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





Reviews
1010 out of 10
Exceptional
Entire home
5 bedrooms5 bathroomsSleeps 16623 sq m
Popular amenities
- Parking available
- Washer
- Hot Tub
- Air conditioning
- Kitchen
- Dryer
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.
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
- Private pool
- Outdoor pool
- Heated pool
- Hot tub
Internet
- Free WiFi
Parking and transportation
- Onsite parking options include a garage
- Onsite parking
Kitchen
- Refrigerator
- Stovetop
- Microwave
- Oven
- Dishwasher
- Coffee/tea maker
- Electric kettle
- Toaster
- Kitchen island
Dining
- Dining table
Bedrooms
- 5 bedrooms
- Bed sheets provided
- Sofa bed
Bathrooms
- 5 bathrooms
- Bathtub or shower
- Toilet paper
- Towels provided
- Soap
- Hair dryer
- Shampoo
Living spaces
- Living room
- Dining room
Entertainment
- Smart TV
- Pool or billiards table
- Foosball table
- Table tennis
- Arcade/game room
- Video games
- Stereo
- Games
Outdoor areas
- Balcony
- Barbecue grill
- Outdoor furniture
Laundry
- Washing machine and dryer
- Near laundromat
Comfort
- Air conditioning
- Heating
Pets
- Service animals only (pets not allowed)
Suitability/Accessibility
- Smoke-free property
Services and conveniences
- Safe
- Iron/ironing board
Location highlights
- Near the ocean
- On the waterfront
- In the city center
- Near a hospital
- Near outlet shopping
- Near the bay
Things to do
- Fitness facilities nearby
- Bicycle on site
- Basketball nearby
- Golf nearby
- Wildlife and game walks nearby
- Swimming nearby
- Water tubing nearby
- Kayaking nearby
- Snorkeling nearby
- Jet skiing nearby
- Scuba diving 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
- Energy-saving switches
- Water-efficient showers only
- Water-efficient toilets only
- Unit size: 6700 sq ft (623 sq m)
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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
Pets not allowed (service animals are welcome, and are exempt from fees)
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
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 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
About the neighborhood

Sarasota, FL
What's nearby
- Lido Beach - 2 min walk - 0.2 km
- St. Armands Circle - 5 min walk - 0.4 km
- Mote Marine Laboratory & Aquarium - 4 min drive - 2.7 km
- Marina Jack - 5 min drive - 4.5 km
- Sarasota Memorial Hospital - 8 min drive - 6.9 km
Getting around
- Sarasota-Bradenton Intl. Airport (SRQ) - 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
Frequently asked questions
Does Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block. have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
Is Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block. pet-friendly?
No, only service animals are welcome at the property.
What time is check-in at Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block.?
Check-in begins at 4:00 PM.
What time is check-out at Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block.?
Check-out is at 11:00 AM.
Where is Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block. located?
This family-friendly Sarasota vacation home is located on the beach, within a 5-minute walk of Lido Beach and St. Armands Circle. Coolidge Park and South Lido Park are also within 1 mi (2 km).
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Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block. Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers 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.
Rating 10 - Excellent. 11 out of 11 reviews
10 - Excellent
11
Rating 8 - Good. 0 out of 11 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 11 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 11 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 11 reviews
2 - Terrible
0
10/10
Cleanliness
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