4 BR | 4.5 BA | Sleeps 12 | 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 2 minutes to the bay and 10 minutes to the ocean with key access to private White Marlin Beach. 80' dock with fish cleaning table, double jet ski lift, and two floors facing the canal and a private sanctuary. 1st floor: 2 bed/2.5 bath, full ...
Property Type
Islamorada House
6 BR | 6 BA | Sleeps 14 | Quick View
Key Amenities
About this property
Brand new construction built in 2019. Be one of the first to stay in this luxury home.6 Bedrooms 6.5 BathroomsWelcome to paradise! Escape to this luxurious six bedroom home designed for VIP guests. Across the street from open water, with beautiful views! Each bedroom includes an en suite bathroom. ...
Property Type
Marathon House
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Have a truly blissful vacation at this charming, Gulf Front home that sits on one acre of pristine property on exclusive Morton St. Enjoy the magnificent open Gulf views from nearly every room. This unique home is reminiscent of the way the Keys used to be…..charming! Perfect area for walking, ...
Property Type
Marathon House
Everything from the location to the layout of bedrooms was perfect! The house is walking distance to a cute little coffee shop, fishing bait, snorkeling, gas station, shops, etc. We fished off the dock ...
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
This spectacular home is in the heart of Paradise. With Sombrero beach just a few blocks away, Golfing across the street and your boat in our dock.... everything you need to enjoy paradise! Situated in a very quiet and desirable neighborhood close to the beach and shopping. This home is a private oasis. ...
Property Type
Marathon House
Thank u Frank for making our stay so AWESOME!!! My family and I had the best vacation ever in ur beautiful home. The location was amazing. The dock was perfect for our 2 boats. The heated pool was a plus. ...
3 BR | 3 BA | Sleeps 8 | Quick View
Distance to beach: 3 miles to Sombrero Beach
Key Amenities
About this property
Welcome to Villa Nena!Stay in a beautiful villa in the exclusive Flamingo Island in Marathon, FL, located on a lagoon close to the famous Sombrero Beach and many well-known local restaurants. With the home just 10 min from the ocean by boat, you can enjoy the Florida Key's world class fishing, snorkeling, ...
Property Type
Marathon House
The views and location are superb. The home was very well kept and the owner was terrific. We will visit again! Five Stars.
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 | 3 BA | Sleeps 8 | Quick View
Distance to beach: 4 miles to Sombrero
Key Amenities
About this property
Single Family Home fully updated with everything you will need for a perfect vacation. The master suite has a king size bed with an ensuite bath. The ensuite bath has his and her sinks, lovely, large shower and bidet. The 1st Guest Bedroom has 2 Queen size beds and it's own ensuite bath. There is also ...
Property Type
Marathon House
2 BR | 2 BA | Sleeps 5 | Quick View
Key Amenities
About this property
Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We inspect our homes multiple times each month and follow the AHLA Stay Safe Guidelines to ensure your stay is safe and comfortable. You will also find an initial supply of cleaning and ...
Property Type
Key West Condo
4 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
This extraordinary island castle will make you feel like the royal family! With four bedrooms and five bathrooms you will not have to share your space! Start your day boating, fishing or kayaking and then return for a cool dip in the pool! Relax on the expansive screened in porch with a drinks and appetizers ...
Property Type
Summerland Key House
4 BR | 4 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Rent one side or both of this gorgeous, brand new, updated canal front Villa! Each side is a 4 bedroom, 3 bath home (pull-out couches) with its own private pool, private dock, and delegated parking (covered parking for 2 cars with additional parking for cars and/or boat trailer) and gated back yard with ...
Property Type
Marathon Villa
6 BR | 7 BA | Sleeps 16 | Quick View
Distance to beach: 0.3 miles to Ft Zachary Taylor
Key Amenities
About this property
Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theaters and shops, this sprawling six bedroom, seven bath compound has two private heated swimming pools, endless porches, terraces and a huge, fabulous decks that overlooks the action on ...
