Holiday rentals with breakfast in Key West

Our family of 4 had the most fantastic vacation at the Cigar House (2 upstairs, 2 down)! Steven was super helpful, especially when our flight was cancelled and we were able to stay an additional day, no problem. The house is exactly as it appears in the photographs/description & we enjoyed being tucked back from the road & other homes on the property, our own corner of paradise! This was not our first trip to Key West, so we knew Bahama Village & how wonderfully walk/bike-able this location is to absolutely everything Key West has to offer!! We will definitely be returning- thank you so much for everything!

My friend and I stayed at this lovely house in a well maintained community. The house is clean and very nice. The owner was very responsive. We had no issues during our week stay. The community pool was fantastic. We grilled a few nights and took advantage of the great restaurants within 10 minutes away. Highly recommend unit and location.

Great place! Exactly like the pictures. AMAZING heated pool! Very clean. Ruth was an excellent host! She had fresh flowers, toiletries and even snacks and breakfast items to get us started! Most Airbnb’s you have to provide your own TP, paper towels, trash bags and soap but not here! Ruth had the place very well stocked. We will definitely be returning! Thanks for a memorable Thanksgiving week Ruth!!

100 % recomendado… para alojarse con la familia.. nos sentimos como en casa.

Very clean. We enjoyed our stay. We found out we weren’t really Florida Keys people BUT the Airbnb was gorgeous. We enjoyed our time there & the cleanliness. Comes with an ice maker in the room which is a nice touch. ROKU tv as well!

The house was beautiful, and the views very peaceful and relaxing. Our Ocean View room had spectacular views to wake up to, including both sunrise and sunset. We especially loved having access to kayaks to explore the area. Pictures do not do justice of the charm, artistry and architecture of the place, in particular the hand-carved lower level and tikis! A light breakfast was provided daily, although some listings say it was not included, so that was a pleasant surprise. The bed was not the most comfortable, but we still managed to sleep well every night. Would definitely rent again!

very clean and comfortable with plenty amenities and the continental breakfast was awesome

Had a great stay. Would def come back. Thank you!

The place was beautiful. The specific room we got (428) didn’t have the best bay view which is what we paid for, but the pool, the location, and the food (extra) was amazing. And the property is well maintained. They will need a credit card for a $1 hold and $25 refundable deposit for pool towels if you want them

Our unforgettable stay at this oceanside Airbnb resort on Big Pine Key was nothing short of extraordinary!! Even before the moment we arrived, the staff’s warmth and dedication made us feel like family. Every detail, from the included bicycles and complimentary kayaks to the Key Deer roaming freely near the resort’s lush grounds made it so captivating. With breathtaking—pristine beaches, stunning ocean views, and beautifully designed accommodations that blend luxury with coastal charm. The Staff truly went above and beyond to accommodate our needs. Due to unforeseen errors prior to arriving, I had some hurtles to overcome which they did and amazing job assisting with. Their attentiveness and genuine care elevated our experience to another level. The resort’s amenities, including the magnificent facilities with stunning architecture and private beach access were impeccable, and the serene atmosphere made it impossible to leave. Five stars aren't enough for this slice of paradise!

Amazing stay and even better than expected. The room was quaint and everything we needed. Close enough to walk everywhere. The amenities were great. I had forgotten there’s a little pool and that was a great treat after a long day in the sun. We’re already looking to book again!

I still gave a 5 although we had some issues checking in. The wrong key was provided at check-in; however they handled the hiccup quickly and timely. The location is close enough to all the action. The B&B is well stocked and they thought of everything to make your stay comfortable.

I stayed in the Nun's Room. The room's here all have names instead of numbers. It was a small room (and a small bed) on the second floor, no extra frills going on, but nice enough. The bedside clock had an issue with its display so I could not set an alarm on it. I just used my cell phone to wake me up in the morning. Breakfast was provided. Like the room, it was nice enough. The host was friendly to me at check in. Check out went smoothly.

Très bel hôtel. Le personnel est très agréable. Nous avons passés un excellent séjour.

Isabella was such a welcoming and accommodating host. We had a great time and it helped with pre-planning restaurants and excursions from Isabella’s recommendations. The room we had was perfect and the location was great to be close to the action on Duval and then also to be able to walk a few blocks back to the quiet atmosphere of the bed and breakfast. We had a late flight so Isabella was able to store our bags while we got brunch and explored more of Key West before heading back home. Would definitely stay again!!

this place was a great spot for our vacation. location was perfect walking distance to pretty much anything and everything. the rooms were comfortable, private and welcoming. the whole team that put our stay together did an amazing job. pool was great, breakfast accommodations were great. everything all in all great. 10/10 would stay again.

This was such a great stay and I wish we’d taken more than a single night to be here! Check in was smooth and the location is perfect (walkable to Duval but not RIGHT on it so you don’t get the raucous crowds overnight), the amenities were fantastic, and it was unbelievably beautiful! There is a small plunge pool outside that was so refreshing. The keys don’t really have mosquitoes so we spent a lot of time in the outside oasis garden enjoying ourselves. The upstairs landing is a little warm but the room itself was perfectly cool thanks to the ACs. It felt like someone was running a true bnb from their home, it was so inviting and comfortable!

Our stay at Andrew’s Inn was very enjoyable. The location is in downtown Key West near restaurants, attractions and nightlife yet when you step inside the property it’s immediately peaceful and quiet. Our room was very clean and comfortable and included a new mattress and very nice furnishings. We took a couple of the available bikes for an early morning ride and enjoyed breakfast in the beautiful courtyard. Our host, Izabella was very friendly and attentive. We would definitely stay again at Andrew’s Inn. It’s a very charming and comfortable property!