8 Spacious Resorts and Hotels Near Old Town Kissimmee

With so many activities in and near Old Town Kissimmee, a quiet, comfortable, and spacious place to stay is vital. These accommodations fit the bill.

There’s no way around it: Kissimmee is a tourist town. The former cow town (its nickname is “Kowtown” due to its deep roots in the early- to mid-20th century cattle industry) has, completely transformed in the years since the 1971 opening of nearby Walt Disney World. With the Happiest Place on Earth just a few minutes away, scores of hotels, restaurants, and souvenir shops have blossomed along the main corridors of Kissimmee.

However, the heartbeat of Kissimmee’s past can still be heard; whether by taking in an event at the nearby Silver Spurs Rodeo, strolling through the Kissimmee Historic District, or having fun at Old Town Kissimmee. Designed to emulate the architecture and ambiance of an “Old Florida” town, Old Town Kissimmee is very much a modern recreation, with a focus on theme-park rides and games, food, and shopping.

Between the fun of Old Town, the allure of the nearby theme parks, and the crush of fellow visitors packing the restaurants, hotels, and shops along main drags like the Irlo Bronson Highway, it’s imperative that you have a comfortable, relaxing place to call home while you’re visiting Kissimmee and Central Florida. That’s why we’ve rounded up some of the best places for you and your group to stay while in the area.

Settle In and Stay a While

If you’re traveling with a group and staying in the area for more than a couple of nights, the residential-style townhouses at the Regal Oaks Resort may be a great fit. Instead of jostling for space in a standard hotel room or suite (or, worse yet, battling over the single bathroom), you’ll be able to settle into one of the dozens of 2-, 3- and 4-bedroom accommodations here.

All the spaces boast modern, tasteful decor, with living rooms, multiple full bathrooms, flat-screen TVs with Blu-ray players, a full kitchen, washer/dryer setups, and a private hot tub. The resort itself is designed like a residential community – complete with street names and front-door parking – with a massive outdoor pool (complete with water slides and plenty of sundeck space), tennis courts, and a comfortable clubhouse.

Regal Oaks Resort Vacation Townhomes by IDILIQ

8.4 Very good (5151 reviews)

Old Florida Luxury, Comfort and Style

The upscale atmosphere at the Bohemian Hotel Celebration makes for one of the most unique and memorable stays in the Kissimmee area. Part of the Autograph Collection, the Bohemian Hotel Celebration boasts Instagram-worthy decor in its public spaces and in its meticulously designed guest rooms, setting a tone of relaxed glamour that permeates the entire property. The onsite Lakeside Bar + Grill offers excellent dining options and a classy happy-hour vibe, thanks to its lush furnishings, dark-wood ambiance, and nightly live jazz.

The private outdoor pool overlooks a lake, and walking trails throughout the property wind through a tropical landscape. Rooms here are appropriately stylish, with an Old Florida theme that emphasizes comfort and relaxation. There are both traditional guest rooms (with Queen or King beds) as well as studios and suites with mini-fridges and wet bars. Service here is, as one would expect, top-notch.

Celebration Hotel

Top rated
9.0 Excellent (1425 reviews)

Stay Here All Season

One of the best-known ambassadors for the Florida lifestyle is Jimmy Buffett, and while “wasting away” may not be on everyone’s to-do list, the louche lure of Margaritaville is a strong one. The Margaritaville Resort Orlando manages to capture that appeal on a grand scale; sure, there are “frozen concoction makers” to be found here, but this massive resort has something for everyone.

Whether you’re bunking in one of the 184 rooms in the five-story hotel or you’ve set up camp in one of the cozy cottages, you’re bound to be lulled into vacation mode by the pastels-and-parrots decor and wide range of activities on site here. Multiple outdoor pools, restaurants, bars (natch), and even the on-site convenience/grocery store seem to be perfectly calibrated to encourage leisurely vibes.

