Title: Sugarloaf Key Houseboats from CA $422 | Expedia.ca

[Sugarloaf Key Travel Guide](https://expedia.ca/Sugarloaf-Key.dx183126)[Hotels in Sugarloaf Key](https://expedia.ca/Sugarloaf-Key-Hotels.d183126.Travel-Guide-Hotels)[Vacation Rentals in Sugarloaf Key](https://expedia.ca/Sugarloaf-Key-Vacation-Rentals.d183126.Travel-Guide-VacationRentals)[Flights to Sugarloaf Key](https://expedia.ca/Cheap-Flights-To-Sugarloaf-Key.d183126.Travel-Guide-Flights)[Things to do in Sugarloaf Key](https://expedia.ca/Things-To-Do-In-Sugarloaf-Key.d183126.Travel-Guide-Activities)[Sugarloaf Key Car Rentals](https://expedia.ca/Car-Rentals-In-Sugarloaf-Key.d183126.Car-Rental-Guide)[Sugarloaf Key Vacation Packages](https://expedia.ca/Sugarloaf-Key.d183126.Destination-Travel-Guides)

![Sugarloaf Shores which includes a bay or harbor and a house](https://images.trvl-media.com/place/6270983/9dc99377-9102-4bb5-a879-e2e0b7c8a2d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6270983/9dc99377-9102-4bb5-a879-e2e0b7c8a2d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=183126&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 three months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=183126&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 four months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=183126&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)

## Our top choices for Sugarloaf Key houseboats

![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)

![Comfort Cabin | Living area](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/c267004f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aqua Lodges at Hurricane Hole Marina

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

Stock Island

8.8/10

Excellent

(174 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

CA $256

CA $516 total

includes taxes & fees

Feb 4 - Feb 5

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

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

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123610000/123607600/123607536/c12fbc8d.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)

### Charming and Romantic 1-bedroom boat with AC located at The Perry Marina

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

Stock Island

10/10

Exceptional

(1 review)

"It was a great experience sleeping on the boat. We slept like a baby, and we appreciated the access to the marina's amenities, especially the shuttle that takes you downtown and back on the hour."

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

Adam M.

CA $218

CA $361 total

includes taxes & fees

Feb 1 - Feb 2

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

![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)

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

### Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

[](https://www.expedia.ca/Key-West-Hotels-Viking-Yacht-Getaway-In-The-Keys-NEW-LOCATION-Tons-Of-Amenities.h92965988.Hotel-Information)

Stock Island

7.8/10

Good

(26 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

CA $340

CA $687 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Key-West-Hotels-Viking-Yacht-Getaway-In-The-Keys-NEW-LOCATION-Tons-Of-Amenities.h92965988.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)

![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)

### Living the Dream Key West Style

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

Stock Island

9.8/10

Exceptional

(40 reviews)

"Perfect, just perfect!"

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

Mikael

CA $567

CA $718 total

includes taxes & fees

Feb 3 - Feb 4

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

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

![Interior](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/c8132110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/42e84698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina.

[](https://www.expedia.ca/Key-West-Hotels-Party-Like-A-Local-In-Key-West.h119473269.Hotel-Information)

Stock Island

6.0/10

(1 review)

"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 traveller

CA $337

CA $557 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Key-West-Hotels-Party-Like-A-Local-In-Key-West.h119473269.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)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/59000000/58990000/58988300/58988271/58ffd6ce.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)

### Key West Luxury Houseboat

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

Stock Island

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.

CA $844

CA $1,352 total

includes taxes & fees

Feb 3 - Feb 4

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

![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)

![Interior](https://images.trvl-media.com/lodging/106000000/105770000/105766000/105765915/w1560h1170x486y0-13413b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Houseboat

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

Stock Island

CA $408

CA $862 total

includes taxes & fees

Feb 16 - Feb 17

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

![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)

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

### Super-Cozy boat in Key West!

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

Key West

9.0/10

Wonderful

(2 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.

