TOP Romantic Hotels in Cudjoe Key, FL for 2026 - Cudjoe Key Romantic Getaways

A tropical island with clear blue waters, palm trees, and a thatched-roof hut.

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Our top choices for Cudjoe Key romantic hotels

A waterfront property with a covered porch, a boat dock, and a clear sky.

A marina with boats, a dock, and a white building with a balcony.

A bedroom with a bed, a ceiling fan, a window with blinds, and a door with a sign.

A kitchen with white cabinets, stainless steel appliances, and a wooden ceiling.

1. SAVE BIG $$$ AUG/SEPT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Cudjoe Key

James B.

£312

includes taxes & fees

31 Aug - 1 Sept

A two-story house with a swimming pool, outdoor seating, and a thatched-roof structure.

A modern kitchen with stainless steel appliances, a dining table with chairs, and a vase with flowers.

A two-story house with a balcony, surrounded by greenery.

An outdoor kitchen with a grill, sink, and umbrella.

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

Summerland Key

Joe D.

£940

includes taxes & fees

14 Sept - 15 Sept

A wide sandy beach with palm trees and a clear sky.

A wooden bridge with a metal railing, surrounded by lush green palm trees and a building with a green roof in the background.

A balcony with a round table and chairs, overlooking a sunset over a marshy landscape.

A hotel with a green roof, multiple balconies, and a wooden bridge over a water body.

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

Key West

Michael L.

£297

includes taxes & fees

1 Sept - 2 Sept

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Top Cudjoe Key Hotel Reviews

Blue Flamingo Resort Key West

10/10 Excellent

"Nice"

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent

"The property was beautiful! Pool and amenities were as posted. The beach was really really small and not really swimmable and really rocky. Otherwise the unit was amazing."

Beachside Resort & Residences

10/10 Excellent

"Staff was extraordinary."

Hilton Key West Resort & Marina

10/10 Excellent

"Agustín at the front desk always making sure everything was good.. they are finally remodeling the place. It needed a touch up already. Still place is clean."

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good

"Joe at the front desk was very helpful. We did have a few issues with housekeeping and being able to get into our room. On four separate occasions, we had to come and have someone readjust the lock on our door because our keys did not work. We did enjoy the complementary coffee each morning."

Fairfield Inn and Suites by Marriott Key West

10/10 Excellent

"Small but clean room, staff was ok. Breakfast was eggs and biscuit which was ok."

Room 1

Change your mind

Treat yourself

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Check availability on Cudjoe Key Romantic Hotels

Our top choices for Cudjoe Key romantic hotels

1. SAVE BIG $$$ AUG/SEPT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

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

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