91 properties available

Located in Big Pine Key, Florida, United States. Dates available Oct, Nov, Dec 2023 2/2Come and enjoy this newly renovated home. Be the first to enjoy! Located in one of the best fishing spots in the Florida keys, this canal home features a ramp for your small boat or jet ski. Relax among the Key Deer, enjoy the hot tub and fire pits. The home has a large covered patio and large covered fishing station. Washer and dryer in the garage. 2 deep freezers and an extra fridge for bait available in the garage for your usage. An ice maker is inside the home. Wonderful chef’s kitchen. Come and Enjoy with your friends and family! Kayaks and 4 bikes are included with your stay. Come for fish, stay for the deer!

Located in Big Pine Key, Florida, United States. 2/2 Canal Front Home Big Pine Key. Easy ocean and gulf access! Terrific Key getaway for rent!! Newly remodeled 2 Bedroom 2 full bath canal front home with 50 feet of dock. Located in desirable Doctor's Arm neighborhood, this house is just around the corner from the famous No Name Pub on Big Pine Key. Quick idle to Spanish Harbor Channel and easy access to the ocean or the gulf. Less than a mile from the No Name Bridge, so there is access to fantastic fishing within walking distance even if you don't have a boat!! The house is a short drive to Bahia Honda State Park, and a short boat ride to Looe Key, world class snorkeling and diving. 30 miles to Key West if you choose a night out on the town!! Two tandem kayaks and two bikes available with rental.Large Master Bedroom has 1 King Bed and a walk in closet.2nd Bedroom has Full over Full Bunks and XL Twin over XL Twin Bunks. Washer and DryerInternet/Cable Roku TVKitchen Table seats 6Propane Grill2 Tandem Kayaks2 BicyclesBait Free

Located in Big Pine Key, Florida, United States. Enjoy sunrises at this cozy canal front home ! GRAND SLAM 1952 Coral Way, Big Pine KeyWelcome to the Grand Slam! This Unique rental will make your vacation an unforgettable stay. Main house, will have your kitchen, living room, master with queen bed, bath and sitting area. Permit Flat: king bed, bath, Bonefish Flat: Queen bed, bath. Redfish Flat: 2 single bed with bath. So in total, you have 4 bedrooms and 4 bath, each Flat are separate areas with TV's for streaming. Upper deck, out door kitchen with gas grill. Concrete seawall, with plenty of dockage, fishing cleaning table, tiki hut. Your welcome to use the garage and the tools, what you use, put back! In the garage you have a small ice maker and bait freezer. Plenty of room to park your boat trailers. The vacant lot across the street is part of the Grand Slam, you are welcome to enjoy the water views. Great boating access to Bogie Channel.Old Wooden Bridge Marine around the corner.NO PetsNO Smok

Located in Big Pine Key, Florida, United States. Tropical Canal-front Cottage in the Lower Florida Keys Snapper Villa is the perfect destination for those looking for a tropical getaway. Set on a canal-front in the Big Pine Key Deer Refuge, the cottage offers open water access to the Gulf of Mexico and Atlantic Ocean. Enjoy ultimate privacy in a quiet neighborhood while being surrounded by nature and all of its beauty. Steps away from the famous No Name Pub and Restaurant. Tie up a smaller boat or drop in your paddle boards and kayaks for a fun outing.The villa features open concept living, spacious bedrooms with walk-in closets, and a fully-equipped kitchen for your convenience. Unwind in the peaceful and relaxing atmosphere of Snapper Villa and make memories that will last a lifetime. Note: Owners boat is parked on the lift, and is accessed from the next door property few tims a year.

Located in Big Pine Key, Florida, United States. Canal Front Home With Pool And Hot Tub Terrific tropical getaway for rent!! 2 Bedroom 3 full bath canal front home with large in ground pool, hot tub and 60 feet of dock age! Located in desirable Doctor's Arm neighborhood, this house is located just steps from the famous No Name Pub on Big Pine Key. The boating cannel is just 200 yards to open water onto Bogie Channel and Spanish Harbor Channel. Less than a mile from the No Name Bridge, so there is access to fantastic fishing within walking distance even if you don't have a boat!! Great opportunity for the fishermen to fish while others enjoy the day by the pool and hot tub! The pool has a heater! Warm swimming in the cooler winter months, yet always refreshing in the hot Keys summers. Pool and hot tub are professionally maintained on a weekly basis. The house is a short drive to Bahia Honda State Park, which is always listed as one of the top ten beaches in Florida and is home to some of the best fishing around!! The home is j

Located in Big Pine Key, Florida, United States. SEA EVERYWHERE! Open Water & 2 Boat Basins! Beautiful open-water views of the Bahia Honda bridge from nearly every room! Key deer grazing daily in your yard. Two boat basins capable of holding boats up to 30'. Sunrises from your living room, sunsets from your dock. Catch tarpon and snapper right off of the dock. 10 miles to Content Key. 3 miles to Spanish Harbor.You are in the MIDDLE of the best place to catch tarpon, lobster, mahi, mutton, hogfish, mangrove, yellowtail, sailfish, wahoo, and blackfin tuna IN THE ENTIRE WORLD!

