Entire apartment

Gertrude Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village, Free Bikes Paddleboards!

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Beach nearby
Beach nearby
Beach nearby
Smart TV, offices
Interior

Reviews

9.8 out of 10
Exceptional

Entire apartment

3 bedrooms2 bathroomsSleeps 10

Popular amenities

  • Beach view
  • Parking available
  • Air conditioning
  • Pet friendly
  • Dryer
  • Washer

Explore the area

Map
Siesta Key, FL
  • Siesta Key Beach
    ‪1 min walk‬
  • Crescent Beach
    ‪11 min drive‬
  • Lido Beach
    ‪34 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪32 min drive‬

Room options

About the neighborhood

Siesta Key

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 dining area.

What's nearby

  • Siesta Key Beach - 1 min walk - 0.1 miles
  • Siesta Key Marina - 5 min drive - 2.3 miles
  • Point of Rocks - 6 min drive - 2.9 miles
  • Crescent Beach - 11 min drive - 2.3 miles
  • Lido Beach - 34 min drive - 11.7 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 32 min drive

Restaurants

  • ‪Gilligan's Island Bar & Grill - ‬11 min walk
  • ‪Siesta Key Oyster Bar - ‬11 min walk
  • ‪Siesta Key Beach Pavilion - ‬8 min walk
  • ‪Phillippi Creek Village Restaurant & Oyster Bar - ‬7 min drive
  • ‪Starbucks - ‬8 min drive

About this property

Entire place

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

Gertrude Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village, Free Bikes Paddleboards!

The Oceanview 603
Oceanview 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
∙ 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 is 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. 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 unit is 3BR and this unit is one staircase up 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 coffee maker, and an ironing board.

Property manager

Gertrude Rentals 888-5SIESTA

Languages

English, French

Similar properties

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the apartment: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • 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

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the city center
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Bicycles
  • Kayak
  • Water park
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing 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

  • 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

Pets

  • This property welcomes pets
  • Service animals exempt from fees

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

758677

Frequently asked questions

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

This apartment 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 apartment?

No, this apartment doesn't offer parking.

Is this apartment associated with 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 amenities will couples enjoy at Gertrude Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village, Free Bikes Paddleboards!?

Couples will appreciate amenities at this apartment, including a kitchen and a smart TV in each apartment with some featuring beach views.

Are there hot tubs at Gertrude Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village, Free Bikes Paddleboards!?

No, there isn't a spa tub at this apartment.

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.

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 at Gertrude Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village, Free Bikes Paddleboards!?

Yes, every apartment at Gertrude Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village, Free Bikes Paddleboards! comes with a balcony with some featuring beach views.

Gertrude Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village, Free Bikes Paddleboards! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 45 out of 51 reviews
Rating 8 - Good. 5 out of 51 reviews
Rating 6 - Okay. 0 out of 51 reviews
Rating 4 - Poor. 0 out of 51 reviews
Rating 2 - Terrible. 1 out of 51 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Allison S.

Liked: Cleanliness

Amazing place to stay!

The condo was absolutely beautiful, with plenty of room for everyone. The doors that open completely at the front is a wonderful way to let the ocean breeze in! It was such a short walk to the beach, having the chairs, umbrellas, and wagons to use was a wonderful added touch! It was also a great location to be able to walk to restaurants and shops. Definitely would stay here again!
Stayed 3 nights in Apr 2025

10/10 Excellent

Tony W.

Liked: Cleanliness
Stayed 4 nights in Jan 2025

10/10 Excellent

Susan D.

Liked: Cleanliness

Girls trip

The place was absolutely gorgeous and a great location! Could walk everywhere....and we did!!! Dan had everything imaginable on site. Highly recommend
Stayed 4 nights in Jan 2025

10/10 Excellent

Isabelle F.

Liked: Cleanliness

Good property

We had a great stay at this property, however, it is more of an “apartment-like” property. Great location though, very clean and access to property managers were great. Overall wonderful trip :)
Stayed 3 nights in Aug 2024

8/10 Good

Angel S., Cincinnati, USA

Very nice location

The location was absolutely perfect, and we really appreciated the beach amenities we had access to (chairs, carts, umbrellas, kayak, bikes, etc). We do wish the listing was a bit more clear about the shared areas, we would have loved to have used them more but they were very very hot, no AC. Minimal issues were quickly addressed by host. Overall had a wonderful stay.
Stayed 4 nights in Jun 2024

10/10 Excellent

Casey J., Sheldon, IL

Liked: Cleanliness

4th of July Getaway

Great location to the beach and town. Bedrooms were spacious and everyone was happy. We would stay here again!
Stayed 3 nights in Jul 2024

8/10 Good

Tina D.

Liked: Cleanliness

Great location!

Our family rented the 3-bedroom apartment on the second floor. Property owner was friendly and attentive to answer questions. The apartment was fresh and clean with plenty of linens, dishes, and beach gear. The kitchen had the basics and could use a few plastic items to accommodate the microwave usage and children. Access to the beach was right across the street and the beautiful white sand beach was wide open without crowds. Overall, we loved the location and apartment. Would suggest a thorough cleaning of the entrance floors, stairs, and downstairs rooms to give better first impressions when entering the building because the apartment was well done. Great price for a great space.
Stayed 2 nights in Jun 2024

10/10 Excellent

Norman F.

