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Wake Up On the Water with Southernmost Serenity

Family-friendly stay near Smathers Beach

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Photo gallery for Wake Up On the Water with Southernmost Serenity

A marina with numerous boats docked, a clear sky, and a distant view of a lighthouse.
A compact interior with a sofa, a small table, and a window with curtains.
A modern building with outdoor seating, palm trees, and a clear sky.
A marina with docked boats, a building labeled 'The Perry Marina,' and a clear blue sky.
A pool area with a clear blue pool, lounge chairs, umbrellas, and palm trees.

Reviews

8.0 out of 10
Very good

Entire house boat

2 bedrooms2 bathrooms

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Explore the area

View in a 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
    ‪2 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Room options

About the area

Key West

Oceanside stay.Stay at this Key West houseboat and you'll be within half a mile (1 km) of Robbie's and 2 miles (3 km) of Key West Tropical Forest and Botanical Garden. Stock Island Yacht Club & Marina and Lower Keys Medical Center are also within 2 miles (3 km).
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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 - 2 min drive - 2.1 km
  • Key West Naval Station - 3 min drive - 3.7 km
  • Duval Street - 16 min drive - 8.7 km

Getting around

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

Restaurants

  • ‪Hogfish Bar & Grill - ‬19 min walk
  • ‪Hurricane Hole Marina - ‬4 min drive
  • ‪Hurricane Hole Waterfront Bar & Grill - ‬4 min drive
  • ‪Bad Boy Taqueria & Tequila - ‬1 min walk
  • ‪American Legion - ‬5 min drive

About this property

Wake Up On the Water with Southernmost Serenity

Experience life on the water with a unique Key West stay aboard a comfortable, cozy yacht docked at the beautiful Perry Hotel & Marina on Stock Island. Enjoy ocean breezes, waterfront sunsets, and resort-style amenities while staying just minutes from the energy of downtown Key West.

The boat offers a comfortable and inviting space designed for relaxing after a day exploring the island, chasing sunsets, or enjoying life on the water. Inside, you’ll find cozy sleeping accommodations, thoughtful essentials, and everything you need for an easy, memorable Key West stay.

*Please note that the sofa bed in the salon is actually a convertible dinette. Additional details below.

Boat Features
- Comfortable sleeping areas (two bedrooms that sleep four comfortably, plus a convertible dinette in the salon that will sleep another 1-2 guests comfortably)
- Induction cooktop for simple meals
- Microwave
- Electric toilets for added comfort
- Cozy interior living space
- Unique waterfront stay experience
(Please note: for safety, the propane powered oven in the galley has been unhooked and is not functioning.)
-Propane grill on the sundeck for grilling while watching the historic Key West sunset
-Like many boats, entry is through a marine hatch with companionway steps. Most guests adjust quickly, but guests with limited mobility may find boarding more challenging.

Perry Hotel & Marina Amenities
- Private marina showers and bathrooms to compliment the shower and bathrooms on the boat itself
- Two outdoor resort-style pools
- 24-hour fitness center
- Yoga classes
- On-site dog parks
- Water sports and excursions (jet ski tours, fishing charters, sunset sails)
- On-site laundry

Dining & Drinks Nearby
- Matt’s Stock Island Kitchen & Bar
- Salty Oyster Dockside Bar & Grill

Getting Around
- Complimentary shuttle to and from Old Town Key West every half hour
- Easy access to Duval Street, beaches, restaurants, and nightlife
- Valet or self-parking available at the marina (self-parking is free)

Whether you’re visiting for sunshine, boating adventures, or the vibrant Key West atmosphere, this marina stay offers a fun and memorable way to experience the island.

Come live like the Songs You Know By Heart

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includes taxes & fees
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Property amenities

Beach

  • Beach loungers
  • Beach towels

Pool/Spa

  • Communal pool
  • Hot tub

Internet

  • Available in the accommodation: WiFi

Parking and transportation

  • Electric car charging station on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Electric kettle
  • Microwave
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Books
  • Games
  • TV

Outdoor areas

  • Balcony
  • Outdoor furniture

Laundry

  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • Near the ocean
  • On the waterfront

Things to do

  • Arcade/game room
  • Gym
  • Tennis

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

General

  • Electric car charging station
  • Property located in a resort

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 18

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

Rules

Max pet weight 25 lbs

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 pets
  • Service animals 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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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
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 professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Property is also known as

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Frequently asked questions

How close is Wake Up On the Water with Southernmost Serenity to the airport?

This houseboat is 3.1 mi (8-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does Wake Up On the Water with Southernmost Serenity have an airport shuttle?

Airport shuttle services are not available at this houseboat.

How close is Wake Up On the Water with Southernmost Serenity to the beach?

This houseboat is 4.5 mi (11-min drive) from Florida Keys Beaches and 3.8 mi (10-min drive) from Smathers Beach. Don't forget your sunscreen!

Does Wake Up On the Water with Southernmost Serenity offer free breakfast?

This houseboat does not offer free breakfast.

Is there a casino at Wake Up On the Water with Southernmost Serenity?

No, there is no casino at this houseboat.

What time is check-in at Wake Up On the Water with Southernmost Serenity?

Check-in begins at 4:00 PM.

Is there free parking at Wake Up On the Water with Southernmost Serenity?

Free parking is not available at this houseboat.

Does Wake Up On the Water with Southernmost Serenity have a pool?

Yes, there's a pool.

Does Wake Up On the Water with Southernmost Serenity have a spa?

There are no spa services available at this houseboat.

How close is Wake Up On the Water with Southernmost Serenity to downtown Key West?

This houseboat is 4 mi away from Key West.

Wake Up On the Water with Southernmost Serenity Reviews

Reviews

8.0

Very good

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

8.0/10

Cleanliness

Reviews

Verified

8/10 Good

Sean C.

Liked: Cleanliness, communication, location, listing accuracy
Overall, it was a great stay on a very charming boat. Boat was decorated cute and was clean. We had a great time and really enjoyed the boat and marina amenities. Beds were comfy and host provided a nice grill and all the utensils and dishes needed. Also we had a blast going back and forth to Duval st with the rented golf cart. Make sure you get there before Marina office closes at 5pm to get parking pass and code to Marina facilities. Main entrance to get in and out of boat was a complete pain. Steps are steep and there is a heavy hatch w/doors that need to be closed each time you go in or out. This is probably the only negative I can say about boat and our stay.
Stayed 3 nights in Jul 2026