211 properties available

Located in Anna Maria, Florida, United States. Close to the Beach with Pool n Ping Pong Table! Pelican Villa Pelican Villa by Anna Maria VacationsHome in Anna Maria, FL 34216VR16-000467Welcome to Pelican Villa, an elevated three-story home with a gorgeous backyard with a private pool and covered patio, perfect for entertaining friends and family! This four-bedroom and three-bathroom home is located on the prestigious Anna Maria Island north end near the popular Pine Ave, known for its adorable shops, wonderful restaurants, and the famous Anna Maria Pier. Highlights• Less than a 5-minute walk to the beach• Private Pool• Screened-in Balcony• Ping Pong Table• Near restaurants and boutiquesThe home’s great room features a spacious seating area, a dining room table, and access to the main-floor balcony with a dining set with ceiling fans to keep guests cool. The kitchen has beautiful custom cabinetry, a full suite of appliances, and sweeping granite countertops with bar-top seating. The primary bedroom boasts warm Caribbean colors, a s

Located in Anna Maria, Florida, United States. Casa Mariposa - Luxury Butterfly Garden, Steps to Pine Ave, Pool/Spa, Bikes, 4 Houses to Beach Welcome to Casa Mariposa!On Anna Maria Island (Anna Maria, FL)HIGHLIGHTS:- Open layout and spacious Kitchen, Dining seating 8, Living w/ TV on MAIN 2nd floor- Multiple screened in porches/lanai areas- 2 Twin XL Bedroom w/ TV, En-Suite Full Bathroom w/ Shower, Walk in closet on GROUND 1st floor- 1 King Bedroom w/ TV, En-Suite Full Bathroom w/ Shower, Double Vanity, Walk in closet on GROUND 1st floor- 1 King Bedroom w/ TV, En-Suite Full Bathroom w/ Shower, Walk in closet, access to private screened in porch/lanai off pool area on GROUND 1st floor- 1 King Bedroom w/ TV, desk workspace, and walk in closet on MAIN 2nd floor- Full Bath with jetted tub and shower on MAIN 2nd floor- Bonus Game area in Twin bedroom with TV, books/games/toys, Wii, NES- Washer/DryerKitchen:Gas Stove, Oven, Dishwasher, Microwave, Refrigerator w/ Ice Maker & Water, Garbage Disposal, Coffeemaker (Keurig), Blender, Crock Po

Located in Anna Maria, Florida, United States. Historic 1924 Luxury Beach Home with Large Heated Pool 3 Houses to Beach Welcome to The Sand Castle located just a few steps from the Gulf beaches of Anna Maria Island. Built in 1924, the Castle is one of the oldest homes on the island. While it was lovingly restored in 2015, the history of the home can still be seen. The Sand Castle is a 4 bedroom, 3 and a half bath with the back patio surrounded by tropical landscaping where you can enjoy the heated pool, outdoor shower and Weber grill.As you enter in the home through the screened in porch, you will be in the stone turret with the staircase to the left and to the right the traditional dining room with seating for 8. The fully equipped vintage inspired kitchen is located off of the dining room. Straight through the entry way is the cozy living area with an electric fireplace and access to the screened in porch. Located off of the living area is the master suite with a comfortable king bed complete with 600 thread count prima cotton wr

Located in Anna Maria, Florida, United States. Adorable Cottage with Heated Pool - Fantastic Location! Buttonwood Cottage by AMI LocalsHome in Anna Maria, FloridaFull of old Florida charm and recently restored, we welcome you to Buttonwood Cottage, a beach-style cottage in the heart of Anna Maria Island between the Gulf of Mexico and Tampa Bay. With three bedrooms and two bathrooms, this vacation getaway is right along all the action on the Famous Pine Ave - island boutiques, cafes, local general store, and restaurants. Highlights • Recently restored historic home • Less than a 10-minute walk to the Beach and Bay• Private Pool and Pet Friendly• Near Restaurants and Boutiques• Outdoor Shower and Covered PatioThe main door brings you into the living room decked with a sofa, leather recliners, and a flat-panel tv to stream your favorite Netflix shows. Make your way to the gourmet kitchen equipped with basic supplies, a large kitchen island, and stainless steel appliances. The spacious dining room features a long hand-tooled solid wood

