Guesthouse vacation rentals in Sarasota County

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Sarasota County guesthouse rentals

Family-friendly guest house rentals

Guesthouse in Siesta Key
4.95 out of 5 average rating, 22 reviews

Siesta Key Luxurious Beach Cottage

KamiRating, 5 stars9 months ago
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!
Guesthouse in Port Charlotte
4.84 out of 5 average rating, 44 reviews

Exclusive Apartment in Park Setting

SusanRating, 5 stars11 months ago
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.
Guesthouse in Sarasota
4.74 out of 5 average rating, 102 reviews

One Bed Suite near Downtown Sarasota and Beaches

DianaRating, 5 stars11 months ago
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!
Guest favorite
Guesthouse in Sarasota
4.98 out of 5 average rating, 133 reviews

The Mermaid and Corkscrew Loft

MariaRating, 5 stars1 month ago
Great space, great location and great host. I will definitely stay there again. A gem in Sarasota!
Top guest favorite
Guesthouse in Sarasota
4.99 out of 5 average rating, 110 reviews

Sarasota Pool House

MattRating, 5 stars1 week ago
We had a great time staying at Lubos's place in Sarasota. Communication was great! We were close to siesta key which was great also. Pool area is awesome. Very private. We saw Lubos only a few times, but he was so kind and helpful.
Top guest favorite
Guesthouse in Sarasota
4.97 out of 5 average rating, 453 reviews

Quick and Easy Walk Downtown - Tons of Amenities

RobinRating, 5 stars1 month ago
This spot is a treasure - peaceful, comfortable, nice neighborhood. The professionalism and kindness of Stephanie and Mike was the icing on the cake!
Guesthouse in Sarasota
4.78 out of 5 average rating, 18 reviews

Guest House Get Away! Great Area. Private. Relax!

MichelleRating, 5 stars12 months ago
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

Guest favorite
Guesthouse in Sarasota
4.87 out of 5 average rating, 54 reviews

Cocoanut Cottage - Fenced Yard for Pups!

ErinRating, 5 stars1 month ago
We had a really nice three-night stay with our two dogs. The space is super cute and comfortable, and the fenced yard made the space feel much bigger than it is. I ended every night in the hammock while our dogs poked around in the yard before bed. A park right across the street was great for morning dog walks, and you can wander all the way downtown in about 20 minutes or so. Definitely a great value for a nice, private space in a very convenient location. Thank you, Deirdre!
Guest favorite
Guesthouse in Venice
4.83 out of 5 average rating, 6 reviews

Peaceful & Private Studio Apt

StephenRating, 5 stars4 weeks ago
I had a wonderful stay at this beautiful place,it was close to all amenities and the beach is close,Walmart just down the street and the weather was perfect,looking forward to going back next year
Superhost
Guesthouse in Venice
5 out of 5 average rating, 6 reviews

Adorable Guest House on Venice Island.

KatherineRating, 5 stars3 weeks ago
Beautiful walkway to the back house, felt like I was in the islands! Quiet, comfy, clean! Jennifer reached out ahead of time to make sure it was what I was looking for. Great stay
Guest favorite
Guesthouse in Sarasota
4.93 out of 5 average rating, 55 reviews

Downtown Sarasota Guest House

JaniceRating, 5 stars2 weeks ago
Had a wonderful stay at Greg’s place for 4 nights. Greg was very responsive and accommodating (allowing us to check in a little early). The AirBnb was very clean and the perfect size for the 2 of us. Our primary interest was exploring the beaches and going to St. Armand’s Circle and Greg’s place was very convenient. We even had a chance to use the pickleball court one day which was only 1 block away. Very quiet, peaceful, safe neighborhood. Would definitely stay there again👍🏻
Top guest favorite
Guesthouse in Venice
5 out of 5 average rating, 11 reviews

Chic, coastal studio: Anytime Mimosa

RyanRating, 5 stars3 months ago
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.
Guest favorite
Guesthouse in Sarasota
4.92 out of 5 average rating, 52 reviews

