TOP 30 Luxury vacation accommodations in Kissimmee, Florida
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Orlando Short Term Rentals
● ClosedOrlando 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.
1050 Plaza Dr STE F, Kissimmee, FL 34743, United States -
Sun On the Beach
● OpenSun On the Beach is a vibrant and lively institution located on the famous West Irlo Bronson Memorial Highway in Kissimmee, Florida. This establishment is a popular destination for both locals and tourists looking to enjoy delicious food, refreshing drinks, and a laid-back beach atmosphere. Whether you're in the mood for a casual meal, a cold beer, or a tropical cocktail, Sun On the Beach has something for everyone. With its beach-themed décor and friendly staff, this bar and restaurant is the perfect spot to unwind and soak up the Florida sun. Come visit us at 5770 West Irlo Bronson Memorial Highway for a taste of paradise in the heart of Kissimmee.
5770 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746, United States -
Westgate Towers Resort
● OpenWestgate 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.
7600 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747, United States -
Margaritaville Cottages Orlando
● OpenMargaritaville Cottages Orlando is a charming lodging institution located at 8011 Fins Up Circle in Kissimmee, Florida, United States. Nestled in a tropical paradise, this resort offers a relaxing and fun-filled getaway for guests of all ages. The cottages are beautifully decorated in a laid-back island style, creating a cozy and inviting atmosphere. Guests can enjoy a range of amenities including a pool, restaurant, and activities for the whole family. Whether you're looking to unwind by the pool or explore the nearby attractions, Margaritaville Cottages Orlando is the perfect destination for your next vacation.
8011 Fins Up Cir, Kissimmee, FL 34747, United States -
Emerald Island Resort
● OpenEmerald 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.
2751 Emerald Island Blvd, Kissimmee, FL 34747, United States -
Paradise Palms Resort
● OpenParadise 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.
8950 Paradise Palms Blvd, Kissimmee, FL 34747, United States -
Destiny Palms Hotel
● OpenDestiny Palms Hotel is a charming lodging facility located in Kissimmee, Florida, just a short drive away from the world-famous attractions of Orlando. Situated at 8536 West Irlo Bronson Memorial Highway, this hotel offers comfortable and spacious accommodations for guests looking to explore the magical wonders of Central Florida. The hotel boasts a welcoming atmosphere, friendly staff, and modern amenities to ensure a pleasant stay for every guest. Whether you are visiting for a family vacation or a business trip, Destiny Palms Hotel is the perfect choice for your accommodation needs. Experience the ultimate relaxation and convenience at this wonderful hotel in the heart of Kissimmee.
8536 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747, United States -
Disney's Animal Kingdom Villas - Jambo House
● OpenDisney'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.
2901 Osceola Pkwy, Kissimmee, FL 34747, United States -
Orange Lake Resort River Island
● OpenOrange 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.
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747, United States -
Orange Lake Resort
● OpenOrange 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.
14201 E Orange Lake Blvd, Kissimmee, FL 34747, United States -
RCI resort Orange Lake
● OpenRCI Resort Orange Lake is a luxurious lodging institution located at 8505 West Irlo Bronson Memorial Highway in Kissimmee, Florida, United States. Situated in the heart of the Sunshine State, this resort offers guests a perfect blend of relaxation and excitement. With spacious accommodations, top-notch amenities, and stunning views of the surrounding landscape, RCI Resort Orange Lake is the ideal destination for a memorable vacation. Whether you're looking to unwind by the pool, tee off on the golf course, or explore the nearby attractions, this resort has something for everyone. Book your stay today and experience the ultimate in comfort and convenience at RCI Resort Orange Lake.
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747, United States -
Terra Verde Resort
● OpenTerra 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.
109 Madiera Beach Blvd, Kissimmee, FL 34746, United States -
Bellavida Resort
● OpenBellavida 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.
