Welcome to Island Paradise Cottages — your own private retreat in the heart of Madeira Beach. This exclusive rental includes all eight unique cottages and villas, offering the perfect setup for large groups, family reunions, retreats, or multiple families vacationing together. Nestled in a quiet residential neighborhood just a short walk from the white sands of the Gulf of Mexico and the vibrant shops and restaurants of John’s Pass Village, the property combines privacy, comfort, and convenience in one unforgettable setting.



Each cottage is individually styled and fully equipped, providing guests with the comforts of home while still enjoying the charm of a boutique beach getaway. Whether you're gathering around the tiki hut, lounging by the pool, or cruising the neighborhood on complimentary bikes, you’ll find something here for everyone.



* Eight private cottages accommodating up to 30 guests



* Beautiful heated pool with lush tropical landscaping



* Gas firepit and thatched tiki hut gathering space



* Propane BBQ grills and multiple outdoor dining areas



* Fully equipped kitchens in every cottage



* Free use of kayaks, paddleboards, beach gear, bikes, and lawn games



* High-speed Wi-Fi, cable TV, and free assigned parking



* Beach towels, bath towels, and linens provided



* On-site coin-operated laundry for guest use



* 24-hour guest services hotline



* Just a 5-minute walk to the beach, and walking distance to John’s Pass Village, shops, restaurants, and beach trolley access



When you stay at Island Paradise Cottages, you’re not just booking a place to sleep — you're creating an entire beachside experience. Whether you’re gathering your extended family, reconnecting with friends, or planning a special group retreat, this all-in-one property makes it easy to enjoy together time with plenty of space to relax. Come and experience why guests return year after year to this hidden gem on Florida’s Gulf Coast.

-- Gas Firepit in the Courtyard for Evening Relaxation.



We help make the most of your vacation by providing Free Admission to some of the area's top activities & attractions each and every day, including Busch Gardens, The Clearwater Aquarium, The Dali Museum, The Tampa Zoo, evening cruises, bike rentals and more! Create exciting memories, have more fun, and truly experience your destination. (One Free Ticket Per Day, Per Activity. Free Fun Program not eligible for stays over 28 days)

Included free parking, a complete linen set, beach and bath towels, a starter set of paper goods, hand soap, dishwashing soap and trash bags, free WiFi access, and a 24hr Guest hotline for any issues. Need a Pack n' Play for your stay? We've got you covered - no charge!