TOP 30 Florida keys vacation rentals in Florida

718 results found

Luxury Coastal Vacations is a premier real estate and travel agency located at 13700 Perdido Key Drive in Pensacola, Florida. Specializing in luxury vacation rentals along the stunning Gulf Coast, our agency offers a wide range of exquisite properties for those seeking a truly unforgettable getaway. From lavish beachfront villas to exclusive penthouse suites, we cater to the discerning traveler looking for a top-notch vacation experience. Our dedicated team of professionals is committed to providing exceptional service and ensuring that every guest has a memorable and relaxing stay. Whether you're looking for a romantic escape, a family retreat, or a group getaway, Luxury Coastal Vacations has the perfect property for you. Experience the ultimate in coastal luxury with us.

In The Key of Sea is a charming lodging institution located at 269 Flatwoods Forest Loop in the picturesque Santa Rosa Beach, Florida. Nestled in a tranquil setting, this accommodation offers a relaxing retreat for guests looking to escape the hustle and bustle of everyday life. With its proximity to the sea, guests can enjoy the soothing sounds of the ocean and take in the stunning views of the surrounding natural beauty. Whether you're looking for a romantic getaway or a peaceful vacation, In The Key of Sea provides a cozy and welcoming atmosphere for all travelers.

Disney's Old Key West Resort is a luxurious lodging option located at 1510 North Cove Road in Lake Buena Vista, Florida, United States. This resort offers Disney Deluxe Villas with all the comforts of home, including a kitchen, washer, dryer, and separate bedrooms. Ideal for families and larger parties, these accommodations come in 1-Bedroom, 2-Bedroom, and 3-Bedroom options. Guests can enjoy amenities such as a sandcastle waterslide, dry sauna, whirlpool spa, and sand beach. There are multiple pools on the property, including a 149,000-gallon main pool and three quiet pools with whirlpool spas. The resort also features a state-of-the-art fitness center and sauna for guests to enjoy.

Gulf Tide Vacations is a real estate and travel agency located at 755 Grand Boulevard in Miramar Beach, Florida. Specializing in vacation rentals in Destin, Miramar Beach, Sandestin, and 30-A, Gulf Tide Vacations offers a wide range of properties suitable for every budget. From spacious homes to luxurious condos, each rental comes with modern amenities and on-site features to enhance your Florida vacation experience. With properties located in Central Destin, Crystal Beach, Sandestin, and Miramar Beach, Gulf Tide Vacations provides the perfect beachfront getaway along Florida's Gulf Coast. Whether you're looking for a cozy two-bedroom retreat or a seven-bedroom home for the whole family, Gulf Tide Vacations has something for everyone. Their properties feature high-end finishes, pools, and even street-legal golf carts for your convenience.

Shore Longboat Key is a charming waterfront restaurant located at 800 Broadway Street in Longboat Key, Florida. Offering a delightful dining experience with stunning views of the water, this institution specializes in serving delicious seafood and other culinary delights. Guests can enjoy a relaxing meal in a casual yet elegant atmosphere, perfect for both intimate dinners and group gatherings. With a menu featuring fresh, locally sourced ingredients and a variety of delectable dishes, Shore Longboat Key is a must-visit destination for food enthusiasts looking to savor the flavors of the Gulf Coast.

Cabbage Key Inn and Restaurant is a hidden gem located in Pineland, Florida, United States. Nestled among one hundred acres of tropical vegetation, our historic restaurant, inn, and rental cottages offer a serene retreat away from the hustle and bustle of city life. Situated atop a thirty-eight foot Indian shell mound, our open-air restaurant boasts a panoramic view of Pine Island Sound, providing a picturesque backdrop for a memorable dining experience. At Cabbage Key, guests can immerse themselves in nature by exploring winding nature trails, relaxing on deserted beaches, or enjoying activities such as fishing, boating, and shelling. Our secluded island getaway exudes old Florida charm and hospitality, offering a peaceful atmosphere free from commercialization. Whether you're seeking a romantic escape or a quiet retreat, Cabbage Key is the perfect destination for relaxation and tranquility.

Located in Key Largo, Florida, the Key Lime Sailing Club and Cottages offers a unique and tranquil waterfront lodging experience. Our self-contained cottages provide everything you need for a relaxing getaway, with no hidden charges. Enjoy the beautiful sunsets from our intimate setting, or explore the local dining and dancing options just a short walk or paddle away. Easy to reach but hard to forget, our hideaway is the perfect place to unwind and enjoy the beauty of the Florida Keys. Book your stay with us today and experience the magic of Key Largo.

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.

