Home 33037, Florida, United States Vacation Rental Private-vacation-homes By Owner - Page 19

Showing 380 Of 578 Vacation Rentals
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$322.95

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Private Vacation Home

Serenity awaits! New 3/2 home near all Key Largo attractions.

Key Largo, Florida, United States

Serenity awaits when you cross the bridge into Key Largo. This brand new 3/2 home has never been listed before. Enjoy all the keys has to offer and then come home to enjoy the beautiful bay views and sunset on the large balcony which includes 4 rocking chairs. On cooler evenings, go downstairs and sit by the fire pit and have a glass of wine or roast marshmallows. The house is fully equipped and includes a 75 inch TV in living room as well as 55 inch TVs in all 3 bedrooms. Plenty of room to park your boat or RV.brbrThis home is located at mile marker 105 and is less than 1 hour away from Miami. Get the best of both worlds with the proximity to Miami and the relaxed lifestyle the keys has to offer. The famous John Pennekamp Coral Reef State Park is just over 2 miles away. Enjoy kayaking, diving and snorkeling in the clear waters in Key Largo. Book a snorkeling tour and go explore the gorgeous coral reefs and the popular Christ of Abyss statue submerged 25 feet underwater. Rowell's Waterfront Park is a few of blocks away and has picnic tables, benches as well as a kayak and paddleboard launching area. Multiple options for boat launching nearby. There are also so many great dining and live music options moments away. There is a Winn-Dixie grocery store a few blocks down from the property and Publix is 4 miles away.brbrA 28-day minimum stay is required.
Bed 3

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Bath 2

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Sleep 6

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Exceptional(38)

$1980.8

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Private Vacation Home

Historic Waterfront Home - 2 acres- Dock, Garden -Beach in Key Largo sleeps 16

Key Largo, Florida, United States

Private and stunning, the Shadow Point peninsula is surrounded by water on three sides and is nestled within a tropical native hammock with garden planters to wander between. The two homes are the oldest residentially developed properties on Key Largo. We believe you will find it to be the most spectacular and intimate private property in Key Largo available as a vacation rental. With a PRIVATE BEACH, private dock, an ample yard for kids to run and play, gorgeous sunrises and sunset skies, the fabulous moon rises over the water and green islands beyond, tropical gardens and delightful breezes, the character of both the property and the buildings is true old-Keys style. You couldn’t have found a better place for your enjoyable stay! brbrOur historic, one-of-a-kind estate offers a rare glimpse of Key Largo as it was over 100 years ago. The two guest houses offer the vacationer a chance to step back in time and experience the charm of days gone by with its historic “Conch Style” architecture and original Dade County hardwood floors and walls throughout. Because of its size and location, Shadow Point is perfect for boaters, divers, snorkelers, kayakers, and birdwatchers and can comfortably accommodate family retreats, workshops, film and modeling shoots. It is a wonderful place for celebrations of any kind! During major Holidays and special events.brbrThe gated 2 acre estate is filled with lush tropical trees and has a 180-degree view of pristine Largo Sound, located