
Holiday rentals with outdoor seating near Old Town Kissimmee
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating near Old Town Kissimmee
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Luxury Townhouse 2 Bedroom/ Hot Tub
Welcome to your storybook stay at Regal Oaks Resort. Relax on your private screened patio with a nice tree-lined views of the Regal Oaks natural reserve. This 2BR, 2.5BA townhouse delights guests of all ages with a Toy Story kids’ room, Beauty & the Beast dining, and Cinderella-inspired living. Family-friendly amenities include a baby chair, pack & play, Roku TV, backyard cornhole, and “Hey Disney” magic. The kitchen is ready for cozy meals with a coffee maker, kettle, and Mickey sandwich maker.

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!

Waterfront Resort Condo near Disney &Universal
Located minutes from Disney World and Universal Studios you are right in the middle of all the action with Disney Springs, Islands of Adventure ,Sea World, Magic Kingdom,Epcot,two major outlet malls, and many other attractions .This resort style condo features a balcony overlooking beautiful Lake Bryan ,a beautiful pool that offers a full Tiki bar and food menu.Concierge services for Park tickets available. Free parking ,24hr security. Free HBO & Netflix . No deposit required and no extra fees.

Townhouse - 5 miles to Disney!
Dip in the heated community pool, enjoy the many amenities at this amazing resort, unwind in this vacation rental’s private hot tub with Bluetooth and night lights when you book in this exciting stay in Kissimmee! Going out? Gather family and friends & experience the magic of Disney World, Harry Potter rides at Universal Studios, Sea World, etc. At less than a mile to Old Town where you can go on rides, shop, and dine! Return to the 3-bd, 2.5-bths townhome and lounge in the sunny lanai & ENJOY!

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

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).

Tahiti Gil’s Mananui: Disney Poly & Tiki Inspired!
Aloha Adventurers! Welcome to Faré Mananui. Your passport to a far away tropical hideaway awaits, so get ready to grab your favorite Aloha shirt! Mananui was made for the Disney/Tiki ADULT in mind! Imagined by artist @TahitiGil & designed by @TyphoonTommy (Former Disney/Universal creative team & designer of the Suffering Bastard Tiki Bar in Sanford, Fl. Experience your next Adventureland/ Enchanted Tiki Room “story dwelling” adventure from the moment you step thru the door! - Kungaloosh!!

TreeHouse in the Cloud, (Close toTheme Parks
The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

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 from ♥Private HotTub ♥to 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!

Resort Style 12 min Disney, Jacuzzi, Sleeps 8
Escape the crowds and enjoy your private oasis in our family-friendly townhouse, just 12 min from Disney! Located in the gated Regal Oaks Resort, you’ll enjoy resort perks—heated pool, gym, tennis & kids-eat-free restaurant—plus the comfort of home. Professional cleaning, fresh linens, free highchair & Pack ’n Play, sofa bed sheets on request, stroller rentals, starter kit & discounted park tickets. Comfort, savings & fun for up to 8 guests!
Popular amenities for rentals with outdoor seating near Old Town Kissimmee
House rentals with outdoor seating

Resort Style 3Br/2.5Ba w/ Private Jacuzzi, and BBQ

7485 - Luxurious 3 Bedroom Townhouse behind Disney

Waterfront Wizarding Near Universal's Harry Potter

Disney New Neighbor

Regal Oaks Free Resort | Disney | No Carpet 3BED

Perfect Getaway. Private Pool.Kissimmee/Orlando

Once Upon A DreamStay: *Luxury *Lakeview *Disney

Epcot-Themed Home Near Disney | Pool • Game Room
Apartment rentals with outdoor seating

Private Rooftop Suite! No resort fees! 5 star

2 BD/2BA 1st Floor Unit - Storey Lake (3120-106P)

3121-402 Resort Lake View Disney Universal Orlando

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

Luxury condo near Walt Disney Parks - Kissimmee FL

6min to Disney - Retro Studio - Resort Pool

Convenient and Close to All

Chic Vibes Comfy King Bed Next to Parks/Food/shops
Apartment rentals with outdoor seating

Prime Location for Parks & Family Fun

Pet friendly Orlando area near ESPN Center

Modern, spacious, and relaxing!

Modern Lake view Condo 1 mile from Disney

207_ Sparkle Apartment Close to Disney Free Waterp

BRAND NEW CONDO- 2 BR 2 Bath-Great location!

Modern Condo with Lake View Near Disney 3151

O-Gated Resort-5 miles to Disney-2 FREE Water Park
Other holiday rentals with outdoor seating

Cozy Private Cottage 5 miles from Disney!

Travel Theme Private Home@Disney

PentHouse Suite with 2X View

Waterfront 2BR next to Disney, private hottub

JRVacationHome@Regal Oak Resort-Old Town/Fun Spot

AMAZING vacation house .Mins to Disney Regal oasks

Disney Villa/Waterslides/Heated Pool/Hot Tub/Lanai

Disney Getaway, Hot Tub, 10 min to Parks, 6 people
Quick stats about holiday rentals with outdoor seating near Old Town Kissimmee

Total holiday rentals
Explore 270 holiday rentals in Old Town Kissimmee

Nightly prices starting at
Old Town Kissimmee holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 27,260 verified reviews to help you choose

Family-friendly holiday rentals
210 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Holiday rentals with a pool
260 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
270 of Old Town Kissimmee holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Old Town Kissimmee rentals

4.7 Average rating
Old Town Kissimmee stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Rentals with an EV charger Old Town Kissimmee
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- Rentals with outdoor seating Kissimmee
- Rentals with outdoor seating Osceola County
- Rentals with outdoor seating Florida
- Rentals with outdoor seating United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Walt Disney World Resort Golf
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- Universal's Islands of Adventure
- Ventura Country Club
- Kissimmee Lakefront Park
- Bok Tower Gardens
- Shingle Creek Golf Club




