
Places to stay near Old Town Kissimmee
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Old Town Kissimmee
Guests agree: these stays are highly rated for location, cleanliness and more.

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

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.

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!

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

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

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

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).

*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!

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!

♥︎ 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!

#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

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
Apartment rentals with wifi

Welcome to our Son Shine condo ....

King Bed Small Studio Disney World Universal

Waterfront Resort Condo near Disney &Universal

Stunning view, near Disney.

Modern Lake view Condo 1 mile from Disney

207_ Sparkle Apartment Close to Disney Free Waterp

3150-303 Resort Pool View Disney Universal Orlando

Luxurious Spot 10 Mins Away to Most Attractions!!!
Family-friendly house rentals

Entire house 15min to Disney with Hot Tub

Luxury Home | Pool, Spa | Game Room | Golf View

New! Resort home with spa 10 min from Disney

Fantasy World Jurassic Park Villa, Free Water Park

Brand New - 12br - Sleeps 30 - Theatre/Arcade/Pool

A Colorful Splash | Magical Disney Lakeside Resort

Once Upon A DreamStay: *Luxury *Lakeview *Disney

3BD/3BA Themed House Near Disney
Apartment rentals with air conditioning

Contemporary Villa next to Disney!

*NEW* Villa Amalfi Boho• FreeParksShuttle•PoolView

(105)Muy Cerca Disney, excelente Lugar

1BR w/ Lazy River in Kissimmee!

Modern Condo: 10 Min to Disney + Fireworks Views!

Modern Luxury Kissimmee Retreat

BRAND NEW 2BR Apt, 5mi to Disney - Storey Lake 401

Sleek Modern Gateway 10 Min to Parks Pets Allowed
Other great holiday rentals near Old Town Kissimmee

Near Disney and all Parks- Tiny Cottage

PentHouse Suite with 2X View

Small World Cottage, 12 miles from Epic Universe

Resort Style 12 min Disney, Jacuzzi, Sleeps 8

2 BR Harmony House at Regal Oaks Resort

Relax into Resort-Style Living at a Bohemian Retreat

Comfy 2 Bedroom Townhouse w/ hot tub - Disney Area

Townhouse - 5 miles to Disney!
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
Destinations to explore
- Rentals with lake access Old Town Kissimmee
- Serviced apartment rentals Old Town Kissimmee
- Family-friendly rentals Old Town Kissimmee
- Fitness-friendly rentals Old Town Kissimmee
- Townhouse rentals Old Town Kissimmee
- Rentals with outdoor seating Old Town Kissimmee
- Resort rentals Old Town Kissimmee
- Waterfront rentals Old Town Kissimmee
- Hotel rentals Old Town Kissimmee
- Rentals with a washing machine and dryer Old Town Kissimmee
- Flat rentals Old Town Kissimmee
- Rentals with a patio Old Town Kissimmee
- House rentals Old Town Kissimmee
- Apartment rentals Old Town Kissimmee
- Rentals with a hot tub Old Town Kissimmee
- Pet-friendly rentals Old Town Kissimmee
- Rentals with an EV charger Old Town Kissimmee
- Villa rentals Old Town Kissimmee
- Rentals with breakfast Old Town Kissimmee
- Rentals with pools Old Town Kissimmee
- Rentals with a fireplace Old Town Kissimmee
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Aquatica
- Walt Disney World Resort Golf
- Island H2O Water Park
- Disney's Hollywood Studios
- Universal CityWalk
- ICON Park
- ChampionsGate Golf Club
- Southern Dunes Golf and Country Club
- Kissimmee Lakefront Park
- Universal's Islands of Adventure
- Ventura Country Club