Florida By Water - Home Image Map
  • Simple Item 4
  • Simple Item 2
  • Simple Item 9
  • Simple Item 10
  • Simple Item 1
  • Simple Item 8
  • Simple Item 5
  • Simple Item 11
  • Simple Item 6
  • Simple Item 7
  • Simple Item 12
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 11
  • 12



Lookout Lodge Resort

1243025322238839_19klf87770 Overseas Highway

Islamorada, FL 33036

(305) 852-9915‎


By Water 24.971121, -80.558548

Lookout Lodge Resort is designed to be your home in Islamorada while in the upper Florida Keys Resort area. One & two bedroom suites with beach front sunset views are our specialty. We are a pet-friendly resort in Florida as well. Look for the paw prints next to room descriptions to help guide you to pet firendly rooms! Our Florida Keys resort offers private swimming & sunbathing areas (no pool), with chickee huts, lounges and lagoon. We afford swimmers, sunbathers and kayakers quiet, pleasurable hours in the Florida island sun. For scuba divers and snorkelers: beautiful scuba diving, snorkeling, and Lobstering in ocean reefs are just minutes away! Nearby charter boats offer diving, Lobstering, deep sea fishing, back country fishing, & reef fishing for your non-diving companions. Charter boats will pick you up at our upper Keys dockage. Maybe a leisurely boat tour or a wedding cruise of the upper Florida Keys is more your pace. Our resort in Islamorada will custom design island weddings on our Islamorada beach. Come on down as the Florida Keys await you!

La Jolla Resort

Screen_shot_2009-12-12_at_3.54.43_PM82216 Overseas Highway

Islamorada, FL 33036-3603

(305) 664-9213


By Water 24.924979, -80.629379


The La Jolla Resort is located at mile marker 82.2, on Upper Matecumbe Key, in Islamorada, the Florida Keys. About an hour and a half from Miami's International Airport, the scenic drive on the Overseas Highway allows for a "Keys" attitude adjustment, prior to the friendly check in.>

When entering the La Jolla, notice the lush, tropical vegetation including, seven varieties of palm trees, frangipani, bougainvillea, hibiscus, key limes, orchids and bromeliads, just to name a few.

Also, our beach area features a grill, lounge chairs, a shuffleboard court, ceramic tables and benches, boat ramp, docks and a fishing pier.

Casa Morada

Screen_shot_2009-12-12_at_3.51.13_PM136 Madeira Road

Islamorada, FL 33036-3615

(305) 664-0044‎


By Water 24.924690, -80.631585

Casa Morada is located on the bay in Islamorada, the jewel of the Florida Keys. Tucked away on a quiet side street, Casa Morada is an upscale 16 suite hotel with the informal character of the Caribbean. Guests of Casa Morada enjoy the seclusion of a private tropical island but are only minutes away from some of the best dining and outdoor activities in the Florida Keys.
Casa Morada is a 90 minute drive from Miami International Airport and 90 minutes from Key West. Guests of Casa Morada may also arrive to the hotel by boat.

La Siesta Resort and Marina

24970247flf80241 Overseas Highway (MM 82)

Islamorada, FL 33036

(305) 664-2132‎


By Water 24.902633, -80.650474

La Siesta Resort & Marina is the premier family vacation resort this side of Key West located on a fantastic 6 acre tropical island ocean front setting. Come experience Islamorada in the beautiful Florida Keys. Relax and enjoy the Upper Keys laid back style... catch a snooze under a palm, catch a tan on the sun beach, or catch the thrill of a lifetime aboard a one of our local world class sport fishing, snorkeling or diving charters. On site, enjoy the complimentary use of bicycles and fishing rods to experience the gorgeous Florida Keys scenery and fishing.

Why settle for a plain hotel or motel when you and your family can enjoy true Florida Keys Resort tropical island casual elegance... We have 1, 2, & 3 bedroom villas and suites, each with a fully equipped kitchen, cable television, phone, heat & air conditioning, and daily maid service. Cook your catch inside or outside at the covered tiki patio and barbecue area in some of the most relaxing surroundings in South Florida.

Have fun Florida Keys style at La Siesta Resort year round in our gorgeous newly remodeled, heated fresh water swimming pool with hot tub. Our family resort also features walking paths, beach volleyball & full water sports on site.

Breezy Palms Resort

brezzypalmsDock80015 U.S. 1

Islamorada, FL 33036

(305) 664-2361


By Water 24.900048, -80.653934

If your idea of a perfect family vacation includes an endless supply of warm, tropical sunshine, breathtaking scenery and exciting wildlife, then Breezy Palms Resort of Islamorada in the Florida Keys is truly the place to be!