Property Type
Key West Villa
What an amazing 6 bedroom property in the heart of Old Town Key West. We did not move the car once, We would not rent one next time as you can walk to everything. It is all so close. The pools were simply ...
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Dockside Retreat! Rent one side or both! This 4 bedroom 3 bath canal front home has a private pool, private dock, fish cleaning station, green light under at the dock, two kayaks, two bikes, and a Tiki Hut for the ultimate Keys vacation! With plenty of parking for vehicles and a boat trailer, a well-stocked ...
Property Type
Marathon House
This rental has it all for a large group! The beds are very comfortable, the kitchen is stocked with everything you need, and the pool area with the tiki hut offers hours of enjoyment for kids and adults. ...
2 BR | 3 BA | Sleeps 6 | Quick View
Distance to beach: 1 miles to Sombrerro Beach
Key Amenities
About this property
Lemon Key CottageWelcome home…Thanks to Hurricane Irma, we now have a beautiful newly renovated home! We've spent over $150K on a complete restoration and modernization. (check out the new pics) Lemon Key Cottage is absolutely stunning with new: bathrooms, kitchen, appliances, flooring, ...
Property Type
Marathon House
The Cottage is a wonderful home and a fantastic location. The owners have provided everything you could possibly need. We planned to cook in several nights and I brought along items I knew I would need. ...
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Stay in a beautifully appointed villa or cottage located directly on the Atlantic Ocean. Only a 15 minute drive to Key West's history, restaurants and nightlife, this tropical retreat known as Sea Vista, is as serene as a private island.Enjoy full use of direct TV channels, free current video library ...
Property Type
Sugarloaf Key House
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 17 miles to Bahia Honda State Park
Key Amenities
About this property
Beautiful 3 bedroom 2 bath spacious Caribbean-style waterfront home in Sugarloaf Shores. Complete privacy w/lush landscaped grounds and sparkling pool. One property in from open waters. Concret dock THIS IS A 28 DAY RENTAL -Rent $7500.00 -Security Deposit $1000.00 -Cleaning $300.00 -No Pets - Non refundable ...
Property Type
Sugarloaf Key House
2 BR | 1 BA | Sleeps 6 | Quick View
Distance to beach: 3 miles to Sombrero Beach
Key Amenities
About this property
Peace and Quiet in the heart of Marathon!This house is a 2 bedroom, 1 bathroom waterfront half duplex. There's a screened in porch, so you can relax in comfort on the water. The house has 24' of dock space that you can leave your boat parked at and room for a trailer in the driveway. There's a BBQ ...
Property Type
Marathon House
We absolutely loved our condo. It was spacious, beautifully decorated and very comfortable, as well as very well stocked. Our large lanai, which overlooked the lovely grounds, the marina, and the Gulf, ...
1 BR | 1.5 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Sea horse 1: Deep wide unlimited dockage with 50 amp power by the dock, flow through canal, View of Vaca Cut & Atlantic Ocean. Swimming , snorkeling, fishing all right from the dock and swim with beautiful Tropical fishes and manatees! Tastefully decorated & furnished, cute & clean, ...
Property Type
Marathon House
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
This tropical paradise is just waiting for you and your guests. Located near the end of a quiet lane this custom home has it all. Glorious open bay views from the screened porch for hours of quiet time. The interior has been expertly decorated in Caribbean style with lots of special touches. Large eat-in ...
Property Type
Summerland Key House
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
From the first moment you enter this luxurious condo, you will be speechless at the Panoramic Oceanfront view. This 2 bedroom end unit sits on the top floor of the prestigious Monte Christo and features a spacious open floor plan decorated with high end contemporary furniture, gourmet kitchen, 2 large ...
Property Type
Key Colony Beach Condo
My stay at KCB was amazing. We had our own private beach and pools. This is the perfect place to get away from the virus because there were so few people and all of the facilities were clean. The apartment ...
