The 30 Best Florida keys vacation homes in Florida

Water Vista Realty is a premier real estate agency located at 220 Pompano Drive in Key Largo, Florida. Specializing in waterfront properties, our experienced team of agents is dedicated to helping clients find their dream homes with stunning views of the water. Whether you are looking for a vacation home, investment property, or permanent residence, we are here to assist you every step of the way. With a strong knowledge of the local market and a commitment to excellent customer service, Water Vista Realty is the perfect choice for all your real estate needs in the beautiful coastal town of Key Largo. Contact us today to start your property search and experience the waterfront lifestyle of your dreams.

The Firm Realty Group is a reputable real estate agency located at 102245 Overseas Highway in Key Largo, Florida. Our experienced team of agents is dedicated to helping clients buy, sell, or rent properties in the beautiful Florida Keys. With a focus on personalized service and attention to detail, we strive to make the buying or selling process as smooth and stress-free as possible. Whether you are looking for a vacation home, investment property, or your dream waterfront estate, The Firm Realty Group is here to help you every step of the way. Contact us today to see how we can assist you in achieving your real estate goals.

Owner Rental Group is a reputable real estate agency located at 10 Barracuda Lane in Key Largo, Florida, United States. Specializing in rental properties, they offer a wide range of vacation homes, condos, and apartments for short-term and long-term stays. With a team of experienced agents, Owner Rental Group provides excellent customer service and strives to match clients with the perfect rental property to suit their needs. Whether you are looking for a beachfront villa or a cozy apartment in the heart of the city, Owner Rental Group has you covered. Contact them today to find your dream rental property in Key Largo.

KeysVacationHouse.com is a premier real estate and travel agency located at 88005 Overseas Highway in Islamorada, Florida. Specializing in luxurious vacation rentals in the beautiful Florida Keys, our agency offers a wide selection of stunning properties for visitors to choose from. Whether you are looking for a cozy beachfront cottage or a spacious waterfront villa, we have the perfect vacation house to suit your needs. Our team of experienced agents is dedicated to providing exceptional customer service and helping you find the ideal accommodation for your dream getaway. Book your next vacation with KeysVacationHouse.com and experience the ultimate in comfort and relaxation in the tropical paradise of the Florida Keys.

Welcome to The "Nest" Villa, located at 82236 Overseas Highway in Islamorada, Florida. Our villa is the perfect home away from home for your next Florida Keys vacation. Situated in a central part of Islamorada, our property is close to local attractions, shops, bars, and restaurants, many of which are within walking distance. Our villa is one of only seven units on the property, nestled on a shaded one-acre tropical hammock that stretches from the highway down to the beautiful shores of Florida Bay. The villa is secluded and private, with stunning views of the water and spectacular sunsets.

Beacon Reef Condominiums is a luxurious waterfront property located at 83201 Old Highway in Islamorada, Florida. These stunning condominiums offer breathtaking views of the ocean and are surrounded by lush tropical landscaping. Residents can enjoy resort-style amenities such as a pool, fitness center, and private beach access. The spacious units feature modern finishes and open floor plans, perfect for entertaining guests or relaxing in style. With its prime location in the heart of the Florida Keys, Beacon Reef Condominiums is the perfect place to call home for those seeking a peaceful and upscale coastal lifestyle.

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.

Rock Harbor Club is a premier waterfront institution located at 97652 Overseas Highway in Key Largo, Florida. Situated in the heart of the beautiful Florida Keys, this exclusive club offers members and guests a luxurious and relaxing atmosphere to enjoy a variety of amenities and activities. From a state-of-the-art fitness center and tennis courts to a stunning pool overlooking the marina, Rock Harbor Club provides a perfect blend of relaxation and recreation. With its prime location on the waterfront, members can also take advantage of boating and fishing opportunities, as well as access to nearby dining and shopping options. Whether you're looking for a peaceful retreat or an active getaway, Rock Harbor Club is the ultimate destination for those seeking a premium experience in Key Largo.

