Hotel holiday rentals in Key West

WOW! I was so impressed with the amenities and the location of this place. I would most definitely try to stay here again the next time I come to Key West. Such a good location. So close to all the fun. A short bike ride away from EVERYTHING. The regulars at the resort were a blast too. Everyone was so nice and friendly.

Beautiful porch to sit on and people watch. Short walk to many attractions and restaurants. Good communication and host was able to help us find free parking.

This cottage is in an ideal spot in Key Largo. The amenities here are outstanding - two docks, snorkel gear, kayaks, stand-up paddle boards, and sailing! Great restaurants are within walking distance, too!

Great little motel that feels like a boutique inn. Clean and good location - great beach and dock space but sadly it was too cold on our trip. Some improvements can be made - provide Cuban coffee!

Fantastic location… walked everywhere! Enjoyed the pool and tiki area and the pathway, trees and foliage just gorgeous. I’m a sucker for a spiral staircase so loved the interior! We had everything we needed.

David kept in great communication and met us when we arrived. He gave us great advice about free parking on the street nearby. He gave us great advice about nearby restaurants and attractions. The whole experience was laid-back and stress-free...kinda like Key West itself. This place does have a bathroom that is shared with by three rooms, but we barely even saw the other guests, except briefly in passing (they were couples also and all very friendly) and getting into and using the bathroom and shower was not an issue at all. The common hallway had a fridge with some space and there was a K-cup machine in the hall too. The rooms had a large dorm fridge, good enough for extra adult beverages or waters. Because it was right on Duvall St, it was easy to find the nightlife, but the neighborhood was not noisy at all and really quite enjoyable. We'd stay here again for sure.

Great location! Enjoyed the beauty of the banyan trees.

Awesome place! Definitely worth the trip :)

We loved our stay! The location is perfect (downtown but still quiet) and the pool area is stunning! A small oasis in the middle of Key West :-)

This is a cute little place that is walkable to Duval and many other fun things around town. It has a nice pool and the grounds are lovely. We arrived early and were able to check in before the 3pm time, which was awesome. I also appreciate that they will hold your bags for you after check out if you want to do some things before departing. Overall a great stay.

Fantastic location! The room was very comfortable for our family of 5. Would definitely come back.

We absolutely loved our stay at Hyatt Sunset Harbor! Our studio was spacious, comfortable, and exactly as described—with the bonus of a partial harbor view. The peaceful atmosphere, immaculate grounds, and beautiful pool area made it feel like a true getaway. One evening, we used the spotless poolside grills and enjoyed a lovely picnic. The location is perfect—just minutes from Duval Street and Mallory Square, yet tucked away for privacy. Sunsets were magical, whether enjoyed from a swing on the property or nearby Mallory Square. The staff were warm, responsive, and truly made us feel welcome. While the kitchenette had everything we needed, we’re already looking forward to returning and upgrading to a one-bedroom suite with a full kitchen and balcony. We also heard updates are planned, which will make future visits even better. Thank you for a truly special and memorable experience—we can’t wait to come back!

Great place to stay! Everyone was super friendly and very helpful. Location is great. Able to easily walk and explore the area and then come back and relax in a quiet setting. Loved the breakfast offered daily and all the amenities. Definitely would stay here again.

Very nice quiet place. Property nicely landscaped and the pool was nice. Breakfast was great! The air conditioner worked great. Checkin was a breeze!

What an amazing resort! Beautiful view and everything is in walking distance. I absolutely will come back.

We really enjoyed The Marker!! Great location and super friendly staff 😊

Very nice little room with everything we needed. The hotel manager was such a nice person. Everything was super clean, and parking was so assessable which is a gem since being in key west. When we come back, I will definitely be coming back here. 10/10

Great location, a little small but it was only for one night so we made it work. Staff was very friendly and accommodating.

We were amazed by this property. pics weren't exactly like the unit we got, but very comparable. it was the first floor in the building closest to the beach. It was steps to the pool, the ocean and a bar Rita at the front desk was very helpful. p.s. the beds were very comfortable

Our party got exactly what we were looking for at Historic Cigar Barons Mansion! Walkable to most things yet a private and peaceful garden oasis. Charles made us feel like the place was ours to relax and entertain ourselves however we wanted. The pool was an absolutely beautiful space to wind down after our day excursions. The kitchen and grilling amenities meant we could either dine in or walk to one of amazing restaurant choices, followed by a night out on Duval. Charles was flexible with our arrival and departure making the trip and easy as can be.

We absolutely loved it at Sun Outdoors. Our tiny house was super sweet, clean and easy to find. The hosts were so friendly and always had useful tips for nearby places to eat and do stuff. All in all we were amazed by this location, it was a 10/10 experience. If we are lucky enough to visit FL one more time someday we will definitely be coming back.

This place is a gem. Fantastic pool and pool bar/restaurant. Very friendly check-in staff. Great communication from host. Beautiful ocean view. Perfect spot for our group of 5 women in need of a relaxing retreat.