Holiday rentals with outdoor seating in Sarasota

Gertrude's Siesta | Patio & 1-min to Beach/Village

The Village Studio Top location on island! Apartment with full kitchen, private patio, gated courtyard, in world famous Siesta Village! Leave the car behind and walk to white-sand beaches, 20 bars and restaurants, ice-cream, shopping, daiquiris, live music, craft beer, fresh oysters and seafood. Experience a combination of fun ease and relaxation you can't get in other vacations! Book a special getaway now! - Tollbooth by AirbnbCorpMiddlemen, but this property is from GertrudeRentalsSiesta

☀ Villa & Garden in Downtown ~ 5 Min to Beaches

Our coastal chic, contemporary Sun Villa is situated in Sarasota’s charming downtown historic neighborhood of Laurel Park. The villa's garden hideaway is a real Floridian oasis, complete with fire pit and sun loungers. Downtown and all its restaurants, bars and shops is just on your doorstep. Plus 3 sugar white beaches – including Siesta Beach one of the most beautiful beaches in the world – are only a 5-min ride away! We’ve poured our hearts & souls into this villa, it's our family business.

Sunshine Awaits- Heated Pool Home! 6 min to DWTN!

Escape to your own private Sarasota oasis! This 3-bed, 2-bath vacation home boasts a heated pool for sun-soaked days & unforgettable evenings under the stars. Find a fully-equipped kitchen, comfy living space, Smart TVs, & free WiFi. Included are a gas grill & board games for poolside BBQs & family fun. Close to local shops, restaurants, & parks. World-famous Siesta Key Beach & Lido Beach are a short 15 min away, along with a 10 min drive to vibrant downtown Sarasota & its cultural scene.

Serenity Lake Too!

Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

Beach town Glamping

You won’t forget your time in this Glamping Oasis!! 34ft fifth wheel on a private side lot, fit for a queen! Large outdoor deck features a 76” couples outdoor soaking tub with seperate out door shower and a built in bar for eating outside. All with beautiful decor and palm trees surrounding, come relax 3 miles from the BEST beaches on the west coast and enjoy nature strolling down The Pinellas trail right in the neighborhood. 20 minute drive to downtown St. Petersburg or to Tampa.

Sky Shower | Ping Pong | King Beds

Our Sunshine Stay includes 500mbps Wifi, 4 TV's equipped w/ Netflix, Hulu, Disney+. Parking for up to 2 cars, a full BBQ set, ping pong table and corn hole. - 10 min drive from Beach - Outdoor lounging and games - Located near countless bars, restaurants, grocery stores, gas stations etc. - Extremely safe and quiet neighborhood - Sound Insulated Home Theater - Onsite Parking for 2 Vehicles - Coffee Bar Feel free to save my listing to your wish list by tapping the corner heart!

Triplex w/ heated pool, IRB beach across street!

☀ Easy access to the beach; just walk across the street! ☀ Stylish shared heated pool with sunshelf and chaise loungers ☀ Triplex with 3 uniquely decorated suites- private interiors, shared exterior ☀ Fire pit with relaxing swivel lounge chairs ☀ Beach wagons, zero gravity chairs, cooler, ice, umbrellas, towels, speakers ☀ 3 hole glow in the dark putt putt ☀ Amazon Dots with Unlimited Amazon Music ☀ Fenced-in courtyard w/ outdoor seating, umbrellas, and BBQ grills

Entire Rv with BBQ and Patio.

Escape to a charming and comfortable RV getaway, perfect for a relaxing retreat! This cozy RV is fully equipped with all the essentials, offering a unique stay with modern comforts. Step outside to enjoy your private patio, complete with a BBQ grill—ideal for outdoor cooking and unwinding under the stars. Located in a peaceful setting, this space is great for solo travelers, couples, or small families looking to experience the outdoors with a touch of home.

Coastal Cottage | Oasis w/ Fire Pit + Grill!

BNB Breeze Presents: Coastal Cottage! Vacation in a slice of paradise, just minutes away from the delightful Amish community of Pinecraft, and 20 minutes away from Siesta Key Beach! This incredible cottage includes: - Backyard Oasis w/ Fire Pit + Magical String Lights ​​​​​​​- Covered Back Porch w/ Egg Chairs! - Private Backyard w/ Grill - Outdoor Seating + Dining - Beautifully-Designed Interior w/ Vaulted Ceilings - Spacious Fully-Equipped Kitchen