Places to stay near Winter Pines Golf Club

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Top-rated vacation rentals near Winter Pines Golf Club

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

An open-concept living space is showcased, featuring a modern kitchen equipped with stainless steel appliances and granite countertops. A dining table with chairs sits nearby, while a comfortable seating area is arranged with soft tones. Large windows allow natural light to flood the room.

Townhouse in Kissimmee

4.95 out of 5 average rating, 173 reviews

Private Pool Luxurious Modern Lake Home Disney

This astounding townhouse is brand new and furnished to a high standard. It’s the ideal retreat for an exquisite & up-scale family stay, located close to a wide variety of go-to attractions. This gated property at Paradise Palms can host up to 10 people. We believe it’s the ultimate location to experience the area and to start discovering what adventure awaits in Kissimmee. Get ready to get inspired! Very close to some fabulous sites. All in all, guaranteed enjoyment and relaxation.All day long

Guest favorite

A screened patio is featured with a private hot tub, inviting seating options, and a small dining area. The view showcases a serene lakeside with lush greenery and soft evening lighting, creating a relaxed space for outdoor enjoyment.

Townhouse in Kissimmee

4.8 out of 5 average rating, 251 reviews

#5708 Lakefront Oasis,2 MBRs,Priv Spa,Pool,Disney

Stunning LAKEFRONT view with SOUTH exposure for all day SUNLIGHT. MODERN furniture & HARDWOOD floors! Private JACCUZI! 5 SMART TVs & FREE WIFI. 4 BDS (2 with ensuite, one on each floor) & 3.5 BATH. SS appliances, water filter and quartz counter tops. 10 mins to Disney, 15 mins to Sea World, 20 mins to Universal. Walk to Old Town, Fun Spot, restaurants and stores. Uber/Lyft/Lynx bus to Disney. Resort heated pool, water slides, fitness, tennis, restaurant/bar, mini store and 24/7 gate with guard.

Guest favorite

An entrance hall features a wooden console table adorned with a decorative vase and lamp, creating a warm ambiance. A large mirror with a woven frame enhances the space, while artwork and a staircase lead to the upper level, offering a welcoming atmosphere.

Townhouse in Orlando

4.89 out of 5 average rating, 64 reviews

Upscale Stay: Top location.

The townhouse offers great ambiance with nice furniture and decor. It is also surrounded with all the amenities you would expect on a 5 star resort. You are 5 mi. from Sea World, Water parks, the Convention Center, minutes as well from Universal and 15 mi. from Disney. Shopping and restaurants are at walking distance. The Wheel, Fun Spot, the Aquarium, breweries, all 5 mi. away at International Drive. Enjoy the lake, walking trail, nature, all in a gorgeous Fl. setting. Best location no doubt.

Guest favorite

A meandering lazy river is surrounded by lush tropical landscaping, featuring palm trees and vibrant greenery. The clear water reflects the sky, creating a serene atmosphere. Sun loungers are situated along the riverbanks, inviting relaxation in the outdoor space.

Villa in Kissimmee

4.83 out of 5 average rating, 69 reviews

Home w/ PVT Pool, Game Room & Resort access 2100

Our luxurious 5-bedroom, 5.5-bathroom home boasts a spacious living room with Smart TV, a fully-equipped kitchen and dining room, a cozy upstairs living area perfect for movie nights as well as an air-conditioned game room featuring a pool table and air hockey. Venture to the backyard to find even more amazing features such as a spacious private pool and SPA, sun loungers, a barbecue and a table with 6 seats where you and your guests will be able to enjoy some sun-filled al fresco dining.

Superhost

Home in Osceola County

4.57 out of 5 average rating, 7 reviews

Your vacation house near Disney! - 7105

Imagine this cozy getaway in a lush gated community, just a stone's throw away from the magic of Disney. This vacation home boasts four thematic bedrooms, perfect for hosting your family and friends. Step into the clubhouse, with an amazing bakery. It's the ideal spot for unwinding after a day of adventure in the nearby theme parks. With its welcoming atmosphere and convenient location, this retreat offers the perfect blend of relaxation and excitement for your dream vacation. Book now!

Guest favorite

A serene pathway, lined with lush greenery and mulch, winds through manicured landscaping towards a gazebo overlooking a tranquil lake. A fountain emits gentle sprays of water in the distance, complementing the peaceful surroundings.

Townhouse in Kissimmee

4.94 out of 5 average rating, 188 reviews

Beautiful family home near all attractions.

