Smoking friendly vacation rentals in Sarasota County

4.97 out of 5 average rating, 235 reviews

A compact sleeping area is furnished with a wooden bed frame and a colorful assortment of throw pillows. A modern air conditioning unit is mounted above, while a bedside table holds a lamp. Light streams in through the window adorned with wooden blinds.

Apartment in Sarasota

Modern Private Apartment 1 Block from Sarasota Bay

One block from Sarasota Bay - completely remodeled and fully furnished guest apartment with a Miami deco feel. The unit is a little over 300 sf with full kitchen, one bathroom w/ shower, comfy queen bed, several stools/ chairs, flat screen tv, wifi, off-street parking, six USB ports for easy charging and sitting area outdoors on front porch. Five minutes to downtown or SRQ airport, 15 minutes to Lido Beach, and 25 minutes to Siesta Beach with easy access to University Parkway or Fruitville Rd.

4.76 out of 5 average rating, 63 reviews

A quaint outdoor patio area features a small table topped with a bottle. A vibrant blue umbrella provides shade, while a floral-patterned chair invites relaxation. Surrounding greenery includes a potted plant and well-maintained shrubs, creating a serene outdoor space.

Apartment in Sarasota

~ Cozy Apartment Close to Siesta Key ~

Enjoy this cozy, small 1-bedroom apartment attached to our home, separate entrance, in a quiet neighborhood, and within walking distance of a nature preserve. Relax in the living room on a comfy couch, or open the French Doors and enjoy the patio. Extra TV in a bedroom. We have made an enhancement and health safety improvement in our central air conditioning unit for mutual peace of mind. We have installed a CleanCoil UV unit that has been proven to eliminate 99% of viruses, bacteria, and mold.

5 out of 5 average rating, 10 reviews

Bayou Hammock, Sarasota FL

Welcome to Bayou Hammock, your private Sarasota retreat. Enjoy an open-concept layout with a full kitchen, serene bedroom, and amenity + necessity galore. Utilize the spacious deck surrounded by a hammock of oak under the umbrella. With modern character, high-speed Wi-Fi, games, TV and a peaceful garden. Near Sarasota Bay, Ringling Museum of Art, Siesta & Lido Key Beach, Mini Golf, nature and culture at your doorstep. Superhost Status Special Rate Happening Now! SRQ Registered Vaca #VR25-00145

5 out of 5 average rating, 6 reviews

The exterior of a charming studio is showcased, featuring a light yellow facade and a wooden porch area. A small table is positioned near the entrance, and air conditioning unit is mounted on the side. Lush greenery and a fenced yard are visible in the background.

Guesthouse in Sarasota

Private guest house in Sarasota!

Welcome to Casita Amarilla! Take it easy at this unique and quiet little studio getaway in Sarasota. 15 minutes from the famous Siesta Key Beach. Completely private fenced and gated yard including a driveway parking space. Perfect for 1 or 2 ppl with everything you need. Great neighborhood right near I-75 with a grocery store, walmart, pharmacy, hospital, gas station and several restaurants all within a 2 minute drive. We are the famous Christmas Light neighborhood as well. December is a treat!

4.96 out of 5 average rating, 45 reviews

Apartment in Sarasota

Lido Key Getaway Near Downtown & the Bay!

Nestled within the Historic Cocoanut District, this vibrant neighborhood boasts diversity and an electric atmosphere. Locally favorited restaurants offer tantalizing treats just a stroll away, while the renowned Ringling Museum of Art beckons nearby. Positioned just a block from the serene Sarasota Bay and newly added Park. This suite is one of four within a tranquil courtyard. Ideal for remote work, alfresco dining, fireside chats, sun-soaked relaxation, or socializing with fellow guests.

A well-lit bedroom features a spacious bed with a light-colored bedspread. Two large windows offer views of the outdoors, framed by sheer curtains. A ceiling fan hangs above, providing airflow. A comfortable chair and a dresser add practical elements to the inviting space.

