TOP 30 Best Vacation cottage rentals in The Villages, Florida

Carillon Beach Rentals is a premier real estate and travel agency located at 211 Village Way in Panama City Beach, Florida. Specializing in luxury vacation rentals, they offer a wide range of properties to suit every traveler's needs. Whether you're looking for a beachfront condo or a spacious family home, Carillon Beach Rentals has the perfect accommodation for your next getaway. With impeccable customer service and attention to detail, they strive to make your vacation experience unforgettable. Book your dream vacation rental with Carillon Beach Rentals today and start planning your trip to the beautiful beaches of Florida.

Kerry Hanson Realtor is a trusted real estate agency located in The Villages, Florida. As a member of RE/MAX Premier Realty, Kerry Hanson specializes in helping clients buy and sell properties in the Wildwood area. With years of experience and a deep knowledge of the local market, Kerry Hanson provides personalized service to ensure her clients find their dream homes or achieve the best possible sales results. Whether you are looking to buy a new home or sell your current property, Kerry Hanson Realtor is dedicated to helping you navigate the real estate process with ease and confidence. Visit us at 3990 Florida 44, Wildwood, Florida to start your real estate journey today.

The Volen Group, Keller Williams Luxury International is a top real estate agency located in Ponte Vedra Beach, Florida. Specializing in luxury properties, their experienced team offers a wealth of knowledge about the Northeast Florida beaches area. From Ponte Vedra Beach to Jacksonville Beach, Neptune Beach, and Nocatee, they provide information on a wide range of communities and properties for sale. Whether you're looking for oceanfront homes, investment properties, or new homes in Nocatee, The Volen Group can help you find the perfect fit. With a focus on personalized service and attention to detail, they stand out as some of the top real estate agents in the area. Whether you're a buyer or seller, their team is ready to assist you with all of your real estate needs. Explore their website for more information and to start your search for the perfect home in Northeastern Florida.

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 Rentals, located at 360 Canal Road in Siesta Key, Florida, is a real estate and travel agency offering over 60 units in the Beach Village or Lagoon area. With only the best locations available, there is a perfect fit for every group and budget. The team at Gertrude Rentals consists of natives, transplants, visitors, and locals who all share a common goal of understanding the importance of your vacation time. Situated near North America's best white sand beaches, our units are within walking distance to world-famous shopping, dining, and entertainment. Each unit offers unique features such as private pools, ocean-views, lagoon front decks, lazy hammocks, tiki-huts, and rooftop sun-decks. Whether you are looking for a relaxing beach vacation or an adventure-filled getaway, Gertrude Rentals has something for everyone.

Welcome to The Addison on Amelia Island, a delightful bed and breakfast nestled in the heart of the historic Fernandina Beach district. Located at 614 Ash Street, Fernandina Beach, Florida, our charming establishment offers a seamless blend of the elegance of a bygone era with the modern amenities today's discerning traveler expects. Our fourteen guest rooms are designed to provide you with the utmost comfort and relaxation. Each room is equipped with a private bath, some featuring oversized jetted tubs, along with Turkish towels and eco-friendly bath amenities. Enjoy a restful night's sleep with our luxurious bed linens, down-filled pillows, comfortable mattresses, and air conditioning throughout.

Villatel Village at Solterra Resort is a luxurious lodging destination located at 1713 Oak Blossom Drive, Davenport, Florida, United States. This one-of-a-kind vacation community is nestled within the gated enclave of the state-of-the-art Solterra Resort. Each home in Villatel Village is designed to offer the ultimate resort-style vacation experience, with custom high-end décor and top-notch service provided by a dedicated concierge team. With up to 12 beautiful bedrooms, scenic views, grand living spaces, and premium amenities, luxury is infused into every aspect of Villatel Village. The surrounding Solterra Resort offers outstanding perks such as a clubhouse, pool, fitness center, and more. Additionally, Villatel Village will soon feature its own unique amenities, currently under construction.