2 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Seaglass-Paradise on the Gulf is located in 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 for its Caribbean ...
Property Type
Marathon Condo
Nice place, clean, nice location. The house is big and has everything you need to have a great stay.
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Rent one side or both of this gorgeous, brand new, updated canal front Villa! Each side is a 4 bedroom, 3 bath home (pull-out couches) with its own private pool, private dock, and delegated parking (covered parking for 2 cars with additional parking for cars and/or boat trailer) and gated back yard with ...
Property Type
Marathon Villa
3 BR | 3 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Enjoy many peaceful days and evenings at Cruikshank Isle, situated right on the tip of Cruikshank Island on Summerland Key where astounding sunsets and ocean vistas will be yours.The grounds are very shady and groomed, right at the waters edge. Plenty of dockage on the canal side and spacious outdoor ...
Property Type
Summerland Key House
3 BR | 3 BA | Sleeps 8 | Quick View
Distance to beach: 4 miles to Sombrero Beach
Key Amenities
About this property
Welcome to the luxurious “Yellowtail” Villa, where luxury meets the Gulf of Mexico! The only problem with this vacation rental is you won't want to leave because we have it all for you! From our private 35 ft. high roof top deck with its’ AMAZING views of the Gulf, our private tiki ...
Property Type
Marathon Villa
This villa is amazing! There is every comfort of being in your own home, but with beautiful views of the water. The owner's hospitality is wonderful, as he is available with any questions you may have. ...
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
During this pandemic Jerry’s rental was the perfect place to decompress and seek solitude. The studio was squeaky clean , the views were amazing , my husband loved the hammock Jerry was a wealth of information ...
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, ...
3 BR | 2.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
A relaxing executives delight -High-end Estate overlooking tranquil 'Bonefish Flats' in picturesque Marathon. Designer decorated with contemporary colors, loads of fine architectural details, Crema Marfil marble, Granite, Hardwood floors, open air porches and balconies. This is a superb, secluded estate, ...
Property Type
Marathon Estate
Mar Azul was exactly as billed. It was spotless and very relaxing. The rooms are well appointed and the house and pool are quite private. We rented SUPs and had them right on our dock to use every day in ...
6 BR | 5 BA | Sleeps 14 | Quick View
Key Amenities
About this property
Great for Family Reuions, and Large Groups vacationing in the Florida Keys! Fabulous 6500 sq ft. vacation paradise. Includes everything you need for a perfect Family Reunion or large destination vacation.Private Vacation Rental Waterfront Home with 6 Bedroom 5 Baths Private Pool and Spa ~ Private ...
Property Type
Marathon House
Seriously, there is nothing our family wanted for at this property. Liz and Captain Bob were great, providing us with bikes, sand volleyball, bags, an amazing dock...but the highlight was the outdoor kitchen! ...
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Come enjoy tranquil breezes from the Atlantic Ocean sweeping through the grounds of this spacious duplex property on 7,500 sq ft of recreational space waiting for all your island fun & games. The rental offers 1,200 sq ft boasting three (3) spacious bedrooms and two (2) bathrooms both with full tubs. ...
Property Type
Marathon House
2 BR | 2 BA | Sleeps 5 | Quick View
Distance to beach: 4 miles to Long Key or Curry Hammock
Key Amenities
About this property
*****Booking on Pay Direct to Owner sites save you the most money!*******Kens Conch Key Cottage is a small romantic cottage in a quaint Old Florida Keys style Lobster fishing village, on a tropical island named Conch Key. We are located about 10 miles from Marathon and close to various state parks ...
Property Type
Marathon Cottage
Our first visit to the keys was stress free with this cottage rental. From first inquiry to end of vacation, Ken made this so easy. The cottage had everything we needed. After a day of exploring it was ...
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
This beautiful 4 bedroom, 3 bath home is less than 2 minutes from Sombrero Beach just down the street (oceanfront) and less than 15 minutes to open water! Private pool with outdoor tv on the patio, private dock, 2 bikes, 2 kayaks, bait freezer, gas grill! The private dock can accommodate up to a 40' boat. ...
