The 30 Best Florida vacation rentals in The Villages, Florida

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Realty Executives in The Villages is the premier MLS Company serving The Villages Community® in Florida. Our experienced Agents are dedicated to helping individuals buy or sell homes in The Villages, as well as in the Ocala and surrounding areas. Our website provides a user-friendly experience for those searching for their retirement home, offering information on home models, villages, recreation centers, community events, and more. With most of our Agents living in The Villages, we have a deep understanding of the lifestyle and real estate market in the area. Choosing to live in The Villages means investing in a vibrant community with numerous activities, including golf courses, clubs, and entertainment options at the three Town Squares. At Realty Executives in The Villages, we prioritize providing top-notch service and exceeding expectations in finding your dream home. Contact us at our location on NE 62nd Terrace in The Villages or give us a call to experience our innovative approach to real estate in Florida.

Ocoee Village is a quaint and charming institution located at 10801 Clarcona Ocoee Road in Ocoee, Florida, United States. This welcoming village offers a variety of amenities and services for residents and visitors alike. From cozy accommodations to delicious dining options, Ocoee Village is the perfect place to relax and unwind. Whether you're looking for a weekend getaway or a long-term stay, Ocoee Village has something for everyone. Come experience the beauty and hospitality of Ocoee Village today!

Chris Bilar, Realtor at Florida Executive Realty is a premier real estate agency located at 5801 Village Center Drive in Lithia, Florida. With a strong reputation for excellence in the industry, Chris Bilar provides top-notch service to clients looking to buy or sell property in the area. Whether you are searching for your dream home or looking to sell your current property, Chris Bilar and his team are dedicated to helping you achieve your real estate goals. Contact them today to experience the difference of working with a trusted and experienced realtor in the Florida market.

Lakeview Mobile Village is a charming lodging destination located at 2307 Skyview Street in Sebring, Florida. As a real estate agency and RV park, we offer a peaceful and scenic retreat for travelers looking to experience the beauty of the Sunshine State. Our village is nestled by a picturesque lake, providing a tranquil setting for guests to relax and unwind. With spacious RV sites and cozy mobile homes available for rent, Lakeview Mobile Village is the perfect getaway for those seeking a peaceful escape in the heart of Florida.

Sebring Village Mobile Home Park is a charming lodging and RV park located at 890 Village Drive in Sebring, Florida. Nestled in the heart of the Sunshine State, this institution offers a peaceful and welcoming atmosphere for guests looking to enjoy a relaxing getaway. The park features spacious mobile home accommodations and RV sites with all the necessary amenities for a comfortable stay. With its convenient location and friendly staff, Sebring Village Mobile Home Park is the perfect destination for travelers seeking a tranquil retreat in beautiful surroundings.

The Floridian Club of Sarasota is an active adult community located at 19600 Floridian Club Drive in Venice, Florida. This real estate agency and travel agency offers spacious one and two bedroom Villa homes for lease in a gated resort community. The community features a 10,000 square foot Clubhouse with recreational spaces for fun and socializing. Residents can enjoy a large gym facility, daily fitness classes, and health-minded recreational clubs. The Floridian Club is designed for those who seek a friendly and social place to call home, with annual and multi-year lease options available to promote a true sense of community and stability. Come experience the amenities and recreation of an Active Adult 55 Community at The Floridian Club of Sarasota.

West Villages Realty LLC is a reputable real estate agency located at 19503 West Villages Parkway in Venice, Florida. Specializing in buying, selling, and renting properties in the West Villages community, our experienced team of agents is dedicated to helping clients find their dream home or investment property. With a strong knowledge of the local market and a commitment to providing excellent customer service, West Villages Realty LLC is the go-to agency for all your real estate needs in the Venice area. Contact us today to start your property search or to list your home with us.

Gertrude's Siesta Village Vacation Rentals is a premier lodging option located at 5225 Avenida Navarra in Siesta Key, Florida, United States. With over 60 units available, we offer only the best locations to suit every group and budget. Our team consists of natives, transplants, visitors, and locals who all share a passion for making your vacation time memorable. Situated near North America's best white sand beaches, our rentals are within walking distance to world-famous shopping, dining, and entertainment options. Our units feature private pools, ocean views, lagoon front decks, lazy hammocks, tiki huts, and rooftop sun decks. Whether you're looking for a relaxing beach getaway or a fun-filled adventure, we have the perfect fit for you and your group.

