Sarasota, FL

The Pearl on the Bay - 1370

4 bedrooms 4 beds 4 baths 8 guests 5.0 (8)

About the property

🌊 The Pearl on the Bay β€” Bayfront Luxury Retreat | Heated Pool, Spa, Fire Table, Sunsets & Water Access πŸ’– Why You'll Love This Home Wake up to sweeping water views over Roberts Bay, then unwind with cocktails on the west-facing deck as the sun melts into the horizon. This Beachy Lux single-family home pairs refined interiors with outdoor living that feels like a private resort. Every corner invites ease, from the chef-ready kitchen to the heated pool, spa, and fire table under the stars, perfect for shared moments and lifelong memories. πŸ‘¨β€πŸ‘©β€πŸ‘§ Perfect For Families, couples, multigenerational groups, luxury travelers, and water lovers seeking stylish space and direct bay access. 🎞️ Imagine This Step inside and feel the calm of coastal living: gentle breezes drift in while light plays off the water. Mornings begin with espresso from your Keurig or regular brewer before a dip in the heated pool. In the afternoon, launch the provided kayak or paddleboards straight from your private dock, or savor sunset from the spa as the sky bursts into color over the bay. Evenings gather around the fire table with laughter, then retreat to plush master suites overlooking water that glimmers under moonlight. πŸ›Œ Where You'll Sleep β€’ Primary Bedroom: King Bed, Ensuite Bath, Bay Views β€’ Second Bedroom: King Bed, Shared Bath, TV β€’ Third Bedroom: King Bed, Shared Bath, TV β€’ Fourth Bedroom: Queen Bed, Shared Bath, TV πŸ“ Explore the Area β€’ 4.6 Miles to Siesta Public Beach – World-famous quartz-white sand, turquoise Gulf waters, and full beach amenities β€’ 4.4 Miles to Siesta Key Village – Dining, shopping, nightlife & trolley access β€’ 3.5 Downtown Sarasota - a lively mix of culture, dining, shopping, and outdoor recreation β€’ 3.9 Miles to Bayfront Park – Bayfront dining, sunset cruises, fishing charters β€’ 6.2 Miles to St. Armands Circle – Boutiques, galleries & cafe culture β€’ 6.7 Miles to Lido Beach – Wide Gulf shoreline with nearby park trails ⏱️ Don't Wait β€”This home books fast. Your reservation includes peace of mind with Vaaraway's enhanced cleaning protocols and elevated guest care. πŸ“ Need to Know: Free High-Speed WiFi. This pool is heated between November 15 - April 15.

