Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled Family icon

luxury-3-Bed Houseboat at Pilot House Marina-

Bedrooms 3
Space 700 sq ft
Property type house boat
Minimum Stay 4 nights


About the property

1200 sq ft 3 bed/2 bath incl huge rooftop deck in a beautiful marina in the Keys

11/21/17: HURRICANE IRMA REPORT: Irma made landfall in the mid-Keys, which only re-opened for tourists on 10/01/17. Calypso suffered wind damage to her roof-top deck cover, now repaired. All the Keys still have spotty cable (TV is fuzzy at times and all webcams are out) and WiFi is variable. Cell reception is fine–use your phone as a WiFi Hot Spot. Our floating docks saved us from the damage seen at 95% of the Keys' marinas where fixed docks (and attached boats) were submerged in the 6'+ storm surges. Pilot House's (PH) fixed Boardwalk was wrecked, but is now rebuilt and the restaurant/Tiki Bar is open. Some Keys' restaurants and attractions are still closed and there's still debris along roads in places. But, Calypso and our Marina are just fine & the weather is back to beautiful. See Rae's comments, below, who just spent a week on Calypso through 11/20/17:

***We so don't want to leave :( - You're right… it's a gem… We watched the Clemson game at Pilot House.. the burrito special was crazy delish and big! (by email received 11/20/17)***

KEY LARGO: John Pennekemp Park (11/10/17)- Open for snorkel and glass bottom boat tours, paddle board & kayak sports and beach rental equip. Closed for food service, SCUBA tours and PADI instruction, power boat rental. But, Keys Divers instruction/trips & Coral Restoration Foundation at PH is open. Snapper's Restaurant while rebulding, an "Irmageddon Menu" is available in a temporary kitchen & restrooms set up in trailers!

ISLAMARADA: Open- Theater of the Sea & offering discounts. Robbie's (feed the Tarpon), no waiting!

BIG PINE KEY: Closed- National Key Deer Refuge & No Name Pub, being rebuilt.

KEY WEST: Mostly all open.

Calypso has 700 square feet of dining and living area, 3 bedrooms, 2 baths and a full kitchen all with A/C. She sleeps up to 6. There is a huge rooftop deck (another 500 sq feet) with a covered granite wet bar, sitting/lounging areas and a dining table. She has top end furnishings and is docked on Lake Largo at the Pilot House Marina, actually in downtown Key Largo.

She is moored to a floating dock (no stairs/climbing) on Lake Largo at the Pilot House (PH) Marina–rated the #1 marina in the Keys by Active–the most used nautical web guide. Our dock attaches to the marina's Boardwalk to takes you to the Pilot House Restaurant and Glass Bottom Tiki Bar, which has glass floor panels to watch the fish. Further down the Boardwalk sign up for scuba and snorkling dive tours, take a tour of a coral restoration site or rent a powerboat for the day. Or, charter a fishing boat. Or, walk down the road to swim with the dolphins. Or, drive through the Keys, over the 7-Mile Bridge to Key West's Mallory Square to see the jugglers and street performers while watching the most famous sunset in the US. Kids can bike to the local town water park and tennis courts. Spend a day at John Pennekamp Coral Reef State Park. Why spend more to hang out in a motel?

Calypso sleeps up to 6. Full-size SS appliances include a dish washer. No oven–only a microwave and range ("hob" to you Brits) given the 120v marina power system. The master bedroom has a 6'x6' slider with unobstructed marina views. Side window views are gorgeous, but can depend on whether other boats dock alongside. Her floating concrete dock is 5' wide, it’s just two 5” steps up to the porch at any tide. The docks are lighted and stable–they don't sway, except to rise/fall imperceptibly with the tides. The huge roof top deck has a covered granite wet bar and dining area with a provided electric grill. She is smack dab in the middle of the marina–watch the yachts and fishing boats come in and out, or doze on the roof-top chaisse lounges. Paddle board in the lake. Talk to boaters from around the world. No boredom here!

The PH Marina, Restaurant and Tiki Bar are in the heart of Key Largo, FL–the best diving/fishing waters in the US. Wings, lobster, burgers, fish, shrimp, steak and daily specials are family priced. Several nights per week local musicians perform (some are great, some are more “funky”)–while you can hear it on Calypso, the music ends by 11 PM. Preview the scene at the PH Marina & Restaurant's website for live webcams of the action. Walk to the Key Largo Fisheries outdoor café/market on the other side of Lake Largo to bring home fresh caught fish/lobster/crab, cooked or raw. There are dozens of restaurants, many outdoors on the water, within a 1-15 minute drive. Great inexpensive food by Chef Todd, is just across the street at the American Legion, along with the cheapest drinks in the Keys. Walk to Cuban, & other local eateries. See the link, below, to Calypso's website, for tons of details.

