2 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
1440 sf - Sleeps 6 (8 with the help of an EZ-Bed electric queen Bed/or large sectional couch with chaise lounge and cuddler). Fully renovated and updated in 2021. 70ft foot dock and cleaning table. Great ambience, quiet home like feel. Private community beach with beautiful sunsets. Well the ...
Property Type
Islamorada House
We had a fantastic stay at YOLO! The house is beautiful (recently renovated) and very well appointed with linens, towels, kitchenware, etc. and was spotless!There are bikes, kayaks, a ping pong table ...
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
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
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 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 ...
2 BR | 2 BA | Sleeps 4 | Quick View
Distance to beach: 5 miles to Anne's Beach
Key Amenities
About this property
Two Queen Beds, sleeps 4 + (1 Bedroom / 1 Murphy Bed)/ 2 Bathrooms, Full LaundryDock your boat up to 26 ft. Free boat trailer parking!The "Nest" is located on beautiful Florida Bay (at Mile Marker 82.3) in Islamorada on upper Matecumbe Key . The Villa is a privately owned condo residence ...
Property Type
Islamorada Condo
If i could have it for a month, i would be there,,, ,dont need any other place. This place is paradise by the bay,,,beautiful sunsets an accomodations. Ill be back.
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 cable, and restaurants within walking distance.2 ...
Property Type
Islamorada Condo
We had a wonderful time and lots of fun with our children and grandchildren at unit 124 Plantation by the Sea. It was a well equipped, and comfortable condo. A gated community and very safe. The location ...
2 BR | 2 BA | Sleeps 7 | Quick View
Distance to beach: 0.9 miles to Founders Park
Key Amenities
About this property
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 ...
Property Type
Islamorada Condo
From the moment we walked through the door of Unit111, we knew we would be back. The unit is warm and comfortable, all the essentials needed are supplied. All furniture is current and comfortable. Location ...
4 BR | 4.5 BA | Sleeps 8 | Quick View
Distance to beach: 0.5 miles to White Marlin Beach
Key Amenities
About this property
Bring your boat and Jet SkisNestled on a canal, less than a 2 minute boat ride to the bay and 10 minutes to the ocean with key access to private White Marlin Beach. New heated pool and hot tub, 70' dock with fish cleaning table, commercial ice machine, double jet ski lift, and two floors facing ...
Property Type
Islamorada 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, 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 ...
4 BR | 4.5 BA | Sleeps 8 | Quick View
Key Amenities
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
This home is stunning from top to bottom and all around. Our family, ranging from 18-75 years of age, found this home to be spacious, comfortable, and well equipped for cooking, relaxing, and having fun ...
Key Amenities
About this property
This home is located in the exclusive White Marlin Beach residences. Islamorada is one of the most eco diverse locations in the Florida Keys. The property is fully equipped for all your daily needs. There is 70ft of dock which is available for use while renting. You will also have access to the private ...
Property Type
Islamorada House
4 BR | 2 BA | Sleeps 12 | Quick View
Key Amenities
About this property
ALERT: BRAND NEW POOL JUST COMPLETED AND INSTALLED....DOWNSTAIRS IS AVAILABLE TO RENT BUT IS NOT INCLUDED IN THE PRICE feel free to ask about downstairs pricing and availability. Downstairs is an additional 3br and 2ba so the upstairs and downstairs would be a total of 7br & 4ba....THIS LISTING ...
Property Type
Islamorada House
There are so many words to describe my visit to Islamorada, Florida, and this beautiful property met every imaginable need or want! Comfort, convenience, and location could not have been any better. We ...
Key Amenities
About this property
Beautiful, fully remodeled waterfront home with water on both sides! Ocean and lagoon views from bedrooms, dining room, balconies and kitchen. Cable TV with premium channels and wi-fi internet access. The home is in a quiet neighborhood on a cul-de- sac and very convenient to Tavernier or Islamorada ...
Property Type
Islamorada House
Key Amenities
About this property
2Bed / 2 baths Sleeps 5. New manufactured home (Photos are not the new home)Steps away from the beautiful turquoise Atlantic Ocean, Jetty, covered Pavilion, fish-cleaning table, sandbars where people can hang out. Gorgeous sunrises and sunsets. Bayside close by also. World class fishing, diving, ...
Property Type
Islamorada Mobile Home
3 BR | 2 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Newly renovated 3/2 Canal front home with brand new pool, deck and front gates for privacy!The house is perfect for those traveling with different age groups, in-laws, teenagers or 2 families. The house is extra clean and has modern furnishings. It has 3 bedrooms, 2 baths. Upstairs there are 2 bedrooms, ...
