2BR Beachy Speakeasy In St Armand's w/ Rooftop Deck. Walk to Lido Beach

NOW BOOKING SUMMER 2026 GETAWAYS! Step into your holiday now at a Sarasota paradise nestled in the heart of St Armand's Circle! This isn't just any rental, it's an experience waiting to unfold!

*Please note our "Strict Cancellation Policy" listed only applies to bookings during high season from January through April. See our Custom Seasonal Cancellation Policy at the bottom of this description and in our Rental Agreement.

Picture this: A Beach Vacation Getaway in a hidden, 1-of-a-kind apartment with a Beachy Speakeasy Vibe that is located on the rooftop of a retail store. It features a rooftop deck, outdoor dining under a gazebo with string lights, with a lounge area complete with cushioned lounge chairs, a single daybed, a double daybed with clamshell canopy, and a retro vintage umbrella. Plus, it's a 5min walk to the pristine sands of Lido Beach, and surrounded by the charm of boutiques, and eateries within walking distance!

Welcome to the Beachy Speakeasy! Thanks for checking us out! Whether you are looking to stay a few days, a week, or a month, we are happy to host you! Stays of 28 days or more GET A 35% DISCOUNT!

Your adventure starts the moment you step through that unassuming door, greeted by a hidden washer and dryer, a ocean-blue concrete-floor corridor with vibrant blue walls, leading to a small 2 flight stairway (no elevators here!), and a code-locked doorknob entrance to your abode on the second floor for extra security and privacy..

Inside, discover a newly updated and upgraded, thoughtfully designed 2-bedroom, 1-bath haven with a fully equipped kitchen. The fusion of beachy elements and speakeasy accents is evident in every nook and cranny.

Parking: While a dedicated parking space isn't available, if you have a car to park, there are plenty of nearby free and paid street parking spots very close by within walking distance (150-200ft from the door). Parking will not be an issue no matter what time of year you book. The Beachy Speakeasy is a haven for pedestrians and Uber aficionados. Want to bike around? Not only can you can rent electric scooters and bikes nearby next to St Armand's Market on Monroe Dr, or use electric scooter rentals available around the Circle in different locations that have an app to rent from, but we are now about to offer our own electric scooter and e-bike amenities! Details & Pictures Coming Very Soon!

We provide the beach gear: Chairs, beach umbrella, ice chest, and even a trusty beach wagon so you can walk to the beach for a hassle-free time at the shore without the parking fuss.

Explore the area with ease - the a free trolley whisks you from St Armand's Circle to Downtown Sarasota and beyond.

Back at your cozy retreat, the unit has been updated in 2026 with new paint throughout, new furniture additions, new bedding, linens and towels and even more upgrades! Lounge in the main living area with a comfortable brand new blue linen pull-out sleeper sofa, 2 blue velvet chairs, a coffee table with 2 pop-up tables for laptops or to enjoy a meal while watching streaming TV and coastal-themed accents. Head out to the rooftop deck for morning coffee and breakfast, lunch, or dinner & evening drinks on our new patio dining table with 4 chairs under the gazebo with string lights! You can also enjoy sun-soaked relaxation, rooftop yoga (mats provided!), or even a small workout with free weights. We have our rooftop garden lounge area directly off the wooden deck that features 2 lounge chairs with new cushions, a daybed with a new vintage retro umbrella, and a side table that has a hidden ice chest inside for soaking up the sun. The rooftop garden lounge area is surrounded by 4 tropical plants, including areca palms, a pigmy palm and a hibiscus plant that is constantly blooming our favorite red hibiscus flowers and it all sits on top of a perfectly manicured rooftop AstroTurf lawn. Enjoy another sitting area with AstroTurf lawn that has 2 Adirondack chairs and new queen sized daybed with cushions and clamshell canopy!

Ready for a restful slumber? The primary bedroom, the Tortuga Morada Suite (Purple Turtle Suite) has a Beachy vibe and boasts a luxurious memory foam queen bed, hotel style sheets, new beachy comforters, 4 new pillows, 2 extra seating areas including a blue velvet futon sofa with a rolling laptop desk, a smart streaming tv, smart speaker, sound machine, dehumidifier, wireless chargers and usb ports for corded charging of your electronic devices, alarm clocks, luggage racks, and a dresser with LED lights and a charging station. There are even robes available for your use.