1172 Marcello Blvd, Kissimmee, FL 34746, United States -
Silver Lake Resort
● OpenSilver Lake Resort is a premier lodging destination located at 7751 Black Lake Road in Kissimmee, Florida. Nestled in the heart of the Sunshine State, this resort offers a serene and relaxing retreat for guests looking to unwind and rejuvenate. With spacious accommodations, modern amenities, and stunning views of the surrounding natural landscape, Silver Lake Resort provides a comfortable and luxurious stay for visitors of all ages. Whether you're seeking a romantic getaway, a family vacation, or a solo escape, this institution is the perfect choice for your next trip to Florida.
7751 Black Lake Rd, Kissimmee, FL 34747, United States -
Reunion resort
● OpenReunion Resort is a luxurious lodging institution located in Kissimmee, Florida. Situated at 8555 West Irlo Bronson Memorial Highway, this resort offers top-notch accommodations and amenities for guests looking for a relaxing and memorable stay. With stunning views, spacious rooms, and world-class service, Reunion Resort is the perfect destination for a vacation or special event. Whether you're looking to relax by the pool, play a round of golf, or explore the nearby attractions, Reunion Resort has something for everyone. Come experience the ultimate in luxury and comfort at Reunion Resort in Kissimmee, Florida.
8555 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747, United States -
Mystic Dunes Resort & Golf Club by Diamond Resorts
● OpenMystic Dunes Resort & Golf Club by Diamond Resorts is a luxurious lodging institution located in Kissimmee, Florida. Nestled within a stunning golf course, this resort offers spacious and elegantly appointed accommodations for guests looking to relax and unwind in style. With a wide range of amenities including multiple swimming pools, a fitness center, and on-site dining options, guests can enjoy a truly unforgettable vacation experience. Whether you're a golf enthusiast or simply looking for a peaceful retreat, Mystic Dunes Resort & Golf Club is the perfect destination for your next getaway.
7900 Mystic Dunes Ln, Kissimmee, FL 34747, United States -
Orange Lake Resort East Village
● OpenOrange Lake Resort East Village is a luxurious lodging destination situated in Kissimmee, Florida. Nestled along the picturesque West Irlo Bronson Memorial Highway, this resort offers guests a tranquil and serene escape from the hustle and bustle of everyday life. The East Village boasts spacious and beautifully appointed accommodations, top-notch amenities, and impeccable service. Whether you're looking to relax by the pool, hit the links at the championship golf course, or explore the nearby theme parks, Orange Lake Resort East Village has something for everyone. Come experience the ultimate vacation getaway at this stunning resort in the heart of Florida.
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747, United States -
The Friendly Motel
● OpenThe Friendly Motel is a cozy and welcoming lodging establishment located at 2550 East Irlo Bronson Memorial Highway in Kissimmee, Florida. Our friendly staff is dedicated to providing guests with a comfortable and enjoyable stay during their visit to the Sunshine State. With clean and spacious rooms, convenient amenities, and a convenient location near popular attractions, The Friendly Motel is the perfect choice for travelers looking for a budget-friendly and welcoming place to stay in Kissimmee. Whether you're visiting for business or leisure, you'll feel right at home at The Friendly Motel.
2550 E Irlo Bronson Memorial Hwy, Kissimmee, FL 34744, United States -
Unno Boutique Hotel
● OpenUnno Boutique Hotel is a charming lodging establishment located at 2095 East Irlo Bronson Memorial Highway in Kissimmee, Florida. This boutique hotel offers a unique and intimate atmosphere for guests looking for a personalized experience during their stay in the United States. With stylish and modern rooms, excellent amenities, and attentive staff, Unno Boutique Hotel is the perfect choice for travelers seeking a comfortable and memorable stay in Kissimmee.
2095 E Irlo Bronson Memorial Hwy, Kissimmee, FL 34744, United States -
Sonder Cirrus
● OpenSonder Cirrus is a luxurious lodging institution situated at 7888 West Irlo Bronson Memorial Highway in Kissimmee, Florida, United States. Offering unparalleled comfort and style, Sonder Cirrus provides guests with a unique and unforgettable experience. With top-notch amenities and impeccable service, this institution is the perfect destination for those seeking a truly exceptional stay in the heart of Florida. Whether you are visiting for business or pleasure, Sonder Cirrus is sure to exceed your expectations and create lasting memories.
