Guesthouse vacation rentals in Sarasota County
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Top-rated guesthouse rentals in Sarasota County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Sarasota County guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Sarasota
4.99 out of 5 average rating, 99 reviewsSarasota Pool House
Nov 29 – Dec 6
Guesthouse in Port Charlotte
4.84 out of 5 average rating, 44 reviewsExclusive Apartment in Park Setting
May 12 – 19
Guesthouse in Sarasota
4.78 out of 5 average rating, 18 reviewsGuest House Get Away! Great Area. Private. Relax!
Oct 20 – 27
Guesthouse in Siesta Key
4.95 out of 5 average rating, 21 reviewsSiesta Key Luxurious Beach Cottage
Oct 7 – 14
Guesthouse in Sarasota
4.47 out of 5 average rating, 125 reviewsLa Casa Pequeña - Pool House
May 18 – 25
Guest house rentals with a patio
Guesthouse in Sarasota
4.88 out of 5 average rating, 96 reviewsGuest house w/heated salt water pool and Game Room
Feb 25 – Mar 4
Guesthouse in Sarasota
4.91 out of 5 average rating, 66 reviewsCity Garden Cottage
Jul 22 – 29
Guesthouse in Sarasota
5.0 out of 5 average rating, 13 reviewsThai Retreat 6 Miles to Siesta Beach
May 20 – 27
Guesthouse in Sarasota
4.92 out of 5 average rating, 98 reviewsCozy Heaven Studio I
Jul 15 – 22
Guesthouse in Sarasota
4.83 out of 5 average rating, 40 reviewsCocoanut Cottage - Fenced Yard for Pups!
Jun 16 – 23
Guesthouse in Sarasota
4.86 out of 5 average rating, 35 reviewsCozy cottage get-away for Two!
Dec 29 – Jan 5
Guesthouse in Sarasota
4.92 out of 5 average rating, 36 reviewsAdorable Private Quiet Guesthouse with Patio
Apr 16 – 23
Guesthouse in Sarasota
4.89 out of 5 average rating, 75 reviewsUniversity Pines Studio in Sarasota
Mar 30 – Apr 6
Guest house rentals with a washer and dryer
Guesthouse in Sarasota
4.83 out of 5 average rating, 190 reviewsCozy Cottage by the Bay
Oct 9 – 16
Guesthouse in Sarasota
4.94 out of 5 average rating, 65 reviewsCute Guest house Sarasota by UTC
Mar 1 – 8
Guesthouse in Sarasota
4.95 out of 5 average rating, 20 reviewsNEW cottage near Downtown with boat parking
Dec 10 – 17
Guesthouse in Sarasota
5.0 out of 5 average rating, 28 reviewsBeautifully decorated 1bdrm carriage house
May 27 – Jun 3
Guesthouse in Sarasota
4.94 out of 5 average rating, 52 reviewsNew Cozy Wild Cottage near Pinecraft.
Jul 12 – 19
Guesthouse in Sarasota
4.93 out of 5 average rating, 68 reviewsStorybook Cottage With Pool Near the Bay & Beach
Oct 17 – 24
Guesthouse in Sarasota
4.95 out of 5 average rating, 81 reviewsPrivate Top Floor Guest House with the Gulf Nearby
Jun 1 – 8
Guesthouse in Sarasota
4.91 out of 5 average rating, 23 reviews*Azure Guesthouse* Walkable! Patio! Beach 8 min!
Jun 29 – Jul 6
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