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About this property
Enjoy breathtaking views of ISLAND TIME PARADISE (our nickname) in Big Pine Key. Its our spacious 3 bedroom 2 bathroom ISLAND TIME PARADISE HOUSE that will accommodate a total of 8 people. You will see it as the perfect blend of tranquil beach living and modern convenience. This home is the ideal place ...
Property Type
Big Pine Key House
Loved staying at this home! Very comfortable! Owners were great to work with and extremely easy to work with! Got our security deposit back within a good time frame! I have no complaints except for the ...
Key Amenities
About this property
Welcome to the beautiful Canal-facing newly rebuilt rambler home. Located at Big Pine key that is easily accessible to Key West, Marathon, Bahia Honda State Park, 7 mile Bridge, and many other hidden treasures of the keys. This is a contemporary styled home with amazing views of the Canal from the Master ...
Property Type
Big Pine Key House
A wonderful place, with canal and sea view at a few blocks away and centerally located to all the key places. The in-house amenities are best. Felt like home away from home. Experience it! I am not in to ...
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 7 miles to Bahia Honda State Park
Key Amenities
About this property
This newly remodeled home is cozy, yet spacious.This open concept, single family home is located on a canal and just a few seconds from the ocean. Fully furnished with Keys-inspired touches, this home comfortably sleeps 6 people with 3 bedrooms and 2 bathrooms.Spend the day at Bahia Honda State ...
Property Type
Big Pine Key House
5 BR | 5 BA | Sleeps 12 | Quick View
Key Amenities
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Welcome to our home, “Reel’em Inn” Big Pine Key, an excellent location for a relaxing vacation with family and friends 31 miles from Key West’s Mile Marker 0. This spacious 5 bedroom home is located on a double lot with plenty of parking and 150 feet of seawall. There is a step ...
Property Type
Big Pine Key House
Lots of rooms and places to spread out large families. Great facilities, particularly well suited to fisherman. The owner is very helpful and flexible.
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
The charming, oceanfront house directly on the beach. Most beautiful spot in the Keys! Very private, like being on your own tropical island. Coconut palms, 150-foot dock, mooring whips for a flats boat. Turtle nesting beach, Key deer, many tropical birds, and great fishing. Inshore: tarpon, bonefish, ...
Property Type
Big Pine Key House
We stayed here for the month of December and thoroughly enjoyed our time. It is centrally located near stores and restaurants. Especially enjoyed our time fishing off the dock and spending time on the ...
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 7 miles to Bahia Honda State Park
Key Amenities
About this property
This newly remodeled home is cozy, yet spacious.This open concept, single family home is located on a canal and just a few seconds from the ocean. Fully furnished with Keys-inspired touches, this home comfortably sleeps 6 people with 3 bedrooms and 2 bathrooms.Spend the day at Bahia Honda State ...
Property Type
Big Pine Key House
Key Amenities
About this property
Our spacious custom built 2 bedroom and 2 bathroom newly renovated home awaits you. Located in the heart of the National Key Deer Wildlife Refuge. On the water with direct access to the Gulf of Mexico or to the Atlantic Ocean. Concrete Seawall with step down easy boat and kayak access. Fish Cleaning ...
Property Type
Big Pine Key House
Key Amenities
About this property
This unique home is situated on a quiet street, with a desirable corner canal location in Port Pine Heights, Big Pine Key. Bringing your boat along? No problem, plenty of dock space here! And quick and easy access to Pine Channel for excellent boating, fishing, diving and snorkeling!The exterior has ...
Property Type
Big Pine Key House
Key Amenities
About this property
This relaxing retreat is situated in a very private part of Port Pine Heights on Big Pine Key. Great boating, fishing, and snorkeling can be easily accessed, just a short boat ride down the canal to Pine Channel. There is plenty of space to park your boat on the concrete dock and clean your catch on the ...
Property Type
Big Pine Key House
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Come and enjoy a tropical sanctuary at this beautifully remodeled, fully furnished ground level island home located in Big Pine Key, Fl. Situated on a quiet street, this home features a bright, open interior with 3 bedrooms, 2 bathrooms. The yard is a wonderful oasis overlooking the canal with a hot ...
Property Type
Big Pine Key House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Salty Serenity in The Florida Keys is a little piece of paradise. This newly listed waterfront gem invites you to bring your boat to explore everything the Keys has to offer. It features 2 bedrooms and 2 full baths with a very comfortable living area and a kitchen to accommodate all your family ...
