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TOP 30 Rental homes with resort pools in Kissimmee, FL
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Reunion Resort & Golf Club
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.
Caribe Cove Resort in Kissimmee by Vacasa
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.
Reunion Vacation Homes
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
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.
Rentals in Emerald Island Resort
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 at Westside Resort & Clubhouse
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.
Regal Oaks Resort Vacation Townhomes by IDILIQ
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.
Reunion Resort Water Park
Reunion Resort Water Park, located at 7593 Gathering Drive in Kissimmee, Florida, is a top tourist attraction and amusement park for visitors of all ages. With a variety of exclusive amenities and features, including private swimming pools and movie theaters, our vacation homes offer a unique and luxurious stay. The Water Park at Reunion Resort features a zero entry pool, 1,000 foot lazy river, large waterslide, kids splash zone, beach area, cabanas for rent, and a full bar with frozen drinks. Guests can enjoy complimentary tubes for the lazy river and participate in family-friendly contests for prizes.
Windsor Island Resort
Windsor 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.
Windsor Palms Resort Owners Group
The Windsor Palms Resort Owners Group is a luxurious lodging institution located at 2300 Wyndham Palms Way in Kissimmee, Florida. This resort community offers private villas for rent in a safe and secure environment, with amenities such as billiard tables, ping pong, video games, and a recently remodeled arcade. Situated just 3.5 miles from the Disney World theme parks, this family-friendly resort offers free WIFI and resort-style accommodations. The newly renovated 4-bedroom, 3-bathroom villa features a private heated pool option and can accommodate up to 10 people. Enjoy the best of Windsor Palms, with its gated resort-style living just minutes away from Walt Disney World. Choose from a range of vacation homes, including condos, townhomes, and spacious pool villas, to suit your Orlando vacation rental needs.
Solara Resort Clubhouse
Solara Resort Clubhouse is a luxurious lodging option located at 1575 Carey Palm Circle in Kissimmee, Florida. This resort offers vacation home rentals near popular attractions such as Disney World, SeaWorld, and Universal Orlando. The clubhouse features a splash pad, volleyball court, fitness center, poolside Tiki bar, private poolside cabanas, and more for guests to enjoy. Whether you prefer sports or relaxation, Solara Resort has something for everyone. The resort's central location provides easy access to theme parks, dining, shopping, and entertainment. With a variety of amenities and activities available, Solara Resort Clubhouse is the perfect destination for a memorable Orlando vacation experience.
WellHome Parkside Vacation Home at Windsor Hills Resort
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.
Orlando Vacation Rentals Homes - Storey Lake Resort
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.
Disney Lillian House -Terra Verde Resort
The Disney Lillian House at Terra Verde Resort is a charming and cozy lodging option located at 117 Madiera Beach Boulevard in Kissimmee, Florida. This beautifully decorated house offers a unique Disney-themed experience for guests looking to immerse themselves in the magic of Disney. As a real estate agency, the Disney Lillian House also offers opportunities for guests to invest in their own piece of Disney magic by purchasing a vacation home in the Terra Verde Resort community. With a prime location near all of Orlando's major attractions, this resort is the perfect place to own a vacation property.
Storey Lake Resort
Storey Lake Resort is a premier real estate agency located at 4827 Romeo Circle in Kissimmee, Florida. This luxurious resort offers a variety of vacation homes and townhouses for sale or rent, perfect for those looking to experience the magic of Orlando. With top-notch amenities such as a lazy river, water slides, fitness center, and on-site dining options, Storey Lake Resort is the ideal destination for those seeking a relaxing and fun-filled getaway in the heart of the Sunshine State. Whether you're looking for a permanent residence, a vacation home, or an investment property, Storey Lake Resort has something for everyone. Come experience the ultimate in resort-style living at Storey Lake Resort.
Jeeves Florida Rentals
Jeeves Florida Rentals is a premier real estate and travel agency located at 7796 West Irlo Bronson Memorial Highway in Kissimmee, Florida. We specialize in helping you find the perfect Orlando vacation home rental with our powerful search features and exclusive collection. Our luxury dream homes in the Sunshine State feature private pools, movie theaters, bowling alleys, and arcades for the ultimate vacation experience. Book with us directly and receive a free package valued at $750! Our vacation home resorts are strategically located for easy access to Disney World and all Orlando theme parks, offering top amenities, security, and privacy. Trust Jeeves Florida Rentals for a truly luxurious Orlando vacation rental experience.
Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals is a real estate and travel agency located at 2577 Maneshaw Lane, Kissimmee, Florida, United States. Our vacation home is situated in the prestigious Windsor Hills Resort, just two miles away from Disney World. Our fully furnished 3 bedroom, 3 bath town home offers a private pool/spa, fully equipped kitchen, Free Wi-Fi, and plasma TVs throughout. Perfect for families and extended families, our vacation rental provides a luxurious setting for a memorable Disney vacation. Explore Central Florida's popular attractions easily from our location, with driving directions provided for each park from Windsor Hills. Eat, swim, shop, or play - all within reach from Disney Dreams Vacation Rentals. Make lasting memories with a Disney Dreams vacation.
