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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 46 Houseboats in Cudjoe Key with updated reviews, rates, and availability.

Aqua Lodges at Hurricane Hole Marina
Deluxe Bungalow | Private kitchen

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (127)
"Would definitely stay here again! "
The price is AED 405
AED 1,071 total
includes taxes & fees
30 Apr - 1 May
Aqua Lodges at Hurricane Hole Marina
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
1 bedroom, internet, bed sheets

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

10.0 out of 10, Exceptional, (6)
"This was a perfectly unique and special experience. Matt was amazing to work with for arrival and departure. Timely and exactly as Liam said everything would be. They put special touches on the stay, ice bucket, two waters, beach towels, our name on a cute sign, a cooler, extra covers and everything you need for a Glamping stay on the water! Camping at its best! We definitely plan to come back and will recommend this stay to our friends. This is perfect for outdoor lovers and adventurous people...
The price is AED 661
AED 1,072 total
includes taxes & fees
3 May - 4 May
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Terrace/patio

Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

9.2 out of 10, Wonderful, (5)
"Was just a teaser initial trip to Key West but staying on the water was awesome! Beautiful views and great amenities. Kevin and Captain Philip were great throughout the whole process including great local recommendations! One thing to note, if you are 6’ plus, will need to watch your head and the steps downstairs require concentration. As a shorter person (barely 5’!) it all worked perfectly for me! Look forward to staying again and taking the boat out next time! "
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
34’ Catamaran Sailboat
Property grounds

34’ Catamaran Sailboat

9.4 out of 10, Exceptional, (31)
"Great time enjoying the keys like a pirate. "
34’ Catamaran Sailboat
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Outdoor pool

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

7.8 out of 10, Good, (19)
"Great weekend everyone loved it."
The price is AED 918
AED 1,840 total
includes taxes & fees
22 Apr - 23 Apr
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Ocean views! <br>I didn’t do it too
Exterior

Ocean views! <br>I didn’t do it too

10.0 out of 10, Exceptional, (19)
"Successful"
Ocean views! <br>I didn’t do it too
LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (83)
"a fantastic, unique experience! thanks so much, we loved it!"
LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!
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, (4)
"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.
Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!
Pool

Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!

10.0 out of 10, Exceptional, (4)
"Our stay was wonderful. Tom was extremely helpful with anything we needed and great person to work with.would definitely stay again. "
Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!
Brand new VRBO exclusive offer! 50 foot motor yacht in Key West!
Property grounds

Brand new VRBO exclusive offer! 50 foot motor yacht in Key West!

10.0 out of 10, Exceptional, (1)
"Having done power cat trips in BVI and Exumas we thought it would be fun to stay on a boat during our visit to Key West. Having the hotel pool and amenities made it feel like a resort stay. The boat was clean and spacious. Only negative is you can’t flush the toilet paper and have to put"
Brand new VRBO exclusive offer! 50 foot motor yacht in Key West!
Living the Dream Key West Style
Property grounds

Living the Dream Key West Style

10.0 out of 10, Exceptional, (17)
"Absolutely wonderful!! Our hosts went really out of their way to make our stay perfect. When we checked out, I felt like I was leaving my new best friends. "
The price is AED 1,910
AED 2,395 total
includes taxes & fees
21 Apr - 22 Apr
Living the Dream Key West Style
Spacious 6-bedroom boat in marvelous Key West with WiFi, AC
Property grounds

Spacious 6-bedroom boat in marvelous Key West with WiFi, AC

The price is AED 3,122
AED 6,748 total
includes taxes & fees
14 Apr - 15 Apr
Spacious 6-bedroom boat in marvelous Key West with WiFi, AC
Charming catamaran sailboat with AC, pool in stock island yacht club, Key West.
Pool

Charming catamaran sailboat with AC, pool in stock island yacht club, Key West.

