TOP 30 Luxury vacation accommodations in Kissimmee, Florida
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Quality Vacation Homes
● OpenLocated in Kissimmee, Florida, Quality Vacation Homes offers a range of beautiful and comfortable lodging options for those looking to enjoy a relaxing and luxurious vacation. Our vacation homes are fully equipped with all the amenities needed for a comfortable stay, including spacious living areas, fully equipped kitchens, and private pools. Whether you're looking for a cozy retreat for a romantic getaway or a spacious home for a family vacation, Quality Vacation Homes has the perfect accommodation for you. Our prime location allows easy access to all the attractions and activities that Kissimmee has to offer, making it the ideal choice for your next vacation. Book your stay with us today and experience the ultimate in quality vacation living.
600N N Thacker Ave Ste C15, Kissimmee, FL 34741, United States -
Caribe Cove Resort in Kissimmee by Vacasa
● OpenCaribe 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.
9000 Treasure Trove Ln, Kissimmee, FL 34747, United States -
Holiday Inn Club vacations at Orange Lake Resort
● OpenHoliday 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.
Unnamed Road, Kissimmee, FL 34747, United States -
Encantada Resort Vacation Townhomes by IDILIQ
● OpenEncantada 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.
3070 Secret Lake Dr, Kissimmee, FL 34747, United States -
Regal Oaks Resort Vacation Townhomes by IDILIQ
● OpenEscape to Regal Oaks Resort Vacation Townhomes by IDILIQ, located at 5780 Golden Hawk Way in Kissimmee, Florida, United States. This institution offers lodging, real estate, and travel agency services. Nestled in the heart of Orlando, our resort is the perfect retreat for families, couples, and groups of friends looking for a magical getaway. Enjoy spacious accommodations, world-class amenities, and a range of activities for the whole family. Unwind in a fully equipped kitchen, relax on your private screened patio, and indulge in the resort's pool oasis. With multiple bedrooms, these vacation homes cater to diverse needs, ensuring a truly extraordinary escape. Staycation savings are available exclusively for Florida and Georgia residents. The resort offers a Cabana Pool Bar for tropical beverages, a family-friendly sports bar and grill, and easy access to popular theme parks and attractions. Dive into the expansive pool, challenge your skills on the tennis and pickleball courts, and enjoy the arcade and market on-site. Regal Oaks Resort is part of the IDILIQ Group of companies, offering luxurious accommodations in sought-after holiday destinations. Experience the perfect blend of comfort and family-friendly fun at Regal Oaks Resort Vacation Townhomes by IDILIQ.
5780 Golden Hawk Way, Kissimmee, FL 34746, United States -
Bella Vida Vacation Homes
● OpenBella Vida Vacation Homes is a luxurious lodging option located in Kissimmee, Florida. As a real estate and travel agency, they offer a wide range of vacation homes for rent, providing guests with the ultimate comfort and convenience during their stay. Situated at 1172 Marcello Boulevard, Bella Vida Vacation Homes is the perfect choice for travelers looking for a home away from home experience in the Sunshine State. With top-notch amenities and a prime location near popular attractions, Bella Vida Vacation Homes ensures a memorable and enjoyable stay for all guests.
1172 Marcello Blvd, Kissimmee, FL 34746, United States -
Vacation Village at Parkway
● OpenVacation Village at Parkway is a luxurious lodging institution located at 2975 Arabian Nights Boulevard in Kissimmee, Florida. After a fun-filled day exploring the nearby theme parks, guests can unwind in the spacious one- and two-bedroom suites offered at the resort. With seven heated pools, seven hot tubs, three nature trails, and 22 barbecue grills, there are plenty of amenities to enjoy on-site. Additionally, guests can take advantage of the two fitness centers, concierge desk, and arcade during their stay. The resort also provides shuttle service to the theme parks for added convenience. Vacation Village at Parkway has been recognized with a Gold Crown Status by RCI since 2001, highlighting its exceptional standards in various areas. The resort has also received Tripadvisor's Travelers' Choice Award for its outstanding guest reviews.