Adorable Private Quiet Guesthouse with Patio

KellyRating, 5 stars2 weeks ago
This was a nice and quaint room filled with all of the essentials for a short stay. I was hesitant booking when I knew it was right next to the owners home, but the spaced out entry way was nice and we never felt in the way of Adam or his family's space. It was very private and we felt safe and comfortable. The location was only ten minutes from most things like the beach. I would recommend staying here for a short stay!
Guest favorite
Guesthouse in Nokomis
5 out of 5 average rating, 10 reviews

Casita by the beach

CharleneRating, 5 stars2 weeks ago
This place is an absolute gem. It’s in a quiet, private and safe neighborhood. Close to the beach and restaurants. The unit is great for two people. It had everything we could want for a longer stay. Our hosts were gracious, helpful, and friendly. Would definitely recommend this place.
Guest favorite
Guesthouse in Venice
4.88 out of 5 average rating, 57 reviews

Beautiful brand new studio in Venice, FL

DianaRating, 5 stars1 day ago
Marianelas place was just as described. It had outside space for privacy, nice clean newer unit. A very comfy bed. She was quick to respond to any questions. We will certainly be returning!!!

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Nokomis
4.97 out of 5 average rating, 36 reviews

Coastal Heaven

SusanRating, 5 stars3 months ago
Very convenient location and a very comfortable home.
Guest favorite
Guesthouse in Sarasota
4.93 out of 5 average rating, 87 reviews

Private Top Floor Guest House with the Gulf Nearby

DanaRating, 5 stars2 months ago
We had a wonderful stay - thank you to our warm and welcoming hosts! We would absolutely stay again.
Guest favorite
Guesthouse in Sarasota
4.95 out of 5 average rating, 78 reviews

Cabana/Guest house w/spa/pool 5min to Siesta key.

LisaRating, 5 stars1 month ago
Thoroughly enjoyed my stay at John’s place and highly recommend this location. Plenty of space, peaceful and host was very attentive. I truly hope to return here.
Guest favorite
Guesthouse in Sarasota
4.93 out of 5 average rating, 73 reviews

Amazing Location West of the Trail

AliRating, 5 stars2 weeks ago
In late February we spent 10 days in Steve’s Unit in the Southside of Sarasota. We loved the location which provided easy access to downtown and the beaches of Sarasota. Several days we walked the lovely neighborhood and also enjoyed the pool. Steve is also quite generous in stocking the Unit which is very clean. The Unit does have some quirks such as limited lighting, no dishwasher and a second sleeping area that opens to the living space but it does allow for an enjoyable stay.
Top guest favorite
Guesthouse in Nokomis
5 out of 5 average rating, 62 reviews

Historic 1/1 Nokomis Cottage near Beaches, Biking

JanetRating, 5 stars1 week ago
I had an absolutely wonderful stay at Casa Nokomis. The cottage was cozy, clean and beautifully decorated with all the amenities I needed for a comfortable stay. The kitchen was fully equipped with everything you could possibly need. Nancy is friendly and responsive making check in and out a breeze. I truly felt at home and can't wait to return. Highly recommended to anyone looking for a peaceful, relaxing getaway in Nokomis.
Guest favorite
Guesthouse in Sarasota
4.93 out of 5 average rating, 30 reviews

*Azure Guesthouse* Walkable! Patio! Beach 8 min!

LisaRating, 5 stars2 weeks ago
We really enjoyed our time at Azure Guesthouse. It’s very comfortable. The location is perfect for walking to restaurants and bars. The neighborhood is very nice as well. Be aware that there is an open stairway, from the kitchen to the living quarters, in case one has difficulty with climbing stairs. Also, Nicole was immediately responsive to any questions. We highly recommend checking out this lovely place!
Guest favorite
Guesthouse in Sarasota
5 out of 5 average rating, 14 reviews

Pinecraft’s Newest Hideout

EdwardRating, 5 stars1 month ago
This place was adorable. The community was amazing and super safe. Great restaurants and shops within walking distance. The Airbnb was spacious, well furnished and very clean. Highly recommend
Superhost
Guesthouse in Siesta Key
4.84 out of 5 average rating, 76 reviews

[Contemporary Guesthouse] king bed +washer/dryer

FrancescaRating, 5 stars2 days ago
Clean and modern apartment close to the beach and village nearby. Very comfortable bed and quiet surroundings.

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