Key West Houseboat Rentals

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Browse Select Key West Houseboats

CLASSIC SAILING YACHT IN MARINA RESORT
The price is $500 per night from Nov 1 to Nov 1
Situated on the beach, this romantic houseboat is 0.2 mi (0.3 km) from Key West Harbour and within 3 mi (5 km) of Robbie's and Lower Keys Medical Center. Key ...
CLASSIC SAILING YACHT IN MARINA RESORT
NEW luxury 40'yacht in paradise awaits you!
Situated in Key West, this houseboat is 0.6 mi (1 km) from Robbie's and within 3 mi (5 km) of Key West Harbour and Key West Golf Club. Lower Keys Medical Center ...
5/5 Exceptional! (1 review)
Beautiful Yacht
"Micheal did an amazing job helping us check in, he showed us around the property and explained everything we needed for our stay, the yacht was clean and had everything we needed. Highly recommend"

Reviewed on Jun 28, 2021

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NEW luxury 40'yacht in paradise awaits you!
Romantic Sailboat in Luxury Yacht Cub
The price is $154 per night from Nov 16 to Nov 16
Situated in Key West, this houseboat is steps from Saddlebunch Keys and Key West Harbour. Key West Golf Club and Robbie's are also within 3 mi (5 km).
1/5 (1 review)
"Absolutely awful, dirty little boat, no AC, TV, stereo, nothing."

Reviewed on Jul 21, 2021

Romantic Sailboat in Luxury Yacht Cub
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Moonlight Bay - Beautiful newer Beneteau 38 in Key West Florida
Situated on the waterfront, this romantic houseboat is 0.6 mi (1 km) from Robbie's and within 3 mi (5 km) of Key West Harbour and Key West Golf Club. Lower Keys ...
4.4/5 Excellent! (13 reviews)
Great stay
"Boat and Marina were great"

Reviewed on Aug 31, 2021

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Moonlight Bay - Beautiful newer Beneteau 38 in Key West Florida
True Paradise: Luxury Marina- Summer Special Rates
The price is $98 per night from Oct 18 to Oct 18
Situated on the waterfront, this historic houseboat is 0.6 mi (1 km) from Robbie's and within 3 mi (5 km) of Key West Harbour and Key West Golf Club. Lower Keys ...
5/5 Exceptional! (8 reviews)
20th Wedding Anniversary
"We celebrated our 20th Wedding Anniversary on the Karana and had a magical time. Among entering I felt the boat a bit small, but after settling in it truly is just the right amount of space for two. It's fun climbing down into your cabin and up into bed. We both slept great, the gentle swaying of ..."

Reviewed on Sep 23, 2021

True Paradise: Luxury Marina- Summer Special Rates
Yacht in Paradise: 5-Star Marina Resort- Summer Special Rates
The price is $174 per night from Oct 21 to Oct 21
Situated on the waterfront, this houseboat is 0.6 mi (0.9 km) from Robbie's and within 3 mi (5 km) of Key West Harbour and Key West Golf Club. Lower Keys Medical ...
4.2/5 Excellent! (9 reviews)
Adventure and beautiful scenery. Saw shark, lobster, tarpon and SO many more. Very close to downtown
"We loved everything about the place. Went swimming at huge heated pool. Walked around at night (yacht ppl go to bed early so we had the place to ourselfs) and saw so many different fish. Shark. Lobster. Tarpon. Needle fish. Only negative is the bed is a little high for me (5’4’) and a little small ..."

Reviewed on Mar 25, 2021

Yacht in Paradise: 5-Star Marina Resort- Summer Special Rates
Enjoy this 40’ yacht in the paradise of Key West!
Situated on the waterfront, this houseboat is steps from Saddlebunch Keys and Key West Harbour. Key West Golf Club and Robbie's are also within 3 mi (5 km).
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Enjoy this 40’ yacht in the paradise of Key West!
Stay right on the water / Yacht Living
Situated in Key West, this houseboat is 0.6 mi (1 km) from Robbie's and within 3 mi (5 km) of Key West Harbour and Key West Golf Club. Lower Keys Medical Center ...
4.5/5 Wonderful! (2 reviews)
Anniversary
"Tonja was as an excellent host and went above and beyond for our anniversary stay. Loved the marina and the location."

Reviewed on May 24, 2021

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Stay right on the water / Yacht Living
Great view in private Marina!!!
Situated on the waterfront, this houseboat is within 1 mi (2 km) of Robbie's and Key West Golf Club. Lower Keys Medical Center and Key West Harbour are also ...
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Great view in private Marina!!!
Happy’s Houseboat Key West
Located in New Town, this houseboat is within 2 mi (3 km) of Higgs Beach, Simonton Beach, and Duval Street. South Beach and Key West Butterfly and Nature Conservatory ...
4.6/5 Exceptional! (8 reviews)
"Awesome!"

