
Holiday rentals with outdoor seating in Kissimmee
Find and book unique Holiday Houses 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 $42 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
3,070 of Kissimmee holiday rentals include Wi-Fi 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 Holiday Houses with Outdoor Seating in Kissimmee
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

*LAKEVIEW* Resort 4m Disney! Private Spa Wi-Fi
Welcome to our personal vacation home, Old Town Oasis! Beautiful LAKEVIEW property in Regal Oaks Resort! Coffee, Nespresso, tea, free Wi-Fi! It's close to the theme parks and everything that Orlando has to offer! Come relax in your own private spa after a long day at the parks, or enjoy the resort water slides, heated pool, pool side games & tiki bar with food & drinks, arcade games in Clubhouse and more. If you're up for more fun, walk to Old Town next door! Our place is BABY and KID FRIENDLY!

Gorgeous 5BR PetFriendly at Encore Resort next to
Modern, stylish, and luxurious, 3000sf home, with 5 bedrooms, at the world's renowned Encore Resort at Reunion. It features a game room, a huge backyard, an oversized private pool, spa. A true dream vacation home. 6 Minutes away from Super Walmart and Publix supermarket 15 Minutes away from Disney Parks 15 minutes away from Disney Springs 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Drive attractions *PLEASE MAKE SURE TO READ THE

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!

Near Disney | Heated Pool, King Bed, Arcade
✨ Family-Friendly Retreat Near Disney in a gated, safe & quiet community 🏰 Loved by guests for its cleanliness, comfort, and fast communication. 🏊♂️ Unwind after park days in your private HEATED pool 🍔 Enjoy the outdoor BBQ for easy family meals 🎮 Have fun in the upgraded game room with pool table, ping pong, foosball, and a retro arcade ⭐ Hosted by 3 experienced Superhosts known for quick, reliable replies. A perfect balance of fun and relaxation. Book now as dates fill fast!

Your All in One Home, 17 mins from Disney World
Welcome to JeremyAnthonyHouse, a place that was created with so much love and care thinking of you. The house has everything you might need during your stay, it does not matter if it is for one night or an entire month; from bathroom amenities, free Netflix, Wifi, YouTube, in house laundry and dryer to kids' toys, security system. In addition, it has a private pool, easy access to expressways and theme parks. Very close to Disney springs and The Medieval Times Castle is a must see.

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!

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.

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.

*NEW* Space Odyssey: Pool, Spa, Cinema, Games+PS5
Stylish Design, Luxurious Comfort & Endless Entertainment, with a sprawling 2200 ft2 southwest facing pool deck & outdoor kitchen, no rear neighbors on a beautiful forest in the stunning 3.5 square mile Reunion Resort. You will have your own private pool with overflow spa, movie room, billiards - game room, 4 theme rooms: OUTER SPACE, MARVEL SUPERHEROES with a TUBE SLIDE, FROZEN II, HARRY POTTER CUPBOARD, PS5, within minutes to Disney.

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.

Disney Orlando vacation home with private pool 2
Great location with private saltwater pool, just 5.5 miles from Disney Parks and Disney Spring, 1.5 miles from Margaritaville Resort (which contains the “H2O Water park”), and 1.5 miles from Sunset Walk shopping mall, in which there are a variety of restaurants and entertainment, including the movie theater “Studio Movie Grill.” Please read the full description and house rules before sending a reservation request.

5BD Windsor Westside Private Pool (WW 8920)
We invite you to our Beautiful 5 Bedroom / 5.5 Bathroom with private swimming pool home and all the amenities necessary for your family and friends to spend a precious and memorable vacation in Orlando. House is part of the newest phase (3) of the Luxurious Windsor at Westside Resort. Guests will have full access to club house amenities.
Popular amenities for Kissimmee outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Luxury Disney Villa Private Pool• Lakefront •8 Min

Margaritaville Cottage 10 Minutes to DisneyWorld!

Gorgeous 12bdr/11.5 bath/Theater/Sleeps 30/Game Rm

Lakeside Paradise, 15 min Disney + Saltwater Pool

Amazing 8Bdrms-5Bath/Game room/Pool

Private Ranch Style Home on Lake

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

355 Luxury House | Patio | GameRoom | Pool | Grill
Apartment rentals with outdoor seating

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

Penthouse With Epic Views

Condo in Kissimmee

2-Bedroom Renovated Lakeside Condo Near Disney

Cozy 3bdrm/2bath unit Just Minutes to Disney World

Modern/beautiful Mediterranean Oasis Near Disney

Modern Condo: 10 Min to Disney + Fireworks Views!

Modern 2Bed 2Bath FREE Waterpark @ Storey Lake
Condo rentals with outdoor seating

Perfect for Two Families • Sleeps 8 • Top Location

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

The thrill of luxurious living just 15 min/Disney!

201-Luxury Apartment close to Disney - Free Waterp

Waterfront Condo minutes to Disney & Universal

Cozy Condo at Secret Lake near Disney

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

Modern Condo with Lake View Near Disney 3151
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $210 AUD | $212 AUD | $222 AUD | $219 AUD | $193 AUD | $211 AUD | $222 AUD | $194 AUD | $175 AUD | $183 AUD | $205 AUD | $245 AUD |
| 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
- Walt Disney World Resort
- Universal Studios Florida
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Orange County Convention Center
- Disney Springs
- Magic Kingdom Park
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Discovery Cove
- Epcot
- ESPN Wide World of Sports
- 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
- Island H2O Live!
- Southern Dunes Golf and Country Club
- University of Central Florida






