2 BR Beachy Speakeasy | Rooftop Deck | Lido Beach
Apartment in Saint Armands Key, FL
6 guests · 3 bedrooms · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Includes essentialsPool, Kitchen or Kitchenette, Air conditioner and more
About this apartment rental
Step into 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. Picture this: a rooftop deck, less than 5min away from the pristine Lido Beach, and surrounded by the charm of boutiques, and eateries within walking distance.
Forget the conventional—this condo's got a secret. Tucked behind a blue door lies a vibrant space, drawing inspiration from speakeasy culture fused w/ a beach vibe. Your adventure starts now
*St Armand's Circle is open to the public and we are finished repairing some flood damage after being hit by both hurricanes Helene and Milton - it was only to the lower downstairs hallway to the Beachy Speakeasy. The unit itself, did NOT get water inside as it is up 2 small flights of stairs. We replaced the washer and dryer, so those are brand New now! As of 12/16/24, the barrier islands are open like Siesta Key, Lido Key, etc. Many of St Armand's Circle's restaurants have opened and some of the shops. Water quality at the beaches is good too! Sarasota and Bradenton plus surrounding areas on the mainland are open and you can enjoy everything like restaurants and shopping. Downtown Sarasota is vibrant and businesses are staying busy!
Now, about this place! Forget the conventional—this condo's got a secret. Tucked behind an unassuming blue door lies a vibrant world, drawing inspiration from speakeasy culture blended with a laid-back beach vibe. Your adventure starts the moment you step in, greeted by a hidden washer and dryer, a concrete-floor corridor leading to a quirky 2 small flight stairways (no elevators here!), and a code-locked doorknob entrance to your abode on the second floor for extra security and privacy..
Inside, discover a 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? Fear not! While dedicated parking isn't available, fret not, as the Beachy Speakeasy is a haven for pedestrians and Uber aficionados. Want to bike around? You can rent electric scooters and bikes nearby next to St Armand's Market on Monroe St, or use electric scooter rentals available around the Circle in different locations that have an app to rent from We provide beach gear, and even a trusty beach wagon for a hassle-free time at the shore without the parking fuss.
Ah, transportation! Explore the area with ease—the a free trolley whisks you from St Armand's Circle to Downtown Sarasota and beyond. And if wheels are your preference, plenty of nearby free and paid parking spots await.
Back at your cozy retreat, lounge in the main living area with a comfortable blue velvet sofa futon, 2 blue velvet chairs, a coffee table with 2 pop-up tables for laptops or to enjoy a meal while watching 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 string lights. You can also enjoy sun-soaked relaxation, rooftop yoga (mats provided!), or even a small workout with free weights. We have an Astroturf area with 2 lounge chairs an umbrella and a side table/ice chest for soaking up the sun and another sitting area with Astro-turf flooring, a small wicker loveseat, 2 Adirondack chairs and a small center table.
Ready for a restful slumber? The primary bedroom boasts a luxurious memory foam queen bed, hotel style sheets, beachy comforters, 4 pillows, 2 extra seating areas, a smart streaming tv, smart speaker, wireless chargers and usb ports for corded charging of your electronic devices, alarm clocks, luggage racks, and rolling clothing racks with robes available for your use. The second bedroom offers equal comfort without a window, perfect for those serene sleep-ins. It also features a mirrored wall, smart tv, smart speaker, luggage rack, and clothing rack with robes.
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.
The bathroom? Small, but very adequate, with a walk-in shower 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)
We try to reduce our carbon footprint by providing sustainable and eco-friendly toiletries, cleaning supplies and other items for you during your stay. We support clean and green energy like wind and solar through community programs and hope to run our rentals mostly from solar in the future. Have suggestions on how to improve? Let us know in a message or email. We appreciate your support and feedback
*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. ***
Guests have access to all areas of unit and the rooftop deck's designated areas only. Except for the mirrored-door owners closet in the hallway with a combination padlock. I keep my personal items and restock items in there etc.
I am available to speak by phone or text and app, should guests have any questions or need something. I also have a co-host and a cleaning crew /maid service available at request. 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 Superhog. 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. Superhog 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.
Forget the conventional—this condo's got a secret. Tucked behind a blue door lies a vibrant space, drawing inspiration from speakeasy culture fused w/ a beach vibe. Your adventure starts now
*St Armand's Circle is open to the public and we are finished repairing some flood damage after being hit by both hurricanes Helene and Milton - it was only to the lower downstairs hallway to the Beachy Speakeasy. The unit itself, did NOT get water inside as it is up 2 small flights of stairs. We replaced the washer and dryer, so those are brand New now! As of 12/16/24, the barrier islands are open like Siesta Key, Lido Key, etc. Many of St Armand's Circle's restaurants have opened and some of the shops. Water quality at the beaches is good too! Sarasota and Bradenton plus surrounding areas on the mainland are open and you can enjoy everything like restaurants and shopping. Downtown Sarasota is vibrant and businesses are staying busy!
