Title: The Best Houseboat Rentals in Cow Key | Expedia.com

[Cow Key Travel Guide](https://expedia.com/Cow-Key.dx180163)[Hotels in Cow Key](https://expedia.com/Cow-Key-Hotels.d180163.Travel-Guide-Hotels)[Vacation Rentals in Cow Key](https://expedia.com/Cow-Key-Vacation-Rentals.d180163.Travel-Guide-VacationRentals)[Flights to Cow Key](https://expedia.com/Cheap-Flights-To-Cow-Key.d180163.Travel-Guide-Flights)[Car Rentals in Cow Key](https://expedia.com/Car-Rentals-In-Cow-Key.d180163.Car-Rental-Guide)[Cow Key Vacation Packages](https://expedia.com/Cow-Key.d180163.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=180163&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=180163&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=180163&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=180163&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Cow Key houseboats

![Exterior](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/fded6d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/681d666f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/6d55c844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/682ba7e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Marathon-Hotels-Viking-Yacht-Getaway-In-The-Keys.h92965988.Hotel-Information)

7.8/10

Good

(29 reviews)

"This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julie

$467 nightly

$518 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Marathon-Hotels-Viking-Yacht-Getaway-In-The-Keys.h92965988.Hotel-Information)

![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/088a15ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/a79a9284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/70f7bf95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/8ce6b31b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-Authentic-40-Hatteras-Yacht-Budget-Keys-Living-Ocean-Views.h119473269.Hotel-Information)

7.0/10

Good

(2 reviews)

"Tina was a thoughtful host, but amentities were not as reflected. Most importantly (1) the main bed was not a "double bed" but a twin sized bed, not suitable for sharing and (2) the toilet is not a standard toilet but a pump boat tolilet requring water to be poured from the sink - this may be standard on a boat, but it was a suprise to folks who may be less familiar with boats. There were some other issues which might be attribuatable to the folks before us trashing the place.That said, it was a...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveler

$367 nightly

$408 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Authentic-40-Hatteras-Yacht-Budget-Keys-Living-Ocean-Views.h119473269.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119190000/119184200/119184154/cc5061ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/120000000/119190000/119184200/119184154/b8493b10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119190000/119184200/119184154/f35bceff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/120000000/119190000/119184200/119184154/a6e93cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-Docked-In-Paradise.h119184154.Hotel-Information)

$476 nightly

$528 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Docked-In-Paradise.h119184154.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/124000000/123650000/123641800/123641753/039b02d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123650000/123641800/123641753/344a1740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123650000/123641800/123641753/ae79f3eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/124000000/123650000/123641800/123641753/1137f598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-Resort-Chic-On-The-Water-Perry-Marina.h123641753.Hotel-Information)

$480 nightly

$533 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Resort-Chic-On-The-Water-Perry-Marina.h123641753.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/532693cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/017ce471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/3d90235f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/44ae2c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-Living-The-Dream-Key-West-Style.h99882182.Hotel-Information)

9.8/10

Exceptional

(47 reviews)

"Everything was excellent, awesome host, beautiful vacation!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jodi M.

$478 nightly

$531 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Living-The-Dream-Key-West-Style.h99882182.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/2a7c6e81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Cabin | Living area | 40-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/c267004f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/bc5aedd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/3a268cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information)

9.0/10

Wonderful

(180 reviews)

"Unique place to stay! We loved the nature and the location! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sara

$310 nightly

$349 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information)

![Fridge, stovetop, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/121000000/120530000/120524700/120524691/5572ae24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, stovetop, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/121000000/120530000/120524700/120524691/76ab7cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120530000/120524700/120524691/2c771588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/121000000/120530000/120524700/120524691/113d1995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Key West

[](https://www.expedia.com/Key-West-Hotels-Super-Cozy-Boat-In-Key-West.h120524691.Hotel-Information)

9.4/10

Exceptional

(3 reviews)

"Everything was great and as we expected. We opted for a kayak so that we could come and go as we pleased. We had a few questions we wanted to ask the week prior but we did get to talk to the host the day before out flightwe had a great time"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Teresa M.

