Title: Lower Sugarloaf Key Vacation Rentals from $309: Search Short-Term Rentals | Expedia.com

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

## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=553248635976195908&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/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)

In three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=553248635976195908&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=553248635976195908&startDate=2026-06-19&endDate=2026-06-21&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 | Flat-screen TV](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/dee083de.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 | Flat-screen TV](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/bee23682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Wooden Bridge Resort and Marina

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

Punta Brisa

8.6/10

Excellent

(304 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

$314 nightly

$353 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/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)

![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)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/ce4bddc8.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)

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

[](https://www.expedia.com/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

$415 nightly

$460 total

Mar 11 - Mar 12

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/e1365b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/012c9f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/caa3fc2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/1577bf53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quaint cottage, pool, dockage just minutes to Key West!

[](https://www.expedia.com/Summerland-Key-Hotels-Quaint-Cottage.h33557696.Hotel-Information)

Cudjoe Key

9.0/10

Wonderful

(150 reviews)

"Enjoyed the area. Not to far from Key West but far enough there wasn't a crowd"

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

Donna P.

$398 nightly

$441 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Summerland-Key-Hotels-Quaint-Cottage.h33557696.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)

![Reception](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/bc5aedd4.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.com/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information)

Stock Island

9.0/10

Wonderful

(180 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

$310 nightly

$349 total

Mar 3 - Mar 4

Total with taxes and fees

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

![Beach](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/9213c0e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/0d348d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/e085b8a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/480f2a52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Direct Oceanfront Cottage-Sunrise View- #2,

[](https://www.expedia.com/Summerland-Key-Hotels-Direct-Oceanfront-Cottage-Sunrise-View-2.h33743667.Hotel-Information)

Little Torch Key

8.6/10

Excellent

(196 reviews)

"Great location"

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

Kimberly W.

$372 nightly

$413 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Summerland-Key-Hotels-Direct-Oceanfront-Cottage-Sunrise-View-2.h33743667.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)

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/6a3c7406.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)

### Waterfront Home

[](https://www.expedia.com/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.

$440 nightly

$488 total

Mar 11 - Mar 12

Total with taxes and fees

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

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84050000/84046300/84046253/c7aff2d5.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)

![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.com/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.

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

![Apartment | 2 bedrooms](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)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/99362c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | 2 bedrooms](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/05b75118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grand Marina Suite by Brightwild Waterfront

[](https://www.expedia.com/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

$770 nightly

$867 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Grand-Marina-Suite-By-Brightwild-Waterfront.h109003026.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/45000000/44560000/44556700/44556643/5f412538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/7f597dff.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)

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

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

Cudjoe Key

9.8/10

Exceptional

(85 reviews)

"The rental was super clean and beautiful."

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

christopher v.

$445 nightly

$494 total

Mar 5 - Mar 6

Total with taxes and fees

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

![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)

![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)

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

[](https://www.expedia.com/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.

$501 nightly

$557 total

Mar 3 - Mar 4

Total with taxes and fees

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

![Beach](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/ef0fcc3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/070ba9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/f4a6c5c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/a7df710a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Oceanfront Cottage with dockage, pool just minutes to Key West!

[](https://www.expedia.com/Summerland-Key-Hotels-Private-Oceanfront-Cottage-With-Dockage.h33564734.Hotel-Information)

Cudjoe Key

8.6/10

Excellent

(165 reviews)

"Everything was nice and clean. Loved the location . Would definitely stay at the property again. "

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

Shawn M.

$318 nightly

$352 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Summerland-Key-Hotels-Private-Oceanfront-Cottage-With-Dockage.h33564734.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)

![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)

![Smart TV](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/8c79bc01.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)

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

[](https://www.expedia.com/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.

