TOP 30 Best Upscale vacation homes in Florida

Joseph Ellen Properties is a boutique vacation rental management and real estate agency located in the heart of Jacksonville, Florida. Our team specializes in providing personalized services to both property owners and travelers, ensuring a seamless and enjoyable experience for all parties involved. Whether you are looking to rent out your property or find the perfect vacation rental, our dedicated staff is here to assist you every step of the way. With a prime location in one of Florida's most desirable cities, Joseph Ellen Properties is your go-to destination for all your real estate and travel needs. Visit us at 2406 Graham Avenue and let us help you make your next vacation or property investment a success.

Dune Vacation Rentals, located in Santa Rosa Beach, Florida, is a premier lodging, real estate, and travel agency specializing in luxury 30a vacation rentals. With a dedicated team focused on meeting the needs of both guests and property owners, Dune Vacation Rentals operates on the principle of partnership. Owners are viewed as partners in managing their properties to maximize financial returns, enhance property values, and provide exceptional guest experiences. Dune Vacation Rentals offers professional property management services, ensuring that your investment is well taken care of. By booking directly through Dune Direct, guests can enjoy the lowest prices, avoid online travel agency fees, and receive loyalty discounts. Direct booking also provides the flexibility to make changes to reservations and access last-minute discounts not available through third-party marketers.

Located in Kissimmee, Florida, Quality Vacation Homes offers a range of beautiful and comfortable lodging options for those looking to enjoy a relaxing and luxurious vacation. Our vacation homes are fully equipped with all the amenities needed for a comfortable stay, including spacious living areas, fully equipped kitchens, and private pools. Whether you're looking for a cozy retreat for a romantic getaway or a spacious home for a family vacation, Quality Vacation Homes has the perfect accommodation for you. Our prime location allows easy access to all the attractions and activities that Kissimmee has to offer, making it the ideal choice for your next vacation. Book your stay with us today and experience the ultimate in quality vacation living.

LUX St Augustine Vacation Rentals is a premier real estate and travel agency located in the historic city of St. Augustine, Florida. Situated at 156 Marine Street, this institution offers a wide range of luxurious vacation rentals for visitors looking to experience the charm and beauty of the oldest city in the United States. With a dedicated team of professionals, LUX St Augustine Vacation Rentals provides top-notch service and accommodations to ensure guests have an unforgettable stay. Whether you're looking for a cozy beachfront cottage or a spacious downtown condo, this agency has the perfect rental for your needs. Book your dream vacation with LUX St Augustine Vacation Rentals and make memories that will last a lifetime.

The Inn at Crystal Beach by Salt Water Vacations is a luxurious beachfront lodging option located at 2996 Scenic Highway 98 in Destin, Florida. This institution offers a range of upscale accommodations for visitors looking to enjoy a relaxing beach vacation. Whether you're looking for a romantic getaway, a family vacation, or a group retreat, The Inn at Crystal Beach has something for everyone. In addition to lodging services, they also operate as a real estate agency, helping clients find their dream beachfront property in Destin. Their experienced team can assist with buying, selling, or renting properties in the area. As a travel agency, they also offer vacation planning services to ensure that your stay in Destin is unforgettable. With stunning ocean views, top-notch amenities, and exceptional customer service, The Inn at Crystal Beach by Salt Water Vacations is the perfect destination for your next beach getaway.

Weezies Cottage & Home is a charming furniture and home goods store located at 1350 Market Street in Tallahassee, Florida. Step inside and discover a treasure trove of unique and stylish pieces to enhance your living space. From cozy cottage-style furniture to elegant home decor, Weezies offers a curated selection of items to suit every taste and budget. Whether you're looking to spruce up your living room, bedroom, or outdoor space, you'll find just what you need at Weezies Cottage & Home. Come visit us and let us help you transform your house into a warm and inviting home.

Waterscape by Dale E. Peterson Vacations is a premier lodging destination located at 1110 Santa Rosa Boulevard in Fort Walton Beach, Florida, United States. This luxurious resort offers a stunning waterfront setting with breathtaking views of the Gulf of Mexico. Guests can enjoy a variety of upscale amenities including multiple swimming pools, a lazy river, hot tubs, a fitness center, and direct beach access. The spacious accommodations feature modern furnishings, fully equipped kitchens, and private balconies overlooking the ocean. Whether you're looking for a relaxing beach getaway or a fun-filled family vacation, Waterscape by Dale E. Peterson Vacations provides the perfect setting for an unforgettable stay.

