Condo

Peaceful Bayfront Retreat at Siesta Key's Bay Oaks

Photo gallery for Peaceful Bayfront Retreat at Siesta Key's Bay Oaks

A modern living room with a grey sofa, a wooden coffee table, and a dining area with a bar.
A balcony with a table set for two, a bottle, and a glass.
A swimming pool with lounge chairs and a covered seating area.
A waterfront property with a dock, lush greenery, and multi-story buildings.
A waterfront property with a paved walkway leading to a dock, a grassy area, and a clear view of the water.

Reviews

9.0 out of 10
Wonderful

Highlights

  • Top-rated comfy beds
    Guests liked the comfy beds here.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • 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
  • Outdoor pool
  • Barbecue grill
  • Air-conditioning
  • Free Wi-Fi in public areas
  • Washer/dryer

Explore the area

View in a map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪5 min walk‬
  • Place, Safe Harbor Siesta Key
    ‪14 min walk‬
  • Place, Crescent Beach
    ‪14 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪28 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

2 Double Beds

Living Room 1

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Kitchen
Office
Balcony

Add dates for prices

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About the area

Siesta Key

Siesta Key is home to this condo. 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. Looking to enjoy an event or a game while in town? See what's going on at Robarts Sports ARENA, or consider a night out at Sarasota Fairgrounds & Robarts Arena.
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 5 min walk - 0.4 km
  • Safe Harbor Siesta Key - 14 min walk - 1.2 km
  • Crescent Beach - 14 min walk - 1.2 km
  • St. Boniface Episcopal Church Labyrinth - 20 min walk - 1.7 km
  • Siesta Key Beach Playground - 4 min drive - 2.4 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Siesta Beach Pavilion - ‬3 min drive
  • ‪Captain Curt's Crab & Oyster Bar - ‬13 min walk
  • ‪Hooters - ‬3 min drive
  • ‪Daiquiri Deck South Siesta Key - ‬12 min walk

Frequently asked questions

Does Peaceful Bayfront Retreat at Siesta Key's Bay Oaks have a pool?

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

Is Peaceful Bayfront Retreat at Siesta Key's Bay Oaks pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Peaceful Bayfront Retreat at Siesta Key's Bay Oaks?

Check-in begins at 3:00 PM.

What time is check-out at Peaceful Bayfront Retreat at Siesta Key's Bay Oaks?

Checkout is at 10:00 AM.

Where is Peaceful Bayfront Retreat at Siesta Key's Bay Oaks located?

Situated in Siesta Key, this condo building is within a 10-minute walk of Gulf Intracoastal Waterway and Siesta Key Beach. Crescent Beach and Safe Harbor Siesta Key are also within 15 minutes.

Reviews

9.0

Wonderful

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. 24 out of 35 reviews
Rating 8 - Good. 5 out of 35 reviews
Rating 6 - Okay. 4 out of 35 reviews
Rating 4 - Poor. 2 out of 35 reviews
Rating 2 - Terrible. 0 out of 35 reviews

8.6/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

10/10

Check-in

9.6/10

Communication

9.6/10

Location

8.8/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

Sarasota

amazing vacation, great location!
Response from VrboOwner on 31 Aug 2025
Thank you for your wonderful review! We are thrilled to hear that you had an amazing vacation. We would love to welcome you back anytime for another fantastic stay!
Verified review

10/10 Excellent

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

Had a blast, great property

Nice heated pool, covered parking, beach access within half a mile. Will stay again!
Stayed 8 nights in May 2023
Response from VrboOwner on 12 Jun 2023
We would love to host you again! Thank you, Anh, iTrip Sarasota Beach Vacations
Verified review

10/10 Excellent

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

Great place to stay

My daughters & I have visited Sierra KKe
Stayed 7 nights in Jul 2022
Response from VrboOwner on 2 Aug 2022
Thanks for your review! Best regards, Anh, iTrip Sarasota and Venice
Verified review

8/10 Good

Liked: Cleanliness, amenities, property conditions & facilities, communication
Some things were a bit dated but it had everything we needed and it was a perfect location to everything. We enjoyed our stay there.
From a partner site

10/10 Excellent

Week in Condo on Siesta Key

We spent a week with only a small issue with the door lock that was easily and remotely resolved. We were very satisfied with the stay. The staff was very helpful before and during our stay.
Verified review

10/10 Excellent

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

Nice! Close to the beach and stores!

