TOP 10 Vacation rentals with pool in Key Largo, Florida

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.

Hampton Inn Key Largo is a charming lodging institution located at 102400 Overseas Highway in Key Largo, Florida, United States. Situated in the heart of the Florida Keys, this hotel offers comfortable accommodations and convenient amenities for both leisure and business travelers. Guests can enjoy a complimentary hot breakfast, outdoor pool, fitness center, and easy access to nearby attractions such as John Pennekamp Coral Reef State Park and Dolphin Cove. Whether you're looking to relax by the water or explore the local sights, Hampton Inn Key Largo is the perfect choice for your stay in the beautiful Florida Keys.

Largo Resort is a charming lodging facility located at 101740 Overseas Highway in Key Largo, Florida, United States. Nestled in the heart of the Florida Keys, this resort offers a tranquil and picturesque setting for guests to relax and unwind. With comfortable accommodations, stunning views of the ocean, and a range of amenities including a pool, restaurant, and water sports activities, Largo Resort is the perfect destination for a memorable getaway. Whether you're seeking a romantic escape or a family vacation, this resort provides a peaceful retreat for all. Experience the beauty of Key Largo at Largo Resort.

Playa Largo Resort & Spa, Autograph Collection is a luxurious lodging institution located in Key Largo, Florida, United States. Situated at 97450 Overseas Highway, this resort offers a tranquil escape with stunning views of the ocean and lush tropical surroundings. Guests can relax and rejuvenate at the on-site spa, enjoy delicious dining options, and take advantage of the various amenities such as a swimming pool, fitness center, and water sports activities. With its elegant accommodations and top-notch service, Playa Largo Resort & Spa is the perfect destination for a memorable vacation or romantic getaway.

Ocean Pointe Suites at Key Largo is a luxurious lodging institution located at 500 Burton Drive in Tavernier, Florida. Situated on a private 60-acre oceanfront sanctuary, this all-suite resort offers spacious condo rentals with stunning views of the Atlantic Ocean. Guests can enjoy a private sandy beach, Jr. Olympic size pool, deep-water marina, and 2 tennis courts, among other amenities. The resort is the perfect destination for those looking to relax and soak up the sun in the Florida Keys. Activities such as snorkeling, scuba diving, fishing, and eco-tours are available nearby, providing endless opportunities for fun and adventure. Whether you're planning a romantic getaway, a family vacation, or a group event, Ocean Pointe Suites at Key Largo has something for everyone.

Sun Outdoors Key Largo is a charming lodging and RV park located at 97680 Overseas Highway in Key Largo, Florida, United States. Nestled in the heart of the Florida Keys, this institution offers guests a serene and picturesque retreat surrounded by lush tropical landscapes and stunning ocean views. The accommodations at Sun Outdoors Key Largo are comfortable and well-appointed, providing a relaxing home away from home for travelers seeking a peaceful escape. With amenities such as a swimming pool, picnic areas, and easy access to nearby beaches and outdoor activities, this institution is the perfect destination for those looking to unwind and enjoy the natural beauty of the Florida Keys. Whether you are traveling in an RV or looking for a cozy cabin or cottage, Sun Outdoors Key Largo has something for everyone. Come and experience the laid-back island lifestyle at this idyllic retreat in Key Largo.

The Pelican Key Largo Cottages is a charming lodging institution located at 99446 Overseas Highway in Key Largo, Florida, United States. Offering waterfront cottages and suites, guests can experience the beauty of the Florida Keys right on Florida Bay. Whether you're looking to relax on the beach, enjoy world-class dining, or try your hand at fishing, there's something for everyone to enjoy. The Pelican also serves as a magical wedding destination, with an intimate beach area and reception space available for couples to make their dream wedding a reality. With its tropical atmosphere and ideal location, The Pelican Waterfront Cottages offers a truly unforgettable experience in the Florida Keys.

