3 BR | 2.5 BA | Sleeps 8 | Quick View
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About this property
VRE 19-31 Your only regret will be your stay is not longer... Sleeps 8 ~ Mariners Club Resort and Marina is one of the finest condominium properties in all of The Florida Keys. A gated, oceanfront community with a deep-water marina and direct ocean access for world-class diving and fishing adventure ...
Property Type
Key Largo Condo
3 BR | 3.5 BA | Sleeps 8 | Quick View
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VRE 20-42 Sleep 6 in this elegant townhome! (Max occupancy 8) Designer furnishings and upgrades make this luxury, three-story townhouse with over 2200 sq of living space the perfect home-away-from-home for even the most particular traveler. Enter via one of the two ground floor entrances. ...
Property Type
Key Largo Condo
Lovely property. We liked the fact that this property offered three bedrooms with king beds and three private bathrooms. There was a large common space to cook, play games and relax. The pool was large ...
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About this property
Sun Kissed you’ll be during your stay at this wonderful home on Ramrod Key!This newly remodeled, tastefully decorated home offers both comfort and style for sun worshippers and fishermen alike. The two bedrooms and two baths have all new comfortable beds, bedding and linens. The living room ...
Property Type
Summerland Key House
3 BR | 2.5 BA | Sleeps 8 | Quick View
Distance to beach: 50 yards to Private sunning beaches at Anglers
Key Amenities
About this property
SAVE VRBO's $500-600 Booking fee!!Welcome to Anglers Reef, a very special community of vacation homes. And to Anglers Reef 140's OceanFRONT location with its unique UNOBSTRUCTED OCEAN VIEWS FROM EVERY ROOM and spacious wraparound decks!Boat slip is optionally available for $375/wk, Christmas ...
Property Type
Islamorada House
Key Amenities
About this property
Florida Keys Vacation Rentals – Need a private space to call home during your sunny stay in the Florida Keys? Conchy Joe’s is the place! This beautiful home has 3 bedrooms and 2 bathrooms. The interior is fully furnished and decorated in Florida Keys fashion with plenty of space for friends ...
Property Type
Cudjoe Key House
Always enjoy our stays in Keys when we find such a lovely place to have family come to join us. Some homes have a great location some have great amenities, but finding one like this, that has both is ...
2 BR | 2 BA | Sleeps 6 | Quick View
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VRE 21-29 Ocean View, Ocean Breezes! 2 bedroom 2 bath Complete renovation inspired by the homeowner's love of clean lines and cool, coastal colors. From the moment you enter this upgraded, 2 bedroom, 2 bath condo on the 4th floor, you can easily see why this is a popular choice for the well-traveled ...
Property Type
Tavernier Condo
3 BR | 3 BA | Sleeps 8 | Quick View
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3 bedroom townhouse with marina view and garage! Perfectly located along the picture perfect marina front overlooking the beautifully landscaped gardens of Mariners Club Key Largo. Experience resort-style accommodation for the perfect family or group getaway in townhouse 207, Mariners Club. This tri-level, ...
Property Type
Key Largo Condo
Key Amenities
About this property
Newly renovated cottage with million dollar oceanfront views. The beautiful in ground pool will give the serenity you need for a relaxing escape.
Property Type
Ramrod Key Cottage
Very quiet location. The pool is very nice with a million dollar view. Prefect place for two of you to relax and chill out at the pool. This place is in a great location and has everything you will need ...
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 7 miles to Bahia Honda State Park
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About this property
This newly remodeled home is cozy, yet spacious.This open concept, single family home is located on a canal and just a few seconds from the ocean. Fully furnished with Keys-inspired touches, this home comfortably sleeps 6 people with 3 bedrooms and 2 bathrooms.Spend the day at Bahia Honda State ...
Property Type
Big Pine Key House
We stayed in the rental for February and March of 2024 and loved it.Very quiet with friendly neighbors.Wonderful outside area and perfect boating with easy access to the ocean or gulf.Already have our reservation ...
2 BR | 2 BA | Sleeps 4 | Quick View
Distance to beach: 0.2 miles to Cabana Beach Club
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This is a large stilted duplex located in a tropical paradise. The water view property is located on the island City of Key Colony Beach in the Middle Keys (near Marathon). This is a canal-front unit with a 37.5 step down concrete dock with quick easy access to ocean. Dock comes with ladder access and ...