Located in Anna Maria, Florida, United States. Beautiful Home with Pool, Outside Living Area, Near the Beach! - Coconut Lagoon Coconut Lagoon by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000285 Welcome to Coconut Lagoon, a beautiful coastal retreat with four bedrooms and three bathrooms. You and your guests will adore this home's inviting backyard, which has a sparkling pool, ample outdoor seating options, including a charming cabana, and a BBQ area. So come, rest your feet, and allow yourself to be swept away by the enchantment of Coconut Lagoon! Highlights • Less than a 5-minute walk to the beach • Private pool • Outdoor shower • Near Anna Maria Island Trolley stop • BBQ grill This home has two beautiful living rooms that have deluxe sofas and side chairs, as well as televisions. This way, the kids can enjoy a movie in one room while the adults chat in the other. The kitchen is fully equipped with stainless steel appliances and has a breakfast nook. Additionally, there is an adorable dining room table

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 Beach Bay Serenity!This gorgeous 4 bedroom 3.5 bath waterfront home located on Pine Avenue is the perfect place to enjoy your next vacation!Beach Bay Serenity is an immaculate home with updated features throughout. This home offers open living space, canal views, spacious kitchen with built in dining area, solid wood cabinets, granite countertops, elevator, large master suite with separate tub and shower, private deck off the master, walk-in closets, 2nd master suite, Guest bedroom, Bunk bedroom, and garage. Beach Bay Serenity offers direct access to Tampa Bay and The Gulf of Mexico. Relax and entertain outdoors by the heated pool! Conveniently located on Pine Avenue you have many restaurant

Located in Anna Maria, Florida, United States. Large Heated Pool, 2 Master Bedroom Suites, Very Close to Gulf Beach. 'South Cay' is an absolutely beautiful house in "Anna Maria", on Anna Maria Island, Florida. How close to the beach? There are only 11 houses between South Cay and the Gulf of Mexico beach, so this property is very close to the beach. Walk out the house, look to your right, and you see the beach access. Look us up to see how close "South Cay" in Anna Maria is to the beach! In addition, this is probably the nicest section of beach on the island. South Cay is also very close to Anna Maria's charming shopping area (Pine Avenue) -- you can stroll to a breakfast place or the ice cream parlor and walk to shops and stores.We recently added a bathroom, so South Cay now has 2 master-bedroom suites. Each master-bedroom has an en-suite bathroom with shower, a king-size bed, large TV, and a dedicated deck access. The 2 other bedrooms have queen beds, TVs, and share the 3rd bathroom. The house has a beachy vibe, excellent c

Located in Anna Maria, Florida, United States. Private Home 1 Block to Beach with Pool and Hot Tub! Highlights • 3-minute walk from Beach • Private pool and hot Tub • Outdoor shower • Washer and dryerBeach You To It by Anna Maria Island Accommodations 206 Palm AveAnna Maria, FL 34216VR18-000150Welcome to Beach You To It, a stunning vacation rental home located just a block away from the beach! Grab your beach gear must-haves and check out the nearest beaches, Anna Maria Island Beach, and Palmetto Ave Beach. Surrounded by private lush landscaping, the beautiful pool is perfect for cooling off and the hot tub is ready to soothe your aching muscles after a long day of exploring the island. The lounge chairs situated around the pool provide the ultimate comfort on a sunny rest day. Make your vacation an experience of a lifetime by staying at Beach You To It. Beach You To It is a cool and breezy three bedrooms and two bathrooms vacation home. Relax and unwind on the inviting sectional in the living room where board games, conversations

Located in Anna Maria, Florida, United States. Bungalow On The Bayou (Best Location on the Island) Located on the "best" street on Anna Maria Island, this two-bedroom, one-bath second floor vacation rental with a spectacular view was completely renovated at the end of 2015. The renovation included basically everything from floor to ceiling. Notice the pictures and reviews, they speak for themselves.Growing up about 15 minutes off the island and enjoying the beach so much, my wife and I (and three kids) decided to purchase our piece of paradise. We found this "bungalow" in the Bayou and just couldn't pass it up. We knew we wanted to be on the water with our own boat dock and on the north end of Anna Maria. We found this location to be absolutely perfect. The views are incredible. Anna Maria Sound view's galore.The bungalow is on historic Pine Ave. It is very close to everything a vacationer could want. Fabulous restaurants, ice cream shops, shopping, fishing, amazing beaches, breath-taking sunsets and more. Anna Maria Is

