5+ Bedroom Vacation Rentals In Anna Maria, FL

$1210.14

Stunning 5 Bedroom Luxury Home, Pool and Spa, Beach Views!

Anna Maria, Florida, United States

Coastal Queen by AMI Locals brVR18-000091brbrWelcome to Coastal Queen, a warm and inviting luxury vacation home nestled on the north end of Anna Maria Island! Just a short two-minute walk from the sugar-white sands and turquoise waters of Bean Point Beach, this five bedroom, four bath retreat offers a private heated pool and spa, lush, landscaped grounds, and multiple outdoor dining areas, perfect for creating unforgettable memories with family or friends. Conveniently located near top restaurants, shops, and bike rentals. Coastal Queen is your ideal island escape for relaxation, water adventures, and timeless coastal charm!brbrHighlights br• 2-minute walk to Bean Point Beachbr• 5 Bedroom / 4 Bathroomsbr• 4 King beds, 1 twin/ full bunk with trundlebr• Heated pool with a spa and sun shelfbr• Balconiesbr• Outdoor dining and living spacebr• BBQ grills br• Dog friendlybr• Close to restaurants, shops, parks, and the free Anna Maria Island trolleybr• Space for 4 vehiclesbrbrEnjoy your outdoor oasis with a private, heated pool, relaxing hot tub, and lush tropical landscape. Lounge on poolside chairs, dine at the outdoor table, or fire up the BBQ grill for a family cookout. The backyard’s serene atmosphere is perfect for sunbathing, playing, or simply unwinding. The home’s prime location nearby the beach, shops, and waterfront restaurants makes every moment a tropical adventure.brbrInside, the home features a bright, welcoming open floor plan with a fully stocked kitchen connecting seamlessly to the dining and family rooms. The kitchen has ample space for several cooks, with everything needed to prepare a gourmet meal. The dining table seats 6-8 guests, with additional seating for four at the large center island. The family room offers cozy seating and a TV, perfect for relaxing after a fun day at the beach. Large windows open to the lush backyard, inviting natural light and tropical breezes into every corner.brbrRetreat to one of five luxurious bedrooms, each decorated in a calming coastal style and outfitted with premium linens. The primary bedroom features a king bed, balcony access, and an ensuite bathroom with a walk-in shower. The second and third bedrooms, also with king beds, each have their own ensuite bathrooms with walk-in showers. The fourth bedroom offers a king bed and shares a hall bathroom with a shower/tub combo, while the fifth bedroom features twin-over-full bunk beds with a trundle, perfect for kids or extra guests. All bathrooms are modern, with walk-in showers or shower/tub combos for added comfort.brbrRoom Details br• Primary Bedroom (2nd floor): King bed, ensuite with walk-in shower br• Second Bedroom (2nd floor): King bed, ensuite with walk-in shower br• Third Bedroom (1st floor): King bed, ensuite with walk-in shower br• Fourth Bedroom (1st floor): King bedbr• Fifth Bedroom (1st floor): Twin-over-full bunk bed with a trundlebrbrBook Coastal Queen today and enjoy a luxurious escape on Anna Maria Island! With stunning water views, outdoor amenities, and a prime location just minutes from the beach, shops, and dining, this home offers everything for an unforgettable Gulf Coast getaway. Reserve your dates now and start creating lifelong memories in paradise!brbrbr-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.brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. 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 Remember:brYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.br*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$2531.09

/ Nightly

Private Vacation Home

Banyan Beach: Steps to Beach, Pool, Game Room, Putting Green by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Banyan Beach by Anna Maria Life Vacation Rentalsbr104 Beach Ave, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! Steps to the Beach! No Streets to Cross!br5 Bedrooms / 3 Full Baths, & 2 Half Bathsbr3 Kings, 2 Queens, 4 Twin Beds - 1 Set of Twin Bunk Beds & Two Top Twin BunksbrPrivate Heated PoolbrPool Loungers & Adirondack ChairsbrOutdoor ShowerbrPoolside Patio DiningbrOutdoor Kitchen with Built in Grill & Full Size FridgebrElevator to all LevelsbrGame Room with Pool Table, Arcade Game & Large Screen TVbrPing Pong, Putting Green & CornholebrWrap Around Porch with Multiple Seating Areas and Tables for Outdoor DiningbrHammocksbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 4 CarsbrDetails:brBanyan Beach is steps to the sugary white sand beach of the Gulf of Mexico on Anna Maria. With no streets to cross and west of Gulf Drive, your vacation oasis couldn't be any closer to the sand, surf and sea.brbrThe main living level features a stylish kitchen complete with ample workspace for the cook in the family. The kitchen overlooks a dining room with seating for eight which is adjacent to the comfortable living room. The living space is bathed in natural light and offers patio doors to the verandah with more dining for six and cozy outdoor sectional lounge seating.brbrOn this floor, you will find four of the five bedrooms including two king bedrooms, one with an ensuite bathroom, and two queen bedrooms. One of the queen bedrooms also features two additional twin bunk beds over the queen. The third floor is home to the master suite with a king bed, ensuite bathroom and an attached bonus room with twin bunkbeds. Each bedroom includes a TV. Our professional linen service provides crisp linens in the bedrooms and plush towels in the bathrooms. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe tropically landscaped backyard is your own private oasis for relaxation and fun. Take a dip in the heated pool and relax poolside in a lounge chair while enjoying the island breezes. An outdoor shower allows you to rinse the sand from the beach. The outdoor kitchen with built in grill makes dining at the poolside patio table an excellent way to enjoy a meal. Additional outdoor fun includes ping pong, corn hole and a putting green.brbrPool level fun continues in the game room which is complete with a pool table, arcade game, and large screen TV.brbrBanyan Beach is easy walking distance to Gulf Ave, restaurants, and the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1 - King Bed, Bonus Bunkbed Room, Ensuite Bathroom, TV - Floor 3brBedroom 2 - King Bed, Ensuite Bathroom, TV - Floor 2brBedroom 3 - King Bed, TV - Floor 2brBedroom 4 - Queen Bed & Two Upper Twin Bunks, TV - Floor 2brBedroom 5 - Queen Bed, TV - Floor 2brbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrVR21-000074brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation. brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719

Bed

Bath

Sleeps

$2849.84

/ Nightly

Private Vacation Home

Snook Lookout: Canal Home, Pool, Game Room, Putting Green by Anna Maria Life Vacation Rentals

