Big Pine Key Holidays

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Top Flight + Hotel Deals in Big Pine Key

Price found within the past 48 hours. Click for updated prices.
The Grayson Miami Downtown
1 Hotel South Beach
Nomada Residences - Downtown
Flow Hotel Miami
Kimpton EPIC Hotel by IHG

Where to stay in Big Pine Key

Find the best Big Pine Key areas and neighborhoods for the activities you enjoy most. Learn more about Big Pine Key

Top hotels in Big Pine Key

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive Big Pine Key FL
8.6/10 Excellent! (313 reviews)
Hosts were very communicative with check in as we arrived later than the office hours. The house boat is simple - nothing fancy. We did have a few ants. But otherwise, all was ok.

Reviewed on 21 Mar 2026

Old Wooden Bridge Resort and Marina
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 West

Big Pine Key FL
The price is €594 per night from 8 Apr to 9 Apr
€594
8 Apr - 9 Apr
includes taxes & fees
8.4/10 Very Good! (7 reviews)
Spacious beautiful place! So much room and very comfortable to stay in. It was a group of 6 of us and we all got our own bed and two bathrooms. Host was kind and answered timely when inquired about anything. Also lots of space to park multiple cars. Deer and roosters around the area, that was cool! ...

Reviewed on 2 Mar 2026

Charming 3-bedroom house in Big Pine Key near Beach and Key West
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard Marathon FL
Fully refundableReserve now, pay when you stay
The price is €486 per night from 22 Apr to 23 Apr
€486
22 Apr - 23 Apr
includes taxes & fees
9.2/10 Wonderful! (1,111 reviews)
This has to be the best hotel I’ve ever stayed at. The room was so clean, the staff were lovely, and the location is amazing. We really enjoyed having dinner each night in the hotel by the beach. The drinks at the bar were reasonably price and the food was great. It’s also the best location for an ...

Reviewed on 23 Mar 2026

Isla Bella Beach Resort & Spa
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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