Islamorada Vacation Rentals

At Florida Keys Luxury Rentals, all of our homes are privately owned. Oceanfront, Bayfront, Private Beaches, Dockage, Pools, Estates, Private Island. Relax and enjoy the Florida Keys. Whether you are looking for a family vacation or a romantic weekend get-away, call Florida Keys Luxury Rentals. Remember...It's Not What You Need, It's What You Want. 305-852-4321

This fantasy Islamorada oceanfront home sits on a sandy beach and has all the amenities including an amazing theater room. Vacation in the Keys in modern luxury. 305-852-4321

Private pool vacation home in friendly, canal community of Venetian Shores. Decorated with tropical flair, wicker furniture, cathedral ceilings, skylights. Sliding glass doors open to spacious deck for outdoor living at its best: heated pool, lounge chairs, barbecue, Chiki Bar w/ small sink and fridge, outdoor shower. View parrot fish from your 70-ft. dock; easy bay/ocean access. Coconut palms. Fully equipped kitchen w/ dishwasher, microwave.Two full baths.Ceiling fans, central AC, telephone, 2TVs/VCRs washer/dryer. Parking for 3 cars. Great Diving. Close to Smugglers Cove boat launch and Underwater Park at Pennekamp.WIFI ready. No smoking.For pets ask. Call Toll Free at 1-877-726-9017 Read More (508) 922-5835

Calming waters, beach sand and amazing sunsets this is what Lazy Palms has waiting for you. This 4 bedroom / 4 bath home has been totally remodeled with new travertine and wood floors, new kitchen, new bathrooms... everything new and all professionally decorated! 305-852-4321

The Gardens is a 4/4 private home surrounded by impeccably landscaped grounds. This property has over 50 types of palms, abundant orchids, and bougainvilleas. At your doorstep is a breathtaking view of the Atlantic Ocean where you can experience endless aquatic activities. You are centrally located in Islamorada-halfway between Miami and Key West. This gated 5 acre property is one of the most impressive in the Florida Keys. Seduction and luxury amidst a tropical paradise. Your escape to The Gardensat Schooner Bay Estate is sure to become a memory that will last a lifetime. Read More 305-852-4321

Barefeet Rentals offers vacation accommodations to fit any budget! Private rental homes and condos, modest to magnificent! Many of our island homes offer convenient boat dockage right out your back door! 305.394.9787 877.214.9590

Choose from one of the largest selections of vacation rental properties in the Florida Keys, with over 500 vacation rentals from Key West to Key Largo. Whether you are moving to the Keys or planninga family reunion, a wedding, a fishing vacation, there is a property for you. From a beach cottage to a pool home to a Conch house in Key West? Read More 888-743-5635

Sunset Villas offers affordable OPEN WATERFRONT weekly vacation rentals, including boat dockage, use of an ocean kayak to paddle the beautiful Gulf waters, bicycles to tour the area, quick ocean accessfor boaters, and beautiful OPEN WATER unobstructed sunset views. 1 & 2-bedroom Villas available - all waterfront with prices starting at $645/week in the fall. Each Villa comes fully equipped (kitchen, cable TV/DVD, phone, etc.), and Fishing Charter Packages are available. Located on secluded Conch Key and just minutes from both Marathon and Islamorada. Read More 305-743-3684

Ever have a dream of an ocean front pool on your own private beach in the Florida Keys surrounded by white sand and crystal clear water? We may just have what you've been dreaming about. This Very private beach home located in Islamorada is now available for rental. 305-852-4321

This luxurious new oceanfront estate is located in Islamorada. Enjoy the island's year-round sunny weather on the home's exotic wood deck surrounding a custom pool - all overlooking a private sugar sand beach on the Atlantic Ocean. New observation pier! 305-852-4321

is a Beautiful Gated 2 bedroom 2 bath, oceanfront, private home with a sandy beach and Jacuzzi. Located in at Mile Marker 75, it has quickly become the favorite honeymoon home. Professionally decorated with a Caribbean flair. 305-852-4321

Let Aguazul be your next Keys vacation home, it will be one you will not soon forget. With a sunrise and oceanview that are priceless. Aguazul is located at Mile Marker 88, in beautiful Islamorada. This gorgeous four bedroom/three bath home will sleep 8 people very comfortably. Aguazul has everything you could want for a perfect vacation home. Heated oceanfront pool, dockage, fishing right from the 100 ft pier, a kitchen on both the ground and second floor, flat screen TV, wireless Internet anda sunrise and ocean view that are priceless. Read More 305-852-4321

Ahhhh...Ocean Front...Pool...Dockage...It's all hear at Oasis. Oasis is located at Mile Marker 75.6, in beautiful Islamorada. This Beautiful three bedroom, three bath home will sleep 8 people very Comfortably. 305-852-4321

Breathtaking Sunset's, Breathtaking Home. Pineapple Plantation is an unbelievable gated, New Bay Front home. It is perfectly located a Mile Marker 89, Islamorada. Boasting 5 Bedroom Suite's, Gourmet kitchen with an ocean view, Dining Room that seats 12, Ocean View Living Room, Media Room with a state of the art video system, Custom Swimming pool with separate Jacuzzi, pool side double lavatory & shower room, Deep water dockage, Open air gathering area with seating, BBQ, Gaming area. And this is justthe beginning. Read More 305-852-4321

Snook House is an exquisite Bay Front home, nestled amongst 12 others in the popular enclave of Bonefish Bay, Mile Marker 75. Newly built and decorator furnished, Snook House is a truly, luxury vacation home. Boasting four bedrooms and four and a half baths, gourmet kitchen, private pool and a view of the Florida Bay that is unforgettable. 305-852-4321

Latitude: Freedom of thought or action. No word could better described this Keys Vacation Home. Embrace the serenity of the azure Atlantic Ocean while you relax in the private heated pool. Latitude boasts 2 master suits and two guest rooms. The entire home has been completely renovated and professionally decorated. 305-852-4321

Karapan I is a beautiful, spacious, private, plantation-style estate home on 5 acres. It is located at Mile Marker 81.5 in the heart of Islamorada and boasting 5 bedrooms and 7 baths. Heated pool, Jacuzzi, sandy beach, all with a spectacular open-water views. 305-852-4321