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PROPERTY NAME: Twice the Charm 214 S. Ocean Shores Dr, Key LargoLOCATION: Oceanside Canal Front HomeMINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 98.5DETAILS: "Twice the Charm" is a gorgeous newly remodeled single family...
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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...
Featured review
Nice condo in Key Largo. Owner very responsive. Beds comfortable. Would rent again, for sure. Close to a lot of restaurants & stores.
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Tom's Oceanfront PenthouseExperience coastal luxury at Tom's Oceanfront Penthouse, a stunning 3-bedroom, 2-bathroom unit ideally located in a prime spot within the complex. Just steps from the elevator, this expansive 2,000 sq. ft. penthouse offers the ultimate in comfort and convenience,...
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We went to Key West to attend my nephew's high school graduation. People extremely hospitable and easy to work with to reserve the condo. Comfortably fit 5 adults. The room, views, and landscaping are beautiful!...
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Hi, nice to meet you!!! If you like to be somewhere surrounded by a magnificent peace and balance, fresh, organized and a very clean home, "you just found it". You will be happy to go out in the boat and come back to a relaxing home to enjoy the rest of the day with family or friends with...
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Beautiful house in Big Pine Key, Fl on the water. Bring your boat and have it in the water in the back of the house. Comes with everything needed for your amazing stay. There is an ice maker for your use as well. Also you are only 30 miles away from the world famous Key West.
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Sunrise Breeze is located on the third floor of building number five which is the premier building due to its location within Ocean Pointe. Building five is the closest to the marina, the beach, popular gazebo on the ocean, the restaurant/bar and pool.Our spacious and well-appointed condo in building...
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PROPERTY NAME: Moon Bay A410 104350 Overseas Highway, Key Largo, FloridaLOCATION: Bayfront CondominiumMINIMUM STAY: WeeklyMILE MARKER: 104.3DETAILS: This 4th floor end unit in one of Key Largo's finest bay front condominium complexes offers a beautiful view of the Florida Bay and...
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Welcome to Paradise Blue....a true slice of paradise on Little Torch Key! This private retreat sits on 2 lots with the house on one and the in-ground pool on the other. The lush landscaping provides tons of privacy and truly makes you feel like you're on your own secluded island!Enjoy the day...
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Charming Pool Cottage in the Heart of Old Town Key WestPerfectly situated in historic Old Town Key West, this quaint and inviting pool cottage offers the ideal island escape for a couple, with room for occasional guests. Thoughtfully decorated and impeccably maintained, the home features a newly renovated...
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Spacious 3-story home with private pool, non-heated jacuzzi, terraces, and bright open living spaces.Perfect for long stays, with a full kitchen, fast WiFi, multiple lounge areas, and a quiet backyard. Great location in Key Largo -minutes from Pennekamp Park, nature trails, beaches, marinas and great...
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The name says it all, find your dream vacation home at Million Dollar View! Located on Big Pine Key, this perfectly placed piece of paradise sits on a convenient corner lot, providing ample space for boats, and some of the fastest access to water you can get anywhere in the Keys! When you aren’t...
Distance to beach: 0.5 miles to Key Colony Cabana Club Beach
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Beautiful 2-story half duplex home on wide canal with boat slip. Sleeps 10 comfortably. 4 bedrooms, bathrooms and lower-level family room with mini kitchen make this a great place for multiple families to have private space or gather together.Plenty of parking for boat trailer and multiple vehicles,...
Featured review
INTERESTING LOCATION on an active canal in Key Colony Beach…Lots of space and privacy for a group of eight.Can accommodate ten.Good parking and boat accommodation.GARAGE WITH TONS OF STORAGE AND SECURITY..private...
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Beautiful top floor ocean front 2 bedroom 2 bath condo at La Brisa in Key West. The property has a queen bed in each bedroom and the master has an en suite bathroom. Totally renovated Kitchen and a balcony with amazing Sunrise Views across Smathers Beach. The living room has a flat screen smart TV...
Featured review
Very thing was good the condo was perfect and the pool was great the parking was close to the elevator
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The Conch House is a very special little piece of paradise located at mile marker 28.5 on Little Torch Key. You can dock your boat right in your own front yard!! It sits on the open water on Pine Channel on the Gulf side of the Keys. The newly constructed cement L shaped dock can accommodate up to a 32’...
Featured review
House was great, nice layout, pool and view. We had a wonderful time. I would have liked a dock to fish in deeper water from, more reeks and grass beds here. Beautiful though, great host
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***We are taking the recommended steps as presented by the Center for Disease Control and Prevention (CDC) for cleaning, disinfecting, and preparing this home for your arrival. We are following the protocols laid out by the CDC and using the EPA-approved disinfectants for Hard (non-porous) Surfaces, Soft...