Reviewed on May 21, 2021

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Happy’s Houseboat Key West
Luxury Yacht in Key West, Florida
Situated in Key West, this houseboat is 0.6 mi (1 km) from Robbie's and within 3 mi (5 km) of Key West Harbour and Key West Golf Club. Lower Keys Medical Center ...
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Luxury Yacht in Key West, Florida
Key West Yacht Life
4 out of 5
Key West Harbour Yacht Club Stock Island, Key West, FL
Nestled on the beach, this Key West houseboat is within 3 mi (5 km) of Key West Harbour, Robbie's, and Key West Golf Club. Lower Keys Medical Center is 2.1 mi ...
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Key West Yacht Life
Artsy Houseboat wake up on the water in Key West
Located in New Town, this houseboat is within 2 mi (3 km) of Higgs Beach, Smathers Beach, and Simonton Beach. Duval Street and South Beach are also within 3 ...
5/5 Exceptional! (1 review)
Not a vacation- an EXPERIENCE! Feel like a native as a tourist! Best. Hosts. EVER.
"To start, Vaughn and Victoria were the absolute BEST hosts we’ve ever encountered with VRBO. Friendly, professional, courteous, and well-experienced natives. Any questions were answered before the trip, and and requests fulfilled even before arrival. Vaughn met us as we exited the Lyft, we got right ..."

Reviewed on Oct 18, 2020

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Artsy Houseboat wake up on the water in Key West
Safe Harbor Marina
6810 Front St, Key West, FL
Situated in Key West, this houseboat is within 2 mi (3 km) of Key West Harbour, Robbie's, and Lower Keys Medical Center. Key West Golf Club is 1.9 mi (3 km) ...
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Safe Harbor Marina
Trawler 34 Californian  Houseboat Fisherman's Cottage and Man Cave
Situated in Key West, this houseboat is 0.3 mi (0.4 km) from Key West Harbour and within 3 mi (5 km) of Robbie's and Lower Keys Medical Center. Key West Golf ...
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Trawler 34 Californian Houseboat Fisherman's Cottage and Man Cave
Sail Florida Adventures
2 out of 5
617 Front Street, Slip #19, Key West, FL
Nestled on the beach, this Key West houseboat is within 3 mi (5 km) of Key West Harbour, Robbie's, and Key West Golf Club. Lower Keys Medical Center is 2.1 mi ...
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Sail Florida Adventures
Key West Sailing Adventure With Sunset Charter Included
3 out of 5
201 Williams Street; Historic Seaport, E-Dock Slips E-10, E-11, E-12, Key West, FL
Located in Key West Historic District, this houseboat is within a 5-minute walk of Schooner Western Union and Duval Street. Ripley's Believe It or Not and The ...
4/5 Very Good! (31 reviews)
Key West alternative
"We enjoyed our stay on the sailboat as an alternative to staying in a hotel. However, this would not be suitable for everyone. Quarters are clean but somewhat cramped. Location is GREAT! Close to everything. Sunset cruise was wonderful. Captain Ben and crew are excellent! Only problem we had was ..."

Reviewed on Mar 29, 2019

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Key West Sailing Adventure With Sunset Charter Included
Miss Serenity your Marine Expreience
3.5 out of 5
7005 Shrimp Rd, Key West, FL
Situated in Key West, this houseboat is 0.6 mi (1 km) from Robbie's and within 3 mi (5 km) of Key West Harbour and Key West Golf Club. Lower Keys Medical Center ...
3.7/5 Good! (24 reviews)
"Boat itself wasn’t terrible, but Teddy, the guy running things, defrauded my credit card and steals from his one employee. The Marina the boat was at had so many complaints from guests about Miss Serenity, that they kicked them out of the marina on 6 May 2019. Don’t go anywhere near this boat ..."

Reviewed on May 7, 2019

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Miss Serenity your Marine Expreience
Ile Du Soleil      .
Key West, FL
Situated in Key West, this houseboat is 0.6 mi (1 km) from Robbie's and within 3 mi (5 km) of Key West Harbour and Key West Golf Club. Lower Keys Medical Center ...
3/5 (1 review)
Great trip but had toilet issues
"Property and location were awesome. We had several issues with the boat from the lock falling off the second day to the toilet not working, leaking, and smell from day three. It is an older boat not a hotel, kinda like camping on the water. With that in mind the boat was great (other than the toilet ..."

Reviewed on Aug 15, 2020

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Ile Du Soleil .
Restless Native Catamaran Key West
3 out of 5
201 Williams Street Dock c-18, Key West, FL
Located in Key West Historic District, this houseboat is within a 5-minute walk of Schooner Western Union and Duval Street. Ripley's Believe It or Not and The ...
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Restless Native Catamaran Key West
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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.

Other property types in Key West

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
The price is $175 per night from Oct 18 to Oct 18
4.5/5 Wonderful! (2,539 reviews)
"Nice view, very quiet"

Reviewed on Oct 16, 2021

Oceans Edge Key West Resort, Hotel & Marina
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd, Key West, FL
The price is $134 per night from Oct 19 to Oct 19
3.9/5 Good! (1,866 reviews)
"Its an older property. Bus was nice, didnt have to worry about having a car."

Reviewed on Oct 16, 2021

Ibis Bay Beach Resort
Barbary Beach House Key West

Barbary Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
The price is $209 per night from Oct 20 to Oct 20
4.5/5 Wonderful! (748 reviews)
"We are very pleased with the room and the service we received here. The only thing that I think they could change is to get better pillows. We would definitely come back here. Thank you!"

Reviewed on Oct 13, 2021

Barbary Beach House 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.

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