Compare Big Pine Key Cottage Rentals
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Featured Big Pine 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.
Pool
Pet friendly
Tropical Cottages
243 61st Street Gulf Marathon FL
$135 nightly
The price is $152 total per night
$152 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
Tropical Cottages offers a picnic area, barbecue grills, and a garden. If you drive, put free parking to good use. Multilingual staff is on hand to answer questions.
Parking included
Restaurant
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.
Kitchen
Washer
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key FL
At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Pool
Kitchen
Cottage with swimming pool and dockage, just minutes to Key West!
Cudjoe Key FL
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen
Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key FL
$400 nightly
The price is $445 total per night
$445 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Guests of this cottage enjoy features like an outdoor pool, a hot tub, and laundry facilities. This smoke-free cottage also has barbecue grills.
Pool
Hot Tub
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key FL
At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Pool
Kitchen
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.
Hotel Options in Big Pine Key
Old Wooden Bridge Resort and Marina
1791 Bogie Drive Big Pine Key FL
$274 nightly
The price is $308 total per night from Jan 10 to Jan 11
$308 total
Jan 10 - Jan 11, 2026
Total with taxes and fees
8.4/10 Very Good! (283 reviews)
Barnacle Resort
1557 Long Beach Dr Big Pine Key FL
$273 nightly
The price is $307 total per night from Jan 13 to Jan 14
$307 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
8/10 Very Good! (42 reviews)
Sunshine Key RV Resort & Marina
38801 Overseas Highway Big Pine Key FL
$305 nightly
The price is $343 total per night from Jan 4 to Jan 5
$343 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.8/10 Excellent! (160 reviews)
Cottages
Book a cottage in Big Pine Key
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Big Pine 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 Big Pine Key better.
Cottage apartments in Big Pine 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 Big Pine 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 Big Pine 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 Big Pine 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 Big Pine 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.
Big Pine Key Cottages essential information
Accommodation | 77 Cottages |
|---|---|
Lowest Price | $152 |
Highest Price | $445 |
Popular accommodation | Old Wooden Bridge Resort and Marina, Tropical Cottages, Direct Oceanfront Cottage-Sunrise View- #2,, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Cottage with swimming pool and dockage, just minutes to Key West!, Canal front, dockage, 2 bedroom, 2 bath, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Cottage with Pool and Boat Dockage just minutes to Key West!, Quaint cottage, pool, dockage just minutes to Key West! |
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