Featured review
Nice house. Owner was super great to work with. nice pool. road is a little tight for boat and trailer.
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Summerland Escape lives up to the name in every possible way! This oceanfront property offers 2 bedrooms, 2 bathrooms, beautiful living room and dining areas with spectacular ocean views. The well-appointed open concept kitchen with all stainless appliances offers plenty of space for relaxing or entertaining....
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Must See Stunning 3095 Sq. Ft 4/4 SFH on ground level with pool, 45 ft of dockage, outdoor kitchen and access to the ocean by boat.This gorgeous property features an open floor plan with elegant furnishings, state of the art kitchen with Viking appliances and an induction cooktop, quartz countertops,...
Featured review
⭐⭐⭐⭐⭐We had an amazing stay at Sunny Daze! My husband, our kids, and I absolutely loved this house. It was spotless, spacious, and had everything we needed for a relaxing family vacation....
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With thoughtful and creative touches, both inside and out, mixed with a keen attention to the smallest of details, this oceanfront condo exudes a breezy sense of magic, whimsy and laid back Florida Keys style.The Space Upon entering the home you’ll be greeted by the blue-green colors of the...
Distance to beach: 10 miles to Bahia Honda, Key West
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Wonderful, pet-friendly and beautifully decorated 3/2 home on the water that's perfect for a vacation or simply relaxation. It's located on beautiful Cudjoe Gardens with direct ocean access. There's a marina within walking or rowing distance. Check out the nearby Marvin Key video.Summary: •...
Featured review
My husband and myself along with another couple rented this property for 28 days in September 2022. The home is clean, very comfortable and nice. There is a canal at the house which we used to dock 2 boats...
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PROPERTY NAME: Mango House 81212 Old Highway Islamorada, FloridaLocation: Ocean side located on the Old Road by Green Turtle RestaurantMINIMUM: 28 Days, All stays must be the whole month (s), No Partial Months AllowedMile Marker : 81Details: This home is absolutely beautiful with Keys...
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This Cudjoe Key home is neat as a pin with all the comforts of home. Bright and shiny kitchen with everything you may need to create wonderful get together. The large comfortable living room has plenty of seating including recliners in the sofa and loveseat. Laminate hardwood floors throughout. 3 large...
Featured review
We thoroughly enjoyed our stay at Palmetto Retreat. The home was spotless and had all the amenities we needed. A couple of menial things didn't work, and Christine (Rudy) took prompt care of them while...
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Villa, 4 Bed + Convertible bed(s), 3.5 Baths (Sleeps 6 - 10), Free Secure WiFi! An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Reef. The property is located in Rock Harbor's most upscale neighborhood. The area has the distinction...
Featured review
This was a great location to celebrate my husband's 60th birthday with our adult children and significant others. The condo was conveniently located in Key Largo and the grounds were well maintained and...
Distance to beach: 0.9 miles to Founders Park
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Oceanfront gated community. Offers pool overlooking the ocean, pier which you can fish off of, clubhouse, sauna, exercise room, and very clean bathrooms by the pool. 2 Bed, 2 Bath. Master bedroom offers queen bed, sitting room, coffee, 50 inch smart tv, storage, master bath separate toilet. 2nd Bedroom...
Featured review
We spent a month in Sharon's condo (January 2025). Upon arrival we had everything we needed for the month! She goes above and beyond stocking the kitchen, cleaning supplies, pantry etc. The bedrooms are...
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PROPERTY NAME: Casa Azalea 263 Azalea Street Tavernier, FL 33070MMCasa Azalea is a welcoming Tavernier retreat that captures the easygoing charm of the Florida Keys, with water access, a relaxed single-level layout, and plenty of space for a laid-back getaway. This 2-bedroom, 2-bath home comfortably...
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Our Cancellation policy is: Cancellation: If you cancel your reservation in writing 90 days or more before your arrival, you will receive a full refund, less a cancellation fee of $25.00 and Administrative fee. If you cancel less than 90 days before arrival, your payment and any prepaid rent will be...
Featured review
We came down from Ohio to get away from the cold weather and had a wonderful time in fandango! We really enjoyed the kayaks, the swimming pool and the hot tub! The house had a wonderful kitchen , hot tub...
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Clean, Tropical 3/2 on open canal in quiet residential neighborhood on a cul-de-sac. House is on Gulfside with quick access to Miles Channel Bridge towards ocean or bayside. 50’ concrete dock with fish cleaning station.Master Bedroom has a queen size bed, shower and indoor jacuzzi tub. Second...
