The 30 Best Florida vacations in Winter Park, Florida

Seasonal Rentals is a premier real estate agency located at 2122 Parrot's Landing in Avon Park, Florida. Specializing in short-term rental properties, we offer a wide selection of vacation homes, condos, and villas for those looking to escape to the Sunshine State for a few weeks or months. Our experienced team of agents are dedicated to helping clients find the perfect seasonal rental that meets their needs and budget. Whether you're looking for a beachfront property, a golf course villa, or a cozy cabin in the woods, Seasonal Rentals has something for everyone. Contact us today to start planning your next seasonal getaway in beautiful Florida.

Sebring Resort is a charming retreat nestled in the heart of Sebring, Florida, United States. Offering a tranquil and picturesque setting, the resort is the perfect destination for those seeking relaxation and rejuvenation. With comfortable accommodations, a range of amenities, and beautiful surroundings, Sebring Resort provides guests with a memorable and enjoyable stay. Whether you're looking to unwind by the pool, explore the local area, or simply take in the stunning views, Sebring Resort offers something for everyone. Come experience the beauty and serenity of Sebring Resort for yourself.

Cranes Landing is a reputable real estate agency located at 3440 North Goldenrod Road in Winter Park, Florida, United States. With a team of experienced and dedicated agents, Cranes Landing offers a wide range of services to help clients buy, sell, or rent properties in the area. Whether you are looking for a new home, investment property, or vacation rental, Cranes Landing is committed to providing top-notch service and guidance every step of the way. Contact them today to start your real estate journey with confidence and peace of mind.

The Landings At Parkstone is a premier residential community located in Winter Springs, Florida. Situated in the picturesque Caneel Bay Terrace, this institution offers residents a luxurious and modern living experience. With beautifully landscaped grounds, a variety of amenities, and convenient access to shopping, dining, and entertainment options, The Landings At Parkstone is the perfect place to call home. Whether you're looking for a peaceful retreat or a vibrant community atmosphere, this institution has something for everyone. Come discover the beauty and convenience of living at The Landings At Parkstone.

Tuscany Villas is a premier property management institution located at 3656 North Goldenrod Road, Winter Park, Florida, United States. Atrium Management Company, the parent company of Tuscany Villas, specializes in providing top-notch property management solutions for single-family and multifamily properties in Central Florida and Richmond, VA. The team at Tuscany Villas is dedicated to creating meaningful relationships and investing in people through real estate, helping property owners create wealth, save time, and grow successfully. They offer services such as free rental analysis, expert market analysis, tenant screening, timely rent payments, property inspections, financial reporting tools, eviction assistance, and more. With a focus on excellent service and care for tenants, Tuscany Villas aims to make property management stress-free and successful for property owners. Get started with a free rental analysis today to see how Tuscany Villas can help you maximize your investment property.

Hidden Pond is a serene and picturesque institution located at 1701 Lee Road in Winter Park, Florida. This tranquil setting offers a peaceful retreat from the hustle and bustle of everyday life, surrounded by lush greenery and the calming sounds of nature. With a focus on wellness and relaxation, Hidden Pond provides a range of services and activities designed to promote physical and mental well-being. Whether you're looking to unwind with a massage, take a yoga class, or simply enjoy a quiet moment of reflection by the pond, Hidden Pond is the perfect place to escape and rejuvenate.

The Summit #1218 is a real estate and travel agency located at 8743 Thomas Drive in Panama City Beach, Florida, United States. Escape to paradise and relax on the sugar-white beaches of the Gulf of Mexico with their oceanfront condo rental. The twelfth-floor unit boasts panoramic views of the emerald blue waters and famous amber sunsets, with a private balcony perfect for dolphin-watching. Recently updated and redecorated with new furniture, flooring, paint, and decor, the unit also includes a small desk for working remotely while enjoying a beachside vacation. Experience ultimate relaxation with complimentary beach chair service available seasonally from March through October. Beach attendants will set up and take down two padded loungers and a large umbrella, leaving guests to simply come and relax. The condo features a living area with Gulf views and a queen sleeper sofa, a fully equipped kitchen, a washer/dryer, a bedroom with a king bed, bunk beds in the hallway, and free wifi with Roku. The unit sleeps 6.