Anna Maria, Florida, United States

Snook Lookout by Anna Maria Life Vacation Rentalsbr211 Oak Ave, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation! 1.5 Blocks to the Beach! On a Canal!br5 Bedrooms / 5.5 Bathroomsbr5 Kings, Queen Sofa BedbrPrivate Heated Pool & SpabrOutdoor ShowerbrPoolside Entertainment Lounge with TV, Bar, Pool TablebrFire Pit with Adirondack ChairsbrPing PongbrPutting GreenbrSummer Kitchen with Gas BBQ Grill & Patio Dining Overlooking PoolbrMultiple Verandah Decks with SeatingbrHammockbrLong dock for easy Paddle Boarding or KayakingbrBoat lift access at dock with 10,000 pound capacitybrElevator (to 2nd floor)brProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 4 CarsbrbrDetails:brLocation! Location! Snook Lookout is 1.5 blocks from the beach and on a canal with a large dock. Welcome to the vacation experience of a lifetime! Snook Lookout is the definition of a luxury beach vacation homebrbrEnjoy the island and sea-themed décor spread throughout the home for total island life immersion. Create a meal in the fully equipped kitchen or venture outside to grill up your catch of the day in the summer kitchen complete with a gas grill, sink, fridge and meal prep area. Enjoy your dinner at the patio table with seating for eight while overlooking the tropical landscaping and sparkling heated pool. Enjoy the island breezes from one of the many verandahs and balconies overlooking the lovely front drive or the sparkling pool and spa. Our home sits on a canal where you may be lucky enough to see manatee or easily take out to the waters for a paddle board excursionbrbrEach of the five bedrooms feature a king-sized bed, en-suite bathroom, and TV. A queen-sized sofa sleeper is also available on the second floor. Each bedroom includes crisp linens and plush towels in the bathrooms from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrAfter a relaxing dip in the oversized lagoon-shaped pool, complete with water feature sculpture and underwater bench seating around a table with beach umbrella, relax in a pool lounger and enjoy the island breezes of paradise. Rinse off the sand and salt at the outdoor shower. Relax in a pool lounger and enjoy the island breezes of paradise. the fire pit is the perfect place to wind down and enjoy the evening.brbrThe entire family will have their choice of entertainment with a pool table, ping pong table, and putting green. Enjoy a tropical drink you made yourself at the bar and chill in front of the TV. Don't forget to bring along a good book for a relaxing afternoon in the hammock. The fire pit provides the perfect place to wind down and enjoy the evening.brbrBring the boat! There is a long dock with lift with a 10,000 pound capacity. There are no bridges to worry about as you head into the open waters of the Tampa Bay. brbrSnook Lookout is easy walking distance to Gulf Ave, restaurants, and the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1 - King Bed, Ensuite Bathroom, TV - Floor 2brBedroom 2 - King Bed, Ensuite Bathroom, Private Balcony, TV - Floor 2brBedroom 3 - King Bed, Ensuite Bathroom, TV - Floor 2brBedroom 4 - King Bed, Ensuite Bathroom, TV - Floor 2brBedroom 5 - King Bed, Ensuite Bathroom, TV - Floor 3brQueen Sofa Sleeper - Floor 2brbrPlease note:brThis home is not pet friendly.brUse of boat lift requires a fully refundable deposit.brAmenities are subject to change.brbrDISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The maximum occupancy is eight.brbrVR20-000003brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

Bed

Bath

Sleeps

$2379.49

/ Nightly

Private Vacation Home

Coastal Elegance! Pool, Putting Green, Movie Room, and More!

Anna Maria, Florida, United States

Periwinkle Place by Exclusive Vacations brVR25-000004 brbrIndulge in the ultimate luxury beach home at Periwinkle Place, part of our Exclusive Collection. This stunning estate in the heart of Anna Maria offers six spacious bedrooms and six and a half bathrooms. Just a five-minute walk from the pristine shoreline and steps from the shops and dining on Pine Avenue, Periwinkle Place combines coastal style with upscale amenities, including a pool with hot tub, private dock, golf cart, a private movie room and more, for an unforgettable beach vacation! Perfect for large families, retreats, or multi-generational gatherings, this home combines sophistication, comfort, and endless outdoor entertainment for your perfect stand getaway. brbrHighlights br• 5-minute walk to Anna Maria Beach br• 6 Bedrooms / 6.5 Bathrooms br• 5 Kings, 2 Twins/ Queen bunks br• Private Dock br• Private Pool with hot tubbr• Outdoor Kitchen br• Private Movie Room br• Putting Green br• Elevator access to all floors br• Short walk to Pine Avenue shops and dining br• Pet-friendly with approvalbrbrExclusive Amenities br• 6 Seat Club Car Cru Golf Cart for Guest Use br• Luxury Beach Bikes for Guest Use br• Beach Chairs and a Beach Cart for Guest Use br• Upgraded Bed and Bath Linens and Toiletries br• Portable Pack and Play br brExperience outdoor luxury with a private pool with hot tub, putting green, and lush tropical landscaping creating your own backyard paradise. The outdoor kitchen and BBQ grill make outdoor entertaining easy, while scenic balconies and a rooftop deck offer breathtaking views of the Gulf and surrounding water. Explore local water sports, fish from your private dock, or return after a day at the beach for a relaxing dip or sunset drinks. brbrStep inside this modern estate and be greeted by a seamless open-concept design. The elegant living room invites relaxation with plush seating, a large TV, and stylish decor, perfect for movie nights or unwinding in style. The gourmet kitchen boasts premium appliances, expansive countertops, and plenty of space for culinary creations, ideal for entertaining. The sophisticated dining area, seating eight comfortably, makes every meal a memorable occasion. br brRetreat to one of six luxurious bedrooms, each offering a tranquil sanctuary. The primary suite features a lavish king bed, a walk-in closet, and an ensuite with a double vanity, spacious walk-in shower, and a spa-like soaking tub. The remaining five bedrooms, all with plush decor, feature four king beds and one bunk room with two twins-over-a queen bed, each with ensuite bathrooms and walk-in showers to ensure privacy and comfort for everyone. The home also includes a half bath and an additional washer and dryer for convenience. brbrRoom Details br• Primary Bedroom: King bed, ensuite with walk-in shower and double vanity  br• Second Bedroom: King bed, ensuite with walk-in shower  br• Third Bedroom: Two Twins-over-a Queen bunk bed and ensuite bathroom br• Fourth Bedroom: King bed, ensuite with walk-in shower  br• Fifth Bedroom: King bed, ensuite with walk-in shower  br• Sixth Bedroom: King bed, ensuite with walk-in shower  br brBook Periwinkle Place today and enjoy an escape filled with water views, outdoor entertainment, and luxurious comforts. Perfect for family reunions, groups, or those seeking a stylish retreat, this home blends island charm with modern luxury. Reserve your dates now and start creating lifelong memories on Anna Maria Island! br brbr- brThis home is managed by AMI Locals, 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 Rental Policies for full details. brbr4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

7

Bed

6

Bath

8

Sleeps

$6599.4

/ Nightly

Hotel Resort

The Rod and Reel Resort

Anna Maria, Florida, United States

Welcome to the new and luxurious Rod and Reel Resort. We are pleased to offer our guests the finest and most inclusive experience the island has to offer. Adjacent to the historic and popular Rod and Reel Pier and the pristine white sandy beaches of secluded Bean Point, this direct waterfront destination offers guests an unparalleled and truly one of a kind vacation experience.brbrWith accommodations for a maximum of 30 guests, this private resort is the premier island venue to host your family and friend group getaway. Featuring every imaginable amenity for your enjoyment in an all-inclusive setting, this coveted destination is located on the most prime real estate the island has to offer. Guests will appreciate the privacy of their individual suites, impeccable grounds and generous gathering spaces for an unparalleled tropical island experience. Relax and indulge in the luxuries, convenience, natural beauty and incredible fun for all ages that can truly only be found at The Rod and Reel Resort.

