
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.

BlueGem–3BR Lakefront•Pool•15min Disney•25min MCO
Escape to Bluegem Manor, a charming 3-bedroom, 2-bath lakefront retreat with a private pool (heat available for extra fee). Just 15 mins from Disney, 25min to Airport, 5 mins to shops. Enjoy lake views, relax by the pool, or explore nearby attractions. With spacious living and cozy bedrooms. Ideal for families or groups. Unwind outdoors, take a dip, or stroll by the lake. Conveniently near dining, shopping & activities, Bluegem offers the perfect mix of relaxation and adventure for your getaway😊

Game Room/HeatedPool/Piano Upscale Waterfront Home
Welcome to one-of-a-kind upscale contemporary waterfront oasis, where luxury meets comfort. This stunning house is nestled in a tranquil neighborhood, just moments away from the airport and all the attractions you desire. Step inside to find a beautifully renovated space: fully equipped open kitchen, game room, gym, pool table, grand piano etc Outside: private screened in heated pool($20/night heating fee)with breathtaking waterviews, patio equipped with grill, dining table, ping pong and more!

Jacuzzi 3BR Villa near Disney, resort amenities
Welcome to your private villa! With 3 bedrooms and 2.5 baths, this well equipped townhome is just 15 minutes from the Disney attractions. A screened private patio adds to the fun in this gated community. Take a walk around the greenway or enjoy the club house amenities: outdoor pool, volleyball court, basketball half court, fitness room, and movie room. This villa is private and convenient. It includes all the amenities you expect, including linens. You will want to return on your next vacation!

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub
Make memories to last a lifetime in our luxurious seven-bedroom home (sleeps 21) at Orlando's premier vacation community. Enjoy your own Batman cave game room, private pool (heated at no extra charge*), and hot tub. Our 100% Five-Star rating from previous guests and our generous cancellation policy means you can book with confidence. Only 15 minutes to Disney and a short walk to a fabulous resort clubhouse with free access to a lavish pool, kids waterpark, restaurant, playground, gym, and more!

Chic Disney Resort Condo • Pool Access Near Parks
Magical Disney getaway that sleeps up to 6 guests just 7 miles from Disney. Enjoy full resort perks & amenities, fast free Wi-Fi, and year-round pool & hot-tub access. • Enjoy a heated pool, hot tub, game room, and fitness center, and Smart TVs • Full kitchen and cookware • Free parking steps from elevator • Located in a secure, gated community Perfect for families, couples, or business travelers. Near Universal, SeaWorld & top dining! Relax on a balcony & reach every park in under 15min!🏰✨

Entire townhouse, Resort style, 5 miles to Disney!
Feel right at home in our outstanding location JUST 5 MILES FROM DISNEY! Exceptional 2 bed/2.5 bath townhome features premium one King bed, 2 twin beds and a queen size sofa bed with fully equipped kitchen, washing machine, smart TVs, a private patio, Jacuzzi and lake view. Contemporary furnishings, luxury feel. Located in gated resort with clubhouse, beautiful pool, water slide, gym, tennis court and more. Within 10 minutes drive to a variety of restaurants, shops, Fun Spot and more.

Stunning 6BR Lakeview at Storey Lake Disney - 2929
Modern luxury home with lake view, recently built, best location in town, at world-known Storey Lake Resort. Almost 4,000sf of a/c area, featuring 6 bedrooms, 6 full baths, game room, private pool, and spa. 3 Minutes away from Super Target, Publix Supermarket and Walmart 15 Minutes away from Disney Parks 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Dr attractions *PLEASE MAKE SURE TO READ THE HOUSE RULES*

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.

Lush Green Retreat 10 Min to Parks Pets Allowed
Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 4 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

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.

Amazing 8Bdrms-5Bath/Game room/Pool
The Space * Accommodates: 22 * Bedrooms: 8 * Bathrooms: 5 * Property type: Luxury House * Location: Storey Lake * 12 miles from Magic Kingdom * 10 miles from Animal Kingdom * 16 miles from Universal Studios * 2.4 miles from Lake Buena Vista Factory Stores (Outlet) * 4 miles from The Loop (Outlet) * 22 miles from MCO * Located close to Highways 192 and 535, the property is located close to the main restaurants, pharmacies, markets.
Popular amenities for outdoor seating rentals in Kissimmee
House rentals with outdoor seating

Epic Luxe Home W/Free Water Park/ 10 Miles Disney!

VerandaPalms/HeatedPool/Carpet free/NearDisney

Near Disney | Heated Pool, King Bed, Arcade

Kids Love It More Than Disney! Pool + Games

Heated Pool 15 Minutes to Disney PS5 l Switch

No Airbnb Fee | Luxury 7BR w/ Cinema & EV Charger!

Private Pool/Grill-Free Water Park-15Min to Disney

Disney-Themed Home w/ Game Room & Private Hot Tub!
Apartment rentals with outdoor seating

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

Joyful Disney Getaway with Kids Room & Heated Pool

Cozy Apartment Close to Disney

Peaceful Lakefront- 15 min to Disney, Near Golf

Haunted Mansion-inspired Ghoulish Sanctuary

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

SUPER modern lake condo-Fireworks view!

★BRAND NEW APT with LAKEVIEW - Close to Disney★
Apartment rentals with outdoor seating

Great for Two Families • Sleeps 8 • Prime Location

303_To Infinity & the Ocean Breeze Apartment

Beautiful Roomy Condo near Disney & Universal

*Water park!*Resort Villa! close to parks!

1-310 Legacy Dunes - Heated Pool, Close to Disney

A 3BR Resort Style Divine Getaway Near Theme Parks

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Cozy Apartment Close to All Disney' Parks
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $202 SGD | $213 SGD | $225 SGD | $202 SGD | $178 SGD | $195 SGD | $205 SGD | $179 SGD | $161 SGD | $169 SGD | $189 SGD | $225 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 |
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- Rentals with outdoor seating Osceola County
- Rentals with outdoor seating Florida
- Rentals with outdoor seating United States
- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Camping World Stadium
- Magic Kingdom Park
- Epcot
- Universal's Volcano Bay
- Kia Center
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- University of Central Florida
- Old Town
- ESPN Wide World of Sports
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- ICON Park
- Aquatica
- ChampionsGate Golf Club
- Tinker Field