within the world-famous John Pennekamp Coral Reef State Park. Launch the kayaks and paddle-boards that come with your rental or just relax and build your own sand castle. We are entirely surrounded by Largo Sound, not canals, and there are no houses across the sound from us to obstruct our view. Two deep-water mangroves cuts - one at the north and one at the south end of Largo Sound - lead to the open ocean. The Marvin D. Adams Cut is only a 1/4 mile south of the property and provides boat access to the bay side of Key Largo, its many boat-friendly restaurants and Blackwater Sound. Bring your own boat or rent one for your stay and tie up at our dock that offers 220v electric and fresh water for boats up to 40 feet. Some of the best coral reefs, dive wrecks, and fishing spots in the country are just a short ride away!br. Shadow Point is a registered, gated HOA and offers an exclusive retreat for vacationers desiring an intimate and private setting. It is available for 7 night or more during our high season. High season is November through July. brbrHISTORY: Shadow Point was built in 1917 by a ship captain and later bought by Chicago Industrialist, Frank Sweeting, for his fishing friends. After his daughter and son-in-law, Lelia & Marvin Adams inherited the property, Adams spearheaded the design and construction of the nearby canal that links the bayside on the ocean side of Key Largo. It is now known by the locals as ' Adams Cut'.brNamed for the beautiful changing shadows and light that filter through the tropical hardwood hammock, Shadow Point is located on Key Largo Sound, the ocean side of Key Largo. Today, this estate offers the same relaxed atmosphere and seclusion of an earlier era. The 2.5-acre point is filled with lush tropical trees, including Buttonwood, Gumbo Limbo, Lignum Vitae, and Key Lime. With a 260-degree view of pristine Key Largo Sound, Shadow Point is an exclusive retreat for those desiring an intimate and private setting.brbrACCOMMODATIONS: The main house has four large bedrooms with twin beds in two rooms and 2 king beds in the other two. There are private baths in both bedrooms with king beds. The large kitchen is user-friendly and perfect for viewing the lovely trees and water while sipping coffee. The dining table can seat fourteen for family gatherings. A large breezy porch with two daybeds runs the length of the house and offers a panoramic view of the water. The guest cottage has a small stocked kitchen, two bedrooms that each contain twin beds, a living room with a trundle bed with two twin beds, and a charming screened porch with a swing bed. Air conditioning, cable TV, and wireless Internet add comfort and convenience. The property has 2 docks one of which has electric and water and can take a boat that draws up to 4 feet. This vacation rental is perfect for boaters, divers, and fishermen along with being large enough for family retreats, workshops, and film shoots. brbrACTIVITIES & ATTRACTIONS: Swimming, sailing, canoeing, and kayaking are available on the site. Boat rentals, parasailing, reef diving are nearby. Local attractions include Theater of the Sea, a marine mammal park, 5 miles south; Swim with the Dolphins, 3 miles south; and the Key Largo Community Park, with swimming pools, tennis courts, and a fitness trail. Shopping and restaurants are only minutes away. We have had numerous celebrations at Shadow Point. There is a seven night minimum stay.brbrOther Activities: kayaking, canoeing, tubing, boating, paddle boardingbrbrRenters must rent for 7 night brJuly - high season. brAug thru Oct is low season.
Bed 8

