211 properties available

Located in Anna Maria, Florida, United States. Luxury home close to beach! Pool & putting green Seaside Magnolia by Anna Maria Island Locals Home in Anna Maria, FLFeatures:• Private pool and spa• newly installed Putting Green• large backyard area great for your family to get together• a short 3 block stroll to the gorgeous Anna Maria Island beach• Beach chairs and a beach cart for guest use• Washer + Dryer• Dog friendly with host approval and additional $250 pet feeWelcome to Seaside Magnolia! From the moment you step through the front door, you are greeted by the subtle hues of the beach, with the elegance of a five-star resort. And its only 3 blocks to the beach!!This beautiful luxury vacation home was designed and decorated with quality and island charm in mind. The main living level is on the 2nd floor of this home. It opens up into the airy living room, kitchen, and dining area. The timeless kitchen has all upgraded appliances, a large island, and is open to the dining room and living room with a view of the oasis style p

Located in Anna Maria, Florida, United States. 4 FREE BIKES for new fall stays Sep 3-Nov 16 FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (Provided by our friends at Beach Bums at 427 Pine Ave, Anna Maria, FL 34216. Guests will need to pick up and drop off bikes.)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.Gulfview 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.The 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 se

Located in Anna Maria, Florida, United States. Charming Beach home sits amongst huge Banyan Trees, walk to beach’s & Pine Ave. Voted a Tropical paradise perched among native banyon trees.Wake to the sound of sea birds in this tropical paradise. Private fenced yard, fire pit, hammick and swings just steps to famous Pine ave’s shops and eateries. Walk 7-9 minutes to the beautiful calm Bayside beach & Anna Maria pier, then 4 minute beach walk south takes you to Rod and Reel fishing pier & restaurant pub where water life is seen daily, fishing rods and bait available . Walk further (4 minutes) to “ Bean Point" Beach voted as one of the top ten most beautiful beaches in the world.Just steps to historic Pine Ave. with quaint shops, restaurants, bike, kayak, and small motor vehicle rentals that is blocks to Annamaria gulf beach public access’s at the end of every street. Famous sandbar restaurant and bar on the beach. Also Bortells local sports bar for late night outings.Beach gear is provided, however sometimes guests le

Located in Anna Maria, Florida, United States. La Bella Bungalow Beachfront, nostalgic beach cottage ambiance 🌅 This beachfront Anna Maria Island cottage includes a spectacular view and a nostalgic beach cottage feel. There's certainly nothing better than having the beach at your doorstep! Located in the heart of Anna Maria municipality this 2 bedroom, 2 bath traditional cottage features 100 feet of Gulf front crystal white beach. Enjoy the views from the enclosed sitting room or step right outside your door to feel your feet joining the sugar-like sand. Amenities include a washer/dryer, dishwasher, microwave, and enclosed porch. La Bella Bungalow sleeps up to 6 guests- one queen bed, one daybed (extra-long twin) with pullout trundle, and a queen sleeper sofa.😀 Enjoy a little history of this unique cottage and property written by the family who has owned it for generations!"The sugar-white sand of Anna Maria Beach beneath La Bella Bungalow goes deep into interesting and living history. It is a beautiful cottage with roots that

Located in Anna Maria, Florida, United States. North End Anna Maria Island. Canal front, great for fishing off the dock. Palm Trees and Manatees by Anna Maria VacationsHome in Anna Maria, FL 34216VR16-000462Welcome to Palm Trees and Manatees, a dream canal-front vacation home with a private dock and a saltwater pool. It is ideally located near Anna Maria Island’s local favorites like Bean Point Beach, Bayfront Park, and restaurants, including Rod and Reel Pier, and boutiques and eateries that dot along Pine Ave. Highlights• Canal Front Home + Private Dock• Saltwater Pool• Less than a 10-minute walk to the beach• Near Restaurants • Screened-in Lanai The kitchen has a full suite of appliances to make your stay as comfortable as possible and is equipped with pots, pans, and utensils. There is island seating, a high-top table, and a formal table that boasts canal views. After exquisite days in the Florida sunshine, unwind with a movie night on one of the two comfy sofas. Just off the kitchen is a full bathroom with a walk-in shower as

