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.

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Guest favourite
Home in Citrus Ridge
4.93 out of 5 average rating, 102 reviews

Lakeside Paradise, 15 min Disney + Saltwater Pool

Welcome to Lakeside Paradise – Discover the perfect blend of tranquility and excitement at Lakeside Paradise. Enjoy the serenity of our lakeside retreat, just moments from Central Florida’s top attractions: Disney Parks – 8 miles (15 mins) Universal Studios – 16 miles (25 mins) SeaWorld – 13 miles (20 mins) ESPN Sports Complex – 6 miles (10 mins) Margaritaville/Island H2O – 3 miles (10 mins) Walmart/Target – 6 miles (10 mins) Optional heated pool and spa available for an added fee of $40/day

Top guest favourite
A screened-in pool area offers a view of a serene lake surrounded by trees at sunset. The pool is illuminated in vibrant colors, while a hot tub and a stylish seating area with cozy cushions invites relaxation.
Home in Citrus Ridge
4.95 out of 5 average rating, 102 reviews

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

Superhost
A themed bedroom features walls adorned with vibrant red and blue stripes, showcasing the Avengers logo. A spacious bed is dressed in superhero-themed bedding, complemented by two nightstands with lamps. A ceiling fan provides airflow, and a wall-mounted TV is visible.
Home in Kissimmee
4.89 out of 5 average rating, 108 reviews

Disney-themed, Private Pool with heat, King Bed!

Don't miss the chance to enjoy this beautifully renovated and Disney + Universal-themed home in a gated resort! Central to almost everything, you'll find this home has everything you need for a memorable stay in Central Florida! Memory foam mattresses, Smart TVs in every room, a fully stocked kitchen and a private pool! Not to mention the amazing clubhouse amenities which include a luxury resort-style pool, basketball court, volleyball court and a kid's playground! You will LOVE this place!

Guest favourite
Home in Citrus Ridge
4.92 out of 5 average rating, 97 reviews

8BR Lakefront themed Villa•Pool•GameRoom•GolfCart

Stay minutes from Disney in a spacious 8BR, 4.5BA villa designed for families & groups! Kids will love the Mario Kart, Frozen, Toy Story, Small World & Royal themed rooms, plus a Harry Potter game room with pool table & arcades. Adults will enjoy the private pool, lanai patio, gourmet kitchen, Beauty & the Beast dining room, and the convenience of a golf cart included with your stay. Perfect for: • Multi-family Disney trips • Large groups (sleeps 16+) • Guests wanting both space & magic

Top guest favourite
A private, screened-in pool area features a sparkling blue pool with a built-in hot tub on one side. Sunlight reflects off the water, creating a serene environment, while surrounding greenery provides a sense of privacy.
Home in Citrus Ridge
4.93 out of 5 average rating, 161 reviews

Stylish Villa Private Pool-SPA Near Parks Disney!

Stylish villa 4 bed/3 bath family home with private facing pool & SPA, living room, family room, kitchen, breakfast bar, dining table, a game room, Wi-Fi, smart TVs, wheelchair accessible, close to the parks, shops, and restaurants, Pool & SPA heater at additional cost, located at Glenbrook community. We have it all and much more to enjoy. The pool & SPA heater fee is $25 (USD) per day. The BBQ grill is an additional $45 (USD) charge for the whole stay, including 1 propane gas and cleaning.

Superhost
Home in Citrus Ridge
4.86 out of 5 average rating, 29 reviews

Luxurious 5BR w/ Pool, Spa, Game Room & BBQ Grill

Step into your dream getaway at Windsor Island Resort, a stunning vacation retreat in Kissimmee with a private pool, relaxing spa, and full resort-style amenities. Just 10 miles from Disney and close to Orlando’s top attractions, this spacious home is perfect for families and friends. Whether you’re floating down the lazy river, enjoying a game of basketball, or simply unwinding in your own private oasis, this villa combines comfort, fun, and convenience for an unforgettable vacation.

