Title: Lower Sugarloaf Key Vacation Rentals from CA $360: Short-Term Rentals for 2026 | Expedia.ca

[Lower Sugarloaf Key Travel Guide](https://expedia.ca/Lower-Sugarloaf-Key.dx553248635976195908)[Hotels in Lower Sugarloaf Key](https://expedia.ca/Lower-Sugarloaf-Key-Hotels.d553248635976195908.Travel-Guide-Hotels)[Flights to Lower Sugarloaf Key](https://expedia.ca/Cheap-Flights-To-Lower-Sugarloaf-Key.d553248635976195908.Travel-Guide-Flights)[Lower Sugarloaf Key Car Rentals](https://expedia.ca/Car-Rentals-In-Lower-Sugarloaf-Key.d553248635976195908.Car-Rental-Guide)[Lower Sugarloaf Key Vacation Packages](https://expedia.ca/Lower-Sugarloaf-Key.d553248635976195908.Destination-Travel-Guides)

![Sugarloaf Shores showing a bay or harbor and a sunset](https://images.trvl-media.com/place/6270983/d55f2489-0176-4d5a-82e3-d6afdd04d6e6.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Lower Sugarloaf Key Vacation Rentals

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## Check prices for these dates

In two weeks

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976195908&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976195908&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)

In three months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976195908&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976195908&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Lower Sugarloaf Key vacation rentals

![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)

### Cottage in Punta Brisa

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

8.6/10

Excellent

(284)

"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "

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

Alejandra

CA $148

CA $360 total

includes taxes & fees

Jan 7 - Jan 8

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

![Reception](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/bc5aedd4.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)

### Houseboat in Stock Island

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

8.8/10

Excellent

(170)

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

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

William

CA $233

CA $492 total

includes taxes & fees

Jan 6 - Jan 7

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

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003218/ecc5a580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003218/b6bba53d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003218/ffcf71c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003218/db48b475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Key West

[](https://www.expedia.ca/Key-West-Hotels-Ocean-Front-One-Bedroom-Residence.h109003218.Hotel-Information)

CA $792

CA $1,008 total

includes taxes & fees

Jan 4 - Jan 5

[](https://www.expedia.ca/Key-West-Hotels-Ocean-Front-One-Bedroom-Residence.h109003218.Hotel-Information)

![Swim-up bar](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/17e19347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Villa, Ocean View](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2298h1530x0y2-8c5d1221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Villa, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2298h1530x0y2-9bfdab77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2298h1532x0y2-24d28430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Summerland Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information)

10/10

Exceptional

(1)

"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "

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

Preetam

CA $772

CA $1,408 total

includes taxes & fees

Jan 16 - Jan 17

[](https://www.expedia.ca/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/102000000/101830000/101828500/101828459/70e34eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/102000000/101830000/101828500/101828459/abd79512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo | Terrace/patio](https://images.trvl-media.com/lodging/102000000/101830000/101828500/101828459/fd70045f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo | Private kitchen](https://images.trvl-media.com/lodging/102000000/101830000/101828500/101828459/93077123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Key West

[](https://www.expedia.ca/Key-West-Hotels-Coconut-Mallory-Marina-And-Resort-Condo.h101828459.Hotel-Information)

CA $1,357

CA $1,801 total

includes taxes & fees

Jan 4 - Jan 5

[](https://www.expedia.ca/Key-West-Hotels-Coconut-Mallory-Marina-And-Resort-Condo.h101828459.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/121000000/120760000/120752400/120752386/38c43601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/121000000/120760000/120752400/120752386/e902986d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120760000/120752400/120752386/f741fa02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House, Patio, Pool View](https://images.trvl-media.com/lodging/121000000/120760000/120752400/120752386/35f44104.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-Contra-House-Key-West.h120752386.Hotel-Information)

CA $1,576

CA $2,322 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Key-West-Hotels-Contra-House-Key-West.h120752386.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003027/9968d8d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003027/427f26b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003027/5ed3b63e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003027/0cf74879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Key West Historic District

