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TOP 30 Best vacation homes in Kissimmee, FL
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Absolute Choice Insurance
Absolute Choice Insurance, located at 3221 Southwest 107th Avenue in Miami, Florida, specializes in providing the best coverage at the lowest rates for Florida residents. Whether you own a home, vacation house, or are in the process of buying a property in Florida, having insurance is essential to protect your investment. Our homeowners insurance policies are designed to protect you from damage to your home, belongings, and potential financial loss. In addition to covering damage, our policies also include protection for injuries and legal expenses if someone is hurt on your property.
Westgate Towers Resort
Westgate Towers Resort is a luxurious Disney area hotel located in Kissimmee, Florida. This resort offers fully furnished homes with easy access to Kissimmee's famous theme parks and attractions. Guests can enjoy three heated outdoor pools and access to neighboring resort amenities, making their vacation affordable and convenient. Florida and Georgia residents can save up to 10% off the best rates and take advantage of a free shuttle to resort dining options and Shipwreck Island Water Park. With exclusive rates through the World of Westgate program, guests can book their adventure at Westgate Towers Resort with half-off resort fees. Please note that features and amenities may change over time. This resort also offers accessibility features and a loyalty program for Westgate Owners. Book now for a memorable vacation experience at Westgate Towers Resort.
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.
Disney's Animal Kingdom Lodge
Disney's Animal Kingdom Lodge is a unique lodging experience located at 2901 Osceola Parkway in Kissimmee, Florida, United States. Escape to the 11,000-square-foot pool with an exciting waterslide and zero-depth entry point, surrounded by lush canopy trees and palms. The lodge also offers a children's wading pool and whirlpool spas for relaxation. Guests can cool off at the Samawati Springs Pool, which features a thrilling waterslide, whirlpool spas, and Uwanja Camp—an animal observation site-themed water playground. The lodge is home to over 30 species of African wildlife, including zebras, giraffes, and flamingos, with opportunities to learn more about these animals through fun programs led by Animal Specialists.
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.
Seralago Hotel & Suites
Seralago Hotel & Suites is a charming lodging establishment located in Kissimmee, Florida, just a short drive away from the famous Walt Disney World Resort. The hotel offers comfortable rooms and suites, perfect for families and travelers looking for a convenient and affordable place to stay. Guests can enjoy amenities such as a swimming pool, fitness center, and on-site dining options. The hotel's convenient location on the bustling West Irlo Bronson Memorial Highway makes it easy to explore all that Central Florida has to offer. Whether you're visiting the theme parks or simply looking for a relaxing getaway, Seralago Hotel & Suites is the perfect home base for your Florida adventure.
Quality Inn & Suites By the Parks
Nestled in the heart of Kissimmee, Florida, Quality Inn & Suites By the Parks offers comfortable and convenient lodging for visitors to the area. Located just minutes away from popular attractions like Walt Disney World and Universal Studios, this hotel is the perfect home base for your Florida adventure. The spacious rooms and suites are equipped with modern amenities, including free Wi-Fi and flat-screen TVs. Guests can also enjoy a complimentary breakfast each morning and relax by the outdoor pool. Whether you're in town for a family vacation or a business trip, Quality Inn & Suites By the Parks provides a welcoming and affordable stay for all travelers.
Magic Village Yards, Trademark Collection by Wyndham
Magic Village Yards, Trademark Collection by Wyndham is a luxury concierge-style community located at 3151 Pantanal Lane in Kissimmee, Florida, United States. Offering 3 and 4 bedroom villas with exclusive services, privacy, and comfort, this upscale lodging option is just 2 minutes away from Disney’s Animal Kingdom Park. The villas feature stainless steel kitchens, stylish furnishings, luxury bedding, and private, furnished patios with BBQ grills. With amenities expected of the finest private homes, guests can enjoy a relaxing stay with the benefits of upscale hotel services. The multilingual staff, concierge, clubhouse, cleaning services, and other amenities will enhance your experience. ADA defined service animals are welcome, but no other pets are allowed. Guests must be 21 years of age with a valid ID to check-in, and a refundable deposit for incidentals is required. A cleaning fee applies to all stays. Magic Village Yards is the perfect setting for special events or group trips, with a concierge staff ready to tailor your visit to meet your specific needs. Contact reservations@magicvillage.com for booking inquiries. Experience the beauty of Magic Village Yards and make unforgettable vacation memories in this tranquil oasis in the heart of Orlando.
Magic Key
Magic Key is a charming lodging institution located at 4810 West Irlo Bronson Memorial Highway in Kissimmee, Florida. With its convenient location near popular attractions such as Walt Disney World and Universal Studios, Magic Key offers guests a magical experience during their stay in the Sunshine State. The institution boasts comfortable accommodations, friendly staff, and a host of amenities to ensure a memorable visit. Whether you're visiting for a family vacation or a romantic getaway, Magic Key is the perfect place to stay while exploring all that Kissimmee has to offer.