Bed

Bath

Sleeps

$1558.52

/ Nightly

Private Vacation Home

Golf Cart, Bimini Cove by SeaBreeze Vacation

Anna Maria, Florida, United States

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS!brAll Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance. The golf cart $25 fee is per golf cart, not per driver. This cost covers the extra insurance required. brbrYou'll fall in love with this incredible bay front 5 bedroom/6 full bathrooms home with a separate suite, having 2 full-size kitchens on the sought-after north end of Anna Maria Island! Short distance to the white sandy beaches and only minutes to restaurants and shops. The space is very modern and airy, with high ceilings and upscale furnishings. Heated pool, private dock, gas BBQ grill, and all the amenities you need to live a VIP island experience!brbrThe entry leads you to either the main home or the separate suite off to the left. Upon entry to the main home, you will find a sitting area complete with a wet bar, fridge, and wine cooler where you can make and enjoy an evening cocktail. The fully-equipped kitchen features a gas stove and everything you will need to make a full-course meal or a quick snack. The living and dining rooms are located off the kitchen and feature floor-to-ceiling sliders that boast natural light and picturesque views of the bay. The living room also features plenty of seating and a flat screen TV to relax and unwind after a long day in the sun. You can access the oversized deck and pool from the living or dining room. The deck area features plenty of seating and dining areas where you can sit and relax and enjoy your morning coffee or dine alfresco. The main home features a split plan with three of the five bedrooms. The first guest room features a queen-size bed. The second bedroom features a king-size bed. Both have private baths located near the room. The third bedroom is the primary suite, and it features a king-size bed, large sitting area, flat screen TV, oversized walk-in closet, ensuite bathroom with large soaking tub, and private screened balcony looking out over the bay. On the left-hand side of this luxurious home, you will find a full ensuite that is complete with a living room with a flat screen TV, full kitchen, and outdoor dining area. This suite features two bedrooms. One is a primary suite that features a king-size bed, flat screen TV, ensuite bathroom, and private balcony area with seating. The guest bedroom features two full-size beds and a full-size bath located across the hall. This home also features an amazing outdoor space. The pool area is complete with sun loungers. The backyard has paved pathways, a private sitting area, and the dock area is the perfect place to sit and enjoy your morning coffee, evening cocktail, launch your kayak or fish.brbrCancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply. Please note: For reservations longer than 28 nights or more than $20,000, a different cancellation policy applies - please see the Rental Agreement under the House Rules on the check-out page.brbrThis property participates in our Professional Linen Program. SeaBreeze Vacation strives to bring only the best quality experience to our guests. To do so, we provide a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high-quality linens that are in place and ready for your use upon your arrival. These high-quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume & dye-free soaps, assuring all of our guests a comfortable stay. brbrWith all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following: brbrPer Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach TowelbrPer Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath MatbrPer Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen TowelsbrbrWe also offer a range of supplemental services including pre-stock grocery shopping and babysitting. Need a pack and play or high chair, etc. These are available for a small additional fee and will be waiting in the home on your arrival.brbrBedrooms/BathroomsbrPrimary bedroom features a king-size bed with an ensuite bathroom and flat screen TV.brBedroom 2 features queen-size bed & flat screen TV.brBedroom 3 features a king-size bed and flat screen TV.brBedroom 4 Primary bedroom features a king-size bed with an ensuite bathroom and flat screen TVbrBedroom 5 features two full-size beds.brbrThis property comfortably accommodates a group of 8.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.

Bed

Bath

Sleeps

$1901.78

/ Nightly

Private Vacation Home

Rum Cove-Magical Tropical Oasis: Pool/Hot Tub, Golf Cart, Kayak, SUPs & MORE

Anna Maria, Florida, United States

Welcome to the Rum Cove Experience! brbrThis magical home is a one-of-a-kind oasis on a one-of-a-kind island located right in the heart of Anna Maria! Rum Cove is placed perfectly within walking distance to all the prime entertainment spots! You will find restaurants and so many fun little shops to check out on historic Pine Avenue, cute places to grab a cup of java, donut or waffle and of course the many beach entrances are all just steps out your front door. brAlthough so much is an easy stroll away, a golf cart and bicycles are also provided for exploring the City of Anna Maria. brbrWe believe that one of the most important parts of a rental home is comfort, and this home will not disappoint. Rum Cove, just recently (2020), upgraded to a new state-of-the-art cooling system. This system is equipped with a Space Pak Air Conditioning System for the entre home plus personalized climate control units for each individual bedroom. No more arguing over who wants to sleep cool or who wants it a bit warmer! It’s all at your control! brbrWith a resort style feel and plenty of unique places to relax and have fun, it is impossible to feel crowded at Rum Cove. The upstairs entertainment room has a large 80 TV with surround sound for late night movies. Right outside the entertainment room you will see a shuffle board table designed for those intense games. It also has a den area downstairs great for games with the kids or just a place to read a good book. This home boasts five bedrooms with five king size beds and each bedroom has its own bathroom. The master suite, on the ground level, comes with a steam shower while the upper master suite is equipped with a sauna. brbrThe kitchen is equipped with two Sub Zero refrigerators, two dishwashers, an ice maker, Wolf oven, and plenty of cooking tools for in-home entertaining. Just step outside the kitchen to the pool deck and find a large area perfect for grilling out your favorite burgers, brats or steaks. It comes complete with a large Weber grill, mini-fridge and prep sink. As we like to say...Grillin’ and chillin' is easy at Rum Cove! If you’re the one chillin’ grab a seat and a glass and sit at the boat shaped bar to keep the cook company or grab a floaty and do some chillin’ in the waterfall rock formation pool. At the end of the day it wouldn’t be complete without a soak in the hot tub which overlooks the pool, pure relaxation!brbrWorried about keeping up with your putting shot No problem, Rum Cove is equipped with a putting green so your stroke won’t become rusty. For those with more of an adventurous spirit, just launch the provided paddle boards or kayak right off the floating dock that is located on the side of the house. You also may want to consider renting a boat since Rum Cove has a dock and boat lift located right out the back door on the canal that takes you directly into Tampa Bay within minutes. brbrWhen the day is done, unwind on the upstairs patio that overlooks the pool area, turn on the fire pit, get comfy on the large sectional sofa and count the stars in the night sky. brbrWhen we say Rum Cove has it all. We really mean it! This magical home was designed to lower your heart rate and create lasting memories with family and friends.

Bed

Bath

Sleeps

$1238.76

/ Nightly

Private Vacation Home

Luxury AMI Home with Pool, Rooftop Deck, and Putting Green! 2 Blocks to Beach!