We like it!
Stayed 9 nights in Jul 2024
Verified review

10/10 Excellent

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

Winter Get-Away

We enjoyed our stay! The heated pool was great! The extra activities were a bonus. The condo was clean and comfortable.
Stayed 10 nights in Jan 2024
Response from VrboOwner on 12 Feb 2024
It was our pleasure to host you Julie! Thank you, Anh, iTrip Sarasota and Venice
From a partner site

8/10 Good

Pleased with rental

We enjoyed our rental. The beds are comfy. Great current technology. Easy access to beach.
Verified review

6/10 Okay

Liked: Cleanliness, check-in
Disliked: Listing accuracy
The biggest problem was that it said it was a five minute walk to the beach. This was very misleading since it was about a mile to the beach access. Not easy to get to with chairs etc. The property itself was nice. We enjoyed sitting on the dock. I would not recommend this property if you want easy access to the beach.
Stayed 7 nights in Feb 2026
Verified review

10/10 Excellent

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

Great time on Siesta Key

Very nice clean property. Could use a few more updates but fine as is.
Stayed 7 nights in Apr 2023
Response from VrboOwner on 1 May 2023
Thanks Peter! Please feel free to email us with any suggestions for updating the property. We enjoyed hosting you! Best Regards, Anh, iTrip Sarasota Beach Vacations
Verified review

10/10 Excellent

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

Very pleased

Clean and good amenities
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

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

Love Bay Oaks! Love Siesta Key #1!

We had a great time in Siesta Key! Happy with condo we have stayed in. Nothing more to say! Just happy and see you soon lovely Sarasota!
Stayed 10 nights in Oct 2022
Response from VrboOwner on 4 Nov 2022
Thanks Dmitri! Loved hosting you! Best Regards, Anh, iTrip Sarasota and Venice
Verified review

10/10 Excellent

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

Amazing beach vacation.

Condo was great and was as listed. A lot of great amenities. The in unit laundry is a must for us so we were glad to have that. The pool was great. Very clean and so close to the beach! Utilize the Jonny’s free ride service if you stay in this area!
Stayed 7 nights in May 2023
Response from VrboOwner on 19 Jun 2023
It was a pleasure to host you Miranda! Thank you, Anh, iTrip Sarasota Beach Vacations
Verified review

10/10 Excellent

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

Great decision

Very pleased with all that was provided, very comfortable beds and excellent decor, very well stocked kitchen as we twice hosted suppers for 11....
Stayed 7 nights in Aug 2024
Verified review

10/10 Excellent

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

The condo was absolutely spotless! It looks exactly as what you see in the pictures.

We will definitely stay again if in Siesta Key! The free trolley gets you to the beach access points. Beach access 12 is only about a 12 minute walk. Lots to do in the area. The condo was spotless and had everything we needed!
Stayed 7 nights in Jul 2022
Response from VrboOwner on 8 Aug 2022
Thank you for choosing to stay with us and hope to see you again!
From a partner site

10/10 Excellent

Anniversary Celebration

We had a lovely two weeks at Bay Oaks celebrating our 45th anniversary! The condo was beautiful and had everything a person would need. It was just a short drive to get to Siesta Key Beach! Also, there were many restaurants in the area which were fabulous. Looking forward to coming back again!
Stayed 15 nights in Oct 2023
Response from VrboOwner on 1 Jan 2024
Thank you Robert for staying with us and we were thrilled to have you for your anniversary. Best wishes for many more happy years!
Verified review

6/10 Okay

Liked: Check-in, communication, location, listing accuracy

Nice Location Older Condo

The condo served our purpose. Older condo, needs updating. Also, in need of kitchen baking dishes and baking sheets.
Stayed 7 nights in Dec 2024
Response from VrboOwner on 17 Jan 2025
Thank you for your feedback! We're glad the condo met your needs during your stay. We appreciate your comments about the updates and kitchenware, and we’ll use this as an opportunity to improve. Guest satisfaction is our priority, and we’re always looking for ways to enhance the experience. We hope to welcome you back in the future! Best Regards, Anh, iTrip Sarasota and Venice
Verified review

10/10 Excellent

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

Comfortable and clean

Condo with good location,elevator building- clean and comfortable.Unit needs updating, but is a good choice for the price
Stayed 7 nights in Feb 2024
Response from VrboOwner on 18 Mar 2024
Thanks Michael, we appreciate your review! Please reach out to us in the future. We would love to host you again. Best Regards, Anh, iTrip Sarasota and Venice
Verified review

10/10 Excellent

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

As advertised - great condo!

