The 30 Best Luxury beach vacation rentals in Winter Park, Florida

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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.

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.

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.

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.

Global Vacation Rentals is a premier real estate and travel agency located at 12601 Avalon Road in Winter Garden, Florida, United States. Offering over 230 Orlando vacation rentals, our properties are meticulously inspected and accurately listed to ensure a comfortable and luxurious experience for our guests. From resort-style pools and lazy rivers to interactive water parks and beautiful clubhouses, our vacation homes cater to all ages and preferences. Conveniently located just minutes from Disney and other major attractions, our properties offer a hassle-free vacation experience with no hidden costs. Our responsive customer service team is always available to assist with any last-minute changes or special requests, making your stay as smooth as possible.

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.

Margarita Vacation Homes LLC is a premier real estate and travel agency located at 704 East Colonial Drive in Orlando, Florida. We specialize in providing luxurious vacation homes for rent in the Orlando area, perfect for families and groups looking for a comfortable and convenient accommodation during their stay. Our team of experienced professionals is dedicated to helping you find the perfect home away from home for your next vacation. Whether you are visiting Orlando for its world-class theme parks or simply to relax and unwind, Margarita Vacation Homes LLC has the perfect property for you. Contact us today to start planning your dream vacation in sunny Florida!

7 Heaven Vacation offers a wide range of vacation rentals in Orlando, located at 1050 Plaza Drive in Kissimmee, Florida. As a real estate and travel agency, we provide top-notch accommodations for visitors looking to experience the magic of Orlando. Our properties are conveniently located near popular attractions such as Disney World, Universal Studios, and SeaWorld. Whether you're looking for a cozy condo or a spacious villa, we have the perfect vacation rental for you. Enjoy your stay in Orlando with 7 Heaven Vacation!

NOVA Vacation Rentals is a travel agency located at 440 Capri Isles Court, Punta Gorda, Florida, United States. All of our villas are situated on the canal, each with their own private pool, and are located in beautiful neighborhoods in Punta Gorda, Southwest Florida. With peaceful beach towns, exhilarating theme parks, breathtaking nature, and wonderful water activities, Florida is a vacation hotspot that you should not miss out on. Our host Grace has spared no expense to ensure that your stay is one you will cherish forever. Our waterfront rentals offer stunning views, direct water access, heated swimming pools, and plenty of amenities, making them the perfect place to create lasting memories. Whether you are looking for a family-friendly getaway or a relaxing retreat with your loved ones, our Punta Gorda villas reflect luxury, elegance, comfort, and convenience. You deserve to treat yourself, so why not stay in one of our exquisite waterfront rentals?

Sand Castle Vacation Rentals, located at 20000 Gulf Boulevard in Indian Shores, Florida, is a premier real estate and travel agency specializing in beachfront condominium rentals. The Sand Castle I, II, and III buildings offer some of the most sought-after vacation accommodations in the area, with two and three bedroom units equipped with all the comforts of home. Guests can enjoy direct access to the white sands of the beach, as well as amenities such as heated pools, spas, BBQ areas, and assigned parking. With a variety of floor plans to choose from, there is something for everyone at the Sand Castle complexes. AAA approved and with a Plumlee Vacation Rentals office on site, guests can expect top-notch service during their stay. Whether you're looking to relax on the beach or explore nearby attractions like Clearwater Beach and St. Pete Beach, Sand Castle Vacation Rentals has everything you need for a perfect Florida vacation. Please note that the Sand Castle I building will be closed for construction and maintenance between August 15, 2024, and January 31, 2025.

Palm Beach County Vacation Rentals By Owner is a premier real estate and travel agency located in Las Palmas Park, Boynton Beach, Florida, United States. We specialize in providing vacation rentals for visitors looking to experience the beauty and luxury of Palm Beach County. Our team of professionals are dedicated to helping you find the perfect rental property for your vacation, whether you're looking for a beachfront condo or a spacious villa. With our personalized service and attention to detail, we strive to make your vacation experience unforgettable. Contact us today to start planning your dream vacation in Palm Beach County!

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Welcome to Budget Car Rental at Pensacola International Airport! Conveniently located at 2430 Airport Boulevard, Pensacola, Florida 32504, we offer a wide range of vehicles to suit your travel needs. Whether you're in town for a relaxing beach getaway or a vibrant city adventure, our budget-friendly car rentals provide the flexibility and comfort you need to explore all that Pensacola has to offer. Special Offer: Enjoy one day free of daily time and mileage charges on rentals of intermediate (Group C) to full-size four-door (Group E) cars when you book for a minimum of three days. Please note that taxes, concession recovery fees, customer facility charges, and fuel charges are additional. This offer is not valid for one-way rentals and cannot be combined with other promotions. Valid through 12/31/23 at Budget locations in the contiguous U.S., excluding the New York Metro area. Advance reservation required.

