3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to our beautiful, private and secure gated community with all of the amenities to make your vacation as relaxing or exciting as you wish. Located on Plantation Key in Islamorada at mile marker 88.5 on the bay side and boasting a great 60 slip marina, ...
Location Information
Islamorada, Florida,
Property Type
Condo
1 BR | 2 BA | Sleeps 4 | Quick View
Distance to beach: 5 miles to Anne's Beach
Key Amenities
About this property
The Osprey Nest (MM 82.3) is a private condo residence which is wonderfully maintained. It is the total upper floor of the building in the foreground. It is operated under FL DBPR license # MOT 5403060 and is inspected annually. This Non-Smoking home ...
Location Information
Islamorada, Florida, 33036
Property Type
Condo
4 BR | 4 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Venetian Shores 4-Bed/4-Bath Luxury Pool Home with 100' Dock & Opt. ElevatorMINIMUM STAY: 29 DAYS Dreaming of a Florida Keys vacation where you can boat, fish, dive, snorkel, or stay home and swim in your own private heated pool? This is it. This ...
Location Information
Islamorada, Florida, 33036
Property Type
House
2 BR | 2 BA | Sleeps 5 | Quick View
Key Amenities
About this property
Luxurious and large 2 bedroom 2 bath condo with balcony, large heated swimming pool, stainless steel appliances, flat screen televisions in every room in the beautiful Florida Keys.Huge ocean front dock with plenty of room for fishing! Wifi, deluxe ...
Location Information
Islamorada, Florida, 33036
Property Type
Condo
Loved it! Drive was about 45 minutes to work but seeing the ocean everyday after work was worth the drive.
4 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
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 (max) with every comfort ...
Location Information
Islamorada, Florida, 33070
Property Type
House
2 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
“Ocean Breeze” – This Beautiful Condominium Features an Ocean view, Protected Boat Slip, Tennis, Gym, and much, much more.New to the Vacation Rental market, this 2 Bedroom condo at Bay Harbour has been outfitted to make a Statement. ...
Location Information
Islamorada, Florida, 33036
Property Type
Condo
4 BR | 3 BA | Sleeps 12 | Quick View
Key Amenities
About this property
PLEASE INQUIRE WITHIN FOR ALL STAYS AND GOOD DEALS.OCEANFRONT Jewel in the Heart of Islamorada! This Open water home HAS IT ALL. Brand New (Sept 2017) Huge, heated salt water swimming pool, 70ft deep water dock (very rare for a open water home) with ...
Location Information
Islamorada, Florida, 33070
Property Type
House
1 BR | 1 BA | Sleeps 2 | Quick View
Key Amenities
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 ...
Location Information
Islamorada, Florida, 33036
Property Type
Apartment
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Minimum Rental: 28 Days NEW ON THE RENTAL MARKET. "Beacon Reef 406" is an excellent choice for your vacation getaway, whether you're planning on staying a month or the entire season, this is a great unit. Beacon Reef is centrally located ...
Location Information
Islamorada, Florida, 33036
Property Type
Condo
5 BR | 3.5 BA | Sleeps 17 | Quick View
Key Amenities
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. ...
Location Information
Islamorada, Florida, 33036
Property Type
Estate
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 0.5 miles to White Marlin Beach
Key Amenities
About this property
House, 3 Bedrooms, 2 Baths, Sleeps 6Villa 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. It has three bedrooms, two bath, private home ...
Location Information
Islamorada, Florida, 33036
Property Type
House
I am SO glad I found this website and this house! After hours spent reviewing properties on other websites and then trying to ask questions through email, it was great to be able to talk directly to the ...
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
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 ...
Location Information
Islamorada, Florida, 33036
Property Type
Condo
3 BR | 3 BA | Sleeps 12 | Quick View
Key Amenities
About this property
MINIMUM STAY: 28 DAYS “Sunrise on Sunset” is the ULTIMATE BEACH FRONT HOME. There are BREATH TAKING OCEAN VIEWS from almost every room in this house! Play in the sand, walk into the ocean or sit under the covered ground level area. ...
