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Search Houseboats in Key West from CA $316

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Key West 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, (193 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 CA $165
CA $421 total
includes taxes & fees
Aug 20 - Aug 21
Aqua Lodges at Hurricane Hole Marina
Marina

2. 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 CA $181
CA $316 total
includes taxes & fees
Aug 11 - Aug 12
Key West Sailboat Getaway
Terrace/patio

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

Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Stock Island
9.0 out of 10, Wonderful, (12 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 CA $189
CA $373 total
includes taxes & fees
Aug 4 - Aug 5
Authentic 40' Hatteras Yacht Budget Keys Living & Ocean Views
Exterior

4. 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 CA $233
CA $562 total
includes taxes & fees
Aug 16 - Aug 17
47ft Viking Yacht · 2 Pools · Perry Marina · Key West
Marina

5. Cozy Houseboat

Cozy Houseboat
Stock Island
10.0 out of 10, Exceptional, (1 review)
The price is CA $252
CA $675 total
includes taxes & fees
Aug 4 - Aug 5
Cozy Houseboat
Property grounds

6. Docked in Paradise

Docked in Paradise
Stock Island
9.0 out of 10, Wonderful, (7 reviews)
"Comfortable and affordable stay. Loved having access to the pool, etc."
United States
Jessica R.
The price is CA $328
CA $683 total
includes taxes & fees
Aug 16 - Aug 17
Docked in Paradise
Marina

7. 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 CA $315
CA $534 total
includes taxes & fees
Aug 4 - Aug 5
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
Marina

8. 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, (3 reviews)
"Everything was great!"
United States
Terri F.
The price is CA $268
CA $568 total
includes taxes & fees
Aug 10 - Aug 11
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Marina

9. 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 CA $316
CA $668 total
includes taxes & fees
Aug 4 - Aug 5
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
1 bedroom, desk, bed sheets

10. 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 CA $410
CA $609 total
includes taxes & fees
Aug 9 - Aug 10
Affordable, Adventurous Houseboat on-the-water in Key West Florida
Pool

11. 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 CA $589
CA $747 total
includes taxes & fees
Aug 4 - Aug 5
Living the Dream Key West Style
TV, offices

12. Waterfront & Heated Pool - Break Awai Floating Villa

Waterfront & Heated Pool - Break Awai Floating Villa
Stock Island
The price is CA $491
CA $1,022 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 CA $491
CA $1,022 total
includes taxes & fees
Aug 17 - Aug 18
Waterfront & Heated Pool - Away Awai Floating Villa
Interior

14. 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 CA $771
CA $1,156 total
includes taxes & fees
Aug 4 - Aug 5
Original Tiki Suite — Unique Floating Bungalow on the water in Key West, FL
Property grounds

15. 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 CA $699
CA $1,348 total
includes taxes & fees
Aug 11 - Aug 12
Luxury 2 stateroom Yacht FREE TIME
Private kitchen

16. 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 CA $700
CA $1,509 total
includes taxes & fees
Aug 4 - Aug 5
Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West
Outdoor pool

17. 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 CA $742
CA $1,437 total
includes taxes & fees
Aug 4 - Aug 5
40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6
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 CA $1,192
CA $1,688 total
includes taxes & fees
Aug 9 - Aug 10
The Grand Tiki at Tiki Suites – A Floating Oasis in Key West
Dining

19. 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 CA $1,260
CA $2,220 total
includes taxes & fees
Aug 9 - Aug 10
Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West
Interior

20. Oceanfront - Break Awai x Away Awai Floating Villas

Oceanfront - Break Awai x Away Awai Floating Villas
Stock Island
The price is CA $698
CA $1,575 total
includes taxes & fees
Aug 26 - Aug 27
Oceanfront - Break Awai x Away Awai Floating Villas
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 Key West Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"This is s beautiful property with an excellent location. My only complaint is that we requested a ground floor room 8 months before arrival due to my wife not able to climb stairs. I sent a second reminder two weeks before arrival. The room we were given was on the second floor up steep stairs with no lighting. I was told by staff that a request us not a guarantee and the hotel was full. A ground floor room did become available the next morning but it was so small it lacked a closet or dresser and the bathroom required you to sit sideways on the toilet. We won’t be returning."
Susan C 4-night trip
Posted 4 hours ago
Southernmost Beach Resort and Guesthouses

Find out more about Key West

Key West Houseboats information

Number of reviews
304
Accommodation
74 Houseboats
Lowest Price
CA $316
Highest Price
CA $2,220

Frequently asked questions

How much do houseboats in Key West cost?
Prepare to pay between CA $316 and CA $2,220 per night for a houseboat in Key West. Whatever your budget and wherever you chart a course, these floating escapes guarantee a vacation with a difference. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best houseboats in Key West?
Take your pick of multiple houseboats in Key West for a vacation with a difference on the water. These floating homes have a total average guest review rating of 9.3, and one of the most sought-after is Key West Sailing Adventure With Sunset Charter Included. It has a 3-star rating and amenities such as an art gallery and individually decorated rooms. Key West Yacht Life also rates highly with Expedia guests. This 4-star option features a swimming pool, a barbecue grill and more.
How many houseboats are there in Key West?
Key West has 74 houseboats to select from for your upcoming vacation on the water. Key in your travel dates and destination and book your favorite floating escape.
Are there any family-friendly houseboats in Key West?
Travelling with the whole family in Key West is a breeze at Key West Sailing Adventure With Sunset Charter Included. Featuring amenities such as a nearby beach and WiFi, you'll feel at home in no time on board this 3-star floating retreat. Key West Yacht Life is another family-friendly houseboat where the entire crew can enjoy a relaxing time on the water. It has a 4-star rating and conveniences including WiFi and a barbecue grill. Once you've climbed aboard and unpacked your things, there are lots of family-friendly attractions to visit in and around Key West. Smathers Beach and South Beach promise fun for young and old.
Why book your houseboat in Key West with Expedia?
Reserving a houseboat in Key West is as easy as clicking on your travel dates and choosing an option that has what you need. Seeking a floating retreat that's inexpensive or upscale, or a stay that also features a hot tub and free WiFi? Use Expedia's search filters to further narrow your results and find the ideal fit at the right price.
What is there to do in Key West near my houseboat?
Whatever you're into, Key West has plenty of things to keep you on the go. Nancy Forrester's Secret Garden, Donkey Milk House and Clarence S. Higgs Memorial Beach Park are on most travelers' sightseeing itineraries. Don't miss Duval Street, Smathers Beach and Mallory Square either. With Expedia's Key West hotel deals, you'll be able to see more wonderful attractions like these with the money you save.

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