Welcome to Chillax Inn Vacation Homes, located at 307 Jetty Way in Davenport, Florida, United States. Step into a magical world of themed rooms that will wow the kids and ignite their creativity. Our in-house arcades are perfect for bringing families together for hours of non-stop fun and unforgettable memories. With a diverse range of classic and modern arcade games, there is something for everyone to enjoy. Our upscale hospitality and exclusive amenities set the standard for luxury lodging. Experience ultimate comfort in our luxurious rooms, suites, and villas. Book your stay now and prepare for an experience like no other at Chillax Inn Vacation Homes.

Luxury Champions Vacation Villa is a stunning and exclusive vacation rental located at 1502 Moon Valley Drive in Davenport, Florida. This prestigious villa offers a truly luxurious experience for guests looking to indulge in a high-end vacation retreat. With top-of-the-line amenities, spacious living areas, and beautifully landscaped grounds, this villa is the perfect choice for those seeking a sophisticated and upscale getaway. Whether you are relaxing by the private pool, enjoying the state-of-the-art entertainment systems, or exploring the nearby attractions, Luxury Champions Vacation Villa promises an unforgettable stay in the heart of Florida's most desirable vacation destination.

Wyndham Vacation Resorts Reunion at Orlando is a luxurious lodging facility located at 7593 Gathering Drive in Kissimmee, Florida, United States. This resort offers spacious and well-appointed accommodations, including suites and villas, perfect for families and couples looking to enjoy a relaxing vacation in the Orlando area. Guests can take advantage of the resort's amenities, such as multiple swimming pools, a fitness center, on-site dining options, and easy access to nearby attractions like Walt Disney World and Universal Studios. With its convenient location and upscale accommodations, Wyndham Vacation Resorts Reunion at Orlando is the perfect destination for a memorable getaway.

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.

Bluegreen Vacations Solara Surfside Resort is a luxurious lodging option located in the beautiful coastal town of Surfside, Florida. Situated at 8801 Collins Avenue, this resort offers guests a relaxing and rejuvenating vacation experience. The resort features spacious and well-appointed accommodations, stunning ocean views, and top-notch amenities such as a swimming pool, fitness center, and on-site dining options. Whether you're looking to unwind on the beach, explore the local attractions, or simply enjoy a peaceful getaway, Bluegreen Vacations Solara Surfside Resort is the perfect destination for your next vacation.

Hilton Grand Vacations Club Las Palmeras Orlando is a luxurious lodging option located at 9501 Universal Boulevard in the vibrant city of Orlando, Florida. This upscale resort offers spacious and elegantly designed suites, perfect for a relaxing and enjoyable vacation experience. Guests can enjoy top-notch amenities such as a sparkling swimming pool, fitness center, on-site dining options, and easy access to popular attractions like Universal Studios and Disney World. Whether you're looking for a romantic getaway or a fun-filled family vacation, Hilton Grand Vacations Club Las Palmeras Orlando promises a memorable stay in the heart of the Sunshine State.

Five Star Freedom Vacation Home Services is a premier vacation rental management company located at 9175 Celeste Drive in Naples, Florida. We specialize in providing top-notch services for vacation homeowners, ensuring their properties are well-maintained and guests have a memorable stay. Our team of experienced professionals offers personalized attention to every detail, from marketing and booking to housekeeping and maintenance. With Five Star Freedom Vacation Home Services, you can relax and enjoy peace of mind knowing that your property is in good hands.

Elevated at Sonoma Resort by Park Square Homes is a luxurious lodging destination located at 3901 Sonoma Boulevard in Kissimmee, Florida. This stunning resort offers guests a truly elevated experience with upscale accommodations, top-notch amenities, and impeccable service. Whether you're looking for a relaxing getaway or a fun-filled vacation, Elevated at Sonoma Resort has everything you need to make your stay unforgettable. From spacious rooms and suites to a sparkling pool and fitness center, this resort has it all. Come and experience the ultimate in comfort and hospitality at Elevated at Sonoma Resort by Park Square Homes.

