4 BR | 4.5 BA | Sleeps 8 | Quick View
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About this property
‘The Beach House’ at Tarpon Point in Islamorada‘The Beach House’ is a luxurious oceanfront home in a private gated enclave of only 12 houses. This end home offers privacy and beautiful ocean views including of Indian Key Historic State Park. Enjoy morning coffee and a phenomenal ...
Property Type
Islamorada House
We couldn't have asked for a better place to stay while visiting Islamorada. The Beach House was very well appointed and comfortable for our party of 8; lots of room to spread out, and yet plenty of seating ...
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About this property
One of the only white sandy beaches in the Fl Keys and 1 mile whole of it!Newly built,state of the art,beautifully done 5 bedroom home, 4 master suites w/ king beds and facing open water! Magnificent indoors and out! Each bathroom is exquisite,very large stone,glass and hand picked tiles. The ...
Property Type
Islamorada House
5 BR | 5 BA | Sleeps 14 | Quick View
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About this property
Oceanfront Estate on 3.5 PRIVATE Acres in the Heart Of Islamorada. Features include: Private Boat Basin with 100 of feet of dockage for any size boat, private boat ramp and fishing pier. HUGE salt pool and hot tub, 3rd floor private master suite w/ office, master bathroom and private balcony. This huge ...
Property Type
Islamorada House
We have been renting in the Keys for 22 years, this one topped them all. The grounds are SO secluded and private, makes you feel like your staying in the Jungle. Peacocks, exotic birds, and cool lizards ...
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 0.5 miles to White Marlin Beach
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House, 3 Bedrooms, 2 Baths, Sleeps 6 Pure High End Luxury with all the Bells and Whistles Boat Friendly Vacation Rental with DockVilla Marlin , 122 Nautilus Drive, Islamorada, Florida Keys mile marker 74.5 bay side, White Marlin Beach located 75 miles south of Miami and 75 miles North of Key West. ...
Property Type
Islamorada House
This was a spectacular vacation! The house was clean and comfortable, and the location was quiet and the setting perfect. I could write a novel about the host and the house, but in a few words the host ...
3 BR | 3.5 BA | Sleeps 8 | Quick View
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About this property
Just one year of guests, and the reviews say it ALL!Escape to the ultimate paradise at our stunning oceanside estate in the Florida Keys. This majestic property is over 2.75 acres of landscaped beauty. There are over 100 palm trees with about 60 of them lit up at night, some of the tallest around ...
Property Type
Islamorada House
1 BR | 1 BA | Sleeps 2 | Quick View
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About this property
The Jetson's House apartment (Located on the prestigious White Marlin Beach - which is considered one of the nicest natural sand beaches in the Florida Keys) features great swimming, snorkeling, and spectacular sunsets right off the beach! Have fun exploring an artificial reef! What makes the beach ...
Property Type
Islamorada Apartment
As good as it can get for a beautiful peaceful beach stay. The owners Jerry and Lisa were great. Jerry gave us great info about Islamorada. Just an amazing place for couples to stay.
3 BR | 2 BA | Sleeps 6 | Quick View
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About this property
Ground level 3/2 Flat with wrap around screened in lanai in gated community. Currently rented Feb 1-April 27, 2024 (otherwise available) 3/2 Split Floor Plan: Master Suite with 2 sinks. separate shower/tub and toilet closet Queen Bedroom separated by bathroom and shower/tub with 2 Twin Bedroom. Left ...
Property Type
Islamorada Condo
3 BR | 2.5 BA | Sleeps 8 | Quick View
Distance to beach: 50 yards to Private sunning beaches at Anglers
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About this property
SPECIAL SAVINGS: 5/27 and 6/3 weeks just REDUCED by $450 to $3500/wk!Vacation Rental License 097. Welcome to Anglers Reef, a very special community of vacation homes. And to Anglers reef 140's unique UNOBSTRUCTED OCEAN VIEWS FROM EVERY ROOM and spacious wraparound decks!Boat slip is optionally ...
Property Type
Islamorada House
2 BR | 2 BA | Sleeps 6 | Quick View
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About this property
SoFLA Vacations has 9 beautifully decorated and remodled units at the Executive Bay Club in Islamorada.Enjoy these spacious, 2 & 3 bedroom townhomes at EXECUTIVE BAY in the heart of ISLAMORADA. Each unit features large living areas, gourmet kitchens, comfortable bedding, outdoor patios perfect ...
Property Type
Islamorada Townhome
We stayed at Executive Bay P8. The unit was absolutely beautiful. Had everything we needed. Lyza was very helpful and made our registration and stay see less. The grounds are very well managed and the staff ...
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 7 miles to Anne's Beach State Park
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This 3-bedroom condo couldn't be any closer to the ocean. Located on the 4th floor at Palms of Islamorada this unit takes full advantage of the waterfront setting. There are two bedrooms with open water views overlooking the blue waters with Alligator lighthouse off in the distance. Both of these bedrooms ...
Property Type
Islamorada Condo
3 BR | 2 BA | Sleeps 6 | Quick View
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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 2 bedrooms ...