$448 nightly

$496 total

Mar 9 - Mar 10

Total with taxes and fees

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

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/85000000/84060000/84053100/84053082/040a66df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/85000000/84060000/84053100/84053082/1863c0b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/85000000/84060000/84053100/84053082/7afbb60a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/85000000/84060000/84053100/84053082/cad78c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool

[](https://www.expedia.com/Key-West-Hotels-Coral-Garden-By-Avantstay-Great-Location-W-Balcony-Shared-Pool.h84053082.Hotel-Information)

Stock Island

7.4/10

Good

(3 reviews)

"Excelente "

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

Wilfredo

$1,004 nightly

$1,129 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Coral-Garden-By-Avantstay-Great-Location-W-Balcony-Shared-Pool.h84053082.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)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90020000/90010100/90010009/00d34243.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)

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

### Spanish Queen @Venture Out, Cudjoe Key

[](https://www.expedia.com/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.

$617 nightly

$685 total

Mar 11 - Mar 12

Total with taxes and fees

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

![Dining](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/dc4f2745.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)

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

[](https://www.expedia.com/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.

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

![Property grounds](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/2903bcd5.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)

![Exterior](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/61ab05a6.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.com/Summerland-Key-Hotels-Acreage-Beach-House-W-Pool-Billiards.h38413504.Hotel-Information)

Summerland Key

8.8/10

Excellent

(66 reviews)

"If you are looking to see spectacular sunrises in the Keys, this location is great. Kitchen is well stocked with everything you need. "

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

Paula D.

$1,397 nightly

$1,550 total

Mar 26 - Mar 27

Total with taxes and fees

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

![Dining](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/ad59ca22.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/80422f86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Capmar House at Lunara Bay

[](https://www.expedia.com/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 traveler

$1,541 nightly

$1,710 total

Mar 9 - Mar 10

Total with taxes and fees

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

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

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

![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003134/e8ea6ec7.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)

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

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

Key West

$548 nightly

$617 total

Mar 4 - Mar 5

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/w1917h1435x0y0-13878f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/ac960d77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/w1917h1268x0y0-ddb8f2af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/w1916h1147x0y0-2466c03b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

[](https://www.expedia.com/Summerland-Key-Hotels-Direct-Oceanfront-Atlantic-Side-Dockage-Pool-And-20-Miles-From-Key-West.h33483790.Hotel-Information)

Cudjoe Key

9.0/10

Wonderful

(159 reviews)

"Great location , clear communications and listing accuracy. Will be coming back again "

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

Kirk D.

$629 nightly

$698 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Summerland-Key-Hotels-Direct-Oceanfront-Atlantic-Side-Dockage-Pool-And-20-Miles-From-Key-West.h33483790.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)

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

![Outdoor pool](https://images.trvl-media.com/lodging/58000000/57260000/57259300/57259241/84aef88f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/58000000/57260000/57259300/57259241/b30e05a8.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.com/Summerland-Key-Hotels-Oceanfront-Home-Shared-Swimming-Pool.h57259241.Hotel-Information)

Cudjoe Key

8.6/10

Excellent

(92 reviews)

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

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

Michelle K.

$697 nightly

$773 total

Mar 6 - Mar 7

Total with taxes and fees

[](https://www.expedia.com/Summerland-Key-Hotels-Oceanfront-Home-Shared-Swimming-Pool.h57259241.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.

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Lower+Sugarloaf+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976195908&latLong=24.644738%2C-81.564406&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=CABIN)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Lower+Sugarloaf+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976195908&latLong=24.644738%2C-81.564406&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=VILLA)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Lower+Sugarloaf+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976195908&latLong=24.644738%2C-81.564406&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=APART_HOTEL)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Lower+Sugarloaf+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976195908&latLong=24.644738%2C-81.564406&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Lower+Sugarloaf+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976195908&latLong=24.644738%2C-81.564406&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Lower+Sugarloaf+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976195908&latLong=24.644738%2C-81.564406&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=CONDO)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Lower+Sugarloaf+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976195908&latLong=24.644738%2C-81.564406&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=COTTAGE)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Lower+Sugarloaf+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976195908&latLong=24.644738%2C-81.564406&adults=2&startDate=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=HOUSE_BOAT)

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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

"Location was great! Breakfast, pools, friendly attentive staff."

