Search Vacation Homes in Big Pine Key
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Our top choices for Big Pine Key vacation homes
Vacation Home in Big Pine Key
Fishermen's Paradise | Pool, dock, gorgeous home9.8 out of 10, Exceptional, (23)
"The location was very nice and secluded. The house was perfect for a family of five. The pool was great spent a lot of time in it. Lots to do in the area. The only complaint we had is the master bedroom bed mattress needs to be replaced. It seemed like it was very old possibly even broken communication with Karen was perfect. Everything about the trip was good :) "
Michelle S.
$1,536 nightly
The price is $1,691
Jan 11 - Jan 12, 2026
Total with taxes and fees
Vacation Home in Marathon
Charming 2-bedroom house in Marathon with pool8.0 out of 10, Very Good, (2)
"Great Home & Location & Enjoyable Stay! Thanks!"
James J.
$606 nightly
The price is $672
Dec 21 - Dec 22
Total with taxes and fees
Vacation Home in Summerland Key
Kelly's Kabin - Adorable Private Summerland Key Cottage9.8 out of 10, Exceptional, (122)
"We enjoyed our stay! Great little house and location. "
Lisa K.
$465 nightly
The price is $515
Dec 20 - Dec 21
Total with taxes and fees
Vacation Home in Cudjoe Key
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access$534 nightly
The price is $593
Dec 20 - Dec 21
Total with taxes and fees
Vacation Home in Cudjoe Key
DECEMBER SAVE 60% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS9.4 out of 10, Exceptional, (101)
"Great location. "
Davian k.
$551 nightly
The price is $613
Jan 10 - Jan 11, 2026
Total with taxes and fees
Vacation Home in Cudjoe Key
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West$560 nightly
The price is $621
Dec 20 - Dec 21
Total with taxes and fees
Vacation Home in Cudjoe Key
DECEMBER SAVE 60% OFF OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!9.8 out of 10, Exceptional, (82)
"The place is clean and convenient for anyone wanting to spend time on the water in the keys"
Ubaldo G.
$551 nightly
The price is $613
Jan 15 - Jan 16, 2026
Total with taxes and fees
Vacation Home in Cudjoe Key
Galleon Getaway #533- Oceanfront Community$552 nightly
The price is $612
Dec 20 - Dec 21
Total with taxes and fees
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
Kingsail Resort
10/10 Excellent
Find out more about Big Pine Key
Big Pine Key Vacation Homes information
Number of reviews | 612 |
|---|---|
Accommodation | 1759 Vacation Homes |
Lowest Price | $515 |
Highest Price | $2,284 |
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