Indian Shores Vacation Rentals is a modern beachfront oasis located at 19727 Gulf Boulevard in Indian Shores, Florida. This institution offers lodging, real estate, and travel agency services for those looking for a family-friendly tropical getaway. The contemporary homes provide spacious living areas, upscale amenities, and easy access to the beautiful beaches of St Pete. Guests can enjoy leisurely strolls on the sandy beach, soak up the Florida sunshine from their private patio, and indulge in water activities and local attractions. Whether seeking relaxation or outdoor adventures, Indian Shores has something for everyone. Guests can immerse themselves in the local culture, explore nearby attractions, or simply unwind by the pool.

Villa Camila is a luxurious 5-bedroom home with a private pool, located at 2200 North 37th Avenue in Hollywood, Florida. This stunning property offers elegant and spacious accommodations for guests looking for a relaxing and upscale stay in the heart of South Florida. The villa is perfect for families or groups of friends looking to enjoy a comfortable and stylish retreat, with all the amenities needed for a memorable vacation. Enjoy the sunshine by the pool, relax in the beautifully decorated living spaces, and experience the ultimate in luxury at Villa Camila.

Rogers Vacation Rentals - Dune Pointe Condos is a premier real estate and travel agency located at 670 Santa Rosa Boulevard in Fort Walton Beach, Florida. Offering luxurious vacation rentals at the beautiful Dune Pointe Condos, guests can enjoy stunning ocean views, upscale amenities, and a prime location near the beach. Whether you're looking for a relaxing getaway or an action-packed adventure, our knowledgeable staff is dedicated to helping you find the perfect vacation rental to suit your needs. Book with us today and experience the ultimate beach vacation in Fort Walton Beach!

Dune Allen Realty Vacation Rentals is a premier real estate and travel agency located at 5200 West County Highway 30A in Santa Rosa Beach, Florida, United States. With a wide selection of vacation rental properties in the beautiful beachside community of Dune Allen, guests can choose from luxurious beachfront homes, cozy cottages, and upscale condos. The agency offers personalized service, expert advice, and top-notch amenities to ensure a memorable and stress-free vacation experience for visitors to the stunning Gulf Coast. Whether you are looking for a relaxing getaway or an action-packed adventure, Dune Allen Realty Vacation Rentals has the perfect accommodations for your next vacation.

BeachCrest Condominium by Benchmark Management offers a luxurious and convenient vacation experience on the beautiful shores of Santa Rosa Beach, Florida. Our onsite vacation rental office provides guests with personalized service and assistance throughout their stay. Situated at 3768 East County Highway 30A, our real estate and travel agency is dedicated to helping visitors find the perfect accommodations for their beach getaway. With stunning ocean views, upscale amenities, and easy access to the beach, BeachCrest Condominium is the ideal destination for a relaxing and memorable vacation.

Sail Away Vacation Rentals is a real estate and travel agency located at 220 South Arnold Road in Panama City Beach, Florida. Offering a wide selection of luxury condos and home rentals in Panama City Beach and 30A, Sail Away Vacation Rentals provides upscale lodging options for every type of traveler. From family vacations to romantic getaways, their carefully curated collection of vacation rentals has something for everyone. They even offer pet-friendly options so you can bring your furry friend along on your beach adventure. With modern comforts, privacy, and premium locations, Sail Away Vacation Rentals ensures a smooth vacation planning experience from start to finish. Their five-star services make it easy to disconnect from everyday life and escape to a slice of paradise in Panama City Beach and 30A.

Marisol Vista Apartment Homes is the perfect place to call home in St. Petersburg, Florida. Our one- and two-bedroom homes feature upgraded kitchens, wood-style flooring, and oversized screened lanais, providing you with that Florida lifestyle you've been dreaming of. Our community amenities include four sparkling swimming pools, a 24-hour gym with Peleton bikes, and various outdoor social and lounge areas. We prioritize creating a vibrant community where you can thrive, whether you're an outdoor enthusiast or prefer to relax at home. Schedule a virtual or in-person tour to see all that Marisol Vista has to offer. Our leasing team is here to assist you every step of the way, from finding the perfect home to understanding pricing and move-in details.

