Entire home

Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block.

your current months are February, 2025 and March, 2025.
February 2025
March 2025

Photo gallery for Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block.

Outdoor pool, a heated pool
Outdoor pool, a heated pool
5 bedrooms, in-room safe, iron/ironing board, free WiFi
Interior
Outdoor pool, a heated pool

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms5 bathroomsSleeps 16623 sq m

Popular amenities

  • Parking available
  • Washer
  • Hot tub
  • Air conditioning
  • Kitchen
  • Dryer

Explore the area

Map
Sarasota, FL
  • Lido Beach
    ‪2 min walk‬
  • St. Armands Circle
    ‪5 min walk‬
  • South Lido Park
    ‪2 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪20 min drive‬

Room options

About the area

Sarasota

A family-friendly stay in the heart of Sarasota awaits you at this holiday home. Within steps you'll find Lido Beach and St. Armands Circle within a short 5-minute stroll. Highlights at this beachfront holiday home include a kitchen, a private pool and a washing machine. .Home features free WiFi, 5 bathrooms and a balcony. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A sofa bed, a living room and a dining area are also available. .Spend the day at the beach and enjoy the on-site outdoor swimming pool and Hot tub. Additionally, you'll find a games room and barbecues. .Attractions within a 10-minute drive of this Sarasota holiday home include Mote Marine Laboratory & Aquarium and Sarasota Memorial Hospital.

What's nearby

  • Lido Beach - 2 min walk
  • St. Armands Circle - 5 min walk
  • Mote Marine Laboratory & Aquarium - 4 min drive
  • Van Wezel Performing Arts Hall - 7 min drive
  • Sarasota Memorial Hospital - 8 min drive

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 20 min drive

Restaurants

  • ‪Lido Beach Restaurant - ‬11 min walk
  • ‪Marina Jack Yacht Basin - ‬6 min drive
  • ‪Columbia Restaurant - ‬5 min walk
  • ‪The Old Salty Dog - ‬4 min drive
  • ‪Daiquiri Deck - ‬3 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.

Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block.

AJ Vacations - Elevating Your Vacation Experience!

At AJ Vacations, we redefine luxury vacation homes for the discerning traveler, offering an unparalleled and unforgettable getaway.

Unlike many vacation rental companies, we provide the flexibility of any-day arrivals for most of the year, with stays starting at a minimum of 7 nights, tailored to local ordinances. If your desired travel dates aren't currently available, don't hesitate to reach out to our dedicated reservations team. We'll explore every avenue to accommodate your request, whether at your preferred property or another equally impressive gem from our exclusive portfolio.

Let's get straight to the point: THERE IS NO FINER RENTAL HOME on Lido Key! From the exquisite residence to its extensive list of amenities, prime location, and exceptional customer service, your quest for the perfect vacation rental ends here! Nestled in the heart of St. Armand's on Lido Key, mere steps away from the world-renowned Lido Key Beach and the vibrant entertainment district of St. Armand's Circle, you'll have instant access to a plethora of shops, restaurants, dessert parlors, bars, and more. Plus, it's just a short 2-mile jaunt to Downtown Sarasota, offering even more entertainment options.

If your ideal vacation involves taking in stunning views of the beach, the Gulf of Mexico, Sarasota Bay, St. Armand's Circle, and Downtown Sarasota, you're in for a treat. Multiple balconies and a rooftop deck adorn this spectacular home, providing ample opportunities to soak in the breathtaking surroundings. With approximately 5,150 square feet of interior living space and over 3,000 square feet of covered patios, balconies, a rooftop deck, hot tub, and entertainment space, your senses are in for a remarkable journey.

Stepping inside, you'll be immediately greeted by an elevator providing access to all floors, soaring vaulted ceilings, a sense of spaciousness that will delight, and the undeniable craftsmanship that defines this home. With 5 bedrooms, each boasting its own private en suite bath (for a total of 5.5 baths), this home comfortably accommodates up to 16 guests. The excitement continues on the ground level, where you'll discover a club room with ample seating, a TV, and an arcade/game room featuring a pool table, Skee-Ball, shuffleboard, hoops arcade basketball, ping pong, and a selection of games. This luxury vacation rental is equipped with Smart TVs and free Wi-Fi throughout, ensuring that entertainment and connectivity are always at your fingertips.

Should you have any inquiries regarding our home, rates, amenities, policies, or anything else, please don't hesitate to send us an inquiry. Our professional reservationists are eager to assist you, and paradise is just a couple of clicks away!

And speaking of paradise, let's dive into what each level of this magnificent abode has to offer:

**Ground Level:**

Get ready to make a splash! The Pool has arrived, featuring the biggest slide on Lido Key, the largest grotto hot tub, the biggest pool, and a large fountain splash pad for kids—all right on the beach! Plus, enjoy a sand pit for kids, fun activities, and putting greens. Dive in and experience the ultimate beachside fun for the whole family!

