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Vacation rentals with outdoor seating in Winter Park
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Winter Park
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Winter Park outdoor seating rentals
House rentals with outdoor seating

This home has it all, as well as top location.
Had a great time at this rental. felt at home right away. Pool and outdoor kitchen was absolutely great. Location was great for everything we needed, grocery stores and local restaurants were really good. Only minor drawback was that the main TV did not work properly, and non of the room TVs were plugged up. did not impact us as we all stream to phones or tablets, but that could impact some families.

Holiday home
Miguel helped us move in quickly after our home was destroyed by Hurricane Milton. He was very responsive to any question or issue.

Quiet Place, convenient to everything!
James' listing was exactly what my family needed to gather together and celebrate Christmas. We all had our own separate living space and the openness of the kitchen and den area gave us plenty of room to gather together. The pool looked very inviting but the coolness of the season stopped us from plunging in. When we discovered a need for additional towels James was very quick to respond and had towels delivered in short order. Thanks James for a delightful stay.

Modern Legends, Near Disney, kings bed ste
exceptional host. very informative. communication is top tier

King suite , Modern house perfect for vacation
Jose was an incredibly accommodating and thoughtful host. From the moment I booked, he made sure everything was seamless and stress-free. His communication was prompt and helpful, and he went out of his way to ensure I felt comfortable during my stay. The space was clean, well-maintained, and had all the amenities I needed. Jose's attention to detail and warm hospitality truly made it feel like a home away from home. If you're looking for a reliable and welcoming Airbnb host, I can’t recommend Jose highly enough. I would happily stay here again!
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Amazing townhouse in Champions Gate
We loved the place and highly recommend staying there. Even though our stay started when the hurricane hit, Gabriel & Gabrielle made accommodations. Hope to go again one day.

Relaxing four bedroom getaway built 4 long stays
Edwin was a great host and took the time to ensure that our check in was a success. We would certainly stay here again if we were in the area. 5⭐️
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Modern Lakehouse Retreat
This place is awesome. A very beautiful and modern house with all kinds of great amenities. The location is unbelievable on beautiful Lake Barton and right next to the Orlando Executive Airport. I highly suggest this Air BNB to anyone that likes a nice clean house close to downtown Orlando. Neighbors on both sides are very friendly! Awesome place 10/10 😎
Apartment rentals with outdoor seating

1-105 Pool Side, Minutes from Disney, gated Resort
Anthony has a wonder place. Just what I needed for my stay for the two of us. Close to every place i needed and lots of food choices as well. Anthony was quick to reapond to my questions and needs. Will definitely book again in future.

Penthouse With EPIC Views
I decided last minute to book this penthouse to spend one last night in Florida for my birthday. My stomach dropped when I walked in. It was BEAUTIFUL. The views, the decor, the bed was the most comfortable I’ve ever slept on! Toby’s instructions were so clear I never had to contact him once my whole stay. I felt at home and like I could relax and enjoy. There was so much privacy. I could go on and on. I will for sure be back with my sisters, it’s way to amazing to experience to not share 😍

Vibrance & Views on Main | Free Prkg | Balcony
Cute apartment with a lovely balcony! Everything was clean and communication was great 👍

Parent's Retreat!
Beautiful place in a nice neighborhood. Good location in relation to Kennedy Space Center and UCF campus. Good assortment or food around! Worked well with our two dogs. Bathroom floor tile is slippery, but mats are provided -just be cautious!

