91 properties available

Located in Big Pine Key, Florida, United States. 🐠 HEATED SWIM SPA / OPEN WATER VIEWS / BOAT DOCK / LUXURIOUS / BUILT IN 2023🐬 Welcome to boater’s dream location with 45 Ft of concrete dockage for boat. Large canal with QUICK Gulf & Ocean access to explore the Florida Keys by sea. New H2X trainer SWIM SPA 8' x 15'. A heated swim spa has an endless swim current for exercise , increased depth for buoyancy, and therapy jets for relaxation.One of a kind custom modern luxury home, brand new all concrete construction completed in August 2023. Your open water paradise awaits! Welcome to your Ultimate Luxury Island Escape! This beautiful waterfront property featuring the custom cabinetry, table and beds made by the owners. Multi level exclusive residence with modern finishes, and a luxurious open concept is perfect for entreating family and friends.Sweeping water views from every room, balcony and roof top deck. Full panoramic open ocean sunrises and sunsets. This just-built home is pristine, bright, open, airy and well appointed with all

Located in Big Pine Key, Florida, United States. Tropical Caribbean Wonderland Note: This is a new unit the other RV from the reviews was damaged by Irma and this is the NEW replacement unit it is AWESOME..!!!We are located in a beautiful RV wooded park, with endangered Key Deer everywhere you look. We have a nice Pool and club house. All the neighbors are wonderful and friendly folks. Very relaxed and causal atmosphere. The fishing in Big Pine is excellent and there are many activities just a short 25 minute drive down to Key West.We can accommodate up to 4 guests comfortably. All new bedding and all new kitchen necessities. You can walk to local restaurants and shopping.Note there is boat and trailing parking across the street @ The Sea Center

Located in Big Pine Key, Florida, United States. Casa Blanca | Gorgeous ground-level 2 bed/2 bath home on Big Pine Key Escape to your own piece of paradise with this beautifully modern ground-level vacation rental nestled in a tranquil neighborhood on the north side of Big Pine Key. Not far from the iconic No Name Pub, this recently remodeled 2-bedroom, 2-bathroom home offers the perfect retreat for your Keys getaway.Step inside to discover a spacious floor plan with two living areas, giving you plenty of room to spread out and relax in comfort. This fully equipped home boasts a well-stocked kitchen complete with seating for 4 at the island, perfect for enjoying casual meals. The adjacent dining area features a table for 6, ideal for gathering together for memorable dinners. Unwind in the family room, where views of the canal or the flat-screen TV from an ultra-comfy sectional provide the ultimate relaxation spot. Alternatively, curl up with a good book in the cozy front room.Accommodations include 1 king bed and 2 queen beds, ensuri

Located in Big Pine Key, Florida, United States. Waterfront Home in The Fabulous Florida Keys with Peak-A-Boo Views of the Bay! PEAK A BOO BAY VIEWS & QUICK ACCESS TO THE OPEN WATERS; GULF & OCEAN. We’d like to share our home with you. It’s a very spacious and clean 2 bedrooms, 2 bath home with an over sized master bedroom & bath. Cathedral ceiling in spacious living room that includes a queen size sleep sofa.Home is bright & airy. Wide, open covered deck with wrap around walkway. Home is on a 50ft wide canal and is just off of the Bogie Channel with easy access to the Gulf and Atlantic. Great fishing, lobstering, kayaking and diving. Concrete dock, fish cleaning station & fenced in yard.There are many activities and lots of fun in the sun for the family, i.e. Dive or snorkel off of Looe Key Reef, great fishing, lobstering and spearfishing. Visit Bahia Honda State Park or even take a ride to Key West, which is only 31 miles away. Enjoy Kayaking, Canoeing & Paddle Boarding too! National Key Deer Refuge is also in Big Pine Key, you wil

Located in Big Pine Key, Florida, United States. Bungalow oasis with lots of room First time on market and wonderful opportunity to be surrounded by nature! Fenced property! Not to mention all the key deer that come and visit. 2 bedrooms 1.5 bathroom 1 car garage concrete home is clean and ready to be enjoyed bring the family or friends. Room for pets to run/ play/exercise, RV, boat trailer, and vehicles. There is a ramp is down the road for small water crafts. Work from home with wifi provided, escape from the ice/snow... . Big Pine Key offers amenities like grocery store, bike path, trails, gas, restaurants, banks + so much more and ONLY 40 MINUTES FROM KEY WEST.

