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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 swimming pool with a brick deck, surrounded by palm trees and a white fence.
A spacious living room with a blue sofa set, a dining area, and a large window with curtains.
A patio area with a brick floor, outdoor furniture, and a view of palm trees and buildings in the background.
A swimming pool with clear blue water, surrounded by palm trees and a white fence.
A two-story building with a swimming pool, outdoor seating, and palm trees.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • 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
    Walk to Siesta Key Beach

Popular amenities

  • Balcony
  • Waterpark access
  • Swimming pool
  • Barbecue
  • Air-conditioning
  • Pet-friendly

Explore the area

View 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 and 1 Double Sofa Bed

Common Space

1 Single Bed and 1 Double Sofa Bed

3 bathrooms

Bathroom 1

Bathtub or shower · Toilet · Jetted bathtub

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet

Bathroom 5

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Office
Balcony
Separate dining area
Dining area

Add dates for prices

Similar properties

Sunny Siesta Key vacation rental near the beach with tropical pool area and alfresco dining.
Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!
Siesta Key Village
  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
10.0 out of 10, Exceptional, (51 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. Travelling with kids? Consider Mote Science Education Aquarium, or check out an event or a game at Robarts Sports ARENA. 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
  • Lido Beach - 23 min drive - 16.6 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 33 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

Does Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village! have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!?

As of 14 Nov 2026, prices found for a 1-night stay for 2 adults at Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village! on 18 Nov 2026 start from NZ$4,126, 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.

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

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. 47 out of 53 reviews
Rating 8 - Good. 5 out of 53 reviews
Rating 6 - Okay. 1 out of 53 reviews
Rating 4 - Poor. 0 out of 53 reviews
Rating 2 - Terrible. 0 out of 53 reviews

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

Great Location!

We had a great stay here! The location was perfect - walkable to everything we needed. The house was clean and the space was great for our group.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay! The family and I had an awesome week!
Stayed 7 nights in Jan 2026
Response from VrboOwner on 23 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

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
good host good amenities
Stayed 13 nights in Feb 2026
Response from VrboOwner on 9 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 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 house for all the siblings and mom for her island birthday weekend. Host communication was excellent and quick. House was perfect location on the island to the beach and village.
Stayed 4 nights in Feb 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was in a great spot. Easy to walk to beach, shopping and restaurants.
Stayed 4 nights in Nov 2025
Response from VrboOwner on 5 Dec 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
Amazing location!! Had a beautiful time with friends and family.
Stayed 3 nights in Oct 2025
Response from VrboOwner on 16 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 8885SIESTA and I’ll take care of you! - Daniel Jones
Verified review

10/10 Excellent

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

Perfect stay

Best location & beautiful property!
Stayed 5 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

Loved our stay!

Beautiful property with walking distance to all you need.
Stayed 3 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

Wonderful stay

We had the best family vacation! This location is perfectly situated between the beach and restaurants/bars. We had a great stay!
Stayed 3 nights in Sep 2024
Response from VrboOwner on 28 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

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Came down with 9 peeps for spring break and loved this townhouse. It's a little pricier than some of the other properties but the location and layout make it 100% worth it. You can get to the beach in 2 blocks and every restaurant in 2 blocks. We never worried about parking, driving and even walked our groceries back to the house. Will stay here again next time we visit.
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

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

Great place!!

We loved our stay here. Host had plenty of beach toys for our family. Great location to beach and town. Would stay here again!
Stayed 3 nights in Aug 2024
Response from VrboOwner on 1 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

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Gertrude’s Siesta was a perfect gathering place for our crew of adults on an R&R getaway! We loved both the common space and that fact that the bedrooms were located on separate floors affording some privacy. Great property!
Stayed 3 nights in Oct 2025
Response from VrboOwner on 16 Nov 2025
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, don't hesitate to reach out and I’ll take care of you! - Daniel Jones
From a partner site

10/10 Excellent

Great

Very nice, roomy house with great accommodations and so close to the beach and restaurants.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Easy access to the beach and the village! Management answered all questions and addressed easily! Thank you
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

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

Beautiful house

Great location
Stayed 3 nights in Jul 2023
Response from VrboOwner on 18 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!
From a partner site

10/10 Excellent

Wonderful Stay!

Our girls trip was a success staying in this beautiful home. It's so close to shopping and the beach we didn't need to go far for anything! Love that the pool is heated and we were able to swim in the cooler weather.
From a partner site

10/10 Excellent

Siesta trup

Great place to stay. Location was fantastic, a walk to the beach and a walk to Siesta Village. The place had everything one needs. We had a wonderful time. Thank you Dan!!
Verified review

10/10 Excellent

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

Very Enjoyable Stay

This house was perfect for our needs, and everything was excellent. I would definitely choose it again!
Stayed 5 nights in Dec 2022
Response from VrboOwner on 26 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

10/10 Excellent

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

Siesta Key Stay

The property was great and the location was perfect for us. The property manager was very responsive to every question we had and helped make the trip great. Overall, this was a great place to stay and I would highly recommend it
Stayed 3 nights in Jun 2023
Response from VrboOwner on 6 Jun 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

Spring Break

We had an awesome time and the accommodations were as advertised
Stayed 6 nights in Mar 2024
Response from VrboOwner on 31 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

Palace Pleasure

Great place. Lots of space and balconies. Loved the layout and pool!
Stayed 4 nights in Apr 2023
Response from VrboOwner on 1 May 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

Summer fun

Great trip and great home!
Stayed 4 nights in Jun 2023
Response from VrboOwner on 18 Jun 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

Fabulous location and property

Clean, easy to use, management was responsive to our 1 request for additional blankets. Would use again.
Stayed 3 nights in Feb 2024
Response from VrboOwner on 24 Feb 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 family beach vacation

So many great attributes of this beach rental - Perfect location between Sunset Beach and the village - Lots of room for big groups - Great host with helpful communications - Check-in and house access were super easy - Everything you need for the beach Highly recommend! We would love to stay again
Stayed 4 nights in Dec 2023
Response from VrboOwner on 22 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
We stayed a week with a family of 11.We absolutely loved it something for everyone. Close to anything you need within walking distance. Easy in and easy out. Would stay again. Lots of memories.Owner very responsive to anything you might need.
Stayed 6 nights in Jun 2025
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