Eagle Trace Resort Orlando
Eagle Trace Resort Orlando is a luxurious lodging facility located at 7740 Sandy Ridge Drive in Kissimmee, Florida, United States. Nestled in a serene and picturesque setting, the resort offers a peaceful retreat for guests looking to unwind and relax. The spacious and beautifully appointed accommodations provide all the comforts of home, with modern amenities and stunning views of the surrounding landscape. Guests can enjoy a range of on-site facilities and services, including a sparkling swimming pool, fitness center, and concierge assistance. Whether you are visiting for a family vacation or a romantic getaway, Eagle Trace Resort Orlando promises a memorable and enjoyable stay in the heart of Florida's enchanting Orlando area.
Club Wyndham Reunion
Club Wyndham Reunion, located at 7593 Gathering Drive in Kissimmee, Florida, is more than just a timeshare - it's a gateway to fulfilling your bucket list dreams. This exclusive 2,300 acre resort is just a few miles away from Orlando's famous theme parks and top shopping destinations, making it the perfect home base for your family vacation. With three world-class golf courses, a waterpark, and more on-site amenities, Club Wyndham Reunion offers something for everyone. Our VIP Program offers special benefits to Members with 300,000 points or more, ensuring a truly luxurious experience. The accommodations include double beds, king beds, and a queen sleeper sofa, providing ample space for your entire group.
7521 Mourning Terraces at Reunion - Regal Managers
7521 Mourning Terraces at Reunion - Regal Managers is a luxurious lodging institution located at 7521 Mourning Dove Circle in Kissimmee, Florida, United States. Managed by Regal Managers, this establishment offers top-notch accommodations with stunning views and impeccable service. Whether you are visiting for a relaxing getaway or a special event, 7521 Mourning Terraces at Reunion is the perfect choice for a memorable stay. With its elegant design, convenient location, and exceptional amenities, this institution ensures a truly regal experience for all guests.
The Great Escape
The Great Escape is a charming lodging institution located at 7675 Fairfax Drive in Kissimmee, Florida, United States. Nestled in a peaceful and picturesque setting, this institution offers a relaxing and comfortable stay for guests looking to escape the hustle and bustle of everyday life. With cozy accommodations, friendly staff, and convenient amenities, The Great Escape is the perfect destination for a tranquil getaway in the heart of Florida. Whether you're visiting for a weekend retreat or an extended vacation, you're sure to feel right at home at this lovely establishment.
Golden R Kids
Golden R Kids is a charming lodging institution located at 1620 West Vine Street in Kissimmee, Florida. Our establishment offers comfortable and affordable accommodations for families traveling to the area. Our spacious rooms are designed with kids in mind, featuring fun and colorful decor that will make your little ones feel right at home. With a convenient location near popular attractions and amenities, Golden R Kids is the perfect choice for a family vacation in the Sunshine State. Enjoy a relaxing stay with us and create lasting memories with your loved ones.
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.
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.
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.
High Point World Resort
High Point World Resort is a charming lodging institution located at 2951 High Point Boulevard in Kissimmee, Florida. Situated in the heart of the Sunshine State, this resort offers a relaxing and comfortable stay for guests looking to explore all that Florida has to offer. With spacious accommodations, top-notch amenities, and a convenient location near popular attractions like Walt Disney World and Universal Studios, High Point World Resort is the perfect home away from home for travelers of all ages. Whether you're looking to relax by the pool, explore the nearby theme parks, or simply unwind in a cozy room, this resort has everything you need for an unforgettable vacation experience.
The Suite Retreat at Windsor Hills Resort
Welcome to The Suite Retreat at Windsor Hills, located in Kissimmee, Florida. Our luxury 5 bedroom, 5 bathroom villa is the perfect accommodation for your next vacation. Situated in the prestigious, guard gated Windsor Hills Resort, you will be just minutes away from Disney and other top attractions. As our guest, you will have complimentary access to the resort's 5-star amenities, including a water park and double Olympic-sized, zero-entry pool. Our villa features a private screened pool with a spillover spa and covered lanai, complete with complimentary pool heat and a BBQ. Family game nights are covered in our game room, equipped with a 125-inch theater screen, Xbox Series S, arcade games, pool table with ping pong topper, and air hockey table. Kids will love our Harry Potter and Mickey & Friends themed bedrooms, along with the Cupboard Under the Stairs.