Located in Big Pine Key, Florida, United States. Lost At Atlantis The perfect vacation home in Big Pine Key. This beautiful 3 bedroom, 2 bath canal front home has over 100' concrete seawall. Enjoy the large porch with great views of Boogie Channel Bay. What a backyard this home has with a full community park across the street! Big Pine Key is a wonderful Lower Keys island, with bike trails, nature parks and this beautiful community park featuring baseball, basket ball, skate park, bocce, fitness track and more! Shopping center 2 miles The interior is cozy and spacious, with warm wood accent walls and a new modern kitchen. Harwood flooring throughout. 3 large bedrooms, 2 baths and a covered porch. The boating access is easy to get to the gulf or ocean and just minutes to start a day of fishing !* Boat ramp is NOT available for guest use.

Located in Big Pine Key, Florida, United States. Big Pine Key Canal front fenced yard. Canal front fenced in home w/dock, boat ocean access, hot tub.28 Night Min Stay, WiFi Full kitchen Fully furnishedEden Pines Neighborhood of Big Pine Key *Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the County and we cannot make any exceptions.This tropical canal home is a beauty! Enjoy the hot tub area that is cascaded with curtains for privacy and has a hammock and sitting table perfect for that much needed relaxation. This property features direct ocean access - a 50ft dock, electric and a cleaning station. Parking is included for two vehicles within the gated property.What's nearby:This home is about a 3 mile drive to restaurants, or a quick 27-mile drive to Key West to enjoy the dining, entertainment, and attractions such as Hemingway House, Key West Lighthouse or you can head North along scenic US-1 to several local attractions, like the Dolphin Research Center, Florida Keys Aquarium

Located in Big Pine Key, Florida, United States. Welcome to Paradise Palms home 3BD,2BA waterfront, pool & dockage Big Pine Key! Nestled in the lower Florida Keys and close to the iconic Bahia Honda State Park Beach you could escape and enjoy a peaceful stay at this lovely 3 bedroom, 2 bathroom house in Big Pine Key. Wake up to the sound of birds chirping and enjoy a cup of coffee on the screened-in patio with water views. Walk out to the boat right in your backyard and enjoy the beautiful waters ideal for fishing.Stay connected with WiFi and take advantage of amenities. The 2 bathrooms are equipped with showers and hair dryers. Whether you're exploring the nearby Bahia Honda Beach or simply relaxing in the cozy living room, you're sure to make fantastic memories with a stay at our place. Enjoy the updated, waterfront Big Pine Community Park only a walk away from Paradise Palms.For our electric car drivers, there is an Electric car charger in the front parking area. Outdoor dining, grill and lounging areas for everyone to enjoy. The

Located in Big Pine Key, Florida, United States. Prime Time: A Tropical Paradise on Big Pine Key, Canal Front Duplex, Swift Access to Atlantic & Gulf Discover Prime Time – Your Tropical Canal Front Retreat on Big Pine Key! This delightful canal front duplex brings the essence of the Florida Keys to life, offering a vibrant tropical ambiance and direct access to open waters. Dock your boat along the seawall and set off on fantastic fishing adventures just minutes away. Start your day on the screened porch, where you can savor your morning coffee or unwind with your favorite cocktail while watching boats cruise by. The serene setting is perfect for soaking in the laid-back Keys lifestyle. There's an abundance of activities to enjoy in the Florida Keys, with Key West a mere 40 minutes away and Marathon just 20 minutes from your doorstep. Explore the local attractions, restaurants, and the natural beauty of the region. Should you require additional space, consider our listing for 'Prime Time 2,' as both sides of this duplex may be availa

Located in Big Pine Key, Florida, United States. Paradise Retreat ~ BPK ~3/2 home with heated pool located on large ,private and fenced property. Screened room and patio deck. Privacy is key to relaxation here on this property in Big Pine Key. ~Boat ramp within 1/4 mile with excellent access to Gulf~Atlantic~Quick 20 minutes to our favorite "Square Grouper Restaurant", 45 minutes to Key West and 25 minutes to Marathon and other favorite "Burdines"~Beautiful Winn Dixie grocery store on BPK ~28 day minimum rental for this property

Located in Big Pine Key, Florida, United States. Lovely Canal Front Big Pine Key House Canal front house in a quit peaceful neighborhood. South of Marathon and North of Key West. Upgradedrecently with new appliances. Has a 50 foot boat deck. Win-Dixie, Walgreens and fire rescue close. Deers will go around the house. Plenty of parking.

