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Distance to beach: 3 miles to Sombrero
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Plan your Marathon Trip - Stay at Manatee Cove-4BR/2BA vacation home. Pool with Spa, Tiki, Quick Atlantic access!Escape to the Florida Keys ~ Gorgeous 4BR/2BA Home on the Atlantic side of the canal in Marathon. Our home offers the best pool in our area; who can say no to a hot tub, pool, and bar stools...
Featured review
My family and I had a wonderful week here. The owner and property manager were both a pleasure to work with. Our favorite amenity was the pool and hot tub. We had plenty of space and all of the beds were...
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Adorable historical conch house 2 bdrm, 2 full bath on quiet street with all the modern day amenities & decor in convenient location, relax by your private heated/chilled pool surrounded by decking and palm trees. Enjoy your morning sitting on the front porch watching the breeze travel through the...
Featured review
Beautiful home on a quiet street and close to everything. No need for a car. You can walk or ride bikes to anywhere on the island. Outdoor area is just right for a group of six. Totally enjoyed the...
Distance to beach: 10 miles to Sombrero Beach
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Experience the ultimate Keys getaway in this spacious 3-bedroom, 3-bathroom home with a bonus room, perfect for families or groups. The downstairs features two comfortable rooms, a full bathroom, and a cozy living area. Upstairs, the open-concept main level boasts two more bedrooms, two bathrooms, and...
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Take it easy at this unique and tranquil getaway. Enjoy this well equipped 2 bedroom, 2 bath home. Enjoy beautiful sunsets. Fish, swim, tennis or snorkel while enjoying the bay view. close to some of the best restaurants and attractions in Islamorada. Walk to Founders Park to enjoy a beautiful beach,...
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Distance to beach: 0.3 miles to Anne's Beach
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Enjoy this modern and recently updated lagoon front 3 bed/3 bath single-family home on the Gulf side of Islamorada at MM 73.5, minutes from the Channel 2 and Channel 5 Bridges, offering immediate access to the oceanside of Lower Matecumbe Key. Dockage is available for up to a 35' boat, or use the...
Featured review
My family and I have had the pleasure of staying in this delightful home several times.This home is in an ideal location whether you launch your boat from their new dock or simply relax by the pool....
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Seaglass-Paradise on the Gulf is located in Marathon—the heart of the the beautiful Florida Keys. The Keys are a series of 40 islands connected by 40 bridges , off the southern most tip of Florida. The chain of islands extends 120 miles into the Atlantic Ocean and Gulf of Mexico. The area is famous...
Featured review
Really enjoyed our stay at Seaglass! Description was spot-on, lots of opportunity for fishing if that's your thing, unit was well stocked with cookware, kitchenware, supplies, etc. Lots of signage of what...
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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...
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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...
Featured review
This waterfront gem in the Keys felt like home and provides an unbeatable sunset view! The house beautiful and thoughtfully equipped with everything you could possibly need.The location couldn’t...
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Newly Remodeled 1 Bedroom 1 Bathroom unit, Marina, Pool, Paddle Boats, Kayaks, Tennis Courts, Bicycles. Fun and Sun. Great amenities, close to everything. Boat slips available on first come basis with fee.Outdoor bar b q grills, great Sunsets from the Dock. Fish from the Dock.
Featured review
Neat, clean and very comfortable condo for the two of us. The pool, gazebo, sheltered deck and marina provided a variety of areas to lounge, swim and read during the wonderful 80 degree weather. Plenty...
Distance to beach: 100 yards to Port Antigua Private Beach
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Book your winter getaway! March/April still available. Recently discounted! Now offered at $9800 per month. plus 12.5% tax. This spectacular 3/Bed 2/Bath canal front home is located in Lower Matecumbe Key, a part of Islamorada island. Enjoy the exclusive neighborhood of Port Antigua—just a 5 minute...
Distance to beach: 0.5 miles to Higg's Beach
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Private Luxury Key West Home with Private Pool, surrounded by lush tropical landscaping in the Casa Marina neighborhood of Old Town.The fusion of a mid-century Florida home with dramatic Caribbean design, has created an ideal contemporary “Floribbean” style villa in the Casa Marina district...
Featured review
We were so impressed with this Key West hidden gem. Along with it's beauty, you feel the love and care the owners have for this private home, as they provided you with all the amenities, plus so much more....
Distance to beach: 3 miles to Sombrero Beach
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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...
