358,603 properties available

Located in Big Pine Key, Florida, United States. New Beach House-Boat & Dog Friendly 30 mins Key West Brand new! Pet friendly, quiet and clean beach house. located on Big Pine Key. Only minutes from boat ramps and white sand turquoise beaches at Bahia Honda State Park. Plenty of tiki bars within close proximity, or if you like to cook, the new kitchen is equipped with all brand new utensils and an oversized stainless-steel fridge. The home offers all you need to relax in comfort with a cloud couch, TVs, outdoor balcony seating and fire pit under the covered terrace. Down the street is a brand-new state of the art waterfront park with tennis courts, skate park, bocce courts, shuffleboard, and playground. Just 30 mins to downtown Key West if your looking to check out the famous Duval St. If you are looking for a quiet, remote, clean, and relaxing home look no further!

Located in Cudjoe Key, Florida, United States. Cottage with swimming pool and dockage, just minutes to Key West! Cottage #3 - 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. This cottage 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 Cottages to be your Home Away From Home.

Located in Summerland Key, Florida, United States. HIDDEN HAMMOCK RESORT Palm cottage The Palm Cottage is a standalone unit which is next to the pool and near the outdoor shower. It has been recently renovated. The kitchen, bathroom tile and furniture are new. ACCOMODATIONS:Each unit comes with TV, AC & WIFI. UNIT #1 has full kitchen and UNIT #2 has efficiency kitchen with refrigerator and microwave oven. Enjoy the communal outdoor pool and covered patio that has a gas grill and picnic area. 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 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 minim

Located in Summerland Key, Florida, United States. Kelly's Kabin - Adorable Private Summerland Key Cottage Kelly's Kabin is a recently renovated property freshly painted in tropical blues. It's a private home without neighbors. There is ample parking for multiple vehicles and your boat. The property is fully licensed for nightly, weekly, or monthly rentals.Summerland Key is located at mile marker 24, which allows you to enjoy short drives north to Big Pine Key, Bahia Honda National Park, and Marathon Key. The major attractions of Key West are only 35 minutes to the south. Public transportation is conveniently accessible immediately adjacent to the cottage. No need to drive or find parking! Looe Key, with its phenomenal snorkeling and diving, is accessible through a variety of local charters. Kayaks, paddleboards and bicycles can be rented nearby. Fishing options include back country fishing, ocean fishing or bridge fishing. A lovely bike path is located at the back of the property. This property is close to favorite local r

Located in Summerland Key, Florida, United States. Key Blessing: Experience the Keys Life at This Charming 3BR Canal Front Home, Dockage & Dog-Friendly Welcome to Key Blessing, your gateway to experiencing the quintessential Keys Life! This charming 3-bedroom canal front home, nestled on Ramrod Key, offers the perfect blend of relaxation and adventure. As you arrive, you'll appreciate the convenience of docking your boat along the sea wall, allowing you to indulge in fantastic fishing just moments from your doorstep. The sea and its bounty are at your fingertips, promising memorable angling experiences. Start your mornings on the screened porch, sipping your coffee or favorite cocktail as you watch boats lazily drift by. The serene atmosphere and gentle sea breeze create an ideal setting for unwinding and taking in the picturesque views. While there's plenty to keep you entertained right at this house, the Florida Keys beckon with their allure. If you're in the mood for exploration, you'll find a treasure trove of restaurants just minu

Located in Summerland Key, Florida, United States. Mad Mahi Canal with pool This Summerland Key home is perfect for the avid fisherman. Deep Water Canal with easy access to both the Gulf and Atlantic. Sea Wall has room for (1) 24' boat. This home can sleep 7 adults and 2 small children. There are 4 bedrooms and 4-1/2 bath. Fully stocked modern kitchen, great out door space and a separate apartment for privacy. Swimming pool recently installed and complete.There are 3 Kayaks and 4 bikes included as well as a ping pong table.Your property manager lives nearby and is available if you have any requests during your stayQuite Residential NeighborhoodYou will be provided with check in instructions prior to your arrivalThe perfect home for a family gathering. With a total of 6 sleeping areas, you can spread out and have a space for your own private time.This home is located on a canal with boat dockage and has a tropical pool for cooling offUber, Lyft and Taxis area available as well as Public Bus transportation. It is recommended that

