358,603 properties available

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 Summerland Key, Florida, United States. FLAMINGO COTTAGE UNIT #1 The Flamingo Cottage comes with TV, AC & WIFI. UNIT #1 has full kitchen, and it's own private space. Enjoy the communal outdoor pool and covered patio that has a gas grill and picnic area. Fishing adventures, bird watching, water sports or some down time relaxing in nature and the beauty of the most desired key in Florida. We’re twenty-five miles to Key West for dinner and nightlike or walk down the block to the local tiki bar, Tonio’s. We have plenty of space for your boat and trailer. There is a boat ramp just down the block at Tonio's that can handle flat boats 21' or smaller and the boat ramps at Cudjoe Gardens Marina (477 Drost Ave.) and Little Torch Key (SR 4A & County Road) can handle larger boats for a minimal fee.

Located in Summerland Key, Florida, United States. THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4 PINK COTTAGE UNIT #3 - Sleeps 4ACCOMODATIONS:UNIT #3 comes with TV, AC, WIFI & Full Kitchen. full kitchen. Enjoy the communal outdoor pool and covered patio that has a gas grill and picnic area. We have plenty of space for your boat and trailer. There is a boat ramp just down the block at Tonio's that can handle flat boats 21' or smaller and the boat ramps at Cudjoe Gardens Marina (477 Drost Ave.) and Little Torch Key (SR 4A & County Road) can handle larger boats for a minimal fee.ACTIVITIES: Fishing adventures, bird watching, water sports or some down time relaxing in nature and the beauty of the most desired key in Florida.We’re twenty-five miles to Key West for dinner and nightlife. Walk 2 minutes down the block to Tonio's Seafood Shack & Tiki Bar. tiki bar. Bahia Honda Park with its beautiful beach is a 15 minute drive from HIDDEN HAMMOCK RESORT.

Located in Cudjoe Key, Florida, United States. Private Oceanfront Cottage with dockage, pool just minutes to Key West! Cottage #1 - Quaint, clean, comfortable cottage just 20 miles from Key West. Located on the oceanfront. Cottage offers a full kitchen, screened patio, a single bedroom with a queen bed. A few steps in either direction bring you to sparkling water. This cottages is situated on the waterfront, but only steps away from our pool. The dock, seawalls are all available to our guests. A coin laundry is also available on site. Whether you come to the Florida Keys to escape the winters, or enjoy the calm waters and great fishing and diving of the summers, you will find Cudjoe Cottages to be your Home Away From Home.

Located in Cudjoe Key, Florida, United States. Quaint cottage, pool, dockage just minutes to Key West! Cottage #5 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. One of our most spacious cottages; it offers a full kitchen, screened patio, two queen bedrooms. This cottages is only steps away from our pool. The dock and seawall are all available to our guests. A coin laundry is also available on site. Whether you come to the Florida Keys to escape the winters, or enjoy the calm waters and great fishing and diving of the summers, you will find Cudjoe Oceanside Cottage to be your Home Away From Home.

Located in Summerland Key, Florida, United States. Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84) A great base camp for your next Key West adventure! Pet-friendly glamping in The Keys. Camp in comfort on your next Key West escape in an air-conditioned bungalow. Featuring a living room (with a sleeper sofa), a bathroom with a shower, and a king-size bed, this vacation rental getaway sleeps 4. Our bungalows also boast patio table seating for four, Smart streaming TV, Wi-Fi, a microwave, a mini-fridge, and a Keurig coffee maker.Find paradise at Sun Outdoors Sugarloaf Key, located along a seven-acre saltwater lake and surrounded by state parks and mangroves. Our unique luxury resort embraces the essence of Key West living. Enjoy a cool beverage at the peninsula tiki bar. Stroll the lakefront boardwalk. Or cruise the lake on a paddleboard, paddleboat, or kayak. Outdoor pool too!Note: No smoking is permitted in the bungalows. Bed and bath linens are provided.Pets - allowedSmoking - not allowed

Located in Summerland Key, Florida, United States. Little Torch Tropical Oasis April Available LITTLE TORCH TROPICAL OASISThis Beautiful Oasis is a recently renovated Manufactured Home on the corner of 2 Crystal Clear Swimming Canals. The backyard has a Sun Deck with custom Swim Ladder. Please note this is not a boating canal but you can swim, float or snorkel in your own back yard. This home has all the amenities you may need and more. It has a gas BBQ Grill. It's on a large fenced in lot with a nice shady area under Florida Native Gumbo Limbo Trees. Enjoy your own private spa on the large front deck. Wifi and Ethernet connection for Internet use included.This home is located about 30 minutes from Historic Key West where you can enjoy Shops, Restaurants and World Famous Entertainment. If you like Boating, Fishing and Snorkeling it is located in a great area minutes from the Ocean and about 6 miles by boat to the amazing Coral Reefs of Looe Key Sanctuary. This home is not on a boating canal but there is plenty of space for parking

Located in Cudjoe Key, Florida, United States. Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly! Welcome to Casa Cudjoe, a tropical haven nestled in the enchanting neighborhood of Cudjoe Gardens. This canal front retreat invites you to experience the epitome of Florida Keys living, with direct dockage granting you swift access to both the serene waters of the Atlantic and the boundless expanse of the Gulf. Gather your loved ones and unwind in the inviting embrace of the screened porch, where cherished moments and laughter unfold against the backdrop of passing boats. Sip on your favorite cocktail and revel in the tranquil rhythm of the waterways. Casa Cudjoe is your gateway to a world of leisure and adventure. Whether you're embarking on aquatic escapades or simply savoring the comforts of your home away from home, every moment is an opportunity to create cherished memories. While this tropical haven offers a wealth of delights on its premises, the allure of the Keys awaits your exp