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Gertrude's Siesta | Pool, Jacuzzi | 1 Min to Beach | 4 Min to Dining & Music!

Photo gallery for Gertrude's Siesta | Pool, Jacuzzi | 1 Min to Beach | 4 Min to Dining & Music!

A bedroom with a bed, nightstands, a bench, a ceiling fan, a window with curtains, and a potted plant.
A rooftop pool area with lounge chairs and umbrellas, surrounded by buildings and palm trees.
A pool area with a clear blue pool, white railings, and lounge chairs.
A swimming pool with a fountain, surrounded by tropical plants and a covered patio area.
A multi-story hotel with balconies, palm trees, and a clear sky.

Reviews

10 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • 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
  • Hot tub on site
  • Swimming pool
  • Barbecue grill
  • Air-conditioning
  • Refrigerator

Explore the area

View in a map
Siesta Key, FL
  • Place, Crescent Beach
    ‪1 min walk‬
  • Place, Safe Harbor Siesta Key
    ‪8 min walk‬
  • Place, Siesta Key Beach
    ‪15 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪30 min drive‬

Rooms & beds

2 bedrooms (sleeps 5)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Garden
Dining area

Add dates for prices

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Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music!

About the area

Siesta Key

Located in South 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 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 ecotours nearby.
View more Holiday homes in Siesta KeyOpens in a new window
Map
Siesta Key, FL

What's nearby

  • Crescent Beach - 1 min walk - 0.2 km
  • Safe Harbor Siesta Key - 8 min walk - 0.7 km
  • Siesta Key Beach - 15 min walk - 1.3 km
  • Turtle Beach - 4 min drive - 3.8 km
  • Gulf Gate Shopping Center - 4 min drive - 2.4 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬2 min drive
  • ‪Panera Bread - ‬3 min drive
  • ‪Five Guys - ‬3 min drive
  • ‪Captain Curt's Crab & Oyster Bar - ‬5 min walk
  • ‪Hooters - ‬3 min drive

Frequently asked questions

Does Gertrude's Siesta | Pool, Jacuzzi | 1 Min to Beach | 4 Min to Dining & Music! have a pool?

Yes, this property has a pool.

How much does it cost to stay at Gertrude's Siesta | Pool, Jacuzzi | 1 Min to Beach | 4 Min to Dining & Music!?

As of 26 Oct 2026, prices found for a 1-night stay for 2 adults at Gertrude's Siesta | Pool, Jacuzzi | 1 Min to Beach | 4 Min to Dining & Music! on 24 Jan 2027 start from £1,151, 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 | Pool, Jacuzzi | 1 Min to Beach | 4 Min to Dining & Music! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Gertrude's Siesta | Pool, Jacuzzi | 1 Min to Beach | 4 Min to Dining & Music!?

On-site parking is available at the property.

What time is check-in at Gertrude's Siesta | Pool, Jacuzzi | 1 Min to Beach | 4 Min to Dining & Music!?

Check-in begins at 3:00 PM.

What time is check-out at Gertrude's Siesta | Pool, Jacuzzi | 1 Min to Beach | 4 Min to Dining & Music!?

Checkout is at 10:00 AM.

Where is Gertrude's Siesta | Pool, Jacuzzi | 1 Min to Beach | 4 Min to Dining & Music! located?

This family-friendly Siesta Key holiday home is located by the sea, within 1 mi (2 km) of Crescent Beach and Siesta Key Beach. Gulf Intracoastal Waterway and Point of Rocks are also within 15 minutes.

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. 25 out of 26 reviews
Rating 8 - Good. 1 out of 26 reviews
Rating 6 - Okay. 0 out of 26 reviews
Rating 4 - Poor. 0 out of 26 reviews
Rating 2 - Terrible. 0 out of 26 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.8/10

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

Last minute getaway

Great place, perfect for our quick family getaway.
Stayed 4 nights in Apr 2025
Response from VrboOwner on 11 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
From a partner site

10/10 Excellent

Perfect Location-so close to the beach!

