Smoking friendly holiday 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 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.

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!

Lido Key Getaway Near 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.

Mid-Century Modern Zillow Gone Wild 5* MCM EXP!

For the first time the famous “little round house” is now advailable on Airbnb. Featured in several national and local publications, this magnificent mid-century masterpiece is advailable for a short term stay. Less than 5 miles from Siesta Key Beach (#1 ranked beach in America) and downtown Sarasota. Located on a quiet tree-lined neighborhood, this stunning home blends retro charm with modern amenities. 1268 square feet. Feels much larger. No wasted space.

Luxury 4-Bedroom Pool Retreat Near Siesta Key

Escape to this stylish Sarasota retreat just minutes from Siesta Key's world-renowned beaches! This spacious 4-bedroom home comfortably sleeps 10 guests, making it perfect for families. Enjoy a private backyard paradise with a sparkling pool, BBQ, and outdoor dining. The open-plan living space and gourmet kitchen provide the ultimate setting for relaxation and creating memories. A perfect choice for those with allergies, this home is strictly pet-free.

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!

Peaceful Retreat

Bring the whole family to this great place with lots of room for fun. enjoy been away from the busy city life but yet close enough to stores, world know UTC Mall, Siesta Key beach, downtown and more. you have 4 bed 3.5 baths, jacuzzi, heated pool and plenty of outdoor space for your peaceful getaway or fun stay. Call it home or call it getaway, its perfect for you.

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.