$283 nightly

$314 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Super-Cozy-Boat-In-Key-West.h120524691.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/104000000/104000000/103997300/103997279/c08a43cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/104000000/103997300/103997279/43ede49b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/104000000/103997300/103997279/be3f4d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/104000000/103997300/103997279/dc2b3ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-Awais-Floating-Villa-Luxury-Houseboat.h103997279.Hotel-Information)

9.6/10

Exceptional

(4 reviews)

"Very clean and modern. Marina view was beautiful. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christy V.

$814 nightly

$903 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Awais-Floating-Villa-Luxury-Houseboat.h103997279.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120340000/120336600/120336516/93c41649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/121000000/120340000/120336600/120336516/922b12a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120340000/120336600/120336516/ca3cd952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120340000/120336600/120336516/9152b7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-43-Classic-Trawler-5-Star-Resort-Pools.h120336516.Hotel-Information)

10/10

Exceptional

(5 reviews)

"The owner is very nice and responsive!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Limin

$457 nightly

$507 total

Mar 21 - Mar 22

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-43-Classic-Trawler-5-Star-Resort-Pools.h120336516.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/108000000/107910000/107901200/107901117/503b06e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/108000000/107910000/107901200/107901117/1e093994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107910000/107901200/107901117/e54233c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107910000/107901200/107901117/82a1ec68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-Skip-The-Hotel-Stay-On-The-Water-Aboard-A-46-Foot-Yacht-In-Key-West.h107901117.Hotel-Information)

10/10

Exceptional

(4 reviews)

"Absolutely amazing place to stay… better than we imagined! The host, Tom was fantastic and made us feel right at home. We loved the views and the amenities, Truely an awesome place to stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John C.

$683 nightly

$758 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Skip-The-Hotel-Stay-On-The-Water-Aboard-A-46-Foot-Yacht-In-Key-West.h107901117.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/106000000/105770000/105766000/105765915/w1560h1170x486y0-da395f95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105770000/105766000/105765915/89e7295c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/106000000/105770000/105766000/105765915/w1560h1170x486y0-034e5e05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105770000/105766000/105765915/w1560h1170x486y0-d1e6b5f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-Cozy-House-Boat-At-3D-Boat-Yard-On-Stock-Island-Just-Next-To-Key-West.h105765915.Hotel-Information)

$530 nightly

$589 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Cozy-House-Boat-At-3D-Boat-Yard-On-Stock-Island-Just-Next-To-Key-West.h105765915.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/118000000/117640000/117636300/117636268/a3a4a1ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/118000000/117640000/117636300/117636268/79043241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117640000/117636300/117636268/dd77e2e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117640000/117636300/117636268/b217fe0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-Charming-1-Bedroom.h117636268.Hotel-Information)

6.0/10

(2 reviews)

"This is really 2 reviews. One for travelers that have overnighted on small to medium sized sailboats before and a second one for those who have not. 1\. For sailors. No surprises, comfortable V berth that would be tight for anyone over 6 feet tall. Galley with propane stove. Above average shore facilities with showers and laundry. Owner requests the head (toilet) only be used for "emergencies". Not sure what that means so you may need to clarify with the host. We just used the shore...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

SAMUEL

$527 nightly

$586 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Charming-1-Bedroom.h117636268.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/118000000/117380000/117379900/117379843/w1200h790x0y0-12bf95fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/118000000/117380000/117379900/117379843/e9d96957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117380000/117379900/117379843/f7ca8cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117380000/117379900/117379843/50252a56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-Stay-Together.h117379843.Hotel-Information)

8.0/10

Very Good

(1 review)

"The trip was incredible. The boat met all expectations. 4 bedrooms and baths are great. The beds were very comfortable and the climate systems great. The Captain was excellent and couldn't do enough to make the sail a great experience.. Many Thanks."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John W.

