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.
61 properties available
Sunny Side by Anna Maria Vacations 2214 Avenue B, Bradenton Beach, FL 34217TPL25-000012Welcome to Sunny Side, your ultimate family vacation home on Anna Maria Island! This spacious duplex features Sunny Side Up and Sunny Side Down, offering a combined total of four bedrooms and four bathrooms, perfect for larger families or groups of friends! Loca
Lobster Key by Anna Maria Vacations 4503 124th Street W, Cortez, Florida 34210 Experience 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,
Just Breathe by Exclusive Vacations 415 N Bay Blvd, Anna Maria, FL 34216 VR23-000046 Welcome to Just Breathe, part of our Exclusive Collection. This luxury four bedroom, four and a half bath vacation home perfectly positioned on the Bayfront across from Tampa Bay and just a short walk to the Gulf beaches. This home pairs modern sophistication with
Beach Paradise by Anna Maria Vacations 805 Jacaranda Road, Anna Maria, FL 34216 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 acc
Love Me Blue by Exclusive Vacations 792 Jacaranda Rd, Anna Maria, FL 34216 VR24-000043 Welcome to Love Me Blue, part of our Exclusive Collection. This luxury beach home offers four bedrooms, four and a half baths, located on the north end of Anna Maria Island! Just a three-minute walk to the serene Bean Point beach and one mile to the shops and res
Bay Breezes at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #1, Anna Maria, FL 34216VR18-000088Welcome to Bay Breezes at Bayside Bungalow, a charming Anna Maria Island vacation rental offering two bedrooms, one bathroom, and a resort-style experience just steps from the beautiful bay and minutes to Anna Maria beaches! This delightful coastal
Cabana Breeze by Anna Maria Vacations 511 Spring Avenue, Anna Maria, FL 34217 VR16-000457 Welcome to Cabana Breeze, a four bedroom, two bath vacation retreat on the north end of Anna Maria Island! Just a 10-minute walk to Anna Maria City Beach and steps from Pine Avenue’s charming shops and restaurants, this dog-friendly home offers the perfect ble
What A Catch by Anna Maria Island Accommodations 2408 Avenue C, Bradenton Beach, FL 34217 Welcome to What A Catch by Anna Maria Island Accommodations, an exceptional seven bedroom, seven and a half bath luxury home just a 2-minute walk from the beach. With a private pool, rooftop deck with Gulf views, and plenty of space to relax and entertain, thi
Palmetto Paradise by Exclusive Vacations 107 Palmetto Ave, Anna Maria, Florida 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,
Blue Tide (Formerly Island Sol) by Anna Maria Vacations 2116 Avenue A, Bradenton Beach, FL 34217 TPL20-000004 RBT20-000002Welcome to Blue Tide by Anna Maria Vacations, a luxury five-bedroom, four-bathroom custom home designed for the ultimate Anna Maria Island vacation. Perfectly located in Bradenton Beach, just two blocks from the Gulf beaches, th
Absolute Paradise by Anna Maria Vacations 217 Magnolia Avenue, Anna Maria, Florida VR16-000465 Welcome to Absolute Paradise, a beautifully updated five-bedroom, four-bath beach home just a short stroll from the white sand shores of Anna Maria Island. Perfectly located near Pine Avenue’s shops and restaurants, this home combines coastal charm and mo
Luna Sea by AMI Locals 2109 Avenue C, Bradenton Beach, Florida TPL24-000005Welcome 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 group
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