the most exclusive homes on Anna Maria Island. Our impressive, luxurious, Key West-style home invites you to an unforgettable vacation, and we hope you enjoy our home as much as we do.brbrWith over 3,000 square feet under air, and 1,500 square feet of outdoor space, this expansive, yet comfortable home, is contemporary and elegant. Located on one of the most enviable spots on Anna Maria Island, our exclusive home is on North Shore Drive - directly on the beach.brbrThe floor to ceiling windows showcase the spectacular and sweeping views of the ocean. Enjoy the expansive terraces on each floor, looking out onto the lovely and colorful sea where you will see pelican fishing and dolphin playing each day. At night, the illuminated Sunshine Skyway Bridge and the lights of St. Petersburg look beautiful in the watery distance.brbrFelicity enjoys an impressive open floor plan with space to sprawl out. Relax in the living room or den, or prepare fabulous food in a full, gourmet chefs kitchen with three ovens and microwave. Enjoy your chilled wine from the wine refrigerator, or a perfect cup of coffee.brbrWake up to the sound of waves lapping on the beach! Felicity sleeps eight guests in four bedrooms, each with private bathrooms and walk-in closets. Three of the bedrooms have large, comfortable, king beds, and the fourth has two bunk beds with Queens on the bottom and XL Twins on top. An elevator to all floors is convenient for those unable to use the stairs. Decorated with beautiful furniture, our home is contemporary, yet comfortable, and, for added comfort and enjoyment, an easily programmed iPad provides the music inside and out.brbrMain Floor:brBedroom 1: 2 XL Twin over Queen Bunk Beds with ensuitebrBedroom 2: King with ensuitebrbrThird Floor:brBedroom 3: King with ensuitebrBedroom 4: King with ensuitebrbrThe ground floor of Felicity is an interactive area with a large Weber gas grill, private swimming pool, putting green, hot tub, foosball table, ping pong table, Golden Tee Gaming System and TV. Relax on the beach, or pull the kayaks out for a little more adventure.brbrWe know you will find Felicity to have everything to meet your needs. Enjoy our home and enjoy your stay on Anna Maria Island!brbrBEACH DISCLAIMERbrPlease be aware that the beach and sand may differ from the photos due to natural processes like tides, weather, and erosion. The beach environment is dynamic and constantly changing, and we appreciate your understanding. Enjoy the beauty of our beachfront properties!brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.

Bed

Bath

Sleeps

$581.1

/ Nightly

Private Vacation Home

Dream Catcher- Key West style beach house on North end.

Anna Maria, Florida, United States

Live out your dream of a tropical paradise at our Key West style beach house on the North end of Anna Maria. Start your dream vacation with morning coffee on the sun drenched screened front porch and watch the palm trees dance with the island breeze.brbrThen, put on your flip-flops and you’re a moment’s walk to miles of sugary white sand beaches and crystal clear water for shelling, dolphin spotting and spectacular sunsets. After a day of chillaxing, switch to the rear screened porch overlooking the brand new heated pool to bring in the nighttime with cool gulf breezes and a relaxing cocktail. Plenty of outdoor comfortable seating for relaxing, entertaining or dining. Poolside enclosed shower and bathroom. This newly renovated home is beach chic with tropical inspired décor and color. High vaulted ceilings envelope the bright living area and dining room The master bedroom with King bed and ensuite bathroom has a separate entrance to the rear screened porch perfect for curling up with that must read book or a afternoon nap. Three additional bright and colorful bedrooms round out this perfect oasis. Every bedroom has a flat screen T.V. and the home is wireless if you insist on checking in with civilization! This is a true four bedroom in the perfect island location. Only one block from historic Pine Avenue and the new boutique district with shopping, cafes, great restaurants and free Trolley. Your vacation dreams await you.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.

4

Bed

2

Bath

8

Sleeps

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