Search Cottages in Big Pine Key

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sep - 7 Sep
In two months
3 Oct - 5 Oct

Cottages in Big Pine Key

Tropical Cottages
Standard Cottage, Ensuite (Cottage 10) | Exterior

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (839)
"Super cute little cottage with a great location, would definitely stay again!"
The price is AED 349
AED 393 total
includes taxes & fees
10 Aug - 11 Aug
Tropical Cottages
Old Wooden Bridge Resort and Marina
Exterior

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (254)
"I love ❤️ this place "
Old Wooden Bridge Resort and Marina
Waterfront Home
Outdoor dining

Waterfront Home

8.8 out of 10, Excellent, (167)
"Great price great location "
Waterfront Home
Canal front, dockage, 2 bedroom, 2 bath
Exterior

Canal front, dockage, 2 bedroom, 2 bath

9.0 out of 10, Wonderful, (85)
"The place was everything as described. Close enough to Key West and beaches that we did not stay home much during the day but nice to have a peaceful place to land in the evenings. Bedrooms and bathrooms were right but served its purpose. Jennifer and Susan were very helpful with check in. Thanks for letting my parents relive their glory days in the Keys. I would stay again if we come back!"
Canal front, dockage, 2 bedroom, 2 bath
Direct Oceanfront Cottage-Sunrise View- #2,
Property grounds

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (186)
"Quiet area, ocean view, roomy place for family of 3. Will stay again, thank you! "
Direct Oceanfront Cottage-Sunrise View- #2,
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Beach nearby

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
Exterior

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

8.6 out of 10, Excellent, (118)
"Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. "
The price is AED 551
AED 1,165 total
includes taxes & fees
10 Aug - 11 Aug
Charming cottages, dockage, pool, just minutes to Key West
waterfront cottage near key west, sleeps 6
Property grounds

waterfront cottage near key west, sleeps 6

9.4 out of 10, Exceptional, (23)
"This place is exactly as described. The quirkiness was perfect for my husband and I to spend our anniversary. We had a day of rain and it was perfect!and"
waterfront cottage near key west, sleeps 6
**TURTLE COVE VIEWS @ VENTURE OUT** 2BR/2BA Cottage +35’ Private Slip | 80’ Pool
Outdoor dining

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

9.6 out of 10, Exceptional, (38)
"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
Cottage with Pool and Boat Dockage just minutes to Key West!
Exterior

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. "
Cottage with Pool and Boat Dockage just minutes to Key West!
Cottage with Pool and Dockage, just minutes to Key West
Exterior

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (150)
"Good Fishing, Good local eateries. "
The price is AED 1,010
AED 1,748 total
includes taxes & fees
5 Aug - 6 Aug
Cottage with Pool and Dockage, just minutes to Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

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

9.0 out of 10, Wonderful, (49)
"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
SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!
Beach

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

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. "
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Quaint cottage, pool, dockage just minutes to Key West!
Exterior

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

9.0 out of 10, Wonderful, (141)
"It is what it is, only wish the furniture was not worn out. "
Quaint cottage, pool, dockage just minutes to Key West!
Carpe' Diem Heart of the Fl. Keys Specials
Exterior

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
35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool
Property grounds

35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool

9.8 out of 10, Exceptional, (129)
"We had a great vacation at this property. It's walking distance to the pool, hot tub and convenience store. The home had everything that we needed and was nicely decorated. Communication with the owner was excellent. "
35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool
PALM COTTAGE Summer vacation Lobster and Fishing season! sleeps 4
Property grounds

PALM COTTAGE Summer vacation Lobster and Fishing season! sleeps 4

9.8 out of 10, Exceptional, (47)
"Loved our stay at Palm Cottage!"
PALM COTTAGE Summer vacation Lobster and Fishing season! sleeps 4
Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)
Exterior

Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)

10.0 out of 10, Exceptional, (7)
"Property was clean, and staff were nice and helpful. Good location too"
Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)
**TIDEWATER VIEWS @ VENTURE OUT** 2BR/2BA Cottage + 35’ Private Slip | 80’ Pool
Outdoor dining

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

9.8 out of 10, Exceptional, (211)
"We had a great time staying here. House was perfect for us and the location was perfect to explore many of the keys! The bikes and kayaks that were provided were a great treat for the kids. We had fun biking around the village and swimming in the pool during down time. Would definitely stay here again! "
**TIDEWATER VIEWS @ VENTURE OUT** 2BR/2BA Cottage + 35’ Private Slip | 80’ Pool
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Big Pine Key Hotel Reviews

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

10/10 Excellent
"Great location, outstanding facility!! Highly recommended "
Fabricio 1-night trip
Posted 17 hours ago
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Frequently asked questions

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.