The 30 Best Florida keys vacation homes in Florida

Waterside South at Coquina Key is a premier condominium association located at 4850 Cobia Drive Southeast in St. Petersburg, Florida. This waterfront community offers stunning views and a relaxing atmosphere for residents to enjoy. With a range of amenities including swimming pools, tennis courts, and a clubhouse, there is something for everyone to enjoy. The association's website provides important information for residents, including governing documents and leasing information. Stay up-to-date on news and events happening at Waterside South at Coquina Key and experience the beauty of waterfront living in sunny Florida.

Gertrude's Vacation Rentals at Crescent Beach, located on Point of Rocks Road in Sarasota, Florida, offers over 60 units in the best locations suitable for every group and budget. Whether you are a native, transplant, visitor, or local, the staff at Gertrude's understands that your vacation time is precious and is dedicated to providing the best experience possible. Situated near North America's best white sand beaches, guests can enjoy walking distance to world-famous shopping, dining, and entertainment options. The units feature private pools, ocean views, lagoon front decks, lazy hammocks, tiki huts, and rooftop sun decks. With personalized assistance from the staff, finding the perfect fit for you and your group is easy. Testimonials praise the cleanliness, beauty, and convenience of Gertrude's Vacation Rentals, making it the best Siesta Key experience. Whether it's your first time or a repeat visit, Gertrude's promises a seamless and enjoyable stay for all guests.

Bianco Sands Siesta Key is a real estate and travel agency located at 1118 Point of Rocks Road in Sarasota, Florida, United States. The institution has a policy where 100% of total revenue will be forfeited if a reservation is canceled within 14 days, but reservations can be canceled outside of 14 days with a $50 restocking fee. In case of emergencies, such as hurricane evacuations, guests are advised to purchase trip insurance. Payment for reservations can be made with Visa, Mastercard, American Express, and Discover Card, with the first night's stay plus tax charged immediately upon booking. Guests have praised the institution for its nice location with easy beach access, clean apartments, and friendly staff. The property offers all comforts and provides quick responses to any inconveniences that may arise. Overall, Bianco Sands Siesta Key offers a pleasant stay with convenient amenities and a helpful staff.

Longboat Key Luxury is a prestigious real estate agency located on Gulf of Mexico Drive in Longboat Key, Florida. Recognized as the top sales team in the state of Florida with Coldwell Banker in 2022, we are in the top 0.5% for all Coldwell Banker Realtors® worldwide. Led by the Kepecz-Hays Team, we have sold over $173 million in the last two years and five months, with a career sales total of over $2.4 billion. Our extensive network of REALTORS® in European countries has helped us establish a strong presence in the luxury real estate market. Located at 2251 Gulf of Mexico Drive, #204, Longboat Key, FL 34228, our agency specializes in luxury properties in Longboat Key, Lido Key, and Sarasota. We offer premier properties and private viewings for buyers, along with expert marketing strategies to ensure a seamless buying or selling experience. With a focus on waterfront neighborhoods, we provide unparalleled excellence in Florida's elite real estate market.

Siesta Key Paradise is a premier real estate and travel agency located at 1900 Cove II Place in the beautiful Siesta Key, Florida. Our agency specializes in helping clients find their perfect vacation rental or dream home in this tropical paradise. With a wide range of properties to choose from, including beachfront condos, luxury villas, and cozy cottages, we are dedicated to providing exceptional service and ensuring a memorable experience for all our clients. Let Siesta Key Paradise help you find your own slice of paradise in this stunning destination.

AMC Vacation Rentals is a premier real estate and travel agency located at 2301 Aqua Vista Boulevard in Fort Lauderdale, Florida. We specialize in providing luxurious vacation rentals for those looking to experience the beauty and excitement of South Florida. Our team of experienced professionals is dedicated to helping you find the perfect accommodation for your next getaway. Whether you are looking for a beachfront condo, a cozy villa, or a spacious family home, we have a wide selection of properties to choose from. Contact us today to start planning your dream vacation in Fort Lauderdale!

Perdido Key Beach Rental is a premier travel agency located at 16785 Perdido Key Drive in Pensacola, Florida. We offer a wide range of beachfront vacation rentals for visitors looking to experience the beauty and relaxation of Perdido Key. Our properties are meticulously maintained and equipped with all the amenities needed for a comfortable stay. Whether you are looking for a romantic getaway, a family vacation, or a group retreat, we have the perfect rental for you. Let us help you plan your dream beach vacation on the stunning shores of Perdido Key.

