Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!

Photo gallery for Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!

A patio with a pool, outdoor furniture, and a view of the pool area.
An aerial view of a resort with a swimming pool surrounded by palm trees, lounge chairs, and a covered seating area.
A balcony with a tiled floor, a table with chairs, a blue umbrella, and striped lounge cushions.
A two-story building with a swimming pool, outdoor seating, and palm trees.
A residential area with a swimming pool, a patio with outdoor furniture, and a view of the ocean.

Reviews

10 out of 10
Exceptional

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • 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
  • Waterpark access
  • Heated pool
  • Barbecue grill
  • Air-conditioning
  • Pet-friendly

Explore the area

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

Rooms & beds

4 bedrooms (sleeps 13)

Bedroom 1

1 King Bed

Bedroom 2

2 Queen Beds

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

Common Space

1 Single Bed and 1 Double Sofa Bed

3 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet

Bathroom 5

Toilet

Spaces

Deck or patio
Kitchen
Office
Balcony
Dining area

Add dates for prices

Similar properties

Sunny tropical pool area in Siesta Key vacation rental near the beach.
Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!
Siesta Key Village
  • Ocean view
  • Pool
  • Kitchen
  • Washing machine
9.8 out of 10, Exceptional, (53 reviews)
Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!

About the area

Siesta Key

Located in Siesta Key Village, 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. 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 Farmers Market - 6 min walk - 0.6 km
  • Irma Beach - 2 min drive - 2.1 km
  • Siesta Key Beach Playground - 3 min drive - 2.1 km
  • Crescent Beach - 7 min drive - 5.8 km

Getting around

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

Restaurants

  • ‪Circle K - ‬5 min walk
  • ‪Siesta Key Oyster Bar - ‬4 min walk
  • ‪Gilligan's Island Bar & Grill - ‬5 min walk
  • ‪Daiquiri Deck Siesta Key Village - ‬5 min walk
  • ‪Siesta Beach Pavilion - ‬3 min drive

Frequently asked questions

Is Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village! pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!?

On-site parking is available at the property.

What time is check-in at Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!?

Check-in begins at 3:00 PM.

What time is check-out at Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!?

Checkout is at 10:00 AM.

Where is Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village! located?

This family-friendly Siesta Key holiday home is located by the sea, within 1 mi (2 km) of Siesta Key Farmers Market and Siesta Key Beach. St. Boniface Episcopal Church Labyrinth and Irma Beach are also within 2 miles (3 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. 49 out of 51 reviews
Rating 8 - Good. 1 out of 51 reviews
Rating 6 - Okay. 1 out of 51 reviews
Rating 4 - Poor. 0 out of 51 reviews
Rating 2 - Terrible. 0 out of 51 reviews

9.8/10

Cleanliness

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
Great property, incredible location. Would definitely stay again
Stayed 5 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean, well stocked property in a great location. Quick access to the beach and village. Great communication with owner.
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

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

Wonderful place to stay in many a combinations and things to do

Wonderful place to stay
Stayed 3 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.
Verified review

10/10 Excellent

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

Great house and location

The house is perfectly located by the beach and the main strip, the host was very helpful and accommodating!
Stayed 3 nights in May 2025
Response from VrboOwner on 24 May 2025
Thank you for staying with us! 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
The host was amazing. Always very responsive and quick to get us what we needed. The house itself was beautiful. Perfect location.
Stayed 5 nights in Feb 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
Nice house within walking distance of the beach and the town. Host was a good communicator.
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
Verified review

10/10 Excellent

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

Great Beach getaway

Great location! Walking distance the beach and restaurant's / bars in Siesta Key.
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

Fantastic location, home, and property manager

Location and amenities of the home were fantastic. Easy check-in and check- out made the vacation great from start to end.
Stayed 5 nights in Mar 2023
Response from VrboOwner on 14 Apr 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 for a Mini Vacation from Tampa

Thank you for the excellent stay. We really enjoyed your property and would love to come back at some point!
Stayed 4 nights in Apr 2023
Response from VrboOwner on 22 Apr 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!
From a partner site

10/10 Excellent

Perfect Spring Break location!

