This apartment places you next to Siesta Key Beach and within a 15-minute walk of Siesta Key Beach Playground. The apartment includes a kitchen, a balcony, and a sofa bed.
The Oceanview Penthouse 603 Oceanview Penthouse, 12-steps to Siesta Key's best beach access! Stunning views with floor-to-ceiling “movable' glass walls in master bedroom and living area. Just 3-min by trolley or bike (10-min walk) to Siesta Village. Remodeled in 2023. Free bikes and paddle boards. Communal lounging, alfresco dining, ping-pong, and Tiki bar below. Perfect for families and couples looking to relax, explore and repeat. Book your getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta
What Guests Love ∙ Ocean Views – southwest views of Gulf and sunsets through floor-to-ceiling windows ∙ Gulf Breezes – wall of windows folds for unobstructed ocean breezes day or night ∙ It's a Penthouse –no neighbors above or next to you and best views at property ∙ Beaches – 12-steps to access of Americas top beach, white sand and calm clear water ∙ Relaxing – safe easy access to outside attractions and lots of plus-space on site ∙ Sunsets –walk 30-seconds to best sunsets or just enjoy from your living room ∙ Island Trolley –picks up out front, free of charge to all attractions and welcome's drinks ∙ Activities – free bikes and paddleboards provided, scooter and golf cart rentals nearby ∙ Extra Spaces –ping pong room, alfresco dining-lounging, DIY tiki bar in the back ∙ 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 – walk to all Siesta Key's top attractions and guaranteed fun for all
The Beach Our beach access is across the street, 12-steps, and is quieter and more private. Although one of the most desirable on the Siesta Key and has no parking available so isn't easy to access from rentals outside the neighborhood. The water here is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. A livelier beach scene with food, drinks and even a weekend drum circle is accessible a 5-to-10-minute walk south on the beach.
The Home Ocean view property contains just 3 units and was remodeled in 2022. The penthouse unit has the best views, sun and breezes. It also doesn't share a wall or ceiling with another unit. Floor to ceiling glass walls in master bedroom and living area create wide-open southwestern exposures. Glass wall is bifold design and fully opens for maximum ocean or sunset views and refreshing breezes day and night. Common areas include the ping-pong room, tiki bar, alfresco dining, and usually cornhole. Set on the Southern edge of Siesta Village and surrounded by tropical plants. Just 10-second walk to top beaches, and 3-minute golf cart or trolly ride (10-minute walk) to restaurants and the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island.
Bedroom Details This ocean view penthouse unit is 3BR and is two staircases from the ground. There is one large king bedroom, an ocean view queen bedroom, and a bunkroom with twin-over-full and twin-over-twin-bunks. Tempur-pedic rollaway beds are available with advance notice, and although the master bedroom is quite big, setting up by the window in the living room makes it the best sleeping area in the house. You can sleep up to 9 family style. Need more space? Ask about 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.
History – There's no public parking in this area so, even though this is a gorgeous beach, it ends up being a little more private than most. When I was a kid growing up on Siesta Key, this beach access was called “Palm Island” and named after the island of the same name right at the end of the street. The island has a small bridge going to it and is literally a “heart shaped” island within the island of Siesta Key. When I was younger this was our lovers lane and, for me, it's still the spot to fall in love or rekindle an old flame.
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 apartment 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 sofa bed, and a coffee maker.
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
Bicycles
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 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.
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
758678
Frequently asked questions
What's there to see within easy reach of this apartment?
Based on positive ratings, guests enjoy the apartment's walkable location in Siesta Key, and it's just steps from Siesta Key Beach. You'll also find Crescent Beach and Turtle Beach within a short drive.
Is parking available on site at Gertrude's Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village!?
No, there isn't parking at this apartment.
Is this apartment adjacent to a casino?
No, this apartment is not connected to a casino.
Will I find an indoor pool at this apartment?
No, there is no indoor pool at this apartment.
What do couples enjoy most about Gertrude's Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village!?
Couples will appreciate amenities at this apartment, including a smart TV and a kitchen in each apartment, and some feature ocean view.
Are there hot tubs at Gertrude's Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village!?
No, this apartment doesn't have a spa tub.
Does this apartment provide breakfast?
No, this apartment doesn't offer breakfast.
Will this apartment allow pets to stay for free?
Although pets can't stay for free, they are welcome at this apartment.
Are there connecting rooms at Gertrude's Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village!?
No, this apartment doesn't feature connecting guestrooms.
How close is the airport from this apartment?
The closest major airport to this apartment is Sarasota-Bradenton Intl. Airport (SRQ), which is 11.4 mi away (32 minutes by car).
Are there rooms with balconies that I can book at Gertrude's Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village!?
Yes, every apartment at Gertrude's Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village! comes with a balcony and some offer ocean views.
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.
Rating 10 - Excellent. 56 out of 60 reviews
10 - Excellent
56
Rating 8 - Good. 4 out of 60 reviews
8 - Good
4
Rating 6 - Okay. 0 out of 60 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 60 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 60 reviews
2 - Terrible
0
9.8/10
Cleanliness
10/10
Amenities
10/10
Property conditions & facilities
Reviews
8/10 Good
Elizabeth W.
