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TOP 30 Vacation rentals with pools 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.
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.
Orlando Short Term Rentals
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.
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 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.
Encantada Resort Vacation Townhomes by IDILIQ
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.
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.
Bella Vida Vacation Homes
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.
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.
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.
Breeze Kissimmee
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.
Disney Water Park Heated Pool | Storey Lake Hideaway Club House | Book Direct for Best Rates
Escape to the magical world of Disney at our Water Park Heated Pool located at the Storey Lake Hideaway Club House in Kissimmee, Florida. Book directly with us for the best rates and enjoy a comfortable stay in our luxurious accommodations. Whether you're looking for a relaxing getaway or an action-packed adventure, our resort has something for everyone. Don't miss out on the opportunity to experience the magic of Disney right at your doorstep. Visit us at 4815 Love Storey Lane and make memories that will last a lifetime.
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.
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.
Windsor Hills Pool View Condo
Windsor Hills Pool View Condo is a luxurious lodging option located at 7650 Comrow Street in Kissimmee, Florida, United States. This three-bedroom, two-bathroom condo is situated near Walt Disney World and offers stunning poolside views. Guests can enjoy the resort's amenities such as the clubhouse, theater, game room, and full-size gym. The condo is Disney themed throughout, with stuffed Disney characters adding to the magical atmosphere. With its proximity to popular attractions like Magic Kingdom, Epcot, and Universal Orlando, Windsor Hills is the perfect choice for a family-friendly vacation. The property is meticulously cleaned and sanitized following the guidelines of leading health agencies, ensuring a safe and comfortable stay for all guests. With its unbeatable location and top-notch amenities, Windsor Hills Pool View Condo is a popular choice for families visiting the Orlando area.
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.
Formosa Gardens Estates - Vacation Homes
Formosa Gardens Estates offers luxurious vacation homes in the heart of Kissimmee, Florida. Situated at 2737 Formosa Boulevard, this institution provides a perfect blend of lodging, real estate, and travel services for guests looking to experience the magic of Orlando. Each vacation home is beautifully designed and fully equipped with modern amenities, making it the ideal choice for families, couples, or groups of friends. Whether you're looking for a relaxing getaway or an action-packed adventure, Formosa Gardens Estates has something for everyone. Book your stay today and make unforgettable memories in the Sunshine State.
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!
Florida Vacation Villas
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!
Windsor Hills Rental Villas
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.
Vista Del Lago Rentals
Vista Del Lago Rentals is a premier real estate agency located at 16594 Avenue del Lago in Kissimmee, Florida, United States. Specializing in vacation rentals, long-term rentals, and property management services, Vista Del Lago Rentals offers a wide range of properties to suit every need and budget. With a team of experienced professionals dedicated to providing exceptional service, clients can trust Vista Del Lago Rentals to help them find the perfect rental property or manage their investment with care and expertise. Whether you are looking for a cozy vacation home or seeking assistance in renting out your property, Vista Del Lago Rentals is the go-to agency in the Kissimmee area.
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.
Tropical Villas Orlando Vacation Rentals & Property Management
Tropical Villas Orlando Vacation Rentals & Property Management is a premier real estate and travel agency located at 2950 Loopdale Lane in Kissimmee, Florida, United States. We specialize in providing luxurious vacation rentals in the tropical paradise of Orlando, offering a wide range of properties to suit every traveler's needs. Our dedicated team of professionals is committed to ensuring a seamless and unforgettable vacation experience for our guests, from booking to check-out. Whether you're looking for a cozy condo or a spacious villa, we have the perfect accommodation for your dream vacation in Orlando. Contact us today to start planning your next getaway!
Vacation Alchemy
Vacation Alchemy is a premier real estate and travel agency located in Kissimmee, Florida. Our team of experienced professionals specializes in crafting unforgettable vacation experiences for our clients. Whether you're looking to buy or rent a vacation home in the Sunshine State, or you need assistance planning the perfect getaway, Vacation Alchemy has you covered. With a prime location near all of the attractions that Florida has to offer, including Disney World and Universal Studios, we are your one-stop shop for all of your vacation needs. Contact us today to start planning your dream vacation!
Key 2 Orlando Vacation Rentals LLC
tar Pool Home, there is a pool table, air hockey and foosball. The Modern Pool Home has a game room with a pool table and air hockey. Kingdom Keys has a game room with a pool table, air hockey and gaming chairs. In addition, all homes have board games and playing cards for family fun. Key 2 Orlando Vacation Rentals LLC is your go-to choice for a stress-free and enjoyable vacation rental experience in Kissimmee, Florida. With a prime location near Disney and Universal Theme Parks, spacious and well-equipped homes, and exceptional customer service, we are dedicated to exceeding your expectations and creating memorable vacation experiences for you and your loved ones. Book with us today and let us take care of the details so you can focus on making memories that will last a lifetime.
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