Title: Windley Key Vacation Rentals from CA $160: Short-Term Rentals for 2025 | Expedia.ca

 

[Windley Key Travel Guide](https://expedia.ca/Windley-Key.dx553248635976197663)[Hotels in Windley Key](https://expedia.ca/Windley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels)[Flights to Windley Key](https://expedia.ca/Cheap-Flights-To-Windley-Key.d553248635976197663.Travel-Guide-Flights)[Things to do in Windley Key](https://expedia.ca/Things-To-Do-In-Windley-Key.d553248635976197663.Travel-Guide-Activities)[Windley Key Car Rentals](https://expedia.ca/Car-Rentals-In-Windley-Key.d553248635976197663.Car-Rental-Guide)[Windley Key Vacation Packages](https://expedia.ca/Windley-Key.d553248635976197663.Destination-Travel-Guides)

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# Windley Key Vacation Rentals

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## Check prices for these dates

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Windley Key

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/88000000/87380000/87373500/87373500/4b78f6ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87380000/87373500/87373500/abc1e84a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/88000000/87380000/87373500/87373500/924a536c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/88000000/87380000/87373500/87373500/f3af307b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanfront 4-BR w/ private 31' Boat Slip Included, Pool & Beach, gourmet kitchen

Islamorada

9.8/10

Exceptional

(34)

"We loved our stay at Angler's Reef with our grown children and partners. Everyone in the facility were super kind and friendly. Loved having the boat slip at the site as well."

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

Margaret H.

[](https://www.expedia.ca/Islamorada-Hotels-Oceanfront.h87373500.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117370000/117360600/117360591/41466dc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117370000/117360600/117360591/79f4d875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, table tennis, stereo](https://images.trvl-media.com/lodging/118000000/117370000/117360600/117360591/f60fb0cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117370000/117360600/117360591/e906dcf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW - Oceanfront FL Keys Home w/Pool, Free Dockage, Gameroom, Private Balcony

Islamorada

10/10

Exceptional

(1)

"This property was amazing basically brand new definitely recommend "

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

Isabella

[](https://www.expedia.ca/Islamorada-Hotels-NEW-Oceanfront-FL-Keys-Home-WPool.h117360591.Hotel-Information)

![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/12c235b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/92a650b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/1641bbd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/17a61bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treasure Harbor

Islamorada

9.0/10

Wonderful

(109)

"Unique House boat experience, friendly staff. "

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

Luis

CA $164

CA $382 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/96b58c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Cottage | Living area](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/7a0bffa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Bedroom, Kitchen, Pool View | Living area](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/5e728c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/98496c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Breezy Palms Resort

Matecumbe

8.8/10

Excellent

(558)

"Love this resort. Friendly check-in, room is always spotless and lovely outside area with beautiful views of the water. We have stayed here multiple times now - best spot in the keys! "

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

Gemma

CA $97

CA $160 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information)

![2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/61575cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/531fe0b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/5be55ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Boating](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/a93dc7d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Islands of Islamorada

Matecumbe

9.8/10

Exceptional

(68)

"Beautiful property!"

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

Betty

CA $983

CA $1,183 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information)

![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/7f2e2269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/0514aa55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Room | Private kitchen](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/2180f342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Room](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/29275608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Island Bay Resort

Tavernier

10/10

Exceptional

(135)

"Amazing property and wonderful owners. Super nice people and definitely will be returning."

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

Daniel

CA $317

CA $357 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Tavernier-Hotels-Island-Bay-Resort.h13279636.Hotel-Information)

![Boating](https://images.trvl-media.com/lodging/24000000/23710000/23709100/23709068/461bf404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family House, 2 Bedrooms, Kitchen, Beachside](https://images.trvl-media.com/lodging/24000000/23710000/23709100/23709068/2a925366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/24000000/23710000/23709100/23709068/a4a9e792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, free beach cabanas, beach towels, scuba diving](https://images.trvl-media.com/lodging/24000000/23710000/23709100/23709068/cbfe047c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Key Largo Cottages

Key Largo

9.6/10

Exceptional

(26)

"Tropical paradise the way it's supposed to be! The staff are super friendly and helpful. They make you feel at home."

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

Pamela P

[](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Cottages.h23709068.Hotel-Information)

![Fishing](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/b43053cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment | Private kitchen](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/8d608263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Cabin | Living area](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/1ac6888f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, sun loungers](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/96315701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kings Kamp

Key Largo

8.8/10

Excellent

(23)

"Listing did not give the full picture. The room was in a small apartment in the middle of a large and busy RV park."

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

Rosemary

[](https://www.expedia.ca/Key-Largo-Hotels-Kings-Kamp.h78323367.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/2e6dec1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/46854630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/97916ab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach towels](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/w1535h1024x1y1-14607650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Key Largo

9.4/10

Exceptional

(80)

"Very cozy tiny home"

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

Kristen H.

