Condo

NEW LISTING! Gertrude's | Penthouse + Pool, 500ft to Private Beach

Condo with a water park, steps from Siesta Key Beach

Photo gallery for NEW LISTING! Gertrude's | Penthouse + Pool, 500ft to Private Beach

Living area
Resort pool & putting green in Siesta Key.
Beach
Relax on Siesta Key's famous white sand beach.
Beach

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 10139.4 sq m

Popular amenities

  • Parking available
  • Dryer
  • Pet-friendly
  • Washer
  • Gym
  • Pool

Explore the area

View map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪1 min walk‬
  • Place, Point of Rocks
  • Place, Crescent Beach
    ‪3 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪21 min drive‬

Rooms & beds

3 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Common Space

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Dining area

About this property

NEW LISTING! Gertrude's | Penthouse + Pool, 500ft to Private Beach

Onyx Penthouse - Siesta Key Vacation Rental
Resort-like penthouse only 500ft to private beach access and Siesta Keys whitest sand! Amenities include - fully appointed pool area, alfresco dining and lounging, in-house elevator, open sun and covered private balconies, and 4-hole putting green. This is a top floor unit with 14ft ceilings and wraparound ocean view balcony (partial view)! Perfect for families or couples wanting to experience Siesta Key's top attractions without sacrificing space and comfort. Book a vacation now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta *NEW LISTING!! Please read the other Gertrude Rentals reviews. We are very proud of them!

What Guests Love
∙ Private Balconies – covered and open sun options off bedrooms, living, dining
∙ The Beaches – 1-min walk to Siesta Key's whitest sand and calmest water
∙ Pool – heated with sun-shelves, chaises, dining, and grill (1-unit shares)
∙ Views – private westerly wraparound balcony with partial ocean and sunset views
∙ Relaxing – Open floor plan, larger rooms, and balconies off every bedroom
∙ The Putting Green – 4-holes, no green fees, course record: 06 (1-unit shares)
∙ Sunsets –walk 1-min to worlds best sunsets or just enjoy from balconies or pool
∙ Free Trolley – 1-min walk to free trolley destined for island's top shopping, dining
∙ Restaurants – walk bike or ride trolley to 30 dining options within 1-2 miles
∙ Point of Rocks Reef – walk snorkel or paddle searching shells, dolphins, manatees
∙ Memories and Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream

The Beach
Our beach access is only a 500ft walk on a quiet lane and has the whitest sand and calmest water on the island. You can walk south 1-mile to explore Point of Rocks Reef or just swim or wade to any nearby sandbar. The water is shallow and clear with white quartz-sand tide-pools perfect for sleeping drinking or playing. You'll go from the water and sand, back your unit for lunch or dinner without putting on your shoes.

The Location
You aren't planning one vacation, you're planning vacations for every individual in your party. Whether it's solitude or activities this property will deliver what they are searching for. At the house you'll enjoy a semiprivate pool (1-unit shares), poolside grilling and dining, 1600 ft.² of private balconies, and multiple alfresco lounging areas perfect for your bonding and relaxing enjoyment. Outside the house it's a 1-min walk left to the best beach on the island and 1-min walk right to the free trolley stop to all the top attractions on the island including two marinas, 30 bars and restaurants, shopping, live music, and countless eco-adventures.

Bedroom Details
This is a large 3BR, you can sleep up to 8 family style, and every bedroom opens to a private balcony. The master suite has a king bed with bath en-suite. Bedrooms #2 and #3 have king beds and share a convenient guest bathroom.

​​​​​​​Property Truths
The property is described as having a "private beach access" rather than having a "private beach". Don't be shocked, this is pretty common. A legal deeded easement states we have 50 feet of beach, but the nearby condominium is contesting this. To date this hasn't affected our travelers, still there is a small possibility "on holiday weekends" of someone asking you to locate your things near the water during that busy time.