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Bath 2

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Sleep 16

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Exceptional(104)

$716.44

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Private Vacation Home

408 Mariners Club - Stunning 3 bedroom oceanfront retreat

Key Largo, Florida, United States

Welcome to Townhouse 408 — a stunning, ocean-view retreat where luxury meets tranquillity. Perfectly positioned overlooking the resort's spectacular oasis pool, this elegant 3-bedroom, 3-bath residence offers sweeping views of the Atlantic Ocean and the kind of sunrise that takes your breath away. brbrSpanning 1,800 square feet, this designer-appointed home boasts an open-concept layout that artfully blends style and comfort. The gourmet kitchen is a showpiece, featuring pristine white cabinetry, sleek quartz countertops, and premium appliances — ideal for entertaining or relaxed family meals.brbrThe light-filled living area flows effortlessly to a screened-in patio, where your mornings begin with coffee and sea breezes, and evenings wind down with cocktails under a canopy of stars. A spiral staircase leads directly to the oasis pool, just steps from your door.brbrThe top floor is home to a lavish ocean-view master suite, complete with a king-size bed, private screened balcony, and spa-inspired en-suite bathroom. Indulge in the sunken tub, his-and-hers vanities with quartz countertops, and a frameless glass shower — all set against an ocean-view backdrop.brbrA second master suite, equally refined, offers a king bed, granite-topped vanity, and a sleek step-in shower for ultimate privacy and comfort.brbrThe third bedroom, located on the main living level, features a plush queen bed with a full bathroom just steps away — perfect for guests or children.brbrWith complimentary WiFi, direct pool access, and every modern convenience, Townhouse 408 invites you to experience the very best of luxury seaside living at the Mariners Club.brbrSleeps 6 in beds | Maximum occupancy 8brbrNOTE: 3-7 night minimum stay requirement varies by time of year—no arrivals on Christmas Day.brThe garage is NOT available for guest use.
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Bath 3

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Sleep 8

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Exceptional(14)