Charles Rutenberg Realty is a leading real estate agency located at 631 South Orlando Avenue in Winter Park, Florida, United States. With a team of experienced and knowledgeable real estate professionals, they are dedicated to helping clients buy, sell, and rent properties in the area. Whether you are looking for a new home, investment property, or rental, Charles Rutenberg Realty is committed to providing exceptional service and guidance throughout the entire real estate process. Contact them today to see how they can help you achieve your real estate goals.

Gallery 54 Realty is a finance and real estate agency located at 227 North Joanna Avenue in Tavares, Florida. Our institution serves a variety of vibrant communities in Central Florida, including Mount Dora, Seaplane City, Eustis, Howey Mansion, Orlando, Winter Park, Leesburg, and more. Each of these areas offers unique attractions and amenities, from quaint small-town charm to bustling city life. Our team of real estate advisors is dedicated to helping clients find their perfect home in these diverse communities. Whether you're looking for a retirement retreat, a lakefront property, a modern construction, or a historic mansion, we have the expertise to guide you through the process. With homes ranging in price from $95,000 to over a million, we can help you find a property that fits your budget and lifestyle.

Pointon Realty is a finance and real estate agency located at 751 South Main Street, Winter Garden, Florida, United States. Our commitment to you goes beyond providing personalized attention and service. Learn why hundreds of families and investors have chosen us for the purchase or sale of their property. Hear fantastic stories of people who have come to the US with their families or to invest, facing challenges, surprises, and adaptation. Our numbers are official data from the Orlando Regional REALTORS® Association - ORRA. Watch the video for a market analysis from the Broker of Pointon Realty. Whether you're looking for Vacation Homes, Residential Housing, or Land to Build, we have access to the entire real estate market to offer you the best options. Find your dream home with us, no matter the price or size, what matters is calling it home. Access the best residential condominiums for annual rental investment. Earn income in dollars with a vacation home in one of Orlando's Resorts, the city that thrives on tourism all year round. We are the first Brazilian real estate agency in Orlando to be a member of the REALTORS® Land Institute. We offer high-quality professional services to sell your property quickly and safely. Get to know the most impressive and modern Vacation Home Resort in Orlando at the moment. One of the residential condominiums closest to the Disney™ parks and commercial area. Andrea, our leader, has earned her place as an immigrant entrepreneur and leads one of the most recognized real estate agencies in Orlando. She receives numerous awards and continuously strives to improve professionally, serving entrepreneurs, investors, and families who trust in her professionalism and success for these important decisions. Leave a testimonial and help others get to know us better. Your actions are your differential. You don't sell just to sell - you are transparent and protect your client. The assistance you offer after the sale establishes a bond of friendship between you and the client. This is the best endorsement a professional can have. Join us in achieving success in the hottest market in the US. Your American Dream starts here! Follow our social media to stay informed. Winter Garden is a small, charming city planned by Disney™ and exudes quality of life. Lake Nona is synonymous with modernity, innovation, and well-being. Discover the number one city in Florida to raise a family.

Nikki Ansons, Disney area REALTOR® is a top-rated real estate agency located at 400 South Park Avenue, Winter Park, Florida, United States. With a reputation for exceptional service, Nikki Ansons goes above and beyond for her clients, ensuring a smooth and stress-free experience when buying or selling a home. Clients have praised Nikki for her excellent communication skills, in-depth knowledge of the property market, and ability to provide timely and thorough answers to any questions. With a wide network of associates, Nikki can connect clients with all the additional services they may need, making the selling process seamless and efficient.

Home Away Orlando is a reputable real estate agency located at 400 West Fairbanks Avenue in Winter Park, Florida. Our team of experienced agents are dedicated to helping clients find their perfect home away from home in the Orlando area. Whether you are looking for a vacation rental, investment property, or permanent residence, we are here to assist you every step of the way. With a wide range of listings to choose from and a commitment to exceptional customer service, Home Away Orlando is the go-to agency for all your real estate needs in the Sunshine State. Contact us today to start your property search and make your dream of owning a piece of Orlando a reality.