Anna Maria, Florida, United States

Tahiti Bay by AMI Locals brVR16-000466brbrWelcome to Tahiti Bay, a luxury beach vacation home just a short walk from Anna Maria Island’s dazzling beach! This five-bedroom, four-bath retreat offers multiple outdoor decks, a rooftop balcony, a private pool, hot tub, putting green, games, and amenities, all designed for fun, relaxation, and lifelong memories. Located near Pine Avenue’s boutique shops, waterfront restaurants, and scenic parks, Tahiti Bay invites you to experience the perfect island getaway filled with sunrises, sunsets, and water adventures!brbrHighlights br• 4-minute walk to Anna Maria Beach br• 5 Bedroom / 4 Bathbr• 4 King Beds, 2 Twin-over-twin Bunks br• Rooftop deck br• Private pool and in-ground spabr• Putting green, foosball, and corn hole br• Multiple balconies br• Dog friendlybr• 4-minute walk to shops, waterfront dining, parks, and the Pine Avenue district br• 4 Parking SpacesbrbrEnjoy your outdoor paradise, lounge in the lush backyard with a private pool, hot tub, putting green, and outdoor game sets including foosball and corn hole. The spacious decks offer breathtaking water views, perfect for sipping cocktails, enjoying meals, or relaxing with family. Stroll to the beach for sunbathing and water fun, or explore the nearby shops, waterfront restaurants, kayaks, and scenic parks by bike or trolley. Every day on Anna Maria Island becomes a memorable adventure!brbrInside, the home offers a stylish nautical theme with large windows and open spaces. The main living area features three plush sofas, a TV, and sliding glass doors that open to decks with stunning water views. The fully equipped kitchen boasts stainless steel appliances, a large island with seating, and a chic formal dining table, ideal for family meals or gathering with friends. Large outdoor decks extend living space and showcase spectacular Gulf and bay scenery.br brThe primary bedroom, on the second floor, boasts a king bed, a private balcony, and an ensuite bathroom with a walk-in shower. The second bedroom, also on the second floor, features a king bed and shares a hall bathroom with a walk-in shower. The third bedroom has two twin/twin bunk beds, perfect for kids or young guests, with access to the hall bath containing a shower/tub combo. The fourth bedroom, upstairs, offers a king bed and its own ensuite with a walk-in shower. The fifth bedroom provides a king bed, with access to the hall bathroom, ensuring everyone has a relaxing retreat. A washer and dryer are also provided.brbrRoom Details br• Primary Bedroom (2nd floor): King bed, ensuite with walk-in showerbr• Second Bedroom (2nd floor): King bed, br• Third Bedroom (both floors): Two twin/twin bunk bedsbr• Fourth Bedroom (3rd floor): King bed, ensuite with walk-in shower br• Fifth Bedroom (3rd floor): King bedbrbrBook Tahiti Bay today for a luxurious and fun-filled island vacation! With its stunning water views, outdoor amenities, and prime location near beaches, shops, and dining, this home is your perfect island retreat. Reserve now and start living your island dream in style!brbrbr-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.brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. 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 Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$2311.29

/ Nightly

Private Vacation Home

Impressive Luxury Home steps to the Beach! Great Pool and Spa! - Grande Haven

Anna Maria, Florida, United States

Grande Haven by AMI LocalsbrVR18-000049 brbr*Grande Haven is currently undergoing major renovations, bringing fresh upgrades and enhanced amenities to this already stunning home. New photos reflecting these exciting updates are coming soon.*brbrWelcome to Grande Haven by AMI Locals, a newly refreshed and beautifully renovated seven-bedroom luxury vacation rental located just steps from the pristine shores of Bean Point on Anna Maria Island. Positioned directly across from public beach access, this coastal retreat combines elevated design, resort style amenities, and an unbeatable location, making it the perfect choice for large families and group getaways seeking a high end Florida Gulf Coast escape.brbrFreshly updated with thoughtful upgrades throughout, this home now offers enhanced comfort, modern finishes, and new entertainment features designed to elevate every moment of your stay. From sunrise beach walks to evenings spent poolside under the stars, Grande Haven delivers a seamless blend of relaxation, luxury, and island charm. brbrWhy Guests Love Grande Havenbr• 2-minute walk to Bean Point Beachbr• 7 Bedrooms / 5.5 Bathroomsbr• 6 King beds + bunk room with trundlesbr• Newly renovated throughout with upgraded finishesbr• Private pool and in ground spa, newly re-tiledbr• Home gym with treadmill, free weights, lockers, and TVbr• Wet bar with ice machine and two wine fridgesbr• Hard wired Sonos sound system throughoutbr• Two laundry rooms (one on each floor)br• Tesla EV chargers (one in each garage)br• Arcade game in bunk room br• Beach gear included br• Pet friendly with approvalbr• 6 park spots brbrStep outside into your private backyard oasis, where a newly refreshed pool and spa set the tone for laid back island living. Surrounded by updated outdoor lighting and tropical landscaping, this space is perfect for soaking up the Florida sunshine or unwinding after a beach day. Enjoy outdoor dining, fire up the BBQ grill, or rinse off in the outdoor shower after a morning at Bean Point. With plenty of seating and space to gather, this outdoor retreat is designed for connection, relaxation, and making lasting vacation memories.brbrInside, Grande Haven has been thoughtfully renovated with new furnishings, updated lighting, and stylish finishes throughout. The open concept living area features a brand new 70” TV, comfortable seating, and easy access to outdoor spaces, creating the perfect setting for both entertaining and unwinding. The chef’s kitchen remains a standout, equipped with premium Wolf appliances, a spacious breakfast bar, and now enhanced with an additional refrigerator for added convenience. A butler’s pantry and second laundry room provide extra functionality for larger groups. New additions like the wet bar, ice machine, and dual wine fridges elevate your hosting experience, while the integrated Sonos sound system allows you to set the perfect vibe throughout the home.brbrDesigned with comfort and flexibility in mind, this spacious home features six king bedrooms and a dedicated bunk room, making it ideal for multigenerational families and groups. The primary suite on the third floor offers a private retreat with a king bed, balcony access, and an ensuite bathroom featuring dual vanities and a walk-in shower. Additional king bedrooms are located across the second and third floors, each offering stylish decor, plush bedding, and access to outdoor spaces. The bunk room is perfect for kids and teens, complete with two twin over full bunk beds with trundles and an arcade game for added fun. With the addition of two new bathrooms, guests will enjoy increased comfort, convenience, and privacy throughout their stay. brbrRoom Detailsbr-Primary Bedroom, 3rd Floor: King bed, balcony, ensuite bathroom with walk-in showerbr-Second Bedroom, 3rd Floor: King bedbr-Third Bedroom, 2nd Floor: King bedbr-Fourth Bedroom, 2nd Floor: King bedbr-Fifth Bedroom, 2nd Floor: King bedbr-Sixth Bedroom, 2nd Floor: King bedbr-Seventh Bedroom, 2nd Floor: Two Twin over Full bunk beds with trundlesbrbrGrande Haven includes everything you need for a seamless Anna Maria Island vacation, including beach gear, multiple gathering spaces, and convenient access to the free island trolley. Explore nearby Pine Avenue, enjoy local dining, or spend your days relaxing on the beach just steps away. For added convenience, this home features two laundry rooms, EV chargers, and a newly renovated elevator (available with prior owner approval).brbrLocated near the highly sought after Bean Point area, this home places you in one of the most beautiful and peaceful parts of Anna Maria Island. Known for its powder soft white sand and breathtaking Gulf views, Bean Point is a favorite for sunset walks, shelling, and quiet beach days. Just a short bike ride away, explore Pine Avenue’s charming boutiques, local cafes, and popular dining spots like The Waterfront Restaurant, where you can enjoy fresh coastal cuisine with bay views, or The Sandbar Seafood and Spirits, a must visit for beachfront dining and unforgettable sunset views. brbrWith its fresh renovations, expanded amenities, and unbeatable location just steps from the beach, Grande Haven by AMI Locals offers an elevated vacation experience designed for comfort, connection, and unforgettable moments.brbrBook your stay today and experience Anna Maria Island luxury at its finest.brbr- brWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. brbr6 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: 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.