Property Type
Key Colony Beach House
The place is beautiful, spotless on arrival, and I made sure it was spotless when I left. The entire time I was at your property an old late 80's song by David Lee Roth kept running through my mind -"This ...
3 BR | 3 BA | Sleeps 8 | Quick View
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About this property
VRE 19-47 Sleeps 8! FREE WiFi! Fabulous view! Updated and upgraded! Welcome to this elegant island townhome in Mariner's Club, Key Largo's premier resort. Updated and upgraded!This is a vacation home to dream about year-after-year with views of the clear blue waters, sunny skies and ...
Property Type
Key Largo Condo
3 BR | 2.5 BA | Sleeps 6 | Quick View
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VRE 20-53 Bay View 3 bedroom, 2 1/2 bath. 7-night minimum stay requirement. This fully renovated bay front end-unit condo in Moon Bay has been reconfigured to allow for each bedroom to have its own ensuite bath. Enjoy sparkling views of the bay from the expanded living and dining room. The ...
Property Type
Key Largo Condo
Key Amenities
About this property
THE MAD MAHI is a beautiful water-front 1 bedroom / 1 bathroom condo with a full kitchen, private balcony, pool, Tiki Bar, restaurant, boat ramp, trailer parking and boat slips on site! It is located in the heart of Marathon close to everything. Sombrero Beach, Docksides Bar & Grill, Publix, Walgreens ...
Property Type
Marathon Condo
Key Amenities
About this property
A get away to "Our Island Thing" will be unforgettable vacation for everyone. Huge 1,900 square-foot house with lots of room for the whole family and kids. Four bedrooms and two bathrooms, this two level concrete home is roomy and airy.The second floor has a huge kitchen, living and dining ...
Property Type
Big Pine Key House
4 BR | 3 BA | Sleeps 10 | Quick View
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About this property
"We have stayed at a ton of Airbnb’s over the last 5 years and if there was a way to give this one more than 5 stars, we would!" - BethnySet your compass for Captain's Quarters, your tropical paradise nestled in Marathon. Minutes from the shores of Sombrero Beach, this 4BR/3BA ...
Property Type
Marathon House
3 BR | 2 BA | Sleeps 6 | Quick View
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About this property
Escape to paradise in the fabulous Florida Keys at Futura Yacht Club. This property is a private gated community with a 65 slip deep water marina. This tropical waterfront community offers world class fishing and diving, 2 lighted tennis courts, pickleball, heated pool, private beach, and dockage for ...
Property Type
Islamorada Condo
Perfect location. Everything is close by. Even trips south and even to Key West are no big deal we drove in from North Carolina and we went everywhere. What a great property too our guests who wanted to ...
Key Amenities
About this property
Water front upstairs Duplex with 38 feet of deep water Dockage ,minutes from open Ocean. two bedroom and 3.5 bath house plus living room with two sofas beds completely renovated, centrally located in prestigious Port Largo Neighborhood, minutes from all water activities imaginable. Enjoy Deep Sea Fishing, ...
Property Type
Key Largo House
Key Amenities
About this property
Welcome to the “Sailfish House” at Tarpon Point!Soak up the sun and take in the spectacular views at this opulent 4 bedroom, 4 bath home located in the private community of Tarpon Point. Accommodating up to eight adults, this impressive home makes it easy to both entertain and unwind with ...
Property Type
Islamorada House
Key Amenities
About this property
Enjoy the ultimate peace and quiet offered on Big Torch Key. Located just 5 miles off the Overseas Highway. This pristine area is a true treasure of the lower Keys. This home is nicely remodeled and boasts large spacious room and comfortable furnishing.The shady screened porch overlooks the crystal ...
Property Type
Summerland Key House
4 BR | 2.5 BA | Sleeps 8 | Quick View
Distance to beach: 3 miles to Founder Park
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About this property
Welcome to Villa Morada!This beautifully updated 4 bedroom and 2.5 bath resort-like home is nestled in one of Plantation Keys most desirable neighborhoods. With one king bedroom and three queen bedrooms, Villa Morada can comfortably accommodate up to eight guests.Entering the home, you will immediately ...
Property Type
Tavernier House
Key Amenities
About this property
Enjoy the ocean views from this beautifully appointed condo in the exclusive Key West Beach Club.This two-bedroom, two and half-bath waterfront condo that has been newly renovated with casual furnishing and all the comforts of home: central air conditioning, cable TV, washer/dryer, Wi-Fi, and a fully-equipped ...
