Beach House rentals near Anna Maria Island

Carissa B | Beachside Retreat | Golf Cart | Pool

Welcome to Carissa Loft B, your completely private half of a beachside duplex on AMI! The duplex is designed back-to-back, meaning you have your own private indoor/outdoor spaces, entrance & pool-No shared amenities! Loft B includes: 1pm CHECK IN, 3 beds, 2 baths, full kitchen, 2 living spaces, balcony, heated/cooled cocktail pool & 6 person golf cart included w/stay! Ideal for up to 6 guests. Need more space? You can book both sides for larger groups while still enjoying separate living areas.

Payton's Place | Private Heated Saltwater Pool/Spa

Slow down, settle in, and soak up the island pace of life. Your family will be close to everything when you stay at this centrally located private home — just a short stroll to local restaurants, charming shops, and the free trolley stop at the end of the street by the library. The white sand beaches and turquoise Gulf waters are only a 7-minute walk away. Spend your mornings at the beach, your afternoons by the heated saltwater pool, and your evenings under the stars in your private spa.

Do you love the beach?

Seaside Sanctuary is the ground floor unit of a beachfront duplex. It is the 2nd house from the beach with no roads to cross. The front yard is thirty steps from one of the most pristine beaches on the Gulf of Mexico. The house is located on a quiet residential street near the north end of the island. The front porch is a great place to watch the sunset. The house is clean, comfortable and well appointed. We welcome well behaved dogs and have a fully fenced yard for your pup to play.

Lake by the Beach by Duncan Real Estate

Welcome to Lake by the Beach! This newly renovated and updated, lakeside family home in Holmes Beach, an easy walk to the glorious white beaches of Anna Maria Island. Enjoy the serene water view from almost every room. This house is very comfortable, with a fully equipped kitchen, large dining area, plush furnishings, flat screens, wireless, all linens and beach towels. The house has a split layout with one wing dedicated to the main suite and the other side of the house with a king ...

Luxury BEACH HOME! 2 King Suites! Heated Pool/Spa!

Are you looking for a beach home that offers all the convenience of beachfront access and top notch luxury & sophistication? Look no further. With Gulf views from the large sliders and windows that line the second and third levels, to the high end furnishings and appliances throughout, to the breathtaking resort style pool and spa, and the awe inspiring spiral staircase leading to the rooftop lounge area, this home will not disappoint. Sandy beaches, local food, shopping & fun await.

Heated Pool, Hot Tub, Game Room, Steps to Beach!

Welcome to Island Dreams, the ultimate peaceful escape just 4 min walk from Anna Maria Island's stunning beaches. This fully renovated three-bedroom, three-bath beach house features a Zen-inspired backyard oasis, a private cocktail pool, and a game room! Walk to shops, restaurants, and the trolley stop! Island Dreams offers the perfect blend of relaxation, location, and indoor and outdoor fun! NOTE: Holmes Beach has a 7-day rental minimum. Check in / Check out days are on Saturdays.

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

TOES IN THE SAND!

Waves Edge South is one of two very unique homes situated directly on the sugar white sands of Anna Maria Island. Welcome to a dreamy island which oozes the charm of ‘old’ Florida and will remind you of yesteryear when you were young and the pace was a little slower. A place where visitors and residents are as likely to use a bicycle or a golf cart as hop in a car. An Island where the warm waters will soothe your soul and you will leave longing to return once more.

High-end Beach heaven, Sleeps 10, 3 private decks

Ideal for those who appreciate single-level living. 3 bedrooms & 2 baths located on the main floor, & loft-style 4th bedroom upstairs. Enjoy 3 decks!: a private beach deck just a 30-second walk away + front & upper decks offering partial ocean views perfect for morning coffee or for cocktails. The primary booking guest must be at least 27 years old, stay on-site during the reservation, and provide valid government-issued ID to host within 24 hrs of booking. Vtr -1609

Beach Baby/4 Min Walk to Beach/ Pool/HotTub /Games

Welcome to Beach Baby – Your Laid-Back Island Escape Just a short stroll from the sugar-white sands, Beach Baby is your perfect Anna Maria Island getaway. Located only six houses from the Gulf and about a 4-minute walk to the stunning Bean Point Beach, this bright and breezy retreat is all about soaking up sunshine, salty air, and easy coastal living. Spend your days beach hopping, biking to local shops, or simply unwinding in your own private backyard oasis.

Salt + Sol | Canal-Front | Golf Cart | Heated Pool

Relax at Salt + Sol, a canal-front retreat on the north end of Anna Maria Island. This bright 4-bedroom home features a private dock, kayaks, paddleboards, bikes, and a 6-passenger golf cart—everything you need for the perfect island escape. Enjoy peaceful water views, quick access to Bean Point and Pine Avenue, and plenty of space for the whole family to unwind. ✨ Pool is complete and available for all guests.

Palmetto Paradise~Heated Pool/Spa, Steps to Beach

🌴 Palmetto Paradise is a stunning multi-level luxury retreat featuring 4 ensuite bedrooms, open-concept living, and upscale finishes throughout. Enjoy a chef’s kitchen, 75” TV with fireplace, private balconies, elevator access, and a rooftop deck with Gulf views 🌊. Relax in your heated pool and spa, grill outdoors, and unwind in spacious comfort just moments from the beach. ✨🏖️