Vacation Home Rentals By Owner In Key Largo, FL

Located in the beautiful gated community of Buttonwood Bay, this unit has been completely remodeled with no expenses spared. Enjoy all that the Keys have to offer while staying in this gorgeous unit. Large and open first floor with sofa/bed in living area. Second floor features two generously sized bedrooms with master having full marina views. Washer and dryer inside unit. Community features its own private beach and breathtaking sunset views.

Buttonwood Bay - Fully Remodeled - Boat Slip Available

Key Largo, Florida, United States

Bed

Bath

Sleeps

$269.08

To see a 360 degree 3D virtual walkthrough copy and paste the link below:-br https://my.matterport.com/show/ m=MVMborLrVqc brbrLooking for the best bang-for-your-buck in Buttonwood Bay Club You just found it! This cozy marina townhome sleeps six and is packed with good vibes and all the essentials for an unforgettable stay. It’s so close to the beach, you’ll swear you can cast your fishing line from the patio — and with your very own 27-foot boat slip, island-hopping and sunset cruising are just a turn of the key away.br Reel in the catch of the day and toss it on the grill while you kick back under your personal harborside sun umbrella — yep, this is living! With two bedrooms, 1.5 baths, and screened-in patios both upstairs and down, this cheerful condo is the perfect spot to sip a Buttonwood Bay sundowner and soak up the salt life.

Buttonwood Bay. Best Bang-For-Your-Buck! Includes Boat Slip Right Outside.

Key Largo, Florida, United States

Bed

Bath

Sleeps

$255.79

Welcome to The Flamingo — a soft, sun-washed canal home inspired by classic Palm Beach glamour and the easy rhythm of the Florida Keys.brbrThink pink cabana stripes, pastel tones, warm light, and calm mornings on the water. This is a home designed for people who want to live well for a while, whether you’re escaping winter, working remotely, or spending your days on the water.brbrThe Flamingo is fully furnished and thoughtfully arranged for long-term comfort — not short-term turnover. Everything here is meant to feel effortless, relaxed, and lived-in.brbr⸻brbrWHO THIS HOME IS PERFECT FORbrbr✔ Snowbirds spending the winter in the Keysbrbr✔ Remote workers seeking beauty, calm, and reliable Wi-Fibrbr✔ Boaters and anglers wanting canal accessbrbr✔ Couples or families looking for space and easebrbr✔ Guests who value quiet, design, and a slower pacebrbr⸻brbrWATERFRONT LIVINGbrbr✔ Canal-front locationbrbr✔ Peaceful water viewsbrbr✔ Ideal for boaters (bring your boat)brbr✔ Outdoor space for mornings, evenings, and sunsetsbrbr✔ Quiet residential settingbrbr✔ Outdoor amenities include ping pong table, cowboy pool, fire pit, grill, and clear kayak brbrLife at The Flamingo revolves around the water — slow mornings, soft light, and gentle movement throughout the day.brbr⸻brbrWORK-FROM-HOME FRIENDLYbrbrThe Flamingo is well suited for guests combining work and lifestyle:brbr✔ Reliable high-speed Wi-Fibrbr✔ Quiet neighborhood with minimal trafficbrbr✔ Comfortable indoor spaces for extended staysbrbr✔ Natural light that makes everyday routines feel elevatedbrbrMany guests find this an ideal place to reset, focus, and breathe.brbr⸻brbrKITCHEN & DAILY COMFORTSbrbr✔ Fully equipped kitchenbrbr✔ Washer & dryerbrbr✔ Comfortable bedding and linensbrbr✔ Climate-controlled interiorsbrbr✔ Storage suitable for longer staysbrbrEverything you need to settle in comfortably.brbr⸻brbrLOCATIONbrbrLocated in Key Largo, The Flamingo offers easy access to:brbr• Boating, fishing, and marinasbrbr• Waterfront dining and local cafésbrbr• Diving, snorkeling, and naturebrbr• A quieter Keys lifestyle without resort crowdsbrbrClose enough for convenience, removed enough for peace.brbr⸻brbrTHE EXPERIENCEbrbrThe Flamingo is not about activity — it’s about atmosphere.brbrIt’s where:brbr• mornings start slowlybrbr• afternoons drift by on the waterbrbr• evenings feel unhurriedbrbrIf you’re looking for a calm, beautiful place to land for a while, you’ll feel right at home here. Experience Key Largo like a local. brbrOur Flamingo Beach House Renovated from the Ground UpbrbrAfter a six month-long renovation, we are excited to share with you our beloved The Flamingo Beach House. Every inch of this property has been beautifully and lovingly restored to present a fun art deco and relaxing uncluttered environment for the perfect beach getaway.brbr What You’ll Lovebrbr• Total and complete renovation in 2023brbr• Gorgeous Canal Waterfront