TOP 10 Florida keys vacation homes in Florida

Historic Shadow Point Vacation Rental in Florida Keys is a real estate and travel agency located at 598-601 Bonito Avenue, Key Largo, Florida, United States. This institution offers a unique and historical experience for friends and family looking for a beach vacation rental in Key Largo. The property consists of two historic beach houses surrounded by water on a 2.5-acre lush garden and hammock point, perfect for accommodating up to 16 people. Guests can relax and enjoy the stunning views from hammocks and swings overlooking the beautiful scenery. "Shadow", the mascot of Historic Shadow Point, adds to the charm and character of this vacation rental. Whether you are looking for a peaceful retreat or an adventurous getaway, Historic Shadow Point is the ideal destination for your next vacation in the Florida Keys.

Moon Bay Condominium Home Owners Association Inc is a well-established community organization located at 104350 Overseas Highway in Key Largo, Florida. Our association is dedicated to maintaining the beauty and functionality of our condominium complex, ensuring that residents have a safe and enjoyable living environment. With a focus on community involvement and cooperation, we strive to enhance the quality of life for all of our residents. Join us in our mission to create a vibrant and welcoming community at Moon Bay Condominiums.

Welcome to The Keys Paradise, a luxury real estate and travel agency located at 25 Mangrove Lane in Key Largo, Florida. Our vacation rental spaces are perfect for your next adventure, offering top-notch amenities such as waterfront views, a dock for your boat, 3 bedrooms, 2 bathrooms, and direct canal access to the Bay. With only 7 houses separating you from the Bay and just about 3 miles from Adam's Cut, our properties provide the perfect location for your getaway. At The Keys Paradise, we specialize in providing luxury waterfront vacation rentals that offer everything you need for a memorable stay in Key Largo. Whether you're interested in boating, fishing, kayaking, or simply soaking up the sun and water views, our properties have it all.

Better Homes and Gardens Real Estate Destinations, located at 99353 Overseas Highway in Key Largo, Florida, is a premier real estate agency offering the best in Florida Keys real estate and homes for sale. As a full-service company affiliated with the iconic Better Homes and Gardens Real Estate brand, our team of agents is strategically located throughout the Florida Keys to provide top-notch service for buyers and sellers in the Upper, Middle, and Lower Keys, as well as Key West. At Better Homes and Gardens Real Estate Destinations, we are passionate about helping our clients achieve their real estate goals and dreams. Whether you are looking to buy or sell a property in the Florida Keys, our dedicated agents are here to guide you every step of the way. We offer exclusive buyer and seller representation from Key Largo to Key West, ensuring a personalized and seamless real estate journey.

Key Largo Condo Rental offers luxurious and comfortable lodging in the heart of Key Largo, Florida. Situated at 1530 Ocean Bay Drive, our condos provide a perfect home away from home for visitors looking to explore the beautiful surroundings of the Florida Keys. Whether you're looking for a relaxing getaway or an adventurous vacation, our spacious and well-appointed condos are the perfect choice. With stunning views of the ocean, convenient access to local attractions, and top-notch amenities, Key Largo Condo Rental is the ideal place to stay for your next vacation. Book your stay with us today and experience the best of Key Largo!

Florida Keys Real Estate is a premier real estate agency located in Key Largo, Florida. Our experienced team of professionals is dedicated to helping clients buy, sell, or rent properties in the beautiful Florida Keys. Whether you are looking for a beachfront vacation home, a cozy condo, or a luxurious waterfront estate, we have the expertise to guide you through the process. With a prime location on Overseas Highway, we are conveniently situated to assist clients throughout the Florida Keys. Contact us today to start your journey to finding your dream property in paradise.

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.

Coastal Vacation Rentals of the Florida Keys is a premier real estate and travel agency located at 82889 Overseas Highway in Islamorada, Florida, United States. We specialize in luxury vacation homes that exceed your expectations and cater to all your needs. Our extensive inventory includes weekly and monthly rentals, condos, villas, estates, corporate retreats, oceanfront and bayfront properties. Our personalized service sets us apart, ensuring that your vacation is a success no matter where you choose to stay in the Florida Keys. From breathtaking views to top-notch amenities, we have everything you need for a memorable getaway. Whether you're looking for a romantic escape or a family adventure, we have something for everyone.

Futura Yacht Club Condo 103 Vacation Rental is a luxurious waterfront property located at 88540 Overseas Highway in Tavernier, Florida. This stunning vacation rental is managed by a reputable real estate and travel agency, offering guests a unique and unforgettable experience in the beautiful Florida Keys. With top-notch amenities, breathtaking views of the ocean, and convenient access to local attractions, Futura Yacht Club Condo 103 is the perfect destination for a relaxing getaway. Book your stay today and indulge in the ultimate vacation experience.

