Siesta Key's soft, powdery white sand and charming village await you at our condo. With a fully-stocked kitchen, beach chairs and umbrellas, this 2 bedroom 2.5 bath unit is perfect for your paradise vacation. Enjoy the heated pool, clubhouse access with grills/picnic tables on the intercoastal dock.
Reviews
9.29.2 out of 10
Wonderful
Entire condo
2 bedrooms3 bathroomsSleeps 6111 sq m
Popular amenities
Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Add dates for prices
About this property
Entire place
You'll have the entire condo to yourself and will only share it with other guests in your party.
Welcome to your perfect Siesta Key island escape—a bright and comfortable 2-bedroom, 3-bed duplex condo located inside the beautiful Bay Oaks community, one of the most peaceful and scenic spots on the island. Surrounded by mature oak trees, tropical landscaping, and waterfront views, this relaxing retreat offers the perfect balance of resort amenities, quiet island living and beach proximity (the public beach access points are a short walk down the street).
Whether you're planning a family beach vacation, couples getaway, or relaxing winter retreat, this condo gives you everything you need to experience the laid-back charm that makes Siesta Key one of the most loved beach destinations in the United States.
Comfortable Coastal Living Inside the condo you’ll find a bright and welcoming coastal space designed for comfort after long days in the sun. The open living area features comfortable seating, a 55" smart TV for streaming your favorite shows, and plenty of natural light and pool view lanai. The space flows into a fully equipped kitchen and dining area, making it easy to gather for meals, games, or planning your next beach adventure. The condo comfortably sleeps up to six guests with a practical layout perfect for families or small groups. Sleeping arrangements include: • Primary bedroom with a comfortable King Size bed • Second bedroom with 2 full-sized beds • Spacious living area for relaxing after beach days Both bedrooms have bathrooms/showers inside of the room. With three total beds, everyone has space to unwind and recharge for the next day’s island adventures. This is a 2nd floor unit (with both bedrooms on the 3rd floor) so you'll need to walk up a flight of 15 steps to reach the front door of the unit.
Resort-Style Amenities Guests enjoy access to the Bay Oaks community amenities, which offer a true resort-style experience in a quiet tropical setting. Amenities include: • Heated resort-style swimming pool • Private bayfront fishing pier perfect for sunrise views and dolphin sightings • Tennis and pickleball courts • BBQ and picnic areas • Clubhouse with billiards and lounge space • Beautiful walking paths shaded by large oak trees The bayfront pier is one of the hidden gems of the property—many guests start their mornings here watching dolphins, manatees, and boats glide along the Intracoastal Waterway.
Minutes to the Beach One of the best parts of this location is how easy it is to enjoy the beach. You’re just a short, 5 minute walk or bike ride to Crescent Beach, famous for its calm turquoise water and soft white quartz sand. Siesta Key Beach—often ranked among the best beaches in the world—is also only minutes away. Even better, the free Siesta Key trolley stops right outside the community, giving you easy access to: • Siesta Key Beach • Siesta Key Village restaurants and nightlife • Local shops and boutiques • Waterfront dining spots You can explore the entire island without needing to drive.
The Perfect Island Location Bay Oaks is loved by visitors because it offers peaceful tropical surroundings while still being close to everything. Within minutes you’ll find: • Beachfront restaurants and tiki bars • Fresh seafood dining • Kayak and paddleboard rentals • Sunset cruises and dolphin tours • Snorkeling at Point of Rocks • Shopping and nightlife in Siesta Key Village After a full day of island adventures, return to your quiet retreat to relax by the pool or enjoy a peaceful evening under the palms.
Why Guests Love Staying Here Guests consistently love this condo for its: • Relaxing tropical atmosphere • Spacious 2-bedroom layout with 3 beds • Heated resort pool • Beautiful bayfront fishing pier • Walkable beach access • Free island trolley convenience Whether you're here to soak up the sun, explore the island, or simply relax in a tropical setting, this Siesta Key duplex condo offers the perfect home base for an unforgettable vacation.
Before booking, PLEASE ask me ANYTHING! I'm happy to address any questions and provide you a full list of my favorite things to do in and around Siesta Key so you can start planning your vacation immediately.
Property amenities
Beach
Beach nearby
Beach loungers
Beach towels
Beach umbrellas
Pool/Spa
Communal pool
Fenced private pool
Heated pool
Outdoor pool
Internet
Available in the condo: Free WiFi
Parking and transportation
Parking on site
Kitchen
Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Ice maker
Kitchen island
Microwave
Oven
Paper towels
Refrigerator
Spices
Stovetop
Toaster
Dining
Dining table
Bedrooms
2 bedrooms
Bedsheets provided
Bathroom
2.5 bathrooms
Bathtub or shower
Hair dryer
Shower
Soap
Toilet paper
Towels provided
Living spaces
Dining table
Living room
Entertainment
Games
Smart TV with cable/satellite channels
Outdoor areas
Balcony
Barbecue grill
Dock
Picnic area
Laundry
Laundry facilities
Washer/dryer
Comfort
Air conditioning
Fan
Heating
Pets
No pets allowed
Suitability/Accessibility
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Upper floors accessible by stairs only
Smoking not allowed
Services and conveniences
Iron/ironing board
Location highlights
In a village
Near a health/beauty spa
Near an outlet shopping mall
Near the bay
On a lake
On the waterfront
Things to do
Arcade/game room
Bicycle parking
Billiards/pool table
Gym
Heated pool
Tennis
Water sports equipment
Birdwatching nearby
Cycling nearby
Fishing nearby
Golfing nearby
Horseback riding nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Scuba diving nearby
Snorkeling nearby
Surfing/bodyboarding nearby
Swimming nearby
Water skiing nearby
Water tubing nearby
Windsurfing nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Check-out instructions
The host requires you complete the following before checking out:
Load the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys
Please leave both Key Fobs to the pool and both parking passes on the Kitchen Counter when you check out. A $25 fee for each will be charged if they are not left inside the unit.
