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
Guesthouse in Bradenton
4.99 out of 5 average rating, 313 reviewsCharming Studio Apartment in Historic Neighborhood
Guesthouse in Punta Gorda
4.9 out of 5 average rating, 232 reviewsCharming Cottage
Guesthouse in Saint Petersburg
4.88 out of 5 average rating, 181 reviewsThe Uptown Treehouse - Downtown St. Pete 1Br Apt
Guesthouse in Saint Petersburg
4.84 out of 5 average rating, 431 reviewsCute home in historic neighborhood
Guesthouse in Sarasota
4.99 out of 5 average rating, 99 reviewsSarasota Pool House
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
Guest house rentals with a patio
Guesthouse in Sarasota
4.89 out of 5 average rating, 171 reviewsSupercute Beach Themed Retreat Free Parking Wi-FI
Guesthouse in St. Petersburg
4.99 out of 5 average rating, 137 reviewsCentral Cozy Cottage w/ Heated Pool & Hot Tub!
Guesthouse in Bradenton
4.96 out of 5 average rating, 112 reviewsSweet MERMAID #1
Guesthouse in Bradenton
4.94 out of 5 average rating, 132 reviewsThe Enchantment, Cozy guesthouse,7mi to the beach!
Guesthouse in Sarasota
5.0 out of 5 average rating, 107 reviewsMagical Guesthouse 1 mi from SRQ airport
Guesthouse in Bradenton Beach
5.0 out of 5 average rating, 126 reviewsBradenton Beach Sunsets 1, Anna Maria Island, FL
Guesthouse in St. Petersburg
4.87 out of 5 average rating, 124 reviewsCharming St Pete Studio Apt
Guesthouse in Sarasota
4.84 out of 5 average rating, 43 reviewsCocoanut Cottage - Fenced Yard for Pups!
Guest house rentals with a washer and dryer
Guesthouse in Sarasota
4.93 out of 5 average rating, 176 reviews1920s Cottage in a Private Tropical Wooded Setting
Guesthouse in St. Petersburg
4.97 out of 5 average rating, 118 reviewsCozy & Minimalist Garage Apt - Historic Old NE
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 450 reviewsPrivate Guest House sleeps 4 w/POOL & near beach!
Guesthouse in St. Petersburg
4.98 out of 5 average rating, 104 reviewsHistoric Kenwood KING walkable to Central Ave
Guesthouse in Saint Petersburg
4.99 out of 5 average rating, 303 reviewsThe Grove Street Bungalow in Downtown St Pete.
Guesthouse in Englewood
4.87 out of 5 average rating, 293 reviewsBeach Casita. Private Beach access.
Guesthouse in St. Pete Beach
4.92 out of 5 average rating, 156 reviewsA Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!
Guesthouse in Sarasota
4.95 out of 5 average rating, 20 reviewsNEW cottage near Downtown with boat parking
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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