Stunning Luxury Retreat near Disney!
I would definitely stay again while visiting Orlando. Close enough to attractions and far enough to maintain peace. Neighborhood was very beautiful. Pool and gym were both beautiful with sufficient equipment. Apartment was nice and clean as pictured. Thanks Ari!!!
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DT Orlando High-Rise Sunset View - Free Parking!
Glorious was a great host ! The unit was very clean and in a great location. She was very responsive. We stayed an extra night last minute and she was very flexible and made the experience pleasant. Absolutely can’t wait to book again !
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15 Min to Parks,Pet-Friendly, King Bed & Amenities
We stayed here for 8 days for our honeymoon and it was great! The place was very close to all of the things we chose to do. It was a good space for 2 people and cozy. I would definitely recommend staying here if you plan on going to any Disney parks or for a special occasion.
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Modern downtown apartment
Great place with lots of space. Host even let me check in 2 hours early. Super clean and very well appointed. The only improvement I could suggest would be replacing the TV in the bedroom with one that actually works.
Condo rentals with outdoor seating
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LUXURY RESORT & GOLF CONDO MIN CLOSE TO DISNEY
The place was perfectly located and had a great resort amenities. Not far from Disney and the golf course was fantastic. Would 100 working with Ahava as she does everything she can to ensure a great stay.

Downtown Condo w/ Treetop Views & Free EV Charging
Great place to stay! Very clean and well maintained in a quiet location yet close to everything in downtown. Comfortable bed and sheets was a plus! Clear instructions and felt very safe. Marc and Jacob were great communicators! It was a pleasure staying here!
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Disney Oasis
We had an excellent stay at Disney Oasis! Two adults and three kids (8, 6, and 2) and the child friendly amenities, provided toys, and bunk beds were perfect. Pool toys and towels were provided which made packing much easier. The Disney décor was adorable. The balcony was a great spot to sit and unwind. We LOVED the pool, waterslides, and game room. The marketplace right next to the pool has a great selection of hot food, drinks, and treats making our "rest day" at the pool super easy and low-key. 10/10 fun pool atmosphere, all staff was very friendly. We were super close to all the Disney parks, and with the pool and great amenities we loved staying "off-property". The bed space, full kitchen, and in-room laundry was 100% worth being out of the "bubble". Giovanni & Amy messaged us welcome materials pre-stay, checked in with us on our first day, mid-stay, and last day and were super responsive to anything we needed. We will definitely stay here again next time we're in Orlando!
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Resort Condo: 2BR w/ Balcony near Disney
We had a great stay in Vista Cay. We loved being close to the pool. It was very quiet at night and our condo was as expected. There were a few very worn areas on the couch and rug. The beds were comfortable and we had ample space. We would definitely stay again.

Lovely 3BR 2BA condo, great amenities and location
We lived this cute little apartment. Clean close to most activities, a short 15-20 minute drive to the parks and the dance competition. One and only one issue. The gate entrance was difficult. Understandable for security reasons but time consuming and difficult. Other parents/friends stayed in the same apartment complex. Their owner provided a gate pass. Hopefully their future guests will receive one too.

Marvelous apartment near Disney first floor
Thank you Anderson for everything, your response, support, etc. Even, your additional help after I left the apartment 🙏

Condo on the top floor with lake view near Disney!
Spacious, clean with everything you needed to stay with a family. Felt right at home. Would highly recommend this stay! Thank you!
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LARGE Lake View Condo 2 KINGS 2 BATHS near DISNEY
Absolutely a wonderful place to stay. Very comfortable and spacious. We loved the view from the balcony & main bedroom, as we watched the breathtaking sunrise over the lake every morning. At night we could step out on the back side (shared space) of condo to watch Disney & Epcot Fireworks in the distance. The pool, hot tub, and tiki bar was a great place to relax after a day at the "Parks". My daughter loved the wooden pier & walking path. The amenities, all the extras, are above & beyond what was mentioned in listing. We decided to go with an A B&B because we were traveling with my elderly mother, sister & daughter & we were seeking additional space & we got exactly that. We could not have been more pleased. The drive to the Disney Parks was easy from this location. We loved that we were walking distance (thru the parking lot) to 2 Disney Stores, subway, miniature Golf & a dollar store. Chick Filet is across the street. We couldn't have been more pleased.
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
10K 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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