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TOP 30 Vacation rentals with pool access in Kissimmee, FL
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Quality Vacation Homes
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.
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.
Windsor Hills Private Rentals
Windsor Hills Private Rentals is the official rental website for the Windsor Hills Resort in Kissimmee, Florida. Endorsed and run by the Resort Management Committee, we offer a wide selection of vacation rentals in the most popular resort community in the Orlando area. With no commission or booking fees, you can secure your dream vacation rental directly with the property owner or manager. Our advanced search functionality helps you find the perfect accommodation, whether you're looking for a villa, townhome, or condo. The resort is located just 2 miles from Walt Disney World, making it the ideal location for a family vacation, business event, wedding, or honeymoon. Enjoy the amenities of the Windsor Hills Resort, including a clubhouse, lagoon-style pool, water park, fitness center, playground, and more. With easy access to top golf courses and major theme parks, renting in Windsor Hills puts you in the center of the action. Book your perfect vacation rental property now with Windsor Hills Private Rentals.
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.
747 Vacation Homes
747 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.
Sun Lake Rentals, LLC
Sun Lake Rentals, LLC is a premier vacation condo rental institution located at 3164 Sun Lake Court in Kissimmee, Florida. As a real estate and travel agency, we offer spacious and well-furnished condos fully equipped with kitchens to meet all of your culinary needs. Each unit also features a large living/dining area perfect for entertainment, with amenities such as cable TV, movies, and internet access. Our vacation condo rentals are the perfect choice for a comfortable and quiet lodging experience during your Florida vacation. Just 2 miles from Disney, our location offers easy access to major restaurants, stores, and a supermarket within walking distance. Whether you are looking for a relaxing getaway or a fun-filled family vacation, Sun Lake Rentals can accommodate all of your vacation needs.
Vacation Villas At Fantasyworld Two
Vacation Villas at Fantasyworld Two is a lodging institution located at 4999 Kyngs Heath Road, Kissimmee, Florida. Just minutes from Orlando's famous attractions, this vacation destination offers a hometown feel with easy access to Disney World, Universal Studios, and SeaWorld. The diverse city of Kissimmee is filled with shopping, dining, and entertainment options, making it a perfect location for families and travelers of all ages. The spacious vacation rentals at Vacation Villas at Fantasyworld Two feature full kitchens, quiet bedrooms, and living areas, perfect for extended family vacations. Unique lockout units offer a private bathroom and kitchenette in the second bedroom. Onsite amenities include an outdoor swimming pool, children's pool and playground, and barbecue area.
Wonder Vacation Homes
Wonder 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.
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.
Windsor Hills Kissimmee Villa
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.
Disney Dream Vacation Rental
Disney 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.
Charming Studio unit in Hotel with Pool
Experience 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!
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.
Florida Premier Rentals
Florida Premier Rentals is a top-notch real estate and travel agency located in Kissimmee, Florida, United States. We offer the finest vacation rentals in Orlando, ranging from 3 to 11 bedrooms with private pools, flowing spas, and many more luxurious amenities. Our vacation homes are perfect for families and friends looking to enjoy a break in the heart of Florida. With easy access to popular attractions such as Disney World, Epcot Centre, Universal Studios, and Sea World, our vacation rentals provide everything you need for an unforgettable vacation experience. Relax in your own private pool, unwind in the spa, or have fun in the games room - the choice is yours.
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.
Access Hideaways
Access Hideaways is a premier real estate and travel agency located at 8970 Candy Palm Road in Kissimmee, Florida. Specializing in luxury vacation rentals and property sales, our team of experts is dedicated to helping clients find the perfect hideaway for their next getaway. Whether you're looking for a cozy cabin in the mountains or a beachfront villa, we have a wide range of options to suit every taste and budget. With personalized service and attention to detail, Access Hideaways is your go-to destination for creating unforgettable travel experiences. Contact us today to start planning your dream vacation or investment property.
Vacation Homes for Rent
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.
Central Florida Vacation Rentals
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.
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.
Titan Vacation Homes
Titan Vacation Homes is a premier real estate agency located at 5047 West Irlo Bronson Memorial Highway in Kissimmee, Florida. Specializing in luxury vacation rental properties, our team of experienced agents are dedicated to helping clients find the perfect home for their dream getaway. Whether you're looking for a cozy cabin in the woods or a beachfront villa, Titan Vacation Homes has a wide range of options to choose from. With exceptional customer service and a commitment to excellence, let us help you make your vacation dreams a reality.
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.
