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

Sarasota, Florida
$880 avg/night Minimum Stay 3 Nights
Bed 4

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 3 nights

Min Stay

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 firetable 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.

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 3506 Sq Ft (326 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Gas Grill
  • POOL/SPA

    Heated Pool Hot Tub Private Pool
  • BATHROOMS

    4 Bathrooms Hair Dryer Shampoo Shower Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Basketball Nearby Birdwatching Nearby Cycling Nearby Fishing Nearby Golf Nearby Kayak On Site Paddleboard On Site Parasailing Nearby Power Boating Nearby Sailing Nearby Water Skiing Nearby
  • ENTERTAINMENT

    Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Playground
  • LOCATION HIGHLIGHTS

    In A Village In The City Center Near A Hospital Near A Zoo Near Outlet Shopping Near The Bay Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 07:00 PM CheckOut Check-out : 07:00 PM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Don M.

    Submitted Jan 30, 2026

    Stayed Jan 20, 2026

    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.

  • Ann M.

    Submitted Jan 18, 2026

    Stayed Jan 10, 2026

    The views and amenities were awesome!

  • Cindy J.

    Submitted Dec 10, 2025

    Stayed Dec 4, 2025

    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.

  • Guido A.

    Submitted Dec 3, 2025

    Stayed Nov 15, 2025

    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.

  • Chris S.

    Submitted Oct 13, 2025

    Stayed Oct 10, 2025

    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!

  • Alex W.

    Submitted Oct 2, 2025

    Stayed Sep 27, 2025

    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.

  • Peter A.

    Submitted Aug 23, 2025

    Stayed Aug 9, 2025

    Our second stay at this property. Beautiful home and pool. Excellent area, very quiet. The owner was very friendly and attentive to our needs

  • Stephanie H.

    Submitted Aug 17, 2025

    Stayed Aug 1, 2025

    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.

  • Jill C.

    Submitted May 8, 2025

    Stayed May 1, 2025

    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.

  • Jane B.

    Submitted Apr 9, 2025

    Stayed Mar 26, 2025

    The home was lovely and well managed. The pool was by far my favorite spot!

Your dates are Available!

Total

Includes taxes and fees
$880+
View details