Located in Anna Maria, Florida, United States. Coral Cove: Walk to the Beach! Heated pool! Prime North End! *Features include** Prime north end location! Bean Point!* Walk to the beach!* Private, saltwater heated pool* Large King Primary suite with en suite bath* King guest bedroom and twin (2) guest bedroom* Elevated screened lanai with outdoor dining, couches, TV* Wine fridge in a well-appointed kitchen* Tropical yard, chaise lounges, outdoor shower* Laundry room* Beach chairs, tent and cart* Close proximity to shops and restaurants on Pine AvenueWelcome to your beach vacation paradise, Coral Cove! Situated on a quiet corner lot on the north end of Anna Maria, this elevated home offers a short walk to the white sand beaches of Anna Maria, a heated saltwater pool, multiple spaces for outdoor living and coastal Florida charm with all of the comforts of home. When you enter, you will be greeted by coastal vibes with the open concept living area and vaulted white plank ceilings. The living room flows into the beautifully updated kit

Located in Anna Maria, Florida, United States. Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the... **ASK ABOUT LAST MINUTE DEALS! This absolutely charming cottage can be yours for an affordable vacation in the sun! Nestled in an alcove of cottages tucked away by the bay in the village of Anna Maria, this adorable two-bedroom, one-bath cottage is filled with Old Florida charm! Twin Dolphins Cottage was recently remodeled with an eye to maximizing charm and comfort, including an updated kitchen and bath, bead board finishes, and cozy furnishings. The master bedroom features a king size bed and SMART TV, while the guest bedroom offers a queen bed. The living room offers guests a larger SMART TV with all the benefits of Roku (not sure what that is? Check out Comfortable seating makes the living room the perfect spot for reading a good book, watching a movie, or playing a game. The galley kitchen features the basics of what you'll need to prepare delicious meals at

Located in Anna Maria, Florida, United States. Pet Friendly Private Home with Heated Pool, Close to Shopping Cabana Breeze by Anna Maria Vacations Home in Anna Maria, Fl 34217VR16-000457Dream vacations come true at Cabana Breeze, a vacation home nestled on the north end of Anna Maria Island, near Pine Ave, offering an abundance of shops and restaurants, AMI City pier, and close to the pristine Gulf of Mexico beaches. This four-bedroom and two-bath is dog-friendly with an amazing backyard.Highlights• 10-minute walk to the beach • Private pool (Heated Seasonally, Nov-April)• Near restaurants and boutiques• Ping Pong Table + Foosball Table• Dog Friendly Inside the front door is a great room with a nautical-themed seating area with two sofas, two navy chairs, a TV with an XBOX system, and a modern dining room table. The adjacent main-floor deck has an outdoor dining table and Adirondack chairs overlooking the backyard space. A gleaming kitchen includes culinary essentials, stainless steel appliances, and a granite island with bar-stool

Located in Anna Maria, Florida, United States. Stunning Canal front Luxury home! Beautiful tropical backyard Pool and Spa! Highlights• Canalfront home • Private pool and hot tub • Less than a 10-minute walk to Bayfront Park • Less than 1-mile from Bean Point Beach • Outdoor ShowerRod N Reel by AMI Locals217 Gladiolus StAnna Maria, FloridaVR18-000105Welcome to Rod N Reel, an absolutely stunning four bedroom, three bath ground-level vacation home. The backyard features a private dock, pool, hot tub, and covered outdoor patio. This home has everything you need and is near Bean Point Beach and Bayfront Park, perfect for enjoying the Florida sun. Drop kayaks and paddleboard from the dock, grab a seat, and wave to the boats going by. When you walk in the front door, you enter the large great room featuring the living, dining, and kitchen areas. The open floor plan is perfect for entertaining, getting the family together, and having a blast on vacation. Beautiful flooring, gorgeous trim carpentry and finishes, and a spectacular kitchen w

Located in Anna Maria, Florida, United States. Serendipity Gulfront- gulf beach front Gulf Beach Front 3 bedroom/3 bathroom home and separate 1/1 cottage  Sunset's from your back deck and morning shell searches out your back door. All bedrooms are King Bed en-suite.Located on the North End of Anna Maria Island. Gas BBQ on the lower deck.  TV's located in all bedrooms .  Plenty of space for two families to enjoy.Golf Cart, Paddle Boards, Kayak, and Bikes IncludedBike to the local Farmers Market or Movies in the Park every Tuesday.For those guests wanting to use the Equipment provided, we do require a signed waiver for anyone 18 or older.  The Golf Cart provided requires anyone 25 plus to sign a golf cart agreement.We are pet friendly!  Pre-approved pet's , a signed pet agreement and pet fee paid in full will be needed. (Signed Waivers Required for all Amenities. Golf Cart limited to adults 25+ with a valid DL, Auto Insurance and signed waiver)CANCELLATION POLICY Full Refund for any cancellation 90 days or more prior to arrival. No R