Property Type
Big Pine Key House
Key Amenities
About this property
Manatee Bay located in the Port Pine Height area is just the right spot to bring your family and friends for an unbelievable Keys vacation.Great Gulf-side boating is at your fingertips and just a short run out to the Atlantic to fish and dive all the great reef spots. The gulf side waters are full ...
Property Type
Big Pine Key House
Always enjoy our stays in Keys when we find such a lovely place to have family come to join us. Some homes have a great location some have great amenities, but finding one like this, that has both is ...
Key Amenities
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Truly remarkable Big Pine Key vacation home. Rare Duplex on over an acre in the Doctors Arm area. A huge boat basin and direct access to Bogie channel. Rent one or both sides for the best family vacation destination in the Keys.Fully fenced for privacy and lots of yard space for everyone to enjoy ...
Property Type
Big Pine Key House
Key Amenities
About this property
A get away to "Our Island Thing" will be unforgettable vacation for everyone. Huge 1,900 square-foot house with lots of room for the whole family and kids. Four bedrooms and two bathrooms, this two level concrete home is roomy and airy.The second floor has a huge kitchen, living and dining ...
Property Type
Big Pine Key House
Key Amenities
About this property
Truly remarkable Big Pine Key vacation home. Rare Duplex on over an acre in the Doctors Arm area. A huge boat basin and direct access to Bogie channel. Rent one or both sides for the best family vacation destination in the Keys.Fully fenced for privacy and lots of yard space for everyone to enjoy ...
Property Type
Big Pine Key House
Key Amenities
About this property
Pack your floral shirts, swimming gear and sandals and come on down to Angelfish Cove. Fun is the order of the day. Enjoy the beautiful crystal clear swimming pool (heated) or jump in your boat to go explore some of the best fishing and diving the Florida Keys has to offer. This home offers 70 feet of ...
Property Type
Big Pine Key House
Key Amenities
About this property
The Turtle House is the perfect way to experience the Florida Keys. Located right in the heart of the island chain, it gives you easy access to both the upper and lower Keys. Enjoy this comfortable 3 bedroom 2 bath home with it's Caribbean vibe. Take in the ocean breeze as you sit near the water or venture ...
Property Type
Big Pine Key House
Key Amenities
About this property
If you enjoy coffee in the morning or a beautiful sunrise over the water, then Sunrise Retreat is a great home for you and your guests. Only a 40-minute drive to Key West and a short 20 minute drive to Marathon for all of your entertainment and shopping needs that the lower keys has to offer!Sunrise ...
Property Type
Big Pine Key House
Key Amenities
About this property
This spectacular home is located in the desirable Pine Channel Estates subdivision located on Big Pine Key. You will be more than delighted with this canal front home. Bring your boat, Pine Channel is only minutes away leading to some of the best boating, fishing, diving, and snorkeling in the Florida ...
Property Type
Big Pine Key House
Key Amenities
About this property
Simple and sweet with no muss, no fuss. It’s all right here – Gulf Side! This quaint two bedroom vacation home offers views, a deep-water boating and swimming canal and a protective seawall. This home offers 2 queen-size beds and an additional sleeper sofa.A glassed-in porch and all the ...
Property Type
Big Pine Key House
Key Amenities
About this property
What a great sunset view from this house! Fun in the sun surrounds this spot right on a wide canal with excellent access to fishing either the Gulf or the Atlantic side. Any outdoor enthusiast would be content here as the boating, diving, snorkeling, or kayaking is right out your back door.After a ...
Property Type
Big Pine Key House
Key Amenities
About this property
You and your family will feel right at home in this charming Big Pine Key home. The Owners have totally refurbished this 2 bedroom plus den, 2 bath property in 2020. Soft sea colors and coastal décor make this a totally comfortable home away from home.Large and spacious living room, kitchen and ...
Property Type
Big Pine Key House
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
THIS PROPERTY IS NOT AVAILABLE FOR JAN - MARCH 2023.Welcome to Big Pine Breeze! Charming and tastefully decorated 2/2 home with beautiful sunset views from the large walk-around deck on the upper level with a large screened deck overlooking the canal for a relaxing time for cocktails and space for ...
Property Type
Big Pine Key House
Enjoy a Sunny Beach Vacation in Big Pine Key Vacation Rentals
Looking to get away from it all with a relaxing oceanside vacation? You can’t do much better than Big Pine Key, FL. This gorgeous shorefront town is the perfect place to slow down and enjoy a variety of fun and relaxing activities, including surfing, scuba diving, snorkeling, shopping, or simply lying on the glittering white beach to get your tan on.
