The 30 Best Resort vacations 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.

Caribe Cove Resort in Kissimmee by Vacasa offers luxurious vacation rentals for every getaway. Located at 9000 Treasure Trove Lane in Kissimmee, Florida, this resort is the perfect destination for a relaxing and enjoyable stay. With 53 vacation rentals equipped with internet access, guests can stay connected throughout their trip. The professional housekeeping team at Caribe Cove ensures that each rental is thoroughly cleaned and stocked with amenities, allowing guests to simply settle in and relax. Whether you're looking for a lodging option, real estate agency, or travel agency, Caribe Cove Resort has everything you need for your next getaway. Book your stay at Caribe Cove Condominiums in Kissimmee, FL for a memorable vacation experience.

Reunion Vacation Homes is a lodging, real estate, and travel agency located at 7531 Osceola Polk Line Road in Davenport, Florida, United States. Specializing in bringing friends and family together in Orlando Vacation Home Rentals and Anna Maria Island Rentals, Reunion Vacation Homes offers a wide range of vacation rentals in select Orlando area resorts close to Disney® such as Reunion Resort, The Retreat at Champions Gate, Windsor at Westside, and more. With options ranging from 2-3 bedroom condos to 10-14 bedroom luxury villas, there is something for everyone. Whether you're looking for top villa rentals near Disney World® in Kissimmee & Davenport, or luxury mansions in Reunion Resort, Reunion Vacation Homes has you covered. With over 300 luxury villas and condos to choose from, guests can enjoy amenities such as private pools, golf course views, and proximity to major attractions.

Vacation Station Cottage @ Margaritaville Resort Orlando is a charming lodging option located at 7981 Surf Street in Kissimmee, Florida. This cozy cottage is part of the renowned Margaritaville Resort, offering guests a relaxing and tropical getaway experience. The institution serves as both a lodging and real estate agency, providing visitors with the opportunity to stay in a beautifully appointed cottage while also exploring the possibility of owning a vacation home in this desirable location. With its convenient location near all the attractions of Orlando, Vacation Station Cottage @ Margaritaville Resort Orlando is the perfect choice for travelers looking for a memorable and enjoyable vacation.

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.

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.

Paradise Palms Resort Bar and Grille is a charming eatery located at 8950 Paradise Palms Boulevard in Kissimmee, Florida. This restaurant offers a delightful dining experience with a diverse menu of delicious dishes and refreshing beverages. Whether you're looking for a casual meal with friends or a special night out with loved ones, Paradise Palms Resort Bar and Grille is the perfect destination. With its welcoming atmosphere and excellent service, this establishment is sure to become your new favorite spot for dining in Kissimmee.

Bass Pet Resort & Spa is a luxurious pet boarding facility located at 1043 South Bass Road in Kissimmee, Florida. Our resort offers top-of-the-line accommodations for your furry friends, including spacious suites, personalized care, and a range of amenities to ensure they have a comfortable and enjoyable stay. From grooming services to playtime in our outdoor play area, we provide everything your pet needs to feel pampered and loved while you're away. Trust Bass Pet Resort & Spa to provide the best care for your beloved pets in a safe and welcoming environment.

Woof & Whiskers Resort is a premier pet boarding facility located in Kissimmee, Florida. Our resort offers top-of-the-line accommodations and amenities for both dogs and cats, ensuring that your furry friends have a comfortable and enjoyable stay while you're away. Our experienced staff provides personalized care and attention to each pet, making sure they feel right at home. From spacious play areas to cozy sleeping quarters, Woof & Whiskers Resort is the perfect place for your pets to relax and have fun. Visit us at 1923 John Henry Jones Boulevard and see why we're the top choice for pet boarding in the Kissimmee area.

PetHotels.com in Kissimmee offers top-notch dog boarding and cat-friendly hotels for your furry friends. Located at 919 Patrick Street in Kissimmee, Florida, our facility provides a comfortable and safe environment for your pets while you are away. Our staff is dedicated to ensuring that your pets receive the love and care they deserve. With dog and cat-friendly accommodations, your pets will feel right at home during their stay. Book your pet's stay with PetHotels.com today for a worry-free experience.

Southern Sands RV Resort is a luxurious 55 Zeman Signature Resort located in Arcadia, Florida. Situated at 11537 Southwest Kissimmee Road, this resort offers top-notch lodging for RV enthusiasts looking for a peaceful and upscale retreat. With spacious RV sites, modern amenities, and a tranquil atmosphere, Southern Sands RV Resort is the perfect destination for those seeking a relaxing and enjoyable stay. Experience the beauty of Florida's Gulf Coast while enjoying the comfort and convenience of this premier RV park.