Located in Anna Maria, Florida, United States. Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes This rental is part of the Anna Maria Beach Cottages. More information on this charming property below!Cottage 107G is a lovely choice for a group of 2-4 to make the most of an Anna Maria Island vacation! One of the charming Anna Maria Beach Cottages, this recently updated ground-level studio vacation rental is just a few steps to the beautiful shared pool deck and only moments from the turquoise Gulf waters.Large windows provide ample natural light, making this a cozy and inviting place to relax, read a book, or watch a movie. Featuring a peaceful patio surrounded by hedges of hibiscus and a trellis of jasmine arbor, this little studio also offers a full kitchen, a California king bed, and a lounge area - everything you might need for a comfortable and memorable beach vacation. Last but not least, this ground-level unit is ADA accessible and includes an easy-to-maneuver bathroom, equipped with support bars in

Located in Anna Maria, Florida, United States. Kays Landing | On Pine Avenue, Heated Pool & Spa, Walk Everywhere! Welcome to Kay's Landing! Discover paradise at this stunning 6-bedroom, 6.5-bath home nestled along Pine Avenue, in the heart of Anna Maria Island. Newly constructed, this luxurious retreat features a private heated pool with a therapeutic jetted spa, a putting green, and a rooftop deck offering breathtaking views from sunrise to sunset. Location is the reason why your next vacation will be one to remember. Situated close to island boutiques, restaurants, stores, and entertainment, this home is perfect for creating unforgettable family memories with your loved ones.Step inside to find a multi-level estate custom designed with contemporary decor throughout. The open layout kitchen and living space create a great room for socializing and enjoying delicious meals. The modern kitchen is equipped with all culinary essentials, ample counter space, and stainless steel appliances. Unwind in the extra cushy sofa seating area and

Located in Anna Maria, Florida, United States. Home with Pool and Outdoor Amenities near the Bay and Beach - North End Chic North End Chic by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000361 Welcome to North End Chic! This ground-level vacation home with four bedrooms and three bathrooms is perfect for friends and family getaways. It has an incredible backyard with plenty of lounge chairs and a private pool featuring a gorgeous waterfall that creates a truly relaxing atmosphere. There's even a putting green and cornhole for some fun family activities! Highlights • Less than a 5-minute walk to Bayfront Park • Private pool • Outdoor games • 10-minute walk to the beach • Washer and dryer As soon as you step inside the inviting open living space, you’ll find plush sofas and a large smart television. You will find all the necessary pots, pans, and utensils to cook like a pro chef, and guests indulge in your culinary masterpieces at the dining room table. The main bedroom is a luxurious coastal retreat with high

Located in Anna Maria, Florida, United States. The Sunset Place- Unbeatable location. Gorgeous Sunsets. Updated Coastal Gem New to the Vacation Rental Market and awaiting your Reviews!Only a few steps from the sugar white beaches and crystal waters of the gulf, this long-time island family home is now being offered as a vacation rental to host your family and friends. Anna Maria Island is a place where “old” Floridian charm can still be found, and The Sunset Place is the perfect spot to experience all the best Anna Maria Island has to offer. Pack your flip flops and get ready to slip back in time.The Sunset Place is located at the gulf end of historic Pine Avenue, in the heart of Anna Maria City. This quaint city is home to unique shops, amazing restaurants, fishing piers, broad beaches, and spectacular sunsets. This house is perfectly situated to enjoy these famous sunsets, either from the many perfect spots in the house or from the beach steps away. While visiting here you can catch the free island trolley at the corner to e

Located in Anna Maria, Florida, United States. Quaint Condo with Heated Pool, Only 2 Houses to the Beach - Sand and Sea 111 B Sand and Sea 111 B by Anna Maria Island AccommodationsCondo in Anna Maria, FL 34216VR16-000423Welcome to Sand and Sea 111 B! This ground-level condo has two bedrooms and one bathroom and is just two houses from the nearest beach access (you'll be there in seconds!). With the island's famous Pine Ave just two blocks away, you can explore a variety of shops and restaurants and visit the City Pier within minutes. Plus, the Anna Maria Island Trolley is just steps from your doorstep, so you'll never run out of things to do! Highlights • 1-minute walk to the beach • Private patio• Outdoor Shower• Washer and Dryer• Shared Pool The living space is inspired by tropical themes and includes comfortable coastal sofas and side chairs, a TV, and a dining room table. The galley kitchen is fully equipped with all the necessary cookware and a complete set of appliances. Step outside to your private patio and discover a BBQ g

