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.
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
NEW LISTING! Gertrude's | Resort-like home & pool, 500ft to Beach!
NEW LISTING! Gertrude's | Resort-like home & pool, 500ft to Beach!
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
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
10/10
Cleanliness
Rating 10 - Excellent. 7 out of 8 reviews
10 - Excellent
7
Rating 8 - Good. 1 out of 8 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 8 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 8 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 8 reviews
2 - Terrible
0
Reviews
8/10 Good
Jennifer L.
Oct 20, 2025
Liked: Cleanliness
Enjoyed the stay with my husband - just the relaxing getaway we needed!
Jennifer L.
Stayed 5 nights in Oct 2025
10/10 Excellent
Alyssa S.
May 3, 2025
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!
Alyssa S.
Stayed 7 nights in Apr 2025
10/10 Excellent
Lexi S.
Dec 3, 2024
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!