Search Houseboats in Cudjoe Key

Compare 31 Houseboats in Cudjoe Key with updated reviews, rates, and availability.

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (104)
"Nice for affordable price "
The price is AED 446
AED 1,009 total
includes taxes & fees
27 Nov - 28 Nov
Aqua Lodges at Hurricane Hole Marina

Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

The price is AED 558
AED 941 total
includes taxes & fees
27 Nov - 28 Nov
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

8.4 out of 10, Very Good, (10)
"We stayed in Perry Hotel and Marina on Ian's boat for 3 days and it was beautiful! Ian's boat was clean, spacious and had everything we needed! We had full access to the hotel amenities which we used because the weather was perfect. "
The price is AED 918
AED 1,862 total
includes taxes & fees
26 Nov - 27 Nov
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Happy’s Houseboat Key West

9.2 out of 10, Wonderful, (19)
"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:)"
Happy’s Houseboat Key West

5 star resort living w/ pool! Family sized w/ full kitchen & great views!

7.4 out of 10, Good, (9)
"Can’t beat staying on a boat and taking it for a spin while you’re on vacation! Host, captain and crew were all great!"
The price is AED 1,377
AED 2,097 total
includes taxes & fees
19 Dec - 20 Dec
5 star resort living w/ pool! Family sized w/ full kitchen & great views!

LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!

9.8 out of 10, Exceptional, (78)
"Don't overthink it - just do it and the rewards will follow - Boat - well cared for Marina - very well appointed Hotel - fantastic - Stuttle helped make it easier to get to town You are off the beaten path of the craziness of Duval which is both nice and frustrating depending on your vision for the time there - RECOMMEND the boat out for the over night worth every penny! "
LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!

Ocean views! <br>Luxury suites

10.0 out of 10, Exceptional, (24)
"This is a hidden treasure. Quiet, secluded, great paddling. The hosts give great recommendations on paddling and dining. Perfect!"
Ocean views! <br>Luxury suites

34’ Catamaran Sailboat

9.6 out of 10, Exceptional, (27)
"Overall it was a great experience."
34’ Catamaran Sailboat

SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!

10.0 out of 10, Exceptional, (14)
"BOOK THIS BOAT!!!’ TOP 10 vacations ever!!! Hannah was so accommodating and onboarded us to The Grand Admiral. Beautiful marina with easy access to The Perry hotel and bar, making it a very very comfortable stay. And then the excursion 😍!! Captain Jeff made our day exceptional. We encountered dolphins, lounged on the sandbar, and grilled while watching a breathtaking sunset. We will be making this an annual trip! Thank you Captain Jeff for the best day ever."
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!

The Crystalmarine Suite – Rustic Luxury on the Sea

10.0 out of 10, Exceptional, (2)
"This VRBO is a dream for those looking to escape the hustle and bustle of everyday life. With its unique location, it provides a perfect blend of adventure and relaxation. Whether you're looking to reconnect with nature or simply unwind in a beautiful setting, this floating house offers an unparalleled experience."
The price is AED 2,571
AED 3,260 total
includes taxes & fees
8 Dec - 9 Dec
The Crystalmarine Suite – Rustic Luxury on the Sea

Luxury 62' Yacht! In a Beautiful Resort

10.0 out of 10, Exceptional, (7)
"Excellent boat, excellent stay. Would love to return."
Luxury 62' Yacht! In a Beautiful Resort

Ocean views! <br>I didn’t do it too

10.0 out of 10, Exceptional, (13)
"Located in a very quiet bay. Houseboat is super clean and Bill is great to work with - very responsive to questions and needs. There is not much in walking distance, so a golf cart (highly recommend), scooter, or bike would be necessary."
Ocean views! <br>I didn’t do it too

VRBO Exclusive Offer! 51' Catamaran Yacht located in a Beautiful Resort!