Viewbrbr• Steps away from the water with a private 40 foot dock forbrbryour boatbrbr• Ocean/Bay access - short boat ride to the Ocean or Baybrbrfrom Canalbrbr• Modern Fire Pit with Adirondack Seatingbrbr• Outdoor Surfboard showerbrbr• Two large balconies with water-views, including largebrbrbalcony on second floor with multiple seating areas, Master bedroom balcony with loungers, and private screened in porch on the first floorbrbr• Upscale artful décor designed by interior designerbrbr• Fully-equipped kitchen, including new Samsung glass frontbrbrappliances, stocked with full small appliances from Juicers tobrbrBlenders to French pressbrbr• Peaceful safe neighborhood locationbrbr• Private outdoor living space with new gas grill, huge 70 inchbrbrTV, Sofa and seating, dining area, screened in porch withbrbrlounge seatingbrbr• “Cowboy Plunge Pool” with umbrellas and loungersbrbroverlooking canalbrbr• Macramé swings overlooking canalbrbr• Remote work station with WiFibrbr• 4 spacious Bedrooms + 3 Full Bathroomsbrbr• Brand new comfy mattressesbrbr• Multiple Smart TVs throughout the house and in everybrbrbedroombrbr• WiFi throughout the entire housebrbr• Parking for all guests and covered parking for one largebrbrvehiclebrbr• Fenced in yard for petsbrbr• 1967 Vintage Canoe with paddles to take a stroll down the canalbrbr• Unobstructed panoramic views of the water from every floorbrbr• Super close Proximity to amazing restaurants, beachfrontbrbrdining, shopping, live music, Marina with boat rentals, and John Pennekamp Park/Beach with tons of beach activities including snorkeling, fishing, and kayakingbrbrWhen you’ve had a fun-filled day out on the water catching the Keys sea breeze, retreat back to the coastal casa and sip on a sunset drink on one of the private balconies with gorgeous views to the east and west in total comfort. After relaxing with your favorite people, cuddle up and watch a movie in the cozy living room equipped with coffee table books and a new Samsung frame TV.brbrThe Flamingo Beach House Details First Floor (sleeps up to 2):brbr• Interior designed bedroom with full sized bed and private en- suite bathroom with bathtub and showerbrbr• Private screened in Porch with 2 large Egg Chair loungers to cuddle up in with your favorite book and a glass of winebrbr• Dedicated work spacebrbr• Steps from the waterbrbrSecond Floor (sleeps up to 4):brbr• 2 spacious bedrooms with huge balcony and bathroom with showerbrbr• Room one features two extra long twin beds, and Room two features a California king that can also be separated into two twinsbrbr• Media/sitting areas with flat screen TV in both roomsbrbrThird Floor (sleeps up to 2):brbr• Water-front view master bedroom with private balcony with loungers and in-room bathroom with showerbrbr• California King size Bed and sitting areabrbr•With its art deco, beautiful interiors and roomy uncluttered layout, our beach house is perfect for family vacations.brbrThe Living SpacebrbrEquipped with an artful family room with plush modern seating and even a bubble chair, a Samsung Frame Smart TV, high ceilings, and large patio doors to fully immerse you in your Key- Largo experience. Natural light floods the entire space and the house is full of keys colors and festive cabana stripes. The nearby dining area features a West Elm dining table with benches and extra chairs, so no one will be left out. The living area overlooks the huge 2nd floor balcony which spans the entire second floor with plenty of seating throughout so everyone can spend time together and find time to relax by themselves. Be sure and mix a cocktail and toast to the paradise that is the Keys life.brbrAmenitiesbrbrThe Flamingo Beach House is fully equipped and stocked to be your personal kitchen away from home including new Samsung glass front appliances, and stocked with everything you could need from Juicers to Blenders to French press and tons of extra dinnerware and flatware for entertaining. It also has a full outdoor dining and living area with a huge 72 inch tv and gas grill —perfect to grill your fresh catch! We’ve taken care of every detail of your experience here including re-filling your propane. You can sit back and relax enjoying true outdoor living- the house has an outdoor Fire-Pit with Adirondack chairs where you can make s’mores or enjoy a Cuban cigar. The outdoor living space features macramé swings to take in the view and your own “Cowboy Plunge Pool” for when you’d like to take a dip to cool off from the Florida sun.

