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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.

Sea AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

AMI Sunset~Close to beach! Heated Pool!

A charming three-bed, two-bath beach house on Anna Maria Island, this coastal retreat offers a heated pool, two king rooms, and a fun bunk room. Just steps from the beach, it delivers unforgettable sunrises and sunsets. Beautifully designed for comfort and relaxation, it’s the perfect island getaway for families or friends looking to enjoy the best of AMI. Enjoy your beach days with ease. We supply beach towels, comfortable chairs, and a wagon to make your trips to the shore effortless.

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.

Salty Harbor AMI pool retreat near the Beach

Charming Salty Harbor sits in a quaint, exclusive corner of AMI and boasts a private heated pool and ample parking for 2 vehicles and even a boat: -Ask us if your dates don't fit our calendar! -If you don't have a single 50Lb pet, please discuss it with us -One of the twin boutique MyAnnaMariaStay homes, look us up! You'll love the luxury mid-century feel, lush yard, and a 6-min walk to the beach, Publix or the trolley stop. AMI was voted a top 50 vacation spot in the world in 2024

The Peachy Beach House, steps to the gulf

The perfect place for a combination family vacation and some romance-when the kids are in bed, turn on the spa and music. June, July and August, Saturday to Saturday only. If custom trip length is wanted- ask Two bedroom, 2 full bathroom, new heated PRIVATE pool/spa Steps to semi-private gulf beach, on quiet street in N. HB Well-stocked kitchen, 2 TVs, large primary suite and amazing gulf views from bedrooms. Crib, high chair, beach chairs, wagon, umbrella, beach toys and towels

Ocean Air Oasis-New Centrally Located AMI Luxury

Immerse yourself in coastal luxury at this exceptional 3-bedroom, 2.5-bathroom custom home, where opulent high-end finishes and stunning pecky cypress floors adorn every nook. Revel in the impeccable features, including Sub-Zero and Wolf appliances, marble countertops, Shaw’s sinks, and exquisite custom woodworking, all bathed in abundant natural light. This delightful space offers panoramic views of the lavish backyard, complete with a heated pool and spa.

83rd St Villas West by Duncan Real Estate

Welcome to 83rd St Villas West! A stunning ground-level vacation villa just a 6-minute walk from the beach! With two bedrooms and two bathrooms, this rental sleeps up to six guests. You and your guests can sit back, relax, watch movies, and connect over effortless conversations in the living area. Top of the range, fully equipped kitchen with Cafe appliances, ample counter space, cook top and oven, extra-large fridge/freezer making meal prep a breeze.

White Pearl - Pool/Rooftop/Mini Golf!

Luxury island retreat featuring 4 bedrooms plus an office with sleeper sofa, private pool, spa, putting green, rooftop deck, and multiple balconies. Enjoy a chef’s kitchen with premium Thermador appliances, spacious living areas, outdoor TV, dining for eight, and resort-style amenities. Beach gear included: 6 chairs, wagon, umbrella, and sand toys. Perfect for families and groups seeking a relaxing coastal escape! 🌴🏖️☀️

L'Oasis East w/Dip Pool

Completely remodeled, this beautifully 2-bedroom duplex, crafted to enhance your living experience. Every detail has been thoughtfully designed to create a serene and inviting atmosphere. New images showcase this stunning transformation, come visit us to see the beauty in person! Additionally, West and East are now available for rent together, featuring convenient adjoining doors through the utility room.

Fanta-Sea with gorgeous Pool, Spa, & Game Room!

Get ready for laid-back luxury! This fun and breezy 4-bedroom, 2.5-bath Holmes Beach retreat has everything you need for an unforgettable island escape. Relax by the tropical pool and built-in hot tub, challenge your crew to a board game or ping pong in the game room, or unwind on one of three covered balconies with comfy seating.