
Smoking friendly holiday rentals in Sarasota County
Find and book unique smoke-friendly rentals on Airbnb
Top-rated smoke-friendly rentals in Sarasota County
Guests agree: these smoking-friendly rentals are highly rated for location, cleanliness and more.

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock
Welcome to Saltwater Serenity Villa your canalfront paradise! ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀️ Your Dream COFFEE Station ☕️ All kinds of coffee makers! ☀Dock Ideal to FISH 🎣| ☀️Kayaks ☀️ HEATED Pool 🏊♀️👙 ☀DEDICATED WORKSPACE 💻 ☀Arcade game🕹️ ☀Smart TVs in every room📺 ☀Fast WIFI📶 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀FREE Onsite parking🅿️ ☀ Outside dining table 🍝 ☀BBQ🍖 ☀Self check in🔐 Lock Box BOOK NOW🔜⛱️

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.

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.

Getaway Near Lido Key, 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.

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.

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.

Coastal Cottage near Siesta Key Beach
Book your Summer 2026 getaway now! 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)!

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.

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...

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!

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!

#3-The Winchester at Village Green Suites
Forget your worries in the serene and spacious space. Short walk to the beach and downtown. Amazing restaurants located within walking distance. Parking and washer dryer available. Full kitchen, a/C, cable, Wi-Fi. One bedroom plus Murphy bed. There are two additional apartments available at this location, the Jupiter and the Woburn Village Greene suites.
Popular amenities for smoke-friendly rentals in Sarasota County
Smoke-friendly flat rentals

Venice Island Pool Casita with 2Bedrooms/2 Baths

~ Cozy Apartment Close to Siesta Key -

Indigo at the Beach 21!

Gertrude Siesta | 8-steps Beach Path, Low-Price

Beautiful and cozy because we care

casa del canal

Spacious and comfortable Siesta Key 2BR
Smoke-friendly house rentals

Marina/Heated Pool/Hot tub/Canal/Game room/14PPL+

Walk to Marina and Downtown. Fire Pit, Balconies

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

Tropical Escape, Sarasota!

Waterfront Retreat | Heated Pool & Boat Dock

Pet-Friendly Home Fenced Yard Near Beach & Shops

Peachland getaway with pool and tiki bar.

Heated Pool, Hot Tub, Fire Pit + RV/Boat Parking
Smoke-friendly apartment rentals

Rosemary District Flat in Downtown Sarasota 2

Nokomis Beach/ Next to Pops-spacious 1/bedroom APT

COMFY STUDIO

Luxury Retreat | Pool Tiki Bar•Private Bath
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Lido Key Beach
- Turtle Beach
- Vinoy Park
- Caspersen Beach
- Cortez Beach
- Manasota Key Beach
- St Pete Beach
- Anna Maria Public Beach
- Englewood Beach
- Jannus Live
- Tropicana Field
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Myakka River State Park
- The Don CeSar
- Stump Pass Beach State Park
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