Paradise Village Mobile Home Park is a charming lodging option located at 60 Paradise Lake Drive in the picturesque town of Lake Placid, Florida. This RV park offers a serene and peaceful setting for guests looking to relax and unwind in the heart of nature. With spacious mobile home accommodations and a range of amenities such as a swimming pool, clubhouse, and recreational activities, Paradise Village is the perfect destination for a weekend getaway or extended stay. Whether you're looking to explore the surrounding area or simply enjoy the tranquility of the park, Paradise Village Mobile Home Park is the ideal choice for your next vacation.

Coastal Village is a charming institution located at 19401 Skidmore Way in Fort Myers, Florida. Nestled in the heart of this coastal town, Coastal Village offers a serene and picturesque setting for residents and visitors alike. With its close proximity to the beach and stunning views of the Gulf of Mexico, Coastal Village is the perfect place to relax and unwind. The institution provides a range of services and amenities, including comfortable accommodations, delicious dining options, and engaging recreational activities. Whether you're looking for a peaceful retreat or a fun-filled vacation, Coastal Village has something for everyone. Come and experience the beauty and tranquility of this coastal gem today.

Matlacha Rental is a charming rental institution located at 12304 Boat Shell Drive in Matlacha Isles-Matlacha Shores, Florida, United States. Situated in the picturesque waterfront community of Matlacha, this rental offers visitors a cozy and comfortable accommodation option with stunning views of the surrounding area. Whether you are looking for a weekend getaway or an extended stay, Matlacha Rental provides a peaceful and relaxing atmosphere for guests to enjoy. With easy access to nearby beaches, restaurants, and outdoor activities, this institution is the perfect choice for those seeking a memorable vacation experience in Southwest Florida.

Village Walk of Bonita Springs is a premier real estate and travel agency located in the beautiful city of Bonita Springs, Florida. Our expert team is dedicated to helping clients find their dream homes in this charming community, while also offering a wide range of travel services to explore the surrounding area. With a prime location at 28000 Villagewalk Boulevard, Village Walk of Bonita Springs is your go-to destination for all things real estate and travel in Southwest Florida. Let us help you make your next move or plan your next adventure!

Runyon Village is a charming lodging institution located at 504 Runyon Village in the beautiful Belle Glade, Florida. Our cozy accommodations provide a peaceful and comfortable retreat for travelers looking to relax and unwind. With a convenient location and a welcoming atmosphere, Runyon Village is the perfect place to stay while exploring all that Belle Glade has to offer. Whether you are visiting for business or pleasure, our friendly staff is dedicated to making your stay a memorable one. Experience the warmth and hospitality of southern Florida at Runyon Village.

Bonita Village by Owner is a premier real estate and travel agency located in Bonita Springs, Florida. Our dedicated team of professionals is committed to helping you find the perfect vacation rental or property to call home in this beautiful coastal town. With a variety of luxurious accommodations and amenities to choose from, Bonita Village by Owner is your one-stop destination for a memorable and relaxing getaway. Whether you're looking for a beachfront condo or a cozy cottage, we have the perfect option for you. Visit us at 3998 Bonita Village Boulevard and let us help you make your dream vacation a reality.

Jacaranda Village Apartments is a premier real estate agency located at 461 Northwest 87th Road in Plantation, Florida. Our apartments offer a luxurious and comfortable living experience, with top-notch amenities and a convenient location. Whether you're looking for a spacious one-bedroom or a cozy studio apartment, we have a variety of options to suit your needs. Our friendly staff is dedicated to providing excellent service and ensuring that your living experience is enjoyable. Come visit Jacaranda Village Apartments and see why we are the perfect place to call home in Plantation, Florida.

Sundance Village is a charming institution located at 706 Northwest 111th Place in Miami, Florida. This picturesque village offers a tranquil and inviting atmosphere for visitors and residents alike. Surrounded by lush greenery and scenic views, Sundance Village is the perfect place to relax and unwind. With a variety of amenities and activities available, guests can enjoy a peaceful retreat in this serene setting. Whether you are looking for a weekend getaway or a longer stay, Sundance Village is the ideal destination for those seeking a peaceful and rejuvenating experience.

