Entire condo

GORGEOUS UPSCALE LONGBOAT KEY CONDO OFFERS BAYFRONT VIEWS!!

Choose dates to view prices

Photo gallery for GORGEOUS UPSCALE LONGBOAT KEY CONDO OFFERS BAYFRONT VIEWS!!

A spacious living area with a large round table and pink chairs, a sofa, and a TV.
A clear blue pool with a wooden deck, surrounded by palm trees and a view of the water.
A modern kitchen with white cabinetry, a large island, and a view to the outside.
A spacious kitchen with a central island, a dining area with round table and chairs, and a living area with a sofa and coffee table.
A spacious living room with a sofa, coffee table, and a dining area with chairs and a table.

Reviews

9.8 out of 10
Exceptional

Entire condo

2 bedrooms2 bathroomsSleeps 4144 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Explore the area

View in a map
Longboat Key, FL
  • Place, Cannons Marina
    ‪5 min walk‬
  • Place, Longboat Key Beaches
    ‪12 min walk‬
  • Place, Siesta Key Beach
    ‪43 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪38 min drive‬

Room options

Similar properties

About this property

Entire place

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

GORGEOUS UPSCALE LONGBOAT KEY CONDO OFFERS BAYFRONT VIEWS!!

Experience the ultimate in coastal luxury at the Captain’s Quarters. While most premium properties on Longboat Key strictly require a 30-day minimum stay year-round, this exclusive penthouse uniquely offers weekly rentals during the off-season months—making it the perfect, rare find for a flexible spring, summer, or fall getaway.

This upscale, third-floor corner penthouse was meticulously redesigned by the renowned Leader/Sawa Design Studio. Originally intended for the owner’s personal use, no expense was spared in creating a bright, sophisticated sanctuary flooded with southern exposure sunlight.

As the largest floor plan in the complex (1,500 sq. ft.), this spectacular unit features soaring cathedral ceilings, an open-concept modern layout, and a massive private balcony positioned perfectly away from pool noise. If you are seeking premium privacy, abundant space, and serene quietness on Longboat Key, you have found it.

Why You’ll Love the "Captain’s Quarters":
- Dual Master Suites: Perfect for couples or families seeking privacy, featuring two expansive bedrooms with King beds, large custom modular closets, and independent private balconies.
- Spa-Like Bathrooms: Indulge in oversized bathrooms equipped with double sinks, spacious walk-in showers, an enclosed water closet, a premium bidet seat, and natural window light.
- Designer Living Spaces: Unwind on a premium Italian sectional sofa (spacious enough to accommodate two children for sleep) alongside curated modern decor and a large marble dining table that comfortably seats eight.
- Massive Waterfront Patio: Relax on your incredibly quiet, roomy balcony overlooking the tranquil bay, complete with a luxury outdoor sectional sofa and lounge chairs.
- Chef’s Kitchen: Fully equipped with high-end cookware, premium glassware, and brand-new stainless steel appliances, including an induction range and a refrigerator with water/ice dispensers.
- Modern Conveniences: High-end Hunter Douglas blinds, an in-unit washer/dryer, a Nest thermostat, and hassle-free keyless entry so you can go straight to your unit and start your vacation.

Harbor Villa Club Amenities:
- Heated Waterfront Pool & Hot Tub
- Tennis Courts & 2 Dedicated Pickleball Courts
- Private Boat Slips (Available for separate rental)
- Covered Parking & Elevator Access

Around Longboat Key & The Neighborhood:
Positioned perfectly on the island, you are just minutes away from the best local gems:
- Historic Longbeach Village (3 Mins North): Stroll through this historic neighborhood—famous for the local peacocks roaming free—and enjoy incredible waterfront dining at the rustic Mar Vista or the upscale, modern Shore.
- Beer Can Island (3 Mins North): Discover this hidden gem beach, famous for its beautifully weathered, uprooted Australian pines that create a stunning, deserted-island aesthetic perfect for exploring.
- Local Dining & Essentials (3 Mins South): Visit Harry’s Continental Kitchens, an island staple since 1979, featuring a gourmet deli, corner store, and a fantastic upscale restaurant.
- Nature & Wildlife: Hike through the coastal mangroves at Joan M. Durante Community Park just 3 minutes away, or take a short drive to explore the world-class Mote Marine Laboratory & Aquarium.

