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Cottages in Big Pine Key

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (846)
"Super cute little cottage with a great location, would definitely stay again!"
The price is ¥13,247
¥14,903 total
includes taxes & fees
Aug 19 - Aug 20
Tropical Cottages

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (256)
"River boat houses, pool, kayak rentals. "
Old Wooden Bridge Resort and Marina

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

8.8 out of 10, Excellent, (161)
"Beautiful serene, location, located close enough to Key West and also nice restaurants in the area and close to Bahia Honda State Park, which was beautiful and the key deer areas."
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Canal front, dockage, 2 bedroom, 2 bath

9.0 out of 10, Wonderful, (85)
"I will sum it up by saying it was ok. It was a place to stay, would I book it again? No"
Canal front, dockage, 2 bedroom, 2 bath

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

9.0 out of 10, Wonderful, (85)
"My husband and I stayed with our son in the cottage and it was everything we needed. Great location, beautiful pool on the water, and just enough space. "
The price is ¥23,550
¥51,425 total
includes taxes & fees
Aug 19 - Aug 20
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (152)
"Good Fishing, Good local eateries. "
Cottage with Pool and Dockage, just minutes to Key West

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

9.0 out of 10, Wonderful, (141)
"We had an excellent time , property was an excellent place for our vacation.We hope to come back next year"
Quaint cottage, pool, dockage just minutes to Key West!

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

8.8 out of 10, Excellent, (72)
"Very nice quiet place for your lower key vacation. Nice accommodations and easy drive to Key West and Islamorada and several state parks. "
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Charming cottages, dockage, pool, just minutes to Key West

8.6 out of 10, Excellent, (119)
"Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. "
The price is ¥23,550
¥48,499 total
includes taxes & fees
Aug 18 - Aug 19
Charming cottages, dockage, pool, just minutes to Key West

**TURTLE COVE VIEWS @ VENTURE OUT** 2BR/2BA Cottage +35’ Private Slip | 80’ Pool

9.6 out of 10, Exceptional, (39)
"Property was very clean and well stocked. Perfect location on the water. Would definitely rent again "
**TURTLE COVE VIEWS @ VENTURE OUT** 2BR/2BA Cottage +35’ Private Slip | 80’ Pool

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (188)
"Quiet area, ocean view, roomy place for family of 3. Will stay again, thank you! "
Direct Oceanfront Cottage-Sunrise View- #2,

Cottage with Pool and Boat Dockage just minutes to Key West!

8.6 out of 10, Excellent, (144)
"We had a nice stay at the cottages. Location worked well for our fishing excursions and access across the street to old RT 1 to walk the dogs. "
The price is ¥18,399
¥37,387 total
includes taxes & fees
Aug 27 - Aug 28
Cottage with Pool and Boat Dockage just minutes to Key West!

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

9.0 out of 10, Wonderful, (153)
"Nice place and susan was an excellent hosts "
Cottage with swimming pool and dockage, just minutes to Key West!

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

10.0 out of 10, Exceptional, (29)
"We really enjoyed the mini vacation in the Florida Keys."
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

Carpe' Diem Heart of the Fl. Keys Specials

8.8 out of 10, Excellent, (142)
"Nice little cottage on a canal! Perfect for boaters!!"
Carpe' Diem Heart of the Fl. Keys Specials

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

9.6 out of 10, Exceptional, (12)
"Even if it was a short stay, we enjoyed it and will be staying here again in the future."
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!

9.6 out of 10, Exceptional, (27)
"It was an awesome time! Pool was nice and hot with an excellent location. Hope was a great hostess and look forward to coming back sooner than later "
SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!

Waterfront Home

8.8 out of 10, Excellent, (167)
"Great price great location "
Waterfront Home

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

9.0 out of 10, Wonderful, (50)
"We enjoyed our stay. Place is exactly as described. We really enjoyed the lanai. Wanted somewhere close to Key West and this turned out perfect. Would definitely stay here again. Thanks!"
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

8.6 out of 10, Excellent, (49)
"It was perfect for what we needed. Clean, convenient and cozy."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
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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Top Big Pine Key Hotel Reviews

Frequently asked questions

Are there any family-friendly cottages in Big Pine Key?
Put your bags down at Old Wooden Bridge Resort And Marina and make your family escape to Big Pine Key a memorable one. This family-friendly cottage has a 2.5-star rating and conveniences including WiFi and a firepit. Big Pine Key has lots of family-friendly attractions to discover that'll entertain the kids. Calusa Beach and Loggerhead Beach offer fun for all ages.
Why book your cottage in Big Pine Key with Expedia?
Expedia has some great cottages in Big Pine Key, so get ready for a memorable vacation on nature's doorstep. If you're on a budget, choose how much you're willing to spend and the star rating of your property. Or, make the most of our filters to search for cottages with a hot tub or free WiFi. We'll help you find a suitable place whatever your trip looks like.
How can I find cheap cottages in Big Pine Key?
Expedia can help you look for cheap cottages in Big Pine Key. To reserve your perfect stay in just a few clicks, use our convenient filter tool to refine your search by amenities, budget and star rating.