Guesthouse vacation rentals in Sarasota
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Sarasota
Guests agree: these guesthouses 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 guesthouses
Family-friendly guesthouses
Guesthouse in Sarasota
4.97 out of 5 average rating, 413 reviewsQuick and Easy Walk Downtown - Tons of Amenities
Guesthouse in Sarasota
4.97 out of 5 average rating, 236 reviewsCasita Lantana, a 1925 cottage in a Tropical Oasis
Guesthouse in Sarasota
4.99 out of 5 average rating, 102 reviewsSarasota Pool House
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
4.75 out of 5 average rating, 101 reviewsOne Bed Suite near Downtown Sarasota and Beaches
Guesthouse in Gulfport
4.89 out of 5 average rating, 18 reviewsCozy Old Florida Duplex with keyless entry
Guesthouse in Gulfport
4.58 out of 5 average rating, 117 reviewsSpacious Gulfport Studio in Cottage Duplex
Guesthouses with a patio
Guesthouse in Sarasota
4.89 out of 5 average rating, 174 reviewsSupercute Beach Themed Retreat Free Parking Wi-FI
Guesthouse in Bradenton
4.97 out of 5 average rating, 115 reviewsSweet MERMAID #1
Guesthouse in Sarasota
4.98 out of 5 average rating, 206 reviewsSiesta Breeze, adorable New Beach Style Studio !
Guesthouse in Bradenton
4.93 out of 5 average rating, 134 reviewsThe Enchantment, Cozy guesthouse,7mi to the beach!
Guesthouse in Bradenton Beach
5.0 out of 5 average rating, 127 reviewsBradenton Beach Sunsets 1, Anna Maria Island, FL
Guesthouse in Sarasota
4.88 out of 5 average rating, 98 reviewsGuest house w/heated salt water pool and Game Room
Guesthouse in Sarasota
4.84 out of 5 average rating, 44 reviewsCocoanut Cottage - Fenced Yard for Pups!
Guesthouse in Sarasota
4.89 out of 5 average rating, 70 reviewsCity Garden Cottage
Guesthouse rentals with a washer and dryer
Guesthouse in Englewood
4.86 out of 5 average rating, 294 reviewsBeach Casita. Private Beach access.
Guesthouse in Sarasota
4.81 out of 5 average rating, 196 reviewsCozy Cottage by the Bay
Guesthouse in St. Pete Beach
4.92 out of 5 average rating, 158 reviewsA Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!
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
Guesthouse in Sarasota
4.92 out of 5 average rating, 24 reviews*Azure Guesthouse* Walkable! Patio! Beach 8 min!
Guesthouse in Sarasota
4.94 out of 5 average rating, 54 reviewsNew Cozy Wild Cottage near Pinecraft.
Guesthouse in Bradenton
4.98 out of 5 average rating, 41 reviewsSerenity Lake
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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