Located 80 miles south of Miami and 80 miles North of Key West, this family friendly Islamorada resort is the place to be. Our Motel offers daily or weekly Florida Keys rentals plus boat dockage in our Marina. Whether your idea of a good time is snorkeling the reef, hunting the great creatures of the deep, fly fishing the flats or just relaxing by the pool, you'll find no shortage of fun here at the best Islamorada resort in the Florida Keys. We are a totally family oriented Florida Keys resort, unlike others you may find

Terra's Key (Private Island)

Screen_shot_2009-12-12_at_3.03.53_PM79775 Overseas Highway

Islamorada, FL 33036



By Water 24.893817, -80.659986

You'll find your personal Islamorada vacation home on an island in the sun off U.S. 1. Terra's Key, your Islamorada island vacation home is about 90 minutes from Miami International Airport. Check-in is 1/2 mile north at Breezy Palms Oceanfront Resort, or you can arrive by sea or air. Come and see your personal Islamorada island vacation home and relax in the sun at Terra’s Key.Think of Terra's Key as a home for the soul, where you can profoundly relax more, and appreciate the rhythms of life. It's a one-of-a-kind opportunity to blend serenity and seclusion into the greatest Islamorada island vacation home.

White Gate Court

deb014klf76010 Overseas Highway

Islamorada, FL 33036-4000

305) 664-4136


By Water  24.870187, -80.709344

WHITE GATE COURT is not a motel. The property is 119,000 square feet (approx. 3 acres) filled with huge ancient trees and colorful tropical plants. The maximum occupancy is 18-20 persons. That means 5,950 square feet per person to relax in peace and privacy. The tropical park between the highway and the buildings is a natural screen that keeps out the noise of the world you left behind.

ETS ARE WELCOME! All kinds and all sizes of dogs are admitted. Rottweilers, Dobermans and German Shepherds will need to be closely monitored by their owners. Vaccination proof is required and restrictions are to be respected in order to protect the rest of our 4-legged guests. So far, no pet has been injured at White Gate Court .

Best of Both Worlds Resort

IMG_3975klf1175700 Overseas Highway

Islamorada, FL 33036-4003

(305) 664-4747<‎


By Water 24.866208, -80.713297

Our large property provides peace and quiet, yet it is only a walking distance to a food store and short driving distance to many restaurants and variety of stores.

There is a lot to see from here. We are the safe and unspoiled American Caribbean, unlike the commercialized Miami and Fort Lauderdale areas.

We offer a large 2 bedroom townhouse with a heated swimming pool; a 1bedroom house and 1 cottage apartment.

Kayaks and 22ft sailboats are available.

Coral Bay Resort

base_mediakf0075690 Overseas Highway

Islamorada, FL 33036

(305) 664-5568


By Water 24.866353, -80.713988


Just where the Keys begin to arch toward blazing sunsets, and the din of busier islands fades to nothing, stands the tropical paradise called Lower Matecumbe and the Coral Bay Resort.

Unspoiled and unhurried, the Coral Bay Resort preserves an informality and grace that other Keys can only distantly recall. Each of our distinctive cottages is styled after an historic Keys home and each is tropically appointed with central heat and air-conditioning.

Whether you want to fish, dive, snorkel, rent a power or sail boat, or just lie around our heated pool, our managers will help you accomplish it. Each is committed to our concept of maintaining "The Keys the way they used to be".

The grounds at the Coral Bay Resort are lined with hibiscus and bougainvillea and our brilliant sandy beach slopes gently into the liquid crystal hues of the Gulf of Mexico. The sunsets are always spectacular and at night we illuminate the waters beyond our dock so that our guests can continue to enjoy the play along the ocean floor.

If you are bringing your own boat, remember that our protected harbor, marina and boat ramp are offered free to guests along with the use of our fishing and swimming pier.

Topsider Resort

Screen_shot_2009-12-12_at_12.47.57_PM75500 Overseas Highway

Islamorada, FL 33036



By Water 24.865651, -80.715646

Located in the Florida Keys just 75 miles south of Miami this centrally located tropical resort offers everything you need to enjoy the fun and beauty the Florida Keys have to offer.

Topsider consists of 20 fully furnished octagon shaped stilt homes nestled in a lush tropical setting facing the bay.Each unit has two bedrooms, two baths, living room and a full kitchen. Downstairs you have your own storage/laundry room with a full size washer and dryer.