Welcome to Keys Holiday Rentals website.
We represent properties in the captivating Islands of the Upper Keys - Key Largo, Plantation, Tavernier, Islamorada. They are located a little over an hours' drive south, southwest of Miami, Florida. The Keys are known for their casual lifestyle, crystal clear waters, spectacular snorkeling and diving, and as the fishing capital of the world.
Our Vacation Rentals
Palms 407 is a Beautiful Condo with Ocean and Tropical Views
USA, Florida, Florida Keys, Islamorada
My Paradise is an Oceanfront Home with a Gorgeous Beach and Dockage
USA, Florida, Florida Keys, Islamorada
Palms 404 is a Picturesque 2 Bedroom Condo with Fabulous Ocean Views
USA, Florida, Florida Keys, Islamorada
Bay Therapy - 3 Bedroom Home with Dock, Davits, Hot Tub and Game Room
USA, Florida, Florida Keys, Key Largo
Antigua Place is a charming vacation home located in the beautiful neighborhood of Port Antigua
USA, Florida, Florida Keys, Islamorada
West Plaza Del Lago - 2 Bedroom Port Antigua Home with Boat Lift and Access to Beach and Ramp
USA, Florida, Florida Keys, Islamorada
NOT AVAILABLE
Others, Vacation Rental Archives
OFF THE MARKET
USA, Florida, Florida Keys, Islamorada
Villa Riolo is a updated single family stilt home and perfect for your next holiday in Islamorada
USA, Florida, Florida Keys, Islamorada
Pelican Landing is a Spacious Home in Islamorada with Dockage, Beach Access and Billiards Room!
USA, Florida, Florida Keys, Islamorada
Palms 301 is a darling condo with panoramic views of the Atlantic Ocean
USA, Florida, Florida Keys, Islamorada
Palms 309 is an exceptional condo with panoramic views of the Atlantic Ocean
USA, Florida, Florida Keys, Islamorada
Palms 405 is a totally Remodeled Condo with Ocean Views
USA, Florida, Florida Keys, Islamorada
Palms 313 is a Spectacular 2 Bedroom Condo with Breathtaking Panoramic Oceanfront Views
USA, Florida, Florida Keys, Islamorada
Palms 417 is an elegant 1 bedroom unit with Florida Bay Views from Balcony
USA, Florida, Florida Keys, Islamorada
Little Bay Cottage is a Gated Bayfront Property Shared with 2 Other Rental Units
USA, Florida, Florida Keys, Islamorada
Little Bay Upper - A 2nd Floor Duplex on Gated Bayfront Property Shared with Two Other Rentals
USA, Florida, Florida Keys, Islamorada
Little Bay Lower - Ground Level Duplex on Gated Bayfront Property Shared with Only Two Other Units
USA, Florida, Florida Keys, Islamorada
Beacon Reef 222 is a gorgeous 2 bedroom condo with panoramic views of the Atlantic Ocean
USA, Florida, Florida Keys, Islamorada
Beacon Reef 310 is a beautiful 2 bedroom condo with lovely views of the ocean and property grounds
USA, Florida, Florida Keys, Islamorada
Beacon Reef 406 is a charming 2 bedroom condo with lovely views of the ocean and property grounds
USA, Florida, Florida Keys, Islamorada
Beacon Reef 501 is a Beautiful condo with views of the Atlantic Ocean
USA, Florida, Florida Keys, Islamorada
Beacon Reef 522 is a Oceanfront 5th floor 2 bedroom 2 bath condo at Beacon Reef
USA, Florida, Florida Keys, Islamorada
Moon Bay A410 is a 2 Bedroom Condo with Partial Bay Views and Pool
USA, Florida, Florida Keys, Key Largo
Sunshine Place is a ground level unit with ocean views
USA, Florida, Florida Keys, Islamorada
Lyons Landing is an Exceptional VENETIAN SHORES home with pool dock and boat lift
USA, Florida, Florida Keys, Islamorada
NO LONGER RENTING
USA, Florida, Florida Keys, Islamorada
Little Bay - Entire Compound in Islamorada w/Gorgeous Bay Views and Boat Basin
USA, Florida, Florida Keys, Islamorada
Brock Haus on the Gulf Bayfront Townhome with Boat Slip Pool Beach and available Weekly
USA, Florida, Florida Keys, Tavernier
Fish Whistle is a Stunning Bayfront Home Directly on Snake Creek!
USA, Florida, Florida Keys, Islamorada
Conch Bar South is a 4 Bedroom Waterfront Home with Swimming Pool
USA, Florida, Florida Keys, Plantation Key
Beacon Reef #306 is a Lovely 2 Bedroom Condo in Islamorada with Ocean and Tropical Views
USA, Florida, Florida Keys, Islamorada
Manatee Manor is a Spacious Canal-front Home with Large Pool, Tiki Bar, and Dock
USA, Florida, Florida Keys, Tavernier
Plantation Adventure is a sensational remodeled single family home on Plantation Key awaits your ar
USA, Florida, Florida Keys, Plantation Key
Palm Harbor is a Fabulous Private Home with Privacy Gate Pool Dock and Outdoor Entertainment Area
USA, Florida, Florida Keys, Tavernier
Palms #314 - Waterfront 2 Bedroom Condo in Islamorada
USA, Florida, Florida Keys, Islamorada
Beacon Reef 301 is a gorgeous NEWLY UPDATED Condo with Ocean and Garden Views
USA, Florida, Florida Keys, Islamorada
Rock Harbor Club P8 is a Bayfront Townhouse offering Pool, Sandy Beach, and more!
USA, Florida, Florida Keys, Key Largo
Twice the Charm - Fully Renovated Canalfront Home with Dock, Above Ground Pool, and Mother-In-Law Su
USA, Florida, Florida Keys, Key Largo
PALMS 317 - 1 Bedroom Condo in Oceanfront Complex in Islamorada
USA, Florida, Florida Keys, Key Largo
Ocean Harbour K31 is a Renovated Oceanfront 3/2 Condo with Gorgeous Views in Islamorada
USA, Florida, Florida Keys, Islamorada
Moon Bay A206 is a Totally Remodeled Condo with Pool in Key Largo
USA, Florida, Florida Keys, Key Largo
Martin Family Fish Camp - Private Peninsula with Two Houses, Dockage, and Bay Views!
USA, Florida, Florida Keys, Islamorada
Beacon Reef 503 is a Totally Remodeled Exquisite 2 Bedroom Condo
