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Siesta Key Beach Condo • 2BR, 3 bed, 2 1/2 bathroom, Duplex Condo • Heated Pool

Photo gallery for Siesta Key Beach Condo • 2BR, 3 bed, 2 1/2 bathroom, Duplex Condo • Heated Pool

Pool
Living area
Living area
Living area
Property grounds

Reviews

9.2 out of 10
Wonderful
2 bedrooms2+ bathroomsSleeps 6111.5 sq m

Popular amenities

  • Heated pool
  • Onsite parking available
  • Kitchen
  • Washer/dryer
  • Air-conditioning
  • Outdoor barbecue

Explore the area

View map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪5 min walk‬
  • Place, Siesta Key Marina
    ‪14 min walk‬
  • Place, Crescent Beach
    ‪14 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪30 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Double Bedroom

2 Double Beds

Master Bedroom

1 King Bed

2 bathrooms, 1 half bathroom

2nd Floor Full Bathroom (Guest Bedroom)

Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo

Bathroom 2

Toilet

Master Bathroom

Towels provided · Toilet · Shower only · Shampoo

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Dining area

About this property

Siesta Key Beach Condo • 2BR, 3 bed, 2 1/2 bathroom, Duplex Condo • Heated Pool

Siesta Beach is TripAdvisor's No. 1 U.S. beach for 2026!

Siesta Key Beach Retreat • 2BR (3 bed, 2 1/2 bathroom) Duplex Condo • Heated Pool

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.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
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
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to 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 rubbish
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.
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.

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Siesta Key

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 snorkelling nearby, or enjoy the great outdoors with cycling and horse riding.
Map
Siesta Key, 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, FL (SRQ-Sarasota-Bradenton Intl.) - 19 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Captain Curt's Crab & Oyster Bar - ‬13 min walk
  • ‪Gecko’s - ‬3 min drive
  • ‪Dunkin' - ‬3 min drive
  • ‪The Sniki Tiki - ‬12 min walk

Frequently asked questions

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.

How much does it cost to stay at Siesta Key Beach Condo • 2BR, 3 bed, 2 1/2 bathroom, Duplex Condo • Heated Pool?

As of 4 May 2026, prices found for a 1-night stay for 2 adults at Siesta Key Beach Condo • 2BR, 3 bed, 2 1/2 bathroom, Duplex Condo • Heated Pool on 28 July 2026 start from AU$418, 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 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 at Siesta Key Beach Condo • 2BR, 3 bed, 2 1/2 bathroom, Duplex Condo • Heated Pool?

On-site 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?

Checkout 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. Siesta Key Marina and St. Boniface Episcopal Church Labyrinth are also within 1 mile (2 km).

Reviews

9.2

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. 13 out of 19 reviews
Rating 8 - Good. 5 out of 19 reviews
Rating 6 - Okay. 0 out of 19 reviews
Rating 4 - Poor. 1 out of 19 reviews
Rating 2 - Terrible. 0 out of 19 reviews

9.2/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.2/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Pablo V.

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

Good stay close to beach

Great place close to the beach
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Verified traveller

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

Great location and condo

Condo had everything we needed for a great stay. We highly recommend staying there.
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Jennifer N.

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

New Year on Siesta Key

Great location- plenty of room -clean- owner was easy to get in contact with and provided great suggestions
Stayed 5 nights in Jan 2025
Verified

10/10 Excellent

Jennifer Z.

Perfect getaway

This condo was beautiful. Very spacious and clean. The owners were extremely accommodating. We enjoyed our stay so much!
Stayed 3 nights in Apr 2019
Verified

10/10 Excellent

Valerie L.

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

Girls vaca

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
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Verified traveller

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

trip

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
Stayed 3 nights in Aug 2024
Verified

4/10 Poor

Jan R.

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
Stayed 20 nights in Mar 2023
Verified

8/10 Good

Timm's C.

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

Good stay

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.
Stayed 14 nights in Mar 2022
Verified

10/10 Excellent

Maryrose N.

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

Wonderful!

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!
Verified

10/10 Excellent

Luz S.

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

Love it

100 % satisfied
Stayed 6 nights in Jul 2021
Verified

10/10 Excellent

Robin F.

Liked: Cleanliness, check-in, communication, location

Very close to the beach on Siesta Key

The condo had a good location between Siesta Key beach and other attractions. The pool is great! The condo is nice !
Stayed 5 nights in Mar 2020
Verified

8/10 Good

Dan D.

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

Improvements suggested

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.
Stayed 14 nights in Feb 2020
Verified

8/10 Good

Richard T.

