Anna Maria City Vacation Rentals
89 properties available
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
Palmetto Paradise by Exclusive Vacations Vacation Rental License #VR22-000061 Welcome to Palmetto Paradise, a coastal chic four bedroom, four and a half bath luxury beach home on the beach block in Anna Maria, just steps to the Gulf and a short walk to Pine Avenue boutiques, restaurants, and sweet shops. Designed for easy family stays, this retreat
Buttonwood Cottage by AMI Locals Welcome to Buttonwood Cottage, a recently restored three bedroom, two bathrooms home full of Florida charm. Perfectly located on iconic Pine Avenue in Anna Maria and 10-minute walk to the Gulf. With a private heated pool, a pet-friendly policy, and easy access to island boutiques, restaurants, and attractions, this
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
Mangrove Mojito by Anna Maria Island AccommodationsWelcome to Mangrove Mojito, a recently refreshed four-bedroom, three-bath vacation home tucked into the highly desirable north end of Anna Maria. Just steps from the charming Pine Avenue and a short stroll to Anna Maria City Beach, this spacious island retreat blends upscale comfort with a private
Bleuphoria by AMI Locals Welcome to Bleuphoria, a four-bedroom, four-bath luxury beach home on the peaceful North End of Anna Maria Island. Just three houses away from the sugar white sands of the Gulf and steps from Pine Avenue’s boutique shops and restaurants, this designer retreat delivers modern coastal elegance and resort-style amenities. With
Costa Bella by Anna Maria Island Accommodations Home in Anna Maria, FloridaWelcome to Costa Bella, a four bedroom, four and a half bath luxury vacation home just steps from the beach and Pine Avenue. With chic coastal design, a private pool and spa, and ensuite bathrooms in every bedroom, this home is the perfect choice for families and groups look
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
Welcome to Anna Maria Guest House 317, a charming three-bedroom, two-bath beach cottage located right on Pine Avenue, just two and a half short blocks from the soft white sands of the Gulf beaches. With multiple balconies, cozy living spaces, and a prime location above a locally owned shop, this home offers the perfect mix of comfort, convenience,
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
Sand and Sea 109 A by Anna Maria Island Accommodations VR16-000422 Welcome to Sand and Sea 109 A, a charming two-bedroom, one-bath ground-level condo located just two houses from the beach. With the beach only a one-minute walk away and Pine Avenue’s shops and restaurants. This coastal retreat offers the perfect mix of comfort, convenience, and rel
Welcome to Absolutely Anna, a charming two-bedroom, two-bathroom vacation home with a private pool, cabana lounge, and screened-in porch, just a two-minute walk to Bean Point Beach. This dog-friendly Anna Maria Island rental is the perfect mix of coastal comfort and fun extras like foosball, outdoor TV, and a beach wagon to make your island getaway
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