Hot Big Pine Key Cottage Rates

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Featured Cottages in Big Pine Key

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive, Big Pine Key, FL
Stay at this cottage in Big Pine Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Blue ...
Opens in a new windowOld Wooden Bridge Resort and Marina
Tropical Cottages

Tropical Cottages

3 out of 5
243 61st Street Gulf, Marathon, FL
The price is NZ$177 per night from 2 Nov to 3 Nov
NZ$177
2 Nov - 3 Nov
includes taxes & fees
Stay at this cottage in Marathon. Enjoy free parking, daily housekeeping, and a garden. Popular attractions Sombrero Beach and Crane Point Museum and Nature ...
Opens in a new windowTropical Cottages
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

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

Cudjoe Key
Stay at this cottage in Summerland Key. Enjoy a garden, laundry facilities, and patios. Popular attractions Upper Sugarloaf Key and Venture Out Keys are located ...
Opens in a new windowPrivate Oceanfront Cottage with dockage, pool just minutes to Key West!
Save an average of 15% on thousands of hotels when you're signed in
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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

Cudjoe Key
The price is NZ$586 per night from 2 Nov to 3 Nov
NZ$586
2 Nov - 3 Nov
includes taxes & fees
Stay at this cottage in Summerland Key. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Upper Sugarloaf Key and Venture ...
Opens in a new windowOld Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!

Cudjoe Key
Stay at this cottage in Summerland Key. Enjoy a garden, laundry facilities, and patios. Popular attractions Upper Sugarloaf Key and Venture Out Keys are located ...
Opens in a new windowCottage with swimming pool and dockage, just minutes to Key West!
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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

Cudjoe Key
Stay at this cottage in Summerland Key. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Upper Sugarloaf Key and Venture Out Keys are located ...
Opens in a new windowOld Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Canal front, dockage, 2 bedroom,  2 bath

Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key
The price is NZ$682 per night from 16 Nov to 17 Nov
NZ$682
16 Nov - 17 Nov
includes taxes & fees
Stay at this cottage in Summerland Key. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Venture Key and Out Key are located ...
Opens in a new windowCanal front, dockage, 2 bedroom, 2 bath
Quaint cottage, pool, dockage just minutes to Key West!

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

Cudjoe Key
Stay at this cottage in Summerland Key. Enjoy a garden, laundry facilities, and patios. Popular attractions Upper Sugarloaf Key and Venture Out Keys are located ...
Opens in a new windowQuaint cottage, pool, dockage just minutes to Key West!
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

Cudjoe Key
Stay at this cottage in Summerland Key. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Venture Key and Out Key are located nearby.
Opens in a new windowWonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
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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.

Big Pine Key Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Big Pine Key will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Big Pine Key definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Big Pine Key, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Big Pine Key Cottages essential information

Accommodation
79 Cottages
Lowest Price
NZ$177
Highest Price
NZ$1,302
Popular accommodation
Old Wooden Bridge Resort and Marina, Tropical Cottages, Private Oceanfront Cottage with dockage, pool just minutes to Key West!, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Cottage with swimming pool and dockage, just minutes to Key West!, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Canal front, dockage, 2 bedroom, 2 bath, Quaint cottage, pool, dockage just minutes to Key West!, Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

Top trending hotels in Big Pine Key

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive, Big Pine Key, FL
Stay at this cottage in Big Pine Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Blue ...
Opens in a new windowOld Wooden Bridge Resort and Marina
Barnacle Resort

Barnacle Resort

3 out of 5
1557 Long Beach Dr, Big Pine Key, FL
Stay at this 3-star beach B&B in Big Pine Key. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Coupon Bight Aquatic Preserve and Cook ...
Opens in a new windowBarnacle Resort
Charming 3-bedroom house in 
Big Pine Key near Beach and Key West

Charming 3-bedroom house in Big Pine Key near Beach and Key West

Big Pine Key
The price is NZ$1,302 per night from 2 Dec to 3 Dec
NZ$1,302
2 Dec - 3 Dec
includes taxes & fees
Stay at this vacation home in Big Pine Key. Enjoy laundry facilities and air conditioning. Popular attractions Big Pine Key Flea Market and Coupon Bight Aquatic ...
Opens in a new windowCharming 3-bedroom house in Big Pine Key near Beach and Key West
Save an average of 15% on thousands of hotels when you're signed in
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard, MM 47, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is NZ$538 per night from 1 Dec to 2 Dec
NZ$538
1 Dec - 2 Dec
includes taxes & fees
Stay at this 5-star luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Opens in a new windowIsla Bella Beach Resort & Spa
Don't see what you're looking for?
See all available properties in Big Pine Key
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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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^Subject to availability and chosen travel dates.