Island Paradise Cottages - The Paradise Pair

Perfect for larger families, multiple couples, or friends traveling together, this unique combination at Island Paradise Cottages offers the ideal blend of togetherness and privacy. By reserving both cottages, you'll enjoy two fully private vacation homes just steps apart within our beautifully landscaped tropical property. The community pool is the only space between the two cottages!

Located in a quiet, secure neighborhood only a 5-minute walk from Madeira Beach, you'll be perfectly positioned to enjoy the sugar-white sands of the Gulf while remaining just moments from the restaurants, shops, entertainment, fishing charters, and waterfront attractions of John's Pass Village & Boardwalk.

Spend your days relaxing by the heated pool, grilling under the island-style tiki hut, exploring the waterways by kayak or paddleboard, or riding complimentary bicycles around beautiful Madeira Beach. Whether you're planning a family vacation, couples' getaway, fishing trip, or reunion with friends, this combination provides the perfect balance of shared gathering space and private accommodations.

Two Private Cottages - Each cottage features:

* Two Queen Beds

* Private en-suite bathroom with walk-in shower

* Spacious living room and dining area

* Fully equipped kitchen

* High-Speed Wi-Fi

* Cable TV

* Assigned parking

Together, the cottages comfortably accommodate up to 8 guests, while providing everyone their own private retreat.

Resort-Style Amenities

* Heated swimming pool open year-round

* Spacious poolside patio

* Island-style tiki hut with propane BBQ grills

* Gas firepit for relaxing evenings under the stars

* Complimentary bicycles

* Complimentary kayaks

* Complimentary paddleboards

* Yard games

* On-site coin-operated laundry facilities

* Beach towels and bath towels provided

You'll love being within walking distance of nearly everything:

— 5-minute walk to the beautiful beaches of the Gulf of Mexico

— Easy walk to John's Pass Village & Boardwalk

— Short walk to bay access for kayaking and paddleboarding

— Beach Trolley stop nearby for exploring Treasure Island, St. Pete Beach, Clearwater Beach, and more

— Close to waterfront restaurants, live entertainment, dolphin cruises, fishing charters, boat rentals, shopping, and nightlife

Whether you're enjoying coffee poolside in the morning, spending the afternoon at the beach, or gathering around the firepit after sunset, these two cottages create the perfect setting for making unforgettable vacation memories together.

Reserve your Island Paradise getaway today and enjoy the comfort of two private cottages with all the amenities of a tropical resort—just steps from Madeira Beach.

-- 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)

A Professionally Managed Vacation Rental Property Following CDC Recommended Guidelines, and Providing 24hr Guest Support.

All our properties include 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!