Short Term Rentals
Looking for beach rentals in Florida? There’s no better place than the famous island of Anna Maria along the Gulf Coast. This “Old Florida” destination has been a favorite with families for years and is often on the top 10 lists of beaches in the U.S. Many guests choose to book long term rentals, but more often, visitors come for a week-long vacation. If you fall into that category, then these are the short term rental homes on Anna Maria Island.
From quaint cottages to private resort accommodations, there are luxury vacation rentals for any type of vacation you’re hoping to have. We even offer pet-friendly houses for rent! Search the one bedroom or two bedroom properties below to find the right one for you.
45 properties available
Lobster Key by Anna Maria Vacations Home in Cortez, FloridaExperience the charm of Cortez Village at Lobster Key, an elevated home just minutes from Anna Maria Island’s beautiful beaches! This three-bedroom, two-bath retreat features a private pool, in-ground spa, and a spacious backyard with outdoor living areas, a pool table, and corn hole, all p
Salty Seagull at Hunter’s Point by AMI Locals Enjoy an unforgettable island escape at Salty Seagull at Hunter’s Point, a brand new canal front vacation home just one mile from Anna Maria Island’s iconic beaches. This three bedroom, two and a half bath residence is located in an exclusive new sustainable community and offers a private pool, dock, ba
Luna Sea by AMI Locals Vacation Rental License #TPL24-000005, DWE5105449Welcome to Luna Sea, a stunning brand new luxury vacation home just steps from the soft sands of Cortez Beach on Anna Maria Island! With seven bedrooms, seven and a half bathrooms, and high end finishes throughout, this spectacular retreat was designed for families and groups s
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
Beachfront Paradise by Exclusive Vacations TPL19-000058, DWE5105473 Escape to Beachfront Paradise, part of our Exclusive Collection. Offering an exquisite eight bedroom, six-and-a-half bath waterfront estate with spectacular ocean views and private beach access! This boutique luxury home boasts a heated pool and spa, perfect for large family gather
Boundless Waves by Exclusive Vacations Vacation Rental License #VR24-000005 Welcome to Boundless Waves, part of our Exclusive Collection. Offering a curated luxury experience with elevated amenities, personalized services, and refined island living. This six-bedroom, six-and-a-half-bath coastal retreat features a rooftop deck with panoramic island
Gone Gulfin’ by AMI Locals Welcome to Gone Gulfin’, a brand new, five-bedroom, four and a half bath luxury beach home just one block from the Gulf beaches. Perfect for families and friends seeking a modern island retreat, this stunning home features a private pool and spa, rooftop deck, and fun outdoor games like ping pong and putting green. Desig
Sweet Caroline by Exclusive Vacations Vacation Rental License #VR23-000009 Welcome to Sweet Caroline, part of our Exclusive Collection. This luxury four bedroom, four and a half bath Anna Maria Island vacation home just one small block from the Gulf beaches. This coastal retreat blends refined design, resort-style amenities, and a relaxed island vi
Ama Maria by Anna Maria Vacations Home in Anna Maria, FL VR16-000113 Welcome to Ama Maria by Anna Maria Vacations, a charming three-bedroom, two-bath canal front home designed for relaxation and fun. Featuring a private dock, screened-in pool, and tropical outdoor living space, this retreat offers the perfect blend of island tranquility and coastal
Shells and Sunshine by Anna Maria VacationsHome in Anna Maria, FL VR16-000437Discover Shells and Sunshine, a family-friendly beach-front retreat on the prestigious north end of Anna Maria Island! This charming home features two levels with three bedrooms and two bathrooms, accommodating up to eight guests. Enjoy unobstructed views of the ocean from
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
Coastal Horizons by Anna Maria Vacations Home in Bradenton Beach, FL TPL18-000052 / DWE5105831Welcome to Coastal Horizons by Anna Maria Vacations, a six bedroom, four bath elevated retreat in the heart of Bradenton Beach. Just a one-minute walk to the soft white sands of Anna Maria Island and steps from the calm Bay waters, this home combines coast