7888 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747, United States -
Magic Village Views, Trademark Collection by Wyndham
● OpenLocated at 7430 Brooklyn Drive in Kissimmee, Florida, the Magic Village Views, Trademark Collection by Wyndham offers a chic and contemporary sanctuary just a mile away from Disney Parks. With floor-to-ceiling windows providing soothing views of the surrounding gardens, guests can enjoy a magical vacation experience in fully equipped villas that accommodate up to 6 or 8 people comfortably. The spacious accommodations include luxury bedding, furnished patios, free Wi-Fi, and free parking. The institution offers exclusive hotel services, including concierge, clubhouse, multilingual staff, cleaning services, and more to enhance guests' stay. ADA defined service animals are welcome, but no other pets are allowed. Guests must be 21 years of age with a valid ID for check-in, along with a refundable deposit for incidentals and a one-time cleaning fee per villa per stay.
7430 Brooklyn Dr, Kissimmee, FL 34747, United States -
Eagle Trace Resort Orlando
● OpenEagle Trace Resort Orlando is a luxurious lodging facility located at 7740 Sandy Ridge Drive in Kissimmee, Florida, United States. Nestled in a serene and picturesque setting, the resort offers a peaceful retreat for guests looking to unwind and relax. The spacious and beautifully appointed accommodations provide all the comforts of home, with modern amenities and stunning views of the surrounding landscape. Guests can enjoy a range of on-site facilities and services, including a sparkling swimming pool, fitness center, and concierge assistance. Whether you are visiting for a family vacation or a romantic getaway, Eagle Trace Resort Orlando promises a memorable and enjoyable stay in the heart of Florida's enchanting Orlando area.
7740 Sandy Ridge Dr, Kissimmee, FL 34747, United States -
Club Wyndham Reunion
● OpenClub Wyndham Reunion, located at 7593 Gathering Drive in Kissimmee, Florida, is more than just a timeshare - it's a gateway to fulfilling your bucket list dreams. This exclusive 2,300 acre resort is just a few miles away from Orlando's famous theme parks and top shopping destinations, making it the perfect home base for your family vacation. With three world-class golf courses, a waterpark, and more on-site amenities, Club Wyndham Reunion offers something for everyone. Our VIP Program offers special benefits to Members with 300,000 points or more, ensuring a truly luxurious experience. The accommodations include double beds, king beds, and a queen sleeper sofa, providing ample space for your entire group.
7593 Gathering Dr, Kissimmee, FL 34747, United States -
7521 Mourning Terraces at Reunion - Regal Managers
● Open7521 Mourning Terraces at Reunion - Regal Managers is a luxurious lodging institution located at 7521 Mourning Dove Circle in Kissimmee, Florida, United States. Managed by Regal Managers, this establishment offers top-notch accommodations with stunning views and impeccable service. Whether you are visiting for a relaxing getaway or a special event, 7521 Mourning Terraces at Reunion is the perfect choice for a memorable stay. With its elegant design, convenient location, and exceptional amenities, this institution ensures a truly regal experience for all guests.
7521 Mourning Dove Cir, Kissimmee, FL 34747, United States -
Flamingo Express Hotel
● OpenThe Flamingo Express Hotel is a comfortable and convenient lodging option located at 2265 East Irlo Bronson Memorial Highway in Kissimmee, Florida. Designed with business travelers in mind, the hotel offers best-in-class High Speed WiFi, complimentary coffee, free parking, breakfast à la carte, training studio, and meeting rooms. The rooms are a perfect blend of ultimate comfort and modern design, providing guests with a classic yet unique ambiance. Enjoy a range of amenities during your stay, whether you are visiting for business or pleasure. The friendly staff at Flamingo Express Hotel is dedicated to ensuring a wonderful experience for all guests. The hotel is committed to accessibility and usability for individuals with sensory disabilities, implementing web accessibility standards to enhance user experience. A privacy & cookies policy is in place to protect and secure personal information collected on the website. Guests can expect a high level of confidentiality and security measures in place to safeguard their information. Please note that visitors must be at least 18 years old to use the services provided by Flamingo Express Hotel. If you are visiting from a country outside the United States, your personal information may be collected, used, processed, stored, and transferred across international boundaries. Experience the comfort and convenience of Flamingo Express Hotel during your stay in Kissimmee, Florida.