The Flamingo-Water Front Key Largo Retreat

Key Largo, Florida, United States

Bed

Bath

Sleeps

$136.7

Look No Further As This Is An Excellent Deal!!!! Best Value For Your Money!!!!br Located two short blocks away from The John Pennekamp Coral Reef State Park.br The property is fenced with plenty of car parking.brYou will book a Family HOME, Our HOUSE is NOT a Trailer or Trailer Park. Our House as seen in the pictures is of CONCRETE including the Roof. brVERY IMPORTANT: When you fill out the application for the reservation put the exact number of people in party,example,1,2,3,4,6, etc.brbrYou can reserve this Family House that has a living room, kitchen dining room, one Master room, one bedroom, and two balconies.brbrThis fabulous price you will NOT find anywhere else here in the beautiful Florida Keys.brWe regularly do some promotional packages for month, a month rental agreement will be sent after the reservation request. Do not forget that,we have the best price at Key Largo, the Florida Keys, do not delay in booking,no one can beat our offer!!! brMake a smart decision, I encourage you to read our guest reviews ~! ~! ~!!!!!!brbr 'THIS IS NOT A BEACH FRONT PROPERTY.brbrWARNING, WARNING, WARNING TO ALL APPLICANTS PLEASE READ CAREFULLY BEFORE MAKING ANY REQUEST OR RESERVATION:brbrWE WILL NOT ACCEPT ANY EXTRA GUEST THAT IS NOT MENTIONED IN THE REQUEST, WITHOUT EXCEPTION:brYOU ALSO NEED TO LET US KNOW IF YOU WILL BE BRINGING ANY OF THE FOLLOWING EQUIPMENT:brBECAUSE, WE WILL NOT ACCEPT ANY BOAT, WATER CRAFT OR JET-PROPELLED VEHICLE, JET-SKI, CAMPER, TRAILER, MOBILE HOME, OF ANY, MEASURE OR SIZE, THAT IS NOT MENTIONED IN THE REQUEST!!!!!!!brbrTHE RESERVATION WILL BE CANCELED AUTOMATICALLY AND WITHOUT REFUND OF PAYMENT IF ANY VIOLATION OR ALTERATION OCCURS, OF WHAT WAS REQUESTED IN THE FIRST REQUEST OF THE RESERVATION br br You will truly enjoy this key Largo vacation home!! It is conveniently located at a mile marker 103.5, Adjacent to world famous John Pennekamp Coral Reef State Park, where you can experience diving/snorkeling trips /glass bottom boat rides /boat, canoe rentals and a swimming area.br Walk to John Pennekamp Coral Reef State Park a wildlife and coral reef sanctuary with miles of tranquil finger channels for kayaking and visit the best in North America exotic coral reefs just offshore for fishing, scuba diving and snorkelingbrYou'll find world famous dining and shopping throughout the Florida Keys. Casino gambling boats depart on day trips from the nearby brHoliday Inn Hotel. Or just spend a lovely day at a beach barbecuing and relaxing in the shade of palm trees on one of the sandy beachesbr This home is fully furnished in decorated classic keys decor, The house has two beautiful balconies, one in the front, one in the back, that allows you to enjoy a beautiful scenery , you can play with family or just to relax,as well as a large gated yard area.br This 1200 sq/ft Double Lot home is located in beautiful Largo Sound Park.brThe Trade winds plaza featuring Publix Supermarket and Big k Mart is only 1 1/2 miles away,you will be within walking distance of the hideout restaurant.br The home features a private gated park,located within 500 yard at the end of the street,complete with Sandy Beach,swimming area, boat ramp, BBQ pavilion and children's play ground.br Activities nearby include the family water park at the Jacobs Aquatic Center,world renowned diving in the Pennekamp Coral Reef State Park,fishing charters with walking distance at Tarpon Flats ,The world famous Islamorada Holiday Isle Marina.brThis is a two story house, but the one I am renting is upstairs which has an independent entry and has two balconies (front and back) also. The house that you will be renting has two bedroom, one bathroom, a kitchen, a living and dining room, and two balconies.brOur house has cable TV with over 180 channels and high-speed internet, Supplied by AT&T, you will feel at home.brMake this a vacation to remember in beautiful largo sound,key Largo.brProperty is located at very query neighborhood and PARTIES are NOT ALLOWED.brMINIMUM AGE FOR BOOK and CHECK-IN is 30 and ID is Required.brFULLY REFUNDABLE WITH MINIMUM 60 DAYS OF CANCELLATION NOTICE.brbrWARNING, WARNING, WARNING TO ALL APPLICANTS PLEASE READ CAREFULLY BEFORE MAKING ANY REQUEST OR RESERVATION:brWE WILL NOT ACCEPT ANY EXTRA GUEST THAT IS NOT MENTIONED IN THE REQUEST, WITHOUT EXCEPTION:brYOU ALSO NEED TO LET US KNOW IF YOU WILL BE BRINGING ANY OF THE FOLLOWING EQUIPMENT:brBECAUSE, WE WILL NOT ACCEPT ANY BOAT, WATER CRAFT OR JET-PROPELLED VEHICLE, JET-SKI, CAMPER, TRAILER, MOBILE HOME, OF ANY, MEASURE OR SIZE, THAT IS NOT MENTIONED IN THE REQUEST!!!!!!!brbrTHE RESERVATION WILL BE CANCELED AUTOMATICALLY AND WITHOUT REFUND OF PAYMENT IF ANY VIOLATION OR ALTERATION OCCURS, OF WHAT WAS REQUESTED IN THE FIRST REQUEST OF THE RESERVATION.brbrFOR YOUR PROTECTION, AND TO OUR HOUSE, WE HAVE VIDEO SURVEILLANCE CAMERA SYSTEMS,INSTALLED OUTSIDE.brWE REALLY APPRECIATE YOUR BUSINESS.brbrTHANK YOUbrDANIEL ACOSTA.

Private Home , in the most beautiful, Florida Keys

Key Largo, Florida, United States

Bed

Bath

Sleeps

$1119.1

Key Largo's largest estate consisting of 2 homes for a total of 10 queen bedrooms and 8 baths. Included are wifi, swimming pool, 140ft dock, 2 barbeques, central a/c and heat, and more. Centrally located there is plenty to do and see within walking distance. Located in beautiful Sunset Cove, Key Largo. This estate is situated directly on Florida Bay, the Gulf of Mexico with the most beautiful sunsets in Key Largo. Inquire for more info. brhttps://sandyfeetkeylargo.com/