$417.86

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Private Vacation Home

Modern Nautical Townhome on Moonbay Key Largo

Key Largo, Florida, United States

Welcome to a piece of paradise! This is a beautiful two-story townhouse that has been newly furnished. Upstairs you will find two cozy bedrooms each with its own smart TV. The first bedroom has a queen bed and has a balcony with a bit of an ocean view. The second bedroom has two full beds. The second bedroom also has a very large balcony where you can enjoy the beautiful weather. The full bathroom with a stand-in shower is located upstairs as well. brDownstairs you will find a gorgeous open kitchen that has all the common appliances and more. The dining room is open to the kitchen and provides some ocean views as well. Downstairs you can find the half bathroom and a very comfortable living room with a 65'' TV. There is an outside patio where you can find a few extras such as fishing gear and a kayak. If you step outside of the patio you will be a few feet away from the pool. brThis townhouse is the perfect getaway to relax, soak up some sun, go out and explore, and do a lot of activities! brbrAbout Moonbay Condominium:brbrMoonbay Condominium is a beautiful gated condominium that provides it all! You can relax out by the pool, kiddie pool, or sun deck which are all located at the clubhouse. The clubhouse as well has a ping-pong table, foosball table, cornhole (bean bag toss), several tables with seating, a kitchen, a bathroom, and hammocks. A few feet away from the clubhouse is the ocean with a dock. You can sit at the dock and just admire the ocean or you can enjoy some fishing as well. The condominium as well has Tennis Courts, Basket Ball Courts, BBQ Area, and a mini Beach.brLocated near the condominium are many restaurants (some even within walking distance), tourist attractions, Publix, Bells, Winn-Dixie, local stores, and more! John Pennekamp Park is less than a mile away and has amazing snorkeling opportunities along with a beach. Caribbean Club is nearby which offers a full-sized boat ramp and boat trailer parking. brbrTownhouse Amenities: brDining room tablebrBar SeatingbrStainless steel appliances: Fridge, Stove, Microwave, and DishwasherbrKeurig Coffee MakerbrToaster brNinja Bullet brWriting DeskbrCouchbrWasher and DryerbrTV's in all bedrooms and living room brQueen BedbrTwo Full BedsbrCeiling Fans Throughout brFree WiFibrbrMoonbay Amenities:brClub House brPoolbrKiddie PoolbrPing Pong TablebrFoosball Table brCornhole (bean bag toss)brBBQ AreabrDock with Tiki HutbrMini BeachbrTennis CourtbrBasketball CourtbrbrIf you have any questions please do not hesitate to message me!
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Sleep 6

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Exceptional(33)

$287.99

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Private Vacation Home

Key Largo Treasure – End-Unit w/ Pools, Lagoon, Marina & Ocean Views!

Key Largo, Florida, United States

Welcome to Key Largo Treasure, your tropical retreat in the heart of the Upper Florida Keys. This charming, two-bedroom, two-bath end-unit townhouse is tucked into the lush, gated community of Kawama Yacht Club—just steps from the pool, playground, and endless waterfront adventure.brbrPerfectly positioned for both relaxation and exploration, this townhouse features four private porches and balconies, with views of the pool, lush State Park hardwood hammock, and the treetops that teem with native birds and breezes. Whether you're enjoying morning coffee on the balcony or watching the kids play from your patio, you'll love the laid-back, sun-soaked Keys lifestyle this home offers.brbrInside, the thoughtfully designed layout provides ample space for families or couples, with two spacious bedrooms (each with their own private balcony), two updated modern bathrooms, and a sleeper sofa in the living area. The fully stocked open-concept kitchen with bar seating flows seamlessly into the dining and living areas, making it easy to cook, gather, and unwind.brbrThis unit is lovingly maintained by a family who enjoys it part-time—and the furnishings reflect a tasteful blend of tropical coastal décor and comfort, with plush beds, high-end linens, elegant tile work, and plenty of storage.brbrWhy You’ll Love Staying Here:brRare end-unit = more privacy, light, and treetop viewsbrJust 32 steps to the pool and playground—kid paradise!brFour private porches and balconies to enjoy indoor/outdoor livingbrOcean views, hardwood hammock views, and peaceful surroundingsbrWasher/dryer, BBQ grill, free Wi-Fi, and full garage includedbrKid-friendly and ideal for up to 6 guestsbrbrKawama Yacht Club Amenities:brDeep-water marina (dockage available for additional fee)brBoat ramp (free for guests)brFishing pier, saltwater swimming lagoon, private beachbrTwo pools, tennis courts, fenced sandy playgroundbrKayaking, paddleboarding, or simply watching sunsets over the AtlanticbrbrPrime Key Largo Location:brAdjacent to John Pennekamp Coral Reef State ParkbrMinutes from dive shops, charter fishing, sunset cruises & island diningbrQuick access to Tavernier and IslamoradabrbrWhether you're a boater, nature-lover, or simply in need of a peaceful getaway, Key Largo Treasure is your perfect Florida Keys home base. Reasonably priced, thoughtfully maintained, and managed by Star Properties Destinations LLC, this unit offers everything you need to relax, recharge, and reconnect.brbrVacation Rental License #VRE-19-18brBusiness Tax #25230-122730brbrPlease note: 2-car maximum per reservation. Boat dockage available—ask for details.
Bed 2

