Hotel vacation rentals in Windley Key

Anchorage Resort and Yacht Club

Explore the Florida Keys from our waterfront slice of paradise. Our spacious 1-bedroom suites accommodate 4, include a full kitchen, and have a beautiful waterfront. Kick back and relax on our charming grounds and enjoy our pool, fish from our docks, enjoy some time under our tiki huts, or moor your boat with us. Weʻre just minutes away from John Pennekamp Coral Reef State Park and dozens of other must-do Key Largo attractions. Ditch the hotel room and book our large rentals for your stay!

Conch Key Villas #2 Peaceful waterfront lodging

Studio Two's waterfront rental is located on the ground level. Each unit comes with a boat slip and parking for your trailer. We can handle boats up to 25’. There is a boat ramp just 2 blocks away. We provide outside table and chairs, and just around the corner, the barbecue grill. Our accommodations include king bed, living and dining area, futon, polished terrazzo floors, waterfront patio, literally 6 feet from the water, full size and equipped kitchens, A/C and cable TV, DVD and Wi-Fi.

Convenient Stay, Superb Location, Free Breakfast

Islamorada, a popular tropical holiday spot conveniently located about an hour south of Miami. It is renowned for its upscale, small-town vibe, picturesque bay and ocean vistas, year-round sunlight, boating, fishing, locally owned restaurants, and charming shops and galleries. Also referred to as the "Sport Fishing Capital of the World,", Islamorada draws anglers of all abilities. There is so much to discover in Islamorada, and we’re the perfect place to stay so you can experience it all.

Amazing Beachfront Studio w/ Stunning Gulf Views!

This listing is for a room within a hotel. ✦ Your room is 331 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay. ✦ Daily cleaning services included in the nightly price. There are a few additional details to know before you book: ✦ The minimum age required for check-in is 21 years old. ✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.

Premium Motel Room in Key Largo

Welcome to your perfect Florida Keys getaway! This delightful, coastal-themed 1-bedroom, 1-bathroom duplex motel room is your temporary escape pod, nestled within the Sun Outdoors Key Largo RV Resort. We're perfectly situated for exploring the best of the Keys, with our own stunning private beach as well as local beaches (where your biggest decision is 'flip-flops or bare feet?', stunning reefs (hello, Nemo!), and fantastic restaurants.

Wreckers House King Room - Adults Only

Adults-only building for guests ages 21+ only. Thoughtfully furnished with mixed metals and woods, the Wreckers House tells the story of ships and their crews of "wreckers" who once salvaged goods from the sunken ships in the Florida Keys. Enjoy a sunrise view and an ocean breeze from your private balcony that overlooks the pool and the Atlantic. This room has a mini fridge and an espresso machine.

Azul Del Mar Garden Queen-size

Key Largo may be famous for its intricate coral reef, the eco-wonderful everglades, spectacular sunsets, mouthwatering seafood or even Bogart and Bacall...but only a select few know that nestled in a tropical garden, far from the hustle and bustle is an intimate all-adult Florida Keys boutique hotel called Azul del Mar.

Knight's Key Suites Deluxe King

One-of-a-kind place accommodations located next to the 7-Mile Bridge in the heart of the Florida Keys. These rooms feature 1 King-size bed that can accommodate up to 2 people. Enjoy our swimming pool from dawn until dusk. We are located next to the Sunset Grill and Raw Bar

Relaxing Room w/ Beach Access, Near Historic Park

Discover Islamorada's charms: explore the nearby Indian Key Historic Park and don't miss the stunning Theater of the Sea and History of Diving Museum. Snorkel and shop in scenic Islamorada—perfect for the active traveler and beach aficionado.