Fitness-friendly holiday rentals in Big Pine Key

We had an amazing time at Peggy and Jim's condo! Great location on the southern side of Key West not far from the airport. Walking distance to some amazing breakfast spots and Cuban-inspired coffee shops. Also just a short Uber ride to Duvall street and pretty much any major attraction you would want to see in Key West. The condo was perfect for a family of four with a great pool and ocean views and beaches within walking distance. The host was excellent at communicating before and during the trip. Would definitely stay here again. A+!

Nice cozy spot while visiting Key West.

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.

Really appreciate the last min reservation! Our friends have a place here which gave us the idea to come and enjoy the weekend last min. Look forward to our next visit!

My boyfriend & I have been coming to Skipjack for his birthday for the last two years & we absolutely love it ! It has become a little tradition. We love the space and the dock in the back! During our stay we saw a manatee, a Manta Ray, & lots of Tarpon in that canal. Absolutely beautiful. The location couldn’t be better as it’s right in marathon, where you are close to Sombrero Beach, Publix, lots of delicious restaurants with great ambience, etc! We look forward to our next stay at SkipJack!! :)

This Airbnb was their perfect getaway for the weekend! The beach and pool were very private and made it feel very peaceful and relaxing. 100% would recommend this getaway to anyone!

Kathleen’s place was great!! She has thought of everything. Place was clean, beds are comfy and plenty of room. Walkable to Smather’s Beach. Parking spot in garage kept the car cool. My family and I enjoyed the pool which is always crystal clear. Thanks for a great stay. We will be back.

Chris's spot in Marathon exceeded all expectations - the view from the balcony looking out onto the ocean was breathtaking with beautiful sunsets every night. Great restaurants nearby including a tikibar behind the property. 10/10 stay and would absolutely recommend this spot to anyone looking for a place to stay in Marathon.

The place was very nice and cozy. Great location and atmosphere. I would definitely stay here again.

We have stayed at Lee and Loretta’s home several times over the past few years and it never disappoints! Clean, spacious, well appointed and comfortable - both Lee and Loretta are extremely responsive with any questions we have had during our stay - we love it there!

Fantastic stay in a fantastic place! Highly recommended! Thank you very much

Perfect spot. Place, view, location were great.

Traci’s condo was great in every way! Everything was very clean and the view was amazing. We could enjoy watching the turquoise water and swaying palm trees from almost every room – both bedrooms, living room, kitchen, dining area, or relaxing on the large balcony. Some of the furniture is different in the photos, but my group agrees it is even better now than what you see. Having our own parking space in the garage was much appreciated, too. Traci responded quickly; clear check-in instructions. We would definitely stay here again.

This location is the jewel of the Keys. Private, safe and with an incredible view of the ocean and sunrise. I’ve stayed many times in the area and this is absolutely the best. Owner is extremely helpful and available for any questions. Condo has a well stocked kitchen for cooking with great restaurants nearby. Big, fluffy oversized towels are provided. Being on the second floor near the stairs made that the easiest route in and out. Great group of people we met at the pool, many returning every year for extended stays. Just a wonderful place and hoping to return again next year. Thank you so much, Jeanette!

This beautiful condo was so much more wonderful than the pictures portrayed! It is the most amazing location and setting with a stunning courtyard garden, ocean views and its own little beach. I felt like I stepped into Paradise! The complex was quiet, respectful and beautifully maintained. The location on the island could not be beat with a short walk to Smathers Beach and Higgs Beach. This was our first time in Key West and it was pure magic! Thank you!

Her apartment is in a convenient location in Key West. It is a clean home with all we need for cooking. Sunset is beautiful. Airport is nearby and interesting to us. We enjoied our stay.

Tammy was wonderfur, loved how attentive. The house was beautiful and close to so many great restaurants and things to do. Next door was the marina rented the boat, had a great breakfast at the French bakery down the street we could walk too almost everything. Loved it!!

⭐️⭐️⭐️⭐️⭐️ Absolute Paradise in the Heart of the Keys! Our stay at this vacation house in Marathon was nothing short of incredible. From the moment we arrived, we felt like we had found our own private slice of paradise. The house was spotless, beautifully decorated, and had all the comforts of home—plus the added bonus of breathtaking ocean views and island vibes. The location couldn’t have been better. Tucked away in a peaceful part of Marathon, we were just minutes from everything—the beach, boat rentals, amazing restaurants, and the iconic Seven Mile Bridge. The property itself was incredibly well-equipped: a fully stocked kitchen, super comfortable beds, high-speed WiFi. What really made this place stand out was the outdoor space. The private dock was perfect for fishing and sunset cocktails, and the pool made it hard to ever want to leave. We even spotted dolphins just off the dock one morning—unreal! The hosts were friendly, responsive, and went out of their way to make sure we

The house is exactly as listed. Easy access, clean, the beds are comfortable and the kitchen has all the essentials. Clear instructions and Chris is a very responsive host. We really enjoyed our stay. It was nice to sit out on the porch in the evening (after enjoying the pool) and relax. Close to Key West but secluded enough to get peace and quiet. A really good pizza place, Roostica, and great bakery, Croissants De France, are a short walk right across the street. Thanks Chris!

I loved the stay at this house. Would definitely come again.

Such a wonderful location! We were looking for a location that offered quietness, safety, views, and we found it here at KCB! Canal view across the street. Mile to mile in a half walk to Sunset Park, 5 min walk to The Glunz Beach Resort. We all loved that the rental came with access to the beach resort!m- perfect for our two teenage daughters. Beautiful white sand and blue water. The rental was very nice, and felt like home away from home. Also really like that KCB has law enforcement, and they were always present. We would definitely stay at this location again if we’re to visit KCB again. Thank you for sharing your beautiful home.

Nice place was just what we need for stay.

We had a really great stay here - 2 families of 5 and there was room for everyone to sleep. There’s a pullout sofa in a smaller office room that one 14 year old slept on. There’s house is super clean and the hosts were very helpful even after hours when we asked them to help put cold groceries away at 10 pm due to our flight be delayed!! It was so appreciated to salvage all the money we spent on them. Thank you!! The backyard is very private and has tons of beautiful trees and plants and our 6 kids loved the pool after our days on the boat. We had a boat and it was a little tricky to park at the dock bc a little tight at the end of the canal but it was fine even at low tide. We’d stay here again for sure especially based on the great customer service by the management company (although house is listed for sale so might not be available).

My family and I enjoyed your home. The views were breathtaking and we loved the outdoor space. Thank you