The Coral Cabanas Poor-Boy Just 8-steps to path of Siesta Key Beach, the world's best beach! 4-minute walk to bars, entertainment, shopping, dining and live music in the South Village! Communal lounging, private patio, alfresco dining, snorkeling, sunsets, and hammocks. This is a budget two-bedroom priced like our one bedroom units. Read the description below, see if it's a fit for you, and book a Siesta Key vacation rental getaway today!
What Guests Love ∙ Beaches – 12-step walk to Siesta Key's award winning beaches, calm shallow and clear ∙ Relaxing –secluded spot with hammocks, alfresco-lounging, westerly facing deck ∙ The Price – this is a budget 2BR priced like our 1BR units, this listing is direct at the guaranteed lowest cost ∙ Relaxing –secluded spot with hammocks, alfresco-lounging, westerly facing deck ∙ Private Patio – this is the only unit on the property with a private patio ∙ Reef Snorkeling – 60-yard walk to Point of Rocks, free snorkel gear provided ∙ The Food –12 restaurants within 0.5 miles, 3 waterfront restaurants within 4 miles ∙ Activities – Boat bike jet-ski & sport-fishing tours, marina and rentals 7-min away ∙ Sunsets –walk 30-seconds to Siesta Key's best sunsets and whatever comes next ∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conch ∙ The Fun - 4-min walk to the South Village and live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donuts ∙ The Memories – access Siesta Key's top attractions and beaches guaranteed fun for all
Property Truths This Siesta Key vacation rental is a budget 2BR accommodation priced like our 1BR units. It has everything our prime units have except sound insulation in the ceiling which, although usually not an issue, might result in noise from above. If you want to experience Siesta Key, less than one minute walk from the best beach on the island but are on a budget and are not sensitive to noise from the ceiling above then the poor boy should be the perfect place for you.
The Beach Skip the crowds and commercial feel. Coral Cabanas offers Siesta Key-style charm and beach access #13—quieter, more private, and just across the street. With no public parking nearby, this cove is one of Siesta's most exclusive beaches. The white quartz sand, tide pools, and calm, clear water are perfect for relaxing. A livelier scene with food, drinks, and the weekend drum circle is just a short beach walk north. Point of Rocks reef is only 60 yards south.
The Location No car needed. Nestled on a quiet street with no traffic, businesses, or public parking. Walk 7 minutes to Siesta's top eco-adventures—boat, bike, jet-ski, and fishing tours. Prefer to relax? Sunbathe on the balcony, nap in a hammock, or enjoy Siesta's top-rated seafood, ice cream, and waterfront dining. Just a short stroll to favorites like Daiquiri Deck, Sniki-Tiki, Crescent Club, and Orange Octopus.
Reef Snorkeling Siesta Key is already paradise—now add one of the Gulf Coast's best snorkeling spots! Just 60 yards south, Point of Rocks offers safe, shallow waters filled with tide pools, colorful marine life, and shelling treasures. Most days you'll spot chameleons, sponges, mother-of-pearl shells, conch, and maybe even dolphins or turtles. Ideal for exploring by foot, snorkel, paddleboard, or kayak.
Bedroom Details This property is two stories and this unit is one flight up with no one above it or below it. There is a king bedroom, a queen bedroom and a sleeper sofa. You can sleep up to 7 family style. Need more space? We can get you an additional unit nearby.
Beach Gear Provided We provide beach towels, chairs, snorkel equipment, and umbrellas. There are also a few paddle boards available on a first come first serve basis and any other gear can be found nearby!
Household Items Provided We provide bedding, kitchen items, most major and minor appliances, blow dryers, and hangers. Simple soaps and paper products come in starter-supply that will get you through a short stay and anything you need can be purchased nearby.
What to Bring It's a laid-back island so pack as lite as you like. Our fashion is casual, wash and wear, and all units have laundries. Also, anything you forget to bring can be found nearby in good supply and fair prices.
