Title: Stock Island Vacation Home Rentals from CA $525: Search Top Private Vacation Homes for Rent | Expedia.ca

[Stock Island Travel Guide](https://expedia.ca/Stock-Island.dx180166)[Hotels in Stock Island](https://expedia.ca/Stock-Island-Hotels.d180166.Travel-Guide-Hotels)[Vacation Rentals in Stock Island](https://expedia.ca/Stock-Island-Vacation-Rentals.d180166.Travel-Guide-VacationRentals)[Flights to Stock Island](https://expedia.ca/Cheap-Flights-To-Stock-Island.d180166.Travel-Guide-Flights)[Things to do in Stock Island](https://expedia.ca/Things-To-Do-In-Stock-Island.d180166.Travel-Guide-Activities)[Stock Island Car Rentals](https://expedia.ca/Car-Rentals-In-Stock-Island.d180166.Car-Rental-Guide)[Stock Island Vacation Packages](https://expedia.ca/Stock-Island.d180166.Destination-Travel-Guides)

![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)

![](https://images.trvl-media.com/place/6163814/2d287966-08fe-4190-a9f9-e2a6fd753caa.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=180166&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two 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)

In three months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=180166&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=180166&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Stock Island vacation homes

![Property grounds](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/w800h599x0y1-b3246da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/d6954c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/d36ebeba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/15cbea80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Stock Island

[](https://www.expedia.ca/Key-West-Hotels-Luxury-22-12-AVAILABLE-APRIL-2024.h31892617.Hotel-Information)

9.8/10

Exceptional

(117 reviews)

"Great location, close to everything family had a great time."

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

rafael m.

CA $418

CA $884 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Key-West-Hotels-Luxury-22-12-AVAILABLE-APRIL-2024.h31892617.Hotel-Information)

![3 bedrooms, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/124000000/123540000/123535400/123535356/7f3f171a_edited_738b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123540000/123535400/123535356/w2376h1161x80y8-a78ff30a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/124000000/123540000/123535400/123535356/99a9c318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123540000/123535400/123535356/5bb8f68f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Stock Island

[](https://www.expedia.ca/Key-West-Hotels-3-Bedroom-Yacht.h123535356.Hotel-Information)

CA $380

CA $654 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Key-West-Hotels-3-Bedroom-Yacht.h123535356.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/123000000/122930000/122927400/122927397/63776443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/123000000/122930000/122927400/122927397/e9e597c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122930000/122927400/122927397/89589ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122930000/122927400/122927397/3d2276d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Stock Island

[](https://www.expedia.ca/Key-West-Hotels-Spacious-3-Bedroom-Townhome-On-Stock-Island-With-Resort-Style-Pool.h122927397.Hotel-Information)

CA $333

CA $734 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Key-West-Hotels-Spacious-3-Bedroom-Townhome-On-Stock-Island-With-Resort-Style-Pool.h122927397.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/39000000/38500000/38497000/38496977/w750h562x0y384-c4e543ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/39000000/38500000/38497000/38496977/70d0b5a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/39000000/38500000/38497000/38496977/9eb69e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/39000000/38500000/38497000/38496977/w750h562x0y384-be2a3032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Stock Island

[](https://www.expedia.ca/Key-West-Hotels-Great-Family-Vacation-Rental.h38496977.Hotel-Information)

8.8/10

Excellent

(15 reviews)

"Enjoyed staying here super clean and well stocked!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Kirsty E.

CA $770

CA $1,231 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Key-West-Hotels-Great-Family-Vacation-Rental.h38496977.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/64000000/63220000/63211500/63211480/00d2f520.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/64000000/63220000/63211500/63211480/340e63a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/64000000/63220000/63211500/63211480/4cc7d9e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/64000000/63220000/63211500/63211480/dbca935f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Stock Island

[](https://www.expedia.ca/Key-West-Hotels-Tortuga-Hammock.h63211480.Hotel-Information)

10/10

Exceptional

(12 reviews)

"This property was very clean and comfortable. I would definitely stay here again. The pool was very nice "

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

L G.

CA $624

CA $1,584 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Key-West-Hotels-Tortuga-Hammock.h63211480.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/109000000/108450000/108440300/108440220/d3668604_edited_58aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/109000000/108450000/108440300/108440220/w2732h1822x0y113-545475c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/109000000/108450000/108440300/108440220/7a3563af_edited_946d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/109000000/108450000/108440300/108440220/dde25a52_edited_0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Stock Island

[](https://www.expedia.ca/Key-West-Hotels-3-Bedroom-Townhome-In-Key-West-With-Fitness-Room.h108440220.Hotel-Information)

9.6/10

Exceptional

(9 reviews)

"The property was clean, the location was convenient to the beach, a CVS, and Roostica which had delicious pizza and wings. "

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

Jason K.

CA $874

CA $1,780 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Key-West-Hotels-3-Bedroom-Townhome-In-Key-West-With-Fitness-Room.h108440220.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/a01f4162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/67b94030.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/w2500h1666x0y1-8de3e595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/99097ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cudjoe Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Blue-Lobster-Lodge-Venture-Out-543-Cudjoe-Key.h107116554.Hotel-Information)

9.2/10

Wonderful

(7 reviews)

"Close to Key West. Would stay there again!!"