Located in Summerland Key, Florida, United States. Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83) 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 Cudjoe Key, Florida, United States. Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West Cottage #14 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. Located on a compound with 2 swimming pools. Spacious cottage offers a full kitchen, screened patio, two queen bedrooms. The pool, 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 Cudjoe Key, Florida, United States. Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West Cottage #15 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. Located on a compound with 2 swimming pools. Spacious cottage offers a full kitchen, screened patio, two queen bedrooms. The pool, 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 Cudjoe Key, Florida, United States. Oceanside, pet friendly, smart home with plenty of paddle equipment We are offering a nice discount in May of 2023 because we are putting in a new dock.Wonderful, pet-friendly, and beautifully decorated 3/2 home on the water that’s perfect for a vacation or simply relaxation. It’s located on beautiful Cudjoe Gardens Key with direct ocean access with no bridges. There’s a marina within walking or rowing distance. Check out the nearby Marvin Key video.Summary:Internet - IncludedKayaks - IncludedCanoe - IncludedPaddleboards (SUPs) - includedLife vest and paddles - IncludedFlat-screen TV's in every room and movies - U-Verse, Netflix and Disney+Pets - AllowedWater Access - No bridges to Atlantic, easy access to GulfDockage - 80 feet availableFloating Dock - available for kayaksControl depth - 3 to 4 feetMarina and boat ramp - just blocks awayAppliances - full kitchen and laundry roomBait and fish freezer - includedEasy access digital door - IncludedBBQ equipmentBeach chairs--- Weber Grill -

Located in Summerland Key, Florida, United States. Lake It Easy: Relax in This Beautiful 3BR Canal Front Home on Summerland Key, Dockage & Dog-Friendly Welcome to 'Lake It Easy' – Your Canal Front Oasis on Summerland Key! Indulge in the laid-back Florida Keys lifestyle in this beautifully updated canal-front home. Dock your boat along the sea wall, offering convenient access to world-class fishing just minutes away. Whether you're cooling off with a dip in your private pool or unwinding on the back porch with your morning coffee or a favorite cocktail, this house provides the perfect backdrop for relaxation. While there's plenty to keep you entertained on the property, 'Lake It Easy' also serves as a fantastic base for exploring the Keys. You'll discover several excellent restaurants just moments away, and the vibrant charm of Key West is a mere 35-minute drive, while the captivating town of Marathon awaits you in just 25 minutes. Whether you're seeking solace by the water's edge or eager to uncover the treasures of the Florida Keys, '

Located in Summerland Key, Florida, United States. Views Views! Direct Oceanfront, Beautiful Inside! View, views, views! Totally beautiful modern home has a very large balcony which provides an opportunity for endless dreaming and relaxation as you look at the ocean and the islands directly offshore. There is also a dock for your boat and many palms to ensure you feel like you are in Paradise in the Keys!The kitchen has granite countertops and stainless appliances. Both bathrooms have travertine flooring and countertops and dual sinks. Everything is light and bright with lots of windows and doors for the view. The living room is furnished with 2 leather hideaway bed couches to watch the view or the flat screen TV's. There is another hideaway couch in the 2nd bedroom. The property is in Summerland Cove, a short 25 minutes away from Key West.

Located in Cudjoe Key, Florida, United States. Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West Main House - You're in the tropics... listen to the waves, rest, relax or fish, and snorkel. Spacious three bedroom, two bath home, with direct ocean access, dockage, boat ramp and swimming pool. Sunrise view overlooking Cudjoe Bay. Fully furnished, linens, cable/internet. This home is on a compound, the swimming pools, dockage and property are shared with the other units on the property. The perfect spot for weddings, reunions, or large groups! Square Grouper restaurant and bar in the is down the street. Shuttle to Key West just steps from the home. Come and stay with us, you're sure to have a wonderful vacation.