The Oasis of Islamorada is a charming shopping mall located at 81641 Old Highway in Islamorada, Florida. This unique destination offers a variety of shops and boutiques, perfect for finding one-of-a-kind treasures and gifts. Visitors can explore the beautifully landscaped grounds and enjoy a leisurely day of shopping, dining, and relaxation. Whether you're looking for the latest fashion trends, artisanal crafts, or delicious local cuisine, The Oasis of Islamorada has something for everyone. Come experience the laid-back atmosphere and tropical charm of this hidden gem in the Florida Keys.

Anchors Away Boat Rentals is a tourist attraction located in Tavernier, Florida, United States. Serving Islamorada, Key Largo, Tavernier, and Marathon, they offer the perfect solution for experiencing all that the Florida Keys has to offer by getting out on the water. Special discounted rates are available for Military, Law Enforcement, and Fire Fighters. To enhance your experience, they offer rental add-ons such as fishing poles and a GoPro Hero 9 with an 8gb SD card that you get to keep. All boats are equipped with brand new Garmin navigation systems to ensure you can easily navigate to your favorite spots.

Lakewood Village is a reputable real estate agency located at 1542 Arcadia Drive in Jacksonville, Florida. Our experienced team of professionals is dedicated to helping clients find their dream home or sell their property quickly and efficiently. With a focus on personalized service and attention to detail, we strive to make the buying or selling process as smooth and stress-free as possible. Whether you're looking for a cozy starter home or a luxurious estate, Lakewood Village is here to help you every step of the way. Contact us today to see how we can assist you in achieving your real estate goals.

Green Cay Village is a premier real estate agency located in Boynton Beach, Florida. Situated at 12575 Green Cay Farm Boulevard, our agency specializes in helping clients find their dream homes in this beautiful and vibrant community. With a team of experienced and dedicated real estate professionals, we provide top-notch service and personalized assistance to ensure a smooth and successful home buying or selling experience. Whether you are looking for a cozy condo, a spacious single-family home, or a luxurious estate, Green Cay Village has the expertise and resources to help you find the perfect property. Contact us today to start your journey towards finding your ideal home in Boynton Beach.

Village Square Apartment & Condo Building is a luxurious residential complex located at 666 Auburn Avenue in Delray Beach, Florida. This upscale community offers a range of modern amenities including a sparkling swimming pool, fitness center, and beautifully landscaped grounds. The apartments and condos feature spacious layouts, high-end finishes, and stunning views of the surrounding area. With a prime location near shopping, dining, and entertainment options, Village Square is the perfect place to call home in sunny South Florida.

Village by the Bay is a prestigious real estate agency located in the heart of Aventura, Florida. Our team of experienced professionals is dedicated to helping our clients find their dream homes in this beautiful waterfront community. With a prime location at 3285 Northeast 184th Street, Village by the Bay offers unparalleled access to luxury properties and stunning views of the bay. Whether you are looking to buy, sell, or rent, our agency is committed to providing top-notch service and expertise to meet all of your real estate needs. Experience the luxury of living in Village by the Bay and let us help you find your perfect home in this exclusive community.

Golden Pond Village is a tranquil and picturesque lodging and RV park located at 3233 Southeast 110th Street in Ocala, Florida. Nestled in the heart of nature, this institution offers a serene and peaceful retreat for guests looking to escape the hustle and bustle of city life. With spacious RV sites and cozy accommodations, Golden Pond Village provides a perfect setting for relaxation and rejuvenation. Whether you're looking to explore the beautiful surroundings or simply unwind in the comfort of your own space, this charming village is the ideal destination for your next getaway.

Cortez Florida Vacations is a charming lodging institution located in the historic Cortez fishing village at 4507 125th Street West, Bradenton, Florida. Situated just over the bridge from Anna Maria Island, this waterfront property offers a tranquil escape with five beautifully restored 1936 cottages. Each cottage features modern amenities while maintaining its original charm, including fully equipped kitchens, televisions, Wi-Fi, and antique doors. Guests can relax in the private Courtyard, enjoy views of the bay, or host events in the 1,000 square-foot Boathouse event space. The property can accommodate up to 32 overnight guests and offers venue packages for up to 150 guests. Shopping, dining, museums, spas, and the famous white sand beaches of Anna Maria Island are all within walking or biking distance. Owners Heidi and John Banyas created Cortez Florida Vacations after designing their own fairytale wedding space in the village. They aim to provide excellent service and help guests create lasting memories in this piece of old Florida paradise. Whether you're looking for a quiet getaway or a venue for a special event, Cortez Florida Vacations has something for everyone.