CA $159

CA $512 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Key-Largo-Hotels-New-Tiny-Home-Paddle-Boards.h90174063.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/87fe04a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/04bfb26d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/d4b08acb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/d1cadb13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Paradise in Key Largo, FL

Key Largo

9.6/10

Exceptional

(60)

"Beautiful property. We uh, I very much enjoyed our stay highly recommend we will stay here again"

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

George D.

CA $158

CA $412 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Key-Largo-Hotels-Paradise-In-Key-Largo.h74058185.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33580000/33571500/33571466/feb62235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33580000/33571500/33571466/88c932eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33580000/33571500/33571466/2c0f2abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33580000/33571500/33571466/7206cb7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### BEACHFRONT POOL HOME

Key Largo

9.6/10

Exceptional

(106)

"We spent an amazing week celebrating our 50th wedding anniversary one of our daughters 24th wedding anniversary one of our granddaughters 21st birthday!! Our group of 13 enjoyed the spa/pool and swimming on the beach along with very comfortable evenings cooking, visiting, and sleeping in the spacious home. "

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

Clayton S.

[](https://www.expedia.ca/Key-Largo-Hotels-BEACHFRONT-POOL-HOME.h33571466.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/43000000/42610000/42605400/42605351/dae550dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42610000/42605400/42605351/e582f6d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/43000000/42610000/42605400/42605351/4b5f4fa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42610000/42605400/42605351/1b3ddbb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mariners Club Oceanfront Condo, Water views from every room, Tennis & Pickleball

Rock Harbor

10/10

Exceptional

(134)

"Great place to stay!"

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

Nicole P.

[](https://www.expedia.ca/Key-Largo-Hotels-Mariners-Club-Oceanfront-Condo.h42605351.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/103000000/102250000/102242200/102242195/430a28a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102250000/102242200/102242195/3f852982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102250000/102242200/102242195/16a93c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/103000000/102250000/102242200/102242195/9573e9d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys.

Tavernier

9.6/10

Exceptional

(60)

"Great unit, nicely renovated and a good weekend! "

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

Stephen G.

[](https://www.expedia.ca/Tavernier-Hotels-Relax-In-Your-One-Bedroom-Oceanfront-Suite-In-Tavernier-FL-Florida-Keys.h102242195.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/30000000/29500000/29491400/29491315/80f46b5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/30000000/29500000/29491400/29491315/45b85bdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/30000000/29500000/29491400/29491315/045eb39e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/30000000/29500000/29491400/29491315/5cc521ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanfront Community, Luxury,Beach,Pools, TOP AMENITIES & VALUE in FLORIDA KEYS

Key Largo

10/10

Exceptional

(195)

"Nice accommodations. "

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

Jill M.

[](https://www.expedia.ca/Key-Largo-Hotels-Oceanfront.h29491315.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/78000000/77940000/77937700/77937661/076d9453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/78000000/77940000/77937700/77937661/da432f7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/78000000/77940000/77937700/77937661/044eaa08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77940000/77937700/77937661/93688c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Paradise in Key Largo Florida 2

Key Largo

9.8/10

Exceptional

(41)

"The marina was very clean and the staff was friendly. Beautiful area."

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

Mark F.

CA $158

CA $409 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Key-Largo-Hotels-Paradise-In-Key-Largo-Florida.h77937661.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/94241dd6.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/100000000/99970000/99961500/99961430/b3fdbd21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/95c54ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/006a1068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Home in Key Largo

Key Largo

9.8/10

Exceptional

(26)

"Great location. Very clean very nice, stay there again"

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

Mark B.

CA $221

CA $639 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/895e45f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/1379ede6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/0ec7fbda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/737e91ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Florida Keys Luxury Houseboat, Unique living on the Water WiFi

Tavernier

9.8/10

Exceptional

(209)

"It was an amazing stay ,the onwer was great hostand it was great location"

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

Alisha B.

CA $286

CA $535 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Tavernier-Hotels-Florida-Keys-Luxury-Houseboat.h32791186.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/34000000/33570000/33568800/33568760/b543b616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33570000/33568800/33568760/3d4f6280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33568800/33568760/0fe74234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/34000000/33570000/33568800/33568760/be2db90c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe

Tavernier

9.8/10

Exceptional

(189)

"Cute apartment perfectly located in the complex with proximity to the pool and beach areas. Comfortable for 4 adults "

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

Melissa C.

[](https://www.expedia.ca/Tavernier-Hotels-Ocean-Front-Private-Beach.h33568760.Hotel-Information)

![Manatee: Luxury Bungalow, 4 Bedrooms, Bay View | Beach/ocean view](https://images.trvl-media.com/lodging/12000000/11270000/11260900/11260802/5bb26a9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Bungalow, 1 Bedroom, Kitchen, Marina View (Gypsy) | Beach/ocean view](https://images.trvl-media.com/lodging/12000000/11270000/11260900/11260802/ea41334c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Manatee: Luxury Bungalow, 4 Bedrooms, Bay View | Balcony](https://images.trvl-media.com/lodging/12000000/11270000/11260900/11260802/7925d13c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Manatee: Luxury Bungalow, 4 Bedrooms, Bay View | View from room](https://images.trvl-media.com/lodging/12000000/11270000/11260900/11260802/21fd91ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mangrove Marina and Resort Aqualodge Houseboats

Tavernier

9.4/10

Exceptional

(331)

"Gorgeous view, generally quiet. Location just a short drive from numerous dining locations. Would stay again!"