Claudia Centesimo, LionHeart Brokers is a top-notch real estate agency located at 941 West Morse Boulevard in Winter Park, Florida, United States. With a focus on bringing your real estate goals to fruition, Claudia Centesimo, the lead real estate agent, has a wealth of experience and a passion for helping clients navigate the buying and selling process. Growing up in Illinois and Indiana, Claudia learned the values of hard work, family, and community. With a background in sports and a strong work ethic, she graduated with top honors from West Virginia University before embarking on a successful career at Disney. Her dedication to guest service and commitment to excellence are evident in her work as a real estate agent.

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.

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.

VacationKey is a premier real estate and travel agency located at 2905 Point East Drive in Aventura, Florida, United States. We specialize in providing luxurious vacation rental properties for travelers looking for the perfect getaway. Our team of experts is dedicated to helping clients find the ideal vacation rental that suits their needs and preferences. Whether you are looking for a beachfront villa, a cozy cabin in the mountains, or a chic city apartment, VacationKey has the perfect property for you. With our extensive network of properties and exceptional customer service, we strive to make your vacation experience unforgettable. Contact us today to start planning your dream vacation!

Roundtable Productions, LLC is an innovative amusement park located at 50 Brayton Road in Winter Garden, Florida. As a premier entertainment destination, Roundtable Productions offers a wide range of thrilling rides, exciting attractions, and engaging shows for visitors of all ages. With a commitment to providing top-quality entertainment and unforgettable experiences, Roundtable Productions, LLC is the perfect place for families and friends to create lasting memories together. Visit us today and discover the magic of our one-of-a-kind amusement park!

Nicole Van Treese, Sundial Real Estate is a top real estate agency located at 5401 South Kirkman Road in Orlando, Florida, United States. Specializing in properties in Orlando, Windermere, Apopka, Winter Park, Mount Dora, and beyond, our team is dedicated to helping clients achieve their real estate goals with professionalism and care. Whether you are a first-time homebuyer, a luxury buyer, or a veteran looking to buy or sell a property, we have the expertise to assist you every step of the way. Our team prides itself on providing personalized guidance tailored to your lifestyle and objectives, ensuring that you feel valued and supported throughout the process.

Olde Town Brokers is a reputable real estate agency located at 206 South Park Avenue in Winter Park, Florida. With a team of experienced agents, Olde Town Brokers is dedicated to helping clients find their dream homes or investment properties in the bustling real estate market of Central Florida. Whether you are buying, selling, or renting, Olde Town Brokers offers personalized service and expert advice to guide you through the process. Trust Olde Town Brokers to make your real estate experience seamless and successful.

Preferred Guest Resorts is a premier institution located at 501 Wymore Road in Winter Park, Florida, United States. As a lodging, real estate, and travel agency, we offer top-notch accommodations and vacation experiences for our valued guests. Our team of professionals is dedicated to providing exceptional service and personalized recommendations to ensure each guest has a memorable and enjoyable stay. Whether you are looking for a luxurious getaway, a cozy retreat, or a prime real estate investment, Preferred Guest Resorts has you covered. Visit us today and let us help you create unforgettable memories.

Orlando Fun Villas is a charming vacation rental institution located at 7070 Spring Park Drive in Winter Garden, Florida, United States. Offering a variety of spacious and beautifully decorated villas, guests can enjoy a comfortable and luxurious stay while exploring all that Orlando has to offer. With convenient access to major attractions such as Walt Disney World, Universal Studios, and SeaWorld, Orlando Fun Villas is the perfect home base for a fun-filled vacation. Whether you're seeking relaxation by the pool or excitement at the theme parks, this institution has everything you need for an unforgettable getaway.

Katie Bean Travels is a premier travel agency located at 1501 West Fairbanks Avenue in Winter Park, Florida. Our team of experienced travel experts is dedicated to creating unforgettable travel experiences for our clients. Whether you're looking for a relaxing beach getaway, a thrilling adventure in the mountains, or a cultural exploration in a new city, we can help you plan the perfect trip. From booking flights and accommodations to arranging tours and excursions, Katie Bean Travels is here to make your travel dreams a reality. Contact us today to start planning your next adventure!