Featured review
Alex and I had a wonderful time in your beautiful home. Loved eating dinners (breakfast and lunch too!) sitting outside. Peaceful and lovely. The storage room downstairs was perfect for storing all our...
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Relax amongst the tropical sights and sounds in this charming ocean front condo.Ideal for couples, solo & budget travelers, Key West Road Trippers, Snowbirds, Sea-Foodies, Divers, Snorkelers & AnglersSEAS THE DAY - OR JUST RELAX - YOU'RE ON ISLAND TIME!The space With thoughtful and...
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This 3 bedroom/2.5 bath home is located in a quiet neighborhood on a deep canal with easy boating access to open water.The Master has a King bed, 2nd bedroom has a Queen. There is an extra sleeping area with a queen and twin bunk bed, 1/2 bath and outdoor enclosed shower. 2 beach bikes and 1 double...
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Tropical Paradise has been a popular and romantic vacation rental getaway since 2003. This house includes all the elements you need for an amazing vacation. There are kayaks for adventures, a dipping pool and private beach for relaxation, a floating dock for fishing and docking a boat, (up to 24'...
Featured review
The location was exactly what I had hoped. It was secluded, but close to everything. The water views were worth every penny!
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Welcome to the “Fish Camp,” a unique Summerland Cove/Key home with multi-family accommodations available. This is a super spacious three bedrooms and two bathrooms upstairs, and one bedroom, one bathroom and a full kitchen downstairs, with top-of-the line appliances! Definite “must see”...
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Welcome to Anglers Paradise, your waterfront escape in beautiful Marathon, Florida Keys! Located on a peaceful deep-water canal with quick access to the Atlantic Ocean, our cozy condo is the perfect destination for boating, fishing, diving, or simply relaxing in paradise.~ Bring Your Boat (BYOB)~ Guests...
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This beautiful, four-bedroom, three-bath house is conveniently located in the heart of Islamorada, the fishing capital of the world. Situated in a beautiful upscale neighborhood of all waterfront homes, the house is equipped with all the comforts of home. It is extra clean and modernly furnished.Upstairs...
Featured review
This was a perfect house! Easy and quick access to ocean and gulf, docked 35’ boat right at the house, large pool with hot tub, plenty of parking for vehicles and trailers, very clean, well stocked, tiki...
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An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Reef. The property is located in Rock Harbor's most upscale resort. The area has the distinction of being Key Largos newest oceanfront gated destination, with some of the most unique...
Featured review
The location, pool and setting were spectacular. The condo was clean and had everything we needed. Highly recommend.
Distance to beach: 0.1 miles to At Kawama Yacht Club
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Enjoy Key Largo - A Year Round Vacation Paradise *** Short Term Rentals Available**** * * NO PETS * * *NO PETS * * *NO PETS * * *. - the Associate does not permit renter's pets!!!* * * SPECIALS LISTED HERE WHEN AVAILABLE * * *RATES are based on Dates, Length of Stay and Number of...
Featured review
They are individually owned condos with different layouts. Ours was nice but don’t expect it to be a five star hotel, they’re family vacation homes. There are three pools and a playground. It has a...
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Tropical seclusion and privacy at its very best. Located just 15 miles from Key West. This luxury rental consists of 2 full suites. The first floor has a roomy living room, huge screen porch, queen sleeper sofa, bath and bedroom connected by an exterior staircase to the second floor. The second floor...
Featured review
I have not stayed there yet, but will gladly take $5 for this review. I hope is as nice as it its described
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This Lower Keys 6BR/4.5 getaway has a private boat basin and ramp, a pool, and a separate guest house with its own kitchen and living room. Relax in your outdoor oasis at the water's edge before heading out to scuba dive, shop, fish, or even embark on a lobstering adventure.Located on Pine Channel,...
Featured review
We have stayed here several times in the past and we had another amazing stay. The house is very spacious.
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Island Tropical Bungalow! This lovingly maintained, delightful and spacious 3/2 with large expanded porch and Boat ramp just crossing the street makes a great getaway. All utilities are included (water, power, wifi, tv) Large shed in back with laundry (washingmachine and dryer). Totally redone...
Distance to beach: 5 miles to Anne's Beach
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Welcome to The Nest Villa & Marina in the heart of beautiful IslamoradaNestled on a picturesque 1-acre lot overlooking the stunning Florida Bay in the Florida Keys, the Nest Villa offers a perfect blend of privacy and proximity. This exclusive residence is one of seven privately owned villas,...
