Big Pine Key Holidays
- Plan, book, travel with confidence
Better together
Save up to €185 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Flight + Hotel Deals in Big Pine Key
Price found within the past 48 hours. Click for updated prices.
Douglas House
Old Town Key West
Price was €1,705, price is now €1,318 per person
€1,318
per person
22 Nov - 27 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Key West (EYW)
9.6/10 Exceptional! (167 reviews)
Location was excellent. 1 minute walk to Duval. We booked the loft apartment. Apt exceeded our expectations. Very clean, well decorated with beautiful hard wood floors. The grounds are very lush and tropical. There is a small pool too. The staff were very friendly and helpful. Big plus is FREE parking. (rare in Key West).Highly recommend! We will definitely return.
Reviewed on 6 Sept 2025
Ridley House - Key West Historic Inns
Key West Historic District
Save 100% on your flight
Price was €2,362, price is now €1,657 per person
€1,657
per person
22 Nov - 27 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Key West (EYW)
9.2/10 Wonderful! (819 reviews)
Very clean and spacious. Breakfast was well done and perfect start of Key West morning. Will stay here again
Reviewed on 20 Sept 2025
Ella's Cottages - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was €2,029, price is now €1,460 per person
€1,460
per person
22 Nov - 27 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Key West (EYW)
9.4/10 Exceptional! (375 reviews)
This was a wonderful experience. It was everything we could ask for her rest and relaxation. We were celebrating our 25th and wedding anniversary and it did not disappoint.
Reviewed on 12 Sept 2025
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Price was €1,899, price is now €1,385 per person
€1,385
per person
22 Nov - 27 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Key West (EYW)
9.2/10 Wonderful! (1,005 reviews)
The place was very convenient to restaurants. Bars, and attractions. It had a nice Key West vive. The front desk was very friendly and helpful.. I would stay there again
Reviewed on 21 Sept 2025
Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Price was €1,796, price is now €1,321 per person
€1,321
per person
22 Nov - 27 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Key West (EYW)
9/10 Wonderful! (791 reviews)
Second mother / daughter trip to Key West - first time staying at Lighthouse Hotel. We loved it! The hotel is charming and the location is perfect. The staff was super friendly and answered all of our questions. Pool area and bar is great and we enjoyed a nice breakfast every morning before venturing out for the day. We rented bikes to get around and this location was ideal - easy ride to everywhere we wanted to go. We had a great stay and will definitely book this hotel again!
Reviewed on 22 Sept 2025
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
Long Beach Estates
While visiting Long Beach Estates, you might make a stop by sights like Florida Keys Beaches and Coupon Bight Aquatic Preserve.
Top hotels in Big Pine Key
Old Wooden Bridge Resort and Marina
1791 Bogie Drive, Big Pine Key, FL
The price is €196 per night from 23 Sept to 24 Sept
€196
23 Sept - 24 Sept
includes taxes & fees
8.6/10 Excellent! (258 reviews)
"Really I have the best experience and soon I want to go again"
Reviewed on 11 Sept 2025
Barnacle Resort
1557 Long Beach Dr, Big Pine Key, FL
Fully refundableReserve now, pay when you stay
The price is €219 per night from 30 Sept to 1 Oct
€219
30 Sept - 1 Oct
includes taxes & fees
8.2/10 Very Good! (40 reviews)
"No communication when I couldn’t get into my room. Horrible situation. DO NOT STAY AT THIS PROPERTY!! Total scam."
Reviewed on 29 Jun 2025
Isla Bella Beach Resort & Spa
1 Knights Key Boulevard, MM 47, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is €274 per night from 28 Sept to 29 Sept
€274
28 Sept - 29 Sept
includes taxes & fees
9/10 Wonderful! (1,053 reviews)
"Very nice. Beautiful views. Don't need to leave property really. Nice pools. A nice small beach area. *Can't be worried about price for stay, extra fees, restaurants, activities. Prepare to pay."
Reviewed on 16 Sept 2025
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.
Popular places to visit
Big Pine Key Flea Market
You can enjoy retail therapy at Big Pine Key Flea Market during your stay in Big Pine Key. Stroll along the marina or discover the sunrises in this relaxing area.
What to do in Big Pine Key
Florida Keys Nature & History Tour from Key West
€93
per adult
88% of travellers recommend
Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
€144
per adult
Marathon Inshore Fishing Charter
€618
per traveller
80% of travellers recommend
More trip options
Expedia's Latest Trends
Flights
Activities
Holiday Rentals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