This is a perfect location for walks on the beach and easy access to nightly sunsets!! Comfortable beds, plenty of towels and everything you need for the beach! Clean grills next to a heated pool was also a great addition! Would stay again!
From a partner site

10/10 Excellent

Great Location, spacious and well equipped condo

we had a great time at Crescent beach Siesta, the Condo was spacious and well equipped. The location close to the beach and near to many good restaurants is perfect. We loved our stay here!
From a partner site

10/10 Excellent

⭐️⭐️⭐️⭐️⭐️

We loved being so close to the beach! The pool and hot tub were perfect for relaxing. Having the beach chairs, umbrella, and cooler included made our trip so easy and stress-free. Highly recommend for a girls' trip!
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Very cute, clean and comfortable! Amazing porch to sit on, within walking distance to the beach. The hot tub and heated pool really made the stay!
Stayed 3 nights in Jan 2026
From a partner site

10/10 Excellent

WONDERFUL STAY

This was a last-minute reservation, and we were treated like VIP. easy smooth check in and check out. very friendly and an amazing stay. we had a wonderful time. This resort made our Mother's Day very special...THANK YOU!! we will be back!
From a partner site

10/10 Excellent

⭐️⭐️⭐️⭐️⭐️

Everything was great 👍 can't beat the location!
From a partner site

10/10 Excellent

Fantastic Trip

Nice condo in a very quiet neighborhood extremely close to the beach. The grandkids really enjoyed the pool and hot tub.
From a partner site

10/10 Excellent

Great All Around

Everything here was great. Updated, clean, and great location to the beach, restaurants, and convenience stores. The owner was very helpful, answering all my questions quickly. Would stay here again!
Verified review

10/10 Excellent

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

Perfect

Nice unit! We enjoyed our stay
Stayed 3 nights in May 2025
Response from VrboOwner on 15 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
From a partner site

10/10 Excellent

Great Location

This 2 bed/2 bath condo was perfect for our stay in Siesta Key. Clean/ fully equipped kitchen/ comfortable living room and 2 large bedrooms all complete with TV's. Steps to the beautiful beach….. just so convenient to restaurants and stores as well. Great communication with owner as well. Definitely recommend!!!
From a partner site

10/10 Excellent

Peaceful work trip

Last minute trip to Siesta Key and had another great stay. Visited new restaurants along the Crescent beach area that I'll add to our list of places to continue eat at. Each time we come we find something new!
From a partner site

10/10 Excellent

Vaca

The accommodations were very clean and comfortable, the location was very accessible to the beach And an easy walk to the market area and some very good eateries. Just a short trolley ride up the road to some additional great restaurants in the village area. A highly recommended vacation spot.
From a partner site

10/10 Excellent

Perfect Location for our Spring Break Trip

Our unit was exactly as pictured and described. Dan was great with any questions or concerns we had before and during our stay. We will definitely return and book with Gertrude Rentals!
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Loved it!
Stayed 3 nights in Oct 2024
From a partner site

10/10 Excellent

Great

We thoroughly enjoyed our stay. It was quiet, clean and well maintained. The only thing missing was a kitchen trash can.
Verified review

10/10 Excellent

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

Thanksgiving

This property was clean and comfortable. It had everything you needed to enjoy your stay. The new furniture was comfortable and cute! Communication with the property manager was 5 star!
Stayed 5 nights in Nov 2024
Response from VrboOwner on 20 Dec 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

Well needed late summer getaway

Great location. Danny and his team are super friendly and responsive to my needs. Unit was clean and met my needs on a short getaway! Will come back and use Gertrude again.
From a partner site

10/10 Excellent

Wonderful Stay!

This was our first time to Siesta Key & the Gertrude Rentals team went above & beyond to make our stay so great! Check in was seamless. We had a few questions throughout our stay & always got quick responses. Love that there was no “Check out checklist” as well. We will be back!
Verified review

10/10 Excellent

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

Short stay in December

Traveled to area to search for apartments for our son moving to Florida. Booked on short notice and everything was great. Great communication. All of our needs met. Great location. Pool and hot tub very nice. Beds super comfortable. Great shower. Definitely would stay again and book for longer stay. Easy access to the beach
Stayed 3 nights in Dec 2024
Response from VrboOwner on 12 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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved the area. Very quiet. Hot tub and grill were great to have. Beach chairs and towels for use also. Host was very helpful on a missing kitchen item, replacement was dropped off just a few hours later. Room was spotless. We were able to get in the ocean during our stay, not for the weak of heart though. We will be back.
Stayed 5 nights in Dec 2025
Response from VrboOwner on 10 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

Calm and Quiet Location with all the perks

We loved the ability to park our car and never have to drive again. This property was so close to everything. The beach is right out in front and the restaurants we really enjoyed are less than 2 blocks away. Somehow it still keeps its unique calm and quiet character even with being so close to the typically busy and loud areas. We loved the resort style pool and the large bedrooms. When we did have to drive it only took 2 minutes to get across the bridge back into Sarasota! Perfect spot for our vacation.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our first time in Siesta Key and location was perfect. The walk to beach was minimal, which was a big plus for us. Facility was great and exactly as listed. Very pleased. Also was great location for walking to stores/restaurants.
Stayed 3 nights in Jun 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Stayed 4 nights in Feb 2026
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