TOP 10 Vacation cottages in Kissimmee, Florida

Reunion Resort & Golf Club is a luxurious lodging institution located at 7593 Gathering Drive, Kissimmee, Florida, United States. Our vacation homes offer a refined and unique stay with exclusive features and amenities ranging from 3 to 15 bedrooms. The resort features three signature golf courses, a 5-acre water park, tennis center, and a variety of dining options. With seven swimming pools, two playgrounds, and a range of activities, Reunion Resort is the ultimate family-friendly vacation destination. Enjoy delicious cuisines at various restaurants on-site, and explore nearby attractions such as Walt Disney World®, SeaWorld Orlando, and Universal Orlando Resort. Choose from a selection of villas with one to three bedrooms, or vacation homes with three to 14 bedrooms, each offering a unique living experience. The resort also features a water park, fitness classes, and various activities for guests to enjoy. Host your next event at Reunion Resort, which offers a stunning setting for business conferences, golf retreats, or social celebrations. With its prime location and upscale amenities, Reunion Resort is the perfect destination for an unforgettable vacation experience.

Majesty Family Villas is a premier real estate and travel agency located at 8920 Majesty Palm Road in Kissimmee, Florida. Our agency specializes in providing luxurious and spacious villas for families looking to make unforgettable memories during their vacation. Each villa is meticulously designed and equipped with modern amenities to ensure a comfortable stay for our guests. Whether you are looking for a relaxing getaway or an action-packed adventure, Majesty Family Villas has the perfect accommodation for you. Book your stay with us today and experience the ultimate vacation experience in the heart of Florida.

Orlando Villas is a premier real estate and travel agency located at 1408 Grandview Boulevard in Kissimmee, Florida. We specialize in providing luxurious vacation rental properties in the Orlando area, offering guests a home away from home during their stay in the Sunshine State. Our dedicated team of professionals is committed to providing top-notch customer service and ensuring that each guest's experience is nothing short of exceptional. Whether you're looking for a cozy villa for a romantic getaway or a spacious home for a family vacation, Orlando Villas has the perfect accommodation for you. Book your dream vacation rental with us today and let us help you create memories that will last a lifetime.

Go Legacy Dunes is a premier lodging, real estate, and travel agency located at 8902 Legacy Court in Kissimmee, Florida. Our institution offers luxurious accommodations in the heart of the Sunshine State, perfect for vacationers and property investors alike. With top-notch amenities and a prime location near all of the area's attractions, Go Legacy Dunes is your go-to destination for a memorable and stress-free stay in Florida. Contact us today to book your next getaway or to explore real estate opportunities in this beautiful part of the United States.

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.

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.

Margaritaville Resort Orlando is a luxurious island-inspired escape located at 8000 Fins Up Circle in Kissimmee, Florida. This resort offers high-end accommodations, world-class dining, and entertainment, as well as relaxing facilities and amenities. Situated just minutes away from popular attractions like Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando, Margaritaville Resort Orlando is the perfect destination for your dream getaway. Choose from modern guest rooms, spacious suites, private cottages, and villas to suit your preferences. Relax at the soothing spa, beach club, or Island H2O Water Park, and explore Sunset Walk for shopping, dining, and entertainment options. With a variety of room options available, including pool-view rooms, suites, cottages, and villas, Margaritaville Resort Orlando has something for everyone.

Orlando Short Term Rentals is a premier real estate and travel agency located at 1050 Plaza Drive in Kissimmee, Florida. Specializing in providing top-notch short term rental properties in the Orlando area, our agency offers a wide range of accommodations to suit every traveler's needs. Whether you're visiting for a family vacation, business trip, or special event, our team is dedicated to helping you find the perfect rental property to make your stay unforgettable. With a focus on customer satisfaction and personalized service, Orlando Short Term Rentals is your go-to destination for a seamless and enjoyable rental experience in the Sunshine State.

Westgate Town Center Resort in Kissimmee, Florida, offers fully furnished villas perfect for families visiting Walt Disney World Resort and other nearby attractions. With onsite amenities, dining options, and a water park, this resort is the ideal choice for a fun-filled vacation. Florida and Georgia residents can save up to 10% on their stay. Enjoy Shipwreck Island Water Park and delicious dining options during your stay. Please note that features and amenities may change. Westgate Owners can enjoy additional benefits through the World of Westgate Loyalty Program. This offer includes 50,000 points that can be redeemed for future purchases at Westgate Resorts.

