The 30 Best Florida keys vacation homes in Florida

John JD Hallam Perdido Key Resort Realty is a top-notch real estate broker located at 13700 Perdido Key Drive in Pensacola, Florida, United States. Our agency specializes in helping clients find the perfect homes, condos, land, and foreclosure properties. With our user-friendly website, you can easily search for properties and stay updated with the latest listings, price changes, and market reports. Our Interactive Map Search feature allows you to customize your search and explore properties in your desired area. We also provide custom market reports so you can stay informed about the real estate market in your neighborhood. Whether you are looking for a new home in Pensacola or Perdido Key, our agency is here to help you find your dream property. Contact us today to start your real estate journey!

Better Together Vacation Rental is a cozy and inviting lodging option located at 199 Grand Key Loop East in Destin, Florida. This institution offers a comfortable and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. With a focus on creating memorable experiences for visitors, Better Together Vacation Rental is the perfect choice for a serene getaway in the beautiful beach town of Destin. For reservations and more information, guests can contact Bliss Beach Rentals at (888) 594-8539 or visit their office at 12273 Emerald Coast Pkwy, Ste 208 in Miramar Beach, FL 32550.

Zula Dreams is a luxurious vacation home located at 70 Pompano Street in the beautiful beach town of Destin, Florida. This stunning property offers guests a perfect blend of comfort and style, making it the ideal choice for a relaxing getaway. As a lodging, real estate, and travel agency all in one, Zula Dreams provides top-notch service and amenities to ensure a memorable stay for all visitors. Whether you're looking for a weekend escape or a longer vacation, Zula Dreams is the perfect destination for your next trip to Destin.

Salty Breezes Vacation Rental is a charming lodging located at 949 East Gulf Beach Drive in Eastpoint, Florida, United States. This cozy retreat offers guests a peaceful getaway with stunning views of the Gulf of Mexico and easy access to the beach. The rental features comfortable accommodations, a fully equipped kitchen, and a private outdoor space perfect for relaxing and enjoying the salty sea breeze. Whether you're looking for a romantic escape or a family vacation, Salty Breezes Vacation Rental is the perfect destination for your next trip to the beautiful Florida coast.

Florida Beach Rentals is a premier real estate and travel agency located at 516 Mandalay Avenue in Clearwater, Florida, United States. With a dedicated staff of over 30 people, we ensure that our properties are maintained to the highest standards. As the largest vacation rental company in the area, with over 33,765 bookings and counting, we offer a wide range of beachfront properties for your perfect getaway. Come and experience our sugar soft beaches, world-famous picture-perfect sunsets, and warm Gulf waters. Book your dream vacation with Florida Beach Rentals today.

Stay & Play Vacation Rentals and Watersports Clearwater Beach is a dynamic hospitality concept located at 657 Bay Esplanade in Clearwater, Florida. This all-inclusive vacation destination offers waterfront vacation rentals and a wide range of on-site activities and amenities. From jet skiing and parasailing to kayaking, paddle boarding, and fishing expeditions, there is something for everyone to enjoy. Guests can also explore the local sights with golf cart rentals. The institution also offers a unique stay-and-play experience with a custom-built houseboat rental located on the intracoastal Mandalay Bay, just two blocks from the Gulf of Mexico. Complimentary kayak and paddle board rentals, beach cruiser bikes, and beach equipment are provided to ensure a comfortable and enjoyable stay.

Sand Key Realty is a top-rated real estate agency located in Clearwater, Florida. Situated at 790 South Gulfview Boulevard, our expert team of realtors are dedicated to helping clients find their dream home or investment property in the beautiful Sunshine State. With a wealth of local knowledge and experience, we offer personalized service and guidance throughout the entire buying or selling process. Whether you are looking for a beachfront condo, a family home, or a luxury estate, Sand Key Realty is here to make your real estate dreams a reality. Contact us today to start your real estate journey in Clearwater, Florida.

Tampa Bay Waterfront Vacation Rentals/Sailport Waterfront Suites is a premier real estate and travel agency located at 2506 North Rocky Point Drive in Tampa, Florida. Offering luxurious waterfront vacation rentals with stunning views of the bay, Sailport Waterfront Suites provides guests with a relaxing and unforgettable experience. Whether you are looking for a weekend getaway or an extended stay, our agency is dedicated to helping you find the perfect accommodations for your needs. With a prime location on the water and top-notch amenities, Tampa Bay Waterfront Vacation Rentals/Sailport Waterfront Suites is the ideal destination for your next vacation.

