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Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience

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A dining area with a view of the water, a kitchen, and a ceiling fan.
A spacious living area with a large window overlooking a body of water, a dining area with a view, and a modern kitchen.
A luxurious pool area with multiple seating areas, a central fire feature, and a modern house in the background.
A spacious kitchen with a large island, modern appliances, and a cozy seating area with a view of the outdoors.
A spacious living room with a large window overlooking a body of water, a fireplace, and a modern kitchen with a brick backsplash.

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Paddleboard available
    A rare find — hit the water on a paddleboard right here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
4 bedrooms4 bathroomsSleeps 8

Popular amenities

  • Private pool
  • Hot tub on site
  • Garage parking available
  • Pet-friendly
  • Kitchen
  • Washing machine

Explore the area

View in a map
Sarasota, FL
  • Place, Shell Beach
    ‪2 min drive‬
  • Place, The Landings
    ‪5 min drive‬
  • Place, Marie Selby Botanical Gardens
    ‪6 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪20 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 Queen Bed

4 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Outdoor play area
Dining area

About this property

Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience

🌊 The Pearl on the Bay — Bayfront Luxury Retreat | Heated Pool, Spa, Fire Table, Sunsets & Water Access

💖 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.

👨‍👩‍👧 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.

🛌 Where You'll Sleep
• Primary Bedroom: King Bed, Ensuite Bath, Bay Views
• Second Bedroom: King Bed, Shared Bath, TV
• Third Bedroom: King Bed, Shared Bath, TV
• Fourth Bedroom: Queen Bed, Shared Bath, TV

📍 Explore the Area
• 4.6 Miles to Siesta Public Beach – World-famous quartz-white sand, turquoise Gulf waters, and full beach amenities
• 4.4 Miles to Siesta Key Village – Dining, shopping, nightlife & trolley access
• 3.5 Downtown Sarasota - a lively mix of culture, dining, shopping, and outdoor recreation
• 3.9 Miles to Bayfront Park – Bayfront dining, sunset cruises, fishing charters
• 6.2 Miles to St. Armands Circle – Boutiques, galleries & cafe culture
• 6.7 Miles to Lido Beach – Wide Gulf shoreline with nearby park trails

⏱️ Don't Wait —This home books fast. Your reservation includes peace of mind with Vaaraway's enhanced cleaning protocols and elevated guest care.

📝 Need to Know: Free High-Speed WiFi. This pool is heated between November 15 - April 15. Exterior cameras are present for security purposes only and do not monitor any interior or private guest areas. We happily welcome up to 2 small dogs (up to 25 lbs) with a $150 per week pet fee for one dog, and a $250 fee for two dogs—breed guidelines apply to ensure a safe and comfortable stay for everyone.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 26
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 4394265vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Sarasota

Located on the waterfront, this holiday home is in San Remo, a neighbourhood in Sarasota. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Looking to enjoy an event or a game while in town? See what's happening at Ed Smith Stadium or Longboat Key Public Tennis Center. Jet skiing, kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Map
Sarasota, FL

What's nearby

  • Shell Beach - 2 min drive - 1.7 km
  • The Landings - 5 min drive - 3.8 km
  • Irma Beach - 5 min drive - 3.4 km
  • Marie Selby Botanical Gardens - 6 min drive - 4.1 km
  • Siesta Key Beach - 8 min drive - 5.7 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 25 min drive

Restaurants

  • ‪O'Leary's Tiki Bar & Grill - ‬7 min drive
  • ‪Gilligan's Island Bar & Grill - ‬8 min drive
  • ‪Siesta Key Oyster Bar - ‬8 min drive
  • ‪Daiquiri Deck Siesta Key Village - ‬9 min drive
  • ‪Rooftop Café - ‬4 min drive

Frequently asked questions

Does Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience?

On-site parking is available at the property.

What time is check-in at Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience?

Check-in begins at 4:00 PM.

What time is check-out at Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience?

Checkout is at 10:00 AM.

Where is Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience located?

Located in San Remo, this holiday home is within 3 miles (5 km) of Shell Beach, The Landings and Sarasota Memorial Hospital. Irma Beach and Sarasota Art Museum are also within 3 miles (5 km).

About the host

Hosted by Vaaraway

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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