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 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=180163&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=180163&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=180163&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=180163&startDate=2026-07-03&endDate=2026-07-05&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

![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)

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/136d2794.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)

### 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

$299 nightly

$332 total

Mar 12 - Mar 13

Total with taxes and fees

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

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/124000000/123610000/123607600/123607536/af8b8d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123610000/123607600/123607536/cbd0257a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/124000000/123610000/123607600/123607536/4688f9c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123610000/123607600/123607536/1a3c1dd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-Charming-And-Romantic-1-Bedroom-Boat-With-AC-Located-At-The-Perry-Marina.h123607536.Hotel-Information)

9.6/10

Exceptional

(5 reviews)

"Excellent host, very knowledgeable with a charming and quaint little eater hideaway. She provided everything needed. Super responsive in an AMAZING harbor "

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

Jayson

$309 nightly

$343 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Charming-And-Romantic-1-Bedroom-Boat-With-AC-Located-At-The-Perry-Marina.h123607536.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)

10/10

Exceptional

(1 review)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susan T.

$475 nightly

$527 total

Mar 15 - Mar 16

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/100000000/99890000/99882200/99882182/532693cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, ice maker](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/9e3ecc72.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)

![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)

### Houseboat in Stock Island

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

9.8/10

Exceptional

(49 reviews)

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

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

Jodi M.

$477 nightly

$530 total

Mar 23 - Mar 24

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)

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

![Front of property](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/721053af.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

(181 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

$337 nightly

$379 total

Mar 24 - Mar 25

Total with taxes and fees

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

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

![Marina](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/a6298f91.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)

![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

$513 nightly

$569 total

Mar 25 - Mar 26

Total with taxes and fees

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

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

![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/121000000/120530000/120524700/120524691/eec5154b.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)

8.4/10

Very Good

(5 reviews)

"Yes, Troy was very welcoming. Met me at the airport and gave me a ride to his boat. Very accomodating. 2 diff.options for sleeping and boat was very comfortable. Plenty of fresh towels.Picked up whatever I needed and brought it out to me. Thx!"

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

rachael K.

$282 nightly

$313 total

Mar 24 - Mar 25

Total with taxes and fees

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

![Marina](https://images.trvl-media.com/lodging/124000000/123650000/123641800/123641753/64fd58f5.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)

![Marina](https://images.trvl-media.com/lodging/124000000/123650000/123641800/123641753/23866a4d_edited_f0be.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)

$429 nightly

$476 total

Apr 7 - Apr 8

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/108000000/107910000/107901200/107901117/503b06e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/108000000/107910000/107901200/107901117/69c6e5fa.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)

![Smart TV](https://images.trvl-media.com/lodging/108000000/107910000/107901200/107901117/1e093994.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.

$674 nightly

$749 total

Mar 12 - Mar 13

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)

![Pool](https://images.trvl-media.com/lodging/125000000/124810000/124800800/124800787/25d45a65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/125000000/124810000/124800800/124800787/743eb520.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/125000000/124810000/124800800/124800787/f511001e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/125000000/124810000/124800800/124800787/bf7119a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-Yacht-In-Key-West-Hosted-By-Luxury-Sea-Charters-The-Perry-Marina.h124800787.Hotel-Information)

$871 nightly

$966 total

Mar 28 - Mar 29

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Yacht-In-Key-West-Hosted-By-Luxury-Sea-Charters-The-Perry-Marina.h124800787.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)

![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)

![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)

### Houseboat in Stock Island

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

9.6/10

Exceptional

(9 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.

$970 nightly

$1,078 total

Mar 31 - Apr 1

Total with taxes and fees

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

![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)

![Marina](https://images.trvl-media.com/lodging/104000000/104000000/103997300/103997279/7c3da327.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)

### 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.

$909 nightly

$1,009 total

Mar 24 - Mar 25

Total with taxes and fees

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

![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)

![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)

### 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)

$537 nightly

$596 total

Mar 17 - Mar 18

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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95650000/95648300/95648282/6a646156.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/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.

$631 nightly

$700 total

Mar 24 - Mar 25

Total with taxes and fees

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

![Dining](https://images.trvl-media.com/lodging/118000000/117640000/117636300/117636268/b217fe0d.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)

### Houseboat in Stock Island

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

6.8/10

(3 reviews)

"Loved the experience of sleeping on a boat. We laughed every night trying to get in/out of the bed. The free shuttle to town was great. "

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

Brian

$539 nightly

$598 total

Mar 23 - Mar 24

Total with taxes and fees

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

![Smart TV](https://images.trvl-media.com/lodging/117000000/116970000/116961500/116961428/6e1617cd.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.

$1,253 nightly

$1,390 total

Mar 12 - Mar 13

Total with taxes and fees

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

$901 nightly

$1,001 total

Apr 1 - Apr 2

Total with taxes and fees

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

![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)

![Interior](https://images.trvl-media.com/lodging/118000000/117640000/117637300/117637289/0ad20a62.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

Apr 1 - Apr 2

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/127000000/126930000/126924800/126924754/f000117d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/127000000/126930000/126924800/126924754/cf1eefb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/127000000/126930000/126924800/126924754/91b02869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/127000000/126930000/126924800/126924754/61f735c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

[](https://www.expedia.com/Key-West-Hotels-Delightful-1-Bedroom-House-Boat-With-AC-In-Key-West.h126924754.Hotel-Information)

$673 nightly

$747 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Delightful-1-Bedroom-House-Boat-With-AC-In-Key-West.h126924754.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)

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

![Property grounds](https://images.trvl-media.com/lodging/115000000/114130000/114128700/114128700/40976dad.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)

$924 nightly

$1,025 total

Mar 21 - Mar 22

Total with taxes and fees

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

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Apartments

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Private vacation homes

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Condos

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Villas

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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=2026-06-09&d1=2026-06-09&endDate=2026-06-12&d2=2026-06-12&lodging=HOUSE_BOAT)

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## Top Cow Key Hotel Reviews

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

### Pier House Resort & Spa

10/10 Excellent

"Wonderful location and very nice hotel!!"