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

elisa b.

CA $277

CA $844 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Summerland-Key-Hotels-Blue-Lobster-Lodge-Venture-Out-543-Cudjoe-Key.h107116554.Hotel-Information)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/2a1c9fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/10b16cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/eafa7da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/a11dab24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raccoon Key

[](https://www.expedia.ca/Key-West-Hotels-The-Fairhaven-House-At-Solaire-Lunara-Bay.h120239529.Hotel-Information)

CA $3,290

CA $5,128 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Key-West-Hotels-The-Fairhaven-House-At-Solaire-Lunara-Bay.h120239529.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/d56a9a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/9c267ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![LED TV, DVD player, table tennis, books](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/787fb31a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/d57de0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cudjoe Key

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h32660303.Hotel-Information)

9.4/10

Exceptional

(101 reviews)

"Great location. "

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

Davian k.

CA $415

CA $865 total

includes taxes & fees

Jan 22 - Jan 23

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h32660303.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70550000/70541400/70541336/6e3c9448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70550000/70541400/70541336/w1282h837x1y0-05f17a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70550000/70541400/70541336/w1282h819x1y0-b2147544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach towels](https://images.trvl-media.com/lodging/71000000/70550000/70541400/70541336/86d1247e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cudjoe Key

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Oceanview-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h70541336.Hotel-Information)

7.6/10

Good

(13 reviews)

"Good experience. The property is well place and the Venture is really nice and quiet."

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

Primeau J.

CA $382

CA $765 total

includes taxes & fees

Feb 5 - Feb 6

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Oceanview-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h70541336.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408131/12b8b185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408131/17f79918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408131/00933dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408131/367a13e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cudjoe Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Southern-Exposure-In-Cudjoe-Key-49.h106408131.Hotel-Information)

7.6/10

Good

(4 reviews)

"The house is nice and sitting on the balcony feels like you're floating. It was a nice place to stay"

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

Colleen G.

CA $335

CA $979 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Summerland-Key-Hotels-Southern-Exposure-In-Cudjoe-Key-49.h106408131.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/91000000/90020000/90010100/90010009/37ba1c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sport court](https://images.trvl-media.com/lodging/91000000/90020000/90010100/90010009/25a85f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90020000/90010100/90010009/00d34243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90020000/90010100/90010009/4a876812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cudjoe Key

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Spanish-Queen-Venture-Out.h90010009.Hotel-Information)

9.4/10

Exceptional

(19 reviews)

"This is our third time staying here. It is a great property and works perfectly for a three-person family."

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

Kimberly G.

CA $487

CA $952 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Spanish-Queen-Venture-Out.h90010009.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/w1917h1435x0y0-13878f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/ac960d77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/w1916h1147x0y0-2466c03b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/w1917h1268x0y0-ddb8f2af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cudjoe Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Direct-Oceanfront-Atlantic-Side-Dockage-Pool-And-20-Miles-From-Key-West.h33483790.Hotel-Information)

8.8/10

Excellent

(158 reviews)

"Great location , clear communications and listing accuracy. Will be coming back again "

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

Kirk D.

CA $375

CA $824 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Summerland-Key-Hotels-Direct-Oceanfront-Atlantic-Side-Dockage-Pool-And-20-Miles-From-Key-West.h33483790.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408147/89820818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408147/c5a1cb5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408147/34f632fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408147/07569964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cudjoe Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Tropical-Tides-In-Cudjoe-Key-135.h106408147.Hotel-Information)

10/10

Exceptional

(5 reviews)

"Our house was beautiful and right on the water! Great sunrises and beautiful views! Fully equipped with everything you need or want! This home is the best VRBO we have rented! Would love to come back!!"

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

Loretta F.

CA $319

CA $960 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Summerland-Key-Hotels-Tropical-Tides-In-Cudjoe-Key-135.h106408147.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/237d62a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/8267d923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/a8959ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33496300/33496206/55f445db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-Year-Rd-W7-Night-Stay-Get-10-OffFull-Kitchen-Outside-Area12-Mile-Beach.h33496206.Hotel-Information)

9.0/10

Wonderful

(184 reviews)

"We had such a delightful time staying here! While the space is small, it was absolutely perfect for two people. Everything was clean, comfortable, and conveniently located. We really enjoyed our time in Key West and would definitely stay here again! "

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

ALISHA

CA $357

CA $662 total

includes taxes & fees

Jan 24 - Jan 25

[](https://www.expedia.ca/Key-West-Hotels-Year-Rd-W7-Night-Stay-Get-10-OffFull-Kitchen-Outside-Area12-Mile-Beach.h33496206.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/cb4405b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/3ea1a6b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/cf536593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/1f2966ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raccoon Key

[](https://www.expedia.ca/Key-West-Hotels-The-Seagate-Estate-At-Lunara-Bay.h74132624.Hotel-Information)

10/10

Exceptional

(19 reviews)

"The perfect House , everything was good "

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

CARLOS G.