Located in Summerland Key, Florida, United States. Tarpon Canal | Nearly new 3 bed/2 bath home with canal views on Ramrod Key Nicely appointed and nearly new, this 3 bedroom/2 bathroom home sits on a clear swimming canal on the gulfside of Ramrod Key. It's the perfect spot for your Florida Keys getaway.Enjoy the spacious great room and open deck with canal views. Comfortable living room furnishings and a table for 6. Tons of cabinets and new appliances in the roomy kitchen with breakfast bar. The primary bedroom features a king bed, flat-screen TV and an en-suite bath with double sinks, large shower and walk-in closet. The two guest bedrooms feature queen beds. The shared hall bath has a tub and shower. Separate laundry room.This home features 30-foot observation dock and swim ladder. There's no open water access via the plugged canal, but you can swim, canoe and kayak through the neighborhood. There are several boat ramps nearby and plenty of room for you to park your boat trailer. Tropical landscaping. Gas grill.High-speed Internet a

Located in Summerland Key, Florida, United States. One of the very few beach houses with a daily, rental license in the Keys. This is a newly remodeled four bedrooms elegant house. The property has its own private beach located in the heart of Summerland Key. It is the perfect Key for a vacation getaway. Summerland Key is an island in the lower Florida Keys about 20 miles east of Key West. The island has a private airport located 3 blocks from the house. The airport can be used by the guests of the house. Summerland is the perfect spot for fishing, hiking, boating, kayaking, and cycling. There is an oceanfront pool, where you can soak up the sun just steps from the house. Breathtaking views of the crystal blue ocean and sunsets can be seen throughout the property. Dine outside with island vibes under the tiki hut. The house also includes a billiards table in the carport. Disclaimer: THE DOCK was recently rebuiltLIVING AREASpacious ocean viewing living room with designer furniture and a 56" flat -screen TV.KITCHEN & DININGModern grani

Located in Summerland Key, Florida, United States. 10 minutes away from Bahia Honda and 30 minutes away from Key West Outside you will find hammocks to relax in, bikes to check out the area and a dock that will accommodate most type boat. Located on the ocean side of Ramrod Key in canal, there are no bridges to the open water and it's a quick easy shot out of the canal. You will enjoy beautiful surroundings and have plenty to do. Enjoy all the unlimited water activities like swimming, fishing, and diving the Keys has to offer. Discover an assortment of Florida Keys wildlife featuring birds, iguanas, and Key Deer. You’ll find a shopping plaza hosting Winn-Dixie, Artists in Paradise, Beall’s Outlet, Radio Shack and branch of the Monroe County Library with Wi-Fi internet access nearby as well. Take a trip down to Key West for the daily sunset celebration or a romantic sunset cruise. Or visit one of the many venues offering the finest in live entertainment and great food. Be sure to take a stroll up and down Duval Street and visit the ar

Located in Cudjoe Key, Florida, United States. Magnificent Ocean views, privacy abounds on this well appointed mini estate. Welcome to “COCOLOCO”! Ocean breezes and a mesmerizing view of open water compliment this mini estate, the ultimate destination for your relaxation. This property has deep water dockage just steps away from your front door. World renowned fishing accessible in minutes. The waters off shore are teaming with sailfish, tuna, mahi mahi, wahoo, grouper, snapper and many other sought after fish for sport or making a scrumptious dinner. The full service “Cudjoe Gardens Marina” is located within the community for your convenience and all of your boating needs. The Bent Prop Bar and Grill within the marina is an eclectic waterfront restaurant that offers indoor and outdoor dining while overlooking the scenic harbor. Key West and Marathon are just short drives away. Unwind in the comfort of your spacious living room, where you can enjoy spectacular ocean views or watch a favorite movie on the 80” Samsung Smart TV. Your

Located in Summerland Key, Florida, United States. Ocean Front Modern Home This luxurious cozy and comfortable, three-story home, overlooks the blue Atlantic, punctuated by small tropical islands, the most prominent of which is Looe Key reef, a popular diving/snorkeling area.There is an island, located a few miles out directly in front of the home, was formerly called Monkey Island, a name still used by the locals, this because monkey research was once performed there. Interestingly, the research was stopped due to 'monkey business,' i.e that the primates began swimming to the mainland, creating some havoc and threatening to eventually outnumber the local inhabitants. The spectacular view is effectively captured by virtue of numerous expansive windows and sliding doors, all of which complement an already-bright and cheery interior.While virtually every room is afforded this unique ocean panorama, the top floor, housing only the master bedroom suite, is especially unique. Here, one is treated to an ocean-front balcony, king-size bed fro

Located in Summerland Key, Florida, United States. Summerland Breeze - Three house retreat, perfect for multiple families Breathtaking property located on desirable Summerland Key right on the ocean. There are three structures on the property....two cottages (each two-bedroom) and a main house overlooking the ocean. Located between the houses is a breathtaking resort-style pool, diving pool, and hot tub. Minimum 28-day rental. NO, this is NOT available to rent for fewer than 28 nights. Please don't ask.NEW May 2022: exterior of homes has been painted a beautiful Keys blue. ALL new doors and windows have been installed. (Photos have not yet been updated). Ice maker, and chest freezer available at an additional fee. Pool heating available for additional fee. Surveillance cameras located throughout exterior of property for security reasons. No cameras inside interior areas or overlooking pool/hot tub area.

