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Vacation rentals with outdoor seating in Winter Park

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Winter Park outdoor seating rentals

House rentals with outdoor seating

Superhost
An open kitchen featuring wooden cabinets and modern appliances is visible. A granite countertop with bar stools provides a space for casual dining. Decorative vases in blue hues sit on the counter, while a living area with comfortable seating is seen in the background.
Home in Davenport
4.76 out of 5 average rating, 68 reviews

Vacation home

JaniquaRating, 5 stars3 weeks ago
Me and my Family enjoyed our days there! Miguel was very friendly and nice and welcome us to a little welcome gift I mean who dosen’t love chocolate
Superhost
A modern living area features a spacious dark blue sectional sofa and decorative accent chairs. A round coffee table sits in the center, surrounded by a light area rug. Artwork adorns the walls, and a ceiling fan is installed above for comfort.
Home in Orlando
4.9 out of 5 average rating, 10 reviews

Firepit Grill & 3 Kings w/ TVs

AdamRating, 5 stars2 weeks ago
I really enjoyed the clean look of the kitchen & the quiet neighborhood
Superhost
A spacious living area features a large leather sectional sofa facing a stone fireplace. Natural light floods the room through skylights and glass doors that lead to the screened-in pool. An adjacent dining area is visible, showcasing a wooden table with chairs.
Home in Altamonte Springs
4.82 out of 5 average rating, 126 reviews

Quiet Place, convenient to everything!

CrystalRating, 5 stars2 weeks ago
We absolutely LOVED the place!! Beautiful home in a nice, quiet neighborhood. We had 2 couples, plus a mother & son. The couples each had their own king beds, and the mother and son each had their own rooms with queen beds. We appreciated that we all had our own private corners of the house and yet a nice spacious area for all of us to gather. We enjoyed hanging out in the beautiful pool. It felt like we were visiting a family members home. It had everything we needed and more!! Thanks for a lovely stay :)
Superhost
A charming single-story home is framed by lush landscaping and palm trees. The exterior features a warm green hue, with well-maintained bushes lining the front. A garage door is visible, alongside a tidy walkway leading to the entrance.
Home in Davenport
4.67 out of 5 average rating, 6 reviews

Queen Beds | Private Pool | Super Fast WIFI

ChristopherRating, 5 stars5 months ago
Dillan invited myself and my friends into his home and helped us make the most of our trip. Everything is exactly what it is described as and more. The home is beautiful and Dillan is ready to help should anything happen. We locked ourselves out one of the rooms and Dillan provided us with a solution within twenty mins of me reaching out to him. We got into a car accident and he was more than happy to help us in working out a check out time that allowed us time to get a rental. The next time I plan on going to Davenport I will be staying in at Dillan’s home.
Superhost
A bright and airy living area features modern furniture in neutral tones. A sleek gray couch rests beside a contemporary coffee table. A spacious kitchen island with seating is visible, along with stylish lighting fixtures hanging from the ceiling.
Home in Davenport
4.8 out of 5 average rating, 15 reviews

Modern Legends, Near Disney, kings bed ste

MatthewRating, 5 stars1 month ago
The home was super clean upon arrival and the space was as advertised. The owner was responsive to any questions we had. I would stay here again.
Superhost
A covered outdoor seating area features four modern chairs arranged around a low table. A small refrigerator is positioned against a wall, with sliding glass doors leading to the interior. Natural light enters the space, highlighting the simple, functional design.
Home in Orlando
4.84 out of 5 average rating, 224 reviews

King suite , Modern house perfect for vacation

PatziRating, 5 stars1 month ago
Property was just as it was advertised and Jose was friendly and responsive. We really enjoyed our stay and will come back in the future.
Guest favorite
Home in Orlando
4.91 out of 5 average rating, 33 reviews

Modern Lakehouse Retreat

CarlysheyonaRating, 5 stars5 days ago
Lovely home !! Very beautiful and peaceful
Guest favorite
Home in Orlando
4.9 out of 5 average rating, 103 reviews

SoDo Mid-Century Boho 2 BR w/Courtyard *Sleeps 6*

AnujRating, 5 stars3 weeks ago
Absolutely loved our stay at Brent's Airbnb! From the moment we arrived, we felt right at home. The space was impeccably clean, beautifully decorated, and had all the amenities we could possibly need. Brent was an exceptional host, always available for questions and providing great local recommendations. The location was perfect, allowing us to explore nearby attractions easily. We truly enjoyed our time here, and it was one of our best stays ever! Highly recommend this place to anyone looking for a cozy and welcoming getaway. Five stars all the way!