CA $336

CA $422 total

includes taxes & fees

Feb 15 - Feb 16

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

![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)

![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)

![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)

### Docked in Paradise

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

Stock Island

CA $438

CA $769 total

includes taxes & fees

Feb 24 - Feb 25

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

![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)

![Outdoor pool](https://images.trvl-media.com/lodging/108000000/107910000/107901200/107901117/69c6e5fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina

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

Stock Island

10/10

Exceptional

(3 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.

CA $807

CA $1,195 total

includes taxes & fees

Feb 3 - Feb 4

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

![Interior](https://images.trvl-media.com/lodging/96000000/95650000/95648300/95648282/09cec5c4.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)

### Beautiful Houseboat in Key West

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

Stock Island

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.

CA $551

CA $958 total

includes taxes & fees

Feb 2 - Feb 3

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

### Waterfront & Heated Pool - Awai's Floating Villa

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

Stock Island

9.4/10

Exceptional

(3 reviews)

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

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

Christy V.

CA $650

CA $1,209 total

includes taxes & fees

Feb 8 - Feb 9

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116360000/116359800/116359795/c5fb9b60.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)

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

### Luxurious "Atlantia" 2020 6-bedrooms 64ft yacht with full time crew

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

Stock Island

CA $8,094

CA $10,105 total

includes taxes & fees

Feb 3 - Feb 4

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

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

![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)

### Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina

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

Stock Island

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.

CA $942

CA $2,056 total

includes taxes & fees

Feb 23 - Feb 24

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

![Interior](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/a08d8288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oven, stovetop](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/2420637e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/184a49f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/6c0cd1c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

[](https://www.expedia.ca/Key-West-Hotels-1-Bedroom-Boat-At-The-Perry-With-AC.h119492759.Hotel-Information)

Stock Island

6.0/10

(3 reviews)

"Tina was very flexible and provided everything that was needed. This is the perfect place for a unique stay in Key West. Would definitely stay again in the future."

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

Ben H.

CA $351

CA $531 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Key-West-Hotels-1-Bedroom-Boat-At-The-Perry-With-AC.h119492759.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)

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

### 40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

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

Stock Island

CA $714

CA $1,383 total

includes taxes & fees

Feb 8 - Feb 9

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

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

### Luxurious 4-Bedroom Catamaran, sleeps up to 8 in delightful Key West

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

Stock Island

CA $1,224

CA $2,155 total

includes taxes & fees

Feb 14 - Feb 15

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

![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)

![Marina](https://images.trvl-media.com/lodging/118000000/117380000/117379900/117379843/84d1ba56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stay Together, "Somewhere" - 4 Bed & 4 Bath - Catamaran in Key West

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

Stock Island

CA $673

CA $1,452 total

includes taxes & fees

Feb 3 - Feb 4

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

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117640000/117636300/117636268/w1284h855x0y4-c3eac5af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-Bedroom, Sailboat in wonderful Key West

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

Stock Island

2.0/10

(1 review)

"The people were the only thing that was acceptable "

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

Michael

CA $407

CA $818 total

includes taxes & fees

Feb 9 - Feb 10

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

![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119350000/119344300/119344295/bf1b0770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor banquet area](https://images.trvl-media.com/lodging/120000000/119350000/119344300/119344295/64b36ddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119350000/119344300/119344295/1d9a6138_edited_8c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119350000/119344300/119344295/5dceca8e_edited_43a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Accommodates 8 Guests 50% Discount! 3 bedroom boat with AC in amazing Key West

[](https://www.expedia.ca/Key-West-Hotels-Accommodates-8-Guests-50-Discount-3-Bedroom-Boat-With-AC-In-Amazing-Key-West.h119344295.Hotel-Information)

Stock Island

2.0/10

(1 review)

"The host asked me to cancel my reservation even though the issue wasn’t my fault. I explained that he should be the one to cancel since the dates no longer worked for him. After that, he stopped responding completely and didn’t even message me on the day of the supposed reservation. Very unprofessional and disappointing communication."