Post Booking Support We understand vacation time is precious and will make sure you get the most out of it. Our number is the only contact information you need. All units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. No check-in restrictions, check-in any day of the week at any time using a private door-code. Never a cleaning requirement at checkout. Free early check-in when possible. No hidden fees or solicitations. Every unit including this one is available for instant booking. We can recommend the best spot for fishing or fresh fish, Michigan or Ohio State games, romantic-dinners marriage-proposals or singles, eco-tourism, family friendly activities, or safe ways to lose your kids when you(they) need alone time.
Terms Payments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival. Events or gatherings involving outside guests are only allowed with prior approval from the management. Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation. Sorry but events involving guests in excess of your unit occupancy limit are not permitted at this location.
Travel Insurance If you prefer insured bookings, we also offer travel insurance. Basic Travel Insurance- cost is 7%, covers 30 different issues, coverage begins only after protection has been purchased. CFAR (cancel for any reason) insurance is available in states applicable- cost is approximately 11% (7% basic plus additional 3.8% to add CFAR). Basic and CFAR must be purchased together as CFAR cannot be purchased individually. CFAR covers 60% of the trip cost with no questions asked. Travel insurance must be purchased within 14 days of booking and 30 days before check-in. Claim must be filed two days prior to arrival, available to U.S. citizens only.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Siesta Key
Located in Siesta Key, this apartment is in the city centre and near the beach. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Looking to enjoy an event or a game while in town? See what's happening at Ed Smith Stadium or Longboat Key Public Tennis Center. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 34 min drive
Restaurants
Panera Bread - 4 min drive
McDonald's - 3 min drive
Culver's - 5 min drive
Hooters - 4 min drive
Taco Jalisco - 4 min drive
Frequently asked questions
Is Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price?
As of 10 Apr 2026, prices found for a 1-night stay for 2 adults at Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price on 5 June 2026 start from AU$470, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price?
On-site parking is available at the property.
What time is check-in at Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price?
Check-in begins at 3:00 PM.
What time is check-out at Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price?
Checkout is at 10:00 AM.
Where is Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price located?
Located in the heart of Siesta Key, this apartment building is within 1 mi (2 km) of Crescent Beach and Siesta Key Beach. Point of Rocks and Siesta Key Marina are also within 15 minutes.
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We LOVED our stay at Siesta Keys! The room was exactly as described and in a perfect location. This spot was very family friendly and less crowded than other locations. The access to the beach was amazing and the free transportation stop was a short walk away.
We had great time place was amazing quite clean.
Definitely would come again.
Had question when we got there Dan was amazing called me right way.
Best way to celebrate my daughter's sweet sixteen 💖
Thank you for staying with us. I hope siesta key delivered to you everything you were looking for. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me "Daniel" direct at 8885SIESTA and I’ll take care of you! Repeat guests never pay full price. If it's not too much trouble, please leave us a five star review. It would mean a lot to us.
Beautiful area to visit. Convenient location for some beach time
Joyce L.
Stayed 4 nights in Feb 2022
Response from VrboOwner on 7 Sept 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!
From a partner site
10/10 Excellent
Larry and Danielle G.
27 Dec 2024
Great
Efficient and friendly staff. Nice place! Loved the walk to the beach.
Larry and Danielle G.
From a partner site
10/10 Excellent
Christine B.
1 Apr 2025
Amazing location
The Poor Boy was in a perfect location right next to the public beach access. It was a quick walk to the downtown area. The kitchen had all the amenities needed and then some. There was plenty of space and a nice outdoor sitting area! Would definitely stay here again!
My family and I had great time staying at the Poor Boy. Great living space and awesome location for easy access to the beach.
Brendan K.
Stayed 3 nights in May 2020
Response from VrboOwner on 7 Sept 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!
Verified
10/10 Excellent
gilbert b.
30 May 2019
Fun in Siesta Key
Great location and excellent service from the owner
gilbert b.