2975 Arabian Nights Blvd, Kissimmee, FL 34747, United States -
747 Vacation Homes
● Open747 Vacation Homes is a premier vacation rental agency located in Kissimmee, Florida. Situated at 8701 West Irlo Bronson Memorial Highway, this institution offers a wide selection of luxurious vacation homes for visitors to enjoy while exploring the attractions of the Orlando area. Whether you're looking for a cozy condo, a spacious villa, or a private pool home, 747 Vacation Homes has the perfect accommodation for your stay. With top-notch amenities and convenient access to popular theme parks and entertainment venues, this institution ensures a comfortable and memorable vacation experience for all guests. Book your dream vacation home with 747 Vacation Homes today and make your stay in Kissimmee truly unforgettable.
8701 W Irlo Bronson Memorial Hwy #100, Kissimmee, FL 34747, United States -
Wyndham Vacation Resorts Reunion At Orlando
● OpenWyndham Vacation Resorts Reunion at Orlando is a luxurious lodging facility located at 7593 Gathering Drive in Kissimmee, Florida, United States. This resort offers spacious and well-appointed accommodations, including suites and villas, perfect for families and couples looking to enjoy a relaxing vacation in the Orlando area. Guests can take advantage of the resort's amenities, such as multiple swimming pools, a fitness center, on-site dining options, and easy access to nearby attractions like Walt Disney World and Universal Studios. With its convenient location and upscale accommodations, Wyndham Vacation Resorts Reunion at Orlando is the perfect destination for a memorable getaway.
7593 Gathering Dr, Kissimmee, FL 34747, United States -
Experience Kissimmee, Florida
● ClosedExperience Kissimmee, Florida, located at 215 Celebration Place, is a local government office that invites you to enjoy a world of vacation fun in the heart of Florida. With sunny skies, beautiful rivers, and sparkling lakes, Kissimmee is the perfect destination for adventure and relaxation. Explore world-famous theme parks, outdoor activities, legendary golf courses, and a variety of attractions for all ages. Indulge in delicious dining options, exciting entertainment districts, and vibrant festivals throughout the year. Choose from a wide range of accommodations, from vacation rentals to luxury resorts, in the Vacation Home Capital of the World®. Join hosts Jen Bonner and Ming Chen on The Kissimmee Experience and discover all that this vibrant city has to offer. Embrace diversity and inclusivity at Experience Kissimmee, where all visitors are welcomed with open arms.
215 Celebration Pl # 200, Kissimmee, FL 34747, United States -
Hilton Vacation Club Polynesian Isles Kissimmee
● OpenHilton Vacation Club Polynesian Isles Kissimmee is a luxurious lodging institution located at 3045 Polynesian Isles Boulevard in Kissimmee, Florida, United States. This tropical paradise offers spacious and comfortable accommodations for guests looking to relax and unwind in style. With top-notch amenities, stunning surroundings, and exceptional service, Hilton Vacation Club Polynesian Isles Kissimmee is the perfect destination for a memorable vacation experience.
3045 Polynesian Isle Blvd, Kissimmee, FL 34746, United States -
Breeze Kissimmee
● OpenBreeze Kissimmee is a vibrant and lively bar located at 7 East Dakin Avenue in the heart of Kissimmee, Florida. Known for its relaxed atmosphere and friendly staff, Breeze Kissimmee offers a wide selection of beverages, including craft cocktails, beer, and wine. Guests can enjoy live music, DJ nights, and special events throughout the week. Whether you're looking for a fun night out with friends or a place to unwind after a long day, Breeze Kissimmee is the perfect spot to kick back and enjoy the breeze.
7 E Dakin Ave, Kissimmee, FL 34741, United States -
Grand Lake & Lifetime of Vacations Resort
● ClosedGrand Lake & Lifetime of Vacations Resort is a charming lodging institution located in Kissimmee, Florida, United States. Situated on U.S. 192, this resort offers a picturesque setting with stunning views of the nearby Grand Lake. The resort is the perfect destination for those looking for a lifetime of vacations filled with relaxation and luxury. Guests can enjoy spacious accommodations, top-notch amenities, and exceptional service during their stay. Whether you're looking to unwind by the pool, explore the local attractions, or simply enjoy the tranquility of the lake, Grand Lake & Lifetime of Vacations Resort has something for everyone. Plan your next getaway at this beautiful resort and create memories that will last a lifetime.
