Big Pine Key is the largest island of the lower Florida Keys. Located 100 miles (161 kilometers) south of Miami, this tourist destination offers fun diversions such as snorkeling, diving, and fishing. In this tropical oasis, you will have your fill of inspired seafood dishes. It is also known as the home of Key Deer. This endemic and endangered species is the smallest subspecies of white-tailed deer on the continent. For an extended exploration of the Lower Keys, you can book vacation homes close to crystal blue waters and accommodations surrounded by forests and wetlands. Read on to find out about the best long-term rentals in Big Pine Key, Florida.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on August 20, 2024.
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1. Sprawling property with boat dock (from USD 555)
Choose this fenced property with lush trees in the yard and a boat dock up front. Avid anglers only have to take a short walk to a bridge used by locals for fishing. A popular pub where you can make new friends is also nearby. Guests here have access to cooking and laundry amenities. Fast WiFi is available for work and play. You can also spend time hanging out in the property’s heated pool.
2. Pet-friendly house in Breezy Pines RV Resort (from USD 150)
Book this vacation rental and experience living in a tiny house with an outdoor lounging area. The house is only 10 feet (3 meters) from the community pool of Breezy Pines RV Resort. The interior features a full kitchen and a grill on the patio. A small family will feel at home in this air-conditioned property. Guests may park one car for free and rent bikes and kayaks for a surcharge.
Superhost
3. Cozy boat house in Old Wooden Bridge Resort and Marina (from USD 127)
Embrace island living fully in this unique long-term rental unit. Kayak and boat rentals are readily available. Try your hand at fishing and use the fish cleaning station to prepare your catch for grilling. The campfire pit is next to the fenced saltwater pool. Guests will find clean and furnished rooms inside the property, including a sizeable master bedroom and an equipped kitchen.
The front deck is directly over the water and is the best spot to watch sunsets on Big Pine Key.
4. Spacious family home with canal views (from USD 233)
Take a nap in a hammock for ultimate relaxation in the outdoor area fronting the water. Then, you can regroup in the spacious open-plan living area of this property. The towels in the bathroom are new. The washer is in the pantry room and there is a clothesline in a covered area on the ground floor. Pots, pans, and utensils for cooking three meals a day are provided. Your month-long stay here will definitely be comfortable.
5. Elevated duplex with shared deck (from USD 110)
This cabin on the right side of a duplex promises a calm interlude for you and your fur baby. The main door is accessible via a staircase with rails. Pack light for a month-long stay. The host will stock the bathroom and kitchen for you. The yard and deck area are shared with the neighboring unit. You can observe the goings-on in the marina from the deck. Guests here may use the picnic area and saltwater pool of the resort.
6. Summery cottage on the canal (from USD 400)
Give your family a chance to experience island living in this remodeled cottage near the Spanish Harbor. Stay a month or more in this pleasant abode with a covered porch and waterfront bedrooms. Bikes and kayaks will be on hand for exploring the charming neighborhood. You may bring your boat and tie it down in front of this well-appointed rental unit. If the weather is fine, you can sail to the ocean for deep-water fishing.
7. Glamping camper with friendly neighbors (from USD 448)
Experience a smooth-sailing holiday in this upscale camper. One of the highlights of this property is the roomy bathroom, which is a rare feature to come across in an RV.
You can make coffee daily and bake treats in the oven while staying in this air-conditioned recreational vehicle. There are two steps going into the bedroom with a queen bed. Take your shoes off before entering the camper and go up three steps to find a binder inside with suggestions for making your month-long stay worthwhile.
8. Spotless camper with shared pool (from USD 165)
Take this opportunity to call a well-kept camper your home for at least a month. Cross out towels, bedsheets, and plates from your list of things to pack. This recreational vehicle also boasts central air-conditioning and reliable WiFi. Moreover, there is a kitchen and grill for cooking. You are likely to meet Key deer on your way to the shared swimming pool nearby. The gracious host will welcome you and show you how the buttons and gears work.
Cherish island living in Big Pine Key
The Lower Keys of Florida are known for beaches, endemic wildlife, and rich marine resources. The island called Big Pine Key is a wonderful place to spend an extended holiday. Book one of these long-term accommodations that are close to nature and enjoy everything that Big Pine Key has to offer.
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