Key West Hideaways rents vacation rentals all over the island and specializes in pet-friendly and waterfront homes. Choose from waterfront condos with boat slips, quaint cottages in Old Town, or full stand-alone homes across Key West. They can help you find vacation rentals that are grouped near each other – perfect for weddings! They’ll also help you find vacation rentals that come with boat slips, which can be hard to find right in Key West.
Key West Hideaways can also help businesses set up conferences, or families set up renunions. Since they book lots of vacation rentals all over the island, they can keep your large group together, even if you bring pets! Most of the properties booked by Key West Hideaways are pet friendly.
Their main property is called Pelican Landing, a hotel on Garrison Bight, with slips. You can launch your boat right across the Bight, and the launch spot is a five minute walk from Pelican Landing. Pelican Landing starts at around $238 per night, and units can sleep up to 6 people. Units come with full kitchen,high speed internet, and parking.
Even if you don’t bring your own boat, Pelican Landing is ideal for people who like to fish. It’s within walking distance to Charterboat Row, where big sport fishers, light tackle, and party fishing boats go out every day.
Key West Hideaways has a great selection of vacation rentals, and this is an especially good choice for groups who like to fish or who have their own boat.
Casa Marina Key West has been transformed so many times in its history, but we think the newest incarnation makes it the premier resort in Key West. Located on the south side of Key West, right on its own private beach and facing the Atlantic Ocean, Casa Marina Key West is one of the loveliest places you can stay while vacationing in the Southernmost City.
Casa Marina Key West is a full blown resort rather than just a hotel. That means you get on-site water sports rentals, gourmet dining, private beach, two swimming pools, full service concierge, and charter fishing right from their very own docks just steps from your door. Rooms start at $249 per night.
The Casa Marina Key West resort area is larger than just about any other Key West resort. Its location on the south side of Key West near the Southernmost Point, rather than near Mallory Square where most of the other luxury resorts are located, allows it more space for everything from parking to wedding services to the expansive private beach, pier and docks.
Associated with Casa Marina Key West and located next door, is The Reach Resort. Part of what they are now calling the Waldorf Astoria Collection, these smaller luxury accommodations start at $229 per night. The private beach is yours to enjoy, and Old Town is just minutes away by bicycle.
For a resort experience, charming history, and full luxury with guaranteed quiet nights away from the bustling late night activity of Duval Street, Casa Marina Key West is our top choice.
Center Court Key West is an historic inn, small cottages and bungalows taking up a block right off Duval Street in Old Town. It’s also vacation homes and condos around town but managed out of the same office. For example, Center Court Key West can book you in the Shipyard Condos, which are not actually in Center Court but rather closer to the water front near Mallory Square. In general, the Center Court office offers guests fine accommodations in historic buildings with good service and proximity to Old Town and Duval Street that means you can leave your rental car parked while you explore Key West.
Rooms, suites and cottages at the Center Court feature things like private whirlpools, even private swimming pool, private sundeck, tropical gardens, and common swimming pools. Location is nicest with Center Court Key West, as everything on Duval Street, plus Mallory Square for the sunset celebration, is close by. Also close by is Fausto’s, where you can get groceries for your kitchen during your stay.
Since Center Court Key West is one block off Duval Street, it’s a but quieter than it would be if located right on Duval. Some cabins or rooms come with a reserved parking spot, and some don’t. During peak season, rooms start at $158 for one that sleeps two people. Some of the accommodations are pet friendly, so ask before you book is that’s important to you.