Bungalows Key Largo is a luxurious, all-inclusive, adults-only resort located at 99010 Overseas Highway in Key Largo, Florida. Nestled within a botanical garden with 1000 feet of ocean shoreline, this intimate resort offers a peaceful oasis for guests to unwind and disconnect. With a focus on relaxation and indulgence, Bungalows Key Largo provides a unique blend of upscale accommodations and top-notch amenities. Guests can enjoy organic textures, soothing tropical hues, and all-natural materials in the resort's luxurious bungalows, each featuring a private veranda for outdoor living. The on-site restaurant, Bogie & Bacall's, offers a culinary experience showcasing local seafood and bold Mexican flavors with stunning views of the surrounding landscape.

Keys Palms RV Resort is a charming lodging option located in the heart of Key Largo, Florida. Situated at 104200 Overseas Highway, this RV park offers a peaceful and relaxing atmosphere for guests looking to enjoy the beauty of the Florida Keys. With spacious RV sites, modern amenities, and convenient access to nearby attractions, Keys Palms RV Resort is the perfect destination for a memorable vacation. Whether you're looking to unwind by the pool, explore the local area, or simply relax in the comfort of your own RV, this resort has everything you need for a fantastic stay. Experience the beauty of Key Largo at Keys Palms RV Resort.

Mariner's Club Key Largo is a luxurious seaside community offering a variety of vacation rentals, including suites, townhouses, and condos. Located at 97501 Overseas Highway in Key Largo, Florida, this retreat boasts top-notch amenities such as the Oasis Pool, the largest swimming pool in the Florida Keys, a second Clubhouse pool, Waterfall Grotto, tennis courts, a marina, and a game room. Whether you're looking for a relaxing escape or an adventurous getaway, Mariner's Club Key Largo has something for everyone. From fishing to lounging by the pool, this retreat caters to all types of travelers. With fully equipped kitchens, spacious living areas, and private bathrooms, our vacation homes provide the perfect blend of comfort and luxury. Explore the underwater wonders of the Diving Capital of the World or unwind at the marina overlooking the Atlantic Ocean. Book now and experience the best of Key Largo at Mariner's Club.

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.

Luxury Rental IN is a luxurious lodging option located at 10 Exuma Road in Key Largo, Florida, United States. Situated in the heart of Ocean Reef®, this institution offers a perfect retreat for families looking to enjoy the amenities of the area. The property features a stunning Great Room with a soaring 22-foot ceiling and a flatscreen TV, an upstairs Den with a pull-out sofa and wet bar area, and a covered patio with retractable screens and a large outdoor TV. Guests can also enjoy a large heated swimming pool with ledge loungers and a built-in landing, ideal for keeping an eye on small children. The second upstairs deck overlooks Villa Cay Park, providing a wonderful spot for star-gazing and watching holiday fireworks. Daily rates are available, with negotiable options for longer stays. Please note that cleaning fees are not included.

Lovers Key Adventures is a convenient and charming institution located at 8720 Estero Boulevard, Fort Myers Beach, Florida. This establishment offers a variety of services including a gift shop, rentals, and beach amenities. In loving memory of Bowser Denmark, the institution provides a welcoming and friendly atmosphere for visitors to enjoy. The gift shop is open from 9 am to 5 pm, with rentals available from 9 am to 4:45 pm. Beach rentals, including chairs and umbrellas, are available from 9 am to 4:30 pm. Paddles, backrests, and life vests are included in the rental price. Additionally, there is a special 2-hour pricing offer valid from June 1st to October 31st.

Key Largo Water Fun Private Boat and Kayak is a premier travel agency located at 112 La Paloma Road in Key Largo, Florida. We offer a unique and exciting way to explore the beautiful waters of Key Largo with our private boat and kayak rentals. Whether you're looking for a relaxing day on the water or an adventurous kayaking expedition, we have the perfect option for you. Our experienced staff is dedicated to providing exceptional customer service and ensuring that your experience with us is unforgettable. Come visit us and embark on an unforgettable water adventure in Key Largo!

