The 30 Best Luxury vacation homes for rent in Kissimmee, Florida

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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.

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.

Escape 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.

Bella 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.

Experience 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.

Berkley 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.

Experience 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.

Nestled 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.

Florida 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!

Disney 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.

Experience 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.

Sherwood Forest Manufactured Home is a cozy lodging option located at 5302 West Irlo Bronson Memorial Highway in Kissimmee, Florida. This charming institution offers a tranquil escape for guests looking to relax and unwind in the heart of nature. With spacious manufactured homes surrounded by lush greenery, Sherwood Forest provides a peaceful setting for a memorable stay. Whether you're looking for a weekend getaway or a longer vacation, this RV park is the perfect choice for those seeking a home away from home in beautiful Florida.

Florida Fantasy Homes is a premier lodging institution located in the heart of Kissimmee, Florida. Situated at 1050 East Osceola Parkway, our luxurious vacation homes offer the perfect blend of comfort and convenience for travelers visiting the Sunshine State. Whether you're looking for a cozy retreat for a romantic getaway or a spacious accommodation for a family vacation, Florida Fantasy Homes has a variety of options to suit your needs. With top-notch amenities, stunning decor, and proximity to popular attractions like Disney World and Universal Studios, our institution provides the ultimate home away from home experience for guests. Book your stay with us and make your Florida dream vacation a reality.

Poinciana Vacation Management is a premier vacation rental management company located at 500 Cypress Parkway in Kissimmee, Florida, United States. Our team specializes in providing top-notch services for property owners looking to rent out their vacation homes in the popular tourist destination of Kissimmee. With years of experience in the industry, we offer personalized and professional management services to ensure that your property is well-maintained and consistently booked by guests. From marketing and advertising to guest communication and property maintenance, Poinciana Vacation Management handles every aspect of vacation rental management with efficiency and expertise. Trust us to maximize your rental income and provide an exceptional experience for both you and your guests.

Mickey Mouse Homes is a unique institution located at 7731 Teascone Boulevard in Kissimmee, Florida. As a lodging, real estate, and travel agency all rolled into one, Mickey Mouse Homes offers a one-of-a-kind experience for visitors looking to stay in the magical world of Disney. Our expert team is dedicated to providing top-notch accommodations, real estate options, and travel services to make your stay in Kissimmee unforgettable. Whether you're looking to rent a vacation home, buy a property near Disney World, or plan an unforgettable Disney vacation, Mickey Mouse Homes has you covered. Come stay with us and experience the magic of Disney like never before!

Kinsman Pointe is a premier real estate agency offering a selection of beautiful homes for rent in Kissimmee, Florida. Located at 2150 Ranch Side Road, our properties are meticulously maintained and feature modern amenities to ensure a comfortable living experience. Whether you are looking for a cozy apartment or a spacious family home, our dedicated team is here to help you find the perfect rental property to suit your needs. Contact us today to schedule a viewing and start your search for your dream home in Kissimmee.

Innovare 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.

Orlando 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.

Blue 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.

Disney Luxury Rental is a top-rated real estate and travel agency located at 2672 Manesty Lane in Kissimmee, Florida, United States. We specialize in providing luxury vacation rentals for those looking to experience the magic of Disney in complete comfort. Our properties are meticulously maintained and equipped with all the amenities you need for a memorable stay. Whether you're planning a family vacation or a romantic getaway, Disney Luxury Rental is here to help you create the ultimate Disney experience. Book with us today and start making memories that will last a lifetime! Welcome to Disney Luxury Rental! ⭐️⭐️⭐️⭐️⭐️

Vacation 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.

IPG Florida Vacation Homes is a reputable real estate and travel agency located in Kissimmee, Florida. Situated at 8132 West Irlo Bronson Memorial Highway, this institution offers a wide range of vacation homes for rent in the popular tourist destination of Florida. Whether you are looking for a cozy condo or a luxurious villa, IPG Florida Vacation Homes has the perfect accommodation for your stay. With excellent customer service and a convenient location near all the major attractions, this agency is your go-to for planning a memorable vacation in the Sunshine State.

