
Guesthouse vacation rentals in Sarasota County
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Sarasota County
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 County guesthouses
Family-friendly guesthouses

Serenity near the Coast

Guest studio

Mi Casa

Cozy guesthouse near Fl Beaches

Travelers Nook close to Venice Beach!

Private guest house in Sarasota!

The Sand Dune

Nokomis Beach Cottage
Guesthouses with a patio

Coastal Hideaway: 2/1 guest house close to UTC!

Clematis casita

Private/Peaceful Studio -Pet Friendly, Fenced Yard

City Garden Cottage

Indigo Studio with pool near fab Siesta Key Beach!

Pinecraft’s Newest Hideout

Grove Getaway near beach + downtown with pool!

Private Coastal Getaway - Your Home Away from Home
Guesthouse rentals with a washer and dryer

Alta Vida | Cozy Duplex Retreat

A Piece of Paradise at Serenity Ranch

Private Top Floor Guest House with the Gulf Nearby

Cabana/Guest house w/spa/pool 5min to Siesta key.

Treetops Studio~Adorable efficiency with balcony

Amazing Location West of the Trail

*Azure Guesthouse* Walkable! Patio! Beach 8 min!

Sarasota Bayside Hideaway
Destinations to explore
- Rentals with a fireplace Sarasota County
- Rentals with a patio Sarasota County
- Fitness-friendly rentals Sarasota County
- Rentals with an EV charger Sarasota County
- Rentals with a kayak Sarasota County
- Tiny house rentals Sarasota County
- Private suite rentals Sarasota County
- Condo rentals Sarasota County
- Apartment rentals Sarasota County
- Rentals with a sauna Sarasota County
- Rentals with pools Sarasota County
- Hotel rentals Sarasota County
- House rentals Sarasota County
- Pet-friendly rentals Sarasota County
- Family-friendly rentals Sarasota County
- Rentals with lake access Sarasota County
- Rentals with an accessible height toilet Sarasota County
- Luxury rentals Sarasota County
- Rentals with an accessible height bed Sarasota County
- Boutique hotel rentals Sarasota County
- Cottage rentals Sarasota County
- Beach condo rentals Sarasota County
- Rentals with a hot tub Sarasota County
- Rentals with outdoor seating Sarasota County
- Villa rentals Sarasota County
- Smoking-friendly rentals Sarasota County
- Rentals with a washer and dryer Sarasota County
- Rentals with beach access Sarasota County
- Resort rentals Sarasota County
- Rentals with breakfast Sarasota County
- Waterfront rentals Sarasota County
- Rentals with a firepit Sarasota County
- Beachfront rentals Sarasota County
- Townhouse rentals Sarasota County
- Guesthouse rentals Florida
- Guesthouse rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Anna Maria Public Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- Streamsong Resort
- Jannus Live
- North Beach
- Manasota Key Beach
- River Strand Golf and Country Club
- Fort De Soto Park
- North Beach At Fort DeSoto Park
- Mahaffey Theater
- Point Of Rocks
- Englewood Beach
- Things to do Sarasota County
- Things to do Florida
- Wellness Florida
- Food and drink Florida
- Art and culture Florida
- Tours Florida
- Sightseeing Florida
- Sports activities Florida
- Nature and outdoors Florida
- Entertainment Florida
- Things to do United States
- Food and drink United States
- Wellness United States
- Nature and outdoors United States
- Entertainment United States
- Sightseeing United States
- Tours United States
- Art and culture United States
- Sports activities United States