Apartment vacation rentals in Big Pine Key

Ocean Isles is a beautiful property. Very quiet and calm. Everyone we encountered was so friendly. Great views! Nice amenities and property had box of fun extras…we had to leave a couple behind to add to the stash. Great communication. We definitely will be booking again in the future.

Beautiful little apartment right on Duval Street. Really was a small slice of paradise.

such a quiet place to have our honeymoon. so cute and the people are so nice. nice area to get away and to explore on your free time. overall just an amazing experience. would do it again and again ❣️

This was a repeat stay with us at Darene's place, and we will come again. Darene is great with communication and responds quickly. Her place is great! The ocean view never gets old. The beach at the condos is perfect, and the proximity to the pool is also perfect! The condo is nice and accomodating. The beds are very comfortable. We had everything that we needed during our stay, and we can't wait to return again! Thank you Darene!

First time to Key West and we glad we picked Horse Conch to stay at. Everything was as described and hosts were very proactive to make sure our stay was going smoothly. Everything we needed was available and the place was well taken care of and very clean. The backyard pool and pool area was awesome. Very peaceful and secluded. Glad we chose Horse Conch and would highly recommend staying here.

A great place to stay for a couple days in Key West. Everything was very clean and in good condition. We really enjoyed being able to sit on the balcony overlooking Duval for a little downtime. Highly recommend.

Wonderful place for a couple to enjoy walking and bike riding to everything. Perfect spot. Host was very responsive. Definitely would stay here again.

Wonderful views, quiet. Clean and had free laundry. Just what we were looking for. Beautiful property with balcony, patio and rooftop deck. Centrally located and close to shopping Good places to eat nearby

What a fabulous location right on Duval Street! Thomas Philip’s Suite Mischief was everything he described, and more. Based upon the great suggestions he gave us, we were able to find free street parking practically around the corner. Very convenient! The apartment was well-equipped, and had such charm. We own a house that is over 100 years old, so felt right at home here! Everything we wanted to visit was within walking distance, and at the end of the evening, we enjoyed a nightcap while sitting on the private balcony watching all of the Duval action below. It was absolutely delightful! The next day, we were transferring to another of his units, and Thomas Philip was very accommodating — arranging for the seamless transfer of our luggage to the new unit, which gave us more time to explore and enjoy the beauty that is Key West.

A wonderful place for our family to enjoy Key West! The unit was exactly as described and very easy to access. Host was communicative leading up to and throughout our stay. Excellent value, and I would highly recommend!

Magen was very easy to work with. The place was very clean. Would definitely stay there again. Thanks Magen!!!

The tranquility guest house was such a great place to stay! In a great location with 3 very delicious food options within 1-3 min walk! Also a very short walk to get to Duval street! I highly recommend this location to stay!

I loved it so much I booked another stay in October. Great location. Great staff. Quiet and peaceful. Walking distance to great restaurants. enough kitchen space to eat in. I was very happy with my stay.

cool place with awesome locals

We had the opportunity to stay in two of Thomas Philip’s Duval Suites units during our stay in Key West. Both were right on Duval Street - in the heart of Key West. Once there, we were able to walk to everyplace we wanted to visit: restaurants and coffee shops, museums, attractions, shopping … and more. Thomas Philip was very helpful — making our visit a most enjoyable experience. We felt right at home, and certainly hope to return some day!

Our stay was absolutely amazing! We stayed for a week with our two small dogs. We had a great little private patio to enjoy coffee or our own hot tub, the room had absolutely everything we needed to cook some easy breakfasts or lunches, had sufficient WiFi for my husband to work from the room, and had an amazing AC and dehumidifier! Also, the pool and free laundry onsite was a huge bonus and much appreciated! It was also very quiet but very close to everything we wanted to do. The only downside is not having a dedicated parking space so that we could leave and return and still have a spot, but they made sure we had a space upon arrival and we just parked our car and walked, took the free tram or used Uber.

Nice cozy spot while visiting Key West.

We loved our stay with Teri and Scott! Nice location convenient to the airport. Beautifully renovated. Was just what I needed for a group of 4-6. Thanks again yall!

Perfect location (see sunsets from property, right next to docks where many ocean excursions can be booked) and great amenities (great pool with palm trees and hot tub with ocean views). There is also an on-site concierge to help you book anything from scooter rentals to activities/excursions. Samantha was incredibly accommodating. 10/10 would book again.

We had a great time at this home during Memorial Day 2025 in Key West. Good amenities and walking distance to all of Key West downtown bars,shops and restaurants.

Beautiful place with a well stocked unit…close enough to all the places we wanted to visit, yet far enough away for a quiet, relaxing day. We loved the area and our stay here. Thank you, Chris.

Had a great stay, very clean and nice community

The Condo was spacious, beautiful, well furnished, very clean and the location was perfect. Henry was great to work with. We rented a golf cart and traveled almost everywhere in Key West by golf cart.

Enjoyed our stay. The place was beautiful and matched the description. Just disappointed couldn’t use jacuzzi tub. Otherwise no isssues