Renting in Islamorada, Florida

Islamorada Ocean Oasis is a premier real estate and travel agency located at 75831 Overseas Highway in Islamorada, Florida. Our team of dedicated professionals specialize in providing clients with luxurious oceanfront properties and unforgettable travel experiences in the stunning Florida Keys. Whether you are looking to invest in a beachfront paradise or plan your dream vacation, Islamorada Ocean Oasis is here to make your dreams a reality. Contact us today to start your journey to paradise.

Islamorada Boat Rentals is a premier boating institution located on the beautiful Overseas Highway in Islamorada, Florida. We offer a wide range of top-quality boats for rent, perfect for exploring the crystal-clear waters of the Florida Keys. Whether you're looking to cruise the coast, fish for trophy catches, or just relax and enjoy the stunning scenery, our knowledgeable staff will help you find the perfect vessel for your needs. With competitive rates and exceptional customer service, Islamorada Boat Rentals is your go-to destination for a memorable boating experience in the heart of the Florida Keys.

Amy Bruggeman Realtor is a premier real estate agency located in Key Largo, Florida, specializing in properties in the beautiful coastal town of Islamorada. With a prime location at 99900 Overseas Highway, Amy Bruggeman Realtor offers a wide range of services to assist clients in buying or selling their dream homes in this stunning waterfront community. Whether you are looking for a beachfront villa, a luxury condo, or a charming vacation home, Amy Bruggeman Realtor has the expertise and local knowledge to help you find the perfect property. Trust Amy Bruggeman Realtor to make your real estate dreams a reality in Key Largo and Islamorada.

Venetian Shores Islamorada Fl is a premier real estate agency located at 85996 Overseas Highway in Islamorada, Florida. Specializing in luxury waterfront properties, this institution offers unparalleled service and expertise in the vibrant and sought-after community of Venetian Shores. With a team of experienced and knowledgeable real estate professionals, Venetian Shores Islamorada Fl is dedicated to helping clients find their dream home or investment property in this picturesque and exclusive neighborhood. Whether you are looking for a waterfront estate, a vacation rental, or a charming bungalow, Venetian Shores Islamorada Fl has the resources and connections to make your real estate goals a reality. Contact them today to start your journey towards owning a piece of paradise in the beautiful Florida Keys.

Rent-A-Cart Now is a convenient store located at 81927 Overseas Highway in Islamorada, Florida. We offer a wide selection of carts available for rent, perfect for exploring the beautiful surroundings of the Florida Keys. Whether you're looking to cruise around town or hit the beach in style, our friendly staff is here to help you find the perfect cart for your needs. Visit Rent-A-Cart Now today and start your adventure in paradise!

Islamorada Vacation Rentals is a premier real estate and travel agency located in the picturesque town of Islamorada, Florida. Situated at 109 Columbus Drive, our agency specializes in providing luxurious vacation rentals for those looking to experience the beauty and charm of the Florida Keys. From waterfront villas to cozy beachfront cottages, we offer a wide range of accommodation options to suit every traveler's needs. Our dedicated team of professionals is committed to ensuring that your stay in Islamorada is unforgettable, providing top-notch customer service and expert advice on local attractions and activities. Whether you're looking for a romantic getaway or a family vacation, Islamorada Vacation Rentals is your go-to destination for the perfect tropical retreat.

Islamorada Vacation Rental is a premier lodging option located at 101 Leoni Drive in Islamorada, Florida. As a combination of a real estate agency and travel agency, we specialize in providing top-quality vacation rentals for visitors looking to experience the beauty and charm of the Florida Keys. Our properties offer a range of amenities and locations, ensuring that guests have a comfortable and memorable stay. Whether you're looking for a beachfront villa, a cozy cottage, or a luxurious waterfront home, Islamorada Vacation Rental has the perfect option for you. Book with us today and start planning your dream vacation in paradise.

Islamorada Vacation Rentals is a premier real estate agency located at 81610 Overseas Highway in Islamorada, Florida. Specializing in providing luxurious vacation rentals in the beautiful Florida Keys, our agency offers a wide range of properties to suit every traveler's needs. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious waterfront home, we have the perfect rental for your next getaway. Our dedicated team is committed to providing exceptional service and ensuring that your vacation in Islamorada is unforgettable. Book with us today and experience the ultimate in relaxation and luxury.