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

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg)

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

10/10 Excellent

"The room was spotless, the employees all courteous, friendly and helpful. The food was delicious and overall it was an exceptional experience."

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

![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg)

### Parrot Key Hotel & Villas

10/10 Excellent

"Clean room, proximity to area features "

[](https://expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information)

![NYAH Key West - Adults Only](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/77f11bb4_y.jpg)

### NYAH Key West - Adults Only

10/10 Excellent

"Cool spot "

[](https://expedia.com/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information)

![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg)

### Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"The staff was amazing and it was a quick uber from everything! Beautiful view, beautiful room! We will be back! "

[](https://expedia.com/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.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

"All was great staff, room cleanliness. But one thing we were very disappointed in was the fact that one of our beach days we did not have a beach chair!! So disappointing for the price we pay that you don’t have enough beach chairs and we had to sit on the ground. "

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

"This is an excellent place. Clean, adorable, extremely comfortable. We loved it. "

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

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

### Beachside Resort & Residences

10/10 Excellent

"Everything was fabulous!"

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

"Staff very friendly and helpful, received daily texts for anything we needed, room accommodations excellent, hotel restaurant food very good and really no complaints. Will definitely stay there again!"

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

## Find out more about Lower Sugarloaf Key

**Everything you need to know about Lower 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 Lower Sugarloaf Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Lower Sugarloaf Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

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

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $309 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

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

At Expedia, we put the best Lower 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 Lower 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 Lower 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 Lower 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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- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Lower Sugarloaf Key ](https://expedia.com/Lower-Sugarloaf-Key-Private-Vacation-Homes.d553248635976195908-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Lower Sugarloaf Key ](https://expedia.com/Lower-Sugarloaf-Key-Condos.d553248635976195908-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Lower Sugarloaf Key ](https://expedia.com/Lower-Sugarloaf-Key-Apartments.d553248635976195908-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Lower Sugarloaf Key ](https://expedia.com/Lower-Sugarloaf-Key-Cottages.d553248635976195908-aaCottages.Travel-Guide-Accommodation)
- [Guest Houses in Lower Sugarloaf Key ](https://expedia.com/Lower-Sugarloaf-Key-Guest-Houses.d553248635976195908-aaGuestHouses.Travel-Guide-Accommodation)
- [Houseboats in Lower Sugarloaf Key ](https://expedia.com/Lower-Sugarloaf-Key-Houseboats.d553248635976195908-aaHouseboats.Travel-Guide-Accommodation)
- [Resorts in Lower Sugarloaf Key ](https://expedia.com/Lower-Sugarloaf-Key-Resorts.d553248635976195908-aaResorts.Travel-Guide-Accommodation)
- [Villas in Lower Sugarloaf Key ](https://expedia.com/Lower-Sugarloaf-Key-Villas.d553248635976195908-aaVillas.Travel-Guide-Accommodation)
- [B&B in Lower Sugarloaf Key ](https://expedia.com/Lower-Sugarloaf-Key-Bed-And-Breakfast.d553248635976195908-aaBedAndBreakfast.Travel-Guide-Accommodation)
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- [Motels in Lower Sugarloaf Key ](https://expedia.com/Lower-Sugarloaf-Key-Motels.d553248635976195908-aaMotels.Travel-Guide-Accommodation)
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- [Hilton Hotels Hotels in Little Torch Key](https://expedia.com/Little-Torch-Key-Hotels-Hilton-Hotels.0-0-d177498--bHiltonHotels.Travel-Guide-Filter-Hotels)
- [Little Torch Key Hotels with Restaurants](https://expedia.com/Little-Torch-Key-Hotels-Hotels-With-Restaurants.0-0-d177498-tHotelswithRestaurants.Travel-Guide-Filter-Hotels)
- [Ramrod Key Pet-friendly Hotels](https://expedia.com/Ramrod-Key-Hotels-Pet-Friendly-Hotel.0-0-d6156102-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Amelia Island Oceanfront Hotels](https://expedia.com/Amelia-Island-Hotels-Oceanfront-Hotels.0-0-d10814-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Amelia Island All-inclusive Resorts](https://expedia.com/Amelia-Island-Hotels-All-Inclusive-Hotel.0-0-d10814-tAllinclusiveHotel.Travel-Guide-Filter-Hotels)
- [Amelia Island Hotels](https://expedia.com/Amelia-Island-Hotels.d10814.Travel-Guide-Hotels)
- [Stock Island Hotels](https://expedia.com/Stock-Island-Hotels.d180166.Travel-Guide-Hotels)
- [Manasota Key Hotels](https://expedia.com/Manasota-Key-Hotels.d3000431268.Travel-Guide-Hotels)
- [Little Torch Key Cheap Hotels](https://expedia.com/Little-Torch-Key-Hotels-Cheap-Hotels.0-0-d177498-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Sugarloaf Key Oceanfront Hotels](https://expedia.com/Sugarloaf-Key-Hotels-Oceanfront-Hotels.0-0-d183126-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Little Torch Key Hotels](https://expedia.com/Little-Torch-Key-Hotels.d177498.Travel-Guide-Hotels)
- [Sugarloaf Key Hotels](https://expedia.com/Sugarloaf-Key-Hotels.d183126.Travel-Guide-Hotels)
- [Cudjoe Key Hotels](https://expedia.com/Cudjoe-Key-Hotels.d3000430966.Travel-Guide-Hotels)

