Hotel holiday 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!

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.

Key Largo Cottages w/ Free Sailboat, Kayaks + More

The Mermaid is one of the cottages in Key Largo Cottages located on the bay side of Key Largo near some of the best dive/snorkel sites, island excursions, bars, restaurants, & the Everglades. A stay here comes with unlimited use of our kayaks, canoes, paddle boards, snorkel gear, some fishing gear, &, of course, the use of one of our 22' sailboats, if you have recent sailing experience on keel boats! You won't find a better deal in the Keys! (This is NOT a dog friendly cottage.)

Snappers - King Room Ocean View

Your Stay in Paradise Starts Here Nestled on Mile Marker 94.5 in Key Largo, Snappers offers more than just a place to stay — it’s a local legend perched on 3 acres of waterfront bliss. Whether you're here to unwind for the weekend or extend your stay in the Florida Keys, our cozy rooms put you steps away from the ocean, live music, fresh seafood, and the locals-only Turtle Club tiki bar. Wake up to sea breezes and end the night with a cocktail by the water.

Serene Island Stay! Outdoor Pool, Steps to Beach!

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.

Coral Townhome

Built as a townhouse-style apartment with two levels, the Coral Townhome includes one bedroom with a king-size bed and a full bathroom, while the downstairs level offers a private bedroom in the back with a full-size mattress bunk bed, a full kitchen, another bathroom, and a living room equipped with a sofa bed. Featuring two bedrooms, these townhouses accommodate up to five guests.

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