
Holiday rentals with outdoor seating in Kissimmee
Find and book unique rentals with outdoor seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Kissimmee

Total holiday rentals
Explore 3,070 holiday rentals in Kissimmee

Nightly prices starting at
Kissimmee holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 150,750 verified reviews to help you choose

Family-friendly holiday rentals
2,830 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 530 rentals that welcome pets

Holiday rentals with a pool
2,970 properties feature pools

Rentals with dedicated workspaces
1,830 properties have a dedicated workspace

Wifi availability
3,070 of Kissimmee holiday rentals include wifi access

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

4.7 Average rating
Kissimmee stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with outdoor seating in Kissimmee
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

150 Inch 4K Movie Theater Pool & Spa sleeps 16
"Just 3 miles from Disney up to 16 guests! Unwind in the pool & jacuzzi. A private cutting-edge Movie Theater, featuring a 150-inch screen, 4K projector, and immersive surround sound. Relive your favorite movie moments like never before! Stream on Roku, game on PS5, and enjoy high-speed Wi-Fi for endless fun. The well-equipped kitchen is perfect for large families and with 6 bedrooms and 4 en-suite baths, privacy is guaranteed. A Star Wars and a Disney-themed rooms so the kids will feel at home.

Casa Bella Mediterranean Style near Disney
Welcome to this beautifully 4-bedroom, 3-bath pool home located in the desirable Westside Tuscany community — a peaceful Mediterranean-style enclave just minutes from Walt Disney World and Orlando’s world-class attractions. Step inside to a bright and spacious open living area with large windows and sliding doors that lead directly to your private screened pool, where you can relax and enjoy peaceful wooded views after a fun day at the parks. Enjoy your own private Florida retreat! Book now!

Waterfront next to Resort by Disney Game &Theater
Lakefront Luxury Everything is Completely remodeled 5 bdrms\5 bthrms luxury villa – Located in the gated Paradise Palms Resort,which is just around the corner from Disney. Only a few steps away from the Clubhouse amenities & nature path,this home offers privacy & lake\nature views from the sun soaked south facing color changing pool\spa.Enjoy , New home theater, two 1st floor master bdrms & 2 bthrms + another master & immersive themed rooms on 2nd floor. AC Arcade TV gameroom & billiards Loft

Aurora Lux |12PPL | Pool | Games | Mini Golf | BBQ
Welcome to Aurora Lux Villa, a luxury home in Kissimmee! - Pool - 15 mins to Orlando Airport - 25 mins to Epic Universe - 25 mins to Volcano Bay - 25 mins to Disney Springs - Outdoor Playground for kids & Climbing Dome - Mini Golf - BBQ, Fire Pit & Outside furniture - 12 PPL (2 KING, 1 QUEEN, 2 TWIN & 2 SOFA BEDS) - Washer & Dryer - Kids friendly & Travel Crib - Private Patio & Terrace - WIFI - Fully equipped kitchen - Free parking - Safe neighborhood - Self-check in - Hosts available 24/7

10 Min to Disney | Heated Pool, Games, King Bed
🏡 Tucked inside a gated community near Kissimmee’s top attractions, this bright, themed home is made for memorable family getaways. Enjoy friendly competition in the game room, unwind in the heated private pool (available upon request), or relax on the covered patio beneath the Florida sun. Just 11 minutes to Fun Spot America, 11 minutes to Old Town, and 12 minutes to Disney World, it’s the perfect home base for your Florida adventure. Book now and start creating unforgettable memories!

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
AMAZING Pool Deck Extension cira 2023! Its the BIGGEST pool deck at the resort! Plus JAW DROPPING, Fancy, Fun, Fountain Jets w/ LED lighting, high-end glass tile & a Mickey Mosaic giving you an ULTIMATE luxury pool experience. This SALT WATER POOL/SPA will leave your skin feeling soft w/ no eye-sting & it has botanical qualities for your muscles after long days at the parks! Enjoy all this plus our unique OUTDOOR MOVIE EXPERIENCE & FIRE-PIT for the BEST vacay ever only 6 miles to Disney!

