TOP 30 Florida keys luxury rentals in Florida

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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.

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.

Siestakey-Rental Private Charter Boat Cruise offers a unique and personalized experience as you explore the stunning waters of Siesta Key and Little Sarasota Bay. Our private charters are conducted on a comfortable Hurricaine 188 Deck Boat, complete with ample seating and optional shade. Captain Matt and his wife Diana, both US Coast Guard certified, will ensure a safe and enjoyable journey. Conveniently located near the north bridge of Siesta Key, our private charters offer complimentary public parking for easy access. With a wealth of positive reviews from previous guests, you can trust in our exceptional hospitality and local expertise. As a special touch, we provide photographs from your cruise as a memorable keepsake. Experience the beauty of Siesta Key and Sarasota with Siestakey-Rental Private Charter Boat Cruise.

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.

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.

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 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.

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.

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.

Palacio Condo Rentals in Perdido Key by Vacasa offers luxurious vacation rentals at the stunning Palacio Resort in Perdido Key, Florida. Located at 13661 Perdido Key Drive, Pensacola, this institution provides top-notch lodging services for travelers looking for a relaxing and enjoyable getaway. Whether you're seeking a beachfront escape or a cozy retreat, Palacio Resort has the perfect vacation rental for every type of traveler. The professional team at Palacio Resort ensures that each rental is well-maintained, clean, and fully stocked with amenities for a comfortable stay. With 28 vacation rentals offering internet access, guests can stay connected during their trip. The recent reviews of Palacio Resort vacation rentals speak to the high-quality service and accommodations provided by the staff.

Spanish Key Beach Resort is a luxurious beachfront institution located at 17287 Perdido Key Drive in Pensacola, Florida. Our condos offer stunning views of the sugar-white sand beaches and the crystal-clear waters of the Gulf of Mexico. Guests can enjoy a range of amenities including a swimming pool, hot tub, fitness center, and direct access to the beach. Located just a quarter mile from the Florida/Alabama state line, our resort is the perfect destination for a relaxing getaway on the beautiful Gulf Coast.

Lost Key Resort is a charming lodging located at 14306 Beach Heather Court in picturesque Pensacola, Florida. Nestled in a tranquil setting, this resort offers a perfect blend of luxury and comfort for guests looking to escape the hustle and bustle of everyday life. With spacious accommodations, top-notch amenities, and stunning views of the surrounding area, Lost Key Resort provides a relaxing retreat for travelers seeking a memorable vacation experience. Whether you're looking to unwind by the pool, hit the nearby beaches, or explore the local attractions, Lost Key Resort is the perfect destination for your next getaway.

Perdido Key RV Resort & Marina is a unique waterfront RV park located on the beautiful tropical island of Perdido Key in Pensacola, Florida. Our full-service RV park offers deep water boat slip rentals in the intercoastal waterway, just minutes away from the Gulf of Mexico. In addition to RV site rentals, we also have luxury condos available for those looking for a break from the road or sea. Our resort offers all the amenities you would expect from a luxury resort, including electricity, water, cable, and internet. We have waste pump out stations for boats and sewer hookups for RVs, as well as a supply store, bathhouse, and laundry facility on-site. Guests can enjoy our swimming pool, private sandy beach, picnic and grilling area, and activities like horseshoes. We are also a pet-friendly resort with amenities for furry family members.

Deja Blue Cove is a luxurious 4-bedroom rental home located at 15770 Perdido Key Drive in Pensacola, Florida. This stunning property offers a tranquil escape with breathtaking views of the Gulf of Mexico. The spacious and elegantly decorated interior features modern amenities and comfortable furnishings, perfect for a relaxing getaway with family or friends. Enjoy the private beach access, outdoor patio, and fully equipped kitchen for a truly unforgettable vacation experience. Experience the ultimate in luxury and comfort at Deja Blue Cove.

Sheraton Sand Key Resort is a luxurious lodging option located at 1160 Gulf Boulevard in Clearwater, Florida. Situated on the beautiful Sand Key barrier island, this resort offers stunning views of the Gulf of Mexico and easy access to the pristine white sand beaches. Guests can enjoy spacious and comfortable accommodations, a variety of dining options, a sparkling outdoor pool, a fitness center, and a range of on-site activities. With its convenient location and top-notch amenities, Sheraton Sand Key Resort is the perfect destination for a relaxing beach getaway in Florida.

Lagoon Lawn at Longboat Key is a charming lodging establishment located at 201 Gulf of Mexico Drive in Longboat Key, Florida. Nestled in a serene and picturesque setting, this institution offers guests a tranquil escape with stunning views of the lagoon. The lush green lawn creates a peaceful atmosphere, perfect for relaxation and unwinding. With comfortable accommodations and top-notch amenities, Lagoon Lawn at Longboat Key is the ideal destination for a rejuvenating getaway on the beautiful Gulf Coast of Florida.