Flights

- [Flights to Little Torch Key](https://expedia.com/Cheap-Flights-To-Little-Torch-Key.d177498.Travel-Guide-Flights)
- [Flights to Sugarloaf Key](https://expedia.com/Cheap-Flights-To-Sugarloaf-Key.d183126.Travel-Guide-Flights)
- [Flights to Amelia Island](https://expedia.com/Cheap-Flights-To-Amelia-Island.d10814.Travel-Guide-Flights)

Cars

- [Car rentals in Ramrod Key](https://expedia.com/Car-Rentals-In-Ramrod-Key.d6156102.Car-Rental-Guide)
- [Enterprise Car Rentals In Cudjoe Key](https://expedia.com/Enterprise-Car-Rentals-In-Cudjoe-Key.d3000430966-c15.Car-Rental-Guide-Suppliers)
- [pickup Car Rentals in Sugarloaf Key](https://expedia.com/Pickup-Car-Rentals-In-Sugarloaf-Key.d183126-tPickup.Car-Rental-Guide-Class)

Activities

- [Things to do in Sugarloaf Key](https://expedia.com/Things-To-Do-In-Sugarloaf-Key.d183126.Travel-Guide-Activities)
- [Things to do in Cudjoe Key](https://expedia.com/Things-To-Do-In-Cudjoe-Key.d3000430966.Travel-Guide-Activities)

Vacation Rentals

- [Rentals in Cudjoe Key](https://expedia.com/Cudjoe-Key-Vacation-Rentals.d3000430966.Travel-Guide-VacationRentals)
- [Rentals in Sugarloaf Key](https://expedia.com/Sugarloaf-Key-Vacation-Rentals.d183126.Travel-Guide-VacationRentals)

General

- [Visit Little Torch Key](https://expedia.com/Little-Torch-Key.dx177498)
- [Visit Honeymoon Island State Park](https://expedia.com/Honeymoon-Island-State-Park.dx6160046)
- [Visit Ramrod Key](https://expedia.com/Ramrod-Key.dx6156102)
- [Visit Sugarloaf Key](https://expedia.com/Sugarloaf-Key.dx183126)
- [Visit Cudjoe Key](https://expedia.com/Cudjoe-Key.dx3000430966)