Apartment

Gertrude's Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village!

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Oceanview unit 12-steps to Siesta Key beach access, Siesta Key Village 3BR
Oceanview unit 12-steps to Siesta Key beach access, Siesta Key Village 3BR
Alfresco dining (shared), Siesta Key 3BR
12-steps to Siesta Key beach access, Siesta Key 3BR
Gertrude - One name, numerous possibilities!

Reviews

10 out of 10
Exceptional
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

Rooms & beds

3 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Bunk Beds

Common Space

2 Double Sofa Beds

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Balcony
Separate dining area
Dining area

About this property

Gertrude's Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village!

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 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. 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.

Property manager

Gertrude Rentals 888-5SIESTA
Premier Host

Languages

English, French

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

About the area

Siesta Key

Located in Siesta Key, this apartment is in the city centre 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. Travelling with kids? Consider Mote Marine Laboratory & Aquarium and Jim Neville Marine Preserve. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 1 min walk - 0.1 km
  • Siesta Key Marina - 5 min drive - 3.7 km
  • Point of Rocks - 6 min drive - 4.6 km
  • Crescent Beach - 11 min drive - 3.6 km
  • Lido Beach - 34 min drive - 18.8 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 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

Frequently asked questions

Is Gertrude's Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village! pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Gertrude's Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village!?

Check-in begins at 3:00 PM.

What time is check-out at Gertrude's Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village!?

Checkout is at 10:00 AM.

Where is Gertrude's Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village! located?

This family-friendly Siesta Key apartment building is located by the sea, within 1 mi (2 km) of Siesta Key Beach Playground and Siesta Key Beach. Siesta Key Farmers Market and St. Boniface Episcopal Church Labyrinth are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 51 out of 54 reviews
Rating 8 - Good. 3 out of 54 reviews
Rating 6 - Okay. 0 out of 54 reviews
Rating 4 - Poor. 0 out of 54 reviews
Rating 2 - Terrible. 0 out of 54 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Luis C.

Great place

Great place to stay they had everything we needed. It was very clean beds were great and the best part is it's right across the street from the beach
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Min S.

Beach life

This property provided everything we could have hoped for during our stay. Essentially right on the beach, designated parking (no public parking around there which translates to a quieter beach section), and everything we needed to set up and spend the day in the sand. The property itself was great with epic retractable glass doors facing the beach. Due to the prime location, there was some noise from passing cars during the night so a white noise machine or similar might be helpful if anyone is sensitive to that. We received regular, fulsome communications and were responded to immediately if we had any questions or concerns. Huge thanks to Dan and the Gertrude team for a wonderful vacation.

8/10 Good

Keri W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Stayed 4 nights in Dec 2024

10/10 Excellent

Charles M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 3 nights in Dec 2024

10/10 Excellent

Melissa F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 4 nights in May 2023

10/10 Excellent

Regina M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location.

Short walk to most beautiful beach in Florida. Really enjoyed out stay.
Stayed 3 nights in Nov 2023

10/10 Excellent

Ashley B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 5 nights in May 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

maria B.

Perfect in every way!

Everything from location to accommodations were perfect! I always stay at a Gertrude rental when coming to siesta key because I know I can count on a personable experience with Dan being hospitable in every way!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Stacia G.

wonderful vacay at the Penthouse!

Loved our short visit at the Penthouse! it was decorated beautifully and super close to all things Siesta whether it be the beach access or Siesta Key Village. Will consider staying here again!

10/10 Excellent

Tracy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Daughters 21st birthday celebration!

Great location to the beach and town.
Stayed 3 nights in Oct 2023

10/10 Excellent

Ann D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The view ♥️

Great view ! Great stay ! Vey convenient location …..
Stayed 4 nights in Feb 2024

10/10 Excellent

DOUGLAS F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect stay

Great location, walking distance to Siesta Village and also the beach. Very clean and great communication! Highly recommend!
Stayed 3 nights in Feb 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Scott H.

603PH

This is a really good location. Close to the beach and a short walk to the village. Overall a nice place to stay. We will be back.

10/10 Excellent

Ever M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place!

Beautiful apartment, one block across from a beautiful beach, clean and completely remodeled with all you need to have a wonderful vacation. We really enjoyed our stay there.
Stayed 3 nights in Jul 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Michelle B., Summit, NJ

Fabulous location

Fabulous location, walk across street to beach access. Walk to town for breakfast and dinner!! Very clean 3 BR, lots of amenities like free bikes and kayak, SUP, etc. We will definitely be back!!!

10/10 Excellent

Ashley B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place and Great Location

Perfect spot and close to everything! Will be back again.
Stayed 4 nights in Oct 2023

10/10 Excellent

Gary L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Roomy, clean, good location and comfy beds and linens

Would definitely come back, Daniel was very accessible and accommodating.
Stayed 5 nights in Mar 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Peter C.

Another Awesome Vacation

This was 2nd year staying at this location. For one reason - location and the over the top accommodations of the property. The host has everything you need for an easy going vacations - beach chairs, wagon, towels, laundry.. and the location can not be beat - ACROSS FROM THE BEACH ACCESS

10/10 Excellent

Melissa A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved everything about this place!

Loved the view and location. Short walk to all restaurants and shops. Very clean and owner very responsive.
Stayed 4 nights in Feb 2023

10/10 Excellent

Julie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent location for the beach

Lovely condo. Short walk to the beach.
Stayed 3 nights in Apr 2023

10/10 Excellent

Wendy D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very Clean

Very impressed, clean, and had everything we needed for our stay!
Stayed 3 nights in Sep 2023

10/10 Excellent

Stephen K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Siesta in February

Awesome all around!
Stayed 2 nights in Feb 2024

10/10 Excellent

kelly f., Where do you live?

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!
Stayed 3 nights in May 2023

10/10 Excellent

Meaghan J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location location location!

Beautifully renovated home close to the village with restaurants and shopping. Also close to the beach access point to enjoy the sun and water and white sand. Perfect spot, house was clean and cozy. Loved the shared back area.
Stayed 2 nights in Jan 2023

10/10 Excellent

Myrna M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Stayed 3 nights in Jan 2024

About the host

Hosted by Gertrude Rentals 888-5SIESTA

Host profile image
Dan Jones, "owner" Gertrude Rentals
Phone: (888) 5-SIESTA
Email: gertrude.rentals@gmail.com
Website: gertruderentals.com

Languages:

English, French

Premier Host

They consistently provide great experiences for their guests