Freewheeler Vacations is a premier real estate and travel agency located in the beautiful coastal town of Islamorada, Florida. Our team of experienced professionals specialize in helping clients find their dream vacation rental or investment property in this stunning tropical paradise. Whether you're looking for a luxurious beachfront villa or a cozy cottage by the water, we have the expertise to make your vacation dreams a reality. Come visit us at 85992 Overseas Highway and let us help you plan the perfect getaway in the Florida Keys.

Sandy Feet Key Largo is a premier real estate and travel agency located in the heart of Key Largo, Florida. Our experienced team of professionals is dedicated to helping clients find their dream vacation rental or forever home in this beautiful tropical paradise. Whether you're looking to escape for a weekend getaway or make Key Largo your permanent residence, Sandy Feet Key Largo is here to make your dreams a reality. Contact us today at 99830 Overseas Highway to start your journey to sandy feet and sunny skies in Key Largo.

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.

The Robison Group, RE/MAX All Keys is a premier real estate agency located at 98880 Overseas Highway in Key Largo, Florida, United States. Our team of experienced and dedicated real estate professionals is committed to providing top-notch service to our clients, whether they are buying, selling, or renting property in the beautiful Florida Keys. With a focus on customer satisfaction and a deep knowledge of the local market, The Robison Group, RE/MAX All Keys is the go-to agency for all your real estate needs in Key Largo and beyond. Contact us today to learn more about how we can help you achieve your real estate goals.

Heritage Key Villas is a luxurious resort located at 2089 Heritage Key Boulevard in Kissimmee, Florida, United States. This stunning property offers spacious and beautifully appointed villas, perfect for families or groups looking for a comfortable and stylish accommodation option. Guests can enjoy a range of amenities including a sparkling swimming pool, a fitness center, and a clubhouse. The resort is conveniently located near popular attractions such as Walt Disney World and Universal Studios, making it the ideal base for exploring all that central Florida has to offer. Experience the ultimate in relaxation and convenience at Heritage Key Villas.

Casa Paradisum is a charming vacation home rental located in the beautiful coastal town of Apollo Beach, Florida. Situated at 6504 Abaco Drive, this stunning property offers guests a luxurious and comfortable stay in a tropical paradise. As a real estate and travel agency, Casa Paradisum prides itself on providing top-notch customer service and high-quality accommodations for visitors looking to experience all that Apollo Beach has to offer. Whether you're looking to relax on the beach, explore the local attractions, or simply unwind in a peaceful setting, Casa Paradisum has everything you need for a memorable vacation. Book your stay today and experience the magic of Casa Paradisum in Apollo Beach, FL.

Ocean Ref Homes, LLC is a reputable real estate agency located at 15 Barracuda Lane in Key Largo, Florida. Specializing in oceanfront properties, our team of experienced agents is dedicated to helping clients find their dream home by the sea. Whether you are looking for a vacation home, investment property, or permanent residence, Ocean Ref Homes, LLC is committed to providing exceptional service and finding the perfect property to suit your needs. Contact us today to start your journey to owning a piece of paradise in the beautiful Florida Keys.

The Cottages at Siesta Key is a charming resort located at 1105 Point of Rocks Road in Sarasota, Florida. This unique beach cottage experience is just a short walk from the white, powdery sand and aquamarine waters of Siesta Key Beach. We have been awarded the TripAdvisor Certificate of Excellence in both 2017 and 2018, and offer 13 individually decorated cottages ranging from studio size to 4 bedrooms. Our amenities include full kitchens, private decks, barbecue grills, and a pool. Whether you're planning a romantic getaway, family vacation, reunion, or wedding, The Cottages at Siesta Key is the perfect choice. We are just steps from the beach and close to a variety of activities, including dining, scuba diving, shopping, dolphin watching, fishing, and parasailing. Book your stay with us today and experience the difference at The Cottages at Siesta Key.

Coco Plum of Longboat Key Vacation Home Rental is a real estate and travel agency located at 690 Penfield Street in Longboat Key, Florida, United States. This amenity-packed 2-bedroom, 2-bathroom vacation rental offers a quiet and serene location, a fully equipped kitchen, multiple balconies with lounge furniture, and a patio with hammock swings for ultimate relaxation. Guests can rent a boat or bring their own to park at the on-site canal-front boat dock. Enjoy reading by the pool or sipping a drink on the beach during your month-long getaway. Explore the surrounding area by sea, with attractions such as Cannons Marina, Beer Can Island, and Siesta Key within easy reach. On land, visit Leffis Key Preserve, Portosueno Park, and Robinson Preserve for outdoor adventures. Nearby attractions include the Beach Market at Coquina Beach, the Florida Maritime Museum, and Downtown Sarasota.

Carter Vacation Rentals is a premier real estate and travel agency located at 108 21st Avenue North in Indian Rocks Beach, Florida, United States. Specializing in vacation rentals, they offer a wide range of properties for visitors to choose from for their stay in the beautiful coastal town. Whether you're looking for a beachfront condo or a cozy cottage, Carter Vacation Rentals has something for everyone. Their experienced team is dedicated to providing top-notch service and ensuring that guests have a memorable and enjoyable stay. Book your next vacation with Carter Vacation Rentals and experience the best of Indian Rocks Beach.