CENTURY 21 Circle is a reputable real estate agency located at 86000 Overseas Highway in Islamorada, Florida, United States. With a team of experienced and knowledgeable agents, they specialize in helping clients buy and sell properties in the beautiful Florida Keys. Whether you are looking for a vacation home, investment property, or your dream waterfront estate, CENTURY 21 Circle is dedicated to providing top-notch service and finding the perfect property to meet your needs. Contact them today to start your real estate journey in paradise.

Coral Gables Rentals is a premier rental agency located at 744 Biltmore Way in the beautiful city of Coral Gables, Florida. Our institution offers a wide selection of high-quality rental properties including apartments, houses, and condos in the heart of this vibrant community. With a commitment to excellent customer service and attention to detail, Coral Gables Rentals is dedicated to helping our clients find their perfect home in this desirable location. Whether you are looking for a short-term stay or a long-term rental, our experienced team is here to assist you every step of the way. Experience the luxury and convenience of Coral Gables living with Coral Gables Rentals.

Located at 209 Andros Road in Key Largo, Florida, 209Andros.com is a real estate and travel agency institution that offers a unique and luxurious experience for guests. Situated just steps away from The Inn, Buccaneer Island, Carysfort Hall, and The Marina, our guests enjoy the convenience of being in the heart of all the action at Ocean Reef. Our guests choose us again and again for three main reasons. Firstly, time matters, especially on vacation, and our guests want to maximize every minute of their precious holiday. With our modern beach house just seconds away from all the best amenities and activities, including pools, restaurants, and fitness centers, guests can easily walk everywhere without worry.

Watson Luxury Properties at Ocean Reef is a prestigious real estate agency located at 9 Barracuda Lane in Key Largo, Florida. Specializing in luxury properties in the Ocean Reef community, our experienced team of professionals is dedicated to providing top-notch service to our clients. Whether you are looking to buy, sell, or rent a high-end property, we are here to assist you every step of the way. With a focus on quality, integrity, and personalized attention, Watson Luxury Properties at Ocean Reef is the go-to agency for those seeking the finest real estate opportunities in the area.

Fairway Lakes 9a at Ocean Reef Club is a luxurious lodging option located at 13 Lakeside Lane in Key Largo, Florida. Situated within the prestigious Ocean Reef Club, this institution offers upscale accommodations with stunning views of the surrounding fairways and lakes. Guests can enjoy access to top-notch amenities such as a golf course, tennis courts, swimming pools, and fine dining options. Whether you're looking for a relaxing getaway or an active vacation, Fairway Lakes 9a at Ocean Reef Club is the perfect destination for a memorable stay in the beautiful Florida Keys.

Ocean Reef Condo is a luxurious oceanfront property located at 8 Marlin Lane in Key Largo, Florida. This stunning condominium offers breathtaking views of the ocean and access to pristine beaches, making it the perfect getaway for those seeking a relaxing and rejuvenating vacation. With spacious and elegantly furnished suites, state-of-the-art amenities, and top-notch service, Ocean Reef Condo provides guests with a truly unforgettable experience. Whether you're looking to unwind by the pool, explore the nearby attractions, or simply soak in the natural beauty of the surroundings, Ocean Reef Condo is the ideal destination for your next holiday.

Carlos Lorenzo, Realtor at American Caribbean Real Estate is a premier real estate agency located at 99900 Overseas Highway in Key Largo, Florida. With a strong reputation for excellence in the industry, Carlos Lorenzo is dedicated to helping clients find their dream homes or sell their properties with ease. Whether you are looking to buy, sell, or rent in the beautiful Florida Keys, Carlos Lorenzo and his team are committed to providing top-notch service and expertise every step of the way. Trust Carlos Lorenzo, Realtor at American Caribbean Real Estate for all of your real estate needs in Key Largo and beyond.