The ground level is your gateway to outdoor parking for up to 6 vehicles in the driveway. This level also showcases a convertible game room that effortlessly transitions from indoor comfort to outdoor living through the home's covered structure. The main entryway boasts a welcoming foyer, complete with an elevator and stair access to the primary living level above.

**(2nd Floor) The First Level of Living:**

As you ascend to the second floor, the grandeur of this home truly unfolds. The main great room takes center stage, featuring a magnificent kitchen that can comfortably host up to 10 delighted guests. Adjacent to the kitchen, a bar with seating for 6 and a charming round table for 4 set the scene for unforgettable dining experiences.

But the excitement doesn't stop there. The living room, furnished with a Smart TV and an abundance of inviting seating, invites you to unwind and revel in entertainment, all while basking in the captivating ocean view. Beyond the living room, step onto the oversized balcony—an extension of the great room and kitchen. It's a sprawling outdoor oasis, lavishly adorned with seating for your comfort and room for an additional 8 guests for al fresco dining. Here, the view is nothing short of enchanting, a picturesque panorama of powdery sands and the boundless, breathtaking ocean. It's a slice of paradise awaiting your presence, where every moment becomes an invitation to savor.

On this floor, the adventure continues with two vibrant bedrooms:

- Bedroom Ensuite 1 allows you to step onto the balcony, grab a seat for four, and immerse yourself in the invigorating morning Gulf view. This room also boasts a spacious walk-in closet and a luxurious en-suite bathroom.

- Bedroom 2 adds a playful twist with bunk beds for six, a cozy seating nook that teases you with glimpses of the Gulf, a capacious walk-in closet, and its own en-suite bath.

**(3rd Floor) The Second Level of Living:**

As you ascend to the third floor, prepare to be enchanted by a world of luxury and sweeping vistas. Here, you'll find the Master Suite, Bedroom 3, a sanctuary like no other. This magnificent suite opens up to a wrap-around balcony, treating you to breathtaking 180+ degree water views. It's furnished with a King Bed for regal comfort, and for those seeking a touch of indulgence, there's a Twin Day Bed for additional guests.

But that's not all. A cleverly designed nook/kitchenette adds a dash of convenience

, featuring an Espresso Machine, small fridge, and a wet bar for your refreshment needs.

As you explore further, Bedroom 4 unveils itself, boasting a King Bed and expansive Gulf views that stretch as far as the eye can see. A Walk-in Closet and a luxurious en-suite bathroom complete this haven of comfort and style.

Meanwhile, Bedroom 5 adds a playful twist with bunk beds—featuring a queen bottom bunk and a twin top bunk—for cozy nights of slumber. This bedroom also boasts an en-suite bath and offers picturesque views of the city below.

This level is a haven of opulence, where each room tells a unique story of comfort, style, and the boundless beauty that surrounds you. It's a living experience that transcends expectations, and it's yours to savor.

Elite Linen Experience:

Rest assured, our linens are expertly laundered at a premium commercial facility, ensuring a superior experience during your stay in this exclusive vacation rental.

Pro Property Management:

Welcome to our exclusive Lido Key Vacation Home, proudly enrolled in our Premier Property Management Program. In the lead-up to your arrival, our dedicated property managers collaborate seamlessly with our reservationists, housekeeping teams, maintenance experts, and trusted vendors to meticulously prepare our homes for your stay. Once you're here, they become your local guides, providing invaluable insights and recommendations to enhance your vacation experience. Whether you encounter an unexpected situation, require assistance with any item, or simply need a friendly hand, our property managers are always at your service, ensuring that your vacation proceeds as seamlessly as planned. This exceptional service is thoughtfully included with your reservation, crafted to transform your stay into an entirely hassle-free and extraordinary experience.

And that's not all! Your reservation also comes with a delightful array of complimentary amenities, including bikes, beach chairs, beach towels, a beach wagon, a beach cooler, and more, ensuring that your vacation is as convenient and enjoyable as possible.

Extended Retreats:

Planning a stay with us that exceeds two weeks? That's fantastic news! To ensure your ongoing comfort, we kindly request that you coordinate with us to schedule a mid-stay cleaning every two weeks throughout your visit. Please be aware that there is an associated additional cleaning fee, and we'll gladly furnish you with a detailed quote before you confirm your reservation. Should you desire, we can also arrange for the laundering of linens and towels during your mid-stay for an extra fee. Our commitment to maintaining the pristine condition of our homes and providing you with a transparent and delightful guest experience is unwavering, and we sincerely appreciate your collaboration in this endeavor.

Parking Information:

Convenient outdoor parking is available for up to six cars in the driveway at no extra cost. Please keep in mind that temporary street parking is limited to a maximum of one hour, in full compliance with the City of Sarasota's regulations. Furthermore, pay-to-park designated spots are conveniently positioned along the street, continuing all the way up to St. Armands Circle.