Distance to beach: 3 miles to Sombrero Beach
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This charming oceanfront property is the perfect getaway for your next vacation. Located just steps away from the ocean, this cozy retreat features stunning views, modern amenities, and a spacious deck for outdoor relaxation. Enjoy the convenience of nearby shops, restaurants, and attractions. Book your...
Featured review
Newer, modern, comfortable, and well decorated oceanfront property. Had everything we needed and more. Beautiful views from the deck and very nice outside area. We appreciated that there were great...
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Ocean-View | Family-Friendly | Resort Amenities | Tavernier / Upper KeysProperty Overview Welcome to Coastal Ways Suite at Ocean Pointe, a beautifully appointed 900 sq ft, 2-bedroom ocean-view condo in the Upper Florida Keys. Nestled between Key Largo and Islamorada, this resort-style retreat offers...
Featured review
Unit was nicely updated and exactly as advertised. The unit was nicely appointed including the kitchen. Close to pool and tennis courts. Loved the beach! We will be back!
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Within a 10 minute drive of Key Largo or Downtown Islamorada's best Restaurants, Bars, State Parks, Dive Boats & Fishing Charters.You'll enjoy this Charming 2 bedroom 2 bath suite with sleeper sofa in Ocean Pointe Suites; a private gated community nestled on the Atlantic's Edge....
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In the heart of Tavernier lies this beautiful 2-bedroom condo that combines the Florida Keys' breathtaking scenery and lively atmosphere. Nestled just a short 19-minute drive from the renowned John Pennekamp Coral Reef State Park, this property offers the perfect base for your tropical getaway.As...
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Beautiful views from this condo!Bay Harbour is a gated community located at MM 77.5 bayside in Islamorada, FL.We are new owners of this condo that has never been in the rental pool. (that is why few reviews)Complete remodel with no expense spared!The location is quiet with the most beautiful...
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Simply relax in this One bedroom One bathroom Oceanfront Condo at Ocean Pointe Suites in Tavernier.The comforting living room features a FLAT SCREEN TV, comfy pull out QUEEN SLEEPER SOFA and sliding glass doors that open to the step-out lanai offering sweeping views of the Atlantic.Visit delicious...
Distance to beach: 0.4 miles to Higgs Beach
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Tiki Tango - Your Key West Oasis in the Coveted Casa Marina District!Welcome to Tiki Tango, a grand 2-bedroom, 2-bathroom home that blends island ambiance with modern luxury. Located in the coveted Casa Marina District of Key West, this vacation rental promises a memorable stay with its private pool,...
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Come have your first sunset drinks compliments on us at Island Fish Company. $100 Gift Certificate to Island Fish Company Included. No Expense Spared! New Construction Bayfront Home With Private Dock and Pool.5 O'Clock Somewhere Bay House is a piece of paradise on the Vaca Cut waterway in Marathon....
Featured review
This vacation getaway home had everything we needed plus Lauri was an extremely responsive host. The location was excellent. We could walk to the Aquarium that was across the canal or drive ten minutes...
Distance to beach: 10 miles to Bahia Honda
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Paradise awaits in the Lower Keys! Situated on a large corner lot, you have over 200 feet of concrete dockage so BIG BOATS are welcome! Featured on " American Dream Home," this vacation home will not disappoint. Whether you're looking to fish the Atlantic or Gulf, snorkel at Looe Key Reef,...
Featured review
This home was absolutely beautiful! My husband and I, along with his family, stayed here and it accommodated 6 adults, 1 teen, a baby, and even our dog—everyone was perfectly comfortable. We loved relaxing...
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Lazy Daze Beach House is a piece of paradise literally on the Beach! Gorgeous and all new! One King plus set of Full/Twin bunk beds, spacious gourmet kitchen with glass atrium dining. Completely renovated, designer finished, all new gorgeous home, no expense spared! Private oceanfront townhouse located...
Featured review
Excellent couple to work with. Great communication. The rental was beautiful and clean. We had a problem with the rental and they communicated with us and together we solved the problem. They went over...
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Welcome to SeaGlass Cove — where barefoot luxury meets the laid-back beauty of the Florida Keys. This newly built, three-story oceanfront home offers over 5,200 sq. ft. of indoor and outdoor living space, with 5 bedrooms, a two-car garage, and breathtaking open water views from every level.Nestled...
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Escape to paradise in this gorgeous 3-bedroom, 3-bathroom townhome is located at Executive Bay Club in Islamorada, FL. Ideal for family getaways or group vacations, this townhome offers two luxurious king beds and a trundle bed in the loft, ensuring ample space for everyone.Enjoy breathtaking ocean...
