Beachfront rentals in Islamorada, Florida

Sands of Islamorada Hotel & Resort is a luxurious lodging destination located at 80051 Overseas Highway in Islamorada, Florida. Offering a perfect blend of tropical charm and modern amenities, this resort is the ideal retreat for those seeking a relaxing getaway in the beautiful Florida Keys. Guests can enjoy stunning ocean views, pristine beaches, and top-notch service during their stay. Whether you're looking to relax by the pool, explore the nearby attractions, or indulge in delicious dining options, Sands of Islamorada Hotel & Resort has everything you need for a memorable vacation experience.

Creekside Inn Islamorada is a charming lodging establishment located along the picturesque Old Highway in Islamorada, Florida. Surrounded by lush tropical gardens and just a stone's throw away from the crystal-clear waters of the Florida Keys, this inn offers a tranquil and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a refreshing dip in the outdoor pool, relax in the hot tub, or take a leisurely stroll along the nearby creek. With its convenient location and laid-back atmosphere, Creekside Inn Islamorada is the perfect choice for a memorable vacation in the Florida Keys.

Tropical Paradise in Venetian Shores is a luxurious retreat located at 141 Stromboli Drive in Islamorada, Florida. This stunning property offers guests a true taste of paradise with its lush tropical surroundings and breathtaking views. The resort features a heated pool, perfect for relaxing and soaking up the sun. Whether you're looking to unwind in style or explore the nearby attractions, Tropical Paradise in Venetian Shores is the perfect destination for your next getaway.

The Islands of Islamorada is a charming lodging institution located at 82779 Old Highway in Islamorada, Florida, United States. Nestled in the heart of the Florida Keys, this picturesque resort offers guests a serene and relaxing retreat surrounded by the beauty of the islands. With comfortable accommodations, stunning ocean views, and easy access to a variety of outdoor activities such as fishing, snorkeling, and kayaking, The Islands of Islamorada is the perfect destination for a peaceful getaway. Whether you're seeking a romantic escape or a family vacation, this institution provides a tranquil and unforgettable experience for all who visit.

Island Villa Rental Properties is a premier real estate and travel agency located at 81681 Old Highway in Islamorada, Florida, United States. Specializing in luxurious vacation rentals on the beautiful islands of Islamorada, our agency offers a wide selection of stunning villas and properties for visitors looking to experience the ultimate island getaway. With top-notch customer service and a team of experienced professionals, Island Villa Rental Properties is dedicated to helping clients find their perfect vacation rental in this tropical paradise. Whether you're looking for a romantic beachfront villa or a spacious family-friendly property, we have something for everyone. Book your dream vacation with us today and let us help you create unforgettable memories in the Florida Keys.

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.

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.

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!

Anglers Reef 140 Rental is a real estate and travel agency located at 140 Anglers Way in Islamorada, Florida, United States. This stunning property offers 3 bedrooms, 2.5 baths, and breathtaking oceanfront views. Guests can enjoy huge decks, optional boat slips, and a gated community for added security. Located in the heart of Islamorada, guests have access to a variety of dining, activities, and shopping options. Whether you're looking to relax on the beach or explore the vibrant local culture, this property has something for everyone.

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 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.

SuCasa Vacation Rentals is a charming lodging institution located at 77360 Overseas Highway in the picturesque town of Islamorada, Florida. Offering a variety of vacation rental options, SuCasa provides guests with a home away from home experience in the heart of the Florida Keys. Whether you are looking for a cozy cottage by the beach or a luxurious waterfront villa, SuCasa has the perfect accommodation for your vacation needs. With top-notch amenities, personalized service, and a convenient location near local attractions and activities, SuCasa Vacation Rentals is the ideal choice for a memorable stay in Islamorada.

Keys Holiday Rentals is a premier real estate and travel agency located in the beautiful town of Islamorada, Florida. Situated at 83247 Old Highway, our agency specializes in providing luxurious vacation rentals for visitors looking to experience the stunning landscapes and vibrant culture of the Florida Keys. With a wide selection of properties ranging from cozy beachfront cottages to spacious waterfront villas, Keys Holiday Rentals offers something for every traveler. Our dedicated team of professionals is committed to providing top-notch customer service and ensuring that your vacation experience is seamless and unforgettable. Whether you are planning a romantic getaway, a family vacation, or a group retreat, let Keys Holiday Rentals help you find the perfect accommodation for your needs. Book with us today and make your dream vacation in the Florida Keys a reality.

