TOP 30 Best Vacation cottages in Orlando, Florida

The Listing Real Estate Management is a top-tier property management company located in Orlando, Florida. Specializing in managing a variety of properties, including single-family homes, townhomes, condos, and multifamily properties, we set the standard for property management in Central Florida. Our experienced team of residential property managers is dedicated to providing best-in-class services that positively impact both you and your rental investment. Owning a rental property in Orlando should be a rewarding and profitable experience, and our boutique property management company has helped numerous owners and investors maximize their rental investments throughout Central Florida. With a focus on finding the right tenants through comprehensive screening processes and ensuring rent is collected promptly, we strive to make the rental property experience as stress-free as possible for property owners.

Club Wyndham Bonnet Creek is a premier vacation destination located at 9560 Via Encinas in Lake Buena Vista, Florida. As a part of the renowned Wyndham brand, this institution offers luxurious lodging options for travelers looking to experience the magic of Disney World and other attractions in the area. With spacious accommodations, top-notch amenities, and exceptional customer service, Club Wyndham Bonnet Creek is the perfect choice for those seeking a memorable and relaxing vacation experience. Additionally, as a real estate and travel agency, the institution also provides opportunities for individuals to invest in vacation ownership properties and explore exciting travel destinations around the world.

Windsor Hills Resort is a luxurious vacation destination located in Kissimmee, Florida, just a short drive away from the world-famous theme parks of Orlando. Situated at 2600 North Old Lake Wilson Road, this resort offers a wide range of amenities and activities for guests of all ages to enjoy. From the stunning pool area with water slides and a hot tub, to the fitness center, tennis courts, and children's playground, there is something for everyone at Windsor Hills Resort. The spacious and beautifully appointed accommodations provide a comfortable home away from home, with fully equipped kitchens, private balconies, and stylish decor. Whether you're looking for a relaxing retreat or an action-packed adventure, Windsor Hills Resort is the perfect choice for your next vacation in sunny Florida.

FantasyWorld Resort is a luxurious lodging destination located at 5005 Kyngs Heath Road in Kissimmee, Florida, United States. Nestled in the heart of the Sunshine State, this resort offers a magical escape for guests looking to experience the ultimate fantasy getaway. With beautifully appointed accommodations, top-notch amenities, and a prime location near Orlando's famous theme parks, FantasyWorld Resort is the perfect choice for families, couples, and friends seeking an unforgettable vacation experience. Immerse yourself in a world of enchantment and relaxation at FantasyWorld Resort.

Coldwell Banker Realty is a prestigious real estate agency located at 400 South Park Avenue in Winter Park, Florida. With 300 independent sales associates, this institution serves the Greater Orlando Area with expertise and professionalism. Founded in 1882, Winter Park boasts beautiful lakes, towering oaks, charming brick streets, and the popular Park Avenue shopping district. The Coldwell Banker office specializes in lakefront and luxury properties, catering to clients in Lake Nona, UCF, and beyond. Their relocation specialists and experts in short sales and foreclosures cover an 8-county area in Central Florida. Whether you are buying or selling, Coldwell Banker Realty is dedicated to helping you achieve your real estate goals. Please note that Coldwell Banker Realty and Guaranteed Rate Affinity, LLC share common ownership, but you are not obligated to use Guaranteed Rate Affinity for your real estate transactions. Real estate agents affiliated with Coldwell Banker are independent contractors, providing personalized service to clients in Winter Park and beyond.

Resort Near Disney is a premier travel agency located at 7858 Turkey Lake Road in Orlando, Florida, just a stone's throw away from the magical world of Disney. Our expert team is dedicated to helping you plan the ultimate Disney vacation, whether you're looking for a luxurious resort stay, a thrilling theme park adventure, or a relaxing getaway. With our insider knowledge and personalized service, we'll ensure that your trip is truly unforgettable. Book with Resort Near Disney today and let the magic begin!

Runaway Beach Club is a charming lodging institution located at 3000 Bonfire Beach Drive in Kissimmee, Florida. This beach-themed resort offers guests a relaxing and comfortable stay in the heart of the Sunshine State. With spacious accommodations, a sparkling swimming pool, and easy access to the nearby attractions of Kissimmee and Orlando, Runaway Beach Club is the perfect choice for a fun-filled vacation. Whether you're looking to soak up the sun on the beach or explore the nearby theme parks, this institution provides the perfect home base for your Florida getaway.

The Fountains is a luxurious lodging institution located at 12400 International Drive in Orlando, Florida. Offering a tranquil and upscale retreat for travelers, The Fountains boasts spacious accommodations, top-notch amenities, and exceptional service. Guests can enjoy beautifully appointed rooms, a sparkling pool, fitness center, and convenient access to nearby attractions like Walt Disney World and Universal Studios. Whether visiting for business or pleasure, The Fountains provides a serene oasis in the heart of Orlando.