7770 West Irlo Bronson Memorial Highway, US-192, Kissimmee, FL 34747, United States -
WellHome Parkside Vacation Home at Windsor Hills Resort
● OpenWellHome Parkside Vacation Home at Windsor Hills Resort is a luxurious lodging option located in Kissimmee, Florida. Situated at 7715 Comrow Street, this vacation home offers a tranquil and relaxing environment for guests looking to unwind and rejuvenate. As a real estate agency, WellHome Parkside Vacation Home provides guests with top-notch accommodation options, ensuring a comfortable and unforgettable stay. The resort also features a spa where guests can indulge in a variety of rejuvenating treatments and massages.
7715 Comrow St, Kissimmee, FL 34747, United States -
Luxury 3 Bedroom Condo on Reunion Resort, Orlando Condo 3484
● OpenExperience luxury living at its finest at the Luxury 3 Bedroom Condo on Reunion Resort, Orlando Condo 3484. Located at 304 1110 Sunset View Circle in Kissimmee, Florida, this stunning lodging option offers a spacious and beautifully designed three-bedroom condo that is perfect for families or groups looking for a comfortable and upscale accommodation in the heart of Orlando. With top-of-the-line amenities, including a fully equipped kitchen, luxurious bathrooms, and access to the resort's exclusive facilities, guests can enjoy a truly unforgettable stay. Whether you're looking to relax by the pool, play a round of golf, or explore the nearby theme parks, this condo has everything you need for a memorable vacation in the Sunshine State.
304 1110 Sunset View Cir Building O, Kissimmee, FL 34747, United States -
Wonder Vacation Homes
● OpenWonder Vacation Homes is a premier lodging institution located at 1101 Miranda Lane in Kissimmee, Florida, United States. Our vacation homes offer a luxurious and comfortable stay for guests looking to experience the magic of the Orlando area. With spacious accommodations, modern amenities, and convenient access to popular attractions such as Disney World and Universal Studios, Wonder Vacation Homes is the perfect choice for your next getaway. Whether you're traveling with family or friends, our homes provide the ideal retreat for a memorable vacation experience. Book your stay with us today and make your vacation truly wonderful.
1101 Miranda Ln #114#125, Kissimmee, FL 34741, United States -
Orlando Vacation Rentals Homes - Storey Lake Resort
● ClosedNestled in the heart of Kissimmee, Florida, Orlando Vacation Rentals Homes at Storey Lake Resort offers luxurious lodging options for visitors to the area. Whether you're looking for a cozy condo or a spacious villa, this real estate and travel agency has a wide selection of vacation rentals to choose from. With its convenient location near popular attractions like Walt Disney World and Universal Studios, Storey Lake Resort is the perfect home base for your Orlando vacation. Experience the comfort and convenience of a home away from home at this beautiful resort community located at 3131 Paradox Circle.
3131 Paradox Cir, Kissimmee, FL 34746, United States -
Windsor Hills Kissimmee Villa
● OpenWindsor Hills Kissimmee Villa is a luxurious vacation rental located at 7757 Tosteth Street in Kissimmee, Florida. This stunning villa offers guests a comfortable and stylish retreat just minutes away from the world-famous attractions of Orlando, including Walt Disney World and Universal Studios. With spacious accommodations, modern amenities, and a private pool, Windsor Hills Kissimmee Villa is the perfect choice for families and groups looking for a memorable stay in the Sunshine State. Enjoy the convenience of a fully equipped kitchen, cozy living areas, and easy access to shopping, dining, and entertainment options. Experience the magic of Florida in comfort and style at Windsor Hills Kissimmee Villa.
7757 Tosteth St, Kissimmee, FL 34747, United States -
Disney Dream Vacation Rental
● OpenDisney Dream Vacation Rental is your ultimate destination for a magical stay in Kissimmee, Florida. Situated at 182 Hideaway Beach Lane, our institution offers a variety of luxurious lodging options for your dream vacation. As a real estate agency, we provide top-notch accommodations that will make your stay truly unforgettable. Our travel agency services can help you plan the perfect Disney getaway, with convenient access to all the theme parks and attractions in the area. Whether you're looking for a cozy villa or a spacious vacation home, Disney Dream Vacation Rental has the perfect option for you. Book your stay with us today and experience the magic of Disney like never before.
