Guesthouse vacation rentals in Sarasota

Find and book unique guesthouse rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Sarasota guesthouse rentals

Family-friendly guest house rentals

Guest favorite
A tranquil beach scene is depicted, showcasing crystal-clear waters that blend from turquoise to green. A person stands waist-deep in the water, with a horizon extending into the distance. Driftwood and natural debris adorn the sandy shore under a bright blue sky with scattered clouds.
Guesthouse in Sarasota
4.93 out of 5 average rating, 509 reviews

La Casetta: "the little house" near to the beaches

BrandonRating, 5 stars1 week ago
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!!
Guest favorite
A cozy living area features a blue sofa paired with a black ottoman and a small blue side table. A potted plant sits on the table, and a colorful wall art piece is displayed nearby. Natural light filters through two windows with blinds.
Guesthouse in St. Petersburg
4.85 out of 5 average rating, 477 reviews

Cute home in historic neighborhood

DeborahRating, 5 stars3 days ago
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.
Top guest favorite
A two-story house is depicted, featuring white siding and a green accent on the lower level. The driveway is paved with light-colored bricks, leading to a garage with multiple doors. Lush greenery surrounds the property, providing a serene environment.
Guesthouse in Seminole
4.95 out of 5 average rating, 243 reviews

Private Apt/3miles from beaches/Treehouse.like

KristopherRating, 5 stars1 week ago
Fantastic Stay at Karen’s Place! Our stay at Karen’s Airbnb was exceptional! From her warm welcome to the beautiful, clean, and well-equipped home, every detail was perfect. Karen’s genuine hospitality truly stood out. The location was both convenient and peaceful. Highly recommended—thank you, Karen, for a memorable stay! Looking forward to our next visit!
Superhost
A bright living area features beach-themed decor with a floral couch and a wicker chair. A low table sits at the center, alongside a television and mini-split AC unit. Light-colored curtains frame the window, and a glimpse of the bedroom is visible through an open passage.
Guesthouse in St. Petersburg
4.76 out of 5 average rating, 332 reviews

The Lassing House

LaurenRating, 5 stars1 month ago
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.
Top guest favorite
A spacious bedroom features a king-size bed adorned with a blue and white textured coverlet. Soft natural light filters through the window, illuminating the room, which includes a nightstand, dresser, and a comfortable bench at the foot of the bed.
Guesthouse in Sarasota
4.97 out of 5 average rating, 271 reviews

Sarasota guest house only 8 miles to Siesta Key

StacyRating, 5 stars2 days ago
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!
Top guest favorite
Guesthouse in Sarasota
4.98 out of 5 average rating, 262 reviews

Casita Lantana, a 1925 cottage in a Tropical Oasis

EricRating, 5 stars3 days ago
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!
Top guest favorite
A spacious room features a king size bed with coordinating pillows and light bedding. A chic chandelier hangs from the ceiling, illuminating the space. Natural light enters through the window, while a comfortable seating area with decorative pillows and a coffee table complete the inviting environment.
Guesthouse in Sarasota
4.87 out of 5 average rating, 412 reviews

The Cottage, very close to Siesta Beach!

MelanieRating, 5 stars2 weeks ago
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!
Guest favorite
A cozy living area features a sleek black futon positioned against a green wall, accompanied by a light yellow pillow. Natural light filters through two windows, illuminating a small table set for meals in the adjoining space, which has a red tablecloth and colorful chairs.
Guesthouse in North Downtown
4.88 out of 5 average rating, 185 reviews

The Uptown Treehouse - Downtown St. Pete 1Br Apt

MichaelaRating, 5 stars1 month ago
Dirk & Erika are very responsive with very clear instructions. They're also very friendly!

Guest house rentals with a patio

Superhost
Guesthouse in St. Petersburg
4.85 out of 5 average rating, 321 reviews

NEW Luxury Casita w/Hot Tub, Fire Pit, BackyardđŸâ˜€ïžđŸ–

LindseyRating, 5 stars1 week ago
Cute, safe, and relaxing place. The back patio area is peaceful, the neighborhood is nice, and most importantly clean. We loved it.
Top guest favorite
A bright sleeping area features light wood flooring and a wooden ceiling. A spacious bed is paired with bedside tables and a small dining table for two. Wall-mounted lighting provides soft illumination, and an air conditioning unit ensures comfort.
Guesthouse in Apollo Beach
4.95 out of 5 average rating, 108 reviews

Waterfront Studio Home in Paradise

KailaniRating, 5 stars1 week ago
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.
Guest favorite
A cozy sleeping area features a spacious bed with layered bedding, complemented by two decorative pillows. A rustic green cabinet stands nearby, while books are neatly arranged on a side table. Soft lighting is provided by a lamp, enhancing the relaxed atmosphere.
Guesthouse in St. Petersburg
4.89 out of 5 average rating, 55 reviews

Missing Studio

KateRating, 5 stars1 week ago
a beautiful tropical sanctuary! a modern/rustic studio with everything we needed for a peaceful stay.
Guest favorite
A stylish living area is depicted, featuring a light-colored sofa and a striking abstract artwork. A compact kitchen with white cabinetry is visible, complemented by red bar stools at a counter. Bright lighting enhances the clean lines and modern aesthetic of the space.
Guesthouse in Cape Coral
4.91 out of 5 average rating, 129 reviews

