Cheap Vacations in Big Pine Key

Choose two or more items and save on your trip:
Choose two or more items and save on your trip:

3-night Big Pine Key vacations

Private Ocean Condos at Marenas Beach

Private Ocean Condos at Marenas Beach

4 out of 5
Save 100% on your flightPrice was $2,131, price is now $1,292 per person
per person
Jan 22 - Jan 25
Roundtrip flight included
Newark (EWR) to Miami (MIA)
W South Beach

W South Beach

5 out of 5
Price was $2,119, price is now $1,409 per person
per person
Jan 27 - Jan 30
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Fortune House Hotel Suites

Fortune House Hotel Suites

4 out of 5
Price was $701, price is now $480 per person
per person
Jan 26 - Jan 29
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Kimpton Hotel Palomar South Beach, an IHG Hotel

Kimpton Hotel Palomar South Beach, an IHG Hotel

4 out of 5
Price was $572, price is now $395 per person
per person
Jan 29 - Feb 1
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Kimpton Surfcomber Hotel, an IHG Hotel

Kimpton Surfcomber Hotel, an IHG Hotel

4.5 out of 5
Price was $1,145, price is now $811 per person
per person
Jan 26 - Jan 29
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
W Fort Lauderdale

W Fort Lauderdale

4.5 out of 5
Save 100% on your flightPrice was $1,469, price is now $1,049 per person
per person
Jan 13 - Jan 16
Roundtrip flight included
New York (JFK) to Miami (MIA)
Loews Miami Beach Hotel – South Beach

Loews Miami Beach Hotel – South Beach

4.5 out of 5
Save 100% on your flightPrice was $1,911, price is now $1,368 per person
per person
Jan 12 - Jan 15
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Eden Roc Miami Beach

Eden Roc Miami Beach

4.5 out of 5
Price was $1,165, price is now $846 per person
per person
Jan 26 - Jan 29
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Trump International Beach Resort

Trump International Beach Resort

4.5 out of 5
Price was $1,445, price is now $1,059 per person
per person
Jan 26 - Jan 29
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Z Ocean Hotel South Beach

Z Ocean Hotel South Beach

4 out of 5
Save 100% on your flightPrice was $793, price is now $586 per person
per person
Jan 12 - Jan 15
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Henrosa Hotel

Henrosa Hotel

3 out of 5
Price was $722, price is now $538 per person
per person
Jan 26 - Jan 29
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Marenas Beach Resort

Marenas Beach Resort

4 out of 5
Price was $851, price is now $636 per person
per person
Jan 26 - Jan 29
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)

4-night Big Pine Key vacations

Private Ocean Condos at Marenas Beach

Private Ocean Condos at Marenas Beach

4 out of 5
Save 100% on your flightPrice was $1,267, price is now $793 per person
per person
Jan 16 - Jan 20
Roundtrip flight included
New York (JFK) to Miami (MIA)
Kimpton Hotel Palomar South Beach, an IHG Hotel

Kimpton Hotel Palomar South Beach, an IHG Hotel

4 out of 5
Save 100% on your flightPrice was $739, price is now $468 per person
per person
Jan 30 - Feb 3
Roundtrip flight included
New York (NYC) to Miami (MIA)
Kimpton Surfcomber Hotel, an IHG Hotel

Kimpton Surfcomber Hotel, an IHG Hotel

4.5 out of 5
Save 100% on your flightPrice was $1,061, price is now $699 per person
per person
Jan 9 - Jan 13
Roundtrip flight included
Newark (EWR) to Miami (MIA)
W South Beach

W South Beach

5 out of 5
Save 100% on your flightPrice was $2,297, price is now $1,531 per person
per person
Jan 15 - Jan 19
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Hyde Beach House Hollywood Pr Suites

Hyde Beach House Hollywood Pr Suites

4 out of 5
Save 100% on your flightPrice was $2,755, price is now $1,843 per person
per person
Jan 8 - Jan 12
Roundtrip flight included
Newark (EWR) to Miami (MIA)
The Tides Ocean Luxury Suites

The Tides Ocean Luxury Suites

4 out of 5
Save 100% on your flightPrice was $1,941, price is now $1,320 per person
per person
Jan 8 - Jan 12
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Kimpton Angler's Hotel, an IHG Hotel

Kimpton Angler's Hotel, an IHG Hotel

4 out of 5
Save 100% on your flightPrice was $1,250, price is now $856 per person
per person
Jan 12 - Jan 16
Roundtrip flight included
Newark (EWR) to Miami (MIA)
W Fort Lauderdale