Property Type
Key West Condo
Key Amenities
About this property
A relaxing executives delight -High-end Estate overlooking tranquil 'Bonefish Flats' in picturesque Marathon. Designer decorated with contemporary colors, loads of fine architectural details, Crema Marfil marble, Granite, Hardwood floors, open air porches and balconies. This is a superb, secluded ...
Property Type
Marathon Estate
Second time and we will return. Mar Azul is everything you'd expect from an upscale, secluded, ocean accessible home! The pool (floating on an inflatable mattress) is our happy place, gazing at the fabulous ...
7 BR | 5.5 BA | Sleeps 14 | Quick View
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Minimum 28-day rental. NO, this is NOT available to rent for fewer than 28 nights. Please don't ask.Breathtaking property located on desirable Summerland Key right on the ocean. There are three structures on the property....two large cottages (each two-bedroom) and a main house overlooking the ...
Property Type
Summerland Key House
This is an incredible find! If you’re interested in this property, do not hesitate! In almost 30 years of traveling at least 15 times to Florida, this is by far the nicest place we’ve stayed. Whether ...
Key Amenities
About this property
Come stay at this heavenly oasis. Pull up to a fully fenced 2 bedroom, 2 bathroom Florida Keys home. The front parking area provides parking for you AND your guests. In addition, there is plenty of space to park your water toys on the 60’ of dockage.The home offers beautfiul, vaulted wood ceilings ...
Property Type
Cudjoe Key House
Key Amenities
About this property
NEW swimming pool!The Coral House is a prime destination spot for a great Florida Keys vacation! Conveniently located on Ramrod Key, mile marker 27. Close to all the choice restaurants and services that the Florida Keys have to offer.This home is beautifully decorated in island style with attention ...
Property Type
Ramrod Key House
Key Amenities
About this property
Great location to discover Florida keys! Minutes from John Pennekamp and many restaurants. Enjoy views from screened in terrace and huge patio. Watch the boats drive by from the comfort of your sofa. Spectacular water front sunsets!
Property Type
Key Largo House
Key Amenities
About this property
Enjoy breathtaking views of ISLAND TIME PARADISE (our nickname) in Big Pine Key. Its our spacious 3 bedroom 2 bathroom ISLAND TIME PARADISE HOUSE that will accommodate a total of 8 people. You will see it as the perfect blend of tranquil beach living and modern convenience. This home is the ideal place ...
Property Type
Big Pine Key House
Loved staying at this home! Very comfortable! Owners were great to work with and extremely easy to work with! Got our security deposit back within a good time frame! I have no complaints except for the ...
2 BR | 2.5 BA | Sleeps 6 | Quick View
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Baja Breeze , a freshly updated, family-friendly, resort-style villa in the of the Keys.Please save Baja Breeze by clicking on the heart in the top right hand corner, this will help you find it again and share with others!Waterfront canal view Gated Resort Area Private spa pool Halfway ...
Property Type
Duck Key Villa
Great venue, great area, one fault to spend time in. Definitely recommended for nice little getaway, a family or friends
Key Amenities
About this property
Southern Diversion Estate Key Largo - Brand New private gated 1 acre estate on the ocean with private beach, tiki hut , tropical private pool and 105ft of deepwater dockage. Great location just 8 minutes from The Ocean Reef Club. Docks provide up to 100amp service and water. There is a deepwater channel ...
Property Type
Key Largo Estate
This is a great house. Lots of room for 6 adults and 6 youth age 12-6! The caretaker Joe was super helpful! Everything was perfect!
Key Amenities
About this property
It’s always 5 O’Clock here at this wonderful Florida Keys vacation spot. Start your day off with refreshing Mimosas or Bloody Marys as you enjoy sitting out on the screened porch overlooking the nice boating canal.The interior is nicely decorated in tropical island style with lovely accents ...
Property Type
Cudjoe Key House
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Our waterfront, single-family home, affectionately named “Turtle Cove”, offers 3 bedrooms, 2 baths, and an 80 ft seawall with quick ocean access! This tastefully furnished Keys home is located on a quiet side street in a residential neighborhood on the Atlantic side of the Island, just 5 houses ...