Located in Big Pine Key, Florida, United States. Breathtaking sunrises from your balcony at this 3 bedroom, 2 bath home Breathtaking sunrises from your balcony at this 3 bedroom, 2 bath home. Sunrise Retreat has gorgeous, unobstructed views of the ocean. There's a L shaped floating dock that can host a 24' boat, or you can launch the provided kayaks onsite. The master bedroom has a king bed, a working desk station, balcony access, and a private bath. There is a queen bed in the second bedroom, and a full bed in the third bedroom that both share the hall bath. Each bedroom is tastefully furnished with soft bed linens, ceiling fans, and wall-mounted tv's. Open views of the ocean and lush lawn from the breakfast nook, livingroom, balcony and master bedroom. Relax in comfortable shade downstairs on a lounger, or the cozy sofa set, while you grill your catch.

Located in Big Pine Key, Florida, United States. Open Water with Private Beach!! SUNSET COVE 1100 Big Pine Ave., Big Pine Key, FL. Location, Location... Enjoy spectacular open water and sunset views from this paradise rental. You have your own private beach with also the convenience of your own canal front with a concrete seawall for all your water toys. This rental has two cottages. The main cottage has a full kitchen, dinning area, living room, full bathroom and private bedroom with a king size bed. Off of this cottage you can sit out and enjoy the open porch which looks out at the sandy beach and open water. Second cottage has a queen bed and a full bathroom. This large private property also has a nature trail that opens up to a tiki and views for days! Rental Rate $8,000~ $10,000Security Deposit 1,000Cleaning Fee 285Booking Fee 5012.5% TaxNo SmokingAsk about petsYou Tube TV & Wifi

Located in Big Pine Key, Florida, United States. Boater’s Dream House 3 bedroom 2 bath with 200’ of Dock Space This home is truly a boater’s Dream House, very large corner private Home.3 bedroom 2 bath home with 200’ of Dock Space, yes that’s right 200’ of Sea Wall, for all your water toys, House is on a wide canal justMinutes from open ocean. House is just minutes from one of the Key’s best fishing spots. Beaches and Amazing crystal Blue Sand Bar.

Located in Big Pine Key, Florida, United States. House 2 bedroom 2 bath Large enclosed porch overlooking canal with boat dock 2 bedroom 2 bath stilt home with large screened in porch overlooking canal and lush tropical coconut palms. Boat dock Within 30 minutes of Key west. 20 minute boat ride to world class reef diving and snorkeling.

Located in Big Pine Key, Florida, United States. Big Pine Canal Front Beachhouse Bungalow Welcome to this beautiful beach house bungalow. It boasts a large gated, fenced property with loads of room for entertaining the entire family. Complete with paver patio, outdoor shower, ice maker, refrigerator and freezer. Two separate large bedroom and bathrooms downstairs make it an ideal setup for a larger family or two. Upstairs you'll find an additional two bedrooms and bathroom. Spend time gazing up at the stars on the huge open area upstairs or fishing the 70' concrete dock equipped with fish cleaning table. Your Keys paradise awaits you.

Located in Big Pine Key, Florida, United States. Big Pine Latitude Adjustment | 5 Bed, 3 Bath Location location location!Room for the whole family in this gorgeous 5 bedroom 3 bath pool home on Big Pine Key. Home is basically all brand new, 100% remodeled floor to ceiling. Sleeps 10. Lounge out at the deep water pool which stays cool in the summer & heater is available for an additional $400/month charge in the winter. Over 200’ of concrete dockage space with quick access to Pine Channel with a 4’ draft – bring the big boat! Close to the Marina for fuel.Pack your bags, bring the boats & change your latitude!Utilities included within reason. If there is excess it will be charged to the guest.This is a 28-day minimum rental per county ordinance. Proper county and state taxes are collected regardless of booking platform. Renter must be 25 or older. Overnight occupancy is limited to a maximum of 10 people, and all guests need to be registered with the property manager. No smoking. Up to 2 dogs permitted with manager approval and payment

Located in Big Pine Key, Florida, United States. Easy access to the Ocean and Gulf Leave your worries and enjoy the island life style. I promise you that this will be your favorite gateway. Beautiful sandbars, abundant wildlife. Don't forget the original delicious and key lime pie..

