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 spacious living area with a ceiling fan, a television, and a seating area with a sofa and chairs.

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

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

Cudjoe Key

Mckayla S.

£334

includes taxes & fees

13 Oct - 14 Oct

A swimming pool with lounge chairs and a thatched roof structure, surrounded by lush greenery and a brick patio.

A bar with a signboard listing various destinations.

A living room with a sofa, armchair, coffee table, and a cabinet with decorative items.

A two-story house with a front porch, a staircase, and a garage.

2. Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS

Stock Island

Linda

£397

includes taxes & fees

12 Oct - 13 Oct

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

A swimming pool with lounge chairs and a shaded area, surrounded by palm trees and a building with balconies.

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

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

Michelaine a.

£352

includes taxes & fees

12 Oct - 13 Oct

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Top Cudjoe Key Hotel Reviews

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

8/10 Good

"Not applicable."

Beachside Resort & Residences

8/10 Good

"Nice pool and room was just what we needed."

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Very pleasant and helpful staff. My wife is very mobility challenged. The first room they gave us was at the end of a very long hallway. When I raised it as an issue, they immediately moved us to a room much closer to the elevator and a much shorter walk. The entrance is a challenge with about 10 steps up to the lobby, but there is a handicapped ramp and also a handicapped lift. The front desk has to operate the lift but they were always available to help. On returns to the hotel, i would call them on my cell phone and someone would immediately come out to assist. The breakfast buffet was excellent. The room was very comfortable. Everything was excellent."

Parrot Key Hotel & Villas

8/10 Good

"Staff was very helpful, check in and out was very easy. The rooms could use some updates with new carpet and window seals that had visible water damage."

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent

"Very nice room with full kitchen and nice bathrooms. Mattress was a little soft for our taste. Please note the beach is not a beach. It us just a very small roped off area for kids. However, I was informed that there really are no beaches in Key West due to the coral reef. It was our first time there. The pool area and deck was nice with plenty of chairs but is was very small, warm and shallow. I would not want to be there when it was crowded. There is not much within walking distance so you need a car or Uber. Overall we enjoyed our stay."

Parmer's Resort

10/10 Excellent

"Was a beautiful property. We only needed to stay one night and did not get to enjoy all of the amenities. Breakfast was wonderful. We had stayed many years so and looked forward to going back. The sunrise was spectacular! Nice beach, pool, area and the grounds very well maintained."

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"We were very happy with the rooms"

Hampton Inn Key West FL

10/10 Excellent

"Very good sleeping bed and an excellent view to the ocean. But the air conditioner and refrigerator were very noisy"

The Perry Hotel & Marina Key West

10/10 Excellent

"Súper bueno todo"

Room 1

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Treat yourself

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Check availability on Cudjoe Key Romantic Hotels

Our top choices for Cudjoe Key romantic hotels

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

2. Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS

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

Top Cudjoe Key Hotel Reviews