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Holiday rentals with a patio in Winter Garden

Find and book unique Holiday Accommodation with Outdoor Verandahs on Airbnb

Top-rated Holiday Accommodation with Outdoor Verandahs in Winter Garden

Guests agree: These Holiday Homes with Outdoor Verandahs are highly rated for location, cleanliness and more.

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Top Guest favourite
Apartment in Orlando
5 out of 5 average rating, 113 reviews

Private Rooftop Suite! No resort fees! 5 star

Enjoy a stylish experience at this centrally-located rooftop terrace. Located at the Enclave Suites, this unit features a rooftop terrace with views overlooking Sandy Lake. Recently remodeled, it boasts practical functionality with beautiful design. This unit is everything you need to enjoy a vacation in Orlando. It is centrally located off of International Drive and minutes from Universal Studios, Volcano Bay, SeaWorld, Disney World and much more. Enjoy a luxurious stay without the hefty price.

Guest favourite
A modern living space features a large television mounted on a bright wall, adorned with vibrant floral artwork. A cozy gray sofa is accompanied by a coffee table on lush green carpet, while a dining table for four is set against a well-equipped kitchen backdrop.
Apartment in Winter Garden
4.98 out of 5 average rating, 61 reviews

StylishAptWtrGrdnOppLake&Prk&Yrd

*Brand new one bedroom apartment near downtown Winter Garden, across from Lake Apopka and Newton Park *Private fenced yard with BBQ, picnic table, and hammock. *Short golf cart ride to shops and restaurants in downtown Winter Garden *Opposite Newton Park with its breathtaking sunset views and many amenities (playground, public pool, boat ramp) and wildlife *Nearby Tanner Hall is available for private events and functions *Less than 30 min to Orlando Airport, Universal, Disney, and major malls

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.
Guesthouse in Ocoee
5 out of 5 average rating, 94 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 modern kitchenette features light cabinets and a combination of granite countertops. Stainless steel appliances, including a microwave and dishwasher, are visible. Pine wood floors run throughout, contributing to a warm appearance. Natural light fills the room through a window, illuminating the adjoining dining area.
Bungalow in Orlando
4.99 out of 5 average rating, 214 reviews

King/Queen Bungalow w/ porch | central vibey area

Our 1920's historic home is nestled in a quiet neighborhood just a few blocks from everything. The ColonialTown North district of Orlando (also called Mills/50) is a vibrant, central area with exceptional walkability to grocery stores, a trendy bar scene, LOTS of coffee and boba options, foodie restaurants and casual late night eats. When you're ready, retreat to our porch swing and watch the sunset reflect off the trees. We lived in this space for four years and left it just as we crafted it.

Top Guest favourite
Home in Minneola
4.98 out of 5 average rating, 144 reviews

Pool + Heated spa Family friendly King suite Oasis

Welcome to your perfect Florida getaway! This beautifully updated 3-bedroom, 2-bath home in Minneola offers everything you need for a relaxing and fun-filled stay. Whether you're traveling with family, friends, or pets, this home is designed to make you feel right at home. Step outside to your private backyard oasis featuring a sparkling pool, hot tub, and serene views overlooking a peaceful pond. Fire up the grill, unwind under the market lights, or soak up the sun with your favorite drink.

Guest favourite
A living room features a white-brick decorative fireplace beneath a wall-mounted television. Soft gray curtains frame the windows, while light-colored flooring offers a warm contrast. A woven basket rests on a low table in front of a spacious seating area.
Home in Winter Garden
4.94 out of 5 average rating, 48 reviews

1921 Winter Garden home 22 min from Magic Kingdom

Beautifully renovated 1921 bungalow, less than 15 min walk to Plant St. farmers market, brewery, restaurants and boutique shops. This beautiful home has new appliances, granite countertops and new flooring, all while keeping the historic charm. Open floor plan with beautiful decorative fireplace and original shiplap wood. Kitchen is fully equipped and has a dishwasher, fridge, microwave, and stove. Home offers 2 bedrooms with 2 full baths and a large private back yard with ambient lighting.

