The 30 Best Poolside living in Kissimmee, Florida

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.

Cobblestone of Kissimmee Pool is a stunning recreational facility located at 1100 Cobblestone Circle in Kissimmee, Florida. This institution offers a relaxing and inviting atmosphere for individuals and families to enjoy swimming and lounging by the pool. With crystal clear waters and beautiful landscaping, Cobblestone of Kissimmee Pool is the perfect place to unwind and soak up the Florida sunshine. Whether you're looking to cool off on a hot day or simply relax with friends and loved ones, this pool provides the ideal setting for a day of fun and relaxation. Visit Cobblestone of Kissimmee Pool and experience a true oasis in the heart of Florida.

El Coqui Sports Bar in Kissimmee, Florida is the perfect spot to unwind after a long day. Located at 2310 Fortune Road, this bar offers a unique experience with a jukebox that can be controlled live or through a phone app, a DJ full of energy and diversity, and live music on specific dates. In addition to great music, guests can enjoy a variety of games including pool tables and coin machines. So grab a drink and join us for a fun and relaxing time at El Coqui Sports Bar.

Experience the ultimate in luxury at this stunning 6 bedroom, 4 bath villa located in the prestigious Windsor Hills Resort in Kissimmee, Florida. This spacious and beautifully appointed home features top-of-the-line amenities, including a private pool and spa, fully equipped gourmet kitchen, and multiple living and dining areas. Perfect for families or large groups, this villa offers plenty of space to relax and unwind after a day of exploring all that Orlando has to offer. With easy access to theme parks, shopping, and dining, this is the perfect home base for your next vacation in the Sunshine State.

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.

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.

Celebration Suites is a charming lodging institution located in Kissimmee, Florida, just a stone's throw away from the world-famous attractions of Orlando. Situated at 5820 West Irlo Bronson Memorial Highway, this family-friendly establishment offers spacious suites equipped with all the comforts of home. Guests can enjoy amenities such as fully-equipped kitchens, separate living and dining areas, and access to a sparkling outdoor pool. With its convenient location near theme parks, shopping centers, and dining options, Celebration Suites is the perfect choice for a memorable stay in the Sunshine State.

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.

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.

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.

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.

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.

Located at 8011 Fins Up Circle in Kissimmee, Florida, the Margaritaville Store is the perfect place to kick off your dream getaway at Margaritaville Resort Orlando. Offering high-end accommodations, world-class dining, and entertainment, as well as relaxing facilities and amenities, this island-inspired escape is just minutes away from all the major attractions in Central Florida. Choose from modern guest rooms, spacious suites, private cottages, and villas to suit your relaxation style. Indulge in spa treatments, relax at the beach club, and explore the Sunset Walk for shopping, dining, and entertainment options. Dive into adventure at the Island H2O Water Park, open from March through November.

Windward Pool Bar is a vibrant and lively bar located in Kissimmee, Florida. Situated at 8505 West Irlo Bronson Memorial Highway, this establishment offers a relaxing atmosphere where guests can unwind and enjoy refreshing drinks by the pool. Whether you're looking to soak up the sun, cool off with a swim, or simply socialize with friends, Windward Pool Bar is the perfect spot. With a variety of cocktails, beers, and snacks available, this bar is the ideal destination for a fun and laid-back experience in the heart of Florida.

Pop Century's Bowling Pool is a fun and exciting institution located in Kissimmee, Florida, United States. Dive into one of our themed pools and splash around with your favorite Disney characters. Enjoy a relaxing swim or join in on the family-friendly activities such as roasting marshmallows by a cozy fire. Don't miss out on the complimentary Disney film screenings or take a leisurely jog around the resort complex. Kids can have a blast at the play area in the '70s section, while gamers can test their skills at the arcade in the Classic Hall building. And for those who love fishing, nearby marinas offer great bass fishing opportunities. Join us for a memorable and entertaining experience at Pop Century's Bowling Pool.

Solivita Community Swimming Pool is a pristine oasis located at 153 Auburn Drive in Kissimmee, Florida. This inviting facility offers residents and guests a refreshing escape from the Florida heat, with a sparkling pool surrounded by lush landscaping and comfortable lounge chairs. The pool is meticulously maintained and features crystal-clear water perfect for swimming laps or simply relaxing on a hot day. Whether you're looking to soak up the sun, socialize with neighbors, or get in a good workout, Solivita Community Swimming Pool is the perfect place to unwind and enjoy the best of Florida living.

Shorehaven Pool is a relaxing oasis located at 764 Shorehaven Drive in Kissimmee, Florida. This inviting institution offers a refreshing escape from the Florida heat, with crystal-clear waters and plenty of lounge chairs for sunbathing. Whether you're looking to swim laps, play with the kids, or simply unwind with a book by the poolside, Shorehaven Pool provides the perfect setting for a day of leisure and enjoyment. Come and experience the tranquility and beauty of this hidden gem in the heart of Kissimmee.

