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Places to stay near Old Town Kissimmee

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Top-rated holiday rentals near Old Town Kissimmee

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

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Guest favourite
Townhouse in Kissimmee
4.92 out of 5 average rating, 135 reviews

Amazing Location in Regal Oaks close to Disney

🏠 Vacation home 3 bedrooms In Regal Oaks Resort Winning Award 👮🏻 Secured gated community 🛌 KING, QUEEN & TWIN BEDS 🏊🏻‍♀️ Free use of large heated pool 🛝 Dual water slide pool, jacuzzi 🏃🏻 Fitness center 🎾 Tennis court 🏘️ Clubhouse 🍴restaurant 🍸 bar 🌡️ Private HOT TUB 🧑‍🍳 Fully equipped modern kitchen 🎡 10 min' walk to Old Town Park 🎢 Disney parks, just 5 miles 🏞️ Universal Studios, 13 miles 🍽️ Dining options within 2 miles 🅿️ Free parking

Guest favourite
Townhouse in Kissimmee
4.94 out of 5 average rating, 157 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.

Top guest favourite
Home in Kissimmee
4.99 out of 5 average rating, 124 reviews

Private Suite with Independent Entrance

Private Suite with Independent Entrance Kissimmee, Fl Enjoy a modern and fully equipped private suite, perfect for couples or travelers looking for comfort, privacy, and a relaxing stay just minutes away from Orlando’s top attractions. 📍Perfect Location Conveniently located in Kissimmee, just minutes from: 🎢 Disney World 🎬 Universal Studios 🌊 SeaWorld and Aquatica You’ll also find restaurants, supermarkets, outlets, and gas stations nearby an excellent location for your Orlando vacation!

Top guest favourite
Townhouse in Kissimmee
5 out of 5 average rating, 253 reviews

BOOK your Disney inspired Lakefront retreat NOW!

Begin and end your dream vacation in a place where modern comfort meets magical wonder! This one-of-a-kind retreat is sure to please the family looking for adventure in Orlando as well as couples in search of a relaxing, romantic getaway. Great location just minutes from Disney, Universal, SeaWorld, numerous restaurants, tourist attractions and easy access to major highways such as SR417 and I4. *FREE WIFI, Netflix & Disney+ included! *STROLLER, BABY GATE, HIGH CHAIR, PACKNPLAY, TODDLER BED

Guest favourite
Townhouse in Kissimmee
4.88 out of 5 average rating, 207 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

Guest favourite
Townhouse in Kissimmee
4.9 out of 5 average rating, 201 reviews

AMAZING vacation house .Mins to Disney Regal oasks

Beautiful luxury Resort style Vacation house! Big screened patio with private jacuzzi . Excellent Location! 3miles from Disney resort, just 10 minutes form Disney, universal, sea world , 0.1 mile walking distance to Old Town fun. numerous restaurants ,tourist attractions and easy access to major highways such as SR 417 and 14 .Uber /Lyft stop ,lynx bus to Disney . Guests also have full access to all resort amenities and activities ! *FREE- WiFi and 3 Cable TV for each rooms 52” living room

Top guest favourite
Townhouse in Kissimmee
4.98 out of 5 average rating, 133 reviews

Regal Oaks Resort Lake View 2BR near Disney Parks

Our gorgeous 2 bed 2.5 bath DELUXE townhome is located in the pristine Regal Oaks Resort located just behind Old Town theme park and minutes from Disney, shopping, restaurants & more. Inside our home you will find a living/dining room combo and a kitchen boasting stainless steel appliances and granite countertops. Upstairs an in suite beautiful Mickey decor guest room and one master suite with private balcony overlooking a beautiful pound view and huge conservation area (all rooms no carpet).

Superhost
Townhouse in Kissimmee
4.84 out of 5 average rating, 288 reviews

*Private jacuzzi!* Spacious home! Next to parks!

Soak in a hot tub under the stars at this comfortable home! This home sits in the quiet and well located resort of Regal Oaks. The place offers all resort style amenities with the comfort of a home away from home to enjoy and relax. Enjoy your vacation at the outdoor private spa, have a nice homemade meal in the outdoor terrace, or let others take care of you in the resort restaurant in front of the pool, while kids enjoy the slides and resort activities. Disney parks are 10 min away!

Superhost
Townhouse in Kissimmee
4.89 out of 5 average rating, 264 reviews

RUSTY'S DEN House with Hot Tub 3 miles from Disney

This spacious and recently updated townhouse is located in a beautiful private and gated resort, which offers guests their own private hot tub, a shared pool with pool bar, gym, and a convenience store. No resort or parking fees! Guests have a private hot tub and enjoy neutral colors in the interior design that lend a gentle aesthetic, while modern industrial accents add a charm and character. Located just 3 miles from Disney & 11 miles to Universal Studios!

Guest favourite
Townhouse in Kissimmee
4.84 out of 5 average rating, 128 reviews

♥︎ Disney-3 miles ♥︎ Private HotTub ♥︎Top Resort♥︎

Our gated-community townhouse offers a resort feeling with all the comforts of home, peaceful & quiet, yet central to Disney, Old Town, and all major attractions. After an exciting family day, relax in your private patio hot tub and enjoy the nature, or soak up some sun poolside at the resort. Fun for adults and kids of all ages! Also enjoy the resort tennis courts, pool table, gym, restaurant, and poolside snack bar! NO RESORT FEES! FREE PARKING!

Superhost
Townhouse in Kissimmee
4.76 out of 5 average rating, 162 reviews

#2647 Resort Modern Home 3/3 Pool SPA Disney

LUXURIOUS and MODERN VILLA! NO RESORT FEE! HARDWOOD FLOOR! PRIVATE JACUZZI! FREE WiFi! FREE COFFEE! TVs IN ALL BEDROOMS & LIVING ROOM! 3 miles from Disney Entrance! Walk to famous Old Town/Fun Spot/Stores, Uber/Lyft stop, Lynx bus to Disney; 15 mins to SeaWorld, 20 mins to Universal. 3 BD 2.5 BA, wood cabinets, granite counter, Bosch stainless appliances; Pool, water slides, fitness, tennis, restaurant, bar, mini store, and 24-hour security guard

Top guest favourite
Townhouse in Kissimmee
4.95 out of 5 average rating, 305 reviews

Disney/Universal Home Away from Home!

At the Regal Oaks Resort you will find a fantastic pool, water slides, games room, gym, sauna, onsite dining at the clubhouse and much more! We DO NOT have any additional resort fees, the price you pay is final, it includes everything and all free amenities at our resort! Nature's little get away. Our home is located in a very private section of the resort backing onto a large conservation area. Nothing but green life and palm trees!

Popular amenities for holiday rentals near Old Town Kissimmee

Quick stats about holiday rentals near Old Town Kissimmee

  • Total rentals

    720 properties

  • Nightly prices starting at

    $52 SGD before taxes and fees

  • Total number of reviews

    37K reviews

  • Family-friendly rentals

    370 properties are a good fit for families

  • Pet-friendly rentals

    310 properties allow pets

  • Rentals with a pool

    680 properties have a pool

  1. Airbnb
  2. United States
  3. Florida
  4. Osceola County
  5. Kissimmee
  6. Old Town Kissimmee