Calypso Cay Resort
Calypso Cay Resort is a charming lodging establishment located at 3000 Bonfire Beach Drive in Kissimmee, Florida, United States. Nestled in the heart of Orlando's famous attractions, this resort offers a relaxing and tropical getaway for guests of all ages. With spacious accommodations, a variety of amenities including a pool, fitness center, and on-site dining options, Calypso Cay Resort provides the perfect home base for exploring all that central Florida has to offer. Whether you're looking for a family vacation, a romantic retreat, or a fun-filled adventure, Calypso Cay Resort has something for everyone. Come and experience the magic of Florida at this wonderful resort.
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!
Westgate Town Center
Westgate Town Center is a premier lodging destination located in Kissimmee, Florida, United States. This expansive resort offers luxurious accommodations and top-notch amenities, including multiple pools, restaurants, a spa, and fitness center. Guests can enjoy spacious villas with fully equipped kitchens, living areas, and private balconies. Situated just minutes away from Orlando's famous theme parks and attractions, Westgate Town Center is the perfect home base for a memorable vacation in the Sunshine State. Whether you're looking for relaxation or adventure, this resort has everything you need for a truly unforgettable stay.
Smart Cleaning Multiservices
Smart Cleaning Multiservices is a one-stop shop for all your cleaning and organizing needs, located at 22 West Monument Avenue in Kissimmee, Florida. Our top-notch residential cleaning services will leave your home spotless, from floors to countertops. We also offer professional window cleaning services to bring in the light and make your space sparkle. Revive your carpets with our expert carpet cleaning services, including furniture moving. Our professional organizing service will transform chaos into calm, whether it's your closet, kitchen, or entire home.
Maid Right of Central Florida
Maid Right of Central Florida, located at 5717 Red Bug Lake Road in Winter Springs, Florida, is your go-to destination for top-notch house cleaning services in Kissimmee, FL and surrounding areas. Our skilled and fully insured cleaning crew is dedicated to meeting your needs and providing you with a reliable and consistent experience. Whether you need a one-time cleaning, regular maintenance, or specialized services, our knowledgeable team will meticulously clean your property to the highest standards. When you choose Maid Right of Central Florida, you can trust that we will utilize our innovative MR Shield® technology to thoroughly clean your home. This cutting-edge technique is designed to eliminate 99.99% of pathogens, including the flu and E. coli, while also removing odors caused by cooking, smoking, pets, and more. Our environmentally safe cleaning supplies ensure that our services are safe for you, your family, your pets, and the environment.
Decoreza Furniture
Decoreza Furniture is a Hispanic-owned furniture store located at 611 West Vine Street in Kissimmee, Florida. Since 2013, we have been providing the city with a modern and unique style of furniture at affordable prices. Our showroom offers a wide selection of living room, dining room, and bedroom furniture, as well as accent pieces to help you create a unique environment in your home. At Decoreza Furniture, we are committed to providing high-quality products to our customers. We work with the best brands and designs in the industry to ensure that our inventory meets the highest standards. Our goal is to help you furnish and decorate your home with beauty and functionality.
Katherine Figueroa, REALTOR
Katherine Figueroa, REALTOR is a finance institution located at 8235 Championsgate Boulevard, Four Corners, Florida, United States. Katherine Figueroa is a Certified International Property Specialist, Resort and Second Home Property Specialist, and Luxury Property Specialist specializing in waterfront homes, golf course homes, resort and vacation homes, new homes, and luxury homes. She markets and sells real estate properties in Orange, Osceola, Polk, Lake, and Seminole Counties, including the areas of Greater Orlando, Lake Nona, Doctor Phillips, Belle Isle, Windermere, Winter Garden, Clermont, Montverde, Four Corners, Champions Gate, Davenport, Reunion, Kissimmee, Celebration, Horizon West, and other communities near Walt Disney World and other Theme Parks. Katherine is a full-time and multi-lingual REALTOR®, licensed Real Estate Broker in Florida and Puerto Rico, speaking English, Spanish, and Portuguese. With over 30 years of experience in the real estate and banking industry, Katherine is dedicated to helping buyers, sellers, investors, and developers achieve their real estate goals. She holds 9 professional real estate designations and certifications to provide specialized and high-quality service to her customers.
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.
Paradise Palms-4 Bed W/splashpool-3610pp 4 Bedroom Townhouse
Welcome to Paradise Palms-4 Bed W/splashpool-3610pp, a luxurious 4-bedroom townhouse located at 2939 Banana Palm Drive in Kissimmee, Florida. This stunning lodging option is perfect for families or groups looking for a comfortable and spacious accommodation in the heart of the Sunshine State. With a private splash pool, modern amenities, and stylish décor throughout, Paradise Palms offers a truly unforgettable vacation experience. Whether you're visiting nearby theme parks, enjoying the beautiful beaches, or simply relaxing by the pool, this townhouse is the perfect home base for your Florida getaway. Book your stay at Paradise Palms-4 Bed W/splashpool-3610pp and make memories that will last a lifetime.
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