Stroll down the PH Boardwalk for scuba, snorkeling or rent a boat and head to the John Pennekemp Coral Reef State Park. This undersea Park and the adjacent Florida Keys National Marine Sanctuary cover 178 nautical square miles of coral reefs, seagrass beds and mangrove swamps. The Park extends 3 miles into the Atlantic and is 25 miles long. It preserves the only living coral reef in the continental US. Drive 3.6 miles to the Park's Visitor Center and see the 30,000 gallon aquarium and use their three sandy swimming beaches one of which has the remnants of a Spanish shipwreck just 100 feet off shore for snorkling fun. Canoe/kayak the Park's inland waters surrounded by mangroves. Walk the trails and picnic.

Visit the undersea Park, 2x a day, right from the PH's Boardwalk aboard one of two dive boats (Scuba-Do and Keys Diver)–bring your own equipment, or rent their's. Sign up for wreck dives in the crystal clear waters of KL and Tavernier. For nondivers, take one of many glass bottom boat tours over the coral reef. Free daytime moorings are provided throughout the Park to dive from your own or a rental boat. Call the PH Dock Master (305-747-4359) to bring your own boat and store it on PH’s racks, on its trailer right at the marina (costs may apply).

Further down the Boardwalk, charter a fishing boat, or visit the Coral Restoration Foundation Educational Center. Take their 1- or 2-day coral preservation course: lectures on coral anatomy and two afternoon dives, one in the coral nursery and one at an outplanting site. Get PADI scuba certified at all PH dive centers.

Eventually, you may want to leave the marina! Walk a few hundred yards down the street to Dolphins Plus, and swim with the dolphins & sea lions. Visit the next harbor and take a dinner cruise aboard the real African Queen–used by Hepburn & Bogart in the 1951 movie. The kids can bike 1/2 mile to the Jacobs Aquatic Center's three pools, or play next door in the town park with free tennis, handball, roller blade/cardio paths and dog walking areas. Drive to park at tiny public beaches along the Overseas Highway on Islamorada. Take a 2-hour road trip to Key West and enjoy the some of the most unusual scenery anywhere in the US.

Leave Boston or NY on a 3 to 2.5 hour daily direct flights to Ft. Lauderdale or Miami in the morning and be in the tropics on Calypso's roof deck by early afternoon. Winter season is most popular with temp's in the high 70's to low 80's for Nov-Mar with almost no rain (1-2 inches per month). But, we like the off-season when its an inexpensive and less busy time to explore the Keys. The Keys have just half the summer rainfall of southern Florida (like Miami). There are sea breezes and temp's stay in the 80's during the 'rainy' season from May through October, and tropical showers occur in the mornings. Floridians summer in the Keys given the great year-round weather. The majority of our renters are from Florida.

The marina is protected on all four sides. Yes–there are gentle waves from passing boats–No, you won't get seasick! You will hear ropes creaking and the chimes and gongs of the rigging on nearby sailboats, which can put you to sleep. Note that high winds and storms do occur. They will cause much back-and-forth movement, bumping and creaking–it is a boat, but the docks remain stable. Fishing boats may leave/return in the early morning hours, but captains are courteous and minimize their wake and engine noise, but their diesels rumble even at idle and they pass right by the houseboat.

Calypso is available for your vacation bareboat charter at the Pilot House. We have a local manager. Calypso stays permanently on the dock, and as safe as you can be on the water. Try a unique boating experience for your next vacation! (updated 11/21/17)


**What a beautiful houseboat to stay on!! We felt like we were in a new condo on the water! It is well maintained and includes new appliances, new bathrooms and upgraded bedrooms. It has warmth in the overall decor and is someplace I would highly recommend to anyone looking for a large multi room place to enjoy in Key Largo. When you finally get a chance to go topside, you'll find a large deck big enough for your family and friends to enjoy as well. The onsite property manager is great and we look forward to staying here again on our next trip to Key Largo. –Seth Rivkin, 2/15

**What a great houseboat. There were 5 of us and we had so much room. The upper deck was fantastic place to watch the sunset. We spent Thanksgiving on the boat and used the electric grill on the upper deck to grill lobster. We had such a wonderful time on this houseboat. The Pilothouse, which is a restaurant at the Marina, is a nice place to have a drink and relax. We dove with Keys Divers, which departs from the Marina, and had a wonderful time diving. I highly recommend this houseboat and we hope to be back in the future. –Susan McGrath

More Details

Member since: 2005
Speaks english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
April 24, 2018

What makes this house boat unique

This is a GREAT vacation idea for families and large groups, reunions, divers and visitors.

