Vacation rentals with a patio in Winter Park

Find and book unique accommodations with an outdoor patio on Airbnb

Top-rated accommodations with an outdoor patio in Winter Park

Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Cabin in Orlando

4.93 out of 5 average rating, 116 reviews

Peaceful wooden bungalow w private yard

NOTHING IS SHARED, very private with your own entrance, Take it easy at this unique and tranquil getaway. A wooden cabin with a private back yard perfect for a couple. Centrally located 15 minutes from MCO airport + downtown Orlando, 30 minutes to Disney, Universal, Sea World. Kitchenette with all amenities, free parking, fresh sheets, towels, coffee! WiFi + Smart TV Netflix, Prime, Hulu, etc. This Bungalow in the city sleeps 2 people on a luxurious queen bed. We live close by should you need us

Sep. 6 – 13

$158 CAD per night

Guest favourite

Yurt in Orlando

4.96 out of 5 average rating, 221 reviews

Lakefront Sunset Yurt King Bed *A/C* Kayaks, Bikes

The Orlando Yurt Experience for Adults Only brought to you by CasaMarchanOrlando. Imagine Laying in Bed, Just Feet From the Water, Watching the Sunset from Yurt Deck. ★★★★★ "This yurt was the best experience l've ever had! I literally did not want to leave and I'm definitely coming back!” Xavier - April 2024 400sf Yurt King Bed Private Lakeside Deck & Outdoor Bathroom & Shower for 2. Indoor & Outdoor Dining Areas. BBQ, Alexa Controlled A/C. Free Unlimited Use of Kayaks & Bikes.

May 27 – Jun. 1

$189 CAD per night

Guest favourite

Guesthouse in Orlando

5.0 out of 5 average rating, 154 reviews

The Sacred Space Downtown Orlando Milk District

This delightful hideaway embodies brightness, cleanliness, and a fragrance-free environment. Enjoy a tranquil stay with hypoallergenic bedding and experience unmatched comfort on a luxurious purple mattress for rejuvenating sleep. Conveniently located near Lake Eola, lively bars, and an abundance of dining options, this private sanctuary provides the perfect balance of convenience and serenity. Amidst the bustling surroundings, our tranquil retreat remains tucked away, offering a peaceful stay.

Jan. 30 – Feb. 6

$204 CAD per night

Guest favourite

Guesthouse in Orlando

4.88 out of 5 average rating, 132 reviews

“The Clementine” Quaint Boho Home in Local Orlando

“The Clementine”, a quaint home in the trendy heart of Orlando. Tons of local restaurants, bars, playgrounds, grocery stores, and the artistic scene are within minutes of driving and in many cases, walking distance. Disney is only 35 minutes away, Seaworld 25 minutes, and Universal 20 minutes. We are an hour away from the Atlantic Ocean on the east and two hours from the Gulf of Mexico on the west. Upscale Winter Park is just down the street. The location is perfect for anything you want to do.

Jul. 3 – 10

$182 CAD per night

Guest favourite

Place to stay in Orlando

4.93 out of 5 average rating, 111 reviews

Delightful Studio

You won’t forget your time in this romantic, memorable place. Delightful Studio is in the heart of Orlando, Fl 11 min from Downtown Orlando and Lake Eola Park where you can catch great entertainment and excellent restaurants. 15 min from Orlando International Airport(MCO). Florida Hospital East 2 min. UCF 12 min.Lake Nona, Boxi Park, Restaurants and out door entertainment 20 min. Universal Studios, City Walk, International Drive20 min. Least but not last 25 min to the Magical World of Disney.

