Guesthouse holiday rentals in Sarasota
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Top-rated Guesthouses in Sarasota
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Sarasota guesthouses
Family-Friendly guesthouses
Guesthouse in Sarasota
4.99 out of 5 average rating, 102 reviewsSarasota Pool House
Guesthouse in Punta Gorda
4.9 out of 5 average rating, 233 reviewsCharming Cottage
Guesthouse in Sarasota
4.98 out of 5 average rating, 131 reviewsThe Mermaid and Corkscrew Loft
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
Guesthouse in Gulfport
4.58 out of 5 average rating, 117 reviewsSpacious Gulfport Studio in Cottage Duplex
Guesthouse in Sarasota
4.75 out of 5 average rating, 101 reviewsOne Bed Suite near Downtown Sarasota and Beaches
Guesthouse in Port Charlotte
4.84 out of 5 average rating, 44 reviewsExclusive Apartment in Park Setting
Guesthouses with a patio
Guesthouse in Bradenton
4.93 out of 5 average rating, 136 reviewsThe Enchantment, Cozy guesthouse,7mi to the beach!
Guesthouse in Bradenton
4.97 out of 5 average rating, 119 reviewsSweet MERMAID #1
Guesthouse in Sarasota
5.0 out of 5 average rating, 112 reviewsMagical Guesthouse 1 mi from SRQ airport
Guesthouse in Bradenton Beach
5.0 out of 5 average rating, 128 reviewsBradenton Beach Sunsets 1, Anna Maria Island, FL
Guesthouse in Sarasota
4.88 out of 5 average rating, 98 reviewsGuest house w/heated salt water pool and Game Room
Guesthouse in Sarasota
4.96 out of 5 average rating, 28 reviewsDowntown Sarasota Guest House
Guesthouse in Sarasota
4.89 out of 5 average rating, 71 reviewsCity Garden Cottage
Guesthouse in Sarasota
5.0 out of 5 average rating, 13 reviewsThai Retreat 6 Miles to Siesta Beach
Guest house rentals with a washing machine and dryer
Guesthouse in Sarasota
4.93 out of 5 average rating, 177 reviews1920s Cottage in a Private Tropical Wooded Setting
Guesthouse in Indian Beach-Sapphire Shores
4.81 out of 5 average rating, 197 reviewsCozy Cottage by the Bay
Guesthouse in Englewood
4.86 out of 5 average rating, 294 reviewsBeach Casita. Private Beach access.
Guesthouse in St. Pete Beach
4.92 out of 5 average rating, 159 reviewsA Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!
Guesthouse in Gulfport
4.84 out of 5 average rating, 104 reviewsBamboo Carriage House
Guesthouse in Sarasota
4.94 out of 5 average rating, 54 reviewsNew Cozy Wild Cottage near Pinecraft.
Guesthouse in Sarasota
4.95 out of 5 average rating, 20 reviewsNEW cottage near Downtown with boat parking
Guesthouse in Sarasota
4.93 out of 5 average rating, 69 reviewsStorybook Cottage With Pool Near the Bay & Beach
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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