
Guest house holiday rentals in Sarasota County
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Top-rated guest house rentals in Sarasota County
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Popular amenities for guest house rentals in Sarasota County
Family-friendly guest house rentals

Siesta Key Luxurious Beach Cottage
Location, location, location! Ilene and Al’s place was exactly what we were looking for… a private beach for our family (that includes fur babies) AND a pool! Just like we imagined and similar to our stay in Hawaii. Al and Ilene’s place is as described in the listing and focuses on the surroundings vs the accommodations. The cottage is comfortable and quaint and meets basic needs for two people, but this property is all about the very rare private beach and beautiful surroundings that are quickly disappearing from coastal FL due to the overtaking commercial properties. Get it while you can and enjoy this rare gem… it won’t be here forever!

Exclusive Apartment in Park Setting
What a lovely place to stay! Sandra and her daughter were always warm, welcoming and helpful. My dog loved the yard, and the surroundings were so peaceful. The apartment has everything we needed and more.

One Bed Suite near Downtown Sarasota and Beaches
We loved our stay here! Would highly recommend to anyone staying around the area. Has all the amenities you could ever possibly need and the host was super attentive. 10/10!

The Cottage, very close to Siesta Beach!
Fair price. Great Location. Awesome / quick communication.

'Osprey Landing', Sarasota, FL
This was a great place to stay! This is more than a guest house, it's a home. The unit is attached to main house, but it is thoughtfully separated and the backyard is split with fence so there is a ton of privacy and feels like separate house entirely. The full size kitchen is well stocked, the bathroom is nicely appointed with beautiful tiled shower. The bedroom was comfortable with a huge roomy closet which was stocked with plenty of extra towels. The bed was very comfy!! Plus , there is a gas grill in the private backyard which was an added bonus. The property is in a very convenient location. It is across street from Gillespie Park, ample street parking, walking distance to downtown & marina, and bike-able to St. Armands and the beach. Best of all, the host is very responsive, friendly and super accommodating . We really appreciate the warm welcome and responsiveness!!

Sarasota Pool House
This was our second time staying at Lubos pool house. We really enjoyed our stay and are already looking far time to escape back. Great location near restaurants, stores and beaches. Back yard and pool are a dream and very peaceful.

Quick and Easy Walk Downtown - Tons of Amenities
Our second visit in this unit and just as good as the first!! Will be back again!

Guest House Get Away! Great Area. Private. Relax!
Susan's guest house is in a quiet neighborhood, yet convenient to everything. The pictures on the website are accurate; the house is comfortable, and equipped with everything we needed. There is a lovely private and fenced patio/yard that we enjoyed relaxing in with coffee in the mornings. The AC/heat unit was essentially silent, and worked great. Susan was friendly and quickly responsive to anything we needed. If we go back to Sarasota, I will definitely try to book Susan's house again.
Guest house rentals with a patio

Coastal Hideaway: 2/1 guest house close to UTC!
Quiet and comfortable. Erinn thought of everything to make this an enjoyable stay. 🙂

Downtown Sarasota Guest House
We had such a great stay at Greg’s place! It was very clean and it was close to all that we wanted to do. It’s 10 minutes from St.Armond’s circle and Lido beach which is exactly what I wanted. I’m so glad I chose to stay at Greg’s Airbnb. A great find and lovely spot!

Peaceful/Private Studio -Pet Friendly, Fenced Yard
Ellie & Dee’s place is amazing! It’s a small space that can accommodate solo or couple travel - brought my small pup along too! The space was clean with plenty of towels provided as well as beach towels and chairs. The neighborhood is quiet, peaceful, and beautiful to walk around. I felt very safe as a woman traveling alone. It’s less than 5 min from shopping centers and the beach. I loved staying here and would recommend this airbnb to anyone considering it!

Downtown Garden Studio close to everything
We had a wonderful weekend at Andrea’s place. From the beginning, she was very responsive and ensure that all of our questions were answered. The space was easy to find, easy to enter and quite private. When we arrived, it was perfectly clean and was just as described. The home is very bright and comfortable, and the hosts accommodated us with bicycles that we were able to use to explore the area. We had a great time in Sarasota, and this Airbnb was certainly part of the reason. Would definitely recommend!

