House boat

Happy’s Houseboat Key West

Photo gallery for Happy’s Houseboat Key West

View from property
Room
Property grounds
Property grounds
Reviews
9.2 out of 10 Wonderful
1 bedroom1 bathroomSleeps 3

Popular amenities

  • Pet-friendlyPet-friendlyPet-friendly
  • Air conditioningAir conditioningAir conditioning
  • KitchenKitchenKitchen
  • Barbecue grillBarbecue grillBarbecue grill

Explore the area

Map
Key West, FL
  • Popular LocationSmathers Beach3 min drive
  • Popular LocationClarence S. Higgs Memorial Beach Park4 min drive
  • AirportKey West, FL (EYW-Key West Intl.)5 min drive
  • Popular LocationDuval Street6 min drive

Rooms & beds

1 bedroom (sleeps 3)

1 bathroom

Bathroom 1

Spaces

Kitchen

About this property

Happy’s Houseboat Key West

This beautiful houseboat is the best way to stay in Key West. Recently Featured in Old Dominion‘s music video “I was on a boat that day”, it has a sleep number bed, hot water and full-size fridge. The Boat is nestled in a very calm bay protected from waves. The beautiful sites surround you as you wake up on the water and the sunsets and stars give you great experiences as you relax on the top deck in the evening. Included in the rental is use of a 13 foot motor boat to get to and from the houseboat.

You have 360° ocean views sunsets sunrises stargazing. You can jump right off the boat into the golf of Mexico. Rental of the houseboat includes use of a 13 foot skiff to get yourself to and from land as well as plenty of parking.

Boating experience is required as you will be out on the water and get yourself to and from the boat. It is important that you are aware that this is a houseboat. Your electric is coming to the form of solar or generator power. There is a water heater and For size shower. There’s also a fridge and microwave. The bed is a sleep number which is adjustable on either side of the bed. There is AC in the bedroom. However the rest of the boat is called with the Ocean breeze in box fans. The top deck is beautiful place to watch sunsets or gaze at the stars. An extra cleaning fee will be charged if dishes are left in the sink or the house is left in very unclean conditions.


This is the best place to stay in The Fl Keys great location beautiful views and an amazing experience, hosted by a six generation local. This is on a houseboat so basic knowledge of the water is recommended. You will have to get yourself to and from the houseboat on a 13 foot skiff. I’ll meet you to check you in and show you the way out to the boat as well as how everything on the boat works like the generator and solar power. The boat does have a full-size fridge, microwave oven, stove top, hot water full size shower, sleep number queen size bed, top deck for sunsets and star gazing , everything you’ll need to be more that comfortable.

I am a six generation local to Key West. And also a licensed captain. I will be available during your stay to take you out to secluded islands in sandbars for snorkeling dolphin watching light tackle fishing or to just relax and enjoy the beautiful scenery. If you are interested in booking one of these charters during your stay I will be available weather permitting

Plenty of free safe parking is available at the check-in location where the dock is that you will use to get to and from the houseboat. That being said there is not a captain on this boat and I will not be there to assist you with everything so it is important that you can start a generator and the motor on the boat to get you to and from the house boat. They are in perfect working condition however this can be an issue for some people.

This is a houseboat in the Caribbean. It can get hot. you will be using a generator and solar for power. If you check into this house boat and then realize that it is not a hotel room you will not be refunded. This is similar to camping however on a boat that has the amenities however you will have to use a generator and solar for any electrical needs.

This boat is not for complainers nor land lovers. This is a boat I repeat this is a boat.

Check in

I will meet you at the check-in location at a time we scheduled prior to your arrival to show you where to park in the Skiff you will use to get to and from the houseboat. You’ll then follow me out to the houseboat so I can show you have everything on the houseboat works. I’m available if you need assistance during your stay. But everything is very simple to use as long as you do have basic knowledge and our somewhat familiar with the water.

Guest access

The entire boat is yours and your nearest neighbors are far away in the bay. So you’ll feel very private and secluded as you enjoy this unique experience. Access to and from the boat is made to use of a 13 foot kayak provided with the use of the rental. As well as one ride in when you check in and out. Water taxi is available however it is a very short kayak trip.

