Title: Sugarloaf Key Vacation Rentals from CA $287: Short-Term Rentals for 2025 | Expedia.ca

  

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# Sugarloaf Key Vacation Rentals

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## Check prices for these dates

In two weeks

[Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[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)

In three months

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=183126&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Sugarloaf Key

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

![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)

![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/3a268cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aqua Lodges at Hurricane Hole Marina

Stock Island

9.0/10

Wonderful

(162)

"The stay was beautiful "

CA $98

CA $342 total

includes taxes & fees

Sep 21 - Sep 22

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

![20-inch TV with satellite channels, DVD player](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/45293052.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)

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

Old Town Key West

8.4/10

Very good

(314)

"Great hotel with excellent location "

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

![1 Bedroom Aqualodge # 6 Tarpon | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/dee083de.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)

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

### Old Wooden Bridge Resort and Marina

Punta Brisa

8.6/10

Excellent

(258)

"Really I have the best experience and soon I want to go again "

CA $106

CA $314 total

includes taxes & fees

Sep 21 - Sep 22

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

![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)

![Beach towels](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/3a198a15.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

(401)

"this was exactly as advertised and close to all the action"

CA $123

CA $308 total

includes taxes & fees

Sep 22 - Sep 23

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21700000/21690900/21690843/81510f43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free internet, bed sheets](https://images.trvl-media.com/lodging/22000000/21700000/21690900/21690843/13c903c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/22000000/21700000/21690900/21690843/8dc353de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels](https://images.trvl-media.com/lodging/22000000/21700000/21690900/21690843/3927e1be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

Old Town Key West

8.8/10

Excellent

(231)

"Property was cute and in a great location! "

CA $87

CA $287 total

includes taxes & fees

Sep 30 - Oct 1

[](https://www.expedia.ca/Key-West-Hotels-Downtown-Dog-Friendly-Cottage-Like-Studio-With-Patio.h21690843.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33070000/33065700/33065693/d362e5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33070000/33065700/33065693/60e1258d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV, DVD player, stereo](https://images.trvl-media.com/lodging/34000000/33070000/33065700/33065693/5885fdb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33070000/33065700/33065693/9b558ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

Old Town Key West

9.2/10

Wonderful

(181)

"Great location; excellent property management "

[](https://www.expedia.ca/Key-West-Hotels-TIDES-ON-SIMONTON-Perfectly-Located-Just-Off-Duval-And-All-The-Fun.h33065693.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)

![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)

![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)

![Bathtub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/64000000/63730000/63723300/63723258/caaa3ab9.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

(136)

"Great Location, Free Parking, comfortable beds"

[](https://www.expedia.ca/Key-West-Hotels-Heart-Of-Downtown-Key-West-Cottage-With-Off-Street-Parking.h63723258.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)

![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/97f1383f.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)

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

Old Town Key West

10/10

Exceptional

(21)

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

CA $124

CA $431 total

includes taxes & fees

Sep 25 - Sep 26

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

![Beach](https://images.trvl-media.com/lodging/34000000/33070000/33065800/33065733/bf3b8fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33070000/33065800/33065733/cd83f73a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33070000/33065800/33065733/3df0d93d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33070000/33065800/33065733/18130751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### RIPTIDES ~Stylish Studio Located in a Central Location Near All the Action!

Old Town Key West

9.6/10

Exceptional

(188)

"Bucket list trip. Great location. Property was just what was expected. Perfect for 2!"

[](https://www.expedia.ca/Key-West-Hotels-RIPTIDES-Stylish-Studio-Located-In-A-Central-Location-Near-All-The-Action.h33065733.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/762ed9e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/a154a94d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/39c00051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/cb84d296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

Old Town Key West

9.6/10

Exceptional

(141)

"This property was great, it had everything needed, extremely clean and walking distance to Davual st.The pool area is wonderful and it was the perfect temperature!Would highly recommend."

CA $125

CA $326 total

includes taxes & fees

Sep 25 - Sep 26

[](https://www.expedia.ca/Key-West-Hotels-COHIBA-Adults-Only.h57737094.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579934/7f9cf3c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579934/9130b9d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579934/1c916b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579934/b2704548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!

Old Town Key West

9.6/10

Exceptional

(17)

"Great place to stay! Very clean and steps to Duval Ave."