10.0 out of 10, Exceptional, (2)
"We loved the settings, and Captain Mike is a wonderful, helpful host!The interior of the boat is not spacious, and is full of useful items available for our use.A highly recommended unusual stay.The pood and communal showers are excellent."
Charming catamaran sailboat with AC, pool in stock island yacht club, Key West.
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
Interior

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

9.8 out of 10, Exceptional, (20)
"Awesome boat, marina, marina amenities, hotel amenities, etc. Easy check in, easy communication with management. Very fun (pricey - but known ahead of time) charter on the boat with Captain Grant. Hotel pools, bars, shuttle to KW make this a great place to stay. Boat is a little worn out, but to be expected given the size of the space. "
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
Double Cabin Luxury Power Motor Yacht in Key West
Property grounds

Double Cabin Luxury Power Motor Yacht in Key West

10.0 out of 10, Exceptional, (3)
"Between the perfect weather, the location and the Blue Angels flying directly over during their practice runs for the air show this weekend. It was a top five vacation trip. "
Double Cabin Luxury Power Motor Yacht in Key West
KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.
Smart TV, DVD player, stereo

KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.

9.0 out of 10, Wonderful, (104)
"Our stay was great! Host was very accommodating! We took advantage of chartering the smaller boat the host has out to the sandbar for a fun day out in the water. Would definitely recommend!Boat amenities were as expecting. They are on the process of making upgrades to the boat. They just did new flooring before our stay. "
KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.
TRAVEL THE KEYS OR JUST RELAX AT THE DOCK
Property grounds

TRAVEL THE KEYS OR JUST RELAX AT THE DOCK

9.4 out of 10, Exceptional, (28)
"We had a fantastic experience! Staying on the yacht on the water was magical. The yacht had a great and spacious salon, four full bathrooms, great deck on top and super location at the end of the marina. Our Stewart Heather, George the maintenance gentleman and Jeannie, our host could not have been more welcoming. We charted the boat for a sunset cruise where Heather cooked up a delicious meal. Captain Gregg was an absolute professional. Highly recommend, we are certainly coming back. "
TRAVEL THE KEYS OR JUST RELAX AT THE DOCK
VRBO NEW OFFER!! LUXURIOUS 63 ft. Yacht in an amazing resort! Jet Ski & more.
Outdoor pool

VRBO NEW OFFER!! LUXURIOUS 63 ft. Yacht in an amazing resort! Jet Ski & more.

2.0 star property
VRBO NEW OFFER!! LUXURIOUS 63 ft. Yacht in an amazing resort! Jet Ski & more.
VRBO Exclusive Offer! 51' Catamaran Yacht located in a Beautiful Resort!
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (15)
"It was a great boat until the very heavy rains... had a few leaks from overhead hatches into bedrooms, but the problem was quickly resolved by property management. We would do it again for sure"
VRBO Exclusive Offer! 51' Catamaran Yacht located in a Beautiful Resort!
Ocean views! <br>Luxury suites
1 bedroom, desk, free WiFi, bed sheets

Ocean views! <br>Luxury suites

10.0 out of 10, Exceptional, (26)
"This was the perfect balance between serenity and island life vibes. Having our morning coffee on the back deck and seeing the starfish below was such a treat. It was serene and peaceful and our host Bill and his wife were so kind and informative about the local faves and places to go. Everything was so clean and we had everything we needed. We definitely Recommend this place and we will definitely be back!!"
Ocean views! <br>Luxury suites
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

Cottage with Pool and Boat Dockage just minutes to Key West!
Exterior

Cottage with Pool and Boat Dockage just minutes to Key West!

8.6 out of 10, Excellent, (133)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
Cottage with Pool and Boat Dockage just minutes to Key West!
Cottage with swimming pool and dockage, just minutes to Key West!
Miscellaneous

Cottage with swimming pool and dockage, just minutes to Key West!

9.0 out of 10, Wonderful, (141)
"This little cottage was perfect for our stay. Clean and comfortable. No frills but all essentials. Property manager gave very helpful clear directions to find the cottage. Would stay again. "
The price is AED 551
AED 1,036 total
includes taxes & fees
16 Apr - 17 Apr
Cottage with swimming pool and dockage, just minutes to Key West!
Cottage with Pool and Dockage, just minutes to Key West
Pool

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (136)
"Very nice"
The price is AED 643
AED 1,269 total
includes taxes & fees
17 Apr - 18 Apr
Cottage with Pool and Dockage, just minutes to Key West
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.