Property Type
Marathon House
House was clean, pool area great, any small issues we encountered dealt with promptly. Close to everything needed.
Key Amenities
About this property
Aaarrrghhhhhhh MATEY! Florida Keys Vacation Rentals – Looking for a perfect sunny get away in the beautiful Florida Keys? Blackbeard’s Bounty is just the place for you and your guests!This tropical oasis is located on Little Torch Key and is only 28 miles from Key West. Situated on a wide ...
Property Type
Little Torch Key House
Great location for boating/Fishing Agua Azul is an amazing place great home to relax and chill out family had a amazing time
Key Amenities
About this property
Our home is a unique tropical paradise in Key Largo. Our kids named it Manatee Corner for the friendly visiting Manatees. It’s a three-story duplex, open concept with a wrap around balcony. We are blessed with a canal that opens to the Atlantic Ocean providing direct access to the most incredible ...
Property Type
Key Largo House
I have been renting in Key Largo for 10 years The unit I had rented became unavailable. This unit had all items needed and if there was something else I need the owner took care of it right away. The ...
5 BR | 4 BA | Sleeps 12 | Quick View
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Pineapple Tides, located at "The Tides at Vaca Cut" (Unit #8), is a new 5 bedroom 4 bath home with a private pool and boat slip!Perfectly situated on the water with stunning views, sunrise and sunset colors, and direct quick access to both the Atlantic Ocean and the Gulf of Mexico via Vaca ...
Property Type
Marathon House
3 BR | 2.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
VRE 19-33 Mariner`s Club Resort ~ Out your door and onto your boat! ~ FREE Wifi! FREE NIGHT with 7-night stay until June 30, 2023! Call NOW to book!Instantly feel the warm island spirit greet you when you enter this elegant ground floor villa in Mariner's Club Marina and Residences.A ...
Property Type
Key Largo Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
This condo is located in a tropical paradise overlooking the fabulous Florida Bay in idyllic Islamorada in Futura Yacht Club. FYC is a private 70-unit, gated community with a 53-slip marina and accommodations available for that tranquil tropical getaway you've always imagined. This condo offers ...
Property Type
Islamorada Condo
We have been searching for a unit in this area and found this. Islamorada has many restaurants, from fast food to white tablecloths, from waterfront dining to sports bars.
6 BR | 5 BA | Sleeps 14 | Quick View
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Welcome to Caribee Beach House!This estate is the perfect mix of old school Islamorada combined with present-day, stylish luxuries. This hidden gem is a special slice of heaven, nestled in downtown Islamorada, boasting with 200 feet of exclusive water frontage, 100’ dock, and fabulous views ...
Property Type
Islamorada House
Key Amenities
About this property
The apartment is in a house on the canal and across from the beach with beach access. It is situated on the ground floor of a two storey Keys house where you would be the only residents. All the amenities would be yours and you would have space, tranquility and privacy in the tropically planted landscape. ...
Property Type
Islamorada Apartment
This is the perfect apartment for one couple. Wonderful location on the oceanside with ocean views across the street. Has a great dock for your boat with great ocean access. Fish cleaning table is under ...
4 BR | 4.5 BA | Sleeps 12 | Quick View
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About this property
Feel the joy of living on a truly beach home. Snorkel, dive, swim, kayak or paddle board - all from the pristine Atlantic Ocean waters of your own back yard.The ultimate beach house - new construction - exquisitely designed with attention to details, this beach getaway features 4 bedrooms and ...
Property Type
Key Largo House
Key Amenities
About this property
Greetings from Captain's Quarters! Located on Plantation Key (Mile Marker 90), this beautifully updated five bedroom and four bathroom canal-front home offers a resort-like experience.The main living area, located on the second floor, includes three bedrooms, two full bathrooms, comfortable open ...
Property Type
Tavernier House
Key Amenities
About this property
Tropically furnished condominium with amazing views of the Gulf of Mexico, located at the Futura Yacht Club in the Village of Islamorada. Futura Yacht Club is a gated community located on the Gulf of Mexico and consisting of 70 units. Enjoy your morning coffee, watching the boats go out. Relax, ...
Property Type
Islamorada Condo
Fantastic host. fantastic location, fatastic accomodations! Looking forward to returning in 2022. Thank you Susan
Key Amenities
About this property
Welcome to Paradise Palms!Located on a cul-de-sac in the charming city of Islamorada, this beautifully- appointed five-bedroom, four and a half-bath home serves as an excellent setting for your tropical getaway. Ideally located in Islamorada on Lower Matecumbe Key, you will have convenient access ...