W Fort Lauderdale

4.5 out of 5
Save 100% on your flightPrice was $1,958, price is now $1,369 per person
per person
Jan 8 - Jan 12
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Beach Place Hotel

Beach Place Hotel

2 out of 5
Save 100% on your flightPrice was $387, price is now $272 per person
per person
Jan 15 - Jan 19
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Solé Miami, A Noble House Resort

Solé Miami, A Noble House Resort

4 out of 5
Save 100% on your flightPrice was $744, price is now $527 per person
per person
Jan 15 - Jan 19
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
Save 100% on your flightPrice was $1,266, price is now $918 per person
per person
Jan 9 - Jan 13
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Hyde Beach House

Hyde Beach House

4 out of 5
Save 100% on your flightPrice was $1,296, price is now $970 per person
per person
Jan 8 - Jan 12
Roundtrip flight included
Newark (EWR) to Miami (MIA)

5-night Big Pine Key vacations

Kimpton Hotel Palomar South Beach, an IHG Hotel

Kimpton Hotel Palomar South Beach, an IHG Hotel

4 out of 5
Save 100% on your flightPrice was $1,381, price is now $786 per person
per person
Jan 26 - Jan 31
Roundtrip flight included
Newark (EWR) to Miami (MIA)
W Fort Lauderdale

W Fort Lauderdale

4.5 out of 5
Save 100% on your flightPrice was $2,316, price is now $1,387 per person
per person
Jan 15 - Jan 20
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Kimpton Angler's Hotel, an IHG Hotel

Kimpton Angler's Hotel, an IHG Hotel

4 out of 5
Save 100% on your flightPrice was $1,802, price is now $1,095 per person
per person
Jan 26 - Jan 31
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Beach Place Hotel

Beach Place Hotel

2 out of 5
Save 100% on your flightPrice was $524, price is now $327 per person
per person
Jan 6 - Jan 11
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Faro Blanco Resort & Yacht Club

Faro Blanco Resort & Yacht Club

4 out of 5
Save 100% on your flightPrice was $870, price is now $573 per person
per person
Jan 28 - Feb 2
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Sheldon Hotel

Sheldon Hotel

2 out of 5
Price was $820, price is now $571 per person
per person
Jan 21 - Jan 26
Roundtrip flight included
New York (NYC) to Miami (MIA)
Moxy Miami South Beach

Moxy Miami South Beach

4 out of 5
Save 100% on your flightPrice was $974, price is now $698 per person
per person
Jan 6 - Jan 11
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Eden Roc Miami Beach

Eden Roc Miami Beach

4.5 out of 5
Save 100% on your flightPrice was $1,773, price is now $1,284 per person
per person
Jan 12 - Jan 17
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
Amara Cay Resort

Amara Cay Resort

3.5 out of 5
Save 100% on your flightPrice was $1,091, price is now $790 per person
per person
Jan 28 - Feb 2
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

3.5 out of 5
Save 100% on your flightPrice was $1,863, price is now $1,361 per person
per person
Jan 29 - Feb 3
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Westwinds Inn

Westwinds Inn

3.5 out of 5
Save 100% on your flightPrice was $1,405, price is now $1,027 per person
per person
Jan 29 - Feb 3
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Vacation Village at Weston

Vacation Village at Weston

3.5 out of 5
Price was $733, price is now $538 per person
per person
Jan 21 - Jan 26
Roundtrip flight included
New York (NYC) to Miami (MIA)

6-7 night Big Pine Key vacations

W Fort Lauderdale

W Fort Lauderdale

4.5 out of 5
Price was $3,147, price is now $1,639 per person
per person
Jan 22 - Jan 29
Roundtrip flight included
New York (NYC) to Miami (MIA)
Beach Place Hotel

Beach Place Hotel

2 out of 5
Save 100% on your flightPrice was $862, price is now $454 per person
per person
Jan 10 - Jan 17
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Kimpton Hotel Palomar South Beach, an IHG Hotel

Kimpton Hotel Palomar South Beach, an IHG Hotel

4 out of 5
Save 100% on your flightPrice was $1,788, price is now $1,025 per person
per person
Jan 19 - Jan 26
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Kimpton Surfcomber Hotel, an IHG Hotel

Kimpton Surfcomber Hotel, an IHG Hotel

4.5 out of 5
Save 100% on your flightPrice was $2,089, price is now $1,269 per person
per person
Jan 12 - Jan 18
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Faro Blanco Resort & Yacht Club

Faro Blanco Resort & Yacht Club

4 out of 5
Save 100% on your flightPrice was $1,026, price is now $672 per person
per person
Jan 21 - Jan 27
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Kimpton Winslow's Bungalows, an IHG Hotel

