Title: Lower Sugarloaf Key Vacation Rentals from CA $431: 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)

![](https://images.trvl-media.com/place/6270983/d55f2489-0176-4d5a-82e3-d6afdd04d6e6.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976195908&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976195908&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976195908&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976195908&startDate=2026-06-12&endDate=2026-06-14&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

![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)

![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/cbb89b9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/2ece49e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### Old Wooden Bridge Resort and Marina

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

Punta Brisa

8.6/10

Excellent

(302 reviews)

"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"

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

Peter

CA $299

CA $529 total

includes taxes & fees

Feb 25 - Feb 26

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

![Pool](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/925121e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/8649ed7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/db40386c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/4d3ccae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h73238505.Hotel-Information)

Cudjoe Key

9.0/10

Wonderful

(56 reviews)

"Clean rooms, clear guidelines, completely no contact experience without facing any trouble."

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

Raj

CA $338

CA $627 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h73238505.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2720h1531x0y0-d54bbbc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2722h1530x2y6-b30f2be4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Villa, Ocean View | Garden view](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w1153h1530x0y2-2909ca24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2641h1530x1y4-f00b5aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Atlantic View Luxury Villa with Pool

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

Summerland Key

10/10

Exceptional

(1 review)

"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 $767

CA $1,400 total

includes taxes & fees

Feb 23 - Feb 24

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

![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)

![Exterior](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/8c6eb102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/29a8f0dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Cudjoe Key

9.2/10

Wonderful

(163 reviews)

"Very convenient to Restaurants & nice drive to Key West"

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

Kim V.

CA $338

CA $601 total

includes taxes & fees

Mar 14 - Mar 15

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

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/87c78511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/c6062e95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/05b75118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/f7550de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grand Marina Suite by Brightwild Waterfront

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

Stock Island

10/10

Exceptional

(3 reviews)

"Nice place "

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

Pawel

CA $905

CA $1,365 total

includes taxes & fees

Feb 23 - Feb 24

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

![Outdoor pool](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/ccc6991c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/5c8f33a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/61ab05a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/586730d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### One of the very few beach houses with a daily, rental license in the Keys.

[](https://www.expedia.ca/Summerland-Key-Hotels-Acreage-Beach-House-W-Pool-Billiards.h38413504.Hotel-Information)

Summerland Key

8.8/10

Excellent

(66 reviews)

"Excellent secluded location but near everything Thanks!!!!!"

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

Gary D.

CA $1,362

CA $2,632 total

includes taxes & fees

Mar 14 - Mar 15

[](https://www.expedia.ca/Summerland-Key-Hotels-Acreage-Beach-House-W-Pool-Billiards.h38413504.Hotel-Information)

![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/45000000/44560000/44556700/44556643/080e8cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/1020b125.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)

### SAVE BIG $$FEBRUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

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

Cudjoe Key

9.8/10

Exceptional

(83 reviews)

"The place is clean and convenient for anyone wanting to spend time on the water in the keys"

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

Ubaldo G.

CA $530

CA $1,009 total

includes taxes & fees

Mar 13 - Mar 14

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

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111160000/111152500/111152457/9329c4b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111160000/111152500/111152457/w2997h2000x3y0-dca6a798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111160000/111152500/111152457/f545a8a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111160000/111152500/111152457/w3000h1997x0y0-ba387c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Star Room Barnacle Resort

[](https://www.expedia.ca/Big-Pine-Key-Hotels-Star-Room-Barnacle-Bnb.h111152457.Hotel-Information)

Long Beach Estates

9.6/10

Exceptional

(4 reviews)

"We loved the location - quiet and secluded - away from everything but not so far away that you felt isolated. All very clean and amenities were as described."

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

Robert

CA $436

CA $621 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Big-Pine-Key-Hotels-Star-Room-Barnacle-Bnb.h111152457.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/78df4af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/7ec8a365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/98e9c6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/39a5429b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Home

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Home.h31892418.Hotel-Information)

Cudjoe Key

8.6/10

Excellent

(178 reviews)

"The property needed a deep clean, dirty AC grills, etc. space needs to be updated. It served us well as a "motel" space, but lacked the upkeep and quality for a vacation space."