2265 E Irlo Bronson Memorial Hwy, Kissimmee, FL 34744, United States -
Magical Windsor Hills Retreat
● OpenMagical Windsor Hills Retreat is a luxurious vacation rental located at 2507 Archfeld Boulevard in Kissimmee, Florida, United States. This enchanting retreat offers a truly magical experience for guests looking to relax and unwind in a beautiful setting. With spacious accommodations, top-notch amenities, and stunning views, Magical Windsor Hills Retreat is the perfect destination for families, couples, and friends looking to create unforgettable memories. Whether you're lounging by the pool, exploring nearby attractions like Disney World and Universal Studios, or simply enjoying the peace and tranquility of the surroundings, this retreat is sure to leave you feeling rejuvenated and refreshed. Book your stay at Magical Windsor Hills Retreat today and experience the magic for yourself.
2507 Archfeld Blvd, Kissimmee, FL 34747, United States -
Westgate South Beach Oceanfront Resort
● OpenWestgate South Beach Oceanfront Resort is a luxurious health and lodging institution located at 3611 Collins Avenue in Miami Beach, Florida, United States. As part of the prestigious Westgate Resorts chain, this resort offers top-notch amenities and accommodations to ensure a comfortable and enjoyable stay for guests. Whether you're looking for a relaxing beach getaway or a fun-filled vacation near popular attractions like Disney World, Westgate South Beach Oceanfront Resort has everything you need. With 11 stunning Florida hotels to choose from, including locations in Orlando, Kissimmee, Cocoa Beach, and Daytona Beach, Westgate Resorts is your go-to destination for an unforgettable Florida experience. Enjoy the beautiful oceanfront views, world-class service, and exceptional facilities that make Westgate Resorts a premier choice for travelers. Book your stay today and discover why Westgate Resorts is your first resort when it comes to Florida hotels.
3611 Collins Ave, Miami Beach, FL 33140, United States -
Berkley Lake Town homes
● OpenBerkley Lake Townhomes is a luxurious lodging option located at 1049 Park Ridge Circle in Kissimmee, Florida. This institution offers spacious and beautifully designed townhomes for guests looking for a comfortable and convenient stay. With modern amenities, a tranquil lakefront setting, and close proximity to popular attractions in the area, Berkley Lake Townhomes provides a perfect retreat for vacationers and business travelers alike. Enjoy the comforts of home away from home at this charming accommodation in the heart of Kissimmee.
1049 Park Ridge Cir, Kissimmee, FL 34746, United States -
Summer Bliss San Remo
● OpenSummer Bliss San Remo is a luxurious vacation rental institution located at 767 Leonardo Court in Kissimmee, Florida, United States. Situated in the heart of the Sunshine State, this stunning property offers guests a true taste of summer bliss. With spacious and beautifully decorated accommodations, top-notch amenities, and a prime location just minutes away from world-famous theme parks and attractions, Summer Bliss San Remo is the perfect destination for families, couples, and friends looking to create unforgettable memories in the sun-drenched paradise of Florida. Whether you're looking to relax by the pool, explore the nearby attractions, or simply unwind in the comfort of your own private oasis, Summer Bliss San Remo has everything you need for a truly magical vacation experience.
767 Leonardo Ct, Kissimmee, FL 34758, United States -
Windsor Island Resort
● OpenWindsor 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.
1115 Aloha Blvd, Davenport, FL 33897, United States
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