Property Type
Marathon House
5 BR | 5 BA | Sleeps 14 | Quick View
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
Key Amenities
About this property
2 bedroom, 2 bath half duplex across from the Par 3 golf course, tennis courts and the park. This is the right side of the duplex with a 42″ Flat Screen TV in the living room and DVD Player, and a 32″ TV in each one of the bedrooms. Newly decorated and fresh paint in good condition. This ...
Property Type
Key Colony Beach House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Distance to beach: 0.0 miles to Walk downstairs!
Key Amenities
About this property
Located at the southernmost point on Key Colony Beach, Suite 16 is virtually surrounded by the beautiful turquoise waters of the Atlantic Ocean. This spectacular Key Colony Point condo offers panoramic views of Florida Keys ocean waters and sunshine from almost every room. Floor to ceiling windows in ...
Property Type
Key Colony Beach Condo
Oh what a great place for a vacation. Everyone is so friendly and helpful and the view is outstanding. Beautiful beach, great restaurants with delicious fresh seafood. Yum. Lots to do and I can't wait ...
5 BR | 4 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Brand new 5 bedroom, 4 bath single family home with 30′ of assigned dockage, 11 X 22 private pool that goes from 3.5′ to 5′ in depth. 2293 square feet of living area. Stunning views, with balconies to capture the breezes and the views. Lots of parking for your vehicles and boat trailer. ...
Property Type
Marathon House
We recently stayed at this beautiful furnished home. It was a great vacation with my adult children and granddaughter! The location was perfect with restaurants, shops and beaches. The pool was perfect ...
3 BR | 2 BA | Sleeps 10 | Quick View
Key Amenities
About this property
''BEAUTIFUL BAYFRONT PROPERTY!!!!'' Fully furnished, 1 story offering 3bd/2ba. The house can sleep up to 10. There is a 1/1 guest suite attached which does have its own seperate and private access with full kitchen and bath. Entire house has been remodeled, fully furnished, with a 90 ft Dock. Bring ...
Property Type
Islamorada House
Thank you Bill and Tiffany for providing such great accommodations. We had so much fun and wish we could've stayed longer. Everything imaginable is provided in the house and if not, all you need to do ...
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
"SOMBRERO HEAVEN" ~ Updated Villa with neighborhood Ocean Front beach and Second Story Screened Balcony that Over Looks Private Heated Pool and Canal! Everything you need for the perfect keys vacation ~ private dock, fish cleaning station, bikes, beach towels, beach chairs, beach umbrella, beach ...
Property Type
Marathon Villa
3 BR | 2 BA | Sleeps 8 | Quick View
Distance to beach: 1 miles to Cabana Club
Key Amenities
About this property
Great 13th St location with 35′ of dockage. Very comfortable, ground level home. The pool is 10 X 26 and 4.5′ in depth 2154 sq ft of living area with mature lush landscaping, garage to store all your toys, bait freezer, fish cleaning table and 4 flat screen TV’s. Hi speed wireless ...
Property Type
Key Colony Beach House
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
You will be pleasantly surprised when you arrive at Grouper Therapy on Little Torch Key. One of the few ground level vacation homes. No steps here!!Nicely styled kitchen with granite counters and newer appliances and a small breakfast bar to enjoy morning coffee and snacks.The living area is roomy ...
Property Type
Little Torch Key House
2 BR | 1.5 BA | Sleeps 4 | Quick View
Distance to beach: 2 miles to Smathers Beach
Key Amenities
About this property
Come stay in a premier development in Key West. This would be a great location to stay with a monthly 29 day rental minimum. Yearly rates available. You would be close to everything Key West has to offer and the peaceful serenity of your temporary home in Paradise. Our house offers many amenities to ...