CA $124

CA $497 total

includes taxes & fees

Sep 21 - Sep 22

[](https://www.expedia.ca/Key-West-Hotels-Hollys-Hideaway-Truman-Duval-Two-Bedroom-Prime-Location.h112579934.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)

![2 outdoor pools](https://images.trvl-media.com/lodging/1000000/130000/120600/120544/e2a89efd.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)

![Dock](https://images.trvl-media.com/lodging/1000000/130000/120600/120544/fdc5083f.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

(819)

"Great place really nice rooms"

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

![A heated pool](https://images.trvl-media.com/lodging/117000000/116690000/116686500/116686462/86b3bc46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116690000/116686500/116686462/5adc79fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116690000/116686500/116686462/d103709c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116690000/116686500/116686462/eae757f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!

Old Town Key West

10/10

Exceptional

(4)

"Beautiful property, perfectly located, and one of the best VRBO experiences we have ever had."

[](https://www.expedia.ca/Key-West-Hotels-THE-DELANEY-HOUSE-4-BR.h116686462.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)

![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)

![Pool](https://images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/82d61a90.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

(79)

"The secluded dock is a nice feature. The driveway is tricky to exit. "

CA $413

CA $961 total

includes taxes & fees

Sep 28 - Sep 29

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

![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)

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

Stock Island

7.8/10

Good

(22)

"Loved everything about the stay, "

CA $344

CA $687 total

includes taxes & fees

Sep 21 - Sep 22

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

![Property grounds](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870671/dc603ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870671/5e5e2f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870671/872b5529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870671/5cc3862f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!

Stock Island

8.8/10

Excellent

(56)

"Rating Details: The property manager was very helpful. The vacation rental was spotless. 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: great place, great location! we'll be back year after year!"

[](https://www.expedia.ca/Key-West-Hotels-ONE-PARTICULAR-HARBOR-Waterfront-2-BR1-Ba-W-Hot-Tub.h99870671.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737038/7fd3cc8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737038/787ce1b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, dining tables](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737038/24b5a8c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737038/dc2ee4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

Old Town Key West

9.6/10

Exceptional

(146)

"We had a great stay places is amazing"

CA $120

CA $325 total

includes taxes & fees

Sep 28 - Sep 29

[](https://www.expedia.ca/Key-West-Hotels-HAVANA-VIEJA-Adults-Only.h57737038.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)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/317159c5.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)

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

### Living the Dream Key West Style

Stock Island

9.8/10

Exceptional

(23)

"Great hosts and great accommodations!"

CA $371

CA $453 total

includes taxes & fees

Sep 23 - Sep 24

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

![A heated pool](https://images.trvl-media.com/lodging/20000000/19840000/19838500/19838410/cd7b8ce5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19840000/19838500/19838410/4c2ff5d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/20000000/19840000/19838500/19838410/1b722aea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19840000/19838500/19838410/73cf9ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oversized home for the whole family w/private pool & dock

Meadows

9.8/10

Exceptional

(135)

"Beautiful home with everything needed for a fun family vacation"

[](https://www.expedia.ca/Key-West-Hotels-Oversized-Oldtown-Home-For-The-Whole-Family-With-Private-Pool-And-Dock.h19838410.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/89000000/88770000/88763300/88763274/7c46bb38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, table tennis](https://images.trvl-media.com/lodging/89000000/88770000/88763300/88763274/5d6796ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/89000000/88770000/88763300/88763274/8d35fe46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88770000/88763300/88763274/4f47e437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tom's Spectacular OceanFront 3 Bdrm Endless Atlantic view, Key West Amazing

Beachside

9.8/10

Exceptional

(129)

"Beautiful property & great location with stunning views. "

[](https://www.expedia.ca/Key-West-Hotels-Spectacular-Ocean-Front-3-Bedroom-Endless-Atlantic-Views.h88763274.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=2025-10-03&endDate=2025-10-04&regionId=183126&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Top Sugarloaf Key Hotel Reviews

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

### The Perry Hotel & Marina Key West

10/10 Excellent

"Perfect little getaway just woh property was a bit closed to Duval street other then that it’s perfect and they have a shuttle running hourly. Request a room overlooking the marina so worth the cost beautiful. ❤️"

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

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

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

10/10 Excellent

"The trip was a birthday celebration for my daughter and granddaughter, both turning 18 this month. We all enjoyed the weekend. "

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

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

### Beachside Resort & Residences

10/10 Excellent

"Quiet, private beach, pool and bar"

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

![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

"Excellent "

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

![Ibis Bay Beach Resort](//images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg)

### Ibis Bay Beach Resort

10/10 Excellent

"Everything about our stay was wonderful! The resort was amazing and the staff was outstanding! We will definitely be back again! The fun desk staff and guides were outstanding and the bartender for most of our stay treated us wonderfully and always made sure were hydrated! Nothing about our visit was disappointing while there! Thank you !!! "

