TOP 30 Florida vacation rentals in Kissimmee, Florida

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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 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 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.

Vacation Station Cottage @ Margaritaville Resort Orlando is a charming lodging option located at 7981 Surf Street in Kissimmee, Florida. This cozy cottage is part of the renowned Margaritaville Resort, offering guests a relaxing and tropical getaway experience. The institution serves as both a lodging and real estate agency, providing visitors with the opportunity to stay in a beautifully appointed cottage while also exploring the possibility of owning a vacation home in this desirable location. With its convenient location near all the attractions of Orlando, Vacation Station Cottage @ Margaritaville Resort Orlando is the perfect choice for travelers looking for a memorable and enjoyable vacation.

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.

Ramada by Wyndham Kissimmee Gateway is a charming lodging facility located at 7470 West Irlo Bronson Memorial Highway in Kissimmee, Florida, United States. Our institution offers comfortable accommodations and top-notch amenities for guests to enjoy during their stay. On our website, we prioritize the privacy and preferences of our guests by using cookies for analytical purposes, personalizing content, offering social media functions, and showing personalized advertising based on browsing habits. Guests have the option to set their preferences and choose how their data is used by installing cookies or similar technologies.

Located at 7700 Westgate Boulevard in Kissimmee, Florida, the Westgate Vacation Villas Resort is a premier resort near Disney World. This resort offers fully furnished vacation villas, ranging from cozy studios to spacious two-bedroom villas with lofts that can accommodate up to 10 guests. Guests can enjoy all the comforts of home while being just minutes away from Walt Disney World and other popular attractions in Kissimmee. The resort features the onsite Shipwreck Island Water Park, complete with a lazy river, water slides, and a splashpad, providing endless fun for guests of all ages. Florida and Georgia residents can take advantage of special discounts, saving up to 10% off the best rates. The resort also offers a variety of dining options, from Italian and Mexican cuisine to poolside snacks, ensuring a memorable culinary experience for guests.

Serena Inn Extended Stay in Kissimmee is a comfortable and convenient lodging option located at 9400 U.S. 192 in Clermont, Florida, United States. This institution offers guests the opportunity to enjoy an extended stay in a cozy and welcoming environment. With spacious accommodations and a range of amenities, Serena Inn Extended Stay is the perfect choice for travelers looking for a home away from home in the Kissimmee area. Whether you are visiting for business or pleasure, you are sure to enjoy your stay at this lovely inn.

Extended Stay America - Orlando - Kissimmee is a comfortable and convenient lodging option located at 7727 West Irlo Bronson Memorial Highway in Kissimmee, Florida. This institution offers spacious and well-equipped rooms that are perfect for long-term stays. Guests can enjoy amenities such as fully equipped kitchens, free Wi-Fi, and on-site laundry facilities. The location is ideal for those looking to explore the attractions of Orlando, as it is close to popular theme parks and shopping areas. Whether visiting for business or leisure, Extended Stay America - Orlando - Kissimmee provides a relaxing and home-like atmosphere for all guests.

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 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.

Holiday Inn Club Vacations at Orange Lake Resort is a luxurious lodging destination located in Kissimmee, Florida, United States. This resort offers spacious accommodations, top-notch amenities, and a wide range of activities for guests of all ages. Whether you're looking to relax by the pool, play a round of golf, or explore the nearby theme parks, this resort has something for everyone. With its convenient location and exceptional service, Holiday Inn Club Vacations at Orange Lake Resort is the perfect choice for your next vacation getaway.

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.

Legacy Vacation Resorts Kissimmee/Orlando - Near Disney is a charming lodging institution located at 2800 North Poinciana Boulevard in Kissimmee, Florida, just a stone's throw away from the magical world of Disney. This resort offers comfortable accommodations and a range of amenities to make your stay unforgettable. Enjoy spacious suites, a sparkling swimming pool, fitness center, and easy access to all the attractions that Orlando has to offer. Whether you're visiting with family or friends, Legacy Vacation Resorts Kissimmee/Orlando is the perfect home base for your Florida vacation.

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 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.

Vacation Village at Parkway is a luxurious lodging institution located at 2975 Arabian Nights Boulevard in Kissimmee, Florida. After a fun-filled day exploring the nearby theme parks, guests can unwind in the spacious one- and two-bedroom suites offered at the resort. With seven heated pools, seven hot tubs, three nature trails, and 22 barbecue grills, there are plenty of amenities to enjoy on-site. Additionally, guests can take advantage of the two fitness centers, concierge desk, and arcade during their stay. The resort also provides shuttle service to the theme parks for added convenience. Vacation Village at Parkway has been recognized with a Gold Crown Status by RCI since 2001, highlighting its exceptional standards in various areas. The resort has also received Tripadvisor's Travelers' Choice Award for its outstanding guest reviews.

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.

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.

Comfort Inn & Suites Kissimmee by the Parks is a cozy and convenient lodging option located at 7675 West Irlo Bronson Memorial Highway in Kissimmee, Florida. Situated just minutes away from popular attractions like Walt Disney World and Universal Studios, this hotel is the perfect choice for travelers looking to experience all that the area has to offer. The comfortable rooms and suites are equipped with modern amenities to ensure a relaxing stay, while the on-site facilities such as a pool, fitness center, and complimentary breakfast make for a truly enjoyable experience. Whether you're visiting for business or pleasure, Comfort Inn & Suites Kissimmee by the Parks is the ideal accommodation for your stay in the Sunshine State.