Other things to note

There is a full-size fridge. There is AC in the bed room however the rest of the boat is cooled with the ocean breeze. Most people don’t use the AC as the breeze and a fan make it very comfortable. However this is a boat in the Caribbean so on some days it can be hot. The toilet is a little different than yours at home main difference being that you won’t put toilet paper down the head it will go into a trashcan. An extra cleaning fee will be charged if dishes are left in the sink or the house is left in very unclean conditions. If you plan to do a lot of barhopping or partying on Duval this may not be the place for you either although you can get to and from land very easily and quickly this boat is special because it offers the other side of Key West like peaceful calm ocean views sunsets snorkeling.

Amenities

Kitchen
Pet-friendly
Air conditioning
Barbecue grill

House Rules

Check in after 3:30 PM
Minimum age to rent: 18
Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed: limit 1 total

Smoking

Smoking is not permitted
$100 for each additional guest after two

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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

About the area

Key West

This houseboat is located in New Town, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Clarence S. Higgs Memorial Beach Park. Key West Tropical Forest and Botanical Garden and Key West Butterfly and Nature Conservatory are also worth visiting.
Map
Key West, FL

What's nearby

  • Smathers Beach - 3 min drive
  • Clarence S. Higgs Memorial Beach Park - 4 min drive
  • Duval Street - 6 min drive
  • Southernmost Point - 6 min drive
  • Ernest Hemingway Home and Museum - 6 min drive

Getting around

  • Key West, FL (EYW-Key West Intl.) - 6 min drive

Restaurants

  • Denny's - 17 min walk
  • Wendy's - 3 min drive
  • Starbucks - 8 min walk
  • Sonic Drive-In - 12 min walk
  • Taco Bell - 10 min walk

Frequently asked questions

Is Happy’s Houseboat Key West pet-friendly?

Yes, this houseboat allows pets (limit 1 total).

What time is check-in at Happy’s Houseboat Key West?

Check-in begins at 3:30 PM.

What time is check-out at Happy’s Houseboat Key West?

Checkout is at 10:00 AM.

Where is Happy’s Houseboat Key West located?

Located in New Town, this houseboat is 1.1 mi (1.7 km) from Florida Keys Beaches and within 3 miles (5 km) of Duval Street and Mallory Square. Clarence S. Higgs Memorial Beach Park and Key West AIDS Memorial are also within 2 miles (3 km).

Reviews

9.2

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 16 out of 19 reviews" "
Rating 8 - Good. 0 out of 19 reviews" "
Rating 6 - Okay. 1 out of 19 reviews" "
Rating 4 - Poor. 2 out of 19 reviews" "
Rating 2 - Terrible. 0 out of 19 reviews" "

9.6/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.6/10

Check-in

9.6/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

10/10 Excellent

Jodi E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Highly recommended for quiet time
This was one of our best stays ever! This boat is not fancy but served us well. Key West is busy and full of people, we had our own little piece of paradise for 2 nights. Fished right off the boat, had a little skiff of our own to go back and forth and Vaughn treated us well. We would love to come back someday! Thank you:)
Stayed 2 nights in Feb 2024

4/10 Poor

Kristy T.

Liked: Cleanliness, check-in, communication, listing accuracy
Not for us
We are good with camping but we struggled. 1. It’s very hot in August and we were not able to be comfortable without AC running 2. We were not able to get the toilet to flush #2. 3. We were surprised by how far the boat was from the shore. Because of this, we never kayaked back to shore. 4. Bring plenty of water and food with you as you don’t want to have to bring more in.
Stayed 3 nights in Aug 2022

10/10 Excellent

Stacy W., McComb, Mississippi

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely Wonderful
We had the best time aboard the houseboat. It was a unique way to experience the keys. The owner was super helpful and a seven generation native of the keys. He made sure we were taken care of for our whole stay. We even had some kayaks and were able to see a manatee while kayaking in the canals. Great experience. Thanks for sharing your boat with us!!
Stayed 2 nights in May 2022

10/10 Excellent

cynthia s., Cornelius, NC

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect relaxing getaway
I can’t say enough about this great vacation experience! So relaxing under the stars but only 5 min to key West’. We loved watching the fish and even saw a dolphin swimming around the boat in the morning while we watched the Sunrise! We are repeat guests, just can’t say enough about this great vacation getaway in the Keys
Stayed 3 nights in Mar 2022

10/10 Excellent

Leland

Liked: Cleanliness, amenities, property conditions & facilities
Best Birthday for my hubby in quiet environment ❤️☀️👣 Our host Vaughn did an excellent job! No regrets we defy book again near the future
Stayed 2 nights in Mar 2022

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