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
4.98 out of 5 average rating, 130 reviewsThe Mermaid and Corkscrew Loft
Guesthouse in Punta Gorda
4.9 out of 5 average rating, 232 reviewsCharming Cottage
Guesthouse in Sarasota
4.97 out of 5 average rating, 412 reviewsQuick and Easy Walk Downtown - Tons of Amenities
Guesthouse in Bradenton
4.99 out of 5 average rating, 313 reviewsCharming Studio Apartment in Historic Neighborhood
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
Guesthouses with a patio
Guesthouse in Sarasota
4.89 out of 5 average rating, 172 reviewsSupercute Beach Themed Retreat Free Parking Wi-FI
Guesthouse in Sarasota
4.98 out of 5 average rating, 206 reviewsSiesta Breeze, adorable New Beach Style Studio !
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 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
4.9 out of 5 average rating, 30 reviewsSea Turtle Cove private oasis near beaches
Guesthouse in Sarasota
4.84 out of 5 average rating, 43 reviewsCocoanut Cottage - Fenced Yard for Pups!
Guest house rentals with a washing machine and dryer
Guesthouse in St Petersburg
4.94 out of 5 average rating, 194 reviewsCozy Coastal Casita
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, 451 reviewsPrivate Guest House sleeps 4 w/POOL & near beach!
Guesthouse in St. Petersburg
4.98 out of 5 average rating, 105 reviewsHistoric Kenwood KING walkable to Central Ave
Guesthouse in Englewood
4.87 out of 5 average rating, 293 reviewsBeach Casita. Private Beach access.
Guesthouse in Saint Petersburg
4.96 out of 5 average rating, 262 reviewsThe Dollhouse in Downtown St Pete
Guesthouse in St. Pete Beach
4.92 out of 5 average rating, 158 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
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
Destinations to explore
- Anna Maria Island Accommodation & holiday rentals
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