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
4.97 out of 5 average rating, 410 reviewsQuick and Easy Walk Downtown - Tons of Amenities
Apr 25 – May 2
Guesthouse in Sarasota
4.98 out of 5 average rating, 130 reviewsThe Mermaid and Corkscrew Loft
Nov 22 – 29
Guesthouse in Bradenton
4.99 out of 5 average rating, 313 reviewsCharming Studio Apartment in Historic Neighborhood
Oct 28 – Nov 4
Guesthouse in Gulfport
4.89 out of 5 average rating, 18 reviewsCozy Old Florida Duplex with keyless entry
Aug 23 – 30
Guesthouse in Gulfport
4.58 out of 5 average rating, 116 reviewsSpacious Gulfport Studio in Cottage Duplex
Jun 25 – Jul 2
Guesthouse in Sarasota
4.99 out of 5 average rating, 99 reviewsSarasota Pool House
Oct 26 – Nov 2
Guesthouse in Saint Petersburg
4.75 out of 5 average rating, 289 reviewsThe Lassing House
Oct 9 – 16
Guesthouse in Port Charlotte
4.84 out of 5 average rating, 44 reviewsExclusive Apartment in Park Setting
May 18 – 25
Guest house rentals with a patio
Guesthouse in Bradenton
4.99 out of 5 average rating, 136 reviewsConch Cottage adorable one bedroom with pool.
Nov 20 – 27
Guesthouse in Bradenton
4.95 out of 5 average rating, 128 reviewsThe Enchantment, Cozy guesthouse,7mi to the beach!
Oct 16 – 23
Guesthouse in Bradenton Beach
5.0 out of 5 average rating, 123 reviewsBradenton Beach Sunsets 1, Anna Maria Island, FL
Nov 19 – 26
Guesthouse in Sarasota
4.88 out of 5 average rating, 96 reviewsGuest house w/heated salt water pool and Game Room
Sep 13 – 20
Guesthouse in Sarasota
4.96 out of 5 average rating, 25 reviewsDowntown Sarasota Guest House
Dec 10 – 17
Guesthouse in Sarasota
4.91 out of 5 average rating, 66 reviewsCity Garden Cottage
Jul 28 – Aug 4
Guesthouse in Sarasota
4.92 out of 5 average rating, 98 reviewsCozy Heaven Studio I
Aug 5 – 12
Guesthouse in Sarasota
4.83 out of 5 average rating, 42 reviewsCocoanut Cottage - Fenced Yard for Pups!
Aug 14 – 21
Guest house rentals with a washer and dryer
Guesthouse in Englewood
4.97 out of 5 average rating, 205 reviewsShabby chic cottage with pool one mile from beach
May 18 – 23
Guesthouse in Sarasota
4.83 out of 5 average rating, 190 reviewsCozy Cottage by the Bay
Apr 25 – May 2
Guesthouse in St. Pete Beach
4.92 out of 5 average rating, 154 reviewsA Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!
Apr 13 – 20
Guesthouse in Gulfport
4.84 out of 5 average rating, 104 reviewsBamboo Carriage House
Jul 28 – Aug 4
Guesthouse in Englewood
4.87 out of 5 average rating, 293 reviewsBeach Casita. Private Beach access.
May 9 – 16
Guesthouse in Sarasota
4.95 out of 5 average rating, 20 reviewsNEW cottage near Downtown with boat parking
Nov 18 – 25
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, 53 reviewsNew Cozy Wild Cottage near Pinecraft.
Jul 17 – 24
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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