182 Hideaway Beach Ln, Kissimmee, FL 34746, United States -
Charming Studio unit in Hotel with Pool
● OpenExperience a delightful stay at our charming studio unit located within a hotel with a refreshing pool in Kissimmee, Florida. The address is 5245 West Irlo Bronson Memorial Highway. This cozy accommodation offers a comfortable bed, a fully equipped kitchenette, and a private bathroom. Guests can enjoy access to the hotel amenities including the pool, fitness center, and on-site dining options. Perfect for couples or solo travelers looking for a relaxed and convenient stay near popular attractions in the area. Book your stay with us today!
5245 W Irlo Bronson Memorial Hwy #6, Kissimmee, FL 34746, United States -
Florida Vacation Villas
● OpenFlorida Vacation Villas is a premier lodging, real estate, and travel agency located at 2777 North Poinciana Boulevard in Kissimmee, Florida, United States. Our villas offer luxurious accommodations for vacationers looking to experience the magic of Florida. Whether you're looking for a relaxing getaway or an action-packed adventure, our team is dedicated to providing top-notch service to ensure your stay is unforgettable. With a prime location near popular attractions like Disney World and Universal Studios, Florida Vacation Villas is the perfect choice for your next vacation in the Sunshine State. Book your stay with us today and experience the ultimate Florida getaway!
2777 N Poinciana Blvd, Kissimmee, FL 34746, United States -
Disney Dream Vacation Villa
● OpenDisney Dream Vacation Villa is a luxurious and spacious accommodation located at 2693 Manesty Lane in Kissimmee, Florida, just a short drive away from the magical world of Disney. This stunning villa offers guests a truly unforgettable experience with its modern amenities, stylish decor, and comfortable furnishings. Whether you're looking for a romantic getaway or a fun-filled family vacation, this villa is the perfect choice. Enjoy relaxing by the private pool, cooking in the fully-equipped kitchen, or watching movies in the cozy living room. With its prime location near all the attractions of Disney World, staying at Disney Dream Vacation Villa is sure to make your trip truly magical.
2693 Manesty Ln, Kissimmee, FL 34747, United States -
Luxury 3 Bedroom 2 Bath Condo In Windsor Hills
● OpenExperience luxury at its finest in this stunning 3 bedroom, 2 bath condo located in the prestigious Windsor Hills community in Kissimmee, Florida. This beautifully appointed accommodation features modern amenities, high-end furnishings, and a spacious layout perfect for families or groups of friends. Enjoy the convenience of a fully equipped kitchen, plush bedding, and a private balcony with breathtaking views. Take advantage of the resort-style amenities including a pool, fitness center, and clubhouse. With its prime location near Disney World and other major attractions, this condo is the perfect choice for your next vacation getaway.
2774 Almaton Loop UNIT 403, Kissimmee, FL 34747, United States -
JAVA Vacation Villas
● OpenJAVA Vacation Villas is a premier lodging, real estate, and travel agency located at 3100 Parkway Boulevard in Kissimmee, Florida. Our villas are the perfect home away from home for your next vacation in the Sunshine State. With luxurious amenities, spacious accommodations, and convenient access to all the attractions that Florida has to offer, JAVA Vacation Villas is the ideal choice for your next getaway. Whether you're looking to relax by the pool, explore the nearby theme parks, or simply enjoy the beautiful Florida weather, our villas provide the perfect setting for a memorable vacation experience. Contact us today to book your stay at JAVA Vacation Villas and start planning your dream vacation in Florida!
3100 Parkway Blvd, Kissimmee, FL 34747, United States -
Innovare Vacation Homes
● ClosedInnovare Vacation Homes is a premier real estate and travel agency located in Kissimmee, Florida, United States. We specialize in providing luxurious vacation homes for rent in the Orlando area, catering to tourists and travelers looking for a comfortable and convenient accommodation during their stay. Our properties are meticulously maintained and fully equipped with modern amenities to ensure a relaxing and enjoyable experience for our guests. Whether you are visiting for a family vacation or a romantic getaway, Innovare Vacation Homes offers a wide range of options to suit your needs. Book with us and make your stay in Florida truly unforgettable.