The Cottages On The Key is a charming lodging option located at 5011 Ocean Boulevard in Siesta Key, Florida, United States. This institution offers cozy and well-appointed cottages for rent, making it the perfect choice for a relaxing getaway. Whether you're looking for a beachside retreat or a cozy spot near the bustling town center, The Cottages On The Key has something for everyone. Additionally, they also serve as a real estate agency, helping clients find their dream vacation home or investment property in this beautiful coastal town. With their convenient location and personalized service, The Cottages On The Key is the ideal choice for your next vacation or real estate investment opportunity.

Aloha Kai Vacation Rentals is a premier real estate and travel agency located at 6020 Midnight Pass Road in Siesta Key, Florida. Specializing in luxury vacation rentals, our team is dedicated to providing top-notch accommodations and exceptional customer service to ensure a memorable and relaxing getaway for all guests. With a wide selection of properties to choose from, ranging from beachfront condos to spacious villas, Aloha Kai Vacation Rentals is your go-to destination for a dream vacation in sunny Florida. Book your stay with us today and experience the ultimate in comfort and convenience.

The Cottages at Casey Key is a charming lodging institution located in Nokomis, Florida, just steps away from the pristine beaches of Casey Key. Nestled at 711 Albee Road West, this cozy retreat offers a peaceful and serene atmosphere for guests to relax and unwind. The cottages are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Whether you're looking for a romantic getaway or a family vacation, the Cottages at Casey Key provide the perfect setting for a memorable experience by the sea.

Vacation Rentals Lido Key is a premier real estate and travel agency located at 722 South Boulevard of the Presidents in Sarasota, Florida. Specializing in luxurious vacation rentals on Lido Key, this agency offers a wide range of stunning properties for travelers looking for the perfect beach getaway. From cozy condos to spacious beachfront homes, Vacation Rentals Lido Key has something for everyone. With top-notch customer service and a passion for providing unforgettable vacation experiences, this agency is your go-to destination for planning your next trip to Sarasota. Book your dream vacation rental with Vacation Rentals Lido Key and make memories that will last a lifetime.

Cottage by the Sea Siesta Key is a charming real estate and travel agency located at 303 Beach Road in the beautiful Siesta Key, Florida. Specializing in beachfront properties and vacation rentals, our agency offers a wide range of options for those looking to experience the ultimate seaside getaway. Whether you're looking to buy a cozy cottage by the sea or rent a luxurious beachfront villa, our dedicated team is here to help you find the perfect accommodation for your needs. With stunning views, white sandy beaches, and a relaxing atmosphere, Cottage by the Sea Siesta Key is your go-to destination for a dream vacation in paradise. Contact us today to start planning your next beachfront escape!

Cottages to Castles of Sanibel & Captiva, Inc. is a boutique vacation rental agency located at 2427 Periwinkle Way in Sanibel, Florida, United States. Since 1997, we have been representing unique privately owned cottages, condominiums, homes, and estates on the Islands, providing personalized service to help our guests find their home away from home and create lasting memories. Our properties offer a range of amenities and are located in idyllic, scenic, and tranquil settings. Sanibel and Captiva Islands are paradise destinations without the need for a passport, offering sandy beaches, world-class fishing, shelling, bird watching, shopping, galleries, restaurants, live theater, and more. We understand the value of your vacation time and strive to exceed your expectations with our level of service and quality properties.

Last Key Realty, Inc. is a prominent real estate agency and travel agency located at 825 Duval Street in the vibrant city of Key West, Florida. With a team of experienced professionals, Last Key Realty, Inc. specializes in helping clients find their dream homes and vacation rentals in this tropical paradise. Whether you are looking to buy, sell, or rent a property, their dedicated staff is committed to providing top-notch service and expert guidance every step of the way. Trust Last Key Realty, Inc. to be your key to unlocking the perfect real estate or vacation rental experience in Key West.

Perdido Key Office - Premier Island Management Group is a reputable real estate and travel agency located at 14112 Perdido Key Drive in Pensacola, Florida. Specializing in premier properties and vacation rentals in the beautiful Perdido Key area, this institution offers top-notch services to both buyers and sellers. With a team of experienced professionals and a strong reputation for excellence, Perdido Key Office - Premier Island Management Group is the go-to destination for all your real estate and travel needs in the United States.

Key Impressions, LLC is a premier real estate agency located at 504 West Intendencia Street in Pensacola, Florida. With a team of experienced and dedicated professionals, we provide top-notch services to help clients buy, sell, or rent properties in the area. Our commitment to excellence and attention to detail ensure that every transaction is handled with the utmost care and expertise. Whether you are looking for your dream home or trying to sell your current property, Key Impressions, LLC is here to help you every step of the way. Contact us today to experience the difference our personalized service can make in your real estate journey.