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Bath 2

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Sleep 6

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Exceptional(66)

$346.19

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Private Vacation Home

LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT!

Key Largo, Florida, United States

If you want to experience the true meaning of a Key Largo Island vacation, then look no further than our spacious townhouse on the ocean side of the world famous Key Largo, Florida. ... The Dive Capital of the World! This Villa is located inside Kawama Yacht Club, a beautiful Hawaiian Island style resort that is situated along the southern border of John Pennekamp National Underwater Park. The grounds have over 30 lush tropically landscaped acres and it is the only resort in Key Largo that has a saltwater lagoon, a 400' fishing jetty and best of all a private oceanfront beach! brbrRecent renovations to the Villa include, new kitchen which include all new white Shaker style cabinets, all new kitchen appliances, new stainless steel under-mount sink, and exotic Granite Countertop/back splash. Additional upgrades include new Solid Wood dining set, new Natuzzi Leather SLEEPER SOFA, installed new Wood Floor Planks throughout the second-floor area to include both bedrooms and new Modern Guest Bath/Shower. Also replaced all Master Bedroom furniture, New King Size bed and 45 HD Smart TV and Guest Bedroom W/New 55 HD Smart TV. Also replaced all Windows and Sliding Doors with modern white framed Impact Glass type and replaced the Main Bathroom with New Tub/Tiling/Flooring and Shaker Style Sink and installed New Epic 70 Ultra HD Smart Samsung TV in Living room. brbrSome of the best-known restaurants, dive shops, and snorkeling/deep sea fishing charters in all of the Keys can be found only minutes away from the resort. If you love adventure, natural beauty, or just relaxing on the beach while sipping a Piña Colada and gazing at a picturesque sunset, our townhouse in Key Largo is the ideal vacation destination for you!brbrTypical Day At Kawama Yacht Club: Enjoy a relaxing swim off of our private white sandy beach, BBQ with family at one of our ocean front Tiki Huts, fish for tarpon, snapper or grouper off of the 400' jetty, sunbathe at one of our swimming pools, burn off some calories on our tennis courts, take the kids over to our brand new playground or maybe snorkel in our private saltwater lagoon and swim alongside the dozens of exotic fish. These are just some of the activities you and your family can enjoy. brbrCheck-in after 4pm and Check-out before 10ambrbrBEACH DISCLOSURE: During the Summer months it is common for large amounts of seaweed to blow in and collect along the shoreline. This is due to the constant East winds that blow towards the Florida coastline, so it's a natural phenomenon that occurs throughout the entire East coast of Florida. Some guests do find this to be a nuisance. As an alternative there is a nice public beach on the bay side only 10 min from the resort at Founder Park, the sea grass does not collect on that beach since it's on the opposite side to the open ocean. brbrEXTRAS:brbrGolf Cart Available for Rent. It's the Best Way to Get Around Resort and also Most Convenient way to Transport Coolers and/or Fishing Supplies. Especially since the Beach/Marina and Oceanfront Jetty Areas are Located 10 - 15 min Walk from the Unit: $45/day (3 Day Min) or $225/wk. + tax.brbrPair of 10' Kayaks Available for Rent, Best Way to Explore our Saltwater Lagoon and our Stunning Wildlife Rich Keys Ocean Shoreline: Also $35/day (3 Day Min) or $175/wk. + tax. brbrThese are very popular items, so if interested make sure you ask to reserve at time of reservation. I have two other properties at this location, so they are reserved on a first come first serve basis. brbr(DBPR License # CND5403070)brbrSOME VERY IMPORTANT FACTORS TO CONSIDER: brbrMany of the most popular vacation rental websites have been infiltrated by more and more con artist that advertise properties and take payments/reservations for properties that do not exist. Also, many private owners throughout the keys are operating illegal vacation rentals in areas not zoned to allow for rentals of less than 28 days. This is an activity that the county is aggressively cracking down on for a variety of reasons. Owners that are caught by Code Enforcement face steep fines and are required to immediately stop advertising and cancel all of their reservations. brSo, to insure you have the peace of mind in knowing that you are dealing with a legitimate vacation rental manager and will not become the next victim of internet fraud, finding yourself stranded in the keys without a place to stay or reserve from an owner that is running an illegal rental. It is imperative that you make sure the owner/manager you ultimately rent from is licensed by both Monroe County as well as The State of Florida Division of Hotels and Restaurants.brbrPest Control is one of my top priorities since all properties located in this tropical environment are vulnerable to becoming infested with roaches, ants, and spiders. Nothing will ruin a family vacation faster than having to share your unit with these unwelcome guests. That is why all my units are treated and inspected on a regular basis by a Professional Extermination Company.brbrThis is just 1 of 10 different Licensed Key Largo Vacation Rentals that I manager for you to choose from. So, if your dates are not available for this unit, go to the HomeAway home page and type in any one of the following listing numbers in the box Where do you want to go. 119632, 354110, 3831245, 354110, 4328849, 4328851.
Bed 2