The Oasis of Islamorada is a charming shopping mall located at 81641 Old Highway in Islamorada, Florida. This unique destination offers a variety of shops and boutiques, perfect for finding one-of-a-kind treasures and gifts. Visitors can explore the beautifully landscaped grounds and enjoy a leisurely day of shopping, dining, and relaxation. Whether you're looking for the latest fashion trends, artisanal crafts, or delicious local cuisine, The Oasis of Islamorada has something for everyone. Come experience the laid-back atmosphere and tropical charm of this hidden gem in the Florida Keys.

Old Hwy 90515 Islamorada is a reputable real estate and travel agency located in Tavernier, Florida. Situated at 90515 Old Highway, this institution offers a wide range of services to assist clients in buying, selling, or renting properties in the beautiful Islamorada area. Additionally, they provide expert travel planning services for those looking to explore the stunning surroundings of the Florida Keys. With a dedicated team of professionals and a prime location, Old Hwy 90515 Islamorada is the go-to destination for all your real estate and travel needs in the Tavernier area.

Anchors Away Boat Rentals is a tourist attraction located in Tavernier, Florida, United States. Serving Islamorada, Key Largo, Tavernier, and Marathon, they offer the perfect solution for experiencing all that the Florida Keys has to offer by getting out on the water. Special discounted rates are available for Military, Law Enforcement, and Fire Fighters. To enhance your experience, they offer rental add-ons such as fishing poles and a GoPro Hero 9 with an 8gb SD card that you get to keep. All boats are equipped with brand new Garmin navigation systems to ensure you can easily navigate to your favorite spots.

Jamie Engel & The Florida Keys Home Team Realtors is a premier real estate agency located at 85996 Overseas Highway in Islamorada, Florida. Specializing in luxury homes in the beautiful Florida Keys, our team of experienced professionals is dedicated to helping clients buy and sell their dream properties. From Key Largo to Key West, we are here to assist with all your real estate needs. With over 17 years of experience in the Florida Keys market, we understand the unique challenges and rewards of buying and selling property in this special area. Our team stays ahead of the curve by keeping up with the latest trends in luxury real estate, utilizing cutting-edge marketing techniques, internet technology, and social media to help clients make informed decisions.

Paddle the Florida Keys is a top-rated institution located in Tavernier, Florida, offering kayak and paddleboard rentals, eco-tours, sales, and deliveries. Whether you're a beginner or experienced paddler, our professional guides will lead you on an unforgettable journey through the beautiful mangrove tunnels and seagrass meadows of the Florida Keys. With flat rates and the option to rent for 24 hours or longer, you can paddle at your own pace and explore at your leisure. Owner Deven Carrier, a lifelong Keys local and competitive paddle board racer, is passionate about the sport and has helped grow the local paddlesport community for over a decade. Our retail store offers a wide selection of paddle boards, skateboards, gear, and accessories, ensuring you have everything you need for a day on the water or onshore.

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. Whether you are looking for a vacation rental or a permanent residence, our team of experts is dedicated to helping you find the perfect property to suit your needs. With a focus on personalized service and attention to detail, Little Basin Villas is the ideal choice for those seeking a slice of paradise in the Florida Keys. Contact us today to start your journey towards owning or renting your dream villa in Islamorada.

Safe Harbor Angler House is a premier storage facility located at 80500 Overseas Highway in Islamorada, Florida. As a member of Safe Harbor, you will have access to a network of premium locations, amenities, events, and boating lifestyle opportunities. Located near the Florida Everglades National Park Marine Sanctuary, Safe Harbor Angler House is the perfect place for those who love to explore the largest subtropical wilderness in the United States. The sanctuary is home to a variety of endangered species, making it a must-visit destination for nature enthusiasts.

Caribee is a premier storage and store institution located at 81500 Overseas Highway in Islamorada, Florida. Our mission is to provide the best boats, service, and experience for all our customers. We are dedicated to helping you get out on the water to chase adventure, find peace, and create joy-filled memories in paradise. Our location in the heart of the Florida Keys on Islamorada Island has earned us the Florida EPA Clean Marina and Clean Marine Retailer designations, showcasing our commitment to environmental responsibility. Our 7-days-a-week storage operation is equipped with new racks, top-of-the-line forklifts, and experienced operators to ensure the safety and security of your boat.

