Entire house boat

Key West Sailboat Getaway

Houseboat near Smathers Beach in Key West

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Photo gallery for Key West Sailboat Getaway

Marina
Fitness facility
Marina
A restaurant with wooden tables and chairs, hanging pendant lights, and a view through large windows.
A swimming pool with lounge chairs and palm trees.

Entire house boat

1 bedroom1 bathroom

Popular amenities

  • Pet friendly
  • Air conditioning
  • Laundry
  • Gym

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.)
    ‪11 min drive‬

Room options

About the neighborhood

Key West

In Key West .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).

What's nearby

  • Robbie's - 14 min walk - 0.8 miles
  • Key West Golf Club - 15 min walk - 0.8 miles
  • Key West Tropical Forest and Botanical Garden - 2 min drive - 1.3 miles
  • Key West Naval Station - 3 min drive - 2.3 miles
  • Duval Street - 15 min drive - 5.4 miles

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
  • ‪American Legion - ‬6 min drive
  • ‪Bad Boy Taqueria & Tequila - ‬1 min walk

About this property

Key West Sailboat Getaway

Enjoy below deck life during a one of a kind stay on Stock Island. Our sailboat offers a unique twist to a typical vacation rental. Docked at The Perry Resort and Marina, with shore power, ice cold A/C, and all amenities of a 4-star resort (pools, restaurants, a free shuttle, parking, and a gym).

Minutes from downtown Key West presents the ability to enjoy what the island has to offer, while keeping a quaint escape from the chaotic day to day bustle. Enjoy nature at this unforgettable escape.

The space
BOAT:

-The king-size main bed has room to sit up against the headboard. This bed sleeps 2 guests.

-The secondary bed is a V-Berth at the Bow of the boat, depending on the guests' heights, potentially needing to be folded out for more room. The V-Berth bed can sleep an additional guest if needed.

- Access onto the boat and into the cabin can be difficult for some people who are older or have disabilities, so please consider that before booking a sailboat.

- The kitchenette has a mini fridge for food and drinks. A coffee maker is also on board with many pod options. A grill is installed on the back deck for your convenience.

- The bathroom has a marine toilet with instructions for use onboard and a sink/shower head without hot water. This is a tiny area to shower, however, and I commonly suggest using the marina shower options instead. These are clean and modern showers with several located throughout the marina. Guests will be given codes to access the gates and all facilities.

Guest access
Private Gated Marina Community - Guests have access to pools, marina washrooms, bar, restaurant, and a gym.

Other things to note
Please note this is a well kept and recently updated sailboat and not a Luxury Yacht. This unique stay offers an affordable option for a typical destination vacation with high end resort amenities. Amenities include 2 nice pools, a fire pit, 2 restaurants, an ice cream and coffee shop, a convenience store, a gym, and to top it all off, a free shuttle to downtown KW, leaving on the hour between 9am - 10pm. It’s also a functioning marina, so besides other rentals and foreign sailboat charters, day-to-day traffic does occur.

Ask us about taking the sailboat or the small sandbar boat out for charters! While I am unable to include charter prices in the nightly rate, I am able to offer them as an add on at a great discount for guests staying on the boat. Charters are completely optional, you do not have to charter the boat out and are welcome to stay on it as an accommodation only in the marina/resort as well.

Similar properties

Property amenities

Internet

  • Available in the accommodation: WiFi

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Soap
  • Toilet paper
  • Towels provided

Laundry

  • Laundry facilities

Comfort

  • Air conditioning

Pets

  • Pet friendly
  • Welcoming cats and dogs only
  • One pet total (up to 50 lbs per pet)

Suitability/Accessibility

  • Designated smoking areas

Things to do

  • Gym

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)

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

Pets

  • Pets are welcome
  • Only dogs and cats are allowed
  • Maximum 1 (weight limit: 50 lbs per pet)
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking allowed: in designated areas

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
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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Frequently asked questions

How close is Key West Sailboat Getaway 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.

How much does it cost to stay at Key West Sailboat Getaway?

As of Jun 14, 2026, prices found for a 1-night stay for 2 adults at Key West Sailboat Getaway on Jul 5, 2026 start from $204, 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.

Does Key West Sailboat Getaway have an airport shuttle?

Airport shuttle services are not available at this houseboat.

How close is Key West Sailboat Getaway 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 Key West Sailboat Getaway offer free breakfast?

This houseboat does not offer free breakfast.

Is there a casino at Key West Sailboat Getaway?

No, there is no casino at this houseboat.

What time is check-in at Key West Sailboat Getaway?

Check-in begins at 4:00 PM.

Is there free parking at Key West Sailboat Getaway?

Free parking is not available at this houseboat.

Does Key West Sailboat Getaway have a pool?

This houseboat does not have a pool.

Does Key West Sailboat Getaway have a spa?

There are no spa services available at this houseboat.

How close is Key West Sailboat Getaway to downtown Key West?

This houseboat is 4 mi away from Key West.

Key West Sailboat Getaway Reviews