TOP 30 Vacation house rentals in Kissimmee, Florida

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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.

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.

Margaritaville 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.

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.

DISNEY VACATION RENTALS offers cozy 1 and 2 bedroom cottages for guests looking to experience the magic of Disney while staying in the comfort of a home away from home. Located in Kissimmee, Florida, just a short drive from the theme parks, guests can enjoy the convenience of renting golf carts and campers to explore the area. NEC ENTERPRISES LLC also operates as a real estate agency, RV park, store, and travel agency, providing guests with a one-stop shop for all their vacation needs. Experience the magic of Disney with DISNEY VACATION RENTALS.

LLakiLLa Property Management of Kissimmee is a leading real estate agency located at 333 Aylesbury Court in Kissimmee, Florida. Specializing in property management services, they are dedicated to helping clients with all their real estate needs. From finding the perfect rental property to managing investment properties, LLakiLLa Property Management is committed to providing top-notch service and expertise. Whether you are a tenant looking for a new home or a property owner in need of professional management services, LLakiLLa Property Management of Kissimmee is the go-to agency in the area.

7 Heaven Vacation offers a wide range of vacation rentals in Orlando, located at 1050 Plaza Drive in Kissimmee, Florida. As a real estate and travel agency, we provide top-notch accommodations for visitors looking to experience the magic of Orlando. Our properties are conveniently located near popular attractions such as Disney World, Universal Studios, and SeaWorld. Whether you're looking for a cozy condo or a spacious villa, we have the perfect vacation rental for you. Enjoy your stay in Orlando with 7 Heaven Vacation!

Prime is a premier real estate agency located at 3251 Prime Park Circle in Kissimmee, Florida. At Prime Apartments, residents can live carefree every day, feeling like they're on vacation in their own home. The apartments feature impressive finishes and resort-quality amenities, allowing residents to live beyond their expectations. Situated in the perfect location, there is so much to do and a vibrant new lifestyle awaits those who choose to embrace it at Prime.

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.

Majesty Family Villas is a premier real estate and travel agency located at 8920 Majesty Palm Road in Kissimmee, Florida. Our agency specializes in providing luxurious and spacious villas for families looking to make unforgettable memories during their vacation. Each villa is meticulously designed and equipped with modern amenities to ensure a comfortable stay for our guests. Whether you are looking for a relaxing getaway or an action-packed adventure, Majesty Family Villas has the perfect accommodation for you. Book your stay with us today and experience the ultimate vacation experience in the heart of Florida.

Orlando Villas is a premier real estate and travel agency located at 1408 Grandview Boulevard in Kissimmee, Florida. We specialize in providing luxurious vacation rental properties in the Orlando area, offering guests a home away from home during their stay in the Sunshine State. Our dedicated team of professionals is committed to providing top-notch customer service and ensuring that each guest's experience is nothing short of exceptional. Whether you're looking for a cozy villa for a romantic getaway or a spacious home for a family vacation, Orlando Villas has the perfect accommodation for you. Book your dream vacation rental with us today and let us help you create memories that will last a lifetime.

Located 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.

Go Legacy Dunes is a premier lodging, real estate, and travel agency located at 8902 Legacy Court in Kissimmee, Florida. Our institution offers luxurious accommodations in the heart of the Sunshine State, perfect for vacationers and property investors alike. With top-notch amenities and a prime location near all of the area's attractions, Go Legacy Dunes is your go-to destination for a memorable and stress-free stay in Florida. Contact us today to book your next getaway or to explore real estate opportunities in this beautiful part of the United States.

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.

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.

Runaway Beach Club is a charming lodging institution located at 3000 Bonfire Beach Drive in Kissimmee, Florida. This beach-themed resort offers guests a relaxing and comfortable stay in the heart of the Sunshine State. With spacious accommodations, a sparkling swimming pool, and easy access to the nearby attractions of Kissimmee and Orlando, Runaway Beach Club is the perfect choice for a fun-filled vacation. Whether you're looking to soak up the sun on the beach or explore the nearby theme parks, this institution provides the perfect home base for your Florida getaway.

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.

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.

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.

Ette Hotel Orlando is a luxurious lodging and spa located at 3001 Sherberth Road in Kissimmee, Florida. Nestled in the heart of the Sunshine State, this upscale institution offers guests a tranquil retreat surrounded by lush landscapes and top-notch amenities. Whether you're looking to relax by the pool, indulge in a rejuvenating spa treatment, or explore the nearby attractions like Walt Disney World and Universal Studios, Ette Hotel Orlando provides the perfect blend of comfort and convenience for your stay in the United States.

Disney'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.

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.

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.

Windsor at Westside Resort & Clubhouse is a popular lodging destination located at 2100 Tripoli Court in Kissimmee, Florida. Established in 2015 by Pulte Homes, this resort community offers a unique experience for guests of all ages. The 10,000 sq.ft. clubhouse features a kid's activity center, Tu Casa Bar and Lounge, a game room, and a resort-style pool with a waterslide, lazy river, hot tub, and Kids' water playground. Tu Casa Bar & Lounge offers poolside dining with a variety of delicious food options and a full-service bar serving liquor, beer, wine, and frozen favorites. The resort includes single-family pool homes and townhomes ranging from 4 to 9 bedrooms, perfect for family vacations. With popular attractions like Disney, Sea World, Universal Studios, and Legoland nearby, Windsor at Westside Resort is the ideal destination for your next family trip.

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.

Terra 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.

Bellavida 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.

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.

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.