Ette Hotel Orlando is a luxurious lodging and spa located at 3001 Sherberth Road in Kissimmee, Florida. Nestled in the heart of the Sunshine State, this upscale institution offers guests a tranquil retreat surrounded by lush landscapes and top-notch amenities. Whether you're looking to relax by the pool, indulge in a rejuvenating spa treatment, or explore the nearby attractions like Walt Disney World and Universal Studios, Ette Hotel Orlando provides the perfect blend of comfort and convenience for your stay in the United States.

Disney's Animal Kingdom Villas - Jambo House is a luxurious lodging option located at 2901 Osceola Parkway in Kissimmee, Florida, United States. Choose from a variety of accommodations, including villa-style options and rooms with Concierge service. Enjoy shared amenities such as pools, dining options, and recreational activities during your stay. Relax at the 11,000-square-foot Uzima Pool, surrounded by tropical foliage and featuring a waterslide and whirlpool spas. Kids will love the Samawati Springs Pool with its waterslide, whirlpool spas, and Uwanja Camp water playground. Explore award-winning dining options offering African specialties and classic American favorites.

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.

Windsor at Westside Resort & Clubhouse is a popular lodging destination located at 2100 Tripoli Court in Kissimmee, Florida. Established in 2015 by Pulte Homes, this resort community offers a unique experience for guests of all ages. The 10,000 sq.ft. clubhouse features a kid's activity center, Tu Casa Bar and Lounge, a game room, and a resort-style pool with a waterslide, lazy river, hot tub, and Kids' water playground. Tu Casa Bar & Lounge offers poolside dining with a variety of delicious food options and a full-service bar serving liquor, beer, wine, and frozen favorites. The resort includes single-family pool homes and townhomes ranging from 4 to 9 bedrooms, perfect for family vacations. With popular attractions like Disney, Sea World, Universal Studios, and Legoland nearby, Windsor at Westside Resort is the ideal destination for your next family trip.

Terra Verde Resort is a luxurious lodging destination located at 109 Madiera Beach Boulevard in Kissimmee, Florida. Situated in the heart of the Sunshine State, this resort offers a tranquil oasis for guests looking to relax and unwind. With beautiful accommodations, top-notch amenities, and a prime location near popular attractions like Disney World and Universal Studios, Terra Verde Resort is the perfect choice for a memorable vacation experience. Whether you're lounging by the pool, exploring the nearby theme parks, or simply enjoying the peaceful surroundings, Terra Verde Resort provides a truly unforgettable stay in the United States.

Bellavida Resort is a luxurious lodging option located at 1172 Marcello Boulevard in Kissimmee, Florida. Situated in the heart of the Sunshine State, this resort offers a serene and relaxing atmosphere for guests looking to unwind and enjoy a peaceful vacation. With spacious accommodations, top-notch amenities, and a convenient location near popular attractions such as Disney World and Universal Studios, Bellavida Resort is the perfect choice for travelers seeking comfort and convenience during their stay in Florida. Whether you're looking to relax by the pool, explore the nearby theme parks, or simply enjoy the beautiful surroundings, Bellavida Resort has everything you need for a memorable and enjoyable vacation experience.

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 [email protected] for booking inquiries. Experience the beauty of Magic Village Yards and make unforgettable vacation memories in this tranquil oasis in the heart of Orlando.

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.

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.

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.

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.

The Storey Lake Clubhouse is a premier facility located at 4715 Kings Castle Circle in Kissimmee, Florida. This luxurious clubhouse offers a wide range of amenities for guests to enjoy, including a state-of-the-art fitness center, a resort-style swimming pool, a lazy river, and a children's splash pad. Guests can also relax in the hot tub or enjoy a meal at the on-site restaurant. For more information about the amenities at Storey Lake Resort, guests can contact the Hideaway Clubhouse at 407-787-8700. Additionally, guests can request a quote for shuttle service to nearby attractions by completing the form on the website.

Escape to the magical world of Disney at our Water Park Heated Pool located at the Storey Lake Hideaway Club House in Kissimmee, Florida. Book directly with us for the best rates and enjoy a comfortable stay in our luxurious accommodations. Whether you're looking for a relaxing getaway or an action-packed adventure, our resort has something for everyone. Don't miss out on the opportunity to experience the magic of Disney right at your doorstep. Visit us at 4815 Love Storey Lane and make memories that will last a lifetime.

