TOP 30 Best Vacation rental stay in Kissimmee, Florida

WellHome 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.

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! ⭐️⭐️⭐️⭐️⭐️

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.

Central Florida Vacation Rentals is a premier institution located in Kissimmee, Florida, offering a range of vacation rental options for families and groups of all sizes. With various properties available, ranging from 2 to 4 bedrooms and accommodating up to 10 guests, we provide comfortable and spacious accommodations for your stay. Our resort community features a variety of amenities, including a large heated swimming pool, hot tub, water slides, and outdoor games for everyone to enjoy. The clubhouse offers a fitness center, convenience store, and poolside snack and drink bar for your convenience. Free wifi is available throughout the pool area, making it easy to stay connected during your stay.

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.

Located at 8900 Legacy Court in Kissimmee, Florida, Go Disney Vacation is a top accommodation choice for those visiting Disney World. Offering spacious vacation home condo rentals with amenities such as a living room, dining room, fully equipped kitchen, separate bedrooms, balcony, and free WiFi, our properties provide a comfortable and affordable alternative to staying at Disney's resort hotels. With resort-style amenities, security, and a convenient location near all the major theme parks and attractions, our vacation homes offer a peaceful retreat for families looking to relax and unwind after a day at the parks. Skip the expensive dining options at Disney and enjoy preparing meals in your own kitchen. Book with us and experience the top 10 benefits of staying at a vacation home instead of a Disney resort hotel. With our high guest satisfaction ratings on TripAdvisor, Go Disney Vacation is your number one choice for a magical Disney vacation in Kissimmee, Florida.

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.

Master Vacation Homes is a real estate and travel agency located at 2801 North Poinciana Boulevard in Kissimmee, Florida, United States. Our institution specializes in providing vacation rental homes for travelers looking for a comfortable and convenient accommodation option. We offer a wide range of properties to choose from, ensuring that our guests have a memorable and enjoyable stay in the Sunshine State. Our website uses Cookies to enhance user experience, but rest assured that we do not store sensitive personal information. If you have any questions or concerns about our Cookies Policy, please feel free to contact us. Thank you for considering Master Vacation Homes for your next getaway!

Orlando Vacations Rooms is a comfortable and convenient lodging option located at 5245 West Irlo Bronson Memorial Highway in Kissimmee, Florida. Just a short drive away from the world-renowned attractions of Orlando, this institution offers cozy rooms and excellent amenities for a relaxing stay. Whether you're visiting the nearby theme parks or exploring the beautiful beaches of Florida, Orlando Vacations Rooms provides a welcoming and affordable accommodation option for your trip. Enjoy a peaceful night's sleep and easy access to all the excitement that Central Florida has to offer at this charming establishment.

JAVA 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!

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.

Hampton Inn by Hilton Kissimmee North is a charming lodging institution located at 151 Centerview Boulevard in Kissimmee, Florida, United States. This cozy hotel offers comfortable and spacious rooms, modern amenities, and exceptional hospitality. Guests can enjoy a complimentary hot breakfast, a fitness center, an outdoor pool, and free Wi-Fi. Conveniently situated near popular attractions such as Walt Disney World and Universal Studios, Hampton Inn by Hilton Kissimmee North is the perfect choice for travelers looking for a relaxing and enjoyable stay in the heart of Kissimmee.

Hilton 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.

Breeze 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.

Windsor 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.

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.

Windsor Hills Rental Villas is a premier lodging option located at 2600 North Old Lake Wilson Road in Kissimmee, Florida. This institution offers beautifully remodeled GROUND FLOOR condos within the sought-after Windsor Hills Resort, just a stone's throw away from the Magic Kingdom. The fully furnished condos feature tropical and Disney themes, flat-panel LCD televisions, high-speed DSL, and all necessary housewares and linens. Guests can enjoy a SOUTH FACING POOL with no rear neighbors, providing a private and relaxing atmosphere. Additionally, Windsor Hills boasts an in-house theater room for entertainment. With its close proximity to Disney and various entertainment options, Windsor Hills is the perfect choice for a magical vacation in Orlando. Visit Windsor Hills at 2600 Old Lake Wilson Road, Kissimmee, Florida 3474.

The 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.

Emerald Island Resort offers luxurious villa and townhouse rentals in the heart of Kissimmee, Florida. Situated on Emerald Island Boulevard, this stunning property is the perfect choice for travelers looking for a memorable vacation experience. Whether you're looking for a relaxing getaway or an action-packed adventure, Emerald Island Resort has something for everyone. With top-notch amenities, spacious accommodations, and a convenient location near all the attractions, this resort is the ideal destination for your next vacation. Book your stay with Emerald Island Resort today and make unforgettable memories in the Sunshine State.

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.

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.

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.

Grand 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.

GreenPoint Hotel Kissimmee is a charming lodging establishment located at 5245 West Irlo Bronson Memorial Highway in Kissimmee, Florida. Situated in the heart of the bustling tourist district, this hotel offers comfortable and affordable accommodations for visitors looking to explore all that Central Florida has to offer. With its convenient location near popular attractions such as Walt Disney World, Universal Studios, and SeaWorld, GreenPoint Hotel Kissimmee is the perfect home base for a memorable vacation. The hotel features spacious rooms, modern amenities, and friendly staff to ensure a pleasant stay for every guest. Whether you are traveling for business or pleasure, GreenPoint Hotel Kissimmee provides a welcoming and relaxing atmosphere for all travelers.

Villa Del Sol-Kissimmee Condos is a charming residential complex located at 2250 North Hoagland Boulevard in Kissimmee, Florida. Nestled in a serene and picturesque neighborhood, this institution offers spacious and modern condominiums for both short-term and long-term stays. The property features a range of amenities including a swimming pool, fitness center, and beautifully landscaped grounds. With its convenient location near popular attractions such as Walt Disney World and Universal Studios, Villa Del Sol-Kissimmee Condos is the perfect choice for a relaxing and enjoyable stay in the Sunshine State.

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.

Vacation 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.

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.

Legacy Vacation Resorts Kissimmee/Orlando - Near Disney is a charming lodging institution located at 2800 North Poinciana Boulevard in Kissimmee, Florida, just a stone's throw away from the magical world of Disney. This resort offers comfortable accommodations and a range of amenities to make your stay unforgettable. Enjoy spacious suites, a sparkling swimming pool, fitness center, and easy access to all the attractions that Orlando has to offer. Whether you're visiting with family or friends, Legacy Vacation Resorts Kissimmee/Orlando is the perfect home base for your Florida vacation.