M&M Legacy Rentals LLC
M&M Legacy Rentals LLC is a real estate and travel agency located at 2613 Daulby Street in Kissimmee, Florida, United States. Our luxurious lakeview villa offers 6 bedrooms and a new massage chair for ultimate relaxation. With stunning pool views and newly updated features, our villa aims to provide a tranquil and rejuvenating experience for our guests. We offer overflow parking with prior approval, fully stocked kitchen supplies, new appliances, and entertainment options such as a Star Wars mini theater game room and massage chairs. Additionally, we provide complimentary pool heat, BBQ, and essential household items. Our payment schedule and cancellation policy ensure a seamless booking process, and we highly recommend travel insurance. Guests can communicate with us via email or text, and we provide a secure numeric door lock for easy access. Our property is located in a gated community with security measures in place, including Ring cameras and a security fence around the pool. We also offer a safe for valuables and assistance with planning Walt Disney World trips. Guests must obtain wristbands for access to community amenities, and day visitors are subject to approval and an additional fee. Amazon delivers packages to the community regularly, ensuring convenience for our guests. Visit our website to book your stay and experience the ultimate resort vacation at M&M Legacy Rentals LLC.
Advantage Vacation Homes
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.
Emerald Island Resort Orlando
Emerald Island Resort Orlando is a luxurious real estate and travel agency located at 8532 Sunrise Key Drive in Kissimmee, Florida. Our resort offers a range of stunning vacation homes and villas for rent, perfect for families and groups looking to experience the magic of Orlando. With top-notch amenities such as a clubhouse, swimming pools, and sports facilities, guests can enjoy a relaxing and unforgettable stay just minutes away from the world-famous theme parks and attractions. Come experience the beauty and convenience of Emerald Island Resort Orlando for your next vacation getaway.
Atlas Vacation Homes
Atlas Vacation Homes is a premier institution located at 3211 Vineland Road, Kissimmee, Florida, United States. As a general contractor, real estate agency, and travel agency all in one, we offer a unique and enchanting getaway experience in the heart of Florida. Our properties are situated just minutes away from Walt Disney World® Resort, providing a luxurious place to vacation surrounded by the beauty of nature. At Storey Lake, guests can choose from 5 to 7-bedroom homes and 4 to 5-bedroom town homes built around a picturesque lake. Enjoy water amenities such as sand beach areas, canoe & kayak rentals, fishing, and more. The Retreat at ChampionsGate offers 4 to 9-bedroom vacation rental homes and 4-bedroom town homes with access to resort-style amenities at the Oasis Club, including discounted golf rates at the ChampionsGate Country Club.
Lake Berkley Resort
Lake Berkley Resort is a luxurious vacation destination nestled in the heart of Kissimmee, Florida. Situated at 10055 Lake Berkley Drive, this stunning resort offers a serene and peaceful retreat for guests looking to unwind and relax. With a picturesque lake as its centerpiece, guests can enjoy a variety of amenities including a clubhouse, fitness center, swimming pool, and tennis courts. The resort also offers spacious and beautifully appointed vacation homes, perfect for families or groups looking for a comfortable and convenient place to stay. Whether you're looking to explore the nearby attractions of Orlando or simply relax by the lake, Lake Berkley Resort is the perfect choice for your next getaway.
Majesty Family Villas
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
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.
Runaway Beach Club
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 Cottages Orlando
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.
Go Disney Vacation
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.
Storey Lake Clubhouse
The Storey Lake Clubhouse is a premier facility located at 4715 Kings Castle Circle in Kissimmee, Florida. This luxurious clubhouse offers a wide range of amenities for guests to enjoy, including a state-of-the-art fitness center, a resort-style swimming pool, a lazy river, and a children's splash pad. Guests can also relax in the hot tub or enjoy a meal at the on-site restaurant. For more information about the amenities at Storey Lake Resort, guests can contact the Hideaway Clubhouse at 407-787-8700. Additionally, guests can request a quote for shuttle service to nearby attractions by completing the form on the website.
Launchpad's Landing
Launchpad's Landing is a luxurious 5 bedroom vacation home located in the gated resort community of Windsor Hills, just 2 miles from Disney World in Kissimmee, Florida. With two king bedrooms, a queen room, and two rooms with twin beds, all with private ensuite bathrooms, this home is perfect for multigenerational family groups. The backyard oasis features a private pool, spillover spa, screened lanai, propane grill, and plenty of space to relax. The fully equipped kitchen, high-speed wifi, cable, and smart TVs throughout the home ensure a comfortable stay. Guests can enjoy the resort amenities including a lagoon pool, waterpark, playgrounds, sport courts, and more. Just minutes from Disney World and other Orlando attractions, Launchpad's Landing is the ultimate family home for your vacation. Book now to experience a magical stay at Launchpad's Landing!
Villa By The Castle
Villa By The Castle is a top-rated luxury vacation rental located at 2608 Daulby Street in Kissimmee, Florida. This 6-bedroom, 4-bathroom villa is just 2 miles from Disney World in the beautiful Windsor Hills Resort. The villa is equipped with a private pool and spa, a game room with a pool table and air hockey, and a great room with a 70" 3D LED Smart TV. With amenities like TVs in every bedroom, baby gear, and a fully equipped kitchen, Villa By The Castle provides a comfortable and welcoming home for your Disney vacation. As owner-operated, you'll have direct communication with us throughout your stay. Windsor Hills is the closest resort community to Disney World, offering resort-style amenities and a convenient location. Book your stay at Villa By The Castle and experience the best of Kissimmee and Orlando.
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