Margaritaville in Panama City Beach is a tropical oasis located at 16230 Front Beach Road in Florida. This institution offers a variety of experiences, including a bar, food, and restaurant all in one place. Whether you're looking to relax with a drink or indulge in delicious cuisine, Margaritaville has everything you need for a perfect getaway. With locations in popular destinations such as Las Vegas, Key West, and Orlando, Margaritaville is the ultimate escape for you and your group. In addition to their Panama City Beach location, Margaritaville also offers accommodations at their Beach Cottage Resort, Beach Hotel, and Beach House in various locations around the world. Visit Margaritaville for a taste of paradise in Panama City Beach and beyond.

Anthony Joseph Realty is a multi-faceted institution located at 7233 Lake Ellenor Drive in Orlando, Florida, United States. Specializing in finance, general contracting, and real estate services, we are dedicated to providing top-notch expertise and personalized solutions to our clients. Whether you are looking to buy or sell a property, secure a loan, or renovate your home, our team of professionals is here to help you every step of the way. Trust Anthony Joseph Realty for all your real estate and financial needs.

Encore Crystal Isles is a picturesque campground and lodging facility situated at 11419 West Fort Island Trail in Crystal River, Florida. Nestled in the heart of nature, this RV park offers a serene and scenic retreat for visitors looking to escape the hustle and bustle of city life. With spacious RV sites, cozy cabins, and a range of amenities including a swimming pool, clubhouse, and outdoor recreational activities, Encore Crystal Isles is the perfect destination for a relaxing getaway. Whether you're looking to explore the nearby parks and attractions or simply unwind in the peaceful surroundings, this institution provides a comfortable and inviting atmosphere for guests of all ages.

Breezy Acres RV Community is a charming lodging option located at 10050 Northeast 20th Avenue in Chiefland, Florida. This RV park offers military discounts as a thank you for their service and provides storage options for RVs, boats, vehicles, and sheds at affordable rates. Conveniently situated in North Central Florida, Breezy Acres is just two hours away from major cities like Jacksonville, Tallahassee, Tampa, and Orlando. The park is also located near Gainesville, Ocala, and Interlachen, making it a central hub for exploring the region.

Located in the heart of Central Florida, the Florida Grande Motor Coach Resort is the premier destination for luxury Class A and Super C motor coaches. Nestled on 275 beautiful acres, our resort offers a unique combination of class, luxury, and value that you won't find anywhere else. Whether you're looking to purchase a lot or rent for a vacation, we have everything you need for a relaxing and luxurious experience. Our resort features a 20,000 square foot clubhouse with a fitness center, heated swimming pool, hot tub, outdoor covered pavilion, library, craft room, billiards lounge, and more. Owners can enjoy first-class amenities and access to nearby attractions such as Orlando, Tampa, Ocala, Disney/Universal Studios, Busch Gardens, Clearwater Beach, and Cocoa Beach.

Southern Charm RV Community is a charming lodging option located at 37811 Chancey Road in Zephyrhills, Florida. This RV park offers a peaceful and friendly atmosphere for guests looking to enjoy a relaxing stay in the Sunshine State. With spacious RV sites, modern amenities, and a convenient location near local attractions, Southern Charm RV Community is the perfect destination for travelers seeking a comfortable and enjoyable experience. Whether you're passing through or planning an extended stay, you'll feel right at home at this welcoming institution.

Westgate Blue Tree Resort is a premier lodging and spa institution located at 12007 Cypress Run Drive in Lake Buena Vista, Florida, United States. Just minutes away from Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando, this newly renovated hotel offers guests the comforts of a fully furnished home with fully equipped kitchens, living areas, and multiple bedrooms. Florida and Georgia residents can enjoy up to 10% off the best rates, making it the perfect destination for a family getaway. The resort features spacious one- or two-bedroom villas with kitchens, perfect for solo travelers or groups. Guests can unwind and recharge in the cozy atmosphere of Westgate Blue Tree Resort, with endless fun activities such as face painting, karaoke, game nights, and life-size board games for the whole family to enjoy.

Clermont Cabanas is a charming vacation rental located right on Lake Minneola in Clermont, Florida. Just 25 miles from Orlando, our two 450 square foot units offer a full bedroom, bathroom, kitchen, and living area. Situated in Downtown Clermont, guests can easily walk to nearby restaurants and shops. The South Lake Trail, part of the Florida Coast-to-Coast trail system, is just across the street, providing a scenic route for walking and biking along the lake to beautiful parks. Overlooking Lake Minneola, Clermont Cabanas is a new addition to Historic Downtown Clermont. Guests are encouraged to relax on the spacious front porch with rocking chairs, enjoy the lake view, and witness stunning Florida sunsets. Our hand-built pergola is perfect for outdoor grilling and socializing. The Cabanas are designed with a Key West touch, offering a tropical vacation vibe in Central Florida.

