Smoking friendly vacation rentals in Sarasota County

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Top-rated smoking friendly rentals in Sarasota County

Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

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

4.97 out of 5 average rating, 240 reviews

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.

Top guest favorite

Home in Port Charlotte

4.95 out of 5 average rating, 154 reviews

XL Pool~Private Yard~Striking Sunsets~Outdoor tv

Welcome to Golf Cove Paradise ☀️ A peaceful resort style outdoor space + private + oversized solar heated pool creates a perfect vacation oasis. Covered lanai = shade. BBQ & watch your favorite sports on 55” outdoor tv. Walk the golf cart paths, swim laps, get a tan, read a book, play music & games, sip on tropical drinks & float all your cares away. Pretty sunsets overlooking a golf course setting. A.M. coffee outside to hear the birds sing. Carefree outdoor living is what it’s all about here.

Guest favorite

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

4.9 out of 5 average rating, 49 reviews

Pet-Friendly Robinhood Villa Near Siesta Key Beach

Book your Summer 2026 getaway - 30% off stays of 28+ nights. Pet-friendly Robinhood Beach Villa near the #1 rated - Siesta Key Beach, downtown, Trader Joe’s, restaurants & SRQ. Enjoy a remodeled bath, stocked kitchen, T-Mobile 5G Wi-Fi, smart-lock self check-in, beach gear, assigned parking for 2 cars, private front-yard dining table & umbrella w/ seating for 5, & a charcoal grill. The shared fenced backyard w/ fire pit & propane grill. Best for 2 to 4; sleeps up to 6 with bonus 3rd bedroom.

Top guest favorite

A spacious home is set on a well-maintained lawn, featuring a white exterior complemented by lush tropical landscaping. Palm trees and shrubs enhance the entrance, while a smooth driveway leads to a two-car garage. The sky is clear and blue, adding to the inviting appearance.

Home in Port Charlotte

5 out of 5 average rating, 103 reviews

Elegant heated pool canal home in very quiet area.

Great location! Bring your dog, bring your boat and enjoy the Florida sun in your heated saltwater swimming pool. Fish off your private dock while watching for dolphins or manatee. You can meet the rest of the opacarophiles who walk to the beach to view the sunset. Relax in the jacuzzi with your favorite beverage. NOTE: Beach is sandy but the water is BRACKISH, not clear. This is mostly a retirement neighborhood. This is NOT a party house and not suitable for unattended children.

Top guest favorite

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.

Home in Sarasota

5 out of 5 average rating, 33 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.

Guest favorite

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.

Home in Sarasota

4.85 out of 5 average rating, 41 reviews

Welcome to "Casa Amarilla"

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

Top guest favorite

Home in Sarasota

5 out of 5 average rating, 16 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. SRQ Registered Vaca #VR25-00145

Top guest favorite

A pathway made of stone leads to a light green structure nestled among lush foliage. Tropical plants and vibrant red flowers surround the pathway, creating a serene outdoor setting under a clear blue sky. The area is shaded by tall trees, enhancing the peaceful ambiance.

Tiny home in Sarasota

4.99 out of 5 average rating, 357 reviews

Tropical stay - 5 minutes to Siesta Key

Welcome to “The Stream” — a hidden tropical retreat tucked away in the heart of Sarasota. This one-of-a-kind space offers the perfect blend of seclusion and convenience. Just 5 miles from the world-famous Siesta Key Beach and 3 miles from downtown Sarasota. Stroll or bike to nearby cafés, acclaimed restaurants, boutique salons, Publix, Trader Joe’s, CineBistro, and more. Whether you’re here to unwind or explore, “The Stream” is your private paradise.

Top guest favorite

A cozy corner of the living area is depicted, featuring a wicker chair adorned with patterned cushions. A rustic side table holds decorative items, while a warm wooden countertop is visible in the background, enhancing the inviting atmosphere of the space.

Apartment in Englewood

4.99 out of 5 average rating, 298 reviews

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...

Superhost

A comfortable living area features a light-colored leather sofa, accent pillows, and a glass coffee table. Two blue chairs are positioned around the table. Natural light filters through large windows, and a television is mounted on the wall opposite the seating area.

Home in Sarasota

4.86 out of 5 average rating, 14 reviews

Blue Home -away

Relax with the whole family at this peaceful place to stay.Near to the areas beautiful beaches Siesta Key, Lido Beach and more, close to new Shopping Center UTC, Close to downtown Sarasota, the bay and more. making it the perfect location to stay very well centered. Minutes from I-75. All new remodeled and clean house with you in mind! To offer a peacefull and tranquil getaway for you!

Guest favorite

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.

Townhouse in Port Charlotte

4.95 out of 5 average rating, 123 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!

Top guest favorite

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.

Home in Sarasota

5 out of 5 average rating, 51 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.