Anna Maria Island Vacation Rentals With a Pool
Looking for a refreshing vacation? Explore these fantastic Anna Maria Island rentals with pools! After a day at the beach, a relaxing swim in your pool is the perfect way to unwind.
A vacation rental with a pool adds significant value to your getaway. A private pool offers a relaxing escape from crowded beaches, providing a convenient way to cool off with a refreshing swim whenever desired. It also creates a safe and enjoyable space for family fun, especially for children. It grants you a personal area to unwind and soak up the Florida sunshine in complete privacy.
151 properties available
Coveside Cottage by AMI Locals VRC19-000006 Welcome to Coveside Cottage, a serene coastal haven just a three-minute walk from Holmes Beach! This three-bedroom, two-bath home is the perfect escape for families seeking relaxation and fun in a quiet beach community. Located within easy walking distance of shopping and waterfront dining. Coveside Cot
Sea Grape Escape by AMI Locals VRC18-000063 Welcome to Sea Grape Escape by AMI Locals, a beautifully appointed two-bedroom, two-bathroom elevated home in the heart of Holmes Beach on Anna Maria Island. Perfect for small families or couples seeking a stylish and peaceful retreat, this coastal chic getaway combines modern comfort with relaxed island
Tidal Daze by AMI Locals VRC22-000087 Welcome to Tidal Daze! This four-bedroom, three and a half bath Anna Maria Island retreat is just a two minute walk to the soft sands of Holmes Beach. With a private pool, putting green, outdoor games, and multiple lounge areas, this home was designed for family fun and relaxation. Whether you’re soaking up the
Pink Paradise on Palm by AMI LocalsVR26-000057Welcome to Pink Paradise on Palm, a charming three-bedroom, two-bath vacation home in Anna Maria, Florida, less than a 5-minute walk from the beach. Perfect for families and friends seeking a colorful island retreat, this inviting home features a private heated pool with an attached spa, a backyard putt
Angler’s Cove at Hunter’s Point by AMI Locals Welcome to Angler’s Cove at Hunter’s Point, a stunning eco-friendly vacation set in the waterfront Hunter’s Point community! This three-bedroom, two and a half bath smart home combines luxury and sustainability, featuring a private pool, EV charger, and canal access for kayaking or paddleboarding. You’l
Gulf Shore Cottage by Anna Maria Island AccommodationsVR16-000101 Your dream beach vacation begins at Gulf Shore Cottage, a newly renovated four-bedroom, two-bathroom coastal retreat located just six houses from the pristine sands of the Gulf. With a private pool, foosball table, and pet-friendly policy, this charming cottage blends Old Florida cha
Love Me Blue by Exclusive Vacations Vacation Rental License #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 restaurants of Pi
Big Nauti by Exclusive Vacations TPL22-000071, DWE5105909Welcome to Big Nauti, an extraordinary eight bedroom, eight and a half bath luxury waterfront home that redefines Anna Maria Island living. Located directly on the Bay in Bradenton Beach, this stunning retreat pairs breathtaking panoramic views with resort amenities, including a rooftop deck,
Highlights • Canal front • 5-minute walk to the beach • Rooftop deck • Private pool with in-ground spa • Outdoor living space Aqua Bay by Anna Maria Vacations Home in Holmes Beach, Florida Welcome to Aqua Bay! This luxurious canal-front home has four bedrooms and three bathrooms, providing guests with a relaxing and top-notch getaway experience. Wi
Casa Flamingo by AMI Locals Escape to Casa Flamingo, a beautifully refreshed luxury beach home in Bradenton, Florida! This inviting three-bedroom, three and a half-bath home offers a private saltwater pool, ample outdoor space, and stunning water views, perfect for creating lifelong memories. Located just 6.5 miles from the white sandy beaches of A
Pelican’s Nest by AMI Locals Vacation Rental License #VR20-000006 Welcome to Pelican’s Nest, a breathtaking three bedroom, three bath canal-front luxury home perfectly situated in the heart of Anna Maria Island. Offering panoramic canal views, a private pool, and stylish modern interiors, this home provides the ideal blend of relaxation and adventu
Sea Gal by AMI Locals Vacation Rental License #TPL23-000008, DWE5105473Welcome to Sea Gal by AMI Locals, a seven bedroom, seven and a half bath luxury beach home perfectly positioned between the Gulf beaches and the Intracoastal Bay. This stunning retreat pairs modern coastal elegance with breathtaking 360° rooftop views and an unbeatable location,