$1,141 nightly

$1,266 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Stay-Together.h117379843.Hotel-Information)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/96000000/95650000/95648300/95648282/a5ab4a58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95650000/95648300/95648282/e42463db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95650000/95648300/95648282/6a646156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95650000/95648300/95648282/d26dd76b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-Beautiful-Houseboat-In-Key-West.h95648282.Hotel-Information)

10/10

Exceptional

(1 review)

"Went with my girlfriend and we had an amazing time, so much fun. I recommend to anyone.if you have a partner, friends and family or even by yourself this is a great experience "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Antonio M.

$632 nightly

$701 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Beautiful-Houseboat-In-Key-West.h95648282.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/59000000/58990000/58988300/58988271/48358698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, music library, stereo](https://images.trvl-media.com/lodging/59000000/58990000/58988300/58988271/e0aeec92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/59000000/58990000/58988300/58988271/84bd38a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/59000000/58990000/58988300/58988271/ab0c7c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-Key-West-Luxury-Houseboat.h58988271.Hotel-Information)

9.6/10

Exceptional

(8 reviews)

"This was our first houseboat vacation and it didn’t disappoint! We love seeing all the hustle and bustle of Key West but loved coming back to our peace and tranquillity each night and waking up and having coffee on one of the decks! We will definitely do it again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Trish R.

$983 nightly

$1,091 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Key-West-Luxury-Houseboat.h58988271.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/117000000/116970000/116961500/116961428/7386add3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116970000/116961500/116961428/ddbfa787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116970000/116961500/116961428/83a75b07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116970000/116961500/116961428/bbcb642b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-FREE-TIME-50-2-Cabin-Yacht-Key-West.h116961428.Hotel-Information)

10/10

Exceptional

(1 review)

"Tom & Jen were great hosts! Prompt with communication before and during our stay. They shopped for and delivered our groceries, along with welcoming us with a tour of the marina & boat. Very personable. The boat was very clean with all necessities on board. Highly recommend staying aboard Free Time!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melissa G.

$1,367 nightly

$1,517 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-FREE-TIME-50-2-Cabin-Yacht-Key-West.h116961428.Hotel-Information)

![](https://images.trvl-media.com/lodging/127000000/126700000/126691200/126691189/7767a43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/127000000/126700000/126691200/126691189/1ec94f15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/127000000/126700000/126691200/126691189/aaf81ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/127000000/126700000/126691200/126691189/53db1cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Meadows

[](https://www.expedia.com/Key-West-Hotels-Tiki-Suites-Key-West-The-Grand-Tiki.h126691189.Hotel-Information)

$886 nightly

$983 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Tiki-Suites-Key-West-The-Grand-Tiki.h126691189.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/118000000/117640000/117637300/117637289/8195b10f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117640000/117637300/117637289/0ad20a62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117640000/117637300/117637289/2b50480b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/118000000/117640000/117637300/117637289/ae0a5ba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-Luxurious-4-Bedroom-Catamaran.h117637289.Hotel-Information)

$1,427 nightly

$1,583 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Luxurious-4-Bedroom-Catamaran.h117637289.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/115000000/114130000/114128700/114128700/d7d4a936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/115000000/114130000/114128700/114128700/cdf6a859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/115000000/114130000/114128700/114128700/66ec6d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/115000000/114130000/114128700/114128700/7eaa2ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-40ft-Sailboat.h114128700.Hotel-Information)

$909 nightly

$1,010 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-40ft-Sailboat.h114128700.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116360000/116359800/116359795/7fc38152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116360000/116359800/116359795/84944688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116360000/116359800/116359795/d8d7e75b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/117000000/116360000/116359800/116359795/1127c930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-Luxurious-6-Bedroom-64-Ft-Yacht-In-Beautiful-Key-West-With-Full-Time-Concierge.h116359795.Hotel-Information)

$6,741 nightly

$7,491 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Luxurious-6-Bedroom-64-Ft-Yacht-In-Beautiful-Key-West-With-Full-Time-Concierge.h116359795.Hotel-Information)

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](https://expedia.com/Hotel-Search?startDate=2026-03-13&endDate=2026-03-14&regionId=180163&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Aparthotels

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Private vacation homes

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Apartments

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Condos

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Villas

[](https://www.expedia.com/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America&regionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=VILLA)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America&regionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=HOUSE_BOAT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America&regionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=COTTAGE)

