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

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Beautiful Views
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
9.2 out of 10, Wonderful, (9)
"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
12 Nov - 13 Nov
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Aqua Lodges at Hurricane Hole Marina
Exterior
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 459
AED 1,023 total
includes taxes & fees
12 Nov - 13 Nov
Aqua Lodges at Hurricane Hole Marina
5 star resort living w/ pool! Family sized w/ full kitchen & great views!
Fun in the sun day cruise
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!"
5 star resort living w/ pool! Family sized w/ full kitchen & great views!
Living the Dream Key West Style
Marina
Living the Dream Key West Style
10.0 out of 10, Exceptional, (8)
"Everything was flawless!!! Glen was there to greet us upon our arrival and to show us the property. The facility was magnificent. The only thing better was the personal attention given us by both Glen and Abby. We made some wonderful new friend. We will definitely do business again. Nice job, folks."
The price is AED 1,414
AED 1,793 total
includes taxes & fees
30 Nov - 1 Dec
Living the Dream Key West Style
34’ Catamaran Sailboat
Marina
34’ Catamaran Sailboat
9.6 out of 10, Exceptional, (27)
"Overall it was a great experience."
34’ Catamaran Sailboat
Southern Bell is a Beautiful Houseboat cozy and relaxing.
Property grounds
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.
Amazing 4 Bdrm, 4 Bath Catamaran - Purpus
Miscellaneous
Amazing 4 Bdrm, 4 Bath Catamaran - Purpus
Amazing 4 Bdrm, 4 Bath Catamaran - Purpus
The Crystalmarine Suite – Rustic Luxury on the Sea
Room
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 3,234 total
includes taxes & fees
24 Nov - 25 Nov
The Crystalmarine Suite – Rustic Luxury on the Sea
Great view in private Marina!<br>Luxury suites
Marina
Great view in private Marina!<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!"
Great view in private Marina!<br>Luxury suites
Great View in a private marina!<br>I didn’t do it too
Exterior
Great View in a private marina!<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."
Great View in a private marina!<br>I didn’t do it too
Sailing Catamaran in Key West with Captain and Mate
Miscellaneous
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
Happy’s Houseboat Key West
Miscellaneous
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
Beautiful Houseboat in Key West
Miscellaneous
Beautiful Houseboat in Key West
The price is AED 1,653
AED 2,795 total
includes taxes & fees
10 Nov - 11 Nov
Beautiful Houseboat in Key West
Great view in private Marina ! <br>No regrets
Marina
Great view in private Marina ! <br>No regrets
Great view in private Marina ! <br>No regrets
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
Marina
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
10.0 out of 10, Exceptional, (9)
"Great way to meet some real boat captains and see the best of key west. Stay away from the tourist traps and book this stay with captain Pat and PJ. Staff was attentive and accommodating to all of our requests. Felt like I was sailing and snorkeling with some old friends. Super chil. Great way to get away. Don’t keep looking just book it."
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
Spacious luxury super yacht
Living area
Spacious luxury super yacht
Spacious luxury super yacht
Gorgeous 53’ Hatteras yacht on Safe Harbor Channel.
Marina
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?...
Gorgeous 53’ Hatteras yacht on Safe Harbor Channel.
Cozy Houseboat
Marina
Cozy Houseboat
2.0 star property
Cozy Houseboat
Yacht Primary Guest Quarters - Key West Resort
Room
Yacht Primary Guest Quarters - Key West Resort
2.0 star property
The price is AED 555
AED 1,021 total
includes taxes & fees
19 Nov - 20 Nov
Yacht Primary Guest Quarters - Key West Resort
Yacht Hatteras 60'
Room
Yacht Hatteras 60'
Yacht Hatteras 60'
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

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Relax on the little sandy beach.
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (215)
"the property it is good but expedia say good price for cleaning and vrbo say higher price i not agree, because i believed all time that cleaning it is the price said Expedia thanks , but i never rent or recommend again thanks"
The price is AED 1,010
AED 2,614 total
includes taxes & fees
10 Nov - 11 Nov
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Outdoor dining
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
8.4 out of 10, Very Good, (95)
"Great property. Brought our boat and had a great time. Quick drive to Key Wedt."
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Exterior
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (196)
"We had a wonderful time for a quick Labor Day weekend trip. The neighborhood is family friendly and we enjoyed riding the bikes to the pool with our kids. It was convenient to have the boat ramp in the community as well. The house was clean, comfortable and well stocked. Thank you for sharing your home with us! "
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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