Distance to beach: 17 miles to Bahia Honda
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Looking for a vacation rental to get away from it all in the Fabulous Florida Keys? Look no further than our beautifully renovated home with open water and sunset views! This home has three bedrooms and two full bathrooms, open floor plan with designer kitchen and views from every room! You can enjoy...
Featured review
House is very spacious and open. Open water views and unbelievable deck for sunsets. Neighbors very welcoming and friendly. Already booked for next year
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Upon entering the home you’ll be greeted by laidback island decor and vast ocean views. The Tommy Bahama Tiki inspired apartment, over looking the marina located in the 5th building, offers two bedrooms and two bathrooms, Free Parking, High-Speed WiFi, Fully equipped kitchen- Washer and dryer. Self...
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Look no further than this perfect place in the Keys for your next vacation! Our cozy condominium provides an ideal location to enjoy the best of the Florida Keys and has some of the best views in all of Key Largo!Located on the 5th floor, you are the top floor of the building with no one above to...
Featured review
Loved this condo! Amazing views, tastefully furnished, everything we needed was already onsite. Host was very friendly, helpful. Perfect getaway.
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1st I want to thank all our past guests for their great reviews. Bay Harbour Starfish is a luxury condo overlooking a large boat basin with views of the Atlantic Ocean. Situated in Lower Matecumbe Key, Islamorada, the Sport Fishing Capital of the World. This very spacious 3 bedroom, 2 and half bath condo...
Featured review
Bay Harbor was delightful, from the condo unit to the grounds and amenities. We used the hot tub, exercise room and swimming pool, When we left there was 76 degrees, returned to 20 degrees in Pennsylvania.
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The Villa overlooks Boot Key Harbor with its beautiful sunsets to the West and refreshing breezes from the East that travel down Sisters Creek, a natural waterway that leads to great diving and fishing grounds of the Atlantic. Across Sisters Creek there is a natural preserve and no neighbors. It is private,...
Featured review
We really enjoyed the house, very well appointed! 5 kayaks for you to use anytime , and believe me we used them and had a blast! Debra the owner is a dream even had a Bottlle of Champaign and a cake waiting...
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SEAS THE DAY—or do absolutely nothing at all. You’re officially on island time.Welcome to your oceanfront retreat at Ocean Pointe Suites, where serene Atlantic views, coastal luxury, and resort-style amenities come together for the ultimate Florida Keys escape. Perfect for couples, friends,...
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Welcome to 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, features three bedrooms and two full bathrooms. The open-concept...
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Beautiful , home on deep water canal in desirable Breezeswept Estates is your private resort for a minimum of 28 days . Heated, saltwater pool adjoins huge ground level great-room with living area, dining area, shower , gas grill, pingpong table and so much more contained in private setting ! 40 ft dock...
Featured review
Very nice pool & dock area. Neighbors very friendly. Downstairs area very nice for socializing near pool area. House was comfy for family with adults & children. A great location for restaurants...
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4 Bedroom 2 bath home with private dock and private pool with direct open access to the ocean and convenient access to the bayside through Tavernier Creek. This is both family-friendly and a fisherman's dream. Our home sleeps 8 with every comfort you would want while on vacation in the keys...Large...
Featured review
This is our third year at Blue Dorado. We love it here! Everything was perfect for our family. The access to the Ocean and Tavernier Creek is amazing. We saw so many beautiful sunrises and sunsets.
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Welcome to our little slice of paradise! Your perfect Key Largo escape in the exclusive Landings of Largo community! This spacious and beautifully appointed 4-bedroom, 3-bathroom corner unit offers the ultimate blend of comfort, convenience, and resort-style amenities—ideal for families, groups,...
Featured review
I can't express how much we love this condo at the Landings at Largo. The community is fantastic and so friendly. The pickleball court and pool are steps away and the pool is temperature-controlled. Our...
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You'll find coastal comfort in our oceanfront condo at Ocean Pointe Suites in Key Largo, located directly on the Atlantic. Situated on 60 lush acres, Ocean Pointe offers a newly renovated pool and jacuzzi, private lagoon beach, outdoor grills, marina, boat ramp, pier, tennis, nature trails, swings...