Stayed 3 nights in May 2019
Response from VrboOwner on 7 Sept 2023
Thank you Gilbert! Be sure to take a look at the Vermont properties!
This place was clean, close to the beach, and had many beach items available to use. The outside area was great to hang out and enjoy the weather. I would definitely recommend this place and will be going back the next time we are in the area!
Danielle S.
Stayed 3 nights in Apr 2022
Response from VrboOwner on 7 Sept 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!
From a partner site
10/10 Excellent
julie w.
21 July 2025
Poor Boy
We have stayed at the Poor Boy a few times. We will always come back! The rooms are clean, all the things needed for a beach trip is provided. The customer service and good communication is a bonus.
This place was amazing we stayed in the poor boy and I loved it.
It was a perfect getaway we are from Michigan and the key was amazing. I loved the location and the beach felt like it was just ours. I would recommend this place to any looking for a private getaway.
Allie M.
Stayed 4 nights in Dec 2022
Response from VrboOwner on 7 Sept 2023
Thank you. We hope you visit again soon. You're a repeat guest now and can call me at (888) 5-SIESTA if you need anything at all! Always happy to help.
Just as the description says, very simple, nice place to stay. Love the breezeway!
Scott P.
Stayed 3 nights in Nov 2022
Response from VrboOwner on 7 Sept 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!
Archival
10/10 Excellent
Lisa B.
22 Dec 2017
Great location and place
Great location, across the street from the beach. Very clean and well stocked. Host was very responsive. We would definitely stay again.
Lisa B.
Stayed 3 nights in Dec 2017
From a partner site
10/10 Excellent
Rachelle B.
25 June 2025
Great
We had a wonderful time. The appartement was just what we needed. It was close to the beach and we took advantage of using the accessible beach chairs. After our stay, my niece left her sandals and the staff was kind enough to ship them to my house. What a service! We will gladly recommend to our friends and look forward to returning there.
Checking in and out were both very easy. The location was fantastic!
Alicia L.
Stayed 3 nights in Feb 2020
Response from VrboOwner on 7 Sept 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!
Verified
8/10 Good
Thomas H.
21 Mar 2018
Location...location...location
If you are looking for the easiest trip to the beach this would be the place.
Our stay was incredible. The home was clean, comfortable and in a great location. Daniel was a fantastic host. Communication and hospitality were top notch
Cynthia R.
Stayed 3 nights in Mar 2020
Response from VrboOwner on 7 Sept 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!
From a partner site
8/10 Good
Joe-La D.
23 Aug 2025
Great Spot, simple space.
I really liked the spot it was super close to the beach. It was a very simple little place but that's all you need for a beach vacation. laundry was free. Lots of stuff to borrow and use. My ONLY complaint is the mattresses. Very firm and unforgiving. My back ached by the end of the stay. If they changed that out—I'd spend lots of weekends here. Note: it is on the south end of Siesta so you have to drive to the village shops and such but for a relaxing quiet spot—it's perfect.
We had the best time! The location is amazing, right across from beach access. The outdoor amenities are awesome. We enjoyed using the grill and the kids loved reading in the hammocks. We will definitely be back in the future!!
Michael F.
Stayed 3 nights in May 2022
Response from VrboOwner on 7 Sept 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!
From a partner site
10/10 Excellent
Mary H.
18 May 2022
Great beach trip
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Love the location.
Such a cute bungalow just a few yards from the beach. Cozy, well equipped, location, location, location!!! While charmingly dated, only change would be an update of bathroom floor but overall, clean and comfy!
Chuck S.
Stayed 3 nights in Feb 2022
Response from VrboOwner on 7 Sept 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!
Amazing location! Easy access to all Siesta Key has to offer.
Marc L.
Stayed 4 nights in Feb 2020
Response from VrboOwner on 7 Sept 2023
Yes! What an amazing location and its the best deal on the island! The Poorboy is a 4.5-star priced like a 3-star. Exactly as advertised, take a look and see if its a fit for you:)