9.8 out of 10, Exceptional, (10)
"Our family of 6 enjoyed 2 nights on the Andiamo and cannot say enough great things about our stay. Check in was smooth and offered a quick tour of all the boat’s features. The marina area was quiet, safe, people friendly and hotel amenities available to us were super. Stock Island had a slower pace than nearby Key West which we appreciated. It is a rare treat for a family of 6 to all have their own space and the boat was amazing - separate bedrooms, bathrooms, ample seating areas - everyone...
VRBO Exclusive Offer! 51' Catamaran Yacht located in a Beautiful Resort!

Southern Bell is a Beautiful Houseboat cozy and relaxing.

10.0 out of 10, Exceptional, (3)
"The houseboat was great. Right next to Key West in stock island. The host and his crew were excellent, couldn’t ask for a better stay and better people!"
Southern Bell is a Beautiful Houseboat cozy and relaxing.

Sailing Catamaran in Key West with Captain and Mate

10.0 out of 10, Exceptional, (4)
"Our Captain Baylee and Chef Wels were phenomenal! The two of them made this trip uniquely ours. They made sure we had safe conditions for boating and provisions that went way beyond our expectations. Meals were fantastic and picking our locations for anchoring or mooring perfect. One tip is that the information provided for excursions did not meet the time frame for the boat we were put on. I would highly recommend the liaison at the charter company provide more defined options for the customer...
Sailing Catamaran in Key West with Captain and Mate

Living the Dream Key West Style

10.0 out of 10, Exceptional, (9)
"There was 5 of us and there was plenty of room. It was clean and the owners were very on top of things with great communication. "
The price is AED 1,543
AED 1,941 total
includes taxes & fees
1 Dec - 2 Dec
Living the Dream Key West Style

Beautiful Houseboat in Key West

The price is AED 1,653
AED 2,795 total
includes taxes & fees
26 Nov - 27 Nov
Beautiful Houseboat in Key West

Ocean views! <br>No regrets

Ocean views! <br>No regrets

All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6

10.0 out of 10, Exceptional, (9)
"My wife and I had a lovely 3 night stay on the Thirsty Lady. Capt Pat and his son PJ are great. They are very friendly and we felt as if we were part of their family. Capt Pat has extensive knowledge of Key West including bars and restaurants. If you are the type of person who seeks out authentic experiences and likes the idea of living on a boat, you will like his recommendations. Life on the boat is a bit cramped, but comfy. There is a fridge, sink, and a cook stove (that we never used). ...
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6

Gorgeous 53’ Hatteras yacht on Safe Harbor Channel.

2.0 star property
10.0 out of 10, Exceptional, (1)
"We really like the boat. This was our first time experiencing this. What was nice was enjoying the slight rocking motion of the boat. Great views of the inlet. Everything was clean and Steve was very helpful at explaining everything about the boat. We didn't cook anything on the boat but used the grill on the dock to heat up leftovers. It was a nice. Oh Steve, one last question, while drinking coffee one morning in the galley, we were wondering how you got the full size refrigerator in there?...
The price is AED 1,653
AED 2,095 total
includes taxes & fees
23 Dec - 24 Dec
Gorgeous 53’ Hatteras yacht on Safe Harbor Channel.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Cudjoe Key

Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West

9.0 out of 10, Wonderful, (184)
"Loved this ocean view property! Very nice location and very comfortable home!"
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

9.8 out of 10, Exceptional, (216)
"This is a great place to call home while visiting the keys. The location was great for exploring all of the other keys including Key West, and it was away from all the noise and commotion. Very easily accessible. The house was super clean and tidy with more than enough room for the two of us. The space would definitely be roomy enough for a family or for sharing with another couple. We would definitely stay again"
The price is AED 1,010
AED 2,632 total
includes taxes & fees
26 Nov - 27 Nov
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

9.8 out of 10, Exceptional, (198)
"The location was perfect and the unit was clean and comfortable. The key lime pie from the hosts was a nice touch."
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

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