Title: Stock Island Vacation Rentals from CA $365: Short-Term Rentals for 2025 | Expedia.ca

 

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![A view of the lake and palm trees at the Key West Golf Club on a sunny summer day., Shutterstock ID 754241317, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Ot](https://images.trvl-media.com/place/6163814/2d287966-08fe-4190-a9f9-e2a6fd753caa.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Stock Island Vacation Rentals

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## Check prices for these dates

In two weeks

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=180166&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=180166&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=180166&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=180166&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Stock Island

![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/d6422035.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)

![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

Stock Island

8.8/10

Excellent

(168)

"Location , staff , and aqua lodge were perfect."

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

William

CA $150

CA $406 total

includes taxes & fees

Nov 30 - Dec 1

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

![Outdoor pool](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/681d666f.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)

![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)

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

Stock Island

7.8/10

Good

(26)

"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 $353

CA $711 total

includes taxes & fees

Nov 29 - Nov 30

[](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/100000000/99890000/99882200/99882182/017ce471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/480812c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/317159c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/74a49171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Living the Dream Key West Style

Stock Island

9.8/10

Exceptional

(34)

"Everything was very nice. Staff was friendly and helpful ."

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

Debra

CA $380

CA $481 total

includes taxes & fees

Dec 8 - Dec 9

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/28c949c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/51b2695f.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/120000000/119480000/119473300/119473269/42e84698.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.

Stock Island

CA $388

CA $579 total

includes taxes & fees

Dec 1 - Dec 2

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

![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)

![Interior](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/23ebb7dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119500000/119492800/119492759/a08d8288.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

Stock Island

6.0/10

(1)

" Host’s communication needs to improve! When we checked in, beddings didnt look fresh, so I asked: Me: sent pic & asked “this is how bed? Sheets washed/clean? Her reply: If we are going to have these kinds of problems because how I choose to make my bed then your more than welcome to try a room at the hotel ( copied & pasted from her text)"

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

Myra

CA $282

CA $446 total

includes taxes & fees

Dec 1 - Dec 2

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

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/dfd6acda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/09f47812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/acaeca74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/e8d79e4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grand Marina Suite by Brightwild Waterfront

Stock Island

10/10

Exceptional

(3)

"Nice place "

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

Pawel

CA $743

CA $1,179 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Key-West-Hotels-Grand-Marina-Suite-By-Brightwild-Waterfront.h109003026.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117390000/117380200/117380123/08ccb708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, soap, toilet paper](https://images.trvl-media.com/lodging/118000000/117390000/117380200/117380123/06ef4c3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117390000/117380200/117380123/4eaebe0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/118000000/117390000/117380200/117380123/417107dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern 46' Yacht "Grand Admiral" 2BR + Salon Bed and 2Bath ~ Key West

Stock Island

CA $492

CA $1,250 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Key-West-Hotels-Modern-Sea-Ray-Yacht-1BR-Convertible-Salon-Bed-And-2Bath-Key-West.h117380123.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/eca90904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/376faaf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Two Bedroom Villa | Private kitchen](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/639869f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/489ad80a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Vacation Club at Sunset Harbor, Key West

Old Town Key West

8.4/10

Very good

(317)

"Place was great bed was comfy and the water was HOT!!! "

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

Angela

CA $303

CA $389 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Sunset-Harbor.h857964.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/79d0a981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/0fa3fcec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/5ae34cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/7b599af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Steps from Duval, Pool on Site & Bikes Included!

Old Town Key West

9.6/10

Exceptional

(409)

"I had a great time at this property and while in Key West. It was a perfect retreat and exactly what I needed. The place was clean and having access to the bikes was a plus! Also, Ken was an excellent host and very responsive."

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

Danielle J.

CA $202

CA $418 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Key-West-Hotels-Steps-From-Duval.h27682303.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/c8d490fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/b9423d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/7c351b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/7a14c4ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Old Town Key West

10/10

Exceptional

(23)

"Will stay here again "

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

Matt O.

CA $195

CA $551 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Key-West-Hotels-Heron-Suite-Vibrant-Retreat.h110161415.Hotel-Information)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/130000/120600/120544/fde9bad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dock](https://images.trvl-media.com/lodging/1000000/130000/120600/120544/fdc5083f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/130000/120600/120544/9652c070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/130000/120600/120544/b80557b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coconut Mallory Resort And Marina By Kees Vacations

Key West

8.2/10

Very good

(820)

"Great place really nice rooms"

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

Eric

[](https://www.expedia.ca/Key-West-Hotels-Coconut-Mallory-Resort-And-Marina-By-Kees-Vacations.h120544.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/77611362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/0b2ab9b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/3b340556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/90ef6ec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Old Town Key West

10/10

Exceptional

(24)

"We had a wonderful stay here with our kids. Can’t beat the location."

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

Julia P.

CA $195

CA $544 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Key-West-Hotels-Pelican-Suite-Cozy-Cottage.h110161435.Hotel-Information)

![Apartment, Smoking](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/db32ae29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Smoking](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/6b9536d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Smoking](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/a9dabced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, Smoking](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/w2994h2000x6y0-c109b53e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Island View 1BR Residence With Balcony

Key West

10/10

Exceptional

(1)

"The room was excellent, no complaints at all."