Nestled roughly 30 miles from Key West and 100 miles from Miami, Big Pine Key enjoys a notable distance from many of Florida’s big cities, which provides its residents and visitors with a desirable separation from the hustle and bustle of city life and the chance to truly relax.
Before you rush to book an expensive hotel stay for your next trip to the area, stop and consider Big Pine Key vacation rentals instead. At Florida Rentals, we feature a wide variety of local homes available for rent, ranging from quaint oceanside cottages to expansive beachfront villas to suit any family’s needs and budget.
Hotels can be tightly packed and loud, preventing you from enjoying the peace and quiet you deserve on your vacation. With a vacation rental from Florida Rentals in Big Pine Key, you’ll be able to live like a local during your stay and experience the town’s unique neighborhoods and architecture firsthand.
Tips for Travel in Big Pine Key
Florida enjoys more than 200 days of sun and clear skies each year, which means that oceanside towns like Big Pine Key don’t have an off-season when it comes to enjoying a beach vacation. Whatever your favorite time of year is, the Florida Keys can accommodate you.
However, keep in mind that the highest rates of precipitation and lowest temperatures are typically recorded in the winter months of December, January, and February. The best times of the year to enjoy pleasant weather ideal for outdoor activities are March, April, and May, as well as late October and November.
Spend your spring break by the beach, or shake up your Thanksgiving plans with an oceanside getaway in Big Pine Key house rentals!
Things to Do in Big Pine Key
As a beachfront community in the Florida Keys, it’s no surprise that Big Pine Key’s best activities involve the water. However, you don’t need to be a water sports fanatic to enjoy everything that Big Pine Key has to offer.
The region is home to Bahia Honda State Park, one of the most scenic white sand beaches in the Florida Keys. The park is open from 8:00 a.m. to sundown all year long and offers some of the most gorgeous views in the Keys. There are also plenty of dining spots, along with rentals for snorkeling equipment and kayaks.
If kayaking is your passion, make sure to visit Big Pine Kayak Adventures. Create the ultimate adventure by choosing one of the company’s specialized backcountry tours, including full- and half-day nature tours in the kayak, extended kayak rentals, skiff tours, shallow-water fishing, and much more.
You can’t get much closer to Florida Keys wildlife than by scuba diving, and you can do just that in Big Pine Key with Huckleberry Finn Tours by Captain Matt Finn, Ph.D.
Captain Finn is a specialist in ecological science and an expert on local ecosystems, not to mention a highly trained scuba diver who runs custom tours for vacationers of all experience levels.
Annual Events Near Big Pine Key Rentals
Due to the town’s small size and sleepy nature, you won’t find very many big festivals and gatherings in Big Pine Key on a regular basis. However, visitors to the area can still enjoy plenty of large-scale celebrations year-round throughout the Florida Keys.
Wildlife lovers and birdwatching enthusiasts are sure to have a blast at the Annual Florida Keys Birding and Wildlife Festival, which takes place each September in Marathon.
The event occurs at the same time as the Raptor Migration Count, hosted by Hawk Watch International, which celebrates and studies the migration of around 17 species of raptors through the Florida Keys.
Some of the best annual festivals in the Florida Keys are centered on the region’s delicious seafood, and nowhere is this better illustrated than at the Annual Key West Lobsterfest each August. Here, you’ll find some of the freshest seafood dishes in all of the coastal cities, as well as plenty of cold refreshments and live music acts to enjoy.
Wining and Dining in Big Pine Key
When you’re not scuba diving, snorkeling, swimming, or lying on the sand, you’ll need to grab a bite to eat. Luckily, Big Pine Key is home to a variety of distinctive local eateries sure to satisfy every taste and craving.
For classic American fare in a casual, inviting setting, don’t miss a visit to Big Pine Rooster. This establishment features warm wood paneling and outdoor dining options with an expansive menu of juicy steaks, seafood dishes, and savory pastas to choose from.
You’ll have to visit at least one waterfront eatery during your Big Pine Key vacation to get the full Florida Keys experience, and there are several you can choose from in town.
Kiki’s Sandbar Bar & Grille is considered to be one of the best in the area. Located right on the water in Big Pine Key, Kiki’s features classic pub food as well as imaginative cocktails, beer, and wine.
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