Mar 27, 2026
Liked: Cleanliness
Elizabeth W.
Stayed 4 nights in Mar 2026
10/10 Excellent
Caleb S.
Dec 29, 2025
Liked: Cleanliness
Host was very welcoming and communicative and the place was perfectly comfortable, stocked, and functional. Amazing view!
Caleb S.
Stayed 3 nights in Dec 2025
8/10 Good
Keri W.
Dec 30, 2024
Liked: Cleanliness
Holiday Rental
The location was great. The bikes, kayaks and beach chairs were great. The carpet up the steps was not clean it needs to be replaced. The space was good. Thanks
Keri W.
Stayed 4 nights in Dec 2024
10/10 Excellent
Charles M.
Dec 27, 2024
Liked: Cleanliness
Great Christmas getaway!
Nice VRBO that our family enjoyed over the Christmas holiday. The facility was neat, clean and overall all that was promised on the website. When we return to Siesta Key this will be the first on our list to return to! Our only suggestion is the carpet on the stairways needs help. It probably suffered during the repairs from the two hurricanes earlier this year.
Charles M.
Stayed 3 nights in Dec 2024
10/10 Excellent
Skye H.
Jun 26, 2024
Liked: Cleanliness
So much fun on Siesta Key!
We had a wonderful time in the clean, bright, well-stocked penthouse condo right across from an uncrowded beach access (but still super easily walkable to the public beach)! Dan was so responsive - emailing me back near immediately, and also reassuring me that we *truly* didn't need to do anything to the condo prior to check-out. He even responded to a quick power outage on the key, and checked in when the system noted one of us was forgetting the door unlock code! Having all the towels, beach chairs, umbrellas and WAGONS right there and ready for us was wonderful. It was an experience we won't forget, and really appreciate!
Skye H.
Stayed 3 nights in Jun 2024
10/10 Excellent
Ashley B.
May 22, 2024
Liked: Cleanliness
Family Vacay
The property was great! It was so nice to have all the beach toys available for our group. I would recommend this rental.
Ashley B.
Stayed 5 nights in May 2024
10/10 Excellent
DOUGLAS F.
Mar 1, 2024
Liked: Cleanliness
Perfect stay
Great location, walking distance to Siesta Village and also the beach. Very clean and great communication!
Highly recommend!
DOUGLAS F.
Stayed 3 nights in Feb 2024
10/10 Excellent
Ann D.
Feb 25, 2024
Liked: Cleanliness
The view ♥️
Great view ! Great stay ! Vey convenient location …..
Ann D.
Stayed 4 nights in Feb 2024
10/10 Excellent
Stephen K.
Feb 24, 2024
Liked: Cleanliness
Siesta in February
Awesome all around!
Stephen K.
Stayed 2 nights in Feb 2024
10/10 Excellent
Myrna M.
Jan 20, 2024
Liked: Cleanliness
View of the beach as well as a short walk to beach.
Property is simple clean and neat and well appointed. I did get sand on my feet but I know we are near the beach so hard to get all of it off the floor when they vacuum. Oh and the beds are very comfortable
Myrna M.
Stayed 3 nights in Jan 2024
10/10 Excellent
Brad M.
Jan 6, 2024
Liked: Cleanliness
New Years
Despite having a cold week of weather, the proximity to the village was awsome. We really enjoyed all the equipment provided with the stay. Bikes, cornhole, ping pong, paddle boards, and wagons. We were really able to make the best out of mother natures cold spell.
The bunk room also proved great for the kids. Would definitely stay again.
Brad M.
Stayed 7 nights in Dec 2023
10/10 Excellent
Helen B.
Dec 7, 2023
Liked: Cleanliness
Beautiful Stay
The property was steps to the beach. You only had to cross the road and walk down to the beach. It also very close to the village, where all the shops and restaurants were located. The property had all the things we needed, beach chairs and even a wagon to carry our stuff to the beach. We appreciated that it was very clean as well.
Helen B.
Stayed 3 nights in Dec 2023
10/10 Excellent
Regina M.
Nov 5, 2023
Liked: Cleanliness
Great location.
Short walk to most beautiful beach in Florida. Really enjoyed out stay.
Regina M.
Stayed 3 nights in Nov 2023
10/10 Excellent
Tracy M.
Oct 20, 2023
Liked: Cleanliness
Daughters 21st birthday celebration!
Great location to the beach and town.
Tracy M.
Stayed 3 nights in Oct 2023
10/10 Excellent
Ashley B.
Oct 13, 2023
Liked: Cleanliness
Great Place and Great Location
Perfect spot and close to everything! Will be back again.
Ashley B.
Stayed 4 nights in Oct 2023
10/10 Excellent
Wendy D.
Oct 1, 2023
Liked: Cleanliness
Very Clean
Very impressed, clean, and had everything we needed for our stay!
Wendy D.
Stayed 3 nights in Sep 2023
10/10 Excellent
Dana W.
