
Guesthouse vacation rentals in Sarasota
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Top-rated guesthouse rentals in Sarasota
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Sarasota guesthouse rentals
Family-friendly guest house rentals

La Casetta: "the little house" near to the beaches
La Casetta was perfect for our stay in Sarasota! Elena and Judd were super friendly and gave us a few good tips on places to check out. We ventured to Tampa, Anna Maria Island, and many other close beaches during the week. We would definitely recommend staying here!!

Cute home in historic neighborhood
A friend and I unfamiliar with the area spent one night to attend a concert. The place was as described. It had off street parking. Was quiet and comfortable. St. Petersburg was charming. It was in a historic area with some brick streets and alleys. Beautiful homes large and small. A vibrant area with access to so much. Loved it.

Private Apt/3miles from beaches/Treehouse.like
Fantastic Stay at Karenâs Place! Our stay at Karenâs Airbnb was exceptional! From her warm welcome to the beautiful, clean, and well-equipped home, every detail was perfect. Karenâs genuine hospitality truly stood out. The location was both convenient and peaceful. Highly recommendedâthank you, Karen, for a memorable stay! Looking forward to our next visit!

The Lassing House
We loved Leigh Ann's place! It's a beautiful little beach house, walking distance from the bay (and downtown St. Pete if you're in for a slightly longer walk). It was the perfect size for 3 people. Leigh Ann also provided beach chairs, a beach table, and coolers, which was so sweet and above and beyond. Highly recommend for any stays in St. Pete.

Sarasota guest house only 8 miles to Siesta Key
Our stay at Paulett's guest house was perfect. Her guest house exceeded our expectations. Clean, comfortable, well stocked with everything we needed. It was also easy to maintain while we were there. She had plenty of cleaning supplies, vacuum and a washer/dryer. The neighborhood was quiet and well maintained as well. We enjoyed the private outside space in the back of the house as well. It was a serene place relax after a day at the beach and visiting with family. We would highly recommend Paulett's guest house. We can't wait to return!

Casita Lantana, a 1925 cottage in a Tropical Oasis
We had a great stay at Dianna her place! This place was a little paradise. The beautifull tropics garden was a nice place for our son to play while we were enjoying our moning coffees (and local tea). The cottage is well decorated en full equiped. Dianna and her partner are great host and give you a welcome feeling!

The Cottage, very close to Siesta Beach!
We enjoyed our stay at the cottage and hope to return again. It was cozy, convenient to Siesta Key Beach, had everything we needed and we loved the neighborhood. Thank you for sharing your cottage!

The Uptown Treehouse - Downtown St. Pete 1Br Apt
Dirk & Erika are very responsive with very clear instructions. They're also very friendly!
Guest house rentals with a patio

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyardđâïžđ
Cute, safe, and relaxing place. The back patio area is peaceful, the neighborhood is nice, and most importantly clean. We loved it.

Waterfront Studio Home in Paradise
We loved staying here for a few days! Gorgeous and peaceful corner of Apollo Beach and the outdoor area was such a great spot to enjoy our morning coffee. We're really grateful we discovered this place and Rose was so welcoming. Would definitely recommend for anyone looking for an escape in the area.

Missing Studio
a beautiful tropical sanctuary! a modern/rustic studio with everything we needed for a peaceful stay.

Cute & Cozy
A quiet overnight stay and a responsive host. I always find it interesting how folks make space within their space.

City Garden Cottage
We felt safe and comfortable at the City Garden Cottage. It's in a great neighborhood and Ernie & Eloise gave us recomendations that were spot on. The was place clean, comfortable, and very enjoyable with a really nice private setting in the back. It was comforting that Ernie & Eloise kept in touch and left us messages asking if there was anything we needed to make our stay more enjoyable. Thank you for a wonderful getaway experience.

