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.

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Superhost
A light-filled living area features a comfortable blue sofa complemented by decorative pillows. A sleek white entertainment unit holds a large flat-screen TV, set against a wooden accent wall. Soft lighting is provided by stylish fixtures, creating an inviting and relaxing space.
Home in Kissimmee
4.8 out of 5 average rating, 106 reviews

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😊

Top guest favourite
An inviting pool area is framed by a screened enclosure, revealing beautiful water views at sunset. Soft lighting enhances the relaxing atmosphere, with lounge seating positioned nearby for comfort. The tranquil setting is ideal for unwinding and enjoying outdoor moments by the pool.
Home in Kissimmee
4.97 out of 5 average rating, 348 reviews

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!

Guest favourite
A screened patio area is equipped with outdoor furniture, including a spacious sectional sofa and a dining table under a shaded canopy. A hot tub is positioned nearby, surrounded by potted plants, while string lights add a touch of ambiance to the setting.
Home in Kissimmee
4.96 out of 5 average rating, 136 reviews

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!

Top guest favourite
A themed game room showcases a Batman-inspired design with a bright yellow slide leading to a two-level play area. An air hockey table is positioned prominently, surrounded by stylized dark walls, creating an immersive gaming environment.
Villa in Kissimmee
4.99 out of 5 average rating, 157 reviews

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!

Top guest favourite
Apartment in Kissimmee
4.91 out of 5 average rating, 174 reviews

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!🏰✨

Top guest favourite
A resort pool area is surrounded by palm trees and sunshine, featuring lounge chairs under white umbrellas. A paved deck encircles the pool, creating a relaxing atmosphere for guests. A blue slide can be seen in the background, enhancing the recreational space.
Townhouse in Kissimmee
4.88 out of 5 average rating, 144 reviews

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.

Guest favourite
The outdoor pool area features a spacious turquoise pool, surrounded by a screened enclosure for comfort. Lounge chairs with bright cushions are positioned nearby, while a basketball hoop stands at one end of the pool, offering fun recreational options.
Home in Kissimmee
4.91 out of 5 average rating, 269 reviews

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*

Guest favourite
A modern living area boasts high ceilings and large windows that invite natural light. Elegant furnishings include two gray sofas and a wooden dining table set against a backdrop of neutral tones. A flat-screen TV is mounted on the wall, and vibrant artwork decorates the space.
Townhouse in Kissimmee
4.94 out of 5 average rating, 125 reviews

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.

Guest favourite
A grand living area showcases a striking stone wall adorned with an extensive collection of framed artwork. Soft seating is arranged around a fireplace, providing a cozy yet elegant atmosphere. A staircase leads to the upper level, while rich drapery frames the large windows, allowing natural light to flow in.
Home in Kissimmee
4.95 out of 5 average rating, 216 reviews

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.

Guest favourite
A welcoming living area features a dark brown sofa adorned with decorative pillows in warm tones. Greenery decorates the wall behind the sofa, complemented by a modern lamp. A nearby circular table and chair set add to the inviting space, with natural light filtering through a window.
Flat in Kissimmee
4.91 out of 5 average rating, 137 reviews

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

Guest favourite
A spacious living area features a light-colored sectional sofa adorned with accent pillows in shades of blue and gray. A wood coffee table sits atop a patterned rug. The open kitchen is visible in the background, showcasing modern cabinetry and pendant lighting.
Townhouse in Celebration
4.92 out of 5 average rating, 109 reviews

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.

Superhost
A screened-in pool area features sun loungers and a view of a serene lake. The brightly themed kids' bedroom showcases a Toy Story design with two beds, colorful accents, and vibrant wall art. Another room with two twin beds is decorated in soft pink tones, enhancing its cozy feel.
Home in Kissimmee
4.83 out of 5 average rating, 149 reviews

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

When is the best time to visit Kissimmee?

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