Summer Bliss San Remo is a luxurious vacation rental institution located at 767 Leonardo Court in Kissimmee, Florida, United States. Situated in the heart of the Sunshine State, this stunning property offers guests a true taste of summer bliss. With spacious and beautifully decorated accommodations, top-notch amenities, and a prime location just minutes away from world-famous theme parks and attractions, Summer Bliss San Remo is the perfect destination for families, couples, and friends looking to create unforgettable memories in the sun-drenched paradise of Florida. Whether you're looking to relax by the pool, explore the nearby attractions, or simply unwind in the comfort of your own private oasis, Summer Bliss San Remo has everything you need for a truly magical vacation experience.

Piano Pool is a unique institution located in Kissimmee, Florida, United States. This one-of-a-kind establishment offers a relaxing and serene environment where visitors can enjoy the soothing sounds of live piano music while lounging by a beautiful pool. Whether you're looking to unwind after a long day or simply want to experience a new form of entertainment, Piano Pool is the perfect destination. Come and immerse yourself in the harmonious melodies and tranquil atmosphere of this hidden gem in Kissimmee.

Located at 1850 Animation Way in Kissimmee, Florida, the Cozy Cone Pool is part of Disney's Art of Animation Resort. This family-friendly resort offers spacious accommodations for parties of up to 6, inspired by beloved animated movies. The family suites include a bedroom with a queen-size bed, a double-size convertible TableBed, a double-size sleeper sofa, a living room, 2 bathrooms, and a kitchenette. Guests can enjoy the largest resort pool in Walt Disney World Resort, the Big Blue Pool, inspired by Finding Nemo. There are also two other pools available, the Cozy Cone Pool inspired by Cars, and the Flippin' Fins Pool featuring the "Under the Sea Orchestra" conducted by Sebastian from The Little Mermaid.

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.

The Drop Off Pool Bar is a vibrant and lively bar located in Kissimmee, Florida, United States. Situated by the poolside, this institution offers a relaxing and laid-back atmosphere for guests to enjoy refreshing drinks and delicious cocktails. With a tropical and beach-inspired decor, The Drop Off Pool Bar is the perfect spot to unwind and soak up the Florida sunshine. Whether you're looking to cool off with a cold beer or sip on a fruity cocktail, this bar has something for everyone. Come and experience the ultimate poolside relaxation at The Drop Off Pool Bar.

Aloha Tiki Bar and Grill is a vibrant and lively establishment located in Kissimmee, Florida. As soon as you step inside, you are transported to a tropical paradise with its unique tiki decor and relaxed island atmosphere. Enjoy delicious cocktails served in festive tiki mugs, as well as a mouthwatering menu featuring a fusion of Hawaiian and Caribbean cuisine. Whether you're looking to unwind after a long day or celebrate a special occasion, Aloha Tiki Bar and Grill is the perfect spot to enjoy good food, drinks, and company. Come experience a taste of the tropics right in the heart of Florida.

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.

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.

Experience luxury living at its finest at the Luxury 3 Bedroom Condo on Reunion Resort, Orlando Condo 3484. Located at 304 1110 Sunset View Circle in Kissimmee, Florida, this stunning lodging option offers a spacious and beautifully designed three-bedroom condo that is perfect for families or groups looking for a comfortable and upscale accommodation in the heart of Orlando. With top-of-the-line amenities, including a fully equipped kitchen, luxurious bathrooms, and access to the resort's exclusive facilities, guests can enjoy a truly unforgettable stay. Whether you're looking to relax by the pool, play a round of golf, or explore the nearby theme parks, this condo has everything you need for a memorable vacation in the Sunshine State.

Villas At Fortune Place is a charming lodging institution located at 1201 Simpson Road in Kissimmee, Florida, United States. Nestled in a serene and picturesque setting, this resort-style property offers spacious and well-appointed villas perfect for families and groups looking for a comfortable and relaxing vacation getaway. Guests can enjoy a range of amenities including a swimming pool, hot tub, fitness center, and outdoor recreational facilities. With its convenient location near popular attractions such as Walt Disney World and Universal Studios, Villas At Fortune Place is the ideal choice for a memorable and enjoyable stay in the Sunshine State.

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.

AlquilaOrlando is a lodging institution located at 8000 Shine Drive, Kissimmee, Florida, United States. We offer personalized attention and comprehensive services to help you grow your investments. Our 3-bedroom apartment at Reunion Resort features a golf course view and has been recently remodeled. It is well located and offers excellent investment opportunities. The apartment includes 3 bedrooms, 2 full bathrooms, and is located in a secure gated community with 24-hour security. Amenities include a gym, pool, and kids room. We have over 20 houses available for rent. Contact us for more information!