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
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

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)
"Perfect location! Had options of 2 pools to enjoy on property. The marina serves complimentary coffee. "
United States
Crystal A.
The price is AED 683
AED 1,565 total
includes taxes & fees
3 Aug - 4 Aug
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Pool

Living the Dream Key West Style

Living the Dream Key West Style
Stock Island
10.0 out of 10, Exceptional, (61 reviews)
"Great would definitely stay again "
United States
Zach C.
The price is AED 1,543
AED 1,901 total
includes taxes & fees
13 Jul - 14 Jul
Living the Dream Key West Style
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 AED 327
AED 984 total
includes taxes & fees
13 Jul - 14 Jul
Aqua Lodges at Hurricane Hole Marina
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)
"Everything was in place nice place to if you want peace and to just chill perfect spot also too be on the water is a plus."
United States
Shenicka B.
The price is AED 735
AED 1,269 total
includes taxes & fees
17 Jul - 18 Jul
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
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 AED 3,919
AED 5,987 total
includes taxes & fees
11 Aug - 12 Aug
Luxury 2 stateroom Yacht FREE TIME
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 AED 2,297
AED 3,678 total
includes taxes & fees
20 Jul - 21 Jul
Key West Luxury Houseboat
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 AED 1,015
AED 1,521 total
includes taxes & fees
19 Jul - 20 Jul
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)
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Property grounds

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.
Waterfront & Heated Pool - Away Awai Floating Villa
Interior

Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
Oceanfront - Break Awai x Away Awai Floating Villas
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 AED 1,833
AED 3,912 total
includes taxes & fees
13 Jul - 14 Jul
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
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 AED 955
AED 1,885 total
includes taxes & fees
13 Jul - 14 Jul
Docked in Paradise
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 AED 3,302
AED 5,683 total
includes taxes & fees
11 Aug - 12 Aug
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
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 AED 744
AED 1,520 total
includes taxes & fees
15 Jul - 16 Jul
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Interior

Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL

Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
Meadows
Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
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
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
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 Grand Tiki at Tiki Suites – A Floating Oasis in Key West
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 AED 918
AED 1,516 total
includes taxes & fees
27 Jul - 28 Jul
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Marina

Cozy Houseboat

Cozy Houseboat
Stock Island
The price is AED 661
AED 1,747 total
includes taxes & fees
15 Jul - 16 Jul
Cozy Houseboat
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 AED 474
AED 813 total
includes taxes & fees
19 Jul - 20 Jul
Key West Sailboat Getaway
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

The Laureate Key West

The Laureate Key West

10/10 Excellent
"We booked the 3 bedroom suite, each room had its own bathroom. We found the suite to be clean and spacious. Only downside is the parking being a little limited."
Lisbeth 3-night trip
Posted less than an hour ago
The Laureate Key West

Frequently asked questions

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