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Check prices for these dates

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

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (137)
"Would definitely stay here again! "
The price is SAR 516
SAR 1,209 total
includes taxes & fees
18 May - 19 May
Aqua Lodges at Hurricane Hole Marina

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

10.0 out of 10, Exceptional, (7)
"My wife and I have been to Key West many times, and Liam's house boat has to be the coolest place we've stayed yet! "
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

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

9.6 out of 10, Exceptional, (7)
"Kevin and Capt. Phil were great hosts. Would definitely stay there again. "
The price is SAR 806
SAR 2,492 total
includes taxes & fees
18 May - 19 May
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

34’ Catamaran Sailboat

9.4 out of 10, Exceptional, (35)
"Great time enjoying the keys like a pirate. "
34’ Catamaran Sailboat

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

7.8 out of 10, Good, (21)
"Great weekend everyone loved it."
The price is SAR 938
SAR 1,879 total
includes taxes & fees
20 May - 21 May
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Ocean views! <br>I didn’t do it too

9.8 out of 10, Exceptional, (20)
"Had an amazing time! The houseboat is everything it says! Thank you for a wonderful stay! I will definitely book again!"
Ocean views! <br>I didn’t do it too

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

9.8 out of 10, Exceptional, (85)
"Loved the location, and the boat. it was a joy to stay on board "
LAST MINUTE DISCOUNT! 48' Yacht located in a Beautiful Resort!

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!

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!

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”

9.8 out of 10, Exceptional, (9)
"My friend and I absolutely loved staying on this sweet houseboat!!! It is charming and has everything you need for a relaxing stay! The sunset, sunrise and stars were beautiful. The owners are fantastic! Everything was explained well and communication before and after the stay was great! If we ever make it back to Florida, we will plan our trip around this VRBO!! It’s perfect!!! "
The price is SAR 1,032
SAR 1,755 total
includes taxes & fees
15 May - 16 May
Cozy Houseboat “Wild One”

Living the Dream Key West Style

10.0 out of 10, Exceptional, (18)
"Wonderful spot, great hosts. Spectacular sunset cruise aboard Serenity. "
The price is SAR 1,950
SAR 2,446 total
includes taxes & fees
13 May - 14 May
Living the Dream Key West Style

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!

9.8 out of 10, Exceptional, (20)
"One of the best trips ever. Great alternative to the hotels in the area"
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!

Double Cabin Luxury Power Motor Yacht in Key West

9.6 out of 10, Exceptional, (5)
"Absolutely perfect for our needs and surpassed our hopes. So close to Key West for the festivities and far enough away to relax and just enjoy our time together. Our host was fantastic and very accommodating!!"
Double Cabin Luxury Power Motor Yacht in Key West

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

9.0 out of 10, Wonderful, (105)
"Three girls traveled to Key West to have fun with some friends who are staying on a sailboat at the nearby Perry Marina. We chose this yacht as our home for 4 nights and were so glad we did! We each had our own bedroom and our own bath, plus we loved the shared kitchen and living room. The boat was clean and comfortable. We had our own parking spot right in front of the boat. It’s in a gated area and we sometimes had trouble getting the gate to open when we left but since there were 3 of us, it...
KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.

TRAVEL THE KEYS OR JUST RELAX AT THE DOCK

9.4 out of 10, Exceptional, (28)
"The marina is the perfect location! There are 4 bedrooms so it is perfect for a group of friends (all individual beds except the master). The kitchen was well stocked to make all means and the grill on the top deck was great!"
TRAVEL THE KEYS OR JUST RELAX AT THE DOCK

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!

10.0 out of 10, Exceptional, (15)
"Our family of 6 had a terrific stay on the Andean in Stock Island. Such a fun adventure that we won’t forget. The Perry Hotel had excellent amenities that we enjoyed. The sunset cruise on the boat was the highlight for sure!!"
VRBO Exclusive Offer! 51' Catamaran Yacht located in a Beautiful Resort!

Ocean views! <br>Luxury suites

10.0 out of 10, Exceptional, (26)
"It was very convenient"
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 Fleming Key

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (137)
"Would definitely stay here again! "
The price is SAR 516
SAR 1,209 total
includes taxes & fees
18 May - 19 May
Aqua Lodges at Hurricane Hole Marina

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (295)
"We had a nice stay. The property was in a great location."
The price is SAR 1,113
SAR 1,357 total
includes taxes & fees
7 Jun - 8 Jun
Hyatt Vacation Club at Sunset Harbor, Key West

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (383)
"very clean, was able to park the car and walk to where we wanted to go. I would stay again."
The price is SAR 521
SAR 1,083 total
includes taxes & fees
25 May - 26 May
Steps from Duval, Pool on Site & Bikes Included!
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.