[](https://expedia.ca/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information)

![Havana Cabana at Key West ](//images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/1b750a05_y.jpg)

### Havana Cabana at Key West

10/10 Excellent

"This was our first time staying at Havana Cabana. The hotel we typically stay at recently changed their name so we decided to try someplace new and I’m glad we did. The hotel is like stepping into another country from the moment you walk in. The pool is like sitting in an island oasis. The staff was attentive and super nice. The room was clean and the beds were comfortable. The shuttle driver was friendly and full of suggestions if needed. We will stay here again. Ps… the hotel is under construction, mainly its annoying if you sit next to it at the pool, but when the dj was playing we could hardly hear a thing"

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

"Great employees "

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

![Casa Marina Key West, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg)

### Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"Views "

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

"Excellent Property "

[](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.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 $287 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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![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFDElEQVR4Xu3cO3YjNxBAUegoUDhL6KVwac2l9VJ6CQ4Z6AhmfQBUg5gZVzAONO8lahYBXGawaNml/g+VefAnAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUiqgHyWqc1GP+qXD8Kqt1qPsGqv//ia3j5OBgEBAbFArH2cDAKia0eyXdPttzYeJ86jt/a6jXogixGItjxxMQLRlicuRiDa8sTFCERbnrgYgWjLExej/47o9lI+DBlrD5n6wnsZd3ytp/xwREfXjRIICIj8AAEpICDer5EqJ/7oK+Sdd0NaIBKIDUE0eQfEA5EfICAli/gobh/5SN0KAgIC4oFUEJA0MlqcKBf6+3zHe4r0QEAqCMj8BogFAlJn5Npma3X7UT7M/floah8ngyxGU/s4GWQxmtrHySCL0dQ+TgZZjKb2cTLIYjS1j5NBFqOpfZwckEXq6p9X38JotydF/Nr/dSAV5DWQKZAK8hrI1LdHHnL6Jk/34n/M9TxRRoroHR9X1dW13wMBiYGAgOx+VAUB0eKJtertfb/c8accKykSR7pK840hEJAKooGAgIBYAflsBzx7IqVsMr0XdzUdyYVeuqvFjyLvgWg6ApFAbBXIJtN7ARmBFBB519c+wlXtJz6MeQ/uR9/bkbEqBAICIoGAgIC0fo5cu9mas71WxBtutU+nZ+3tXBAQkAICUkG8m60522sQTS90zU/cbR4v9HnVu40UeVbKBgKik/GogYCAgIC0yXgcbxz9DMn/11oPezVOVFdO1ByJq3ogICD2NogHMgIB8b78bHl2V3/r1k5/syO+Sj7K9Lu5bPRAQDwQEBBNNnogIF47URaOC73a9s1cH11rn05WXQMB8UBAQLbpHRAQ3e495I4/ZUMceYIU/yh91XWkn64HEk9cjEBAKggICIj98hwudE1HsVtz9URHdOQbeyAFBAQEBATEz5JmxNfGkXb4yeFEdWs97Vm/4fZAjnYAiAdizyAgICDWjPgX1c/tYe1Xd09DxirvHpA+7IGAgEggICAgrSsivfmF3kf+59VV3CLI3Vb5aLOHeO3PgYCA2AMIyEsgIJ9yob/8MVfvw04co/51ttf+SUCG722ogRQQEA8EBAREJ+PRkXbitcNGZyf6iVtcFj7dPoYgICBxGYgFooGAfIYDPL2q1b3ZmjPc3ur6ib2XTyeBVJCw1gOZAqkgYa0HMvUtkUWf4ap+yBmbPN3bl9460nyVulLcCAKyDAQERAIZo78V+exbvE2mcuKXvNLtesd35Jms0hP1q/GjbR3/JKCLxiMIiLXJFCQG0gLpbTIFiX1XZB+v2vZiJ8bt3R35xqO9BhnbQSQQyTce7TXI2A4igUi+8Wiv/xZEv87WC12QKif631I/ZK6jahd6H+lH8T5kfsrTbkslEBAQEBCQewGxpdJvETmx+L9gvo76iS/Xvrq7LdV94xEEBMQDuelikPEIAhIQ2a49wn9vrNf+IT/7bu2wjdo+xiAgICEQEBCQF2TkSDX3JoiMHGkjX3wv6upH6Rt7ICAgEggICEjrilzbZCp3/JecKIvHqPqFXuspS/fqX3pr+lt3CKSCTAYICIgHUv965M8FkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFTfB/kXEMcVXkm5EnsAAAAASUVORK5CYII=)