A tropical island with clear blue waters, palm trees, and a thatched-roof hut.

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Cudjoe Key houseboats

Exterior

47ft Viking Yacht · 2 Pools · Perry Marina · Key West

47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Stock Island
7.6 out of 10, Good, (39 reviews)
"Great stay and an excellent host! "
United States
Mike T.
The price is ￥27,153
￥63,311 total
includes taxes & fees
Aug 17 - Aug 18
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Exterior

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (192 reviews)
"The bathroom smelled a bit, but we loved the loft and the vibes of the houseboat. It’s hard to find 3 bedrooms at that reasonable price and we have 3 kids that do not want to sleep together so this was perfect. We ate at the bar and really enjoyed watching the jellyfish. It was a cool!"
United States
Emily
The price is ￥19,727
￥49,410 total
includes taxes & fees
Jul 20 - Jul 21
Aqua Lodges at Hurricane Hole Marina
Pool

Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (62 reviews)
"Great would definitely stay again "
United States
Zach C.
The price is ￥68,208
￥86,478 total
includes taxes & fees
Jul 22 - Jul 23
Living the Dream Key West Style
Dining

Key West Luxury Houseboat

Key West Luxury Houseboat
Stock Island
9.0 out of 10, Wonderful, (11 reviews)
"Great place to stay in Key West. Brad was very welcoming."
United States
Christopher A.
The price is ￥101,581
￥162,289 total
includes taxes & fees
Jul 20 - Jul 21
Key West Luxury Houseboat
Property grounds

Luxury 2 stateroom Yacht FREE TIME

Luxury 2 stateroom Yacht FREE TIME
Stock Island
10.0 out of 10, Exceptional, (2 reviews)
"My family and I had a wonderful stay on the boat. We had everything we could possibly need and then some. We would love to book the boat again next time we are down in Key West. Thank you for such a great experience. Cor (host) was great with our last minute booking and JD did a fantastic job setting everything up for us. A BIG Thank You from your Texas friends."
United States
Jennifer S.
The price is ￥68,532
￥140,339 total
includes taxes & fees
Jul 26 - Jul 27
Luxury 2 stateroom Yacht FREE TIME
Dining

Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West

Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Stock Island
The price is ￥145,962
￥257,037 total
includes taxes & fees
Aug 15 - Aug 16
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Private kitchen

Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West

Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Stock Island
9.0 out of 10, Wonderful, (2 reviews)
"We thoroughly enjoyed our stay on "Somewhere" and the excursion was the highlight. The Yacht Club was also fantastic - great pool and we had a chance to meet fellow boaters and joined them for yoga. The boat was more spacious than we thought. "
United States
Michelle C.
The price is ￥81,038
￥172,490 total
includes taxes & fees
Jul 19 - Jul 20
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Terrace/patio

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
9.2 out of 10, Wonderful, (11 reviews)
"This was the best place I have ever stayed! Tina is an amazing host, the energy was magnificent! "
United States
Ashley S.
The price is ￥21,919
￥43,229 total
includes taxes & fees
Jul 22 - Jul 23
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Marina

Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West

Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
Stock Island
The price is ￥33,779
￥73,689 total
includes taxes & fees
Jul 21 - Jul 22
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
TV, offices

Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is ￥63,661
￥122,633 total
includes taxes & fees
Aug 18 - Aug 19
Waterfront & Heated Pool - Break Awai Floating Villa
Interior

Waterfront & Heated Pool - Away Awai Floating Villa

Waterfront & Heated Pool - Away Awai Floating Villa
Stock Island
9.6 out of 10, Exceptional, (5 reviews)
"A unique location with all you need"
United States
Stefanie S.
The price is ￥69,994
￥132,844 total
includes taxes & fees
Aug 17 - Aug 18
Waterfront & Heated Pool - Away Awai Floating Villa
Marina

Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
10.0 out of 10, Exceptional, (1 review)
"Daniel was an amazing host! He was always available across multiple medias - phone text email in-person. Anytime I had a question or issue, he responded immediately and my concerns were rectified same day. While Daniel was touring me around the premises, he even gave me a lift on the skiff to pick up a bag of ice, and tipped the attendant! Daniel is a thoughtful host, and there were many things that made my Air B&B stay one-of-a-kind! I was 'Blown Away' ..."
United States
Jacqueline D.
The price is ￥20,950
￥35,953 total
includes taxes & fees
Jul 26 - Jul 27
Key West Sailboat Getaway
Property grounds

Docked in Paradise

Docked in Paradise
Stock Island
9.0 out of 10, Wonderful, (7 reviews)
"Houseboat was lovely! We truly enjoyed our stay. Josh was very responsive and helpful and the amenities at the marina and hotel were excellent."
United States
Susan T.
The price is ￥38,002
￥78,764 total
includes taxes & fees
Aug 16 - Aug 17
Docked in Paradise
1 bedroom, desk, bed sheets

Affordable, Adventurous Houseboat on-the-water in Key West Florida

Affordable, Adventurous Houseboat on-the-water in Key West Florida
Stock Island
10.0 out of 10, Exceptional, (1 review)
"Wonderful getaway on the water! Quite the adventure! Comfy bed! Clean and well stocked! Would do it again!"
United States
lisa w.
The price is ￥47,490
￥70,516 total
includes taxes & fees
Jul 26 - Jul 27
Affordable, Adventurous Houseboat on-the-water in Key West Florida
Outdoor pool

40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is ￥85,888
￥161,244 total
includes taxes & fees
Aug 13 - Aug 14
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Marina

Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West

Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Stock Island
10.0 out of 10, Exceptional, (1 review)
"The marina was beautiful boat was quiet, relaxing close to everything but far enough away from the craziness of downtown. Plentyto do close by in and it’s a short drive to Key West my girlfriend said it was by far the best Mother’s Day ever couldn’t be happier. "
United States
Tyler L.
The price is ￥31,059
￥64,986 total
includes taxes & fees
Jul 19 - Jul 20
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Marina

Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is ￥29,232
￥78,196 total
includes taxes & fees
Jul 20 - Jul 21
Cozy Houseboat
Marina

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Stock Island
9.4 out of 10, Exceptional, (43 reviews)
"Great Stay"
United States
Denton S.
The price is ￥36,540
￥61,793 total
includes taxes & fees
Jul 27 - Jul 28
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Interior

Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
The price is ￥96,628
￥198,352 total
includes taxes & fees
Aug 17 - Aug 18
Oceanfront - Break Awai x Away Awai Floating Villas
Terrace/patio

The Grand Tiki at Tiki Suites – A Floating Oasis in Key West

The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
Meadows
10.0 out of 10, Exceptional, (1 review)
"The host and place where amazing!"
United States
Shawn H.
The price is ￥138,006
￥195,441 total
includes taxes & fees
Jul 26 - Jul 27
The Grand Tiki at Tiki Suites – A Floating Oasis in 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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Top Cudjoe Key Hotel Reviews

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent
"Unit was very nice and clean. Staff were ery helpful."
Binhson 4-night trip
Posted less than an hour ago
Hyatt Vacation Club at Beach House, Key West

Find out more about Cudjoe Key

Cudjoe Key Houseboats information

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