Lake Louisa Chateau is a luxurious 12 bedroom vacation rental estate located on a privately gated 54-acre waterfront property near Orlando, Florida. Guests can enjoy a six-star service experience during their stay, with access to boats for a unique vacation experience. The estate is known for its secure and gated location, providing a safe and peaceful environment for guests to relax and unwind. While the owners and Orlando Area Luxury Rentals, LLC strive to provide a top-notch experience, they are not liable for any damage to personal property or injuries that may occur during a guest's stay. For more information, guests can refer to the standard rental agreement for full terms and conditions.

La Bella Inn is a charming lodging establishment located at 101 West Burleigh Boulevard in Tavares, Florida. This cozy inn offers comfortable accommodations and a welcoming atmosphere for guests looking to relax and unwind. Conveniently situated in the heart of Tavares, La Bella Inn is the perfect home base for exploring all that the area has to offer, including nearby attractions, shopping, and dining options. Whether you're in town for business or pleasure, La Bella Inn provides a peaceful retreat with all the amenities you need for a memorable stay.

Solara Resort is a luxurious lodging institution located at 9002 Sunset Palms Terrace in Kissimmee, Florida, United States. As soon as you enter through the guarded gates, you will be greeted with a world-class luxury experience. The 18-acre grounds offer top-notch amenities such as sports fields, a grand clubhouse, and an expansive water park, all designed to make your stay in Orlando magical and memorable. Each vacation villa at Solara Resort features over 4700 square feet of living space, up to 9 bedrooms, 6.5 baths, a private spa pool, outdoor lanai, and more. The sleek design, high ceilings, and designer furnishings create the perfect vacation oasis. The resort offers endless activities for guests of all ages, from sports and recreation to family-friendly fun.

Balmoral Resort Florida is a vacation resort located in Haines City, Florida, just a short drive away from all the Orlando theme parks. Our gated community offers a perfect blend of access to nearby attractions and a peaceful retreat from the hustle and bustle of Central Florida. Guests can enjoy a range of resort-style amenities, including an outdoor pool, waterpark, clubhouse, bar & grill, games arcade, and more. Our fully furnished private homes, ranging from two-bedroom townhomes to six-bedroom homes with private pools, provide the comfort and convenience of a home away from home.

Magic Village Yards, Trademark Collection by Wyndham is a luxury concierge-style community located at 3151 Pantanal Lane in Kissimmee, Florida, United States. Offering 3 and 4 bedroom villas with exclusive services, privacy, and comfort, this upscale lodging option is just 2 minutes away from Disney’s Animal Kingdom Park. The villas feature stainless steel kitchens, stylish furnishings, luxury bedding, and private, furnished patios with BBQ grills. With amenities expected of the finest private homes, guests can enjoy a relaxing stay with the benefits of upscale hotel services. The multilingual staff, concierge, clubhouse, cleaning services, and other amenities will enhance your experience. ADA defined service animals are welcome, but no other pets are allowed. Guests must be 21 years of age with a valid ID to check-in, and a refundable deposit for incidentals is required. A cleaning fee applies to all stays. Magic Village Yards is the perfect setting for special events or group trips, with a concierge staff ready to tailor your visit to meet your specific needs. Contact reservations@magicvillage.com for booking inquiries. Experience the beauty of Magic Village Yards and make unforgettable vacation memories in this tranquil oasis in the heart of Orlando.

Villatel Village at Solterra Resort is a luxurious lodging destination located at 1713 Oak Blossom Drive, Davenport, Florida, United States. This one-of-a-kind vacation community is nestled within the gated enclave of the state-of-the-art Solterra Resort. Each home in Villatel Village is designed to offer the ultimate resort-style vacation experience, with custom high-end décor and top-notch service provided by a dedicated concierge team. With up to 12 beautiful bedrooms, scenic views, grand living spaces, and premium amenities, luxury is infused into every aspect of Villatel Village. The surrounding Solterra Resort offers outstanding perks such as a clubhouse, pool, fitness center, and more. Additionally, Villatel Village will soon feature its own unique amenities, currently under construction.

Camp Mack, A Guy Harvey Lodge, Marina, and RV Resort is a historic fishing lodge and RV resort located at 14900 Camp Mack Road in Lake Wales, Florida. Situated in the heart of the Kissimmee Chain of Lakes, this institution offers access to over 21,000 acres of prime bass fishing grounds, surrounded by the stunning natural beauty of Florida's great outdoors. Whether you're a serious angler searching for that trophy largemouth bass or simply looking to relax and enjoy the authentic "Old Florida" lakefront atmosphere with family and friends, Camp Mack is the perfect destination for you. In addition to the exceptional fishing opportunities, guests can also explore over 20 miles of hiking and equestrian trails at the nearby Lake Kissimmee State Park or embark on an exhilarating airboat tour of the lakes with Alligator Cove Nature Tours. For those seeking a bit of excitement, Camp Mack is just an hour's drive from Orlando, the theme park capital of the world.

