Condo

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!

Bay view living area in Siesta Key vacation rental near the beach.
A rectangular swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, with a clear blue sky and palm trees in the background.
An aerial view of a coastal residential area with a marina, multiple buildings, and a beach in the background.
A pool area with multiple pools, lounge chairs, and palm trees.
A covered outdoor area with a pool, palm trees, and a clear blue sky.

Reviews

9.8 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
    Close to Siesta Key Beach

Popular amenities

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

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

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

2 Double Beds

Common Space

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Spaces

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

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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. Travelling with kids? Consider Mote Science Education Aquarium, or check out an event or a game at Robarts Sports ARENA. 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 - 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.

How much does it cost to stay at Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis!?

As of 26 Oct 2026, prices found for a 1-night stay for 2 adults at Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis! on 7 Sept 2027 start from £859, 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 | 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

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. 26 out of 27 reviews
Rating 8 - Good. 0 out of 27 reviews
Rating 6 - Okay. 0 out of 27 reviews
Rating 4 - Poor. 0 out of 27 reviews
Rating 2 - Terrible. 1 out of 27 reviews

9.6/10

Cleanliness

10/10

Check-in

9.6/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay. The location is perfect, the beach is beautiful. The condo had everything we needed. Communication with host was outstanding.
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location & very clean! The beds were comfortable!
Stayed 3 nights in Nov 2025
Response from VrboOwner on 5 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
From a partner site

10/10 Excellent

Great

Great get away place.
From a partner site

10/10 Excellent

Great

We really enjoyed our stay! Will definitely stay here again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful condo. Very clean. Daniel, the host, was very responsive and helpful. We had a great time!!
Stayed 4 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
From a partner site

10/10 Excellent

Great

Lovely comfortable stay close to the beach about a 5-7 minute walk.
Verified review

10/10 Excellent

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

Birthdays 2025

We enjoyed our stay and exploring the area. Weather was fantastic.
Stayed 4 nights in Mar 2025
Response from VrboOwner on 22 Apr 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

Fantastic rental! Wonderful location!! We'd definitely stay again! Only suggestion is add some hot pads in kitchen (and we didn't ask for them so it's possible we just couldn't find them….) Loved our stay!!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was communicative and available for any questions and even reached out to make sure everything was up to snuff. The property is a pretty tranquil setting with perfect location with a serene pool. The unit itself is well appointed and plenty of room.
Stayed 3 nights in Nov 2025
Response from VrboOwner on 5 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 at 8885SIESTA and I’ll take care of you! - Daniel Jones
Verified review

10/10 Excellent

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

Retirement!

Beautiful property!
Stayed 5 nights in Mar 2025
Response from VrboOwner on 21 Apr 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

⭐️⭐️⭐️⭐️⭐️

We had a wonderful stay at Palm Bay bayside. Our unit was beautifully decorated, clean and had everything we could possibly need. Security was outstanding.Short walk to the pool which also had a bathroom.We saw dolphins, pelicans and many boats. We also walked to the beautiful beach. Transportation was so easy. Can't wait to go back.
Verified review

10/10 Excellent

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

Great stay in siesta key

Excellent location. Comfortable and well appointed unit. Gorgeous beach. Nice pools and tennis courts and other amenities. Great communication with owner. Very enjoyable for our family.
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
From a partner site

10/10 Excellent

Perfect Getaway

We were very pleased with condo and the property. The place was clean and everything is new. It's a 2 minute walk to the bayside pool and hot tub or a 5 minute walk to the beach! We will definitely stay here again.
Verified review

10/10 Excellent

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

A great condo in a wonderful location!

Very nice condo. We were close to the intercoastal end of the property, where a pool and hot tub overlook the water. An easy walk over to the beach, with private access. Such a nice property!
Stayed 4 nights in Feb 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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay very much in this unit. It was clean, comfortable, and well equipped, and communication with the owner (Daniel) was excellent. We visited during the last week of January, when ocean swimming is often too cold, so being close to the swimming pool and hot tub was important to us. This unit was conveniently located near both and was also just a short walk to the ocean.The Palm Bay Club has a wonderful private beach, along with tennis and pickleball courts, and complimentary beach chair rentals. Overall, this is a very nice unit and a great place to stay.
Stayed 6 nights in Jan 2026
Response from VrboOwner on 15 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

Great time!

