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Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

Compare 59 Cottages in Big Pine Key with updated reviews, rates, and availability.

Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very Good, (195)
"Everything about it was great"
The price is AED 657
AED 1,107 total
includes taxes & fees
10 Mar - 11 Mar
Old Wooden Bridge Resort and Marina
Tropical Cottages
Exterior

Tropical Cottages

3.0 star property
8.4 out of 10, Very Good, (786)
"This was an excellent choice. We arrived at 10 pm and the directions sent before checking in were perfect. Had absolutely no trouble and the grounds were very well taken care of. Super cute cottages and very comfortable."
The price is AED 735
AED 826 total
includes taxes & fees
1 Apr - 2 Apr
Tropical Cottages
Charming cottages, dockage, pool, just minutes to Key West
Fridge, microwave, oven, stovetop

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

8.6 out of 10, Excellent, (107)
"Drove From CLE to The Keys with my dog and enjoyed the quietness of the property. 30 an hour from Key West. Great rate. Would recommend. "
The price is AED 826
AED 1,515 total
includes taxes & fees
14 Mar - 15 Mar
Charming cottages, dockage, pool, just minutes to Key West
Cottage with Pool and Dockage, just minutes to Key West
Pool

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (134)
"We enjoyed our stay, would stay again. Communication was excellent. Property is just as pictured. Great location, great value for the price. Could use a little freshening up, light bulb in laundry room, etc."
The price is AED 1,010
AED 1,748 total
includes taxes & fees
15 Mar - 16 Mar
Cottage with Pool and Dockage, just minutes to Key West
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Outdoor pool

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

8.8 out of 10, Excellent, (148)
"Nothing but good things about the experience. Loved everything about the place."
The price is AED 826
AED 1,397 total
includes taxes & fees
29 Mar - 30 Mar
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Keys Waterfront Half-Duplex, Ocean side 37' Dock,
Sun loungers, beach towels

Keys Waterfront Half-Duplex, Ocean side 37' Dock,

10.0 out of 10, Exceptional, (96)
"The rental was perfect for us. A couple in our 60's. We are laid back. The bed was very comfortable. We used the screen porch extensively as well as the patio. The view of the stars at night was amazing. Laz was very responsive. We had one minor issue and let Laz know and it was corrected within hours. We did not have a boat but it would have been a great place to have a boat. We will be back!"
Keys Waterfront Half-Duplex, Ocean side 37' Dock,
Waterfront Home
Terrace/patio

Waterfront Home

8.8 out of 10, Excellent, (155)
"I wasn't expecting a 140 resort fee due before proceeding past the gate guard. The gate guard's response to my puzzled look was, "You were aware of the resort fee, right?" The fee is likely (at least I hope) embedded in the TOS. Moving on. The property permits pets but walking one's dog is prohibited. The properties are so small that one must walk a dog. Knowing this property was on a canal with open water access, I was not surprised that it needed some TLC. I think, most folks rent this type...
Waterfront Home
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, (132)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
Cottage with Pool and Boat Dockage just minutes to Key West!
SEA SHELL COTTAGE UNIT #2
Beach

SEA SHELL COTTAGE UNIT #2

9.4 out of 10, Exceptional, (18)
"The cottage was perfect for my husband and I! It was very clean and quaint, definitely planning to stay again!!"
SEA SHELL COTTAGE UNIT #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, (62)
"The cabin and pool were perfect. Fantastic restaurants very nearby. Only thing I was a little disappointed in was the shoreline and fishing. No beach and very shallow water throughout the entire bay. I'd definitely stay here again, just plan on traveling if you're looking to catch any fish."
The price is AED 643
AED 1,352 total
includes taxes & fees
10 Mar - 11 Mar
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
Beach

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

8.4 out of 10, Very Good, (40)
"Nice place. "
The price is AED 643
AED 1,319 total
includes taxes & fees
8 Mar - 9 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Direct Oceanfront Cottage-Sunrise View- #2,
On the beach