Wyndham Orlando Resort & Conference Center Celebration Area is a premier lodging destination located at 3011 Maingate Lane in Kissimmee, Florida, United States. This luxurious resort offers comfortable accommodations, top-notch amenities, and world-class service. With easy access to popular attractions like Walt Disney World and Universal Studios, guests can enjoy a convenient and memorable stay. The resort also features a conference center, making it an ideal choice for business travelers. Whether you're visiting for work or leisure, Wyndham Orlando Resort & Conference Center Celebration Area is the perfect choice for your next stay in Orlando.

Ramada by Wyndham Kissimmee Gateway is a charming lodging facility located at 7470 West Irlo Bronson Memorial Highway in Kissimmee, Florida, United States. Our institution offers comfortable accommodations and top-notch amenities for guests to enjoy during their stay. On our website, we prioritize the privacy and preferences of our guests by using cookies for analytical purposes, personalizing content, offering social media functions, and showing personalized advertising based on browsing habits. Guests have the option to set their preferences and choose how their data is used by installing cookies or similar technologies.

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.

Located at 7700 Westgate Boulevard in Kissimmee, Florida, the Westgate Vacation Villas Resort is a premier resort near Disney World. This resort offers fully furnished vacation villas, ranging from cozy studios to spacious two-bedroom villas with lofts that can accommodate up to 10 guests. Guests can enjoy all the comforts of home while being just minutes away from Walt Disney World and other popular attractions in Kissimmee. The resort features the onsite Shipwreck Island Water Park, complete with a lazy river, water slides, and a splashpad, providing endless fun for guests of all ages. Florida and Georgia residents can take advantage of special discounts, saving up to 10% off the best rates. The resort also offers a variety of dining options, from Italian and Mexican cuisine to poolside snacks, ensuring a memorable culinary experience for guests.

Westgate Towers Resort is a luxurious Disney area hotel located in Kissimmee, Florida. This resort offers fully furnished homes with easy access to Kissimmee's famous theme parks and attractions. Guests can enjoy three heated outdoor pools and access to neighboring resort amenities, making their vacation affordable and convenient. Florida and Georgia residents can save up to 10% off the best rates and take advantage of a free shuttle to resort dining options and Shipwreck Island Water Park. With exclusive rates through the World of Westgate program, guests can book their adventure at Westgate Towers Resort with half-off resort fees. Please note that features and amenities may change over time. This resort also offers accessibility features and a loyalty program for Westgate Owners. Book now for a memorable vacation experience at Westgate Towers Resort.

Extended Stay America - Orlando - Kissimmee is a comfortable and convenient lodging option located at 7727 West Irlo Bronson Memorial Highway in Kissimmee, Florida. This institution offers spacious and well-equipped rooms that are perfect for long-term stays. Guests can enjoy amenities such as fully equipped kitchens, free Wi-Fi, and on-site laundry facilities. The location is ideal for those looking to explore the attractions of Orlando, as it is close to popular theme parks and shopping areas. Whether visiting for business or leisure, Extended Stay America - Orlando - Kissimmee provides a relaxing and home-like atmosphere for all guests.

Emerald Island Resort is a luxurious lodging establishment located at 2751 Emerald Island Boulevard in Kissimmee, Florida. Situated in the heart of the Sunshine State, this resort offers guests a tropical oasis with stunning amenities and accommodations. From spacious villas to cozy townhomes, Emerald Island Resort provides a range of lodging options to suit every traveler's needs. Guests can enjoy access to a clubhouse, swimming pools, fitness center, and more, all within a gated community for added security and privacy. Whether you're looking for a relaxing getaway or a fun-filled family vacation, Emerald Island Resort is the perfect destination for your next trip to Florida.

Paradise Palms Resort is a luxurious lodging destination located at 8950 Paradise Palms Boulevard in Kissimmee, Florida, United States. This tropical paradise offers guests a relaxing and upscale stay with a range of amenities including a stunning pool, fitness center, clubhouse, and more. The spacious accommodations are beautifully decorated and fully equipped with everything you need for a comfortable stay. Whether you're looking for a family-friendly vacation spot or a romantic getaway, Paradise Palms Resort is the perfect choice for your next trip to Florida.

Located at 7593 Gathering Drive in Kissimmee, Florida, Golf at Reunion Resort offers a top-notch golfing experience in Orlando. This lodging institution features three signature golf courses designed by legendary PGA icons Arnold Palmer, Tom Watson, and Jack Nicklaus all in one place. Arnold Palmer's course boasts 6,916 yards of engaging play with elevation changes up to 50 feet, while Tom Watson's course challenges golfers with strategically placed bunkers and rolling fairways. The third course offers smooth, flowing horizon lines and elevated tee boxes for a unique golfing experience.