Luxury Encore Pool Spa Pets Game Rm Theater Gym
Amazing Brand New Modern Luxurious Home at Encore Resort Reunion. PET-FRIENDLY & Minutes to all Theme Parks. BRAND NEW HOME. Private Pool & Spa / Game Room / Movie Theater / Gym / Massage Chair / Fireplace / PS5 / Board Games & Much More. Embrace the extraordinary and book your stay at our home, where luxury, entertainment come together for an unforgettable vacation experience. ** Please review the rules before booking. Waterpark access is not included. **

Modern 4bdr Storey Lake w/themed rooms near disney
Have fun with the whole family at this stylish place: themed bedrooms and a peaceful feeling. With Disney just 5 miles away and Universal Studios 15-20 minutes away, the resort offers endless fun. Storey Lake Resort also has many nearby shopping malls and dining options. From its resort-style pool, splash pad, and watersides to its clubhouse, poolside bars, fitness center, and lake-based activities, Storey Lake is the happy ending to your vacation rental search.

A Refined Modern Oasis next to Disney World
An architecturally stunning 2400 square foot corner villa next to Disney World Orlando that is privately owned and designed by the world-renowned Pininfarina Group of Italy embodies modern sophistication with open-concept living, high ceilings, 4 bedrooms (2 master bedrooms – one on each floor), 4 en-suite bathrooms, and a downstairs half bath. All bathrooms each have their own bath and shower supplies. THERE ARE NO CAMERAS ANYWHERE ON OR IN THE PROPERTY.

Waterfront Wizarding Near Universal's Harry Potter
This spellbound stay, situated in the prestigious Lake Berkley Resort, boasts lake views & private pool. With 6 bedrooms, 3 bathrooms, well equipped kitchen & comfy living spaces, this thematic home is ideal for families & friends seeking an immersive vacation. A 10min drive to Disney, 15min to Sea World & 20min to Universal's Wizarding World of Harry Potter, this magical manor provides a convenient home base for exploring Orlando's famous attractions.

Modern 3Bed Townhouse in the Heart of Reunion 772
Welcome to Our Stunning 3-Bedroom townhouse – Perfect for Families & Groups! Experience luxury, comfort, and top-tier hospitality in our brand-new 3-bedroom, 2.5-bathroom townhouse, designed to accommodate up to 6 guests. Whether you're planning a family vacation or a getaway with friends, our spacious retreat has everything you need for an unforgettable stay. Prime Location at Reunion Resort, just a few miles from the Disney area.

Cozy House with Private Pool. Kissimmee/Orlando
Travelers will love staying at this home for its perfect mix of comfort and fun. Enjoy a private pool to relax after a long day, plus a gas BBQ included for easy outdoor meals with family or friends. The spacious and cozy layout is ideal for unwinding, while the peaceful setting makes it feel like a true getaway. Whether you’re here to relax or explore, this home offers everything you need for an unforgettable stay.
Popular amenities for outdoor seating rentals in Kissimmee
House rentals with outdoor seating

Game Room/HeatedPool/Piano Upscale Waterfront Home

4BR Disney & Universal Themed Villa Reunion Resort

*Luxe Disney Home* Priv Pool/Spa- 6BR Sleeps 15

5 Bdrm (sleeps 13), free water park,closeto Disney

Entire Modern Home near Disney • Pool & Game Room

8052 Heated Pool Grill House Kissimmee by Disney

Sleeps 12 • Pvt pool & spa • Game table

"Casa Kiwi" Margaritaville Cottage 5 min to Disney
Apartment rentals with outdoor seating

*LaKe ViEwS* NEW!Condo 3/2 10 min to DiSnEy*

3141-208 - 3BD -Sunset View – Minutes from Disney

Cozy Apartment Close to Disney

Penthouse With Epic Views

2-Bedroom Renovated Lakeside Condo Near Disney

Chic Pink 2BR | Pool · Patio · Gym · Free Parking

Carmen Romantic Studio W/Private Beautiful Terrace

Modern Condo: 10 Min to Disney + Fireworks Views!
Apartment rentals with outdoor seating

Perfect for Two Families • Sleeps 8 • Top Location

A luxurious living just 15 min/Disney

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

Waterfront Condo minutes to Disney & Universal

Cozy Condo at Secret Lake near Disney

Chic Disney Resort Condo • Pool Access Near Parks

Modern Lake view Condo 1 mile from Disney

BRAND NEW CONDO- 2 BR 2 Bath-Great location!
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $203 SGD | $213 SGD | $226 SGD | $203 SGD | $178 SGD | $195 SGD | $205 SGD | $179 SGD | $161 SGD | $169 SGD | $190 SGD | $226 SGD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Destinations to explore
- Seminole Holiday rentals
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- Waterfront rentals Kissimmee
- Rentals with outdoor seating Osceola County
- Rentals with outdoor seating Florida
- Rentals with outdoor seating United States
- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- University of Central Florida
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- ESPN Wide World of Sports







