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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 room with a large window overlooking a body of water, a fireplace, and a modern kitchen with a brick backsplash.
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 area with a large window overlooking a body of water, a dining area with a view, and a modern kitchen.

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms4 bathrooms3506 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

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

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About the neighborhood

Sarasota

Located in San Remo, this vacation home is within a few miles (5 km) of sights such as Shell Beach and The Landings. The vacation home includes a private pool, a kitchen, and a fireplace.
View more Vacation Homes in SarasotaOpens in a new window

What's nearby

  • Shell Beach - 2 min drive - 1.1 miles
  • The Landings - 5 min drive - 2.4 miles
  • Irma Beach - 5 min drive - 2.1 miles
  • Marie Selby Botanical Gardens - 6 min drive - 2.6 miles
  • Siesta Key Beach - 8 min drive - 3.6 miles

Getting around

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

Restaurants

  • ‪Walt's Fish Market - ‬3 min drive
  • ‪McDonald's - ‬17 min walk
  • ‪CinéBistro - ‬19 min walk
  • ‪Red Barn Bar - ‬19 min walk
  • ‪Einstein Bros. Bagels - ‬16 min walk

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. 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. A rental agreement is required to be signed after booking and prior to check-in. By booking, you acknowledge that you will be required to complete and sign the rental agreement.
The vacation home is air-conditioned and features a kitchen, 4 bathrooms, and a balcony. There's space to spread out with 4 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a fireplace.

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Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Dining table
  • Fireplace
  • 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

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the city center
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall
  • 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
  • Snorkeling 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)
  • Deadbolt lock
  • Fire extinguisher
  • First aid kit

General

  • Unit size: 3,506 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 26

Check-out

Check-out before 10:00 AM

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

  • This property welcomes pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 26

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Property is also known as

937822

Frequently asked questions

What's there to do within easy reach of this vacation home?

This vacation home is situated in San Remo, close to Lido Beach, Siesta Key Beach, and St. Armands Circle. You'll also find Crescent Beach and Marie Selby Botanical Gardens within a short drive.

Is parking available on site at Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience?

Yes, there is a garage.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there is a hot tub.

What will couples enjoy most about a stay at Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience?

This waterfront vacation home offers many amenities for couples, including a private pool and a fireplace in each house with some featuring a private pool.

Are there hot tubs at Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience?

No, but this vacation home does have a heated pool.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

Although pets can't stay for free, they are welcome at this vacation home.

Are there connecting rooms at Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience?

No, there aren't connecting guestrooms at this vacation home.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Sarasota-Bradenton Intl. Airport (SRQ), which is 7.5 mi away (25 minutes by car).

Are there rooms with balconies that I can book at Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience?

Yes, every house at Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience comes with a balcony and some offer water views.

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 17 out of 18 reviews
Rating 8 - Good. 0 out of 18 reviews
Rating 6 - Okay. 1 out of 18 reviews
Rating 4 - Poor. 0 out of 18 reviews
Rating 2 - Terrible. 0 out of 18 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property Great location
Stayed 7 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Multi gen family vacation was fabulous. We’d definitely stay again.
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The views and amenities were awesome!
Stayed 7 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Pearl kn the Bay property was great the house was neat and clean. The host communicated excellent for needs and concerns. Honestly I did not want to leave! I would recommend this property to anyone especially for the price and the location of the property!
Stayed 6 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property had everything you would need for a family vacation outside of any baby needs. But the bedrooms were large and accommodated the baby furniture that we brought. We have stayed at great locations in this area before, but this was by far our best experience! We will be back! And would recommend this property to everyone!
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We truly enjoyed our stay at Pearl on the Bay! The house was beautifully decorated and was perfect for our family of four. We enjoyed the pool and the waterfront location. The owners were very responsive to any questions we had.
Stayed 5 nights in Dec 2025
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House is in a great location with a great layout. Very well equiped kitchen, good beds and linens. Nice kayaks, with dock lift. Very nice and responsive owners to any questions and issues.
Stayed 14 nights in Nov 2025
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely amazing property! View was to die for. We loved everything….pool, hot tub, kayaks. Saw dolphins several times just a few feet from the dock. Everything you need to cook, added bonus was the large ice maker. Beds were all comfortable and tons of closet space. Cannot find one negative about this home. Owner was very quick to respond when we ran out of gas and had someone out to fill the tank quickly. Cannot wait to return. Thank you for an amazing week out of the Minnesota snow and cold.
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful stay! Great property location in a quiet, residential neighborhood. Beautiful views of the bay and sunsets. Comfortable beds. Fast internet. Plenty of seating inside and out. Plenty of closet storage. Loved having access to kayaks. Loved the pool and hot tub (although, sometimes hard to figure out how the timing of the pool heating worked). Very nice to be able to park in the garage. Unfortunately, the pool and hot tub were not cleaned or heated upon our arrival. It was a couple of days before they were able to be used.
Stayed 7 nights in Jan 2026
Verified review

6/10 Okay

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

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