Whether you are looking to kayak, paddleboard, book a sunset fishing charter, explore the vibrant shops at St. Armands Circle, or head north into the lively atmosphere of Anna Maria Island, this luxury villa serves as your perfect, peaceful home base.
During your stay at this condo building, you're just a quick walk from Cannons Marina. You'll find features like a water park and laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the condo.
  • Air-conditioned condo with kitchen, washing machine, and 2 bathrooms
  • Free WiFi
  • Splash around at the water park
  • Amenities include laundry facilities
  • Onsite recreation includes tennis courts and a playground
  • 11 minutes by foot from Longboat Key Beaches and a 4-minute drive from Bradenton Beach
This condo offers its guests a water park. This condo also features barbecue grills and laundry facilities.

This Longboat Key condo is smoke free.


Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool
  • Massage

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Phone

Location highlights

  • Near a hospital
  • Near a zoo
  • Near the bay
  • Near the marina
  • Near the sea
  • On the waterfront

Things to do

  • Bicycles
  • Boat
  • Heated pool
  • Tennis
  • Water park
  • Basketball nearby
  • Birdwatching nearby
  • Casino nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Rafting nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Bicycles
  • Unit size: 1,550 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

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

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

Upscale, Bayfront Longboat KEY Condo Awaits! Condo
1511
Upscale, Bayfront Longboat KEY Condo Awaits! Longboat Key
Upscale, Bayfront Longboat KEY Condo Awaits! Condo Longboat Key

GORGEOUS UPSCALE LONGBOAT KEY CONDO OFFERS BAYFRONT VIEWS!! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 9 out of 10 reviews
Rating 8 - Good. 1 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

9.8/10

Cleanliness

10/10

Amenities

Reviews

Verified

10/10 Excellent

Jacob G.

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

Great stay again!

We love staying here. Beautiful location and beautiful property. We love the owners' taste in aesthetics.
Stayed 7 nights in Dec 2024
Verified

10/10 Excellent

Barbra E.

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

Vacation

We really enjoyed our stay. Our place was exactly the way it was posted. We definitely look forward to returning to this place next year..
Stayed 7 nights in Sep 2023
Verified

10/10 Excellent

Jacqueline R.

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

Best VRBO ever

So very pleased with the unit on LBK. Modern, spacious, quiet and clean.
Stayed 11 nights in Oct 2023
Verified

10/10 Excellent

David P.

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

Literally the best condo in LBK

This is a beautiful condo in a great location. We really couldn’t believe how spacious, light and beautifully furnished this place is. If you get a chance book it now.
Stayed 7 nights in Mar 2023
Verified

10/10 Excellent

Diane K.

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

Longboat trip

Excellent condo. Very clean and well equipped with new furnishings. Wonderful kitchen. Great views of the bay. Couldn't be more pleased.
Stayed 12 nights in Dec 2022
Verified

10/10 Excellent

Cindy M.

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

Beautiful, spacious condo with lovely view of the bay.

We had a wonderful time at the condo together. It was nocey appointed and very comfortable. The location was perfect and central to Longboat Key and Anna Maria. The view was spectacular, too! Thank you for hosting us. We'll be back!!
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

Lynn F.

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

Annual Mother Daughter trip : )

Everything about this property was perfect! Very comfortable and close to both Anna Maria Island and Siesta Key The pool was perfect for a pool day. Spent Beach days at Coquino Beach and Siesta Key. Favorite restaurants on Longboat was Dry Dock and Whitneys. Speaks Clam bar and Colombian are our favorites at St Armand’s Circle. Would definitely pick this Condo again! Beautiful view from a well apportioned unit
Stayed 7 nights in Apr 2023
Verified

10/10 Excellent

Elaine

Liked: Amenities
Unit was lovely, kitchen well stocked, good location, safe property. Bethany at Best Beach Getaways was amazing to deal with. Great customer service. I’m annoyed that VRBO charged over two hundred dollars / service fee as they added ZERO value to the booking. In fact since I booked thru Expedia and used a different email address than my VRBO email I couldn’t even load it to my app. Had I known this would have booked direct thru Best Beach Getaways and eliminated that extra cost which did absolutely nothing for me.
Stayed 8 nights in Sep 2023
Verified

8/10 Good

Jeff C.

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

Close to a great stay on LBK

The property is as nice if not nicer than portrayed on the VRBO site. Very clean, quiet, and well-appointed. It possesses all the technology and appliances you need for a great vacation stay. Great view, layout, pool and furniture. We enjoyed the condo! The only downside was the fire system in the condo was broken. We had to evacuate the condo twice as the alarms went off on two separate days and we had to leave the complex on two other days while the water to the unit was shut off. The management company informed us of the water issue just before our stay but was not very sympathetic to any of these issues. If the facility issues have all been dealt with, then this is a great place to stay!
Stayed 7 nights in Nov 2023
Verified

10/10 Excellent

Jacqueline R.

Stayed 11 nights in Sep 2025