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, 234 reviewsCasita Lantana, a 1925 cottage in a Tropical Oasis
Nov 25 – Dec 2
Guesthouse in Punta Gorda
4.9 out of 5 average rating, 230 reviewsCharming Cottage
Dec 29 – Jan 5
Guesthouse in Bradenton
4.99 out of 5 average rating, 313 reviewsCharming Studio Apartment in Historic Neighborhood
Guesthouse in Gulfport
4.89 out of 5 average rating, 18 reviewsCozy Old Florida Duplex with keyless entry
Aug 12 – 19
Guesthouse in Gulfport
4.58 out of 5 average rating, 116 reviewsSpacious Gulfport Studio in Cottage Duplex
Jun 24 – Jul 1
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 Siesta Key
4.95 out of 5 average rating, 21 reviewsSiesta Key Luxurious Beach Cottage
Oct 7 – 14
Guest house rentals with a patio
Guesthouse in Bradenton
4.96 out of 5 average rating, 107 reviewsSweet MERMAID #1
Jun 16 – 23
Guesthouse in Sarasota
5.0 out of 5 average rating, 102 reviewsMagical Guesthouse 1 mi from SRQ airport
Dec 11 – 18
Guesthouse in Bradenton
4.99 out of 5 average rating, 136 reviewsConch Cottage adorable one bedroom with pool.
Aug 1 – 8
Guesthouse in Bradenton
4.94 out of 5 average rating, 127 reviewsThe Enchantment, Cozy guesthouse,7mi to the beach!
Jul 18 – 25
Guesthouse in Bradenton Beach
5.0 out of 5 average rating, 121 reviewsBradenton Beach Sunsets 1, Anna Maria Island, FL
Sep 10 – 17
Guesthouse in Sarasota
4.91 out of 5 average rating, 66 reviewsCity Garden Cottage
Jul 22 – 29
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
4.92 out of 5 average rating, 98 reviewsCozy Heaven Studio I
Jul 15 – 22
Guest house rentals with a washer and dryer
Guesthouse in Englewood
4.97 out of 5 average rating, 202 reviewsShabby chic cottage with pool one mile from beach
May 18 – 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!
Dec 11 – 18
Guesthouse in Englewood
4.87 out of 5 average rating, 293 reviewsBeach Casita. Private Beach access.
May 9 – 16
Guesthouse in Downtown 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
Dec 10 – 17
Guesthouse in Sarasota
4.91 out of 5 average rating, 23 reviews*Azure Guesthouse* Walkable! Patio! Beach 8 min!
Jun 29 – Jul 6
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
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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