Beach Palms of Siesta Key Village offers enchanting island cottages and beach view suites on the stunning white sands of Siesta Key Beach in Florida. Located at 153 Beach Road, Siesta Key, this lodging institution provides a relaxing and picturesque getaway for guests looking to enjoy the beauty of the Gulf Coast. With a range of accommodations to choose from, including beachfront suites and cozy cottages, Beach Palms is the perfect destination for a beach vacation. Experience the charm and tranquility of Siesta Key Village while staying at Beach Palms.

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.

Vacation Village Resorts is a premier vacation destination located at 2626 East Oakland Park Boulevard in Fort Lauderdale, Florida. Our corporate office is dedicated to providing unforgettable vacation experiences for families and individuals alike. Whether you're looking to explore the magic of Disney, adventure through the Shenandoah Valley, or experience the excitement of the Las Vegas Strip, Vacation Village Resorts has something for everyone. Please note that due to the current Coronavirus (COVID-19) pandemic, there may be updates and changes to resort amenities. For more information, click here. When you choose Vacation Village Resorts, you're choosing more than just a vacation - you're choosing memories that will last a lifetime. Book your stay with us today and start creating unforgettable moments with your loved ones.

Arbors Seaside Cottages is a charming lodging institution located at 218 Gulf Boulevard in Indian Rocks Beach, Florida, United States. Offering over 230 vacation rentals, this beachfront town has been ranked as one of the Best Beaches in the USA and listed in the top 6 best beaches in the world by TripAdvisor. With white sandy beaches and plenty of attractions for all ages, including Pier 60, there is something fun for everyone to enjoy. The town of Indian Rocks Beach got its name in the 1800s from a natural sulfur spring located in Kolb Park, where a native medicine man miraculously healed his chief. Enjoy activities on the beach or across the street with watersports and boating on the Bay. Take a stroll or bike ride to great restaurants, bars, and shops in the area.

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.

Disney's Animal Kingdom Villas - Kidani Village is a unique lodging option located at 3701 Osceola Parkway in Bay Lake, Florida, United States. Guests can choose from a variety of accommodations, ranging from home-like villas to rooms and suites with Concierge service. The resort offers a range of amenities including pools, dining options, and recreational activities. One of the highlights of the resort is the tropical oasis featuring a heated pool and water playground. Guests can relax at the Samawati Springs Pool, complete with a waterslide, whirlpool spas, and a zero-depth entry point. Kids can have a blast at the Uwanja Camp water playground, themed as an animal observation site.

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.

Bonita Village Resort is a luxurious lodging facility located at 27901 Bonita Village Boulevard in the charming town of Bonita Springs, Florida. The resort offers a serene and picturesque setting, surrounded by lush tropical landscaping and just a short distance from the stunning Gulf Coast beaches. Guests can enjoy spacious and beautifully appointed accommodations, as well as a range of amenities including a sparkling swimming pool, fitness center, and on-site dining options. Whether you are looking for a relaxing getaway or a fun-filled vacation, Bonita Village Resort is the perfect destination for your next trip to sunny Southwest Florida.

Century Village is an active adult condominium community located in Deerfield Beach, Florida. This beautiful and affordable community offers an extensive array of recreational facilities for its residents. The luxurious 145,000 square foot clubhouse is the hub of entertainment, education, and social activities, including a 1600 seat theater, fitness facility, library, and billiards room. Outdoor amenities include 16 heated swimming pools, tennis courts, shuffleboard, and more. With round-the-clock manned security and in-house bus transportation, residents can enjoy a convenient and secure way of life. Visit centuryvillageeast.com for more information.

The Moorings Village is a charming lodging institution located at 123 Beach Road in Islamorada, Florida, United States. Nestled in a picturesque seaside setting, this luxurious retreat offers guests a tranquil and rejuvenating escape from the hustle and bustle of everyday life. With its beautifully appointed accommodations, lush tropical gardens, and pristine white sandy beaches, The Moorings Village provides the perfect backdrop for a relaxing vacation or romantic getaway. Whether you are seeking a peaceful retreat or an adventurous beach vacation, The Moorings Village offers a unique and unforgettable experience for all who visit.

