TOP 30 Best Family cottages in Kissimmee, Florida

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.

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.

Majesty Family Villas is a premier real estate and travel agency located at 8920 Majesty Palm Road in Kissimmee, Florida. Our agency specializes in providing luxurious and spacious villas for families looking to make unforgettable memories during their vacation. Each villa is meticulously designed and equipped with modern amenities to ensure a comfortable stay for our guests. Whether you are looking for a relaxing getaway or an action-packed adventure, Majesty Family Villas has the perfect accommodation for you. Book your stay with us today and experience the ultimate vacation experience in the heart of Florida.

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.

DISNEY VACATION RENTALS offers cozy 1 and 2 bedroom cottages for guests looking to experience the magic of Disney while staying in the comfort of a home away from home. Located in Kissimmee, Florida, just a short drive from the theme parks, guests can enjoy the convenience of renting golf carts and campers to explore the area. NEC ENTERPRISES LLC also operates as a real estate agency, RV park, store, and travel agency, providing guests with a one-stop shop for all their vacation needs. Experience the magic of Disney with DISNEY VACATION RENTALS.

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.

7 Heaven Vacation offers a wide range of vacation rentals in Orlando, located at 1050 Plaza Drive in Kissimmee, Florida. As a real estate and travel agency, we provide top-notch accommodations for visitors looking to experience the magic of Orlando. Our properties are conveniently located near popular attractions such as Disney World, Universal Studios, and SeaWorld. Whether you're looking for a cozy condo or a spacious villa, we have the perfect vacation rental for you. Enjoy your stay in Orlando with 7 Heaven Vacation!

Country Hearth Inn Kissimmee is a charming lodging establishment located at 4559 West Irlo Bronson Memorial Highway in Kissimmee, Florida, United States. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to enjoy during their stay. With its convenient location near popular attractions and amenities, Country Hearth Inn Kissimmee is the perfect choice for travelers looking for a relaxing and enjoyable experience in central Florida.

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.

Mickey Mouse Homes is a unique institution located at 7731 Teascone Boulevard in Kissimmee, Florida. As a lodging, real estate, and travel agency all rolled into one, Mickey Mouse Homes offers a one-of-a-kind experience for visitors looking to stay in the magical world of Disney. Our expert team is dedicated to providing top-notch accommodations, real estate options, and travel services to make your stay in Kissimmee unforgettable. Whether you're looking to rent a vacation home, buy a property near Disney World, or plan an unforgettable Disney vacation, Mickey Mouse Homes has you covered. Come stay with us and experience the magic of Disney like never before!

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!

Disney Luxury Rental is a top-rated real estate and travel agency located at 2672 Manesty Lane in Kissimmee, Florida, United States. We specialize in providing luxury vacation rentals for those looking to experience the magic of Disney in complete comfort. Our properties are meticulously maintained and equipped with all the amenities you need for a memorable stay. Whether you're planning a family vacation or a romantic getaway, Disney Luxury Rental is here to help you create the ultimate Disney experience. Book with us today and start making memories that will last a lifetime! Welcome to Disney Luxury Rental! ⭐️⭐️⭐️⭐️⭐️

Memories Vacation Home Management is a premier real estate and travel agency located at 5245 West Irlo Bronson Memorial Highway in Kissimmee, Florida. Our mission is to provide top-notch vacation home management services for property owners and unforgettable vacation experiences for travelers visiting the area. With a team of dedicated professionals, we offer a wide range of services including property maintenance, marketing, and booking assistance. Whether you are looking to rent out your vacation home or searching for the perfect rental property for your next trip, Memories Vacation Home Management is here to make your experience seamless and stress-free. Contact us today to learn more about our services and start creating lasting memories in Kissimmee, Florida.

Mad Men Magic Kingdom House is a unique lodging institution located at 2751 Emerald Island Boulevard in Kissimmee, Florida, United States. Our properties have a mid-century modern feel with signature features like swing chairs, record players with Bluetooth capability, outdoor string lights, and custom painted geometric wall designs. One of our properties is a 3 bedroom, 2 full bath bay front home that sleeps 8 and is only a short walk to the beach. Another property is an 8 bedroom, 4.5 bath villa with a Disney Glam theme, located just 6 miles from Walt Disney World. We also offer a 6 bedroom, 4 full bath lakefront home near Wisp Ski Resort with a modern rustic vibe and a retro game room.

Mr. Host Vacation Homes is a premier real estate and travel agency located at 1101 Miranda Lane in the beautiful city of Kissimmee, Florida, United States. We specialize in providing luxurious vacation homes for travelers looking for a comfortable and convenient stay in the Sunshine State. Our properties are carefully selected to offer the perfect blend of comfort, style, and convenience, ensuring that our guests have a memorable and relaxing vacation experience. Whether you are looking for a cozy retreat for a romantic getaway or a spacious home for a family vacation, Mr. Host Vacation Homes has the perfect property for you. Book with us today and let us help you create unforgettable memories in sunny Florida.

