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

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, (195 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 €239
includes taxes & fees
23 Aug - 24 Aug
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 €271
includes taxes & fees
18 Sept - 19 Sept
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 €354
includes taxes & fees
23 Aug - 24 Aug
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 €434
includes taxes & fees
21 Sept - 22 Sept
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 €199
includes taxes & fees
19 Sept - 20 Sept
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 €365
includes taxes & fees
21 Sept - 22 Sept
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 €448
includes taxes & fees
25 Aug - 26 Aug
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 €445
includes taxes & fees
14 Sept - 15 Sept
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 €935
includes taxes & fees
21 Sept - 22 Sept
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 €1,329
includes taxes & fees
21 Sept - 22 Sept
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 €482
includes taxes & fees
21 Sept - 22 Sept
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 €623
includes taxes & fees
21 Sept - 22 Sept
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 €623
includes taxes & fees
21 Sept - 22 Sept
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 €891
includes taxes & fees
21 Sept - 22 Sept
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 €901
includes taxes & fees
16 Sept - 17 Sept
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 €1,365
includes taxes & fees
19 Sept - 20 Sept
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 €703
includes taxes & fees
23 Aug - 24 Aug
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 €1,036
includes taxes & fees
21 Sept - 22 Sept
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 €529
includes taxes & fees
1 Sept - 2 Sept
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.
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Top Cudjoe Key Hotel Reviews

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"Great stay"
Melvin 4-night trip
Posted 1 hour ago
Parrot Key Hotel & Villas

Find out more about Cudjoe Key

Cudjoe Key Houseboats information

Number of reviews
268
Accommodation
69 Houseboats
Lowest Price
€199
Highest Price
€1,365

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