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

Winter break

Good time
Stayed 7 nights in Feb 2020
Verified

10/10 Excellent

Robin A.

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

Family reunion and celebration!

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
Verified

8/10 Good

Jill P.

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!
Stayed 7 nights in Mar 2019
Verified

8/10 Good

Edward C.

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.
Verified

10/10 Excellent

Richard F.

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.
Stayed 5 nights in Mar 2019
Verified

10/10 Excellent

Diane M.

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

Siesta 2024

Stayed 7 nights in Mar 2024
Verified

10/10 Excellent

Aaron S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Oct 2023

About the host

Hosted by Scott K.

Host profile image
We are from New York and Purchased this Property as we are always impressed with the Siesta Key atmosphere. Owning a piece of the paradise became a priority and we are now proud to share that experience with you.

All Furnishings & Decor are New and Staged with a Bright and Fun Beach Vibe * Large Bedrooms and an Expansive Living Area Allow this Unit to Accommodate a Guest Count of Just About Any Size * Washer and Dryer Conveniently Located Inside the Unit * Wifi Available as Well for You and Your Family's Use * This Unit Has the Best Location of any in the Complex. Stepping Outside the Living Room and Master Suite onto the Lanai, You'll Love the Sweeping Views of the Siesta Key Sky and Full Views Looking Directly On top of the Community Pool * Nothing Could Be More Convenient and Valuable in Accommodating Your Stay in Paradise * This Property books Fast!

The amazing amenities include access to a private fishing pier, private tennis court, billiard room, clubhouse, BBQ area, sauna, a heated swimming pool, plus it is a short distance from world-renowned Siesta Beach with its white, powder sand. Adorably furnished, 2nd floor unit centrally located overlooking the wonderful pool as you sit and relax on the 3 enclosed lanais.

Large Heated Pool (84 degrees) - Open 7am to 10pm.

Across the street from Siesta Beach. This 2 Bedroom, 2.5 Bath Condo (1,200+ Sq Ft) Provides a Luxurious Environment for you and your family to enjoy while on Vacation.

It is a duplex with the main (only) entrance up a flight of stairs. Once inside, both bedrooms are on the 2nd floor of the unit. Your private, covered parking spot is just a few feet from the front stairs.

Amenities:
• Lanai overlooking heated Community pool
• Fishing Pier and Dock
• Washer/Dryer
• Tennis Courts
• Clubhouse w/Barbecue Area
• Dining Table
• Pack n Play & High Chair available

Why they chose this property

Across the street from the #1 Beach in the U.S.

What makes this property unique

2 Floor Condo unit. 1,200 Square Feet with 3 Balconies. 2 overlooking the pool. The other balcony is a sun deck facing the Bay.

Brand new 3 ton AC Unit
New beds + New Pack 'n Play
3 HDTV's with YouTube TV (55" Living Room ; 43" in both bedrooms)

All Furnishings & Decor are New and Staged with a Bright and Fun Beach Vibe * Large Bedrooms and an Expansive Living Area Allow this Unit to Accommodate a Guest Count of Just About Any Size * Washer and Dryer Conveniently Located Inside the Unit * Wifi Available as Well for You and Your Family's Use * This Unit Has the Best Location of any in the Complex. Stepping Outside the Living Room and Master Suite onto the Lanai, You'll Love the Sweeping Views of the Siesta Key Sky and Full Views Looking Directly On top of the Community Pool * Nothing Could Be More Convenient and Valuable in Accommodating Your Stay in Paradise * This Property books Fast!

The amazing amenities include access to a private fishing pier, private tennis court, billiard room, clubhouse, BBQ area, sauna, a heated swimming pool, plus it is a short distance from world-renowned Siesta Beach with its white, powder sand. Adorably furnished, 2nd floor unit centrally located overlooking the wonderful pool as you sit and relax on the 3 enclosed lanais.

Large Heated Pool (84 degrees) - Open 7am to 10pm.

Across the street from Siesta Beach. This 2 Bedroom, 2.5 Bath Condo (1,200+ Sq Ft) Provides a Luxurious Environment for you and your family to enjoy while on Vacation.

It is a duplex with the main (only) entrance up a flight of stairs. Once inside, both bedrooms are on the 2nd floor of the unit. Your private, covered parking spot is just a few feet from the front stairs.

Amenities:
• Lanai overlooking heated Community pool
• Fishing Pier and Dock
• Washer/Dryer
• Tennis Courts
• Clubhouse w/Barbecue Area
• Dining Table

Languages:

English

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