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🦩 Charming 2BR Condo Pool View ~ Siesta Key Bay Oaks🦩

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Aerial View
Exterior
Property grounds
Outdoor dining
Property grounds

Reviews

9.2 out of 10
Wonderful
2 bedrooms2 bathroomsSleeps 81101 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Rooms & beds

2 bedrooms (sleeps 8)

Common Space

1 Double Sofa Bed

Guest

1 Queen Bed and 1 Twin Bunk Bed

Master

1 King Bed

2 bathrooms

Guest

Bathtub or shower · Toilet

Master

Bathtub or shower · Toilet

Spaces

Porch or lanai
Kitchen
Balcony
Dining area

About this property

🦩 Charming 2BR Condo Pool View ~ Siesta Key Bay Oaks🦩

Pinkie Flamingo Welcomes You to Bay Oaks #E44!
King / Queen / Twin Bunks / Sleeper Sofa

Relax on the pier as you watch the beautiful sunrise over the bay of this waterfront resort that is nestled between the bay and the gulf. Bay Oaks is centrally located on Siesta Key and close to dining, shopping, nightlife, and breathtaking views of America's #1 beach! Feel the powdery white, quartz sand between your toes as you enjoy the sights and sounds of the Gulf of Mexico. For your convenience, Siesta Key offers a free trolley for those that don't want to walk or drive on the island, and has a stop right in front of the resort.

This 2 bedroom, 2 bathroom condo non-smoking unit has an open floor plan and is nicely furnished with coastal decor. It comfortably sleeps 6 with 1 king bed in the master and 1 queen and 1 set of twin bunk beds in the second bedroom. In addition, the sofa has a pullout queen bed. There is a full kitchen with all the essentials for your use and it even has a washer and dryer in the unit. There are beach towels, beach chairs, umbrellas, fishing rods, tennis rackets, and other outside toys for renters to use located in a private storage off the balcony. Relaxing on this comfortable screened-in balcony overlooking the pool, is a great way to start or end your day.

Amenities
Elevator
Heated Pool
Tennis & Pickle Ball Court
Screened Lanai
No Pets
Covered Parking Spot
Cable
Fishing Pier
Pool Table in Club House

Safety Features
Deadbolt Lock
Smoke Detector
Fire Extinguisher
Exterior Lighting

General
Cable
Beach Towels
Iron and Board
Hair Dryer

Kitchen
Full Kitchen including Dishwasher
Coffee Maker
Blender
Toaster
Dishes/Utensils
Microwave

Entertainment
TV- 3 Total / Guest Bed has a Smart TV
Cable
DVD Player with Movies
Games- Board Games and Cards
Pool Table- In Club House

Outside
Private Screened Balcony/Lanai
Beach Chairs, Umbrellas, Noodles, Beach Toys
Tennis Racquets
Fishing Poles
Beach Towels

Location
Near the Ocean
Pool View

Siesta Sol is a great place for couples or the family. Come and claim your own piece of paradise in this comfortable condo, located in a beautiful tranquil resort, on the gorgeous island of Siesta Key!

Come To Florida...For The Fun of It!

All of Pinkie's Properties Have A Few Things In Common

Must Be 25 To Book
No Smoking
Cancellation OK 30 Days Prior To Check-In
Sheets & Bath Towels Included…BYO Beach Towels
All Kitchens Fully-Equipped With Cooking/Eating Utensils… BYO Spices & Food
Basic Essentials Starter Set Only…TP, Paper Towels, Trash Bags, Soaps, Etc …Depending on Length of Stay You May Need More
Keywords: Siesta Key Rental, Condo Rental Siesta Key, Vacation Rental Siesta Key, Florida
Our prices include all fees. No hidden fees.

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Charming 2-bedroom condo walking distance to Siesta Key’s beach!