Sun Lake Rentals, LLC is a premier vacation condo rental institution located at 3164 Sun Lake Court in Kissimmee, Florida. As a real estate and travel agency, we offer spacious and well-furnished condos fully equipped with kitchens to meet all of your culinary needs. Each unit also features a large living/dining area perfect for entertainment, with amenities such as cable TV, movies, and internet access. Our vacation condo rentals are the perfect choice for a comfortable and quiet lodging experience during your Florida vacation. Just 2 miles from Disney, our location offers easy access to major restaurants, stores, and a supermarket within walking distance. Whether you are looking for a relaxing getaway or a fun-filled family vacation, Sun Lake Rentals can accommodate all of your vacation needs.

The Windsor Palms Resort Owners Group is a luxurious lodging institution located at 2300 Wyndham Palms Way in Kissimmee, Florida. This resort community offers private villas for rent in a safe and secure environment, with amenities such as billiard tables, ping pong, video games, and a recently remodeled arcade. Situated just 3.5 miles from the Disney World theme parks, this family-friendly resort offers free WIFI and resort-style accommodations. The newly renovated 4-bedroom, 3-bathroom villa features a private heated pool option and can accommodate up to 10 people. Enjoy the best of Windsor Palms, with its gated resort-style living just minutes away from Walt Disney World. Choose from a range of vacation homes, including condos, townhomes, and spacious pool villas, to suit your Orlando vacation rental needs.

Solara Resort Clubhouse is a luxurious lodging option located at 1575 Carey Palm Circle in Kissimmee, Florida. This resort offers vacation home rentals near popular attractions such as Disney World, SeaWorld, and Universal Orlando. The clubhouse features a splash pad, volleyball court, fitness center, poolside Tiki bar, private poolside cabanas, and more for guests to enjoy. Whether you prefer sports or relaxation, Solara Resort has something for everyone. The resort's central location provides easy access to theme parks, dining, shopping, and entertainment. With a variety of amenities and activities available, Solara Resort Clubhouse is the perfect destination for a memorable Orlando vacation experience.

Windsor Hills Pool View Condo is a luxurious lodging option located at 7650 Comrow Street in Kissimmee, Florida, United States. This three-bedroom, two-bathroom condo is situated near Walt Disney World and offers stunning poolside views. Guests can enjoy the resort's amenities such as the clubhouse, theater, game room, and full-size gym. The condo is Disney themed throughout, with stuffed Disney characters adding to the magical atmosphere. With its proximity to popular attractions like Magic Kingdom, Epcot, and Universal Orlando, Windsor Hills is the perfect choice for a family-friendly vacation. The property is meticulously cleaned and sanitized following the guidelines of leading health agencies, ensuring a safe and comfortable stay for all guests. With its unbeatable location and top-notch amenities, Windsor Hills Pool View Condo is a popular choice for families visiting the Orlando area.

Rentyl Resorts is a luxurious lodging institution located at 8011 Fins Up Circle in Kissimmee, Florida. Our resort offers top-notch accommodations and amenities to ensure a comfortable and unforgettable stay for our guests. Whether you're looking for a relaxing getaway or an action-packed vacation, Rentyl Resorts has something for everyone. Come and experience the ultimate in hospitality and relaxation at our stunning resort in the heart of Florida.

Villas At Fortune Place is a charming lodging institution located at 1201 Simpson Road in Kissimmee, Florida, United States. Nestled in a serene and picturesque setting, this resort-style property offers spacious and well-appointed villas perfect for families and groups looking for a comfortable and relaxing vacation getaway. Guests can enjoy a range of amenities including a swimming pool, hot tub, fitness center, and outdoor recreational facilities. With its convenient location near popular attractions such as Walt Disney World and Universal Studios, Villas At Fortune Place is the ideal choice for a memorable and enjoyable stay in the Sunshine State.

The Villages at Mango Key is a premier real estate and travel agency located at 3201 Lindfields Boulevard in Kissimmee, Florida. Our agency specializes in providing luxurious vacation rentals and property sales in the beautiful area of Mango Key. Whether you are looking for a relaxing getaway or a new home in paradise, our dedicated team is here to help you find the perfect property to suit your needs. With stunning views, top-notch amenities, and convenient access to the best attractions in the area, The Villages at Mango Key is the ideal choice for your next vacation or real estate investment. Contact us today to start planning your dream getaway or to explore the opportunities for owning a piece of paradise in Kissimmee, Florida.