Guestbook comments from the owner

We had a lovely 3 night stay aboard the Calypso. It is quite spacious...definitely a rarity to find a boat with 3 bedrooms and 2 baths. It was as nice as any high end hotel room. The water pressure was sufficient and it even has a dishwasher and full size fridge. The A/C worked well and the beds were comfy. The decor is beautiful. There were 2 flat screen tv's. One in the living room and one in the master bedroom!

The boat only rocks a tiny bit when other boats pass by. Other than that, it's pretty stationary. Speaking of stationary, the boat is not equipped to leave the dock. I was somehow under the impression that we could hire a captain to take the boat out. That is not the case...but there are other small boats you can rent at the Marina by the day.

We brought our jetskis with us and had the Marina drop them for us via forklift and then docked them for our 3 day stay. It cost us $60 to drop/haul-out and $150 to dock them for the duration. I had gone online and sent a note to the dockmaster ahead of time and they were expecting us. The Marina guys were really nice when we had an issue with the skis and needed to take a look underneath and they were totally willing to lift them o ut for us on Day 2 to take a look.

We chartered an offshore fishing trip aboard the Miss Chief w/ Captain Dan and Pete. It was the highlight of our trip! Their boat is directly across the water from the Calypso. They were super freindly and easy going and we caught Mahi and loads of Vermillion Snapper. We took some of our fresh catch to Sharky's around the corner from the Marina and they prepared it for us. It was amazing! As far as restaurants go, the Pilot House Restaraunt has a fun atmosphere, but our food was average. Same with Snook's across the Highway on the Bay side. But the sunset view at Snook's is gorgeous.

The Marina is very close to stores, Walgreens, fast food, Starbucks but it's tucked back off the road. We felt very safe. There was a key provided but we never felt the need to lock the doors when we left. The only people walking around are the families that come to eat dinner at the Marina and the other owner/operators.

It's really more fun to just chill on the huge deck upstairs with a drink and listen to the music from across the marina. The wifi works great. We ended up buying a little speaker for our iPod and creating our own little rooftop listening room. A stereo system would be a nice addition to the boat. Other than that I canno
Apr 2014
  • 1 of 5


Accommodation and Amenities for this vacation house boat rental in Key Largo, Florida

Property Type:
  • house boat
  • Guests provide their own meals
Floor Area:
  • 700 sq ft
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 6
  • Min. age of primary renter: 27
  • Children welcome
  • Parties/events not allowed
  • Pets not allowed ...
  • Non smoking only
Location Type:
  • Waterfront ...
  • Away From It All
  • Family
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer ...
  • Hair Dryer
  • Heating
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine ...
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Ice Maker
  • Kitchen ...
  • Microwave ...
  • Refrigerator ...
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • Both bathrooms have a toilet and shower
  • 3 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 queen
    Bedroom 2 - 1 double
    Bedroom 3 - 2 bunk bed , Upper twin bunk & lower 'super twin' (9 inches wider) bunk
  • Satellite / Cable ...
  • Television ...
  • Boat ...
  • Deck / Patio ...
  • Kayak / Canoe ...
  • Tennis ...
  • wheelchair inaccessible
  • health/beauty spa
  • marina
  • museums
  • restaurants
Leisure Activities:
  • beachcombing
  • boating
  • eco tourism
  • paddle boating
  • shelling
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • laundromat
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • hiking
  • jet skiing
  • kayaking
  • parasailing
  • pier fishing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • water skiing
  • wind-surfing


Wonderful! 4.8/5 -
(9 traveler reviews)

88% Complete
0% Complete
11% Complete
0% Complete
0% Complete
luxury-3-Bed Houseboat at Pilot House Marina-
average rating of 4.7777777 based on 14 reviews
San Diego

A Fabulous Luxury Yacht Vacation

  • 5 of 5

The houseboat was fabulous. It was beautiful, comfortable and spacious. It was fun to pretend we were "boat people" for a few days! Our weather was cooler so we did not get tons of deck time but there were a couple of good afternoons. It was sunny though, and we thoroughly enjoyed kayaking and stand up paddle boarding. Chris brought them to the boat and left them for our entire stay which was fun. Loved exploring the canals, etc. We took an eco-tour and a snorkel trip. Both were beautiful but cold! The Fishery had wonderful seafood for grilling and delicious lobster bisque. We loved the Keys, especially Key Largo and Islamorada. It's a bit of a trip from California, but so different than what we have. We hope to be back!

  • Submitted: 14-Jan-2016
  • Stayed: February 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
1 0

Great Family Vacation

  • 5 of 5

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!!

  • Submitted: 3-Oct-2014
  • Stayed: September 2014
  • Source: VRBO, from HomeAway
Owner's Response: Thank you so much! Michelle
Did you find this review helpful?
6 2

A Terrific Vacation!

  • 5 of 5

This boat is a perfect get away. We went with our two kids (18 and 20) and it is rare that we can all enjoy a place equally.