Royal Vacation Resort is a luxurious getaway located at 6900 S Orange Blossom Trail in the heart of Orlando, Florida. This stunning resort offers top-notch accommodations, world-class amenities, and impeccable service to ensure a truly unforgettable vacation experience. With spacious rooms, on-site dining options, a sparkling pool, and convenient access to all of Orlando's top attractions, Royal Vacation Resort is the perfect destination for those seeking a truly royal vacation experience. Whether you're looking to relax by the pool, explore the nearby theme parks, or simply unwind in style, Royal Vacation Resort has everything you need for a truly magical stay.

Emerald Escape Destin is a premier real estate and travel agency located in the beautiful city of Destin, Florida. Situated at 206 Grand Key Loop West, our agency offers a wide range of vacation rental properties, including luxurious beachfront homes, cozy condos, and spacious villas. With a dedicated team of professionals, we strive to provide our clients with the perfect escape to the Emerald Coast. Whether you're looking for a relaxing getaway or an adventurous vacation, Emerald Escape Destin has the perfect accommodation for you. Book your dream vacation with us today and experience the beauty of Destin like never before.

Hawthorne Hideaway Vacation Rental is a charming real estate and travel agency located at 1158 Hawthorne Avenue in Cedar Key, Florida, United States. Our agency specializes in providing luxurious vacation rentals for visitors looking to escape to the beautiful coastal town of Cedar Key. Our properties offer stunning views, modern amenities, and a peaceful atmosphere for a truly relaxing getaway. Whether you're looking for a romantic retreat, a family vacation, or a solo adventure, Hawthorne Hideaway Vacation Rental has the perfect accommodation for you. Book your dream vacation with us today and experience the magic of Cedar Key.

Rent Key West Vacations is a premier real estate and travel agency located at 1075 Duval Street in the vibrant city of Key West, Florida. Specializing in vacation rentals, they offer an array of stunning properties for visitors to choose from, whether they are looking for a cozy beachfront cottage or a luxurious oceanfront villa. With top-notch customer service and a deep knowledge of the area, Rent Key West Vacations is dedicated to helping guests find the perfect accommodation for their stay in this tropical paradise. Whether you are planning a romantic getaway, a family vacation, or a group retreat, Rent Key West Vacations has something for everyone. Book your dream vacation rental with Rent Key West Vacations today and make memories that will last a lifetime.

Get Up and Go Kayaking - Shell Key Preserve is a travel agency located at 1 Collany Road, Tierra Verde, Florida, United States. Experience the beauty of Shell Key Preserve as you paddle along mangroves, white sand beaches, and sandbars. Explore a secluded beach and marvel at the crystal-clear waters as you kayak near St. Pete Beach. Keep an eye out for manatees, Roseate Spoonbills, dolphins, and other wildlife that call Shell Key Preserve home. Your guide will lead you through mangrove islands, shallow waters, and hidden tunnels, ensuring a fun and safe adventure. Collect shells, take in the views, and enjoy the beauty of nature at Shell Key. As dusk falls, witness an incredible sunset and light up the water beneath you for a truly magical experience. Don't forget to wear long sleeves and pants, and apply bug spray to deter mosquitos. Get ready for an unforgettable kayaking experience at Shell Key Preserve!

My Florida Getaway is a premier travel agency located at 11951 International Drive in Orlando, Florida. We specialize in creating unforgettable vacations in the Sunshine State, offering personalized itineraries and top-notch customer service. Whether you're looking to explore the theme parks of Orlando, relax on the beautiful beaches of Miami, or immerse yourself in the natural beauty of the Florida Keys, our experienced team is here to help you plan the perfect getaway. Contact us today to start planning your dream vacation in Florida!

Siesta Home and Condo Rentals is a premier travel agency located at 2100 Constitution Boulevard in Sarasota, Florida, United States. We specialize in providing high-quality vacation rental homes and condos in the beautiful Sarasota area. Our properties are meticulously maintained and offer all the amenities needed for a comfortable and relaxing stay. Whether you're looking for a beachfront villa or a cozy condo in the heart of the city, we have the perfect accommodation for your next vacation. Trust Siesta Home and Condo Rentals to make your stay in Sarasota unforgettable.

