Title: Sugarloaf Key Vacation Rentals from CA $317: Short-Term Rentals for 2025 | 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)[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)

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# Sugarloaf Key Vacation Rentals

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## Check prices for these dates

Tonight

[Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-11-05&endDate=2025-11-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Sugarloaf Key

![Beach nearby](https://images.trvl-media.com/lodging/49000000/48230000/48220200/48220112/82f72492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48230000/48220200/48220112/def4d659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/49000000/48230000/48220200/48220112/0d75fd5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/49000000/48230000/48220200/48220112/734f0cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Getaway in the Florida Keys

SUGARLOAF KEY

8.4/10

Very good

(7)

"Amazing property and views. Tom was great and very helpful with places to go and things to do. Will definitely recommend!!"

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

Robyn M.

CA $1,229

CA $2,726 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Sugarloaf-Key-Hotels-Beach-House-At-Sugarloaf-Key-W430ft-Dock-5ft-Drft.h48220112.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/37a1453e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/f739e31d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/50ec79ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/c54b4cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palm - Beach Houses Key West

Upper Sugarloaf Key

10/10

Exceptional

(14)

"We had a great time at this out-of-the-way spot. It was quiet, beautiful, and comfortable. Lots to do around the property. The pool area is especially beautiful. Highly recommend!"

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

Crystal G.

CA $889

CA $1,966 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Summerland-Key-Hotels-Bungalows-At-Sugarloaf-Beach-The-Palm.h94616487.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/d6422035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Bungalow | Private kitchen](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/920119e4.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)

![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

(165)

"The stay was beautiful "

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

Jennifer

CA $184

CA $442 total

includes taxes & fees

Nov 11 - Nov 12

[](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)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/682ba7e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/5017edad.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

(23)

"The resort was amazing- we really enjoyed the house boat and Marina life- thank you for sharing and your great communication"

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

Maureen M.

CA $350

CA $706 total

includes taxes & fees

Nov 5 - Nov 6

[](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)

![Interior](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/74a49171.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)

### Living the Dream Key West Style

Stock Island

10/10

Exceptional

(31)

"Clean rooms pet friendly great view! Exactly as advertised "

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

Todd

CA $378

CA $478 total

includes taxes & fees

Nov 11 - Nov 12

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

![2 Bedroom Aqua Lodge # 13 Barracuda | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8:30 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/bdbf7145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/1bf38821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![New Deluxe Duplex Unit, 1 Queen Bed, Unit C | Private kitchen](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/3b24927e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Wooden Bridge Resort and Marina

Punta Brisa

8.6/10

Excellent

(266)

"I love this place!!!"

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

Greg

CA $171

CA $390 total

includes taxes & fees

Nov 14 - Nov 15

[](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/13a191dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/cd44e6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/17d08c7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/2be7fe30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key

8.2/10

Very good

(47)

"Very quiet place close to restaurants of all source we would like to come back and stay in the 3/2 cabin on the water with our grown children"

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

Nathalie F.

CA $210

CA $471 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h74236945.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/6e8a6b91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/ec0614f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/10da66f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/8879ca02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key

9.2/10

Wonderful

(156)

"Great location and very happy with our accommodations."

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

Carrie B.

CA $210

CA $444 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/4681bad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/8c79bc01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/bce2dd72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/16e13244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key

9.0/10

Wonderful

(88)

"Community is great, location in the Keys is great, house was perfect for our family of 3."

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

Christina H.

CA $246

CA $551 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Summerland-Key-Hotels-Canal-Front.h61585151.Hotel-Information)

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

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/w1024h630x0y0-e267420a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/f2ffe64a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/f111b153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cudjoe Key

9.6/10

Exceptional

(98)

"This is a great place to stay, neighborhood is nice, very convenient with the marina and boat ramp on site. I would definitely stay here again. "

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

Edward H.

CA $209

CA $611 total

includes taxes & fees

Nov 9 - Nov 10

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

![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/a0c4a639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/0999e99e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/9f86efca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/a5b1dd6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-bedroom house in Big Pine Key near Beach and Key West

Sands

CA $265

CA $796 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Big-Pine-Key-Hotels-Charming-3-Bedroom-House-In-Big-Pine-Key-Near-Beach-And-Key-West.h116666823.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84050000/84046300/84046253/78d41425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84050000/84046300/84046253/03f59755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84050000/84046300/84046253/611ec5f5.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/85000000/84050000/84046300/84046253/2fb13370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kelly's Kabin - Adorable Private Summerland Key Cottage

Summerland Key

9.8/10

Exceptional

(119)

"Great location for some much needed time away."

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

Brad R.

CA $350

CA $803 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Summerland-Key-Hotels-Kellys-Kabin-Adorable-Private-Summerland-Key-Cottage.h84046253.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)

![Exterior](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/489ad80a.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)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/376faaf1.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

(314)

"Good location "

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

Paula

CA $305

CA $391 total

includes taxes & fees

Nov 30 - Dec 1

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

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/28679789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/6bfc69e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/5f412538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/8e7ed1a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cudjoe Key

9.8/10

Exceptional

(82)

"Great property, owners were very helpful and we really enjoyed our stay!"

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

Lee J.

CA $307

CA $735 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Ocean-Paradise-AT-Venture-OUT-4-Bikes-2-2-Person-Kayaks.h44556643.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/60b95cd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/ade06e4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/21ae09eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/8ea08bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Florida Style, wrap around porch, boat basin for dockage, open water

Little Torch Key

9.6/10

Exceptional

(84)

"Just a beautiful location, paradise. Spent mornings in the covered porch, husband loved the lagoon for fishing. We brought kayaks and the kids loved it. The dogs enjoyed the large property as well. "

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

Kendra K.

