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

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms4 bathrooms326 sq m

Popular amenities

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

Explore the area

View map
Sarasota, FL
  • Place, Siesta Key Beach
    ‪8 min drive‬
  • Place, Crescent Beach
    ‪12 min drive‬
  • Place, Turtle Beach
    ‪16 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪20 min drive‬

Room options

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About the area

Sarasota

This holiday home places you in the heart of Sarasota, steps from Gulf Intracoastal Waterway and 3.1 km (1.9 mi) from Shell Beach. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .Home features free WiFi, 4 bathrooms and a fireplace. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A balcony, a dining area and a Smart TV are also available. .Attractions within a 10-minute drive of this San Remo holiday home include Siesta Key Beach and Sarasota Memorial Hospital.
View more Holiday homes in SarasotaOpens in a new window

What's nearby

  • Siesta Key Beach - 8 min drive - 5.7 km
  • Safe Harbor Siesta Key - 11 min drive - 7.9 km
  • Crescent Beach - 12 min drive - 8.9 km
  • Turtle Beach - 16 min drive - 12.3 km
  • Lido Beach - 16 min drive - 11.2 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 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 travellers, 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 savour sunset from the spa as the sky bursts into colour 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 City centre 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.

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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 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
  • 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

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are 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

  • Pets are welcome
    • Service animals 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    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 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. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock in all accommodation.

Property is also known as

937822

Frequently asked questions

Are there any beaches close to Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience?

The closest beach to Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience is Lido Beach (3.3 km).

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

Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience has a heated pool and a pool.

What luxury perks are available at Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience?

This property features a heated pool, as well as a private pool and a fireplace.

What makes Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience a romantic place to stay?

1 hot tub, private pools, and fireplaces all help set the scene for a sizzling getaway at Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience.

Is there a private hot tub at Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience?

Yep, there is a hot tub.

Is there a free airport shuttle available at Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience?

No, Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience does not offer an airport shuttle service.

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

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

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
Very nicely remodeled home with wonderful views overlooking the bay. We enjoyed using the paddle boards and kayak with the convenience of the boat dock out back. The pool was very nice too. The house is in a lovely neighborhood close to Siesta Key beach and grocery stores.
Stayed 7 nights in Aug 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
Beautiful location. My entire family loved the swimming pool excellent for seven people plenty of room. It was a family vacation for two weeks. We did see dolphins daily off the back deck. Everybody was fishing off the back wall. We would rent it again.
Stayed 14 nights in Jul 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, location, listing accuracy
Beautiful home with incredible view. Only negative would be limited soap, toilet paper and trash bags. I would have paid a little more not to have to worry about buying basics.
Stayed 7 nights in Jul 2026
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
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
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

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
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
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