Top guest favourite
An inviting outdoor area showcases a private pool and spa, surrounded by lounge chairs and colorful beach balls. A dining table and large gas grill offer options for outdoor meals. Lush greenery lines the fence, providing privacy and a vibrant backdrop against a sunny sky.
Home in Citrus Ridge
5 out of 5 average rating, 59 reviews

Gorgeous 5BR @ Encore Next to Disney - 305

Modern 3,000sf luxury home, with 5 bedrooms, at world's renowned Encore Resort at Reunion. Featuring 5 bedrooms, 5 1/2 bathrooms, a game room, a beautiful backyard, a private pool and spa. 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 HOUSE RULES*

Guest favourite
Townhouse in Kissimmee
4.9 out of 5 average rating, 100 reviews

2693 Resort 4BR House Waterpark by Disney Orlando

Minutes from Disney, stylish & peaceful Townhouse, with 4 bedrooms and 3 full bathrooms, fully equipped kitchen for up to 8 guests, located in the family friendly Storey Lake Resort. Enjoy our private pool with optional water heater. The open floor plan blends Kitchen, Dining and Living room. Close to outlet malls & retail stores. Great Resort amenities: Heated Pools, Kids Splash Zone, Water Slides, Lazy River, Gym, Mini Golf, Lake, Kayak, Tiki Bar, Ice Cream Shop & more.

Guest favourite
An open-concept living area showcases a spacious sectional sofa adorned with various cushions. A modern dining area is visible, featuring a round table and four chairs. Elegant decor elements include framed wall art and a sleek light fixture, all set against a neutral color palette.
Townhouse in Citrus Ridge
5 out of 5 average rating, 31 reviews

Upstay-Luxury 3BR Home w Private Pool & Games Room

Escape to your own resort retreat—just 17 miles from Disney! Splash in the private screened-in pool, unwind in the chic living area, or challenge the crew to games upstairs. This vibrant 3-bedroom home features a King and Queen bedroom and a fun Minions-themed bunk room, full kitchen, Smart TVs, and in-home laundry. With BBQ, resort-style clubhouse access, and family-friendly vibes, it's the ultimate Florida getaway! Your dream adventure starts right here.

Top guest favourite
A living room is presented with green accent walls and hardwood flooring. A comfortable sofa with orange throw pillows faces two small coffee tables. Wall decorations include woven art pieces. A ceiling fan hangs above, and a door leads to a balcony, allowing natural light into the space.
Flat in Kissimmee
4.96 out of 5 average rating, 147 reviews

Cozy 2Bed Boho Hideaway 10 Min to Parks Allows Pet

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 8 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

Superhost
Home in Kissimmee
4.6 out of 5 average rating, 10 reviews

3212 Magic Village 4suites Lakefront 8 min Disney

MAGIC VILLAGE - 4 SUITES - 8 GUESTS - BBQ - LAKE VIEW - 06 MIN DISNEY Bring the whole family to this grNew condominium with modern architecture houses, two parking spaces in front of the unit. Well-located near US-192 and leisure, such as cinemas, restaurants, waterparks, shopping centers, Disney parks, pharmacies, and Walmart. All mentioned, are less than 10 minutes from the property. eat place with lots of room for fun. (3212 Brk ave)

Top guest favourite
A bedroom featuring a vibrant Frozen theme is complemented by colorful wall artwork depicting characters from the film. Two spacious beds are arranged in the room, with soft white bedding. Natural light filters through a window adorned with white curtains, adding a cozy touch.
Townhouse in Kissimmee
4.92 out of 5 average rating, 100 reviews

Themed w/ Private Pool, 4bd/4b, Next to Disney

Enjoy a vacation in this luxury townhome, geared for families. ā„ļøThemed Frozen and Lion King rooms šŸ’¦Private Heated(free) Pool šŸ°15-25Mins to WDW and Universal 🦁 NEW Lion King Themed Room!! 🧸Kid Gear Included(Stroller, Toys etc) šŸļøResort-Splash Pad, Lazy River, Pools šŸ›ļøRoom for Multiple Families šŸ›Spa Toiletries and Starter Pack of Supplies included šŸ³Kitchen for supplies for all the cooking šŸ’»Free WiFi

Popular amenities for outdoor seating rentals in Kissimmee

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Quick stats about holiday rentals with outdoor seating in Kissimmee

  • Total holiday rentals

    Explore 3,230 holiday rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 147,840 verified reviews to help you choose

  • Family-friendly holiday rentals

    2,990 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 590 rentals that welcome pets

  • Holiday rentals with a pool

    3,110 properties feature pools

  • Rentals with dedicated workspaces

    1,990 properties have a dedicated workspace

  • Wifi availability

    3,230 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

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