🌊 The Pearl on the Bay β€” Bayfront Luxury Retreat | Heated Pool, Spa, Fire Table, Sunsets & Water Access πŸ’– Why You'll Love This Home Wake up to sweeping water views over Roberts Bay, then unwind with cocktails on the west-facing deck as the sun melts into the horizon. This Beachy Lux single-family home pairs refined interiors with outdoor living that feels like a private resort. Every corner invites ease, from the chef-ready kitchen to the heated pool, spa, and fire table under the stars, perfect for shared moments and lifelong memories. πŸ‘¨β€πŸ‘©β€πŸ‘§ Perfect For Families, couples, multigenerational groups, luxury travelers, and water lovers seeking stylish space and direct bay access. 🎞️ Imagine This Step inside and feel the calm of coastal living: gentle breezes drift in while light plays off the water. Mornings begin with espresso from your Keurig or regular brewer before a dip in the heated pool. In the afternoon, launch the provided kayak or paddleboards straight from your private dock, or savor sunset from the spa as the sky bursts into color over the bay. Evenings gather around the fire table with laughter, then retreat to plush master suites overlooking water that glimmers under moonlight. πŸ›Œ Where You'll Sleep β€’ Primary Bedroom: King Bed, Ensuite Bath, Bay Views β€’ Second Bedroom: King Bed, Shared Bath, TV β€’ Third Bedroom: King Bed, Shared Bath, TV β€’ Fourth Bedroom: Queen Bed, Shared Bath, TV πŸ“ Explore the Area β€’ 4.6 Miles to Siesta Public Beach – World-famous quartz-white sand, turquoise Gulf waters, and full beach amenities β€’ 4.4 Miles to Siesta Key Village – Dining, shopping, nightlife & trolley access β€’ 3.5 Downtown Sarasota - a lively mix of culture, dining, shopping, and outdoor recreation β€’ 3.9 Miles to Bayfront Park – Bayfront dining, sunset cruises, fishing charters β€’ 6.2 Miles to St. Armands Circle – Boutiques, galleries & cafe culture β€’ 6.7 Miles to Lido Beach – Wide Gulf shoreline with nearby park trails ⏱️ Don't Wait β€”This home books fast. Your reservation includes peace of mind with Vaaraway's enhanced cleaning protocols and elevated guest care. πŸ“ Need to Know: Free High-Speed WiFi. This pool is heated between November 15 - April 15.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
May 18, 2026$831.61Available3
May 19, 2026$837.80Available3
May 20, 2026$856.36Available3
May 21, 2026$885.55Available3
May 22, 2026$895.75Available3
May 23, 2026$893.35Not Available3
May 24, 2026$880.53Not Available3
May 25, 2026$867.72Not Available3
May 26, 2026$874.12Not Available3
May 27, 2026$874.12Not Available3
May 28, 2026$897.14Not Available3
May 29, 2026$900.71Not Available3
May 30, 2026$904.28Not Available3
May 31, 2026$904.28Not Available3
Jun 1, 2026$917.53Not Available3
Jun 2, 2026$930.79Not Available3
Jun 3, 2026$937.41Not Available3
Jun 4, 2026$930.79Not Available3
Jun 5, 2026$917.53Not Available3
Jun 6, 2026$910.91Not Available3
Jun 7, 2026$924.16Not Available3
Jun 8, 2026$944.05Not Available3
Jun 9, 2026$963.93Not Available3
Jun 10, 2026$970.55Not Available3
Jun 11, 2026$977.18Available3
Jun 12, 2026$970.55Available3
Jun 13, 2026$957.30Available3
Jun 14, 2026$950.67Available3
Jun 15, 2026$950.67Available3
Jun 16, 2026$950.67Available3
Jun 17, 2026$950.67Available3
Jun 18, 2026$957.30Available3
Jun 19, 2026$963.93Available3
Jun 20, 2026$950.67Not Available3
Jun 21, 2026$937.42Not Available3
Jun 22, 2026$930.79Not Available3
Jun 23, 2026$944.04Not Available3
Jun 24, 2026$950.67Not Available3
Jun 25, 2026$957.30Not Available3
Jun 26, 2026$950.67Not Available3
Jun 27, 2026$944.04Not Available3
Jun 28, 2026N/ANot Available3
Jun 29, 2026N/ANot Available3
Jun 30, 2026N/ANot Available3
Jul 1, 2026N/ANot Available3
Jul 2, 2026N/ANot Available3
Jul 3, 2026N/ANot Available3
Jul 4, 2026$1,172.61Available3
Jul 5, 2026N/ANot Available3
Jul 6, 2026N/ANot Available3
Jul 7, 2026N/ANot Available3
Jul 8, 2026N/ANot Available3
Jul 9, 2026N/ANot Available3
Jul 10, 2026N/ANot Available3
Jul 11, 2026$1,049.39Not Available3
Jul 12, 2026N/ANot Available3
Jul 13, 2026N/ANot Available3
Jul 14, 2026N/ANot Available3
Jul 15, 2026N/ANot Available3
Jul 16, 2026N/ANot Available3
Jul 17, 2026N/ANot Available3
Jul 18, 2026$1,042.32Not Available3
Jul 19, 2026N/ANot Available3
Jul 20, 2026N/ANot Available3
Jul 21, 2026N/ANot Available3
Jul 22, 2026N/ANot Available3
Jul 23, 2026N/ANot Available3
Jul 24, 2026N/ANot Available3
Jul 25, 2026$1,077.67Not Available3
Jul 26, 2026N/ANot Available3
Jul 27, 2026N/ANot Available3
Jul 28, 2026N/ANot Available3
Jul 29, 2026N/ANot Available3
Jul 30, 2026N/ANot Available3
Jul 31, 2026N/ANot Available3
Aug 1, 2026$813.56Not Available3
Aug 2, 2026N/ANot Available3
Aug 3, 2026N/ANot Available3
Aug 4, 2026N/ANot Available3
Aug 5, 2026N/ANot Available3
Aug 6, 2026N/ANot Available3
Aug 7, 2026N/ANot Available3
Aug 8, 2026$834.77Available3
Aug 9, 2026N/ANot Available3
Aug 10, 2026N/ANot Available3
Aug 11, 2026N/ANot Available3
Aug 12, 2026N/ANot Available3
Aug 13, 2026N/ANot Available3
Aug 14, 2026N/ANot Available3
Aug 15, 2026$845.37Available3
Aug 16, 2026N/ANot Available3

Where you'll sleep

Amenities

Waterfront
Beach access
Fire place
Carbon monoxide detector
Air conditioning
Washer
Dryer
Wifi

5.0 Β· 8 reviews

Lucienne
Lucienne
January 2026

"Our stay at Roberts Bay was magical! Every morning we saw Roseate Spoonbills, dolphins, and fish right from the property. We loved the β€˜indoor-outdoor’ feel with the bifold doors open. The house was beautiful, well-stocked for cooking, and perfectly set up for families.<br/>We stayed busy swimming in the pool, relaxing in the spa, and playing basketball. A highlight was using the provided canoes and paddleboards for nature excursions; my son loved taking the canoe to find hidden fishing spots! Evenings were spent playing board games, watching movies on the big screen, or enjoying breathtaking sunsets by the fire pit.<br/>The host was incredibly hospitable and came by personally to help with any questions. We had such a memorable experience and will definitely be back!

Brandyn
Brandyn
November 2025

Beautiful home in an even more beautiful setting and location. So close to Siesta as well as downtown Sarasota. Would definitely consider booking this house again; our only slight issues would be the master bathroom shower being hard to use (confusing configuration) and the house nextdoor coming on the market while we were there so there was TONS of traffic going in and out of the house and people walking the backyard area the whole time. Other than that it was excellent

Geoanna
Geoanna
October 2025

Such a Beautiful Spot. ☝🏾Of my Favorites πŸ¦β˜€οΈβ˜€οΈβ˜€οΈβ˜€οΈπŸ™πŸΎπŸ’™πŸ’—πŸ’œπŸŒˆ

Where you'll be

Sarasota, FL, 34236, US

Things to know

Cancellation policy

Contact us for cancellation policy details prior to booking.

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
Pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 8 guests.