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.

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.

Solara Resort is a luxurious lodging institution located at 9002 Sunset Palms Terrace in Kissimmee, Florida, United States. As soon as you enter through the guarded gates, you will be greeted with a world-class luxury experience. The 18-acre grounds offer top-notch amenities such as sports fields, a grand clubhouse, and an expansive water park, all designed to make your stay in Orlando magical and memorable. Each vacation villa at Solara Resort features over 4700 square feet of living space, up to 9 bedrooms, 6.5 baths, a private spa pool, outdoor lanai, and more. The sleek design, high ceilings, and designer furnishings create the perfect vacation oasis. The resort offers endless activities for guests of all ages, from sports and recreation to family-friendly fun.

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.

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.

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.

Blue Sky Villas is a luxurious vacation home rental agency located at 7862 West Irlo Bronson Memorial Highway in Kissimmee, Florida. Our stunning properties offer guests the ultimate in comfort and style, with spacious accommodations and top-of-the-line amenities. Whether you're looking for a relaxing getaway or a fun-filled family vacation, Blue Sky Villas has the perfect home for you. Our dedicated team of professionals is here to ensure that your stay is nothing short of perfect. Book your dream vacation with us today and experience the luxury and convenience of Blue Sky Villas.

Ette Hotel Orlando is a luxurious lodging and spa located at 3001 Sherberth Road in Kissimmee, Florida. Nestled in the heart of the Sunshine State, this upscale institution offers guests a tranquil retreat surrounded by lush landscapes and top-notch amenities. Whether you're looking to relax by the pool, indulge in a rejuvenating spa treatment, or explore the nearby attractions like Walt Disney World and Universal Studios, Ette Hotel Orlando provides the perfect blend of comfort and convenience for your stay in the United States.

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.

Mila Realty Property Management is a reputable real estate agency located at 1050 Plaza Drive in Kissimmee, Florida, United States. Our team of dedicated professionals specializes in property management, helping clients buy, sell, rent, and invest in real estate. With years of experience in the industry, we provide top-notch services to ensure our clients' needs are met efficiently and effectively. Whether you are looking to find your dream home, rent out your property, or make a sound investment, Mila Realty Property Management is here to help every step of the way. Contact us today to learn more about how we can assist you with all your real estate needs.

Terra Verde Resort is a luxurious lodging destination located at 109 Madiera Beach Boulevard in Kissimmee, Florida. Situated in the heart of the Sunshine State, this resort offers a tranquil oasis for guests looking to relax and unwind. With beautiful accommodations, top-notch amenities, and a prime location near popular attractions like Disney World and Universal Studios, Terra Verde Resort is the perfect choice for a memorable vacation experience. Whether you're lounging by the pool, exploring the nearby theme parks, or simply enjoying the peaceful surroundings, Terra Verde Resort provides a truly unforgettable stay in the United States.

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.

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.

Homes4uu is a premier real estate and travel agency located in Kissimmee, Florida. Our dedicated team is committed to helping you find the perfect vacation rental or investment property in the beautiful Sunshine State. Whether you're looking for a cozy condo for a weekend getaway or a luxurious villa for a family vacation, we have a wide selection of properties to choose from. With our expertise in the local real estate market and our top-notch customer service, Homes4uu is your go-to agency for all your real estate and travel needs. Visit us at 1120 Mann Street and let us help you find your dream home away from home in Florida.

Reunion Resort & Golf Club is a luxurious lodging institution located at 7593 Gathering Drive, Kissimmee, Florida, United States. Our vacation homes offer a refined and unique stay with exclusive features and amenities ranging from 3 to 15 bedrooms. The resort features three signature golf courses, a 5-acre water park, tennis center, and a variety of dining options. With seven swimming pools, two playgrounds, and a range of activities, Reunion Resort is the ultimate family-friendly vacation destination. Enjoy delicious cuisines at various restaurants on-site, and explore nearby attractions such as Walt Disney World®, SeaWorld Orlando, and Universal Orlando Resort. Choose from a selection of villas with one to three bedrooms, or vacation homes with three to 14 bedrooms, each offering a unique living experience. The resort also features a water park, fitness classes, and various activities for guests to enjoy. Host your next event at Reunion Resort, which offers a stunning setting for business conferences, golf retreats, or social celebrations. With its prime location and upscale amenities, Reunion Resort is the perfect destination for an unforgettable vacation experience.