Property manager

Gary B.

Languages

English

Property amenities

Beach

  • On the beach

Pool/Spa

  • Heated pool
  • Outdoor pool
  • Private pool
  • Spa tub

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Kitchenette
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Games
  • Smart TV
  • Stereo
  • Video games

Outdoor areas

  • Balcony
  • Barbecue grill
  • Outdoor furniture

Laundry

  • Laundromat nearby
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Service animals only (pets not allowed)

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Safe

Location highlights

  • In the city centre
  • Near a hospital
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Arcade/game room
  • Bicycles
  • Billiards/pool table
  • Foosball table
  • Heated pool
  • Table tennis
  • Basketball 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
  • Water tubing nearby
  • Wildlife walks 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 not reported (host has not indicated whether there is a smoke detector on the property)

General

  • At least 80% lighting from LEDs
  • Bicycles
  • Energy-saving switches in guestrooms
  • Unit size: 6,700 square feet
  • Water-efficient showers
  • Water-efficient toilets

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed, but service animals are welcome

Children and extra beds

  • Children are welcome.

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether 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
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 private host, not a professional engaged in trade or business. On-site parties or group events are strictly prohibited.

Frequently asked questions

Are there any beaches close to Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block.?

Yep, Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block. is a short 2-minute walk from Lido Beach. Fun beach activities include jet skiing, snorkelling and scuba diving. You can also find motor boats.

Does Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block. have a pool?

Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block. has a heated pool and an outdoor pool.

What luxury perks are available at Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block.?

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

What makes Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block. a romantic place to stay?

1 hot tub, private pools, and private balconies all help set the scene for a sizzling getaway at Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block..

Is Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block. family-friendly?

You bet! With amenities such as a playground and an arcade, as well as baby monitors and highchairs, it's no surprise that Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block. is a winner with our family travellers.

Is there a private hot tub at Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block.?

Yep, there is a hot tub.

Is there a free airport shuttle available at Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block.?

No, Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block. does not offer an airport shuttle service.

What time are check-in & check-out at Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block.?

Check-in begins at 4:00 PM. Check-out time is 11:00 AM.

Are pets allowed at Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block.?

No, only service animals are allowed.

Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block. Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 11 out of 11 reviews" "
Rating 8 - Good. 0 out of 11 reviews" "
Rating 6 - Okay. 0 out of 11 reviews" "
Rating 4 - Poor. 0 out of 11 reviews" "
Rating 2 - Terrible. 0 out of 11 reviews" "

10/10

Cleanliness

Reviews

10/10 Excellent

Stephanie L.

Liked: Cleanliness
Rent this house!!!
I wish I could give this house 1000 stars! We absolutely LOVED our stay at the pirate house. Gary and his team were incredible, answering all of our questions and extremely responsive if we had any questions during our stay. The house has everything you could ever need and more. It is in the perfect location, walkable to everything. We had a wide range of ages (2 year old, teenage girls and adults) and everyone had plenty of space. If yo are considering renting this house, do it, you will not regret it! We will be back!!!
Stayed 7 nights in Dec 2024

10/10 Excellent

Lisa L.

Liked: Cleanliness
Spectacular home
We started planning our vacation almost a year ago from start to finish Gary and Justin were amazing . Anytime I had any questions they promptly answered. We had a large family ranging in ages from 60 to 8 years old … 15 in total The home is Beautiful plenty of room for everyone to escape if they needed to and comfortably have their own space. The home has everything you could imagine, Every little detail has been thought of. The new pool was a huge hit !! It was hard to leave . But we will be back for sure !!! Thank you Gary and Justin for making the planning so easy :)
Stayed 8 nights in Jul 2024

10/10 Excellent

Rich G.

Liked: Cleanliness
Love the Pirate House
Property was beautiful, the pool was under construction and we knew that going in, but the team worked hard to get the pool ready for our family, and maybe was not totally completed but was amazing and we were able to use it - a big bonus for older parents traveling with us. Can't say enough about Justin and Gary, great to work with, awesome communication, and we look forward to staying here again. Best place by beach in Sarasota, no question, and I've been coming here for 30+ years.
Stayed 7 nights in Jun 2024

10/10 Excellent

Jessica L.

Liked: Cleanliness
Perfect Beach Rental
We stayed at The Pirate House while in Sarasota for our destination wedding. I cannot say enough about this house as it fit all of our needs perfectly! The fact that each bedroom had it's own en suite bathroom was very convenient for us as well as our family that stayed with us. We were very impressed with all the unique and high end features in this home, which made leaving even more difficult than it already was! All of us kept saying "they thought of everything" as in the house is stocked with everything you will need for your stay! The house is conveniently located within a very short walking distance of St. Armands Circle which was great to be able to walk to for food, drinks, and shopping. The spectacular Lido Beach, where our ceremony was held, is a quick one minute walk from the house. Most importantly, it was an absolute pleasure to work with Gary. The ease of communication made my life easier while planning all the other details of my wedding. I hope to be able to return to The Pirate House in the future!
Stayed 5 nights in May 2024

10/10 Excellent

Michael B.