5 out of 5 average rating, 17 reviews

The Palms Away

This special place is close to everything, making it easy to plan your visit. 1 mile to Siesta Key. Built in the 50's but totally renovated to today standard's. Heated swimming pool, but if the water gets to hot the heater will also cool the pool. Very close to shopping. Large deck with view to tropical garden and waterfall. Gas fire pit with built in seating. Small putting green and Corn-hole game are available for your use. 5 TV's with wi-fi. A Gazebo with plenty of sitting area.

4.97 out of 5 average rating, 140 reviews

A serene sunset is captured over the pool area, with vibrant purple and orange hues filling the sky. Illuminated palm-style lights adorn the seating area, creating a playful ambiance. Comfortable seating is arranged with colorful cushions, inviting relaxation amidst the peaceful backdrop.

Home in Port Charlotte

Big Pool~Outdoor TV~Private Oasis~Gorgeous Sunsets

Big heated pool is private from neighbors. Full sun on the pool from noon to sunset. Covered lanai provides relief from the sun. BBQ & watch football on outdoor tv while the kids swim & play. Enjoy beautiful sunsets overlooking a peaceful park-like setting. Walk the golf cart paths, work on your tan, read a book, play music, sip on tropical drinks & float all your cares away. Have your morning coffee outside & listen to the birds sing. Outdoor living is what it’s all about here.

Superhost

4.67 out of 5 average rating, 9 reviews

Sarasota Daydream

Imagine waking up to the smell of coffee on the screened-in porch and sunshine through the trees. Downtown, beaches, airport, I-75, and UTC restaurants and malls—all just 10 minutes away. This clean, modern studio features a full kitchen, queen bed, and a calm, cozy vibe. Out back? A vintage Ringling Bros. trailer and trapeze—reminders of Sarasota’s deep circus roots. Not for use, but they add a touch of magic. Simple. Serene. A little surreal.

5 out of 5 average rating, 5 reviews

Olive Tree Oasis | 4/2 w/ Hot tub + Heated Pool

BNB Breeze Presents: Olive Tree Oasis! This charming home is nestled in a family-friendly neighborhood, 3 miles from downtown Sarasota. Enjoy sunset walks on the nearby Ringling Bridge or take a swim at Siesta Key Beach. After a day of fun, relax by the pool and have a barbecue. Your perfect vacation home awaits! - Hot Tub - Private Heated Pool - heated at NO extra cost from Nov 21 - April 1st - Large, Private Backyard - & More!

4.99 out of 5 average rating, 291 reviews

An outdoor dining area features a round table with a vibrant red centerpiece surrounded by four black iron chairs. The space is shaded by a pergola, adorned with decorative curtains and greenery, creating a serene setting among the natural elements.

Apartment in Englewood

The Oz Courtyard 2.9 mi beach

The Oz House is old and funky... The Courtyard is a magical place with its own private garden, outside shower and gas grill . The pergola has a two person swing and night blooming Jasmin. Your own hammock and chimera all privately set away from the rest of the Oz House. The pool and hot tub are in the main gardens shared by all who visit Oz It’s a wonderful getaway for anyone wanting to just BEE...

Townhouse in Port Charlotte

A tranquil bedroom is featured with green walls and a wooden bed frame, adorned with ocean-themed bedding. A nightstand holds a decorative lamp. An assortment of seashells and a starfish are showcased on the bedding, enhancing the coastal vibe.

4.95 out of 5 average rating, 121 reviews

Exotic Escape home! w/ Heated Pool & Luxurious Spa

Discover a relaxing, tropical lifestyle on Florida's Gulf Coast. Located in the center and boarder of North Port and Port Charlotte you are close to shopping, beaches, restaurants, game fishing, dinner theaters and golf courses. This home is the perfect combination of quiet beauty, lively activity and friends to share it with. So look no further! We have your perfect get away!