Connect with Top-Rated Vacation Rental Agencies in Key West!

Last Key Realty is a premier vacation rental brokerage in Key West, Florida, offering a unique approach to luxury vacation rentals. With a passion for Key West, we provide exceptional service to our guests and clients, making their stay in Key West an unforgettable experience. Our vacation homes are designed and furnished with the "Conch Republic" flavor, ensuring that our guests feel right at home. We pride ourselves in our service, from recommending great restaurants to resolving maintenance issues promptly. With us, you can expect a pleasant surprise in every way.

Welcome to VHKW, a locally owned and operated full service vacation rental and vacation property management company. We help visitors discover the lifestyle of Key West by renting authentic privately-owned homes, managing and maintaining these homes for property owners with our hands-on care. Our local staff are committed to helping our guests plan the best island vacation ever. We provide a wide range of unique vacation rentals, from intimate charming cottages, to ocean view condos, to luxury island estates.

Rent Key West Vacations is a local vacation rental management company based right on Duval Street, just one block from the Ernest Hemingway Museum. Over the past 20 years, we have created thousands of special Key West Vacations. Our historic homes, cottages, and beach condos give you and your family the perfect home for your Key West Vacation. We enjoy sharing the magic of Key West with our guests.

Key West Hideaways offers a range of vacation rentals and property management services in Old Town Key West, including nightly and monthly rentals, pet-friendly options, and concierge services. Our team provides exceptional service and attention to detail to ensure a stress-free experience for guests and property owners alike.

Compass Realty is a full service vacation rental and property management company located in the heart of Key West. Our main office is in the Truman Annex, just steps away from the Key West Harbor, Custom House, Truman Little White House and Mallory Square. We offer a nice variety of Key West vacation rentals that can suit your budget. Our well-appointed rentals range from luxury condos overlooking the harbor to classic Key West stately homes all within the Truman Annex. We also have a large inventory of condos and townhomes for couples and families. The Truman Annex has a community pool available and Fort Zachary State Park and Beach are a short walk or bike ride away. Our friendly staff is here to help you make the most of your time in Key West. They can offer you services to prepare for your visit and also make excellent referrals for restaurants and things to do around town. We want your trip to Key West and your stay with us to be relaxing and memorable.