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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Houseboat Calypso: Magical Rental in Paradise!

Bedrooms 3
Space 0 sq. ft.
Property type house
Minimum Stay 4 nights


About the property

Bedrooms 3, Bathrooms 2, Sleeps 8

Why rent a hotel in Key Largo when you can stay on board our FABULOUS houseboat rental Calypso. Docked in the heart of Key Largo, your stay on board our boat will be so surreal you won't believe it's a reality!

This luxury home on the water, is a boat lovers dream. With 3 bedrooms and a sleeper sofa, this BRAND NEW floating home is spacious enough to host the entire family! With modern appliances and fully air conditioned, it will feel just like home to you but on the water!

And have we mentioned the unbelievable, HUGE roofdeck?!?! After a day full of activity there is nothing better than relaxing on your own private sun deck with a cold drink in hand, listening to the soothing sounds of the ocean as you enjoy fantastic waterfront views! So come join us and float all your cares away on Calypso!


Master bedroom with queen bed w/ ensuite bath

Stateroom with double bed

2nd Stateroom with twin bunk bed

Main salon with sleeper sofa (sleeps 2)

Dining area with seating for 4 at table and 4 at breakfast bar

Full galley kitchen with refrigerator, microwave, sink, stove top burners and toaster

2 Full bathrooms with stand up showers, toilet and vanity

HUGE rooftop deck with lounge furniture and marina views

Fully heated and air conditioned


Linens and bath towels

Soaps and shampoo

Cookware, cutlery and dishware

Free Wifi


The Pilot House Marina is a first class 5-Star marina. Its Pilot House Restaurant is a local favorite and a Key Largo landmark, the Glass Bottom Bar has glass floor panels and fish feeding tubes where everyone can enjoy the underwater sea life. Located on Lake Largo in the heart of downtown Key Largo, we are just minutes from the best diving and fishing waters of the world.

On select nights local musicians perform your favorite music on stage, but the music ends by 10 PM so you can sleep well in your nearby houseboat. Checkout the PH Marina website for live web cams' of the action (you can see the houseboat!) including the stage, to see who is playing. Daily happy hour specials in the bar.

There is plenty to see and do all within walking distance from the marina! Dolphins Plus where you can actually swim with the dolphins, is a major attraction just down the street!

Want to bring your own boat along for day trips? No problem! We'll put you in contact with the the Dock Master and he'll help set you up with a spot in one of their racks or in a slip near the houseboat. He can store your trailer, too.

The Experience:

The houseboat is in a protected part of the marina, but there can be some occasional movement during the day when boats pass by. At night the waters are very calm and some guests even find that a bit of gentle swaying relaxes them and makes for a very restful sleep.


Rates are posted for 2 guests. Each additional guest is $35/night

Cleaning fee: $150 Damage Waiver: $39

Min Stay: Regular Season 4 nights Winter Holiday (Dec 22, 2013 - Jan 4, 2014) 5 nights High Season (Feb 1 2014 - Apr 30 2014) 5 nights Low Season (May 1 2014 - May 23 2014 ) 4 nights 4th of July Holiday (Jun 29, 2014 - Jul 12, 2014) 7 nights Labor Day Weekend (Aug 30 2014 - Sep 6 2014) 5 nights

• Guests must electronically sign off on our SleepAfloat Rental Terms & Conditions within 48 hours of booking to validate confirmation.

More Details

Property Manager
marcia sleepafloat
Speaks: english
Manager indicates their response time is:
Within an hour
Calendar last updated:
June 23, 2017

About marcia sleepafloat

As the Sales & Marketing Manager for SleepAfloat it is my job to make sure all of our guests have a truly unique and memorable experience. We are a rental management company that specializes in boats as vacation rentals and we invite you on board to experience life as a SleepAfloat liveaboard!

Why marcia sleepafloat chose Upper Florida Keys

Such a great, unique vacation rental! What better way to experience paradise than staying literally on the water in your own private houseboat!

What makes this house unique

It's a floating home in paradise! What more can be said! Great for families and friends! Divers welcome!

Guestbook comments from the manager

Just arrived home from probably the best vacation ever - family vacation for 7 of us. From the moment we walked in - smelled great and looked great (even better than the pictures). After a great dinner & cocktails at the Pilot House Marina & Restaurant (service was great too) we spent our first of many relaxing nights on the upper deck, watching the sun set, the lights twinkle and feeling that great ocean breeze while playing cards and enjoying being together. After a quick trip to Publix in the morning, breakfast on the boat, then off to explore. We enjoyed a local beach and John Pennekamp State Park where my granddaughter enjoyed playing in the "sand". The kids (ages 37 down to 24) rented paddle boats & a kayaks - which were delivered right to the boat Dinner on the boat with fresh seafood we purchased from the Fishery right across the way. Beds were very comfortable, plenty of room to be together and plenty of place to have privacy. Gail & Michelle, thank you for answering all our questions, you were great throughout the whole process and we have already recommended you to family & friends!!
Oct 2014
  • 1 of 6


Key Largo House Accommodation and Amenities

Property Type:
  • house
Floor Area:
  • 0 sq. ft.
House Rules:
  • Max. occupancy: 8
  • children welcome
  • non smoking only ...
Location Type:
  • Waterfront
  • Air Conditioning
  • Hair Dryer
  • Internet
  • Iron & Board
  • Free Wifi
  • Coffee Maker
  • Kitchen
  • Microwave
  • Refrigerator
  • 2 Bathrooms
  • Stand up shower, toilet and vanity in both.
  • 3 Bedrooms, Sleeps 8
  • Satellite / Cable
  • Television
  • Balcony
  • Deck / Patio
Sports & Adventure Activities:
  • golf


Wonderful! 4.9/5 -
(7 traveler reviews)

Houseboat Calypso: Magical Rental in Paradise!
average rating of 4.857143 based on 13 reviews

Relaxing and great location.

