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Our top choices for Big Pine Key holiday rentals

1. Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and MarinaPunta Brisa
8.6 out of 10, Excellent, (380 reviews)
The price is €242
includes taxes & fees
5 Nov - 6 Nov

2. 🌴 TROPICAL RETREAT 🌴 RV In The Keys
🌴 TROPICAL RETREAT 🌴 RV In The KeysBig Pine Key
8.6 out of 10, Excellent, (11 reviews)
The price is €282
includes taxes & fees
5 Nov - 6 Nov

3. 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 WestSands
8.0 out of 10, Very good, (17 reviews)
The price is €508
includes taxes & fees
9 Nov - 10 Nov

4. LARGE LOT & RV Fisherman Camp
LARGE LOT & RV Fisherman CampBig Pine Key
6.4 out of 10, (6 reviews)
The price is €331
includes taxes & fees
5 Nov - 6 Nov

5. Knight's Key Suites
Knight's Key SuitesMarathon
9.0 out of 10, Wonderful, (1,245 reviews)
The price is €110
includes taxes & fees
29 Nov - 30 Nov

6. Tropical Cottages
Tropical CottagesMarathon
8.6 out of 10, Excellent, (1,013 reviews)
The price is €110
includes taxes & fees
5 Nov - 6 Nov

7. Yacht Haven Marina
Yacht Haven MarinaMarathon
9.6 out of 10, Exceptional, (380 reviews)
The price is €221
includes taxes & fees
5 Nov - 6 Nov

8. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Affordable Dog Friendly Keys Retreat in Venture Out Near Key WestCudjoe Key
10.0 out of 10, Exceptional, (1 review)
The price is €345
includes taxes & fees
5 Nov - 6 Nov

9. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key WestCudjoe Key
8.6 out of 10, Excellent, (4 reviews)
The price is €380
includes taxes & fees
11 Nov - 12 Nov

10. Aqua Lodge Rentals At Coconut Cay
Aqua Lodge Rentals At Coconut CayMarathon
9.6 out of 10, Exceptional, (239 reviews)
The price is €218
includes taxes & fees
5 Nov - 6 Nov

11. Skipjack Resort & Marina
Skipjack Resort & MarinaMarathon
8.6 out of 10, Excellent, (1,296 reviews)
The price is €196
includes taxes & fees
5 Nov - 6 Nov

12. Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal ViewsCudjoe Key
9.0 out of 10, Wonderful, (2 reviews)
The price is €403
includes taxes & fees
5 Nov - 6 Nov

13. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated AccessCudjoe Key
10.0 out of 10, Exceptional, (1 review)
The price is €369
includes taxes & fees
12 Nov - 13 Nov

14. SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
9.6 out of 10, Exceptional, (99 reviews)
The price is €450
includes taxes & fees
21 Nov - 22 Nov

16. Kelly's Kabin - Adorable Private Summerland Key Cottage
Kelly's Kabin - Adorable Private Summerland Key CottageSummerland Key
9.8 out of 10, Exceptional, (129 reviews)
The price is €433
includes taxes & fees
5 Nov - 6 Nov

17. 2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.Cudjoe Key
The price is €442
includes taxes & fees
13 Nov - 14 Nov

18. Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys Escape
Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys EscapeCudjoe Key
8.8 out of 10, Excellent, (3 reviews)
The price is €422
includes taxes & fees
9 Nov - 10 Nov

19. SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
9.4 out of 10, Exceptional, (113 reviews)
The price is €373
includes taxes & fees
9 Nov - 10 Nov

20. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart OptionCudjoe Key
9.4 out of 10, Exceptional, (18 reviews)
The price is €405
includes taxes & fees
8 Nov - 9 Nov
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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