Find Romantic Hotels in Big Pine Key, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Big Pine Key Romantic Hotels

Our top choices for Big Pine Key romantic hotels

Exterior

SAVE BIG $$ JUNE/JULY. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$ JUNE/JULY. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (108 reviews)
"Had everything we needed. "
United States
Moriah W.
The price is AED 547
AED 1,594 total
includes taxes & fees
15 Jun - 16 Jun
SAVE BIG $$ JUNE/JULY. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Property grounds

Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (158 reviews)
"This was our second stay here and just as we remembered. It was clean and we had everything we needed. Would recommend it for visiting Key West as its only a 30 minute drive in."
United States
John S.
The price is AED 1,102
AED 2,327 total
includes taxes & fees
28 Jun - 29 Jun
Cudjoe Cottages, swimming pool, just 20 miles from Key West
Exterior

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (171 reviews)
"Great location with a great staff. The Bug House is very spacious and clean. I would recommend it as a great place to stay and relax with family. "
United States
Phillip
The price is AED 1,286
AED 2,548 total
includes taxes & fees
5 Jul - 6 Jul
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Outdoor pool, a heated pool

One of the very few beach houses with a daily, rental license in the Keys.

One of the very few beach houses with a daily, rental license in the Keys.
Summerland Key
8.8 out of 10, Excellent, (71 reviews)
"Such a beautiful home, the view is to die for. It could definitely use some upgrades like the washer and dryer, but can’t beat the location and the fact that its beachfront. "
United States
LIZ
The price is AED 4,220
AED 7,721 total
includes taxes & fees
26 Jun - 27 Jun
One of the very few beach houses with a daily, rental license in the Keys.
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.
View all properties

Top Big Pine Key Hotel Reviews

Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

10/10 Excellent
"Fantastic place, great atmosphere, peaceful, fantastic staff and the view was great!"
Michael J 1-night trip
Posted 9 hours ago
Tranquility Bay Beachfront Hotel and Resort

Explore a world of travel with Expedia

Frequently asked questions

Searching for romantic hotels in Big Pine Key?
Are you looking for a romantic vacation? You might consider checking out some of the nearby sights and attractions such as Florida Keys Beaches, Bahia Honda State Park, or Big Pine Key Flea Market. If you're interested in staying close to a certain attraction, you can sort properties by neighborhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Big Pine Key?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Big Pine Key: The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Big Pine Key is 36 inches.
What is there to do in Big Pine Key?
There's nothing better than wandering around a new place with your sweetheart, so consider taking time to discover all that Big Pine Key has to offer. You might think about stopping by Florida Keys Beaches, Bahia Honda State Park, or Big Pine Key Flea Market while you're seeing the sights.
What's the best way to get to Big Pine Key and around town during my romantic getaway?
These transportation options in Big Pine Key might help your romantic trip get off to a smooth start: Make your way to Big Pine Key with a flight to Marathon, FL (MTH-Florida Keys Marathon), which is the closest major airport located 19.3 mi (31.1 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.