Anna Maria Island Vacation Rentals
185 properties available
Island Breeze by Anna Maria Island Accommodations VRC25-000031Experience the perfect beach retreat at Island Breeze, a stylish three-bedroom, two-bath townhome just a two-minute walk from Holmes Beach’s pristine Gulf beaches! Perfect for relaxation or adventure, this coastal gem offers a private screened in porch, outdoor grill, access to a communi
Sunset Terrace 209 by Anna Maria Island Accommodations TPL18-000456, CND5105493Welcome to Sunset Terrace 209, a two-bedroom, two-bath beachfront condo in Bradenton Beach that’s perfect for couples or small families. This inviting Anna Maria Island accommodation features direct access to the sandy shoreline, sweeping Gulf views, and a refreshing com
Welcome to Another Paradise, a beautifully designed three-bedroom, three-bath coastal retreat located just a two-minute walk from the white sands of Anna Maria Beach. Perfect for families or small groups, this Anna Maria Island accommodation offers a private pool, new putting green, and modern coastal interiors, all within walking distance of Pine
Private Palms by Anna Maria Island Accommodations VRC23-000027Welcome to Private Palms, a beautifully remodeled four-bedroom, two-bath coastal retreat just a 3-minute walk to Holmes Beach and close to the shops and dining of Holmes Beach Towne Center. This bright and stylish home features a private pool, relaxed outdoor living, and comfortable inte
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
Covey Cottage by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR16-000292 Welcome to Covey Cottage by Anna Maria Island Accommodations, a three bedroom, three and a half bathroom vacation home with a private pool and an unbeatable location. Just a seven-minute walk to the white-sand Gulf beaches and one minute to Pine Avenue’s shops
Key Largo Cottage by Anna Maria Island Accommodations VRC18-000120Discover the ultimate family getaway at Key Largo Cottage, a charming bungalow-style vacation rental perfectly situated along Anna Maria Island’s peaceful streets! This spacious home features three bedrooms, three modern bathrooms, and a private heated pool with a swim-up table and c
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
Shore's Nice by Anna Maria Island Accommodations VR21-000020 Experience your ultimate Florida escape at Shore's Nice, a charming two-bedroom, two-bath vacation home located just steps from Bayfront Park Beaches! Perfect for families or small groups seeking tranquility and coastal beauty, this bright retreat is less than three minutes from Pine A
No Bad Days by Anna Maria Island Accommodations VRC18-000057 Welcome to No Bad Days by Anna Maria Island Accommodations, a beautiful four-bedroom, three-bath ground-level vacation home located just a four-minute walk from the soft white sands of Holmes Beach. Perfect for families or groups, this island retreat combines modern coastal design with a
Sea Swept by Exclusive Vacations TPL22-000035, DWE5105473 Welcome to Sea Swept, part of our Exclusive Collection. This beachfront luxury home boasts ten-bedrooms, eight-and-a-half-baths with breathtaking Gulf views, private beach access, and resort-style amenities. Located just steps from the pristine beaches, this home offers a private pool and ho
Attitude By Latitude by Anna Maria Island Accommodations VRC16-000182Welcome to Attitude by Latitude, three bedrooms, two and a half bathrooms coastal getaway just a short walk from the stunning Gulf beaches. Perfect for families or friends, this home offers a private heated pool, a fully stocked game room, and a covered outdoor entertainment area.
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