Guest house holiday rentals in Sarasota

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Popular amenities for guest house rentals in Sarasota

Family-friendly guest house rentals

Guest favourite
Guest house in Sarasota
4.93 out of 5 average rating, 511 reviews

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

BenjaminRating, 5 stars1 week ago
My son and I visited Sarasota for a rowing event at Nathan Benderson Park. Elena's place was just what we needed -- accessible, clean, and quiet.
Guest favourite
Guest house in St. Petersburg
4.85 out of 5 average rating, 477 reviews

Cute home in historic neighborhood

DeborahRating, 5 stars1 week 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 favourite
Guest house in Seminole
4.95 out of 5 average rating, 244 reviews

Private Apt/3miles from beaches/Treehouse.like

KristopherRating, 5 stars3 weeks 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
Guest house in St. Petersburg
4.76 out of 5 average rating, 334 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 favourite
Guest house in Sarasota
4.97 out of 5 average rating, 271 reviews

Sarasota guest house only 8 miles to Siesta Key

StacyRating, 5 stars1 week 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 favourite
Guest house in Sarasota
4.98 out of 5 average rating, 263 reviews

Casita Lantana, a 1925 cottage in a Tropical Oasis

LaiyonnaRating, 5 stars4 days ago
Wow! This place was great for my partner and I. The place itself is beautiful and peaceful- a true oasis. Everything you need is there from kitchen items to beach play! It was very clean and has beautiful and trendy decor. It is also in a great location, nothing felt too far! We went to both Anna Maria Island and Siesta Key beach, which are both beautiful. Downtown Sarasota is a quick drive with cute cafes, restaurants, and art displays! I would recommend this place to anyone looking for a getaway to relax and unwind for a blissful weekend. I would rebook over and over again!
Top guest favourite
Guest house in Sarasota
4.87 out of 5 average rating, 412 reviews

The Cottage, very close to Siesta Beach!

MelanieRating, 5 stars3 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 favourite
Guest house 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
Guest house in St. Petersburg
4.85 out of 5 average rating, 324 reviews

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

MeganRating, 5 stars2 weeks ago
cute little studio, with a kitchenette and a big shower. Smart TV and they even left some popcorn and waters! The backyard was what really made this place shine. Beautiful jungle vibe, native plants, and a really peaceful set up, lots of birdwatching. A fire pit if it's cold ( did not try this out). The hot tub is incredible, multiple different seats with different jet configurations, super clean, good privacy. Great location near everything in St Pete. I will definitely be back!
Top guest favourite
Guest house in Apollo Beach
4.95 out of 5 average rating, 108 reviews

Waterfront Studio Home in Paradise

KailaniRating, 5 stars3 weeks 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 favourite
Guest house in St. Petersburg
4.89 out of 5 average rating, 55 reviews

Missing Studio

KateRating, 5 stars2 weeks ago
a beautiful tropical sanctuary! a modern/rustic studio with everything we needed for a peaceful stay.
Guest favourite
Guest house in Cape Coral
4.91 out of 5 average rating, 129 reviews

Cute & Cozy

DavidRating, 5 stars2 weeks ago
A quiet overnight stay and a responsive host. I always find it interesting how folks make space within their space.
Guest favourite
Guest house in Downtown Sarasota
4.88 out of 5 average rating, 119 reviews

City Garden Cottage

ErinRating, 5 stars3 weeks ago
This place was very clean and quiet. The location is fantastic! I would happily stay here again.
Top guest favourite
Guest house in Bradenton
4.97 out of 5 average rating, 174 reviews

Sweet MERMAID #1

JeromeRating, 5 stars2 weeks 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 favourite
Guest house in Historic Kenwood
4.94 out of 5 average rating, 131 reviews

Oasis historic cottage w/Tropical Patio/Parking

tonyRating, 5 stars1 day ago
Nicely designed, the space small but comfortable it has everything for us, easily get to all attractions in the areas
Guest favourite
Guest house in Seminole
4.85 out of 5 average rating, 105 reviews

tinyhome en largo

BillyRating, 5 stars3 weeks 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 washing machine and dryer

Top guest favourite
Guest house in Historic Kenwood
4.99 out of 5 average rating, 86 reviews

Kenwood Retreat - 1BR carriage house

Shanan And StephanieRating, 5 stars2 days ago
My wife and I recently had the pleasure of staying at Blake and Satori's charming Airbnb in St. Petersburg, Florida. The location couldn't have been better—just a stone's throw from a variety of fantastic restaurants, unique shops, and vibrant local attractions. The rental itself was immaculate, thoughtfully furnished, and incredibly comfortable, making it the perfect home base for our trip. Accessing the property was a breeze, and Blake and Satori were exceptional hosts, responding promptly and graciously to the few questions we had upon arrival. Their friendly demeanor made us feel truly welcome. We had a wonderful experience and wouldn’t hesitate to book with them again on our next visit to St. Pete!
Guest favourite
Guest house in Historic Old Northeast
4.93 out of 5 average rating, 225 reviews

Cozy Coastal Casita

BaileyRating, 5 stars2 weeks ago
We loved this place! We stayed as a family of 3, my husband, our 1 year old, and I. It felt like a nice safe neighborhood. There are tons of places to walk to nearby, the downtown area is about a mile away. The host was very responsive and friendly. The place itself was super cute and felt very clean! The pool was also very nice and clean. I would highly recommend staying here.
Superhost
Guest house 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 favourite
Guest house in Historic Old Northeast
4.91 out of 5 average rating, 126 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!
Guest favourite
Guest house in Palmetto
4.91 out of 5 average rating, 35 reviews

Guest House central to Anna Maria and St Pete

MarkRating, 5 stars1 month ago
A beautiful home away from home. Very quiet & peaceful neighborhood. Very convenient to every things.
Top guest favourite
Guest house 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 favourite
Guest house in Arcadia
4.98 out of 5 average rating, 46 reviews

The Shop House

ShayeRating, 5 stars3 weeks 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
Guest house in St. Petersburg
4.89 out of 5 average rating, 510 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 guest house 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

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