Located in Anna Maria, Florida, United States. Perfect summer vacation home! Close to Bean Point, great pool! Feelin' Salty by AMI Locals Home in Anna Maria, FLHighlights:- Pool- Ping pong table- Open concept layout with plenty of space for family - Near lots of famous shopping and dining spots - Short walk away from the waters of Anna Maria IslandRoom Details -Primary Bedroom: King bed, ensuite bathroom w/ walk-in shower and double sink vanity -Second Bedroom: King bed, shares the hallway bathroom w/ walk-in shower -Third Bedroom: Two Twin over Twin Bunk beds, shares the hallway bathroom w/ walk-in shower • there is also a convenient bathroom located off of the pool area So, welcome to our paradise on Anna Maria Island! You will never want to leave again! Make sure to check out the sunsets on Bean Point at the tip of the island just a few minutes away to top off your perfect beach day. Breathtaking views, sandy toes and salty kisses. Feelin’ Salty never felt so good.This home does not allow pets. This home is managed by AMI Loca

Located in Anna Maria, Florida, United States. Sassy Seagull | Classic beach cottage, moments from the sand, beautiful pool! This rental is part of the Anna Maria Beach Cottages. More information on this charming property below!Sassy Seagull Cottage is your seaside ticket to a sublime Anna Maria Island vacation experience! Cottage 107 of the charming Anna Maria Beach Cottages is a 2 bed/2 bath standalone vacation home on Mangrove Avenue, just three houses from the beach.A wonderful rental for a group of 4-6, there’s a full kitchen, spacious living room, two bathrooms, and a private charcoal grill. The screened porch is the perfect place to enjoy your morning coffee or an evening glass of wine. And the master suite patio is home to a seating area complete with an umbrella, along with the grill and an outdoor shower. The master suite features a king bed and TV, and shares a Jack and Jill bathroom with the second bedroom containing two twin beds. The full sleeper sofa in the living provides sleeping space for two more guests. The Jack

Located in Anna Maria, Florida, United States. Anna Maria Beach House (AMIA) Highlights• Brand new home• Private pool and In-ground spa• Game room• Less than a 15-minute walk to the beach• Rooftop deck Anna Maria Beach House by Anna Maria Island Accommodations518 Spring AveAnna Maria, FloridaWelcome to Anna Maria Beach House, your new go-to destination for an unforgettable getaway! This newly built home is tailored to provide you with the ultimate luxury vacation experience. We are confident that your loved ones will adore the additional amenities we've included to elevate your stay - from the breathtaking 360-degree views on the rooftop deck to the fun-filled game room with a ping pong table and the refreshing pool that'll leave you feeling revitalized! Inside is a decadent living space beautifully furnished with sofas and side accent chairs, providing a great conversational setting or a place where guests can catch up on their favorite shows. The kitchen is an absolute dream, with high-end appliances and a spacious island, perfec

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 "A Time Out" - your perfect retreat in paradise! This charming 4-bedroom, 2-bathroom home invites you to experience the ultimate vacation with its prime location, comfortable amenities, and a touch of tropical luxury.**Property Overview:**"A Time Out" offers a unique layout with the main living area conveniently situated on the ground level along with two bedrooms. Ascend to the second floor to discover a cozy den and two additional bedrooms, providing ample space and privacy for your family or group of friends.**Beachside Bliss:**Just steps away from the renowned Rod and Reel Pier, this vacation rental provides easy access to Tampa Bay Beach. For breathtaking sunrises and sunsets, a short st

Located in Anna Maria, Florida, United States. Beautiful Villa, Perfect Small Getaway. Close to beach, beach gear provided! Cute Villa in the heart of Anna Maria!Palm Court Villas are located in the heart of Anna Maria Village with a short stroll to great local restaurants, shops, fishing piers and the Community Center. Beautiful white sand beaches are just one short block away. You have direct beach access to one of the best beaches on the Island. This section of beach has great shade trees to cool off and relax! Enjoy the open courtyard with tables and umbrellas. This updated villa has tile floors, a modern kitchen with all the necessary appliances, dishes and utensils, beautiful linens, and comfortable furnishings in the living and dining room. The kitchen includes stainless steel appliances: full-size refrigerator, dishwasher, electric range, and microwave, plus a charcoal grill for cookouts. For added convenience, there is a washer/dryer in the unit. King bed and twin beds. Villa A sleeps 4, but combine with Villa B to slee