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Bath 2

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Sleep 6

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Exceptional(1)

$111.75

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Private Vacation Home

Sunlit Treasure — Your Private Keys Retreat in Key Largo

Key Largo, Florida, United States

Welcome to your own slice of paradise, nestled in the heart of Key Largo and surrounded on two sides by dense tropical hardwood hammock. Private, peaceful, and perfectly positioned for your Key Largo adventure.brThe HomebrThis spacious retreat sleeps up to 8 guests across two bedrooms plus the Living Room:br • Bedroom 1: King bed with ceiling fanbr • Bedroom 2: Four twin beds with ceiling fanbr • Living Room: Two pull-out sofa beds for additional guestsbr • 2 full bathrooms, each with a large multi-jet rainfall showerbrThe Living Room is the heart of the home — soaring wood-beamed ceilings with two fans, a 6-seat kitchen counter bar, fully equipped modern kitchen, generous couch seating, a 65” Smart TV (use your own streaming apps), and a dartboard for friendly competition. Step outside to the spacious wraparound deck with cushioned lounge chairs, a dining table with swinging lounges, and the sights and sounds of the tropical hammock all around you. Central A/C keeps things cool when you need a break from the Keys sun.brbrThere are three security cameras outside the house: one at each exterior door. These cameras record video and audio clips when motion is detected. These cameras are not actively monitored, but the clips may be retrieved in the event of a security incident. There are no cameras or recording devices inside the house. brbrbrBoaters & Anglers br • Covered boat storage for vessels approximately 22 feetbr • Long driveway fits multiple vehicles and a boat trailerbr • Community boat ramp just one block away — opens directly to Key Largo Sound, with Florida Bay accessible via the cut under a mile north *** Boat ramp access requires advance approval and an additional fee. Please contact the owner at least 30 days prior to booking to determine availability.brbrWorld-Class Water & Nature Minutes From Your Doorbr • John Pennekamp Coral Reef State Park — just a 5-min drive / 21-min walk. America’s first undersea park, home to the iconic Christ of the Abyss statue, Molasses Reef, snorkel tours, glass-bottom boats, kayaking, and morebr • Cannon Patch & Christ of the Deep — renowned snorkel and dive sites just offshorebr • USS Spiegel Grove — legendary 510-ft wreck dive, one of the best in the worldbr • Dagny Johnson Hammock Botanical State Park — trails through one of the largest tropical hardwood hammocks in the US, practically in your backyardbr • Everglades National Park — a short drive for airboat tours and wildlife watchingbr • Sunset cruises, dolphin encounters, kayaking through mangroves — all nearbybrbrPractical Conveniencesbr • Full-size stacked washer & dryer in private laundry roombr • Starter supplies provided: toilet paper, paper towels, soap, trash bags, laundry supplies, and coffee essentialsbr • Guests are responsible for restocking supplies during their staybr • Grocery store ~7 minutes awaybr • High-speed WiFi includedbrbrHouse Rules — Please Read Before BookingbrBy completing your booking, you are agreeing to all house rules below. Please review them carefully to ensure this home is the right fit for your group.brbrMinimum Stay: 28 nights. Per Monroe County, FL zoning regulations, this property is only available for rentals of 28 days or longer. Booking requests under 28 days will not be approved — no exceptions.brbrMaximum Occupancy: 8 guests. This includes adults and children. Guests not listed on the reservation may not stay overnight.brbrNo Pets. We love animals, but no pets of any kind are permitted on the property.brbrNo Smoking, Vaping, or Fires of Any Kind. Smoking, vaping, candles, incense, bonfires, fire pits, and burning of any kind are strictly prohibited anywhere on the property — indoors or outdoors.brbrNo Parties or Events. This is a quiet residential neighborhood. Gatherings beyond the registered guest count are not permitted.brbrQuiet Hours: 10:00 PM – 8:00 AM. Please be respectful of neighbors.brbrParking. Vehicles must be parked in the driveway only. No parking on the street.brbrTrash. Please bag all trash and place bin at the curb on scheduled pickup days.brbrDamages. Guests are responsible for any damages beyond normal wear and tear. Please report any accidents or breakages promptly.brbrQuestions before booking We’re happy to help — reach out anytime.
Bed 2

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Bath 2

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Sleep 8

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Exceptional(2)

$240.51

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Private Vacation Home

Paradise in Key Largo

Key Largo, Florida, United States

Located in the very sought after Port Largo neighborhood in the heart of Key Largo. This astonishing ground level spacious 2,315 sq ft home has 4 bedrooms (two large master suites) & 3 full bathrooms. Newly renovated and fully furnished! Features an open floor plan, high ceilings, interior shutters and hurricane impact windows and doors. Note: Key Largo requires a 28+ day minimum stay for all rental properties.brbrThe kitchen and living room flow together to create a very open space that is perfect for entertaining. Kitchen has everything you need to create the perfect meal and features stainless steel appliances and granite counter-tops. The breakfast bar has 4 comfortable bar stools that can be used as a work area or for grabbing a quick bite to eat. The living room has a large spacious sectional couch with ottoman. The floating media center includes wall-mounted 75″ 4K TV that is perfect for watching movies. The dining room features a large table with 8 chairs that is ready to host all your friends.brbrThe backyard is dreamy with tropical trees, tiki hut, screened in lanai, bar, and a private pool. The tiki hut features a large table with 6 chairs, plenty of ambient lighting, and an electric grill. Take a dip in the refreshing pool or work on your tan. The screened porch features a seating area with love seat, 2 chairs, and coffee table. The corner bar has 3 bar stools and is perfect for hosting a happy hour with friends.brbrThe first master bedroom features a king bed, 2 nightstands, large dresser w/ mirror, private bathroom, and walk-in closet. The second master bedroom features a 65″ 4K television, work table with 2 chairs, nightstands, private bathroom, and walk-in closet. Two additional bedrooms feature full beds, 2 nightstands, and closet. All bedrooms have ceiling fans and plenty of lighting.brbrAt night, turn on the Tiki Bar lights and enjoy a few drinks for happy hour. There are plenty of restaurants and bars that are in walking distance from the property. There is so many things to do in the area that you'll never be bored!
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Bath 3

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Sleep 6

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