Florida Keys Vacation Rentals Inc. is a premier real estate and travel agency located at 85996 Overseas Highway in Islamorada, Florida. Specializing in vacation rentals in the beautiful Florida Keys, our team is dedicated to helping clients find the perfect property for their getaway. Whether you're looking for a cozy beachfront cottage or a luxurious waterfront villa, we have a wide range of options to choose from. Let us help you make your dream vacation a reality in this tropical paradise. Contact us today to start planning your unforgettable trip to the Florida Keys.

Ted's Place Weekly Vacation Rental is a charming and elegant estate located at 140 Madeira Road in Islamorada, Florida. This hidden gem is nestled on the bayfront, offering a secluded retreat while still being close to the best of Islamorada both on land and water. This real estate and travel agency offers a unique blend of old Florida charm and modern elegance in a nature-rich tropical oasis. The property has a fascinating Florida history, adding a little extra heart and soul to your vacation experience - especially if you're a baseball fan or a fishing fanatic.

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.

Island Paradise Villas offers a luxurious and relaxing stay in the beautiful Florida Keys. Located at 75710 Overseas Highway in Islamorada, Florida, this vacation rental agency provides a range of stunning villas for visitors to choose from. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Island Paradise Villas has the perfect accommodation for you. With top-notch amenities, breathtaking ocean views, and convenient access to local attractions, this is the ideal destination for your next vacation in paradise. Book your stay with Island Paradise Villas for a truly unforgettable experience in the Florida Keys.

Casa Rio Islamorada is a charming lodging institution located at 121 Sapodilla Drive in Islamorada, Florida. Nestled in the heart of the Florida Keys, this cozy retreat offers a peaceful and serene atmosphere for guests to relax and unwind. With comfortable accommodations and a welcoming staff, Casa Rio Islamorada is the perfect place to escape the hustle and bustle of everyday life. Whether you're looking for a romantic getaway or a family vacation, this hidden gem is sure to provide a memorable experience. Explore the beautiful surroundings, soak up the sun on the nearby beaches, or simply enjoy a leisurely stroll along the waterfront. Come and experience the laid-back charm of Casa Rio Islamorada for yourself.

Located at 80001 Overseas Highway in Islamorada, Florida, the Amara Cay Resort offers a luxurious and effortless island experience. From the chic coastal style of the rooms and suites to the breathtaking views of the Alligator Reef Lighthouse, every aspect of this resort embodies the essence of the Florida Keys. Guests can enjoy island-inspired cuisine and cocktails with stunning sea views, as well as a variety of amenities and activities such as boating excursions and beach lounging. Whether you're looking for a relaxing beach vacation or an adventurous day on the water, Amara Cay has something for everyone. With special offers for Florida and Georgia residents, military personnel, and other groups, there are plenty of opportunities to save on your stay. The resort also offers a range of activities, from beachside yoga to ocean adventures, as well as delicious dining options at the poolside Tiki Bar and other on-site restaurants.

Located at 81801 Overseas Highway in Islamorada, Florida, Cheeca Lodge & Spa offers a luxurious retreat surrounded by turquoise waters, towering palms, and calm breezes. This oceanfront resort invites guests to experience barefoot luxury and embrace the laid-back lifestyle of the Florida Keys. With a range of thrilling activities, luxurious accommodations, exceptional dining options, and unparalleled relaxation, Cheeca Lodge & Spa promises an unforgettable getaway. Whether you're looking to celebrate love with a picturesque oceanfront wedding or host a productive corporate retreat, Cheeca Lodge & Spa offers the perfect venue. With over 15,000 square feet of meeting space, impeccable service from event planners, and a stunning backdrop of the Atlantic ocean, this resort is ideal for weddings, sales meetings, conferences, and more.

Located at 84001 Overseas Highway in Islamorada, Florida, the Postcard Inn Beach Resort and Marina offers a unique and authentic Keys experience. As the "Sportfishing Capital of the World," guests can bring their own boat or book an excursion to explore the waters surrounding this beautiful resort. With the merging of two Islamorada resorts into one destination, the Postcard Inn Resort & Marina is set to become the heartbeat of the Islamorada Resort Collection in 2024. Offering island-chic guestrooms, exciting culinary experiences, a lively marina, a stunning beachfront, and a variety of activities, guests can seamlessly transition between adventure and relaxation from sunrise to sunset.