Liked: Cleanliness
Great birthday weekend
This house was amazing, we had a great time for my wife’s birthday. This place would be great for families as well, lots of stuff to do for the kids. The location was perfect. We will definitely be back.
Stayed 5 nights in Apr 2024

10/10 Excellent

Julie S.

Liked: Cleanliness
Perfect House Perfect Location
We absolutely loved it! It was great for all… adults, teenagers and little ones!
Stayed 6 nights in Mar 2024

10/10 Excellent

Gabe W.

Liked: Cleanliness
Perfect stay at the Pirate House
We could not have asked for better accomodations for this week-long beach / baseball / spring break trip for our group of extended family and friends. The house is large, comfortable, perfectly located, and well-equipped for resting, cooking, and hanging out. It's big enough to accomodate a huge group but still allow plenty of space and privacy for everyone. Beds are super comfortable. Roof top deck with hot tub is amazing at sunrise and sunset. The grill is large and powerful enough to cook big dinners in no time. The location could not be better in Lido - steps to the beach or a short walk to the circle for anything you need (mostly ice cream, in our case). Justin (owner) and Gary (manager) went above and beyond to make sure our stay was perfect, including picking up additional pack n plays to make sure the three infants in our group were taken care of. We will be back - if you are considering this house, just book it; I can't imagine a better place to stay in the area.
Stayed 9 nights in Mar 2024

10/10 Excellent

Jay M.

Liked: Cleanliness
Family fun time
We had a family bday to be in the area for and stumbled onto the Pirate house. We had 8 adults staying in 5 rooms with private baths for each. The house is well laid out with all the need amenities from plate, flatware, grills, lots of glassware and so on. The "smart" features are amazing and surprisingly easy to use so don't be concerned- more importantly Gary was more than willing to come by and clarify a few things on day 2. He brought us two irons and ironing boards too. I fell the most important thing is does the host want you to enjoy the property and come back and I would say there is no doubt that is the case. I want to add that the roof area is awesome on a warm evening when the stars come out or the sun is rising or setting, or just to get some sun during the day. The beach is literally 2 minutes walk if you are slow. We had several meals in even though there are amazing restaurants 4 minutes away at St. Armand's circle. It was great to go have a meal and drinks and not have to drive back when we did go out. The game room was a blast too. If you have a small group and want to go enjoy an amazing area in an awesome house- this it the place.
Stayed 5 nights in Feb 2024

10/10 Excellent

Kimberly M.

Liked: Cleanliness
Amazing Location!!!
It was a perfect location for our 12 person group. Within walking distance to restaurants, shops and beach. Clean and spacious. Lovely ambiance and vey well put together.
Stayed 3 nights in Feb 2024

10/10 Excellent

Preston P.

Liked: Cleanliness
Best Vacation Rental Ever!!!
Wish I could give The Pirate House and Host Justin 12 stars! Our extended family spent Christmas week there. The home, the location and the host all were spectacular! Home is stunning, superbly equipped, immaculate and directly across from the very short walkway to beautiful and wide Lido Beach. One block walk to the high end restaurants and stores of St. Armand’s Circle. Justin even bought a gift for our grandson. Overall it was just a wonderful experience. You won’t find a better vacation rental or host anywhere. 12 Stars!
Stayed 6 nights in Dec 2023

10/10 Excellent

Mitchell S.

Liked: Cleanliness
Loved our stay at The Pirate House!
The Pirate House is truly a treasure on Lido Key! It was a perfect home for our destination beach wedding. This house is spectacular! It is loaded with modern technologies which makes it great for entertaining. We loved the SONOS system to play music throughout the house, from the Roof top, to the balcanys, to the ground level gameroom. The main floor (2nd story) has a great room which was perfect for our family to gather in. The views from the balconies are simply breathtaking! Bonus note: All drinking water and ice makers are supported by Reverse Osmosis Systems (yeah, I’m a water snob). This house is loocated a short distance from St Armand’s Circle and the beach where our wedding was held. Our daughter, the bride, was thrilled that the masterbedroom and bath was large enough for her and all bridesmaids to get ready in. That really helped with the wedding day jitters! This room also has a world class shower and water closet. We were extremely pleased with the communication with the host and the local management contact. We also appreciated all of the additional extras that were provided by the host. This is a very clean and classy atmosphere. We highly recommend “The Pirate House” and look forward to staying here again.
Stayed 3 nights in Oct 2023