Gertrude's Siesta | Top Location! 1-min to Best Beaches, Private Patios, Gate to Village!

Photo gallery for Gertrude's Siesta | Top Location! 1-min to Best Beaches, Private Patios, Gate to Village!

A bedroom with a bed, a window, and a view of an outdoor patio with a table and chairs.
A patio with a table and chairs, surrounded by potted plants and a view of a house.
A rectangular outdoor table with four white chairs, surrounded by lush greenery and a large potted plant.
A spacious living area with a sofa, coffee table, and a dining table with chairs. There is a kitchen area with a bar and stools.
A spacious living area with a sofa, coffee table, and chairs, a kitchen with a large island, and a dining area with a table and chairs.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Games
    A rare find - enjoy a variety of games available on-site.
  • 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
  • Refrigerator

Explore the area

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

Rooms & beds

3 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Bunk Beds

Common Space

1 Single Bed

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Separate dining area
Dining area

Add dates for prices

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About the area

Siesta Key

Located near the beach, this holiday home is in Siesta Key Village, a walkable area in Siesta Key with great shopping. 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. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and mountain biking nearby.
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 - 2 min walk - 0.2 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 - ‬7 min walk
  • ‪Gilligan's Island Bar & Grill - ‬3 min walk
  • ‪Siesta Key Oyster Bar - ‬3 min walk
  • ‪Siesta Beach Pavilion - ‬3 min drive
  • ‪Daiquiri Deck Siesta Key Village - ‬3 min walk

Frequently asked questions

Is Gertrude's Siesta | Top Location! 1-min to Best Beaches, Private Patios, Gate to Village! pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Gertrude's Siesta | Top Location! 1-min to Best Beaches, Private Patios, Gate to Village!?

On-site parking is available at the property.

What time is check-in at Gertrude's Siesta | Top Location! 1-min to Best Beaches, Private Patios, Gate to Village!?

Check-in begins at 3:00 PM.

What time is check-out at Gertrude's Siesta | Top Location! 1-min to Best Beaches, Private Patios, Gate to Village!?

Checkout is at 10:00 AM.

Where is Gertrude's Siesta | Top Location! 1-min to Best Beaches, Private Patios, Gate to Village! located?

This family-friendly Siesta Key holiday home is located by the sea, just steps away from 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. 151 out of 172 reviews
Rating 8 - Good. 17 out of 172 reviews
Rating 6 - Okay. 2 out of 172 reviews
Rating 4 - Poor. 1 out of 172 reviews
Rating 2 - Terrible. 1 out of 172 reviews

9.8/10

Cleanliness

9.8/10

Amenities

9.8/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Excellent location for our visit. Close to the beach and restaurants.
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay; especially if you’re looking to be close to all the restaurants and shopping. As the ad says, the village is literally in the backyard. I’ll be staying here again for sure. The host is extremely easy to communicate with and very quick with responses. This was an A stay for us.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quick walk to the beach and the village, would definitely recommend this property! Plenty of beach chairs, towels, and everything we could need!
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a cute beach house. You can’t beat the location ! We had such a great time and would book again
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place, good location, property matched the description.
Stayed 3 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
From a partner site

10/10 Excellent

Village House

We loved our stay at the Village House!! You can not beat the location!! Out the back door you are in the village! Out the front door, look left, there's the beach!!! No need to rent a car. Everything was perfect for us! We will definitely stay here again!
From a partner site

10/10 Excellent

⭐️⭐️⭐️⭐️⭐️

Absolutely recommend staying with Gertrude properties!!! Clean, close to everything. Planning our next stay and will only book with Gertrude properties♥️
Verified review

10/10 Excellent

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

Great Location

We especially enjoyed the location.
Stayed 5 nights in Jun 2024
Response from VrboOwner on 7 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

Family vacation

Fantastic location & great host!
Stayed 6 nights in Apr 2025
Response from VrboOwner on 19 Oct, 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, amenities, property conditions & facilities, communication
Perfect location to the beach and dinning options
Verified review

10/10 Excellent

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

Dog friendly beach getaway

close to restaurants, bars, shopping, and beach!
Stayed 4 nights in Jul 2023
Response from VrboOwner on 4 Sept, 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 location!

The property is located in a great area convenient to the beach, restaurants, shopping and more.
Stayed 5 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
Excellent location. 5 min walk to the beach in one direction, 5 min walk to the restaurants and shops in the other.2 assigned parking spots right in front of the unit. The home is older, but it is clean, has comfortable beds and location is top! Has chairs and bikes available as well. Although centrally located, and we stayed during peak season, it was surprisingly quiet. Host is very friendly, helpful and responsive. We had a great stay. I would recommend to a friend and family.
Stayed 2 nights in Mar 2026
From a partner site

10/10 Excellent

Siesta Key Vollage

So close and convenient to shopping, dining choices and the beach!
Verified review

10/10 Excellent

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

Fun Get away

Great place in the heart of siesta key! Definitely recommend and would stay again.
Stayed 3 nights in Apr 2023
Response from VrboOwner on 2 May, 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, check-in, communication, location, listing accuracy

Awesome Stay

Close to restaurants, grocery store, bars and shops.
Stayed 7 nights in Dec 2022
Response from VrboOwner on 18 Dec, 2022
Thank you James! 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

Sun golf and fun

Excellent stay!
Stayed 5 nights in Oct 2023
Verified review

10/10 Excellent

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

Fantastic location!

My family loved the house and perfect location! Easy walk to the beautiful beach and Siesta Village!
Stayed 3 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: Amenities, communication
We enjoyed our stay,located behind restaurants shopping in Siesta Village and 5 minute walk to beach. The gate in the back yard entering restaurant parking on Ocean Blvd. was very convenient. Thank you
Stayed 2 nights in Dec 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location

Vacation

Great place! Pleased with my stay!
Stayed 6 nights in May 2024
Response from VrboOwner on 7 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, amenities, property conditions & facilities, communication
Host was very detailed with instructions and upon arrival, was able to check-in smoothly. Property was clean and close to downtown & beach. Had a great stay!
Stayed 2 nights in Jun 2023
From a partner site

10/10 Excellent

Siesta Key Rental

Very clean, nice size bedrooms, great location. Close to the beach, stores and restaurants. We really enjoyed our stay.
Stayed 3 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

Clean, fun, plenty of extras.
Stayed 3 nights in Aug 2024
Response from VrboOwner on 17 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
From a partner site

10/10 Excellent

Great Place to Stay

Awesome location, right downtown, very close to beach. Very clean and comfortable and the cleaning crew was top notch!! Very friendly and even found a phone charger and made sure we didn't leave without it. If you in Siesta Key can't go wrong here!
Verified review

10/10 Excellent

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

Great location

We had a blast here the place was so close to the beach and right by all the bars and restaurants. We will definitely be back.
Stayed 3 nights in Feb 2023
Response from VrboOwner on 16 Mar, 2023
I really appreciate your feedback! Let me know when you need another dose of Siesta Key. Love to have you back :) You're a repeat guest now and can call me at (888) 5-SIESTA if you need anything at all! Always happy to help. Thank you so much for choosing Gertrude Rentals!
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