Close to Siesta Key Beach and Crescent Beach, Gertrude's | Penthouse + Pool + Balconies, 500ft to Private Beach provides amenities like a water park. Guests can connect to free in-room WiFi.
Reviews
9.89.8 out of 10
Exceptional
Popular amenities
Pool
Kitchen
Washer
Dryer
Pet friendly
Free WiFi
Add dates for prices
About this property
Gertrude's | Penthouse + Pool + Balconies, 500ft to Private Beach
Onyx Penthouse - Siesta Key Vacation Rental Resort-like penthouse only 500ft to private beach 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 getaway at this Siesta Key vacation rental now!
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 ∙ Price - this Siesta Key vacation rental listing is direct with the manager and is the guaranteed lowest cost
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 10 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 This vacation rental comes with 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 Siesta Key is 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.
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.
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. Consider Sarasota Fairgrounds & Robarts Arena for a night out or Mote Science Education Aquarium if you're traveling with kids. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby. Visit our Siesta Key travel guide
Does Gertrude's | Penthouse + Pool + Balconies, 500ft to Private Beach have a pool?
Yes, this property has a pool. Pool types include heated pools.
Is Gertrude's | Penthouse + Pool + Balconies, 500ft to Private Beach pet-friendly?
Yes, pets are allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Gertrude's | Penthouse + Pool + Balconies, 500ft to Private Beach?
Check-in begins at 3:00 PM.
What time is check-out at Gertrude's | Penthouse + Pool + Balconies, 500ft to Private Beach?
Check-out is at 10:00 AM.
Where is Gertrude's | Penthouse + Pool + Balconies, 500ft to Private Beach located?
This family-friendly Siesta Key condo building is located by the sea, within 1 mi (2 km) of Gulf Intracoastal Waterway, Siesta Key Beach, and Crescent Beach. St. Boniface Episcopal Church Labyrinth and Siesta Key Beach Playground are also within 1 mi (2 km).
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Reviews
Gertrude's | Penthouse + Pool + Balconies, 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.
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!
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!
Enjoyed the stay with my husband - just the relaxing getaway we needed!
Stayed 5 nights in Oct 2025
From a partner site
10/10 Excellent
Adam H.
13 November 2025
Wonderful Stay
Our group reserved both the upper and lower floors and had a wonderful stay. Quick walk to the beach and in a quiet location.
From a partner site
10/10 Excellent
Lauren G.
31 May 2026
Stunning Accommodations
We had everything we needed and more at the Onyx Penthouse. It was clean, the beds were comfortable, and the location was excellent. We were truly sad we had to leave. We could've lived there! We were able to check-in early and check-out was a breeze. Loved the wrap around porches and the elevator made loading and unloading easy. Would 💯 stay here again!
From a partner site
10/10 Excellent
Nova H.
30 September 2025
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.
From a partner site
10/10 Excellent
Nova H.
30 September 2025
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!!
Beautiful house, beautifully finished. Everything we could need for the weekend! Thank you so much for making it easy for us.
Stayed 3 nights in Jan 2026
From a partner site
10/10 Excellent
Nova H.
30 September 2025
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!
From a partner site
10/10 Excellent
Nova H.
30 September 2025
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.