Key Largo Sunset Estate

Key Largo, Florida, United States

Bed

Bath

Sleeps

$423.11

Amenities: Elevator, private boat dock, bbq grill, rooftop accessbr Close to shops, restaurants, parksbr ️ All bedrooms feature balconies and premium amenitiesbr Private elevatorbr Dog friendlybr 24/7 guest support team for a seamless staybrbrWelcome to Keys Casa, a brand-new construction that offers the perfect blend of modern comfort and island living. This spacious home is ideal for family and friends to relax and enjoy everything Key Largo has to offer.brbrWhen you arrive, you'll find a roomy driveway with space for up to four vehicles. For your convenience, the home also features an elevator to easily access each floor. Take the stairs to the second floor, where the open-concept layout brings the kitchen, dining, and living spaces together. The kitchen is equipped with top-tier appliances and a large island with six counter stools—perfect for casual meals or a quick snack. The dining table comfortably seats 10, great for gathering and sharing meals.brbrThe living room features a cozy sofa, four chairs, and a smart TV for entertainment. Just across from the living room is a bar area with a wine fridge. Step out onto the balcony and enjoy views of the heated pool, or head to the kitchen balcony for views of the private dock.brbrOn the third floor, take an exterior staircase up to the rooftop, where you can relax and enjoy breathtaking sunset views. Whether you're here to unwind or explore Key Largo, Keys Casa offers everything you need for a relaxing and memorable stay.brbr♛ The Primary Suite provides a generously sized retreat - with calm accents, a king-size bed, premium bedding, and a luxe primary En Suite bathroom. A frameless shower and double vanity sink offer the comforts of home.brbr ️ All bedrooms feature the following amenities:brbr✔ Balconiesbr✔ Premium beds, pillows, linens, and sheetsbr✔ Smart TVsbr✔ Ample closet spacebrbrBedroom 1 (Located on 3rd floor): King-size bedbrBedroom 2 (Located on 3rd floor): King-size bedbrBedroom 3 (Located on 2nd floor): Queen-size bedbrBedroom 4 (Located on 2nd floor): Queen-size bedbrBedroom 5 (Located on 3rd floor): Two full-size bedsbrBedroom 6 (Located on 3rd floor): Two full-size bedsbrbr All full bathrooms are generously stocked with:brbr✔ Shampoo & conditionerbr✔ Body soapbr✔ Fluffy towelsbr✔ Toilet tissuebrbrBathroom 1: Frameless shower, sink, and toiletbrBathroom 2: En Suite, frameless shower, double vanity sink, and toiletbrBathroom 3: Combo tub-shower, double vanity sink, and toiletbrBathroom 4: En Suite, frameless shower, double vanity sink, and toiletbrOutdoor full-bathroom: Toilet, sink, & showerbrbr Welcome to your private outdoor oasis! The backyard is thoughtfully designed for ultimate relaxation and fun, featuring a heated pool, a hot tub, and plenty of lounge chairs—perfect for soaking up the sun or unwinding after a busy day. For added convenience, enjoy the outdoor shower, making it easy to rinse off and refresh before or after your swim.brbr The covered patio is all set for making memories, with a BBQ grill, spacious dining table, and two cozy seating areas. Watch a game or movie on the smart TV or enjoy some friendly competition with the oversized Connect 4. A convenient full-bathroom is just steps away to keep everything easy and accessible.brbr⛳ Across the patio, you'll find a putt-putt golf area overlooking the dock, offering the perfect blend of activity and serene views. Whether you're lounging by the pool or sharing a meal on the patio, this backyard has everything you need for a memorable getaway.brbrImportant Things to NotebrBoat Dockage Information:br- Accommodates boats up to 36 feetbrbr*A boat lift is on-site but not available for guest use. brbrNeighborhood OverviewbrbrLocated in the heart of Key Largo, this home is your gateway to the ultimate Florida Keys experience. With easy access to outdoor adventures, waterfront dining, and the laid-back island lifestyle, it's the perfect spot to create unforgettable memories. Whether you're kayaking through calm waters, snorkeling vibrant coral reefs, or exploring nearby attractions, there's something for everyone to enjoy.brBicycles, paddleboards, and kayaks can be delivered right to your door, making it easy to dive into all that Key Largo has to offer. Known as the Diving Capital of the World, this area is a haven for underwater exploration, fishing, and relaxing by the water.brbr Points of Interest: (Distance measured in driving time, non-rush hour)brbr-John Pennekamp Coral Reef State Park (10 min): Snorkel, kayak, or take a glass-bottom boat tour to explore vibrant marine life and famous coral reefs.br-Florida Keys Brewing Company (20 min): Sample local craft brews in a laid-back setting with live music and outdoor games.br-The Fish House (9 min): Savor fresh, local seafood at this iconic Keys restaurant.br-Key Largo Hammock Botanical State Park (15 min): Walk or bike along scenic trails surrounded by lush tropical vegetation.br-Sundowners (12 min): Watch a breathtaking sunset while dining on the waterfront with delicious local fare.brExperience the magic of Key Largo, where every day offers a new adventure and endless relaxation.brbrHouse Rules:brbrCheck-in time: 4:00 PMbrCheck-out time: 10:00 AMbrbrAll guests must sign our rental agreement as mandated by Florida Law.brbr-The minimum rental age is 25. A picture ID must be provided to the company no less than 72 hours (about 3 days) before arrival.br-If you would like the pool heated during your stay, there is a $40 fee per day or $1,000 per month. Please coordinate with us prior to your arrival so that we can arrange for the heater to be on.br-This property is equipped with security cameras outside of the property facing the front. These cameras are used during the check-in process to verify identity and guest count. If there is an incident, we will review the footage. There are no cameras inside any property.br-No smoking or vaping. If evidence is discovered of either smoking or vaping, the guest will be subject to a fine of up to $1,000br-Please provide an accurate guest count.br-No parties or events. If unauthorized persons are discovered on the premises, guests will be subject to additional fees and/or immediate eviction.br-Quiet time is from 10:00 PM - 8:00 AMbr-This property is equipped with security cameras on the outside of the property at the entrance and pointing at the dock. These cameras are used during the check-in process to verify identity and guest count. If there is an incident, we will review the footage. There are no cameras inside the property or pointing toward the pool area.brbrStarter Supplies:brbrWe provide trash bags, paper towels, toilet paper, detergent, and bathroom amenities to accommodate this home's maximum occupancy for the first three days of your stay.brbrSame-Day Bookings:brSame-day bookings require approval from the company. We will ask you to provide information on your group and the purpose of your stay. If your stay is approved, we require a government-issued ID for identity verification. Your phone number must match the phone number on your account, or we will not be able to honor your reservation. Same-day reservations will not be accepted after 2:00 PM. All same-day reservations require at least 3 hours before check-in. We may have to extend check-in time to later than 4:00 PM.brbrPet Policy:brThis property is dog-friendly with an additional $450 fee, per pet. Please let us know if you will be bringing your dog. While staying with us, you are responsible for the actions of your pet. Please keep your dog(s) off the furniture and pick up all waste. All waste should be bagged and disposed of in the outside trash bin. Failure to comply with our pet policy may result in an additional $100 fee. Please let us know if you will be bringing your dog (only dogs under 25 lbs are permitted, sorry).brbrBaby Bundle:brIf you have little ones, we offer: Pack-n-play with a thicker mattress & a high chair for $65 per stay. Please make your request at the time of booking or 24 hrs prior to your arrival.brbrProperty Care Instructions: Treat this home like your own.brbr-Any/all outdoor umbrella(s) must be placed in the closed position when not in use and at the time of check-out. This must be done in order to prevent breakage due to weather conditions. Failure to comply may result in an additional charge.brbr-Please ensure that the grill is covered when not in use. This helps to maintain the grill's condition for future guests. Failure to comply may result in a cleaning or maintenance fee.brbrMid-Stay Cleaning Requirement:brFor all extended stays of 30 nights or longer, a mandatory mid-stay cleaning is required every 30 days.brIf your reservation is 60 days, two mid-stay cleanings will be required, and so on.brThis helps keep the home maintained during longer stays and ensures everything stays in great condition.brMid-Stay Cleaning Fee: $395brWe'll reach out after booking to schedule the mid-stay cleaning(s) and send the payment link.

