Smoking friendly vacation rentals in Sarasota County

4.97 out of 5 average rating, 232 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.

A screened-in outdoor space features a sparkling pool surrounded by lounge chairs and tropical plants. The area includes a seating arrangement with decorative cushions and a patterned area rug. Bright blue skies and lush greenery complement the inviting atmosphere of relaxation.

4.85 out of 5 average rating, 39 reviews

Welcome to "Casa Amarilla"

This is a 30 day rental. The whole family can relax in this peaceful oasis. Casa Amarilla is all about outdoor space & peaceful living. We have everything you need to make the best of your time in Sarasota. Our outdoor space provides you with a 1 stop vacation spot. Our lanai includes a pool(not heated), tv, eating area, relaxing area, a Jacuzzi (NOT AVAILABLE mid May thru mid Sept), a bbq grill, & a recliner. Fenced in yard for small pets. 17 min drive to Siesta Key & 22 mins to the airport l

4.92 out of 5 average rating, 24 reviews

A comfortable living and dining area is showcased, featuring a glass dining table with white wooden chairs. A cozy sectional sofa is arranged around a coffee table, with a rug underfoot. Natural light filters through two windows, complemented by decorative artwork on the walls.

Villa in Sarasota

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.

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, 12 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 Yard~Peaceful Location

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.

4.99 out of 5 average rating, 74 reviews

The living room features a comfortable beige sofa and a light-colored armchair, arranged around a wooden coffee table. A neutral area rug with a coral design covers the tiled floor. Natural light enters through a window dressed with light curtains, enhancing the tranquil ambiance.

Apartment in Sarasota

Tranquil Destination Near Downtown & the Bay!

Situated in the Historic Cocoanut District, this neighborhood is diverse with an exciting vibe. Downtown Sarasota is walking distance away with the famous Ringling Museum of Art a short drive. The Coconut Places is one block from the beautiful Sarasota Bay. Coconut Hut is one of 4 suites that share a peaceful and serene courtyard. Perfect for working from, enjoying an outdoor meal, sitting around the fire pit, lounging in the sun or mingling with other guests.

Superhost

Home in Port Charlotte

New place to stay

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

An aerial view showcases a tranquil pool area surrounded by lush landscaping. Comfortable lounge chairs are positioned around the curved pool, accompanied by several shaded umbrellas. A covered seating area and palm trees enhance the inviting outdoor space.

4.88 out of 5 average rating, 16 reviews

Modern Escape with Pools Near Sarasota’s Best!

Furnished modern townhome with 2 bedrooms, each with private bath, full kitchen, Smart TV, washer/dryer, and screened lanai. Enjoy a peaceful, family-friendly community with 2 pools, sports courts, trails, lake, and dog park. Pet-friendly (maximum 1 pet up to 55 lbs or 2 small pets up to 20 lbs each). Minutes from Siesta Key, Lido Beach, The Ringling, and more. Safe, quiet, and highly rated,5-star guest reviews highlight comfort, location, and lifestyle.

4.99 out of 5 average rating, 282 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 hot tub, pool

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, 117 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!

An aerial view of a single-story home with a blue exterior and a metal roof highlights a private pool surrounded by a spacious patio. Lush landscaping and palm trees create a tropical atmosphere, while a shaded seating area under the umbrella invites relaxation.

5 out of 5 average rating, 42 reviews

Waterfront Retreat | Heated Pool & Boat Dock

✨ Escape to this 3BR/2BA waterfront retreat on Phillippi Creek! Enjoy a heated pool, fresh modern décor, and a fully equipped open kitchen. Relax with 2 spacious living areas, each with Roku Smart TVs, plus a 50" Roku TV in the master. Essential bath amenities are included for your comfort. Perfect for families or groups seeking style, relaxation, and Sarasota charm.