Luxury Vacation Apartment Rental is a premier real estate and travel agency located at 4816 Cayview Avenue in Orlando, Florida. Our institution offers exquisite and upscale vacation apartments for rent, perfect for those seeking a luxurious and comfortable stay in the heart of Orlando. Each apartment is meticulously designed and furnished to provide a top-notch vacation experience for our guests. Whether you're visiting Orlando for business or pleasure, our team is dedicated to ensuring that your stay is memorable and hassle-free. Book with Luxury Vacation Apartment Rental for a truly unforgettable stay in the Sunshine State.

Integra Palms Apartment Homes is a luxurious residential community located at 5905 Simpson Road in Riverview, Florida. This institution offers a carefree lifestyle where coming home feels like a vacation. The apartments feature impressive finishes and resort-quality amenities, allowing residents to live beyond their expectations. Situated in a perfect location, Integra Palms offers a vibrant new lifestyle with plenty of activities to enjoy. Embrace a new way of living at Integra Palms Apartment Homes.

Villa Ocala LLC is a luxurious private vacation property located in Venice, Florida. Situated on a double lot with a fenced and gated entrance, this upscale retreat offers amenities beyond compare. The modern Mediterranean-style home features 3 bedrooms, 2 full baths, a chef's kitchen, and a home theater in a cathedral great room. Guests can enjoy their own private heated saltwater pool and therapeutic Jacuzzi in a bug-free screened lanai. The property is maintained to strict health standards, with a state-of-the-art air purification system and whole house water filtration ensuring a pristine and virus-free environment. Villa Ocala is the perfect destination for responsible mature adults seeking a secluded and luxurious vacation experience. With easy access to six world-class beaches within 20 miles, this exclusive retreat offers comfort, convenience, and safety in these challenging times. Whether you're looking to relax or rejuvenate, Villa Ocala promises a high-end vacation experience like no other.

Villa Lux Vacation Rentals is a luxurious lodging institution located at 5881 Plover Road in Venice, Florida, United States. Our elegant villas offer a comfortable and stylish stay for guests looking for a relaxing vacation experience. With spacious accommodations, modern amenities, and a convenient location near the beautiful beaches of Venice, Villa Lux Vacation Rentals is the perfect choice for a memorable getaway. Whether you're traveling with family, friends, or for a romantic retreat, our vacation rentals provide the ultimate in comfort and convenience. Book your stay with us today and experience the luxury of Villa Lux Vacation Rentals.

Jupiter Bay Vacation Properties is a premier real estate and travel agency located in the beautiful coastal town of Jupiter, Florida. Our agency specializes in providing luxurious vacation properties for rent or sale, offering our clients the perfect getaway experience in this charming seaside destination. With a wide range of properties to choose from, including beachfront condos, cozy cottages, and upscale villas, we are dedicated to helping you find the ideal accommodation for your next vacation. Our experienced team of professionals is committed to providing exceptional service and ensuring that your stay in Jupiter is unforgettable. Visit us at 353 U.S. 1 to start planning your dream vacation today.

SeaBlue Boutique Vacation Rentals in Destin, Florida offers a wide range of upscale resort properties for those seeking a beach vacation filled with endless recreation and stunning views. Located at 90 Mark Street, our real estate and travel agency specializes in Sandestin and Miramar Beach vacation rentals by owner, providing guests with a luxurious and comfortable stay. Destin, Florida is a charming resort town with beautiful gulf coast beaches, award-winning golf courses, and a variety of wildlife to explore. Our vacation rentals offer a peaceful escape from the crowded cities of Florida, allowing guests to relax and enjoy the southern charm and slower pace of life that Destin has to offer.

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.

Luxury And The Beach Vacation Rental is a premier real estate and travel agency located in Naples, Florida. Situated at 557 94th Avenue North, this institution offers exquisite vacation rentals for those looking to experience the ultimate luxury beach getaway. With a wide selection of upscale properties, ranging from beachfront condos to lavish villas, guests can expect top-notch amenities and personalized service. Whether you're seeking a relaxing retreat or an action-packed adventure, Luxury And The Beach Vacation Rental has the perfect accommodation for your dream vacation in sunny Florida. Book your stay today and indulge in the ultimate beachfront experience.