2 Br Condo Vacation Rental In Siesta Key, Florida

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.

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. Ready for a night out? Consider Robarts Sports ARENA and Tarpon Bay Grill and Tiki Bar. Discover the area's water adventures with scuba diving and snorkeling nearby, or enjoy the great outdoors with horse riding and cycling.