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

Lyndon B.

CA $307

CA $620 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Home.h31892418.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/94e4b670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![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)

![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

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

Cudjoe Key

9.0/10

Wonderful

(93 reviews)

"The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do."

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

Jennifer D.

CA $389

CA $726 total

includes taxes & fees

Mar 10 - Mar 11

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

![Smart TV, books](https://images.trvl-media.com/lodging/85000000/84050000/84046300/84046253/359e6f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Summerland Key

9.8/10

Exceptional

(123 reviews)

"Great location and Host was very helpful and responsive."

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

Dennis G.

CA $307

CA $743 total

includes taxes & fees

Mar 21 - Mar 22

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

![Pool](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/d62d627a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/a03560e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/2ea056a2.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)

### Private and Exclusive Florida Keys Getaway

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

Upper Sugarloaf Key

10/10

Exceptional

(14 reviews)

"Beautiful! Pool was amazing!"

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

Jennifer B.

CA $743

CA $1,579 total

includes taxes & fees

Feb 20 - Feb 21

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

![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/c3050189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/30086228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/6fdc38c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/dc4f2745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cudjoe Cottages, swimming pool, just 20 miles from Key West

[](https://www.expedia.ca/Summerland-Key-Hotels-Cudjoe-Cottages.h34007879.Hotel-Information)

Cudjoe Key

8.8/10

Excellent

(151 reviews)

"Boat access and docking spaces could be improved but overall not terrible. Spent a week here and enjoyed the stay. Quiet decent location. "

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

bryan c.

CA $511

CA $994 total

includes taxes & fees

Feb 21 - Feb 22

[](https://www.expedia.ca/Summerland-Key-Hotels-Cudjoe-Cottages.h34007879.Hotel-Information)

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

![Interior](https://images.trvl-media.com/lodging/91000000/90020000/90010100/90010009/a6150bdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

### Spanish Queen @Venture Out, Cudjoe Key

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

Cudjoe Key

9.4/10

Exceptional

(19 reviews)

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

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

Kimberly G.

CA $477

CA $934 total

includes taxes & fees

Feb 24 - Feb 25

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

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003134/c247b637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003134/ccb0c12a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003134/9f9aced1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003134/e1a860dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Resort View 1BR Suite With Direct Pool Access

[](https://www.expedia.ca/Key-West-Hotels-Resort-View-1BR-Suite-With-Direct-Pool-Access.h109003134.Hotel-Information)

Key West

CA $591

CA $787 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Key-West-Hotels-Resort-View-1BR-Suite-With-Direct-Pool-Access.h109003134.Hotel-Information)

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

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/9e0e4056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### SAVE BIG $$FEBRUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

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

Cudjoe Key

9.4/10

Exceptional

(104 reviews)

"Janet was great; quick to respond and very kind. Also the kayaks were fun and the beds were super comfy. "

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

Lauren D.

CA $271

CA $681 total

includes taxes & fees

Feb 25 - Feb 26

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

![Front of property](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/721053af.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)

![Exterior](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/2a7c6e81.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

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

Stock Island

9.0/10

Wonderful

(179 reviews)

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

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

Sara

CA $284

CA $549 total

includes taxes & fees

Mar 15 - Mar 16

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

![Exterior](https://images.trvl-media.com/lodging/58000000/57260000/57259300/57259241/3f698bba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/58000000/57260000/57259300/57259241/c22ecf5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57260000/57259300/57259241/fd63c9b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57260000/57259300/57259241/da1c9823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

[](https://www.expedia.ca/Summerland-Key-Hotels-Oceanfront-Home-Shared-Swimming-Pool.h57259241.Hotel-Information)

Cudjoe Key

8.6/10

Excellent

(90 reviews)

"We had a great time and will be back. "

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

Michelle K.