Global Vacation Rentals is a premier real estate and travel agency located at 12601 Avalon Road in Winter Garden, Florida, United States. Offering over 230 Orlando vacation rentals, our properties are meticulously inspected and accurately listed to ensure a comfortable and luxurious experience for our guests. From resort-style pools and lazy rivers to interactive water parks and beautiful clubhouses, our vacation homes cater to all ages and preferences. Conveniently located just minutes from Disney and other major attractions, our properties offer a hassle-free vacation experience with no hidden costs. Our responsive customer service team is always available to assist with any last-minute changes or special requests, making your stay as smooth as possible.

tar Pool Home, there is a pool table, air hockey and foosball. The Modern Pool Home has a game room with a pool table and air hockey. Kingdom Keys has a game room with a pool table, air hockey and gaming chairs. In addition, all homes have board games and playing cards for family fun. Key 2 Orlando Vacation Rentals LLC is your go-to choice for a stress-free and enjoyable vacation rental experience in Kissimmee, Florida. With a prime location near Disney and Universal Theme Parks, spacious and well-equipped homes, and exceptional customer service, we are dedicated to exceeding your expectations and creating memorable vacation experiences for you and your loved ones. Book with us today and let us take care of the details so you can focus on making memories that will last a lifetime.

The Diamond on the Island at Emerald Island Resort is a luxurious vacation rental house located in Kissimmee, Florida. Situated in the prestigious Emerald Island Resort, this stunning property offers the perfect combination of comfort, style, and convenience for your Disney vacation. With spacious accommodations, modern amenities, and a prime location just minutes away from Walt Disney World, this rental house is the ideal choice for families and groups looking to experience the magic of Orlando. Book your stay at The Diamond on the Island and make unforgettable memories on your next Florida getaway. Contact our real estate and travel agency located at 8578 Sunrise Key Drive to learn more about our exclusive vacation rental options.

My Rental Vacation Home is a premier real estate and travel agency located at 290 Ocean Course Avenue in Four Corners, Florida, United States. We specialize in providing luxurious vacation rental homes for travelers looking for a comfortable and convenient stay in the Sunshine State. Our properties are carefully selected to offer the best amenities and locations, ensuring a memorable vacation experience for our guests. Whether you are looking for a cozy beachfront villa or a spacious family-friendly home near popular attractions, we have a diverse selection of properties to suit your needs. Trust My Rental Vacation Home to make your next vacation unforgettable.

Golden Key Real Estate is a reputable real estate agency located in the bustling city of Orlando, Florida. Situated at 6965 Piazza Grande Avenue, our team of experienced agents are dedicated to helping clients find their dream homes or investment properties. Whether you are looking to buy, sell, or rent, we provide personalized service and expert guidance every step of the way. With a focus on customer satisfaction and professionalism, Golden Key Real Estate is your key to unlocking the door to your next real estate success. Contact us today to get started on your real estate journey.

Florida Vacation Connection is a premier lodging, real estate, and travel agency located at 3720 Gulf of Mexico Drive in Longboat Key, Florida. We specialize in providing top-notch vacation rentals, real estate services, and travel accommodations for those looking to experience the beauty and excitement of Florida. Our team of experienced professionals is dedicated to helping clients find the perfect vacation rental, buy or sell property, and plan unforgettable travel experiences in this stunning destination. Whether you're looking for a beachfront condo, a luxury estate, or a customized vacation package, Florida Vacation Connection has everything you need to make your Florida getaway truly unforgettable.

LC Homes Group / LC Homes Realty is a real estate agency located at 1101 Miranda Lane, Kissimmee, Florida, United States. Whether you are looking to buy, sell, or invest in properties, our team of licensed real estate agents is here to assist you every step of the way. With over 10 years of experience, we specialize in serving both local and international investors, providing honest and professional advice to help you make the most profitable decisions for your real estate portfolio. We offer guidance on new, used, and pre-construction properties, mortgage financing for both local and foreign buyers, property management services for vacation and residential properties, as well as furnished vacation rentals on platforms like Airbnb, VRBO, and Expedia. Our goal is to be your trusted partner in the investment process, from finding the perfect property to handing you the keys, ensuring long-term relationships and your complete satisfaction and comfort throughout the negotiation.

