Holiday rentals with outdoor seating in Winter Springs

Find and book unique rentals with outdoor seating on Airbnb

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Popular amenities for outdoor seating rentals in Winter Springs

House rentals with outdoor seating

Guest favourite
Home in Maitland
4.86 out of 5 average rating, 123 reviews

Bonheur Ala Maison

RyanRating, 5 stars1 week ago
Leah was a great host and very responsive. The house was great for me and my family while traveling for work. Awesome location in great neighborhood. I felt safe for my family while at work during the day. The pool area was great and the accommodations were suitable for our family. My 3 children had a blast and they had enough room to space out when necessary. Thanks Leah again for our stay and being a great host.
Guest favourite
Home in Oviedo
4.92 out of 5 average rating, 335 reviews

4 bedroom Modern pool home, close to UCF&Boombah

VictoriaRating, 5 stars3 weeks ago
Loida was an amazing person to speak with. Resolved any and all issues promptly and with great grace. I would definitely stay here again if and when I am in the area again!
Top guest favourite
Home in Sanford
4.97 out of 5 average rating, 256 reviews

Clean, cozy home in a GREAT location

JenniferRating, 5 stars2 weeks ago
So this was my SECOND stay with Danie in 2 months. This place DOES NOT DISAPPOINT!!! This is such a well-appointed home with everything you need to feel at home! The neighborhood is quiet and feels very safe, the back yard is an oasis of peace, and cooking a meal to eat in the breakfast nook or at the gorgeous family-sized trestle table is a joy! There is plenty of space for everyone to feel comfortable...I was there with my friend and our two teenagers. We cooked together and enjoyed movies on the nice big TV in the living room, where everyone had plenty of room to stretch out. Plenty of hot water (we all had to shower after going to the parks in Orlando) and soft towels. We slept like babies and awoke refreshed and ready for the next day. We enjoyed watching the squirrels and birds from the screened porch while sipping our coffee. Danie's place is home away from home! Thanks so much for this wonderful escape that feels so friendly and familiar every time I come back!
Guest favourite
Home in Sanford
4.87 out of 5 average rating, 245 reviews

Private Pool at Flamingo Cottage

KristenRating, 5 stars3 weeks ago
Our family stayed at Marilyn’s home for a few days to relax and enjoy her pool during our kiddo’s graduation week. She was very accommodating, had clear requests and instructions, and was quick to respond to my own messages. There were zero issues with communication or amenities. Thanks for an easy trip, Marilyn!
Guest favourite
Home in Casselberry
4.92 out of 5 average rating, 26 reviews

Blue Villa | 8 PPL | Heated Pool | BBQ | Top Area

SabrinaRating, 5 stars1 day ago
The Blue Villa was an absolutely wonderful accommodation! From check in to check out, there was easy access, immediate responses to communications, peaceful neighborhood, great restaurants near by, leading to a fantastic stay. We would definitely return!
Guest favourite
Home in Casselberry
4.93 out of 5 average rating, 40 reviews

May Discounts! Close to Disney & Universal Parks!

BrandonRating, 5 stars1 week ago
Everything was perfectly fine, only upon entry the floors definitely were not swept well or mopped. As far as just that the stay was great. Video games were a treat for us, got to jam out on guitar hero and enjoy my time there. Definitely recommend the stay !
Top guest favourite
Home in Winter Park
4.99 out of 5 average rating, 133 reviews

Stylish newly updated home in Winter Park

AmyRating, 5 stars1 week ago
This was a quick visit to Winter Park. The rental is as described and is in a good location to Winter Park. Most of the restaurants and stores were within a 10min drive including grocery stores. The property manager was proactive and great with communication. The area was quiet and peaceful and felt safe. The house is as described. The beds are clean and comfortable. The showers are large and the living room has a big comfortable sofa. The kitchen has appliances and a full accompaniment of cooking supplies. I recommend this unit if you want to be near Winter Park or want to visit surrounding areas.
Guest favourite
Home in Winter Springs
5 out of 5 average rating, 8 reviews

Spacious 4 bedroom single story home

MarcyRating, 5 stars2 weeks ago
Ronald's place was paradise!! Beautiful house on beautifully maintained property, in a quiet neighborhood. It doesn't get better than that! The house was so spacious and the backyard was perfect for my kids to play and watch animals from. Neighborhood was perfect for evening and morning walks. The house was well stocked with lots of towels, linens, and kitchen supplies. It was an awesome long-term stay and I highly recommend it!

Apartment rentals with outdoor seating

Guest favourite
Flat in Orlando
4.94 out of 5 average rating, 188 reviews

Lake Eola suite 2

Tony & GinaRating, 5 stars2 weeks ago
Alexander is an A+++ host. He cares and it shows that he takes pride in his rental. The place is super clean. super private and quiet. Just a stones throw from beautiful downtown too. 5 stars 👍
Top guest favourite
Flat in Orlando
4.99 out of 5 average rating, 153 reviews

Parent's Retreat!

