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
4.98 out of 5 average rating, 130 reviewsThe Mermaid and Corkscrew Loft
Feb 25 – Mar 4
Guesthouse in Sarasota
4.99 out of 5 average rating, 98 reviewsSarasota Pool House
Sep 24 – Oct 1
Guesthouse in Port Charlotte
4.84 out of 5 average rating, 44 reviewsExclusive Apartment in Park Setting
May 8 – 15
Guesthouse in Sarasota
4.78 out of 5 average rating, 18 reviewsGuest House Get Away! Great Area. Private. Relax!
Oct 14 – 21
Guesthouse in Siesta Key
4.95 out of 5 average rating, 21 reviewsSiesta Key Luxurious Beach Cottage
Oct 3 – 10
Guesthouse in Sarasota
4.47 out of 5 average rating, 125 reviewsLa Casa Pequeña - Pool House
May 14 – 21
Guest house rentals with a patio
Guesthouse in Sarasota
4.86 out of 5 average rating, 35 reviewsCozy cottage get-away for Two!
Aug 2 – 9
Guesthouse in Sarasota
4.88 out of 5 average rating, 96 reviewsGuest house w/heated salt water pool and Game Room
Sep 3 – 10
Guesthouse in Sarasota
4.83 out of 5 average rating, 40 reviewsCocoanut Cottage - Fenced Yard for Pups!
Jul 11 – 18
Guesthouse in Sarasota
4.91 out of 5 average rating, 65 reviewsCity Garden Cottage
Jul 18 – 25
Guesthouse in Sarasota
4.95 out of 5 average rating, 22 reviewsDowntown Sarasota Guest House
Oct 18 – 25
Guesthouse in Sarasota
4.92 out of 5 average rating, 97 reviewsCozy Heaven Studio I
Sep 13 – 20
Guesthouse in Sarasota
4.92 out of 5 average rating, 36 reviewsAdorable Private Quiet Guesthouse with Patio
Aug 17 – 24
Guesthouse in Sarasota
5.0 out of 5 average rating, 13 reviewsThai Retreat 6 Miles to Siesta Beach
Nov 2 – 9
Guest house rentals with a washer and dryer
Guesthouse in Sarasota
5.0 out of 5 average rating, 28 reviewsBeautifully decorated 1bdrm carriage house
May 27 – Jun 3
Guesthouse in Sarasota
4.95 out of 5 average rating, 20 reviewsNEW cottage near Downtown with boat parking
Jul 30 – Aug 6
Guesthouse in Sarasota
4.94 out of 5 average rating, 65 reviewsCute Guest house Sarasota by UTC
Feb 24 – Mar 3
Guesthouse in Sarasota
4.94 out of 5 average rating, 51 reviewsNew Cozy Wild Cottage near Pinecraft.
Jul 16 – 23
Guesthouse in Sarasota
4.91 out of 5 average rating, 23 reviews*Azure Guesthouse* Walkable! Patio! Beach 8 min!
Aug 9 – 16
Guesthouse in Sarasota
4.93 out of 5 average rating, 68 reviewsStorybook Cottage With Pool Near the Bay & Beach
Jul 21 – 28
Guesthouse in Sarasota
5.0 out of 5 average rating, 36 reviewsRomantic getaway- 1 bdr guest house
Sep 3 – 10
Guesthouse in Sarasota
4.95 out of 5 average rating, 81 reviewsPrivate Top Floor Guest House with the Gulf Nearby
Jul 17 – 24
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