Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis!

Photo gallery for Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis!

A modern living room with a round white table, a vase with flowers, a bench with towels, and a large window with a view of palm trees.
A hotel courtyard with multiple balconies, palm trees, and a central pathway.
A pool area with lounge chairs and palm trees.
A beach with rows of blue sun loungers and umbrellas, a clear blue sky, and the ocean in the background.
A vacation rental sign with contact information and a QR code.

Reviews

8.0 out of 10
Very good

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Discover nearby landmarks
    Near Siesta Key Beach

Popular amenities

  • Balcony
  • Hot tub on site
  • Swimming pool
  • Waterpark access
  • Barbecue grill
  • On-site fitness centre

Explore the area

View in a map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪6 min walk‬
  • Place, Safe Harbor Siesta Key
    ‪2 min drive‬
  • Place, Crescent Beach
    ‪3 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪31 min drive‬

Rooms & beds

4 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 King Bed

Bedroom 4

2 Double Beds

Common Space

2 Double Sofa Beds

4 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Balcony
Separate dining area
Garden
Dining area

Add dates for prices

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About the area

Siesta Key

Located in Siesta Key, this condo is near theme parks and on the waterfront. 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. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 6 min walk - 0.6 km
  • St. Boniface Episcopal Church Labyrinth - 14 min walk - 1.2 km
  • Siesta Key Beach Playground - 15 min walk - 1.3 km
  • Safe Harbor Siesta Key - 2 min drive - 1.8 km
  • Crescent Beach - 3 min drive - 2.1 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 31 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Siesta Beach Pavilion - ‬18 min walk
  • ‪Captain Curt's Crab & Oyster Bar - ‬18 min walk
  • ‪Phillippi Creek Oyster Bar - ‬5 min drive
  • ‪Daiquiri Deck South Siesta Key - ‬18 min walk

Frequently asked questions

Does Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis! have a pool?

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

Is Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis!?

On-site parking is available at the property.

What time is check-in at Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis!?

Check-in begins at 3:00 PM.

What time is check-out at Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis!?

Checkout is at 10:00 AM.

Where is Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis! located?

This family-friendly Siesta Key condo building is located on the waterfront, within a 10-minute walk of Gulf Intracoastal Waterway and Siesta Key Beach. Crescent Beach and St. Boniface Episcopal Church Labyrinth are also within 1 mile (2 km).

Reviews

8.0

Very good

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 1 out of 3 reviews
Rating 8 - Good. 1 out of 3 reviews
Rating 6 - Okay. 1 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

10/10

Check-in

8.8/10

Communication

8.0/10

Location

6.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved Siesta Key and can’t wait to go back. Daniel was an awesome host. He’s very helpful and responds to questions very quickly. We had an issue with our A/C unit and it was resolved quickly without any disruption to our day. Definitely recommend!
Stayed 5 nights in Mar 2026
Verified review

6/10 Okay

Liked: Cleanliness, check-in, location
Disliked: Listing accuracy
We were unaware until after we booked that we were in. 2 separate condos instead of a 4 bedroom 2 bath condo. Felt like bait and switch.
Stayed 4 nights in Jul 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, listing accuracy
We rented both units, but did not realize upon renting that they are actually located 4 units apart. Not a big deal but figured it is good for groups to know. The property was nice, but you really need a golf cart to go back and forth to the beach. It is a farther walk especially if you have elderly folks with you. The pool and pickleball courts were nice, but the rules state you are only allowed for "one hour" per unit on the courts. The management was responsive, and overall we enjoyed our stay.
Stayed 3 nights in Jun 2026
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