Located in Big Pine Key, Florida, United States. Family friendly canal home,150 ft dock, easy access to Atl & Gulf 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 down platform with boat whips for easy access to your boat and a heated, in-ground swimming pool for relaxing after a day on the water. Large master bedroom with bathroom is upstairs with big screen TV. Two additional bedrooms, one with a queen bed and one with two twins are also upstairs along with a second bathroom. The large open area living room, kitchen, and dining room space with big screen TV and shuffle board is perfect for family and friends. The fully furnished kitchen contains all the cooking utensils that you should need. Downstairs is bedroom #4 with a queen and bunk beds, with an adjacent bathroom, and bedroom #5 with a queen, twin

Located in Big Pine Key, Florida, United States. Sun Hutt | Serene & private island getaway on No Name Key Enjoy unmatched natural serenity during your stay at this canalfront 3 bedroom/2 bathroom home nestled in the woods of bucolic No Name Key. Perched along a canal near open water, you'll enjoy stunning sunrises and peekaboo open water views from the deck off the primary bedroom.The main living floor features a lovely living room, fully equipped kitchen and separate dining room. There's a large screened porch and open deck. The two guest rooms -- one queen, one daybed plus trundle -- and a full bath are also on this floor. Upstairs, there's a large bedroom with king bed, en-suite bath and open deck. On the ground floor, there's an enclosed foyer, small screened room and storage area for your gear. There's a small floating dock perfect for a small boat, kayaking or paddleboarding. The boat lift is reserved for owner use.No Name Key is sparsely populated and filled with nature trails. The famous No Name Pub is just across Bogie Chan

Located in Big Pine Key, Florida, United States. Secluded, tropical home w/ 60' Dock, Big Pool, and World Class Fishing & Lobster Welcome to Finding Remo! The ultimate escape to paradise with your own private, 3 BR/3BA, half-acre resort nestled in the Great Heron National Wildlife Refuge. The home is minutes to world class fishing, diving and lobstering in the Atlantic Ocean, Gulf of Mexico or Back Country. The home has wide open views over the nature preserve for all of you nature enthusiasts and birders. Every room of the house has water views of the canal and open water views from the second floor. Enjoy lounging in the brand new 27' x 12' custom pool with 5' deep end, sun shelf, pool heater and chiller. Access miles of mangrove trails for your kayak and paddle board right from the house. Fish directly off the dock for large mangrove snapper or simply sit and watch the nurse sharks, barracuda, tarpon, parrot fish, Goliath grouper, clown fish (Nemo), and manatees swim by. Enjoy lounging or eating on the large screened porch or wal

Located in Big Pine Key, Florida, United States. SPCL FALL RATES __THREE LOTS WITH POOL AND DOCK!! SECLUDED LOWER KEYS RETREAT Please note that we have a 28 day minimum rental period with no subletting. This is a Monroe County Regulation to preserve the beauty and peacefulness of Big Pine Key. PLEASE CLICK VIEW MORE BELOW TO VIEW CANCELLATION POLICYMy property is a rare find in the lower keys. Nestled in the middle of the Key Deer Wildlife Refuge. This house is located 30 miles northeast of Key West. The property consists of three full lots at the tip of Doctor's Arm Peninsula. Please take a look at the aerial photos to see the space you will have during your stay. Don’t forget to bring your camera as Key Deer travel through the property daily. My home has 2 bedrooms 2 baths with one king size bed in the master bedroom , one queen murphy bed in the living room, and two twin beds in the guest bedroom plus a pool and heated downstairs shower. The 50 foot concrete dock is ready for your boat with fish cleaning station and approximately

Located in Big Pine Key, Florida, United States. Waterfront, bayview home with dockage Multiple month rentals welcomed and encouraged. Amazing 2 bedroom, 1 bathroom canal front home in Big Pine Key. Recently renovated. Unobstructed open water view. Easy open water access with no bridges. Grocery, drug stores, and dining nearby. Key deer are daily visitors to our house! Amenities included: balcony, central air, central heat, patio, dishwasher, stainless steel appliances, washer dryer, yard, tie-up boat dockage, cable, and wifi. Is not pet friendly. No smoking.

Located in Big Pine Key, Florida, United States. Waterfront Big Pine Key Paradise Our 2 bedroom/2 bath vacation rental sleeps 6 and is located in the exclusive Doctors Arm area of Big Pine Key, in the lower keys, just 25-miles from Key West. This water front property sits on a canal with easy access to the Gulf and Atlantic for some of the best fishing and lobster trapping in the world. The home is newly remodeled and high-tech with all of the amenities you could imagine. New stainless steel appliances, furniture, cabinets, countertops, vanities, showers, fixtures, luxurious linens and more; plus it is completely outfitted with 100% HDTV Flat Screens throughout the home, including a computer with high-speed Internet and a 27'' flat screen HD LCD TV monitor. Call for more information and availability.TVs mounted on the walls, brand new DVD player in living room, with movies; PlayStation in the bedroom with games. MASTER BEDROOM: Tropically decorated with local artwork, 1 king bed with tropical duvet cover custom made in Hawaii,