CA $491

CA $1,055 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Summerland-Key-Hotels-Oceanfront-Home-Shared-Swimming-Pool.h57259241.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/4d522535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/02900870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/b47188e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/ad59ca22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Capmar House at Lunara Bay

[](https://www.expedia.ca/Key-West-Hotels-Capmar-House-At-Lunara-Bay.h74132652.Hotel-Information)

Raccoon Key

9.8/10

Exceptional

(29 reviews)

"The property had all the comforts of home. Plus, being able to enjoy the heated pool even through the overcast and windy conditions! The tropical landscaping and the dock on the bay was awesome!Would definitely recommend!!!"

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

Anonymous traveller

CA $953

CA $2,113 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Key-West-Hotels-Capmar-House-At-Lunara-Bay.h74132652.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/115000000/114480000/114470400/114470329/300cc8b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114480000/114470400/114470329/883bdc70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/115000000/114480000/114470400/114470329/f001d7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114480000/114470400/114470329/1d8480a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

[](https://www.expedia.ca/Summerland-Key-Hotels-Keys-To-Paradise-95-56-Dock-Ocean-Views.h114470329.Hotel-Information)

Cudjoe Key

9.8/10

Exceptional

(143 reviews)

"Super relaxing! Great location! Wonderful views! "

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

Allicia W.

CA $680

CA $1,327 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Summerland-Key-Hotels-Keys-To-Paradise-95-56-Dock-Ocean-Views.h114470329.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=2026-03-04&endDate=2026-03-05&regionId=553248635976195908&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Lower+Sugarloaf+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976195908&latLong=24.644738%2C-81.564406&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Lower+Sugarloaf+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976195908&latLong=24.644738%2C-81.564406&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APARTMENT)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Lower+Sugarloaf+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976195908&latLong=24.644738%2C-81.564406&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VILLA)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Lower+Sugarloaf+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976195908&latLong=24.644738%2C-81.564406&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CABIN)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Lower+Sugarloaf+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976195908&latLong=24.644738%2C-81.564406&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Lower+Sugarloaf+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976195908&latLong=24.644738%2C-81.564406&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Lower+Sugarloaf+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976195908&latLong=24.644738%2C-81.564406&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VACATION_HOME)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Lower+Sugarloaf+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976195908&latLong=24.644738%2C-81.564406&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=HOUSE_BOAT)

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## Top Lower Sugarloaf Key Hotel Reviews

![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

"Clean room, great communication, early check in."

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

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

### Hyatt Centric Key West Resort and Spa

10/10 Excellent

"Great room and staff was great"

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

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

### Beachside Resort & Residences

10/10 Excellent

"Great spacious rooms "

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

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

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

10/10 Excellent

"Smooth and easy "

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

"Yes"

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

"Staff was friendly room was clean food truck had tasty food. Pool was fantastic "

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

![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

"great location on the beach, room was clean and comfortable. bathroom very good also. three pools on property and bar and restaurant on premises. Location is the best at the end of south side Deval street."

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

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

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

10/10 Excellent

"Wouldn’t stay anywhere ekset absolutely love the beach and Dan and Sambita the beach staff "

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

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

### The Perry Hotel & Marina Key West

10/10 Excellent

"Far from the great, maddening crowd of old town, but only a 20 minute, free shuttle ride away...a wonderful relaxing location with a great pool, bar and an additional full service restaurant and bar."