Welcome to Vivo Flex Living Kissimmee, where comfort and convenience come together in a flexible living community. Located at 4156 West Vine Street in Kissimmee, Florida, our lodging institution offers a cozy atmosphere, state-of-the-art fitness equipment, and co-working spaces to make your stay stress-free. Our modern furnishings, WiFi, and newly renovated interiors ensure that your short-term living space feels like home. Whether you're a business traveler or on vacation, our amenities cater to your needs. Enjoy lounging by the pool, meeting friends in the lobby, or getting work done in our co-working spaces.

Orbit One Vacation Villas is a charming lodging institution located at 2950 Entry Point Boulevard in Kissimmee, Florida, United States. Nestled in a peaceful and picturesque setting, this vacation villa offers a relaxing escape for guests looking to unwind and rejuvenate. The spacious and well-appointed villas provide all the comforts of home, including fully equipped kitchens, cozy living areas, and private balconies or patios. Guests can also enjoy the resort's amenities such as a swimming pool, hot tub, fitness center, and barbecue area. With its convenient location near popular attractions like Walt Disney World and Universal Studios, Orbit One Vacation Villas is the perfect choice for a memorable and enjoyable vacation experience.

Orlando Vacations Rooms is a comfortable and convenient lodging option located at 5245 West Irlo Bronson Memorial Highway in Kissimmee, Florida. Just a short drive away from the world-renowned attractions of Orlando, this institution offers cozy rooms and excellent amenities for a relaxing stay. Whether you're visiting the nearby theme parks or exploring the beautiful beaches of Florida, Orlando Vacations Rooms provides a welcoming and affordable accommodation option for your trip. Enjoy a peaceful night's sleep and easy access to all the excitement that Central Florida has to offer at this charming establishment.

Kissimmee Marina by Lake Toho is a waterfront establishment located at 69 Lakeview Drive in Kissimmee, Florida, United States. This multifaceted institution offers a variety of amenities including a bar, restaurant, and store. Guests can enjoy delicious food and drinks while taking in stunning views of Lake Toho. Whether you're looking to grab a bite to eat, relax with a cocktail, or pick up some supplies for a day on the water, Kissimmee Marina has you covered. Come experience the laid-back atmosphere and friendly service at this popular lakeside destination.

Experience Kissimmee, Florida, located at 215 Celebration Place, is a local government office that invites you to enjoy a world of vacation fun in the heart of Florida. With sunny skies, beautiful rivers, and sparkling lakes, Kissimmee is the perfect destination for adventure and relaxation. Explore world-famous theme parks, outdoor activities, legendary golf courses, and a variety of attractions for all ages. Indulge in delicious dining options, exciting entertainment districts, and vibrant festivals throughout the year. Choose from a wide range of accommodations, from vacation rentals to luxury resorts, in the Vacation Home Capital of the World®. Join hosts Jen Bonner and Ming Chen on The Kissimmee Experience and discover all that this vibrant city has to offer. Embrace diversity and inclusivity at Experience Kissimmee, where all visitors are welcomed with open arms.

Howard Johnson by Wyndham Tropical Palms Kissimmee is a charming lodging located at 4311 West Vine Street in Kissimmee, Florida, United States. This tropical-themed hotel offers comfortable accommodations with modern amenities, including free Wi-Fi, a complimentary breakfast, and an outdoor pool. The hotel is conveniently situated near popular attractions such as Walt Disney World and Universal Studios, making it the perfect choice for families and tourists looking to explore the area. With its convenient location and cozy atmosphere, Howard Johnson by Wyndham Tropical Palms Kissimmee is the ideal choice for a relaxing stay in the heart of Florida.

Kleins Rentals is a leading vacation rental company in Orlando and South Florida, offering over 250 items to make your vacation memorable. From BBQ rentals to appliances, cribs, strollers, and more, we have everything you need for a hassle-free celebration. Our professional team delivers and sets up the items upon your arrival and retrieves them before your departure. Whether you're visiting Walt Disney World, Universal Studios Orlando, or SeaWorld Orlando, reserve your rental stroller or crib with us today. We also offer Kashering services for your kitchen in Orlando, Davenport, and Kissimmee. With flexible delivery and pickup times, Kleins Rentals ensures a no-hassle vacation experience. Book your vacation rental equipment online or email us at support@kleinsrentals.com. Visit us at 8350 Epicenter Boulevard, Lakeland, Florida, United States.

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.

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.

Grand Lake & Lifetime of Vacations Resort is a charming lodging institution located in Kissimmee, Florida, United States. Situated on U.S. 192, this resort offers a picturesque setting with stunning views of the nearby Grand Lake. The resort is the perfect destination for those looking for a lifetime of vacations filled with relaxation and luxury. Guests can enjoy spacious accommodations, top-notch amenities, and exceptional service during their stay. Whether you're looking to unwind by the pool, explore the local attractions, or simply enjoy the tranquility of the lake, Grand Lake & Lifetime of Vacations Resort has something for everyone. Plan your next getaway at this beautiful resort and create memories that will last a lifetime.