TOP 30 Best Vacation rentals with pool in Key Largo, Florida

Ocean Sunrise Vacation Rentals is a premier real estate and travel agency located in Key Largo, Florida. Situated at 231 Upper Matecumbe Road, our agency offers a wide selection of luxurious vacation rentals with stunning views of the ocean. Whether you're looking for a cozy beachfront cottage or a spacious villa, we have the perfect accommodation for your next getaway. Our friendly and knowledgeable staff are dedicated to providing top-notch customer service and helping you find the perfect rental for your needs. Experience the beauty of Key Largo with Ocean Sunrise Vacation Rentals.

Key Largo Florida Vacation Rentals is a reputable real estate and travel agency located at 1500 Ocean Bay Drive in Key Largo, Florida. Specializing in providing luxurious vacation rentals in the stunning Key Largo area, this agency offers a wide range of accommodation options to suit every traveler's needs. Whether you are looking for a beachfront villa, a cozy cottage, or a spacious condo, Key Largo Florida Vacation Rentals has the perfect property for you. With exceptional customer service and a passion for creating unforgettable vacation experiences, this agency is your go-to destination for a memorable stay in Key Largo, Florida.

Beach House Key Largo is a premier real estate and travel agency located at 113 Oleander Circle, Key Largo, Florida. Our team of experienced professionals is dedicated to helping clients find their dream beach house in this beautiful coastal town. Whether you are looking to buy, sell, or rent a property, we are here to assist you every step of the way. In addition to our real estate services, we also offer vacation rental options for those looking to experience the beauty of Key Largo firsthand. Contact us today to start your journey towards owning a piece of paradise in Key Largo.

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.

In-N-Out Keys is a charming institution located at 92200 Overseas Highway in Tavernier, Florida, United States. This cozy establishment offers a unique and immersive experience for visitors looking to explore the beautiful Florida Keys. With a focus on providing exceptional service and delicious food, In-N-Out Keys is a must-visit destination for anyone looking to enjoy a taste of local cuisine and hospitality. Whether you're looking for a quick bite to eat or a relaxing meal with friends and family, In-N-Out Keys has something for everyone. Come and discover the magic of the Florida Keys at this hidden gem of a restaurant.

Welcome to Island Tides Vacation Rental, your premier destination for unforgettable getaways on the stunning Gulf Coast. Located at 1110 Via De Luna Drive, Pensacola Beach, Florida, our business combines the expertise of a real estate and travel agency to offer you the finest selection of vacation properties. Whether you're seeking a serene escape or a family adventure, we have the perfect accommodations to suit your needs. Explore our diverse portfolio of 33 meticulously curated properties, each offering unique experiences and luxurious amenities. From the pet-friendly charm of Aloha by the Sea, with its breathtaking views and wrap-around porch, to the opulence of Aqua Palms, featuring a private heated pool and spacious lawn, your ideal vacation home awaits.

Welcome to Treasure Key Realty, your premier destination for real estate excellence in Cape Coral, Florida. Located at 1102 Southeast 21st Avenue, our agency is dedicated to helping you find your dream property or sell your home for top dollar. Led by Tara Brommer, a seasoned REALTOR® and Broker-Owner, our team is committed to providing clear, concise, and no-nonsense communication to ensure a seamless real estate experience for our clients. At Treasure Key Realty, we specialize in showcasing extraordinary properties in our featured areas, including the stunning Florida Keys. Whether you're dreaming of constructing a luxury residence on expansive acreage or seeking a charming home in the heart of Cape Coral, we have the expertise and resources to make your real estate goals a reality.

Moonbay Key Largo Vacation Rentals is a premier real estate and travel agency located in the picturesque Key Largo, Florida. Our agency specializes in providing luxurious vacation rentals in the beautiful Moonbay community, offering guests a unique and unforgettable experience in the Florida Keys. With stunning waterfront properties, top-notch amenities, and personalized service, Moonbay Key Largo Vacation Rentals is the perfect choice for your next vacation getaway. Discover the ultimate in relaxation and luxury at our exclusive properties in Key Largo, where paradise awaits.