Hector's Jet Ski Rental-Tours Key Largo is a premier travel agency located at 107690 Overseas Highway in Key Largo, Florida. We offer exhilarating jet ski rentals and guided tours for those looking to explore the stunning waters of the Florida Keys. Our experienced team is dedicated to providing top-notch service and ensuring a memorable and safe adventure for all our customers. Whether you're a seasoned jet ski rider or a first-timer, Hector's Jet Ski Rental-Tours Key Largo has something for everyone. Come experience the thrill of jet skiing in the beautiful waters of Key Largo with us!

Key Largo Kampground & Marina is a charming waterfront institution nestled along the picturesque Overseas Highway in Key Largo, Florida. This versatile destination offers a range of accommodations including campsites, RV hookups, and cozy lodging options. Guests can enjoy a peaceful stay surrounded by lush tropical gardens and stunning views of the marina. The park-like setting provides ample opportunities for outdoor activities such as fishing, kayaking, and swimming. With its convenient location near the Florida Keys' top attractions, Key Largo Kampground & Marina is the perfect place for a relaxing getaway in paradise.

Florida Keys Rental Store is a premier real estate and travel agency located at 99980 Overseas Highway in Key Largo, Florida. We specialize in providing vacation rentals, property management services, and travel accommodations in the beautiful Florida Keys. Whether you are looking for a beachfront villa, a cozy cottage, or a luxurious condo, our team of experienced professionals is here to help you find the perfect rental for your next getaway. With a wide selection of properties to choose from and top-notch customer service, Florida Keys Rental Store is your go-to destination for a memorable vacation experience in the stunning Florida Keys.

Fairfield Inn & Suites by Marriott Marathon Florida Keys is a charming lodging establishment located at 13201 Overseas Highway in Marathon, Florida. Situated in the heart of the picturesque Florida Keys, this hotel offers comfortable accommodations and modern amenities for guests to enjoy during their stay. The hotel features a range of well-appointed rooms and suites, as well as a variety of on-site facilities including a fitness center, outdoor pool, and complimentary breakfast. With its convenient location and welcoming atmosphere, Fairfield Inn & Suites by Marriott Marathon Florida Keys is the perfect choice for travelers looking to explore the beautiful surroundings of the Florida Keys.

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!

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.

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.

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 Vacation Rentals is a premier real estate and travel agency located at 97501 Overseas Highway in Key Largo, Florida, United States. Our agency specializes in providing luxurious vacation rental properties in the beautiful Key Largo area. From waterfront villas to cozy beachfront cottages, we offer a wide range of accommodations to suit every traveler's needs. With our personalized service and attention to detail, we strive to make your vacation experience unforgettable. Contact us today to book your dream vacation rental in Key Largo!

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.

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 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!

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.

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.

Upper Keys Rentals is a reputable real estate and travel agency located at 98880 Overseas Highway in Key Largo, Florida. Specializing in vacation rentals in the beautiful Upper Keys region, they offer a wide selection of properties for short-term stays. Whether you are looking for a beachfront villa, a cozy cottage, or a luxurious condo, Upper Keys Rentals has the perfect accommodation for your next getaway. Their friendly and knowledgeable staff are dedicated to providing exceptional service and helping you find the perfect rental property to suit your needs. Book your dream vacation rental with Upper Keys Rentals today and experience the ultimate vacation in paradise.

Key Largo Florida Condo at Moon Bay is a charming lodging institution located at 104350 Overseas Highway in Key Largo, Florida. Nestled in the heart of the Florida Keys, this condo offers guests a relaxing and comfortable stay with stunning views of the bay. With spacious accommodations, modern amenities, and a convenient location near local attractions, Key Largo Florida Condo at Moon Bay is the perfect choice for a memorable vacation in paradise.