
Guesthouse holiday rentals in Sarasota
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Top-rated Guesthouses in Sarasota
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Sarasota guesthouses
Family-Friendly guesthouses

Carriage House in North St. Pete
We had a wonderful stay here! It was very close to everything we wanted to do and their hospitality was phenomenal. We hope to come back and stay again sometime!

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.

Private Apt/3miles from beaches/Treehouse.like
I stayed at Karens place for about a week while working and visiting family. It was beautiful and exceptionally clean. Check in very easy with the button lock box, and located nearby Walsingham park is good for walks and quiet views. Karen was really responsive with communication. Would happily stay here again. A+

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
Great place in a great location. Fully furnished kitchen. Walk to coffee shops. Close to downtown. Laundry on premises but if you need to do laundry, bring quarters.

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

The Mermaid and Corkscrew Loft
I had a wonderful stay at The Loft. It was peaceful, clean, and had everything I needed. The space was thoughtfully set up, with a calm and relaxing atmosphere. Great location, close to beaches, shops, and restaurants. Perfect for anyone looking to unwind and reset. I’d definitely stay here again.
Guesthouses with a patio

Tropical 2BR Casita + Hot Tub Near It All
The casita was in the ideal spot for a little weekend getaway for me and my mom! Great location in general and the casita is super cozy and welcoming. All instructions were clear, parking was simple, and the casita itself was very clean and had a cool vibe to it.

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!

Cozy Guesthouse Near Downtown (Non-Toxic)
Our stay at this loft in Saint Petersburg was fantastic! The space was quiet, comfortable, and incredibly clean and well equiped. The cozy upstairs made it feel extra inviting, and the location couldn’t have been better—just minutes away from great restaurants and shops. The hosts were extremely accommodating and communicative, making the whole experience seamless. If you're looking for a perfect spot to stay in St. Pete, this is it!

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.

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

Relaxing & Charming Hideaway
It was a pleasure staying at Camila’s place. Everything was as described in the description of the property. I had no issues with my stay.

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

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

High Life | 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!

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!
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!

The Dollhouse in Downtown St Pete
We had a great stay at the Dollhouse! It was peaceful and private. The inside was cozy and artistically designed, which made us feel right at home. Lori our host was really friendly and responsive. Thank you so much for having us!

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!
Quick stats about guesthouse 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
Wi-Fi availability
50 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi 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
- Things to do Sarasota
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