Location Information
Islamorada, Florida, 33036
Property Type
House
2 BR | 1 BA | Sleeps 4 | Quick View
Distance to beach: 5 miles to Five Miles
Key Amenities
About this property
Private, secluded villa faces Florida Bay in view of the fabulous Everglades. Located in a lush tropical hammock in a quiet residential area (rare). The villa is approx. 50 feet from the water. The property contains a wading beach and a free marina with ...
Location Information
Islamorada, Florida, 33036
Property Type
House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Minimum Rental: 28 Days"Villa Riolo" is an updated single family stilt home and perfect for your next holiday in Islamorada! It comfortably sleeps 6 in two bedrooms. This home has been meticulously cared for over the years and for the first ...
Location Information
Islamorada, Florida, 33036
Property Type
House
4 BR | 4 BA | Sleeps 8 | Quick View
Key Amenities
About this property
This beautiful 4 bedroom/ 4 bathroom home has a 60' dock directly behind the home . Canal leads out to Snake Creek and has immediate Ocean and Bay access. The home is located in one of the finest neighborhoods of the Florida Keys- Venetian Shores. Upstairs ...
Location Information
Islamorada, Florida, 33036
Property Type
House
3 BR | 3.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
*******THIS PROPERTY IS NOT CURRENTLY AVAILABLE FOR RENT*******MINIMUM STAY: 28 DAYSFABULOUS BEACH HOUSE located directly on a mile long sandy beach. The original "Sea Grape" was destroyed by Hurricane Irma in September 2017. ...
Location Information
Islamorada, Florida, 33036
Property Type
House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Minimum Rental: 28 Days"The Palms #405" is a diamond! Be among the first to rent this gorgeous two bedroom condo. It has been completely renovated from floor to ceiling. The floors have been replaced with tile and the old popcorn ceilings ...
Location Information
Islamorada, Florida, 33036
Property Type
Condo
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
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. ...
Location Information
Islamorada, Florida, 33036
Property Type
House
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Minimum Rental: 28 Days"Beacon Reef 310" is one of the most desirable condominium complexes in the Upper Keys. Located in Islamorada it is convenient to everything - restaurants, fishing, diving, snorkeling, swim with the dolphin programs ...
Location Information
Islamorada, Florida, 33036
Property Type
Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
MINIMUM RENTAL 1 MONTH: Charming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home! There is a wonderful open concept floor plan with 3 nicely proportioned bedrooms. Sliding doors open from the dining area ...
Location Information
Islamorada, Florida, 33036
Property Type
House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Enjoy the sunrise over the Atlantic ocean or relaxing on a private, sunny lanai. Take a cruise around the many canals or out to Florida Bay to capture the sunset. A 30' boat slip is included with the rental. Beautifully furnished living spaces, large ...
Location Information
Islamorada, Florida, 33036
Property Type
Condo
We love Bay Harbour Condos! We've stayed in the community 3 times so far and this condo- WILL NOT DISAPPOINT. It's beautifully decorated and very spacious. Owners are sweet and communicate very well! We ...
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
We have recently completed an inside and outside renovation. The Bayview Villa is a private, secluded villa facing Florida Bay and in view of the fabulous Everglades and gorgeous sunsets. Quick access to offshore fishing. Located in a lush tropical hammock ...
Location Information
Islamorada, Florida, 33036
Property Type
House
This property is amazing -- beautiful and spotless. If you are lucky enough to stay here -- you will appreciate the breathtaking view, gorgeous dock, perfect location and nicely furnished/decorated villa. ...
2 BR | 2 BA | Sleeps 5 | Quick View
Distance to beach: 0.3 miles to Port Antigua Neighborhood Beach
Key Amenities
About this property
Minimum Rental: 28 Days"West Plaza Del Lago" promises to be a favorite. Beautifully remodeled roomy single family stilt home with vaulted ceilings and located in prestigious Port Antigua on a deep and wide canal. You will love the interior ...
Location Information
Islamorada, Florida, 33036
Property Type
House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Minimum Rental: 7 DaysLittle Bay's Lower Duplex is one of three rental units on this fabulous property. The Little Bay property is a one acre lush tropical setting in a gated compound located directly on Florida Bay. The units are available for ...
