Places to stay near Old Town

4.97 out of 5 average rating, 292 reviews

*LAKEVIEW* Resort 4m Disney! Private Spa Wi-Fi

Welcome to our personal vacation home, Old Town Oasis! Beautiful LAKEVIEW property in Regal Oaks Resort! Coffee, Nespresso, tea, free Wi-Fi! It's close to the theme parks and everything that Orlando has to offer! Come relax in your own private spa after a long day at the parks, or enjoy the resort water slides, heated pool, pool side games & tiki bar with food & drinks, arcade games in Clubhouse and more. If you're up for more fun, walk to Old Town next door! Our place is BABY and KID FRIENDLY!

The resort-style pool is surrounded by palm trees and lounge chairs with blue umbrellas. A spacious deck features seating areas overlooking the water. The expansive pool area is designed with different sections for relaxation and recreation, enhancing the appeal of the outdoor environment.

4.93 out of 5 average rating, 177 reviews

Resort Style Vacation Townhouse, 10 Mins to Disney

Located only 10 minutes from DISNEY, this RESORT STYLE townhouse provides the perfect home for your vacation! Luxury 2 bedroom, 2.5 bathroom with 1 King-sized bed, and 2 double beds. Charming conservation view with screened patio featuring private Jacuzzi. Regal Oaks at Old Town community has world class Clubhouse: large pool, water slide, indoor gym, tennis court, restaurant, bar, convenience store, and 24HR security with gates. Walking distance to Old Town and Fun Spot, restaurants and stores.

The open living area features a contemporary design with a curved sofa in neutral tones, two blue accent chairs, and a glass coffee table. A textured area rug complements the decor. Large windows allow natural light to illuminate the space, enhancing the connection to the outdoors.

4.88 out of 5 average rating, 231 reviews

Adorable 2 bdr lakefront w/jacuzzi 5 min *Disney*

This townhouse provides an open main living space that allows you to connect the dining and a fully equipped kitchen. The house can accommodate up to 6 guests, divided into one luxe king en-suite, and a design theme two full en-suite. After a long day at the parks with a beautiful lakefront view, relax in your private spa. Clubhouse with a gym, amazing heated pool, pool bar, a restaurant, and only 5 min from Disney and golfing area Free Parking Close to lakes, camping, beach, vineyards, farms

4.91 out of 5 average rating, 202 reviews

An open living space showcases a comfortable sofa and a TV facing the kitchen area, which features modern appliances. Bright yellow curtains complement the neutral decor. A dining table with chairs and a small vase of flowers is visible, enhancing the inviting atmosphere.

Cottage in Kissimmee

Modern Cottage Near Disney World | Top Rated

Our cozy, modern vacation cottage is tucked away in a quiet, private community just 4 miles from Walt Disney World and close to everything Orlando has to offer. Highly rated by past guests, (nearly 200 five star reviews) it’s known for its cleanliness, comfort, and thoughtful details. The cottage features a queen bedroom, comfortable living area, full bath, and a fully stocked kitchen with new appliances—an inviting, reliable home base to enjoy the magic and sunshine of Central Florida.

A resort pool area is surrounded by palm trees and sunshine, featuring lounge chairs under white umbrellas. A paved deck encircles the pool, creating a relaxing atmosphere for guests. A blue slide can be seen in the background, enhancing the recreational space.

4.88 out of 5 average rating, 144 reviews

Entire townhouse, Resort style, 5 miles to Disney!

Feel right at home in our outstanding location JUST 5 MILES FROM DISNEY! Exceptional 2 bed/2.5 bath townhome features premium one King bed, 2 twin beds and a queen size sofa bed with fully equipped kitchen, washing machine, smart TVs, a private patio, Jacuzzi and lake view. Contemporary furnishings, luxury feel. Located in gated resort with clubhouse, beautiful pool, water slide, gym, tennis court and more. Within 10 minutes drive to a variety of restaurants, shops, Fun Spot and more.

