Guesthouse vacation rentals in Sarasota County
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Sarasota County
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 County guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Siesta Key
4.95 out of 5 average rating, 22 reviewsSiesta Key Luxurious Beach Cottage
Guesthouse in Port Charlotte
4.84 out of 5 average rating, 44 reviewsExclusive Apartment in Park Setting
Guesthouse in Sarasota
4.74 out of 5 average rating, 102 reviewsOne Bed Suite near Downtown Sarasota and Beaches
Guesthouse in Sarasota
4.98 out of 5 average rating, 131 reviewsThe Mermaid and Corkscrew Loft
Guesthouse in Sarasota
4.97 out of 5 average rating, 439 reviewsQuick and Easy Walk Downtown - Tons of Amenities
Guesthouse in Sarasota
4.78 out of 5 average rating, 18 reviewsGuest House Get Away! Great Area. Private. Relax!
Guest house rentals with a patio
Guesthouse in Sarasota
4.93 out of 5 average rating, 42 reviewsDowntown Sarasota Guest House
Guesthouse in Sarasota
4.9 out of 5 average rating, 88 reviewsCity Garden Cottage
Guesthouse in Sarasota
5 out of 5 average rating, 3 reviewsIndigo Studio with pool near fab Siesta Key Beach!
Guesthouse in Sarasota
5 out of 5 average rating, 13 reviewsRelaxing Retreat Near Siesta Key Beach
Guesthouse in Sarasota
4.97 out of 5 average rating, 63 reviewsHave a great time
Guesthouse in Port Charlotte
4.93 out of 5 average rating, 100 reviewsthe Pool House
Guesthouse in Sarasota
5 out of 5 average rating, 10 reviewsPinecraft’s Newest Hideout
Guest house rentals with a washer and dryer
Guesthouse in Venice
5 out of 5 average rating, 13 reviewsModern, cozy family get-a-way: Bottomless Mimosa
Guesthouse in Nokomis
5 out of 5 average rating, 33 reviewsCoastal Heaven
Guesthouse in Sarasota
4.91 out of 5 average rating, 35 reviewsA Piece of Paradise at Serenity Ranch
Guesthouse in Sarasota
4.93 out of 5 average rating, 70 reviewsAmazing Location West of the Trail
Guesthouse in Sarasota
4.93 out of 5 average rating, 27 reviews*Azure Guesthouse* Walkable! Patio! Beach 8 min!
Guesthouse in Nokomis
5 out of 5 average rating, 58 reviewsUndamaged 1/1 Historic Nokomis Cottage
Guesthouse in Sarasota
5 out of 5 average rating, 20 reviewsPeace of paradise
Guesthouse in Sarasota
4.96 out of 5 average rating, 68 reviewsNew Cozy Wild Cottage near Pinecraft.
Destinations to explore
- Guesthouse rentals United States
- House rentals United States
- House rentals Florida
- Guesthouse rentals Florida
- House rentals Florida
- Guesthouse rentals Florida
- House rentals Kissimmee
- Guesthouse rentals Tampa
- House rentals Tampa
- Rentals with a kayak Sarasota County
- Tiny house rentals Sarasota County
- Rentals with a hot tub Sarasota County
- Private suite rentals Sarasota County
- Boutique hotel rentals Sarasota County
- Resort rentals Sarasota County
- Luxury rentals Sarasota County
- Monthly Rentals Sarasota County
- Rentals with beach access Sarasota County
- Townhouse rentals Sarasota County
- Rentals with a washer and dryer Sarasota County
- Rentals with an EV charger Sarasota County
- Pet-friendly rentals Sarasota County
- Rentals with outdoor seating Sarasota County
- Rentals with an accessible height toilet Sarasota County
- Family-friendly rentals Sarasota County
- House rentals Sarasota County
- Apartment rentals Sarasota County
- Kid-friendly rentals Sarasota County
- Fitness-friendly rentals Sarasota County
- Beachfront rentals Sarasota County
- Rentals with a fire pit Sarasota County
- Rentals with breakfast Sarasota County
- Waterfront rentals Sarasota County
- Rentals with lake access Sarasota County
- Condo rentals Sarasota County
- Villa rentals Sarasota County
- Smoking-friendly rentals Sarasota County
- Cottage rentals Sarasota County
- Hotel rentals Sarasota County
- Rentals with a sauna Sarasota County
- Rentals with a patio Sarasota County
- Rentals with a fireplace Sarasota County
- Rentals with pools 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
- Things to do United States
- Art and culture United States
- Entertainment United States
- Sports activities United States
- Food and drink United States
- Sightseeing United States
- Nature and outdoors United States
- Wellness United States
- Things to do Florida
- Sightseeing Florida
- Art and culture Florida
- Entertainment Florida
- Wellness Florida
- Food and drink Florida
- Nature and outdoors Florida
- Sports activities Florida
- Things to do Sarasota County
- Nature and outdoors Sarasota County