[](https://www.expedia.ca/Key-West-Hotels-Mesa-House-Uno-By-Brightwild-Perfect-Location.h109003027.Hotel-Information)

CA $827

CA $1,180 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Key-West-Hotels-Mesa-House-Uno-By-Brightwild-Perfect-Location.h109003027.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003227/b3ce4966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003227/7b06e59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003227/786c2366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003227/6853d2d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Key West Historic District

[](https://www.expedia.ca/Key-West-Hotels-New-Coastal-Rose-Bright-Loft-With-High-Ceilings.h109003227.Hotel-Information)

[](https://www.expedia.ca/Key-West-Hotels-New-Coastal-Rose-Bright-Loft-With-High-Ceilings.h109003227.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003125/c18214d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003125/4603e9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003125/8396f53a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003125/591ac221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Key West

[](https://www.expedia.ca/Key-West-Hotels-The-Grenada-Suite-Pool-View-Private-Balcony.h109003125.Hotel-Information)

10/10

Exceptional

(1)

[](https://www.expedia.ca/Key-West-Hotels-The-Grenada-Suite-Pool-View-Private-Balcony.h109003125.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003033/7bc081f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003033/55831a8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003033/facbbf5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003033/d6f4ed07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Key West Historic District

[](https://www.expedia.ca/Key-West-Hotels-The-Bartlum-Luxury-Studio-In-Prime-Location.h109003033.Hotel-Information)

CA $567

CA $888 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Key-West-Hotels-The-Bartlum-Luxury-Studio-In-Prime-Location.h109003033.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/62bb2b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/fc4970ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/f28756ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/2f8538ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Stock Island

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

10/10

Exceptional

(3)

"Nice place "

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

Pawel

CA $1,392

CA $1,900 total

includes taxes & fees

Jan 12 - Jan 13

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

![House](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/93e2a835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/ea10b4e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/ab69be49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/f9199920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Summerland Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Starlight-Serenity-Hideaway-W-Stunning-Views.h111872953.Hotel-Information)

CA $499

CA $1,020 total

includes taxes & fees

Jan 6 - Jan 7

[](https://www.expedia.ca/Summerland-Key-Hotels-Starlight-Serenity-Hideaway-W-Stunning-Views.h111872953.Hotel-Information)

![BBQ/picnic area](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003072/96fc31f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003072/f83f9025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003072/e2257a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003072/578bad84.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-Poolside-Paradise-By-Brightwild-Heated-Pool.h109003072.Hotel-Information)

CA $2,094

CA $2,981 total

includes taxes & fees

Jan 22 - Jan 23

[](https://www.expedia.ca/Key-West-Hotels-Poolside-Paradise-By-Brightwild-Heated-Pool.h109003072.Hotel-Information)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003038/8221e4af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003038/0a35d627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003038/550119ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003038/91bf7122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-Sea-Breeze-By-Brightwild-Off-Street-Parking.h109003038.Hotel-Information)

CA $639

CA $1,161 total

includes taxes & fees

Jan 5 - Jan 6

[](https://www.expedia.ca/Key-West-Hotels-Sea-Breeze-By-Brightwild-Off-Street-Parking.h109003038.Hotel-Information)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/3886ab1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](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/cb76905e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/977525fb.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 $2,504

CA $4,150 total

includes taxes & fees

Jan 4 - Jan 5

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

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003099/80aab811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003099/c25eb8df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003099/de6e1142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003099/34e6477b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-Poolside-Suite-By-Brightwild-Pvt-Pool-Parking.h109003099.Hotel-Information)

CA $697

CA $1,159 total

includes taxes & fees

Jan 6 - Jan 7

[](https://www.expedia.ca/Key-West-Hotels-Poolside-Suite-By-Brightwild-Pvt-Pool-Parking.h109003099.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003086/b5763f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003086/65b5ec03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003086/e1c8f7eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003086/245d5464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-Cloud-Suite-On-Duval-Luxury-Condo-Epic-Location.h109003086.Hotel-Information)

CA $1,298

CA $1,918 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Key-West-Hotels-Cloud-Suite-On-Duval-Luxury-Condo-Epic-Location.h109003086.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003071/1f89ceaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003071/61fa7b09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003071/367ad00c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003071/b364869f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Key West

[](https://www.expedia.ca/Key-West-Hotels-The-Trinidad-By-Brightwild-Pool-View-Parking.h109003071.Hotel-Information)

10/10

Exceptional

(1)

"Our family spent one night at Key West and we fully enjoyed our stay here. Room is very clean, stylish and spacious. Beds are comfortable."

