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Gertrude's Siesta | Private Pool, 5-min bike to Siesta Key Beach, 3-miles to Village!

Photo gallery for Gertrude's Siesta | Private Pool, 5-min bike to Siesta Key Beach, 3-miles to Village!

A swimming pool with a wooden deck, lounge chairs, and a house in the background.
A bedroom with a large bed, a ceiling fan, a desk, a chair, and a window with a view of greenery.
A vacation rental sign with contact information and a QR code.
Siesta Key Beach, Siesta Key 4BR
A beach with a large tree, sandy areas, and people walking.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Balcony
  • Private pool
  • Waterpark access
  • Barbecue grill
  • Air-conditioning
  • Pet-friendly

Explore the area

View in a map
Siesta Key, FL
  • Place, St. Boniface Episcopal Church Labyrinth
    ‪15 min walk‬
  • Place, Siesta Key Beach
    ‪2 min drive‬
  • Place, Siesta Key Beach Playground
    ‪3 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪27 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

Common Space

1 Double Sofa Bed

3 bathrooms

Bathroom 1

Toilet · Shower only · Jetted bathtub

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Balcony
Separate dining area
Dining area

Add dates for prices

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  • Pool
  • Kitchen
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10.0 out of 10, Exceptional, (77 reviews)
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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. Travelling with kids? Consider Mote Science Education Aquarium, or check out an event or a game at Robarts Sports ARENA. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling nearby.
View more Holiday homes in Siesta KeyOpens in a new window
Map
Siesta Key, FL

What's nearby

  • St. Boniface Episcopal Church Labyrinth - 15 min walk - 1.3 km
  • Siesta Key Beach - 2 min drive - 2.1 km
  • Irma Beach - 2 min drive - 1.8 km
  • Siesta Key Beach Playground - 3 min drive - 2.1 km
  • Crescent Beach - 7 min drive - 4.8 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 28 min drive

Restaurants

  • ‪Circle K - ‬4 min drive
  • ‪Gilligan's Island Bar & Grill - ‬4 min drive
  • ‪Siesta Key Oyster Bar - ‬4 min drive
  • ‪Siesta Beach Pavilion - ‬2 min drive
  • ‪Daiquiri Deck Siesta Key Village - ‬4 min drive

Frequently asked questions

Does Gertrude's Siesta | Private Pool, 5-min bike to Siesta Key Beach, 3-miles to 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 | Private Pool, 5-min bike to Siesta Key Beach, 3-miles to Village!?

As of 27 Oct 2026, prices found for a 1-night stay for 2 adults at Gertrude's Siesta | Private Pool, 5-min bike to Siesta Key Beach, 3-miles to Village! on 29 Oct 2026 start from £946, 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 | Private Pool, 5-min bike to Siesta Key Beach, 3-miles to Village! pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Gertrude's Siesta | Private Pool, 5-min bike to Siesta Key Beach, 3-miles to Village!?

On-site parking is available at the property.

What time is check-in at Gertrude's Siesta | Private Pool, 5-min bike to Siesta Key Beach, 3-miles to Village!?

Check-in begins at 3:00 PM.

What time is check-out at Gertrude's Siesta | Private Pool, 5-min bike to Siesta Key Beach, 3-miles to Village!?

Checkout is at 10:00 AM.

Where is Gertrude's Siesta | Private Pool, 5-min bike to Siesta Key Beach, 3-miles to Village! located?

This family-friendly Siesta Key holiday home is located by the sea, within a 15-minute walk of Gulf Intracoastal Waterway and St. Boniface Episcopal Church Labyrinth. Siesta Key Beach is 1.4 mi (2.3 km) away.

Reviews

9.6

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. 31 out of 36 reviews
Rating 8 - Good. 4 out of 36 reviews
Rating 6 - Okay. 0 out of 36 reviews
Rating 4 - Poor. 0 out of 36 reviews
Rating 2 - Terrible. 1 out of 36 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Whenever we go to Siesta Keys this is where we will stay. 10/10 Highly recommend.
Stayed 4 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house. Very accommodating host. Would recommend and rent again. Thank you Daniel and Steve. This was a memorable stay.
Stayed 4 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
We had a wonderful stay! The house was beautiful, clean, cozy, and perfect for a family vacation. The location was great, close to the beach and everything we needed. We really enjoyed the peaceful atmosphere and felt very comfortable during our stay. Thank you for being such a great host!
Stayed 3 nights in May 2026
Verified review

8/10 Good

Liked: Cleanliness, location, listing accuracy
Great place for a family vacation. The kids had a lot of fun in the pool. The water fountain in the pool did not work. The barbecue grill was pretty rusty we ended up having to go to a store to get a barbecue pan to grill on. Had plenty of beach chairs and one umbrella. We would stay there again.
Stayed 6 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved everything about this place! From the pool and spa/hot tub, to the huge, clean rooms, and bathrooms, to the short drive to the beach, and the beach gear (the chairs, umbrella, and wagon) was a hit! Communication was top-notch and prompt, and we hope to come back soon!
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Location
Gertrude Rentals was extremely accommodating. They were flexible and easy to communicate with. Highly recommend renting from them. We will be back.
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our family enjoyed this spacious house. Very clean, beautiful heated pool, plenty of beach chairs and toys for kids. Our host was extremely responsive. We would definitely stay here again.
Stayed 6 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
It was great location
Stayed 4 nights in Sep 2025
Response from VrboOwner on 26 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
The house was exactly as described. Check-in and communication throughout the trip was a breeze. Thank you for a wonderful day at your beautiful home!
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location - about 3 mins to the beach by car. Definitely walkable. The property was clean and well maintained. Host communication was great. Would definitely stay here again
Stayed 4 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

