
Holiday rentals with outdoor seating in Sarasota
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Top-rated Holiday Houses with Outdoor Seating in Sarasota
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Popular amenities for Sarasota outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Retreat by the Bay-Heated Saltwater Pool
Will's place was amazing! Super clean, comfortable, and exactly as described. The location was perfect - there was so much to do nearby, from the beach, great restaurants and shops. Will was also a fantastic host: responsive and helpful. Highly recommend staying here if you're looking for a spot that's both relaxing and close to all the action!

Luxury 3/3 with Heated Pool, Spa, & Putting Green!
My wife and I had a great time at this stay. Lots to do at the house along with great beaches and restaurants within a 15-20 minute drive. The house was clean and had everything that you might need. We were able to drive to Disney in just over an hour and a half which provided a different experience to go along with the daily beach/pool trips. Cool AC inside to combat the humid 88 degree weather in June 2025.

Magical Secluded Retreat
This was, by far, my best experience at an Airbnb in all the years I’ve used the app! The house is beautiful— spacious yet cozy and filled with so many thoughtful details. You will want for nothing here: books, games, bug spray, citronella candles, towels (including wash cloths!), shampoo and body lotion for all skin and hair types, portable lights and speakers for outdoor use, and a smart TV on a cart which can be rolled anywhere in the house! I didn’t watch TV much, as I spent most of my free time in the luscious front yard enjoying bird watching and staring at the trees. The house is located a short distance to a lot of things, including a sweet little park/lake nearby. Nancy is a kind and generous host, respectful of privacy but also happy to chat, connect and make sure you have everything you need. I’m sad to leave this place, if there hadn’t been another reservation afterwards, I most certainly would have extended my stay! This is a wonderful, safe, and deeply restorative home.

Adorable Bungalow Fire pit/outdoor shower 2/1 Cute
I would definitely consider returning to this comfortable little bungalow. All was as described and fully functional. Only annoyance were some vocal roosters next door, but not so much that they disturbed sleep or detracted from the relaxing atmosphere inside.

Tropical Retreat w/ charming garden near downtown
We had a fantastic stay! The place was spotless, comfortable, and perfectly located—just the right distance from the beach and Sarasota, which made getting around super easy. My brother and I really enjoyed our time there. Bonnie was a wonderful host—very responsive and quick to answer any questions we had. We’d definitely stay here again!

Wood Street Retreat 4/2 Near Beaches & Downtown
Our stay at Wanda’s listing was wonderful! It was a very nice home with lovely decor, and we felt right at home! Very comfy beds and well-appointed bathrooms. Thank you, Wanda!!

NEW Luxury! Townhome in Sarasota
Believe the positive reviews! We had a wonderful six night stay at this New Townhome located close to UTC with plenty of restaurants and shopping very close by. Nathan Benderson Park, Beaches, gyms & downtown Sarasota Bayfront Park & Marina Jack all within a 25min or less drive. Ed was extremely responsive & would answer any questions right away. They provided beach chairs, a cooler, beach towels and even an umbrella which was a definite plus. The home was extremely clean and we all felt very much at home. The beds were extremely comfortable and bed linens felt like higher quality & all beds had plenty of pillows. The neighborhood was very quiet with access to a nice community pool which was very close to the unit. My husband and I and our three adult daughters stayed here very comfortably and had plenty of privacy. I would highly recommend this property and host!

Living The Dream: Heated Pool + Mini Golf +Swings
This place was absolutely perfect for our vacation in Sarasota. The host Landon, had been extremely responsive and the amenities they provided were top notch (from the pool to the mini golf, the beach gear, the coffee machine and all). Will definitely recommend this place to anyone looking for a family getaway to Sarasota.
Apartment rentals with outdoor seating

Cozy and Private Studio Near Downtown & Beaches
This location is halfway between coastal attractions (beach and downtown) and inland attractions (golf, Lakewood Ranch, I-75). It's also near 2-3 east-west roads in Sarasota. Excellent. Listing is realistic, not exaggerated. It's a well-equipped kitchen with a two-burner induction stove and a large enough fridge and freezer for nearly any purpose. Good counter space and many helpful supplies and "tools" Bedroom area is large, bathroom is huge, shower is enormous, access is ez. I've stayed in tiny units and i've had faux kitchens. This is neither and with a strong host nearby. I'm tiring of long-distance hosts and corporate hosts. As a host Mariele offers proximity, professionalism, and personality too. Within reason she's on the side of the guest. Recommended listing.

Gillespie On The Park, Walk to Downtown
We (two people from Germany) stayed here for a week, not for the first time – great location: close to Siesta Key, Lido Beach, and downtown; beautiful accommodation – very lovingly and beautifully furnished, we felt like we were at a friend's house; we had everything we needed, even all the beach equipment; Dan and Charles are great hosts. We would like to come back.

