TOP 30 Relaxing vacation options in Kissimmee, Florida

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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.

Margaritaville Resort Orlando is a luxurious island-inspired escape located at 8000 Fins Up Circle in Kissimmee, Florida. This resort offers high-end accommodations, world-class dining, and entertainment, as well as relaxing facilities and amenities. Situated just minutes away from popular attractions like Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando, Margaritaville Resort Orlando is the perfect destination for your dream getaway. Choose from modern guest rooms, spacious suites, private cottages, and villas to suit your preferences. Relax at the soothing spa, beach club, or Island H2O Water Park, and explore Sunset Walk for shopping, dining, and entertainment options. With a variety of room options available, including pool-view rooms, suites, cottages, and villas, Margaritaville Resort Orlando has something for everyone.

Island Wing Company - Rolling Oaks is a lively bar and restaurant located at 3267 Rolling Oaks Boulevard in Kissimmee, Florida. You don't need a passport to experience the delicious food and drinks at this establishment. From crispy chicken wings to juicy burgers, there is something for everyone on the extensive menu. Choose from a large selection of draft beers, frozen drinks, and cocktails to pair with your meal. Whether you're watching the game, enjoying live music, or catching up with loved ones, Island Wing Company is the perfect spot to relax and have a good time. Visit an Island Wing Company location near you or while on vacation to experience why it's always a little better on the Island. And if you've ever dreamed of owning your own island, consider joining the Island Wing Co. family as they continue to expand their locations.

Sun On the Beach is a vibrant and lively institution located on the famous West Irlo Bronson Memorial Highway in Kissimmee, Florida. This establishment is a popular destination for both locals and tourists looking to enjoy delicious food, refreshing drinks, and a laid-back beach atmosphere. Whether you're in the mood for a casual meal, a cold beer, or a tropical cocktail, Sun On the Beach has something for everyone. With its beach-themed décor and friendly staff, this bar and restaurant is the perfect spot to unwind and soak up the Florida sun. Come visit us at 5770 West Irlo Bronson Memorial Highway for a taste of paradise in the heart of Kissimmee.

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.

Emerald Island Resort is a luxurious lodging establishment located at 2751 Emerald Island Boulevard in Kissimmee, Florida. Situated in the heart of the Sunshine State, this resort offers guests a tropical oasis with stunning amenities and accommodations. From spacious villas to cozy townhomes, Emerald Island Resort provides a range of lodging options to suit every traveler's needs. Guests can enjoy access to a clubhouse, swimming pools, fitness center, and more, all within a gated community for added security and privacy. Whether you're looking for a relaxing getaway or a fun-filled family vacation, Emerald Island Resort is the perfect destination for your next trip to Florida.

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.

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.

Orange Lake Resort River Island is a luxurious lodging establishment located in Kissimmee, Florida. Situated at 8505 West Irlo Bronson Memorial Highway, this resort is the perfect destination for those looking for a relaxing and enjoyable vacation experience. The resort offers a wide range of amenities including spacious accommodations, multiple pools, a lazy river, on-site dining options, and a variety of recreational activities for guests of all ages. Whether you are looking to unwind by the pool or explore the nearby attractions, Orange Lake Resort River Island has something for everyone. Book your stay now and experience the ultimate in comfort and hospitality in the heart of sunny Florida.

West Lucaya Village Resort is a charming lodging option located at 3241 Wish Avenue in Kissimmee, Florida. This resort offers a tranquil and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. The spacious accommodations are perfect for families or groups traveling together, with modern amenities and comfortable furnishings. The resort is conveniently located near popular attractions such as Walt Disney World and Universal Studios, making it an ideal choice for those looking to explore the best of what Kissimmee has to offer. Whether you're looking for a weekend getaway or an extended vacation, West Lucaya Village Resort is the perfect choice for your next stay in Florida.

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.

The Tipsy Islander at Margaritaville Resort Orlando is a charming lodging option located at 8044 Surf Street in Kissimmee, Florida. This tropical-themed resort offers a laid-back and relaxing atmosphere, perfect for those looking to escape the hustle and bustle of everyday life. Guests can enjoy spacious accommodations, a variety of dining options, and access to a range of amenities including a pool, spa, and fitness center. With its convenient location near popular attractions and entertainment venues, The Tipsy Islander is the ideal choice for a fun-filled vacation in the Sunshine State.