Fishermen's Village is a charming lodging institution located at 1200 West Retta Esplanade in Punta Gorda, Florida, United States. Situated along the waterfront, this village offers a picturesque setting for guests to relax and enjoy the natural beauty of the area. The accommodations are cozy and inviting, perfect for a relaxing getaway. With easy access to fishing charters, boat rentals, and waterfront dining options, Fishermen's Village is the ideal destination for those looking to experience the best of Punta Gorda's coastal charm. Whether you're a seasoned angler or just looking for a peaceful retreat by the water, Fishermen's Village has something to offer for everyone.

Marina Village at Snug Harbor is a luxury condo resort located in Fort Myers Beach, Florida. Guests can enjoy the tropical island atmosphere and waterfront amenities at this beautiful vacation destination. The resort offers a swimming pool, rooftop hot tub, BBQ area, health club, and a pickleball/racquetball court. Sightseeing tours on a pontoon boat are included in the activities program, with fishing charters available nearby. The resort is within walking distance to Fort Myers Beach, where guests can shop, dine, and relax on the beach. Bicycles are provided for free to explore the area. There are also championship golf courses, boat charters, jet ski rentals, and parasailing nearby. Marina Village features casual dining and cocktails on the dock, a 360-degree view of the Gulf, a private court for games, and a well-equipped workout room. With so much to do and see, Marina Village at Snug Harbor is the perfect resort destination for a memorable vacation.

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.

Grande Villas at World Golf Village Preview Center is a luxurious and elegant institution located at 100 Front 9 Drive in St. Augustine, Florida, United States. This stunning preview center offers visitors a glimpse into the world of upscale living within the prestigious World Golf Village community. The center showcases beautifully designed villas, world-class amenities, and breathtaking views of the surrounding golf courses. Visitors can explore the various floor plans, amenities, and lifestyle options available at Grande Villas, making it the perfect destination for those seeking a sophisticated and upscale living experience. With its prime location and exceptional offerings, Grande Villas at World Golf Village Preview Center is the ideal place to discover your dream home in this exclusive community.

Welcome to The O'Steen Group, Inc. - Your Trusted Property Partner Located at 6680 Cortez Road West, Bradenton, Florida, The O'Steen Group, Inc. is a family-owned and operated real estate brokerage and property asset management company, proudly serving the community since 2007. We specialize in finance, real estate, and travel services, catering to the unique needs of our clients with a personal touch.

The Westin Cape Coral Resort at Marina Village is a luxurious lodging option located at 5951 Silver King Boulevard in Cape Coral, Florida, United States. Situated on the waterfront, this resort offers stunning views of the marina and surrounding area. With spacious and elegantly appointed rooms, guests can enjoy a comfortable and relaxing stay. The resort also features a variety of amenities including multiple dining options, a fitness center, a spa, and a swimming pool. Whether you are visiting for business or pleasure, The Westin Cape Coral Resort at Marina Village provides a perfect retreat for a memorable stay.

Redfish Village is a charming and picturesque lodging, real estate, and travel agency located at 2048 West County Highway 30A in Santa Rosa Beach, Florida. Situated near the stunning emerald waters and white sand beaches, this institution offers a unique opportunity to experience the life you've always dreamed of. Whether you're looking for a place to stay, a new home, or assistance in planning your next vacation, Redfish Village is here to make your dreams a reality.

The Village of South Walton Beach is a charming lodging and real estate agency located at 10343 East County Highway 30A in Rosemary Beach, Florida. Nestled in a picturesque setting, this institution offers a variety of accommodations for visitors looking to experience the beauty of the Gulf Coast. Whether you are looking for a vacation rental or interested in purchasing a property in this desirable area, The Village of South Walton Beach provides exceptional service and expert guidance. With easy access to the beach, shopping, dining, and entertainment options, this institution is the perfect destination for a relaxing getaway or a new investment opportunity.