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Gorgeous 2 bedroom 1 & half condo, two story (townhouse style) HEATED POOL, DOCK FOR FISHING, OCEAN FRONT location. Gated community makes it a perfect getaway for a family for 4 but sleeps 6 to accommodate any short term visitors. Inside our home, you will find all the amenities for an enjoyable stay,...
Featured review
The location of this Complex was perfect for our stay this last January. We were able to visit Founder's Park (Half mile walk) almost daily, for pickleball, volleyball, long walks/running on the exercise...
Distance to beach: 4 miles to Anne's Beach
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Enjoy the sunrise from the balcony or from in the condo through 50 ft of glass sliding doors. You can also see the sunset from our walkway on bayside. We have a full kitchen from dishwasher to microwave, washer/dryer, even beach towels. We have wifi, cable TV, and a Master Bath with whirlpool tub,...
Featured review
Condo was well equipped and tastefully decorated in an appropriate style. Direct ocean views from a 50' balcony overlooking docked boots with the occasional manatee swimming by was exceptional. Location...
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5 Star Modern New Construction Bayfront Home With Private Dock and PoolIsland Dreamz Bay House is a piece of paradise on the Vaca Cut waterway in Marathon. Gorgeous and brand new 5 bedroom, designer decorated, 4 bath single-family home with 36 ft. of assigned dockage. Private pool can be heated upon...
Featured review
This was our second stay at Vaca Cut at The Tides. We loved this gorgeous home with its exquisite design and comfort. The house was immaculate ~ kudos to the pros who keep this home clean and well stocked...
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Cute, quiet neighborhood in the heart of Marathon. Come relax in our charming traditional Florida Keys conch cottage, with tile and terrazzo floors throughout. Including a spacious, fully screened back porch, the length of the house adds more room for entertaining or enjoying the beautiful flower gardens....
Distance to beach: 0.0 miles to On Site
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This 2 bedroom, 2 bathroom, Ocean Front Condo has spectacular Ocean, Marina, Beach & Park views from the Living Room, Dining Room, Kitchen, Master Bedroom, Balcony and even the master bathroom.THIS CONDO IS CLEANED & SANITIZED TO THE NEW CDC STANDARDS.Included at no extra charge are free...
Featured review
Apartment was comfortable. The property is beautiful. We had an amazing time. Thank you Norman for your hospitality.
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Welcome to Key West Getaway in Old Town!In the heart of Old Town, Southard Square Condominiums is an award-winning condo development with stunning gardens, a clubhouse with changing rooms/baths, seating area, kitchenette and one of the largest private community swimming pools in Key West. Staying...
Featured review
Thank you for you help in researching a vacation rental . We love key west an we will be inquiring with you in the future
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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...
Featured review
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.
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Welcome to Infinity Bay Islamorada – an infinite paradise with endless possibilities in the heart of the Florida Keys. This exclusive estate embodies sophistication and serenity, where guests can unwind in style against a backdrop of Florida Bay and swaying palm trees. At Infinity Bay, luxury meets...
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Welcome to Keezy Does It at Anglers Reef in Islamorada!A charming, oceanfront gated community in the heart of Islamorada, the sport-fishing capital of the world!Delightful Key West-style architecture entices you through the entrance security gates into this enchanting enclave of 52 private...
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Just a few houses off Duval, this wonderful retreat occupies the ground level of an almost 100-year-old home in one of the most desired locations in Old Town Key West. A large covered front porch welcomes you to sit and watch the Key West world go by, imagining what life was like in the early days of...
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We are a 50 unit Oceanfront Condominium located on our own private beach, with a heated pool in our center courtyard, protected from the North wind. We have a huge tiki hut on our private beach and plenty of lounge chairs and palm trees for shade. We also have a huge deck on our beach for great sunsets,...
Featured review
Cay Condominiums had everything we could possibly want. The beach was beautiful with a great view and plenty of chairs. The pool and the grounds were extremely well cared for. We are already planning a...
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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....
Featured review
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...
Distance to beach: 3 miles to Founders Park
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Welcome to Blue Palm Oasis!Escape to paradise at Blue Palm Oasis, a charming 4-bedroom, 3-bath home located on Plantation Key in Islamorada. This contemporary Keys villa seamlessly blends modern comfort with laid-back island charm, making it the perfect place to unwind, recharge, and soak up the sun....
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Built in 2016, this rental offers beautiful Bonefish Bay views and private boat access. This home features a fully furnished kitchen, large living area, a spacious balcony with open water views, four bedrooms, three baths, laundry room and able to sleep 8 comfortably. Best of all is the beautiful resort...
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