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

Search Houseboats in Cudjoe Key

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Cudjoe Key houseboats

Exterior

1. Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (194 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 ￥14,504
￥42,841 total
includes taxes & fees
Aug 21 - Aug 22
Aqua Lodges at Hurricane Hole Marina
Terrace/patio

2. Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
8.4 out of 10, Very Good, (13 reviews)
"The host Tina is amazing! "
United States
Denise B.
The price is ￥28,481
￥51,089 total
includes taxes & fees
Aug 24 - Aug 25
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Exterior

3. 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, (41 reviews)
"Great set up!!!"
United States
Benjamin
The price is ￥26,306
￥63,416 total
includes taxes & fees
Sep 3 - Sep 4
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Marina

4. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is ￥28,481
￥76,187 total
includes taxes & fees
Aug 25 - Aug 26
Cozy Houseboat
Marina

5. Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
9.0 out of 10, Wonderful, (2 reviews)
"Definitely a unique property. I would recommend this stay for younger or more agile people. Knowing in advance that you will be stepping off the dock into the boat and going down steep steps to get into the living quarters can be tricky. Great Marina View with Marina amenities."
United States
Julia
The price is ￥20,412
￥35,820 total
includes taxes & fees
Aug 27 - Aug 28
Key West Sailboat Getaway
Marina

6. 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, (4 reviews)
"Everything was great!"
United States
Terri F.
The price is ￥30,261
￥64,108 total
includes taxes & fees
Sep 3 - Sep 4
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Pool

7. 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 ￥66,457
￥84,100 total
includes taxes & fees
Aug 24 - Aug 25
Living the Dream Key West Style
Property grounds

8. Docked in Paradise

Docked in Paradise
Stock Island
9.0 out of 10, Wonderful, (8 reviews)
"The houseboat is located in a great marina with a nice place to eat, have a drink, and enjoy a swim. The houseboat is very comfortable and clean. The host has excellent communication. It is only 3 miles away from Duval St but far enough away to be serene."
United States
Michael
The price is ￥37,026
￥77,058 total
includes taxes & fees
Sep 3 - Sep 4
Docked in Paradise
Private kitchen

9. 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 ￥78,957
￥169,327 total
includes taxes & fees
Aug 25 - Aug 26
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Property grounds

10. 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 ￥78,893
￥152,127 total
includes taxes & fees
Aug 21 - Aug 22
Luxury 2 stateroom Yacht FREE TIME
Marina

11. 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
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing time. Would definitely stay there again!"
United States
Andrea S.
The price is ￥39,558
￥79,748 total
includes taxes & fees
Aug 23 - Aug 24
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
Living area

12. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is ￥55,381
￥115,331 total
includes taxes & fees
Aug 26 - Aug 27
Waterfront & Heated Pool - Break Awai Floating Villa
Interior

13. 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 ￥55,381
￥114,540 total
includes taxes & fees
Aug 23 - Aug 24
Waterfront & Heated Pool - Away Awai Floating Villa
Pool

14. 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 ￥83,704
￥162,207 total
includes taxes & fees
Aug 21 - Aug 22
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
Interior

15. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
The price is ￥68,514
￥161,890 total
includes taxes & fees
Sep 16 - Sep 17
Oceanfront - Break Awai x Away Awai Floating Villas
Dining

16. 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 ￥142,249
￥250,499 total
includes taxes & fees
Aug 21 - Aug 22
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Interior

17. 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
The price is ￥87,027
￥129,156 total
includes taxes & fees
Aug 23 - Aug 24
Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
Terrace/patio

18. 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 ￥134,496
￥189,362 total
includes taxes & fees
Aug 27 - Aug 28
The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
Exterior

19. 3-bedroom catamaran with pool and beach access in amazing Key West!

3-bedroom catamaran with pool and beach access in amazing Key West!
Stock Island
The price is ￥45,444
￥97,802 total
includes taxes & fees
Sep 14 - Sep 15
3-bedroom catamaran with pool and beach access in amazing 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cudjoe Key Hotel Reviews

Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"Room was very clean and organized. They always have stacked of water bottles and fresh towels when you need them. They make up the bed, clean the floor and bathroom every day. Staff are nice and helpful. Outdoor pool is nice, clean and warm. Hot tub is also nice and clean! We have a pool view which is nice if you just want to hangout in the balcony and relax or maybe read your favorite book."
Rina 6-night trip
Posted less than an hour ago
Margaritaville Beach House Key West

Find out more about Cudjoe Key

Cudjoe Key Houseboats information

Number of reviews
267
Accommodation
69 Houseboats
Lowest Price
￥35,820
Highest Price
￥250,499

Frequently asked questions

Why book your houseboat in Cudjoe Key with Expedia?
Vacationing should be hassle-free, so if you're looking for houseboats at an affordable price, Expedia has your back. Keep costs down and choose a small and cozy option, or book a 5-star vessel and spoil your crew.
How can I find cheap houseboats in Cudjoe Key?
Expedia will help you track down your perfect cheap houseboat in Cudjoe Key. First, join our free rewards program, One Key™. Members get access to offers you won't find anywhere else. Then, just enter your travel dates and destination and use the filter tool to refine your search based on your budget and amenity needs. Following that, it's anchors aweigh!

Explore a world of travel with Expedia