Bay Oaks Bayfront 2-Story Condo
Two-Story Siesta Key Condo with Community Dock, Heated Pool & Free Trolley Stop
About
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
-Half bath on the main floor
-Private in-unit washer and dryer
-High-speed Wi-Fi and cable TV
-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
-Main floor: Half bathroom
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 cable 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.
-Stairs required inside the condo
-Bedrooms are located upstairs
-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
-Rental registration form may be required depending on length of stay
-Xplorie activities and airport transportation are not available for stays of 25 nights or longer
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.
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 older. Bookings made by guests under 25 will be cancelled without refund.
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.
Sleeping Arrangements
Bathroom Configuration
Property Rules
Amenities
Map
Frequently Asked Questions
- All guests agree to the Sarasota Vacation Rental, LLC. Rental Agreement and this supercedes any other agreement. Credit card verification is required for last minute bookings. We are licensed under the Division of Hotels and you agree that breach of our rules may result in immediate eviction per FL DBRP.
- Registered Guests must be 25 or older. Bookings by guests under 25 years of age will be cancelled without refund. No business bookings or contractors without prior approval and additional deposit. Card holder must be the guest.
- If at any given time, the maximum occupancy is exceeded, the tenant will be in material breach of the lease and expedited eviction will apply in addition to a fine.
- Many complexes do not allow boats, motocycles, trailers, jet skis, kayaks, golf carts, trucks or monster trucks. It is your responsibility to ask prior to booking. A 17' pickup truck may count as oversized, so ASK FIRST. We cannot guarantee additional parking. If the unit says you get 1 space, you get 1 space.
- If the property says it is subject to HOA approval, there are additional restrictions. This is only applicable for longer stay properties of a month or more and the property description will say that an HOA application is required. Your booking is not complete until you return this form to us and you cannot be given access until you are approved. We do not control this process. Do not book a long term property for checkin shorter than the days the HOA notes they needed for approval or understand we may need to shift your days. Your rental is contingent on following HOA rules where applicable.
- Complexes have rules and the management of those complexes have the right to evict guests (under hotel rules) who do not follow their rules. Sarasota County and City Zoning requires outside quiet hours from 10PM until 8AM.
- AC is to be set no lower than 73 degrees.
- Renters are not authorized to make property repairs, 'improvements' or other property changes without written permission
- No Smoking Permitted. $500 fine. This includes vaping, cigarettes and other types of leaves.
- Pets are only allowed in pet friendly properties and is only for one dog. Dogs are only allowed with express written permission in advance and with a $300 non-refundable pet security deposit. Always ask first as there may be size/weight/breed limits. Aggressive breeds not allowed. Complaint(s) by neighbors of barking can result in eviction. Please pick up after your dog. If we have to remove dog poop from the yard, you will be charged both for professional removal plus $150. Some complexes do not allow emotional support animals. Per Florida law, a complex may restrict these for transient rentals. We are licensed to follow Florida Hotel rules not landlord/tenant rules. Ask before booking. A properly licensed service animal must always be allowed, however please note that a few of our owners are allergic to certain animals. Please communicate with us first if you have special requirements as we can direct you to a different property.
- There will be no refund for early departure unless authorities enact a mandatory hurricane evacuation for the location of your reserved property covering dates of your stay. Travel Insurance is recommended.
- Repairs, maintenance and renovations to buildings or other units are out of our control. These processes may involve noise and inconvenience during daylight hours. Refunds will not be made for noise and/or inconvenience caused by building repairs, maintenance and/or renovation work that we do not control.
- Things sometimes break. No refunds for appliance, electronic or pool issues. We will do our best to fix or replace as quickly as we can. If your pool heat isn't working and you paid separately for it, we will refund the pool heat, not your rent.
- Properties that have private pools and heating is an option, there is a pool heat charge that ranges from $100-$150 per week plus processing and taxes.
- Dogs are not allowed in the pool.
- Departure Instructions: Professional cleaners clean after your stay. You don’t need to make the beds or do laundry. Please do your own dishes, start the dishwasher & remove your food & trash.
- Early check ins may be available at an extra fee.They are typically $50-$75 plus taxes. Please reach out to us for more information.