CA $970

CA $2,149 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Key-West-Hotels-The-Seagate-Estate-At-Lunara-Bay.h74132624.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76570000/76568300/76568286/d7a848f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/77000000/76570000/76568300/76568286/cd6c698d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/77000000/76570000/76568300/76568286/ea75861d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/77000000/76570000/76568300/76568286/w4000h2998x0y2-ffef9e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Key West

[](https://www.expedia.ca/Key-West-Hotels-Poolside-Cottage-412.h76568286.Hotel-Information)

9.2/10

Wonderful

(28 reviews)

"Everything you need for a great stay!!"

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

Karen D.

CA $312

CA $525 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Key-West-Hotels-Poolside-Cottage-412.h76568286.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/b85cd3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/93c22143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/ee43d350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/5e338074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raccoon Key

[](https://www.expedia.ca/Key-West-Hotels-Waterfront-Luxury-Home-Tidelands-House.h115993610.Hotel-Information)

CA $2,589

CA $4,337 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Key-West-Hotels-Waterfront-Luxury-Home-Tidelands-House.h115993610.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/78000000/77070000/77064100/77064022/2f0f66a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/78000000/77070000/77064100/77064022/d9484c64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77070000/77064100/77064022/a7e2aa66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/78000000/77070000/77064100/77064022/29ebdd14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Upper Sugarloaf Key

[](https://www.expedia.ca/Sugarloaf-Key-Hotels-Bungalows-At-Sugarloaf-Beach-The-Hemingway.h77064022.Hotel-Information)

9.6/10

Exceptional

(8 reviews)

"Perfect location way off the path if you like seclusion."

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

Jonathan L.

CA $1,526

CA $2,855 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Sugarloaf-Key-Hotels-Bungalows-At-Sugarloaf-Beach-The-Hemingway.h77064022.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116810000/116800200/116800175/eacdb869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis](https://images.trvl-media.com/lodging/117000000/116810000/116800200/116800175/w2500h1666x0y1-ee87ad68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116810000/116800200/116800175/w1666h2499x1y1-3446235e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/117000000/116810000/116800200/116800175/a2e7cac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cudjoe Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Oceanfront-2BR-In-Venture-Out-35-Dock.h116800175.Hotel-Information)

10/10

Exceptional

(5 reviews)

"Beautiful "

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

Lisa P.

CA $728

CA $1,416 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Summerland-Key-Hotels-Oceanfront-2BR-In-Venture-Out-35-Dock.h116800175.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=2026-02-03&endDate=2026-02-04&regionId=180166&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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Cottages

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Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Stock+Island%2C+Florida%2C+United+States+of+America&regionId=180166&latLong=24.573452%2C-81.74089&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=APART_HOTEL)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Stock+Island%2C+Florida%2C+United+States+of+America&regionId=180166&latLong=24.573452%2C-81.74089&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Stock+Island%2C+Florida%2C+United+States+of+America&regionId=180166&latLong=24.573452%2C-81.74089&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=CONDO)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Stock+Island%2C+Florida%2C+United+States+of+America&regionId=180166&latLong=24.573452%2C-81.74089&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Stock+Island%2C+Florida%2C+United+States+of+America&regionId=180166&latLong=24.573452%2C-81.74089&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=APARTMENT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Stock+Island%2C+Florida%2C+United+States+of+America&regionId=180166&latLong=24.573452%2C-81.74089&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=CABIN)

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## Top Stock Island Hotel Reviews

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg)

### Southernmost Beach Resort and Guesthouses

10/10 Excellent

"The right location at the right price. They sent texts to update you on activities on-site."

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

![Aqua Lodges at Hurricane Hole Marina](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/d6422035_y.jpg)

### Aqua Lodges at Hurricane Hole Marina

10/10 Excellent

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

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

![NYAH Key West - Adults Only](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/77f11bb4_y.jpg)

### NYAH Key West - Adults Only

10/10 Excellent

"Awesome"

[](https://expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information)

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

### Pier House Resort & Spa

10/10 Excellent

"A little gem of a hotel with its own private beach and sunsets right at the top of Duvall Street."

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

"Great place to stay. The Cuban touch was fun and different than any other place I have stayed. Not a huge menu, but wonderful, different options. "

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

![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

"Beautifully kept property. Great staff, very friendly. Our room was comfortable and clean, the pools were great and we could walk to every thing! The breakfast each morning was a wonderful start to the day. Would definitely stay again. "

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

"It was a nice place and the staff was super nice. The Champagne was a nice touch. Room had a few older things that need fixing but no big deal. "

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

"Room was clean, staff was very friendly, bartenders were outstanding and Johnny, our shuttle driver was awesome. "

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

![Hilton Garden Inn Key West / The Keys Collection](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937_y.jpg)

### Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"All the staff was amazing! "

[](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information)

## Find out more about Stock Island

## Stock Island Vacation Homes information

| Number of reviews | 605                |
| ----------------- | ------------------ |
| Accommodation     | 828 Vacation Homes |
| Lowest Price      | CA $525            |
| Highest Price     | CA $5,128          |

## Explore a world of travel with Expedia

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