Liked: Cleanliness

A few days at the beach

Great location, across street from the beautiful beach, trolly stop directly outside the front door, lots of bicycles available, free use of washer and dryer. outdoor picnic area, inside sitting area...too many amenities to cover them all. A great experience.
Stayed 3 nights in May 2024

10/10 Excellent

Ava B.

Liked: Cleanliness

Wonderful

We could not have been happier with the property and the promptness of communication. Would definately come again!!!
Stayed 3 nights in May 2024

10/10 Excellent

Chase J.

Liked: Cleanliness

Vacation

Had a great time, great place, and I a great area
Stayed 6 nights in Feb 2024

10/10 Excellent

Mark D., Cary

Liked: Cleanliness

Anniversary trip

Any other VRBO we have used through a rental agency has been a poor experience. Dan and Gertrude Rentals could not have been more gracious, caring, responsive and/or informative. They are not about the rental revenue, as they sincerely care about your experience and being a positive part of your stay. Cannot thank or commend him/them enough. Because of this experience, our first to Siesta Key, we will be back next year.
Stayed 4 nights in Dec 2023

10/10 Excellent

Peter F.

Liked: Cleanliness

Wife's birthday

Beautiful property right across from the beach access and convenient to some wonderful restaurants within a short walk
Stayed 5 nights in Oct 2023

10/10 Excellent

Josh M.

Liked: Cleanliness

Excellent place

Super well stocked throughout, including beach, amenities, chairs, paddleboard’s, and great family play area with ping-pong table.
Stayed 3 nights in Oct 2023

10/10 Excellent

Tammatha T., USA

Liked: Cleanliness

Perfect

We loved our stay , they made it effortless
Stayed 5 nights in Aug 2023

10/10 Excellent

Mark D.

Liked: Cleanliness

clean and helpful owner

we arrived a tad bit early and Dan was gracious enough to let us check in as soon as the house was ready. Everything you need can be found in the house and more if you just ask him. Will definitely recommend this place to out friends.
Stayed 3 nights in Aug 2023

10/10 Excellent

Leci V.

Liked: Cleanliness

The perfect beach

The location of this property can’t be beat. it’s far enough away from the busy condo developments that the beach feels private and close enough to walk to the village. The public beach access is across the street and the actual walk to the beach is a little long, but it’s to be expected to enjoy the powdery sand and warm waters of siesta. beach carts are provided, so it’s no big deal: even if you were ocean front, you’d have the same distance to walk.
Stayed 4 nights in Aug 2023

10/10 Excellent

Judy P.

Liked: Cleanliness

Visit from Kansas

We loved our stay in Siesta Key. The accommodations worked great for our family and the location was perfect (right across the street from the beach access path). It was so nice to have beach towels provided along with access to beach chairs, umbrellas, and a wagon. Bicycles were also available but we did not have time to use them. My only suggestion would be to provide a scrubbing sponge and additional kitchen towels. We would definitely consider renting here again!
Stayed 3 nights in Jul 2023

10/10 Excellent

Sabrina C.

Liked: Cleanliness

A piece of paradise!

Close to beautiful beach. Great amenities, including sup boards
Stayed 3 nights in Aug 2022

8/10 Good

Lauren N.

Liked: Cleanliness

My vacation

A very clean and beautiful apartment with all the amenities you could want. A comfortable bed and a nice bathroom. Dan is an great host and is always there for you when you need him. We had a wonderful stay! There’s plenty of room for everyone, and the location is great. You can walk to the beach, or take a trolley out to the village of Siesta Key, where there are plenty of restaurants and shopping options.
Stayed 4 nights in Jul 2023

10/10 Excellent

Dayna M.

Liked: Cleanliness

Great stay!

So close to the beach! Easy check-in process. Short walk to the village. Loved the trifold doors that open up to the ocean view! Will stay here again for a family staycation!
Stayed 2 nights in Jul 2023

10/10 Excellent

Katie M.

Liked: Cleanliness

Perfect for our family!

Everything about our stay was so nice! Loved the space. We were able to use the community dining downstairs from coming off the beach. Everyone was comfortable in their rooms. Cant wait to book again!
Stayed 4 nights in Jul 2023

10/10 Excellent

Madison H.

Liked: Cleanliness

Great trip with friends

We had a great time ; all the beach items provided were so appreciated! Highly recommend this property!
Stayed 3 nights in Apr 2023

10/10 Excellent

Fiona B.

Liked: Cleanliness

great place and location

right across from the beach and easy to walk to town. all of the rooms were really nice and the place was super clean when we arrived. would come back!
Stayed 4 nights in Feb 2023

10/10 Excellent

Ed R.

Liked: Cleanliness

Great place for family on Siesta Key. Close to beach and village.

Will come back!
Stayed 5 nights in Apr 2023

10/10 Excellent

Kosta T.

Liked: Cleanliness

Great place and location

We really enjoyed are stay. The place is clean and located super close to the beach. We also enjoyed the fact that beach chairs and umbrellas were available for use as well for the beach.
Stayed 3 nights in Mar 2023