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Strictly Pleasure : Unique Yacht Stay in the Keys : Marina & Sunset Views

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Marina
Interior
Interior
Miscellaneous
Marina

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2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Pet-friendly
  • Air-conditioning
  • Gym

Explore the area

View map
Key West, FL
  • Place, Robbie's
    ‪14 min walk‬
  • Place, Key West Golf Club
    ‪15 min walk‬
  • Place, Key West Tropical Forest and Botanical Garden
    ‪1 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪6 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

2 bathrooms

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo

Spaces

Deck or patio
Kitchen

About this property

Strictly Pleasure : Unique Yacht Stay in the Keys : Marina & Sunset Views

Welcome aboard *Strictly Pleasure*—a stay that feels less like a rental and more like stepping into the rhythm of the Florida Keys.

Moored at Perry Marina in Key West, this classic yacht offers a kind of experience you simply won’t find in a hotel. Mornings begin with coffee on deck as the marina comes to life. Evenings end with sunset skies from the bow, the water reflecting colors that feel almost unreal. In between, you’re perfectly positioned to enjoy the best of the Keys—without ever giving up the calm of being on the water.

The vessel is thoughtfully set up for comfortable overnight stays, blending the charm of a classic yacht with the essentials you need. Inside, you’ll find a comfortable salon, air conditioning, bathrooms with showers, and a galley (kitchen) for simple meals. The outdoor deck spaces are where most guests find themselves lingering—watching boats pass, enjoying a drink, or simply taking it all in.

Sleeping Arrangements
*Strictly Pleasure* offers two private cabins and two full bathrooms. The master cabin features a queen bed, while the forward (bow) cabin includes a full-size bed—comfortable, cozy, and true to the character of a classic yacht.

As our guest, you’ll also have access to Perry Marina’s amenities, including waterfront dining, two pools, and a complimentary shuttle that runs to downtown Key West. Whether you’re heading into Old Town for a night out or staying local for a quiet evening by the water, everything is within easy reach.

This is, at its heart, a boat experience. While securely docked, you may feel gentle movement depending on marina conditions. Moving through the vessel involves a few steps, narrow companionways, and the natural layout of a yacht, so guests should be reasonably mobile and comfortable in that environment.

We give our guests space to enjoy their stay, but we’re always close by if needed—whether it’s a quick question or a recommendation for a great local spot. We’ve spent years exploring the Keys and are happy to share the kinds of places you won’t always find in a guidebook.

A few things to keep in mind: the vessel remains docked at all times and is not available for operation. The space is best suited for those looking for a relaxed, low-key stay rather than parties or large gatherings. Quiet hours are observed to respect the marina community.

Because we love traveling with our own dogs, we’re happy to welcome yours aboard as well. A small pet fee applies, helping us maintain the extra cleaning and care that keeps the vessel comfortable for all guests. The boat is thoroughly cleaned between stays, though occasional traces of pet hair may remain. Cats are not permitted.

Out of respect for the marina environment, we provide eco-friendly soaps for use during your stay, as all water from the vessel returns to the marina system.

Staying aboard *Strictly Pleasure* is about slowing down, enjoying your surroundings, and experiencing the Keys from a different perspective—one that’s a little more personal, a little more memorable, and unmistakably on the water.

— Kaitlin & Kyle

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Amenities

Pool
Kitchen
Washing machine
Pet-friendly
Air conditioning
Gym

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 3–17
No youth life jackets; bring your own under 12.
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 3 total)
Pet-friendly; per / pet fee applies.
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Smoking

Smoking is not permitted
Marine Toilet: Do NOT flush paper, wipes, towels, feminine products, trash, or food. Violations may incur a $500+ plumbing repair fee.
Vessel Operation: For safety and insurance reasons, guests are not permitted to operate or move the vessel. The boat remains docked at all times.
Respect the Space: Boats require a bit more care than a typical home—please treat the space with respect so future guests can enjoy it just as much.

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
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

About the area

Key West

Key West is home to this houseboat. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Key West Tropical Forest and Botanical Garden and Sails To Rails Museum at Flagler Station are also worth visiting.
Map
Key West, FL

What's nearby

  • Robbie's - 14 min walk - 1.2 km
  • Key West Golf Club - 15 min walk - 1.3 km
  • Key West Tropical Forest and Botanical Garden - 1 min drive - 1.4 km
  • Key West Naval Station - 3 min drive - 2.4 km
  • Duval Street - 14 min drive - 8.0 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 8 min drive

Restaurants

  • ‪Hogfish Bar & Grill - ‬19 min walk
  • ‪Toasted Coconut - ‬4 min drive
  • ‪American Legion - ‬6 min drive
  • ‪El Siboney Stock Island - ‬7 min walk
  • ‪El Mocho's - ‬16 min walk

Frequently asked questions

Does Strictly Pleasure : Unique Yacht Stay in the Keys : Marina & Sunset Views have a pool?

Yes, this property has an outdoor pool.

How much does it cost to stay at Strictly Pleasure : Unique Yacht Stay in the Keys : Marina & Sunset Views?

As of 23 April 2026, prices found for a 1-night stay for 2 adults at Strictly Pleasure : Unique Yacht Stay in the Keys : Marina & Sunset Views on 28 June 2026 start from NZ$546, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Strictly Pleasure : Unique Yacht Stay in the Keys : Marina & Sunset Views pet-friendly?

Yes, this houseboat allows dogs (limit 3 total).

How much is parking at Strictly Pleasure : Unique Yacht Stay in the Keys : Marina & Sunset Views?

On-site parking is available at the property.

What time is check-in at Strictly Pleasure : Unique Yacht Stay in the Keys : Marina & Sunset Views?

Check-in begins at 3:00 PM.

What time is check-out at Strictly Pleasure : Unique Yacht Stay in the Keys : Marina & Sunset Views?

Checkout is at 11:00 AM.

Where is Strictly Pleasure : Unique Yacht Stay in the Keys : Marina & Sunset Views located?

Situated in Key West, this houseboat is within 1 mile (2 km) of Robbie's and Key West Tropical Forest and Botanical Garden. Stock Island Yacht Club & Marina and Lower Keys Medical Center are also within 2 miles (3 km).

About the host

Hosted by Kaitlin Thomas

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