7

Bed

5

Bath

16

Sleeps

$844.97

/ Nightly

Private Vacation Home

C-View Florida: Canal Front Home w/ Dock!

Anna Maria, Florida, United States

C-View Florida by Anna Maria Island AccommodationsbrbrWelcome to C-View Florida, a recently refreshed five-bedroom, three and a half bath, ground floor vacation home located in the heart of Anna Maria. Designed for families and group getaways, this upscale island retreat offers a private pool, canal front living, and a walkable location near the beach and local favorites. Just minutes from the white sand shoreline and the shops and restaurants along Pine Avenue Shopping District, this home delivers the perfect blend of relaxation and island adventure.brbrWith spacious indoor living, multiple bedroom suites, and a backyard built for outdoor enjoyment, C-View Florida is an ideal choice for guests looking to experience the laid back charm of Anna Maria while enjoying the comforts of a private home.brbrHighlightsbr• Short walk to the beachbr• 5 Bedrooms / 3.5 Bathroomsbr• 3 King beds, 1 Queen bed, 2 Full bedsbr• Ground Floorbr• Private poolbr• Canal front home with dockbr• Additional half bath near the poolbr• Washer and dryerbr• Beach cart and beach equipmentbr• Walkable location near dining and shoppingbr• Parking for up to five vehiclesbrbrStep outside to your private backyard oasis featuring a sparkling pool and plenty of seating for lounging or outdoor dining. The canal front setting includes a dock, perfect for guests bringing kayaks or paddleboards to explore the surrounding waterways. A convenient half bathroom near the pool adds comfort for long days spent enjoying the Florida sunshine.brbrInside, C-View Florida features an open concept living space designed for gathering and relaxing together. The living room offers comfortable seating and a welcoming atmosphere for movie nights or downtime after the beach. The fully equipped kitchen includes everything needed for group meals and family favorites, with ample counter space and easy flow into the dining area for shared meals and memories.brbrThe primary bedroom is a private retreat with a king bed and an ensuite bathroom featuring a walk-in shower and a separate soaking tub. Beyond the primary suite, the home is thoughtfully designed with two semi-private sleeping wings, each separated by a door for added privacy.brbrOne mini-suite includes a king bedroom and a queen bedroom that share a full bathroom with a shower and tub combination. The second mini-suite features a king bedroom and a bedroom with two full beds, also sharing a full bathroom with a shower and tub combination. This layout is ideal for families or groups who want shared space while maintaining privacy between sleeping areas. A convenient half bathroom near the pool adds extra comfort for outdoor living.brbrUpdated Room Detailsbr-Primary Bedroom: King bed with ensuite bathroom, walk-in shower, and separate soaking tubbr-Second Bedroom: King bed, located in mini-suite with shared bathroom (shower and tub combination)br-Third Bedroom: Queen bed, located in mini-suite with shared bathroom (shower and tub combination)br-Fourth Bedroom: King bed, located in mini-suite with shared bathroom (shower and tub combination)br-Fifth Bedroom: Two Full beds, located in mini-suite with shared bathroom (shower and tub combination)br-Half Bathroom: Located near the poolbrbrThis home also includes a full size washer and dryer, beach cart with beach gear, WiFi throughout the home, and parking for up to four vehicles.brbrWhether you are planning a family vacation or a multi family island escape, C-View Florida by Anna Maria Island Accommodations offers space, comfort, and an unbeatable location. From relaxing pool days to easy walks to the beach and Pine Avenue, this home sets the stage for unforgettable Anna Maria Island memories. Reserve your stay today and start counting down to island time.brbr-brThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company. brbrThis property does not allow pets of any kind. brbr5 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Island Accommodations Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$1370.62

/ Nightly

Private Vacation Home

Still Waters Beach House- A north end tropical getaway.

Anna Maria, Florida, United States

Welcome to Still Waters Beach House! Come rest and be refreshed in one of the most family friendly and spacious (3600+ SF) homes on the highly desirable north end of Anna Maria Island. Newly renovated and updated, this luxurious home is stocked with everything you need for the perfect beach vacation!brbrStill Waters Beach House offers six bedrooms and sleeps 14 people, perfect for any size family or a multi-family group. The house offers two huge master bedroom suites with attached outdoor balcony seating, two king bedrooms with bathrooms, a queen bedroom and a bedroom with two twin trundle beds.brbrWhen you wake up in the morning, head to the rooftop deck for gorgeous sunrise views of the Bay, then in the evening close out the day with breathtaking sunset views of the Gulf! The stunning panoramic view from the rooftop deck is truly incredible and one of the best features of the house!brbrSpend hours in the saltwater pool relaxing, playing in the waterfall or shooting hoops in the pool basketball hoop. Make sure to leave some time to take a break in the hot tub too!brbrTime to head to the beach The beautiful Bean Point Beach on the Gulf is only three blocks away and the beach on the Bay side is only four blocks away. Two stand-up paddle boards and a kayak make the beach trip even more fun, and carriers are provided to make transporting them easy. A beach wagon is also provided to make transporting all of the other beach items hassle-free.brbrNeed to take a break from the sun There are numerous indoor entertainment options: watch a movie or the big game on one of the eight TVs, challenge someone to a game of ping pong or foosball in the beautiful poolside lanai, or battle it out on the four person stand-up arcade console loaded with 3500 classic games including PacMan, Donkey Kong, Street Fighter, Golden Tee, NBA Jam and many more!brbrCome and enjoy paradise at the Still Waters Beach House!brbrHouse items included at no charge:brFour player stand-up arcade console with 3500 classic gamesbrPing pong tablebrFoosball tablebrBBQ grill propanebrTwo adult bikesbrbrBeach items included at no charge:brKayak (with carrier)brTwo stand-up paddle boards (with carrier)brBoogie boardsbrBeach wagonbrBeach coolerbrBeach chairsbrBeach toysbrbrGround Floor:brPoolside lanai room with ping pong, foosball, and lounge TV area.brbr1st Floor:brBedroom 1: King w/ TV, private balcony, and ensuite bathroom with tub, walk-in shower, and double sinksbrBedroom 2: Queen w/ TVbrHalf bathroom in hallwaybrLaundry roombrLiving room, Dining room and Kitchen with dining balcony overlooking the poolbrbr2nd Floor:brBedroom 3: King w/ TV and ensuite bathroom with tub and walk-in showerbrBedroom 4: King w/ TV and ensuite bathroom with walk-in showerbrBedroom 5: King w/ TV and ensuite bathroom with walk-in showerbrBedroom 6: Two twin daybeds w/ trundles and TV (4 twins total)brHallway bathroom w/ walk-in showerbrGame room and 4-player arcade console, access to balcony and spiral staircase to rooftop deck.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.

Bed

Bath

Sleeps

$1138.77

/ Nightly

Private Vacation Home

Pink Palm: Dog-friendly, 6-bedroom, 3-min walk to beach!