RCI Resort Orange Lake is a luxurious lodging institution located at 8505 West Irlo Bronson Memorial Highway in Kissimmee, Florida, United States. Situated in the heart of the Sunshine State, this resort offers guests a perfect blend of relaxation and excitement. With spacious accommodations, top-notch amenities, and stunning views of the surrounding landscape, RCI Resort Orange Lake is the ideal destination for a memorable vacation. Whether you're looking to unwind by the pool, tee off on the golf course, or explore the nearby attractions, this resort has something for everyone. Book your stay today and experience the ultimate in comfort and convenience at RCI Resort Orange Lake.

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 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.

Cypress Cove Nudist Resort is a unique and relaxing getaway located at 4425 Pleasant Hill Road in Kissimmee, Florida. As a nudist resort, guests can enjoy a liberating and natural experience in a beautiful and serene setting. The resort offers a range of lodging options, from cozy cabins to spacious RV sites, as well as a variety of amenities such as a pool, spa, restaurant, and recreational activities. Whether you're looking to unwind and rejuvenate or simply enjoy the freedom of being clothes-free, Cypress Cove Nudist Resort is the perfect destination for a one-of-a-kind vacation experience.

Bellavida Resort is a luxurious lodging option located at 1172 Marcello Boulevard in Kissimmee, Florida. Situated in the heart of the Sunshine State, this resort offers a serene and relaxing atmosphere for guests looking to unwind and enjoy a peaceful vacation. With spacious accommodations, top-notch amenities, and a convenient location near popular attractions such as Disney World and Universal Studios, Bellavida Resort is the perfect choice for travelers seeking comfort and convenience during their stay in Florida. Whether you're looking to relax by the pool, explore the nearby theme parks, or simply enjoy the beautiful surroundings, Bellavida Resort has everything you need for a memorable and enjoyable vacation experience.

Orange Lake Resort North Village is a charming lodging option located in Kissimmee, Florida. Situated at 8505 West Irlo Bronson Memorial Highway, this resort offers comfortable accommodations and a range of amenities to ensure a memorable stay. Guests can relax by the pool, enjoy a round of golf, or take advantage of the resort's convenient location near popular attractions such as Walt Disney World and Universal Studios. Whether you're looking for a family-friendly vacation spot or a romantic getaway, Orange Lake Resort North Village has everything you need for a fantastic stay in sunny Florida.

Paradise Palms is a luxurious resort located at 8960 Coco Palm Road in Kissimmee, Florida, United States. The resort boasts a large community pool and 2 hot tubs, perfect for relaxing and unwinding. Guests can enjoy pool-side food and beverage service, as well as take advantage of the free movie theater, arcade, gym, and sports courts. In addition to the fantastic amenities on site, Paradise Palms is conveniently located near an exceptional array of restaurants and shopping options, ensuring that guests have everything they need for a perfect vacation.

Mystic Dunes Resort & Golf Club by Diamond Resorts is a luxurious lodging institution located in Kissimmee, Florida. Nestled within a stunning golf course, this resort offers spacious and elegantly appointed accommodations for guests looking to relax and unwind in style. With a wide range of amenities including multiple swimming pools, a fitness center, and on-site dining options, guests can enjoy a truly unforgettable vacation experience. Whether you're a golf enthusiast or simply looking for a peaceful retreat, Mystic Dunes Resort & Golf Club is the perfect destination for your next getaway.

Welcome to the Cozy Wonderful Clubhouse Close Disney, located at 1935 Majorca Drive in Kissimmee, Florida. Our charming lodging establishment offers a comfortable and inviting atmosphere for guests visiting the nearby Disney parks. The clubhouse features a range of amenities including spacious rooms, a relaxing pool area, and convenient access to all the magic and excitement of Disney. Whether you're looking for a cozy retreat after a day of adventure or a fun-filled family vacation, our clubhouse is the perfect choice for your stay in Kissimmee. Book your stay with us today and experience the wonders of Disney right at your doorstep.

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 [email protected] for booking inquiries. Experience the beauty of Magic Village Yards and make unforgettable vacation memories in this tranquil oasis in the heart of Orlando.