Apartment rentals with outdoor seating

Top guest favorite
The pool area is illuminated at night, showcasing a crystal-clear water pool surrounded by comfortable lounge chairs. Vibrant bougainvillea lines the back wall, adding a pop of color to the tranquil setting. Soft lighting enhances the modern architecture of the adjacent building.
Apartment in Winter Park
4.97 out of 5 average rating, 193 reviews

Just 3 Blocks to Shops/Restaurants on Park Ave!

RubinRating, 5 stars1 month ago
Wonderful clean modern condo apartment near Orlando. This served as our base for a golf trip to play courses in Orlando and Daytona Beach. Had to do some driving to get back and forth to the courses, but staying here was well worth it. Clean quiet home with everything you need. Close to shopping and plenty of restaurants. The host provided all the instructions, information, and supplies we needed for a stress free vacation.
Top guest favorite
The living area features a spacious sectional sofa with rich teal upholstery and colorful accent pillows. Vibrant artworks adorn the walls, while decorative string lights create a warm atmosphere. A unique white sculptural chair and a low coffee table complete the eclectic and inviting space.
Apartment in Thornton Park
4.98 out of 5 average rating, 46 reviews

Vibrance & Views on Main | Free Prkg | Balcony

AliciaRating, 5 stars1 month ago
We absolutely loved our stay! The location was perfect, and the layout of the space really allowed for privacy. Each bedroom had its own attached bathroom, which was a great setup for traveling with others. The beds were super comfy, and even though the area was raucous and lively at night, the doors and windows did an amazing job keeping the noise out. We slept great and were never disturbed. The dedicated parking spot was also clutch. Having that convenience in such a busy area made a big difference. As an Orlando native, I can say that Thornton Park is one of the best neighborhoods you can stay in. It has so much charm, walkability, and great energy. The balcony was a lovely place to unwind after long days, especially since we were dealing with some heavy family stuff. We were also celebrating a birthday during our stay, and the space really felt like a home base for everything we had going on. We’re already looking forward to returning. Highly recommend!
Top guest favorite
A cozy living area features a dark gray sofa and armchair, complemented by a light rug on the floor. A small desk with a chair sits against the wall, and a wall-mounted television is positioned above. Natural light pours in through the front door with a window.
Apartment in Orlando
5 out of 5 average rating, 142 reviews

Parent's Retreat!

DeborahRating, 5 stars2 weeks ago
This place was awesome! We had a comfy place to rest our heads after our concert!! I can’t even tell you how super close to UCF this place is!!!! It was perfect in every aspect, great for restaurants and things to see and do!! Thank you for a great place to rest my head!
Guest favorite
Apartment in Orlando
4.92 out of 5 average rating, 91 reviews

Downtown Orlando Zen High-Rise - Free Parking!

ShelbieRating, 5 stars2 weeks ago
Very accommodating host, in an up and coming part of Orlando. Easy uber or about a mile walk to downtown restaurants and bars.
Top guest favorite
A resort-style pool area is featured, surrounded by lounge chairs and palm trees under a bright sky. The pool includes in-pool tanning ledges, and the surrounding area is well-lit, creating an inviting space for relaxation.
Apartment in Winter Garden
4.96 out of 5 average rating, 26 reviews

15 Min to Parks,Pet-Friendly, King Bed & Amenities

JuliaRating, 5 stars1 week ago
Had a great stay! minimal traffic to the parks which is a huge plus. the place was very clean. comfy bed.
Top guest favorite
The exterior of the apartment is illuminated by soft landscaping lights, highlighting the well-maintained garden and seating area. A stylish umbrella shades the seating arrangement, providing a comfortable spot to relax outdoors. The warm evening glow enhances the welcoming atmosphere.
Apartment in Orlando
4.99 out of 5 average rating, 237 reviews

Peaceful and private

AviannaRating, 5 stars1 week ago
Very nice and accommodating. Nice house, very quiet, clean, and close to amusement parks. Thank you so much for having us and even letting us add an extra day at a late notice.
Top guest favorite
A spacious sleeping area features a large bed with gray bedding, complemented by a decorative mirror on the wall. A small lamp illuminates a side table, while a bookshelf adds to the room's functionality. Soft light filters through a window with wooden blinds.
Apartment in Orlando
4.97 out of 5 average rating, 30 reviews

Modern downtown apartment

ElanaRating, 5 stars1 week ago
Nelly was a fabulous host. She was responsive to my needs and the place is absolutely lovely. A great location con downtown Orlando I would definitely stay there again
Superhost
A modern living space is presented, featuring a gray sofa and a wooden coffee table. A dining area with light-colored chairs and a glass table is visible. The kitchen area is partially seen, with wooden cabinetry and a pendant light providing warm illumination.
Apartment in Florida Center
4.8 out of 5 average rating, 71 reviews

Premier 1BDR Condo Near Universal - Self Check-in

AvaRating, 5 stars1 month ago
Great places to stay in Orlando especially if you are going to Universal Studios. Amazing location. Loved the balcony and kitchen. Very modern and clean, looks just like photos.

