When planning a trip to Siesta Key, staying somewhere with direct access to the water can make a big difference. At The Anchorage, every rental includes access to our private boat docks along the Intracoastal Waterway, making it easy to bring your boat or enjoy time on the water during your stay.
At The Anchorage, we offer spacious Siesta Key vacation rentals, resort-style amenities, private beach access, and convenient dock facilities in one location. Guests can use the boat docks for a fee of just $10 per month or per visit, making boating more accessible and affordable during their vacation.
Whether you’re fishing, cruising the bay, or simply enjoying waterfront views, our rentals provide a comfortable home base for your Siesta Key getaway. All of our units feature access to the communal boat dock, but we wanted to feature the ones below.
Anchorage PH-2

This recently renovated penthouse features two bedrooms, two bathrooms, and accommodations for up to six guests. The layout includes a king bed in the primary suite, a second bedroom, and an additional sleeping area with two twin beds.
Inside, guests will find:
- Modern kitchen with quartz countertops
- Stainless steel appliances
- In-unit washer and dryer
- Private balcony with expansive water views
The top-floor location provides panoramic views of both the Gulf and Sarasota Bay, making it a great choice for travelers who want elevated scenery and upgraded finishes.
Anchorage 208
Anchorage 208 offers approximately 1,250 square feet of living space with two bedrooms and two bathrooms. This condo comfortably accommodates up to six guests and features a bright, open design with large sliding glass doors that bring in natural light.
Highlights include:
- Balcony overlooking the water
- Walk-in closets
- En-suite primary bathroom
- Canal and Intracoastal views
Guests appreciate the indoor-outdoor living experience created by the spacious balcony and waterfront setting.

Anchorage 607

Anchorage 607 is ideal for travelers looking for elevated views and a peaceful atmosphere. Higher-floor accommodations often provide excellent vantage points of the surrounding waterways and tropical landscape.
Guests enjoy:
- Spacious living and dining areas
- Full kitchen
- Private outdoor space
For vacationers interested in boating, this condo delivers the same waterfront advantages that make The Anchorage a favorite destination among returning guests.
Final Thoughts
One of the biggest advantages of staying at The Anchorage is having both the beach and the Intracoastal Waterway within easy reach. Our private dock facilities allow guests to spend more time on the water and less time coordinating off-site storage or marina access.
In addition to boating, visitors can enjoy numerous Siesta Key activities, including fishing charters, kayaking, paddleboarding, shopping, dining, and exploring nearby Sarasota attractions.
Book Your Siesta Key Rental with The Anchorage
If you’re searching for Siesta Key rentals with boat docks, guess what? All of our units provide access to the communal boat dock! The Anchorage offers an outstanding combination of waterfront access, spacious accommodations, resort-style amenities, and a prime location near Crescent Beach.
From the upgraded finishes of Anchorage PH-2 to the comfortable waterfront living found throughout the community, every stay includes access to our private boat docks for just $10 per month or per visit.
Book your stay with The Anchorage today and experience one of the most convenient waterfront vacation destinations on Siesta Key.