Welcome to The Grand Sandestin, a luxurious lodging institution located at 9700 Grand Sandestin Boulevard in Miramar Beach, Florida, United States. If you're looking for the perfect vacation spot, look no further. The Emerald Coast awaits you with its stunning white sandy beaches and emerald green waters. At The Grand Sandestin, you can experience a range of activities from early morning swims to crackling bonfires at night. With a variety of vacation rentals available, Sandestin Golf and Beach Resort offers a unique blend of relaxation and adventure. From golfing to shopping, biking along the coast to enjoying delicious seafood at local restaurants, there is something for everyone.

Magic Village Yards, Trademark Collection by Wyndham is a luxury concierge-style community located at 3151 Pantanal Lane in Kissimmee, Florida, United States. Offering 3 and 4 bedroom villas with exclusive services, privacy, and comfort, this upscale lodging option is just 2 minutes away from Disney’s Animal Kingdom Park. The villas feature stainless steel kitchens, stylish furnishings, luxury bedding, and private, furnished patios with BBQ grills. With amenities expected of the finest private homes, guests can enjoy a relaxing stay with the benefits of upscale hotel services. The multilingual staff, concierge, clubhouse, cleaning services, and other amenities will enhance your experience. ADA defined service animals are welcome, but no other pets are allowed. Guests must be 21 years of age with a valid ID to check-in, and a refundable deposit for incidentals is required. A cleaning fee applies to all stays. Magic Village Yards is the perfect setting for special events or group trips, with a concierge staff ready to tailor your visit to meet your specific needs. Contact reservations@magicvillage.com for booking inquiries. Experience the beauty of Magic Village Yards and make unforgettable vacation memories in this tranquil oasis in the heart of Orlando.

The Suites at Fishermen's Village is a luxurious lodging establishment located at 1200 West Retta Esplanade in the charming coastal town of Punta Gorda, Florida. Situated within the picturesque Fishermen's Village waterfront complex, this institution offers guests spacious and elegantly appointed suites with stunning views of the marina and surrounding area. Guests can enjoy a range of amenities including a pool, fitness center, and on-site dining options. With its prime location and top-notch facilities, The Suites at Fishermen's Village provides a perfect retreat for travelers looking for a relaxing and unforgettable stay in Southwest Florida.

Pyramids in Florida is a unique institution located at 7020 Constitution Loop in Fort Myers, Florida. This establishment offers lodging, real estate, and travel agency services in a serene and healing oasis setting. The institution promotes joy, health, and comfort for all guests, providing a blend of modern wellness, Austrian charm, and southern hospitality. Guests can choose from a variety of pyramid chalets, each offering a different level of comfort and amenities. The Classic pyramid is cozy and perfect for couples or friends, while the larger Comfort pyramid is ideal for families with children. All chalets are fully equipped for self-catering and overlook a therapeutic lake.

Cottages El Portal is a charming boutique community of fully furnished apartments located in El Portal, Florida. Situated near Wynwood, Miami Beach, and Downtown Miami, our Old Florida architecture and lush landscaping provide a peaceful retreat in a residential neighborhood. Guests can enjoy amenities such as brick patios, sun gardens, covered porches, and a courtyard that create a resort-like environment. With guest and visitor parking, laundry facilities, gated access, and ground floor private entry doors, convenience is key at Cottages El Portal. Each Cottage features granite countertops, wood cabinets, stainless appliances, CB2 furniture, and Sealy Mattresses for a comfortable stay. Located in the Village of El Portal, just 6.0 miles from downtown Miami, our Cottages offer a home away from home experience. Surrounded by nearly an acre of gardens, guests can relax in the Courtyard, Sun Gardens, Covered Porches, and Brick Patios that are perfect for outdoor living.