A private screened hot tub is featured in the foreground, surrounded by an inviting outdoor seating area with a table and chairs. Lush tropical plants enhance the atmosphere, while a large mirror reflects the vibrant orange wall and soft natural light from the spacious windows.

4.94 out of 5 average rating, 235 reviews

2 BR Harmony House at Regal Oaks Resort

Come get away to our modern, super-clean, self-contained garden oasis town house in the Regal Oaks Resort - close to grocery stores and take out food - minutes walk from Old Town Kissimmee and a short drive from Disney's ESPN - World of Sports and Town Center Celebration. We are 15 minutes drive from Epic - Universal and Disney parks. Our private screened in hot tub is the perfect place to relax in the Florida sun or under our sun shade.

4.95 out of 5 average rating, 529 reviews

Cottage in Kissimmee

Bright & Cozy Cottage Near Disney

My place located within 10 miles of: Disney World, Celebration, Universal, Water Parks, Old Town & Fun Spot USA's More than 70 Restaurants and Dining, Gifts Shop. My place is good for couples, solo adventurers, business travelers, and families (with kids). You’ll love my place because of In Our Cozy and Comfortable Sand Castle Cottage You'll discover that perfect Mix of High-Energy Fun and Laid Back Florida Lifestyle Right Here.

4.84 out of 5 average rating, 140 reviews

A sparkling blue pool is surrounded by palm trees and red umbrellas, providing a refreshing atmosphere. Lounge chairs line the pool's edge, and a volleyball net spans across the area, inviting leisure and recreation. Bright sunlight enhances the clear water's inviting appearance.

Cottage in Kissimmee

Near Disney and all Parks- Tiny Cottage

Adorable and immaculate Tiny house Queen Bed in Master Loft with 2 twin beds- kids love to sleep up there ! Upper loft with 2 twin framed beds with new mattresses in Disney theme. Loft accommodates 2-4 children. We also have a Brand new pack and play for your infant or toddler if needed on the loft . The pack and play can be placed anywhere you desire.

4.79 out of 5 average rating, 167 reviews

Family-Friendly Townhome, minutes from Disney

Located in the peaceful Regal Oaks community just minutes from Orlando’s top attractions, this family-friendly townhome offers a private spa, heated resort pool, and thrilling water slides. Baby gear is included for added comfort. Perfect for relaxing after theme park adventures, it’s the ideal base for your fun-filled vacation.

4.91 out of 5 average rating, 208 reviews

An aerial view of a curvy pool surrounded by lounge chairs in alternating blue and red. Lush greenery frames the area, adding to the inviting atmosphere. A small hot tub is present, and a pond can be seen in the background, reflecting the surrounding nature.

Home in Kissimmee

Do you Wanna Know Why We’re Among Guest Favorites?

*For the last 2 weeks of April and for the month of May, we’re offering free early check-ins and late check-outs, subject to availability. Please request it at the time of booking so we can coordinate with housekeeping and offer you the most time possible. 🙂 Not available on weekends.

4.88 out of 5 average rating, 283 reviews

A light-colored cottage is shown with a welcoming front porch featuring white railings. Tropical palm trees are visible nearby, and well-maintained landscaping frames the entrance. The clear blue sky adds to the inviting appearance of the property, which is situated in a neighborhood with similar structures.

Tiny home in Kissimmee

Shells Cottage 12 miles from Epic Universe

This Shell themed one bedroom one bathroom cottage is fully equipped for your stay. From the upgraded kitchen appliances and floors, to the comfortable queen sized bed and comfortable sitting room, this cottage is perfect for honeymooners, vacationers and business travelers!

A spacious living area features a flat screen TV mounted on the wall. Two light gray armchairs are positioned around a white coffee table, with green potted plants placed in the corners. Natural light filters through large sliding glass doors, leading to an outdoor space.