Guesthouse vacation rentals in Sarasota
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Sarasota
Guests agree: these guesthouses 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 guesthouses
Family-friendly guesthouses
Guesthouse in Punta Gorda
4.9 out of 5 average rating, 232 reviewsCharming Cottage
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 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
4.58 out of 5 average rating, 117 reviewsSpacious Gulfport Studio in Cottage Duplex
Guesthouse in Gulfport
4.89 out of 5 average rating, 18 reviewsCozy Old Florida Duplex with keyless entry
Guesthouses with a patio
Guesthouse in Bradenton
4.96 out of 5 average rating, 108 reviewsSweet MERMAID #1
Guesthouse in Bradenton
4.94 out of 5 average rating, 131 reviewsThe Enchantment, Cozy guesthouse,7mi to the beach!
Guesthouse in St. Petersburg
4.99 out of 5 average rating, 136 reviewsCentral Cozy Cottage w/ Heated Pool & Hot Tub!
Guesthouse in Sarasota
5.0 out of 5 average rating, 104 reviewsMagical Guesthouse 1 mi from SRQ airport
Guesthouse in Bradenton Beach
5.0 out of 5 average rating, 125 reviewsBradenton Beach Sunsets 1, Anna Maria Island, FL
Guesthouse in St. Petersburg
4.87 out of 5 average rating, 122 reviewsCharming St Pete Studio Apt
Guesthouse in Sarasota
4.92 out of 5 average rating, 98 reviewsCozy Heaven Studio I
Guesthouse in Sarasota
4.91 out of 5 average rating, 69 reviewsCity Garden Cottage
Guesthouse rentals with a washer and dryer
Guesthouse in Sarasota
4.93 out of 5 average rating, 175 reviews1920s Cottage in a Private Tropical Wooded Setting
Guesthouse in St. Petersburg
4.97 out of 5 average rating, 117 reviewsCozy & Minimalist Garage Apt - Historic Old NE
Guesthouse in St. Petersburg
4.91 out of 5 average rating, 449 reviewsPrivate Guest House sleeps 4 w/POOL & near beach!
Guesthouse in St Petersburg
4.94 out of 5 average rating, 193 reviewsCozy Coastal Casita
Guesthouse in St. Pete Beach
4.92 out of 5 average rating, 155 reviewsA Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!
Guesthouse in Saint Petersburg
4.96 out of 5 average rating, 258 reviewsThe Dollhouse in Downtown St Pete
Guesthouse in Englewood
4.87 out of 5 average rating, 293 reviewsBeach Casita. Private Beach access.
Guesthouse in St. Petersburg
4.85 out of 5 average rating, 147 reviewsDowntown Guesthouse
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 Vacation rentals
- Tampa Vacation rentals
- Naples Vacation rentals
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- West Palm Beach Vacation rentals
- Boca Raton Vacation rentals
- Fort Lauderdale Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Key West Vacation rentals
- Havana Vacation rentals
- Guesthouse rentals United States
- House rentals United States
- Guesthouse rentals Florida
- House rentals Florida
- Guesthouse rentals Florida
- House rentals Florida
- Monthly Rentals Sarasota
- Private suite rentals Sarasota
- House rentals Sarasota
- Rentals with outdoor seating Sarasota
- Smoking-friendly rentals Sarasota
- Waterfront rentals Sarasota
- Condo rentals Sarasota
- Rentals with a patio Sarasota
- Boutique hotel rentals Sarasota
- Beachfront rentals Sarasota
- Rentals with a fireplace Sarasota
- Kid-friendly rentals Sarasota
- Rentals with a kayak Sarasota
- Townhouse rentals Sarasota
- Beach house rentals Sarasota
- Cottage rentals Sarasota
- Family-friendly rentals Sarasota
- Rentals with beach access Sarasota
- Wheelchair accessible rentals Sarasota
- Pet-friendly rentals Sarasota
- Beach condo rentals Sarasota
- Rentals with lake access Sarasota
- Villa rentals Sarasota
- Rentals with pools Sarasota
- Rentals with a washer and dryer Sarasota
- Rentals with a firepit Sarasota
- Apartment rentals Sarasota
- Bungalow rentals Sarasota
- Rentals with breakfast Sarasota
- Rentals with an EV charger Sarasota
- Fitness-friendly rentals Sarasota
- Rentals with a hot tub Sarasota
- Guesthouse rentals Kissimmee
- House rentals Kissimmee
- House rentals Tampa
- Guesthouse rentals Tampa
- Guesthouse rentals Sarasota County
- House rentals Sarasota County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom