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

Waterfront holiday home with private pool and kitchen

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

Outdoor dining - Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience (Sarasota)
Interior - Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience (Sarasota)
Smart TV, fireplace - Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience (Sarasota)
Smart TV, fireplace - Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience (Sarasota)
Terrace/patio - Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience (Sarasota)
At Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience, you can look forward to a playground, laundry facilities and a hot tub. Stay connected with free in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Entire home

4 bedrooms4 bathrooms326 sq m

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Gas grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the city centre
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • Near the sea
  • On the waterfront

Things to do

  • Heated pool
  • Kayak
  • Paddleboard
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 3,506 square feet

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  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
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Policies

Check-in

Contactless check-in and check-out are available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

937822

About the area

Map
Sarasota, FL

What's nearby

  • Coconuts Family Entertainment Center - 3 min drive - 2.7 km
  • Sarasota Memorial Hospital - 3 min drive - 3.1 km
  • St. Armands Circle - 12 min drive - 10.5 km
  • Lido Beach - 13 min drive - 10.9 km
  • Mall at University Town Center - 20 min drive - 17.2 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬17 min walk
  • ‪Red Barn Bar - ‬19 min walk
  • ‪CinéBistro - ‬19 min walk
  • ‪Connors - ‬2 min drive
  • ‪Walt's Fish Market - ‬3 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.

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

Located in San Remo, this holiday home is 1.2 mi (1.9 km) from Coconuts Family Entertainment Center and within 3 miles (5 km) of Shell Beach and The Landings. Sarasota Memorial Hospital and Irma Beach are also within 3 miles (5 km).

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 7 out of 8 reviews
Rating 8 - Good. 0 out of 8 reviews
Rating 6 - Okay. 1 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

9.8

Cleanliness

9.8

Location

Reviews

10/10 Excellent

Alex W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful vacation at this beautiful property. The location is perfect…close to great shopping, dining, and the beach. On the days we wanted to simply relax, the home offered plenty to enjoy without leaving. We couldn’t have asked for a better place to stay.
Stayed 5 nights in Sep 2025

10/10 Excellent

Peter A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our second stay at this property. Beautiful home and pool. Excellent area, very quiet. The owner was very friendly and attentive to our needs
Stayed 14 nights in Aug 2025

10/10 Excellent

Chris S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home with an immaculate view of the water. Amazing upscale, quiet neighborhood situated in the perfect location for going to the beach or downtown. The house has plenty of paddle boards and kayaks, and we saw dolphins swimming every single day. We loved the house and we couldn't have been happier with everything!
Stayed 3 nights in Oct 2025

10/10 Excellent

Jane B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect week

The home was lovely and well managed. The pool was by far my favorite spot!
Stayed 7 nights in Mar 2025

10/10 Excellent

Jill C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Incredible Property

The house is great, perfect for a family get together. The kitchen is excellent and well equipped (we are a family of cooks) and the overall layout of the house is so comfortable with lots of areas to hang out and enjoy the view. We'll be back for sure.
Stayed 6 nights in May 2025

6/10 Okay

Stephanie H.

Liked: Cleanliness, check-in, location
Disliked: Listing accuracy
The house is in a great location and the bay scenery is beautiful, however there were a few things that for the price point should not have happened. For example, we had a toddler with us and in the room gallery of photos for the listing there was a misleading image of a bathtub in the home. There are no bathtubs, only showers. The microwave did not work and there seems to have been a circuit issue that my handy husband ended up fixing while we were there. These may seem like small things but when you are traveling with small kids these are game changers. For adults the home has everything.
Stayed 5 nights in Aug 2025