The Pearl on the Bay - 1370
Escape to Paradise at The Pearl on the Bay
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Flexible check-in & out
Check-in after 4:00 PM • Check-out before 10:00 AM
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Easy cancellation
You can cancel your trip for up to 14 days prior to start.
About this property
Escape to Paradise at The Pearl on the Bay Indulge in the ultimate waterfront escape at The Pearl on the Bay, a breathtaking residence nestled in the prestigious San Remo neighborhood of Siesta Key. This exquisite home offers unparalleled luxury and stunning views, creating the perfect backdrop for an unforgettable vacation. Unparalleled Luxury and Waterfront Views: Prime Location: Enjoy breathtaking water views and easy access to the Intracoastal Waterway from this prestigious San Remo neighborhood. Luxurious Amenities: Immerse yourself in the luxurious amenities, including a private heated pool and spa, a fishing dock with underwater lights, and a spacious covered deck with a fire table. Elegant Interiors: The interior boasts elegant design with five HD smart TVs, a chef's kitchen featuring Wolf and Subzero appliances, and four spacious master bedrooms, each with a king or queen bed. Unforgettable Experiences: Waterfront Adventures: Explore the nearby waters with the provided kayak and paddleboards, or try your luck at fishing from the dock. Relaxation and Recreation: Lounge poolside, soak in the spa, or unwind on the hammock while enjoying the captivating scenery. Gourmet Dining: Prepare delicious meals in the fully equipped kitchen or dine al fresco on the outdoor patio. A Home Away From Home: Comfort and Convenience: Enjoy the convenience of free Wi-Fi, a starter pack of toiletries and home essentials, and comfortable linens. Privacy and Relaxation: Each of the four master bedrooms offers a peaceful retreat for ultimate relaxation. Book Your Waterfront Getaway Today! Exclusive Amenities Include: • Private Heated Pool & Spa • Breathtaking Intracoastal Views • 4 Bedrooms (4 Master Bedrooms), 4 Full Baths • 3 King Beds, 1 Queen Beds (Sleeps 8) with linens provided • Outdoor Dining Space • Fishing Dock w/ Underwater Lights • Outdoor Fire Table • Spacious Balcony Deck Viewing The Bay w/ Lounging & Exterior Dinning Areas • Private 2 Car Garage • Free WiFi & 5 HD Smart TV's • Wolf / Subzero Kitchen Appliances, Regular & Keurig Coffee Maker, Washer and Dryer Set, and Kitchen Essentials Provided • 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 • Island Shuttle Transportation Available The Pearl on The Bay can accommodate up to 10 guests with a bedding configuration as follows: •Bedroom #1: King Bed (1) - sleeps: 2 •Bedroom #2: King Bed (1) - sleeps: 2 •Bedroom #3: King Bed (1) - sleeps: 2 •Bedroom #4: Queen beds (1) - sleeps: 2 PLEASE NOTE: This pool is heated from November 15th to April 15th.
Availability & Pricing
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Dec 11, 2025 | $721.28 | Available | 2 |
| Dec 12, 2025 | $715.39 | Not Available | 3 |
| Dec 13, 2025 | $709.50 | Not Available | 2 |
| Dec 14, 2025 | $709.50 | Not Available | 3 |
| Dec 15, 2025 | $709.50 | Not Available | 3 |
| Dec 16, 2025 | $709.50 | Not Available | 3 |
| Dec 17, 2025 | $721.28 | Not Available | 3 |
| Dec 18, 2025 | $1,137.18 | Not Available | 3 |
| Dec 19, 2025 | $1,568.20 | Not Available | 3 |
| Dec 20, 2025 | $2,017.67 | Not Available | 3 |
| Dec 21, 2025 | N/A | Not Available | 3 |
| Dec 22, 2025 | N/A | Not Available | 3 |
| Dec 23, 2025 | N/A | Not Available | 3 |