Failure to complete these may result in a negative review from the host.
Rules
No Parties.
No Pets.
Must be 21 years of age to book.
Automated lock to enter. Please DO NOT block/prevent the door from locking or the battery will drain power which may cause entry issues.
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
We should mention
This property does not have elevators
About the neighborhood
Located in Siesta Key, this condo is 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. Mote Marine Laboratory & Aquarium and St. Boniface Episcopal Church Labyrinth are also worth visiting. Discover the area's water adventures with scuba diving and snorkeling nearby, or enjoy the great outdoors with cycling and horse riding. Visit our Siesta Key travel guide
Does Siesta Key Beach Condo • 2BR, 3 bed, 2 1/2 bathroom, Duplex Condo • Heated Pool have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
Is Siesta Key Beach Condo • 2BR, 3 bed, 2 1/2 bathroom, Duplex Condo • Heated Pool 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 Siesta Key Beach Condo • 2BR, 3 bed, 2 1/2 bathroom, Duplex Condo • Heated Pool?
Check-in begins at 4:00 PM.
What time is check-out at Siesta Key Beach Condo • 2BR, 3 bed, 2 1/2 bathroom, Duplex Condo • Heated Pool?
Check-out is at 10:00 AM.
Where is Siesta Key Beach Condo • 2BR, 3 bed, 2 1/2 bathroom, Duplex Condo • Heated Pool located?
Situated on the waterfront, this condo building is within a 15-minute walk of Siesta Key Beach and Crescent Beach. Turtle Beach is 2.8 mi (4.5 km) away.
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All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
This was really nice place to stay with enough space for me, my best friend, my daughter and her best friend, it had everything we needed and extra, the only thing that o would suggest is new beach chairs, the ones that are there had mold on them, I think the outdoor closet that they are kept in just needs a good cleaning, other than that it was a nice place
good location, but beach access is difficult
unit has everything needed and more for beach and pool
fast owner responce to questions
easy entry
unit is showing wear but was clean, which matters more
Verified traveler
Stayed 3 nights in Aug 2024
Verified
4/10 Poor
Jan R.
11 April 2023
Liked: Check-in, communication, location
Disliked: Cleanliness, listing accuracy
Bay Oaks, Siesta Key, FL
Many issues made our stay uncomfortable:
broken outdoor furniture
hole in balcony floor
ripped screens on balcony
walls had many black marks
unable to lock patio door
peeling paint on doors
cracked tiles in kitchen
needs major updating
Nice property, a little Maintaince on the outside is needed, small items inside also. Owner was prompt on a problem, could not ask for better service. Overall a. Good stay, need more outside seating by pool and by intercostal.
It truly was a wonderful place to stay! There was plenty of room for all of us and the balcony’s were fantastic! The pool was perfect, kids couldn’t get enough of it! It was very centrally located to everything. We truly enjoyed our stay, would definitely stay here again!
Nice area. This is our third year staying in Sierra Key. The master bedroom had no towel racks. Also the master bedroom could have used a chair. Also, the bed was a bit too high and tight against the door and opposite side. I could not figure out out how to set the thermostat properly.
Our stay at Bay Oaks was perfect on the occasion of a family reunion and celebration of my Dad’s 90th birthday in nearby Sarasota. We had the best of both worlds, proximity to the gatherings and the pleasure of being on Siesta Key!
The condo was clean, spacious and suited the needs for my husband and I along with our 2 adult children. Loved the fact that each bedroom had its own bathroom.
We reached out to the property manager regarding the need to replace batteries on the keyless lock and his reply was prompt, pleasant and very helpful. The concern was resolved quickly.
A little updating of decor in this condo would make it perfect! The living room furniture is pretty worn and does not provide much support. It wasn’t too much of a problem as our stay was brief and we were out and about most of the time.
The pool area is wonderful! We spent quite a bit of time lounging and swimming. There were plenty of chairs and tables and options to sit in the sun or the shade.
This was our first experience utilizing Vrbo and is won’t be our last!
Sincerely,
Robin and Steve A
Robin A.
Verified
8/10 Good
Jill P.
20 April 2019
Spacious Condo on Siesta Key
There was plenty of room for our family to spread out in this condo. The kitchen had everything that we needed and there were coolers to use, as well as an umbrella and chairs. The owner was very informative and helpful. The condo itself was nothing fancy and could definitely use some new blinds. We had a great time on Siesta Key!
Jill P.
Stayed 7 nights in Mar 2019
Verified
8/10 Good
Edward C.
22 March 2019
location, location , location
Perfect spot on the perfect spot! First, Siesta Key is awesome. This condo is in a perfect spot on the island. Easy access to Trolley and intracoastal waterway. Beaches just down the road both ways. Parking right near the door of 2nd and third floor unit over looking the pool! Had a great time! Not brand new, not perfect. The kitchen recently re done had everything we needed. Some other areas could use a little TLC But with the exception of a couple sticky patio doors every thing worked fine.
Edward C.
Verified
10/10 Excellent
Richard F.
19 March 2019
Siesta Break
Just completed our family spring break in Siesta Keys at Bays Oaks. Very nice property and location, we were able to get anywhere we wanted to. The property had everything we needed and more....kitchen, dining, living area....3 decks....pool access, peninsula access. Within walking distance of good local breakfast, diners and coffee shops. Were able to trolley, golf cart or drive to Siesta Key Beach with no problem. Appreciate the owners hospitality...big thank you...and we'd stay here again in a heartbeat.