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

Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
Super cute and comfortable. I can’t wait to stay again. Perfect walking distance to the pier and Dali museum.

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.

Cute home in historic neighborhood
Nice place that is close to downtown area. It is walkable to stores and restaurants. The place is clean and provides a good stay for those that are looking for a non-luxury place to stay that is welcoming, affordable and has everything you need. It is tucked away on an alley which makes it quiet as well. There is ample parking space.

The Lassing House
What a blessing! We really loved this cute beachy nest. It was so nice how the beach, as well as, a cute little market/restaurant was within walking distance! Their communication was super fast! They came over to help me with a stove issue almost instantly! We also had a friend show up at the last minute who needed a place to stay and they were so welcoming. We will definitely be back! God bless you, Michael & April

Casa O - Private In-Suite Studio in St. Pete
Bebe's Casa O is at a quiet neighborhood with tranquility all around. Well maintained guest house, clean and cozy with a hospitable host. Looking forward to returning.

The Uptown Treehouse - Downtown St. Pete 1Br Apt
Dirk was an incredible host from the moment we booked. He replied quickly, sent clear check-in instructions, and even had the house ready earlier than expected. The home is located in a charming historic neighborhood that’s both central and peaceful—perfect for families. Everything was clean, and the bathroom was spotless. Having a private parking spot was a huge plus. One of our favorite details was the beach chairs available for guests—small touches like that made our stay even better. We truly felt at home and would happily return to the Treehouse. Thank you, Erika and Dirk, for a lovely experience!

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

Tiny house style!
Regina was super friendly and extremely helpful throughout our stay! The loft was such a cute fun spot to relax in after a busy day exploring downtown St. Pete!! Perfect mix of comfort and cute! Highly recommend as a home base for anyone curious abt exploring the city, with the added ease of a walkable distance to so many things right downtown! Thank you so much for hosting us!
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. 🙂

Waterfront Studio Home in Paradise
Perfect for our needs! We were in town for a wedding. Location was within 15-30 mins of all the places we needed to be! Wish we had more time to enjoy the pool and the sunset by the water!

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!

Cozy Renovated Studio – Private Entry + Parking
The house was exactly what I needed size and accommodation wise and was well worth the price. In a great location and was well kept and very clean. Had a great trip.

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!

Oasis historic cottage w/Tropical Patio/Parking
Cute air bnb! I’d definitely stay again or recommend to anyone, thank you so much!

St Pete Casita Studio with Salt Water Pool & Yard
Room was as described, pleasant and clean ( the cleaning product used was very strong so we did have to air the room out for a short time) We loved our stay very much, the pool was definitely a bonus and we really enjoyed it. We travel extensively for our careers and will definitely recommend this stay to our friends and colleagues. Thank you! Melanie and Chris

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!
Guest house rentals with a washing machine and dryer

Alta Vida | Cozy Duplex Retreat
Amazing home! Easy check in and good lighting outdoors. Well decorated for aesthetic and functional purposes. Well established kitchen with everything you need. Rooms and bathrooms are cozy- beds and pillows feel very comfortable. There’s board games, card games, workout and yoga equipment, working tv’s in every room. Everything was thought out just like a home would be. Ethan was very helpful, friendly, and professional. Very glad I picked this home for vacation!

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.
Private Guest House sleeps 4 w/POOL & near beach!
Jennifer was a great host!! The place is very charming and perfect for two people! The home is very close to everything we wanted to do and would stay there again!

2 bedroom guesthouse in hip Grand Central District
I am frequently in St Pete's and love staying in Kenwood. This is a great place-perfect location, of course, but also perfectly clean, very comfortable bed and linens and fully equipped kitchen. I Really Loved the decor-unfussy, but with interesting touches everywhere. Wish my house looked like this! Would stay again any time.

A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!
Great little spot for a place walkable to the beach! I booked this place for the convenience factor and because it allowed my dog!

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.

Guesthouse in Downtown St Petersburg
Fantastic stay! The house was exactly as described - if not better. It's located in a beautiful, quiet neighborhood that felt very safe. It's walkable to a lot of great restaurants, and was so close to downtown and just a short drive from the beach. The hosts were incredibly kind and communicative. I'd 100% stay here again!

NEW cottage near Downtown with boat parking
Roland was very responsive and his sister and nephews who live next door were friendly and very helpful. The home was very, very clean and had all the amenities we needed. Perfect for 2 people on a beach vacation. As 2 women traveling alone, we felt very safe. Great lighted parking in the driveway right in front of the door. Would definitely stay there again on our next visit to the area.
Quick stats about guest house rentals in Sarasota
Total rentals
50 properties
Total number of reviews
3.9K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
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