Now, about this place! Forget the conventional—this condo's got a secret. Tucked behind an unassuming blue door lies a vibrant world, drawing inspiration from speakeasy culture blended with a laid-back beach vibe. Your adventure starts the moment you step in, greeted by a hidden washer and dryer, a concrete-floor corridor leading to a quirky 2 small flight stairways (no elevators here!), and a code-locked doorknob entrance to your abode on the second floor for extra security and privacy..
Inside, discover a 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? Fear not! While dedicated parking isn't available, fret not, as the Beachy Speakeasy is a haven for pedestrians and Uber aficionados. Want to bike around? You can rent electric scooters and bikes nearby next to St Armand's Market on Monroe St, or use electric scooter rentals available around the Circle in different locations that have an app to rent from We provide beach gear, and even a trusty beach wagon for a hassle-free time at the shore without the parking fuss.
Ah, transportation! Explore the area with ease—the a free trolley whisks you from St Armand's Circle to Downtown Sarasota and beyond. And if wheels are your preference, plenty of nearby free and paid parking spots await.
Back at your cozy retreat, lounge in the main living area with a comfortable blue velvet sofa futon, 2 blue velvet chairs, a coffee table with 2 pop-up tables for laptops or to enjoy a meal while watching 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 string lights. You can also enjoy sun-soaked relaxation, rooftop yoga (mats provided!), or even a small workout with free weights. We have an Astroturf area with 2 lounge chairs an umbrella and a side table/ice chest for soaking up the sun and another sitting area with Astro-turf flooring, a small wicker loveseat, 2 Adirondack chairs and a small center table.
Ready for a restful slumber? The primary bedroom boasts a luxurious memory foam queen bed, hotel style sheets, beachy comforters, 4 pillows, 2 extra seating areas, a smart streaming tv, smart speaker, wireless chargers and usb ports for corded charging of your electronic devices, alarm clocks, luggage racks, and rolling clothing racks with robes available for your use. The second bedroom offers equal comfort without a window, perfect for those serene sleep-ins. It also features a mirrored wall, smart tv, smart speaker, luggage rack, and clothing rack with robes.
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.
The bathroom? Small, but very adequate, with a walk-in shower 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)
We try to reduce our carbon footprint by providing sustainable and eco-friendly toiletries, cleaning supplies and other items for you during your stay. We support clean and green energy like wind and solar through community programs and hope to run our rentals mostly from solar in the future. Have suggestions on how to improve? Let us know in a message or email. We appreciate your support and feedback
*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. ***
Guests have access to all areas of unit and the rooftop deck's designated areas only. Except for the mirrored-door owners closet in the hallway with a combination padlock. I keep my personal items and restock items in there etc.
I am available to speak by phone or text and app, should guests have any questions or need something. I also have a co-host and a cleaning crew /maid service available at request. 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 Superhog. 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. Superhog 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.
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
Map of Saint Armands Key, FL
$$$$
Ratings and reviews
10.0 / 10.0
Myself, husband and 19 year old son enjoyed a 3 night stay . The accommodation was perfect. Location fantastic and all the facilities left to use beach buggy, chairs. Shampoo shower gel. Plenty of fresh towels.All the kitchen equipment and condiments to use was fantastic.. very responsive host answered any questions we had straight away. We would not hesitate to book again.
10.0 / 10.0
We loved our stay at the Speak Easy (so much that we wish we could keep it a secret like a true Speak Easy). We have no doubt that it will soon be booked years in advance. Chad was so easy to communicate with through the entire pre-vacation process and made us feel so comfortable and appreciated as renters. This place is a true gem and we can't wait to stay here again next year. I know we'll have to book early!
10.0 / 10.0
This was the perfect spot in St. Armand’s circle, walking distance to all the restaurants and shops plus a very short walk to the beach. The apartment is so cutely decorated and well equipped with all the beach features you need. Miss hanging out in that terrace with my friends, want to make this a yearly tradition.
10.0 / 10.0
"Very convenient to Armand Circle, nice to have two large bedrooms and large eat-in kitchen. Clean and quiet! I was initially concerned about the back entrance but I always felt safe.
10.0 / 10.0
We enjoyed our stay. Owner provided supplies and we really enjoyed walking to the beach with cart, collet and lawn chairs! Overall, we would be very happy to return. A lot to do around there and parking was not difficult and was inexpensive.