We had a wonderful time in Siesta Key at Palm Bay Club that we rented through Gertrude rentals. The process of renting was easy and responses were quick! Thank you Gertrude rentals!
From a partner site

10/10 Excellent

Beautiful property!

Beautiful property! Clean and safe! Only a 2 minute walk to the pool and hot tub that overlooks the bay. A beautiful 5 minute walk down a paved path lined with royal palms to the beach. The condo is so clean and the furniture is brand new! Great get away for our couples trip!
Verified review

10/10 Excellent

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

Fulfilled Expectations

Location was perfect. Pools, beach & amenities were great. Condo was clean and filled with most everything we needed. Need more hooks throughout, to hang towels and bathing suits and an ottoman in the living room.
Stayed 6 nights in Mar 2025
Response from VrboOwner on 25 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
From a partner site

10/10 Excellent

Very clean, great location

My family felt very safe and comfortable in this condo. The kitchen was fully supplied making it easy to prepare meals. The condo was very clean. I loved the location with a short walk to the beach. I found the staff at the Palm Bay Club to be very nice. Gertrude's rentals were very quick to respond and helpful.
From a partner site

10/10 Excellent

Favorite Siesta resort so far!

Stayed two places this week. Both were great, but this one was the best. Everything in the unit was brand new, the resort is gorgeous, and I loved the Bayside pool! Really didn't really need to leave the resort except for groceries and there was a free trolley right out front. Definitely five stars!
Verified review

10/10 Excellent

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

Weekend

Everything was great. Zero problems and professional.
Stayed 3 nights in Nov 2024
Response from VrboOwner on 16 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

Perfect family getaway

This place was a gem! The location was perfect! Simple, 5 minute walk to the beautiful beach and located steps away from the bay, with hot tub and pool. Our unit was clean, kitchen was well furnished and the beds were comfortable. The shuttles out front provided a quick and easy way to get to the Village (great restaurants, shops and bars). Owners were very responsive and professional. Thank you! We will be back!
From a partner site

10/10 Excellent

Great

This was the second time staying in one of Gertrude's properties and as before my experience was great. Everything was clean and presentable. Pool was heated to a very comfortable temperature. Felt secure in the gated complex. Communication was phenomenal and always accommodating for whatever your needs maybe. Always our go to host from when we come to Siesta Key.
Verified review

2/10 Terrible

Liked: Check-in, location
Disliked: Cleanliness, communication, listing accuracy
It was the worst place I have ever stayed since I visited my son's dorm in college. The bed was so soft we, we sank to the floor vanities were all broken from 1965. Formica cracked, exposed wires in utility room. Drawer in the kitchen that would only fully open if you open the oven all the way I'm 68 years old, and I've sted in many different places. This by far was the worst ever. We called management the very moment we arrived. We called VRBO, we offered to leave for a 50% refund. living in what looked like a frat house dorm room. to add insult to injury, the site invites you to add photos, but it does not work. I will continue to try to upload photos
Whatever this cabinet is called it can't close the door. As soon as you do it pops back open
The toilet is so old. There's minor dense and holes where the top seat comes down
Exposed wires
The more exposed wires
Stayed 13 nights in Feb 2026
From a partner site

10/10 Excellent

Great Stay

This condo was perfect for me and my family. Just the right size with comfortable beds. I'm a very picky person and was extremely happy to find that the house was incredibly clean, very organized and decorated adorably. The unit provided us with all of the necessities needed during our stay, so we didn't have to eat out every morning or lunch. Publix grocery was close by and allowed us to stock up on some food. The unit was in a great location that took minutes to walk to the beach and the bay. The owner of the unit was very responsive and answered any questions we may had. Our only issue we had was connecting to the WiFi. It was working, just couldn't find the network on a few of our phones, however we all had great phone connections, so it wasn't even an issue at all. If our family decides to revisit Siesta Keys, we will definitely return to this condo. Great memories made.
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