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Guesthouse holiday rentals in Sarasota

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Sarasota guesthouses

Family-Friendly guesthouses

Top Guest favourite
Guesthouse in St. Petersburg
4.9 out of 5 average rating, 326 reviews

Carriage House in North St. Pete

GraceRating, 5 stars4 weeks ago
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!
Top Guest favourite
Guesthouse in Sarasota
4.99 out of 5 average rating, 117 reviews

Sarasota Pool House

DanRating, 5 stars1 month ago
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.
Top Guest favourite
Guesthouse in Seminole
4.95 out of 5 average rating, 245 reviews

Private Apt/3miles from beaches/Treehouse.like

RichardRating, 5 stars1 month ago
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+
Superhost
Guesthouse in Old Southeast
4.76 out of 5 average rating, 341 reviews

The Lassing House

Michael & AprilRating, 5 stars1 week ago
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
Guest favourite
Guesthouse in Crescent Heights
4.94 out of 5 average rating, 174 reviews

Casa O - Private In-Suite Studio in St. Pete

TomRating, 5 stars1 month ago
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.
Guest favourite
Guesthouse in Uptown
4.88 out of 5 average rating, 188 reviews

The Uptown Treehouse - Downtown St. Pete 1Br Apt

PauloRating, 5 stars2 weeks ago
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.
Top Guest favourite
Guesthouse in Sarasota
4.87 out of 5 average rating, 415 reviews

The Cottage, very close to Siesta Beach!

PaulRating, 5 stars2 weeks ago
Fair price. Great Location. Awesome / quick communication.
Guest favourite
Guesthouse in Gillespie Park
4.99 out of 5 average rating, 137 reviews

The Mermaid and Corkscrew Loft

JohnnyRating, 5 stars3 weeks ago
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

Guest favourite
Guesthouse in St. Petersburg
4.96 out of 5 average rating, 108 reviews

Tropical 2BR Casita + Hot Tub Near It All

DevinRating, 5 stars2 weeks ago
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.
Guest favourite
Guesthouse in Apollo Beach
4.95 out of 5 average rating, 109 reviews

Waterfront Studio Home in Paradise

MindyRating, 5 stars1 week ago
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!
Top Guest favourite
Guesthouse in St. Petersburg
4.97 out of 5 average rating, 219 reviews

Cozy Guesthouse Near Downtown (Non-Toxic)

AlanRating, 5 stars2 months ago
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!
Guest favourite
Guesthouse in St. Petersburg
4.9 out of 5 average rating, 115 reviews

Cozy Renovated Studio – Private Entry + Parking

JrRating, 5 stars1 week ago
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.
Guest favourite
Guesthouse in Historic Kenwood
4.94 out of 5 average rating, 136 reviews

Oasis historic cottage w/Tropical Patio/Parking

AlexandraRating, 5 stars2 weeks ago
Cute air bnb! I’d definitely stay again or recommend to anyone, thank you so much!
Guest favourite
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 126 reviews

St Pete Casita Studio with Salt Water Pool & Yard

MelanieRating, 5 stars2 weeks ago
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
Top Guest favourite
Guesthouse in St. Petersburg
4.98 out of 5 average rating, 125 reviews

Relaxing & Charming Hideaway

IanRating, 5 stars3 weeks ago
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.
Guest favourite
Guesthouse in Gulf Cove
4.93 out of 5 average rating, 119 reviews

the Pool House

CarolinaRating, 5 stars3 weeks ago
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

Guest favourite
Guesthouse in Sarasota
5 out of 5 average rating, 8 reviews

Coastal Hideaway: 2/1 guest house close to UTC!

DebbieRating, 5 stars1 week ago
Quiet and comfortable. Erinn thought of everything to make this an enjoyable stay. 🙂
Top Guest favourite
Guesthouse in Sarasota
5 out of 5 average rating, 16 reviews

High Life | Cozy Duplex Retreat

JayRating, 5 stars2 weeks ago
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!
Top Guest favourite
Guesthouse in Sarasota
4.94 out of 5 average rating, 95 reviews

Downtown Garden Studio close to everything

JeromeRating, 5 stars1 week ago
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!
Superhost
Guesthouse in St. Petersburg
4.89 out of 5 average rating, 517 reviews

Private Guest House sleeps 4 w/POOL & near beach!

KayleighRating, 5 stars3 weeks ago
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!
Top Guest favourite
Guesthouse in Historic Kenwood
4.98 out of 5 average rating, 120 reviews

2 bedroom guesthouse in hip Grand Central District

GraceRating, 5 stars2 weeks ago
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.
Guest favourite
Guesthouse in Pass-a-Grille Beach
4.92 out of 5 average rating, 199 reviews

A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!

RyanRating, 5 stars3 days ago
Great little spot for a place walkable to the beach! I booked this place for the convenience factor and because it allowed my dog!
Guest favourite
Guesthouse in Uptown
4.96 out of 5 average rating, 301 reviews

The Dollhouse in Downtown St Pete

KatRating, 5 stars2 weeks ago
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!
Top Guest favourite
Guesthouse in Historic Kenwood
4.98 out of 5 average rating, 104 reviews

Guesthouse in Downtown St Petersburg

KellyRating, 5 stars3 weeks ago
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

Destinations to explore

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