Located in Anna Maria, Florida, United States. Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals 301 Poinsettia Rd., Anna Maria, FL 34216What you'll love about this home:Location! On the North End of Anna Maria 2 blocks to the beach and shopping.1 Bedrooms / 1 bathrooms1 Queen & 1 Sofa bedPrivate Heated PoolGas BBQ GrillProfessional Linen Service, Washer & Dryer (shared)Complimentary WIFIBeach Chairs & Beach TowelsDetails:Anna Cabana B is the perfect getaway. Located on the north end of Anna Maria Island and just a short walk from the beach, this cute bungalow beckons you to relax and stay a while!This adorable island vacation rental has been completely refurbished inside and out! A queen bedroom and a sofa bed will accommodate four, or it is just perfect for a getaway for two! The fully-equipped kitchen allows you to whip up a fabulous meal or perhaps the outside gas grill will entice you to grill up some freshly caught fish. This property also features our professional linen service.

Located in Anna Maria, Florida, United States. Going Coastal by SeaBreeze Vacation Going Coastal is a 2 bedroom/2 bathroom home located on the north end of Anna Maria Island. This ground level canal front home has everything you need to make this your best Anna Maria Island vacation ever. This home offers a private heated pool overlooking the mangroves and canal, private boat deck, spacious screened lanai and so much more. Not to mention its incredible location. It's just a short walk away from the Bayfront Park and the historic Rod and Reel Pier. Inside you will find a fully-equipped kitchen with all the comforts of home to prepare a full meal or quick snack. After a long day in the sun, you can relax in the living room and watch your favorite show on the flat screen TV. Off the living room, you will find the screened lanai where you can enjoy your morning coffee or evening dinner. The primary bedroom features a king-size bed, flat screen TV and ensuite bathroom. The guest room features a king-size bed and flat screen TV. This p

Located in Anna Maria, Florida, United States. Well-appointed beach condo with pool access, washer/dryer, WiFi & great location Sunrise Garden #15Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The beach escapade you've been waiting for is right here, at Sunrise Garden condos! This incredibly convenient home away from home boasts a fully-equipped kitchen with all the cooking essentials (no dishwasher), access to a shared swimming pool, laundry facilities on-site, and free WiFi so you can update your social media and be the envy of your friends! The convenience of having access to a sparkling pool any time you want a refreshing dip can't be beaten.Let the charming hidden gem that is Anna Maria melt your stress away with its postcard-perfect beaches, easy access to deep-sea fishing and ocean adventures, and tranquility that you can only find in a small town. Restaurants surround you every way you go, so feel free to take a break from cooking back

Located in Anna Maria, Florida, United States. Private heated salt pool at OHasis Getaway and only 200 steps from the Beach! OHasis Getaway is a true oasis on both the outside and inside! When you step into our vacation rental, your eyes are immediately drawn to one of a kind woven bamboo vaulted ceiling and then down to the beautiful Italian travertine tile. Your eye continues to follow the travertine tile to the outside pool. All from the front door!Want to get around the Island like an Islander by Golf Cart? Rent our Electric 6-passenger Club Car for $500 per week. You'll be glad you did!The Italian travertine floor is found throughout the home as well as granite in both the kitchen and the bathroom. The kitchen is fully stocked with plenty of dishes, pots, and pans. A coffee maker for those tough mornings and a blender for smoothies and margaritas. The dining table seats four and the counter an additional two.The master bedroom looks and feels like a luxurious hotel room with a King size mattress and soft, bamboo sheets.

Located in Anna Maria, Florida, United States. Do you love the beach? The Seaside Sanctuary is the ground level unit of a beachfront duplex. It is the 2nd home from the beach with no roads to cross. The front yard is literally thirty steps from one of the most pristine beaches on the Gulf of Mexico. If you open the windows at night, you can hear the rolling surf and smell the salt air. The house is located on a quiet residential street near the north tip of the island. There is no public parking in this area so you pretty much have the beach to yourself. The front deck features plenty of seating and is a great place to relax and enjoy the beautiful Florida weather. The house is clean, comfortable and well appointed. The back yard has a shed with some beach gear, a BBQ grill, picnic table, chiminea and a sun sail shade. We welcome well behaved dogs and have a fully fenced yard for your pup to play. The house is light and bright with a multitude of windows. Everything is decorated in a fun and classy "seaside" style. We