Property Type
Islamorada Condo
2 BR | 2.5 BA | Sleeps 6 | Quick View
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About this property
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 ...
Property Type
Islamorada Townhome
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 ...
4 BR | 4 BA | Sleeps 7 | Quick View
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About this property
Beautiful three bedroom three bathroom oceanfront home with a one bedroom one bathroom guest cottage pool ,tiki hut, observation deck located in Islamorada. Has a big beach and the most amazing views. Home comes with full access to kayaks and Paddleboards. Plenty of parking… close to restaurants, ...
Property Type
Islamorada House
4 BR | 2.5 BA | Sleeps 11 | Quick View
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About this property
This charming, island style beach house on Lower Matecumbe Key is the perfect spot for your next Florida Keys vacation. This home can sleep up to 11 guests, with 4 bedrooms and 2 1/2 baths. The main living space features a fully equipped kitchen and an open floor plan with vaulted ceilings, tons of natural ...
Property Type
Islamorada House
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About this property
MM 81.5. BRAND NEW construction located in the Heart of Islamorada! Coral Cove is a gated, secluded and intimate community of 8 homes on the Florida Bay. Featuring both a private pool in the back, and a community pool on the bay, Coral Cove also features 3.5 bedrooms, 3.5 baths, bay ...
Property Type
Islamorada House
4 BR | 4 BA | Sleeps 8 | Quick View
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About this property
$14,000-$16,000 Weekly, Call for holiday rates Maison Residences offers world-class oceanfront residences in the Florida Keys. Unit 102 at Maison Residences is a luxurious property offering sweeping views of the Atlantic Ocean from the kitchen, grand room, master bedroom, and oversized living terraces. ...
Property Type
Islamorada Condo
Hurricane Ian brought us to Islamorada for the first time. We had to move our daughter's wedding over here and needed a 4 bedroom home for our family. We definitely made the right choice with Maison 102. ...
2 BR | 2 BA | Sleeps 4 | Quick View
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About this property
Minimum Rental: 28 Days"Beacon Reef 222" is an extraordinary ocean front condo with panoramic views of the Atlantic Ocean. Relax on your own balcony or use the spiral stairs to access the sandy beach below. This condo is located in one of the most prestigious condo complexes in Islamorada. ...
Property Type
Islamorada Condo
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About this property
Welcome to The Snook House at Tarpon Point!This impressive home is tastefully decorated and features an open floor plan, soaring ceilings, an unimpeded, nearly 180 degrees of breathtaking ocean vistas and four oversized bedrooms, each with their own bathroom.On the main level, you will find the ...
Property Type
Islamorada House
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About this property
Mile Marker 77 – Oceanfront – Lower Matecumbe Key. Seven bedroom/ four bath luxurious oceanfront premier rental estate on Lower Matecumbe Key in Islamorada. Enjoy a walk around the lush, native garden or take a dip in the oceanfront pool. Catch palm tree shade or sun on the private beach, ...
Property Type
Islamorada Estate
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About this property
Mile Marker 75 – Bayside4 bedroom 3 bathPalm Cottage South, is a charming, modern home directly on the canal with a heated, private pool, dockage, and access to the Port Antigua community sandy beach. Dockage for 24′ boat max on the lift pictured.Elevated for great breezes and ...
Property Type
Islamorada Villa
Great house, pool, and area. Lots of attractions and wonderful restaurants. Also, great people to work with.
3 BR | 4 BA | Sleeps 8 | Quick View
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Mile Marker 81.6 — Conch VillaConch Villa, aptly named for the famous large snails that inspired the Keys to be called the ‘Conch Republic,’ is located in the heart of Islamorada. The 3-bedroom villa is rented separately, and is tastefully furnished with modern styles and amenities. ...
Property Type
Islamorada Condo
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About this property
Mile Marker 83 – OceanfrontTwo adorable, private cottages right on the Atlantic Ocean. Located in the heart of Islamorada! This stunning property is truly a tropical paradise with a private, sandy beach and skiff dock. Relax at the beach or cool down in the beachside pool.The front home ...
Property Type
Islamorada Cottage
Just finished a week at Osprey Bay nice house a little too much up and down with all the steps but spacious Need a larger trash can in the kitchen put it next to the wall near toaster Also new pillows ...
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About this property
Wide ocean views from every room in this gated, monthly rented beachfront estate, aptly named ‘Southern Comfort’. Vacation comfortably in this 3 bedroom, 3.5 bath, immaculately kept home. Sprawling grounds on the 1/2 acre estate lead to a heated pool and over 80′ of private beach frontage. ...
Property Type
Islamorada Villa
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About this property
Tea Table Key Private Island Estate and Wedding Venue An extremely rare and stunning private island, accessible by car, Tea Table Key is a gated Caribbean Island located at Mile Marker 79.7 in Islamorada.Jutting into the blue-green waters of the Atlantic Ocean, Tea Table Key features a 2,000′ ...