CA $422

CA $970 total

includes taxes & fees

Nov 19 - Nov 20

[](https://www.expedia.ca/Little-Torch-Key-Hotels-Old-Florida-Style.h73238458.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76590000/76585900/76585831/8bed540b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76585900/76585831/8772498c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76585900/76585831/a510dadf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/77000000/76590000/76585900/76585831/96f22050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz

Cudjoe Key

9.8/10

Exceptional

(26)

"Renting was easy and hassle free."

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

chuck s.

CA $398

CA $858 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Cudjoe-Key-Hotels-WOW-Updated.h76585831.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/119469de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/1e6e1b2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/24f9aeaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/39474b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Old Town Key West

9.6/10

Exceptional

(29)

"Loved listening to live music right across the street. Very convenient location. Booze, food, coffee and beach within blocks. "

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

Dianna F.

CA $160

CA $504 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Key-West-Hotels-Egret-Suite-Bright-Retreat.h110161406.Hotel-Information)

![Balcony](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/0c89d58b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/3835dc3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/b25eb073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/7c5d926a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Cutthroat Harbor Estates

8.4/10

Very good

(117)

"Deer in the front yard, perfect location, clean and friendly "

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

Sara H.

CA $315

CA $751 total

includes taxes & fees

Nov 22 - Nov 23

[](https://www.expedia.ca/Summerland-Key-Hotels-Just-20-Miles-From-Key-West-Oceanfront.h33547859.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/1809a710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/1739e347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/5cbc0ea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/38d0f336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

Old Town Key West

9.6/10

Exceptional

(141)

"Wonderful and quiet property but in walking distance to the excitement. Great communication and easy check in and check out. We will be back!"

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

Krista

CA $134

CA $345 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Key-West-Hotels-CORTEZ-Adults-Only.h57737081.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117050000/117043600/117043501/0256426e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/118000000/117050000/117043600/117043501/66d2ca16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117050000/117043600/117043501/66284552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/118000000/117050000/117043600/117043501/a5fa988f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grand Admiral - 46’ 2 Cabin Yacht

Stock Island

CA $490

CA $1,232 total

includes taxes & fees

Nov 8 - Nov 9

[](https://www.expedia.ca/Key-West-Hotels-Grand-Admiral-46-2-Cabin-Yacht.h117043501.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=2025-11-18&endDate=2025-11-19&regionId=183126&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Top Sugarloaf Key Hotel Reviews

![DoubleTree Resort by Hilton Grand Key - Key West](//images.trvl-media.com/lodging/1000000/480000/470900/470834/be4147fb_y.jpg)

### DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Nice and clean, very curtious staff. Free Shuttle service was great. Food in restaurant was great. "

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

![Hilton Garden Inn Key West / The Keys Collection](//images.trvl-media.com/lodging/1000000/10000/1400/1376/5c83029c_y.jpg)

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

10/10 Excellent

"Clean, comfortable room. Great breakfast, nice pool. "

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

![Oceans Edge Key West Resort, Hotel & Marina](//images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_y.jpg)

### Oceans Edge Key West Resort, Hotel & Marina

10/10 Excellent

"We’ve stayed here twice now. Staff is great, the shuttle into town is super convenient (hi Jeffrey!). We love that you can use the kayaks or paddleboards every day. The tiki hut crew is the best! The place is clean and I feel safe walking around there. It’s well lit and easy to navigate. "

[](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information)

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

### Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Excellent time "

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

![Fairfield Inn and Suites by Marriott Key West](//images.trvl-media.com/lodging/1000000/10000/9000/8946/7b2c8a2c_y.jpg)

### Fairfield Inn and Suites by Marriott Key West

10/10 Excellent

"Check in very fast and easy "

[](https://expedia.ca/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.Hotel-Information)

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

### Beachside Resort & Residences

10/10 Excellent

"Loved the atmosphere. Beautiful & clean room. Heated pool well maintained and open 24 hours. Plan on staying again. future "

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

![Blue Flamingo Resort Key West](//images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e_y.jpg)

### Blue Flamingo Resort Key West

10/10 Excellent

"The front desk clerk was very polite & attentive. She looked very presentable as well. The blueberry lemonade 🍋 was a perfect touch. The room was cute as a button!"

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

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

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

10/10 Excellent

"Great beach view!"

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

![Hyatt Centric Key West Resort and Spa](//images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg)

### Hyatt Centric Key West Resort and Spa

10/10 Excellent

"Room was large and beautiful views. Location was super convenient and could walk almost everywhere we needed to. Loved being able to walk right in the water. Housekeeping was excellent."

[](https://expedia.ca/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information)

## Find out more about Sugarloaf Key

**Everything you need to know about** **Sugarloaf 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 Sugarloaf 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 Sugarloaf Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

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

Whenever you want to travel, a warm welcome awaits you in Sugarloaf 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 Sugarloaf 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 Sugarloaf Key vacation rentals we have selected for you start as low as CA $317 per night. Entering your travel dates in the search wizard you might find even better deals!

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

At Expedia, we put the best Sugarloaf 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 Sugarloaf 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 Sugarloaf 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 Sugarloaf 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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-   [Vacation Homes in Sugarloaf Key](https://expedia.ca/Sugarloaf-Key-Private-Vacation-Homes.d183126-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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)