Smoking-friendly holiday rentals in Sarasota County

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.

~ 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.

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

Robinhood Beach Villa near Siesta Key Beach!

Now Booking winter and spring getaways! Reserve your getaway dates for December through April now! 30% off stays of 28 night or more!! Updated bath & kitchen Enjoy 4k TV and a work station inside, or our BBQ propane grill & fire pit outside in the large backyard w/ privacy fence. Walkable to great restaurants like Walt's Fish Market & Trader Joe's (across the street) & other shopping stores. We are only a few miles from the #1 Beach in the USA, Siesta Key Beach! Dogs up to 50lbs welcome.

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.

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.

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.

Pelican | River Views | Dock | Hot Tub | BBQ |Pets

Welcome to Pelican Luxury Villa in Port Charlotte! - Perfect for families or groups - Minutes from Gasparilla Island, Siesta Key & Englewood beaches - Bring your boat — there’s a private dock just for you! - 3 spacious bedrooms (2 King beds & 2 Queen beds) - Outdoor Fun: BBQ, Fire Pit and Hot Tub - Entertainment: Poker Table and Games - Pet Friendly - Washer/dryer - Free parking - Dedicated workspace - 24/7 host support - Self check-in for your convenience

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!

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...

The Roaring Palm

New house, experienced host. Book now, charming, sun-filled house just 5 min from downtown and 10 min to the beach. Enjoy your morning coffee in a private outdoor nook, stroll Gillespie Park across the street, and relax in two cozy bedrooms with TVs. Clean, spacious, and fully stocked for a comfortable stay—with two off-street parking spots and all the essentials for a perfect Sarasota escape.

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!