Lido Key Vacations is a premier real estate and travel agency located in Sarasota, Florida. Our team of experienced professionals is dedicated to helping you find the perfect vacation rental or property on beautiful Lido Key. Whether you're looking for a luxurious beachfront villa or a cozy bungalow, we have a wide range of options to suit your needs. With our personalized service and attention to detail, we strive to make your vacation experience unforgettable. Visit us at 5231 Avenida Navarra and let us help you plan your dream getaway to paradise.

Florida Dream Home Team - Coldwell Banker Realty is a premier real estate agency located at 8334 Market Street in Bradenton, Florida, United States. Specializing in properties in the vibrant community of Lakewood Ranch, which is home to over 55,000 residents and 1,841 jobs, our team offers expertise in buying and selling homes in this desirable area. Lakewood Ranch boasts A-rated schools, town centers, golf courses, and the Lakewood Ranch Medical Center, making it an ideal place to live. Additionally, we also serve the beautiful barrier island of Longboat Key, known for its stunning beaches and mangroves. Sarasota, with its unique arts scene and beachy atmosphere, is another area we cover, along with the popular Siesta Key, home to the award-winning Siesta Public Beach. Whether you are looking for a vacation home, investment property, or your dream residence, our team can help you find the perfect property. Visit us today to access full property details and exclusive listings. Prices and inventory are current as of April 6, 2024. To continue your property search, agree to our Terms of Use.

Siesta Key Vacation House is a premier real estate and travel agency located at 5393 Avenida Del Mare in the beautiful Siesta Key, Florida. Our agency specializes in providing luxurious vacation homes for rent in this stunning beach destination. With a wide range of properties to choose from, we offer our clients the perfect accommodations for their dream vacation. Whether you are looking for a cozy beachfront cottage or a spacious villa with a private pool, we have something for everyone. Our experienced team is dedicated to providing top-notch customer service and ensuring that your stay in Siesta Key is unforgettable. Contact us today to book your perfect vacation rental!

Escape to paradise at our beach bungalow on Siesta Key, located at 303 Canal Road in Sarasota, Florida. This charming real estate and travel agency offers a unique opportunity to experience the beauty and tranquility of one of the most stunning beaches in the United States. Our bungalow provides the perfect blend of comfort and luxury, with easy access to the crystal-clear waters and white sandy beaches of Siesta Key. Whether you're looking for a relaxing getaway or a fun-filled adventure, our beach bungalow is the ideal destination for your next vacation. Book your stay with us today and discover the magic of Siesta Key.

Vacation Villas at Longboat Key Club offers luxurious and spacious accommodations on the stunning Longboat Key in Florida. Situated at 220 Sands Point Road, this lodging institution provides guests with a perfect blend of relaxation and upscale amenities. With breathtaking views of the Gulf of Mexico and top-notch service, guests can enjoy a truly unforgettable vacation experience. Whether you're looking to unwind by the pool, play a round of golf, or explore the nearby attractions, Vacation Villas at Longboat Key Club is the perfect destination for a memorable getaway.

The Best House on Siesta Key Beach & Village is a unique vacation rental agency located at 5230 Calle Menorca in Sarasota, Florida. Our one-of-a-kind vacation homes offer guests the perfect blend of privacy and luxury, with all the amenities needed for a fabulous Florida beach vacation. Each property is custom designed by local artists, providing a true taste of the Florida lifestyle. Situated on the eight-mile-long Siesta Key, our properties are just steps away from the world-famous Siesta Key Beach, ranked as the #1 Beach in the U.S. in 2020. Guests can enjoy the shallow waters, year-round lifeguard patrol, and a variety of outdoor activities such as sailing, fishing, kayaking, and more.

Siesta Key Vacation Rentals is a premier real estate and travel agency located at 6021 Midnight Pass Road in beautiful Siesta Key, Florida. Our agency specializes in providing luxurious vacation rentals for visitors seeking a relaxing and unforgettable getaway in this tropical paradise. With a wide selection of properties ranging from beachfront condos to spacious villas, we offer the perfect accommodation for every traveler's needs. Our experienced team is dedicated to ensuring that each guest enjoys a seamless and enjoyable stay, from booking to check-out. Whether you're looking for a romantic retreat or a family-friendly vacation, Siesta Key Vacation Rentals has the perfect property for you. Book your dream vacation today and experience the ultimate Siesta Key getaway!

Beachfront Siesta Key is a premier real estate and travel agency located at 8900 Blind Pass Road in Sarasota, Florida. Specializing in luxury beachfront properties and vacation rentals in the beautiful Siesta Key area, our experienced team is dedicated to helping clients find their dream seaside retreat. From stunning oceanfront condos to private beach villas, we offer a wide range of options to suit every taste and budget. Whether you are looking to buy, sell, or rent a beachfront property, Beachfront Siesta Key is your go-to destination for all things coastal living. Contact us today to start your journey to paradise!

