Lower Sugarloaf Key Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Lower Sugarloaf Key vacation rentals

2.5 star property
8.6 out of 10, Excellent, (286 reviews)
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
Old Wooden Bridge Resort and Marina

Houseboat in Stock Island

Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (172 reviews)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is ¥21,040
¥49,971 total
includes taxes & fees
Jan 11 - Jan 12
Aqua Lodges at Hurricane Hole Marina
9.8 out of 10, Exceptional, (112 reviews)
"Great value stay"
United States
Mike B.
The price is ¥27,614
¥58,661 total
includes taxes & fees
Jan 20 - Jan 21
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!
9.6 out of 10, Exceptional, (415 reviews)
"We loved it here! Not very far from Duval street. "
United States
Keghan J.
The price is ¥25,277
¥49,973 total
includes taxes & fees
Jan 27 - Jan 28
Steps from Duval, Pool on Site & Bikes Included!
8.6 out of 10, Excellent, (52 reviews)
"We were very happy with our stay. Everything was as expected or above. Old Keys vibe was exactly what we wanted. "
United States
Lauren R.
The price is ¥35,258
¥67,146 total
includes taxes & fees
Jan 22 - Jan 23
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
2.5 star property
9.2 out of 10, Wonderful, (7 reviews)
"Close to Key West. Would stay there again!!"
United States
elisa b.
The price is ¥32,907
¥95,628 total
includes taxes & fees
Jan 22 - Jan 23
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
8.8 out of 10, Excellent, (207 reviews)
"Good stay, everything was comfortable and ready to check in along with the typical amenities you would see at traditional hotels. Only stayed one night but there was a strong odor in the apartment, may have been from previous guests’ cooking but wasn’t unpleasant. Would stay again. "
United States
Juan E.
The price is ¥19,769
¥56,791 total
includes taxes & fees
Jan 11 - Jan 12
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
8.6 out of 10, Excellent, (155 reviews)
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."
United States
Richard S.
The price is ¥27,423
¥48,773 total
includes taxes & fees
Jan 22 - Jan 23
Cottage with Pool and Boat Dockage just minutes to Key West!

Apartment in Old Town Key West

Rent at PORCHSIDE PARADISE - Steps to Duval
2.0 star property
8.8 out of 10, Excellent, (75 reviews)
"PERFECT location close to everything. Really cute little place perfect for two people. We had a fantastic time!"
United States
Olivia B.
The price is ¥48,854
¥90,283 total
includes taxes & fees
Jan 12 - Jan 13
Rent at PORCHSIDE PARADISE - Steps to Duval
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
The price is ¥97,541
¥149,979 total
includes taxes & fees
Jan 23 - Jan 24
Grand Marina Suite by Brightwild Waterfront
10.0 out of 10, Exceptional, (117 reviews)
"The property was exactly as expected. Host was excellent. Great location and the bikes were great for getting around town. White Street Pizza down the street was amazing too!"
United States
Joanna B.
The price is ¥45,046
¥80,960 total
includes taxes & fees
Jan 26 - Jan 27
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
9.4 out of 10, Exceptional, (96 reviews)
"We really enjoyed the property. "
United States
Shayna
The price is ¥28,085
¥59,349 total
includes taxes & fees
Jan 13 - Jan 14
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
9.8 out of 10, Exceptional, (20 reviews)
"Very clean, kind people, very helpful. "
United States
Anna
The price is ¥24,163
¥57,509 total
includes taxes & fees
Jan 11 - Jan 12
Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples
9.0 out of 10, Wonderful, (147 reviews)
"great location, we are return visitors & will be back!"
United States
Shannon W.
The price is ¥39,175
¥69,066 total
includes taxes & fees
Jan 22 - Jan 23
Quaint cottage, pool, dockage just minutes to Key West!
7.8 out of 10, Good, (26 reviews)
"This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip."
United States
Julie
The price is ¥39,225
¥79,548 total
includes taxes & fees
Jan 25 - Jan 26
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
9.8 out of 10, Exceptional, (117 reviews)
"Great location, close to everything family had a great time."
United States
rafael m.
The price is ¥49,424
¥101,261 total
includes taxes & fees
Jan 11 - Jan 12
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
10.0 out of 10, Exceptional, (29 reviews)
"It was very cozy to be in after running around in all the chaos of the streets all day"
United States
Sabrina L.
The price is ¥39,959
¥86,187 total
includes taxes & fees
Jan 12 - Jan 13
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
9.8 out of 10, Exceptional, (39 reviews)
"Everything was great."
United States
Keith
The price is ¥52,562
¥103,889 total
includes taxes & fees
Jan 11 - Jan 12
The Salt Cay | Updated! Stunning Sunset View, Pool!
8.8 out of 10, Excellent, (157 reviews)
"Great location , clear communications and listing accuracy. Will be coming back again "
United States
Kirk D.
The price is ¥42,363
¥93,159 total
includes taxes & fees
Jan 10 - Jan 11
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
2.0 star property
The price is ¥70,702
¥93,627 total
includes taxes & fees
Jan 11 - Jan 12
Resort View 1BR Suite With Direct Pool Access
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Lower Sugarloaf Key Hotel Reviews

Find out more about Lower Sugarloaf Key

Search for holiday rentals in Lower Sugarloaf Key on Expedia! You can easily find your home rentals, villas, holiday apartments in Lower Sugarloaf Key using one of the methods below:

  • View our selection of featured holiday rentals in Lower Sugarloaf Key
  • Use the map to find apartments and other holiday homes in the Lower Sugarloaf Key neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Lower Sugarloaf Key while they last

Look no further and take a look at our great range of rental properties in Lower Sugarloaf Key!