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
Sep 2 – 9
Guesthouse in Sarasota
4.97 out of 5 average rating, 407 reviewsQuick and Easy Walk Downtown - Tons of Amenities
Jan 17 – 24
Guesthouse in Sarasota
4.99 out of 5 average rating, 98 reviewsSarasota Pool House
May 31 – Jun 7
Guesthouse in Port Charlotte
4.84 out of 5 average rating, 44 reviewsExclusive Apartment in Park Setting
May 6 – 13
Guesthouse in Sarasota
4.78 out of 5 average rating, 18 reviewsGuest House Get Away! Great Area. Private. Relax!
Sep 12 – 19
Guesthouse in Siesta Key
4.95 out of 5 average rating, 21 reviewsSiesta Key Luxurious Beach Cottage
Oct 1 – 8
Guesthouse in Sarasota
4.47 out of 5 average rating, 125 reviewsLa Casa Pequeña - Pool House
May 12 – 19
Guest house rentals with a patio
Guesthouse in Bradenton
4.99 out of 5 average rating, 134 reviewsConch Cottage adorable one bedroom with pool.
Jan 8 – 15
Guesthouse in Bradenton
4.94 out of 5 average rating, 125 reviewsThe Enchantment, Cozy guesthouse,7mi to the beach!
Jul 12 – 19
Guesthouse in Bradenton
4.96 out of 5 average rating, 107 reviewsSweet MERMAID #1
Sep 8 – 15
Guesthouse in Bradenton Beach
5.0 out of 5 average rating, 120 reviewsBradenton Beach Sunsets 1, Anna Maria Island, FL
Jan 10 – 17
Guesthouse in Sarasota
4.91 out of 5 average rating, 65 reviewsCity Garden Cottage
Jul 10 – 17
Guesthouse in Sarasota
4.92 out of 5 average rating, 97 reviewsCozy Heaven Studio I
Oct 5 – 12
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
4.95 out of 5 average rating, 21 reviewsDowntown Sarasota Guest House
Jul 17 – 24
Guest house rentals with a washer and dryer
Guesthouse in Sarasota
4.93 out of 5 average rating, 173 reviews1920s Cottage in a Private Tropical Wooded Setting
Jan 23 – 30
Guesthouse in St. Pete Beach
4.92 out of 5 average rating, 153 reviewsA Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!
Oct 7 – 14
Guesthouse in Englewood
4.87 out of 5 average rating, 293 reviewsBeach Casita. Private Beach access.
May 24 – 31
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, 51 reviewsNew Cozy Wild Cottage near Pinecraft.
May 27 – Jun 3
Guesthouse in Sarasota
4.95 out of 5 average rating, 20 reviewsNEW cottage near Downtown with boat parking
Feb 24 – Mar 3
Guesthouse in Sarasota
4.93 out of 5 average rating, 68 reviewsStorybook Cottage With Pool Near the Bay & Beach
Aug 8 – 15
Guesthouse in Sarasota
5.0 out of 5 average rating, 100 reviewsMagical Guesthouse 1 mi from SRQ airport
Jan 7 – 14
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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