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.
165 properties available
Mermaid Dreams by AMI LocalsWelcome to Mermaid Dreams, a charming two-bedroom, two-bathroom Bradenton vacation rental just minutes from the stunning Gulf beaches of Anna Maria Island. This inviting getaway offers the perfect blend of comfort and convenience, featuring a private heated pool for your own backyard oasis. Ideal for couples, small famil
Beachfront Bungalow by AMI Locals Vacation Rental License #VRC19-000270 Welcome to Beachfront Bungalow, a rare four-bedroom, three and a half bath coastal cottage located directly on the sandy shores of Holmes Beach on Anna Maria Island! With nothing but your private pool and spa between you and the Gulf, this beachfront escape is designed for trav
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
Villa Rayo Del Sol by AMI Locals TPL23-000074, DWE5105909Welcome to Villa Rayo Del Sol by AMI Locals, a five bedroom, five and a half bath luxury coastal retreat located right across the street from the beach in beautiful Bradenton Beach on Anna Maria Island. This three-level getaway blends sleek, modern design with relaxed island charm, featuring
Welcome to Bayfront Retreat, a boater's paradise with a private dock on the bay, a sparkling pool and spa overlooking passing boats, and a stunning rooftop deck! This expansive five-bedroom, five-and-a-half-bath luxury beach home is perfect for water sports enthusiasts, fishers, and beach lovers seeking comfort, style, and spectacular views. Locate
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
Blue Pineapple by AMI Locals CAA20-000023 Welcome to Blue Pineapple by AMI Locals, a stylish 4-bedroom, 2.5-bathroom island retreat just a 3-minute walk from the Gulf beaches of Holmes Beach. This beautiful three-level home combines tropical charm and modern comfort with a private pool, covered patio, and multiple balconies perfect for catching the
Sabai Sabai by AMI Locals Vacation Rental License #BTR4522 Welcome to Sabai Sabai, a tranquil retreat in the heart of Bradenton offering comfort, style, and incredible amenities for families and groups seeking a relaxing Florida getaway. This luxury vacation home offers three bedrooms, three bathrooms, and a tropical backyard oasis with a pool, out
Beach Breeze by AMI Locals Vacation Rental License #VR16-000510 Welcome to Beach Breeze by AMI Locals, a vibrant four bedroom, three bath coastal retreat perfectly situated in the heart of Anna Maria Island. Just a two-minute walk to the beach and two minutes from Pine Avenue’s charming shops and restaurants, this home combines island style with mo
Heavenly Sunset by AMI LocalsVacation Rental License #TPL24-000103, DWE5105909Welcome to Heavenly Sunset, an upscale three-bedroom vacation home located directly across the street from the sugar white sands of Bradenton Beach. Designed for families and relaxed group getaways, this coastal retreat offers Gulf views, a private pool, a putting green,
Coral Shores by AMI Locals Welcome to Coral Shores! This beautifully updated three bedroom, two and a half bath canal-front home in Bradenton combines modern luxury with coastal charm. With a large private pool, hot tub, a putting green, and private dock, this vacation rental is perfect for families and friends seeking a Florida Gulf Coast getaway
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,
