Compare Lower Sugarloaf Key Cottage Rentals
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Featured Lower Sugarloaf Key Cottages
Old Wooden Bridge Resort and Marina
1791 Bogie Drive Big Pine Key FL
$274 nightly
The price is $308 total per night
$308 total
Jan 10 - Jan 11, 2026
Total with taxes and fees
Guests staying at Old Wooden Bridge Resort and Marina enjoy access to a marina, an outdoor pool, and free WiFi in public areas. If you plan to drive, free parking is available. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include express check-in, a terrace, and barbecue grills.
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Key West FL
$596 nightly
The price is $662 total per night
$662 total
Dec 19 - Dec 20
Total with taxes and fees
At this cottage, guests have access to barbecue grills.
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Key West FL
$346 nightly
The price is $380 total per night
$380 total
Dec 21 - Dec 22
Total with taxes and fees
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills.
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Key West FL
$479 nightly
The price is $527 total per night
$527 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills.
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Key West FL
$358 nightly
The price is $393 total per night
$393 total
Dec 19 - Dec 20
Total with taxes and fees
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills.
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Key West FL
$478 nightly
The price is $526 total per night
$526 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills.
Direct Oceanfront Cottage-Sunrise View- #2,
Little Torch Key FL
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
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View all propertiesLowest 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.
Hotel Options in Lower Sugarloaf Key
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$346 nightly
The price is $390 total per night from Dec 19 to Dec 20
$390 total
Dec 19 - Dec 20
Total with taxes and fees
8.6/10 Excellent! (1,780 reviews)
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$265 nightly
The price is $298 total per night from Dec 21 to Dec 22
$298 total
Dec 21 - Dec 22
Total with taxes and fees
8/10 Very Good! (1,763 reviews)
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$345 nightly
The price is $389 total per night from Jan 13 to Jan 14
$389 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
8.6/10 Excellent! (2,924 reviews)
Cottages
Book a cottage in Lower Sugarloaf Key
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Lower Sugarloaf Key. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Lower Sugarloaf Key better.
Cottage apartments in Lower Sugarloaf Key range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.
Find the best cottages in Lower Sugarloaf Key
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Lower Sugarloaf Key and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.
Stay in a Lower Sugarloaf Key cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Lower Sugarloaf Key. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.
Lower Sugarloaf Key Cottages essential information
Accommodation | 109 Cottages |
|---|---|
Lowest Price | $298 |
Highest Price | $662 |
Popular accommodation | Old Wooden Bridge Resort and Marina, The Dancing Rooster: 2 Blocks from Duval in Old Town., Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!, Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!, Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!, Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!, Direct Oceanfront Cottage-Sunrise View- #2,, Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!, Conch Republic Consul General's Cottage.-Historic District |
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