2.0 / 10.0
A couple of hours before arriving on Wednesday, May 15th the Host sent a message through VRBO letting me know the AC wasn’t working. A part needed to be ordered. When we arrived and opened the door it was musty and hot. There were five box fans and a small ac window unit in a hallway. My husband was on Sarasota on business when he got back on Thursday evening and still no AC he said we are leaving
10.0 / 10.0
Our family of four had an amazing stay over March break(Parents and a 6 & 8 year old). The location is perfect, 5 mins from the beach and 1 min from St Armand’s circle. The location could not be any more ideal for a family, we dined out at local family restaurants, used the kitchen to cook meals when it was convenient and visited the beach each morning to search for shells. We picked the location randomly and really hit the jack pot. Our host was very responsive and accommodating, particularly with an early check in and had some food supplies to tide us over until we got to a supermarket. Very clean, spacious apartment, comfortable beds, with everything you could possibly need for a short stay. Parking was easy(and free) once you follow the directions provided. 10 out of 10 stay.
10.0 / 10.0
Perfect location! Super clean! Comfortable & all around great! Chad was awesome to work with. Condo is exactly as described & pictures listed. We will definitely stay here again!
10.0 / 10.0
Chad is very quick to communicate and had the house stocked with essentials for the kitchen, bath and the beach. The record player, yoga maps, weights and boxing gloves are a nice touch. The location is excellent - next to all the restaurants/shopping and a short walk to the beach. The place only has one bathroom, but we made it work without a problem.
10.0 / 10.0
If you are looking for the perfect spot in St Armands, this is it!! So easy and Chad has everything you need to get started with your vacation. Steps from great restaurants and 2 blocks to the beach. It couldn't have been a better spot to spend our vacation!!
10.0 / 10.0
We had a wonderful experience at the Beachy Speakeasy. Chad has created a wonderful space in which you can relax, enjoy the shopping nearby and unwind from travel. Thoughtful details abound in the unique space above St. Armand's Circle. The outdoor space is phenomenal. Lido Beach is just a short walk, and all of the tools to enjoy it are right there in the unit: chairs, wagon, umbrella. Sarasota's new trolley service made getting back and forth to downtown a breeze. Chad's communication was clear and we knew exactly what to expect throughout our stay. Would definitely stay there again!
10.0 / 10.0
Awesome weekend
10.0 / 10.0
WE thoroughly enjoyed our stay in the Beachy Speakeasy. The apartment was great, the location is amazing if you want to be in the thick of the restaurants/stores/more, the little extras were a bonus, and our host Chad was extraordinarily responsive when we had questions or requests. Multiple thumbs up.
10.0 / 10.0
Perfect spot and wonderful accommodations.
10.0 / 10.0
I look forward to my next stay at the beachy speakeasy. I felt very much at home in this cute two bedroom condo with fully stocked kitchen. The host has truly thought of everything, and the details were duly noted! I was especially impressed with the variety of condiments available for my Nespresso latte (e.g raw local honey etc.) I bought a few groceries and was able to cook and eat most of my meals at home because the host has a fully stocked kitchen with pots and pans and a variety of appliances like a crock pot, a toaster, a blender, espresso machine, coffee maker, coffee bean grinder and water filter pitcher just to name a few. I felt very at home with these details that I didn't even realize made such a difference until I was away from home!! The bed was really comfortable and it was very quiet which is important to me! Great strong wi-fi and the entire condo is set up with music receivers so that you can listen to music throughout the house and there are phone chargers available in every room. They even have a record player with some old school records if you're feeling nostalgic! I was able to do some yoga out on the rooftop which was really nice on a beautiful day. The host was very helpful when I had a few questions prior to check in, but they also provided ample information, instructions in the "condo manual" so that I could enjoy my privacy during my vacation and didn't need to reach the host again. I would highly recommend staying here.
~M. Donnelly
8.0 / 10.0
The location was great for shopping and dining within St. Armand Circle. The bedrooms were very nice and beds very comfortable. We didn’t use the kitchen but it was large and well equipped. A lot of little extras that make a difference like: bathroom amenities including mouthwash, toothbrush and soaps. Anything you would need for the beach including sunscreen. There were plenty of sodas and even beer in the fridge when we arrived as well as a Nespresso machine with pods. There were a few minor things that needed repair like the toilet paper holder and a missing towel holder in the bathroom. The entrance to the apartment is odd in that it’s in the back of an alley by the garbage dumpster with a bit of a rough entrance that includes 2 flights of cement stairs to reach the actual apartment and there is no designated parking. Parking was a bit of an issue as you could park on one street 8pm-8am free of charge and then hourly parking during the day, so it was a bit of a hassle moving the car every 12 hours. It was a fun time and nice stay but next time I would choose convenience and closer proximity to the beach.
