TOP 30 Best Luxury resort rentals in Winter Park, Florida

MarBay Suites is a premium lodging institution located at 3110 Philippe Parkway in Safety Harbor, Florida, United States. With a variety of room options including family rooms, suites with king or queen beds, and fully equipped kitchens, MarBay Suites offers a comfortable and convenient stay for all guests. Amenities include free high-speed WiFi, flat-panel televisions, kitchenettes, and more. The vacation homes offered by MarBay Suites are spacious and ideal for large families or groups, with modern amenities such as smart TVs, sound systems, and fully equipped kitchens. Outdoor living spaces include pergolas, fire pits, and BBQ grills, perfect for enjoying the Florida sunshine. The properties also feature unique touches like saunas, tiki bars, and putting greens.

Welcome to Sheltair Aviation PIE, your premier gateway to the vibrant attractions of Clearwater, Florida. Conveniently located at 15875 Fairchild Drive, our facility offers seamless access to downtown business districts, stunning Gulf Coast beaches, luxurious seaside resorts, and world-class sports stadiums. At Sheltair PIE, we pride ourselves on delivering exceptional customer service and superior ground support. Our state-of-the-art Fixed Base Operator (FBO) services include U.S. Customs on-site, DOD fuel, and a CAA Preferred FBO designation. We can accommodate aircraft up to a Boeing 757 in our community and corporate hangars.

Fiddlers Green RV Ranch is a charming campground and lodging facility located in Altoona, Florida. Situated at 42725 West Altoona Road, this park offers a serene and picturesque setting for RV enthusiasts and nature lovers alike. Guests can enjoy spacious RV sites with full hook-ups, as well as amenities such as a swimming pool, clubhouse, and hiking trails. Whether you're looking for a peaceful retreat or a fun-filled outdoor adventure, Fiddlers Green RV Ranch is the perfect destination for your next getaway.

The Alfond Inn at Rollins is a luxurious boutique hotel located at 300 East New England Avenue in Winter Park, Florida. It is not just a hotel, but also a destination for art lovers, food enthusiasts, and those seeking a relaxing getaway. The hotel is home to The Alfond Collection of Contemporary Art, curated by Barbara and Theodore Alfond, showcasing a diverse range of artwork that reflects liberal arts values and encourages critical thinking and cultural understanding. Guests can enjoy the stunning conservatory, lush courtyard, elevated pool, and fitness center, making it one of the best hotels in Florida for both leisure and business travelers. The hotel offers a variety of packages and event spaces, including a beautiful ballroom and private dining areas, perfect for weddings, ceremonies, or corporate events.

Grove Residences Official is a luxurious vacation home destination located at 14501 Grove Resort Avenue in Winter Garden, Florida, United States. Just 6 miles from Walt Disney World® Theme Parks, this resort offers a full suite of amenities including multiple bars and restaurants, a full-service spa, an award-winning water park, a 22-acre activity lake, and much more. The resort offers studio lock-offs, 1, 2, and 3-bedroom condominiums that provide a family-friendly place to vacation and relax. Owners can also place their condos in a professionally managed rental program to offset costs. Surfari, the on-site water park, offers something for everyone with a lazy river, Flow Rider surf machines, dueling water slides, a kid's pool and play area, and more. Private poolside cabanas and Longboard Bar & Grill provide relaxation and dining options. The resort also offers a variety of dining options, a full-service spa, and a range of amenities at the new addition, the Terraces.

Four Lakes Golf Club Retirement Community is a premier retirement destination located in Winter Haven, Florida. This all-inclusive community offers a wide range of amenities including a beautiful golf course, luxury lodging options, real estate services, a top-rated restaurant, and a convenient RV park for visitors. Residents can enjoy a peaceful and active lifestyle surrounded by lush landscapes and serene lakes. Come experience the ultimate retirement living at Four Lakes Golf Club Retirement Community.

Lakewalk at Hamlin Apartments is a luxurious residential community located at 14012 Shoreside Way in Winter Garden, Florida. Situated in the beautiful Hamlin area, residents can enjoy stunning views of the lake and surrounding nature. The apartments offer modern amenities, spacious floor plans, and top-notch customer service. With a convenient location near shopping, dining, and entertainment options, Lakewalk at Hamlin Apartments provides a comfortable and upscale living experience for its residents.

