Luxury Florida Keys Rental Homes with Resort Services & Amenities

The exclusivity of a private home combined with the services of a luxury resort. KeysCaribbean blends these features to present luxury waterfront vacation homes situated in the most picturesque locations in the Florida Keys. Our vacation rentals feature the finest interior appointments in classic Caribbean tones that reflect their natural, island settings. Through our exclusive Adventure Concierge, amenities and services are equally luxurious, from full service marinas to customized vacation itineraries.

Mariner's Resort Villas & Marina – Key Largo vacation condo rentals

The Mariner's Resort Villas & Marina is a gated, oceanfront resort community featuring luxurious town homes and villas that surround a stunning marina with direct access to the Atlantic Ocean.

Angler’s Reef Resort Villas & Marina – vacation rentals in Islamorada
52 cottages in this Caribbean fishing village-styled retreat are inspired by Native Conch and British West Indies themes and adorned with metal roofs and gingerbread trim. Over five hundred feet of oceanfront and mangroves frame 36 protected, deep-water boat docks.

Village at Hawk's Cay Villas – luxury Duck Key / Marathon vacation villas

Located on Duck Key near Marathon – the heart of the Florida Keys – The Village at Hawks Cay Villas offer an authentic island vacation, from romantic encounters and family-fun to destination weddings. Uniquely designed and furnished Villas all come with spectacular views, fully stocked kitchen, private outdoor decks and much more.

Coral Hammock Resort Villas – just minutes from downtown Key West
Set amidst winding walk trails and lush, native hammock vegetation, Coral Hammock is a private retreat nestled away in the seclusion of shade from its own palm-lined paths. Rental accommodations include 53 town homes, dressed in colorful Caribbean tones and adorned with vaulted ceilings.

King’s Pointe Marina & Condominiums – just minutes from downtown Key West
Secluded, yet minutes from downtown Key West at mile marker 5, King’s Pointe Marina accommodations include the Oceanside Condominiums at King’s Pointe Harbor, offering two- and three-bedroom condominium units featuring Florida plantation-style architecture and colorful Caribbean tones. The marina boasts 96 wet slips, 108 dry docks and two state-of-the-art boat barns.

Truman Annex Home – situated in Old Town Key West
This 3-bedroom/2.5 bath private home offers the finest in luxury accommodations and includes private pool and covered off-street parking. The home also features covered porches and balconies on both floors as well as a widow’s walk on the roof with scenic views.