TOP 20 Best Beach vacation condo rentals in Winter Park, Florida

Welcome to Sunny Rentals, your premier destination for unforgettable vacation experiences in the heart of Sarasota, Florida. Conveniently located at 57 South Boulevard of the Presidents, our business is dedicated to providing you with top-quality rental services that cater to all your leisure needs. Nestled in the vibrant community of Sarasota, just steps away from pristine beaches and a lively cultural scene, Sunny Rentals offers a diverse selection of accommodations and recreational equipment to enhance your stay. Whether you're seeking a cozy beachside cottage, a luxurious waterfront condo, or the perfect gear for outdoor adventures, our friendly and knowledgeable team is here to ensure a seamless and enjoyable experience. Explore the beauty of Sarasota with Sunny Rentals and discover why we are the preferred choice for travelers seeking comfort, convenience, and exceptional service. Visit us today and let us help you create memories that will last a lifetime.

Located in Destin, Florida, the Destin Beach Club - Vacation Rentals offers a beachfront getaway with just 47 units spread over 3 stories. With stunning views of the Gulf of Mexico, each condo features a patio or private deck for guests to enjoy. The property provides a peaceful atmosphere away from the crowds, allowing guests to relax on the sugar white sand beaches. Additionally, guests can take advantage of the included beach chairs and umbrella from March 1 to October 31. The convenient location allows for easy access to nearby attractions such as The Track Amusement Park, Big Kahuna Water Park, Destin Commons, and the Destin Airport. Golf enthusiasts and fishing enthusiasts will also appreciate the world-class courses and fishing opportunities in the area. The friendly staff at Destin Beach Club is available daily to assist guests with any needs. Managed by Destin Realty, Beach Vacation Rentals and Sales, this institution is the perfect choice for a memorable vacation in Destin.

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.

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.

SeaStay Vacation Rentals, located at 101 Reid Avenue in Port St. Joe, Florida, is a real estate and travel agency specializing in over 230 vacation rentals along the beautiful Forgotten Coast. With a focus on finding the perfect coastal home for your getaway, SeaStay offers a variety of options for families and pets alike. The area boasts stunning white-sand beaches, local businesses, and natural beauty that make it a truly unique vacation destination. Guests have praised SeaStay Vacation Rentals for their clean and comfortable accommodations, convenient locations, and well-stocked kitchens. Whether you're looking to relax on the beach, fish in the Gulf, or explore the nearby attractions, SeaStay has something for everyone. With positive reviews and plans to return, SeaStay Vacation Rentals is the perfect choice for your next vacation on the Forgotten Coast.

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.

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!

Palm Beach Escapes Vacation Rentals is a premier real estate and travel agency located in the heart of West Palm Beach, Florida. Our agency specializes in providing luxurious vacation rental properties for those looking to escape to paradise. With a wide selection of properties to choose from, our dedicated team is committed to helping you find the perfect vacation rental for your getaway. Whether you're looking for a beachfront villa or a cozy cottage, we have something for everyone. Contact us today to start planning your dream vacation in beautiful Palm Beach!

The Summit Beach Resort Condominium is a lodging and real estate agency located at 8743 Thomas Drive in Panama City Beach, Florida, United States. We are currently offering winter rates during the months of November, December, January, and February. Panama City Beach is a hidden gem for private getaways, family vacations, or group tours, with a wide range of indoor and outdoor activities to choose from. From golfing and water parks to museums and beaches, there is something for everyone. For those seeking adventure, we offer parasailing, sport fishing, jet skiing, diving, and windsurfing. After a fun day at the beach, enjoy dining at one of our many local restaurants, known for their delicious seafood and diverse menus. Whether you are looking for relaxation or excitement, Panama City Beach has something for everyone to enjoy during their stay.

Sunny Apartments offers comfortable and stylish vacation rentals in the heart of North Port, Florida. Located at 412 Torrego Street, our apartments are the perfect choice for travelers looking for a relaxing and enjoyable stay. Our accommodations are fully equipped with modern amenities and are just a short distance away from popular attractions, restaurants, and shopping areas. Whether you are visiting for a weekend getaway or an extended vacation, Sunny Apartments provides a cozy and convenient home away from home. Book your stay with us today and experience the best of Florida hospitality.

