Siesta Key Beach • 2BR, 3 beds, 2 1/2 bath Duplex • Heated Pool & Fishing Dock

Aug 2026 Update:

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

Siesta Key Beach Retreat | Walk to Beach, Heated Pool & Private Bayfront Pier for Fishing

Welcome to your coastal sanctuary in the quiet, lushly landscaped Bay Oaks community—one of Siesta Key’s best-kept secrets. Designed for effortless relaxation, this spacious 2-bedroom, 2.5-bathroom duplex condo delivers the ultimate Florida getaway, blending resort-style amenities with all the comforts of home.

Your Typical Day in Paradise
• Morning: Start your day with a quiet walk down to the private bayfront fishing pier. Sip your morning coffee over the calm Intracoastal Waterway as gentle sea breezes blow through mature tropical oaks, keeping an eye out for dolphins and manatees playing in the morning sun.
• Mid-Day: Pack up your beach gear for a short 5-minute stroll to Crescent Beach, world-renowned for its cool, powdery white quartz sand and clear turquoise waters. When you’re ready for a change of scenery, head back to splash in the heated resort-style swimming pool or challenge a family member to a game of tennis or pickleball.
• Evening: Hop on the free Siesta Key trolley—which stops right outside the complex—for an effortless ride into Siesta Key Village. Explore local boutiques, enjoy fresh Gulf seafood, and listen to live music before heading back to relax on your private lanai under the stars.

Spacious, Light-Filled Living Space
Inside, the open-concept main floor is designed for gathering, unwinding, and making memories:
• Living Area: Relax on plush, updated seating and stream your favorite movies on the 55" Smart TV.
• Kitchen & Dining: A fully equipped kitchen with modern appliances and ample counter space makes whipping up fresh local seafood or morning breakfasts a breeze. Gather at the dining table or enjoy casual bites with pool views.
• Private Laundry Room: Adjacent to the kitchen with a Washer & Dryer with accessories.
• Comfortable Sleeping Layout (Sleeps 6): Upstairs, discover two private bedroom suites. The Primary Suite features a King-size bed and an en-suite bathroom. The Guest Bedroom offers two double beds with its own en-suite full bathroom—giving everyone space and privacy. An air mattress is also available for use in the closet.
• A half bath is conveniently located on the main floor.

Resort-Style Amenities Included
• Heated resort swimming pool with sun lounges
• Private bayfront fishing and observation pier (We have fishing poles!)
• Tennis & pickleball courts
• Outdoor BBQ grills & shaded picnic areas
• Community clubhouse with billiards
• Free trolley stops right outside your door. Use the Breeze Rider App for up to the minute stop info!

Transparent Pricing & Host Commitment
We believe in straightforward hospitality.
Please note this is a 2nd-floor unit (bedrooms on the 3rd floor), accessible via a standard flight of steps.
Have questions before booking? Reach out anytime! We love helping guests plan their ideal island getaway.

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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.