Welcome to Lazy J Mobile Home & RV Park, your serene getaway nestled in the heart of Fort Myers, Florida. Located at 1263 Golden Lake Road, our park offers a peaceful retreat surrounded by the natural beauty of the Sunshine State. Whether you're passing through or planning an extended stay, Lazy J provides a welcoming atmosphere for both mobile home residents and RV travelers. Our park is equipped with all the amenities you need for a comfortable and enjoyable stay. Relax under the swaying palm trees, enjoy the Florida sunshine, and take advantage of our well-maintained facilities. We offer spacious sites with full hookups, ensuring convenience and ease for all our guests.

Splash RV Resort & Waterpark is a luxurious campground and park located at 8500 Welcome Church Road in Milton, Florida. Just off I-10 and only 23 minutes from Navarre Beach, Splash offers year-round family fun for locals, travelers passing through, and snowbirds looking to escape the colder months. With a mix of top-tier resort amenities and exciting vacation activities, Splash is the perfect destination for all types of guests. Enjoy live music, holiday celebrations, and themed weekends throughout the year. Plus, take advantage of the fastest-growing campground sport for free!

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.

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.

601 The Reserve at Summer Bay Orlando by Exploria Resorts is a luxurious lodging option located in Clermont, Florida. Situated at 17950 Tennis Court Loop, this institution offers top-notch accommodations and amenities for guests looking to experience the beauty and excitement of Orlando. With spacious rooms, beautiful views, and convenient access to nearby attractions, 601 The Reserve at Summer Bay Orlando is the perfect choice for a relaxing and enjoyable stay in the Sunshine State. Whether you're visiting for business or pleasure, this resort has everything you need for a memorable and comfortable stay.

Barbados Golf View Villa is a spacious and relaxing lodging located at 3046 Barbados Lane in Haines City, Florida. This family-friendly retreat is perfect for those looking to escape the hustle and bustle of everyday life and enjoy some quality time together. The villa features 4 bedrooms and 3 bathrooms, as well as a private pool and game room for added entertainment. Golf enthusiasts will love the proximity to Southern Dunes Golf & Country Club, as well as other nearby golf courses. For those looking for theme park fun, Walt Disney World and Universal Studios are just a short drive away. Other nearby attractions include ICON Park, SeaWorld Orlando, and downtown Orlando.

Destin Condo is a luxurious lodging option located at 775 Gulf Shore Drive in Shalimar, Florida. This institution offers guests a comfortable and convenient stay in the beautiful beach town of Destin. With stunning views of the Gulf of Mexico, top-notch amenities, and a prime location near popular attractions, Destin Condo is the perfect choice for travelers looking for a relaxing getaway. Whether you're looking to soak up the sun on the beach, explore the local shops and restaurants, or simply unwind in a cozy and stylish accommodation, Destin Condo has everything you need for a memorable stay in Florida.

Flutur Vacation Properties - Tuscana is a luxurious resort located at 1371 Tuscan Terrace in Davenport, Florida. This privately owned condo is professionally managed by Central Florida Holiday Homes and was completely renovated with all new furnishings in 2022. The gated resort features a zero entry pool, hot tub, and kiddie splash area, all heated during the winter months. Surrounded by lush landscaping and palm trees, the resort backs onto a beautiful conservation area and is close to world-class golf courses. Just minutes away from Disney Parks and conveniently located near shopping plazas and restaurants, Tuscana Resort offers a peaceful and relaxing atmosphere for families and business travelers alike. With amenities such as a fitness center, playground, and free parking and WiFi, guests can enjoy a comfortable stay with no additional resort fees. Whether you're looking to explore the Orlando area or relax by the pool, Tuscana Resort has everything you need for an amazing experience.

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.

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.

All About Travel is a premier travel agency located at 2431 Aloma Avenue in Winter Park, Florida, United States. With a team of experienced travel professionals, we specialize in creating custom travel experiences for our clients. From booking flights and accommodations to arranging tours and activities, we handle every aspect of your trip with care and attention to detail. Whether you're planning a romantic getaway, a family vacation, or a solo adventure, All About Travel is here to make your travel dreams a reality. Contact us today to start planning your next unforgettable journey.

Orbtickets is a premier travel agency located at 3625 Florida 419 in Winter Springs, Florida, United States. Our dedicated team of travel experts is committed to providing exceptional service and personalized assistance to help you plan your dream vacation. Whether you're looking to book a flight, hotel, car rental, or vacation package, Orbtickets is your one-stop shop for all your travel needs. Let us help you create unforgettable memories and hassle-free travel experiences. Contact us today to start planning your next adventure!

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.

Welcome to Weeki Wachee Outdoor Center, LLC, your ultimate destination for outdoor fun and relaxation in Spring Hill, Florida! Located at 7404 Shoal Line Boulevard, our store is your go-to spot for all things outdoor adventure in the beautiful Weeki Wachee area. Missed out on Weeki Wachee State Park reservations? Don't worry! We offer a variety of rentals including tubes, stand-up paddleboards (SUPs), and bikes available by appointment and on a first-come, first-served basis for walk-ins. Please note that sometimes we may be out delivering equipment to local vacation rental homes, so it's best to schedule an appointment.

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.