Moondrifter Condo Rentals is a real estate and travel agency located at 8815 Thomas Drive in Panama City Beach, Florida. We are currently offering special winter rates during the months of November, December, January, and February. Panama City Beach is a hidden gem of a vacation destination, perfect for private getaways, family vacations, or group tours. With a wide range of indoor and outdoor activities to choose from, there is something for everyone to enjoy. Whether you prefer golf, zoos, waterparks, amusement parks, museums, or simply relaxing on the beach, Panama City Beach has it all. For those seeking adventure, Panama City Beach offers activities such as parasailing, sport fishing, jet skiing, diving, snorkeling, and windsurfing. After a fun-filled day, you can indulge in the local dining scene, with Panama City Beach being known as the "Seafood Capital of the World." With a variety of restaurants to choose from, ranging from casual eateries to award-winning establishments, your dining experience is sure to be memorable and satisfying. Come stay with us at Moondrifter Condo Rentals and experience all that Panama City Beach has to offer.

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!

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.

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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!

Teeming Vacation Rentals is a real estate and travel agency located at 230 South New York Avenue in Winter Park, Florida, United States. Specializing in Florida Gulf Coast vacation rentals, they offer 947 homes that are dog-friendly, allowing you to bring your furry friend along for the trip. With 5480 rentals offering internet access, you can stay connected during your getaway. The professional housekeeping team ensures that each home is thoroughly cleaned and stocked with amenities for your arrival, so you can simply settle in and relax. Whether you're looking for a beachfront retreat or a cozy cottage, Teeming Vacation Rentals has the perfect option for every getaway on the Florida Gulf Coast.

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.

Ready for Vacation Rentals! - Sol y Mar II by LetsGoPDC.com is a real estate and travel agency located at 154 Anchorage Street in Fort Myers Beach, Florida, United States. Book here to save up to 14% on popular vacation rental platforms like VRBO, Airbnb, and Booking.com! Fort Myers Beach boasts jade green water and white powder sand, with Lover's Key State Park being rated America's BEST Beach. The property is a family venture, with renovations and rebuilds being a collaborative effort between the Grand dad, Father, Sons, and Grand Kiddos. In addition to Fort Myers Beach, LetsGoPDC.com also offers vacation rentals in Bahias de Huatulco, Oaxaca, Mexico, which was the 3rd place in the world to receive the Green Globe Award. This hidden gem features stunning scenery from the Sierra Madre mountains to over 30 different beaches.

Florida On Vacation is a premier real estate and travel agency located at Tuscany Way in Davenport, Florida, United States. Specializing in vacation rentals and property management, our experienced team is dedicated to helping clients find the perfect accommodation for their Florida getaway. Whether you're looking for a cozy beachfront condo or a luxurious villa with a private pool, we have a wide range of options to suit every budget and preference. Let us help you plan your dream vacation in the Sunshine State!

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.

Welcome to Coit Group Fine Homes, a premier real estate agency located in the heart of Tarpon Springs, Florida. Situated at 229 East Lemon Street, our agency proudly serves the vibrant communities of Trinity, Tarpon Springs, Land O Lakes, and Odessa. As a native of Clearwater, Florida, I bring a deep understanding and intricate knowledge of the Tampa Bay area to each client interaction, ensuring you receive the highest level of personalized service for all your real estate needs. Our agency specializes in a wide array of real estate services, including residential buying and selling, commercial and investment opportunities, luxury and vacation homes, and second homes. Whether you're in search of a single-family home, an office building, vacant land, or a condominium, we have the expertise to guide you through every step of the process. Our concierge service and commitment to client confidentiality are just the beginning of the exceptional service we provide.

Welcome to SRQ Coastal Living, your premier real estate agency nestled in the heart of Sarasota, Florida, at 5145 Ocean Boulevard. We specialize in delivering exceptional real estate opportunities on the breathtaking Siesta Key, offering you a chance to own a piece of paradise. Our team is dedicated to guiding you through the vibrant Sarasota real estate market, ensuring that your dream of coastal living becomes a reality. Explore the best waterfront value on Siesta Key with our exclusive listings. Whether you're looking for a diamond in the rough that allows you to add your personal touch, or a luxurious penthouse with panoramic Gulf views, we have something for every discerning buyer. Our properties boast features such as deep boating water access, private docks, and spacious living areas designed for comfort and style.

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.

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.