Located at 80241 Overseas Highway in Islamorada, Florida, La Siesta Resort & Villas offers a tropical island style getaway with spacious guest rooms, beachside cottages, and private vacation homes. Experience authentic Keys life with island-inspired flavors and legendary cocktails while enjoying stunning sea views. The resort features lush private beaches, pools with ocean views, and fishing charters for the catch of your dreams. Accommodations include suites, cottages, and villas with idyllic Islamorada views and unique resort amenities. Special offers include discounts for Florida and Georgia residents, military personnel, and tax season rewards. Enjoy dining at Wild & Lime and nearby restaurants, as well as unforgettable experiences for special occasions. Plan your dream destination wedding or arrive at the Florida Keys marina for a seamless vacation experience. Explore all that La Siesta Resort & Villas has to offer and make memories to last a lifetime.

Drop Anchor Resort & Marina is a charming lodging establishment located at 84959 Overseas Highway in the beautiful Islamorada, Florida. This waterfront resort offers a serene and relaxing escape for guests looking to unwind and enjoy the stunning views of the Florida Keys. With comfortable accommodations, a marina for boat enthusiasts, and a range of amenities including a pool and beach access, Drop Anchor Resort & Marina is the perfect destination for a memorable vacation in the heart of the Keys.

KeysCaribbean Resorts is a premier lodging institution located at 97501 Overseas Highway in Key Largo, Florida, United States. Our team of professional agents is available 24 hours a day to ensure a stress-free and exceptional vacation experience for our guests. Choose from our select rentals at premier Upper & Middle Keys resort communities, where you'll have exclusive access to top-notch amenities such as private swimming pools, boat dockage, Jacuzzi tubs, and more. Whether you're planning a family reunion or a getaway with friends, we can accommodate your needs with our range of rental options.

Nestled in the picturesque town of Islamorada, Florida, Treasure Harbor is a charming lodging institution located at 200 Treasure Harbor Drive. Offering a tranquil and relaxing atmosphere, this hidden gem is the perfect destination for those seeking a peaceful getaway in the heart of the Florida Keys. With comfortable accommodations, stunning views of the harbor, and a range of amenities, including a pool and on-site restaurant, Treasure Harbor provides guests with a truly unforgettable experience. Whether you're looking to unwind by the water or explore the local attractions, Treasure Harbor is the ideal choice for your next vacation.

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. Whether you're looking to unwind and escape everyday stress or seeking adventure in the Florida Keys, our resort has something for everyone. Centrally located between Key Largo and Islamorada, just two hours from Key West or the Miami/Ft. Lauderdale area, Island Bay Resort is the perfect destination for your next vacation. Enjoy our tiki huts, hammocks, swimming, snorkeling, boating, and sunbathing on our private beach.

Located at 83409 Overseas Highway in Islamorada, Florida, the Chesapeake Beach Resort is a stunning seaside lodging destination that exceeds all expectations. As the Sport Fishing Capital of the World, Islamorada offers a relaxed atmosphere and year-round activities for guests to enjoy. Each room at the resort features comfortable beds and a tranquil ambiance, with the option to choose a Garden View room with a private balcony or upgrade to a suite or villa for added luxury. Surrounded by crystal blue waters and white sandy beaches, the resort offers a picturesque setting for a relaxing and breathtaking vacation.

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. Situated in the heart of the Purple Isle, guests are just moments away from all the island has to offer. Complimentary activities such as kayaking, biking, and fishing are available for the whole family to enjoy. The resort's multi-bedroom bayfront lodges offer modern luxury in a laid-back setting, perfect for families or groups. With Islamorada's unique beauty and wide-ranging attractions, La Jolla Resort is the perfect destination for a memorable Florida Keys getaway.

The Key Lantern Motel is a charming lodging establishment located at 82150 Overseas Highway in Islamorada, Florida. Situated in the heart of the Florida Keys, this motel offers cozy and comfortable accommodations for travelers looking to relax and unwind. With its convenient location near the beach and various local attractions, guests can enjoy a peaceful stay while exploring the beautiful surroundings. The Key Lantern Motel provides a welcoming atmosphere and excellent hospitality, making it a perfect choice for a memorable vacation in the sunshine state.

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. With its tropical-inspired decor, lush gardens, and stunning ocean views, this resort is the perfect escape for those looking to relax and unwind in a beautiful setting. Whether you're lounging by the pool, enjoying a cocktail at the beachside bar, or exploring the nearby attractions, The Caribbean Resort provides a tranquil and luxurious retreat for guests seeking a slice of paradise.