We had a wonderful stay! How was super clean and accommodating! Great views and host was super responsive!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We love all off the site and the property
Stayed 3 nights in Oct 2025
Response from VrboOwner on 9 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
The host reached out to us to make sure we had everything we needed, so we knew he was available, but the place was so well appointed and maintained, that we had no need to speak with him. It approached record lows while we were here, so not the beach weekend we were hoping for, but the house was cozy and the company wonderful. Hope to stay here again.
Stayed 3 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

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our family gathered for Thanksgiving, and we enjoyed this beautiful home for a fun long weekend together. The home was great. Clean, spacious, and perfect for cooking and hanging out. Loved the deck and pool. A close drive to the beach. Responsive host A
Stayed 4 nights in Nov 2025
Response from VrboOwner on 22 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

I absolutely loved this place. We had two adults 5 kids 10-16 it was perfect! Very close to beach, spacious, clean, amenities were great, very up to date, etc 7/2024
Stayed 6 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Check-in, communication, location, listing accuracy

Vacation

The home was very spacious! Kids loved the pool we spent our time there when not at the beach and we were very satisfied with distance of shops restaurants and beach it was a great experience overall!
Stayed 4 nights in May 2025
Response from VrboOwner on 21 Jun 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

In town for Soccer Tourney

Great stay in Siesta Beach. Enjoyed hanging out in the TV room with other families. Bedrooms were very nice and roomy. Very close to Siesta Beach restaurants which was nice. Property Manager was very responsive. Definitely a great place to stay.
Stayed 3 nights in Jan 2025
Response from VrboOwner on 16 Feb 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
From a partner site

10/10 Excellent

Perfect again

4th stay with Gertrude, 1st at this property- everything was excellent. The house was perfect- clean, spacious, conveniently located- kids and adults all enjoyed themselves. Will definitely be back.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
To start Daniel's home was amazing. There was so much space for our family, the rooms and common area were clean and set up so nicely. We were thankful that he allowed us to have our pet with us and that there was a fenced yard. The pool was heated and beautiful the kids loved it so much. The location is perfect distance from the beach and all stores or eatery's in town. We will definitely be staying here again in the future for sure.
Stayed 3 nights in Jul 2025
Response from VrboOwner on 2 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

Fantastic Home

The Home was incredible. It is completely updated and it was exceptionally clean. It is also in a great location. Also, the property managers were fantastic. Easy to reach and followed up during the stay to make sure everything was good. I highly recommend this home.
Verified review

10/10 Excellent

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

Family Get Together

Very nice property. Plenty of room. Very clean. Good location. Weather was terrible but had a wonderful time with family.
Stayed 3 nights in Jan 2025
Response from VrboOwner on 25 Jan 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
From a partner site

10/10 Excellent

Great

The place was excellent to stay and the staff were attentive incase of any questions we had. Everything was perfect with this house. It felt like home away from home, relaxing, all needs well taken care of.
Verified review

10/10 Excellent

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

Highly recommended

My family and I ranging from children to senior citizens enjoyed this home. It was spacious, very clean, and has a great pool! The best thing was the just Daniel. He was very responsive and super nice during all communications. I highly recommend renting this home in the quiet neighborhood very close to the beach.
Stayed 4 nights in Jun 2025
Response from VrboOwner on 19 Jul 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

Wonderful Family Reunion

Seven adults gathered for a family reunion from around the country for 4 days.The house, cleanliness, furnishings and pool were even better than expected. The kitchen was well equipped, although, we only ate breakfast in. Although it wasn't heated, the pool was delightful and easy to access. The location was perfect, one mile to Siesta Key beach and close to shops and a wide variety of restaurants.The Owner was welcoming and extremely helpful and responsive. We highly recommend a stay here. We hope to come back again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay on our first Siesta Key visit. The house is located on a quiet street with a fantastic pool and hot tub. The location is very close to beaches and Siesta Key Village. Probably the quickest responses I have received from a host, and the easiest check in and departure of any trip I've taken.We were a little disappointed that the pool wall fountain was unable to be turned on for the kids. Some of the furniture ( some bedside tables and the dining table in the sunroom) were a little unstable and made us a little nervous around the little ones. They had beach chairs, a wagon, and a few other items for guests to use at the beach. They were in great condition and used every day! It was great to not add renting equipment to our stay. Also, some turf instead of gravel around the pool would have been great for play for the kids. We would all stay at this home in the future. It’s a great choice for families or 3 to 4 couples to have a fun week at the beach!
Stayed 5 nights in May 2026
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