Entire apartment

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

Apartment near Siesta Key Beach in Siesta Key

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

Beach nearby
Marina
Property grounds
Dining
Outdoor dining

Reviews

9.6 out of 10
Exceptional

Entire apartment

2 bedrooms1 bathroomSleeps 8

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Siesta Key, FL
  • Place, Crescent Beach
    ‪3 min walk‬
  • Place, Siesta Key Marina
    ‪8 min walk‬
  • Place, Siesta Key Beach
    ‪15 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪31 min drive‬

Room options

About the neighborhood

Siesta Key

Seaside stay .Within 3 miles (5 km) of this apartment, you'll find Siesta Key Beach and Turtle Beach. Crescent Beach and Point of Rocks are also within half a mile (1 km).

What's nearby

  • Crescent Beach - 3 min walk - 0.2 miles
  • Siesta Key Marina - 8 min walk - 0.5 miles
  • Siesta Key Beach - 15 min walk - 0.8 miles
  • Gulf Gate Mall - 4 min drive - 1.7 miles
  • Lido Beach - 24 min drive - 10.8 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 34 min drive

Restaurants

  • ‪Panera Bread - ‬4 min drive
  • ‪McDonald's - ‬3 min drive
  • ‪Culver's - ‬5 min drive
  • ‪Hooters - ‬4 min drive
  • ‪Five Guys - ‬4 min drive

About this property

Entire place

You'll have the entire apartment to yourself and will only share it with other guests in your party.

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

The Coral Cabanas Poor-Boy
Just 8-steps to path of world's best beach! 4-minute walk to bars, entertainment, shopping, dining and live music! 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 to see if it's a fit for you! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta

What Guests Love
∙ Beaches – 12-step walk to 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
∙ 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 best sunsets and whatever comes next
∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conch
∙ The Fun - 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 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 Key West-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, carts, umbrellas, bikes and paddle boards. If you don't have what you need, just reach out and we can usually get it for you. Correction for Air-b-n-b listings this location doesn't provide "snorkeling gear" but this and anything you need can be rented or purchased 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.

Similar properties

Property amenities

Beach

  • Beach nearby

Ski

  • Snowboarding nearby

Internet

  • Available in the apartment: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the city center
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Golf
  • Gym
  • Optional golf privileges
  • Paddleboard
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Theme park nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Energy-saving switches in guestrooms

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Property is also known as

758687

Frequently asked questions

How close is Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price to the airport?

This apartment is 12.6 mi (34-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

Does Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price have an airport shuttle?

Airport shuttle services are not available at this apartment.

How close is Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price to the beach?

This apartment is a short 2-minute walk from Crescent Beach and 1.2 mi (3-min drive) from Siesta Key Beach. Don't forget your sunscreen!

Does Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price offer free breakfast?

This apartment does not offer free breakfast.

Is there a casino at Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price?

No, there is no casino at this apartment.

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.

Is there free parking at Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price?

Free parking is not available at this apartment.

Does Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price have a pool?

This apartment does not have a pool.

Does Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price have a spa?

There are no spa services available at this apartment.

How close is Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price to downtown Siesta Key?

This apartment is 2.7 mi away from Siesta Key.

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

Reviews

9.6

Exceptional

Rating 10 - Excellent. 60 out of 72 reviews
Rating 8 - Good. 8 out of 72 reviews
Rating 6 - Okay. 3 out of 72 reviews
Rating 4 - Poor. 1 out of 72 reviews
Rating 2 - Terrible. 0 out of 72 reviews

9.0/10

Cleanliness

Reviews

10/10 Excellent

Paige F.

Liked: Cleanliness
Stayed 6 nights in Dec 2024

10/10 Excellent

Shaun A.

Liked: Cleanliness

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

10/10 Excellent

Suzanne T.

Liked: Cleanliness

Wedding stay

We had a wonderful time with our kids at your property. The area was so nice to entertain the other family members that came as well. It made it an easy choice whose place to hang out at! :) It was so close to beach also! Would stay again! Thank you!
Stayed 8 nights in Sep 2022

10/10 Excellent

julie w., Lexington,Kentucky

Liked: Cleanliness

Perfect for us!!

This is the second time we stayed at the Poor Boy. We love it. We met friends in Siesta Key and we all met at the Poor Boy. The outside area is so welcoming with the outside grill and Tiki bar. There is plenty of areas to be outside after a long day at the beach. We walked down and had coffee every morning at the beach.The Poor Boy has everything you need! We will be back!!
Stayed 7 nights in Jun 2023

8/10 Good

Elliott E.