Located in Anna Maria, Florida, United States. Blue Lagoon North by SeaBreeze Vacation Come enjoy this 2 bedroom/2 bath duplex that can sleep up to 6 people with the add-on of the sleeper sofa. Blue Lagoon is located on North Shore which is just a few blocks from the renowned shopping and dining of Pine Avenue and features a large, shared heated pool. Upon entry, you will find the open living area complete with a queen pull-out sofa bed and flat screen TV where you can relax after a long day in the sun. Off the living room, you will find the fully-stocked kitchen complete with granite counter tops and everything you will need to make a quick snack or full course meal. Both bedrooms are located off the living room. One room features a king-size bed with flat screen TV and the other features queen-size bed, flat screen TV and ensuite bathroom. But that's not all, off the kitchen, you can step out back to your patio area complete with gas BBQ and dining area. Directly off the patio is the pool area and you will not be disappointed. Th

Located in Anna Maria, Florida, United States. Love Shack on the Water Most desirable location on AMI Located on Pine Ave just steps from shops, the General Store, restaurants, the pier, beach, pier fishing, and the trolley. Look out the patio with views of Tampa Bay and watch the boats, manatees, dolphins, snook, and birds flock by.This 2 bedroom 2 bath is a rare find at the Bayou. It is completely renovated with a modern beach vibe. It is a place to relax, escape and renew. When you are ready to socialize, no car needed, just walk out the door and you are in the most desirable area of the Anna Maria Island. Grab a fishing pole and you never know what you will catch.Walk to the pier or The Sandbar for the most amazing sunsets in the world. Looking for a place of prayer, meditation or a place to elope? Historic Roser Chapel is right next door.

Located in Anna Maria, Florida, United States. Private Salt Water Pool & Spa, WALK TO BEACH, near Bean Point, GROUND LEVEL. This family friendly beach house features cool tile floors, a 60" flat screen TV, complimentary WiFi and YouTubeTV and fans in every room. Recently remodeled, there is a new metal roof and new windows to let the sun stream in.The living room includes a sofa and two large chairs with one ottoman. The round dining table seats six. There is an additional sofa in the lanai for those quiet mornings when you want to drink your coffee in peace while overlooking the pool. The kitchen is completely furnished with everything you need to make fun meals with your family.The master bedroom has a king-size bed with an unusual "wave" headboard. Painted in all white, it is designed to let your mind rest and your body relax. This bedroom features a brand new Avocado mattress (voted 2020 #1 Consumer Reports mattress). This bedroom has a new master bathroom with shower and a new washer/dryer.The second bedroom has a new h

Located in Anna Maria, Florida, United States. Bon Ami: North End AMI, Pool Home, Short Walk to Bean Point by Anna Maria Life Vacation Rentals 804 North Bay Blvd., Anna Maria, FL 34216What You'll Love About This Home: Location! Located just 1 block from Bean Point, Anna Maria's most pristine white sand beach!! 3 Bedroom / 2 Bathroom 1 King, 1 Queen Bed, 1 Twin over Full Bunk Bed Fully Equipped KitchenPrivate Heated PoolTropical BackyardProfessional Linen Service, Washer & Dryer, Complimentary WIFI, Beach TowelsGas BBQ GrillDetails:BON AMI will always be your "good friend" on the island! Located on the north end of Anna Maria Island and a short distance to Bean Point and its beautiful beaches, our elevated pool home will beckon you back year after year! Beautifully decorated, our three-bedroom, two-bath vacation rental is spacious, airy, and open. Granite countertops, stainless steel appliances, and gorgeous wood cabinets make the kitchen a chef's dream. Just down the hall from the living area you will find a king master, queen seco

Located in Anna Maria, Florida, United States. The Laguna Beach: 2 Blocks to Beach, Pool, 5 Hole Put Put, Foosball, Cornhole by Anna Maria Life 212 Willow Ave, Anna Maria, FL 34216What You'll Love About This Home:Location! Two Blocks to the Beach!3 Bedrooms / 2 Bathrooms1 King, 1 Queen, 2 TwinsPrivate, Heated Pool & SpaOutdoor Shower (with privacy enclosure)Pool LoungersPoolside Patio Dining Table for Four with Umbrella6 Hole Putt-Putt CourseFoosball, Shuffle Board Table & CornholeGas GrillScreened LanaiProfessional Linen Service, Washer & DryerComplimentary WIFIBeach Towels, Beach Chairs & Beach WagonParking for 4 CarsDetails:Welcome to The Laguna Beach, your private beach house located a quick walk to the sugar sand beaches of Anna Maria Island.Delight in the ease of island living with all the comforts of home and all the fun of a vacation home. The main living level on the second floor includes the kitchen, living, and dining rooms, and the beautiful large screened in lanai overlooking the pool.The master bedroom features a king