Disney's Animal Kingdom Villas - Jambo House
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.
The Berkley, Orlando
Located at 8545 West Irlo Bronson Memorial Highway in Kissimmee, Florida, The Berkley, Orlando is a stunning condominium-style resort perfect for family vacations. Situated near Orlando's top theme parks, the resort offers easy access to family-friendly restaurants and fun activities for all ages. With a grand clubhouse, state-of-the-art fitness center, large swimming pool, lap pool, and private movie theater, there is something for everyone to enjoy. The Berkley, Orlando also provides shuttle service to the nearby theme parks, making it convenient for guests to explore the area. The resort has been awarded a Gold Crown Status with RCI, recognizing its high standards in housekeeping, maintenance, hospitality, and guest services. Additionally, The Berkley, Orlando has received accolades from Tripadvisor, including the Travelers Choice Award and the Hall of Fame Award for consistent excellence.
Camp Mack, A Guy Harvey Lodge, Marina, and RV Resort
Camp Mack, A Guy Harvey Lodge, Marina, and RV Resort is a historic fishing lodge and RV resort located at 14900 Camp Mack Road in Lake Wales, Florida. Situated in the heart of the Kissimmee Chain of Lakes, this institution offers access to over 21,000 acres of prime bass fishing grounds, surrounded by the stunning natural beauty of Florida's great outdoors. Whether you're a serious angler searching for that trophy largemouth bass or simply looking to relax and enjoy the authentic "Old Florida" lakefront atmosphere with family and friends, Camp Mack is the perfect destination for you. In addition to the exceptional fishing opportunities, guests can also explore over 20 miles of hiking and equestrian trails at the nearby Lake Kissimmee State Park or embark on an exhilarating airboat tour of the lakes with Alligator Cove Nature Tours. For those seeking a bit of excitement, Camp Mack is just an hour's drive from Orlando, the theme park capital of the world.
Westgate River Ranch Resort & Rodeo
Experience the untouched beauty of Florida wilderness at Westgate River Ranch Resort & Rodeo, located in River Ranch, Florida. Just an hour south of Orlando, this authentic Florida dude ranch offers a wide range of activities including horseback riding, a Saturday night rodeo, and more on its 1,700-acre property overlooking the scenic Kissimmee River. Upgrade your camping experience with luxurious Conestoga Wagons or Glamping tents featuring air conditioning. Enjoy the Cowboy Adventure Park & Florida Fair for a day full of excitement. Indulge in dining options ranging from fine dining at River Ranch Cattle Company to casual waterfront dining at Smokehouse on the River. Watch thrilling rodeo events at the 1,200-seat Rodeo Arena, featuring competitive bull riding and barrel racing. Become a World of Westgate Loyalty Member for exclusive discounts and benefits. Please note that features and amenities may change. This material is for soliciting sales of vacation ownership plans. Accessible features may vary. Receive 50,000 points with this offer for future purchases at Westgate Resorts.
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.
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.
The Villages at Mango Key
The Villages at Mango Key is a premier real estate and travel agency located at 3201 Lindfields Boulevard in Kissimmee, Florida. Our agency specializes in providing luxurious vacation rentals and property sales in the beautiful area of Mango Key. Whether you are looking for a relaxing getaway or a new home in paradise, our dedicated team is here to help you find the perfect property to suit your needs. With stunning views, top-notch amenities, and convenient access to the best attractions in the area, The Villages at Mango Key is the ideal choice for your next vacation or real estate investment. Contact us today to start planning your dream getaway or to explore the opportunities for owning a piece of paradise in Kissimmee, Florida.
Flagstone Villa
Flagstone Villa is a newly remodeled luxury vacation rental located at 2558 Archfeld Boulevard in Kissimmee, Florida. This beautiful property features a south-facing pool with no rear neighbors, providing the ultimate privacy for guests. The villa is tastefully furnished with high-quality furniture imported from England and offers themed bed-linen in two twin rooms. Guests can enjoy a fully fitted granite kitchen, games room with a slate pool table and foosball table, and a computer with unlimited internet access. Optional extras such as pool heating, BBQ hire, and international calling are available for an additional charge. Conveniently located just 2 miles from Disney, Windsor Hills Resort offers a range of amenities including a luxury water park, club house with games room and movie theater, fitness center, and outdoor sports facilities. Guests can also take advantage of the Windsor Hills Shuttle to the theme parks for an additional fee. With easy access to all the attractions in Orlando and Tampa, Flagstone Villa is the perfect choice for a memorable vacation in Florida.
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