Keys Casa: Elegant Waterfront Retreat, Sleeps 16, Elevator, Private Dock, Putt-Putt

Key Largo, Florida, United States

6

Bed

5

Bath

16

Sleeps

$1285.02

Escape to luxury in this newly crafted oasis, nestled on a private Cul-de-sac with ample parking for your convenience. A 4-bedroom, 3.5-bathroom haven awaits, boasting an impressive array of features that redefine modern living. brbrStep into sophistication with high-end finishes throughout – from pristine white porcelain tile to sleek granite countertops and elegant glass shower doors. The second floor and main living level offer three bedrooms, including a second master bedroom, along with 2.5 bathrooms for optimal comfort and privacy.brbrAscend to the third floor, a 1000 sq. ft. retreat that encompasses a master bedroom and living room, providing a lavish sanctuary with breathtaking views. brbrIndulge in waterfront living with a 60ft x 5ft dock, inviting you to embrace the coastal charm at your doorstep. The pool, featuring a beach entrance, blower, and water heater, offers a perfect oasis for relaxation and entertainment. Central to everything Key Largo has to offer, this home is minutes from popular restaurants, bars and John Pennekamp State Park. Excellent boating access as well!

Seaside Serenity: Your Ultimate Getaway Awaits in Key Largo

Key Largo, Florida, United States

5

Bed

Bath

14

Sleeps

$307.51

Step into your tropical getaway at this serene 4-bedroom Key Largo retreat. Thoughtfully designed for comfort and relaxation, the home features 2 king beds, 1 queen bed, and 2 twin beds—perfect for families, friends, or a peaceful retreat with loved ones. From sunrise to sunset, this home offers breathtaking views at every turn. Sip your morning coffee on the screened-in back porch, feel the gentle sea breeze from the front deck, or unwind on the dock as the sun melts into the horizon. Here, nature is your neighbor: manatees often glide through the canal, while graceful giant herring make their occasional, mesmerizing appearances. Immerse yourself in the island vibe from the above-ground jacuzzi, lounge in one of the many comfortable seating areas, or explore the waterways with our provided paddleboards and kayaks. Adventure is just a paddle away—you can even visit the nearby dolphin sanctuary, just one canal over. For those who love to stay active, the home also offers simple, effective fitness equipment including small weights and mats, allowing for a functional, seaside workout with a view. Whether you’re seeking a tranquil escape, an active adventure, or a little of both, this Key Largo haven is the perfect launchpad for your island dreams.

