Guesthouse holiday rentals in Sarasota County
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in Sarasota County
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Sarasota County guesthouses
Family-Friendly guesthouses
Guesthouse in Sarasota
4.98 out of 5 average rating, 131 reviewsThe Mermaid and Corkscrew Loft
Guesthouse in Sarasota
4.75 out of 5 average rating, 101 reviewsOne Bed Suite near Downtown Sarasota and Beaches
Guesthouse in Port Charlotte
4.84 out of 5 average rating, 44 reviewsExclusive Apartment in Park Setting
Guesthouse in Siesta Key
4.95 out of 5 average rating, 22 reviewsSiesta Key Luxurious Beach Cottage
Guesthouse in Sarasota
New place to stayOsprey Landing
Guesthouses with a patio
Guesthouse in Sarasota
4.88 out of 5 average rating, 98 reviewsGuest house w/heated salt water pool and Game Room
Guesthouse in Sarasota
4.93 out of 5 average rating, 40 reviewsAdorable Private Quiet Guesthouse with Patio
Guesthouse in Sarasota
4.84 out of 5 average rating, 44 reviewsCocoanut Cottage - Fenced Yard for Pups!
Guesthouse in Sarasota
4.96 out of 5 average rating, 28 reviewsDowntown Sarasota Guest House
Guesthouse in Sarasota
4.9 out of 5 average rating, 79 reviewsUniversity Pines Studio in Sarasota
Guesthouse in Sarasota
5.0 out of 5 average rating, 13 reviewsThai Retreat 6 Miles to Siesta Beach
Guesthouse in Sarasota
4.89 out of 5 average rating, 72 reviewsCity Garden Cottage
Guesthouse in Sarasota
5.0 out of 5 average rating, 36 reviewsRomantic getaway- 1 bdr guest house
Guest house rentals with a washing machine and dryer
Guesthouse in Sarasota
4.93 out of 5 average rating, 177 reviews1920s Cottage in a Private Tropical Wooded Setting
Guesthouse in Sarasota
4.95 out of 5 average rating, 55 reviewsNew Cozy Wild Cottage near Pinecraft.
Guesthouse in Sarasota
4.95 out of 5 average rating, 20 reviewsNEW cottage near Downtown with boat parking
Guesthouse in Sarasota
4.93 out of 5 average rating, 69 reviewsStorybook Cottage With Pool Near the Bay & Beach
Guesthouse in Sarasota
4.9 out of 5 average rating, 92 reviewsSuper Clean Cozy and Quaint steps from the beach
Guesthouse in Sarasota
4.95 out of 5 average rating, 81 reviewsPrivate Top Floor Guest House with the Gulf Nearby
Guesthouse in Venice
4.86 out of 5 average rating, 22 reviewsCasa Bonita Guest Home/Near Beaches/Patio/1 bed
Guesthouse in Sarasota
4.92 out of 5 average rating, 24 reviews*Azure Guesthouse* Walkable! Patio! Beach 8 min!
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