Property Type
Islamorada House
6 BR | 4 BA | Sleeps 12 | Quick View
Distance to beach: 0.5 miles to Port Antigua Private Beach
Key Amenities
About this property
This recently renovated property enjoys 6 bedrooms, 4 bathrooms and separate kitchens, living rooms and laundry facilities. It shares an ocean facing veranda with 2 dual gas grills and multiple seating and lounging areas. It has ample offstreet parking for vehicles and trailers. The Admiral on the Cove ...
Property Type
Islamorada Townhome
We enjoyed our stay at this beautifully furnished and well stocked house. George and Bonnie responded quickly to any questions that we had. The separate living areas allowed us to enjoy family and friends ...
Key Amenities
About this property
Welcome to “At The Sandbar!”This newly built oceanside villa in Islamorada is a wonderful choice for those seeking a serene retreat and an opportunity to immerse themselves in the relaxed nature of the Florida Keys. Situated within the Peaceful Palms community on Windley Key, this three-bedroom, ...
Property Type
Islamorada Villa
Key Amenities
About this property
Gorgeous views over Largo Sound in Key Largo Florida. You will be very comfortable in the 2 bedroom 1 bath home with brand new bathroom and updated kitchen. The kitchen has all you need to prepare meals and prepare your favorite frozen drinks, all appliances are brand new. Nautical decor gets in the beachy ...
Property Type
Key Largo House
We loved the house! It had everything we needed! It is close to all activities & right across the road from the sound! The outdoor deck was a great place for kicking back for happy hour! We'll be back!!
2 BR | 1.5 BA | Sleeps 4 | Quick View
Distance to beach: 0.5 miles to Anne Beach
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About this property
Island Conch Cottage A quaint ground level conch style cottage located at the end of a private street in a very quiet setting. Cottage and grounds have privacy fence and gate. The grounds are displayed as a sand beach setting. This property has 60’ of canal frontage located on an extra wide canal ...
Property Type
Lower Matecumbe Key House
This is my fourth year visiting Islamorada. Something that I look forward to each year. And every year I book this Cottage , I won't stay anywhere else!! It's always clean. If there is anything you need ...
Key Amenities
About this property
Swim. Sleep. Repeat., at Manatee Manor. This 3-bedroom, 2.5-bath home on Plantation Key has something for everyone. Enjoy a drink by the tiki bar, rack ‘em up at the billiard table, or soak up some vitamin D next to the pool. With an entrance just off the carport, the downstairs offers a comfortable ...
Property Type
Tavernier House
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Play all day in Key Largo! If you like fishing, snorkeling, diving, kayaking, paddle boarding, wakeboarding, and nature, you can do it all here at Easy Livin’! Bayfront home on open water with dock and private ramp. Love fishing? House is close to Flats, Backcountry, Reefs and Offshore. Dock your ...
Property Type
Key Largo House
What a fantastic place to stay, truly a slice of paradise. It's tucked away from all the traffic and people in a quiet corner of a neighborhood, right on blackwater sound (bay-side), but still walking distance ...
2 BR | 1.5 BA | Sleeps 4 | Quick View
Distance to beach: 3 miles to Sombrero Beach
Key Amenities
About this property
Welcome to DragonFly Lite our home in Marathon, FL in the heart of the beautiful Florida Keys, the house has 2 bedrooms a Queen in the master and 2 twins in the guest room, one bathroom + our outdoor shower, all the towels you will need for the pool or beach (please leave the sand outside). It’s ...
Property Type
Marathon House
Though Dragonfly Lite would be a marvelous place to vacation anytime, it proved especially so in a global pandemic. We had everything we needed right there on property. The pool is pristine, the home was ...
3 BR | 2 BA | Sleeps 8 | Quick View
Distance to beach: 3 miles to Sombrero Beach
Key Amenities
About this property
Want to check in on a Tuesday and leave on Tuesday? We can be flexible with your check in day! Still 7 night minimum required.This spacious 3-bedroom, 2-bathroom single-family vacation home, that we lovingly call the SEAHORSE, is great for entertaining! The open living and kitchen/dining area allow ...
Property Type
Marathon House
