Hotels in Windley Key

Captain's Suite - 2 Bdrm w/ Full Kitchen Sleeps 6

Your spacious, pet-friendly Florida Keys escape starts here. Perched on the second floor of the Sun Outdoors Marathon Motel, is the Captain’s Suite. Whether you’re returning from a day of fishing or sunbathing, this retreat comfortably hosts up to six guests. Recharge in the tranquil queen bedroom or let the kids claim the separate bunk room. At the heart of the suite, you'll find a sun-drenched, open-concept living area and a fully equipped kitchen perfect for whipping up the day's fresh catch

Two doubles room with balcony

Enjoy tropical views from your private balcony in this inviting room featuring two double beds a sitting area and a partial ocean view. Relax with modern comforts like air conditioning, blackout curtains and an ihome alarm clock radio. Thoughtful amenities include a Keurig coffee maker microwave mini fridge with freezer and a dining area unwind with HD channels and a hair dryer in a space designed for both relaxation and convenience every room is unique but promises the same great experience.

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!

Key Largo Motel 1 Queen Bed

Welcome to your perfect Florida Keys getaway! This pet friendly delightful, coastal-themed 1-bedroom, 1-bathroom 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.

Snappers - King Roomw/OceanView

Welcome to Snappers Hotel Rooms 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. Book your stay — and let the good times roll.

Ocean view two-bedroom suite

Ocean view two bedroom suite welcomes you with a spacious oceanfront balcony and stunning views inside find a king bed a double bed and a queen size sofa bed along with a dining area and full kitchen equipped with refrigerator freezer stove-top dishwasher microwave and coffee maker thoughtful amenities and plenty of space make this a perfect retreat for relaxing and entertaining.

Largo Resort, Twilight bungalow suite

Twilight bungalow suite blends elegance, comfort, and nature, offering a tranquil garden-view escape with refined island luxury. Features include a king bed, queen Murphy bed, air conditioning, coffee maker, cable television, microwave, wireless internet, in-room safe, mini-fridge, and spa-inspired bathrooms.

Island Villa | Islamorada Keys | Bayside Views

Situated on the scenic Overseas Highway in Islamorada, this waterfront property offers direct access to stunning bay views and nearby outdoor activities. Guests can enjoy spacious villas close to popular fishing spots and local dining, perfect for a memorable Florida Keys experience.

Ocean View Guest Room, 1 King, Balcony

Escape to Three Waters Resort & Marina in Islamorada, where the Atlantic, Gulf, and Florida Bay converge. Relax in island-chic rooms. Enjoy three pools, beaches, oceanfront dining, a full marina, and a water taxi to sister resorts—perfect for fishing, romance, or outdoor adventure.

Standard two bedroom ocean view suite

Standard two bedroom ocean view suite is an oversized retreat with breathtaking ocean views and premium furnishings in every room throughout. We provide a full kitchen, living/dining room, queen sleeper sofa, and washer/dryer. Rental units are privately owned, and decor will vary.

Deluxe Room | Dove Creek | Free Bkf | Ocean View

An authentic slice of paradise awaits at Dove Creek Resort, where snorkeling, jet skiing, and sunsets are steps away. This deluxe room features a king bed and expansive ocean views, offering laid-back luxury. Ideal for guests seeking both style and tranquility.

Knight's Key Suites Premium Apartment w/Kitchen

One-of-a-kind place accommodations located next to the 7-Mile Bridge in the heart of the Florida Keys. This room features one king, one queen, and one Murphy bed that can accommodate up to six people. full kitchen.