Hotel holiday rentals in Key West

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.

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.)

Luxurious Stay | Snorkeling. Outdoor Pool

Poised on the islands famous harbor, The Marker Key West Resort is a fresh approach to luxury, seamlessly blending the elegance of classic Florida Keys resorts with an air of modern glamor. Attractions nearby: ✔Mallory Square, once anchorage of pirates ✔Snorkeling ✔Butterflies & exotic birds at the Butterfly and Nature Conservatory ✔Amazing views for the top of the Lighthouse Museum ✔Southernmost Point Buoy, lowest latitude land of contiguous North American states

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 Knights Key Suites will be performing some concrete work to the exterior facade and adding new railings, the work will be done September 3, 2024-- October 10, 2024 Monday-Friday 9:00am- 5:00pm

Speakeasy Inn - Room 1A (1 Queen Bed & 1 Single)

Charming Room Overlooking Duval Street with a balcony. Room features a Queen Bed, 1 Single Bed, Kitchenette & Private Bathroom. Please Note: The Speakeasy Inn has only 4 parking spots available to guests on a first come first serve basis that are currently free of charge. We ask that guests contact us 24 Hours prior to your arrival and we will do out best to set aside a parking pass for you if requested, although this cannot be always guaranteed.

Duval Hideaway w/ Patio and Parking (Adults Only)

Located in the heart of Old Town, this unique property is centrally located for easy access to landmarks and sights. Our property is fully furnished, includes a private patio and is accessed via a private entrance. *Please note you must be 21 or older to make a reservation on this property and all guests must be at least 18 years old.*

Azul del Mar Deluxe Sea View Suite (Celeste)

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.

Deluxe Two Double

This room has a queen bed, a double bed, refrigerator and microwave. It is located on the second floor of the guest building and is adjacent to a large deck that faces toward the aviaries and the landscape. Enjoy the free use of Kayaks.