Smoking friendly vacation rentals in Sarasota County

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 Villa del Sol ☀️ 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 serene park-like setting. A.M. coffee outside to hear the birds sing. Carefree outdoor living is what it’s all about here.

~ 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.

Private guest house in Sarasota!

Welcome to Casita Amarilla! Take it easy at this unique and quiet little studio getaway in Sarasota. 15 minutes from the famous Siesta Key Beach. Completely private fenced and gated yard including a driveway parking space. Perfect for 1 or 2 ppl with everything you need. Great neighborhood right near I-75 with a grocery store, walmart, pharmacy, hospital, gas station and several restaurants all within a 2 minute drive. We are the famous Christmas Light neighborhood as well. December is a treat!

Your Fun Beach Escape Awaits! - Aloha Kai #47

Aloha Kai #47 Escape to the sun-kissed shores of Siesta Key and immerse yourself in the laid-back luxury of Aloha Kai #47. This charming beach villa is your perfect retreat, where the soothing sounds of the Gulf of Mexico and the vibrant energy of Crescent Beach create an unforgettable vacation. Fresh and inviting with colorful coastal comfort, Aloha Kai #47 invites you to kick off your shoes, sip morning coffee on your private patio, and dive into a world of relaxation and adventure.

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 Spring 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)!

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

Olive Tree Oasis | 4/2 w/ Hot tub + Heated Pool

BNB Breeze Presents: Olive Tree Oasis! This charming home is nestled in a family-friendly neighborhood, 3 miles from downtown Sarasota. Enjoy sunset walks on the nearby Ringling Bridge or take a swim at Siesta Key Beach. After a day of fun, relax by the pool and have a barbecue. Your perfect vacation home awaits! - Hot Tub - Private Heated Pool - heated at NO extra cost from Nov 21 - April 1st - Large, Private Backyard - & More!

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...

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!