The Best Romantic Hotels in Cudjoe Key, FL from ￥61,543 in 2026

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

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 Cudjoe Key Romantic Hotels

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Cudjoe Key romantic hotels

Coffee/tea maker, fridge, microwave, oven

2 bedrooms, iron/ironing board, WiFi, bed sheets

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

Cudjoe Key

Mckayla S.

￥20,160

￥63,528 total

includes taxes & fees

Sep 21 - Sep 22

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

Summerland Key

Joe D.

￥77,984

￥202,677 total

includes taxes & fees

Sep 24 - Sep 25

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

Stock Island

Linda

￥33,756

￥79,077 total

includes taxes & fees

Sep 24 - Sep 25

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

Key West

Michelaine a.

￥38,988

￥61,543 total

includes taxes & fees

Sep 20 - Sep 21

View all properties

Top Cudjoe Key Hotel Reviews

Beachside Resort & Residences

8/10 Good

"The staff was very helpful. I had absolutely no problem with my suite. It was a very well furnished, one bedroom apartment. The the problem I guess, would be that the outside hot tub at the pool had not been working for months. The elevators were being repaired on the side where I was at the restaurant there. To me was overpriced, and not a lot to choose from. The outside bar, the staff really didn't either know how to make certain drinks, or they didn't have the ingredients to make certain drinks. And the food was so so they only had one Van. That brought you to and from downtown. And they stated that they had 2 more vans, but they've been broke for a very long time, because they can't get parts. Well, how about management getting involved? And going as high up as it takes to get the type of vans that you need and to get the place maintained and staffed properly. There was no pool person, and you had to go inside to get your towels, and it got a little messy at the pool area...And then I heard that there's some people that did have some issues with a room, but those problems were fixed within a day. So, I had wished that the Van would have offered rides to the airport, which was just a 12 minute ride down the street. If that.... the extra excursions they offered did not work out because they didn't have enough people to go on the boat they had. So you had to seek out other sailboats or boats in the area to do things. And if they were no"

Blue Flamingo Resort Key West

10/10 Excellent

"Excellent relaxing destination"

Hampton Inn Key West FL

10/10 Excellent

"Clean room great staff"

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"This is the second year we have stayed here for our annual girl's trip. Everything was as great as it was last year. We plan on staying again next year."