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock

About the neighborhood

Siesta Key

Located in Siesta Key, this condo is 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. Looking to enjoy an event or a game while in town? See what's happening at Ed Smith Stadium or Longboat Key Public Tennis Center. Be sure to check out the area's animals with activities such as game walks and birdwatching.
Map
Sarasota, FL

What's nearby

  • Siesta Key Beach - 5 min walk - 0.4 km
  • Siesta Key Marina - 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 - 3 min drive - 2.1 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Captain Curt's Crab & Oyster Bar - ‬13 min walk
  • ‪Dunkin' - ‬3 min drive
  • ‪Plaza Mexico Restaurant Bar & Grill - ‬3 min drive
  • ‪Spear Fish Siesta Grill - ‬15 min walk

Frequently asked questions

Does 🦩 Charming 2BR Condo Pool View ~ Siesta Key Bay Oaks🦩 have a pool?

Yes, this property has a pool.

How much does it cost to stay at 🦩 Charming 2BR Condo Pool View ~ Siesta Key Bay Oaks🦩?

As of Mar 19, 2026, prices found for a 1-night stay for 2 adults at 🦩 Charming 2BR Condo Pool View ~ Siesta Key Bay Oaks🦩 on Apr 26, 2026 start from $213, 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 🦩 Charming 2BR Condo Pool View ~ Siesta Key Bay Oaks🦩 pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at 🦩 Charming 2BR Condo Pool View ~ Siesta Key Bay Oaks🦩?

Check-in begins at 4:00 PM.

What time is check-out at 🦩 Charming 2BR Condo Pool View ~ Siesta Key Bay Oaks🦩?

Check-out is at 10:00 AM.

Where is 🦩 Charming 2BR Condo Pool View ~ Siesta Key Bay Oaks🦩 located?

Situated by the sea, this condo building is within a 15-minute walk of Siesta Key Beach and Crescent Beach. Siesta Key Marina and St. Boniface Episcopal Church Labyrinth are also within 1 mi (2 km).

Reviews

9.2

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 20 out of 29 reviews
Rating 8 - Good. 4 out of 29 reviews
Rating 6 - Okay. 5 out of 29 reviews
Rating 4 - Poor. 0 out of 29 reviews
Rating 2 - Terrible. 0 out of 29 reviews

8.6/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.8/10

Check-in

9.0/10

Communication

9.6/10

Location

9.2/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Marci R.

Liked: Check-in, location, listing accuracy
Disliked: Communication

Has it all!

The condo was well appointed and convenient to the beach, village and mainland.
Stayed 8 nights in Dec 2024
Verified

10/10 Excellent

Brooke

Liked: Cleanliness, amenities, property conditions & facilities, communication
Great pool and nice quiet condo area. We loved the screened in balcony. Wonderful time!
Stayed 7 nights in Apr 2023
Verified

10/10 Excellent

Ayleem A.

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

Amazing Vacation

We spent 7 wonderful days at Oak Bay on Siesta Key. the place very clean and cozy. the beach nearby, the divine pool and very quiet. I recommend that you spend your vacations there it is a magnificent place
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Dennis C.

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

Great Property

Condo was immaculate and a perfect fit for my family of five!!
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Michael W.

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

Bah oak gem!

The unit provided all that we needed and then some! We’ve vacationed on siesta key for 15 years and this was our second time at bay oak. Great property with a great pool and plenty of other amenities. This specific unit had plenty of beach equipment and was well stocked. My only criticism is that the bathrooms could use a bit of TLC. Thanks very much for allowing us to stay and we’ll likely be back!
Stayed 11 nights in May 2025
Verified

10/10 Excellent

cathy t.

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

Seista

Easy check ..in .on 4th floor ..elevator was down entire week ......had to use the one on other side of blg...
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Elizabeth C.

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

Very nice condo close to everything on Siesta Key!

We loved staying at this nice condo on Siesta Key! Excellent location with a short drive or bicycle ride to Siesta Key Village shops & restaurants. This condo has everything you'll need for a nice vacation. Communication with the owners/managers was excellent too.
Stayed 9 nights in Dec 2019
Verified

10/10 Excellent

Betty E.