Located in Anna Maria, Florida, United States. Bean Point Cottage: North End Pool Home, Close to Beach & Bay by Anna Maria Life Vacation Rentals 709 North Bay Blvd., Anna Maria, FL 34216What You'll Love About This Home:Location! North End of AMI and 500 Steps To The Beach!3 Bedrooms / 2 Bathrooms1 King ,1 Queen, & 2 TwinsPrivate Heated PoolOutdoor ShowerFully Equipped KitchenGas BBQ GrillWasher & Dryer & Complimentary WIFIBeach Chairs & Beach Towels3 Parking SpacesDetails: Look no further for the perfect vacation rental! This three bedroom vacation rental is located on the serene north end of Anna Maria Island. Tastefully decorated with beautiful beach décor, and boasting a wonderfully open living and dining space, this vacation rental creates an exceptionally relaxing atmosphere. The updated kitchen with stainless appliances and granite counter tops provide a superb space for cooking! A king main bedroom, queen second bedroom and a third bedroom with twin beds, provide plenty of sleeping space for the entire family. The gorgeous p

Located in Anna Maria, Florida, United States. Ground level home perfect for family, just a short walk to the beach! Rainbow Fish by Anna Maria Island Accommodations Anna Maria FL, 34216 VR20-000048 Welcome to Rainbow Firsh, a bright, colorful ground-level vacation home with a private pool, hot tub, and game area a block and a half from Holmes Beach! This Anna Maria rental has three bedrooms and three bathrooms. There are no pets allowed in this home.*Please note: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. This home is managed by AMI Accommodations, an Anna Maria Island property management company.We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.Please see our AMI Accommodations Rental Policies for full details.Please Remember:"You are vacationing in a residential area.

Located in Anna Maria, Florida, United States. Manatee Bay: Bayfront! Private Beach on Tampa Bay with Stunning Views Manatee Bay by Anna Maria Life Vacation Rentals402 S Bay Blvd, Anna Maria, FL 34216What You'll Love About This Home:Location! Directly on Water of Tampa Bay!3 Bedrooms / 2 Bathrooms1 King, 1 Queen, 2 Twin BedsBay Front / Private Beach on Tampa BayPool TableGas GrillProfessional Linen Service, Washer & DryerComplimentary WIFIBeach TowelsParking for 3 CarsDetails:With a wall of windows with expansive views of Tampa Bay & the Sunshine Skyway Bridge, Manatee Bay brings Tampa Bay to your living room as you watch the ships sail by. Manatee Bay is a few blocks from the AMI City Pier and Pine Ave.The main floor features the kitchen, living and dining rooms with patio doors which lead to your own private beach on the Bay. A second living area in the loft provides extra space and a pool table for your family to enjoy.Guests have their choice of three bedrooms, one with a King bed, the other with a queen bed and the final room

Located in Anna Maria, Florida, United States. Charming Bungalow with Fabulous Location and Private Pool! Sweet vintage 1950's bungalow/cottage with all the charm of the island! Beautifully decorated, fully fenced back yard with private pool, and located on the island's much sought after north end. A short walk to Bean Point Beach, Bay Front Beach and Park, and Rod and Reel Pier. Crystal clear waters of the gulf, white sands, and island breezes await!2 bedrooms, 2 baths. Cozy living room with full sized foldout sofa, screened in lanai, kitchen, one queen bed and one king bed. Queen bedroom has walk-in closet. Full sized washer and dryer included in the home and complimentary bikes to explore the island. Other items at the home for your use during your stay are beach towels, sand and pool toys, beach chairs, a cart to roll all your gear to the beach, and pack-n-play for baby. Many accoutrements included! Relax, unwind, and dance like no-one is watching!Shell We Dance?

Located in Anna Maria, Florida, United States. Spacious Island Home with Lagoon-Style Pool! Mangoes on Magnolia by Anna Maria Island AccommodationsHome in Anna Maria, Florida Your island getaway awaits at Mangoes on Magnolia! This three-bedroom two bath vacation home has a lagoon-style pool and hot tub. The sugary white sands of the Gulf and the best island shopping and restaurants are on Anna Maria Island’s main street, Pine Ave, just a few minutes walk away. Start packing for the best vacation yet. Highlights • Less than a 10-minute walk from the beach• Pet friendly• Private pool and hot tub• Two blocks from restaurants and shops on Pine Ave• Half a mile from AMI City Pier The coastal home has parking in the private driveway and covered port to park your cars. A short walk up the stairs will take you to the main living level on the 2nd floor. The main living space features a sectional couch a tv, and the kitchen is fully equipped with cooking essentials, two refrigerators, and island seating. After a delicious dinner at the dinin