Entire home

Gertrude's Siesta | Oceanview, 12-steps Beach, 4-min trolley to Village, tiki-bar, ping-pong!

Photo gallery for Gertrude's Siesta | Oceanview, 12-steps Beach, 4-min trolley to Village, tiki-bar, ping-pong!

A modern living room with a view of the beach, a sofa, chairs, a coffee table, and a painting on the wall.
A sandy beach with people walking and playing.
An aerial view of a beach with numerous boats anchored around it and people gathered on the sand.
Sunset over seating area across from Beach access.
A covered bike parking area with multiple bicycles, a projector, and a fan.

Reviews

9.4 out of 10
Exceptional

Highlights

  • Games
    A rare find - enjoy a variety of games available on-site.
  • Discover nearby landmarks
    Near Siesta Key Beach

Popular amenities

  • Balcony
  • Barbecue
  • Air-conditioning
  • Pet-friendly
  • Refrigerator
  • Washing machine

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

7 bedrooms (sleeps 24)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 Queen Bed

Bedroom 5

1 Queen Bed

Bedroom 6

2 Single Bunk Beds

Bedroom 7

2 Single Bunk Beds

Common Space

+2
5 Single Beds and 1 Double Sofa Bed

5 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Dining area

Add dates for prices

Similar properties

The Coral Cabanas 8BR vacation rental just 8-steps to Siesta Key Beach Access 13.
Gertrude's Siesta | 100% Private, 8-steps to Beach Path! 4-min Dining & Music! Snorkeling, Sunsets!
Siesta Key
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
10.0 out of 10, Exceptional, (18 reviews)
Gertrude's Siesta | 100% Private, 8-steps to Beach Path! 4-min Dining & Music! Snorkeling, Sunsets!

About the area

Siesta Key

Located in Siesta Key, this holiday home 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 travelling with kids. Discover the area's water adventures with kayaking and scuba diving nearby, or enjoy the great outdoors with cycling and ecotours.
View more Holiday homes 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, 12-steps Beach, 4-min trolley to Village, tiki-bar, ping-pong! pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Gertrude's Siesta | Oceanview, 12-steps Beach, 4-min trolley to Village, tiki-bar, ping-pong!?

As of 29 October 2026, prices found for a 1-night stay for 2 adults at Gertrude's Siesta | Oceanview, 12-steps Beach, 4-min trolley to Village, tiki-bar, ping-pong! on 4 December 2026 start from NZ$10,437, 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, 12-steps Beach, 4-min trolley to Village, tiki-bar, ping-pong!?

On-site parking is available at the property.

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

Check-in begins at 3:00 PM.

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

Checkout is at 10:00 AM.

Where is Gertrude's Siesta | Oceanview, 12-steps Beach, 4-min trolley to Village, tiki-bar, ping-pong! located?

This family-friendly Siesta Key holiday home 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

9.4

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. 5 out of 8 reviews
Rating 8 - Good. 3 out of 8 reviews
Rating 6 - Okay. 0 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.2/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

Family Had A Great Time Here!

Fantastic location. Lots of beds for the many couples in our family. We had a great time staying here and will rent again! Thanks Danny for all your help.
From a partner site

8/10 Good

Beautiful Island

Seventy degrees on a beautiful island in January was such a treat for our family. We stayed a week and loved every minute of it. The property worked out well for my six adult children and their families—great place to stay.
Verified review

10/10 Excellent

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

Annual Family Reunion

Great location, seamless entry
Stayed 4 nights in Jan 2024
Response from VrboOwner on 9 February 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

8/10 Good

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

Great location

The property manager was very communicative. I would absolutely stay here again. The proximity to the beach is great there is also a trolley stop right outside of the house, which means getting into town very convenient
Stayed 4 nights in Oct 2023
Response from VrboOwner on 4 December 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 common area is a great gathering space. We had the whole place, I am not sure how it would work when sharing. The abundance of beach towels and beach equipment were perfect. The access to the beach, the trolley and into Siesta Key Village are so close and convenient, very walkable. Get the Breeze AP and use the trolley. We went to downtown Sarasota and enjoyed dinner, dancing and walking around.
Stayed 4 nights in Nov 2025
Response from VrboOwner on 22 December 2025
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
Verified review

10/10 Excellent

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

Beach fun!

The property was great! Literally cross the street to enter the beach access. Common area has a ping pong table and a large table for family dining. There were no rooms or bathrooms on the main floor so have to go up stairs for both. Large laundry area with two washers and two dryers. Great backyard area for entertaining. Bikes, wagons, kayaks, paddle boards, umbrellas and chairs provided. We rented the entire property (7 bedrooms/5 bathrooms) for our family gathering and it worked perfectly. Walkind distance to restaurants and shopping. Close beach access was a huge plus for us.
Stayed 5 nights in Nov 2023
Verified review

8/10 Good

Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Dec 2024
Response from VrboOwner on 12 January 2025
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
Tell us how we can improve our siteShare feedback