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Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Hammocks, Snorkeling, Sunsets!

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A coastal beach with a wide sandy area, clear turquoise waters, and a few buildings in the background.
Marina
An outdoor dining area with tables and chairs, a wooden deck, and a view of a lake.
A buffet table with various dishes, including a sandwich, fries, a salad, tacos, and a grilled item.
A paved pathway leading to a building with a blue roof, surrounded by palm trees and greenery.

Reviews

9.6 out of 10
Exceptional

Entire apartment

2 bedrooms1 bathroomSleeps 8

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Explore the area

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

Room options

Similar properties

About this property

Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Hammocks, Snorkeling, Sunsets!

The Coral Cabanas
Just 8-steps to path of Siesta Key Beach, world's best beach! 4-minute walk to bars, entertainment, shopping, dining, ice cream and live music of the South Village! Communal lounging, alfresco dining, snorkeling, sunsets, and hammocks. Perfect for families and couples looking to relax, explore and repeat. Book your Siesta Key vacation rental getaway direct now!

What Guests Love
∙ Beaches – 11-step walk to award winning Siesta Key beaches, calm shallow and clear
∙ Relaxing –secluded spot with hammocks, alfresco-lounging, westerly facing deck
∙ 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's 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
∙ Price - this Siesta Key vacation rental listing is direct with the manager and is the guaranteed lowest cost

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 bedroom with two double beds 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!

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.

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.

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.

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.

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.
During your stay at this apartment building, you're just a quick walk from Crescent Beach. Enjoy features like a gym, a water park and laundry facilities. The apartment offers free WiFi and a kitchen.
  • Air-conditioned apartment with kitchen, washing machine and balcony
  • Free Wi-Fi (speed: 100+ Mbps (good for 1–2 people or up to 6 devices))
  • Splash around at the water park
  • Amenities include laundry facilities
  • On-site recreation includes a gym
  • Steps from Crescent Beach and a 3-minute drive from Siesta Key Beach
Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Hammocks, Snorkeling, Sunsets! offers its guests a water park and a fitness centre. Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Hammocks, Snorkeling, Sunsets! also features barbecue grills and laundry facilities.

This Siesta Key apartment is smoke free.


Property amenities

Beach

  • Beach nearby

Ski

  • Snowboarding nearby

Internet

  • Available in the apartment: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • Near the marina
  • Near the sea

Things to do

  • Gym
  • Optional golf privileges
  • Water park
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Theme park nearby
  • Wildlife walks nearby
  • Windsurfing 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

  • Recycling
  • Water-efficient toilets

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are 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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

Property is also known as

758686

Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Hammocks, Snorkeling, Sunsets! Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 72 out of 88 reviews
Rating 8 - Good. 10 out of 88 reviews
Rating 6 - Okay. 4 out of 88 reviews
Rating 4 - Poor. 1 out of 88 reviews
Rating 2 - Terrible. 1 out of 88 reviews

9.6/10

Cleanliness

Reviews

Verified

10/10 Excellent

Gracelyn

Liked: Cleanliness, check-in, communication, listing accuracy
It is a beautiful location
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Heather

Liked: Cleanliness, check-in, communication, listing accuracy
The location was amazing! The property was clean with plenty of beach chairs and toys.
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Dante V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great communication and perfectly located and curated with all the beach essentials and more. Can’t beat the location!
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Elizabeth R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great communication, awesome location, loved the SUP and beach equipment! Thank you!
Stayed 4 nights in Dec 2025
Verified

8/10 Good

Karen K.

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

Condo near the beach

Great stay
Stayed 3 nights in Feb 2025
Archival

10/10 Excellent

Timothy Aaron Z.

Great place, super close to Crescent Beach

We had a great week, this place was perfect.
From a partner site

10/10 Excellent

Tammy M.

Poor

Nice/clean/close to the beach. Definitely will be back!!
Verified

10/10 Excellent

Verified traveller

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

Great stay!

