Compare Sugarloaf Key Cottage Rentals
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Sugarloaf Key Cottages
Old Wooden Bridge Resort and Marina
1791 Bogie Drive, Big Pine Key, FL
$205 nightly
The price is $231 total per night
$231 total
Oct 5 - Oct 6
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 a picnic area.
Pool
Pet friendly
Canal front, dockage, 2 bedroom, 2 bath
At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Pool
Kitchen
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
$300 nightly
The price is $331 total per night
$331 total
Oct 8 - Oct 9
Total with taxes and fees
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Dryer
Conch Republic Consul General's Cottage.-Historic District
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Charming cottages, dockage, pool, just minutes to Key West
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Pool
Kitchen
Quaint cottage, pool, dockage just minutes to Key West!
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Heart of Downtown Key West Cottage With Off-Street Parking
At this cottage, guests have access to free WiFi in public areas and laundry facilities.
Kitchen
Washer
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
$514 nightly
The price is $570 total per night
$570 total
Oct 15 - Oct 16
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has a garden.
Kitchen
Washer
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.
Sugarloaf Key Beach Accommodation
Sugar Loaf Lodge
17001 Overseas Hwy, Summerland Key, FL
$99 nightly
The price is $111 total per night from Oct 5 to Oct 6
$111 total
Oct 5 - Oct 6
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
Hotel Options in Sugarloaf Key
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
$235 nightly
The price is $264 total per night from Oct 20 to Oct 21
$264 total
Oct 20 - Oct 21
Total with taxes and fees
8.6/10 Excellent! (1,790 reviews)
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
$163 nightly
The price is $183 total per night from Oct 12 to Oct 13
$183 total
Oct 12 - Oct 13
Total with taxes and fees
8.8/10 Excellent! (1,738 reviews)
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
$229 nightly
The price is $258 total per night from Oct 29 to Oct 30
$258 total
Oct 29 - Oct 30
Total with taxes and fees
8.6/10 Excellent! (2,785 reviews)
Cottages
Book a cottage in Sugarloaf Key
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in 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 Sugarloaf Key better.
Cottage apartments in 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 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 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 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 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.
Sugarloaf Key Cottages essential information
Accommodation | 116 Cottages |
|---|---|
Lowest Price | $111 |
Highest Price | $570 |
Popular accommodation | Old Wooden Bridge Resort and Marina, Canal front, dockage, 2 bedroom, 2 bath, Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!, Conch Republic Consul General's Cottage.-Historic District, Charming cottages, dockage, pool, just minutes to Key West, Quaint cottage, pool, dockage just minutes to Key West!, Heart of Downtown Key West Cottage With Off-Street Parking, NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West |
Explore More Ways to Travel with Travelocity
Explore More Ways to Travel with Travelocity
- Cottages in Melody Key
- Extended Stay Hotels in Melody Key
- Apartments in Ramrod Key
- B&B in Ramrod Key
- Vacation Homes in Ramrod Key
- Villas in Ramrod Key
- 5 Star Hotels in Sugarloaf Shores
- Sugarloaf Shores Hotels
- Apartments in Cudjoe Key
- Cottages in Cudjoe Key
- Beach Resorts & in Cudjoe Key
- Cheap Hotels in Cudjoe Key
- Kid Friendly Hotels in Cudjoe Key
- Fishing Resorts & in Cudjoe Key
- Cudjoe Key Hotels
- Vacation Homes in Cudjoe Key
- Rv Parks in Cudjoe Key
- Resorts in Cudjoe Key
- Hotels near Upper Sugarloaf Sound
- Inns in Lower Sugarloaf Key
- Motels in Lower Sugarloaf Key
- Vacation Homes in Lower Sugarloaf Key
- Villas in Lower Sugarloaf Key
- Lodges in Coopertown
- Rv Parks in Coopertown
- Villas in Coopertown
- Houseboats in Big Coppitt Key
- Resorts in Big Coppitt Key
- 3 Star Hotels in Bay Point
- 4 Star Hotels in Bay Point
- 5 Star Hotels in Bay Point
- Hotels with Pool in Bay Point
- Bay Point Hotels
- Vacation Homes in Bay Point
- Apartments in Summerland Key
- Condo Rentals in Summerland Key
- Cottages in Summerland Key
- Guest Houses in Summerland Key
- Motels in Summerland Key
- Vacation Homes in Summerland Key
- Rv Parks in Summerland Key
- Resorts in Summerland Key
- Villas in Summerland Key
- All Inclusive Resorts & in Key West
- Key West Hotels
- Guest Houses in Flamingo
- 5 Star Hotels in Lower Florida Keys
- Beach Resorts & in Lower Florida Keys
- Apartments in Lower Keys
- Cottages in Lower Keys
- Resorts in Lower Keys
- Flights to Cudjoe Key
- Flights from Boston to Cudjoe Key
- Flights from Detroit to Cudjoe Key
- Flights from Miami to Cudjoe Key
- Flights from Minneapolis - St. Paul to Cudjoe Key
- Flights from New York to Cudjoe Key
- Flights from Orlando to Cudjoe Key
- Flights from Philadelphia to Cudjoe Key
- Flights from Raleigh to Cudjoe Key
- Flights from Washington to Cudjoe Key
- Flights from Charleston to Cudjoe Key
- Flights from Cudjoe Key
- Flights from Pittsburgh to Cudjoe Key
- Flights from Fort Lauderdale to Cudjoe Key
- Flights from Santa Barbara to Cudjoe Key
- Flights from Daytona Beach to Cudjoe Key
- Flights from Huntsville to Cudjoe Key
- Flights from Tampa to Cudjoe Key
- Flights from Jacksonville to Cudjoe Key
- Flights from Grand Rapids to Cudjoe Key
- Flights from Albany to Cudjoe Key
- Flights from Greenville - Spartanburg to Cudjoe Key
- Flights from St. Louis to Lower Sugarloaf Key
- Flights from Milwaukee to Lower Sugarloaf Key
- Flights from Bay Point
- Flights to Key West
- Flights from Boston to Lower Florida Keys
- Flights from Charlotte to Lower Florida Keys
- Flights from Cleveland to Lower Florida Keys
- Flights from Dallas to Lower Florida Keys
- Flights from Minneapolis - St. Paul to Lower Florida Keys
- Flights from Phoenix to Lower Florida Keys
- Flights from Raleigh to Lower Florida Keys
- Flights from Pittsburgh to Lower Florida Keys
- Flights from Fort Lauderdale to Lower Florida Keys
- Flights from Milwaukee to Lower Florida Keys
- Flights from Madison to Lower Florida Keys
- Flights from Rochester to Lower Florida Keys
- Flights from Grand Rapids to Lower Florida Keys
- Flights from Key West Intl.