Beach Gear Provided
We provide beach towels, chairs, carts, and umbrellas. 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.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed
default

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
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, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Siesta Key

Located in Siesta Key, this condo is near theme parks 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. Coconuts Family Entertainment Center and Nancy's Consignments are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 1 min walk - 0.2 km
  • Siesta Key Marina - 2 min drive - 1.7 km
  • Crescent Beach - 3 min drive - 1.8 km
  • Turtle Beach - 7 min drive - 5.5 km
  • Lido Beach - 22 min drive - 18.5 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 33 min drive

Restaurants

  • ‪Siesta Beach Pavilion - ‬17 min walk
  • ‪Siesta Key Snack Bar - ‬18 min walk
  • ‪Captain Curt's Crab & Oyster Bar - ‬2 min drive
  • ‪The Sniki Tiki - ‬2 min drive
  • ‪Spear Fish Siesta Grill - ‬3 min drive

Frequently asked questions

Does NEW LISTING! Gertrude's | Penthouse + Pool, 500ft to Private Beach have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is NEW LISTING! Gertrude's | Penthouse + Pool, 500ft to Private Beach pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at NEW LISTING! Gertrude's | Penthouse + Pool, 500ft to Private Beach?

Check-in begins at 3:00 PM.

What time is check-out at NEW LISTING! Gertrude's | Penthouse + Pool, 500ft to Private Beach?

Checkout is at 10:00 AM.

Where is NEW LISTING! Gertrude's | Penthouse + Pool, 500ft to Private Beach located?

Situated by the sea, this condo building is within 1 mile (2 km) of St. Boniface Episcopal Church Labyrinth, Siesta Key Beach and Crescent Beach. Siesta Key Beach Playground and Siesta Key Marina are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 6 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

10/10

Check-in

9.0/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

10/10 Excellent

Nova H.

Perfect place for my group.

Perfect place for my group. Convenient access to the beach with a very short walk. Beautiful home would love to stay here again.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Nova H.

Beautiful home and wonderful family to work with! Highly recommend this gorgeous condo!!

Beautiful home and wonderful family to work with! Highly recommend this gorgeous condo!!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Nova H.

Was a fabulous stay!

The place was so well kept with plenty of supplies in the kitchen including some of the extras that make life easier so you can enjoy vacation like coffee, salt & pepper, paper towel & laundry soap. All the beach supplies you could want too. And, the pool and putting green were such a hit with our boys!!! Thanks for everything! Was a fabulous stay!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Nova H.

Best condo I've ever been to.

My first reaction was WOW! So beautiful and open and clean. There were snacks for us and they had soap, shampoo, lotion and more. TVs in every room. TVs on the deck TV outside by the pool. Great wagons and chairs for the beach. Great lawn furniture for by the pool. It was private. Kitchen was awesome. We had a great time! Scott responded within minutes every time I had a question. Met some of the family. So friendly. We are booked for next year! Best condo I've ever been to.

10/10 Excellent

Alyssa S.

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

Exactly as described

Our stay was exactly as described. The unit is gorgeous, clean, steps from the beach, with lots of wonderful amenities. The outdoor shower was an unexpected and very welcome surprise when returning home from the beach before taking a dip in the pool! There were a few hiccups with checking in and supplies at the unit, but this was handled quickly and didn’t take away from our trip. Would definitely recommend this property!
Stayed 7 nights in Apr 2025

10/10 Excellent

Lexi S.

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

10/10 stay at Scott's place in Siesta Key!!!

We had the most wonderful Thanksgiving stay at Scott's property in Siesta Key! The location is perfect – just a short walk to the beach and village! This brand new property provides everything you need for a day at the shore, including beach chairs and a wagon. The pool in the backyard was our personal oasis, complete with a TV and grill – perfect for relaxing after a day in the sun. The house itself was stunning. The wrap-around balconies provided beautiful views, and the full kitchen had everything we needed for cooking. The king beds were incredibly comfortable, and we loved having TVs in every room. Scott was an amazing host, so attentive and quick to respond to any questions we had, making our stay even more enjoyable. We will definitely be returning!
Stayed 4 nights in Nov 2024

About the host

Hosted by Gertrude Rentals 888-5SIESTA

Host profile image
Dan Jones, "owner" Gertrude Rentals
Phone: (888) 5-SIESTA
Email: gertrude.rentals@gmail.com
Website: gertruderentals.com

Languages:

English, French

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback