2 BR | 2 BA | Sleeps 5 | Quick View
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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 for your arrival this unit offers an updated kitchen ...
Property Type
Islamorada Condo
Condo is in great location and in nice condition Everything was as was promised Loved the pool and walking in the ocean Great dining just walking distance Only thing I would ask is better kitchen ...
2 BR | 1 BA | Sleeps 4 | Quick View
Distance to beach: 3 miles to Sombrero Beach
Key Amenities
About this property
Adorable half duplex with a bohemian island feel!This house is a 2 bedroom 1 bathroom, canalfront half duplex. There's a screened in porch so you can relax in comfort on the water. There is 24' of dock space. There's a BBQ grill, 2 kayaks, Cable TV, WIFI, washer/dryer, and all the amenities of home. ...
Property Type
Marathon House
I can’t say enough good things about Waterfront Bungalow! We absolutely loved it! It was beautifully decorated with a bohemian vibe, perfect for the Keys! It is a great location within walking distance ...
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
Absolutely a wonderful place to stay. Easy access to Gulf or Atlantic with plenty of room for 3 boats. Great location for all the Florida Keys has to offer. Was always a pleasure to talk to Bill and he ...
3 BR | 1 BA | Sleeps 6 | Quick View
Key Amenities
About this property
This Condo comes with a 30' Boat slip, Tennis courts, pool, club house, undercover parking and elevators for easy access. Located on quiet Lower Matecumbe Key Bay Harbour is just 7 miles from Islamorada's center with nearby beaches and parks.
Property Type
Islamorada Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
This home is meticulously cared for and will not disappoint! One story living with an open airy feel in all living and entertaining areas while bathrooms are easily accessible and bedrooms are tucked away for privacy and serenity. Indoor entertaining will not be an issue for the kitchen is newly and beautifully ...
Property Type
Key West House
5 BR | 3 BA | Sleeps 12 | Quick View
Key Amenities
About this property
This 5 bedroom 3 bath house with pool on Ocean front property on Highway 1. Located just 20 miles away from Key West. This lovely home has its own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Downstairs grill, upstairs grill, Jacuzzi. Full WiFi. TVs in every ...
Property Type
Cudjoe Key House
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
2 BR | 2.5 BA | Sleeps 6 | Quick View
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About this property
Minimum Rental: 7 Days (Saturday to Saturday)"Brock Haus on the Gulf" is an end unit townhouse on the water's edge with water views on 3 sides! The main living area faces the Florida Bay, one side faces the inlet leading to the marina basin and the back faces the marina. The panoramic open ...
Property Type
Plantation Key Condo
5 BR | 3 BA | Sleeps 12 | Quick View
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
We had the most exceptional time at this home. It’s spacious with enough rooms for everyone. The house was clean and well put together. The linens in every room are luxurious and majority of the beds ...
5 BR | 4 BA | Sleeps 12 | Quick View
Distance to beach: 3 miles to Coco Plum
Key Amenities
About this property
Enjoy life at Serenity! Amazing home on the ocean with 137' of deep water protected dockage. Unobstructed views of Vaca Cut from this elegant home. Enjoy breathtaking sunsets, dolphins playing in your backyard, visiting manatees, fishing from your very own The dock has 137' of seawall , with water and ...
Property Type
Marathon House
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 Florida ...
Property Type
Islamorada House
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
"Chillax" Vacation Rental ~ rent one side or both! It is a gorgeous brand new beautifully decorated 4 bedroom 3 bath canal front Villa (pull out couch)! With a private dock that can accommodate a boat up to 40', private pool, plenty of parking for cars and boat trailer and a two minute drive ...
Property Type
Marathon Villa
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 ...
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
Really enjoyed our stay- the deep water dock was perfect for our daily boating excursions. Enjoyed watching the sunsets each evening from the hot tub. Views were incredible and grounds were immaculate. ...
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
BEST PRICED WATERFRONT HOME IN AREA *********ALL NEW MONTHLY RATES********Minimum Rental: 28 Days "Bayside Breeze" is a wonderful 2013 built stilt home centrally located in the Islamorada/Tavernier area. The open concept living area - kitchen, dining, and living - invites family togetherness. ...
Property Type
Plantation Key House
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
4 BR | 4 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Cock-a-doodle-do Vacation Rental, named for Key West's beloved chicken population, is a mid-town oasis! 5 minute drive to Old Town or take Uber for just $ 10!A meticulously updated pool home with beautifully lush landscaped grounds and plenty of space for everyone! The main house is a 3/3 (1 King, ...
Property Type
Key West House
2 BR | 2.5 BA | Sleeps 6 | Quick View
Distance to beach: 5 miles to Sombrero Beach
Key Amenities
About this property
Entering our luxurious condo, you will be impressed with expansive ocean views, literally from every room. Corner-sited and on the 1st floor (above parking), the wrap around private balcony, with all-new wicker lounge furniture, is but a stone toss to the ocean. Travertine tile floors and granite counters ...
Property Type
Key Colony Beach Condo
2 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Mai Paradise Beautiful and breathtaking ocean views in Lower Matecumbe Key in Islamorada. Private Beach Master Bedroom with King size bed Second bedroom with full size bed Inflatable full size bed available One full bath with bath tub Living room with sofa, sofa chair, accent chair, tv, with ...
Property Type
Islamorada Apartment
2 BR | 2 BA | Sleeps 4 | Quick View
Distance to beach: 4 miles to Harry Harris Park
Key Amenities
About this property
Sea Gulls 511 is one of the nicest condos in the Islamorada area. It has been completely rebuilt following Hurricane Irma so everything about it is new, upscale, and extremely clean.The living area is open plan with a large island, full kitchen, and most importantly, a fabulous direct ocean view ...
Property Type
Tavernier Condo
The location of the condo was very nice, there are plenty of restaurants and attractions to go to. If you are looking for a relaxing vacation this is the place to stay. We will be back in the future! Love ...
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 ...
Key Amenities
About this property
Walk the Beach! Beautiful 2 bedroom, 2 bath Ocean front condo at Coco Plum Beach Villas, nicely decorated and furnished. Leather recliners in the main living area overlooking the Atlantic Ocean. King in master, 2 twins in 2nd. Pull Out couch in living room. Deck, master bedroom and the livingroom overlook ...
Property Type
Marathon Condo
We stayed for two weeks and had a great time. The views are awesome from the balcony overlooking the beach and ocean. The pool is right at the edge of the ocean and great to cool off. Coco Plum Beach is ...
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
"Toes in the Water" ~ Rent one side or both! It is a gorgeous brand new beautifully decorated 4 bedroom 3 bath canal front Villa (pull out couch)! With a private dock that can accommodate a boat up to 40', private pool, plenty of parking for cars and boat trailer and a two minute drive to the ...
Property Type
Marathon Villa
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 4 miles to Smathers
Key Amenities
About this property
COVID-19 UPDATE: Key West and Monroe County are opening to visitors June 1! Restuarants will be open at 50% capacity and bars that do not serve food will remain closed. MONTHLY RENTALS ONLY We purchased Bougainvillea Villa in late 2014 as our future retirement home. The villa was built in the early ...
Property Type
Key West House
Nothing is missing from this very clean and very well organized beautiful home situated on a wide lagoon. For us, the highlight is the superb view of the wide lagoon from the window wall across the entire ...
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
30 MINUTES TO KEY WEST. BEAUTIFUL LOT WITH COCONUT TREES. BEAUTIFUL BRAND NEW FURNISHINGS. 65" LCD TV IN LIVING ROOM 50" LCD IN MASTER BEDROOM. WORLD FAMOUS LOOE KEY JUST OFF SHORE. TWO QUEEN BEDS AND TWO TWIN BEDS IN THREE BEDROOMS. SONOS MUSIC SYSTEM WITH KLIPSH OUTDOOR SPEAKERS. RELAX IN ...
Property Type
Big Pine Key House
4 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Minimum Rental: 1 MonthPelican Landing is located in the prestigious neighborhood of Port Antigua on a deep and wide canal. The main floor offers 3 bedrooms and an open concept with ample seating for the entire family. The large balcony overlooks a canal where pelicans are usually seen diving into ...
Property Type
Islamorada House
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
With quick, easy access to the Gulf and Atlantic Ocean, this home is perfect for fishing, snorkeling and boating. This three-bedroom, two-bath home, which sleeps eight, has a 45-foot dock with ample room for your boat. It is only one house away from the mouth of a deep-water canal that leads directly ...
Property Type
Marathon House
Our visit was a two week stay in a really great location. Now first the bad, ok now that that's out of the way let's get on to the great! First off the location to the open water and dock are perfect, ...
2 BR | 1 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
Key West House
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Minimum Rental: 28 Days"Beba's Reef House" will capture your imagination the moment you enter the home and rise to the main living level through the reef painted on the walls of the stair well and the photos of fish captured by the owner during numerous dives here in the Keys. This is a ...
Property Type
Tavernier House
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Tads Place has everything you need for your Keys Vacation. 30ft of boat dockage,ample parking for your boat trailer and vehicles.Full kitchen all towels and linens provided.Great out door sitting area and grill. Walk in freezer. Washer and Dryer and Cabana Club membership for pool.
Property Type
Key Colony Beach Condo
PLACE WAS QUIET AND HAD EVERYTHING YOU NEED FOR VACATION. OWNERS WERE EVERY NICE. Location Is good. Comes with a key banana cub pass for the time of your stay. The night we arrived was a band at sunset ...
1 BR | 1 BA | Sleeps 2 | Quick View
Key Amenities
About this property
Our beautiful deluxe one bedroom condo in Key West Florida on Southard Street is just blocks from the ocean and Duval street. Located in historic old town, the condo is enclosed in a beautiful garden on the ground floor.It is approximately 950 sq ft of air- conditioned luxury. There is a king size ...
Property Type
Key West Condo
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
This spectacular home has everything you will need to enjoy paradise! Situated in a very quiet and desirable neighborhood close to the beach and shopping. This home is a private oasis with mature landscaping on both sides, the golf course on the street side and only mangrove fringe across the canal. private ...
Property Type
Marathon House
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. This property also features 200 feet of dock, Boat ...
Property Type
Islamorada Estate
2 BR | 2 BA | Sleeps 8 | Quick View
Distance to beach: 5 miles to Coco Plum Beach
Key Amenities
About this property
Searenity was just recently renovated and is a brand new ground level vacation rental! A direct shot to the Gulf in about two minutes and nestled in a nice quiet neighborhood on Dolphin Drive in Marathon, this home is in a great central location, not far from Publix Supermarket, all the restaurants and ...
Property Type
Marathon House
One Month of pure bliss ! From the moment we walked in to the Dolphin Drive home we fell in love ! We felt immediately comfortable and at home ! Clean , spacious with every amenity needed for your home ...
2 BR | 1 BA | Sleeps 4 | Quick View
Distance to beach: 3 miles to Sombrero Beach
Key Amenities
About this property
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 grill, dishwasher, Cable TV, WIFI, dishwasher, ...
Property Type
Marathon House
1 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
MINIMUM RENTAL: 1 Month The Palms of Islamorada is a condo complex consisting of 84 units and is located directly on the Atlantic Ocean. The complex features separate his and hers mini-gyms, heated pool, hot tub, tiki for gatherings and lots of lounge chairs so soaking up the wonderful sunshine. ...
Property Type
Islamorada Condo
1 BR | 1 BA | Sleeps 2 | Quick View
Key Amenities
About this property
Eclectic yet spacious waterfront retreat with beautiful views of Florida Bay. One queen bedroom with bath, huge living area, dining room and open kitchen. Situated on a private acre on the bay with sandy beach, boat ramp, jetty, tiki bar and sunsets nightly. Very private and serene setting to enjoy ...
Property Type
Islamorada Apartment
3 BR | 2.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Minimum Rental: 28 Days"Manatee Manor" is a 3 Bedrooms and 2 ½ Baths home with POOL, Dock, and all new furnishings make this your opportunity to experience The Florida Keys at its best. Conveniently located on a deep and wide canal with easy access to the Bay or a short ride to Tavernier ...
Property Type
Tavernier House
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Spectacular oceanfront views are yours from both the master bedroom and the balcony of this beautifully appointed condo. Alligator Reef Lighthouse is easily visible from your master suite or the balcony and you'll be able to watch cruise ships as they pass by the reef and adventure seekers as they ...