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## Top Cow Key Hotel Reviews

![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg)

### Parrot Key Hotel & Villas

10/10 Excellent

"Clean room, proximity to area features "

[](https://expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information)

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg)

### Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"All was great staff, room cleanliness. But one thing we were very disappointed in was the fact that one of our beach days we did not have a beach chair!! So disappointing for the price we pay that you don’t have enough beach chairs and we had to sit on the ground. "

[](https://expedia.com/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information)

![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/becea015_y.jpg)

### Havana Cabana at Key West 

10/10 Excellent

"This is an excellent place. Clean, adorable, extremely comfortable. We loved it. "

[](https://expedia.com/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information)

![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg)

### Beachside Resort & Residences

10/10 Excellent

"Everything was fabulous!"

[](https://expedia.com/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information)

![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2_y.jpg)

### DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"room was nice but the staff were the best part of our stay"

[](https://expedia.com/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information)

![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg)

### Ibis Bay Beach Resort

10/10 Excellent

"El lugar es por lo que pagas, cuarto limpio y personal atento, cercano al centro."

[](https://expedia.com/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information)

![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg)

### Blue Flamingo Resort Key West

10/10 Excellent

"Room was clean and beautifully decorated, the bed was extremely comfortable! We experienced exceptional hospitality and really enjoyed our stay. Very relaxing!"

[](https://expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)

![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg)

### Pier House Resort & Spa

10/10 Excellent

"Staff was exceptional. Room was spotless. "

[](https://expedia.com/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information)

![The Laureate Key West](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/3158543b_y.jpg)

### The Laureate Key West

10/10 Excellent

"Great place, very clean, would def stay again. "

[](https://expedia.com/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information)

## Find out more about Cow Key

## Cow Key Houseboats information

| Number of reviews | 279           |
| ----------------- | ------------- |
| Accommodation     | 64 Houseboats |
| Lowest Price      | $314          |
| Highest Price     | $7,491        |

