Smoking friendly vacation rentals in Sarasota

Find and book unique smoking friendly rentals on Airbnb

Top-rated smoking friendly rentals in Sarasota

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

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Top guest favorite

Apartment in Indian Beach-Sapphire Shores

4.97 out of 5 average rating, 232 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

4.97 out of 5 average rating, 132 reviews

Big Pool~Outdoor TV~Private Yard~Peaceful Location

Welcome to Paradise! Splash the day away in an oversized heated pool (via solar panels) w/ a deep end that will fit the entire family. Backyard/pool area is private from neighbors (be as loud as you want). Enjoy gorgeous sunsets overlooking a park like setting, BBQ on a custom built-in-grill, walk the golf cart paths, work on your tan, read a book, play your music, and swim or float all your cares away. Only a few miles from restaurants, bars, shopping, & the excitement of downtown Punta Gorda.

Top guest favorite

Home in Bradenton

5 out of 5 average rating, 27 reviews

Grotto Pool House, 3 bed, 2 bath, IMG 3 miles, AMI

Unwind at this stunning 3bed 2 bath beachy Spanish style home located less than 5 miles from IMG Academy, AMI, and downtown. -Fabulous Grotto Pool (MUST LOOK AT PICS!) -Fast, Free Wifi -Smart TVs -Fully-Stocked Kitchen -Washer/Dryer w complimentary detergent pods -Dogs allowed; $150 per pet/stay -Max 2 dogs -All amenities needed for extended stay -Moderate cancelation policy with option of 10% discount non-refundable Experience a 5-Star Stay with a Family-owned home and a Local Cohost!

Top guest favorite

Home in Punta Gorda

4.96 out of 5 average rating, 254 reviews

Tropical getaway Pool and tiki bar

1)Beautiful newer build house on 2 acres 1800sq/ft with 3 BR and 2 bath sleeps up to 8. 2)Has a large above ground pool 18' x 33' and a large fish pond and outdoor bar/BBQ and tropical landscape parking for 4 cars. 3)15mins drive from downtown Punta Gorda with lots of great restaurants little shops and bars with live music and much more, 7mins drive closest store winn-dixie. 4)10 mins drive to Punta Gorda airport. Located in a peaceful neighborhood with large oak trees on a dead end street.

Top guest favorite

Guesthouse in Gulfport

4.95 out of 5 average rating, 221 reviews

A slice of paradise!

The guest cottage (approx. 300 sq ft) is separate from the main house, where we reside, with a beautiful saltwater pool to cool off in after your day's adventures! The property is 5 blocks from downtown Gulfport, with waterfront restaurants, bars, arts district, unique shopping, and beach. Close access to new tennis courts, bayside beach and minutes away from modern downtown St. Petersburg, and world-famous beaches. We are not set up to host pets or children and no unaccounted for guests.

Guest favorite

Home in Bradenton

4.9 out of 5 average rating, 180 reviews

Sunny Escape-Murals-Spa-Grill/Fire Pit Fun-Beaches

Sun-kissed Outdoor Oasis – gather around the glowing fire pit, sink into the steamy hot tub and share laughs in the arcade-style game area. The back yard is set up to make you forget you came to see our beautiful beaches. Close to IMG, the downtown scene. Indoor Comforts – fast Wi-Fi, full kitchen & washer/dryer keep everyone happy. Family Fun Arcade & board games BBQ grill for sunset feasts Comfy 3 bedrooms with plush linens Book your Sunshine escape today – dates fill fast!

Top guest favorite

Tiny home in Sarasota

4.99 out of 5 average rating, 323 reviews

Unique 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.

Guest favorite

Home in Sarasota

4.95 out of 5 average rating, 103 reviews

Steps to Bay | Pool & Gourmet Kitchen

✨ Steps from Sarasota Bay & minutes to Lido, Longboat, Siesta & Anna Maria! This luxury retreat features a chef’s kitchen, spacious living areas, a bunk room, and a relaxing primary suite. Outside, enjoy a heated pool with sun shelf, lights, and a kids’ playset in a tropical fenced yard. Stocked with beach gear & essentials for a stress-free stay. Ask about discounts for 14+ nights—your extended getaway just got sweeter!

Top guest favorite

Apartment in Englewood

4.99 out of 5 average rating, 275 reviews

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...

Guest favorite

Guesthouse in Sarasota

4.92 out of 5 average rating, 127 reviews

Have a great time

Your family will be close to everything when you stay at this centrally-located place. Lido beach is only 17 minutes away from the house. Siesta beach is only 19 minutes drive from the property. Downtown is a 6 minutes drive and a 34 minutes of walk. Beach chairs, cooler and beach umbrella available by request. Please let us know if needed and we leave it in house for your use.

Guest favorite

Townhouse in Port Charlotte

4.95 out of 5 average rating, 115 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!

Superhost

Guest suite in Sarasota

4.93 out of 5 average rating, 219 reviews

Sunshine Inn Paradise

Sunshine Inn Paradise Come as guests, stay as friends, leave as family! Step into your private oasis with a sparkling pool, outdoor shower, and deck surrounded by lush gardens. Whether you’re here to relax or explore, everything you need is here We don’t just offer a place to stay—we offer a place to belong. We can’t wait to welcome you as a guest and see you off as family.