Experience the ultimate Florida Keys vacation at Angler's Reef Resort Select Rentals by KeysCaribbean. Located in the picturesque town of Islamorada, this stunning resort offers 52 cottages inspired by Caribbean fishing villages, complete with deep-water boat docks and luxurious amenities. Enjoy two-bedroom, two and a half bath rentals with spacious decks and full kitchens, perfect for a relaxing getaway. With easy access to Alligator Reef and the only living coral barrier reef in the Continental United States, anglers will delight in the abundant marine life in the area. Take advantage of special offers and discounts to make your stay even more memorable. Whether you're planning a last-minute getaway or booking in advance, Angler's Reef Resort has the perfect package for you. Relax by the oceanfront swimming pool or private beach, or explore the vibrant marine life just offshore. With Snake Creek Marina nearby, boating enthusiasts can easily access the Atlantic Ocean for deep-sea adventures. Discover the charm of Islamorada and experience the best of the Florida Keys at Angler's Reef Resort. Book your stay today and immerse yourself in the beauty of this tropical paradise.

Ragged Edge Resort and Marina is a charming lodging establishment located at 243 Treasure Harbor Drive in the picturesque town of Islamorada, Florida. Situated right on the waterfront, this resort offers guests stunning views of the marina and the crystal clear waters of the Florida Keys. The resort features comfortable accommodations, a variety of amenities, and easy access to all the outdoor activities and attractions the area has to offer. Whether you're looking to relax by the pool, go fishing, or explore the local shops and restaurants, Ragged Edge Resort and Marina is the perfect place to unwind and enjoy a memorable vacation in paradise.

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. The resort grounds are beautifully landscaped with hibiscus and native Keys Palms, leading to a sandy beach that gently slopes into the crystal clear Gulf of Mexico. The sunsets are always stunning, and the waters beyond the dock are illuminated at night for guests to enjoy the marine life. Boaters are welcome to bring their boats, with no additional charges for boat dock and private ramp use, as well as ample trailer storage on site. Guests can relax under the illuminated tiki and enjoy the peaceful bay views in the evening.

Located in the heart of Islamorada, Florida, Backcountry Cowboy Outfitters is your one-stop shop for all your outdoor adventure needs. Whether you're looking to rent a bicycle, kayak, or paddleboard for a day of exploration, or in need of high-quality outdoor clothing and gear, we have you covered. Since our opening in September 2004, we have been dedicated to providing top-notch customer service and expert advice to help you make the most of your outdoor experiences. Our knowledgeable staff can help you choose the perfect equipment for your individual or family adventures, whether you're looking for a relaxing sunset paddle or an exhilarating day trip.

Anglers Reef Vacation Rental is a premier real estate and travel agency located at 109 Anglers Way in Islamorada, Florida. Our vacation rentals offer luxurious accommodations in a picturesque setting, perfect for those looking to escape and unwind in the beautiful Florida Keys. From cozy beachfront cottages to spacious waterfront villas, we have a variety of options to suit every traveler's needs. Our friendly and knowledgeable staff is dedicated to providing top-notch service and ensuring a memorable stay for all our guests. Experience the ultimate tropical getaway at Anglers Reef Vacation Rental.

Matecumbe Resort is a lodging institution located at 76261 Overseas Highway in Islamorada, Florida, United States. Situated on an oceanfront setting, our resort offers 32 recently remodeled units with fully equipped in-suite kitchens. Each unit includes a microwave, stove, refrigerator, pots & pans, toaster, and coffee maker. Additionally, all rooms feature a seating area with a sleeper sofa and an outdoor porch. Relax in our welcoming accommodations that provide all the essentials of home and more. Choose from a variety of room options, all equipped with full kitchens. Our large one-bedroom 1st floor suites offer beautiful views of the grounds and ocean.

Barefeet Vacation Rentals is a real estate and travel agency located at 103400 Overseas Highway in Key Largo, Florida. Specializing in Key Largo and Islamorada vacation rentals, Barefeet Rentals offers a variety of private homes and condos to fit any budget, some even featuring docks for boaters. Whether you're a boater, fisherman, scuba diver, sun worshiper, or snowbird, Barefeet Rentals has something for everyone in the fabulous Florida Keys. From snorkeling coral reefs to deep-sea fishing excursions, there are endless activities to enjoy in this tropical paradise. Explore the Everglades National Park on an airboat tour or kayak through the Florida Keys for a unique eco-adventure.