Book Your Dream Vacation is a renowned real estate and travel agency located at 6021 Midnight Pass Road in the picturesque Siesta Key, Florida. Our dedicated team of professionals is committed to helping you find the perfect vacation rental or purchase your dream property in this stunning beach destination. Whether you're looking for a cozy beachfront condo or a luxurious villa, we have a wide range of options to suit every taste and budget. Let us turn your vacation dreams into reality at Book Your Dream Vacation.

Siesta Key Beach or Bay Rental is a reputable real estate and travel agency located at 6300 Midnight Pass Road in Sarasota, Florida. We specialize in providing luxurious beachfront and bayfront rentals for vacationers 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 seeking a romantic getaway, a family vacation, or a group retreat, our dedicated team is here to help you find the perfect rental that suits your needs. Contact us today to book your dream vacation on Siesta Key Beach or Bay!

Siesta Key East is a premier real estate agency located at 1860 Baywood Drive in Sarasota, Florida. Specializing in luxury vacation rentals and property sales, Siesta Key East offers unparalleled service and expertise in the Sarasota area. As a top tourist attraction and travel agency, they provide visitors with the opportunity to experience the beauty and charm of Siesta Key while finding their dream vacation home or investment property. Whether you are looking for a beachfront condo or a waterfront estate, Siesta Key East has the perfect property for you. Contact them today to start your journey to paradise.

Compass Realty Key West is a premier real estate and travel agency located at 200 Front Street in the vibrant city of Key West, Florida. Our dedicated team of professionals is committed to helping clients find their dream home or vacation rental in this beautiful tropical paradise. Whether you are looking to buy, sell, or rent property in Key West, we provide personalized service and expert guidance every step of the way. Trust Compass Realty Key West to navigate you through the real estate market with ease and efficiency. Contact us today to start your journey towards finding the perfect property in Key West.

Check In Vacation Rentals is a real estate and travel agency located at 6080 Estero Boulevard in Fort Myers Beach, Florida. Our stunning vacation rentals are the perfect starting point for your vacation in Southwest Florida. With powder-white sand beaches and endless sunshine, the Gulf of Mexico is sure to captivate visitors of all ages. Located on the islands of Fort Myers Beach and Lovers Key, our vacation rentals offer easy access to excellent shelling, nature watching, and fishing opportunities. Immerse yourself in the natural splendor of Florida's most romantic destination and enjoy unforgettable views with Check In Vacation Rentals. Your vacation starts here - book your stay today!

Paradise Marco is a premier destination for vacation rentals on Marco Island, Florida. Located at 678 Bald Eagle Drive, this institution offers a wide range of lodging options for visitors looking to experience the beauty and tranquility of Marco Island. As a real estate and travel agency, Paradise Marco provides top-notch service and accommodations to ensure that guests have a memorable and enjoyable stay. Whether you're looking for a beachfront villa, a cozy condo, or a luxurious waterfront home, Paradise Marco has the perfect rental for your needs. Book your stay with Paradise Marco and experience the ultimate in relaxation and luxury on Marco Island.

Island Paradise Villas offers a luxurious and relaxing stay in the beautiful Florida Keys. Located at 75710 Overseas Highway in Islamorada, Florida, this vacation rental agency provides a range of stunning villas for visitors to choose from. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Island Paradise Villas has the perfect accommodation for you. With top-notch amenities, breathtaking ocean views, and convenient access to local attractions, this is the ideal destination for your next vacation in paradise. Book your stay with Island Paradise Villas for a truly unforgettable experience in the Florida Keys.

Vacation Travel Club is a versatile institution located at 94500 Overseas Highway in the beautiful Key Largo, Florida. As a campground, lodging, park, real estate agency, and travel agency all rolled into one, we offer a unique and comprehensive experience for all travelers. Whether you're looking to pitch a tent and enjoy the great outdoors, book a cozy cabin for a weekend getaway, explore the local area with our expert travel guides, or even invest in a vacation home of your own, Vacation Travel Club has you covered. Come visit us and let us help you make the most of your vacation in sunny Florida!

