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
4.99 out of 5 average rating, 99 reviewsSarasota Pool House
Jun 23 – 30
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!
Mar 30 – Apr 6
Guesthouse in Siesta Key
4.95 out of 5 average rating, 21 reviewsSiesta Key Luxurious Beach Cottage
Oct 6 – 13
Guesthouse in Sarasota
4.47 out of 5 average rating, 125 reviewsLa Casa Pequeña - Pool House
May 17 – 24
Guest house rentals with a patio
Guesthouse in Bradenton
4.99 out of 5 average rating, 136 reviewsConch Cottage adorable one bedroom with pool.
Aug 30 – Sep 6
Guesthouse in Bradenton
4.96 out of 5 average rating, 107 reviewsSweet MERMAID #1
Sep 26 – Oct 3
Guesthouse in Bradenton
4.94 out of 5 average rating, 126 reviewsThe Enchantment, Cozy guesthouse,7mi to the beach!
Aug 5 – 12
Guesthouse in Bradenton Beach
5.0 out of 5 average rating, 121 reviewsBradenton Beach Sunsets 1, Anna Maria Island, FL
Aug 3 – 10
Guesthouse in Sarasota
4.83 out of 5 average rating, 40 reviewsCocoanut Cottage - Fenced Yard for Pups!
Jul 16 – 23
Guesthouse in Sarasota
4.91 out of 5 average rating, 66 reviewsCity Garden Cottage
Jul 19 – 26
Guesthouse in Sarasota
4.96 out of 5 average rating, 23 reviewsDowntown Sarasota Guest House
Jun 15 – 22
Guesthouse in Sarasota
4.88 out of 5 average rating, 96 reviewsGuest house w/heated salt water pool and Game Room
Nov 13 – 20
Guest house rentals with a washer and dryer
Guesthouse in Sarasota
4.83 out of 5 average rating, 190 reviewsCozy Cottage by the Bay
Jul 22 – 29
Guesthouse in Englewood
4.97 out of 5 average rating, 202 reviewsShabby chic cottage with pool one mile from beach
Apr 16 – 23
Guesthouse in St. Pete Beach
4.92 out of 5 average rating, 153 reviewsA Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!
Apr 6 – 13
Guesthouse in Englewood
4.87 out of 5 average rating, 293 reviewsBeach Casita. Private Beach access.
May 13 – 20
Guesthouse in Sarasota
4.95 out of 5 average rating, 20 reviewsNEW cottage near Downtown with boat parking
Oct 30 – Nov 6
Guesthouse in Sarasota
5.0 out of 5 average rating, 28 reviewsBeautifully decorated 1bdrm carriage house
May 27 – Jun 3
Guesthouse in Sarasota
4.91 out of 5 average rating, 23 reviews*Azure Guesthouse* Walkable! Patio! Beach 8 min!
Jun 15 – 22
Guesthouse in Sarasota
4.94 out of 5 average rating, 52 reviewsNew Cozy Wild Cottage near Pinecraft.
Jun 30 – Jul 7
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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