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

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

A room with a large sliding glass door leading to a balcony with a view of a beach and buildings. There are two wooden chairs and a floor lamp.
A view from a window overlooking a beach area with a building, palm trees, and a clear sky.
A bar area with a thatched roof, a sign for 'LANDSHARK Lager', and a television screen displaying a sports event.
A modern living room with a glass coffee table, a brown leather sofa, and a ceiling fan.
A living room with a glass coffee table, a brown leather sofa, a beige sofa, a ceiling fan, and a view of greenery outside.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Top-rated comfy beds
    Guests liked the comfy beds here.
  • Games
    A rare find - enjoy a variety of games available on-site.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Siesta Key Beach

Popular amenities

  • Balcony
  • Waterpark access
  • Barbecue
  • Air-conditioning
  • Pet-friendly
  • Refrigerator

Explore the area

View map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪2 min walk‬
  • Place, Siesta Key Beach Playground
    ‪12 min walk‬
  • Place, Siesta Key Farmers Market
    ‪12 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪28 min drive‬

Rooms & beds

3 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King 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

Add dates for prices

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10.0 out of 10, Exceptional, (6 reviews)
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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 Science Education Aquarium and St. Boniface Episcopal Church Labyrinth. 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.
View more Apartments in Siesta KeyOpens in a new window
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 2 min walk - 0.2 km
  • Siesta Key Beach Playground - 12 min walk - 1.1 km
  • Siesta Key Farmers Market - 12 min walk - 1.1 km
  • St. Boniface Episcopal Church Labyrinth - 18 min walk - 1.5 km
  • Crescent Beach - 6 min drive - 4.8 km

Getting around

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

Restaurants

  • ‪Circle K - ‬15 min walk
  • ‪Gilligan's Island Bar & Grill - ‬11 min walk
  • ‪Siesta Key Oyster Bar - ‬12 min walk
  • ‪Siesta Beach Pavilion - ‬8 min walk
  • ‪Daiquiri Deck Siesta Key Village - ‬11 min walk

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.

How much does it cost to stay at Gertrude's Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village?

As of 2 Nov 2026, prices found for a 1-night stay for 2 adults at Gertrude's Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village on 30 Aug 2027 start from AU$2,979, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Gertrude's Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village?

On-site parking is available at the 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. St. Boniface Episcopal Church Labyrinth and Siesta Key Farmers Market are also within 1 mile (2 km).

Reviews

9.8

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. 59 out of 65 reviews
Rating 8 - Good. 5 out of 65 reviews
Rating 6 - Okay. 1 out of 65 reviews
Rating 4 - Poor. 0 out of 65 reviews
Rating 2 - Terrible. 0 out of 65 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

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Communication was amazing from the host. Maintenance workers were very kind and helpful. The amenities were great. We would definitely stay at a rental again from this company.
Stayed 6 nights in Oct 2026
From a partner site

10/10 Excellent

⭐️⭐️⭐️⭐️⭐️

Location is fantastic right at beach access 10 and at a trolley stop. The wagons, beach chairs, umbrellas were very much appreciated and used daily at the beach. We would stay here again and/or would recommend to friends/family
From a partner site

6/10 Okay

603 PH

Great space and very clean, the rental has everything you need. Quick access to beaches and a variety of restaurants. Great having the wagons, beach chairs, umbrellas, and paddle boards. If there are people staying in the units below, you will hear everything they are doing. Very thin walls. Otherwise a great trip.
Response from VrboOwner on 14 Aug 2026
Thank you for sharing your feedback! We're so glad you enjoyed the spacious, clean accommodations, convenient location, and beach amenities during your stay. We're sorry to hear that noise from the neighboring unit impacted your experience. While some sound transfer can occasionally occur in multi-unit properties, we appreciate you bringing this to our attention and will keep your feedback in mind as we continue to improve the guest experience. We're happy to hear that, overall, you had a great trip, and we hope to have the opportunity to welcome you back to Siesta Key! Thanks, Danny Jones
From a partner site

10/10 Excellent

⭐️⭐️⭐️⭐️⭐️

Very clean with an amazing view. Love the bikes and carts for the beach. I would love to come back in August.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was very welcoming and communicative and the place was perfectly comfortable, stocked, and functional. Amazing view!
Stayed 3 nights in Dec 2025
Response from VrboOwner on 16 Jan 2026
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me and I’ll take care of you! - Daniel Jones
From a partner site

10/10 Excellent

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
Verified review

10/10 Excellent

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
Response from VrboOwner on 25 Nov 2023
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you!
From a partner site

10/10 Excellent

Across the street from the beach!

Really enjoyed staying at this property. It was clean and well equipped including a full assortment of beach gear and beach toys. We would absolutely stay here again.
Verified review

10/10 Excellent

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
Response from VrboOwner on 18 Dec 2022
Thank you. We hope you visit again soon. You're a repeat guest now and can call me at (888) 5-SIESTA if you need anything at all! Always happy to help.
From a partner site

10/10 Excellent

Great stay, great loction

Great stay, great location. The access to chairs, bikes, umbrellas, etc. was simply outstanding as travelers that didn't drive into town. Communication was great and the house was very clean. Thank you!
Verified review

10/10 Excellent

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
Response from VrboOwner on 21 May 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!
Verified review

10/10 Excellent

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
Response from VrboOwner on 4 Nov 2023
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you!
From a partner site

10/10 Excellent

GREAT STAY -- AWESOME HOST

Our stay was absolutely perfect. Our Dan not only keeps the property in great shape, but also keeps the beach equipment in great working order too. Makes for a very STRESS FREE stay...I forgot an additional roll away bed, and he had one dropped off before we got back from dinner the first day. He has a lot locations in Siesta Key. If you see he's the host, do not have any hesitation to book it.... he's prompt, thorough, and his entire operations runs like clockwork ....
Verified review

10/10 Excellent

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
Response from VrboOwner on 16 Apr 2023
So glad you had a good time. We hope you come again soon! Just reach out to me "Daniel" at Gertrude Rentals the next time you need anything at all. Repeat guests never pay full price.
Verified review

10/10 Excellent

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
Response from VrboOwner on 16 Mar 2023
I really appreciate your feedback! Let me know when you need another dose of Siesta Key. Love to have you back :) You're a repeat guest now and can call me at (888) 5-SIESTA if you need anything at all! Always happy to help. Thank you so much for choosing Gertrude Rentals!
From a partner site

10/10 Excellent

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!
Verified review

10/10 Excellent

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
Response from VrboOwner on 5 May 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!
Verified review

10/10 Excellent

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
Response from VrboOwner on 4 Nov 2023
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you!
Verified review

10/10 Excellent

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

The view ♥️

Great view ! Great stay ! Vey convenient location …..
Stayed 4 nights in Feb 2024
Response from VrboOwner on 9 Mar 2024
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
Verified review

10/10 Excellent

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
Response from VrboOwner on 13 May 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!
Verified review

10/10 Excellent

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
Response from VrboOwner on 4 Mar 2024
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
Verified review

10/10 Excellent

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
Response from VrboOwner on 24 May 2024
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
From a partner site

10/10 Excellent

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!
Verified review

10/10 Excellent

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
Response from VrboOwner on 20 Oct 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me at (888) 5-SIESTA. - Daniel Jones
Verified review

10/10 Excellent

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
Response from VrboOwner on 17 Apr 2023
So glad you had a good time. We hope you come again soon! Just reach out to me "Daniel" at Gertrude Rentals the next time you need anything at all. Repeat guests never pay full price.
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