Property Type
Islamorada House
This was a terrific location and home. The house and amenities were excellent. The backyard was the standout for our group with the pool, dock and Tiki area....this felt like a true resort get away. The ...
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 an artificial reef! What makes the beach ...
Property Type
Islamorada Apartment
This was our second stay at Jerry’s apartment. We already want to go back. The privacy and beauty of the place can not be overstated. Highly recommended!
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 sure you have a minimum of 28 days entered in your contact form! We do not use the rate feature or the calendar feature on this listing. ...
Property Type
Islamorada Apartment
We stayed two weeks in the beautiful apartment and it was the best vacation ever! Chris is a wonderful host, very friendly and a wealth of information about the area! We will be back next year!
3 BR | 2 BA | Sleeps 10 | Quick View
Key Amenities
About this property
''BEAUTIFUL BAYFRONT PROPERTY!!!!''** 2021 NEW POOL** Fully furnished, 1 story offering 3bd/2ba. The house can sleep up to 8. There is a 1/1 guest suite attached which does have its own separate and private access with full kitchen and bath. Entire house has been remodeled, fully furnished, with a 90 ...
Property Type
Islamorada House
We stayed at Paradise during Feb and March 2022. Outstanding house on a canal 1 block from the Bay. House is well appointed and stocked with everything one needs to enjoy the Keys. Owners were wonderful ...
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
This is a cute cottage all remodeled white tiled, waterfront in the secluded neighborhood of Plantation Key Colony The house offer two bedrooms one with a king size bed and the second with two full beds A complete remodeled kitchen galley type with all appliances and many kitchen gadgets, spices and ...
Property Type
Islamorada Cottage
Mercy and Jose’ have a beautiful home that we have been able to rent for 4 months during the months of Jan- April! They take great care of their home and they respond very quickly if you need to reach ...
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
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, ...
Property Type
Islamorada Condo
My family enjoyed our stay and would definitely come back again. We saw manatees,sharks,rays and enormous fish from our covered patio and bedroom every day. Great central location and several great restaurants ...
4 BR | 4 BA | Sleeps 8 | Quick View
Distance to beach: 2 miles to Founders Park
Key Amenities
About this property
This tropical waterfront beauty has it all...heated pool, spa, dock and custom elevator. Beautifully appointed and fully equipped for your ultimate holiday rental. Located on a deep water canal with direct access to the Bay or Ocean. Enjoy unforgettable sunsets while relaxing on one of several patios ...
Property Type
Islamorada House
My wife and I have stayed at Irish Ayes the month of February the last three years. We love it there. This three story home has it all, pool, spa, boat dock even an elevator. The third floor master suite ...
2 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
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
Had a wonderful 3 weeks in Islamorada. The unit was perfect location to restaurants, activities etc. we will be returning in 2023
3 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
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 ...
Property Type
Islamorada Condo
Thank you so much for letting us stay at your condo! It is absolutely gorgeous and you have everything there we needed and more. The location was perfect and our children enjoyed the tennis courts, pool, ...
4 BR | 3 BA | Sleeps 12 | Quick View
Key Amenities
About this property
PLEASE INQUIRE WITHIN FOR ALL STAYS AND SPECIAL DEALS!!!OCEANFRONT Jewel in the Heart of Islamorada and on Tavernier Creek allows for easy access to everything the Upper Keys have to offer and direct Ocean and Bay access. This Open Water home HAS IT ALL. -Brand New (Sept 2017) Huge, heated ...
Property Type
Islamorada House
Great location! Sunrises and sunsets were amazing. Easy location to open water, kids loved going out on boat. Fishing right off the dock. Lots of wildlife. Everyone loved the outdoor bathroom! Very convenient. ...
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Wake up to the sun rising over the ocean and relax by the pool, in the spa or on the sandy beach in a safe gated community. This nicely appointed 2 bed (one king, two twins, also has sofa bed), 2 bath condo is fully furnished with everything you need to enjoy your stay in the Keys. Amenities include a ...
Property Type
Islamorada Condo
I would recommend this condo to everyone Very spacious, clean stocked etc. View is stunning. Grounds are immaculate. Tanya was very accessible thru my entire stay. I would come back in a heart beat ...
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 is ideal for the avid boater or fishing enthusiast. ...
Property Type
Islamorada House
My husband, our dog, and I, spent the entire month of January in this Fantastic Islamorada pool home with a dock. Tammy, the owner was responsive, helpful, answered all our questions, and emailed to be ...
Key Amenities
About this property
Tropically furnished, privately owned condominium 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 with an amazing sunset and a glass ...