Casa Sierra Rental is a reputable real estate agency located at 205 36th Street in Holmes Beach, Florida, United States. We specialize in providing top-notch rental properties for vacationers looking to experience the beauty of Anna Maria Island. Our team is dedicated to helping clients find the perfect rental home that fits their needs and budget. Whether you are looking for a cozy beach cottage or a luxurious waterfront villa, Casa Sierra Rental has a wide selection of properties to choose from. Contact us today to start planning your dream vacation on Anna Maria Island!

Landings of Largo Condo Association is a well-established residential community located at 9800 Dockside Drive in Key Largo, Florida. This association offers residents a peaceful and picturesque waterfront living experience, with stunning views of the surrounding area. The community is known for its well-maintained grounds, amenities such as a pool and clubhouse, and a strong sense of community spirit. Residents of Landings of Largo Condo Association enjoy a comfortable and convenient lifestyle in a beautiful setting, making it a desirable place to call home.

Key Largo Home Rental is a premier real estate and travel agency located at 15 Eagle Drive in the beautiful Key Largo, Florida. We specialize in providing luxurious vacation homes for rent in this tropical paradise. Our properties are meticulously maintained and offer top-notch amenities to ensure a comfortable and unforgettable stay for our guests. Whether you are looking for a cozy beachfront cottage or a spacious waterfront villa, Key Largo Home Rental has the perfect accommodation for your dream vacation. Contact us today to book your next getaway in Key Largo!

Sanctuary At Key Largo is a luxurious waterfront resort located at 100 Sanctuary Drive in Key Largo, Florida. This exclusive institution offers a serene and tranquil atmosphere, perfect for those looking to escape the hustle and bustle of everyday life. With stunning views of the ocean and lush tropical gardens, guests can relax and unwind in style. The resort features elegant accommodations, world-class amenities, and personalized service to ensure a truly unforgettable experience. Whether you're looking to enjoy water sports, indulge in gourmet dining, or simply lounge by the pool, Sanctuary At Key Largo has everything you need for a perfect getaway. Come and experience the ultimate in luxury and relaxation at this exceptional institution.

Playa Largo Ocean Residences Vacation Rentals is a premier real estate and travel agency located at 97801 Overseas Highway in Key Largo, Florida. Offering luxurious oceanfront properties for rent, Playa Largo provides guests with the ultimate vacation experience in the beautiful Florida Keys. Whether you're looking for a relaxing beachfront retreat or a fun-filled water adventure, Playa Largo Ocean Residences Vacation Rentals has something for everyone. Book your dream vacation today and make memories that will last a lifetime.

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.

Resort Key Largo is a luxurious lodging institution located at 99701 Overseas Highway in the beautiful Key Largo, Florida. Nestled in the heart of the stunning Florida Keys, this resort offers guests a tranquil and picturesque escape from the hustle and bustle of everyday life. With a range of accommodation options, including spacious rooms and private villas, Resort Key Largo provides the perfect setting for a relaxing vacation or romantic getaway. Guests can unwind by the pool, enjoy delicious meals at the on-site restaurant, or explore the nearby beaches and attractions. With top-notch amenities and exceptional service, Resort Key Largo is the ideal destination for those seeking a memorable and rejuvenating experience in paradise.

Keys Lake Villas Apartments is a luxury residential complex situated at 106003 Overseas Highway in the picturesque Key Largo, Florida. Surrounded by lush greenery and stunning water views, this waterfront property offers a tranquil and serene living experience. The modern and spacious apartments feature top-of-the-line amenities and stylish finishes, providing residents with the ultimate comfort and convenience. With a range of on-site facilities including a swimming pool, fitness center, and community clubhouse, Keys Lake Villas Apartments is the perfect place to call home in the heart of the Florida Keys.

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!

Sea and Sky Rentals is a premier real estate and travel agency located in the beautiful coastal town of Key Largo, Florida. Situated at 605 Portia Circle, our dedicated team specializes in providing top-notch vacation rental properties with stunning views of the sea and sky. Whether you're looking for a beachfront villa or a cozy cottage by the water, we have the perfect accommodations to make your stay unforgettable. Let us help you plan your dream getaway to the sunny shores of Key Largo and experience the ultimate in relaxation and luxury. Contact us today to book your next vacation with Sea and Sky Rentals.