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

2/10 Terrible

"Was an act of god to get fresh towels and general housekeeping. When they did get around to housekeeping, it always seemed like an inconvenience. Key card wristbands generally stopped working each time we left the room. Became usual practice to go to front desk to get wristbands reactivated. Waiters/waitresses were rude. Every interaction always seemed like we were bothering them. Became uncomfortable to ask for anything to the point where we just went to Publix to get groceries/snacks instead of bothering the staff. My son asked for a smoothy or Shirley temple at the bar. He is 6\. It became an issue because the pina colada mix or strawberry daiquiri mix is “Reserved for alcoholic drinks, not kids” And no, it wasn’t pre made with alcohol. One elevator worked. Plan on taking the steps like we did. Or set aside 15 minutes every trip up or down waiting on the elevator. ESPECIALLY when the staff is using the elevator. They made it very clearly known that they take precedence of the elevator over the GUESTS. Everything in our room clogged at least three times. Sink clogged, bathroom drain clogged, and toilet clogged multiple times. And no, we didn’t clog it. We actually showed up to the room with a clogged toilet and clogged sink. Will all of the issues stated above, the staff made ZERO EFFORT to make these issues right. Management wasn’t willing to meet at the front desk. Their idea of making things right, was refunding the $25 nightly resort fee for one night. "

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

![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/a1e6ec60_y.jpg)

### Beachside Resort & Residences

8/10 Good

"The pool loungers were awful. Room was clean."

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

![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/cf132c1e_y.jpg)

### Parrot Key Hotel & Villas

10/10 Excellent

"We enjoyed the multiple pools with friends. Our room was amazing and had a beautiful view of the water with lounge chairs and hammocks for relaxing!"

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

![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/7ea6251e_y.jpg)

### Ibis Bay Beach Resort

10/10 Excellent

"Great area and nice outdoor area to hang out at."

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

![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/bc3021c3_y.jpg)

### The Reach Key West, Curio Collection by Hilton

6/10 Okay

"Resort Room was fine. Balcony small with other balcony to left and right akward"

[](https://expedia.com/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information)

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/546caf1e_y.jpg)

### Southernmost Beach Resort and Guesthouses

10/10 Excellent

"we stayed in a standard room but it was lovely and close to the pools with a wonderful side patio. pretty property. would definitely stay there again."

[](https://expedia.com/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information)

![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/62539afb_y.jpg)

### Havana Cabana at Key West 

10/10 Excellent

"The pool was just like the pictures. They had decorated well for the closest holiday. The staff was very fun! No outside food or drinks at the pool were allowed, which was a little disappointing because my group was planning on purchasing outside drinks from a grocery store to save money. The shuttle from the hotel was very helpful. The hotel was very close to the airport, which was convenient. The condition of the room was great!"

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

![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd_y.jpg)

### Hyatt Vacation Club at Windward Pointe, Key West

8/10 Good

"The property shares a fence with the airport. At check in we were greeted by idling jets and jet fuel in air. The noise level inside the unit and on our veranda was much more tolerable. The property was exceptional and we enjoyed our stay despite the occasional plane taking off."

[](https://expedia.com/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information)

## Find out more about Cow Key

## Cow Key Houseboats information

| Number of reviews | 293           |
| ----------------- | ------------- |
| Accommodation     | 64 Houseboats |
| Lowest Price      | $313          |
| Highest Price     | $1,583        |

## 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?

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- [Flights from Charleston (CHS) to Key West (EYW) ](https://www.expedia.com/lp/flights/chs/eyw/charleston-to-key-west)
- [Flights from Kansas City (MCI) to Key West (EYW) ](https://www.expedia.com/lp/flights/mci/eyw/kansas-city-to-key-west)
- [Flights from Milwaukee (MKE) to Key West (EYW) ](https://www.expedia.com/lp/flights/mke/eyw/milwaukee-to-key-west)
- [Flights from Richmond (RIC) to Key West (EYW) ](https://www.expedia.com/lp/flights/ric/eyw/richmond-to-key-west)
- [Flights from Louisville (SDF) to Key West (EYW) ](https://www.expedia.com/lp/flights/sdf/eyw/louisville-to-key-west)
- [Flights from Hartford (BDL) to Key West (EYW) ](https://www.expedia.com/lp/flights/bdl/eyw/hartford-to-key-west)
- [Flights from Albany (ALB) to Key West (EYW) ](https://www.expedia.com/lp/flights/alb/eyw/albany-to-key-west)
- [Flights from Sarasota (SRQ) to Key West (EYW) ](https://www.expedia.com/lp/flights/srq/eyw/sarasota-to-key-west)
- [Flights from Grand Rapids (GRR) to Key West (EYW) ](https://www.expedia.com/lp/flights/grr/eyw/grand-rapids-to-key-west)
- [Flights from Buffalo (BUF) to Key West (EYW) ](https://www.expedia.com/lp/flights/buf/eyw/buffalo-to-key-west)
- [Flights from Norfolk (ORF) to Key West (EYW) ](https://www.expedia.com/lp/flights/orf/eyw/norfolk-to-key-west)
- [Flights from Providence (PVD) to Key West (EYW) ](https://www.expedia.com/lp/flights/pvd/eyw/providence-to-key-west)
- [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)