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Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key

Photo gallery for Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key

A modern kitchen with blue cabinets, a marble countertop, and a large window.
A spacious kitchen with white cabinets, a dining area with a large table and chairs, and a view of greenery through the window.
A modern living room with a sofa, coffee table, and a TV on a stand.
An outdoor patio with white furniture, a dining table, and a large umbrella providing shade.
A bench and a railing overlooking a beach.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Garage parking available
    Enjoy the convenience of garage parking - a rare offering in the area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Siesta Key Beach

Popular amenities

  • Balcony or patio
  • Waterpark access
  • Barbecue grill
  • Air-conditioning
  • Pet-friendly
  • Off-street parking available

Explore the area

View in a map
Siesta Key, FL
  • Place, Irma Beach
    ‪14 min walk‬
  • Place, Siesta Key Farmers Market
    ‪14 min walk‬
  • Place, Siesta Key Beach
    ‪15 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪26 min drive‬

Rooms & beds

3 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed and 1 Single Bunk Bed

Common Space

1 Single Bed and 1 Double Sofa Bed

3 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Spaces

Kitchen
Office
Separate dining area
Dining area

Add dates for prices

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About the area

Siesta Key

Located in Bailey Hall, a neighbourhood 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. Travelling with kids? Consider Mote Science Education Aquarium and St. Boniface Episcopal Church Labyrinth. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking/biking trails and cycling.
View more Holiday homes in Siesta KeyOpens in a new window
Map
Siesta Key, FL

What's nearby

  • Irma Beach - 14 min walk - 1.2 km
  • Siesta Key Farmers Market - 14 min walk - 1.2 km
  • Siesta Key Beach - 15 min walk - 1.3 km
  • Shell Beach - 3 min drive - 2.1 km
  • Crescent Beach - 9 min drive - 7.2 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 29 min drive

Restaurants

  • ‪Circle K - ‬9 min walk
  • ‪Gilligan's Island Bar & Grill - ‬13 min walk
  • ‪Siesta Key Oyster Bar - ‬13 min walk
  • ‪Siesta Beach Pavilion - ‬4 min drive
  • ‪Daiquiri Deck Siesta Key Village - ‬13 min walk

Frequently asked questions

Is Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key?

As of 28 Oct, 2026, prices found for a 1-night stay for 2 adults at Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key on 20 Sept, 2027 start from S$1,830, 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 Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key?

On-site parking is available at the property.

What time is check-in at Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key?

Check-in begins at 3:00 PM.

What time is check-out at Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key?

Checkout is at 10:00 AM.

Where is Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key located?

This family-friendly Siesta Key holiday home is located by the sea, within a 15-minute walk of Siesta Key Farmers Market and Siesta Key Beach. Irma Beach and Shell Beach 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. 92 out of 101 reviews
Rating 8 - Good. 6 out of 101 reviews
Rating 6 - Okay. 2 out of 101 reviews
Rating 4 - Poor. 0 out of 101 reviews
Rating 2 - Terrible. 1 out of 101 reviews

9.8/10

Cleanliness

9.4/10

Amenities

9.4/10

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
We had a great time at this home. Would recommend to other families.
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay! The house was very clean, comfortable, and in a perfect location. It was spacious and had everything our family needed for a relaxing vacation. We really enjoyed our time here and would definitely stay again. Highly recommend for families looking for a great place to stay! Great communication with the host!
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Home and great location. Would definitely stay there again.
Stayed 4 nights in Dec 2025
Response from VrboOwner on 1 Feb, 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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, responsive management company, comfortable beds and just a nice clean rental.
Stayed 30 nights in Oct 2025
Response from VrboOwner on 23 Nov, 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 and I’ll take care of you! - Daniel Jones
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice kitchen and easy parking. Very clean!
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Spacious and clean home with ample parking and fun toys in the garage (bikes, boogie boards, etc.). We enjoyed grilling out on the patio one night and walking to The Village for dinner another night.
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay. House is beautiful and had everything we needed! We would definitely stay here again!! Loved that we could bike to the village to get coffee and see sunrise and sunsets.
Stayed 6 nights in Aug 2025
Response from VrboOwner on 16 Sept, 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
Verified review

10/10 Excellent

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

Great Host, Perfect Location

Our host was super responsive before and during our stay. The house and location were perfect for us, in a quiet neighborhood but close to the beach and village.
Stayed 4 nights in Jan 2025
Response from VrboOwner on 10 Mar, 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
Verified review

10/10 Excellent

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

Great place to stay!