Top Guest favourite
A serene pool area is surrounded by lush tropical greenery, including palm trees and bamboo. A spa is integrated into the pool with a stone wall feature. Chaises with striped cushions are positioned beside the water, and a spacious patio includes various stone pavers.
Guesthouse in Lake Cherokee
4.97 out of 5 average rating, 114 reviews

1924 Spanish Carriage House Lower

Enjoy a shared but private compound resort in the heart of downtown Orlando! Centrally located and within walking distance to major events at the Kia Center, Dr. Phillips Performing Arts Center, restaurants, and downtown nightlife. Park on site, relax and enjoy all that this historic home has to share! Besides a fresh and clean private lodging, you'll enjoy use of the tropical pool, hot tub, gas grill, covered seating and dining area. A washer and dryer are just steps away for your use.

Top Guest favourite
A refreshing pool with stone borders is surrounded by lush greenery and shaded by a blue canopy. Comfortable seating for two is visible, along with a hammock, creating a serene outdoor space ideal for relaxation.
Guesthouse in Longwood
4.98 out of 5 average rating, 120 reviews

"Winnie's Place" A Peaceful Guesthouse with Pool.

Share the quiet backyard and pool with your hosts. Half was between Disney & the beaches. 12 years & older only. Sofa extends to a single bed. Minutes from Interstate-4. NOT a heated pool. Wheelchairs are fine. Driveway Entry gate 39"- Breezeway to Ramp entrance 32"- Slider Entrance 33"-Bedroom door 35"-Shower (no step) 35"-Laundry 32"-Closet 35"-Queen bed 29"-standard cabinets. We are not Handicap Certified but most wheelchair guests have not had issues. Grab bars are in the bathroom.

Top Guest favourite
A modern living space showcases a cozy sectional sofa adorned with patterned pillows, alongside a decorative rug. The open floor plan leads to a bright kitchen area with bar seating. Natural light fills the room through large windows, enhancing the warm wood flooring.
Home in Minneola
4.95 out of 5 average rating, 174 reviews

Modern Villa in Minneola near Disney, Orlando

Newly renovated modern villa 3 bed/2 bath cozy home nestled amongst beautiful oak trees and close to Downtown Clermont, National training center, and 35 minutes to Disney World and other major attractions. Home features soft comfy beds including one king, one queen, and two twin beds all with 3" memory foam mattress toppers. The kitchen is fully stocked with spices, coffee/tea station, blender and slow cooker. Game room located in the garage is equipped with foosball and air hockey.

Top Guest favourite
The living area features a comfortable gray sofa adorned with accent pillows, complemented by a wooden coffee table. A large TV is mounted on the wall, with a stylish chair placed nearby. Natural light enters through glass doors, which lead to a balcony.
Apartment in Kissimmee
4.99 out of 5 average rating, 113 reviews

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!

Top Guest favourite
A comfortable living area features a sectional sofa adorned with cushions in shades of yellow, teal, and deep purple. Two small tables sit in front, accompanied by a patterned area rug, while decorative wall art adds visual interest. Natural light filters through a window with blinds.
Apartment in Bay Lake
4.95 out of 5 average rating, 106 reviews

Charming Oasis 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

Top Guest favourite
The exterior of a cozy cottage is displayed, featuring a welcoming front porch with blue patio chairs. Planters with greenery are placed around the porch, and string lights are draped overhead, providing a charming touch. A white privacy fence surrounds the yard, enhancing the inviting atmosphere.
Home in Winter Garden
4.98 out of 5 average rating, 54 reviews

Winter Garden Cottage w\fence

Nice and cozy three bedroom cottage with all the comforts of home. Walking/Biking distance away from West Orange Trail and the Historic Downtown Winter Garden featuring a thriving arts and culture scene and bustling historic downtown with upscale eateries, unique shops, parks, nightlife, and museums. all within a 20 to 30 minute drive to Downtown Orlando, International drive, Disney and Universal attractions.

Popular amenities for Winter Garden Holiday Houses with Outdoor Verandahs

When is the best time to visit Winter Garden?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$170 AUD$170 AUD$162 AUD$164 AUD$168 AUD$167 AUD$167 AUD$168 AUD$153 AUD$159 AUD$179 AUD$161 AUD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Quick stats about holiday rentals with a patio in Winter Garden

  • Total holiday rentals

    Explore 60 holiday rentals in Winter Garden

  • Verified guest reviews

    Over 3,300 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    60 of Winter Garden holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Winter Garden rentals

  • 4.9 Average rating

    Winter Garden stays are highly rated by guests—averaging 4.9 out of 5!