We were met with Howie who had everything ready to go and gave us a nice overview of the while area.

First off: The place is brand new, immaculate and very well equipped. We were all surprised how nice it was. There are three bedrooms that offer lots of privacy and the two bathrooms were a big plus.

There is also a nice kitchen and plenty of room to stretch out.

However, the highlight is the enormous roof top are, both covered and uncovered. We spent 90% of our time up there and enjoyed people watching as the boats passed by. The location, at the end of the marina was very nice as we saw or heard very few people at the far end of the marina.

We had several meals at the restaurant at the Pilot marina and it was excellent - with plenty of options and lots of fresh fish to choose from. Great music as well.

We had all of our breakfasts sitting on the roof top of the boat and couldn't ask for a better spot.

There is also a ton of things to do in the area. We went on the glass bottom boat ride which was left just a few yards from the house boat. It's a great trip and we saw lots of fish. The boat is a high speed boat and we were at the reef in just minutes. The boat is beautiful and the husband and wife owners were great and pointed out each and its name.

We also spent a day at PennyKamp Park. It's 5 miles away and was excellent. We rented paddle boards and kayaks and spent the day on the water. I highly recommend the park, we left a map of the park that shows all of the water trails you can spend the day on.

We also went snorkeling and were amazed at the coral reefs and the thousands of fish. It is really an amazing experience.

My wife spent our evenings drinking mojitos on the roof thinking of when we could get back here!

It really is a great place and a welcome change from the usual hotel/ condo scene.

Thanks fro renting! We will be back.

  • Submitted: 3-Jun-2014
  • Stayed: May 2014
  • Source: VRBO, from HomeAway
Owner's Response: WOW!!! Thank You for the awesome review! Michelle
Did you find this review helpful?
5 0
Boston, Massachusetts

A really unique rental

  • 5 of 5

My daughter, husband and I rented Calypso for a week. It was a truly great relaxing experience. Spent hours reading and playing games on the upper deck. Commuted 1 minute down the dock to a dive boat where we spent the rest of our time on or under the water. Don't miss the coral restoration project exhibit on the dock. There was music from the Pilot House every evening, nearly always a local artist, very nice and ended early so as to not disturb us. Wonderful, friendly, peaceful neighbors The kitchen was adequate stocked, the sleeping space very comfortable and the baths rather large considering the fact that we were on a boat. Would love to stay here again. Highly recommend.

  • Submitted: 1-Jun-2014
  • Stayed: May 2014
  • Source: VRBO, from HomeAway
Owner's Response: Thank You So Much! Michelle
Did you find this review helpful?
4 1
Boston, Massachusetts

A great vacation

  • 5 of 5

This is the place to stay for divers. The houseboat is the best and the dive operation and coral restoration project are a 30 second walk away. The upper deck is an amazing location for a relaxing evening of great music (from the restaurant) and reading after a dive. The music is not too late. The boat neighborhood is quiet. Amazing kitchen, bedrooms, and bathrooms for a houseboat. A great, relaxing vacation.

  • Submitted: 30-May-2014
  • Stayed: May 2014
  • Source: VRBO, from HomeAway
Owner's Response: Thanks for the nice review. Thanks Michelle
Did you find this review helpful?
4 0

The Best!

  • 5 of 5

Our Calypso vacation in Key Largo was the best! the boat was immaculately well-cared for, comfortable and very close to everything that's fun in Key Largo...not to mention the Pilot House bar where we saw a manitee under the glass-bottom floor! We will be back!

  • Submitted: 27-May-2014
  • Stayed: May 2014
  • Source: VRBO, from HomeAway
Owner's Response: Thanks so much Jim!
Did you find this review helpful?
4 0


Car: necessary

This newly built 3 bedroom houseboat style yacht is docked at the Pilot House Marina. Enjoy all the amenities of the restaurants, entertainment, fishing and diving charters for a unique vacation stay.


Rates & Availability

Rental Rates for this vacation house boat rental in Key Largo, Florida

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
hurricane rate
Feb 22 2018 - May 31 2018
4 night minimum stay
Summer Fall vacation
Jun 1 2018 - Dec 31 2018
4 night minimum stay
Notes: Rates are based on 1 guests; add C$32 per night, per additional guest
My Standard Rate
4 night minimum stay

Additional information about rental rates

Insurance C$62.85 + Tax
Extra person fee C$32.06 + Tax
Cleaning fee C$192.39 + Tax
Tax Rate 12.5%

Rates may be higher during holiday timeframes. Rates are $275-$375 nightly.
Additional Guest Fee May be Waived during last minute openings and Off Peak times.

Owner's Cancellation Policy

  • 50% refund if canceled at least 30 days before arrival date.
  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.
Contact Owner