Watersong Villa Rental is a luxurious lodging institution located at 548 Orange Cosmos Boulevard in Davenport, Florida, United States. With accommodation for up to 12 guests, this villa offers every possible amenity in a luxury gated development surrounded by lakes, forest, and wildlife. Just a 25-minute drive to Disney World, Watersong is perfectly situated for exploring the wealth of attractions that Orlando has to offer, including Universal Studios, Seaworld, Legoland, golf courses, and top-class shopping. The villa has received rave reviews from guests who have enjoyed the spacious layout, comfortable bedrooms, heated pool, and jacuzzi. The hosts, Richard and Nichola, are dedicated and helpful, ensuring a memorable and relaxing stay. Watersong Resort is a prestigious, gated community of luxury holiday villas nestled in a peaceful conservation site, offering the perfect retreat and base for your Florida vacation.

Located at 8011 Fins Up Circle in Kissimmee, Florida, the Margaritaville Store is the perfect place to kick off your dream getaway at Margaritaville Resort Orlando. Offering high-end accommodations, world-class dining, and entertainment, as well as relaxing facilities and amenities, this island-inspired escape is just minutes away from all the major attractions in Central Florida. Choose from modern guest rooms, spacious suites, private cottages, and villas to suit your relaxation style. Indulge in spa treatments, relax at the beach club, and explore the Sunset Walk for shopping, dining, and entertainment options. Dive into adventure at the Island H2O Water Park, open from March through November.

The Great Escape Lakeside is a vacation rental unlike anything you've ever experienced before. Located at 8256 Wild Flower Avenue in Clermont, Florida, this unique property offers a wide range of amenities and activities for guests to enjoy. From a residential laser maze to a 360-degree Pac-Man maze room, this property is filled with nostalgic and interactive gaming experiences. Guests can also participate in escape room games, play classic arcade games, and even try their hand at operating on a life-sized Operation game.

Welcome to The Great Escape Parkside, located at 8357 Wild Flower Avenue in Clermont, Florida, United States. Our institution is a unique combination of a real estate agency and a travel agency, offering visitors the opportunity to stay at Florida's most amazing luxury vacation rental, version 2.0! Step up your game and experience a one-of-a-kind stay with us. Our rooms are equipped with Xbox/Playstations and flat screens at every one of the six beds, providing a gaming experience like no other. From video games and nostalgia to laser tag and "laser smash," there is something for everyone to enjoy.

Experience the untouched beauty of Florida wilderness at Westgate River Ranch Resort & Rodeo, located in River Ranch, Florida. Just an hour south of Orlando, this authentic Florida dude ranch offers a wide range of activities including horseback riding, a Saturday night rodeo, and more on its 1,700-acre property overlooking the scenic Kissimmee River. Upgrade your camping experience with luxurious Conestoga Wagons or Glamping tents featuring air conditioning. Enjoy the Cowboy Adventure Park & Florida Fair for a day full of excitement. Indulge in dining options ranging from fine dining at River Ranch Cattle Company to casual waterfront dining at Smokehouse on the River. Watch thrilling rodeo events at the 1,200-seat Rodeo Arena, featuring competitive bull riding and barrel racing. Become a World of Westgate Loyalty Member for exclusive discounts and benefits. Please note that features and amenities may change. This material is for soliciting sales of vacation ownership plans. Accessible features may vary. Receive 50,000 points with this offer for future purchases at Westgate Resorts.

Lennar at Ranches at Lake McLeod is a reputable general contractor located at 836 Timberland Drive in Eagle Lake, Florida. They specialize in providing high-quality construction services for residential and commercial projects. With a team of experienced professionals, they strive to deliver exceptional results and exceed their clients' expectations. Whether you are looking to build a new home or renovate your existing space, Lennar at Ranches at Lake McLeod is the perfect partner for your construction needs. Contact them today to discuss your project and bring your vision to life.

Windsor Island Resort is a luxurious vacation destination located at 1115 Aloha Boulevard in Davenport, Florida, United States. This stunning resort offers a range of accommodations including spacious villas and townhouses, all beautifully designed and fully equipped for a comfortable stay. Guests can enjoy a variety of amenities such as a sparkling swimming pool, fitness center, tennis courts, and a clubhouse with game room. The resort is conveniently located near popular attractions like Walt Disney World and Universal Studios, making it the perfect choice for families and couples looking for a memorable getaway in the Sunshine State.