Liked: Cleanliness

Poor Boy

It gets the job done and has plenty of parking.
Stayed 5 nights in Mar 2023

8/10 Good

Andrew B.

Disliked: Cleanliness

Super Cool Location But a Little Lacking.

90 second walk to the ocean. 5 minute walk to restaurants and bars. The place was a bit dingy and, if you’re on the first floor, you’ll definitely hear the people above you. Great common area with a grill and a couple tables.
Stayed 2 nights in Mar 2023

10/10 Excellent

Kylie H.

Liked: Cleanliness

Great location

Dan was incredible to work with and was great at communicating in a timely manner! Everything you could possibly need for your stay is available to use both in your lodging area and the community areas as well. The location was perfect! Steps away from the silky smooth sandy path to the beach and a short walk to restaurants, shops, etc. The outdoor community garden area was beautiful and perfect for relaxing or eating a meal! All five of us enjoyed our stay, there was plenty of room for us to sleep and hangout! Would definitely recommend any of the lodging options, Dan made the check in seamless. You won’t regret staying here!
Stayed 3 nights in Jan 2023

10/10 Excellent

Doug L.

Liked: Cleanliness

Relaxing Stay

The place is just as advertised. It is an older unit but well kept, giving it an old Florida feeling that you loose with new places. I would recommend putting a copy of the old man and the sea on the coffee table. The location could not have been better. It is just across the street from public access 13 to the beach. The unit is well equipped for a comfortable stay. Having the laundry outside the door was actually a positive and not a hinderance. The common areas expanded the useable space with a great cooking grill. The patio gave the place a nice outdoor seating area as well.
Stayed 6 nights in Dec 2022

10/10 Excellent

Liz K.

Liked: Cleanliness

Great location, great property

Loved how close this property is to the beach!
Stayed 3 nights in Dec 2022

10/10 Excellent

Allie M.

Liked: Cleanliness

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.

Liked: Cleanliness

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

10/10 Excellent

Jason W., Tampa, FL, USA

Liked: Cleanliness

Happy

It was fantastic 10/10
Stayed 1 night in Aug 2022

10/10 Excellent

Tawana T.

Liked: Cleanliness

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.

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

10/10 Excellent

Susel R.

Liked: Cleanliness

Excellent

It was fantastic.
Stayed 4 nights in Jun 2022

10/10 Excellent

Michael F.

Liked: Cleanliness

Family Vacation

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!!
Stayed 3 nights in May 2022

10/10 Excellent

Jenna H.

Liked: Cleanliness

Siesta Key

Great location!
Stayed 4 nights in May 2022

10/10 Excellent

Erin D.

Liked: Cleanliness

Everything you need and so much more!

We are a family of 5 and have been vacationing in Siesta Key for a few years now and this is one of our faves. The unit is perfect to eat, sleep and shower. The outdoor accommodations are like no other unit, we enjoyed the tiki bar , huge gas grill and all of the beach accessories. We greatly appreciated all of the beach accessories that were in great condition, chairs , umbrellas coolers, boogie boards, very accommodating. Selfishly want to keep this unit a secret but honestly too good not to share !
Stayed 5 nights in Apr 2022

10/10 Excellent

Danielle S.

Liked: Cleanliness

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

10/10 Excellent

Will D.

Liked: Cleanliness

Better than advertised!

Our group enjoyed every moment of our stay. The location is supreme; the parking is assigned and easy for two SUVs. The exterior common areas are inviting and well thought out and BBQ grills are large enough to feed an army. Oh and the ample beach chairs and toys were greatly appreciated! The interior is bright, clean and had room of the 7 of us comfortably. The kitchen is over-stocked so cooks will feel right at home. The property is not advertised as a luxury stay. And while it's not that, it is perfectly suited to those wishing to enjoy the beach and the surrounding dining and night life. Book with confidence and enjoy
Stayed 2 nights in Mar 2022

10/10 Excellent

Joyce L.

Liked: Cleanliness

Beautiful - great location

Beautiful area to visit. Convenient location for some beach time
Stayed 4 nights in Feb 2022

10/10 Excellent

Chuck S.

Liked: Cleanliness

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

Robert H.

Liked: Cleanliness

The poor boy

Great experience
Stayed 4 nights in Feb 2022

10/10 Excellent

April F.

Liked: Cleanliness

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

Cathy Paulette W.

Liked: Cleanliness

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