Anna Maria, Florida, United States

Pink Palm is one of the most impressive vacation rentals on Anna Maria Island! The home is located just a half a block away from one of the island's most sought after beaches, Magnolia Beach. You will be walking distance to some of AMI's favorite dining spots, including The Porch, Ginny & Jane E’s, Harry’s Grill, Mademoiselle Paris and The Sandbar, where you can dine with your toes in the sand!.brbrThe home is situated on beautiful grounds on an exclusive residential street with a heated pool and hot tub. There is gorgeous new outdoor furniture to relax on by the pool and all 4 balconies. What a view from the top!!brbrThe main floor has a master bedroom with an open plan kitchen, lounge and dining area. There is a separate kid's dining room stocked with games and books. The upper floor has 5 bedrooms and a separate room with seating and a tv. Bring your DVD's and video games!brbrThere are 6 bedrooms upgraded with new mattresses in Fall 2021. Come enjoy Paradise at the Pink Palm!!brbrPETS: Dogs are allowed with prior approval. Must be well trained and less than 50lbs. 2 dogs max. A $150 non-refundable pet fee applies per pet.brbrPARKING: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise

Bed

Bath

Sleeps

$1493.98

/ Nightly

Private Vacation Home

Under the Sun! Rooftop Deck, Pool and Spa!

Anna Maria, Florida, United States

Under the Sun by AMI Locals brVR22-000075 brbrWelcome to Under the Sun! This five bedroom, four and a half bath Anna Maria Island vacation rental blends modern luxury with laid-back island charm. Just a two-minute walk from the white sandy shores of Anna Maria Beach, this home invites you to relax in style with a rooftop deck, private pool with spa, and multiple balconies, perfect for enjoying Gulf breezes! brbrHighlights br-2-minute walk to Anna Maria Beach br-5 Bedrooms / 4.5 Bathrooms br-4 King beds, Full over Queen bunk br-Rooftop deck br-Private pool with in-ground spa br-Balconies with outdoor seating br-BBQ grill br-Outdoor dining br-Washer and dryer br-4 Parking Spaces brbrFrom sunrise to sunset, Under the Sun offers endless ways to enjoy Florida’s Gulf Coast. Start your morning with coffee on a private balcony, lounge by the heated pool, or gather on the rooftop deck for panoramic views of Anna Maria Island’s unforgettable sunsets. The covered patio with dining space and BBQ grill makes outdoor living a breeze, while the spa ensures relaxation after days spent on the beach. brbrInside, the open concept living area greets you with plush seating, TV, and coastal décor. The gourmet kitchen features appliances, ample counter space, and all the cookware you’ll need for homemade meals. Whether dining at the large indoor table or alfresco on the balcony, you’ll find plenty of space to gather with family and friends. brbrThe primary suite is a tranquil escape with a canopy King bed, ensuite bathroom, double vanity, walk-in shower, and a private balcony. Three additional King guest rooms feature stylish décor, TVs, and two with ensuite baths. The fifth bedroom offers a bunk with a Full-over-Queen setup and its own ensuite bathroom with a shower/tub combo. A half bath and laundry add convenience for longer stays. brbrRoom Details br-Primary Bedroom: King bed, balcony, ensuite bathroom with double vanity and walk-in shower br-Second Bedroom: King bed, balcony, ensuite bathroom with walk-in shower br-Third Bedroom: King bed, ensuite bathroom with walk-in shower br-Fourth Bedroom: King bed br-Fifth Bedroom: Full over Queen bunk, ensuite bathroom with shower/tub combo brbrUnder the Sun offers the ultimate Anna Maria Island luxury experience, just steps from the Gulf. Spend your days swimming, sunbathing, or exploring Pine Avenue’s boutique shops and restaurants, then retreat to your private oasis for evening cocktails on the rooftop deck. Whether you’re planning a family reunion, couples’ getaway, or friends’ vacation, this home delivers an unforgettable blend of comfort and coastal elegance. brbrReserve your stay at Under the Sun today and start making lifelong memories on Anna Maria Island! brbr- brThis property does not allow pets. brbr4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis home is managed by 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: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$1335.66

/ Nightly

Private Vacation Home

Spectacular Northshore Anna Maria Home w/ Private Pool – 1 Block to Beach

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$1537.08

/ Nightly

Private Vacation Home

Pier Pleasure - Anna Maria at it's finest! Pool, hot tub, beach, putting green

Anna Maria, Florida, United States

Luxury abounds in this lovely home on the north end of Anna Maria. Every inch of this home was built in a well thought out manor with elegance and comfort in mind. This magnificent and sprawling estate has four bedrooms, 4.5 bathrooms and a bonus room children to congregate and play games. The bonus room is equipped with full beds and bunks. All other bedrooms have King size beds. The home is three stories with an elevator that goes to all floors, except for the roof top deck.br br br The ground level will grab your attention with the spacious under roof, open air gathering area. This area has plenty of comfortable seating by the gas fireplace, an eight seat dining table, large flat screen TV, putting green and completed with an amazing pool and hot tub. br br Moving to the second floor, you will immediately be enchanted by the gorgeous views of the Tampa Bay and Sunshine Skyway. The spacious and comfortable semi-circular sofa gathers around the gas fire place and large flat screen TV. Then feast your eyes on the gourmet kitchen for even the most discerning chef in the family. While the Chef is making your fresh catch or favorite meal you can sit at the kitchen island, dining table or open air sun deck with the amazing blue/green waters that Anna Maria Island is famous for. There are also two bedrooms on the second floor each with its own bathroom.br br The third floor, like the second floor can be accessed by the stairs or the elevator. The second and third floors are separately cooled and the stairwell upstairs is glassed in with a door leading to the stairs. br br Once upstairs you will be introduced to the next bedroom, Master suite and bonus bunk room. Each bedroom has its own bath and king size beds. The master ensuite hast a state of the art bath and shower, dual sinks and features that give it the extra WOW factor. The views from the two bedrooms are fabulous and second to none! There is a balcony that overlooks the Tampa Bay and Sunshine Skyway Bridge. You can see for miles.br br Finally, we reach the roof top sundeck where you really can see for miles as well as having a birds eye view of the surrounding neighborhood. The breeze from up top is as amazing as the 360 degree views.br br This state of the art home is within walking distance to the Post Office, Pine Avenue shops and restaurants, the Rod and Reel Pier, the Anna Maria City Pier. Roser Church and the highly sought Bean Point.br br This rental requires the non-refundable $55.00 damage protection/waiver.br br Wagner Realtybr Amenities Include:br - View: Tampa Bay/Skywaybr - Waterfront: Across the streetbr - Beach Distance: Across the street or 1/2 milebr - Pool, Heated: Yesbr - Beach Access: Publicbr - Pool: Yesbr - TV Cable/Satellite: Cable/Steamingbr - Internet Access: Yesbr - washer dryer: Full sizebr - Bed Size 1st/Master: Kingbr - Bed Size 2nd Rm: Kingbr - Bed Size 3rd Rm: KIngbr - Elevator: Yesbr - Floor No.: Ground to Roof topbr - Parking: Two car garage + one spacebr - Patio: Several open air decksbr - Balcony: Several open air decksbr - Fireplace, Wood/Gas: Electricbr - Lanai: Several open air decksbr - TVs/VCR/DVD: 3 TV's; MBR, LR & pool areabr - Furnished: Yesbr - Master Bath Features: Walk-in shower/Garden tubbr - Walk-In Shower: Yesbr - Garage: Two carbr - Bus Service Avail.: Public transitbr - Hot Tub: Yesbr - Agent: Lisa Varanobr - Office: Anna Maria Island

