Monthly Rentals in Pine Key

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Guest favorite
Home in Marathon
4.89 out of 5 average rating, 9 reviews

FL Keys Haven: Modern 2BR/2BA Condo with Balcony

BruceRating, 5 stars1 month ago
Great place and location! Lots of amenities and plenty to do in the area. I would recommend this place to anyone and would love to come back again.
Guest favorite
Home in Big Pine Key
5 out of 5 average rating, 6 reviews

Boater's Paradise with Dock

MarkRating, 5 stars1 month ago
Great location in Big Pine Key. The house was exactly as described, very clean and located in a quiet neighborhood. Sunny was a great host, very friendly and responsive. I would recommend staying here and would stay again myself.
Home in Big Pine Key
4.86 out of 5 average rating, 7 reviews

Big Pine Key Vacation home

BenandBeccaRating, 5 stars21 months ago
This home was the perfect getaway for my family of 6. We reserved it for the whole month of July. The house was nice, there were some ants (common for tropical settings) and Mary had a pest control company out the next day to take care of it. The beds were comfortable, the kitchen fully equipped, and the patio was the perfect place to sit out and relax. They provided a lot of amenities, floats and even a kayak! We enjoyed playing corn hole in the evenings and walking to the park just a 5 min walk away. I would highly recommend this place to any friends. The only negative thing about the home was the dog hair in the home if you have an allergy I wouldn't recommend this space. It wasn't excessive just needed a better cleaning under furniture, baseboards etc but for the price and the location I would highly recommend this place if you're considering it!
Top guest favorite
Home in Big Pine Key
4.92 out of 5 average rating, 12 reviews

Island time on Big Pine

JulieRating, 5 stars1 month ago
I'm not sure where to begin, when we walked into the home we couldn't believe our eyes, It was such a large area with different sections in the home but all connected at the same time. everybody had their own room and a beautiful living room and then a sitting room enough bathrooms for everybody. The views on the terraces that come off the bedrooms and the dining room are absolutely gorgeous. We actually saw dolphin just passed the gate in the Bayside jumping and playing in late afternoon. We were sitting in the chairs out front and deer came up to us and licked our fingers 🩷 I don't think I'll ever stay in another place and the keys! when I tell you this place is well stocked I truly mean it is well stocked. some guests leave fresh food for you to consume and drink, The cupboards are stocked, You could literally get lost walking from the left side of the house to the right. It's big, beautiful, comfortable, amazing! You get what you pay for 100%. Stephanie is the best host we've ever

Amenities and perks for longer stays

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