The second bedroom, the Pineapple Room, has a Speakeasy vibe, and is newly painted and designed, offers equal comfort without a window, perfect for those serene sleep-ins. It also features a mirrored wall, pineapple lamps and decor, a remote controlled crystal fandalier, smart tv, smart speaker, luggage rack, dresser and clothing rack with robes. A sound machine is also included on the champagne gold nightstands. Both bedrooms have all new high end memory foam mattress toppers, bedding and pillows.

Hungry or in need of a caffeine fix? The well-equipped kitchen has you covered with a drip coffee pot, Vertuo Nespresso machine (with frother), and all the essentials to whip up a meal or a delightful brew.

Need to catch up on work? A dedicated workspace equipped with a chair, laptop desk and a printer/scanner is at your service. A new computer is being installed as well.

The bathroom? Small, but very adequate, with a walk-in shower featuring newly installed, Life Proof, non-slip Carrera marble-like ceramic mosaic tile floor and single spacious vanity! Stocked with shampoo, conditioner, and soap, hairdryer, flatiron, and more because we've got your back, even if you forget the essentials!

So come, dive into the Beachy Speakeasy experience -it's not just a rental, it's a lifestyle waiting to be embraced!

**If an early check-in is wanted, inquire with us to see if we can accommodate you. If there are no same-day guests check-outs, we may be able to arrange early check-in for an additional tiered fee depending on how many hours earlier the check-in is. The same applies for a Late checkout. If you need a guaranteed early check-in or check-out, please book the day before or after so it will stay guaranteed

**We can sometimes accommodate early baggage drop-off for a $50 fee or you can utilize local baggage storage (inquire for details and we can send a link to you)

**Baby and kids items are available for rental with delivery and pick-up - Inquire with us!

**Regarding Location & Entry** : It's true, our front door resides in an unexpected locale between dumpsters and trash cans from neighboring retail stores and restaurants (see photos). Our entrance is located on the rear side of the building. We're drawing inspiration from hidden speakeasies, bringing a touch of adventure to your stay. Rest assured, you are in a safe & well lit area and in a nice neighborhood. We strive for transparency so you know exactly what to expect before stepping foot in this vibrant retreat!

***In regards to Florida's natural wildlife, floral and fauna, we will sometimes experience mosquitoes, ants, spiders, cockroaches, etc. outside. We have regular pest treatments performed both inside & outside the units. We also personally, utilize bait, traps and sprays to keep these insects outside where they belong. Please don't keep windows without screens or doors open too long as you nay inadvertently let some inside. Should you come across any pests during your stay, please make us aware so we can address the situation. While it's rare to come across these pests inside, a refund will not be offered for the occasional occurrence. We always want you to be comfortable during your stay and you will find that we act quickly and with compassion to resolve any issues you have. We just need to be aware of it in order to resolve anything. ***

I am also a licensed Realtor with a team at Berkshire Hathaway HomeServices, so feel free to reach out if you are looking to buy in the area. I'm always happy to help.

There is NO POOL on the property but there is a public pool located on Lido Beach for a small daily fee

Important: Before you arrive you will be asked to complete guest verification through third-party provider Truvi. This is done to ensure we are keeping up-to-date with short-term rental regulations as well as providing both our guests and our properties with extra protection. Truvi will contact you via email and/or text to complete the verification. Please do so prior to arriving at the property to enable a quick and easy check-in process. You will also be given the choice between a security deposit or a non-refundable damage waiver. There is also a separate rental agreement that is sent for e-signing.

Our custom seasonal cancellation policy and our refund policy:
January - April : Strict - *Partial refund 60 days before check-in; No refund after 60 days before check-in.
May-October: Moderate: *Partial refund 30 days before check-in; 50% refund 14-30 days before check-in. No refund after 14 days before check-in.
November - December: Firm - *Partial refund 60 days before check-in; 50% refund 30-60 days before check-in. No refund after 30 days before check-in.
*Partial refunds are further defined as 100% refunds minus processing fees incurred by the merchant - Stripe
The Host recommends that all guests obtain appropriate travel and personal insurance coverage to cover these charges in case of a cancellation.