Located in Summerland Key, Florida, United States. Great Location , Great Vibes, Great Pool Quiet, secluded Keys house with a pool. Ideal for larger groups of friends and family's. Equal distance to Marathon and Key West. Larger wrap around screen porch. Deep water canal , easy boat ride to golf and ocean access. Watch the stars at night. Bring you toys and boat. Big deep water dock , can bring up to 33 foot boat. You can also fish off the dock. This area has lots wildlife and deer. Come enjoy and relax

Located in Summerland Key, Florida, United States. Mariners Cove - The Kraken House Mariner's Cove is a private island oasis. Featuring 5 large guest rooms, 3 full bathrooms and 2 1/2 bathrooms, Gourmet Chef's kitchen, formal dining room, breakfast nook, living area, private theater with 70" HD flat screen, oversized washer/dryer, ample outdoor seating, pool chase loungers & umbrellas, hammocks, outdoor gazebo/ wet bar with full outdoor kitchen and entertainment area, over .5 acres of lush tropical landscaping, outdoor fire pit, private boat dock on canal and lots of room to entertain. This home is essentially your own private resort and offers boaters quick access to the Gulf or Atlantic in just minutes from the private dock. Located just 30 minutes from Historic Key West or 30 minutes from Marathon you are close enough to the excitement of Duval Street but far enough away for a tranquil evening on the back porch watching the stars. Great home for multiple families, private functions, corporate retreats or just a perfect place to rela

Located in Summerland Key, Florida, United States. LIVING IN BEAUTIFUL PARADISE Enjoy the view from the large porch overlooking a deep, wide, crystal blue, clear canal with quick boating access to both the Atlantic Ocean and Gulf of Mexico. Looe Key Coral Reef is a short distance away by boat for some of the best diving & fishing the keys has to offer. If you prefer to stay home, enjoy the canal loaded with marine life, and catch fish from our 60 ft. concrete dock where you can anchor your boat. The lovely 3 Bedroom 3 Bath Summerland Key home features an open floor plan with brand new 2023 quartz kitchen countertops & backsplash and dining room set. Centrally located between Key West and Marathon at Mile Marker 24. Large permitted bonus area downstairs. *Living room furniture backs up to an open staircase, not suitable for young children. Separate addendum will follow and be made part of lease agreement.*Tenant will be given an allowance of $500 total for electric and water & sewer. Anything above $500 will be the tenants responsibi

Located in Palm Desert, California, United States. Location, Location , Location: Gorgeous, Clean, Private Casita w/Patio In the heart of Palm Desert, this beautiful upscale cozy casita with private entrance is located in a quiet neighborhood steps from El Paseo, the Westfield Mall, Trader Joe's, Whole Foods, The McCallum Theater, Civic Center Park, The River Center, and major hiking trails. Keurig with complimentary pods, wifi, cable, movie channels, and private central air. Traveling with another party, but want separate space, we have a second casita, inquire. Discounted rates offered at 760 then 808 then 7219.We are superhosts on another hosting website that you may be familiar with. With over 100 five star reviews (and counting) so we decided to expand to another hosting platform: VBRO. Park in front of the house and enter the courtyard where you will find the private entrance to your casita. The courtyard and fire pit are shared spaces with us, but we are generally too busy to enjoy the space ourselves, so please make use of thi

Located in Palm Desert, California, United States. Charming Cottage Near El Paseo in Palm Desert With Two Courtyards Lovely detached one-bed, one-bath casita with kitchenette and washer/dryer. Quiet & Private with private front and back yards. Enter through the gate into the walled front courtyard with colorful flowers and hummingbirds. Cable TV. WiFi. Washer/dryer. 10' ceilings. Pet-friendly (max.1 dog under 20 pounds). Very close to world famous El Paseo shopping district and The Living Desert zoo. Hiking close by as well. Great central location.