8681 US-192 #124, Kissimmee, FL 34747, United States -
Orlando Luxury Stays dba
● OpenOrlando Luxury Stays dba is a real estate and travel agency located at 5245 West Irlo Bronson Memorial Highway in Kissimmee, Florida, United States. We offer 5-star luxury homes for corporate rentals, extended stays, vacation getaways, and more. Our properties provide quality accommodations, superior amenities, and subtle touches to make you feel at home. From bedding and bathroom linens to kitchenware and large screen Smart TVs with free Prime Video, we have everything you need for a comfortable stay. Located just 15 minutes from Disney and SeaWorld and 20 minutes from Universal Studios, our properties are the perfect home base for your adventures. Situated in The Loop, you'll be surrounded by dining, shopping, and entertainment options. Whether you're in town for a Disney vacation, business trip, or romantic getaway, our upscale and stylish lodgings provide a blissful place of rest. Book now for the perfect stay in Kissimmee.
5245 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746, United States -
Tropical Villas Orlando Vacation Rentals & Property Management
● ClosedTropical Villas Orlando Vacation Rentals & Property Management is a premier real estate and travel agency located at 2950 Loopdale Lane in Kissimmee, Florida, United States. We specialize in providing luxurious vacation rentals in the tropical paradise of Orlando, offering a wide range of properties to suit every traveler's needs. Our dedicated team of professionals is committed to ensuring a seamless and unforgettable vacation experience for our guests, from booking to check-out. Whether you're looking for a cozy condo or a spacious villa, we have the perfect accommodation for your dream vacation in Orlando. Contact us today to start planning your next getaway!
2950 Loopdale Ln, Kissimmee, FL 34741, United States -
The Diamond on the Island - Emerald Island Resort Disney Vacation Rental House
● OpenThe Diamond on the Island at Emerald Island Resort is a luxurious vacation rental house located in Kissimmee, Florida. Situated in the prestigious Emerald Island Resort, this stunning property offers the perfect combination of comfort, style, and convenience for your Disney vacation. With spacious accommodations, modern amenities, and a prime location just minutes away from Walt Disney World, this rental house is the ideal choice for families and groups looking to experience the magic of Orlando. Book your stay at The Diamond on the Island and make unforgettable memories on your next Florida getaway. Contact our real estate and travel agency located at 8578 Sunrise Key Drive to learn more about our exclusive vacation rental options.
8578 Sunrise Key Dr, Kissimmee, FL 34747, United States -
Blue Sky Villas | Luxury Vacation Homes
● ClosedBlue Sky Villas is a luxurious vacation home rental agency located at 7862 West Irlo Bronson Memorial Highway in Kissimmee, Florida. Our stunning properties offer guests the ultimate in comfort and style, with spacious accommodations and top-of-the-line amenities. Whether you're looking for a relaxing getaway or a fun-filled family vacation, Blue Sky Villas has the perfect home for you. Our dedicated team of professionals is here to ensure that your stay is nothing short of perfect. Book your dream vacation with us today and experience the luxury and convenience of Blue Sky Villas.
7862 W Irlo Bronson Memorial Hwy #306, Kissimmee, FL 34747, United States -
Vacation Pool Homes
● ClosedVacation Pool Homes is a premier real estate and travel agency located in Kissimmee, Florida. Situated at 7799 Styles Boulevard, this institution specializes in providing luxurious vacation rental homes with private pools for visitors to the Sunshine State. With a wide range of properties to choose from, Vacation Pool Homes offers the perfect accommodation for families, couples, and groups looking to enjoy a relaxing and memorable vacation in Florida. Whether you're planning a theme park adventure or simply seeking a peaceful retreat, Vacation Pool Homes has the perfect property for you. Book your dream vacation home today and experience the ultimate in comfort, convenience, and relaxation.
7799 Styles Blvd, Kissimmee, FL 34747, United States
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