AC6 Pool Area is a luxurious resort located at 67A Anchor Drive in Key Largo, Florida. Our pool area is a serene oasis where guests can relax and unwind under the warm Florida sun. Surrounded by lush tropical landscaping, our pool area offers a tranquil escape from the hustle and bustle of everyday life. Whether you're looking to swim laps, soak up some sun, or simply enjoy a refreshing cocktail by the poolside, AC6 Pool Area is the perfect destination for your next getaway. Come experience the ultimate in relaxation and luxury at AC6 Pool Area in beautiful Key Largo, Florida.

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.

Reef Rentals is a reputable real estate agency located at 31 Ocean Reef Drive in Key Largo, Florida, United States. Our dedicated staff is available to assist you with any inquiries regarding our properties and services at Ocean Reef from Monday to Friday, 9am to 5pm. Whether you are looking to rent a vacation home or seeking property management services, we are here to help. Contact us today to find your perfect rental property in the beautiful Ocean Reef area.

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.

Keyswide Vacation Rentals is a premier travel agency located at 101925 Overseas Highway in Key Largo, Florida. Specializing in providing top-quality vacation rental properties in the beautiful Florida Keys, our agency offers a wide range of accommodations to suit every traveler's needs. Whether you're looking for a cozy beachfront cottage or a luxurious waterfront villa, Keyswide Vacation Rentals has the perfect option for you. Our dedicated team of travel experts is committed to helping you plan your dream vacation and create unforgettable memories. Book your next getaway with Keyswide Vacation Rentals and experience the best of the Florida Keys.

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.

Dream Bay Resort is a tranquil oasis nestled in the heart of Key Largo, Florida. Situated at 4 Woodward Way, this charming lodging establishment offers a perfect blend of relaxation and adventure for guests seeking a memorable getaway. The resort boasts stunning views of the bay, lush tropical gardens, and comfortable accommodations. Whether you're looking to unwind by the pool, explore the nearby attractions, or simply soak in the sun on the sandy beaches, Dream Bay Resort provides the perfect setting for a dream vacation. With its warm hospitality and convenient location, this resort is the ideal choice for those looking to experience the beauty of the Florida Keys.

Tropic Water Sports is a premier water sports institution located at 139 Seaside Avenue in Key Largo, Florida, United States. With a wide range of activities including snorkeling, paddleboarding, kayaking, and jet skiing, Tropic Water Sports offers unforgettable experiences for water enthusiasts of all ages and skill levels. Our knowledgeable and experienced staff are dedicated to providing a safe and enjoyable environment for guests to explore the beautiful waters of the Florida Keys. Whether you're looking for a relaxing day on the water or an adrenaline-pumping adventure, Tropic Water Sports has something for everyone. Come and experience the thrill of the ocean with us today!

Boat Depot is a premier store located at 101500 Overseas Highway in Key Largo, Florida. This institution specializes in providing a wide range of boating equipment, accessories, and supplies for all types of watercraft. Whether you're in need of maintenance supplies, safety gear, or the latest gadgets for your boat, Boat Depot has everything you need to keep your vessel in top condition. With knowledgeable staff and a convenient location, Boat Depot is your one-stop shop for all your boating needs in the beautiful coastal town of Key Largo.

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.

Florida Bay Club is a premier real estate and travel agency located in the heart of Key Largo, Florida. Situated at 103500 Overseas Highway, our institution offers a wide range of services to cater to all your real estate and vacation needs. Whether you are looking to buy or rent a property in the beautiful Florida Keys or seeking assistance in planning the perfect getaway, our experienced team is here to help. With our extensive knowledge of the local area and dedication to customer satisfaction, Florida Bay Club is your one-stop destination for all things real estate and travel in Key Largo.

Manatee Cove is a charming lodging institution located at 999 Morris Avenue in Key Largo, Florida. Nestled in the heart of the beautiful Florida Keys, this cozy retreat offers comfortable accommodations and a serene atmosphere for guests looking to relax and unwind. With its proximity to the crystal clear waters of the Atlantic Ocean, Manatee Cove is the perfect destination for those seeking a peaceful getaway. Whether you're looking to explore the nearby coral reefs, enjoy water sports, or simply soak up the sun on the beach, Manatee Cove provides a convenient and inviting home base for your Key Largo adventure.