Daniel Wilson - Top Orlando Living - RE/MAX is a premier real estate agency located at 1155 Louisiana Avenue in Winter Park, Florida. Our team of professional and experienced RE/MAX agents specialize in meeting the needs of home buyers and sellers in the Central Florida area. Whether you are a first-time buyer, local resident, relocator, or homeowner looking to sell or upgrade, we offer personalized service to ensure a smooth and enjoyable real estate transaction. We specialize in Downtown Orlando and surrounding areas such as College Park, Thornton Park, Winter Park, Maitland, Lake Nona, Oviedo, Winter Springs, Longwood, Lake Mary, Apopka, Altamonte Springs, Waterford Lakes, Kissimmee, Doctor Phillips, Winter Garden, Horizon West, and Windermere. Trust Top Orlando Living at RE/MAX 200 Realty for all your real estate needs.

Book The Gulf is a premier travel agency located in Panama City Beach, Florida. Situated at 6504 Thomas Drive, this institution specializes in helping travelers plan unforgettable vacations along the beautiful Gulf Coast. Whether you're looking for a relaxing beach getaway, a thrilling adventure, or a romantic escape, the experienced team at Book The Gulf is dedicated to creating personalized itineraries tailored to your preferences and budget. With a wide range of accommodation options, activities, and excursions to choose from, let Book The Gulf turn your travel dreams into reality. Contact them today to start planning your next Gulf Coast adventure.

Bay Camp is a premier real estate and travel agency located at 600 Bay Camp Lane in the beautiful coastal town of Port St. Joe, Florida. Our experienced team specializes in helping clients find their dream vacation rentals, investment properties, and forever homes in this stunning beachside community. Whether you're looking for a relaxing getaway or a lucrative real estate opportunity, Bay Camp is here to guide you every step of the way. Contact us today to start your journey towards owning a piece of paradise in Port St. Joe.

Scout & Bimble: Custom Travel is a travel agency located at 855 Oakland Park Boulevard, Winter Garden, Florida, United States. They specialize in curating personalized, hassle-free travel experiences with insider access and smooth logistics. With Scout & Bimble, all travel details are taken care of in advance, allowing you to connect to destinations and each other in meaningful ways. Unlike the overwhelming amount of online travel information available, Scout & Bimble offers ongoing personalized support and leverages global buying power to provide added value for your money. They also provide a complimentary digital magazine, Virtuoso, which features stunning photography and engaging writing about the world's best destinations and luxury travel experiences.

Global Resort Options is a premier travel agency located in the heart of Orlando, Florida. Our team of experienced travel experts is dedicated to providing top-notch service and helping you plan the vacation of your dreams. Whether you're looking for a relaxing beach getaway, an adventurous ski trip, or a fun-filled family vacation, we have the resources and expertise to make it happen. Contact us today to start planning your next unforgettable vacation!

Go Travel is a renowned travel agency located in Winter Park, Florida. With a prime location at 941 West Morse Boulevard, this institution is dedicated to providing exceptional travel services to its clients. From booking flights and accommodations to planning itineraries and excursions, Go Travel offers a wide range of services to ensure a memorable and stress-free travel experience. Whether you are looking to explore exotic destinations or simply need assistance with your travel arrangements, the knowledgeable and friendly staff at Go Travel is ready to assist you every step of the way. Contact them today to start planning your next adventure!

Lenore Leisure Travel is a premier travel agency located at 16413 Nelson Park Drive in Clermont, Florida, United States. With a team of experienced travel experts, we specialize in creating personalized vacation packages for our clients. Whether you're looking for a relaxing beach getaway, an adventurous hiking trip, or a romantic European escape, we can help you plan the perfect itinerary. From booking flights and accommodations to arranging excursions and activities, Lenore Leisure Travel takes care of all the details so you can relax and enjoy your vacation. Contact us today to start planning your dream getaway!

Wind Chase Farm, LLC is a premier travel agency located in Summerfield, Florida. Situated at 17150 South Highway 475, this institution offers a wide range of travel services and packages to cater to all your vacation needs. Whether you're looking for a relaxing beach getaway, an adventurous mountain expedition, or a cultural exploration of a new city, Wind Chase Farm, LLC has you covered. With expert travel agents and personalized itineraries, you can trust that your next vacation will be unforgettable. Contact Wind Chase Farm, LLC today to start planning your dream trip.