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (171)
"The location and views are great. It was a comfortable stay. There were some deferred maintenance items which were shared with the property manager. Completion of these items will greatly enhance the experience at the property and make it a '10' rating."
The price is AED 826
AED 1,515 total
includes taxes & fees
23 Mar - 24 Mar
Direct Oceanfront Cottage-Sunrise View- #2,
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Fridge, microwave, oven, stovetop

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

9.2 out of 10, Wonderful, (67)
"My family and I enjoyed our stay. It was very convenient to everything we wanted to do. Would definitely stay again."
The price is AED 643
AED 1,345 total
includes taxes & fees
26 Mar - 27 Mar
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
Beach nearby

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

8.0 out of 10, Very Good, (35)
"This place is about as laid back as you can get in the Keys. We love coming here, but it's a no frills existence and normally very peaceful. There's no housekeeping. Once you've blown thru some basic household supplies, you're on your own. With ample help from the property manager, eventually, the cottage had everything you might need for a home away from home. "
The price is AED 643
AED 1,352 total
includes taxes & fees
20 Mar - 21 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Quaint cottage, pool, dockage just minutes to Key West!
Miscellaneous

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

9.0 out of 10, Wonderful, (132)
"It is what it is, only wish the furniture was not worn out. "
The price is AED 918
AED 1,630 total
includes taxes & fees
9 Mar - 10 Mar
Quaint cottage, pool, dockage just minutes to Key West!
PALM COTTAGE
Sun loungers, beach towels

PALM COTTAGE

10.0 out of 10, Exceptional, (36)
"Loved our stay at Palm Cottage!"
PALM COTTAGE
FLAMINGO COTTAGE UNIT #1
Beach

FLAMINGO COTTAGE UNIT #1

9.8 out of 10, Exceptional, (34)
"Great place to stay! We spent a week and were on the go the whole time. Centrally located with great things to do all over the Keys it worked great for us! "
FLAMINGO COTTAGE UNIT #1
FL Keys Cottage with Ocean Views - Venture Out Unit 395
Fridge, microwave, oven, stovetop

FL Keys Cottage with Ocean Views - Venture Out Unit 395

8.8 out of 10, Excellent, (3)
"Very clean, comfortable beds. Close to everything we wanted to do!"
FL Keys Cottage with Ocean Views - Venture Out Unit 395
Cottage with swimming pool and dockage, just minutes to Key West!
Miscellaneous

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

9.0 out of 10, Wonderful, (139)
"It was a very cute and small place to stay. My husband and I are very tall and felt a little cramped in the bathroom otherwise our stay was great. Check in and out was simple. "
The price is AED 735
AED 1,280 total
includes taxes & fees
25 Mar - 26 Mar
Cottage with swimming pool and dockage, just minutes to Key West!
Canal front, dockage, 2 bedroom, 2 bath
Outdoor pool, a heated pool

Canal front, dockage, 2 bedroom, 2 bath

9.0 out of 10, Wonderful, (76)
"Cute house with wonderful features. Covered deck was a nice place to enjoy a book and meal. The open design of the living room and kitchen made the cottage feel big. The Venture Out community is welcoming. It was an excellent atmosphere to walk and bike in a safe space."
The price is AED 918
AED 1,782 total
includes taxes & fees
4 Apr - 5 Apr
Canal front, dockage, 2 bedroom, 2 bath
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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Other property types in Big Pine Key

Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very Good, (195)
"Everything about it was great"
The price is AED 657
AED 1,107 total
includes taxes & fees
10 Mar - 11 Mar
Old Wooden Bridge Resort and Marina
Sunshine Key RV Resort & Marina
Sundeck

Sunshine Key RV Resort & Marina

2.0 star property
8.8 out of 10, Excellent, (144)
"We enjoyed the stay so much. Great pool area and very friendly staff!!"
Sunshine Key RV Resort & Marina
Keys 3 Bedroom Corner Home near Beach & Key West
Fridge, microwave, oven, stovetop

Keys 3 Bedroom Corner Home near Beach & Key West

9.6 out of 10, Exceptional, (4)
"Great location, right in the middle keys, easy access to everything. "
The price is AED 1,282
AED 2,877 total
includes taxes & fees
9 Mar - 10 Mar
Keys 3 Bedroom Corner Home near Beach & 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.

Frequently asked questions

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