Prose Avalon Pointe is a real estate agency located at 14505 Tristan Circle in Winter Garden, Florida. This institution offers spacious one- and two-bedroom apartments with modern stainless steel appliances, walk-in closets, dining-sized kitchen islands, hardwood flooring, and full-sized washer and dryers in every unit. The community also features amenities such as a fitness center, co-working spaces, a pet park, and a resort-style pool. Residents can truly "Live Your Story" at Prose Avalon Pointe.

Welcome to Zephyr Palms, the ultimate RV resort located at 35120 Florida 54 in Zephyrhills, Florida. Our top-ranked institution offers a central location and a wide range of amenities for guests to enjoy. Experience the best of Florida's natural beauty and endless entertainment options right at your doorstep. Our 55 active lifestyle RV resort is surrounded by golf courses, fishing spots, restaurants, shopping centers, and world-famous beaches. With easy access to Tampa, you can explore local parks, museums, and all the shopping you desire. Enjoy the sunny weather all winter long and make the most of your time in the Sunshine State.

Welcome to Country Lakes Villages, your serene escape nestled in the heart of Palmetto, Florida. Located at 6100 Bayshore Road, our picturesque RV park offers a perfect blend of comfort, community, and natural beauty. Whether you're planning a short getaway or an extended stay, Country Lakes Villages provides an ideal setting for relaxation and adventure. Our well-maintained facilities are designed to cater to all your lodging needs, featuring spacious RV sites equipped with modern amenities. Enjoy the tranquility of our lush surroundings, complete with scenic lakes and abundant wildlife, offering a peaceful retreat from the hustle and bustle of everyday life.

Welcome to Sun Valley, your premier destination for lodging and RV park experiences in Tarpon Springs, Florida. Nestled at 39248 U.S. 19, our location offers the perfect blend of tranquility and accessibility, situated on Florida’s stunning Gulf Coast. Sun Valley is your gateway to the vibrant cities of St. Petersburg, Clearwater, and Tampa Bay, yet it remains a peaceful retreat from the hustle and bustle. Designed for those aged 55 , Sun Valley is more than just a place to stay—it's a lifestyle. Our community is brimming with resort-style amenities, engaging activities, and a welcoming atmosphere that makes every day feel like a vacation. Whether you're escaping the chilly winters or seeking a year-round haven, Sun Valley promises an active, fulfilling lifestyle.

Encore Tropical Palms is a stunning campground and lodging facility located at 2650 Holiday Trail in Kissimmee, Florida, United States. Surrounded by lush tropical palms, this park offers a serene and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. With spacious RV sites and cozy cabins available for rent, Encore Tropical Palms caters to both RV travelers and those seeking a more traditional lodging experience. The park also features a range of amenities, including a swimming pool, clubhouse, and outdoor recreational areas, making it the perfect destination for a fun-filled getaway. Whether you're looking to unwind in nature or explore the nearby attractions of Kissimmee, Encore Tropical Palms has something for everyone.

The Springs Pools is a luxurious resort located at 14501 Grove Resort Avenue in Winter Garden, Florida. This stunning institution boasts a variety of pools, including a large swimming pool, a relaxing hot tub, and a fun-filled water park for guests of all ages to enjoy. The Springs Pools also offers beautifully landscaped grounds, comfortable lounge chairs, and poolside cabanas for the ultimate relaxation experience. Whether you're looking to unwind with a refreshing swim or have a splashing good time with the family, The Springs Pools is the perfect destination for your next getaway.

Star Island Water Sports is a premier lodging institution located in Winter Park, Florida, United States. With stunning views of the surrounding waterways, guests can enjoy a variety of water sports activities right at their doorstep. Whether it's jet skiing, paddle boarding, or kayaking, there is something for everyone to enjoy. The comfortable accommodations and friendly staff make Star Island Water Sports the perfect destination for a relaxing getaway or an adventure-filled vacation. Come experience the beauty and excitement of Florida's waterways at Star Island Water Sports.