Rentals in Emerald Island Resort is a reputable real estate and travel agency located at 8515 Crystal Cove Loop in Kissimmee, Florida, United States. Specializing in vacation rentals within the luxurious Emerald Island Resort, this agency offers a wide range of beautiful properties for guests to choose from. With top-notch customer service and a dedication to providing unforgettable experiences, Rentals in Emerald Island Resort is the perfect choice for those looking to explore the magic of central Florida. Whether you're seeking a cozy villa for a romantic getaway or a spacious home for a family vacation, this agency has something for everyone. Book your stay with Rentals in Emerald Island Resort and make your dream vacation a reality.

Holiday Inn Club Vacations at Orange Lake Resort is a luxurious lodging destination located in Kissimmee, Florida, United States. This resort offers spacious accommodations, top-notch amenities, and a wide range of activities for guests of all ages. Whether you're looking to relax by the pool, play a round of golf, or explore the nearby theme parks, this resort has something for everyone. With its convenient location and exceptional service, Holiday Inn Club Vacations at Orange Lake Resort is the perfect choice for your next vacation getaway.

Quality Inn & Suites Kissimmee by The Lake is a charming lodging establishment located at 7785 West Irlo Bronson Memorial Highway in Kissimmee, Florida. Situated by the serene lake, this hotel offers comfortable rooms and suites perfect for both leisure and business travelers. Guests can enjoy amenities such as a complimentary breakfast, outdoor pool, fitness center, and free Wi-Fi. The convenient location also provides easy access to popular attractions like Walt Disney World and Universal Studios. Whether you are visiting for a family vacation or a business trip, Quality Inn & Suites Kissimmee by The Lake ensures a relaxing and enjoyable stay.

Encantada Resort Vacation Townhomes by IDILIQ is a luxurious lodging option located at 3070 Secret Lake Drive in Kissimmee, Florida. This resort offers spacious and comfortable self-catering townhomes just outside Walt Disney World, making it the perfect choice for vacationers looking for larger spaces and great amenities. Each townhome at Encantada Resort is individually owned and features a fully equipped kitchen, private patio with a hot tub, and all the facilities needed for a perfect vacation in Orlando. The resort is ideal for families and larger groups, with two, three, and four-bedroom options available.

Orange Lake Resort River Island is a luxurious lodging establishment located in Kissimmee, Florida. Situated at 8505 West Irlo Bronson Memorial Highway, this resort is the perfect destination for those looking for a relaxing and enjoyable vacation experience. The resort offers a wide range of amenities including spacious accommodations, multiple pools, a lazy river, on-site dining options, and a variety of recreational activities for guests of all ages. Whether you are looking to unwind by the pool or explore the nearby attractions, Orange Lake Resort River Island has something for everyone. Book your stay now and experience the ultimate in comfort and hospitality in the heart of sunny Florida.

Orange Lake Resort is a premier lodging destination located at 14201 East Orange Lake Boulevard in Kissimmee, Florida, United States. This expansive resort offers luxurious accommodations surrounded by beautiful landscapes and top-notch amenities. Guests can enjoy spacious villas, multiple pools, golf courses, restaurants, and a variety of recreational activities. Whether you're looking for a relaxing getaway or a fun-filled family vacation, Orange Lake Resort has everything you need for a memorable stay in sunny Florida.

Orange Lake Resort West Village Security Gate is a secure entrance point located at 8505 West Irlo Bronson Memorial Highway in Kissimmee, Florida. This institution is part of the Orange Lake Resort, offering lodging and accommodations for guests visiting the area. The security gate provides added safety and peace of mind for guests staying at the resort, ensuring a comfortable and enjoyable stay. With its convenient location and top-notch security measures, Orange Lake Resort West Village Security Gate is the perfect choice for travelers looking for a relaxing and secure place to stay in Kissimmee.

West Lucaya Village Resort is a charming lodging option located at 3241 Wish Avenue in Kissimmee, Florida. This resort offers a tranquil and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. The spacious accommodations are perfect for families or groups traveling together, with modern amenities and comfortable furnishings. The resort is conveniently located near popular attractions such as Walt Disney World and Universal Studios, making it an ideal choice for those looking to explore the best of what Kissimmee has to offer. Whether you're looking for a weekend getaway or an extended vacation, West Lucaya Village Resort is the perfect choice for your next stay in Florida.

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.