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Holiday rentals with a patio in Winter Garden

Find and book unique rentals with patio on Airbnb

Quick stats about holiday rentals with a patio in Winter Garden

  • Total holiday rentals

    Explore 60 holiday rentals in Winter Garden

  • Nightly prices starting at

    Winter Garden holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 3,780 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Winter Garden holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winter Garden rentals

  • 4.8 Average rating

    Winter Garden stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated rentals with patio in Winter Garden

Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

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Superhost
A screened-in outdoor area features comfortable seating, a decorative table, and a picnic table. A freestanding bathtub is positioned for relaxation, while colorful dining ware adds brightness. The main entrance to the Tiny Home can be seen in the background, showcasing an inviting design with vibrant décor.
Tiny home in Winter Garden
4.76 out of 5 average rating, 100 reviews

FunTropicalCozyRetreatGolfCartLake

Escape to our fun tropical Cozy Retreat, just 1-2 minutes from downtown Winter Garden and across the road from Newton Park! After a day of adventure, gather around the fire pit for s’mores or enjoy an outdoor game! Take a relaxing ride on the golf cart to explore the area! Whether you’re seeking a peaceful escape or a fun family getaway, our RV offers the perfect mix of outdoor charm and comfort! We welcome your furry friends, and nearby attractions include a boat slip and a public swimming pool

Top guest favourite
An exterior view of the guesthouse displays a quaint two-story structure with a black garage and a welcoming front porch. Surrounding greenery provides a natural setting, enhancing the privacy of the location. The two upper windows are adorned with large curtains.
Guest house in Ocoee
5 out of 5 average rating, 134 reviews

NEW 1BRM Guesthouse | King Bed | Central Florida

Nestled in a private and central location, this newly constructed space offers everything needed for a relaxing stay. The space is perfect for up to four guests, featuring a king size bed, full kitchen, and smart TVs in every room. Enjoy the convenience of high-speed Wi-Fi, a spacious shower, washer / dryer, and a private driveway. Located close to Downtown, Theme Parks, the Stadiums, I-Drive, Wekiva Springs, Shopping, Dining, and More! Everything needed for your short term or long term stay.

Top guest favourite
A spacious outdoor area features a large pool with crystal-clear water, accompanied by a hot tub and a soothing water fountain. Surrounding the pool, a stone patio hosts multiple seating areas beneath a pergola, providing a serene setting for relaxation.
Home in Orlando
4.97 out of 5 average rating, 105 reviews

Unique Spacious Home w/ Pool near Downtown Orlando

Nestled on a quiet street, 15 mins from Downtown Orlando. This home has a massive pool, hot tub, water fountain, real outdoor and indoor fire place, outdoor patio area w/seating. The Kitchen is equipped with everything you need to make delicious meals, and there are two living areas to provide ample space for relaxation. There is also a designated office area to take work calls. ☀ College Park – 10 mins ☀ Downtown Orlando – 15 mins ☀ Universal Studios – 28 mins ☀ Walt Disney World – 34 mins

Top guest favourite
The exterior of the house showcases a striking blend of wood and stone finishes, featuring large windows that illuminate the interior. An expansive, clear blue pool reflects the sky, with a bridge extending over the water leading to the main entrance.
Villa in Orlando
4.95 out of 5 average rating, 127 reviews

The Lakeview Oasis - XL Pool & Jacuzzi - Orlando

Welcome to our stunning lakefront resort, where luxury meets tranquility! Dive into our expansive 100,000-gallon pool, enjoying a refreshing swim surrounded by breathtaking views. Inside, our tastefully designed space features midcentury modern amenities ensuring you have everything for a perfect getaway. Each bedroom offers serene views and plush bedding for a restful night’s sleep. Whether you seek adventure or relaxation, this is your ideal getaway. Book now for unforgettable memories!

Guest favourite
Home in Orlando
4.89 out of 5 average rating, 106 reviews

Key West Themed Lakefront Oasis with Sailboat

Please read the entire description before booking (including "policies and rules"). This is the lower half of a large lakehouse. Enjoy a resort-like experience with a private pool, heated spa, and stunning sunsets. With a fun Key West theme, it comfortably sleeps your group and features a separate entrance for complete privacy. Enjoy an outdoor kitchen, fire pit, and even a sailboat for a unique stay. Perfect for families seeking a memorable getaway. Kayaks are included for you to explore.