Siesta Key Vacation Rentals is a premier real estate and travel agency located at 8900 Blind Pass Road in Siesta Key, Florida. We specialize in providing luxurious vacation rentals for visitors looking to experience the beauty and relaxation of Siesta Key. Our properties are meticulously maintained and offer top-notch amenities to ensure a comfortable and unforgettable stay. Whether you're looking for a beachfront condo or a cozy cottage, we have a wide range of options to suit your needs. Let Siesta Key Vacation Rentals help you plan your dream vacation in this stunning tropical paradise.

Oasis Home Rental LLC is a premier rental agency located at 985 Dartmoor Circle in Nokomis, Florida. We offer a wide range of luxurious and well-appointed vacation homes for short-term rentals in the beautiful and sunny state of Florida. Our properties are meticulously maintained and fully equipped to provide guests with a comfortable and unforgettable stay. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious family home, Oasis Home Rental LLC has the perfect property for your next getaway. Contact us today to book your dream vacation rental in Florida!

The Anchorage on Siesta Key is a luxurious vacation rental institution located at 6415 Midnight Pass Road in Sarasota, Florida, United States. The management is known for their excellent communication and ensuring a smooth stay for all guests. Visitors rave about the extraordinary rental homes and the pleasant and friendly staff. The institution offers a top-notch vacation experience, with guests returning year after year. The Anchorage is the perfect place to book your holiday with Global Vacation Rentals, especially for events like the Fourth of July in Siesta Key or the Sarasota Powerboat Grand Prix Festival. Don't miss out on the opportunity to stay at this amazing institution!

Beachcomber Hideaways of Manasota Key (Beachfront), L.L.C. is a luxurious lodging institution located at 1080 Shoreview Drive in Englewood, Florida, United States. Situated right on the beautiful beachfront of Manasota Key, this establishment offers guests a serene and picturesque retreat. With stunning views of the Gulf of Mexico, guests can relax and unwind in style. The accommodations are well-appointed and provide all the comforts of home, making it the perfect destination for a beach getaway. Whether you're looking to soak up the sun on the sandy shores or explore the charming town of Englewood, Beachcomber Hideaways of Manasota Key is the ideal choice for a memorable stay.

Siestakey-Rental Vacation Rentals is a real estate and travel agency located at 202 Island Circle in Siesta Key, Florida. This exclusive property, Siesta Key Heritage House, is now available for reservations for Christmas 2024, with limited availability in 2025. The house is situated in the private Palm Island enclave just 2.5 blocks away from the world famous Siesta Key Beach. Guests can enjoy modern luxuries in a home that pays homage to the early Sarasota Bayfront hotels. The property features a waterfront pool, jacuzzi, porches, and a private dock for fishing or launching stand-up paddle boards. The chef's kitchen is fully equipped for entertaining up to 20 guests. Reservation inquiries can be made by contacting Siestakey-Rental at 941-363-1216 or siestakeyheritagehouse@gmail.com. Enjoy a luxurious and secluded getaway at Siesta Key Heritage House.

LuLu's Key House is a charming lodging located at 5247 Calle Menorca in Siesta Key, Florida. Offering competitive rates at $185 per night, this oasis in the heart of Siesta Key Village is just a short walk away from the beach. Guests can enjoy a range of free activities daily, including access to a heated communal pool, communal washers and dryers, and a locked beach cart with beach towels and umbrella. The second level 1 bedroom, 1 bath condo has been completely renovated with high-end finishings, including crown molding, solid stone counters, stainless kitchen appliances, and porcelain plank tile. The living room is beautifully decorated in serene beach colors, with a flat screen TV and queen sofa sleeper. The modern kitchen is fully stocked, and the bedroom features a queen bed with memory foam mattress.

Vacation Rentals Cape Coral is a premier real estate and travel agency located at 4818 Coronado Parkway in Cape Coral, Florida. We specialize in providing top-quality vacation rentals for visitors looking to explore the beautiful city of Cape Coral. Our agency offers a wide range of rental properties, from luxurious waterfront villas to cozy beachside cottages, ensuring that every traveler finds the perfect accommodation for their stay. With exceptional customer service and a passion for making your vacation unforgettable, Vacation Rentals Cape Coral is your go-to agency for a memorable and relaxing getaway in this stunning destination.