Executive Bay Club is a premier institution located at 87200 Overseas Highway in Islamorada, Florida. It offers a luxurious and exclusive experience for its members, featuring top-notch amenities and services. With stunning views of the surrounding area and access to a range of recreational activities, Executive Bay Club is the perfect destination for those seeking a high-end lifestyle in the heart of the Florida Keys. Whether you're looking to relax by the pool, enjoy a game of tennis, or indulge in gourmet dining, this institution has everything you need for a truly unforgettable experience.

Ocean Oasis at Ocean Pointe is a luxurious vacation destination located in Tavernier, Florida. This stunning institution offers a range of amenities including a pool, Jacuzzi, tennis and pickleball courts, a private beach, and a marina. Centrally located between Islamorada and Key Largo, guests can easily explore the surrounding areas and enjoy all that the Florida Keys have to offer. Whether you're looking for a relaxing beach getaway or an active vacation filled with water sports and outdoor activities, Ocean Oasis at Ocean Pointe has something for everyone. Contact our real estate and travel agency at 500 Burton Drive to book your dream vacation today.

Anglers Reef Villas is a luxurious waterfront lodging option located at 110 Anglers Way in Islamorada, Florida. As a combination of a lodging, real estate, and travel agency, Anglers Reef Villas offers guests the opportunity to experience the ultimate vacation in paradise. With stunning views of the ocean, top-notch amenities, and a prime location near popular attractions, Anglers Reef Villas is the perfect choice for those seeking a memorable stay in the Florida Keys. Whether you're looking to relax on the beach, explore the local area, or invest in a vacation home, Anglers Reef Villas has everything you need for a truly unforgettable experience.

Coral Cove Rentals is a premier real estate and travel agency located at 81906 Overseas Highway in Islamorada, Florida. Specializing in vacation rentals, Coral Cove offers a wide range of luxurious properties for short-term stays in this beautiful tropical paradise. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious condo, Coral Cove Rentals has the perfect accommodation for your next getaway. With personalized service and attention to detail, our team is dedicated to providing you with a memorable and stress-free vacation experience. Contact us today to book your dream vacation rental in Islamorada!

Rich Trottnow is a real estate agency located at 81579 Old Highway in Islamorada, Florida, United States. Specializing in upscale homes and condos with spectacular views and amenities, Island Management, owned by Judy Rossignol, offers top-notch customer service and attention to detail for both renters and homeowners. With a team of experienced agents, including Rich Trottnow, clients can trust that their property will be well cared for in their absence. Whether you are looking to rent a vacation home for a week or longer, or seeking to maximize the return on your investment property, Island Management is the perfect choice. Additionally, Judy Rossignol and her team at Realty One Group Engage the Keys are available to assist with buying or selling real estate in the Florida Keys. Contact Island Management today to find your next vacation home or discuss property management options.

Realty ONE Group Engage the Keys is a leading real estate agency located in Islamorada, Florida. Led by Broker & Owner Judy Rossignol, who has nearly 20 years of experience in the Florida Keys real estate market, the agency is dedicated to providing limitless real estate opportunities in this beautiful area. The team at Realty ONE Group Engage the Keys is committed to empowering their agents with the best tools, technology, and training to ensure their success and growth in the industry. The agency offers a unique ONE TOOL CHEST which includes COOLture (office culture), marketing and branding support, agent CRM and training, coaching, and more. All these resources are provided to agents at no cost, making the real estate process easier and more streamlined. With a 100% commission model and low fees, agents can keep more money from each closing compared to other brokerages.

Walters Luxury Group | Ocean Sotheby's International Realty is a prestigious real estate agency located at 81888 Overseas Highway in Islamorada, Florida. Specializing in high-end properties in the Florida Keys, the Walters Realty Group has over 30 years of combined experience serving a diverse clientele worldwide. Led by top producer Gloria, along with her daughters Michaela and Rachel, who bring their unique strengths to the business, the team is dedicated to exceeding expectations and delivering exceptional results. With a passion for their local community and a commitment to excellence, the Walters Luxury Group offers exclusive off-market listings and connects buyers and sellers with extraordinary homes in the Florida Keys and beyond. As a member of Sotheby's International Realty, they have access to unparalleled resources and a global network to provide unparalleled service to their clients. With a focus on delivering exceptional service and building lasting relationships, the Walters Luxury Group is dedicated to helping clients achieve their real estate goals with professionalism and integrity.