Good location - short walk to Stickney bridge restaurant area, about 20 minute walk to Siesta Beach. Even faster using free trolley. Has everything you need for the beach, which is helpful, including wagon, chairs, cooler, towels. Updated kitchen, bathrooms seem original and small but in perfect working order. Host was readily available by text for questions. Nice pool, too!
Stayed 7 nights in Mar 2024
Response from VrboOwner on 15 Apr 2024
It was our pleasure to host you Ann! Please come back again. -Anh, iTrip Sarasota and Venice
Verified review

8/10 Good

Liked: Check-in, communication, location

Unit

It was older then expected but still nice.
Stayed 11 nights in Aug 2024
Verified review

10/10 Excellent

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

The Boyer’s stay Bay Oaks ❤️

Very clean well kept the only disappointment was the firmness of the king mattress! And the water flow in the master was very low
Stayed 18 nights in Apr 2023
Response from VrboOwner on 29 May 2023
Thank you for your review Cynthia! Best Regards, Anh, iTrip Sarasota Beach Vacations
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy

The overall the property was good. There were a few problems that should be improved.

The bedskirt was dirty, the pillowcase also has a stains of the blood, or something like that on it. Master bedroom also has sone stains that didn’t come out.The facet on the kitchen didn’t change the water stream and works only in the shower mode.The manager was understanding.
Stayed 11 nights in Jun 2025
Response from VrboOwner on 15 Jul 2025
Thank you for your feedback. We're truly sorry to hear about the cleanliness and maintenance issues you encountered during your stay. This is not the standard we strive to uphold. We appreciate you bringing these items to our attention, and we’ve already followed up with our housekeeping and maintenance teams to ensure they are properly addressed moving forward. Your comments help us improve, and we hope to have the chance to welcome you back for a smoother experience in the future. Best Regards, Anh, iTrip Sarasota and Venice
Verified review

6/10 Okay

Liked: Cleanliness, check-in, communication, location

Nice, but left much to desire

Overall, the property was nice, but it definitely was showing its age. That I am fine with. What was difficult is that I cook a lot. There was literally NOTHING in the kitchen. Not even salt&pepper shakers. Never have I rented a property that was so stark.
Stayed 7 nights in Jul 2023
Response from VrboOwner on 1 Jan 2024
Thanks for your review Dennis! The complex is an older complex as so many on Siesta Key are but this unit is nicely updated. The kitchen is fully stocked with pots, pans, cutlery, dishes, etc. We do not however keep oils or spices as it is not a good idea food safety-wise to keep these items from guest to guest. We appreciate you staying with us and hope to host you again in the future. - Anh, iTrip Sarasota and Venice
Verified review

10/10 Excellent

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

Family holiday gathering

This unit perfectly fit our needs as a family of 5 adults visiting family in the area. Location was great as we got to see the sunrise on the fishing dock behind the property where we also met other guests/ residents and saw dolphins, osprey, white pelicans, and other kinds of wildlife.... as well as sunset at the beach. It was a nice walk or short trolley ride to Crescent or Siesta beach and the unit provided towels, chairs and a cart if needed. We took advantage of free activities offered also and had a great time. As someone who grew up on Siesta Key, it was just like being back home but getting to be a tourist! I would be prepared for the trash dumpster outside this bldg being emptied early in the morning twice during the week if you're not an early riser. But that was well worth everything else the unit had to offer and we thoroughly enjoyed our stay.
Stayed 7 nights in Dec 2022
Response from VrboOwner on 10 Jan 2023
Lisa, thank you for choosing to stay with us and we hope to see you again!
Verified review

4/10 Poor

Liked: Check-in, communication, location
Disliked: Listing accuracy

Disappointing

Very disappointing. Master bedroom shower pressure was so low, showering was difficult. Not one piece of furniture in living room was comfortable and the blinds did not work. King mattress was quite comfortable, but sheets did not fit and kept coming off during the night. Overall, the condo needed a deep cleaning. The carpets in the bedrooms were disgustingly filthy. They are beyond cleaning, need replaced. When paying this much, we expected higher class accommodations.
Stayed 7 nights in Feb 2024
Response from VrboOwner on 7 Mar 2024
We are sadden to get such a low rating. The issue with the water pressure in the master had been resolved. The unit is deep cleaned annually but is professionally cleaned after each and every guest. This includes the carpet. We have had guest in place after and have not had an issue with the blinds. Your other complaints are from just normal wear and tear. Thank you for staying with us, Anh, iTrip Sarasota and Venice
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