Top guest favourite
The exterior of the property features a fenced yard with shaded trees and a front lawn leading to a single-story house. A pool area with protective mesh surrounds the heated pool, illuminated with vibrant LED lights in evening settings. Indoor spaces exhibit an open layout with natural light and comfortable seating.
Home in Minneola
4.98 out of 5 average rating, 195 reviews

Spacious Getaway ~ Heated LED Pool & Ping Pong

Welcome to your Spacious Getaway! Exterior Features: ★ LED Lights in Pool and on Pool Cage ★ Fenced-in yard & Fire-pit ★ Doorbell & Driveway Camera for safety Interior Features: ★ Ping Pong Table ★Large Shower in Master Bathroom ★ROKU on each TV Extras: ★ Heated Pool up to 95 Degrees - $50 per day (Pool Water is normally at 75 degrees without the Pool Heater) ⚠️ Pet-Friendly, but the pet must be added to the reservation ($75 Pet fee)⚠️ {Willing to Negotiate Monthly Prices}

Top guest favourite
A living area features a cozy couch with a blue and white design, paired with a wooden coffee table at the center. Bright light filters through the window with white blinds. The kitchen is visible in the background, showcasing wooden cabinets and modern appliances.
Home in Clermont
4.98 out of 5 average rating, 121 reviews

Adorable Downtown Lakeview Home 1105

Experience unparalleled comfort and charm in our distinctive Lakeview home, ideally located in downtown Clermont's vibrant heart. This bright and captivating property exudes an inviting aura with its scenic lake views and exceptional decor. Start your day with a refreshing cup of coffee on the serene back porch, take a stroll to the nearby park, or enjoy the array of amenities in the vicinity. Families and athletes alike will enjoy the convenient proximity to key attractions.

Superhost
An open-concept living area features a modern kitchen with a central island and stainless steel appliances. A comfortable sectional sofa is paired with wooden armchairs, and a round coffee table sits in the center. Large windows bring natural light into the space, enhancing the clean, neutral decor.
Home in Apopka
4.84 out of 5 average rating, 166 reviews

2-bedroom home with pool near Kings Landings!

Private 2-bedroom home with a queen size bed and a separate room with a twin daybed. There are many exciting things to do in the area! My home is about 30 minutes from theme parks such as Universal, SeaWorld, and Disney parks. Extra activities to do are Southern Hill Farms to pick fresh fruits and sunflowers. Want more fun in the sun? There is Wekiwa National park which is 7 miles away for kayaking and water springs. Additionally, Kings Landings is located 10 minutes away.

Guest favourite
The living area features a modern design with sleek white tiles and a stylish light fixture. A glass coffee table sits in front of a comfortable sofa, while the fully equipped kitchen with bar seating is visible in the background, complemented by a contemporary color palette.
Townhouse in Clermont
4.96 out of 5 average rating, 101 reviews

The silver cottage

This unique place has a style all its own. Dogs Welcome! ( Pet fee applies). Newly renovated featuring white tiles throughout, granite countertops, fully equipped kitchen, smart tv in all bedrooms and living space. Modern stylish garden bath with floating cabinetry. This unit also features work space with desk and chair. One car garage and extra parking space included at no extra charge. At this time we are only accepting one pet per reservation, max 30lbs.

Top guest favourite
Cottage in Clermont
4.92 out of 5 average rating, 146 reviews

Private Country House | 16 Guests | Gatherings

Bring the whole family to this private 5-acre retreat, situated in one of the few hilly regions of Florida. Enjoy privacy, nature, spectacular sunsets, and starry nights—perfect for relaxing or enjoying outdoor activities. ⚠️ Gatherings require prior approval—please contact us before booking. Note: There is another house on the property that may be rented by other guests. Both are completely private, with no shared areas or parking.

Guest favourite
Home in Apopka
4.92 out of 5 average rating, 301 reviews

Quiet Home Near the Springs

This quiet, semi-rural home feels private, being surrounded by tall hedges. It is - a 6 minute drive to a grocery store, - a 12 minute drive to either Rock Springs or Wekiva Springs, - a 4 minute bike ride to the West Orange Trail which runs for 22 miles, - a 15 minute drive to the Lake Apopka Wildlife Drive and - a 30 to 45 minute drive to the major theme parks, depending on traffic.

Top guest favourite
A welcoming outdoor space is presented with two patterned armchairs and a wicker chair arranged around a glass-topped table. A decorative wall feature adds texture, while potted plants and a decorative heron enhance the tranquil atmosphere. Warm light filters through the area.
Guest house in Winter Garden
4.94 out of 5 average rating, 125 reviews

Blue Heron Bungalow

The Blue Heron Bungalow is located within walking distance of downtown Winter Garden, where you can find great dining, shops, and entertainment. You can also connect with the West Orange Trail and enjoy 22 miles of walking, running, or biking. If you get adventurous Walt Disney World is less than 30 minutes away, as well as many other attractions. Located in the golf cart district.

Popular amenities for rentals with patio in Winter Garden

When is the best time to visit Winter Garden?

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