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Gertrude's Siesta | 100% Private, 8-steps to Beach Path! 4-min Dining & Music! Snorkeling, Sunsets!

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Beach nearby
Outdoor dining
Dining
Property grounds
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire apartment

8 bedrooms5 bathroomsSleeps 32

Popular amenities

  • Parking available
  • Air conditioning
  • Pet-friendly
  • Dryer
  • Washer
  • Gym

Explore the area

View in a map
Siesta Key, FL
  • Crescent Beach
  • Siesta Key Beach
  • Point of Rocks
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪21 min drive‬

Room options

Similar properties

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 | 100% Private, 8-steps to Beach Path! 4-min Dining & Music! Snorkeling, Sunsets!

The Coral Cabanas Inn
Just 8-steps to path of world's best beach! 100% private 8BR including 5 units. 4-minute walk to bars, entertainment, shopping, dining and live music! Communal lounging, alfresco dining, snorkeling, sunsets, and hammocks. Listing includes two side-by-side units including a 1BR and 2BR (total 3BR). Book your getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta

What Guests Love
∙ Separate Units – 5 units deliver space and privacy, perfect for large gatherings
∙ Beaches – 12-step walk to award winning 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 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

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
Listing includes three 2BR and two 1BR units (8BR total). One 2BR unit is ground level, other units are one flight up. The 1BR units have a large queen bedroom and a queen sleeper in the living room. Two of the 2BR units have a large queen BR, a room with two doubles, and a sleeper sofa. The ground floor 2BR unit has two queen bedrooms and a queen sleeper sofa in the living room. The property can sleep up to 31 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.
During your stay at this apartment building, you're just a quick walk from Crescent Beach. You'll find features such as a gym and laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the apartment.
  • Air-conditioned apartment with kitchen, washing machine and 5 bathrooms
  • Free WiFi
  • 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 | 100% Private, 8-steps to Beach Path! 4-min Dining & Music! Snorkeling, Sunsets! offers its guests a fitness centre, barbecue grills, and laundry facilities. The front desk is open around the clock.

This Siesta Key apartment is smoke free.

Property amenities

Beach

  • Beach 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

  • 8 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 5 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • Near the sea

Things to do

  • Gym
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling 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)
  • Fire extinguisher

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

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
Safety features at this property include a fire extinguisher
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.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

758680

Gertrude's Siesta | 100% Private, 8-steps to Beach Path! 4-min Dining & Music! Snorkeling, Sunsets! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 14 out of 15 reviews
Rating 8 - Good. 1 out of 15 reviews
Rating 6 - Okay. 0 out of 15 reviews
Rating 4 - Poor. 0 out of 15 reviews
Rating 2 - Terrible. 0 out of 15 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Jenny N.

Liked: Cleanliness

Family thanksgiving

We had a great stay here!
Stayed 4 nights in Nov 2024

10/10 Excellent

Alyssa A.

Liked: Cleanliness

Best vacation

We had the best time here for a 3 night stay. Perfect location for the beach! The units were clean and was stocked well. The amenities were great. Highly recommend this place to all my family and friends!
Stayed 3 nights in Oct 2023

10/10 Excellent

Paul K.

Liked: Cleanliness

The ideal family reunion spot

We had folks fly in from all over the country and this amazing property had room for everyone, several great communal hang spots, and everything we needed to have a hassle-free stay just steps from a gorgeous beach. We hope to be back!
Stayed 4 nights in Aug 2023

10/10 Excellent

anthony b.

Liked: Cleanliness

Awesome

Awesome rental. Management was very nice and helpful. Most definitely will rent again.
Stayed 7 nights in Jul 2023

10/10 Excellent

Kiki A.

Liked: Cleanliness

Perfect Family Reunion spot!

Perfect fit for our group!! We rented all 5 units to accommodate group of 22. Having the entire place allowed us to take full advantage and enjoy all the areas for breakfast to late night gatherings. The owner & management team were incredibly responsive to requests. Tons of toys to use on-site and at the beach... we used the kayaks, the lawn games, the bicycles etc. There are plenty of chairs and umbrellas and towels. You really can show up and relax! We catered group dinners & cooked a full on BBQ on the two large propane grills. A person in our party was able to visit the location ahead of our visit so we knew exactly what the place looked like and it matches the pictures. Rooms are comfortable and had everything we needed. We'll stay here again or visit another of the owner's property for our next family reunion.
Stayed 3 nights in Jul 2022

10/10 Excellent

Taylor H.

Liked: Cleanliness

Great spot for large group

Rented the whole Inn for a large group. Lots of beds. The outdoor dining space was great for gathering. Ample cooking space within the units and small appliances needed to cook and serve were available which was nice. Everything was clean upon arrive. Great access to the beach and beach chairs were very nice to have.
Stayed 5 nights in Dec 2021

10/10 Excellent

Elise S.

Liked: Cleanliness

Classic Florida

This place is very cool and convenient to the beach. There are no ocean views but it’s an easy walk across the street. The house has everything you need. Owner was very helpful and answered our questions immediately.
Stayed 4 nights in Oct 2021

8/10 Good

Luke F.

Liked: Cleanliness

Great Place for Friends Trip

The property was in a great location and had plenty of room for 22 of us. About a 3-4 minute walk from the beach as the beach access is right across the street from the main entrance. If you're looking for somewhere elegant or luxurious this probably isn't the place for you, but nonetheless it was a good property to spend a long weekend going to the beach.
Stayed 3 nights in Sep 2021

10/10 Excellent

Lisa H.

Liked: Cleanliness

Wonderful location

We had a wonderful experience at Old Man and The Sea!! Our family and friends rented the entire property for a senior trip for our boys. The property was clean and the location was phenomenal!! Communication for questions and comments was answered in a timely manner and Dan and Matt were very helpful! We would rent this property again.
Stayed 7 nights in Jul 2021

10/10 Excellent

Robert C.

Liked: Cleanliness

Family reunion

The old man and the sea was great for a family reunion. We had 25 family members who came through across the week - 5 different families and we fit nicely in the Inn. The beach was very close and is beautiful. Checking in was easy except we didn’t receive the combinations to the rooms until the day we arrived. It would have been better to have emphasized that fact early on. All in all it was a wonderful reunion thanks to the place we stayed
Stayed 6 nights in Jun 2021