Location Information
Islamorada, Florida, 33036
Property Type
House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Minimum Rental: 28 DaysFlamingo Cottage is an adorable 3 bedroom stilt home nestled among tropical foliage. There are two bedrooms and one bath on the main living level of this home plus a private studio type apartment with a private bath on the ground ...
Location Information
Islamorada, Florida, 33036
Property Type
House
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
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 ...
Location Information
Islamorada, Florida, 33036
Property Type
Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Minimum Rental: 28 Days"The Palms #407" is a charming 2 bedroom, 2 bath condo with updated kitchen and baths. Walk out onto your balcony and enjoy the sea breezes and ever changing ocean views. The comfortable furnishings and convenient ...
Location Information
Islamorada, Florida, 33036
Property Type
Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Minimum Rental: 28 Days "The Palms #214" is a gorgeous 2 bedroom, 2 bath condo. This is a gated complex located directly on the Atlantic Ocean. This unit has unobstructed views of the ocean from the master suite and the balcony. Wake up ...
Location Information
Islamorada, Florida, 33036
Property Type
Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Minimum Rental: 28 Days"Matecumbe Jewel" is a jewel of a home! Located in Lower Matecumbe, this charming canal front home offers a swimming pool, dockage, direct access to the ocean, covered fish cleaning station, a screened lanai, inviting ...
Location Information
Islamorada, Florida, 33036
Property Type
House
3 BR | 2 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Minimum Rental: 28 Days"Gulfview Getaway" is a FABULOUS BEACH FRONT HOME! This is what you've been dreaming of - your very own single family home with a private sandy beach in the Keys. This home is new to the rental market. It is located ...
Location Information
Islamorada, Florida, 33036
Property Type
House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Minimum Rental: 28 Days"The Palms #301" is an exceptional condo has been impeccably maintained and is located in one of the finest condo complexes in Islamorada. It features an updated kitchen, remodeled baths and is comfortably furnished. ...
Location Information
Islamorada, Florida, 33036
Property Type
Condo
2 BR | 2 BA | Sleeps 5 | Quick View
Key Amenities
About this property
Minimum Rental: 28 Days "The Palms #309" is an exceptional condo with panoramic views of the Atlantic Ocean. This condo is in one of the most popular condo complexes in Islamorada - The Palms of Islamorada. Comfortably furnished and ready ...
Location Information
Islamorada, Florida, 33036
Property Type
Condo
3 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Minimum Rental: 28 Days "Blue Water Retreat" is all about the location, location, location! This home has it all - ocean side Lower Matecumbe location, remodeled in 2009. Relax by the cocktail pool or sunbathe in the private roof top sunning ...
Location Information
Islamorada, Florida, 33036
Property Type
House
2 BR | 2.5 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Condo is immaculate, has one of the best locations in the complex! FEELS LIKE YOU ARE LIVING RIGHT ON TOP THE WATER!!!Check out our (69) - 5 STAR REVIEWS on VRBO # 50672. FYI: This site does not charge you booking fees VRBO does.Fantastic Gated ...
Location Information
Islamorada, Florida, 33036
Property Type
Condo
1 BR | 1.5 BA | Sleeps 3 | Quick View
Key Amenities
About this property
Minimum Rental: 7 Days"Sunshine Place" is setup perfectly for privacy and convenience. The owners of this wonderful property called Sunshine Place are willing to share a portion of their piece of Paradise with you. The ground level living ...
Location Information
Islamorada, Florida, 33036
Property Type
House
My boyfriend and I stayed at The Sunshine Place to celebrate both of our November birthdays. I have been visiting the keys for many years and this is the best place I have found. The property was very ...
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Escape to paradise in the fabulous Florida Keys at Futura Yacht Club. This rental 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, ...
Location Information
Islamorada, Florida, 33070
Property Type
Condo
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
This gorgeous, newly constructed, Islamorada home has 4-bedroom, 3+ bath and is located in the quiet neighborhood of Venetian Shores MM86. It provides immediate access to both the Atlantic Ocean and Florida Bay via Snake Creek.The deep-water dockage ...
Location Information
Islamorada, Florida, 33036
Property Type
House
2 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
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, ...