Located in Big Pine Key, Florida, United States. SEA FOREVER! Gorgeous Ocean-Front Paradise! This feels like your own private resort. Two tiki huts cover lounge chairs and a 13-foot shuffleboard court. The pool and 24 palm trees frame the endless ocean views. Drive your boat straight out from the house to the #1 reef in North America! The Atlantic is 3 miles from your door. Enjoy the 1,500 Key Deer on the island, which will come right up to you without any worries. This truly is paradise found!

Located in Big Pine Key, Florida, United States. Welcome to Casa Del Mar 305 5251254 Welcome to "Casa Del Mar" (305) 5251254. a 3/2 brand new mid-century modern home in Paradise! This home is a monthly vacation rental that must be rented for 28 days or greater. Quiet neighborhood , pool on deck. You can enjoy stunning oceanfront views from almost every room. For boaters ,fishermen and outdoors men feel free to use the 75 foot concrete boat dock with cleats, bumpers, fish cleaning table, bait freezer and tandem kayaks. There is a large island for entertaining and seating. The bedrooms are outfitted with, walk-in closets. For your convenience, cable TV and Wi Fi are provided. The utility room has a new washer and dryer, ironing board and iron. The Old Wooden Bridge Fish Camp, boat ramp and Marina is close by if you prefer a private marina. Scout key boat ramp is 10 minutes away for larger boats. This home is perfect for peaceful kayaking, paddle-boarding, bicycling and walking.You can see the house in our virtual tourhttps://my.matt

Located in Big Pine Key, Florida, United States. Canal front pool home. Ocean side of Big Pine. Open water views. Ocean side canal front pool home with open water views minutes to Newfound Harbor. Short boat ride to Looe Key. Easy access to Ocean and Gulf. Two bedroom two bathroom with private outdoor shower. Recently totally remodeled. Master bedroom has Tommy Bahama king sized bed and dresser with large walk-in closet, tv. Master bath has shower with body sprays. Private balcony off master overlooking canal and pool. Guest bedroom has large bunk bed ,tv ,dresser and large closet. Guest bath with large shower and body sprays. Open concept living/dining/kitchen. Large screened in porch with 4 pane pocket sliding doors off the living area. Front porch has nice views of Little Palm and Newfound Harbor. Fully appointed kitchen. Very private outdoor area around pool with no neighbors to the north/west/ or south. Both covered and open seating around the pool with surround sound stereo. Bait freezer. Fish cleaning table. Dockage up to

Located in Big Pine Key, Florida, United States. OCT-NOV SPECIAL RATES!!!Fisherman's Paradise Ocean Access - only 99 USD a night! This cozy, clean, canal front home is located in a quiet, family friendly, National Key Deer Refuge. 3 bedroom, 2 baths with screened in porch, and plenty of outdoor living area underneath. Master bedroom with king bed with attached bathroom. One guest bedroom with queen bed, and the other with 2 twins, 2nd bathroom conveniently located inbetween. Fully equipped (recently updated!) kitchen with attached washer/dryer combo. Dining area (seating for 6) additional table for 4 on screened in porch. Additional amenities include Wifi, Netflix, Amazon (movie purchase options available) and basic cable, kayaks with rollers, 2 adult and 1 child bike, 50' composite dock, large fish cleaning table, plenty of outdoor seating with shade umbrellas and hammock, shed is welcome to guests with beach supplies, kiddy pool, few fishing poles/lobster nets, and such. Propane as well as charcoal grill on site for cooking your

Located in Big Pine Key, Florida, United States. Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise! Beautiful, newly redone home directly on the water, perfect for boating with easy access to Atlantic or Gulf. Canalside docking for your boat. Amazing sunrises on the private porch deck. New furniture. This home offers a wonderful opportunity for relaxation & enjoyment of many water sports and activities in the beautiful, tropical FL Keys. Kayaks, bikes, SU paddleboards available. Beach/National Seashore park just minutes away. Charters nearby to Looe Key Marine Sanctuary reefs for snorkeling or scuba diving. Local park nearby, as well as restaurants, bars and shopping. In the heart of the Key Deer National Sanctuary. Short trip to Key West, a fun day trip, offering much sightseeing, water sports/activities, charter fishing, cruises, theaters & restaurants. Local flea market every weekend.

