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.
59 properties available
Midnight Gulf Resort A by Anna Maria VacationsWelcome to Midnight Gulf Resort A, a refreshed three-bedroom, two-bathroom coastal retreat in the heart of Bradenton Beach. Thoughtfully updated with professionally designed interiors and a rooftop balcony overlooking the island, this inviting vacation rental places guests just moments from the Gulf bea
Hip Nautic by AMI Locals Vacation Rental License #VR22-000090 Welcome to Hip Nautic, a luxury four bedroom, four and a half bath beach retreat just steps from the beautiful bayside shores of Anna Maria Island. Perfectly situated near Pine Avenue’s shopping and dining, this modern, pet-friendly home offers upscale amenities including a private pool
Welcome to A Wave From It All, a luxurious five-bedroom, six-and-a-half-bath vacation rental in the heart of Anna Maria Island. Just a short seven-minute walk to the island’s white-sand beaches and steps from the boutiques and eateries along Pine Avenue, this family-friendly retreat is ideal for large families and groups seeking comfort, fun, and r
Periwinkle Place by Exclusive Vacations Vacation Rental License #VR25-000004 Indulge in the ultimate luxury beach home at Periwinkle Place, part of our Exclusive Collection. This stunning estate in the heart of Anna Maria offers six spacious bedrooms and six and a half bathrooms. Just a five-minute walk from the pristine shoreline and steps from th
White Shell by Anna Maria Vacations Home in Anna Maria, FL VRC16-000161 Welcome to White Shell, a charming canal-front Anna Maria Island vacation rental offering a perfect family retreat with modern amenities! This three-bedroom, two-bath home comfortably sleeps the whole family and your dog, featuring a seasonally heated private pool, a spacious
Welcome to Waters Edge Cottage by Anna Maria Vacations, a charming Bayfront retreat that captures the essence of Old Florida living. This delightful three bedroom, two and a half bath home offers beautiful waterfront views and a private dock for fishing or simply relaxing by the water. Just a four-minute walk to the Gulf beaches, it’s the perfect h
Island Sea-Cret by Anna Maria Vacations Home in Anna Maria, FL Welcome to Island Sea-Cret by Anna Maria Vacations, a newly renovated three bedroom, two bath canal home offering the perfect balance of relaxation and adventure. Nestled in a quiet corner of Anna Maria Island, this inviting getaway features a private pool, spacious outdoor deck, and di
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
Bayside Cutie at Bayside Bungalow by AMI Locals Vacation Rental License #VR18-000088Welcome to Bayside Cutie, a charming bayside retreat on Anna Maria Island! This one-bedroom, one-bath condo offers a cozy and stylish escape just across the street from the breathtaking Bay beaches. Enjoy your own private patio where you can sip coffee or cocktails
Southern Exposure by Anna Maria Vacations Home in Anna Maria, FL VRC16-000065 Welcome to Southern Exposure by Anna Maria Vacations, a five bedroom, four and a half bath luxury home perfectly located on the prestigious north end of Anna Maria Island. A 7-minute walk from the beach, this retreat combines coastal elegance with laid-back island comfort
Beach Paradise by Anna Maria Vacations Home in Anna Maria, FL VR17-000025 Experience the ultimate Florida getaway at Beach Paradise, a luxuriously designed home just seconds from Bean Point Beach and breathtaking views of the ocean! This home features four bedrooms, multiple balconies, a private heated pool and spa, elevator access, and a wealth
Welcome to Bay View Beauty, part of our Exclusive Collection. This luxurious seven-bedroom, seven and a half bath waterfront home with unobstructed bay views. Ideally located along Anna Maria’s North Shore Drive, this luxury retreat places you steps from the white-sand Bay beaches, minutes from the Gulf beaches and Bean Point, and within walking di