Sail Key Largo is a premier travel agency located at 1313 Ocean Bay Drive in Key Largo, Florida. Specializing in sailing adventures and excursions, Sail Key Largo offers a wide range of services including yacht charters, sailing lessons, and guided tours of the stunning Florida Keys. Whether you are a seasoned sailor or a beginner looking to explore the open waters, Sail Key Largo has something for everyone. With a team of experienced sailors and knowledgeable staff, you can trust that your sailing experience with Sail Key Largo will be unforgettable. Plan your next sailing adventure with Sail Key Largo and discover the beauty of the Florida Keys from a whole new perspective.

Leeward Key - Seas the View 602 is a prestigious real estate agency located in the beautiful Miramar Beach, Florida. Situated at 2936 Scenic Gulf Drive, this institution offers luxurious properties with breathtaking views of the Gulf of Mexico. Whether you are looking to buy or sell a property, Leeward Key - Seas the View 602 provides top-notch services and expertise to help you achieve your real estate goals. With a prime location and a reputation for excellence, this agency is the perfect choice for those seeking a piece of paradise in the Sunshine State.

Park Place in Cedar Key is a charming lodging establishment located at 211 2nd Street in the picturesque town of Cedar Key, Florida. This cozy retreat offers comfortable accommodations and a peaceful atmosphere, perfect for a relaxing getaway. Guests can enjoy easy access to the town's shops, restaurants, and attractions, as well as stunning views of the surrounding nature. Whether you're looking for a romantic escape or a family vacation, Park Place in Cedar Key provides a welcoming and inviting place to stay.

Cedar Key Harbour Master Suites is a charming lodging located at 390 Dock Street in the picturesque coastal town of Cedar Key, Florida. Situated right on the waterfront, this institution offers beautifully appointed suites with stunning views of the harbor. Guests can enjoy a peaceful and relaxing stay, surrounded by the natural beauty of the area. With easy access to local shops, restaurants, and attractions, Cedar Key Harbour Master Suites is the perfect destination for a tranquil getaway by the sea.

The Key West Resort on Lake Dora in Tavares, Florida offers stylish accommodations and modern amenities for both leisure and business travelers. Situated in the Entertainment District, just steps away from the Lake County Courthouse, our hotel is conveniently located on the waterfront of Lake Dora. Each spacious room and suite features hardwood or tile floors, wet bars with essential appliances, and most offer private balconies with stunning views of the Seaplane Basin. As one of Florida's only inland seaplane basins, our resort attracts pilots and travelers alike looking for a unique experience. Nearby, guests can enjoy water sports rentals, lake cruises, and live entertainment at various waterfront venues. The on-site Tiki West Bar and Grille, Hemingway's Wine and Cigar Bar, and Shiner's Bar and Grille provide convenient dining options, while a complimentary continental breakfast is included with your stay.

Casey Key Resorts - Beachfront is a luxurious lodging option located at 221 Casey Key Road in Nokomis, Florida, United States. Situated right on the beach, this resort offers stunning ocean views and direct access to the pristine sandy shores. The resort features well-appointed rooms and suites, each with modern amenities and stylish decor. Guests can relax by the outdoor pool, enjoy a meal at the on-site restaurant, or take a leisurely stroll along the beach. With its prime location and upscale accommodations, Casey Key Resorts - Beachfront is the perfect destination for a relaxing and memorable beach getaway.

Escape Casey Key Resort & Marina is a luxurious lodging establishment located at 212 Casey Key Road in Nokomis, Florida, United States. With a commitment to outstanding hospitality, the resort is run by Airbnb Superhosts and has received accolades such as the Traveler's Choice award from Tripadvisor and the Traveller Review award from Booking.com. The resort offers comfortable 1, 2, and 3 bedroom options with new luxury rooms and amenities. Guests can enjoy the onsite pool, grill, kayaks, bikes, and paddleboards. Escape Resort & Marina is also a popular venue for weddings, vow renewals, reunions, meetings, and retreats, with a dedicated team to help make each event special.

Casey Key Resort - Gulf Shores is a charming lodging institution located at 317 Casey Key Road in Nokomis, Florida, United States. Situated along the beautiful Gulf Shores, this resort offers guests a tranquil and picturesque setting for a relaxing getaway. The resort features comfortable accommodations, stunning views of the Gulf, and convenient access to nearby attractions and activities. Whether you're looking for a romantic retreat or a fun family vacation, Casey Key Resort - Gulf Shores is the perfect destination for your next stay in Florida.

A Beach Retreat On Casey Key is a charming lodging located at 105 Casey Key Road in Nokomis, Florida, United States. This cozy retreat offers guests a peaceful and relaxing getaway right on the beautiful shores of Casey Key. With comfortable accommodations, stunning ocean views, and easy access to the beach, this institution is the perfect destination for those looking to unwind and rejuvenate by the sea. Whether you're seeking a romantic escape or a family vacation, A Beach Retreat On Casey Key provides a tranquil and idyllic setting for your stay.