| Dec 24, 2025 | N/A | Not Available | 3 |
| Dec 25, 2025 | N/A | Not Available | 3 |
| Dec 26, 2025 | N/A | Not Available | 3 |
| Dec 27, 2025 | $3,060.68 | Not Available | 3 |
| Dec 28, 2025 | N/A | Not Available | 3 |
| Dec 29, 2025 | N/A | Not Available | 3 |
| Dec 30, 2025 | N/A | Not Available | 3 |
| Dec 31, 2025 | N/A | Not Available | 3 |
| Jan 1, 2026 | N/A | Not Available | 3 |
| Jan 2, 2026 | N/A | Not Available | 3 |
| Jan 3, 2026 | $864.72 | Available | 3 |
| Jan 4, 2026 | $851.76 | Available | 3 |
| Jan 5, 2026 | $845.27 | Available | 3 |
| Jan 6, 2026 | $838.79 | Available | 3 |
| Jan 7, 2026 | $845.27 | Available | 3 |
| Jan 8, 2026 | $851.76 | Available | 3 |
| Jan 9, 2026 | $858.24 | Available | 3 |
| Jan 10, 2026 | $858.24 | Not Available | 3 |
| Jan 11, 2026 | $858.24 | Not Available | 3 |
| Jan 12, 2026 | $858.24 | Not Available | 3 |
| Jan 13, 2026 | $864.72 | Not Available | 3 |
| Jan 14, 2026 | $871.19 | Not Available | 3 |
| Jan 15, 2026 | $1,029.14 | Not Available | 3 |
| Jan 16, 2026 | $1,170.99 | Not Available | 3 |
| Jan 17, 2026 | $1,332.09 | Available | 2 |
| Jan 18, 2026 | $1,332.09 | Available | 2 |
| Jan 19, 2026 | $1,341.71 | Available | 2 |
| Jan 20, 2026 | $1,341.71 | Not Available | 3 |
| Jan 21, 2026 | $1,351.34 | Not Available | 3 |
| Jan 22, 2026 | $1,360.97 | Not Available | 3 |
| Jan 23, 2026 | $1,360.97 | Not Available | 3 |
| Jan 24, 2026 | $1,370.59 | Not Available | 3 |
| Jan 25, 2026 | $1,380.21 | Not Available | 3 |
| Jan 26, 2026 | $1,389.83 | Not Available | 3 |
| Jan 27, 2026 | $1,399.45 | Not Available | 3 |
| Jan 28, 2026 | $1,409.07 | Not Available | 3 |
| Jan 29, 2026 | $1,497.25 | Not Available | 3 |
| Jan 30, 2026 | $1,586.80 | Not Available | 3 |
| Jan 31, 2026 | $1,687.35 | Not Available | 3 |
| Feb 1, 2026 | $1,709.34 | Not Available | 3 |
| Feb 2, 2026 | $1,720.34 | Not Available | 2 |
| Feb 3, 2026 | $1,720.34 | Not Available | 3 |
| Feb 4, 2026 | $1,731.34 | Not Available | 3 |
| Feb 5, 2026 | $1,742.33 | Not Available | 3 |
| Feb 6, 2026 | $1,764.33 | Not Available | 3 |
| Feb 7, 2026 | $1,786.33 | Not Available | 3 |
| Feb 8, 2026 | N/A | Not Available | 3 |
| Feb 9, 2026 | N/A | Not Available | 3 |
| Feb 10, 2026 | N/A | Not Available | 3 |
| Feb 11, 2026 | N/A | Not Available | 3 |
| Feb 12, 2026 | N/A | Not Available | 3 |
| Feb 13, 2026 | N/A | Not Available | 3 |
| Feb 14, 2026 | $2,710.14 | Not Available | 3 |
| Feb 15, 2026 | N/A | Not Available | 3 |
| Feb 16, 2026 | N/A | Not Available | 3 |
| Feb 17, 2026 | N/A | Not Available | 3 |
| Feb 18, 2026 | N/A | Not Available | 3 |
| Feb 19, 2026 | N/A | Not Available | 3 |
| Feb 20, 2026 | N/A | Not Available | 3 |
| Feb 21, 2026 | $3,152.98 | Not Available | 3 |
| Feb 22, 2026 | $3,188.72 | Not Available | 3 |
| Feb 23, 2026 | $3,206.59 | Not Available | 3 |
| Feb 24, 2026 | $3,188.73 | Not Available | 3 |
| Feb 25, 2026 | $3,152.99 | Not Available | 3 |
| Feb 26, 2026 | $3,313.63 | Not Available | 3 |
| Feb 27, 2026 | $3,452.96 | Not Available | 2 |
| Feb 28, 2026 | $3,652.79 | Not Available | 3 |
| Mar 1, 2026 | N/A | Not Available | 3 |
| Mar 2, 2026 | N/A | Not Available | 3 |
| Mar 3, 2026 | N/A | Not Available | 3 |
| Mar 4, 2026 | N/A | Not Available | 3 |
| Mar 5, 2026 | N/A | Not Available | 3 |
| Mar 6, 2026 | N/A | Not Available | 3 |
| Mar 7, 2026 | $3,588.86 | Not Available | 3 |
| Mar 8, 2026 | N/A | Not Available | 3 |
| Mar 9, 2026 | N/A | Not Available | 3 |
| Mar 10, 2026 | N/A | Not Available | 3 |
| Mar 11, 2026 | N/A | Not Available | 3 |
Amenities
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