Property Type
Islamorada Condo
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Waterfront Home in the heart of the Florida Keyes. Come relax and enjoy the beautiful waters of Sombrero and Bahia Honda Beaches. Both nearby. There is plenty of room and comfort in our 4 bedroom, 3 bath home. Two King Master Suites with attached baths. Satellite Flat Screen TV's in each bedroom. Fully ...
Property Type
Marathon House
What a great place! Has everything you need to feel at home! We stayed the entire month of February 2020 and had an absolutely wonderful time. George is awesome and so responsive to any of the questions ...
4 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Come enjoy the cool clear blue waters of the Florida Keys. The weather is great, lobster season is open from Aug.6th to April 1st. This is a spacious oceanfront home with breathtaking open water views! It is located on beautiful Ramrod Key 85 ft concrete seawall facing the priceless Atlantic ocean teaming ...
Property Type
Ramrod Key House
I wish I could give this property more than just 5 stars. Property owner was amazing and helpful. Owner was available to answer all my questions and more. This property was everything described and more. ...
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 of this home as much as the exterior! As you enter ...
Property Type
Islamorada House
4 BR | 2 BA | Sleeps 10 | Quick View
Key Amenities
About this property
4/3 with paddle boards, kayaks, private pool, private dock on canal, beach!Everything you want and need for the perfect tropical vacation in the Florida Keys is at Sombrero Breeze including 2 kayaks and 2 paddle boards! The canal has deep water access to the ocean and can accommodate up to a 42' boat. ...
Property Type
Marathon Villa
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Minimum Rental: 7 Days"Little Bay's Cottage" is one of three rental units on this property. The cottage is a ground level dwelling separate from two duplex units. It offers a unique floor plan with the main living area in the center of the house with kitchen, dining area, sitting area ...
Property Type
Islamorada Cottage
3 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Minimum Rental: 28 DaysHappy vacationing starts here! The owners call their special getaway “Bay Therapy” for many reasons. It is located in a great neighborhood in Key Largo. It is convenient to the mainland and is the gateway to the Keys. Since purchasing this home the owners have ...
Property Type
Islamorada House
Key Amenities
About this property
Enjoy the Florida Keys in this beautiful canal front two bedroom two bath house in a beautiful area on Little Torch Key. The house features a master bedroom with a king size bed, flat screen TV, and the second bedroom also has a king size bed. A well designed and fully equipped kitchen with everything ...
Property Type
Little Torch Key House
This was our first time staying on Little Torch Key and our first month long vacation. Blackbeard Hideaway and Jolly Roger Estates in general are now my favorite place in the Keys. Protected docking, ...
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
MARATHON ANGLER'S RETREAT in Marathon is a brand new property with every modern convenience and a warm coastal decor! Located right on a canal (just 15-20 minutes from open water) it has its own private dock (can accommodate up to a 45' boat on a 30' dock), fish cleaning station, private pool, hot tub ...
Property Type
Marathon Villa
6 BR | 6 BA | Sleeps 14 | Quick View
Distance to beach: 5 miles to Sombrero
Key Amenities
About this property
The Pelican's Nest………New six bedroom, six bath completely remodeled in 2018. This is truly PARADISE. There is 150' of concrete step down dockage, with instant ocean access. The house is one lot in from the ocean, views are outstanding, while affording protected dockage. Fish right ...
Property Type
Marathon House
4 BR | 3 BA | Sleeps 12 | Quick View
Distance to beach: 5 miles to Founder's
Key Amenities
About this property
MINIMUM STAY: 7 Nights The Martin Family Fish Camp is located on a private peninsula and offers two cottages named Bonefish and Tarpon. Each cottage offers two private bedrooms. Between the two cottages there is sleeping for 10 in beds plus an additional 2 on the sleeper sofa for an occasional ...
Property Type
Islamorada Cottage
We stayed for a month at Blue Water Retreat and had an awesome time with family and friends. The ocean views were magnificent. The pool was a big hit with the kids. We even had our dog with us. Hope to ...
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 into the sunroom overlooking the canal. You’ll ...
Property Type
Islamorada House
