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

Enchanted Villa with Lake View 6-Bedroom in Resort
In the exclusive Lake Berkley Resort, this magical manor is a spacious 6 bedroom, 3.5 bathroom home with private pool & spectacular lake views. A 10 minute drive to Disney World, 15 minutes to Sea World and 20 minutes to Universal’s Wizarding World of Harry Potter. Ensure an immersive experience at this thematic home, perfect for families & groups of friends looking to cook in the well stocked kitchen, enjoy meals together in Great Hall or patio by the pool and watch movies & more in the Common

5BR Mario& Princess Peach•Pool•Theater•Free Resort
Escape to an unforgettable Disney Adventure, just 9 miles from Walt Disney World! Perfect for Mario Bros, Moana & Princess Peach fans. Enjoy themed rooms, cozy bedding, and a private pool. Indulge in movie nights in our Mario Bros theater! Bring the whole family, including pets, and make magical memories. 9 miles to Walt Disney World 🎢 16 miles to Sea World 19 miles to Universal 27 miles to MCO (Orlando International Airport) Join Us for an Unforgettable Disney Adventure! Learn More Below!

temple & A/C glamping under a 120 y/o oak tree
How this Airbnb was born? We wanted to create a space to enhanced our soul, power our mind, fuel ourselves, to meditate, to create ideas, to be a part from the world, The Temple. Glamorous Camping idea came across, oh my!, once you go inside this tent, you don't want to come out. Be present. Friends and family started asking, can I stayed?, day by day closer people want it to live this experience and more positive comments we were getting, so we decided, why don't let others try it? Welcome

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!

Chic Vibes Comfy King Bed Next to Parks/Food/shops
Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

Heated Pool 15 Minutes to Disney PS5 l Switch
Spacious 4BR Home with a Private Heated Pool – 15 Minutes from Disney! Enjoy a large south-facing pool, Propane grill, Smart TVs with Disney+ in every room. Nintendo Switch in Living Room and an 85" screen with a PS5 in a temperature-controlled garage / game room. Fast WiFi, shuffleboard, pool table and plenty of board games. 🌴 Outdoor Fun Patio Seating for 14 + two lounge chairs. Propane Grill: $50 for length of stay Pool heat: $200 per stay (24-hour notice)

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.

Modern Condo with Lake View Near Disney 3151
STOREY LAKE RESORT A premier vacation community just 8 miles from Disney and minutes from Universal & SeaWorld, this community is surrounded by restaurants, shops, and top malls. Only 30 minutes from Orlando Airport, it offers easy access to everything you need. Book your stay for 7 days or more and unlock an exclusive 5% discount ! Stay 30+ nights and save 10% (Discount will apply on selected stays) Reserve now! we would love to be your host!

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

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.

3143 Luxury 3BR Townhouse by Disney World Orlando
This townhouse is located in a PRIME location NEXT to Disney Animal Kingdom. You can't get closer if you are staying outside the parks. Luxury modern & stylish design in every corner, 3 Bedroom and 3.5 bathroom. First master suite has a KING bed, second master suite has another KING bed and third bedroom in suite has two TWIN beds. All of them with a LED TV. Gated community and FREE parking with fine exclusive restaurant.
Popular amenities for outdoor seating rentals in Kissimmee
House rentals with outdoor seating

Luxurious five-bedroom villa with modern comforts

Luxury 6 bd w/ gameroom / private pool / themed

Margaritaville Cottage 10 Minutes to DisneyWorld!

Aurora Lux| Heated Pool| Games Room| Mini Golf|BBQ

6BR Oasis w/ Private Pool, Game Room & Lanai

Comfy Home with Hot Tub at Kissimmee/Orlando area

Disney Luxury Villa | Epic Arcade | LED Night Pool

Star Wars Immersive Experience | Private Pool
Apartment rentals with outdoor seating

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

Cozy Apartment Close to Disney

Everlasting Memories: 10 Min. From Disney!

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

Carmen Romantic Studio W/Private Beautiful Terrace

Modern Condo: 10 Min to Disney + Fireworks Views!

Haunted Mansion-inspired Ghoulish Sanctuary

Welcome to The Comfy Cozy Place
Apartment rentals with outdoor seating

Perfect for Two Families • Sleeps 8 • Top Location

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

A luxurious living just 15 min/Disney

Sunshine & Magic Lakeview

Waterfront Condo minutes to Disney & Universal

Cozy Condo at Secret Lake near Disney

Chic Disney Resort Condo • Pool Access Near Parks

Top Floor Condo Lake View near Disney Storey Lake
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 | $212 SGD | $225 SGD | $202 SGD | $177 SGD | $194 SGD | $204 SGD | $179 SGD | $161 SGD | $168 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 |
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
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Key West Holiday rentals
- Tampa Bay Holiday rentals
- Guest house rentals Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Rentals with a sauna Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Private suite rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with an EV charger Kissimmee
- Resort rentals Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Cottage rentals Kissimmee
- Waterfront rentals Kissimmee
- Hotel rooms Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Rentals with a fireplace Kissimmee
- Holiday home rentals Kissimmee
- Rentals with beach access Kissimmee
- House rentals Kissimmee
- Cabin rentals Kissimmee
- Flat rentals Kissimmee
- Rentals with lake access Kissimmee
- Villa rentals Kissimmee
- Family-friendly rentals Kissimmee
- Apartment rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with a cinema Kissimmee
- Beachfront rentals Kissimmee
- Tiny house rentals Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Rentals with a kayak Kissimmee
- Mansion rentals Kissimmee
- Beach house rentals Kissimmee
- Lakehouse rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with breakfast Kissimmee
- Ski-in/ski-out 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
- Camping World Stadium
- Reunion Resort Golf Courses - Palmer & Watson
- Aquatica
- University of Central Florida
- ICON Park
- Disney's Hollywood Studios
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- ESPN Wide World of Sports