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

Tonya

CA $393

CA $563 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Key-West-Hotels-Island-View-1BR-Residence-With-Balcony.h109003146.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/74000000/73980000/73974900/73974831/f1e0f578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73980000/73974900/73974831/c72bd838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73980000/73974900/73974831/d733795d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/74000000/73980000/73974900/73974831/c01f066a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Heated Pool & Near Duval - The Curry House

Old Town Key West

10/10

Exceptional

(6)

"Great property! "

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

Austin C.

CA $1,747

CA $4,360 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Key-West-Hotels-The-Curry-House-By-Brightwild-Historic-Guesthome.h73974831.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110230000/110229000/110228958/22ac81ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110230000/110229000/110228958/16fbec14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/111000000/110230000/110229000/110228958/6f7112ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/111000000/110230000/110229000/110228958/bb31e4df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southernmost Retreat | On Duval! With Hot Tub, Patio, & Private Parking

Old Town Key West

9.8/10

Exceptional

(12)

"Great place with great service!"

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

Mills T.

CA $923

CA $1,954 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Key-West-Hotels-Southernmost-Retreat-On-World-Famous-Duval-Street-Hot-Tub.h110228958.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270651/2167d440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270651/f02f370b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270651/8aad29ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270651/e58d4e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wahoo Way | Charming Hideaway On Duval Street!

Old Town Key West

9.0/10

Wonderful

(18)

"Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Easy walks to everything!"

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

Don N.

CA $126

CA $365 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Key-West-Hotels-Wahoo-Way-Charming-Hideaway-On-Duval-Street.h110270651.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/34000000/33100000/33090600/33090582/1b598043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/34000000/33100000/33090600/33090582/f428f8d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/34000000/33100000/33090600/33090582/f70b0572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33100000/33090600/33090582/ab6812bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!

Old Town Key West

9.6/10

Exceptional

(193)

"Perfect stay, awesome communication with the property manager at all times 5"

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

Devotion808 g.

[](https://www.expedia.ca/Key-West-Hotels-CAPTAINS-QUARTERS-A-Vintage-Key-West-Retreat-That-Is-Full-Of-Charm.h33090582.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/122000000/121180000/121176500/121176403/f935953f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/122000000/121180000/121176500/121176403/4ad9a979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121180000/121176500/121176403/204d5103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121180000/121176500/121176403/2d2bcb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New 4BR/4BA Sleeps 12+ minutes to Beach & Duval St. Private backyard pool oasis

Beachside

[](https://www.expedia.ca/Key-West-Hotels-New-4BR4BA-Sleeps-12-Minutes-To-Beach-Duval-St-Private-Backyard-Pool-Oasis.h121176403.Hotel-Information)

![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)

![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)

![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!

Key West

8.0/10

Very good

(1)

"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.

CA $351

CA $444 total

includes taxes & fees

Dec 1 - Dec 2

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

![Exterior](https://images.trvl-media.com/lodging/64000000/63730000/63723300/63723258/db6f8e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/64000000/63730000/63723300/63723258/ab55eadb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63730000/63723300/63723258/4bc41e4f.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/64000000/63730000/63723300/63723258/738506c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Heart of Downtown Key West Cottage With Off-Street Parking

Key West Historic District

10/10

Exceptional

(142)

"Perfect location! Cute cottage had the best time. "

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

jamie r.

[](https://www.expedia.ca/Key-West-Hotels-Heart-Of-Downtown-Key-West-Cottage-With-Off-Street-Parking.h63723258.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=2025-12-10&endDate=2025-12-11&regionId=180166&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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Limited-time deals: save up to 50% on select hotels

[Book now](https://expedia.ca/deals?rfrr=VR_BF_PROMO_180166)

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## Top Stock Island 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 extremely clean and spacious"

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

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

### Beachside Resort & Residences

10/10 Excellent

"Beautiful "

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

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

### Parrot Key Hotel & Villas

10/10 Excellent

"The room was spacious and clean, my husband and I loved the balcony looking toward the marina 😍 perfect spot to seat down and have our morning coffee, the staff was responsive, efficient and kind! Great location, quiet but a short drive from the main places of interest. "

[](https://expedia.ca/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

"The hotel is in good state, clean and fresh; the rooms offer plenty of comfort and beach front balcony is a pleasing extra! "

[](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.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

"The staff was amazing. They greeted us with smiles and welcomed us very nicely. Clean and very comfortable"

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

![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg)

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

10/10 Excellent

"Friendly staff and clean"

[](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.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

"Beautiful boutique hotel. Love the art, food, and location. Wish we had stayed here the entire trip. "

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

![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg)

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

10/10 Excellent

"Spacious room, staff courteous "

[](https://expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.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

"Clean nice hotel."

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

## Find out more about Stock Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Stock Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.  
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.  

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-   [Vacation Homes in Stock Island](https://expedia.ca/Stock-Island-Private-Vacation-Homes.d180166-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)