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

Barbara

[](https://www.expedia.ca/Tavernier-Hotels-Mangrove-Marina-And-Resort-Aqualodge-Houseboats.h11260802.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/49000000/48450000/48449600/48449553/4bc3cf04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/49000000/48450000/48449600/48449553/fa7554ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/49000000/48450000/48449600/48449553/30c07ba6.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/49000000/48450000/48449600/48449553/3e26554a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

Key Largo

9.6/10

Exceptional

(122)

"Great location, friendly staff, awesome overall experience. Place was well kept and just what we were looking for. Will have to come back! "

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

Baxter M.

CA $224

CA $596 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Key-Largo-Hotels-Tiny-House2-On-The-Water-Pool.h48449553.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=2025-11-22&endDate=2025-11-23&regionId=553248635976197663&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Windley Key Hotel Reviews

![Coconut Cove Resort and Marina](//images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9_y.jpg)

### Coconut Cove Resort and Marina

10/10 Excellent

"The room was perfect. It’s got a cool traditional Keys style vibe. The staff were extremely friendly and helpful. I had a late check-in and they made sure I had no problem self-checking in. The layout is spacious. Right on the water. Dock your boat, RV, and take a load off because you’re in the Keys!! "

[](https://expedia.ca/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information)

![Amara Cay Resort](//images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg)

### Amara Cay Resort

10/10 Excellent

"Water Taxi is the best perk ever .. "

[](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information)

![Islander Resort](//images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg)

### Islander Resort

10/10 Excellent

"Quiet, beautiful resort. Pools, beach and beach bars were clean and accessible. Prices are a little high especially for drinks. Great location. "

[](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information)

![Holiday Inn Key Largo by IHG](//images.trvl-media.com/lodging/1000000/10000/7300/7230/160ba216_y.jpg)

### Holiday Inn Key Largo by IHG

10/10 Excellent

"Clean room, great pool and tiki bar and skippers was a great short walk for happy hour "

[](https://expedia.ca/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information)

![Hampton Inn Key Largo Manatee Bay](//images.trvl-media.com/lodging/1000000/10000/5800/5731/68e30233_y.jpg)

### Hampton Inn Key Largo Manatee Bay

10/10 Excellent

"Staff was outstanding from the front desk, cleaning staff, tiki bar (Nicole made excellent cocktails!). Breakfast was amazing as well. You have a good group of people there in key largo working for you!!"

[](https://expedia.ca/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information)

![Baker's Cay Resort Key Largo, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg)

### Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent

"clean room, great staff "

[](https://expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information)

![Chesapeake Beach Resort](//images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg)

### Chesapeake Beach Resort

10/10 Excellent

"Friendly staff clean room!!!"

[](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information)

![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](//images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg)

### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent

"Our view of the beach was beautiful "

[](https://expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information)

![Marina Del Mar Resort and Marina](//images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885_y.jpg)

### Marina Del Mar Resort and Marina

10/10 Excellent

"The staff was friendly and helpful throughout my stay, always greeting guests with a smile and offering great local recommendations. My room was clean, comfortable, and had everything I needed for a relaxing trip. I especially loved waking up to the peaceful marina view every morning! The pool area and hot tub were beautiful, and the atmosphere was calm and inviting. Having restaurants and water activities just steps away made everything super convenient — we even took a sunset cruise right from the marina!"

[](https://expedia.ca/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information)

## Find out more about Windley Key

**Everything you need to know about** **Windley Key** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windley Key vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windley Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Windley Key vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Windley Key. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windley Key vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windley Key vacation rentals we have selected for you start as low as CA $160 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Windley Key rentals**

At Expedia, we put the best Windley Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Windley Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windley Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windley Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

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-   All accommodation types in Windley Key

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-   [Vacation Homes in Windley Key](https://expedia.ca/Windley-Key-Private-Vacation-Homes.d553248635976197663-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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-   [Villas in Windley Key](https://expedia.ca/Windley-Key-Villas.d553248635976197663-aaVillas.Travel-Guide-Accommodation)
-   [Cottages in Windley Key](https://expedia.ca/Windley-Key-Cottages.d553248635976197663-aaCottages.Travel-Guide-Accommodation)
-   [Houseboats in Windley Key](https://expedia.ca/Windley-Key-Houseboats.d553248635976197663-aaHouseboats.Travel-Guide-Accommodation)
-   [Resorts in Windley Key](https://expedia.ca/Windley-Key-Resort-Hotels.d553248635976197663-aaResortHotels.Travel-Guide-Accommodation)
-   [RV Parks in Windley Key](https://expedia.ca/Windley-Key-RV-Parks.d553248635976197663-aaRVParks.Travel-Guide-Accommodation)
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Activities

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General

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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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)