Anna Maria City Vacation Rentals
90 properties available
The James by AMI Locals Welcome to The James by AMI Locals, your ultimate North End beach getaway on Anna Maria Island. This brand-new four bedroom, four and a half bath luxury home is just a short six-minute walk from the island’s world-famous Gulf beaches and offers a rooftop deck with stunning Gulf views, a private pool with spa, and resort-styl
North End Zen by Anna Maria Island Accommodations VR16-000360 Welcome to North End Zen, a newly renovated four-bedroom, three-bath canal front retreat just a five-minute walk to Anna Maria Beach and steps from Pine Avenue’s boutique shops, cafes, and waterfront dining. Perfect for families and groups, this Anna Maria Island accommodation blends mod
Sand and Sea 109 B by Anna Maria Island Accommodations VR16-000422 Welcome to Sand and Sea 109 B, a cozy two-bedroom, one-bath ground-level condo just a one-minute walk from Anna Maria Beach and only two blocks from Pine Avenue’s boutiques, restaurants, and galleries. With a private patio, access to a shared pool, and playful backyard games, this A
Coconut Breeze Estate by Anna Maria Island Accommodations Home in Anna Maria, FloridaEscape to Coconut Breeze Estate, your ultimate four-bedroom, four-bathroom retreat on Anna Maria Island! Nestled on the highly desirable northern end, this stunning home is just a five-minute walk from the pristine beaches at Bean Point. Located near Pine Avenue’s
Coconut Lagoon by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR16-000285Welcome to Coconut Lagoon, a vibrant four-bedroom, three-bathroom coastal retreat on the north end of Anna Maria Island. This home had a complete makeover, with an all-new kitchen, bathrooms, and furnishings. Just a five-minute walk to the beach, this inviting
Coral Kai by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR20-000067 Welcome to Coral Kai, a three-bedroom, three-and-a-half-bath vacation home just six houses from the white sand beaches of the Gulf and a short half-mile stroll to Pine Avenue’s boutiques and restaurants. With a private pool and spa, multiple balconies, and a game r
Little Pink Houses by Anna Maria Island Accommodations VR18-000136 Welcome to Little Pink Houses, a charming Anna Maria Island vacation home located just a short stroll from Bean Point Beach, one of the island’s most secluded and picturesque stretches of shoreline. Featuring three bedrooms and three bathrooms, including a private guest suite above
Welcome to Barefoot by the Bay, a luxury ground-level villa offering one bedroom, two bathrooms, and a cozy den in a picturesque bayside setting! Located just across the street from beautiful Bay and within walking distance of the beach, restaurants and boutique shops, this charming villa combines laid-back coastal style with modern convenience. Re
Lady From the Sea by Anna Maria Island Accommodations VR18-000156 Welcome to Lady from the Sea, a coastal enchanted three bedroom, three and a half bathroom vacation home located on the coveted north end of Anna Maria Island! Just a six-minute stroll to the serene sands of Bean Point Beach and a short ride to Pine Avenue’s boutiques and cafes, this
A Place in Paradise Retreat by Anna Maria Island Accommodations Duplex in Anna Maria, FloridaWelcome to A Place in Paradise Retreat, a spacious four-bedroom, four-bath vacation home with a unique duplex layout that’s perfect for families, friends, and multi-family getaways. Located just a five-minute walk from the Gulf beaches and steps from Pine A
Deckadence by Exclusive Vacations Bayfront Luxury | Rooftop Spa, Resort Pool + Golf Cart VR25-000002 Welcome to Deckadence by Exclusive Vacations, a luxury coastal retreat ideally located across the street from the bay and just a short walk to the Gulf beaches on Anna Maria Island. This four-bedroom, four-and-a-half-bath home features a rooftop dec
Triple Play by Anna Maria Island Accommodations VR16-000416 Welcome to Triple Play, a canal-front 3-bedroom, 3-bath vacation home where you can enjoy three perfect ways to relax: a short walk to the beach, a refreshing dip in your private pool and spa, or fishing and kayaking right from your own docks. Located just an 8-minute walk to Anna Maria Be
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