Located in Anna Maria, Florida, United States. Golf Cart, Coconut Cove by SeaBreeze Vacation 6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 23, 2023!All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceWith the feel of a five-star luxury resort and the privacy of a secluded island cabana, Coconut Cove is the perfect balance of sumptuous seaside escape and comfy family home. Tucked among the swaying palm trees on Anna Maria Island's coveted north end, you'll be a short walk away from the sandy beach and delicious local cafes. This three-bedroom estate also boasts a private, resort-like pool, putting green, and outdoor lounging area that will quickly become your family's happy place.Located on a corner lot in a quiet neighborhood, Coconut Cove is surrounded by mature palms, a lush green lawn, and plenty of open space. In the main living area, brand new furnishings, wood floors, and vaulted ceilings create an open, airy space to kick b

Located in Anna Maria, Florida, United States. 4 FREE BIKES for new fall stays Sep 3-Nov 16 FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (Provided by our friends at Beach Bums at 427 Pine Ave, Anna Maria, FL 34216. Guests will need to pick up and drop off bikes.)Looking to escape to a beautiful tropical oasis? This is the place for you! Refreshed with gorgeous coastal decor in the Fall of 2023 and located on the North end of Anna Maria Island, Island Oasis offers 2 bedrooms and 2 baths for your vacation getaway. The master bedroom includes a king bed, private ensuite with walk-in shower, and beautiful French doors that open onto the patio. The adjacent second bedroom includes a queen bed. In the living room you will find a pull-out couch. Take in the sun on the back patio or cool off in the beautiful lagoon-style pool. Make your way up the winding outdoor staircase to take in the beautiful views on the elevated deck. Island Oasis has a private dock to store you

Located in Anna Maria, Florida, United States. Home with Pool and Spa, tropical backyard! Near the beach - Feelin' Beachy Feelin’ Beachy by AMI LocalsHome in Holmes Beach, FloridaVRC20-000140Let the good times roll at Feelin' Beachy, a stunning four-bedroom and four-and-a-half-bathroom home with a luxurious backyard featuring a sparkling pool, an in-ground spa, and there are two covered patio areas with plenty of outdoor seating! Highlights• Private Pool and In-ground Spa• Less than a 5-minute walk to the beach• Near Anna Maria Island Trolley Stop• Foosball Table• Dog Friendly No detail was missed when designing Feelin' Beachy; there is natural light from the large windows throughout the home. The kitchen has stunning backsplash, stainless steel appliances, a wine fridge, and island seating. There is a comfy seating area and a formal dining room with a modern table. Through the sliding glass doors in the poolside deck with a complete dining set. Follow the stairs to the third floor to the spectacular primary bedroom featuring an

Located in Anna Maria, Florida, United States. Salty Pirate - Luxury Canal Front Home w/Water View, Pool/Spa, Bikes, Kayaks, Toys! Welcome to Salty Pirate!On Anna Maria Island (Anna Maria, FL)2512 sq. ft.Need more room? Reserve the sister 4 bedroom home next door, Seaswept Mermaid (#1850215), to stay at The Pirate and His Mermaid homes for a total of 8 bedrooms!HIGHLIGHTS:- Open layout and spacious Kitchen, Dining, Living w/ TV, Plenty of Outdoor Deck spaces- 1 King Bedroom w/ TV, En-Suite Full Bathroom w/ Shower, Double Vanity, & Soaking Tub- 1 King Bedroom w/ TV, En-Suite Full Bathroom w/ Shower- 1 Queen Bedroom w/ TV, En-Suite Full Bathroom w/ Shower- 1 Triple Bunk Room & Queen Bedroom w/ TV & Xbox- Bonus Game Room off Pool/Patio Area & Backyard w/Ping Pong Table, Games, Bikes, Extra Fridge, Kayak, SUP BoardKitchen:Stove, Oven, Dishwasher, Microwave, Refrigerator w/ Ice Maker & Water, Garbage Disposal, Coffeemaker (12 cup), Blender, Crock Pot, Toaster, Kitchenware, Wine Cooler, KeurigPool Area:Heated Private Pool w/ Spa, Table &