Enjoyed our stay! The location was perfect, and the home had everything we needed and then some. Great hospitality!
Stayed 3 nights in May 2021
From a partner site

10/10 Excellent

steven b.

Wonderful days

We loved!!! Amazing place, with all the things you need to enjoy days at the beach with the family. We recommend for sure!!!!
Verified

10/10 Excellent

patti r.

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

Great location

Beautiful beach
Stayed 8 nights in Dec 2021
From a partner site

10/10 Excellent

Kerrie R.

Great stay!

We had a wonderful time on Siesta Key! I loved how close we were to the beach. Walking distance to restaurants and shopping and they don't require you to clean before you leave which was super nice with an early flight. Parking is great too. Beds are comfy.
Verified

10/10 Excellent

Tamara I.

great place

love the experience ,the house was clean and comfortable,the location was awesome ,my family had a great time can't wait to do it again .
Stayed 5 nights in Mar 2018
Verified

10/10 Excellent

Darryl W.

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

Great place. Great location

All around great
Stayed 3 nights in Sep 2019
Verified

10/10 Excellent

Tommy B.

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

Great trip

I highly recommend this spot after staying a week here. It has everything you need, including a great location right by the beach and many other great parts on the island!
Stayed 5 nights in Jan 2021
Archival

10/10 Excellent

Chastity H.

Siesta Key Vacation

We enjoyed staying at Old Man and the Sea very much..it was nice and cozy and close to the beach..had lots of conveniences on the peppery for the guests..I really enjoyed this place..
Verified

10/10 Excellent

Jamie G.

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

Perfect location

This place was perfect for our family. The easy walk to the beach and restaurants was ideal. I also appreciated the beach chairs and umbrellas available for use.
Stayed 5 nights in Apr 2023
Archival

8/10 Good

Kristen B.

Quick trip to sunshine.

Quiet and perfect for a short stay.
Stayed 3 nights in Jan 2017
Verified

10/10 Excellent

Heather W.

So close to the beach and the place was clean and adorable! I loved that the linens were supplied.

We had an amazing stay! The place was immaculate, and with linens supplied, we literally dropped our bags and went to the beach. Love the island, so many shops and restaurants! Truly wish we could stay forever.
Stayed 4 nights in Feb 2019
From a partner site

10/10 Excellent

Tessa R.

Little Piece of Paradise

We had such a nice stay here! Everything was tidy and clean. Location was the absolute best!! Nice, relaxing vibe from the entire unit. Booking was so easy and Gertrude Rentals communicates so well. We will definitely be booking this rental again on our next trip! 10/10 will recommend to everyone!
Verified

10/10 Excellent

Ilieth M.

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

Happy with our stay

Location is good and a few steps away from the beach. We had a really nice time in this property. They were very nice and accommodating to our group. Thank you
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Tom S.

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

Easy walk to the beach and some bars

Was in a nice location with a parking spot that was helpful for when we needed to load the car to golf
Stayed 4 nights in Apr 2023
Verified

10/10 Excellent

Dani F.

Quiet and so close to the beach!

We loved this place and felt right at home. It was a perfect homebase during a soccer tournament. It is easy to access and the proximity to the beach was awesome. We would definitely stay here again!
Stayed 4 nights in Dec 2018
From a partner site

10/10 Excellent

julie w.

Siesta Key

We have rented with Gertrude Rentals a few times. This is our first time renting D. We had 2 condos at one time to bring all our family and friends with us. The condo had everything we needed. We stayed a week and had a blast. All you need to bring is your bathing suit and company!
Verified

10/10 Excellent

Angel D.

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

Great vacation spot!

Super clean, well maintained, well appointed, great location! 1 minute walk to the beach. Close to several really good restaurants - all family friendly! Property manager was very attentive.
Stayed 6 nights in Mar 2023
Archival

10/10 Excellent

David K.

Old man and the Sea best stay ever

My family and I stayed there 2nd week of August 2017 plenty of room clean and close to the beach. We'll be returning.