Beautiful, spacious and impeccable townhome close to all parks and entertainment with resort amenities. We follow Airbnb's enhanced cleaning protocol, which was developed with expert guidance. Here are a few highlights: *We sanitize high-touch surfaces, down to the doorknob. *We use cleaners and disinfectanst approved by global health agencies, and We wear protective gear to help prevent cross-contamination. *We clean each room using extensive cleaning checklist.

Top guest favorite

A staircase featuring light wooden steps leads to an upper level, surrounded by neutral-colored walls. A door is visible on the left side, while a cozy living area with a large sofa is partially shown in the background, enhancing the welcoming entryway.

Townhouse in Kissimmee

4.95 out of 5 average rating, 20 reviews

The Best New TownHome in Kissimmee.

Escape to sunny Kissimmee, Florida, and enjoy the ultimate vacation at our stunning Airbnb rental! Located just minutes from Walt Disney World, Universal Studios, SeaWorld, and other top attractions, this home is perfect for creating unforgettable memories. Perfect for families, couples, or groups, this rental combines convenience, comfort, and style in one incredible location. Your dream vacation in Kissimmee starts here—book now to secure your stay!

Guest favorite

An ornate castle structure is captured from a low angle. The blue roofs feature intricate designs, while multiple towers rise under a bright blue sky, showcasing flagpoles with waving flags. Decorative elements adorn the castle's façade, highlighting its architectural grandeur.

Cottage in Kissimmee

4.86 out of 5 average rating, 454 reviews

Yay! Cool Tiny Home Near All the Parks (98)

Located in the middle of it all. Hundreds of restaurants/shopping/grocery stores/pharmacies. You will love our great porch and the quiet atmosphere. One awesome thing about our neighborhood is that even though it is centrally located, you cannot hear any noise. 15 minutes from Disney, Sea World and Universal!! Deer, raccoons, and large water birds walk down the streets. Our cottage is great for families, couples, solo adventurers or business travel.

Guest favorite

A contemporary dining area is highlighted by a wooden table surrounded by six upholstered chairs. A bowl of fresh fruit is centrally placed on the table. The kitchen is partially visible in the background, showcasing modern appliances and elegant light fixtures.

Condo in Kissimmee

4.93 out of 5 average rating, 369 reviews

Fully Renovated 3/2 Villa close to Disney parks

Fully renovated 2020 modern elegant villa just minutes away from all major attractions such as Disney, Universal, SeaWorld and world-famous Orlando outlets. All these attractions are within 16-26 minute’s drive. Spacious home on the second floor with large windows and living area. It also features a private balcony of your master bedroom. Fully furnished with all the amenities for your enjoyment.

Guest favorite

Townhouse in Kissimmee

4.83 out of 5 average rating, 69 reviews

Entire Townhouse -Kissimmee, 4 Bedrooms 3 Bath

Located in Kissimmee, easily accessible to theme parks : Disney World, Universal Studios, Island of Adventures , Sea World, Aquatica , Gator Land, and Old town! Venetian Bay Resort has their own Clubhouse with a number of amenities : Gym, Game room, Pool, Basketball Court, Tennis Court and a Play Ground available. Also include your own space to vacuum your car.

Guest favorite

A single-story home is set in a well-maintained landscape. Lush greenery and palm trees frame the entrance, which boasts a covered porch and large windows. A spacious driveway leads to a two-car garage, providing ample parking in front of the home.

Home in The Villages

4.82 out of 5 average rating, 17 reviews

Location, Location! Hot Tub!

Best location in The Villages. Abutting Bonifay Country Club; close to shopping, Sarasota golf practice facility, multiple pools, pickleball courts, and other recreational amenities. Equal distance to Brownwood and Sumter landing. Golf Cart included in rental. Modern, clean, and bright. Check out reviews on Vrbo. Property listing number 2007250. New to airbnb

Top guest favorite

A well-appointed living area is highlighted by a leather sofa and accented chairs, complemented by a decorative coffee table. Natural light fills the space through two arched windows, and a flat-screen TV is mounted above a modern electric fireplace, providing a cozy ambiance.

Home in Clermont

5 out of 5 average rating, 114 reviews

Cozy Home near Waterfront Park

This newly constructed unique and cozy home sits in the heart of lakes near downtown, shops, restaurants, and breweries. It is surrounded by greenery that lets you relax and wind down in a tropical backyard. It is within walking distance to the lake beach, biking trail, splash pad, and playground. There are plenty of activities for you to enjoy!