Two-Story Siesta Key Condo with Community Dock, Heated Pool & Free Trolley Stop

Stay on Siesta Key at Bay Oaks, a relaxed bayfront community with a heated pool, clubhouse, community dock, and free trolley pickup right at the complex. This two-story condo is a comfortable fit for families, couples traveling together, and longer-stay guests who want more room than a typical beach condo.



The condo sleeps up to 6 guests with a king primary suite, a second bedroom with two queen beds, and en-suite bathrooms for both bedrooms. Guests especially appreciate the two-level layout, in-unit washer/dryer, high-speed Wi-Fi, assigned covered parking, and easy access to Siesta Key Beach, Crescent Beach, Siesta Key Village, restaurants, shops, and local attractions.



Every day of your stay also includes a free activity and round-trip airport transportation through our Xplorie program. Details, activity options, and terms are included below.



Why Guests Love This Condo

-Spacious two-story condo with over 1,300 sq ft

-Located in Bay Oaks, a bayfront Siesta Key community

-Community bayfront dock for fishing, relaxing, and watching for wildlife

-Heated community pool, clubhouse, and pool table

-Free Siesta Key trolley stop right at the complex

-Public beach access less than a mile away

-King primary suite with en-suite bathroom

-Guest bedroom with two queen beds and en-suite bathroom

-Private in-unit washer and dryer

-Assigned covered parking

-Free Xplorie activity and round-trip airport transportation included for eligible stays



Best For

-Families who want more space than a typical 2-bedroom condo

-Couples traveling together who want separate bedroom suites

-Longer-stay guests who value laundry, parking, and a full kitchen

-Guests who want Siesta Key access without staying in the busiest beach areas

-Travelers who want to use the free trolley for beach days, restaurants, shopping, and nightlife



Sleeping Arrangements

-Primary bedroom: King bed, en-suite bathroom

-Guest bedroom: Two queen beds, en-suite bathroom (new pics to come)



This condo sleeps up to 6 guests and works well for families, two couples, or groups who want two separate bedroom suites plus extra space to spread out.



Kitchen, Living & Dining

- The condo includes a full kitchen, comfortable living area, dining space, central A/C, high-speed Wi-Fi, and streaming TV.



Location

- Bay Oaks is located on Siesta Key with easy access to the beach, bay, restaurants, and island activities. Guests can use the free Siesta Key trolley stop at the complex to reach Siesta Key Beach, Crescent Beach, Siesta Key Village, restaurants, shopping, live music, and nightlife without needing to drive and park.

- Nearby favorites include Captain Curt’s, Miguel’s, Clayton’s Siesta Grille, Crescent Beach Market, and the shops and restaurants of Siesta Key Village. Downtown Sarasota, St. Armands Circle, The Ringling, and Sarasota-Bradenton International Airport are also within easy driving distance.



Community Amenities

-Heated community pool

-Clubhouse

-Pool table

-Community bayfront dock

-Free Siesta Key trolley stop at the complex

-Assigned covered parking

-Limited additional guest parking, first come, first served



Good to Know

-No pets allowed

-No smoking or vaping

-The primary guest must be 25 or older. Bookings made by guests under 25 will be cancelled without refund.

-Second-story entrance. Stairs are required to access the condo, and there is no elevator.

-Two-story condo layout. All bedrooms are located upstairs, so stairs are also required inside the unit.

-No elevator access to the second floor of the unit

-One assigned covered parking space is included

-Limited extra parking is available on a first-come, first-served basis

-No motorcycles or trailers allowed on complex grounds

-Pool quiet hours begin after 10 PM

-Xplorie activities and airport transportation are not available for stays of 25 nights or longer

-Exterior security cameras and a Ring doorbell are present at the property. Cameras are located on the exterior only and do not monitor interior spaces.



Starter Supplies Provided

- A limited starter supply of essentials is provided for the first few days, including paper towels, dish soap, cleaning spray, dishwasher tablets if applicable, trash bags, one load of laundry detergent, toilet paper, travel-size shampoo and conditioner, and bar soap. Guests are responsible for purchasing additional supplies during their stay.



FAQs



Is Bay Oaks on Siesta Key?

Yes. Bay Oaks is located on Siesta Key with convenient access to the beach, bay, restaurants, shops, and the free Siesta Key trolley.



How far is the beach?

Public beach access is less than a mile away, and guests can use the free trolley to reach popular beach areas without needing to drive and park.



Does the condo have a pool?

Yes. Bay Oaks has a heated community pool.



Does the condo have dock access?

Yes. Bay Oaks has a community bayfront dock that guests can enjoy for fishing, relaxing by the water, and watching for wildlife.



Are pets allowed?

No. Pets are not allowed at this property.



How many guests does the condo sleep?

The condo sleeps up to 6 guests with a king bed in the primary bedroom and two queen beds in the guest bedroom.



Is this condo good for families?

Yes. The two-story layout, two bedroom suites, half bath, full kitchen, in-unit laundry, pool, and trolley access make it a strong fit for families.



Are stairs required?

Yes. This condo has a second-story entrance with stairs required to reach the front door. The condo itself is also two stories, with all bedrooms located upstairs.



Is there parking included?

Yes. One assigned covered parking space is included. Limited additional parking may be available on a first-come, first-served basis.



Does this property include free activities and airport transportation?

Yes, through our Xplorie program. See details below for activity options and terms.



Is there a minimum age to rent?

Yes. The primary guest must be 25 or

Xplorie Activities and Airport Transportation

-One complimentary activity per day: bike rental, kayak rental, dolphin cruise tour, or Ringling Museum admission

-Limited to one person per day; additional guests can join for a fee

-Round-trip airport transportation included for up to 3 passengers from SRQ or TPA with advance reservation (driver tip appreciated)

-Activities subject to availability and change; non-cumulative and non-transferable

-Not available for stays of 25 nights or longer





IMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

IMPORTANT:

Carport repair and paving project scheduled to start end of April/early May, 2026. Parking will be disrupted. Please each out for more info.