Cute & Cozy

DavidRating, 5 stars1 week ago
A quiet overnight stay and a responsive host. I always find it interesting how folks make space within their space.
Guest favorite
A private outdoor area features a cozy swing sofa under a wooden pergola, surrounded by lush greenery. Several comfortable chairs are positioned around a small fire pit, creating a welcoming space for relaxation. Natural light filters gently through the surrounding trees.
Guesthouse in Downtown Sarasota
4.88 out of 5 average rating, 117 reviews

City Garden Cottage

RobRating, 5 stars3 weeks ago
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.
Top guest favorite
A spacious driveway leads to a white privacy fence that encloses the property. Lush greenery and colorful plants are visible along the edges, while a large storage shed and towering trees provide a natural backdrop.
Guesthouse in Bradenton
4.97 out of 5 average rating, 173 reviews

Sweet MERMAID #1

JeromeRating, 5 stars5 days ago
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.
Guest favorite
Guesthouse in Historic Kenwood
4.97 out of 5 average rating, 128 reviews

Oasis historic cottage w/Tropical Patio/Parking

Marie ClaireRating, 5 stars1 week ago
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.
Guest favorite
A compact sleeping area features a striped blanket draped over a spacious bed with two white pillows. A piece of wall art displaying a flower adds a decorative touch. A small sink and mirror are visible in the background, enhancing the functionality of the space.
Guesthouse in Seminole
4.85 out of 5 average rating, 105 reviews

tinyhome en largo

BillyRating, 5 stars1 week ago
Alejandro’s 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

Top guest favorite
The exterior entrance features a staircase leading to a welcoming door adorned with a decorative sign. Lush green palm leaves frame the steps, and the house is painted in soft yellow with contrasting green accents under a clear blue sky.
Guesthouse in Fort Myers
4.96 out of 5 average rating, 23 reviews

The Palmview Loft

TimothyRating, 5 stars1 month ago
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.
Top guest favorite
A modern kitchen and living space is visible, featuring a large island with seating for four and stainless steel appliances. A comfortable seating area is arranged with a brown coffee table and various decorative items, while large windows allow natural light to fill the room.
Guesthouse in Historic Kenwood
4.99 out of 5 average rating, 84 reviews

Kenwood Retreat - 1BR carriage house

AmyRating, 5 stars1 week ago
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 “just right” 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.
Guest favorite
A sandy beach area is visible, lined with palm trees providing shade. A smooth path meanders alongside the shore, leading toward the water. Bright skies and calm waters create a serene atmosphere, with distant buildings partially visible against the backdrop of greenery.
Guesthouse in Historic Old Northeast
4.93 out of 5 average rating, 223 reviews

Cozy Coastal Casita

A.K.Rating, 5 stars1 month ago
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.
Superhost
A serene salt-water lagoon is featured, surrounded by lush green plants and colorful foliage. A natural stone waterfall cascades into the blue water, creating a calm atmosphere. The surrounding area is enclosed by wooden fencing, promoting privacy.
Guesthouse in St. Petersburg
4.85 out of 5 average rating, 140 reviews

Close to everything. w/2 Bikes

DanielleRating, 5 stars1 month ago
We absolutely loved our stay at Lisa’s 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.
Top guest favorite
An elegant rooftop lounge area features expansive sectional seating surrounded by vibrant greenery. A fire pit sits at the center, providing warmth and ambiance. White cabanas line the space, illuminated by soft purple and green lighting, with a view of the water and horizon in the background.
Guesthouse in Historic Old Northeast
4.91 out of 5 average rating, 125 reviews

Private 2 BR Backyard Oasis, Walk to Downtown!

NicoleRating, 5 stars1 month ago
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!
Top guest favorite
A charming house features a light blue exterior with white trim and is adorned with festive decorations. Lush greenery surrounds the property, with a well-maintained front lawn and a pathway leading to the entrance. A large tree offers shade in the front yard.
Guesthouse in Historic Old Northeast
4.98 out of 5 average rating, 243 reviews

Historic Old Northeast Get A Way

FrancoRating, 5 stars5 months ago
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.
Top guest favorite
A functional kitchen corner features a granite countertop with an electric stove and coffee maker. Above, wooden shelves hold a variety of glassware, plates, and decorative items. A utensil holder with kitchen tools adds convenience, while a paper towel roll is neatly stored nearby.
Guesthouse in Arcadia
4.98 out of 5 average rating, 46 reviews

The Shop House

ShayeRating, 5 stars1 week ago
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!
Superhost
A cozy bed features a soft green headboard with decorative pillows showcasing nautical themes. Warm light emanates from a bedside lamp, illuminating the charming wooden wall behind. An air conditioning unit is visible near the ceiling, providing comfort for guests.
Guesthouse in St. Petersburg
4.89 out of 5 average rating, 511 reviews

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

DougRating, 5 stars1 month ago
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

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Sarasota
  6. Guesthouse rentals