Feb. 22 – Mar. 1

$148 CAD per night

Guest favourite

Tiny homes in Winter Park

4.9 out of 5 average rating, 20 reviews

Comfy Tiny Home @WP. Large Private Deck+Queen bed

This memorable place is anything but ordinary. Welcome to our charming TINY house in the heart of Orlando! Nestled in a quiet neighborhood, this cozy retreat offers the perfect blend of comfort, privacy, and convenience. Whether you're here for business or leisure, our centrally located TINY house is an ideal home base for exploring all that Orlando and Winter Park have to offer. ✅️Private Patio ✅️Free Parking ✅️Deck with outdoor seating 🎢10-15 min from Universal ✈️20-22 min to airport

Jun. 13 – 20

$189 CAD per night

Guest favourite

Guesthouse in Orlando

4.88 out of 5 average rating, 218 reviews

Couples Oasis *Heated Pool* and Lake View

Have a romantic getaway in this SODO Couples Oasis Retreat with private pool or come work alone in this peaceful oasis. Perfect for couples or the busy profesional who want privacy and quiet with lake view while relaxing by the pool. Centrally located in SODO by downtown Orlando. Close to everything. Walk to great nearby eating places. Love ice cream Kelly’s Hand Made ice cream is a 5 minute walk from the house. *Heated Pool* available for $20 fee for first day and $10 every extra day.

Sep. 13 – 20

$202 CAD per night

Guest favourite

Guesthouse in Orlando

4.94 out of 5 average rating, 139 reviews

Hidden Luxury Gem w/ private porch

DETACHED GUEST HOUSE Enjoy our recently renovated guest house with a charming porch, detached from the main house. The house is beautifully decorated, and it has spacious bedroom w/ a comfort bed (tempur-pedic), a fully stocked kitchen, and a elegant dining/ living room (w/ sofa bed/ futon) Very central locate!! We are close to major highway (408, 417) 15 min from airport, 25 min from Disney/ universal park. This space was create thinking about your comfort. will love our porch.

May 26 – Jun. 2

$147 CAD per night

Guest favourite

Bungalow in Orlando

5.0 out of 5 average rating, 25 reviews

Cozy Cottage in College Park.

Whether you're coming to Orlando for adventure at one of the many theme parks, or rest and relaxation we've got the perfect place for you. The city of Orlando, Winter Park, Rollins college, lou gardens, Orlando Science Center, Advent Heath, Orlando health, Dr. Phillips center, Ivanhoe, lake eola, camping world stadium and the Anyway center, home of the Orlando magic are all in the immediate area. UCF, Full Sail University and Florida Central too.

Mar. 2 – 9

$152 CAD per night

Guest favourite

Home in Orlando

4.95 out of 5 average rating, 100 reviews

Trendy Downtown Orlando Oasis

Updated three-bedroom home, only minutes from I-4, which means easy access to your favorite spots in and around Orlando. - Winter Park Village: 5 minutes - Downtown Orlando: 10 minutes - Amway Center and Camping World Stadium: 10 minutes - Disney World, Universal Studios, and I-Drive: 20 minutes Perfect for groups or families. Plenty of free parking in driveway and curb side. No parties or events please. Orlando Permit #: STR – 1094537.

May 9 – 16

$342 CAD per night

Guest favourite

Guesthouse in Orlando

4.95 out of 5 average rating, 132 reviews

Jefferson St. Cottage

This cottage is a unique free-standing detached dwelling in the heart of Lawsona Park (Historic Downtown Orlando). It sits behind the owner's main house in the back of the lot. The cottage is newly updated with all the amenities to give guests a perfect secluded area near bars, eateries, parks as well as easy access to highways to visit Universal, Disney World, Sea World any more attractions in central Florida.

Oct. 20 – 27

$162 CAD per night

Guest favourite

Guesthouse in Maitland

4.98 out of 5 average rating, 117 reviews

Private 1-bd Mid-Century Guesthouse

Welcome to our tranquil & private 1-bd Mid-Century Modern Guesthouse. The space has a separate entrance and keyless access. Full kitchen, living room, bedroom and bathroom. Centrally located in Florida, our guesthouse offers easy access to the surrounding areas. Lots of museums, nature walks, parks & fantastic places to eat. Book now & experience the love & care we have put into our property!

Dec. 21 – 28

$177 CAD per night