Port Largo Club Condo Association Inc is a condominium and timeshare community located along the beautiful Atlantic Ocean in Key Largo, Florida. Our prime location offers easy access to beaches, state parks, snorkeling, shopping, dining, and more. Our community boasts fantastic amenities including a swimming pool, marina, volleyball court, horseshoe pits, and an onsite management team. Our two-bedroom, two-bath timeshare units are tastefully decorated and equipped with everything you need for a comfortable stay. Located in the desirable neighborhood of Port Largo, our units are the perfect home away from home for our owners.

Sally Stribling is a reputable real estate agency located at 100430 Overseas Highway in Key Largo, Florida. With a team of experienced professionals, Sally Stribling offers top-notch services to clients looking to buy, sell, or rent properties in the area. Whether you are in the market for a vacation home, investment property, or your dream house, Sally Stribling is dedicated to helping you find the perfect match. With a wealth of local knowledge and a commitment to customer satisfaction, Sally Stribling is the go-to agency for all your real estate needs in Key Largo.

Swenson & Ecuyer Realty is a reputable real estate agency located at 2 Barracuda Lane in Key Largo, Florida. With a team of experienced and knowledgeable agents, they specialize in helping clients buy, sell, and rent properties in the beautiful coastal region of Key Largo. Whether you are looking for a vacation home, investment property, or your dream waterfront estate, Swenson & Ecuyer Realty is dedicated to providing personalized service and expert guidance throughout the real estate process. Contact them today to start your property search in Key Largo, Florida.

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.

Welcome to iCoconutGrove, a local passionate team specialized in the hospitality industry. Located at 2889 McFarlane Road in Miami, Florida, our institution offers a unique blend of real estate and travel agency services. Maida, the founder of iCoconutGrove, has been a part of the Coconut Grove community for over 35 years. With a background in European hospitality, she has created a welcoming and friendly atmosphere in her properties, making them more than just places to stay - they are a lifestyle experience.

Ocean Reef Club Sotheby's International Realty is a prestigious real estate agency located at 35 Ocean Reef Drive in Key Largo, Florida. Specializing in luxury properties, this institution offers unparalleled service and expertise in buying and selling exclusive homes in one of the most sought-after locations in the United States. With a reputation for excellence and a commitment to exceeding clients' expectations, Ocean Reef Club Sotheby's International Realty is the premier choice for discerning buyers and sellers in the Key Largo area.

Tuscan View is a premier real estate agency located at 670 Northwest 6th Street in Miami, Florida. Our team of experienced and knowledgeable agents specialize in helping clients buy, sell, and rent properties in the vibrant Miami area. With a focus on providing exceptional customer service and personalized attention, Tuscan View is dedicated to helping clients find their dream home or investment property. Whether you're looking for a luxury waterfront condo, a charming bungalow in a historic neighborhood, or a sleek modern apartment in the heart of the city, Tuscan View can help you find the perfect property to suit your needs. Contact us today to start your real estate journey with Tuscan View.

Hollywood Beach Rentals is a premier real estate agency located at 319 Georgia Street in Hollywood, Florida. We specialize in providing top-quality rental properties in the Hollywood Beach area, offering a wide range of options to suit every need and budget. Our experienced team is dedicated to helping clients find the perfect vacation rental or long-term residence, with personalized service and attention to detail. Whether you're looking for a beachfront condo, a cozy bungalow, or a spacious family home, Hollywood Beach Rentals has the perfect property for you. Contact us today to start your search for the ideal rental in this beautiful seaside community.

Russell Post Sotheby's International Realty is a prestigious real estate agency located at 35 Ocean Reef Drive in Key Largo, Florida. As part of the renowned Sotheby's International Realty network, they offer unparalleled service and expertise in buying and selling luxury properties in the beautiful coastal region of Florida. With a team of experienced agents and a commitment to excellence, Russell Post Sotheby's International Realty is the go-to destination for those seeking to find their dream home or sell their property in the Key Largo area.