Location Information
Islamorada, Florida, 33036
Property Type
House
5 BR | 4 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Welcome to paradise! This home is a new listing. If you are looking for a large beautiful home with a pool in a peaceful setting and in an absolutely perfect location for your stay in Islamorada, you have found it! We are located in Venetian shores off ...
Location Information
Islamorada, Florida, 33036
Property Type
House
1 BR | 2 BA | Sleeps 4 | Quick View
Distance to beach: 4 miles to Founders Park
Key Amenities
About this property
Bayside is a first floor apartment overlooking the water. Bayside is located on a small resort property nestled in a native hammock on Florida Bay. An easy 90 minute drive from Miami International Airport, this property is located in the heart of Islamorada, ...
Location Information
Islamorada, Florida, 33036
Property Type
Condo
Key Amenities
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’ ...
Location Information
Islamorada, Florida, 33036
Property Type
House
This is the second time we stayed at this island conch Cottage, this is a beautiful home the neighborhood is very quiet and the locals are always friendly. We caught a variety of snapper just off the patio ...
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
The Cottage is a free-standing 2 bedroom/2 bath villa located on a small resort property nestled in a native hammock on Florida Bay. The Cottage is a “conch-style” cottage which was just completely remodeled and renovated and is completely ...
Location Information
Islamorada, Florida, 33036
Property Type
Cottage
2 BR | 2 BA | Sleeps 5 | Quick View
Distance to beach: 1 miles to Harry Harris
Key Amenities
About this property
Lovely 5th floor end unit right on the Atlantic Ocean in a peaceful neighborhood. Oceanfront clean heated pool and private covered parking space. WiFi included. Sandy beach area.Convenient to the main land and many things to do. Elevators take ...
Location Information
Islamorada, Florida, 33070
Property Type
Condo
My wife and I stayed here the first week in September, 2018 and wouldn't you know it, we got a tropical storm! It was just one rainy day however. This condo is on the 5th floor of a 7 story building, ...
2 BR | 2.5 BA | Sleeps 6 | Quick View
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, ...
Location Information
Islamorada, Florida, 33036
Property Type
Villa
1 BR | 1 BA | Sleeps 2 | Quick View
Distance to beach: 12 miles to Founders Park
Key Amenities
About this property
Secluded Waterfront Studio with Tiki hut, dock, King bed, 1 Bath, Sleeps 2.Please contact us for all of our rates for different length of stays! For shorter stays, make you have a minimum of 28 days entered in your contact form! We do not use the ...
Location Information
Islamorada, Florida, 33036
Property Type
Studio
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 2000 feet to White Marlin
Key Amenities
About this property
Come visit Islamorada and enjoy a solar heated pool with Jacuzzi! You will also have access to a private homeowner's sandy beach! The sunsets are incredible! Come to paradise and relax in this Islamorada 3/2 with dockage. Bring your boat; you are just ...
Location Information
Islamorada, Florida, 33036
Property Type
House
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Great house! Great location!House On Canal… 60 foot concrete dock with fish cleaning stand, water, electricity and dock ladder. Bring your boat, great boat ramps. The house is a short distance to supermarkets, movie theaters, dive shops, and ...
Location Information
Islamorada, Florida, 33070
Property Type
House
4 BR | 4 BA | Sleeps 10 | Quick View
Key Amenities
About this property
This beautifully furnished waterfront home with ocean views will thrill the most ardent diver or fisherman and his family. You will love the luxury of a heated pool, magnificent view, and protected deep water dockage for multiple boats. It is located on ...
Location Information
Islamorada, Florida, 33036
Property Type
House
We enjoyed the home and our vacation. We encountered some problems that were taken care of and some that were not the fault of owner or management company. The dock was damaged by hurricane Irma and was ...
1 BR | 1 BA | Sleeps 3 | Quick View
Key Amenities
About this property
Half Duplex HomeAre you seeking a beautiful hideaway close to all the amenities? This delightful 1 bedroom half duplex vacation home has deep water dockage for your boat in the back yard with the view of a beautiful lagoon. This lagoon has schools ...
Location Information
Islamorada, Florida, 33070
Property Type
House