Relaxing Retreat Near Siesta Key Beach
Excellent lugar para descansar, pequeño pero acogedor, todo funciona perfectamente, muy limpio, muy tranquilo, te da paz!! La pasé muy rico con mi novia! Excellent place to rest, small but cozy, everything works perfectly, very clean, very quiet, it gives you peace!! I had a great time with my girlfriend!

the Pool House
We had a wonderful stay! The house was fully equipped with everything we needed to cook and feel right at home. We really appreciated the peaceful atmosphere and privacy the property offered. It was the perfect getaway to disconnect and recharge. Highly recommend!

Pinecraft’s Newest Hideout
Jane’s place is so beautiful very relaxing. Such a clean place exactly like the description! Me and my guest stayed for about a week and had everything we needed. Definitely recommend! Jane is super nice and even helped us check in early since we arrived sooner than expected.

Beautiful brand new studio in Venice, FL
Nice and very clean studio in South Venice. Great value for your money, I enjoyed my stay here!
Guest house rentals with a washing machine and dryer

High Life | Cozy Duplex Retreat
We were in town for a celebration of life after a loss in the family, and were glad to find this space. The unit was very clean, easy to find, and suited my family of 3 perfectly. There was everything we needed on hand to feel right at home, and Ethan was a wonderful host. We would have loved to have time to use the outdoor space and bikes provided - maybe next time!

Serenity near the Coast
Everything was great as always) This is definitely the house you want to come back to! Susan is very friendly and responds to messages quickly. The house is clean, it has everything you need for a comfortable stay! Close to Nokomis beach, shops! I recommend it to everyone 🤲🏻

Cabana/Guest house w/spa/pool 5min to Siesta key.
We are very glad that we managed to choose this house. Large, spacious, with all the amenities and close to all the beautiful beaches. John is a big and kind person with an open heart and a bright soul. He does everything to make his guests feel comfortable. Thank you John.

Chic, coastal studio: Anytime Mimosa
I was really impressed from the moment I arrived. Everything in the apartment is nicely labeled and was well organized and clean. You can tell they pay attention to detail. There was a nicely done local guide, as well. The property feels like a mini resort - they’ve done a nice job with the pool/grill/outdoor area. Hosts are very welcoming and friendly.

Amazing Location West of the Trail
Great place to stay, hope to be back soon!!

*Azure Guesthouse* Walkable! Patio! Beach 8 min!
Nicole's AirBnb was one of my favorite in Sarasota! It's extremely walkable, close to both downtown and to Sarasota's famous Siesta Key. Also a super short walk to great restaurants like Libbys and an awesome little market called Mortons. The unit itself is cozy, clean, and well-stocked. I made myself breakfast every morning in the kitchen and had everything I needed to make eggs, bacon, etc. The bed is super comfy and the sheets and pillows were soft. The unit is quiet and peaceful and I slept great. Definitely recommend this AirBnb and hope to stay here again in the future!

Sarasota Bayside Hideaway
This place was perfect for what we needed. We needed a little space to just be able to pop in and out of for the weekend. Getting in and out was very easy! It was clean, super cute and we felt very comfortable there.

Grove Getaway near beach + downtown with pool!
The Grove Getaway was perfect for a long weekend, girls stay! The apartment is beautifully decorated, equipped with all essentials and smells wonderful of a citrus grove. Upon check in, we were greeted to a beautiful welcome basket, with a variety of local recommendations. With an easy 10 minute drive to the beach, Lauren’s place was perfectly equipped with beach essentials. The stay was also walkable to local restaurants and markets in the Southside village. Lauren was extremely responsive and helpful in answering any and all questions! Would highly recommend staying here to visit Sarasota and the surrounding beaches!
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- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Streamsong Resort
- Jannus Live
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Myakka River State Park
- Alafia River State Park
- South Jetty Beach
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