Find Romantic Hotels in Lower Keys, 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 Lower Keys Romantic Hotels

Tonight
May 8 - May 9
Tomorrow
May 9 - May 10
This weekend
May 8 - May 10
Next weekend
May 15 - May 17

Our top choices for Lower Keys romantic hotels

Exterior

SAVE BIG $$$ APRIL! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ APRIL! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (107 reviews)
"Had everything we needed. "
United States
Moriah W.
The price is ￥37,499
￥85,707 total
includes taxes & fees
May 19 - May 20
SAVE BIG $$$ APRIL! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
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, (167 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 ￥54,915
￥109,477 total
includes taxes & fees
Jun 3 - Jun 4
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Outdoor 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, (68 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 ￥93,983
￥223,328 total
includes taxes & fees
May 10 - May 11
One of the very few beach houses with a daily, rental license in the Keys.
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, (155 reviews)
"Great place with beautiful views, house could use some TLC so the trade out is location and outdoor space with nice yard and very peaceful. "
United States
Peggy H.
The price is ￥52,954
￥106,957 total
includes taxes & fees
May 9 - May 10
Cudjoe Cottages, swimming pool, just 20 miles from Key West
Outdoor dining

CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!

CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Old Town Key West
9.8 out of 10, Exceptional, (184 reviews)
"Great location. "
United States
Jeffrey F.
The price is ￥15,486
￥41,370 total
includes taxes & fees
May 13 - May 14
CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Beach

SOMBRERO BEACH LARGE 4/3 HOME w/ HEATED POOL, 40 ft BOAT DOCK, BEACH NEARBY

SOMBRERO BEACH LARGE 4/3 HOME w/ HEATED POOL, 40 ft BOAT DOCK, BEACH NEARBY
Marathon
9.8 out of 10, Exceptional, (63 reviews)
"This was our second time staying in this house lots of room great location."
United States
Anonymous traveler
SOMBRERO BEACH LARGE 4/3 HOME w/ HEATED POOL, 40 ft BOAT DOCK, BEACH NEARBY
Beach nearby, beach towels

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.

Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Key West
9.2 out of 10, Wonderful, (112 reviews)
"Nice view close to town"
United States
Sonja D.
The price is ￥42,988
￥67,491 total
includes taxes & fees
May 10 - May 11
Key West Condo close to the Ocean. 1 mile to Smathers & 3 miles to Duval St.
Terrace/patio

FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!

FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!
Old Town Key West
9.4 out of 10, Exceptional, (145 reviews)
"All was great. Very convenient location and Key West vibe. "
United States
laurie y.
The price is ￥26,359
￥55,171 total
includes taxes & fees
May 21 - May 22
FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!
Terrace/patio

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Old Town Key West
9.8 out of 10, Exceptional, (148 reviews)
"The host was awesome, we really enjoyed our stay "
United States
Asgeir S.
The price is ￥21,464
￥48,879 total
includes taxes & fees
May 26 - May 27
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Terrace/patio

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (156 reviews)
"Great location and accommodations. "
United States
Brenda W.
The price is ￥27,928
￥57,093 total
includes taxes & fees
Jun 8 - Jun 9
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
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 Lower Keys Hotel Reviews

Parmer's Resort

Parmer's Resort

10/10 Excellent
"Wonderful waterfront property with private beach, multiple piers, paddle boards, kayaks, laundry and a great continental breakfast; plus cookies, lemonade and coffee in the afternoon! Great loation at the top of the lower Keys. We'll be back, all the way from Seattle."
Greg 3-night trip
Posted 18 hours ago
Parmer's Resort
Looe Key Reef Resort

Looe Key Reef Resort

10/10 Excellent
"Yes"
ann 1-night trip
Posted 5 days ago
Looe Key Reef Resort

Explore a world of travel with Expedia