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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.

Siesta RV & Tent Resort (2 of 5 sites)

This natural, yet manicured 1/2-acre venue includes all the premium amenities of a 1st class camping/RV resort. As a private enclave, we excel in providing a more intimate, cleaner and exclusive camping experience only minutes from world-famous Siesta Key Beach. Our reviews say it all. Our tropical oasis also offers premium extras not found anywhere else, including: a large pool, portable a/c or heating units, a mini-frig, microwaves, coolers, beach accessories, bike rentals and many more.

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!

Cute Little Getaway

Close to the beach and walking distance to 5 restaurants, including one on the water. Our place is less than 2 miles from Nokomis Beach! We have you covered on beach equipment, wagon, chairs, towels and umbrella. The backyard boasts a relaxing, beautiful escape with resort style touches. We have a gas grill to cook your catch, a high powered outdoor fan, and comfy seating in the shade. The house is freshly modernized, open and airy. You will enjoy an outfitted kitchen.

Sunny Vida - Heated Salt Pool & Separate Chic Loft

Escape to a serene retreat in the heart of Sarasota, FL, where modern design meets tranquility. This stylish 3 bedroom 2 bathroom sanctuary is ideal for travelers seeking a peaceful haven in Sarasota. Take advantage of our comfortable and newly renovated private unit separated from the main house. Step outside to the private patio or take a leisurely stroll downtown to cafes, restaurants, and attractions, immersing yourself in the vibrant local culture.

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

Cactus Retreat | Walk to Beach <1mi | 4plex

🌵Fiesta Siesta – Where Every Day Feels Like a Party!🌴 Feed me tacos and tell me I’m pretty—because life’s too short for anything less! Welcome to Fiesta Siesta, a fun, vibrant escape just steps from Upham Beach in sunny St. Pete Beach. One of four uniquely themed units in a gated complex, this playful retreat is decked out in a vibey cactus theme that’s all about fiesta and siesta—because, why choose? Book now and let the fiesta begin! 🎉🌮