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

Xiulin

CA $701

CA $1,164 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Key-West-Hotels-The-Trinidad-By-Brightwild-Pool-View-Parking.h109003071.Hotel-Information)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/22cff95d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/f79f25b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/3a329e4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/b15d43ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raccoon Key

[](https://www.expedia.ca/Key-West-Hotels-The-Joyrise-House-At-Solaire-Lunara-Bay.h120239522.Hotel-Information)

CA $2,303

CA $3,924 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Key-West-Hotels-The-Joyrise-House-At-Solaire-Lunara-Bay.h120239522.Hotel-Information)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003228/bb62853c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003228/6f17c064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003228/6eb2aabe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003228/fc3e1ad5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Key West Historic District

[](https://www.expedia.ca/Key-West-Hotels-New-Rose-Retreat-Pool-Parking.h109003228.Hotel-Information)

[](https://www.expedia.ca/Key-West-Hotels-New-Rose-Retreat-Pool-Parking.h109003228.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=2026-01-16&endDate=2026-01-17&regionId=553248635976195908&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Cottages

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Villas

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Condos

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Private vacation homes

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Houseboats

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## Top Lower Sugarloaf Key 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 pool staff Constantine and Vlad were so fun! The daily music and activities made for a fun day at the pineapple pool. We will be back!"

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

![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2_y.jpg)

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

10/10 Excellent

"Staff was so nice and warm."

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

"The room was spotless and all of the staff was friendly and professional. Beck in the restaurant was absolutely the best server I’ve ever had and I’ve traveled many places. Lee set us up on wonderful adventures and was the best concierge I’ve ever had!! The Bellhop helped everyone and was friendly to all. The beautiful and well maintained property was great but the staff made our stay an happy experience of a lifetime. "

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

"Qqq"

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

![La Concha Key West, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/aebf156d_y.jpg)

### La Concha Key West, Autograph Collection

10/10 Excellent

"Breakfast was outstanding, Service was a little slow but staff and food were great. Bar is great also. Check in was great, valet service-Dima- outstanding. Room was very clean-housekeeping great. We will definitely return. Geraldine & Gigi were great, Marie at front desk- great, and bartenders were also great- Bea, Hoiri, Levani, and Giorgi."

[](https://expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information)

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

### Beachside Resort & Residences

10/10 Excellent

"Room exactly what we needed and was spotless, pool area was very good and perfect for the little one"

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

"Excellent breakfast! Conveniently located and nice walks! Can't wait to stay there again!"

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

"Many pros: friendly staff especially Levan at the bar, waitress Anita and front desk Chrissy and multiple drivers on the shuttles! Thank you again. Memorable decor. Bedroom suit layout is perfect. Location is awesome with close proximity to the beach, airport and downtown Duval St. Restaurant has good food and coffee with just enough variety to keep you coming back. Afternoon slushies were a nice touch. Beach sunrise priceless. mentionable cons: loud heavy metal doors that slam shut behind you. There should be a courtesy fee for guests to use the chairs and umbrellas at the beach. $50 a day is too expensive for 2 chairs and an umbrella especially when the pool area is crowded. Shallow Beach was clean but with little shade options. "

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

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

## Find out more about Lower Sugarloaf Key

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

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- [Vacation Homes in Lower Sugarloaf Key ](https://expedia.ca/Lower-Sugarloaf-Key-Private-Vacation-Homes.d553248635976195908-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Lower Sugarloaf Key ](https://expedia.ca/Lower-Sugarloaf-Key-Condos.d553248635976195908-aaCondos.Travel-Guide-Accommodation)
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