I really enjoyed staying here! I packed light! Beach chairs and beach towels! We really enjoyed our vacation!😊
Stayed 16 nights in Feb 2024
Response from VrboOwner on 16 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
From a partner site

10/10 Excellent

Siesta Key Home

Beautiful home, and very responsive host. Thank you, we enjoyed our stay and look forward to being repeat customers!
From a partner site

10/10 Excellent

The best vacation ever!!!

This house was beautiful, clean and in a very good location. We had a very good time.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property was pet friendly. About a 15-20 minute walk to the Village and the beach. Very nice, communicative host!
Stayed 3 nights in Jan 2026
Response from VrboOwner on 1 Feb, 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
Verified review

10/10 Excellent

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

Florida getaway

Such a great home base
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!
Verified review

10/10 Excellent

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

Great Stay

Great roomy location. Completely walkable and private destination. Very clean and updated,
Stayed 4 nights in Aug 2024
Response from VrboOwner on 14 Sept, 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!

It was a great location and you can fit lots of people to sleep! Siesta key was a great place for vacation. We'll be back!
Stayed 3 nights in Jul 2024
Response from VrboOwner on 11 Aug, 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

Family Spring Break

Great size house with all amenities. Perfect location as we rode bikes to shops/restaurants and to beach every day.
Stayed 6 nights in Mar 2024
Response from VrboOwner on 7 Apr, 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

Great Location/Lovely Home

Great location within easy walking distance of Siesta Village and the beach. Lovely updated home with everything needed for an enjoyable stay (including bikes, beach towels, chairs, umbrellas, etc.).
Stayed 7 nights in Jan 2024
Response from VrboOwner on 26 Jan, 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

Stay

We had a great time would love to go back.
Stayed 3 nights in Dec 2023
Verified review

10/10 Excellent

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

Beautiful home

We enjoyed our stay very much. Nice house. Rent a golf cart to get around.
Stayed 5 nights in Jul 2023
Response from VrboOwner on 11 Aug, 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
The home was very clean! Amenities great! Nice open floor plan and decor. Our host Daniel was very responsive to all our questions and kept us informed of things that were helpful. Main bedroom shower was not great. Could also have more places to hang towels. Would rent again.
Stayed 14 nights in Jan 2026
Response from VrboOwner on 16 Mar, 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
Verified review

10/10 Excellent

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

Perfect house

I highly recommend this house! Everything was perfect!
Stayed 4 nights in Dec 2023
Response from VrboOwner on 29 Dec, 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! - Daniel Jones
Verified review

10/10 Excellent

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

Great location!

Loved our stay at this property. Short walk to downtown Siesta Key and the restaurants, shopping and beach access. The house is definitely darker than the pictures portray, even when you open all the curtains. For a beach trip intended to be casual this house worked great for us.
Stayed 3 nights in Jun 2023
Response from VrboOwner on 11 Aug, 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

Givens Street

It was comfortable and met our needs.
Stayed 3 nights in Jun 2023
Response from VrboOwner on 11 Aug, 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

We love 303!!

Nothing but great things to say about this place. We had the best time on our girls' trip and the location was second to none. Everything as advertised online as well!
Stayed 3 nights in Sep 2022
Response from VrboOwner on 11 Aug, 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

8/10 Good

Liked: Cleanliness, amenities, property conditions & facilities, communication
Yes. Good to have a toaster oven for bread, better bath gel,
Stayed 2 nights in Dec 2025
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