Sonder Cirrus is a luxurious lodging institution situated at 7888 West Irlo Bronson Memorial Highway in Kissimmee, Florida, United States. Offering unparalleled comfort and style, Sonder Cirrus provides guests with a unique and unforgettable experience. With top-notch amenities and impeccable service, this institution is the perfect destination for those seeking a truly exceptional stay in the heart of Florida. Whether you are visiting for business or pleasure, Sonder Cirrus is sure to exceed your expectations and create lasting memories.

The Red Lion Hotel Orlando Lake Buena Vista South is a cozy and comfortable lodging option located in Kissimmee, Florida, just a short drive away from the famous attractions of Orlando. Situated at 5150 West Irlo Bronson Memorial Highway, this hotel offers spacious rooms, modern amenities, and friendly service to ensure a pleasant stay for guests. Whether visiting for a family vacation or a business trip, the Red Lion Hotel provides a convenient and relaxing atmosphere for all travelers. With its prime location near popular theme parks, shopping centers, and dining options, guests can easily explore all that the area has to offer. Experience comfort and hospitality at the Red Lion Hotel Orlando Lake Buena Vista South during your next visit to Florida.

The Flamingo Waterpark Resort is a tropical oasis located in Kissimmee, Florida. This family-friendly institution offers a unique combination of an amusement park and lodging, making it the perfect destination for a fun-filled vacation. Guests can enjoy thrilling water slides, lazy rivers, and splash pads, as well as comfortable accommodations and amenities. The resort is conveniently located on East Irlo Bronson Memorial Highway, providing easy access to nearby attractions such as Walt Disney World and Universal Studios. Whether you're looking for a relaxing getaway or an exciting adventure, the Flamingo Waterpark Resort has something for everyone.

Alhambra Villas is a luxurious lodging option located in Kissimmee, Florida, just a short drive away from popular attractions like Walt Disney World and Universal Studios. Nestled in a peaceful and picturesque setting, Alhambra Villas offers spacious and well-appointed villas that are perfect for families and groups looking for a comfortable and convenient stay. Guests can enjoy amenities such as a swimming pool, fitness center, and barbecue area, as well as easy access to shopping, dining, and entertainment options. Whether you're in town for a family vacation or a weekend getaway, Alhambra Villas provides a relaxing retreat in the heart of all the excitement that Central Florida has to offer.

Crystal Cove Resort Hoa is a charming lodging institution located at 45 South Poinciana Boulevard in Kissimmee, Florida, United States. This resort offers a relaxing and tranquil atmosphere for guests to enjoy during their stay. With comfortable accommodations and a range of amenities, including a swimming pool, fitness center, and on-site dining options, Crystal Cove Resort Hoa is the perfect destination for those looking to unwind and rejuvenate. Whether you are visiting for a family vacation or a romantic getaway, this resort has everything you need for a memorable stay in the Sunshine State.

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.

Comfort Suites Maingate East is a welcoming lodging option located in Kissimmee, Florida, just minutes away from the world-famous attractions of Orlando. Situated at 2775 Florida Plaza Boulevard, this hotel offers spacious and comfortable suites, perfect for families and groups. Guests can enjoy amenities such as a complimentary hot breakfast, outdoor pool, fitness center, and free shuttle service to major theme parks. The convenient location allows for easy access to Walt Disney World, Universal Studios, and other popular destinations. Whether you're visiting for a family vacation or a business trip, Comfort Suites Maingate East provides a relaxing and convenient stay for all guests.

Westgate Resort is a luxurious lodging option located at 2770 North Old Lake Wilson Road in Kissimmee, Florida, United States. Guests can enjoy a special offer of 2 free water park tickets and up to $50 in daily resort credit, making for a memorable and relaxing getaway. WOW Members receive additional benefits such as discounted rates and fees. The Cowboy Adventure Park & Florida Fair offers thrilling activities for all ages, while the World of Westgate Loyalty Program provides exclusive discounts and enhanced vacation experiences. Please note that features and amenities may change over time. Accessibility features are available, and guests can earn points to redeem for future purchases at Westgate Resorts. Book your stay now to create unforgettable memories at Westgate Resort.