Property Type
Islamorada House
3 BR | 3 BA | Sleeps 6 | Quick View
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About this property
Sunrise is a spectacular unit within the Maison Matecumbe gated community. Maison Matecumbe is a small 9 unit condo located just off the old road in Islamorada at mile marker 81. Newly done pool and hot tub! 3 bedrooms, 3 baths, sleeps 6, pool, sandy beach.Dockage can be obtainable through Islamorada ...
Property Type
Islamorada Condo
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About this property
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
2 BR | 2 BA | Sleeps 4 | Quick View
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About this property
Minimum Rental: 28 Days NEW ON THE RENTAL MARKET. PHOTO UPDATES COMING SOON. "Beacon Reef 522" offers magnificent 180 degree oceanfront views. Enjoy the sea breezes as your relax on your private balcony and gaze at the water. Whether staying one month or more you will be more than happy ...
Property Type
Islamorada Condo
Key Amenities
About this property
Mile Marker 75 – BaysideLarge, modern 4 bedroom canal front home with pool in Lower Matecumbe Key in Islamorada, Florida Keys. This gorgeous home overlooks the pool and canal.The main selling point of Latitudes is the home’s awesome outdoor area. Pool, Tiki Hut, grill and outdoor seating ...
Property Type
Islamorada House
Key Amenities
About this property
Mile Marker 73 – Bayfront observation pier / Boat basin dockage Four bedroom/ four bath home located on a bay front parcel with fantastic protected boat basin dockage. Best of both worlds! Dock multiple boats in your protected boat basin steps from the villa, or walk the grounds the the best sunset ...
Property Type
Islamorada Villa
3 BR | 2 BA | Sleeps 6 | Quick View
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About this property
Minimum Rental: 28 Days "My Paradise" is an oceanfront beach house with protected dockage and located in the Fishing Capital of the World - Islamorada. Realize your dreams - a beach home located on a swimmable beach and a place to dock your boat. This home is indeed a rare find in The ...
Property Type
Islamorada House
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About this property
$15,000-$17,500 WeeklyA world-class oceanfront residence, located in the heart of Islamorada in the Florida Keys. This luxurious residence features unsurpassed vistas of the Atlantic Ocean from the master bedroom, grand room, kitchen & oversized living terraces. Arrive by car ~ just a short 90-minute ...
Property Type
Islamorada House
Key Amenities
About this property
Beautiful home, facing ocean views indoors and out! The house affords breath taking views of the atlantic ocean, Snorkel right off the shore line or fish right at the end of the dock for many you are a boater bring your boat and enjoy excellent fishing straight out of the dockage, the depth at low ...
Property Type
Islamorada House
2 BR | 2.5 BA | Sleeps 6 | Quick View
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About this property
Anglers Reef Villa Resort 2 Bedroom and 2.5 Bath Villa, in Anglers Reef with Boat Slip. An upscale gated community with resort living in the Florida Keys. Everything you need for your vacation is here,: gorgeous private beach, heated resort style pool, private back yard patio with barbecue, front porch ...
Property Type
Islamorada House
We absolutely loved this charming community! It was the perfect place for our family to unwind after the unusual spring and summer! We rented a boat slip and it was an easy - peezy trip to the the sandbars ...
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About this property
Southern Diversion is located directly in the Village of Islamorada in the Florida Keys and walking distance to all the major restaurants and shopping. This is an exclusive oceanfront private gated estate home with 200 feet of oceanfront on two acres. This property also features 200 feet of dock, Boat ...
Property Type
Islamorada Estate
Perfect location in town with plenty of private space to enjoy the pool, beach, dock, etc. Would definitely stay here again.
Key Amenities
About this property
2 Bed & 2.5 Bath Villa in Anglers Reef with Boat slip.Upscale gated community with resort living in the Florida Keys. Everything you need for your vacation is here: gorgeous private beach, heated resort style pool, private back yard patio with barbecue, front porch seating, upstairs balcony. Spacious ...
Property Type
Islamorada Villa
Beautifully decorated house in the Keys. Very spacious and comfortable. Kitchen was fully stocked. Plenty of linens and extra towels. The community dock has kayaks we used. There are lobsters under ...
Key Amenities
About this property
Beautiful ocean front apartment with easy access to pool ,spa and beach. Dock with boat slips and tiki hut overlooking Atlantic Ocean. Community exercise room Master Bedroom overlooking the ocean Two bedrooms, two full baths. Gourmet equipped kitchen Laundry room Balcony with spiral stairs ...
Property Type
Islamorada Apartment
Key Amenities
About this property
Beautiful oceanfront apartment with easy access to pool, spa, and beach. Dock with boat slips and tiki hut overlooking the Atlantic Ocean. Community exercise room Master Bedroom overlooking the ocean Two bedrooms, two full baths. Gourmet equipped kitchen Laundry room Balcony with spiral stairs ...
Property Type
Islamorada Condo
Key Amenities
About this property
Traditional coastal cottage styling built in 2017 and the Pool was added in 2020. Large backyard beach and only steps to the turquoise waters of the Atlantic Ocean. Kayak, paddle board, or kite ski from your backyard! Plenty of parking out front and private gated access; fencing around the perimeter. ...
Property Type
Islamorada House