Sweet MERMAID #1
Daimis's place is located in a residential, calm area about 15 minute-drive from the beach. Easy to check-in and check-out, the guest house was super clean and had all the essentials plus a bottle of red wine and purified water in the fridge. We only stayed one night yet we were able to enjoy an evening walk around the block. Look up! You may spot several star constellations in the night sky. The next morning, we discover Cremesh, a tasty Czech bakery only five minutes away. Their sweet kolaches powered our drive home.

Oasis historic cottage w/Tropical Patio/Parking
We had a great time exploring the St. Pete area. The cottage is in a central location that makes an easy drive to get to different places around the city. We were able to find many bars and restaurants within walking distance. The outdoor seating area was private and provided a nice spot to hang out. Highlights included golf at Cove Cay, sushi at Pin on Grand, and iced coffee from Bean Wandering.

tinyhome en largo
Alejandroâs little home was exactly as described. It was very cozy and just enough space for two. The location was perfect! Overall Alejandro was a great host and the stay was exactly what we needed. We'd book again if back in the area.
Guest house rentals with a washer and dryer

The Palmview Loft
Very walkable and quiet neighborhood close to downtown restaurants. We slept very well in the bed, which was very comfortable and kind to our backs. The unit was very well-equipped, with kitchen needs such as coffee and even beach chairs provided. Our hosts were very responsive and the stay was wonderful.

Kenwood Retreat - 1BR carriage house
This is the part of the trip where ine returns to reality. This is where you want to read about how fabulous this spot with Blake and Satori really is. Everything about this space is welcoming, clean and comfortable . I loved it!The best sleep in their bedding and the Nest thermostat allows for the âjust rightâ temperature. Even cooked while I was there because the kitchen is spectacular. I may need to come back and stay longer . Grandkids are in town.

Cozy Coastal Casita
He was very clear on his instructions . Everything on the listing was exactly what I found which was awesome, he gave you space and it was very nice to have the rental isolated away from the house. Very safe neighborhood. Lots of great restaurants and bars. If you swim, there's a great swimming complex about a half mile away and Vinoy Park which is awesome, especially for music festivals. We brought our bikes which I highly recommend and safe to ride. Thank you Rob. I hope to come back next year for the RRU26 festival.

Close to everything. w/2 Bikes
We absolutely loved our stay at Lisaâs place in St. Petersburg. The location was an easy drive to the beach, the bay, Central Avenue and more! The Carriage House is so cozy and the backyard oasis is a peaceful spot for morning coffee, reading, etc.

Private 2 BR Backyard Oasis, Walk to Downtown!
Cute historic place. Great location, easy to walk to downtown. Friendly hosts. Private tropical yard. Very well stocked, lots of supplies to cook there. Also comfy beds with extra blankets. Great water pressure in the shower!

Historic Old Northeast Get A Way
Really nice and comfortable apartment in a peaceful and quiet neighbourhood. The apartment is well stocked and felt really homely. Kay has gone to a lot of trouble to make her property feel like a home. Would definitely stay again. A fifteen minute walk from the centre of town so therefore a great location.

The Shop House
Beautiful unique little place! Owner was very friendly, helpful, and very quick to respond! Absolutely loved the little house. Perfect size, very clean, and peaceful! We would definitely stay again and recommend to others!
Private Guest House sleeps 4 w/POOL & near beach!
What a wonderful and welcoming experience when we arrived. Jennifer & Steve were finishing up and as described, the cleaning was meticulous ! We briefly met the pups and they are SO sweet. The grounds have a rustic beach vibe with vibrant colors and inside, a great beach decor with all you need! It was so comfortable! We will stay again when we get back to St. Pete!!!!
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
Wifi availability
50 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- John's Pass
- Crescent Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
- Amalie Arena
- Raymond James Stadium
- North Beach
- Clearwater Beach
- Vinoy Park
- Coquina Beach
- Manasota Key Beach
- Tampa Theatre
- Fort De Soto Park
- Curtis Hixon Waterfront Park
- Streamsong Resort
- Jannus Live
- ZooTampa at Lowry Park
- Adventure Island
- Myakka River State Park
- Splash Harbour Water Park
- River Strand Golf and Country Club
- Clearwater Marine Aquarium
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