Smoking-friendly holiday rentals in Sarasota County

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Top-Rated Smoke-Friendly Accommodation in Sarasota County

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

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Top Guest favourite

Apartment in Sarasota

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.

Superhost

Guesthouse in Sarasota

4.69 out of 5 average rating, 13 reviews

Coastal Cottage near Siesta Key Beach

Welcome to Robinhood's, Lil John Coastal Cottage! Cozy & modern, it's a perfect get-away! With a large fenced yard, outdoor dining table & umbrella for 4, a screened in porch area, & firepit for relaxing evenings, you will have an amazing Sarasota experience both on and off the beach! Located on a quiet cul-de-sac street. that is walkable to restaurants, shops, grocery stores, and right across the bridge from Siesta Key (5 miles to the beach)! We're pet friendly for furry friends under 50lbs!

Top Guest favourite

Home in Sarasota

4.94 out of 5 average rating, 53 reviews

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

Make new memories at your very own Tiki Paradise! Escape to a gorgeous heated pool & Tiki Bar. Start a tournament in corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Incredibly comfy BEDS! Located only minutes from USA's #1 Beach Siesta Key, the Village & Downtown SRQ

Top Guest favourite

Home in Port Charlotte

4.97 out of 5 average rating, 135 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.

Guest favourite

Apartment in Sarasota

4.73 out of 5 average rating, 52 reviews

~ 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.

Top Guest favourite

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.

Top Guest favourite

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 favourite

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 favourite

Townhouse in Port Charlotte

4.95 out of 5 average rating, 116 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.

Top Guest favourite

Home in Sarasota

5 out of 5 average rating, 39 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.

Top Guest favourite

Guest suite in Sarasota

4.95 out of 5 average rating, 211 reviews

Chic Blue Haven

Stay in this Glamorous Villa and live like a true local in Sarasota. Great shopping, restaurants & beaches are right around the corner. Some nearby places include the Ringling Museum, UTC, St Armand's Circle (15 min), Siesta Key beach(20 min), Down Town (10 min) and 6 minutes from the Airport (SRQ).