Relaxed Coastal Living: 4BR Key Largo Home w/ Boat Lift & Island Charm

Key Largo, Florida, United States

Bed

Bath

Sleeps

$233.03

This is a wonderful 2 bedroom waterfront townhome in the desirable community of The Landings of Largo located mm 98 bayside. The Landings is a gated waterfront community with every amenity. There are 2 pools, a brand new world class renovated marina with slips available for rental, newly resurfaced tennis, and pickleball courts, bocci and basketball courts and boat ramp all located right on the premises! brThe unit boasts 2 bedrooms, a waterfront ensuite primary bedroom with a king size bed. Enjoy the lovely breeze from the slider and wake to the sound of swaying palms. The ensuite bath has quartz counter vanity and fully tiled shower. brThe unit is a split plan so the guest bedroom is on the opposite site of the condo to afford privacy. It has it's own full sized bath with tub/shower. brThe updated kitchen has granite countertops, stainless steel appliances and is fully equipped. This is not a bare bones rental, so everything is included for your comfort and convenience.brSince the unit is an end unit, it's spacious, bright and airy and the living area has awesome sunset view. There is a small bistro table in the kitchen and the dining table seats 6. There is a queen sized sleeper for the occasional guest.brThere is high speed internet with WIFI, smart 48 Sony smart TV and stereo. (There's a small flat screen in the master)brThis townhome has a full sized washer and dryer. All linens and towels are provided. brThis is all one floor living on the 2nd floor. Semi private stairs to your front door with covered parking underneath the unit for vehicles, small boats or trailers. Downstairs is a lovely waterfront screened lanai newly furnished with gas grill and bait freezer. We even have 2 keys cruiser bikes for biking around the community and a downstairs storage for your fishing gear etc.br Just Launch your boat from the ramp right on premises and head out for world class fishing, snorkeling or a relaxing sunset cruise. Boat slips are usually available to rent in the marina. This rental is conveniently located near great restaurants, John Pennekamp State Park and shopping. The views are endless and the sunsets are priceless!!brDon't miss out on a great opportunity to stay in Paradise and enjoy the Fabulous Florida Keys!

2 BR-2bath Waterfront townhome. Landings of Largo sunsets included! Promotions!!

Key Largo, Florida, United States

Bed

Bath

Sleeps

$525.51

This property is located on Mile Marker 95.3, Oceanside, in a very exclusive area, crystal clear waters, owners park across the street with boat ramp, very large entertainment area by the water, heated pool & spa, fish cleaning station, gas grill, top of the line appliances, and beautifully decorated.brbrPlenty to see and do, just minutes from John Pennekamp Coral Reef Park, Theater of the Sea where you can swim with dolphins, boat out to the sand bar, charter boats for deep-sea fishing, go back-country fishing in Florida Bay, enjoy live music at one of the many waterfront restaurants.brbrPlease note: This house is elegantly furnished and the maximum occupancy is 6. This is not a party house, it is a beautiful place to enjoy responsibly. brbrCome and stay at our beautiful property for a relaxing and unforgettable vacation!!!

Ocean Views Views Views! Heated Pool & Spa

Key Largo, Florida, United States

Bed

Bath

Sleeps

$174.38

Come enjoy all the Keys have to offer in this new, high-end home waiting for your arrival. Minimum 28 days rental with special discounts for snowbirds!! Beautifully decorated 3 bedrooms, 2 bathrooms Key Largo home!! New EVERYTHING, including Samsung stainless steel kitchen and laundry appliances, 4k TVs and wireless sound system. As you enter our home you will be welcomed by a cozy living room with a sofa bed and 2 swivel rocking chairs, perfect for tranquil time, chatting or gazing at nature through a large front window. Next you will find a spacious queen bedroom with a large dresser and closet. Outside this room is a linen closet with extra bedding and towels, as well as a water sports storage closet across the hallway where you will find paddles and diving/snorkeling equipment and beach chairs and toys. There is a spacious bathroom between the queen and twin bedrooms with a delicious rain shower. The second bedroom has 2 twin beds with trundles, a large dresser and extra drawers inside the closet. The hallway outside leads to the kitchen and grand room. In our well-stocked kitchen, you will find everything you need for you food preparation, cooking and storage, including calphalon pots and pans, a rice cooker, air fryer, blender, toaster, coffee maker and spices. The kitchen leads to the laundry room which sports brand new Samsung large capacity, ultra efficient washer and dryer, which will play a pleasant tune to let you know your load is done in a jiffy. Additionally, the kitchen has an eat-in peninsula, perfect for entertaining. There is a modern dining table with seating for 6 or 8, depending on your needs. The living room offers a power reclining sectional leather sofa and side chair, with a 75” 4k Samsung TV and JBL speakers for your audio visual enjoyment. Next, you will find a spacious king bedroom with a 4k TV, a walk-in closet and a bathroom en suite, with a rain shower. The outdoor terrace is perfect for reading, grilling or watching the kids and/or your pet play at our spacious enclosed backyard! We are just one hour drive from Miami, so you can go back and forth if you so desire. Extra side space on the lot to keep your watercraft or RV. Canal right across the street with private access, no need to wait in long lines. Kayaks and paddle board are provided for your enjoyment. Come enjoy our beautiful mangrove canals, water sports, fishing, diving and premium restaurants just minutes away. Perfect for couples, families, or friends reunions. Why wait Book now!

Snowbird specials!! Book now. Minimum stay 28 days.

Key Largo, Florida, United States

Bed

2

Bath

7

Sleeps

$231.78

Unwind in Key Largo at this superb house. With 3 bedrooms including a king, queen, twin, and bunk bed, guests will have plenty of space to relax. Amenities like AC, a washing machine, and WiFi ensure a comfortable stay. Enjoy your time in Key Largo at our cozy house.

Cozy Coastal Cottage on the water in Key Largo

Key Largo, Florida, United States

Bed

2

Bath

8

Sleeps

$483.73

Located in Key Largo, enjoy what this 3-bedroom house has to offer. The perfect setup includes a king bed, two queen beds, and a crib, making it ideal for families or groups. Guests can relax in the welcoming living room, which features a comfortable sofa bed. With two bathrooms equipped with showers and a bidet, everyone has space to refresh. The house stays comfortable year-round with heating and air conditioning. Whether you’re unwinding after a day of adventure or gathering for a cozy evening, this amazing home provides a great place to recharge. Enjoy your time in Key Largo at our house.