Palm Isle Village Resort is a luxurious real estate and travel agency located at 3201 Gulf Drive in Holmes Beach, Florida, United States. Our resort offers exquisite vacation rentals and properties for sale in the heart of Anna Maria Island. With stunning views of the Gulf of Mexico, our resort provides a peaceful and relaxing escape for travelers looking for a tropical paradise. Our dedicated team of professionals is committed to providing top-notch service and ensuring that every guest has a memorable stay. Whether you are looking for a short-term vacation rental or a permanent residence, Palm Isle Village Resort has the perfect property for you. Experience the beauty of Anna Maria Island with us today!

The Coconut Cabana is a unique vacation rental located at 3597 San Carlos Drive in Saint James City, Florida. Following the devastation caused by Hurricane Ian on Pine Island, the property has undergone renovations and is now ready for guests to enjoy. The main house, Villa Key West, exudes the charm and style of a Key West home, with plenty of space and privacy. The Coconut Cabana is a separate guesthouse adjacent to the main house, offering accommodation for up to 2 people. The property boasts stunning grounds filled with exotic flowers, trees, and plants from around the world, as well as native Florida flora. Guests can enjoy swimming, boating, fishing, kayaking, and shelling right at their doorstep. Nearby attractions such as Ft Myers Beach, Sanibel Island, Cayo Costa State Park, and Boca Grande are just a short boat or ferry ride away. Villa Key West features one of the largest private pools on Pine Island, providing a relaxing oasis for guests to enjoy.

Casa Del Sol Luxury Vacation Rental is a prestigious real estate and travel agency located at 408 5th Street in St. Augustine, Florida, United States. With a wide range of vacation rental options, from beachfront condos to historical homes, visitors are sure to find the perfect accommodation for their stay. Whether you are looking for a family vacation rental or a romantic honeymoon spot, Casa Del Sol has something for everyone. Situated slightly off the picturesque route of the A1A, the Beachcomber on Vilano offers a romantic and adventurous experience for guests. Florida Rental By Owners provides affordable vacation rentals, while Old Florida fishing cottages offer a relaxing waterfront retreat. The agency also offers concierge services for a curated vacation experience. Whether you are looking for a beachside condo or a luxury property in Historic Downtown, Casa Del Sol has you covered. Book your dream vacation rental with Casa Del Sol Luxury Vacation Rental and make your stay in St. Augustine unforgettable.

Starboard Village is a charming and picturesque institution located at 1111 Fort Pickens Road in Pensacola Beach, Florida, United States. Nestled in a tranquil coastal setting, this village offers a unique and inviting atmosphere for visitors and residents alike. With its stunning views of the Gulf of Mexico and close proximity to the beach, Starboard Village is the perfect destination for those looking to relax and unwind in a beautiful seaside community. From quaint shops and restaurants to luxurious accommodations, this institution provides everything you need for a memorable stay in Pensacola Beach. Whether you're looking for a peaceful retreat or an exciting beach vacation, Starboard Village has something for everyone.

Vacations by Fayla is a real estate and travel agency located at 205 Grande Island Boulevard in Panama City Beach, Florida. Specializing in vacation rentals, Vacations by Fayla offers a variety of accommodations including townhouses in Panama City Beach and luxury cabins in Pigeon Forge, Tennessee. The Gulf Highlands Beach Resort in Panama City Beach features 11 pools, 18 hole mini golf, shuffle board, and tennis courts throughout the resort. Guests can also enjoy a pool and snack bar located right on the beach. With convenient parking at your front door and a relaxing patio, guests can unwind and enjoy the beautiful white sandy beaches of Florida.

Vacation Rentals is a premier real estate and travel agency located at 10611 Front Beach Road in Panama City Beach, Florida, United States. We specialize in providing top-notch accommodations for vacationers looking to experience the beauty and excitement of the Gulf Coast. Our expert team is dedicated to helping you find the perfect rental property for your next getaway, whether you're seeking a cozy beachfront condo or a spacious luxury villa. With a wide range of options to choose from, we make it easy to plan a memorable and stress-free vacation. Contact us today to start planning your dream vacation in Panama City Beach!