TraceyRating, 5 stars2 weeks ago
The UCF Parents Retreat was absolutely perfect. It is just 10 minutes from campus! It’s a charming, cozy apartment that made us feel right at home. My daughter and I loved our stay, and even Lucy, our 12-year-old Cocker Spaniel, settled in immediately. The bed was especially comfortable, which was a huge plus. I would highly recommend this spot to anyone visiting UCF!
Guest favourite
Flat in Sanford
4.9 out of 5 average rating, 116 reviews

The Mellow Yellow

BrionRating, 5 stars4 weeks ago
Great host, and Great vibes. the home is near what seems to be a strip mall like 2 minutes away walking distance. It has plenty of bars, and restaurants to choose from.
Top guest favourite
Flat in Orlando
4.99 out of 5 average rating, 254 reviews

Peaceful and private

EstalianaRating, 5 stars2 days ago
I stayed there for one night. It’s a beautiful, very clean place, and Lee is a wonderful host. I’ll definitely book again anytime I’m in Orlando.
Superhost
Flat in Kissimmee
4.86 out of 5 average rating, 140 reviews

1-104 Perfect location, Steps From The Heated Pool

LeslieRating, 5 stars3 weeks ago
Very responsive host, cozy place for us to enjoy our Florida trip.
Superhost
Flat in Florida Center
4.88 out of 5 average rating, 321 reviews

Carmen Romantic Studio W/Private Beautiful Terrace

MillyRating, 5 stars1 week ago
Liana’s place was amazing and the bed was so comfy. It was a nicely clean suite and was filled with supplies to help our stay feel comfortable and convenient. 17 mins away from disney springs and 8 mins away from Universal City Walk.
Guest favourite
Flat in Orlando
4.97 out of 5 average rating, 173 reviews

Peaceful Apartment on Small Urban Farm

JustineRating, 5 stars1 month ago
Everything was lovely! My husband, daughter, and I stayed for my son’s graduation from UCF. It was so convenient and close to campus. Also, it was a peaceful retreat as described. Highly recommend!
Superhost
Flat in Orlando
4.87 out of 5 average rating, 449 reviews

Little Lulu's House

EvanRating, 5 stars1 month ago
We enjoyed our second visit to Lourdes' space and found it peaceful and convenient. We will most likely be back soon. Thank you again!

Apartment rentals with outdoor seating

Superhost
Apartment in Florida Center
4.87 out of 5 average rating, 103 reviews

Luxury Condo On I-Drive & One Mile from Universal

Jose EduardoRating, 5 stars1 week ago
We had an absolutely wonderful stay at Mike's place in Orlando! From the moment we booked, Mike was an exceptional host - incredibly communicative, friendly, and always quick to respond to any questions we had. We couldn't have asked for a better experience. We would highly recommend his place to anyone visiting Orlando and will definitely be back on our next trip!
Guest favourite
Apartment in Florida Center
4.9 out of 5 average rating, 222 reviews

Deluxe Studio:Lakeview, parking, pool

AshleyRating, 5 stars2 weeks ago
Nice and cozy place! Very clean and close to universal and epic universe! After a long day at the theme parks it was refreshing to arrive back to the Airbnb. 10/10
Guest favourite
Apartment in Orlando
4.92 out of 5 average rating, 101 reviews

Location,Location 3bd 2bth near parks conv.ct/Int.

LucindaRating, 5 stars1 week ago
Working with Isabela, was easy. The place was perfect for our needs. Beautiful, easy access to local attractions. Would highly recommend.
Guest favourite
Apartment in Orlando
4.97 out of 5 average rating, 141 reviews

Downtown Condo w/ Treetop Views & Free EV Charging

LeoRating, 5 stars1 month ago
Marc’s place was truly a one of a kind! Really enjoyed my stay there and would definitely recommend to anyone to stay here. Place was perfect!
Guest favourite
Apartment in Florida Center
4.85 out of 5 average rating, 487 reviews

Modern Studio with Private Terrace near Universal

VernishaRating, 5 stars1 day ago
She was amazing! And sooo nice! We will definitely visit again!
Guest favourite
Apartment in Kissimmee
4.9 out of 5 average rating, 149 reviews

Cheery 2BR Condo w/zero entry pool near Disney

MindyRating, 5 stars2 weeks ago
very cozy private location with lots of stores within 5 mins. beach accessories available for convenience. will book again.
Top guest favourite
Apartment in Orlando
5 out of 5 average rating, 142 reviews

Disney & Epic Free Shuttle, Kitchen

AlizahRating, 5 stars1 week ago
Great area to stay and awesome host!
Guest favourite
Apartment in Orlando
4.95 out of 5 average rating, 108 reviews

VC10-101 - 3 Bedrooms near Universal Studios

ChadRating, 5 stars1 month ago
I wanted to express my sincere appreciation for the outstanding stay at your Airbnb. Accessing the property through the security gate was straightforward, and the property itself was incredibly welcoming from the moment I arrived. The living space was very comfortable, and the bedrooms offered ample room. I was particularly pleased with the well-equipped kitchen, which had all the necessary cooking appliances, including a very convenient air fryer that made meal preparation quick and easy. Vista Cay is a lovely community, and I felt very safe walking around the property, enjoying the different pools. The fitness center was also quite adequate. I especially enjoyed the food and friendly service at the pool bar. The convenience of having a Publix grocery store and several excellent dining options within a short five-minute walk was a significant bonus. Additionally, ride-sharing services had no trouble finding the designated pick-up point. Thank you for a wonderful experience.

Quick stats about holiday rentals with outdoor seating in Winter Springs

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹4,319 before taxes and fees

  • Total number of reviews

    2.4K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

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