Villa La Dorada.

Key Largo, Florida, United States

Bed

Bath

Sleeps

$927.27

Voted the #1 New Vacation Home in Key Largo! The Casanova Key -Meet the New Kid on the Dock! brbrThis isn’t just another vacation rental. It’s a freshly launched, designer-renovated home inside the exclusive gated Mariner’s Club, one of the most coveted spots in all of Key Largo. Every inch of this four-story retreat was curated with love and detail to give our guests a one-of-a-kind experience.brbrFrom the private rooftop balcony with sunset views to the dreamy honeymoon suite, full private guest suite, and guest room with its own bath, this home was made for families, couples, or groups looking for something special.brbrBrand new on the market and immaculately maintained, The Casanova Key is more than just a place to stay. It’s the kind of place you’ll never want to leave.brbrFour stories of living space — one of only a few homes in the community with this layoutbrbrThree private bedrooms including a master guest suite, honeymoon suite, and guest room all with in-suite bathsbrbrTwo fully equipped kitchens for conveniencebrbrSpacious rooftop terrace with views of Key LargobrbrProfessionally decorated interiors blending island charm and luxurybrbrSleeps up to 8 guests comfortablybrbrProperty Layout & Bedroomsbrbr1st Floor – Master Guest Suite (In-Law Quarters)brbrMaster Suite with a king bedbrbrCozy living area with a full sofa and a 75” Smart TVbrbrFully stocked kitchenette areabrbrFull bathroombrbrPerfect for guests wanting extra privacy or multi-generational familiesbrbrFull-size washer and dryer stocked with detergent, fabric softener, and dryer sheetsbrbr2nd Floor – Main Living AreabrbrSpacious living room and dining room ideal for gathering and relaxingbrbrBrand new, fully equipped kitchenbrbrHalf bathroombrbr3rd Floor – Sleeping SuitesbrbrMaster Honeymoon Suite with king bed, vanity area, full bathroom with shower, Jacuzzi tub, and double sinksbrbrGuest Suite with queen bed, twin XL loft style bunk beds, and private bathroom with showerbrbr4th Floor – Rooftop TerracebrbrDesigner seating and private tanning areabrbrDreamy Key Largo views perfect for sunsets and quiet morningsbrbrResort AmenitiesbrbrEnjoy exclusive access to some of the best amenities in the Florida Keys:brbrOnly indoor pickleball court in Key Largo, plus 4 outdoor pickleball courtsbrbr2 Tennis courts, basketball court, and a fully equipped fitness centerbrbrHeated pools, including the largest oceanfront pool in the Florida KeysbrbrHot tubs including a grotto spabrbrClubhouse with ping pong, pool table, and foosball and poker tablebrbrFishing pier and sandy beach areabrbrIndustrial ice machines and marina accessbrbrBlackstone BBQ grills scattered throughout the developmentbrbrBoating & Marina InformationbrbrBoat dockage is not included with the unit but can be reserved directly through the HOA:brbrDeep-water marina with 43 slips accommodating boats up to 60 feetbrbrSlip rental is per foot per daybrbrLiability insurance required to use a slipbrbrDock reservations require a confirmed unit reservationbrbrFor trailer parking, lift/launch services, and extra vehicle parking, we recommend Key Largo Boatyard & Storage, located less than half a mile from the resort (additional fees apply).brbrAdditional Details & Guest InformationbrbrFree private parking for 2 registered vehiclesbrbrHigh-speed internet and cable includedbrbrMaximum occupancy of 8 guests and 2 vehicles allowedbrbrOne-time resort fee of $95 per reservation (not per guest)brbrJust Bring the VibesbrbrNo need to overpack, we’ve got you covered. Each bathroom is stocked with shampoo, conditioner, and body wash, and the kitchen has a starter supply of coffee and tea ready to go. You’ll also find eight beach towels for your adventures in the sun, and in the master suite, we’ve added a little extra luxury with two plush terrycloth robes waiting for you. Just bring your flip-flops and favorite swimsuit, we’ll handle the rest.brbrWhy Book With Us brbrWhether you’re planning a family vacation, a long overdue getaway, a bachelorette celebration, or a romantic escape, The Casanova Key at Mariner’s Club is the perfect setting to make it unforgettable.brbrBooking directly with us — the actual owners — means your stay is personal, straightforward, and exactly what you expect. You’re not dealing with a local rental company that adds extra fees or swaps you into a different unit upon arrival. What you see here is exactly what you’ll get — the very home in these photos, cared for and maintained by us to make sure every detail is just right.brbrThis is not your average rental. From the private rooftop terrace to resort pools and open, comfortable spaces, everything is designed to make your time here effortless and memorable.brbrWe can’t wait to host you at The Casanova Key and give you a stay worth talking about long after your tan fades.brbrHave Questions Just Ask. brbrIf there’s anything we haven’t mentioned that would make your stay even better, let us know. Chances are, we’ve already thought of it or have it ready to go. We’re always here to make your Casanova Key vacation nothing short of magnificent.brbrNow stop scrolling and start packing. We saved you the best spot in Key Largo! :)

NEW! 4-Story Villa in Marina Resort with Private Rooftop, 2 pools and Hot tubs

Key Largo, Florida, United States

Bed

Bath

Sleeps

$510.13

Nestled within the breathtaking Florida Keys, this charming property in Key Largo offers an idyllic retreat on the tranquil Bayside, granting easy ocean access and mesmerizing water views. Surrounded by an array of delectable restaurants within walking distance, it ensures a seamless culinary experience. Moreover, the nearby John Pennekamp State Park presents captivating walking trails, immersing residents in the natural beauty of the area. Additionally, the convenience of charter boats within a mile ensures effortless exploration of the sparkling blue waters, making this property an ideal haven for both relaxation and adventure. With years of renting experience and outstanding reviews, rest assured of an unforgettable and delightful stay. The recent updates and thorough servicing throughout the property ensure a modern and hassle-free experience, allowing you to immerse yourself fully in the tranquility of this coastal haven. House just apprised at 2.2 million.

