Pearl on the Bay
Tucked away in the exclusive San Remo neighborhood of Siesta Key, this stunning waterfront retreat offers the perfect blend of luxury, comfort, and coastal charm. Designed for relaxation and unforgettable experiences, this home boasts breathtaking views of the Intracoastal Waterway, a private heated pool and spa, and an expansive covered deck complete with a fire table. Whether enjoying a morning coffee on the dock or unwinding in the hammock with a sunset backdrop, every moment here feels like a dream. Inside, elegant design meets modern convenience with a chef’s kitchen featuring Wolf and Subzero appliances, five HD smart TVs, and four spacious master bedrooms with king or queen beds. Adventure awaits just beyond the doorstep, with a kayak and paddleboards provided for exploring the shimmering waters, plus a fishing dock equipped with underwater lights for evening fun. Whether savoring a gourmet meal in the outdoor dining area, soaking in the spa, or simply enjoying the serene waterfront views, this Siesta Key escape offers a truly unparalleled experience.
Our promise
We've reviewed thousands of homes and approve only the best. Each one is professionally managed and vetted for comfort and style, raising the bar for every stay.
Amenities
Bedroom details
Location
Inside the destination
- Enjoy breathtaking water views and easy access to the Intracoastal Waterway from this prestigious San Remo neighborhood. - A breathtaking residence nestled in the prestigious San Remo neighborhood of Siesta Key.
Parking information
Private two-car garage available.
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Reviews
Jennifer Gross
What an outstanding experience and vacation at the Pearl on the Bay. To begin, the home is beautiful with gorgeous views. We sat out watching dolphins from the patio and enjoyed endless hours in the pool. It's the little things they think of like the hammocks and pool basketball net that put it over the top for us. The floor plan is accommodating for large families that love to be together but enjoy a little space to themselves as well. The staff was great and communicative whenever we needed anything and they left us delicious cupcakes for our arrival. Thank you for providing us with the perfect setting for our annual trip. We will be back next year and are already looking forward to it!
Policies
Cancellation policy
Plans change, we get it.
Enjoy peace of mind when booking with KEY.co.
90% Refund: Receive a 90% refund when you cancel your reservation at least 90 days before check-in.
75% Refund: Receive a 75% refund when you cancel your reservation at least 60 days before check-in.
No Refund: Reservations canceled 89 days or less before check-in are not eligible for a refund.
Refunds subject to a 10% processing fee of the total.
Things you need to know
Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipes
Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipes
Beach Towels, Chairs, Cooler, & Caddy Provided
Outdoor Lounge Area Includes Private Heated Pool, Spa, Fire Table, Hammocks, Crows Nest, Gas Grill, & more
1 Kayak & 2 Paddle Boards
Enhanced cleaning protocols provided by our CottageClean Team
This pool is heated from November 15th to April 15th.
Restrictions
- Minimum night stay requirements vary by home and time of year.
- Maximum Occupancy which includes all children and babies is limited to six or less without exception for this home and is strictly enforced.
- No properties will be licensed to vacationing students or young adults under the age of 26 unaccompanied by a responsible parent or guardian at a ratio of four (4) young adults to one (1) responsible parent or guardian. A parent or guardian must be staying in the property at all times.
- The Guests shall maintain the premises in a good, clean, and ready-to-rent condition, and use the premises only in a careful and lawful manner.
- On the departure date, the Guests shall leave the premises in a “ready to rent” condition at the expiration of the license agreement, defined by the Licensor as being immediately habitable by the next Guests.
- Guests may be subject to any excessive cleaning fees, late departure fees, and/or early check-in fees for failure to comply with the terms of this agreement as well as the departure cleaning requirements.
- The Guests shall dispose of all waste material generated during the rental period in a lawful manner and place all trash each week at the street curb during their stay for trash pickup [please refer to your guest handbook for the trash schedule]. Please ensure all trash is properly bagged to avoid unwanted pests. Failure to properly dispose of trash at the stated garbage pickup time may cause an extra trash collection along with a collection fee to be charged to the Guest for failure to place trash at the curbside on Tuesday evening.
- The Guests shall behave in a civilized manner and shall be good neighbors respecting the rights of the surrounding property owners.
- The Guests shall not create noise [loud speaker] or disturbances likely to disturb or annoy the surrounding property owners.
