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
Get the amount of space that is right for you
Popular amenities for Sarasota guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Sarasota
4.93 out of 5 average rating, 474 reviewsLa Casetta: "the little house" near to the beaches
Guesthouse in Sarasota
4.99 out of 5 average rating, 107 reviewsSarasota Pool House
Guesthouse in Saint Petersburg
4.84 out of 5 average rating, 447 reviewsCute home in historic neighborhood
Guesthouse in Saint Petersburg
4.76 out of 5 average rating, 309 reviewsThe Lassing House
Guesthouse in Sarasota
4.97 out of 5 average rating, 263 reviewsSarasota guest house only 8 miles to Siesta Key
Guesthouse in Sarasota
4.98 out of 5 average rating, 253 reviewsCasita Lantana, a 1925 cottage in a Tropical Oasis
Guesthouse in Sarasota
4.87 out of 5 average rating, 399 reviewsThe Cottage, very close to Siesta Beach!
Guesthouse in North Downtown
4.88 out of 5 average rating, 180 reviewsThe Uptown Treehouse - Downtown St. Pete 1Br Apt
Guest house rentals with a patio
Guesthouse in St. Petersburg
4.86 out of 5 average rating, 279 reviewsNEW Luxury Casita w/Hot Tub, Fire Pit, Backyardđâď¸đ
Guesthouse in St. Petersburg
4.87 out of 5 average rating, 38 reviewsMissing Studio
Guesthouse in Downtown Sarasota
4.9 out of 5 average rating, 87 reviewsCity Garden Cottage
Guesthouse in Bradenton
4.96 out of 5 average rating, 69 reviewsModern-Fully Equipped Near Beaches, Downtown & IMG
Guesthouse in Bradenton
4.96 out of 5 average rating, 138 reviewsSweet MERMAID #1
Guesthouse in Port Charlotte
4.93 out of 5 average rating, 98 reviewsthe Pool House
Guesthouse in Historic Kenwood
5 out of 5 average rating, 34 reviewsKenwood Cottage
Guesthouse in Sarasota
4.93 out of 5 average rating, 15 reviewsBayou Oaks Guest House
Guest house rentals with a washer and dryer
Guesthouse in Historic Kenwood
5 out of 5 average rating, 70 reviewsKenwood Retreat - 1BR carriage house
Guesthouse in St. Petersburg
4.82 out of 5 average rating, 291 reviewsOld Southeast cottage
Guesthouse in Historic Old Northeast
4.93 out of 5 average rating, 208 reviewsCozy Coastal Casita
Guesthouse in St. Petersburg
4.84 out of 5 average rating, 135 reviewsClose to everything. w/2 Bikes
Guesthouse in Historic Old Northeast
4.91 out of 5 average rating, 120 reviewsPrivate 2 BR Backyard Oasis, Walk to Downtown!
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 56 reviewsAsk About $20 Cleaning Fee - Cal King Beach House
Guesthouse in Arcadia
4.97 out of 5 average rating, 29 reviewsThe Shop House
Guesthouse in Historic Kenwood
4.98 out of 5 average rating, 88 reviews2 bedroom guesthouse in hip Grand Central District
Quick stats about guesthouse rentals in Sarasota
Total rentals
60 properties
Total number of reviews
4.3K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Destinations to explore
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