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

10.0 (17 Reviews) |   Pet Friendly   8 Bedrooms  5 Bathrooms  32 Guests  Wedding Venue
Siesta Key Apartment | Gertrude's Siesta | 100% Private, 8-steps to Beach Path! 4-min Dining & Music! Snorkeling, Sunsets!

8 Bedroom Apartment in Siesta Key

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.

Gertrude's Siesta | 100% Private, 8-steps to Beach Path! 4-min Dining & Music! Snorkeling, Sunsets! is located in Siesta Key. Gertrude's Siesta | 100% Private, 8-steps to Beach Path! 4-min Dining & Music! Snorkeling, Sunsets! provides accommodation, featuring Pet Friendly, Balcony/Terrace, Bedding/Linens, among other amenities. This Apartment features Pet Friendly, Balcony/Terrace, Bedding/Linens, to make your stay a comfortable one.

Gertrude's Siesta | 100% Private, 8-steps to Beach Path! 4-min Dining & Music! Snorkeling, Sunsets! has 8 Bedrooms , 5 Bathrooms, and max occupancy of 32 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Apartment because of the excellent services rendered by the owner or manager of this Apartment, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Apartment has a friendly neighborhood, and the Siesta Key has interesting places to visit. If you want to learn more about the Apartment in Siesta Key, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • TV
  • View
  • Ocean View
  • Balcony/Terrace
  • Oceanfront
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry

Policies

Event Policy No events allowed
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
Child Policy Children are welcome.
Pet Policy Pets allowed service animals are welcome, and are exempt from fees
Smoking Policy Smoking is not permitted
Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

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Reviews

Troy B. Dec 17, 2024 05:01:38 AM
Summary: We thoroughly enjoyed our stay at Crescent Beach Siesta! We loved being so close to the beach (amazing sand and clear water!) and the cute beachy neighborhood. The units were perfect for our family - spacious, clean, and comfortable. We will be back and highly recommend!
Jenny N. Dec 17, 2024 12:42:57 AM
Summary: We had a great stay here!
Alyssa A. Oct 20, 2023 07:33:22 PM
Summary: 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!
Paul K. Aug 7, 2023 10:58:59 PM
Summary: 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!
anthony b. Jul 31, 2023 12:58:00 AM
Summary: Awesome rental. Management was very nice and helpful. Most definitely will rent again.
Kiki A. Aug 18, 2022 10:56:41 PM
Summary: 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.
Michael M. Jun 22, 2022 08:46:52 PM
Summary: Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great stay. Fantastic location.Two quick suggestions: 1. My Mom stayed in the Poor Boy & due to its proximity to the laundry room, her room had quite a few mosquitoes in it. They seem to swarm in the laundry room. 2. All the provided umbrellas have a pointed bottom at the base & what is really needed are the augur or corkscrew-type bottoms to better secure the umbrella bases.Thank you.
Rick L. May 18, 2022 04:49:57 PM
Summary: 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: We came down with 22 High School seniors along with 8 parents. We had plenty of room for everyone along with room for entertainment. The location was excellent, close to shopping and the beach for the kids. I would recommend this to anyone going to the Sarasota area.
Ricardo U. May 18, 2022 04:49:57 PM
Summary: Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: My family rented out the entire property for several days. It fit us perfectly and with having the separate units, gave us a space to retreat and have a separate space for each family. I love my nieces and nephews, but there are a lot of them so some "private" space is nice, The eating area was great and we brought some extra tables and chairs for our large group. It is nice to be able to eat all together. And the grills provided were excellent for large groups. Will definitely keep this property on our family's radar for future stays. Thank you!
Danielle W. May 18, 2022 04:49:57 PM
Summary: 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: We had the best time at this rental. We rented the whole place for my husbands 50th. The outdoor conversation areas were even better in person. It exceeded my expectations the units all having their own little living space made it so nice. People could wake up at their own pace come too with out anyone knowing or caring. The place was well stocked with all the beach supplies needed! The beach was beautiful. The sunsets out of this world!!! 22 people 18 were couples. We had beds to spare but I think we maxed out on couples. More singles could have stayed no problem. We didn't even use all the sofa beds. The lights outside made it magical at night for us to all hang out. We all can't wait to come back and we will! My only think I would mention were the beds could be upgraded. That said it wasn't something that would keep me from coming back

FAQ's

Is this Siesta Key apartment pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Siesta Key apartment have a swimming pool?

No, this Siesta Key apartment does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Siesta Key apartment?

Best-rates for the Siesta Key apartment starts from $4,975 per night with includes Wellness Facilities, Kitchen, Laundry, Security/Safety, Fireplace/Heating, Air Conditioner, Parking, View, Ocean View, Oceanfront, Child Friendly, Pet Friendly, Balcony/Terrace, Bedding/Linens, Barbecue/Outdoor Cooking, Internet, TV with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

Is Siesta Key apartment a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this apartment Good or guests have recommended them suitable for families. As reported by the owner or manager, the apartment has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Siesta Key apartment wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Siesta Key apartment has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Siesta Key apartment?

Based on the information reported by the owner or manager, the Siesta Key apartment indicates 1 day stay policy at this apartment. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Siesta Key apartment?

Based on the information reported by the owner or manager, details for the cancellation policy for the Siesta Key apartment are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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