Perfect for our family and my kids' friends. Close enough to everything we wanted! We could give the teens their freedom at night to enjoy a little of the night life. Just a block from the beach made it the perfect location to also set up for beach days while being able to go back and forth to the house if needed. Dan was great and made sure the Amazon fairy sent us whatever we needed throughout our stay.
Verified review

10/10 Excellent

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

Beautiful home in great location

We very much enjoyed our stay and management was immediately responsive to our communications.
Stayed 5 nights in Apr 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

Beach vacay

Had a great stay. The house was awesome loved being so close to the beach! Perfect rooftop view for the sunset too
Stayed 4 nights in Aug 2023
Response from VrboOwner on 4 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. - Daniel Jones
Verified review

10/10 Excellent

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

Quiet and Convenient

Great location within short walking distance to beach and local restaurants.
Stayed 3 nights in Jun 2023
Response from VrboOwner on 16 Jul 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 stay

Had a fantastic time! Beautiful location steps from Gulf and restaurants. Daniel was excellent host and communicated throughout check in and check out process.
Stayed 4 nights in Dec 2022
Response from VrboOwner on 13 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.
Verified review

6/10 Okay

Liked: Check-in, communication, location
The kitchen was not stalked well for cooking or grilling out, the pool is shared with the next door neighbors, it is a duplex. Location for beach and shops is perfect, parking is a issue if you have 2 vehicles.
Stayed 6 nights in Mar 2026
From a partner site

10/10 Excellent

Perfect spot

We loved this house and it was at a perfect spot. Once we got there we never had to drive, everything was in walking distance.
Stayed 4 nights in Dec 2024
Response from VrboOwner on 22 Aug 2025
Thank you for staying with us! 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

Our spring break rental

Really happy with place it was above and beyond with all it has to offer and team always ready to help with any of your necessities, they handled everything from start to finish this is really is a great place to stay and we definitely will be returning with Dan the man
Verified review

10/10 Excellent

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

Amazing location and property!

Amazing property and location!! We loved it! The parents and recent grads had a blast. Thank you!!
Stayed 4 nights in Jul 2024
Response from VrboOwner on 27 Jul 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

Siesta key birthday weekend

Great house, great location. Had everything we needed. Owner very responsive and easy to work with. Looking forward to staying in the house again.
Stayed 3 nights in Oct 2023
Verified review

10/10 Excellent

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

Very close to the beach!

My family and I stayed in this beautiful vacation home for memorial weekend and we were beyond satisfied with everything the home offered as well as the attentiveness of the host. My family and I loved how close the beach was and how the house is located right next to Siesta Key Village. We are already planning our next vacation to this lovely home.
Stayed 2 nights in May 2023
Response from VrboOwner on 2 Jun 2023
Thank you for staying with us. I hope siesta key delivered to you everything you were looking for. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me "Daniel" direct at 8885SIESTA and I’ll take care of you! Repeat guests never pay full price. If it's not too much trouble, please leave us a five star review. It would mean a lot to us.
Verified review

10/10 Excellent

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

Amazing in every way!

Easy to check in and communicate. Perfect location, pool, and rooms. We will be back! Appreciate everything!
Stayed 4 nights in Jun 2024
Response from VrboOwner on 16 Jun 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

FANTASTIC

We loved the property! Perfect amount of space for 2 families with kids! So clean and perfect location. Easy walk for kids to beach and restaurants! We will be back!
Stayed 3 nights in Jul 2023
Response from VrboOwner on 4 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. - Daniel Jones
From a partner site

10/10 Excellent

Birthday Celebration

4 couples stayed in this beautiful home for a birthday celebration! Fantastic location, well appointed house, comfortable beds. Dan is an amazing host and responds quickly to random questions!
From a partner site

10/10 Excellent

great stay

Our entire interaction with Dan and the Gertrude team was great. The property was just as pictured, well maintained and extremely well stocked. Bikes, beach chairs, even coolers were provided. Definitely recommend Gertrude's and plan to come back soon.
Verified review

10/10 Excellent

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

Great Location and Clean house

We enjoyed our stay here very much. House was close to restaurants and the beach so we really didn’t have to drive around much. It was also nice to have a wagon to take our stuff to the beach as well as bikes to explore the area. I thought the pool was small but lots of other compensating factors.
Stayed 4 nights in May 2024
Response from VrboOwner on 1 Jun 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
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