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

Isabella A.

CA $637

CA $1,355 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Key-West-Hotels-Accommodates-8-Guests-50-Discount-3-Bedroom-Boat-With-AC-In-Amazing-Key-West.h119344295.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.ca/Hotel-Search?startDate=2026-02-14&endDate=2026-02-15&regionId=183126&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Houseboats

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Private vacation homes

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Cottages

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Villas

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Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Sugarloaf+Key%2C+Florida%2C+United+States+of+America&regionId=183126&latLong=24.624575%2C-81.54319&adults=2&startDate=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=CABIN)

Aparthotels

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Condos

[](https://www.expedia.ca/Hotel-Search?destination=Sugarloaf+Key%2C+Florida%2C+United+States+of+America&regionId=183126&latLong=24.624575%2C-81.54319&adults=2&startDate=2026-05-01&d1=2026-05-01&endDate=2026-05-04&d2=2026-05-04&lodging=CONDO)

Apartments

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## Top Sugarloaf Key Hotel Reviews

![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg)

### Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"Room was neat and staff was very courteous"

[](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.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

"Staff friendly, rooms clean, lobby smelled amazing, transportation was key. Could just drop your bags and enjoy island life!"

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

![Duval House](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/d8706fe9_y.jpg)

### Duval House

10/10 Excellent

"Clean room"

[](https://expedia.ca/Key-West-Hotels-Duval-House.h900423.Hotel-Information)

![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782_y.jpg)

### Margaritaville Beach House Key West

10/10 Excellent

"The property was wonderful. Great pool, restaurant, and the room was clean and well kept. Staff was all wonderful, from the welcome cocktail, help with a relentless alarm clock, daily free smoothies at poolside, great pool towels and lots of chaise lounges under umbrellas. Also enjoyed the 'air show' with the naval jets flying over a couple times a day. Great location for the beach too!"

[](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information)

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

### Parrot Key Hotel & Villas

10/10 Excellent

"Cleanliness, staff and the spacious room"

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

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

### Beachside Resort & Residences

10/10 Excellent

"Wonderful staff. Beautiful "

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

![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg)

### Hyatt Vacation Club at Beach House, Key West

10/10 Excellent

"Very nice resort, and clean"

[](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information)

![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg)

### The Perry Hotel & Marina Key West

10/10 Excellent

"Wonderful place to stay. Facilities were great. There were three bar/ restaurants to choose from with all very good food. You could walk off site to a few other local places with very good food also. The room was clean. Staff was helpful."

[](https://expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.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

"Shuttle"

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

## Find out more about Sugarloaf Key

## Sugarloaf Key Houseboats information

| Number of reviews | 257           |
| ----------------- | ------------- |
| Accommodation     | 52 Houseboats |
| Lowest Price      | CA $422       |
| Highest Price     | CA $10,105    |

## Frequently asked questions

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

### What is there to do in Sugarloaf Key near my houseboat?

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- [Villas in Summerland Key ](https://www.expedia.ca/Summerland-Key-Villas.d6177802-aaVillas.Travel-Guide-Accommodation)

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- [Sugarloaf Shores Vacations ](https://www.expedia.ca/Sugarloaf-Shores.d6270983.Destination-Travel-Guides)

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- [Cudjoe Key Vacation Rentals ](https://www.expedia.ca/Cudjoe-Key-Vacation-Rentals.d3000430966.Travel-Guide-VacationRentals)

- [Things to do in Cudjoe Key ](https://www.expedia.ca/Things-To-Do-In-Cudjoe-Key.d3000430966.Travel-Guide-Activities)
- [Things to do in Lower Florida Keys ](https://www.expedia.ca/Things-To-Do-In-Lower-Florida-Keys.d553248635975748710.Travel-Guide-Activities)