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

Lovely

The property was clean and had everything we needed
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

LARRY H.

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

Bay Oaks

Great location. We thought we would have beach access across the street, but had to go to Siesta Beach about a mile drive away. Pool was great, as was the intracoastal dock area. The beds were very comfortable. We would probably stay there again.
Stayed 28 nights in Feb 2023
Verified

6/10 Okay

Christopher S.

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

Great location, average place to stay

We booked this property based on location, size and reviews. I’ll start with the good. Great location. Close to beach access. Right off the main thoroughfare through Siesta Key. The property has a large amount of beach equipment (chairs, coolers) and toys for the kids. Having a washer and dryer was really nice since we
Stayed 8 nights in Jun 2024
Verified

10/10 Excellent

Sharon L.

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

Wonderful property

Condo is exactly as pictured. We really enjoyed sitting out on lanai enjoying the early morning and evenings. Convenient trolley stop in front of condos. Condo was well equipped and had closet with beach chairs, coolers and fishing gear. Fantastic family vacation
Stayed 7 nights in Jun 2022
Verified

10/10 Excellent

christiana h.

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

Great Condo.

The condo was exactly what was booked. Great amount of space and cutlery as there were 8 of us. Fantastic amount of beach equipment plus a wagon to tow it. Short distance to really anywhere on Siesta. Overall very happy with this experience and will Be booking again!
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Pat P.

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

Family vacation

Was fine pool is really nice pier is nice,carpet could use some attention. Was plenty of room for us. Need some new frying pans with lids.
Stayed 17 nights in Apr 2023
Verified

8/10 Good

Sue D.

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

Its ok

Condo grounds are lovely,enjoyed the fishing pier. Unit could have been cleaner,but had all that we needed there
Stayed 34 nights in Jan 2024
Verified

10/10 Excellent

Sharon M.

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

May 2024

Really enjoyed the condo and pool. We never got hot water at the kitchen sink and when we pullef out the sofa sleeper was disappointed that tge sheets were very dirty seeming as though someone had eaten in bed very crumby. Didn't keep us from enjoying our time, just an FYI
Stayed 7 nights in May 2024
Verified

8/10 Good

Scott D.

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

Bay Oak

The condo itself was beautiful, clean and well decorated. I understand 2 major storms ravaged the area last fall, but the grounds and vegetation were not in great shape. We looked at other condo properties that were close that's were in terrific shape. Disappointed their wasn't a gas grill to BBQ. Location was minimum 10 walk to the beach, thought we could cut across the street, but understand all private property on the beach side of the road. Overall good experience, pool was nice too. Many young people for March break, and nobody on site in the office to deal with the kids making noise and vulgar language.
Stayed 14 nights in Apr 2025
Verified

6/10 Okay

Chrissy M.

Disliked: Cleanliness, communication, listing accuracy

Wanted to love it!!

The location was close to Siesta key public beach area which was nice. The layout of the condo worked well for our family of five. After checking in your are asked to report any problems with the condo, so I did. What would have made it better... if the screen door wasn't broken, the filthy air filter had been changed, like I asked, instead of being told they would take care of it next week, after we had left, the 3 tubs and 2 hanging bags of overdue damp rid water had been refreshed so the musty smell would have been a little easier on the nose, the kitchen blender wasn't broken, and the elevator did not have a delinquent sign posted on the it for 2 out the 7 days, we were on the 4th floor. I could not find a manger onsite the entire week. So disappointed. We will not stay at this location again.
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Annette B.

