Verified
10/10 Excellent
Jane B.
9 Apr 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect week
Jane B.
Stayed 7 nights in Mar 2025
Entire home
Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience
Photo gallery for Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience
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
9.89.8 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.
💖 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
Similar properties
The Sunny Retreat near Siesta Key & Downtown Sarasota
Sarasota
The Sunny Retreat near Siesta Key & Downtown Sarasota
Sarasota
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, 16 reviews
10
Exceptional
16 reviews
Coastal Beauty Home with Sunset Charter included with 10 days or longer bookings
Granada
Coastal Beauty Home with Sunset Charter included with 10 days or longer bookings
Granada
- Spa pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, 5 reviews
10
Exceptional
5 reviews
Coastal Cottage Escape Near Siesta Key Beach with Hot Tub - GRAND OPENING
South Poinsettia
Coastal Cottage Escape Near Siesta Key Beach with Hot Tub - GRAND OPENING
South Poinsettia
- Spa pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, 2 reviews
10
Exceptional
2 reviews
Hidden Oasis Newly Updated Beautiful Condo & Private Courtyard to Wine & Dine!
Sarasota
Hidden Oasis Newly Updated Beautiful Condo & Private Courtyard to Wine & Dine!
Sarasota
- Pool
- Kitchen
- Washing machine
- Dryer
9.6 out of 10, Exceptional, 5 reviews
9.6
Exceptional
5 reviews
Luxurious Retreat with Brand New Golf Cart, Pool, & Putting Green
Shoreland Woods
Luxurious Retreat with Brand New Golf Cart, Pool, & Putting Green
Shoreland Woods
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, 2 reviews
10
Exceptional
2 reviews
Exceptional remodeled condo, 2 miles from Siesta Key
Granada
Exceptional remodeled condo, 2 miles from Siesta Key
Granada
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, 1 review
10
Exceptional
1 review
Sunny Sarasota Retreat • Steps to Siesta Key Bridge
Shoreland Woods
Sunny Sarasota Retreat • Steps to Siesta Key Bridge
Shoreland Woods
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
9.4 out of 10, Exceptional, 45 reviews
9.4
Exceptional
45 reviews
Tropical Oasis with Private Pool & Spa, minutes from Siesta Key Beach!
South Poinsettia
Tropical Oasis with Private Pool & Spa, minutes from Siesta Key Beach!
South Poinsettia
- Pool
- Spa pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, 1 review
10
Exceptional
1 review
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
About the area
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. Visit our Sarasota travel guide
View more Holiday homes in Sarasota
Sarasota, FL
What's nearby
St. Armands Circle19 min drive - 12.5 km
Lido Beach19 min drive - 12.8 km
Mote Marine Laboratory & Aquarium22 min drive - 14.9 km
Mall at University Town Center24 min drive - 25.1 km- Coconuts Family Entertainment Center3 min drive - 2.7 km
Getting around
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)25 min drive
Restaurants
- McDonald's17 min walk
- CinéBistro19 min walk
- Walt's Fish Market3 min drive
- Red Barn Bar19 min walk
- Connors2 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).
Have a question?
BetaBetaGet instant answers with AI powered search of property information and reviews.
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 windowRating 10 - Excellent. 11 out of 12 reviews
10 - Excellent
11
Rating 8 - Good. 0 out of 12 reviews
8 - Good
0
Rating 6 - Okay. 1 out of 12 reviews
6 - Okay
1
Rating 4 - Poor. 0 out of 12 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 12 reviews
2 - Terrible
0
10
Cleanliness
9.8
Location
Reviews
Verified
10/10 Excellent
Ann M.
18 Jan 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
The views and amenities were awesome!
Ann M.
Stayed 7 nights in Jan 2026
Verified
10/10 Excellent
Cindy J.
10 Dec 2025
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.
Cindy J.
Stayed 5 nights in Dec 2025
Verified
10/10 Excellent
Alex W.
2 Oct 2025
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.
Alex W.
Stayed 5 nights in Sep 2025
Verified
10/10 Excellent
Guido A.
3 Dec 2025
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.
Guido A.
Stayed 14 nights in Nov 2025
Verified
10/10 Excellent
Peter A.
23 Aug 2025
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
Peter A.
Stayed 14 nights in Aug 2025
Verified
10/10 Excellent
Chris S.
13 Oct 2025
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!
Chris S.
Stayed 3 nights in Oct 2025
Verified
10/10 Excellent
Don M.
30 Jan 2026
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.
Don M.
Stayed 7 nights in Jan 2026
Verified
10/10 Excellent
Jill C.
8 May 2025
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.
Jill C.
Stayed 6 nights in May 2025
Verified
6/10 Okay
Stephanie H.
17 Aug 2025
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.
Stephanie H.
Stayed 5 nights in Aug 2025