Located in Big Pine Key, Florida, United States. Canal Front Paradise! Just a few yards from open water! Welcome to paradise! Want to live like a local? Fish the reefs, snorkel Looe Key, dive for lobster, or kayak where dolphin and manatee play. Just navigate the few hundred feet of the canal to the open water of Pine Channel.The house is itself is fully furnished with all the amenities. Central AC, ceiling fans throughout, dishwasher, washer/dryer, range, microwave, toaster, fridge, various coffee makers. There is plenty of room for a boat trailer or RV in a side lot adjacent to the house. Bigger boats are welcome. We have 70 feet of dock space for your enjoyment.......but the greatest thing about the house is its proximity to open water. No winding through tiny canals and under low bridges to reach the Atlantic or backcountry. Big Pine is centrally located to lots of attractions, including a turtle hospital, a dolphin research center, a state park, and beautiful beaches. Key West is only 30 miles away!!

Located in Big Pine Key, Florida, United States. Canal Front Home in Big Pine Key This two bedroom two bath home open floor concept is very comfortable. Master bedroom has sliding doors to screened in balcony that faces canal. Has a private bath and large closet. Additional room has two twin beds with very spacious walk in closet. Living room,dinning room and kitchen are open floor plan which makes it very comfortable for family to enjoy and interact. Large screen T.V. in living room. Washer in pantry room next to kitchen with line drying available on covered ground level. Screened in porch has additional table with chairs for outside dinning facing cannal. Has 100 for concrete sea wall with davit system in place.Canal leads out to the bay for easy access to the gulf or ocean. Boat ramp a few blocks away. Outdoor bbq grill and picnic table. Hammock area for relaxation and naps.

Located in Big Pine Key, Florida, United States. Aquafina Big Pine Key Fishing & Boating Paradise Welcome to boater’s dream location! This lovely staged 3bed 2bath home sits on a 75ft wide/deep canal perfect for large boats. There is a marina at the top of our short canal w/launch, fuel, bait & tackle… Also located at the top of our street is the bus stop to Key West (no need to fight for parking or worry about driving). We are practically walking distance to grocery store, pharmacies, restuarants & shopping. Visit the key deer sanctuary on Big Pine Key or the brand new kayak park 1 block away. Only 7 miles to Bahia Honda state park and a short boat ride to Picnic Island. This is a 2nd home for us and the home is furnished and staged with quality/high end furnishings. We have 2 bike cruisers, 2 standup paddle boards w/attachable kayak seats, firepit, corn hole, and beach gear for guests use. Guests have use of the large driveway for parking trailers/rvs, use of boat lift (12,000lb/28ft max), and a fish/bait freezer in garage. PET FRI

Located in Big Pine Key, Florida, United States. ISLAND TIME PARADISE HOUSE!! 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 to call home during your vacation. Whether you're here with the family vacation or down here to experience some world class fishing, this home has everything you need for your stay. Come down and take part in our ISLAND TIME! This PARADISE will make memories the whole family will cherish FOREVER! It is located DIRECTLY ACCESS on the water of BIG PINE KEY and has a sea wall of at least 200ft for 2 boats and whatever else lol! Its close enough to all the major attractions, like KEY WEST, but far enough that everyone can get a good night's sleep if they want to. Lobstering, Deep Sea Fishing, Snorkeling, Inshore Fishing, Or Just Sit Near The Pool And Relax? We h

Located in Big Pine Key, Florida, United States. Fishermen`s Paradise | Waterfront home with huge pool, 220-foot dock & gorgeous interior Welcome to your perfect island retreat! This freshly remodeled three-bedroom, four-bathroom vacation home on Big Pine offers a stunning combination of modern luxury and unspoiled natural beauty. With a brand-new 220-foot dock, a fantastic pool and breathtaking open-water views, this 2,000-square-foot elevated haven provides an ideal escape in the Lower Keys.Boating enthusiasts will revel in the unparalleled access from by the recently rebuilt dock, providing one of the best entry points to the pristine waters of the Lower Keys. The water is about 5 feet deep at the end of the dock, which also features a step-down and swim ladder, plus power, water and a shower for your convenience. Guests are welcome to bring one watercraft/trailer, per county ordinance. For those looking to explore in other ways, a local outfitter can arrange the delivery of bikes, kayaks, or paddleboards directly to your doorstep

Located in Big Pine Key, Florida, United States. Keys 3 Bedroom Corner Home near Beach & Key West Spacious very private home only 3 miles from beach and 25 miles from Key West. Home is only 1 mile from boat ramp and close to one of the USA's Best fishing spots and many sand bars to enjoy what the keys have to offer. House offers an open concept layout allowing guests to enjoy large family gatherings, and make new memories with your loved ones.