Bed

Bath

Sleeps

$1647.92

/ Nightly

Private Vacation Home

5BR Beach House • Pool • Walk to Pine Ave & Dining

Anna Maria, Florida, United States

Tucked just off iconic Pine Avenue on Anna Maria Island, The Spring House is a relaxed coastal retreat designed for effortless island living. Walk to beaches, shopping, and waterfront dining, then come home to your own private oasis; perfect for families, couples, or friends traveling together. Just a 2-minute drive to beach or an 8-minute walk. Lots of golf cart rentals in the area.brbr Lagoon-Style Freeform Plunge Pool (Heated)br Walk to Pine Ave, beaches & the Waterfront Restaurantbr☀️ Prime North Anna Maria locationbr Private heated pool, hot tub & outdoor living spacebr Steps from dining, boutiques & island charmbrbrThe SpacebrbrThe Spring House blends island charm with modern comfort. Thoughtfully designed for connection and relaxation, the home features bright interiors, coastal finishes, and inviting indoor–outdoor living spaces that make it easy to slow down and enjoy island time.brbrWhether you’re starting the day with coffee on the balcony, walking to dinner on Pine Ave, or unwinding poolside after the beach, everything here is set up for a seamless, stress-free stay.brbrKey Features:brbr• 5 bedrooms & 4 bathroomsbr• Private heated pool surrounded by lush tropical landscapingbr• Outdoor lounging and dining areasbr• Fully equipped kitchen and appliancesbr• Open living areas perfect for gatheringbr• Smart TVs & fast Wi-Fi throughoutbr• Beach gear provided for easy island daysbrbr** Note: The pool is surrounded by mature trees, creating a private, tropical feel. Due to this, some leaves or natural debris may occasionally be present. The pool is professionally serviced multiple times per week, and a skimmer is available onsite for guest use.brbrLocationbrbrOne of the best locations on Anna Maria Island.brbrFrom The Spring House, you’re just:brbr ‍♂️ Steps to Pine Avenue shops, cafés & ice creambr ️ A short walk to waterfront diningbr ️ Minutes from some of the island’s best beachesbr Close to bike paths, kayaking, paddleboarding & fishingbrbrEnjoy the island the way it’s meant to be experiencedbrbrWhat Guests Love:brbr⭐️⭐️⭐️⭐️⭐️ “The location was unbeatable — we walked everywhere.”br⭐️⭐️⭐️⭐️⭐️ “Beautiful home, super clean, and the pool was perfect after beach days.”brbrYour 5-Star Eversea StaybrbrAs with all Eversea Vacations, guests enjoy a professionally managed stay with a digital concierge guide filled with local recommendations, beach tips, and island experiences. so you can live like a local from day one.brbrWhether you’re here for a family getaway, a relaxing beach escape, or a long weekend on the island, The Spring House is your perfect Anna Maria home base.brbrBook now and experience island living at its best.brbrHouse Rules: brMax occupancy: 12 guests. brNumber of vehicles allowed: 4brCity Noise Ordinance: 10pm-8ambrLicense Number VR16-000453

Bed

Bath

Sleeps

$1990.03

/ Nightly

Private Vacation Home

Back To Blue: Amazing Bean Point Location, Resort Style Backyard with Pool by Anna Maria Life

Anna Maria, Florida, United States

Back to Blue by Anna Maria Life Vacation Rentalsbr850 North Shore Drive, Anna Maria, FL 34216brbrWhat You'll Love About This Home:brLocation, Location, Location – Coveted AMI North End, just a 5-minute walk to Bean Point and directly across the street from the BaybrRoom for Everyone – 5 bedrooms / 5 bathrooms, five king beds plus a queen sofa sleeperbrPrivate Casita – Separate guest house with its own entrance, king bed, full bath & kitchen — perfect for grandparents, new parents with a baby, or couples wanting extra privacybrEvery Bedroom Has Its Own Bath – No sharing or waiting; each bedroom has its own dedicated bathroombrResort-Style Heated Pool & Spa – Private pool with spa and in-pool lounge chairsbrMultiple Outdoor Living Spaces – Upper deck with dining, covered poolside lounge, breezeway seating, and shady hangout areas to spread outbrPoolside Bar & Game Room – Garage level opens to the pool and doubles as a fun indoor/outdoor bar & game area with TVbrPing Pong, Cornhole & Games – Plenty of ways to play, rain or shinebrOutdoor Showers & Foot Wash Stations – Rinse off the sand after days at the beach or baybrGrill & Dine Outside – Gas grill, picnic table and outdoor patio diningbrBeach-Ready – Beach towels, beach chairs and a beach wagon providedbrEasy Parking – Driveway parking for up to four carsbrbrDetails:brTucked away on the treasured North End of Anna Maria Island, Back To Blue is a spacious, light-filled retreat designed for families and groups who want room to truly relax. With the Bay just across the street and the sugar-white sands of Bean Point a short stroll away, you'll enjoy the best of both the bay and the Gulf in one of the most sought-after neighborhoods on the island.brInside, you'll find five bedrooms and five bathrooms, all with king beds and their own dedicated bathrooms, so every guest has a comfortable, private place to unwind. The home is ideal for multi-generational trips, extended families, or couples traveling together, offering a great balance of together time and personal space.brA standout feature is the separate guest house (casita) with its own entrance. This studio-style space includes a king bed, full bathroom, and fully equipped kitchen — perfect for grandparents who like quiet evenings, parents with a napping baby, or anyone who wants a little extra retreat within the retreat.brThe primary suite includes a king bed, en-suite bathroom, and a private upper-level deck with seating to take in tranquil water views. A spiral staircase from this deck leads directly down to the backyard and pool, making it easy to slip out for a morning coffee by the water or an evening soak in the spa.brAcross the main house, you'll find additional king bedrooms, each with access to its own bathroom and thoughtful touches like smart TVs and cozy linens from a professional linen service. Complimentary Wi-Fi and in-home laundry keep your stay as convenient as it is relaxing.brbrOutdoor Living & FunbrBack To Blue really shines with its abundance of outdoor living space.brThe private heated pool and spa are the heart of the backyard, complete with in-pool lounge chairs on the sun shelf for lazy afternoons in the water. After the beach, rinse off in the outdoor shower or use the foot wash stations before heading inside.brbrAt the pool level, the covered lounge and game area creates an ideal indoor/outdoor hangout zone. The garage opens into this space and is set up as a poolside bar and game room with seating and a TV, so everyone can cool off in the shade without leaving the action. There's ping pong, cornhole, puzzles, games and books, giving all ages plenty to do from morning to night.brOn the second level, a deck with patio dining for six is perfect for breakfast al fresco or sunset dinners. The ground level offers even more outdoor seating, a picnic table, and a gas grill for easy cookouts after a day at the beach.brBeach days are a breeze with beach towels, chairs, and a beach wagon provided — just load up and head to Bean Point or stroll across to the bay.brbrWalkable North-End LocationbrFrom Back To Blue, you're within easy walking distance of shops, restaurants, and the island's free trolley, which runs the full 7 miles of Anna Maria Island. Park the car, hop on and off at your leisure, and explore the beaches, piers, Pine Avenue, and local favorites without worrying about parking.brThis is truly a “park once and relax” kind of vacation home.brbrBedroom 1 - King Bed, Ensuite Bathroom, 55 inch Smart TV - Floor 1brBedroom 2 - King Bed, Ensuite Bathroom, 55 inch TV Smart TV - Floor 1brBedroom 3 - King Bed, Ensuite Bathroom, Backyard & Pool Access, 55 inch Smart TV - Floor 2brBedroom 4 - King Bed, TV - Floor 2brBedroom 5 - King Bed EnSuite Bath, 55 Inch SmartTV - Floor 2 (Located in Guest House)brLiving Room - Queen Sofa BedbrbrPlease note:brPets are not allowed in this home.brThe garage is configured as a poolside bar & game room and not available for vehicle parking.brAmenities, furnishings and decor are subject to change from time to time.brDriveway parking is available for a maximum of 4 cars. Parking for additional vehicles is not available. brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night so everyone can enjoy the quiet North End atmosphere.brbrVR22-000012brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