## Frequently asked questions

### How much do houseboats in Cow Key cost?

### What are the best houseboats in Cow Key?

### How many houseboats are there in Cow Key?

### Are there any family-friendly houseboats in Cow Key?

### Why book your houseboat in Cow Key with Expedia?

### How can I find cheap houseboats in Cow Key?

## Explore a world of travel with Expedia

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- [Flights from Denver (DEN) to Key West (EYW) ](https://www.expedia.com/lp/flights/den/eyw/denver-to-key-west)
- [Flights from St. Petersburg (PIE) to Key West (EYW) ](https://www.expedia.com/lp/flights/pie/eyw/st-petersburg-to-key-west)
- [Flights from Memphis (MEM) to Key West (EYW) ](https://www.expedia.com/lp/flights/mem/eyw/memphis-to-key-west)
- [Flights from Naples (APF) to Key West (EYW) ](https://www.expedia.com/lp/flights/apf/eyw/naples-to-key-west)
- [Flights from Los Angeles (LAX) to Key West (EYW) ](https://www.expedia.com/lp/flights/lax/eyw/los-angeles-to-key-west)
- [Flights from Omaha (OMA) to Key West (EYW) ](https://www.expedia.com/lp/flights/oma/eyw/omaha-to-key-west)
- [Flights from Knoxville (TYS) to Key West (EYW) ](https://www.expedia.com/lp/flights/tys/eyw/knoxville-to-key-west)
- [Flights from Tulsa (TUL) to Key West (EYW) ](https://www.expedia.com/lp/flights/tul/eyw/tulsa-to-key-west)
- [Flights from Myrtle Beach (MYR) to Key West (EYW) ](https://www.expedia.com/lp/flights/myr/eyw/myrtle-beach-to-key-west)
- [Flights from Savannah (SAV) to Key West (EYW) ](https://www.expedia.com/lp/flights/sav/eyw/savannah-to-key-west)
- [Flights from Greenville (GSP) to Key West (EYW) ](https://www.expedia.com/lp/flights/gsp/eyw/greenville-to-key-west)
- [Flights from Punta Gorda Airport (PGD) to Key West (EYW) ](https://www.expedia.com/lp/flights/pgd/eyw/punta-gorda-airport-to-key-west)
- [Flights from Austin (AUS) to Key West (EYW) ](https://www.expedia.com/lp/flights/aus/eyw/austin-to-key-west)
- [Flights from Phoenix (PHX) to Key West (EYW) ](https://www.expedia.com/lp/flights/phx/eyw/phoenix-to-key-west)
- [Flights from Rochester (ROC) to Key West (EYW) ](https://www.expedia.com/lp/flights/roc/eyw/rochester-to-key-west)
- [Flights from Springfield (SGF) to Key West (EYW) ](https://www.expedia.com/lp/flights/sgf/eyw/springfield-to-key-west)
- [Flights from Syracuse (SYR) to Key West (EYW) ](https://www.expedia.com/lp/flights/syr/eyw/syracuse-to-key-west)
- [Flights from Tallahassee (TLH) to Key West (EYW) ](https://www.expedia.com/lp/flights/tlh/eyw/tallahassee-to-key-west)
- [Flights from Wilmington (ILM) to Key West (EYW) ](https://www.expedia.com/lp/flights/ilm/eyw/wilmington-to-key-west)
- [Flights from Des Moines (DSM) to Key West (EYW) ](https://www.expedia.com/lp/flights/dsm/eyw/des-moines-to-key-west)
- [Flights from Harrisburg (MDT) to Key West (EYW) ](https://www.expedia.com/lp/flights/mdt/eyw/harrisburg-to-key-west)
- [Flights from Washington (IAD) to Key West (EYW) ](https://www.expedia.com/lp/flights/iad/eyw/washington-to-key-west)
- [Flights from Birmingham (BHM) to Key West (EYW) ](https://www.expedia.com/lp/flights/bhm/eyw/birmingham-to-key-west)
- [Flights from Daytona Beach (DAB) to Key West (EYW) ](https://www.expedia.com/lp/flights/dab/eyw/daytona-beach-to-key-west)
- [Flights from Seattle (SEA) to Key West (EYW) ](https://www.expedia.com/lp/flights/sea/eyw/seattle-to-key-west)
- [Flights from Gainesville (GNV) to Key West (EYW) ](https://www.expedia.com/lp/flights/gnv/eyw/gainesville-to-key-west)
- [Flights from Oklahoma City (OKC) to Key West (EYW) ](https://www.expedia.com/lp/flights/okc/eyw/oklahoma-city-to-key-west)
- [Flights from Panama City (ECP) to Key West (EYW) ](https://www.expedia.com/lp/flights/ecp/eyw/panama-city-to-key-west)
- [Flights from Chattanooga (CHA) to Key West (EYW) ](https://www.expedia.com/lp/flights/cha/eyw/chattanooga-to-key-west)
- [Flights from San Francisco (SFO) to Key West (EYW) ](https://www.expedia.com/lp/flights/sfo/eyw/san-francisco-to-key-west)
- [Flights from Las Vegas (LAS) to Key West (EYW) ](https://www.expedia.com/lp/flights/las/eyw/las-vegas-to-key-west)
- [Flights from San Antonio (SAT) to Key West (EYW) ](https://www.expedia.com/lp/flights/sat/eyw/san-antonio-to-key-west)
- [Flights from Portland (PDX) to Key West (EYW) ](https://www.expedia.com/lp/flights/pdx/eyw/portland-to-key-west)

- [Key West Vacations ](https://www.expedia.com/Key-West.d1187.Destination-Travel-Guides)
- [Robbie's ](https://www.expedia.com/Robbies-Key-West.d6068603.Vacation-Attraction)
- [Fort East Martello Museum and Gallery ](https://www.expedia.com/Fort-East-Martello-Museum-And-Gallery-Key-West.d6069253.Vacation-Attraction)

- [Car rental Key West Airport (EYW) ](https://www.expedia.com/Car-Rentals-In-Key-West-Intl.d5724485.Car-Rental-Guide)

- [Things to do in Stock Island ](https://www.expedia.com/Things-To-Do-In-Stock-Island.d180166.Travel-Guide-Activities)