Casey Key Retreat is a private beachfront lodging located at 217 Casey Key Road in Nokomis, Florida. Escape the hustle and bustle of busy hotels and enjoy a quiet vacation rental right on the Gulf of Mexico. With direct access to the beach, you can relax, explore, and enjoy the stunning sunsets Florida is known for. Our 4 condos offer a terrace or balcony where you can soak in the ocean breeze. Conveniently situated between Venice and Sarasota, our resort is just a short drive from Tampa International Airport. Whether you're into boating, fishing, kayaking, or kite surfing, Nokomis has something for everyone. Explore outlet shopping, golf courses, theaters, museums, restaurants, and bars in the area. Don't forget to hunt for shark teeth on the beach! For a small fee, early check-in and late check-out options are available based on availability. Come experience the perfect vacation at Casey Key Retreat.

Casey Key Beach Condos is a charming lodging institution located at 910 Lindis Lane in Nokomis, Florida, United States. Situated right by the beautiful Casey Key Beach, this institution offers luxurious and comfortable condos for guests looking for a relaxing beach getaway. With stunning ocean views, easy access to the beach, and a range of amenities, Casey Key Beach Condos is the perfect place to unwind and enjoy the sun, sand, and sea. Experience a truly unforgettable vacation at this idyllic beachfront retreat.

Experience the ultimate Florida Keys vacation at Angler's Reef Resort Select Rentals by KeysCaribbean. Located in the picturesque town of Islamorada, this stunning resort offers 52 cottages inspired by Caribbean fishing villages, complete with deep-water boat docks and luxurious amenities. Enjoy two-bedroom, two and a half bath rentals with spacious decks and full kitchens, perfect for a relaxing getaway. With easy access to Alligator Reef and the only living coral barrier reef in the Continental United States, anglers will delight in the abundant marine life in the area. Take advantage of special offers and discounts to make your stay even more memorable. Whether you're planning a last-minute getaway or booking in advance, Angler's Reef Resort has the perfect package for you. Relax by the oceanfront swimming pool or private beach, or explore the vibrant marine life just offshore. With Snake Creek Marina nearby, boating enthusiasts can easily access the Atlantic Ocean for deep-sea adventures. Discover the charm of Islamorada and experience the best of the Florida Keys at Angler's Reef Resort. Book your stay today and immerse yourself in the beauty of this tropical paradise.

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.

Baker's Cay Resort Key Largo, Curio Collection by Hilton is a luxurious lodging destination located at 97000 Overseas Highway in Key Largo, Florida, United States. Nestled amidst the stunning natural beauty of the Florida Keys, this resort offers a perfect blend of tropical paradise and upscale amenities. Guests can enjoy spacious rooms and suites, a private beach, multiple swimming pools, on-site dining options, a fitness center, and a variety of recreational activities. Whether you're looking for a relaxing getaway or an adventurous vacation, Baker's Cay Resort Key Largo has something for everyone.

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.

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.

Key Largo Cottages is a charming lodging institution located at 99306 Overseas Highway in Key Largo, Florida, United States. This hidden gem offers a romantic retreat for couples as well as family-friendly accommodations right on the tropical Florida Keys dock and beach front. Guests can relax and enjoy the slow rustic atmosphere of Old Florida Keys while taking in the stunning Florida sunsets from the waterfront Sunset tiki hut. Conveniently located near a variety of Key Largo activities, guests can easily access sailing, swimming, fishing charters, scuba diving, and more. The property also offers free kayaks for guests to explore nearby sunken boats, deserted islands, and mangrove canals teeming with wildlife.

Escape to the beautiful Key Largo Houseboat, located at 13 Seagate Boulevard in Key Largo, Florida. This unique lodging experience offers guests the chance to stay in a cozy houseboat right on the water. Enjoy stunning views of the ocean, relax on the deck, and take in the peaceful surroundings. The Key Largo Houseboat is the perfect retreat for those looking for a one-of-a-kind vacation experience in the heart of the Florida Keys. Book your stay today and make memories that will last a lifetime.

Holly's Hideout by Florida Keys Luxury Rentals is a charming lodging located at 180 Plantation Drive in Tavernier, Florida. This cozy retreat offers a peaceful and relaxing getaway in the beautiful Florida Keys. With luxurious amenities and personalized service, guests can unwind and recharge in this serene oasis. Whether you're looking for a romantic escape or a family vacation, Holly's Hideout is the perfect destination for your next trip to the Sunshine State.

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.

Kawama Yacht Club Vacation Rental offers a luxurious and relaxing getaway in the heart of Key Largo, Florida. Situated at 1500 Ocean Bay Drive, this waterfront lodging option provides stunning views of the ocean and easy access to a variety of water activities. Guests can enjoy spacious accommodations, top-notch amenities, and personalized service during their stay. Whether you're looking to unwind by the pool, explore the nearby attractions, or simply bask in the beauty of the Florida Keys, Kawama Yacht Club Vacation Rental is the perfect choice for a memorable vacation experience.