Smoking-friendly holiday rentals in Sarasota County

4.97 out of 5 average rating, 232 reviews

A compact sleeping area is furnished with a wooden bed frame and a colorful assortment of throw pillows. A modern air conditioning unit is mounted above, while a bedside table holds a lamp. Light streams in through the window adorned with wooden blinds.

Apartment in Sarasota

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.

A well-lit bedroom features a spacious bed with a light-colored bedspread. Two large windows offer views of the outdoors, framed by sheer curtains. A ceiling fan hangs above, providing airflow. A comfortable chair and a dresser add practical elements to the inviting space.

5 out of 5 average rating, 10 reviews

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.

Superhost

A well-lit outdoor space features a hot tub beneath a wooden gazebo, surrounded by string lights. Comfortable seating is provided alongside a small bar area. A potted plant adds a touch of greenery, while the fenced backyard ensures privacy.

Home in North Port

4.79 out of 5 average rating, 56 reviews

Florida Beaches Summer Getaway Casa Del Sol

Relax with the whole family or a group of friends at this peaceful place in Paradise. A beautiful clean home that can accommodate up to 6 guests. For a peaceful area, there is much to explore! Only 10 minutes away from the world famous " Fountain of Youth " (Warm Mineral Springs), 7 minutes from the Water Park (Aquatic Center) and just across Heron Creek Golf Club. All restaurants, entertainment and Gulf beaches are within a short distance, 20-25 minutes away, 6 minutes from I-75.

4.97 out of 5 average rating, 138 reviews

A serene sunset is captured over the pool area, with vibrant purple and orange hues filling the sky. Illuminated palm-style lights adorn the seating area, creating a playful ambiance. Comfortable seating is arranged with colorful cushions, inviting relaxation amidst the peaceful backdrop.

Home in Port Charlotte

Big Pool~Outdoor TV~Private Yard~Peaceful Location

Big heated pool is private from neighbors. Full sun on the pool from noon to sunset. Covered lanai provides relief from the sun. BBQ & watch football on outdoor tv while the kids swim & play. Enjoy beautiful sunsets overlooking a peaceful park-like setting. Walk the golf cart paths, work on your tan, read a book, play music, sip on tropical drinks & float all your cares away. Have your morning coffee outside & listen to the birds sing. Outdoor living is what it’s all about here.

Guesthouse in Port Charlotte

A well-lit guest room features a spacious bed with a patterned quilt and neatly arranged towels on top. A small table and chairs are positioned in a corner, and wall decor adds subtle character to the space.

4.79 out of 5 average rating, 67 reviews

Private Affordable Suite

Relax at this cozy place to stay in Port Charlotte. Close to some beaches, malls and parks ten minutes away from “Myakka River State Park”,. Close to Rotonda West! Englewood! There is a space to park. The bedroom has its own entrance. The bathroom is next to the room. The bathroom is private. The room is ready to be rented, the kitchen is not included..The laundry is included and it is shared with the owner..You can wash and dry once a week. Lots of wildlife.

An aerial view showcases a tranquil pool area surrounded by lush landscaping. Comfortable lounge chairs are positioned around the curved pool, accompanied by several shaded umbrellas. A covered seating area and palm trees enhance the inviting outdoor space.

4.88 out of 5 average rating, 16 reviews

Modern Escape with Pools Near Sarasota’s Best!

Furnished modern townhome with 2 bedrooms, each with private bath, full kitchen, Smart TV, washer/dryer, and screened lanai. Enjoy a peaceful, family-friendly community with 2 pools, sports courts, trails, lake, and dog park. Pet-friendly (maximum 1 pet up to 55 lbs or 2 small pets up to 20 lbs each). Minutes from Siesta Key, Lido Beach, The Ringling, and more. Safe, quiet, and highly rated,5-star guest reviews highlight comfort, location, and lifestyle.

A Tiki bar with a thatched roof provides a stylish overlook of a heated pool surrounded by lounge chairs. The design features natural wood accents and vibrant decorations, inviting relaxation and leisure. Sunlight reflects off the water, adding to the serene outdoor atmosphere.

4.95 out of 5 average rating, 59 reviews

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

Welcome to one of our fabulous properties with 24/7 Host Support - no AI messaging. Gorgeous HEATED POOL & Tiki Bar. 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. Minutes to Siesta Key, the Village & Downtown SRQ.

4.99 out of 5 average rating, 280 reviews

An outdoor dining area features a round table with a vibrant red centerpiece surrounded by four black iron chairs. The space is shaded by a pergola, adorned with decorative curtains and greenery, creating a serene setting among the natural elements.

Apartment in Englewood

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...

Superhost

A comfortable living area features a light-colored leather sofa, accent pillows, and a glass coffee table. Two blue chairs are positioned around the table. Natural light filters through large windows, and a television is mounted on the wall opposite the seating area.

4.83 out of 5 average rating, 6 reviews

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!

4.92 out of 5 average rating, 132 reviews

A white gate opens to a well-maintained outdoor area, featuring a concrete patio with lounge chairs and a small table. Lush greenery surrounds the space, contributing to a serene outdoor setting. The pink exterior of the building is visible in the background.

Guesthouse in Sarasota

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.

Townhouse in Port Charlotte

A tranquil bedroom is featured with green walls and a wooden bed frame, adorned with ocean-themed bedding. A nightstand holds a decorative lamp. An assortment of seashells and a starfish are showcased on the bedding, enhancing the coastal vibe.

4.95 out of 5 average rating, 117 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!

An aerial view of a single-story home with a blue exterior and a metal roof highlights a private pool surrounded by a spacious patio. Lush landscaping and palm trees create a tropical atmosphere, while a shaded seating area under the umbrella invites relaxation.