Located in Big Pine Key, Florida, United States. Newly Remodeled Corner House on the Water There’s no better place to experience the laid-back calm of the Florida Keys than this bright and newly-remodeled two-bedroom getaway! Step inside to find an open-concept layout boasting a new kitchen, new beautiful floors, and comfortable furniture. The remodel includes newly renovated bathrooms, a new AC unit, new kitchen appliances, new washer/dryer, and new TVs. The full kitchen is equipped with stainless steel appliances, ample counter space, and a prep peninsula to help you prepare a fantastic meal. You can enjoy your creations from the dining table while the kids chatter away from the breakfast bar stools or outside on the furnished deck as an al-fresco meal. Don’t forget to use the central AC to keep everything nice and cool while you post your best selfies to your social media via the free WiFi.Possible Activities:- Enjoy some salt water fishing downstairs while surrounded by local wildlife including Key Deer- Take in the Key West suns

Located in Big Pine Key, Florida, United States. Keys To The Kingdom! Private Oceanfront Retreat with Beach and Pool There's no better place to experience the magic of the Florida Keys than this bright and remodeled three-bedroom getaway! Step inside to find a spacious open-concept layout boasting an ocean view, beautiful floors and comfortable and attractive furniture. After spending an afternoon on the water, come home to kick back and relax in the large, heated swimming pool (39'x14') or watch a good movie on the TV. The full kitchen is equipped with stainless steel appliances, ample counter space, and a center prep island to help you prepare a fantastic meal and you can enjoy your creations from the furnished balcony for an alfresco meal. You'll love taking advantage of the home's private beach during your stay and the private washer/dryer will wash away all the salt when you're done. Don't forget to use the central air-conditioning to keep everything nice and cool while enjoying the free WiFi. Rest assured that the power will al

Located in Big Pine Key, Florida, United States. Newly renovated cozy and spacious beach house with breathtaking ocean front Spectacular ocean front home awaits you in Big Pine Key. Cozy family getaway with breathtaking ocean view and over 450 foot dock you will feel as floating on water. Enjoy this 2 bedroom/ 2 bath fully furnished and upgraded home to meet all your expectations and needs. Property also included a 1 bedroom/1 bath guest house with a full kitchen and living room.

Located in Big Pine Key, Florida, United States. Spacious 5 bedroom with quick boating access to both the Gulf & Atlantic Ocean Located in a prime area of Big Pine Key, this Gorgeous 5 bedroom house is only 400 ft from the open Ocean. Pine Channel is just outside the mouth of our canal making for super easy & convenient boating access to the Gulf or Atlantic Oceans. This concrete home is a one of a kind with cathedral ceilings over a large open living/kitchen area. Plenty of room for a big crowd & family. The Kitchen is a cooks dream with a large island and over 25 ft of Sile Stone counter tops and beautiful Kitchenmaid wooden cabinets. The master bedroom is large with a nice sitting area and 2 man bathtub in the room. Owned & built by a local conch, this house is full of cheerful vibrant colors and has that Key'sie atmosphere. It is a Google home which includes 6 speakers throughout the house and a LCD display in the Kitchen. Handmade driftwood furniture, life size Shark Sculptures and various art work by Artist Mark Rackley

Located in Big Pine Key, Florida, United States. New Listing! Beautiful Canal front , Key Deer and jacuzzi. -Remodeling house 3 bedroom and 3 bath. -Please note that there is a 28 minimum rental period for this property.- Dock and fish cleaning station.-Excellent access to Atlantic and Gulf, minutes to the best lower keys fishing in country.-Nice Jacuzzi to enjoy the sunset.- 15 minutes from Bahia Honda State Park with a beautiful beach.-The Key where the deer live . -Tiki bar to relax watching the canal.-Full kitchen-TV in every room.-Directv and internet provider

Located in Big Pine Key, Florida, United States. Luxury and Lovely Water Front House If you're looking for a low-key vacation, Big Pine Key is the place for you. In Big Pine Key, about 100 miles south of Miami and 30 miles north of Key West, you'll find relaxing, water-borne activities such as boating, fishing, scuba diving and snorkeling. Fishing, of course, means seafood, and you'll find some of the nation’s best seafood restaurants in Big Pine Key and on nearby keys. Don't miss the beautiful white sand beaches at Bahia Honda State Park. At the National Key Deer Refuge, you can see the tiny and very cute wild deer known as Key deer, about the size of a large dog. The kids will love it, and so will you.

Located in Big Pine Key, Florida, United States. Awesome Open Water View at Blue Heron Estate 15 Acre Open Water Estate. Four bedrooms each with their own private bathroom. Large pool. Breathtaking views of the sunrise and historic Bahia Honda Bridge. Secluded location at the end of the road. Less than 2 miles to the Atlantic and around 3 miles to the Back Country. Check out the satellite view of the property and see for yourself. No doubt, it is one of the best boating locations in the Lower Keys. With a 100' long dock adjacent to the property. Affordable pricing. The Blue Heron Estate is perfect for your next family get together. Up to $1000 damage protection will be charged if damage and/or excessive cleaning is reported.