Townhouse holiday rentals in Islamorada

Sunrise Escape - Ocean Front Villa - Sleeps 10

Wake up to the sunrise over the ocean and unwind with sunset views from your private jetty. This marina-front, ocean-view townhouse in Kawama Yacht Club puts you steps from kayaking, snorkeling, and the best of the Keys. Spacious, stylish, and designed for unforgettable family and friend getaways. Breathtaking sunrises from one of two private terraces, coffee in hand, overlooking the marina and the Atlantic Ocean. Located in an exclusive, quiet section of Kawama Yacht Club, this beautifully po

Boater’s Paradise 3br/2.5ba at Coral Lagoon

*PLEASE NOTE* Villa slips/canal are under construction until March 2026. Please inquire before booking. Spectacular PET FRIENDLY 3 bed/2.5 bath 1350sf villa in beautiful Coral Lagoon, complete with a 40 foot wet slip and all the amenities! Spread out and enjoy the spacious, clean interior with free high speed wifi. Step outside to your boat and enjoy all the Gulf and Atlantic have to offer - both easily accessible in minutes. Relax with a drink at the pool after a long day of fun in the sun.

New Listing! Tropical Oasis at the Mariners Club!

The beautiful Mariner’s Club is an island paradise in the heart of Key Largo. This upscale ocean front gated community combines resort style family fun with high end luxury plus all the amenities you can dream of! Our modern Villa sleeps 8 guests and is ideal for couples & families! We have the largest lagoon style pool in the Florida Keys, an elevated club house pool, jacuzzi with waterfall Grotto, fishing pier, marina, beach area, fitness center, game room, tennis & pickleball courts.

Fun the Keys! Pool, Marina, Clubhouse, Fishing & m

Spend your vacation on the bayside of Key Largo, with the best sunsets to end your day. Steps away from the heated swimming pool and kiddie pool. Walk to a strip of restaurants on the water and enjoy a gorgeous sunset. We have the best fishing, snorkeling, kayaking, paddle boarding and diving the world has to offer. Come enjoy the island life in your comfortable and clean vacation house, on a property with everything you need, just bring your groceries! Two bedrooms with private bathrooms.

Casa Fish LLC

Vacation in paradise. Beautiful sunsets. Swim and snorkel in the salt water lagoon. The lagoon is fed from the bottom of the ocean, you will know when it is low tide and high tide. The community offers two pools. The north pool is just steps from our condo. The south pool is within walking distance of our condo. Our condo is fully equipped for your stay. It is 2 bedrooms and 2 full baths, living/dining room. Front porch with gas BBQ. Back porch overlooks salt water lagoon. Two stories.

Kawama R5 Pool view free bikes & kayaks

Experience island living at its best in this fully furnished, modern condo with a spacious layout and luxurious amenities. Relax by the pool or take a dip in the saltwater lagoon. Enjoy the convenience of having a marina, two heated pools, a kids playground, and tennis and pickleball courts just steps away from your door. For your convenience we provide two bikes and two kayaks to explore the surroundings. Come relax, unwind and make memories that will last a lifetime. Book your stay now!

Waterfront Duck Key Villa - Sleeps 8 (7058)

BEST VIEW IN DUCK KEY!!!! Waterfront Villa at the heart of the Florida Keys - Duck Key Florida. Beautiful location with easy access to both the Atlantic Ocean and the Gulf of Mexico. Come check us out and see for yourself what the exclusive Duck Key area has to offer. DOCK INCLUDED-35 Foot. Conveniently behind the village! The Village at Hawks Cay Villas by KeysCaribbean are not affiliated with the Hawks Cay Resort; our guests do not have access to hotel amenities.

2B/2.5B Villa and Village at Hawks Cay with Spa

Our Villa is located between Islamorada and Marathon Key on Duck Key at the Village of Hawks Cay; one of the most desirable locations in the Florida Keys. This is at Mile Marker 61. With ocean views, high-end finishes, comfy beds and plenty to do in the surrounding areas, the Villa offers something for everyone. There is an in-ground splash pool located on the patio. It is not a hot tub but reaches a maximum temperature of 104 degrees for those desiring heat.

Villa 5020 on Duck Key BOAT SLIP available

Boat slip available for additional $100 a night. Ask for availability. This villa boasts breathtaking sunsets, close to watersports, charter fishing, restaurants while being surrounded by one of the most exclusive island neighborhoods with lush landscaping. Duck Key is family-friendly, or it can be a serene couples retreat. Dine with Sunsets on the rear deck, or explore the world-class restaurants of the middle keys. Please NO Smoking indoors and NO pets.

Kawama K1 Beautiful Lagoon View free bikes & kayak

Escape to paradise at Kawama Yacht Club, a private community featuring 24-hour security and an array of exclusive amenities: Salt water lagoon, 2 heated pools, Kids playground, Tennis courts, Marina boat ramp, boat parking, Jetty & Fire pits. We also provide kayaks and bikes so you can fully immerse yourself in the beauty of the surrounding area. Don't miss out on the ultimate Florida Keys getaway, book your stay at Kawama Yacht Club now.

5 O'clock Somewhere - Key Largo

Come enjoy the beautiful Florida Keys in our renovated townhouse. Our 2 bedroom/2 bath townhouse is located in a family friendly gated community oceanside in Key Largo, FL. You'll have ocean access, a marina with ramp to drop in your boat, two heated pools, tennis/pickle ball courts, and a salt water lagoon. Choose to relax by the pool or stay active snorkeling reefs, fishing off the jetty, and kayaking through the mangroves.

Key Largo House

Casa Key Largo has contemporary elegance in a tropical paradise, a laid back island vibe with all the amenities. We have stocked the home with everything you need and more. Restaurants, boating, fishing, swimming, snorkeling, scuba diving, shopping, and John Pennekamp Coral Reef State Park are all within minutes. It is a great central location for day trips to Key West, Marathon, Miami Beach, and the Everglades.