Top 30 Best Vacation house rentals in Islamorada, Florida

The Islands of Islamorada is a charming lodging institution located at 82779 Old Highway in Islamorada, Florida, United States.

Robbie's of Islamorada is a Keys-style waterfront Restaurant and Bar located at 77522 Overseas Highway in Islamorada, Florida.

Islamorada Ocean Oasis is a premier real estate and travel agency located at 75831 Overseas Highway in Islamorada, Florida.

Venetian Shores Islamorada Fl is a premier real estate agency located at 85996 Overseas Highway in Islamorada, Florida.

Islamorada Vacation Rentals is a premier real estate and travel agency located in the picturesque town of Islamorada, Florida.

Islamorada Vacation Rental is a premier lodging option located at 101 Leoni Drive in Islamorada, Florida.

Islamorada Vacation Rentals is a premier real estate agency located at 81610 Overseas Highway in Islamorada, Florida.

Jamie Engel & The Florida Keys Home Team Realtors is a premier real estate agency located at 85996 Overseas Highway in Islamorada, Florida.

Paddle the Florida Keys is a top-rated institution located in Tavernier, Florida, offering kayak and paddleboard rentals, eco-tours, sales, and deliveries.

Island Bay Resort is a tropical oasis located at 92530 Overseas Highway in Tavernier, Florida, United States. Our beachfront location on the Florida Bay offers stunning sunsets and a relaxing atmosphere surrounded by palm trees and flowering plants.

White Gate Court is a family-owned resort located at 76010 Overseas Highway in Islamorada, Florida. We are proud recipients of the 2021 TripAdvisor Award of Excellence, ranking in the top 10% of hotels worldwide.

Clearly Unique Charters is a premier tourist attraction and travel agency located at 81801 Overseas Highway in Islamorada, Florida.

Little Basin Villas is a premier real estate and travel agency located in the picturesque Islamorada, Florida. Situated at 84 Johnston Road, our institution offers luxurious villas for rent or purchase in this stunning seaside town.

Latitude Key Vacations is a premier real estate and travel agency located at 3324 Northeast 32nd Street in Fort Lauderdale, Florida, United States.

I Can See CLEAR Kayaking is a unique travel agency located at 96 Madeira Road in Islamorada, Florida, United States.

The Caribbean Resort, located at 117 Carroll Street in Islamorada, Florida, is a charming lodging option that offers a taste of the Caribbean right in the heart of the United States.

KeyZ Charters is a premier tourist attraction and travel agency located at 77522 Overseas Highway in Islamorada, Florida.

Experience the ultimate Florida Keys vacation at Angler's Reef Resort Select Rentals by KeysCaribbean.

Coral Bay Resort, located at 75690 Overseas Highway in Islamorada, Florida, offers a relaxing and picturesque lodging experience. Guests can unwind in the fresh water heated pool after a day of exploring the waters.

Ocean Sotheby’s International Realty is a prestigious real estate agency located at 81888 Overseas Highway in Islamorada, Florida.

Allergic to Land Charters is a travel agency located at 84371 Overseas Highway in Islamorada, Florida, United States.

The Moorings Village is a charming lodging institution located at 123 Beach Road in Islamorada, Florida, United States.

Topsiders Resort is a charming lodging establishment located at 75500 Overseas Highway in the picturesque town of Islamorada, Florida. This tropical oasis offers guests a relaxing and comfortable stay in the heart of the Florida Keys.

Anglers Reef Vacation Rental is a premier real estate and travel agency located at 109 Anglers Way in Islamorada, Florida.

Easy Livin Adventures is a premier travel agency located at 81576 Overseas Highway in Islamorada, Florida.

Drop Anchor Resort & Marina is a charming lodging establishment located at 84959 Overseas Highway in the beautiful Islamorada, Florida.

Located at 80401 Old Highway in Islamorada, Florida, the Pines and Palms Resort is a charming lodging institution that offers boutique-style accommodations right on the Atlantic Ocean.

Barefeet Vacation Rentals is a real estate and travel agency located at 103400 Overseas Highway in Key Largo, Florida.

Located at 81801 Overseas Highway in Islamorada, Florida, Cheeca Lodge & Spa offers a luxurious retreat surrounded by turquoise waters, towering palms, and calm breezes.

La Jolla Resort is an iconic lodging institution located at 82216 Overseas Highway in Islamorada, Florida, United States. Known for its "Old Florida" charm, the resort offers a front-row seat for stunning sunsets over the Florida Keys.