3Bd 3 baths 75 dock. Bay & Ocean access, Walking distance to John Penney camp

Key Largo, Florida, United States

Bed

Bath

Sleeps

$232.76

28 DAY MINIMUM . THIS 1300 SQUARE FT. WATERFRONT HOUSE IS ALOT OF FUN AND FULL OF COLOR! LARGE BACK WATERFRONT DECK, TIKI HUT , LARGE SEPARATE, DETACHED SCREENED IN PATIO DINING WITH 64 INCH OUTDOOR TELEVISION. 4 BEDROOMS , ALL TILED ,NO CARPET . THREE BATHS AND LARGE ENOUGH FOR 6 ADULTS AND TWO CHILDREN. SEPARATE OUTDOOR, LAUNDRY ROOM . LARGE DOCK FOR YOUR BOAT AND LARGE FISH CLEAN STATION . NO STAIRS JUST 5 STEPS! BAYSIDE , 3 MINUTES BY BOAT TO THE BAY, AND 15 MINUTES TO JOHN PENNEKAMP . CLOSE TO BACK COUNTRY AND ATLANTIC FOR GREAT FISHING . NORTH END OF KEY LARGO MEANS NO TRAFFIC ! THIS HOUSE IS ON A QUIET CUL-DE-SAC WITH GREAT NEIGHBORS ALLOWING YOU AND YOUR GUESTS A PEACEFUL AND FUN TIME !

KEY LARGO RELAXATION STATION !!!

Key Largo, Florida, United States

Bed

Bath

8

Sleeps

$720.58

Sprawling waterfront home with private pool, dock, pool table, grill, & W/D. brExperience Key Largo by booking “The Salt Life”! Nestled alongside the water, your vacation will be shrouded in sunshine and hugged by the sea breeze.brLocated on Black Water Sound Bay, making it conveniently close to the best waterfront dining in Key Largo. brSpend your days in the heated pool, swaying in the relaxing hammock. Your home away from home in Key Largo with 4 bedrooms. This terrific house features 2 king beds, 1 queen bed, and 1 bunk bed, perfect for families or groups of friends. With 4 bathrooms equipped with showers and hair dryers, you'll have all the comforts you need. The living room even has a cozy sofa bed for extra guests. Come experience the cool and serene atmosphere of this Key Largo retreat. We look forward to welcoming you to our place.

Modern 4 bedroom Keys home “Salt Life” with a pool. This home is on the Canal.

Key Largo, Florida, United States

Bed

Bath

10

Sleeps

$301.6

To see a 360 degree 3D walkthrough of this property copy and paste the link below:-br https://my.matterport.com/show/ m=ZyqEkMvN2Pybrbr Drift off to sleep with the soothing sound of lapping water right outside your bedroom in this beautifully updated open-water townhome. As an end-unit, two-story retreat, it’s the perfect blend of laid-back R&R and active adventure—with your very own 35’ boat slip just steps away.br Fire up the grill, kick back on a screened patio, and toast the sunset with your fresh catch of the day—or meet new friends for happy hour at the local “Martini dock.”br Inside, the two-bedroom, two-and-a-half-bath townhome sleeps six comfortably, with cozy furnishings, fresh linens, a fully equipped kitchen, and even a washer and dryer to keep things easy.br The fun continues at Buttonwood Bay: three sparkling climate-controlled pools, a dozen pickleball courts, tennis, basketball, a waterfront fitness center and even a sauna. There’s a rare (for the Keys), natural beach plus shaded picnic spots perfect for watching dolphins, manatees, and colorful birds.br Stock up for your boat trip at the on-site marina store (ice cream included!) before heading out to the backcountry or reef. And when you’re not on the water There’s a library for quiet moments—or foosball and table tennis for not-so-quiet ones.br All in all, this is the kind of place where vacation feels easy, neighbors feel like friends, and every day can be as relaxed—or as adventurous—as you want it to be. We'd love to welcome you to our 42 acre, security-gated community just an hour from Miami but worlds apart.

Buttonwood Bay. Updated Open Water Townhome With Endless Views to Die For!

Key Largo, Florida, United States

Bed

Bath

Sleeps

$400.61

Beautiful new 2-Story home with balcony patio. Perfect to do some grilling and feel the salt in the air.brHome was finalized at the end of January.brIt has a beautiful private pool and spa with jets in the backyard. brA gorgeous sea-themed 3 bedroom, 2 bathroom with a spacious living space in the heart of Key Largo.br brComes with beach access and access to two ramps. brbrWe also have pontoon boat and golf cart rentals. We have one camera on the property facing the entrance of the property. Does not face any private or leisure spots.

GORGEOUS SEA THEMED 2 STORY HOME W/ PRIVATE POOL AND BEACH ACCESS

Key Largo, Florida, United States