10.0 / 10.0
Great space in a great location. Very clean. Host is wonderful
10.0 / 10.0
Chad was an awesome host! Great little hidden gem in St. Armands
10.0 / 10.0
This property exceeded our expectations. Very inviting and welcoming. Exceptionally clean and stocked with anything you may need and MORE. Perfect location for a family who wants a little of everything, shopping, restaurants and the beach. We can’t wait to return.
10.0 / 10.0
The place was spacious and cute with everything we needed (like coffee and plenty of towels!) Loved that we could walk to breakfast and dinner and beach was short walk or drive. Owner instructions and tips were incredibly thorough and helpful. Had an awesome time!
10.0 / 10.0
My wife & I were here in mid February. This place is smack in the middle Armands Circle in St. Armands Key. As you enter St. Armands Key and enter Armands Circle, you can't help and feel how wonderful this place is. So many shops and restaurants. People milling about and music played from different areas within the circle. This continues thru the evening.
The 2 bedroom apartment is above Salt Life clothing shop. The apartment is entered thru the rear of the building and go upstairs to enter the apartment. This apartment was very clean and different from many VRBO apartments. This apartment also had a rooftop deck sitting area.. This apartment was filled with everything you can think of. Kitchen closet had all sorts of snacks & beverage. The bathroom had plenty of towels, hair dryer. curling iron and toiletries.The apartment had a large cart with beach chairs, umbrella, bikes, roller blades and helmet. The beach is within walking distance 1/4 mile but for older adults a 3 minute car drive.. Don't want to forget the washer & dryer. It had everything along with that different feel that makes it unique.
The host Chad was most helpful, especially in guiding us to get .to the door.
Now the following mentions in no way changes how my wife & I ,feel about this place.
Because of the steep steps to get to the apartment, older couples 70 or over will have some trouble going up the steps while carrying their suitcase and keeping their balance.
The second is a suggestion to Chad. When first walking into the first door,
the floor is all painted grey. It may be worthwhile to paint a
3"yellow border on the edge of the stepdown.
I would highly recommend this apartment when visiting St. Armands Key.
10.0 / 10.0
The location of this unit is amazing—right at the circle with hundreds of shops and lots of restaurants. Less than 10 minute walk to the beach. Owner has bikes, a beach cart, beach chairs, a cooler and umbrella—all great for the stay. He sticks the kitchen and bathroom with anything you could need. All was great! Hoping to come back soon!
10.0 / 10.0
We enjoyed our long weekend stay it was so convenient very close to beach, restaurants and shopping. Definitely recommend! And Chad was so responsive!
10.0 / 10.0
What A Gem!
Comfy beds and pillows, so clean, so well appointed, beachy decor with so many cute touches, and in the perfect location! We thoroughly enjoyed our visit and would come back again!
10.0 / 10.0
Can’t get any better than this
This property is a very nice condo just steps to the beach and St Armands circle.
Everything was over the top clean and the accommodations were incredible.
The owner was in continuous communication with us.
All beach supplies are available as well.
10.0 / 10.0
Beach and shopping
Everything was great. Chad was very helpful. The unit was clean and had all the amenities we needed for relaxing or taking a quick walk to the beach. I definitely recommend it. We had an absolute blast.
The circle is a great area.
10.0 / 10.0
Best location/ best host!!
The location of this blue door hidden gem is perfect! Walk to restaurants, shopping and the beach in minutes. Chad, our host provided beach chairs/ umbrella, beach wagon, cooler, even bikes (we did not use them)… everything needed for a great beach day. Apt was clean and had so many extras. Parking was never a problem on the side street and was reasonably priced. This beachy bohemian little apt was a great get away! We will definitely book again! ❤️
FAQs
How much does this apartment cost compared to others in Saint Armands Key?
The average price for a rental in Saint Armands Key is $473 per night. This rental is $156 above the average.
Is parking included with this apartment?
Parking is not specified as an available amenity at 2 BR Beachy Speakeasy | Rooftop Deck | Lido Beach. For more information, we encourage you to contact the property about where to park.
Is there a pool at this apartment?
Yes, a swimming pool is available for use at 2 BR Beachy Speakeasy | Rooftop Deck | Lido Beach. Enjoy the water!
Is 2 BR Beachy Speakeasy | Rooftop Deck | Lido Beach pet friendly?
Unfortunately, this apartment is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at 2 BR Beachy Speakeasy | Rooftop Deck | Lido Beach?
We found 3 amenities for this rental. This includes pool, air conditioner, and kitchen or kitchenette.
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