Florida Keys Driving Tour is a travel agency located at 11 Coral Way, Key Largo, Florida, United States. Embark on a scenic 100-mile drive along the iconic ‘Highway that goes to the sea’ from Key Largo to Key West, the southernmost point in the continental United States. Explore the diverse wildlife, famous presidential homes, and the historic Seven Mile Bridge on this National Scenic Highway and All American Road. Begin your journey in Key Largo and discover the beauty of the Florida Keys, from Key Largo to Key West. Visit famous landmarks such as Mallory Square, Truman’s White House, the Hemingway Home, and the Southernmost Point. Upgrade to a bundle for the best value and experience the magic of Key West like never before with a Bonus Walking Tour. Discover the history, culture, and natural beauty of the Florida Keys on this unforgettable driving tour.

My Keys Vacations is a premier real estate and travel agency located at 500 Burton Drive in Tavernier, Florida. Specializing in vacation rentals and property management in the beautiful Florida Keys, our dedicated team is committed to providing top-notch service and helping guests create unforgettable memories. Whether you are looking for a beachfront villa, a cozy cottage, or a luxurious condo, our extensive selection of properties caters to every type of traveler. Let us help you plan your dream vacation in the stunning Florida Keys with My Keys Vacations.

Key Biscayne Travel is a premier travel agency located at 660 Crandon Boulevard in the beautiful Key Biscayne, Florida. Our dedicated team of experienced travel experts are committed to providing personalized service and creating unforgettable travel experiences for our clients. Whether you are planning a relaxing beach getaway, an adventurous outdoor expedition, or a luxurious cruise vacation, Key Biscayne Travel has the expertise and resources to make your travel dreams a reality. Contact us today to start planning your next unforgettable journey!

SoFLA Vacations is a travel agency located at 5825 Florida 986 in South Miami, Florida, United States. This restored, 1915 Inn is an architectural gem situated in the heart of the historical Downtown South Miami area. Surrounded by amazing restaurants, bars, and shops, it is also adjacent to the University of Miami. La Finca, a 4-acre historic property, offers a glimpse into the old days of Miami before it became a bustling metropolis. Visit SoFLA Vacations at 5825 Sunset Drive, Suite 211, South Miami, FL 33143 for a unique and unforgettable vacation experience.

Are you looking for the perfect getaway in Key Largo, Florida? Look no further than Ocean Reef Club LakeFront Vacation Rental Home! Located at 8 Bayberry Lane, this luxurious vacation rental home offers stunning views of the lake and all the amenities you need for a relaxing stay. Whether you're looking to unwind by the water, explore the nearby attractions, or simply enjoy a peaceful retreat, this is the perfect place for you. Book your stay with us today and experience the beauty of Key Largo in style.

Island Escape at Lost Key is a premier real estate and travel agency located at 14581 Salt Meadow Drive in Pensacola, Florida. Specializing in luxury vacation rentals and property sales, our team is dedicated to providing top-notch service and helping clients find their perfect island getaway. Whether you're looking for a relaxing beachfront retreat or a stunning waterfront property, Island Escape at Lost Key has you covered. Contact us today to start planning your dream vacation or finding your ideal island home.

Anclote Key Lighthouse, located in Florida, United States, is a historic institution situated on Anclote Key Preserve State Park. Accessible only by private boat or ferry service, this park consists of four islands offering beautiful sandy beaches and crystal-clear Gulf of Mexico waters. The park is home to a variety of bird species and features a charming 1887 lighthouse on the southern end of the island. Visitors can enjoy activities such as swimming, sunbathing, picnicking, and primitive camping under the stars. It is important to bring your own supplies as there are no provisions on the island. Ferries leave from Tarpon Springs' historic Sponge Docks, but do not provide overnight camping options. Dogs are allowed only on North Anclote Bar. Visit Anclote Key Lighthouse for a peaceful and scenic getaway in nature.

Indian Key Historic State Park is a unique and historic institution located on an offshore island in Islamorada, Florida, United States. Accessible only by kayak launch, this park offers a glimpse into the past as it was once the first county seat for Dade County in 1836. The island was a hub for salvaging cargo from shipwrecks in the Florida Keys, making it a lucrative business at the time. Today, visitors can enjoy swimming, sunbathing, and hiking on the island. Kayak rentals are available from local charter companies for those looking to explore the area by water. Please note that as of Sept. 29, 2021, the boat ramp at Indian Key Fill is closed due to storm damage, and the observation tower is also closed. Park fees can be paid in cash at the iron ranger near the kayak launch or in advance using the "Pay Online Single-Use Day Pass" link. Visit Indian Key Historic State Park for a unique and educational experience in the beautiful Florida Keys.