Only a Foot of Sunshine Here!
Peter and Pearl are awesome hosts! The Peaceful Retreat feels welcoming and cheerful, with very comfortable furnishings. These hosts have thought of everything! The location is great too, whether you walk or drive. We were in Sarasota to attend graduation at RCAD and the location was perfect!

Ocean Blue adorable new studio !
We had a wonderful stay at Anubuy’s place! The home was spotless, cozy, and had everything we needed for a comfortable and relaxing visit. Anubuy was a fantastic host—friendly, responsive, and thoughtful throughout our stay. They made sure we felt right at home, and their attention to detail really stood out. The location was perfect—peaceful, yet conveniently close to everything we wanted to explore. We truly appreciated the warm hospitality and would absolutely stay here again. Highly recommend!

Updated Old Florida Studio Getaway in Central SRQ
The place was super clean and felt homey!!! the list of recommendations around the town was so helpful for us being our first time in that area!! Would definitely stay here again!!

Downtown Apt w/ Pool, Gym, & Coworking Unit 330
Beautiful apartment, comfortable, perfect for sharing with my family. Its balcony overlooking the building’s pool was a huge plus... excellent location, just an 8min walk from restaurants and shops... 100% recommended

ROYS PLACE Romantic, Private, Paradise!
Roy’s place was comfortable, had good amenities, good location ( multiple beaches and restaurants in a close radius). The house was beautiful and just as described. The pool/hot tub, and outdoor seating was private and well maintained. Chairs, umbrella, and cooler were available to use which was a nice plus. We would definitely love to stay at this place again. Roy was quick to respond to any questions we had.

Seahorse Suite Bradenton Hideaway
Cozy guest home, with all the right amenities you need when visiting Florida. Great location near downtown Bradenton as well!
Condo rentals with outdoor seating

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
My husband and I really enjoyed our vacation at the wonderful apartment of Lauren and Mario, the place is so clean and cozy. Also, few minutes away from the beach and we drove few times to South Lido Key Beach Park which was so quiet and clean (highly recommend). We definitely will come back 💕

LIDO KEY 1 BR/1Bath Heated Pool 16
Had a great stay and everything was as listed. Clean and convient, quiet location, 5 minute walk to the beach. Was located right across from both pool and laundry room (quarters only) which was great. William also provided beach chairs and umbrella as well as small cooler which was exactly what I needed

Lovely 2-Bedroom Condo, 7 min from Siesta Beach
Highly recommended. Everything was clean, very quiet, and safe. Clara was very friendly, and we loved our stay.

New Renovated Condo + Walk to Bay + 5 Min to AMI
Scott’s place was very nice for a weekend. The location is perfect. The accès to the beach was fast. Scott’s place was very clean and looks exactly like the pictures . Very responsive for any questions or help. Recommended

Siesta Key Ground Floor Condo 2BR On Trolley Line
Great stay, the location, the amenities all were wonderful. Melissa and Brandon were super responsive and the place had more essential stocked than most of the other places we have stayed, which was very thoughtful. Melissa also had a regular coffee pot sent out to us right away, since we don’t use Keurig’s which was super nice and very much appreciated. We would definitely come back!

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
The pictures don’t do this place justice. Welcomed by a beautiful view, and a nice well kept exterior. The unit we stayed in was in the 3rd floor, which allowed for the best views and the most privacy. The unit was clean, well-kept, and updated, even though the point of the vacation was to enjoy the beach/island, it was a place you felt you might accidentally stay Inside too long. We are planning our trip for next year already back to this very spot.

Condo with a View 1: Beachfront!
This condo was everything I needed and more! The location? Absolutely perfect—the beach is literally your backyard. Waking up to that ocean view the next morning was a dream. Restaurants and activities were just minutes away, which made everything so easy and fun. Heidi, the host, went above and beyond. Her communication was fast, kind, and incredibly thoughtful. She even surprised us with a delicious key lime pie and orange juice waiting for us after jet skiing—such a sweet and personal touch! I truly have no complaints. Everything about this stay was peaceful, beautiful, and seamless. I’d absolutely recommend this spot to anyone looking for a relaxing and magical beach getaway. 🌴🌊💛

Siesta Key Beach Front Condo
Our stay was exactly what we wanted. Our host, Evan, was great and quick with any questions we had. The condo was located very close to Siesta Key Beach, and we didn't have to drive more than 20 minutes to get to anything that we wanted to around that area, some things even within walking distance. Everything we could have possibly wanted was provided in our home, which really made the week stress-free. We would definitely stay here again!
Quick stats about holiday rentals with outdoor seating in Sarasota
Total rentals
1.1K properties
Nightly prices starting at
$77 AUD before taxes and fees
Total number of reviews
51K reviews
Family-friendly rentals
860 properties are a good fit for families
Pet-friendly rentals
500 properties allow pets
Rentals with a pool
520 properties have a pool
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