Kimpton Winslow's Bungalows, an IHG Hotel

4 out of 5
Save 100% on your flightPrice was $3,246, price is now $2,172 per person
per person
Jan 11 - Jan 18
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Kimpton Angler's Hotel, an IHG Hotel

Kimpton Angler's Hotel, an IHG Hotel

4 out of 5
Save 100% on your flightPrice was $1,497, price is now $1,013 per person
per person
Jan 12 - Jan 18
Roundtrip flight included
Newark (EWR) to Miami (MIA)
The Local House

The Local House

3.5 out of 5
Save 100% on your flightPrice was $1,358, price is now $927 per person
per person
Jan 19 - Jan 26
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Amara Cay Resort

Amara Cay Resort

3.5 out of 5
Save 100% on your flightPrice was $1,244, price is now $866 per person
per person
Jan 21 - Jan 27
Roundtrip flight included
Newark (EWR) to Miami (MIA)
W South Beach

W South Beach

5 out of 5
Save 100% on your flightPrice was $4,206, price is now $2,946 per person
per person
Jan 11 - Jan 18
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Sahara Beach Club

Sahara Beach Club

2 out of 5
Save 100% on your flightPrice was $764, price is now $542 per person
per person
Jan 10 - Jan 17
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Viajero Miami

Viajero Miami

4 out of 5
Save 100% on your flightPrice was $985, price is now $703 per person
per person
Jan 10 - Jan 17
Roundtrip flight included
Boston (BOS) to Miami (MIA)

Big Pine Key Vacation Deal FAQ's

Where to find Big Pine Key package deals?

On CheapTickets, you can find package deals in Big Pine Key and save up to $287.

When is peak season in Big Pine Key?

are very popular times to visit Big Pine Key.

When is the best time to visit Big Pine Key?

If you're looking for cheap vacations to Big Pine Key, is the best time to visit Big Pine Key.

When is the worst time time to visit Big Pine Key?

Prices for Big Pine Key vacations can peak during .

When is low season in Big Pine Key?

We have found to be the least-crowded time of the year to visit Big Pine Key.

Flight deals to Big Pine Key

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Dec 13
ATL
Atlanta
MIA
Miami
$24 One way, found 12 hours ago
$24
One way
found 12 hours ago
Frontier Airlines
Tue, Jan 17
BOS
Boston
MIA
Miami
$25 One way, found 6 days ago
$25
One way
found 6 days ago
Frontier Airlines
Tue, Jan 17
EWR
Newark
MIA
Miami
$32 One way, just found
$32
One way
just found
Spirit Airlines
Tue, Jan 10 - Tue, Jan 17
ATL
Atlanta
MIA
Miami
$48 Roundtrip, just found
$48
Roundtrip
just found
Frontier Airlines
Tue, Jan 31 - Tue, Feb 14
BOS
Boston
MIA
Miami
$50 Roundtrip, found 5 days ago
$50
Roundtrip
found 5 days ago
Frontier Airlines
Tue, Jan 24 - Tue, Feb 7
LGA
New York
MIA
Miami
$60 Roundtrip, found 6 days ago
$60
Roundtrip
found 6 days ago
Frontier Airlines

Top rated hotels for your Big Pine Key vacation

3 BEDROOM BEACH HOUSE CLOSE TO BEACH & KEY WEST

3 BEDROOM BEACH HOUSE CLOSE TO BEACH & KEY WEST

Big Pine Key, FL
0.85 mi from city center
The price is $229 per night
$229
per night
Dec 8 - Dec 9
With a stay at this vacation home in Big Pine Key (Sands), you'll be a 3-minute walk from Key West Visitors Center and within a 5-minute drive of National Key Deer Refuge Visitor Center.
Free WiFi
Kitchen
Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina

2 out of 5
38801 Overseas Highway, Big Pine Key, FL, 33043
6.74 mi from city center
Get rates
With a stay at Sunshine Key RV Resort & Marina in Big Pine Key, you'll be within a 10-minute walk of Bahia Honda State Park and Sandspur Beach.
On private beach
Pool
Old Wooden Bridge Marina

Old Wooden Bridge Marina

2.5 out of 5
1791 Bogie Drive, Big Pine Key, FL, 33043
1.94 mi from city center
Get rates
With a stay at Old Wooden Bridge Marina in Big Pine Key (Punta Brisa), you'll be within a 10-minute drive of Blue Hole and National Key Deer Refuge Visitor Center.
Pool
Free WiFi
Don't see what you're looking for?
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.