Smoking-friendly holiday rentals in Sarasota

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.

~ 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.

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!

Steps to Bay - New Pool - Gourmet Kitchen - Luxury

✨ 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!

Stunning Home, Heated Pool and Boat Dock

Be among the initial guests to relish in the splendor of this charming 3-bed, 2-bath abode overlooking Phillippi Creek, with a rejuvenating pool and fresh, deluxe furnishings. It offers all you need for an unforgettable escape, featuring a well-equipped open kitchen, 2 fun large Roku smart TVs in the living spaces, and a 50" Roku Smart TV in the master bedroom. Essential bathroom amenities are provided for your comfort.

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...

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!

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.

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).