Ralph Sam Realtor is a premier real estate agency located at 101415 Overseas Highway in Key Largo, Florida. With years of experience in the industry, we specialize in helping clients buy, sell, and rent properties in the beautiful Florida Keys. Our team of dedicated real estate professionals is committed to providing top-notch service and expert guidance throughout the buying or selling process. Whether you are looking for a vacation home, investment property, or your forever home, Ralph Sam Realtor is here to help you find the perfect property to suit your needs. Contact us today to start your real estate journey!

Casa al Fin in Rosemary Beach is a luxurious lodging option located at 12 Town Hall Road in Rosemary Beach, Florida. This beautiful home features 4 bedrooms, 4 full baths, and 1 half bath, accommodating up to 8 guests. With 3,100 square feet of indoor space and 2,850 square feet of outdoor living space, this home offers ample room for relaxation and entertainment. Just a short walk from the beach and across the street from the community pool, Casa al Fin is the perfect retreat for a beach vacation. The home boasts multiple balconies and porches, a private courtyard, an outdoor lounge, and a chef's kitchen with top-of-the-line appliances. Guests can enjoy the convenience of a laundry room, outdoor shower, and a two-car garage. Additionally, four adult bikes are included seasonally for exploring the surrounding area. The community of Rosemary Beach offers a variety of amenities, including four pools, private beach access, shopping and dining options, parks, and a fitness center. Please note that golf carts are prohibited in the Rosemary community and parking may be limited. The reservation and booking policy, as well as other important information, can be found on the 30A Cottages website. Enjoy a relaxing and luxurious stay at Casa al Fin in Rosemary Beach.

Little Gull Cottages is a charming real estate and travel agency located at 5330 Gulf of Mexico Drive in Longboat Key, Florida. Our cozy cottages offer a perfect retreat for those looking to escape the hustle and bustle of everyday life. With stunning views of the Gulf of Mexico, our properties provide a peaceful and serene atmosphere for guests to relax and unwind. Whether you're looking for a weekend getaway or a longer stay, Little Gull Cottages is the perfect destination for your next vacation. Contact us today to book your stay and experience the beauty of Longboat Key.

Mike Norman Realty on Anna Maria Island is a reputable real estate and travel agency located at 3101 Gulf Drive in Holmes Beach, Florida. Specializing in vacation rentals, property sales, and property management services, this institution is dedicated to helping clients find their perfect slice of paradise on the stunning Anna Maria Island. With a team of experienced agents and a deep knowledge of the local market, Mike Norman Realty offers personalized assistance and top-notch customer service. Whether you are looking to buy, sell, or rent a property on Anna Maria Island, this agency is your go-to destination for all your real estate needs.

Sea Palm Cottages is a charming lodging institution located in Sarasota, Florida, United States. Situated at 5408 Plaza De Las Palmas on Siesta Key, our beach chic cottages offer a luxurious and cozy stay for our guests. Our three bedroom/den vintage cottage home has been completely remodeled, while our one bedroom/one bathroom cottages are over 100 years old, exuding a unique charm. Each cottage is adorned with bright pine walls and ceilings, decorated with a modern touch to create a warm and inviting atmosphere. Guests can enjoy amenities such as bathrobes, soap, shampoo, conditioner, coffee, tea, fully stocked kitchen, beach towels, chairs, umbrellas, and a beach cart. Our heated pools and spa are maintained at a comfortable temperature, allowing for year-round enjoyment of swimming and relaxation.

Sarasota Cottage Rentals/Sapphire Cottage is a premier real estate and travel agency located in the vibrant city of Sarasota, Florida. Situated at 535 Ohio Place, our agency specializes in providing luxurious and well-appointed cottage rentals for those looking to experience the beauty and charm of Sarasota. Whether you are seeking a relaxing beach getaway or a fun-filled family vacation, our team of dedicated professionals is here to help you find the perfect rental property to suit your needs. From cozy beachfront cottages to spacious downtown retreats, Sarasota Cottage Rentals/Sapphire Cottage has something for everyone. Contact us today to start planning your dream vacation in sunny Sarasota!