
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 $38 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.

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!

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

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!

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.

3bd/2.5b Close to Disney °Luxury Paradise Living
Welcome To our beautiful, peaceful piece of paradise. A family friendly home! Enjoy the beautiful views, luxury decor, fine foods near you, and all this home has to offer! This home is all about creating loving memories. This beautiful home is newly built has 3 bedrooms 2.5 bathrooms, over 2,000 sqft, all new furniture, and super fast internet speed. The resort has a large beach-entry pool, kids water park, beach volleyball, mini-golf, arcade, and gym.

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.

Contemporary Stay 10 min to Parks Pets Friendly
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.

Disney 1.6mi | Pool Table | Gated Resort | 3BR
Create unforgettable memories at Mickey's Magic Getaway! Just 1.6 miles from Disney, this modern 3BR, 3.5BA townhome in gated Magic Village Resort sleeps 8 and is perfect for families or groups. Enjoy spacious living areas, a fully equipped kitchen, in-unit laundry, a game room with pool table and ping pong, kid-friendly touches, free parking, and resort amenities — all the comfort and convenience of home, minutes from the magic ✨
Popular amenities for outdoor seating rentals in Kissimmee
House rentals with outdoor seating

11BR Brand New | Themed Rooms | Sleeps 25 | 11072

4BR Disney & Universal Themed Villa Reunion Resort

Near Disney | Heated Pool, King Bed, Arcade

Spacious Resort Villa Near Disney w/ Pool & Spa!

Cozy family home w/ heated pool 15 min. to Disney

Kids Love It More Than Disney! Pool + Games

The Eights House by Disney. Themed Island Dream

6B Solara Home with Private Pool&LED2025/GameRoom
Apartment rentals with outdoor seating

3BD Family Resort near Disney & Parks!

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

Modern Condo in Reunion Resort Near Disney

Penthouse With Epic Views

Modern Condo: 10 Min to Disney + Fireworks Views!

Haunted Mansion-inspired Ghoulish Sanctuary

Disney Dreams at Storey Lakes + Resort + Waterpark

Welcome to The Comfy Cozy Place
Apartment rentals with outdoor seating

Great for Two Families • Sleeps 8 • Prime Location

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

A luxurious living just 15 min/Disney

Waterfront Condo minutes to Disney & Universal

1-104 Legacy Dunes, Pool View, Close to Disney

Cozy Condo at Secret Lake near Disney

Chic Disney Resort Condo • Pool Access Near Parks

207_ Sparkle Apartment Close to Disney Free Waterp
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $201 SGD | $211 SGD | $224 SGD | $201 SGD | $177 SGD | $193 SGD | $204 SGD | $178 SGD | $160 SGD | $168 SGD | $188 SGD | $224 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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- 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