  • 5 of 5

Everything was great and we all had a wonderful time. Marina was easy to find and everyone we met was very friendly. We enjoyed the rooftop deck and watching the boats leave each morning. The Pilot House has great food and music. We wish we could stay longer!

  • Submitted: May 4, 2017
  • Stayed: Apr 2017
  • Source: VRBO, from HomeAway
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This houseboat is perfect for everyone.........

  • 5 of 5

Everyone. My husband and I are divers and love Key Largo. The Calypso only made sense. Amazing location and wonderful, spacious and family friendly layout. We brought his father down for a relaxing vacation as well and he stayed with us on the boat. Plenty of privacy, if needed and plenty of room. We even had a few friends come down for a night as well. Still no problems. Fully stocked kitchen. Beautiful decor and accessories. Close to everything!!! Couldn't be happier and will definitely be returning.

  • Submitted: Mar 21, 2017
  • Stayed: Mar 2017
  • Source: HomeAway
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Great rental for Girls Getaway

  • 5 of 5

5 friends spent 4 nights on the Calypso. We loved it! The 2 bathrooms were perfect, the kitchen worked well for breakfast and snacks, and the beds were comfy -even the sofa bed! The upper deck was so spacious and offered sun or shade and great views of the marina and night sky. It was quiet by 10 pm, with the light sound of music in the background at the Pilot House restaurant. The owners were easy to work with. All in all, a great spot for exploring this area of the Keys for a few days. Do be aware that the steps up to the top deck are narrow and steep, so that might be an issue for some people.

  • Submitted: Mar 3, 2017
  • Stayed: Feb 2017
  • Source: VRBO, from HomeAway
Owner's Response: It was a pleasure to have you stay with us!! - Team SleepAfloat
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Awesome Houseboat!

  • 5 of 5

My wife and I and our 5 year old had an awesome time on the Calypso. It's like a floating hotel room. Plenty of space to spread out. Top deck was awesome. The whole marina is gorgeous. Pilot House Restaurant is great. We saw the resident manatees. Had a great lunch across the water at Backyard Cafe (Key Largo Fisheries). Couldn't of had a better experience. Highly recommend! We didn't want to leave!

  • Submitted: Feb 24, 2017
  • Stayed: Feb 2017
  • Source: VRBO, from HomeAway
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Fabulous and Unique. Great Rental!

  • 5 of 5

Our family had an amazing time staying on the Calypso houseboat. The boat had everything we wanted in a rental, clean and spacious, the beds were super comfortable and the kids had their own rooms.

The location (Pilot House Marina) was perfect. There was even a restaurant at the marina that I highly recommend and the bar (Glass Bottom Bar) is right over the water and has glass floors so you can see down into the water.

My most favorite part of the houseboat experience was spending the evening on the roof deck watching the sun set. Several nights we made home cooked meals and just hung out up there as a family taking it all in. Soooooooo perfect!

The kids loved it so much they can't wait to go back!

  • Submitted: Oct 26, 2014
  • Stayed: Aug 2014
  • Source: HomeAway
Owner's Response: So happy to hear you enjoyed your stay with us in Key Largo! Sounds like you took full advantage of your stay. We'd love to have you on board again. Please let us know next time you are planning a trip to the area. Best, Team SleepAfloat
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South Hadley

The Calypso was bright, clean and welcoming.

  • 4 of 5

The Customer service before our trip was excellent. We were a group of eight SCUBA divers with gear. Six teenagers and 2 adults male and female. Accommodations were pleasant and comfortable. Directions on how to access and utilize the boat were clear and concise. We had a much more pleasant stay due to being able to be together and not in separate hotel rooms. The females were also very comfortable with separate rooms. We cooked meals and were never really crowded. We would highly recommend the Calypso and plan on returning again. The description was very accurate in the listing.

  • Submitted: Apr 6, 2014
  • Stayed: Feb 2014
  • Source: HomeAway
Owner's Response: So happy to hear your group enjoyed their time on the boat! Please look us up next time you come to town! Best, Team SleepAfloat
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Other Activities:

John Pennekamp Coral Reef State Park

The Pilot House (PH) Marina the number #1 rated marina in the Keys. The Pilot House Restaurant and Glass Bottom Bar is a locals' favorite with in/outdoor dining, and tiki bar right in the marina and on the water. With over 30 reinforced glass floor panels there’s room for everyone to view the fish and underwater sea life that thrives in our Caribbean waters. The floor has fish feeding tubes and underwater lighting to entertain everyone as schools of fish dart back and forth.

The dock from the boat leads to the Boardwalk from which you can sign up for scuba and snorkling dive tours from two companies, an underwater tour of a Coral Restoration facility, charter a fishing boat, or walk down the road to swim with the dolphins. The kids can bike to the local town water park, or you can spend the day at John Pennekamp Coral Reef State Park and much more!


Rates & Availability

Contact Manager

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