Sep 10, 2023
Liked: Cleanliness
Girls Weekend 2023
We had a wonderful stay! The beach was right across the street, the trolley stop was right outside or it was a short walk to town. The living space, bathrooms and bedrooms were very comfortable. We loved watching the storms and the ocean from the accordion doors in the living room. The light switches and fans were a bit difficult to use in the beginning but worked well after we learned. We didn’t understand where to park parallel to the building but the maintenance man was nice to show us. You must take 2 flights of stairs to get to the unit. Exhausting but well worth it!
Dana W.
Stayed 3 nights in Sep 2023
8/10 Good
Verified traveler
Jul 29, 2023
First trip to Siesta Key
I am giving this location a 4 out of 5. The unit itself is nice. Nice flooring, nice master bath, nice counter tops. Most of the family said the beds were comfortable. Plenty of towels. Plates & utensils were all clean. 2 locations outside the unit to rinse off sand. Lots of chairs, umbrellas, & wagons to use at the beach. Beach access is just across the street. I thought the unit was sufficiently clean but I am very very particular.
Here was why I didn’t give it a 5 - & quite honestly I’m shocked it got so many 5/5 reviews - the entrance to the unit is really bad. The 2 flights of stairs leading up to the unit has old gross carpeting. I felt like this made the actual unit feel dirty. Separately, i do not think the listing states that there are multiple units that share some common spaces. This wasn’t a problem for us but it should be mentioned. Everyone who was staying in the building seemed respectful of the fact that others were there & noise was never a problem… & everyone put all beach items away neatly after using.
Beach access is steps away from the main door, The Village is a 10 min walk & the trolley stop is also right outside the door.
All in all it’s a good spot. The unit is a little small for the number of people that it sleeps. I think a cpl updates & the place will be spectacular! Oh & I thought the host was fabulous with communication.
My 2 biggest complaints - the stairs & the unit needs a vacuum to help keep floors cleaned up. Otherwise, I’d give it a 5!
Verified traveler
Stayed 6 nights in Jul 2023
10/10 Excellent
Arturo A., Key Largo
Jul 18, 2023
Liked: Cleanliness
Beach Vacation
Foot steps from the beach with everything all you could ever need! Property is situated directly across the street from public beach access, with all you need for a perfect beach day. Beach wagon, chairs, bicycles, paddle boards, and so much more. Clean property with easy access to all the toys. Perfectly located 5min from all the best restaurants and shopping in town. Living space is nicely renovated with plenty of room for the whole fam.
Arturo A.
Stayed 4 nights in Jul 2023
10/10 Excellent
Verified traveler
Jul 16, 2023
Liked: Cleanliness
Excellent choice
The property was clean, spacious and had everything that we needed readily available. Dan was also very professional, had excellent communication and provided all of the information and key information timely. I will definitely be staying again!
Verified traveler
Stayed 5 nights in Jul 2023
10/10 Excellent
Jose O.
Jul 7, 2023
Liked: Cleanliness
Siesta Key Dream
A truly beautiful gem adjacent to the Gulf Coast. My family loved it and we are looking at returning to the same location. Staff was professional and attentive to questions and concerns. Military Friendly !!
Jose O.
Stayed 3 nights in Jun 2023
10/10 Excellent
Tori A.
Jun 6, 2023
Liked: Cleanliness
Teen Daughter's Birthday Celebration
The Penthouse was the perfect place for our beach get away! You'll be steps away from the beach with amazing waterviews from the living room and front bedroom. We especially appreciated having access to the beach chairs, umbrella and most importantly the wagon to transport all the gear! The unit was clean, the beds were comfortable, and the fully stocked kitchen was great too! It was nice having soaps, detergents, paper towels and toilet paper readily available. It's exactly as adverstised. This is the perfect beach front rental!! Siesta Key is our new favorite beach:-))
Tori A.
Stayed 3 nights in Jun 2023
10/10 Excellent
Melissa F.
May 20, 2023
Liked: Cleanliness
Can't wait to return
Perfect location, great views, easy walk to the beach, and close to lots of great food. Perfect vacation for the laid back beach goer.
Melissa F.
Stayed 4 nights in May 2023
10/10 Excellent
Jessica C.
May 19, 2023
Liked: Cleanliness
recent 3 night stay
We enjoyed our stay. The property was spacious and bright. It was clean and had all the amenities anyone would need for a beach vacation. The description of the how close the walk to the beach is was a little deceptive. It is only about 30 feet to the beach access, but it is a very long, hot walk on shifting sand to get to the actual beach and water. It is a far way in the hot sun for someone to lug their stuff to the beach. I don't feel like this is accurately explained in the rental listing. That was our only issue, we worked around it and were very happy with the unit itself and Dan. He responded immediately to any question I had and was willing to go above and beyond if we wanted any recommendations or help planning. Thank you!
Jessica C.
Stayed 3 nights in May 2023
10/10 Excellent
kelly f., Where do you live?
May 8, 2023
Liked: Cleanliness
Perfect location!
Such a great location for our girls trip. We were able to walk to the village for everything we needed. The house is well stocked and right across from the beach. Would definitely stay again!