Florida Vacation offers luxurious lodging in the heart of Orlando, Florida. Our institution is dedicated to providing guests with a comfortable and unforgettable stay in the Sunshine State. Whether you are visiting for a family vacation, a romantic getaway, or a business trip, our accommodations are perfect for all types of travelers. Located in a prime location, guests have easy access to all the attractions, shopping, and dining options that Orlando has to offer. Come experience the magic of Florida Vacation and create lasting memories in this beautiful destination.

Prose Cypress Pointe is a newly built real estate agency located at 3110 Gowan Drive in Winter Haven, Florida. This multifamily community offers spacious one- and two-bedroom apartment homes with modern stainless-steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring, and full-sized washers and dryers in every unit. Residents can enjoy a variety of amenities including a fitness center, co-working spaces, a pet park, and a resort-style pool. Come live your story at Prose Cypress Pointe and experience the ultimate in comfort and convenience.

Villa Lazy River - with Pool & Hot Tub in Bonita Springs The Villa Lazy River will immediately impress you upon arrival. Park in your long driveway or in your double garage. Step inside and be enchanted by the ambiance of this brightly furnished villa with a large pool. Enjoy your vacation with us, you deserve it.

Cruise Adventure Travel is a premier travel agency located at 344 West Fairbanks Avenue in Winter Park, Florida, United States. Specializing in unforgettable cruise vacations, our team of experienced travel experts is dedicated to creating personalized and enriching travel experiences for our clients. From exotic destinations to luxury cruise ships, we offer a wide range of options to suit every traveler's preferences and budget. Let Cruise Adventure Travel be your guide to the ultimate cruise adventure.

Welcome to the Spa and Fitness Center at The Westin Cape Coral, a serene oasis nestled within the vibrant resort community of The Westin Cape Coral Resort at Marina Village. Located at 5902 Silver King Boulevard, Cape Coral, Florida, our spa offers a luxurious escape designed to rejuvenate your body and soul. Esterra Spa & Salon Indulge in pure relaxation at the Esterra Spa & Salon, where breathtaking views of the Tarpon Point Marina and the Caloosahatchee River set the stage for a revitalizing experience. Our full-service spa features five treatment rooms, including a couples' room and a Vichy shower room. Enjoy a wide range of services, from tension-relieving massages and invigorating body scrubs to professional hair and nail care. Begin your journey with a personal greeting and a complimentary glass of champagne, wine, or fruit-infused water.

Country Gardens Apartments is a charming residential community located at 15122 West Colonial Drive in Winter Garden, Florida. Surrounded by lush greenery and beautiful landscaping, this peaceful retreat offers spacious and comfortable living spaces for residents to call home. With a variety of amenities including a swimming pool, fitness center, and picnic area, residents can relax and unwind in the tranquil setting of Country Gardens Apartments. Conveniently located near shopping, dining, and entertainment options, this community provides the perfect balance of convenience and serenity. Experience the best of Florida living at Country Gardens Apartments.

Howell Branch Cove Apartments is a charming residential community located at 7800 Spirit Lane in Winter Park, Florida. Nestled in a peaceful and picturesque neighborhood, our apartments offer a tranquil retreat from the hustle and bustle of city life. With spacious floor plans, modern amenities, and beautiful landscaping, Howell Branch Cove Apartments provides a comfortable and convenient living experience for residents. Whether you're lounging by the pool, working out in the fitness center, or enjoying a stroll around the grounds, you'll find plenty of opportunities to relax and unwind. Come home to Howell Branch Cove Apartments and experience the perfect blend of comfort and convenience in a prime location in Winter Park, Florida.

Windermere Cay Apartments is a premier real estate agency located at 8200 Jayme Drive in Winter Garden, Florida. Our luxurious apartments offer a resort-style living experience with top-notch amenities and beautifully designed interiors. Situated in a prime location, residents can enjoy easy access to shopping, dining, entertainment, and outdoor activities. Our professional staff is dedicated to providing exceptional customer service and ensuring that our residents feel right at home. Experience the ultimate in apartment living at Windermere Cay Apartments.

Sorrento Apartments is a luxurious residential complex located at 2400 Howell Branch Road in Winter Park, Florida, United States. This upscale apartment community offers modern amenities, spacious floor plans, and a convenient location near shopping, dining, and entertainment options. Residents can enjoy resort-style living with a sparkling swimming pool, fitness center, and beautifully landscaped grounds. With easy access to major highways and public transportation, Sorrento Apartments is the perfect place to call home in the vibrant city of Winter Park.

