Condo

Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access

Photo gallery for Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access

A balcony with wicker furniture, a dining area, and a view of the cityscape.
Beach
A modern kitchen with dark wood cabinets, a stainless steel refrigerator, and a dining area with a round table and white chairs.
A multi-story building with a rooftop pool, balconies, and a well-maintained lawn.
A modern living room with a grey sectional sofa, a blue armchair, and a dining area with a kitchen in the background.

Reviews

10 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
    Near Siesta Key Beach

Popular amenities

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

Explore the area

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

Rooms & beds

6 bedrooms (sleeps 20)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

Bedroom 5

1 King Bed

Bedroom 6

1 King Bed and 1 Single Bunk Bed

Common Space

2 Double Sofa Beds

4 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Bathroom 3

Bathtub or shower · Toilet

Bathroom 4

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Office
Balcony
Separate dining area
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 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. Consider Sarasota Fairgrounds & Robarts Arena for a night out or Mote Science Education Aquarium if you're travelling with kids. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and cycling.
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 1 min walk - 0.2 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 - 3 min drive - 2.1 km
  • Crescent Beach - 3 min drive - 2.4 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Siesta Beach Pavilion - ‬17 min walk
  • ‪Captain Curt's Crab & Oyster Bar - ‬2 min drive
  • ‪Phillippi Creek Oyster Bar - ‬6 min drive
  • ‪Daiquiri Deck South Siesta Key - ‬20 min walk

Frequently asked questions

Does Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access have a pool?

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

How much does it cost to stay at Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access?

As of 27 Oct 2026, prices found for a 1-night stay for 2 adults at Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access on 9 Nov 2026 start from AU$4,562, 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 | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access?

On-site parking is available at the property.

What time is check-in at Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access?

Check-in begins at 3:00 PM.

What time is check-out at Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access?

Checkout is at 10:00 AM.

Where is Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access located?

This family-friendly Siesta Key condo building is located by the sea, within 1 mi (2 km) of Gulf Intracoastal Waterway, Siesta Key Beach and Crescent Beach. St. Boniface Episcopal Church Labyrinth and Siesta Key Beach Playground are also within 1 mile (2 km).

Reviews

10

Exceptional

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

10/10

Communication

10/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

Highly Recommended. Can't Wait to Return!

Gertrude Rentals's place was incredible! Super clean, spacious, well appointed, with lots of amenities including great terraces and pool area. It was super close to the beach. Dan was very proactive and helpful. We definitely recommend it for couples, friends and families. Hope to be back soon.
From a partner site

10/10 Excellent

Beautiful Beach House ~ Walking Distance to Beach

Our family loved the beautiful beach house that we rented through Gertrude Rentals. It was clean, well stocked, and so pretty. We enjoyed a private beach that we walked to every day, but the Public Siesta Key beach was only a mile down the road. There was also a private pool and putting green in the fenced in back yard. Gertrude Rental was very helpful with any questions or requests that we had. One example was how they allowed us to have early arrival instead of the usual 3:00 arrival since it was not rented the night before. They also sent over a karaoke machine which we had a fun evening using. We had 9 adults and 2 small children with plenty of space for everyone. Would definitely rent this home again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 3 nights in Aug 2026
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