Bed

Bath

Sleeps

$972.93

/ Nightly

Private Vacation Home

Anna Maria Island of Palms - HotTub,Pool,Poker,Games and more

ANNA MARIA, Florida, United States

Welcome to ISLAND OF PALMS – Your Ultimate Vacation Retreat!brbrEscape to this stunning 5-bedroom, 3-bathroom coastal home, newly designed perfectly for relaxation, comfort, and unforgettable memories. Featuring Hot Tub, Fenced Yard, Games, Putting Green, Heated Pool, and a Pool Room, this nearly 3,000 sq. ft. oasis is located directly across from the bay with breathtaking views of Tampa Bay and the Sunshine Skyway Bridge – ideal for families or groups of up to 12 guests (Bert Harris-approved).brbrWhether you’re here for a weekend getaway or a longer retreat, Island of Palms offers the perfect balance of luxury, location, and charm.brbrWhy You’ll Love It Here:brbrSix furnished decks with pool or bay views to soak in the Florida sunshine and gentle bay breezes.brbrJust 4 blocks to Pine Avenue, home to charming boutiques and top-rated restaurants.brbrShort stroll to the iconic City Pier.brbrBay beach access is right across the road for convenient waterfront fun.brbrBeach Essentials Provided:brbrBeach wagonsbrbrBeach chairsbrbrBeach umbrellasbrbrBaby Essentials Provided:brbrPack-n-playbrbrHigh chairbrbrBaby bathtubbrbrInside the Home:brbrSpacious open floor plan with high ceilings and elegant porcelain tile flooring.brbrFully equipped kitchen with granite countertops, island, stainless steel appliances, and newly updated finishes.brbrMain level: Two guest rooms (one with twin beds, one with a queen bed and porch access) + full bathroom.brbrUpper level: Two more guest rooms (king beds and two doubles) with balcony access.brbrLuxurious primary suite with sitting area, walk-in closets, private balconies, and spa-like bath featuring a soaking tub and custom walk-in shower.brbrOutdoor Fun & Relaxation:brbrHeated pool surrounded by lush tropical landscaping.brbrGame room + Poker RoombrbrTwo garages with ample storage.brbrHot Tub + Outdoor shower after beach days.brbrExtras You’ll Appreciate:brbrFreshly updated with modern amenities including metal roof, hurricane-rated sliders, and updated AC units.brbrWake up to sunrise views from east-facing porches and enjoy night views of the Skyway Bridge’s sparkling lights.brbrPerfect for Your Stay:brWith flexible 1–7 night stays, Island of Palms is perfect for family vacations, group getaways, or a relaxing escape by the bay.brbrDon’t wait—book ANNA MARIA Island of Palms now for your next dream vacation!

Bed

Bath

Sleeps

$1448.58

/ Nightly

Private Vacation Home

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

Anna Maria, Florida, United States

Bed

Bath

Sleeps

$3,475

/ Nightly

Private Vacation Home

Gulfview Estate: Beachfront luxury home with sweeping Gulf views

Anna Maria, Florida, United States

Welcome to Gulfview Estate, your exquisite beachfront retreat where luxury meets tranquility. This stunning 5-bedroom, 4.5-bathroom home offers unparalleled comfort and breathtaking views of the Gulf for up to 8 guests.brbrGulfview Estate boasts direct beach access to the pristine shores of Bean Point. Enjoy the beauty of the Gulf as you stroll along the sandy shores, taking in mesmerizing sunrise and sunset views. Relax in the private heated pool and hot tub, surrounded by a spacious lounge area overlooking the enchanting Bean Point.brbrThe ground level is a haven of indoor-outdoor living, featuring a TV, dining table, grill, drink refrigerators, and ample counter space. Slide open the wall-to-wall doors to seamlessly connect with the pool deck, creating a perfect space for entertaining. Indulge your culinary desires in the renovated open-concept kitchen with top-of-the-line appliances and a breakfast bar. A scullery kitchen adds extra convenience for meal preparation.brbrThe first floor includes a great room with a TV and dining area, surrounded by wall-to-wall windows showcasing a stunning water view. The second floor features a balcony overlooking the pool deck and the Gulf, two bedrooms, a laundry room, and a convenient half bath. Ascend to the third floor to discover the master suite, complete with a private balcony offering panoramic views of the Gulf. Two additional bedrooms and a shared full bathroom complete the third-floor accommodations.brbrGulfview Estate underwent a gorgeous renovation in 2023, ensuring a modern and stylish atmosphere that enhances your beachfront escape. Whether you're seeking a family getaway, a reunion with friends, or a luxurious retreat, Gulfview Estate invites you to experience the epitome of coastal living. Book your stay now and create memories that will last a lifetime.brbrFloor 1 (ground)brHeated pool, hot tub, indoor/outdoor living area, direct beach access.brbrFloor 2brBedroom 1: King with TV, ensuite with walk-in shower and walk out front balconybrBedroom 2: King with TV, ensuite with walk-in shower and walk out front balconybrKitchen, scullery kitchen, dining area, great room, balcony with Gulf viewsbrHalf bathbrLaundry room with two sets of washers and dryersbrbrFloor 3: brBedroom 3: King master with walk-in closet, TV/lounge area, ensuite bath with walk-in shower and private balcony overlooking the GulfbrBedroom 4: King with TVbrBedroom 5: Twin-over-King bunk with TVbrShared bathroom in hall with walk-in showerbrbrPETS: 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: For security purposes, there are exterior-only video cameras on the premises.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

5

Bed

4

Bath

12

Sleeps

5+ Bedroom Vacation Rentals In Anna Maria, FL

$1210.14

$2531.09

$2849.84

$2379.49

$6599.4

$1558.52

$1901.78

$1238.76

$2311.29

$844.97

$1370.62

$1138.77

$1493.98

$1335.66

$1537.08

$1647.92

$1990.03

$972.93

$1448.58

$3,475

Rent a place that suits your needs

Most popular vacation rentals in Anna Maria

$2665.79

$5765.83

$4260.10

$3424.34

$3127.08

$2905.58

$2860.79

$2849.84

$2815.96

$2785.32

Most Popular Cities in Florida