Advantage Vacation Homes is a premier lodging option in Kissimmee, Florida, offering luxurious vacation homes for rent. Situated at 7799 Styles Boulevard, this real estate agency provides travelers with spacious and well-appointed accommodations, perfect for families and large groups. Each vacation home is fully furnished and equipped with modern amenities, ensuring a comfortable and convenient stay. Guests can enjoy the privacy and flexibility of a home away from home, while still having access to resort-style amenities and services. Whether you're visiting the nearby theme parks or simply looking to relax in the Sunshine State, Advantage Vacation Homes is the ideal choice for your next getaway.

Florida Dream Homes is a premier lodging, real estate, and travel agency located at 7967 Sea Pearl Circle in Kissimmee, Florida. We specialize in providing luxurious vacation rental properties in the heart of the Sunshine State, offering guests a truly unforgettable experience. Our dedicated team of professionals is committed to helping you find the perfect dream home for your next getaway. Whether you are looking for a cozy villa, a spacious townhouse, or a lavish mansion, we have a wide selection of properties to choose from. Let us make your dream vacation a reality at Florida Dream Homes.

White Swan Vacation Villas and Homes Florida is a premier real estate and travel agency located in Kissimmee, Florida. Our luxurious vacation villas and homes offer the perfect getaway for families, couples, and groups looking to experience the magic of Florida. Situated at 8846 Grand Palms Circle, our properties are conveniently located near top attractions such as Walt Disney World, Universal Studios, and SeaWorld. With top-notch amenities and exceptional customer service, White Swan Vacation Villas and Homes Florida is your go-to choice for an unforgettable Florida vacation experience.

Vacation Homes for Rent offers a wide selection of beautiful and comfortable vacation homes in Kissimmee, Florida. Located at 8681 West Irlo Bronson Memorial Highway, our properties are perfect for families, groups, and couples looking for a relaxing and memorable getaway. Each home is fully equipped with modern amenities and features, including private pools, spacious living areas, and fully equipped kitchens. Our convenient location allows easy access to popular attractions such as Walt Disney World, Universal Studios, and SeaWorld. Whether you're looking for a cozy retreat or a luxurious escape, Vacation Homes for Rent has the perfect accommodation for your next vacation in sunny Florida.

Memories Vacation Home Management is a premier real estate and travel agency located at 5245 West Irlo Bronson Memorial Highway in Kissimmee, Florida. Our mission is to provide top-notch vacation home management services for property owners and unforgettable vacation experiences for travelers visiting the area. With a team of dedicated professionals, we offer a wide range of services including property maintenance, marketing, and booking assistance. Whether you are looking to rent out your vacation home or searching for the perfect rental property for your next trip, Memories Vacation Home Management is here to make your experience seamless and stress-free. Contact us today to learn more about our services and start creating lasting memories in Kissimmee, Florida.

Mr. Host Vacation Homes is a premier real estate and travel agency located at 1101 Miranda Lane in the beautiful city of Kissimmee, Florida, United States. We specialize in providing luxurious vacation homes for travelers looking for a comfortable and convenient stay in the Sunshine State. Our properties are carefully selected to offer the perfect blend of comfort, style, and convenience, ensuring that our guests have a memorable and relaxing vacation experience. Whether you are looking for a cozy retreat for a romantic getaway or a spacious home for a family vacation, Mr. Host Vacation Homes has the perfect property for you. Book with us today and let us help you create unforgettable memories in sunny Florida.

LM Luxury Vacation Homes is a premier real estate and travel agency located in Kissimmee, Florida. Offering a wide range of luxurious vacation homes for rent, our agency provides top-notch accommodations for travelers looking for a comfortable and stylish stay in the Sunshine State. With a convenient location on West Irlo Bronson Memorial Highway, our team of experienced professionals is dedicated to helping clients find the perfect vacation rental for their needs. Whether you're planning a family getaway or a romantic escape, LM Luxury Vacation Homes is here to make your dream vacation a reality.