Condo rentals with outdoor seating

Guest favorite
A large outdoor pool area features clear blue water and a series of palm trees lining the edges. A water slide is visible on the left, and sun loungers are placed nearby. A spacious patio area is located in the background, providing shaded seating.
Condo in Four Corners
4.88 out of 5 average rating, 146 reviews

LUXURY RESORT & GOLF CONDO MIN CLOSE TO DISNEY

HazelRating, 5 stars3 weeks ago
I love this place. The view was amazing. The host made me and my family feel so welcomed. The host checked on us everyday to make we were good and didn’t need anything. I really appreciate it
Guest favorite
A spacious living area features a comfortable sofa and two turquoise chairs, inviting relaxation. A large rug with geometric patterns anchors the space, while a modern art piece adds a colorful focal point. Natural light floods in through large windows, highlighting the open layout.
Condo in Orlando
4.97 out of 5 average rating, 139 reviews

Downtown Condo w/ Treetop Views & Free EV Charging

AmberRating, 5 stars2 months ago
The place was so nice! Pictures don’t do it justice! The area was perfect, walked around lake eola and surrounding areas all day Saturday and it was picture perfect. We don’t have any need to drive anywhere. The only slight complaint I have is the shower, the curtain had a slight smell to it and needs to be changed most likely. Everything else is a 10/10!!!! Would definitely and WILL stay here again!!! Thank you for everything Marc!!!!
Guest favorite
Condo in Kissimmee
4.96 out of 5 average rating, 127 reviews

Disney Oasis

TessRating, 5 stars3 weeks ago
Great location for Disney trip! Pool was amazing! Good value & plenty of space.
Superhost
A bright living area features a comfortable white sofa adorned with colorful pillows, complemented by a stylish coffee table. A smart TV displays a tropical scene, and sliding glass doors open to a private balcony with views of palm trees. Natural light fills the space.
Condo in Orlando
4.82 out of 5 average rating, 132 reviews

Resort Condo: 2BR w/ Balcony near Disney

AshleighRating, 5 stars1 month ago
took my son for a trip to universal studios and feel like I could not have chose a better place than Dennis's! Clean and well stocked with everything you need! walking distance to restaurants grocery and gift shops. 10 mins to universal. all my Lyft rides were a smooth pick up and drop off. pools were amazing! I would 100% book again. Thanks again for the amazing Airbnb ✨🙌🏽
Superhost
An outdoor poolside area is depicted, featuring several round tables with dark wicker chairs. A tiki bar is visible, surrounded by lush greenery and palm trees. The sky is bright, with fluffy clouds, creating a relaxed atmosphere for guests to enjoy.
Condo in Kissimmee
4.85 out of 5 average rating, 117 reviews

Beautiful Windsor Palms Condo near Disney!

MelissaRating, 5 stars2 months ago
Great place! really cozy and clean, Nicolle was very helpful when we ran into some issues and made our stay the best a couple days
Guest favorite
An aerial view of a community pool area features a curvilinear swimming pool surrounded by lounge chairs and shaded seating areas. A hot tub is located adjacent to the pool, surrounded by lush landscaping and palm trees. The clubhouse is visible, contributing to the inviting atmosphere.
Condo in Kissimmee
4.9 out of 5 average rating, 223 reviews

Marvelous apartment near Disney first floor

JanelleRating, 5 stars4 days ago
The place felt very clean and comfortable. Very responsive and clear instructions. We enjoyed our stay!
Top guest favorite
A winding lazy river pool is surrounded by lush palm trees and tropical landscaping. Water features, including slides and spraying elements, create an engaging atmosphere. Steps lead into the pool, which is framed by natural stone and tile, offering a serene escape in a vibrant setting.
Condo in Kissimmee
4.98 out of 5 average rating, 130 reviews

Condo on the top floor with lake view near Disney!

ChristopherRating, 5 stars3 weeks ago
We really enjoyed our stay here. The confo was really clean, well furnished, and we felt a sense of home. The nearby water park was a hit for our whole family. Would definitely stay here again.
Top guest favorite
A beautifully landscaped entrance features a multi-tiered fountain surrounded by vibrant greenery and palm trees. Paved walkways lead toward a spacious building in the background, enhancing the welcoming atmosphere of the property.
Condo in Orlando
4.93 out of 5 average rating, 102 reviews

Cozy 2 bedroom condo

RebeccaRating, 5 stars1 month ago
Highly recommend this condo. Great location and had everything we needed. Also loved the resort feel and how we were close to everything. Thank you for a wonderful experience!!

Quick stats about vacation rentals with outdoor seating in Winter Park

  • Total rentals

    160 properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    11K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with a pool

    40 properties have a pool

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