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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

Compare 39 Houseboats in Fleming Key with updated reviews, rates, and availability.

Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (128)
"It was a great experience being on a houseboat."
The price is AED 405
AED 1,071 total
includes taxes & fees
27 Apr - 28 Apr
Aqua Lodges at Hurricane Hole Marina
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
Interior

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 621
AED 1,023 total
includes taxes & fees
28 Apr - 29 Apr
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Miscellaneous

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
Interior

34’ Catamaran Sailboat

9.4 out of 10, Exceptional, (32)
"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 1,818 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.
Interior

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!
Cozy Houseboat “Wild One”
Property grounds

Cozy Houseboat “Wild One”

10.0 out of 10, Exceptional, (8)
"Communication ahead of time was excellent. Tony and Allie are great hosts. The boat was comfortable and serene in such a quiet, wonderful setting moored in the Gulf. Toni and Allie were very accommodating to our request. We enjoyed an on-time check-in and check out. The process was made easy. The most beautiful part of this stay was the view from the water of the water. I will stay here again if I come back to Key West. "
The price is AED 1,010
AED 1,726 total
includes taxes & fees
4 May - 5 May
Cozy Houseboat “Wild One”
Living the Dream Key West Style
Marina

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 2,398 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
17 Apr - 18 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.
Sun loungers, beach towels

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!
Property grounds

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
Miscellaneous

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.
Miscellaneous

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.
Miscellaneous

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!
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 Fleming Key

Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (128)
"It was a great experience being on a houseboat."
The price is AED 405
AED 1,071 total
includes taxes & fees
27 Apr - 28 Apr
Aqua Lodges at Hurricane Hole Marina
Hyatt Vacation Club at Sunset Harbor, Key West
Outdoor pool

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (292)
"We both loved the place. Great location, room was awesome, the pool was fun and staff was very friendly and helpful. "
The price is AED 1,155
AED 1,403 total
includes taxes & fees
19 Apr - 20 Apr
Hyatt Vacation Club at Sunset Harbor, Key West
Heart of Downtown Key West Cottage With Off-Street Parking
Exterior

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (119)
"This cottage was amazing for so many different reasons. Location, quiet, and detail to guests needs. Marcela was a great communicator. No need to communicate too much, everything worked great! We are returning next year!"
Heart of Downtown Key West Cottage With Off-Street Parking
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.