Property Type
Islamorada Condo
Fantastic host. fantastic location, fatastic accomodations! Looking forward to returning in 2022. Thank you Susan
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, heated pool, private beach, and dockage for your ...
Property Type
Islamorada Condo
We rented this Condo because of it's location, size, heated pool, full kitchen and price . The location was perfect to explore the keys, about half way to Key West. We were 3 adults and 2 school age children, ...
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
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 new, from the tile floors to the new tongue-and-groove ...
Property Type
Islamorada Cottage
5 BR | 5 BA | Sleeps 14 | Quick View
Key Amenities
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 ...
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Large two bedroom, two bath, two balcony condo. King Sized bed in master bedroom with a peekaboo ocean view from balcony and a large walk in closet. Guest bedroom also has a king sized bed and balcony with peekaboo views of the ocean. Living room features a pull out sofa. Condo is located next to the ...
Property Type
Islamorada Condo
4 BR | 3.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Explore this sunset heaven from our new bay deck where you can soak in the sun and get lost in our unique sunsets. Listen to the breeze while you sip your wine or go on a sunset cruise while you are in our island. Island Villa 1 is the place to be. It will entice you with all its amenities inside and ...
Property Type
Islamorada Villa
3 BR | 3 BA | Sleeps 6 | Quick View
Distance to beach: 0.5 miles to White Marlin Beach
Key Amenities
About this property
*******Check us out on VRBO No. 2003434******** Please go to ....**To our guests** Nautilus Getaway has always been proud to utilize a contact-less check in process. We use CDC recommended standards for disinfecting in our all our cleaning protocols.As soon as you walk into this home you will ...
Property Type
Islamorada House
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Great house! Great location!HOUSE ON CANAL… 34 foot concrete dock with fish cleaning stand, water and electricity. Bring your boat, great boat ramps. The house is a short distance to supermarkets, movie theaters, dive shops, and full service marinas with fuel, bait and tackle. We are also ...
Property Type
Islamorada House
My two friends and I agree that in the last 13 years since we have been coming down to Islamorada for our annual fishing trip, this is one of the best places we have stayed in. Instructions were clear, ...
3 BR | 3.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to the coastal home of your dreams in the relaxed residential retreat of Coral Cove. As soon as you pull into our driveway, you’ll be able to walk, bike or paddle everywhere in town. Our newly constructed two-story house has 3 spacious bedrooms, a study area with bunk beds, plus 3 and ...
Property Type
Islamorada 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, directly on Florida Bay. Bayside is fully air ...
Property Type
Islamorada Condo
3 BR | 2 BA | Sleeps 6 | 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, it provides quick access to the ocean via Snake ...
Property Type
Islamorada Condo
Stayed at Futura Yatch resort for a week. Stayed in 106 and an amazing condo! No problems at all! Loved the location and pool was awesome! Thanks Rick and Carey! Will be back!
Key Amenities
About this property
Paradise Beautiful and breathtaking ocean views in Lower Matecumbe Key in Islamorada. Private Beach Access to the beautiful White Marlin Beach2/1 Master Bedroom - King size bed Second bedroom - full size bedInflatable full size bed available One full bath with bath tub Living room with ...
Property Type
Islamorada Apartment
Well we definitely will return. Completely MORE than we expected. Very nice and the perfect amount of room for a small family or couples. Great hosts and very responsive. We could not have been any luckier.
Key Amenities
About this property
Beautiful 5 bedroom pool home with 70 foot of dockage at mile marker 74.5 on the bay side. The first floor is a private apartment with two bedrooms, one has a queen and the other two queens. Has a full kitchen, living room, dining area and full bathroom. The second floor has three bedrooms, two with queens ...
Property Type
Islamorada House
Owner easy to work with, place is nice and clean, is as described. My kids especially enjoyed all of the iguanas that are running around.
4 BR | 3 BA | Sleeps 8 | 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. It is extra clean and modernly furnished.Upstairs ...
Property Type
Islamorada House
Arlene was wonderful to work with. The home more than accommodated our mix of four couples. Thanks.
Key Amenities
About this property
Deam home in they keys is one of the very few legal weekly rentals in Islamorada. It is a 4000 square foot home on water with heated Pool. Located in an exclusive area of all waterfront homes. This immaculate two-story home offers a luxurious and very private setting. Ryan's place has 5 large bedrooms ...
Property Type
Islamorada House
This was our first family trip to the FL keys and we had the most amazing time! Bridget was so helpful, especially since we booked prior to covid and decided to take our planned trip. She answered all my ...