You are here

Key West Vacation Rentals

Browse the best rentals in Key West

Vacation rentals in Key West are perfect places to experience this special island. Every Key West rental has its own distinct charm. As one of Key West’s first property management companies, we represent some of the best rentals in Key West’s diverse communities. Many of our historic homes, villas, and condos come complete with private pools and beautiful outdoor areas that are great for singles, couples and families alike. We work closely with our guests to ensure that you receive personal service throughout your Key West Vacation.

Book a Dream Vacation to Key West today!

Displaying 36 - 40 of 40 results matching your search criteria
Map ViewGrid view
List View

Conch Republic Retreat

Monthly and Seasonal Rentals
2 Bedrooms
2 Bathrooms
Comfortably Sleeps 4
Max Occupancy 4

This historic conch home, circa 1890, is your dream vacation spot. The welcoming property has been completely renovated and refurbished to contemporary standards and expectations: two bedrooms, two baths, an impressive great room, outstanding pool area, and one of the best geographic locations on the island....

Campbell Eyebrow House

Monthly and Seasonal Rentals
1 Bedroom
2 Bathrooms
Comfortably Sleeps 2
Max Occupancy 2

NEW UNIT!

The uniqueness of Campbell Eyebrow House starts with its Classical Revival "eyebrow" styling, an iconic gable roof creating an awning over top floor windows. The pleasure of Campbell Eyebrow House comes from its ideal location on the island, its verdant garden setting, its lux...

Solares

Monthly and Seasonal Rentals
1 Bedroom
1 Bathroom
Comfortably Sleeps 2
Max Occupancy 2

The art of island living involves making efficient use of limited space. This charming first-floor, one-bedroom apartment does just that. It occupies the rear portion of an award-winning 1890s Victorian home on Solares Hill, the highest point of land in Key West. This quiet Old Town...

Campbell Cottage

Monthly and Seasonal Rentals
1 Bedroom
1 Bathroom
Comfortably Sleeps 2
Max Occupancy 2

Location...Location...Location! Campbell Cottage is perfectly located to walk to almost everything Key West has to offer. Campbell Cottage is the perfect place for living large in an intimate, comfortable one bedroom/one bath cottage. A locked privacy fence surrounds the lushly landscaped Campbell Courtyard compound, which has...

Bay's Hideaway

Monthly and Seasonal Rentals
1 Bedroom
1 Bathroom
Comfortably Sleeps 2
Max Occupancy 2

Just the mere idea of planning a vacation puts a smile on most faces. If your vacation includes a stay in the Conch Republic, even better. If your vacation includes this rental, Bay's Hideaway, even better still. The compact one bedroom/one bath condo provides the perfect...

Pages