[](https://expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.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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- [All Inclusive Resorts and Hotels in Disney's Maingate West](https://expedia.ca/Disneys-Maingate-West-Hotels-All-Inclusive-Hotel.0-0-d6034243-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
- [Marriott Hotels & Resorts Hotels in Northeast Orlando](https://expedia.ca/Northeast-Orlando-Hotels-Marriott-Hotels-Resorts.0-0-d553248635976480125--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in Northeast Orlando](https://expedia.ca/Northeast-Orlando-Hotels-Hotel-With-Pool.0-0-d553248635976480125-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Green Hotels in West Kissimmee](https://expedia.ca/West-Kissimmee-Hotels-Green-Sustainable.0-0-d553248633938969416-tGreenSustainable.Travel-Guide-Filter-Hotels)
- [Hotels in West Kissimmee](https://expedia.ca/West-Kissimmee-Hotels.d553248633938969416.Travel-Guide-Hotels)
- [Hotels in Middle Torch Key](https://expedia.ca/Middle-Torch-Key-Hotels.d553248635975870980.Travel-Guide-Hotels)
- [Pet-friendly Hotels in Gulf Beaches](https://expedia.ca/Gulf-Beaches-Hotels-Pet-Friendly-Hotel.0-0-d553248635975749703-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)

Flights

- [Cheap Flights to Southeast Jacksonville](https://expedia.ca/Cheap-Flights-To-Southeast-Jacksonville.d6062932.Travel-Guide-Flights)

Cars

- [Firefly EU Car Rentals In South Naples](https://expedia.ca/Firefly-EU-Car-Rentals-In-South-Naples.d6337318-c1054.Car-Rental-Guide-Suppliers)
- [National Car Rental Car Rentals In Dog Island](https://expedia.ca/National-Car-Rental-Car-Rentals-In-Dog-Island.d553248633992414405-c42.Car-Rental-Guide-Suppliers)
- [Right Cars Car Rentals In Northeast Orlando](https://expedia.ca/Right-Cars-Car-Rentals-In-Northeast-Orlando.d553248635976480125-c1070.Car-Rental-Guide-Suppliers)
- [Routes Car Rentals In North Key Largo](https://expedia.ca/Routes-Car-Rentals-In-North-Key-Largo.d553248635976475358-c1101.Car-Rental-Guide-Suppliers)
- [First Car Rental Car Rentals In North Key Largo](https://expedia.ca/First-Car-Rental-Car-Rentals-In-North-Key-Largo.d553248635976475358-c1107.Car-Rental-Guide-Suppliers)
- [Express Travel Group Car Rentals In Disneys Maingate West](https://expedia.ca/Express-Travel-Group-Car-Rentals-In-Disneys-Maingate-West.d6034243-c1124.Car-Rental-Guide-Suppliers)
- [luxury Car Rentals in Northeast Orlando](https://expedia.ca/Luxury-Car-Rentals-In-Northeast-Orlando.d553248635976480125-tLuxury.Car-Rental-Guide-Class)
- [U Save Car Rentals In South Fort Lauderdale](https://expedia.ca/U-Save-Car-Rentals-In-South-Fort-Lauderdale.d800034-c34.Car-Rental-Guide-Suppliers)

Activities

- [Things to do in Boca Chica Key](https://expedia.ca/Things-To-Do-In-Boca-Chica-Key.d553248635083916609.Travel-Guide-Activities)
- [Things to do in South Tampa](https://expedia.ca/Things-To-Do-In-South-Tampa.d6321582.Travel-Guide-Activities)

Vacation Rentals

- [Little Torch Key Vacation Rentals](https://expedia.ca/Little-Torch-Key-Vacation-Rentals.d177498.Travel-Guide-VacationRentals)
- [Shell Island Vacation Rentals](https://expedia.ca/Shell-Island-Vacation-Rentals.d6312110.Travel-Guide-VacationRentals)

General

- [Visit Cudjoe Key](https://expedia.ca/Cudjoe-Key.dx3000430966)
- [Visit Venetian Islands](https://expedia.ca/Venetian-Islands.dx553248635976481890)
- [Visit Little Torch Key](https://expedia.ca/Little-Torch-Key.dx177498)
- [Visit Sugarloaf Key](https://expedia.ca/Sugarloaf-Key.dx183126)
- [Visit Honeymoon Island State Park](https://expedia.ca/Honeymoon-Island-State-Park.dx6160046)

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