Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price Reviews, Deals & Photos 2025

Q: Is Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price! pet-friendly?

Yes, pets are allowed at this property.

Q: 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.

About the area

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 Stardust Event Center. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Visit our Siesta Key travel guide

View more Apartments in Siesta Key

This review comes from a trusted partner site and has not been verified.

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!

10/10 Excellent

Liz K.

21 Dec 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location, great property

Loved how close this property is to the beach!

Stayed 3 nights in Dec 2022

10/10 Excellent

Joyce L.

13 Mar 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful - great location

Beautiful area to visit. Convenient location for some beach time

Stayed 4 nights in Feb 2022

10/10 Excellent

Brendan K.

20 May 2020

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location

My family and I had great time staying at the Poor Boy. Great living space and awesome location for easy access to the beach.

Stayed 3 nights in May 2020

10/10 Excellent

gilbert b.

30 May 2019

Fun in Siesta Key

Great location and excellent service from the owner

Stayed 3 nights in May 2019

10/10 Excellent

Danielle S.

18 Apr 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay!

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!

Stayed 3 nights in Apr 2022

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jon B.

29 Mar 2025

Very close and reasonable stay

Host was very prompt with responses. As close as you can get without being right on the beach. Walk way to the water right outside your door. As owner described ceiling to master is right under kitchen/ living room of upper. Can be noisy pending occupants above this Po boy unit. Just bring a set of ear plugs in case and you should be just fine. Wasn't that big of deal and calmed down after 10 pm. Close walking distance to some fantastic restaurants and shopping spots. Would definitely come back in the future.

10/10 Excellent

Allie M.

13 Dec 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.

Stayed 4 nights in Dec 2022

10/10 Excellent

Scott P.

11 Nov 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Simple place close to beach

Just as the description says, very simple, nice place to stay. Love the breezeway!

Stayed 3 nights in Nov 2022

This review was submitted before 2018 and has not been verified.

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.

Stayed 3 nights in Dec 2017

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.

Stayed 5 nights in Mar 2018

This review comes from a trusted partner site and has not been verified.

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.

10/10 Excellent

Susel R.

3 Jul 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent

It was fantastic.

Stayed 4 nights in Jun 2022

10/10 Excellent

Chuck S.

13 Feb 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Siesta Key Bungalow

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!

Stayed 3 nights in Feb 2022

10/10 Excellent

Lara M.

18 Dec 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location for easy access to the beach! Well stocked kitchen, and comfortable furniture.

Outdoor seating areas were such a nice amenity. Washers and dryers need to be replaced.

Stayed 3 nights in Dec 2021

10/10 Excellent

Cathy Paulette W.

15 Jan 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

BEACHES!!!!!

What a beautiful place to vacation. The property was everything and more than expected. So close to the beach and town. Would fully recommend this property to anyone, nothing to fancy buy just what we needed for four 18 year olds and a grandma. Went to several beaches and really enjoyed the dog beach in Vinice.

Stayed 4 nights in Jan 2022

10/10 Excellent

April F.

5 Feb 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls trip 2022

Location was amazing! We were very pleasantly surprised with the wine and water. Only complains are the bunk beds were very hard and the noise from upstairs, but 100% would stay again regardless.

Stayed 4 nights in Jan 2022

10/10 Excellent

Toni M.

5 Oct 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

FANTASTIC PROPERTY

This property is exactly as described. Great proximity to the beach. Property exactly as described. Great response from property manager. Would stay again and again!

Stayed 3 nights in Sep 2021

10/10 Excellent

Tawana T.

5 Aug 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

We will be going back. :D

The apartment we reserved is simply beautiful. We had everything we needed for our stay. Thank you for such a wonderful experience for me and my family. Our first family vacation. Amen.

Stayed 4 nights in Jul 2022

10/10 Excellent

Jose G.

15 Jul 2022

Liked: Check-in, communication, location

Relaxing time

If you want to relax and go to the beach This is the correct place to visit. . Dan is a super nice guy and very helpful. Thank you

Stayed 4 nights in Jul 2022

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Jill K.

5 Dec 2017

Gorgeous!

We loved Siesta Key Poor Boy! Very quiet and nice neighborhood so close to beach access. The owner Daniel and Gertrude Rentals was so easy to work with and plan on going back next week to try another of the units in Old Man and The Sea. Looking forward to many years of visiting this property!

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

A guest from Sarasota, FL

21 Nov 2022

Excellent

6/10 Okay

Freda Y.

4 Jan 2022

Liked: Check-in, communication, location, listing accuracy

Disliked: Cleanliness

Vacation2021

there was only one bathroom which was hardly enough for a house that sleeps 8 people. The property manager was always friendly and helpful which I really appreciated. It's a nice and quiet area but still close to the beach.

Stayed 8 nights in Dec 2021

10/10 Excellent

Jason W.

11 Aug 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Happy

It was fantastic 10/10

Stayed 1 night in Aug 2022

10/10 Excellent

Shaun A.

18 Jul 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Superb stay!

The room was just as described. Very comfortable, you can feel at home here. My wife and I, along with my 82 y/o mother, and two of our grandsons, 9 & 12 had a great stay. Rooms were clean and beds were comfortable. Beach access is across the street, then just a short walk to the beach. We brought along groceries to cook while there. There was a grill outside, hammocks, and nice outdoor setup. I hope to go back for another visit.

Stayed 3 nights in Jul 2023

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Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price

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