Featured review
My 18 yr old son and I stayed here at the end of September and it was a fantastic trip!We have been going to the keys for 14 years several times a year. This unit is the cleanest we have ever seen!...
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Off the HookImagine your vacation in this stunning custom-built modern 3-bed, 3-bath pool home, "Off the Hook," on the edge of Marathon. This newly built Florida Keys retreat welcomes you with a striking foyer and floor-to-ceiling windows that blend indoor luxury with outdoor beauty.The...
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Our Cancellation policy is: Cancellation: If you cancel your reservation in writing 90 days or more before your arrival, you will receive a full refund, less a cancellation fee of $25.00 and Administrative fee. If you cancel less than 90 days before arrival, your payment and any prepaid rent will be...
Featured review
This property is about a half hour north of Key West....perfect for relaxing but close enough to go to town and enjoy the party and any boat trips you might want to take. We would consider renting it again....
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Spacious 2-Bedroom Condo with Ocean Views & Island ComfortsThis beautiful 2-bedroom, 2-bath condo offers a lovely view of the Atlantic Ocean and an extra-large floor plan with a slightly oversized private balcony—accessible from both bedrooms and the living room. It’s the perfect island...
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Atlantic Sunrise – 3BR/3BA Penthouse with Partial Ocean ViewWelcome to Atlantic Sunrise, the only 3-bedroom, 3-bath unit in the exclusive 1800 Atlantic complex. Spanning approximately 2,000 square feet, this spacious penthouse comfortably accommodates up to 8 guests, making it the perfect retreat...
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Florida Keys Vacation Rentals – Set sail for a glorious Florida Keys vacation at the Blue Marlin. Spacious and comfortable for 6 in this 3-bedroom 2 bath Little Torch Key home. Located down a private lane and overlooking the crystal blue waters of Pine channel, gulf side. All the rooms are spacious...
Distance to beach: 0.1 miles to Sombrero Beach
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Dreaming of that elusive Keys home with a incredible waterfront views, a private pool, a great beach, and a dock for your boat? Look no further... this newly built 2026 home on a gated Tingler Island might be just for you.Located just one block from Sombrero Beach (Trip Advisor Top 10 Beaches in N....
Featured review
This house is beautiful, spacious, and a great location. If you have a boat, the canal goes directly to the ocean in a few minutes. Accommodated our 10 family members very well. The kitchen and dining room...
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Inquire for monthly discounts.The happy house 339 at ghee mail. Quaint and charming home nestled in the Florida Keys. Secluded single family property with open water access. Private Dock, Beach, kayak launch area with kayaks and bikes available to use. Very private tranquil location. See manatees/fish...
Featured review
The house was comfortable and clean. Enjoyed the kayaks and the dock. Saw a Momma manatee with a baby on two occasions. Caught fish off the dock, nothing big enough to keep but very entertaining. Grocery...
Distance to beach: 0.3 miles to Sunset Park
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This beautiful, modern and stylish home is perfect for families and group vacations and boast 2 full kitchens.It features high quality and modern furniture and beds, a fully equipped kitchens, high-speed wireless internet and a private, heated pool.The Upper side has 3 bedrooms and 2 bathrooms,...
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PROPERTY NAME: Lyons Landing 105 Severino Dr., Islamorada, FloridaLOCATION: Bayside canal home located in the Venetian Shores CommunityMINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 86DETAILS: Exceptional VENETIAN SHORES single family...
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for more photos and info!!Serene and tranquil view of the canal in your backyard. Ample balcony with sitting area to enjoy your morning coffee. Short walking distance to a beautiful private beach “White Marlin Beach” approximately one block or less away. The unit is located on the second...
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Enjoy our charming top floor condo at Ocean Pointe Suites with lush mangrove and peek a boo ocean views. Ideal for couples, families, solo & budget travelers, Key West Road Trippers, Snowbirds, Sea-foodies, Divers, Snorkelers & Anglers.You and your guests will be close to everything when...
Featured review
We absolutely loved our stay in Tavernier. The property was stunning, spotless, and affordable. It truly had everything you could want — beautiful surroundings, comfort, and thoughtful touches throughout....
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We have owned and rented this property for 20 years and have been coming to Seagulls Condominiums for over 40 years. The condo bathrooms and bedrooms have just been updated and the entire building has just finished a major upgrading and painting. If my pics don't import from vrbo 49422, then you...
Featured review
Classic art deco style building which was fully remodeled both inside and out. The owners are very responsible and have been doing this a long time.
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