- All parties and celebrations involving additional visitors to the villa must be pre-approved.
- Quiet hour starts at 9:00 PM and pool area/ outdoor noise should always be kept to a minimum.
- Because of the risk of firearms being left behind, which poses an unacceptable risk for employees, vendors, and future guests, the Licensor prohibits persons from carrying or otherwise possessing firearms, ammunition, or weapons at any of the licensor’s managed properties, including carrying firearms in an open or concealed manner.
- The Licensor prohibits persons from carrying or otherwise possessing any illegal drugs at any of the Licensor’s managed properties. Because of the risk of drugs being left behind, which poses an unacceptable risk, particularly for future guests with children, the Licensor requires that guests remove any illegal or legal drugs and all prescription drugs upon their departure. This includes but is not limited to tobacco, e-cigarettes, prescriptions, over-the-counter medications, and/or any paraphernalia.
- SMOKING is prohibited either inside the premises or near the premises including open doorways, lanais or windows that may under any circumstances allow smoke to enter the premises.
- Smoking is only permitted well outside the home or in designated areas of condominium buildings, and the Guest is responsible to insure that no smoke whatsoever enters the residence, covered areas of the residence or outside furnishings. All cigarette butts must be disposed of in the appropriate waste receptacle outside of the homes. Any smoking inside or in areas not designated as smoking or any evidence of such shall be subject to an immediate charge of $1,000.00 plus extra cleaning and potential loss of future rentals.
- We occasionally experience outages that are beyond our control. We report outages as each occurs. No refunds or compensation will be given for any such outages including internet, wi-fi, and/or television cable. We have no control over the activities of abutting properties regarding renovations, repairs, or maintenance of their property and assume no responsibility for such. We make every effort to ensure Guest’s enjoyment.
- Guest agrees to have a responsible adult supervising minors and guests at all times when using any home features including the pool and/or spa, waterside features, or any equipment provided with the home.
- No diving is allowed in spas or pools, no running or roughhousing around any outside water feature, and no glassware or bottles in outside pool areas.
- Guest agrees to preview and accept full responsibility for use of the premises, features, and amenities at the time of initial check-in, and acknowledges approval and acceptance of such by Guest’s willingness to remain on the property.
- Guest agrees that Fireworks and other hazardous materials are prohibited and shall not be used in or around the property.
- Guest agrees not to access any designated “owner’s closets”, even if unlocked, which may contain cleaning supplies and Owner’s personal property.
- Guest is advised that the property may contain a gas stove and cooktop, gas grill, gas pool heater, and other gas-powered items and will seek help from Licensor if the proper operation of such items is not fully understood. Any gas grills, ranges must be cleaned after each use.
- The property has a fire extinguisher installed near the kitchen area. The fire extinguisher was fully charged at the last inspection. It is the duty of the Guest to inform the Licensor immediately should the fire extinguisher become less than fully charged.
- The property has fire alarms installed and they are believed to function properly at the time of rental. Guest will notify Licensor without delay if a fire alarm “chirps” or has a low battery condition.
- Guest is advised that there is no carbon monoxide detector on the property and accepts the risk involved in not having one.
- Guest shall see to their own security while in the property by properly locking doors, windows, garage doors, etc. when it’s prudent to do so. Guest agrees to re-clasp all access doors to pool and canal areas when adults are unavailable to supervise guests or minors.
- Guest is responsible for protecting the Owner’s equipment from theft while using bicycles, kayaks, and other equipment. KEY shall have no liability for the loss of any unsecured items or property of the Guest.
- Valuable items left behind by Guest will be held for the Guest and every reasonable effort will be made to contact the Guest for a return. If items are not claimed within 2 months of departure, they shall become the property of the Licensor to dispose of as he sees fit. The Licensor shall not be held liable for the condition of said items.
- Internet service and Cable TV or Streaming Capabilities are provided and service level has been chosen by the Licensor and property owner. HVAC, Plumbing and Electrical problems are subject to third-party repair scheduling outside of the control of the Licensor. No refund of rent shall be given for outages, content, lack of content, or personal preferences with regard to cable TV service.
- High-speed wireless internet is provided as a convenience only and is not integral to the license agreement. No refund of rent shall be given for outages, content, lack of content, speed, access problems, lack of knowledge of use, or personal preferences with regard to internet service.
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