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
4.98 out of 5 average rating, 130 reviewsThe Mermaid and Corkscrew Loft
Guesthouse in Punta Gorda
4.9 out of 5 average rating, 232 reviewsCharming Cottage
Guesthouse in Bradenton
4.99 out of 5 average rating, 313 reviewsCharming Studio Apartment in Historic Neighborhood
Guesthouse in Sarasota
4.99 out of 5 average rating, 99 reviewsSarasota Pool House
Guesthouse in Gulfport
4.58 out of 5 average rating, 117 reviewsSpacious Gulfport Studio in Cottage Duplex
Guesthouse in Gulfport
4.89 out of 5 average rating, 18 reviewsCozy Old Florida Duplex with keyless entry
Guesthouse in Saint Petersburg
4.98 out of 5 average rating, 268 reviewsCharming apartment in Historic Kenwood
Guesthouse in Saint Petersburg
4.76 out of 5 average rating, 291 reviewsThe Lassing House
Guest house rentals with a patio
Guesthouse in Bradenton
4.94 out of 5 average rating, 129 reviewsThe Enchantment, Cozy guesthouse,7mi to the beach!
Guesthouse in Bradenton
4.99 out of 5 average rating, 136 reviewsConch Cottage adorable one bedroom with pool.
Guesthouse in Bradenton Beach
5.0 out of 5 average rating, 124 reviewsBradenton Beach Sunsets 1, Anna Maria Island, FL
Guesthouse in St. Petersburg
4.87 out of 5 average rating, 122 reviewsCharming St Pete Studio Apt
Guesthouse in Sarasota
4.91 out of 5 average rating, 67 reviewsCity Garden Cottage
Guesthouse in Sarasota
4.88 out of 5 average rating, 96 reviewsGuest house w/heated salt water pool and Game Room
Guesthouse in Sarasota
4.96 out of 5 average rating, 26 reviewsDowntown Sarasota Guest House
Guesthouse in Sarasota
4.92 out of 5 average rating, 98 reviewsCozy Heaven Studio I
Guest house rentals with a washer and dryer
Guesthouse in Englewood
4.97 out of 5 average rating, 205 reviewsShabby chic cottage with pool one mile from beach
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 447 reviewsPrivate Guest House sleeps 4 w/POOL & near beach!
Guesthouse in Englewood
4.87 out of 5 average rating, 293 reviewsBeach Casita. Private Beach access.
Guesthouse in St. Pete Beach
4.92 out of 5 average rating, 155 reviewsA Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!
Guesthouse in St. Petersburg
4.98 out of 5 average rating, 103 reviewsHistoric Kenwood walkable to Central Ave, King Bed
Guesthouse in Sarasota
4.83 out of 5 average rating, 190 reviewsCozy Cottage by the Bay
Guesthouse in Gulfport
4.84 out of 5 average rating, 104 reviewsBamboo Carriage House
Guesthouse in Sarasota
4.95 out of 5 average rating, 20 reviewsNEW cottage near Downtown with boat parking
Quick stats about guesthouse rentals in Sarasota
Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
4.2K reviews
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