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Locations

Vacation Homes in the Upper and Middle Keys

 
KeysCaribbean offers lavish vacation home rentals in many locations throughout the FL Keys island chain. Choose our holiday homes in the Florida Keys for your upcoming short- or long-term trip. KeysCaribbean offers one-, two-, three- and four-bedroom Suites, Condos, Villas, Townhouses, and Vacation Home Rentals in the best Florida Keys locations and resort communities.
 
The Keys are the perfect place for a relaxing getaway. Soak up the sun at our magnificent pools, breathe in the salty air at our pristine beaches, and dine in local restaurants boasting a casual yet elegant mood and fresh seafood. There is no better way to vacation than at one of our locations in the Florida Keys.
 
 

Mariner’s Club Key Largo
MM 97.5 Oceanside in Key Largo
 

Key Largo Vacation Rentals


1 - 4 Bedroom Suites, Townhouses & Condos
Marina- and Oceanview Homes
Onsite marina can accommodate jet skis, wave runners, and boats up to 60 feet in length and docks are equipped with water and electric. *Marina reservations required in advance of your stay.
Click here to read more.

The Oasis Pool at Mariner's Club Key Largo is the largest swimming pool in the Florida Keys! In addition, our guests have access to:

Clubhouse Pool
Waterfall Grotto Jacuzzi
Game room
Fitness center
Tennis courts (BYO equipment)
24/7 security

 
 

Angler’s Reef Resort
MM 84 Oceanside in Islamorada
 

Islamorada Vacation Rentals


2 Bedroom Townhouses
Beachfront Property
Snake Creek Marina is conveniently located less than a quarter-mile south on Old Hwy for dockage, launching, and trailer parking. You may also opt to park your trailer directly outside the gated entrance to Angler’s Reef on the median between Old Hwy and Overseas Hwy.
Click here to read more.

Angler's Reef is an oceanside, gated community boasting upscale and exclusive amenities including:

500 ft. private swimming beach
Oceanfront, communal swimming pool
— KeysCaribbean is not an agent of the Association. Association is not liable for the actions and/or inactions of KeysCaribbean. KeysCaribbean represents select Villas.

 
 

Village at Hawks Cay Villas
MM 61 Oceanside on Duck Key
 

Duck Key Vacation Rentals


1 - 4 Bedroom Condos & Townhouses
Marina- and Oceanview Homes
Duck Key Marina is conveniently located onsite for dockage and trailer storage. Grassy Key Marina is just 2 miles south on Overseas Hwy for slip space, launching, and trailer parking. You may also opt to launch your boat at Hawks Cay Marina.
Click here to read more.

Many of our homes at Village at Hawks Cay feature private swimming pools, Jacuzzi tubs, or dockage. Guests will also enjoy access to public amenities located onsite at Duck Key.

Private swimming pool*
Private Jacuzzi tub*
Boat Dockage*
Solé Watersports conveniently located onsite
* Indicates property-specific features included with select homes (e.g., some homes include dockage).  
— Please note that Village at Hawks Cay Villas by KeysCaribbean is NOT affiliated with Hawk’s Cay Resort.

 
 

Coral Lagoon Resort
MM 53 Oceanside in Marathon
 

Marathon Vacation Rentals


3 Bedroom Townhouses
Marina-View Homes
Some of our homes include dockage for boats up to 36'. Additional and/or larger slip spaces can be reserved through the Boat House Marina conveniently located onsite at Coral Lagoon. You may also reserve use of the launch ramp and trailer parking with the marina (additional cost applies).
Click here to read more.

Guests at Coral Lagoon enjoy access to these amenities and local services:

Communal swimming pool
Nearby FL Keys Aquarium Encounters
Nearby Capt. Hook's Marina for diving, snorkeling, fishing, boat rentals, and more

 
 

Indigo Reef Resort
MM 53 Gulfside in Marathon
 

Marathon Vacation Rentals


3 Bedroom Townhouses
Gulf-View Homes
All Indigo Reef Resort Villas include an assigned slip space for boats up to 31' (length overall). Trailer parking can be reserved with the Moose Lodge located directly outside the gated entrance to Indigo Reef (additional cost applies). Just 1 mile north is the MM 54 Public Boat Ramp for launching free of charge.
Indigo Reef neighbors Vaca Cut for easy access between the waters of the Gulf of Mexico and Atlantic Ocean.
Click here to read more.

The Oasis Pool at Mariner's Club Key Largo is the largest swimming pool in the Florida Keys! In addition, our guests have access to:

Gulf-front, communal swimming pool
Fitness Center
Covered parking for one vehicle

 
 

Private Home Collection
Upper and Middle FL Keys
 

Upper & Middle Keys Homes


2 - 3 Bedroom Homes
Nightly, weekly, and monthly vacation rentals
Some of the homes in our rental program include dockage. Otherwise, we've compiled a list of marinas to choose from in the areas we serve.
Click here to read more.

Make the most of your vacation in a residential home designed to comfortably accommodate your group. Please note that each of the properties in our private home collection are unique and amenities vary:

Dockage for boats up to 60'*
Private swimming pool*
Private Jacuzzi tub*
Kayaks & paddleboards*
* Indicates property-specific features included with select homes (e.g., some homes include dockage).

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