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

family vacation

We stayed for 12 nights in early June. Overall the stay was pleasant. Just a couple of issues but resolved quickly. Pro's: the public transportation on the beach was easy and a welcome amenity. 3-4 different ways to get around and drivers work on tips. (would personally recommend the FrogHop) Beach was beautiful and an easy walk out to the water. The pool was wonderful and the beach/pool extras from the condo were appreciated (wagon, umbrella, noodles etc)The bunk beds were a plus for the grandkids. Beds were basically comfortable, Con: Even though the beach was directly across the street there was no access and the listing saying it was 10–15-minute walk was slightly inaccurate and would have been a very hot walk. But we had our own vehicle and access to the public transportation. The building was definitely older, and the elevator was slow, but grounds were neat. I would recommend staying on the 2-4 floors. Some of the first-floor condos were directly near the garbage and in the heat, there was a definite odor. It was too hot to sit on the lanei, no breeze as the unit faced the pool, which was located interiorly. Other than the beach access the listing is accurate. Be sure to check out turtle Beach as well. I would rent again, good for families.
Stayed 12 nights in Jun 2025
Verified

8/10 Good

Jingjing N.

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

Overall ok

Overall, it was a good stay. Furniture and decorations are in good taste and appeared to be good quality with some wear and tear (the pull out sofa is a little saggy). Dishwasher is large and quiet, and washer and dryer worked well. The apartment is bigger than I expected and our family of 7 didn't feel crowded in it. Plenty of beach towels, toys, and cooking species. It did feel like a home away from home. However, one toilet had a broken handle when we arrived and was never fixed during the week of stay (we flashed the toilet by manually flipping the water tank). The AC/Furnace thermostat was on and off several times during the stay and didn't get fixed. The room temperature was fine, my family were not picky, and I am just worried to be billed for fixing things that we didn't break. Also, there is a 10-minute walk to the public access to the public beach (unless you take the free bus). It is different from what Google maps tells you. Google doesn't know that most accesses to the public beach is gated and guarded by private properties. Property manager answered to my questions promptly and nicely, but didn't fix any of my complaints.
Stayed 7 nights in Dec 2022
Verified

6/10 Okay

Linda W.

Liked: Cleanliness, check-in
No beach ascess. Not enough pool chairs
Stayed 28 nights in Feb 2026
Verified

10/10 Excellent

Judy H.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

Sunny days. Beach weather

We’ll equipped condo convenient to beaches, dining and shopping. Trolley will take you all over Siesta Key. The beds were comfortable, the lanai was wonderful, there were plenty of towels and beach chairs. We played pickle ball most days
Stayed 27 nights in Feb 2022
Verified

10/10 Excellent

Rhonda W.

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

Bay Oaks siesta key

Really enjoyed our place, very clean and convenient to beaches and local stores! The beds really comfortable! Loved the landscape and the beautiful bay and trees were gorgeous!
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Susan K.

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

April Getaway

This is a great condo; short walk to beautiful beaches and restaurants... with mire just a trolley ride away. Pinkie was very responsive with some early WiFi issues... would love to come back!
Stayed 7 nights in Apr 2021
Verified

10/10 Excellent

Kathy L.

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

Excellent place

This place is a gem. It was very clean, all freshly painted, beautiful "beachy" docor and plenty of room for a 2 BR, 2 bathroom condo. Especially a big plus was the washer and dryer right in the unit. It had lots of beach towels and everything to need for the beach, including chairs, umbrella, coolers, toys, beach wagon and so much more. We would stay here again.
Stayed 8 nights in Apr 2021
Verified

10/10 Excellent

Jerry P.

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

Great Stay

We stayed at the property for a month and loved the location and the layout of the condo. We were within walking distance to a local restaurant and bar. A quick shuttle ride took us to Siesta Key Village were there are many options for dining and shopping. The dock with a seating area on the intercostal provided a great place to kick back and enjoy our down time. Our property manager Pinke was great, as she responded to all our request immediately.
Stayed 28 nights in Jan 2021

About the host

Hosted by Pinkie Flamingo

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Pinkie Flamingo & Friends
404-202-9433
pinkie@pinkieflamingo.com

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