Anna Maria Island Vacation Rentals 3-4 Bedroom


Properties Available 124 properties available
Bean Point Bungalow by AMI Locals Vacation Rental License #VR17-000061 Welcome to Bean Point Bungalow, a charming three bedroom, two bath home on the coveted north end of Anna Maria Island. With a private pool, lush tropical landscaping, and less than a 5-minute walk to the quiet white sands of Bean Point Beach, this pet-friendly retreat is the per
Bean Point Bungalow
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (107)
North End Escape by AMI Locals Welcome to North End Escape, a stylish three-bedroom, two-bath custom built home in one of Anna Maria Island’s most desirable neighborhoods. Just a two minute walk from Bean Point Beach and steps to Pine Avenue’s shops and dining, this upscale retreat features designer interiors, a private heated pool, and a rooftop d
North End Escape
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
HalfBathrooms 1 Half baths
Guests 6 guests
Rating 5 (4)
Crazy Like a Fox by AMI Locals Welcome to Crazy Like a Fox, a newly updated, luxury three-bedroom, two and a half bath vacation home in beautiful Bradenton, Florida! Just six miles from the white sands of Anna Maria Island, this inviting retreat features a private pool, screened-in lanai, ping pong table, home gym, and even a PlayStation 5. Perfec
Crazy Like A Fox
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
HalfBathrooms 1 Half baths
Guests 7 guests
Rating 5 (26)
Kismet by the Sea by AMI Locals Experience your perfect island escape at Kismet by the Sea, a charming three-bedroom, two-and-a-half-bathroom villa just a short walk from Anna Maria Islands beautiful Gulf beaches! Nestled in the heart of Holmes Beach, this coastal retreat features relaxed boho decor, a shared pool, private balconies, and endless n
Kismet by the Sea
Condo Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
HalfBathrooms 1 Half baths
Guests 6 guests
Rating 5 (7)
Sandpiper Villa by AMI Locals VRC23-000136Welcome to Sandpiper Villa, a three bedroom, two bath vacation rental located right across the street from Holmes Beach! With a private heated pool, outdoor patio, and multiple balconies, this coastal retreat is perfect for families and friends looking to relax and enjoy Anna Maria Island’s pristine beaches
Sandpiper Villa
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (5)
River House Retreat by AMI Locals Welcome to River House Retreat, a peaceful three-bedroom, two-bath canal-front home featuring a private pool, outdoor dining area, and boat dock for water lovers. Nestled minutes from Downtown Bradenton and a short drive from the white-sand beaches of Anna Maria Island, this family-friendly getaway is perfect for b
River House Retreat
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (3)
Welcome to Beach Sunset Villa, a beautifully crafted luxury beach duplex just a minute’s walk from Bradenton Beach in Anna Maria Island! This spacious three-bedroom, three-bath seaside retreat offers multiple living areas, stylish outdoor dining, and family-friendly amenities. Enjoy stunning Gulf sunsets with breathtaking water views or unwind in y
Beach Sunset Villa
Duplex Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (38)
Sweet Melissa’s Beach House by AMI Locals Vacation Rental License #VR19-000057 Welcome to Sweet Melissa’s Beach House, a cheerful and welcoming three-bedroom, three-bath retreat ideally located just across the street from the bay. With a private pool, vibrant coastal interiors, and a separate guest suite, this island gem is perfect for families or
Sweet Melissa's Beach House
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (43)
High Tide by AMI Locals Vacation Rental License #VR21-000077 Wake up to the soothing sound of the waves and take in panoramic Gulf views at High Tide, a spectacular three bedroom, three bathroom beachfront retreat nestled on the north end of Anna Maria Island. With ocean views, a beachfront patio, and walkable access to Pine Avenue’s charming shops
High Tide (AMIL)
Duplex
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (61)
Dock of the Bay by AMI Locals Vacation Rental License #VR16-000039 Welcome to Dock of the Bay, a stunning waterfront duplex located on beautiful Bimini Bay in Anna Maria! Perfect for families and groups, this exclusive rental offers the entire duplex, Bay Cottage and Bay Haven, providing privacy and space for large gatherings. Enjoy breathtaking w
Dock of the Bay
Duplex Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Sea Salt at Hunter’s Point by AMI Locals Welcome to Sea Salt at Hunter’s Point, a canal-front home in an innovative eco-friendly community that connect luxury and sustainable living. Just one mile from Anna Maria Island’s pristine beaches, this 3-bedroom, 2.5-bathroom retreat offers multiple balconies, an EV charger, and beautiful water views, all
Sea Salt at Hunter's Point
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
HalfBathrooms 1 Half baths
Guests 7 guests
Rating 4.9 (32)
*New photos coming soon after renovations*Bay 2 Beach Too by AMI Locals Vacation Rental License #TPL19-000071, DWE5105473 Welcome to Bay 2 Beach Too, a beautifully remodeled waterfront vacation rental just a three-minute walk to the beach! This stylish three-bedroom, two-bath home features a private boat dock accommodating up to a 24-foot boat, tr
Bay 2 Beach Too
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (49)

Tell us what you're looking for and someone will contact you with available options.

I agree