Vacation Rentals with Private Pools on Anna Maria Island
Homes with Private Pools on Anna Maria Island...
The Beaches on Anna Maria Island are absolutely amazing. So is having a private heated pool right in the backyard of your vacation rental. Being able to cool off in a pool is one of the most requested items during an Anna Maria Island vacation rental search. It is definitely a must have item for your next vacation. Anna Maria Island Accommodations has a robust inventory of pool homes with a variety of distances to the beach and even some gulffront. Let us help you find your perfect pool home rental.
196 properties available
Mermaid's Hideaway by Anna Maria Island Accommodations 7205 Gulf Dr, North Unit, Holmes Beach, FL 34217 VRC16-000135 Experience coastal tranquility at Mermaid's Hideaway, a beautiful three bedroom vacation home just minutes from the finest beaches of Florida! Located two minutes from Holmes Beach and the trolley stop, this inviting retreat offers
Honeywood House by Anna Maria Island Accommodations 243 Willow Ave, Anna Maria, FL 34216 Welcome to Honeywood House, a canal-front three-bedroom, four-bath vacation home with a private dock, pool, and spa. Located on scenic Bimini Bay, this pet-friendly retreat offers direct access to Tampa Bay by boat and is just a short ten-minute walk to the Gul
Beachfront Bungalow by AMI Locals 102 77th St, Holmes Beach, Florida 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 designe
Villa #4 Sand Dollar by AMI Locals 3605 Gulf Dr, Unit #4, Holmes Beach, FL 34217 Welcome to Villa 4 Sand Dollar, a cozy one-bedroom, one-bath retreat located at the Islands West Resort! Just a two-minute walk to the soft-sands of Holmes Beach, this villa is perfect for couples or solo travelers looking for a tranquil escape. With resort amenities i
Pelican Paradise by Anna Maria Island Accommodations 214 Elm Ave, Anna Maria, FL 34216 VR19-000001 Welcome to Pelican Paradise, your dream getaway just one block from the white sands of Anna Maria beach and steps from the boutique shops and dining along Pine Avenue. These four bedrooms, four and a half-bathroom luxury retreat offers a private pool
Coconut Breeze Estate by Anna Maria Island Accommodations 703 N Bay Blvd, Anna Maria, FL 34216Escape to Coconut Breeze Estate, your ultimate four-bedroom, four-bathroom retreat on Anna Maria Island! Nestled on the highly desirable northern end, this stunning home is just a five-minute walk from the pristine beaches at Bean Point. Located near Pine
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
Stormalong Bay by Anna Maria Island Accommodations 308 56th St, Unit A, Holmes Beach, FL 34217 Welcome to Stormalong Bay by Anna Maria Island Accommodations, a vibrant two bedroom, two and a half bath vacation home with a bonus room, just a five-minute walk from the pristine sands of Holmes Beach. Perfect for families and groups, this island retrea
Gulf Horizons by AMI Locals 201 17th St N, Bradenton Beach, FL VPL22-000084Experience the ultimate Florida escape at Gulf Horizons, a spectacular three-level estate with seven bedrooms and six and a half bathrooms! Located just across the street from Bradenton Beach's pristine Gulf beaches, this home offers panoramic water views from the rooftop de
Peachy Keen by AMI Locals 206 66th St, Unit B, Holmes Beach, FL 34217 VPR22-000026 Escape to Peachy Keen, a luxurious family vacation rental on Anna Maria Island! This spacious three-bedroom, plus loft, home is just 200 steps from the Gulf, offering stunning water views and easy access to the island’s best amenities. Wake up to breathtaking sunset
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
Honey I'm Holmes by Anna Maria Island Accommodations305 73rd St Holmes Beach, FloridaWelcome to Honey I’m Holmes! Start your island getaway here at our newly refreshed coastal home in a charming neighborhood of Holmes Beach! This gorgeous, modern four bedroom, three bath retreat is a short walk to the glistening sandy beaches of the Gulf! An open l
Tell us what you're looking for and someone will contact you with available options.