Margaritaville Resort Orlando

Top rated
9.0 Excellent (5697 reviews)

A Budget-Friendly Option for Families

The cozy, duplex-style villas at Saratoga Resort Villas are a great, budget-friendly option for families. With 2- and 3-bedroom villas to choose from (some of which also boast lofts with additional sleeping options), even the smallest accommodations here provide ample space for rest and relaxation and a full kitchen so you can dine at your own pace.

Situated on 18 acres – much of which boasts verdant landscaping – the resort has a kids’ playground, a fitness center, a swimming pool/hot tub, and even a small arcade. And while nobody goes on vacation to do laundry, the coin-op laundry here means you’ll be able to get it done if you need to. As a Walt Disney World Good Neighbor® hotel, the Saratoga Resort offers onsite theme park ticket sales and a courtesy shuttle to the parks.

Saratoga Resort Villas

Top rated
8.7 Excellent (216 reviews)

Comfortable Villas with Outdoor Views

Polynesian Isles Resort is part of the international Diamond Resorts chain and offers 1- and 2-bedroom units that sleep 4-6 people. The villas are cozy, but with plenty of elbow room in the living and dining rooms. All master bedrooms have king-sized beds, and, in the 2-bedroom units, the second bedroom will have twin beds (queen sleeper sofas are situated in the living room, perfect for large families.)

Most rooms open up to balconies or patios, and the grounds are lushly landscaped, providing a welcome alternative to cramped, indoor hotels. Multiple heated pools, a fitness center, as well as tennis, basketball, and shuffleboard courts give plenty of opportunities to stay active while on-site.

Hilton Vacation Club Polynesian Isles Kissimmee

Top rated
9.6 Excellent (8741 reviews)

Traditional Hotel Rooms, with Plenty of Space

Just a few steps from the sights of Old Town Kissimmee, the Comfort Suites Maingate East has spacious, hotel-style rooms in multiple configurations, including open-plan king rooms, open-plan rooms with two queen beds, and 1-bedroom suites. All rooms have mini-fridges, microwaves, and wet bars, as well as dining tables and comfortable sitting areas, desks, and flat-screen TVs.

The traditional, multi-floor, hotel-style layout of the property will be familiar to frequent travelers, and the on-site bar and restaurant are welcome inclusions. There’s an outdoor heated pool and hot tub for relaxation, as well as a fitness center.

Comfort Suites Maingate East

Top rated
8.8 Excellent (4994 reviews)

Large Rooms Feel Like Home Away from Home

The Berkeley Orlando Hotel bills itself as a hotel, but its DNA is that of a resort. The smallest rooms here are spacious, apartment-style 2-bedroom suites, but large groups will want to book one of the 2100 square-foot 4-bedroom suites that feels more like a home away from home.

All of the suites offer, at minimum, a kitchenette and living spaces, but the varying configurations can also include private terraces, multiple bathrooms, and full kitchens; depending on your group’s needs, you’ll certainly be able to find what you need here. The property also has a small on-site restaurant and bar, as well as a heated outdoor pool, fitness center, and picnic areas.

The Berkley, Orlando

Top rated
9.4 Excellent (2731 reviews)

Plenty of Key West Vibes in Kissimmee

Centrally located among the shops and restaurants of Old Town Kissimmee, Barefoot Suites offers spacious rooms that feel like cozy apartments. With comfortable sitting areas, kitchens, balconies, and clean, contemporary furnishings, these 1- and 2-bedroom suites are great for both short- and longer-term stays.

The 2-bedroom suites are more than 1000 square feet, giving guests plenty of room to stretch out (and two bathrooms to make those theme-park mornings go more smoothly); however, even the 1-bedroom accommodations are plenty big, with nearly 700 square feet of space, a queen bed and a double sofa bed. The grounds evoke a laid-back, Key West vibe, with tropical landscaping and pastel paint schemes; but there’s still plenty to do on-site, with two swimming pools, a playground, basketball and volleyball courts, and a barbeque/picnic area.


Top rated
9.0 Excellent (3721 reviews)