Madeira Beach is a charming lodging institution located at 13000 Gulf Lane in Madeira Beach, Florida, United States. This beachfront property offers guests a relaxing and picturesque retreat with stunning views of the Gulf of Mexico. The institution features comfortable accommodations, excellent amenities, and easy access to the beach for a truly unforgettable vacation experience. Whether you're looking to unwind on the sandy shores, explore the local attractions, or simply enjoy the laid-back atmosphere, Madeira Beach is the perfect destination for your next getaway.

Tropical Escape Vacation Homes is a premier real estate and travel agency located at 8320 Championsgate Boulevard in Davenport, Florida, United States. Our luxurious Orlando vacation rentals are conveniently located near the Walt Disney World Resort and other popular theme parks in the area. Experience the best of Orlando's attractions, dining, and shopping while staying in one of our beautiful homes. Whether you're planning a family retreat, romantic honeymoon, golfer's getaway, or winter escape, we have the perfect vacation rental for you. Our goal is to provide each guest with an unforgettable experience in the heart of Florida.

Sunnyland Vacation Homes is a premier real estate and travel agency located at 14729 Bahama Swallow Boulevard in Winter Garden, Florida. We specialize in providing luxurious vacation homes for rent in the sunny state of Florida. Our properties are meticulously maintained and fully equipped to ensure a comfortable and unforgettable stay for our guests. Whether you are looking for a cozy beachfront cottage or a spacious villa near the theme parks, we have the perfect accommodation for your next vacation. Let Sunnyland Vacation Homes be your home away from home in the Sunshine State.

Goldenrod Pointe Apartments is a premier residential community located at 5560 Solidago Drive in Winter Park, Florida. Our luxurious apartments offer a range of spacious floor plans with modern amenities and stunning views of the surrounding area. Residents can enjoy resort-style living with access to a sparkling swimming pool, fitness center, and beautifully landscaped grounds. Conveniently located near shopping, dining, and entertainment options, Goldenrod Pointe Apartments is the perfect place to call home in the heart of Winter Park.

Located in Winter Park, Florida, Seabrook offers resort-style living near Orlando. With a range of community amenities including a swimming pool, car wash, and 24-hour fitness center, residents can enjoy a luxurious lifestyle. The apartments feature open-concept layouts, private patios or balconies, and modern technology integration. Explore the charming boutiques and excellent restaurants in the area, or relax by the stunning ponds on the property. With convenient access to Central Florida, Seabrook is the perfect place to call home. Experience the beauty of Winter Park's Chain of Lakes and immerse yourself in the cultural richness of the area. Enjoy keyless entry, fast internet service, and convenient programs to enhance your apartment living experience. Welcome to Seabrook, where modern amenities and natural beauty come together to create a truly special living environment.

Welcome to The Sea Turtle Hollywood Beach Hotels located at 315 Roosevelt Street in Hollywood, Florida, United States. Our complex of 23 individual hotels is just steps away from the beautiful oceanfront beach and boardwalk, offering a relaxing atmosphere for your stay. Whether you're looking to relax on the beach, explore nearby attractions like Broward Center for the Performing Arts and Seminole Hard Rock Hotel & Casino, or enjoy the vibrant nightlife at Hollywood Beach Boardwalk restaurants and bars, we have everything you need for a perfect vacation. Our range of accommodations includes studios and spacious one-bedroom apartments, all beautifully renovated with new appliances and furniture. Enjoy our hotel amenities such as free high-speed wireless internet, on-site parking, barbecue grills, guest laundry, business center, and concierge services. Take a dip in one of our five year-round heated outdoor pools or relax under the tropical tiki huts scattered around the property.

Landing Apartments is a luxurious residential complex located at 102 Landings Way in Winter Haven, Florida. Our community offers spacious and modern apartments with top-of-the-line amenities, including a sparkling swimming pool, fitness center, and beautifully landscaped grounds. The convenient location provides easy access to shopping, dining, and entertainment options, making it the perfect place to call home. Experience the ultimate in comfort and convenience at Landing Apartments.