Property Type
Key West Townhome
The townhouse and grounds are exactly as pictured and described! Staying on Stock Island was a great experience. Close enough to beaches and downtown Key West and the island itself offers a number of terrific ...
2 BR | 2.5 BA | Sleeps 6 | Quick View
Distance to beach: 0.3 miles to Ft. Zachary Taylor Beach
Key Amenities
About this property
Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We inspect our homes multiple times each month and follow the AHLA Stay Safe Guidelines to ensure your stay is safe and comfortable. You will also find an initial supply of cleaning and ...
Property Type
Key West House
Excellent location. Short walk or bike ride to Duval for shops and restaurants. Outdoor patio space is large, private and perfect for morning coffee or evening cocktails. Overall condition of the property ...
1 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
1BEDROOM, 1 BATH, QUEEN SLEEPER, UNIT #101, Large One Bedroom 1st Floor With Ocean View, THE BEST UNIT IN RESORT ! Beautiful Oceanfront Matecumbe Resort. The resort is very casual... so expect to make your own umbrella drink. Great for fishing and diving with Alligator Reef a short boat ride off shore. ...
Property Type
Islamorada Apartment
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Luxurious townhouse condo with 2 bedrooms, 2 and a half baths with Gulf views. Open floor plan with a large living area, dining and kitchen all wide open for great socializing! There is a queen size sofa sleeper in the living area for extra guests. 50 " Flat screen TV in the main living area. There ...
Property Type
Marathon Condo
Oh my goodness, what a lovely home. So tastefully decorated, warm and inviting. We absolutely loved our stay and the home. We were entertained by the amazing manatees in the intercoastal waterway behind ...
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 ...
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Three bedroom, two bath home with an additonal den for extra sleeping. Nice patio facing the canal with 50' of dockage. The master bedroom has a king size bed, separate sitting area and it's own bath. the den is also on this level with a hideaway couch that opens up to two twins. Downstairs there are ...
Property Type
Marathon House
2 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Simple and sweet with no muss, no fuss. It’s all right here – Gulf Side! This quaint two bedroom vacation home offers views, a deep-water boating and swimming canal and a protective seawall. This home offers 2 queen-size beds and an additional sleeper sofa.A glassed-in porch and all the ...
Property Type
Big Pine Key House
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Once you see this historic two storey townhouse, you won’t want to stay anywhere else!Filled with natural light, this end unit is ‘tucked away’ in an exclusive, historic Foundry building next to the ‘Truman Little Whitehouse’. There are only 3 residences in our building!There ...
Property Type
Key West Townhome
We just got back from a week stay at this beautiful condo! My husband and I brought my daughter and her husband with us, and the private bedroom and bath arrangement was exceptional for 2 couples. Just ...
Key Amenities
About this property
Lovely full duplex that sleeps 14! Upstairs there are 3 bedrooms, 2 and a half bath’s with a wide open concept. The half bath is off the living room area. Four flat screen TV’s, hi speed wireless internet, gas grill and a lovely pool (heat is $200/wk optional). Pool is 10 X 20 and 4′ ...
Property Type
Key Colony Beach House
5 BR | 4 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Located on the Highly sought after Sombrero Beach area of Marathon, which is the beginning of the lower keys just 50 min from Key West is our Florida Keys Tropical Paradise . Less than a third of a mile to the Sombrero Beach and the Sombrero Beach Park, With a deep water concrete dock with ocean access ...
Property Type
Marathon House
Highly recommend this home. My family of 5 just spent the week there and had a fabulous time. It had everything we needed. It was close to some amazing restaurants. Publix was around the corner. The beach ...
3 BR | 2 BA | Sleeps 8 | Quick View
Distance to beach: 10 miles to Bahia Honda, Key West
Key Amenities
About this property
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: Internet ...
Property Type
Cudjoe Key House
Eight of us went down together, and we all fit comfortably in the house. Whenever we weren't out on the water having a great time, there was plenty of space for everyone to chill/sleep.An otherworldly ...
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 ...
