Entire condo

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

Condo with a water park, steps from Siesta Key Beach

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

Beach nearby
Terrace/patio
Smart TV
Fridge, microwave, oven, stovetop
A heated pool

Reviews

9.8 out of 10
Exceptional

Entire condo

3 bedrooms2 bathrooms1500 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Pet friendly
  • Washer
  • Pool
  • Kitchen

Explore the area

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

Room options

About the neighborhood

Siesta Key

This condo places you next to Siesta Key Beach and within a mile (2 km) of other popular attractions like Crescent Beach. The condo includes a kitchen, a balcony, and a dining area.

What's nearby

  • Siesta Key Beach - 1 min walk - 0.1 miles
  • St. Boniface Episcopal Church Labyrinth - 14 min walk - 0.8 miles
  • Siesta Key Beach Playground - 15 min walk - 0.8 miles
  • Siesta Key Marina - 2 min drive - 1.1 miles
  • Crescent Beach - 3 min drive - 1.3 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 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
  • ‪Anna's Deli - ‬3 min drive
  • ‪Spear Fish Siesta Grill - ‬3 min drive

About this property

Entire place

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

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. The living area features a full sized Murphy bed and two twin Tempur-pedic rollaway's are available with advance notice.

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.
The condo is air-conditioned and features a kitchen, 2 bathrooms, and a balcony. There's space to spread out with 3 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Similar properties

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Elevator
  • Wheelchair accessibility
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Water park
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing 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
  • 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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 1,500 square feet

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

  • This property welcomes pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

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
Safety features at this property include a fire extinguisher and a deadbolt lock
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
  • Check-in: 3:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 21

We should mention

Details about charges, deposits, or other important information:

  • 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.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock.

Property is also known as

995794

Frequently asked questions

What's there to see within easy reach of this condo?

This condo is located in Siesta Key, just steps from Siesta Key Beach. You'll also find Crescent Beach and Turtle Beach within a short drive.

Will I be able to park at this condo?

No, there isn't parking at this condo.

Is this condo next to a casino?

No, this condo is not connected to a casino.

Is there an indoor pool at this condo?

No, there is no indoor pool at this condo.

Is NEW LISTING! Gertrude's | Penthouse + Pool, 500ft to Private Beach good for couples?

Couples staying at this condo will appreciate amenities like a kitchen and a smart TV as well as a heated pool.

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

No, but this condo does have a heated pool.

Does this condo include breakfast service?

No, this condo doesn't offer breakfast.

Does this condo allow pets to stay free of charge?

Although pets can't stay for free, they are welcome at this condo.

Does this condo have connecting rooms?

No, this condo doesn't feature connecting guestrooms.

What is the closest airport to this condo?

The closest major airport to this condo is Sarasota-Bradenton Intl. Airport (SRQ), which is 11.2 mi away (33 minutes by car).

Are there rooms with balconies that I can book at NEW LISTING! Gertrude's | Penthouse + Pool, 500ft to Private Beach?

Yes, every condo unit at NEW LISTING! Gertrude's | Penthouse + Pool, 500ft to Private Beach comes with a balcony.

Reviews

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

9.8

Exceptional

10/10

Cleanliness
Rating 10 - Excellent. 7 out of 8 reviews
Rating 8 - Good. 1 out of 8 reviews
Rating 6 - Okay. 0 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

Reviews

8/10 Good

Jennifer L.

Liked: Cleanliness
Enjoyed the stay with my husband - just the relaxing getaway we needed!
Stayed 5 nights in Oct 2025

10/10 Excellent

Alyssa S.

Liked: Cleanliness

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

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