Play & Stay Vacation Rentals in Anna Maria Island & Holmes Beach
Make your Gulf Coast getaway effortless with Play & Stay Vacation Rentals from Little Philly Sea Adventures. We connect guests with hand-selected vacation homes near Anna Maria Island, Holmes Beach, and Palma Sola, then pair your stay with unforgettable water experiences like boat tours, jet ski adventures, and private charters. Whether you’re planning a family vacation, couples retreat, or group escape, Play & Stay makes it easy to relax on land and adventure on the water—all in one seamless experience.
Vacation Rentals
Stay minutes from the action in beautiful vacation rentals near Anna Maria Island and Holmes Beach, with easy access to beaches, marinas, and boat and jet ski tours for a perfect Gulf Coast stay.
Partner With Us
Own a vacation rental near Anna Maria Island or Holmes Beach? Join our Play & Stay Partnership and get your property promoted to guests booking boat and jet ski adventures—at no cost to you.
Why Choose Local Gulf Coast Experts
Little Philly Sea Adventures operates as a licensed and insured local business with deep knowledge of Anna Maria Island's waters, wildlife patterns, and hidden gems. We're familiar with the specific conditions around Bradenton Beach, Longboat Key, Siesta Key, and Palma Sola that make each area unique for different types of water activities. Licensed and insured for all local requirements with equipment inspected regularly for your safety.
You'll benefit from our commitment to maintaining premium equipment and providing thorough safety orientations before every departure. The personal attention and local expertise we offer means you're more likely to encounter dolphins, spot manatees, and find the secluded spots that make your Gulf Coast adventure truly special.
Book your next Gulf Coast adventure online or call 941-274-1575 to start exploring Holmes Beach today.