Siesta Key Beachside Villas is a charming lodging option located at 124 Columbus Boulevard in the beautiful city of Sarasota, Florida, United States. Situated just steps away from the pristine white sands and crystal-clear waters of Siesta Key Beach, this beachside retreat offers guests a relaxing and luxurious stay. The villas are tastefully decorated and equipped with modern amenities, providing a comfortable and convenient home away from home. Whether you're looking to unwind by the pool, explore the vibrant local area, or simply soak up the sun on the beach, Siesta Key Beachside Villas is the perfect choice for your next vacation getaway.

Manasota Key Resort is a charming beachfront institution located at 985 Gulf Boulevard in Englewood, Florida. This resort offers a variety of services including food, lodging, meal takeaway, and a restaurant. Guests can enjoy delicious meals prepared by talented chefs, relax in comfortable accommodations, and take in stunning views of the Gulf of Mexico. Whether you're looking for a relaxing getaway or a memorable dining experience, Manasota Key Resort has something for everyone.

Solitude Suites on Siesta Key offers a peaceful and relaxing retreat in the heart of Siesta Key, Florida. Located at 6151 Midnight Pass Road, this lodging institution provides comfortable and spacious suites for guests looking to unwind and recharge. With its prime location just a short distance from the world-famous Siesta Key Beach, guests can enjoy easy access to the beautiful white sand beaches and crystal-clear waters. Whether you're looking for a romantic getaway or a family vacation, Solitude Suites on Siesta Key provides a serene atmosphere and top-notch amenities to ensure a memorable stay.

Villa Palm Island is a vacation home located in Cape Coral, Florida, USA. Situated in the exclusive Pelican Area, surrounded by canals and just minutes away from Cape Harbour, Tarpon Point marinas, and the beautiful beaches of Cape Coral and Fort Myers Beach, Villa Palm Island offers a unique and luxurious vacation experience. The spacious three-bedroom, two-bathroom villa is set on a large corner lot with a tropical palm garden, providing a peaceful and private retreat. The fully air-conditioned living area includes a large luxury kitchen, dining room, breakfast area, and more, accommodating up to six guests comfortably. The south-facing heated pool and terrace allow guests to enjoy the Florida sun from sunrise to sunset, with the option of a child safety fence around the pool for added peace of mind. Complimentary amenities include bicycles, high-speed internet, cable TV, and a navigation device. Conveniently located just 30 minutes from Fort Myers airport, Villa Palm Island offers guests a piece of paradise and the opportunity to experience the best of Florida's Gulf Coast. Whether relaxing by the pool, renting a motorboat to explore the canals and islands, or cruising on a Harley-Davidson, guests can create unforgettable memories at Villa Palm Island. Book your stay now and experience the ultimate Florida vacation at Villa Palm Island in Cape Coral.

Experience luxury and comfort at our glamorous 4-bedroom, newly renovated and modern vacation rental located near the beautiful Florida Keys. This stunning property is situated at 11923 Southwest 246 Terrace in Princeton, Florida, offering a perfect blend of style and convenience. With spacious and elegantly decorated rooms, top-of-the-line amenities, and a prime location close to the famous FL Keys, this lodging is the ideal choice for a memorable getaway. Book your stay now and indulge in a truly unforgettable experience.

iTrip Vacations Siesta Key (Sarasota-Venice) is a real estate and travel agency located at 5774 South Tamiami Trail in Sarasota, Florida, United States. Specializing in vacation rental management in Sarasota County, including Siesta Key, Lido Key, Casey Key, Nokomis, Osprey, and Venice, iTrip offers homeowners the opportunity to maximize their revenue with competitive rental rates, high bookings, and satisfied guests. With low fees, free maintenance, exposure on over 85 international websites, and no repair markup or rotation penalties, iTrip ensures that properties listed with them reach millions of potential renters through extensive advertising, marketing, and social media efforts. Contact iTrip Beaches of Sarasota today to increase your vacation rental income while reducing your workload.

Fiesta Key RV Resort and Marina is a picturesque campground and lodging destination located at 70001 Overseas Highway in Layton, Florida. Situated on a beautiful stretch of the Florida Keys, this resort offers a serene and relaxing atmosphere for guests to enjoy. With spacious RV sites, cozy cabins, and a variety of amenities, including a marina, swimming pool, and on-site restaurant, Fiesta Key is the perfect place to unwind and take in the natural beauty of the surrounding area. Whether you're looking for a peaceful retreat or a fun-filled vacation, Fiesta Key RV Resort and Marina has something for everyone.