2 BR | 2 BA | Sleeps 5 | Quick View
Key Amenities
About this property
Duplex, 2 Bedrooms + Convertible bed (Sleeps 4-5), 2 baths, Wi-fi, all amenitiesGround level with back yard for BBQ and relaxing. Dock your own boat or a rental boat at this canal front home. Easy access from dock to the ocean or bay for fishing, snorkeling, sightseeing, or just floating. There are ...
Property Type
Key Colony Beach House
The place was very clean and as described. The owner was very helpful with recommending local activities and provided guidance from public boat ramp to the house. She was very responsive and friendly. We ...
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
5 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
2 rental homes within 5 private gated acres of scenic beauty in the heart of the Florida Keys. Located within the keys wildlife preserve, Sea View Estate is just a 15 minute drive to the shopping and nightlife of Key West and just minutes to some of the finest restaurants the Florida Keys has to offer. ...
Property Type
Key West House
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Sea Vista EstateStay 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 ...
Property Type
Sugarloaf Key House
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
The Sand dollar is a 3 bedroom, 2 bath home built within feet of the Atlantic Ocean with 180 degree ocean views.The property is a 5 acre gated private estate located within the Florida Keys National Wildlife Refuge.Fishing and diving just steps outside your door. Then at night, Key West is just ...
Property Type
Sugarloaf Key House
1 BR | 1 BA | Sleeps 2 | Quick View
Key Amenities
About this property
Located in The Colony, a secluded compound just steps from Duval Street, Colony Sunset is a colorful and relaxing retreat. Walk up the flagstone path and enter the home through the vivid and cheerful living space, accented with cerulean blue walls and splashes of tropical art. A vaulted ceiling with ...
Property Type
Key West Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 4 miles to Smathers
Key Amenities
About this property
MONTHLY RENTALS ONLY We purchased Bougainvillea Villa in late 2014 as our future retirement home. The villa was built in the early 1960’s and our neighbors tell us that at one time Jimmy Buffett’s manager owned and lived in the home. It has always been a private home, and was renovated and ...
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 ...
1 BR | 1 BA | Sleeps 3 | Quick View
Distance to beach: 0.3 miles to Ft. Zachary Taylor
Key Amenities
About this property
Beautifully Remodeled -1BR/1BA End Unit Shipyard Condo in Truman Annex Location, Beauty and Comfort! Southard Breezes has what you are looking for! This gorgeous home has been meticulously renovated with our guests' complete comfort in mind. Located in the gated community of Truman Annex: a popular and ...
Property Type
Key West Condo
3 BR | 3 BA | Sleeps 6 | Quick View
Key Amenities
About this property
The MOSAIC HOUSE as it is named is located on one of Lower Matecumbe's (Islamorada) most popular streets and features a very unique floor plan. This home "lives" in the back of the house with glass walls overlooking a tropical paradise. There's an outdoor "play" area which includes ...
Property Type
Islamorada House
2 BR | 1.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Minimum Rental: 7 DaysSATURDAY to SATURDAY "Moon Bay A206" is calling all fishermen and divers... Whether you plan to fish or dive on your next visit to the Keys, you will find these exceptional accommodations first class and affordable. World famous dive sites are minutes away and phenomenal ...
Property Type
Key Largo Condo
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 rent by the week, or month. Each unit sleeps up ...
Property Type
Islamorada House
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
Key Amenities
About this property
Minimum Rental: 28 Days"Bayside Breeze" is a wonderful 2013 built stilt home. Features include an open living area with gourmet kitchen, stainless steel appliances, including a wine refrigerator and granite counters. The oversized center island in the kitchen makes a perfect snack ...
Property Type
Plantation Key House
1 BR | 1 BA | Sleeps 3 | Quick View
Key Amenities
About this property
Beautifully Remodeled Tropical Sanctuary-1BR/1BA Shipyard Condo in Truman AnnexLocation, Location, Location!! Sunrise off Southard has it all! An upscale one bedroom home offers beauty with all the comforts. Located in the gated community of Truman Annex: a popular and beautifully landscaped community ...
Property Type
Key West Condo
This is a great one bedroom rental. Within walking distance to all the restaurants and bars. Tracy was quick to respond when I had any questions. The condo had beach passes, bikes, a cooler, beach towels, ...
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 décor and comfortable accommodations. ...
Property Type
Islamorada House
4 BR | 3 BA | Sleeps 10 | Quick View
Distance to beach: 4 miles to Sombrero
Key Amenities
About this property
Lovely, oceanfront 4 bedroom, 3 bath home. The main house is three bedroom, two bath with the kitchen, living and dining area. The master bedroom has a king size bed, the first guest bedroom has a queen and the 3rd bedroom has two sets of bunk beds with full size on the bottom and twins on the top. Then ...
Property Type
Marathon House
We spent a week at this property with our extended family. It is a beautiful home with a great amount of outdoor space. There are so many options, from fishing on the dock to swimming in the heated pool, ...
2 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
The Sea View Cottage is a 2 bedroom, 1 bath home built within feet of the Atlantic Ocean with 180 degree ocean views.The property is a 5 acre gated private estate located within the Florida Keys National Wildlife Refuge.Fishing and diving just steps outside your door. Then at night, Key West is ...
Property Type
Sugarloaf Key House
4 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Minimum Rental: 28 Days "Palm Harbor" is a spacious elegant home with pool and dock. Gently swaying palm trees greet you at the gated entrance to this wonderful home. The ground level entry features a billiard/game room, bedroom and full bath. An open curved staircase leads to the 2nd ...
Property Type
Plantation Key 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. This unit is ready for your arrival. Be sure ...
Property Type
Islamorada Condo
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
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
This is both a unique and well-run property. Lisa is very accessible and responsive. I left something very valuable here, and before I even realized it Lisa had told me it was found and wanted to know where ...
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 for your arrival this unit offers an updated kitchen ...
Property Type
Islamorada Condo
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Minimum Rental: 28 Days "Plantation Adventure" is a sensational remodeled single family home on Plantation Key awaits your arrival. The gorgeous POOL, HOT TUB, and TIKI BAR are ready and waiting. Imagine fun filled days and evenings relaxing in the patio and yard area! The patio is spacious ...
Property Type
Plantation Key House
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Minimum Rental: 1 MONTH This is a gorgeous 3 bedroom townhouse in a private upscale ocean front condominium community! Everything you could want is located within the community - heated pool; hot tub; covered seating area; tennis court; children's playground; basketball court; boat ramp; boat slip ...
Property Type
Key Largo 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 level. This home has a cozy cottage like feeling ...
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 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 totally renovated and remodeled, new furniture ...
Property Type
Islamorada House
My friends and I (total 6 adults) rented this beautiful home for a birthday celebration. The home is absolutely beautiful and in close proximity too many features within the Keys. The house has water craft ...
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Completely remodeled 3 bedrooms, 2 bath house in Marathon - the middle of the Florida Keys, on Mile Marker 51, only one hour to Key West. OUR WEEKS ARE SATURDAY - SATURDAY. Beautiful place in a quiet neighborhood. Direct access to the ocean, with 37 feet of dockage. House set up for fishing and relaxing. ...
Property Type
Marathon 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 of the most prestigious condo complexes in Islamorada. ...
Property Type
Islamorada 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 area. There are blue water ocean views from ...
Property Type
Islamorada House
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 floor plan provide an inviting place to call home. ...
Property Type
Islamorada Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Envision yourself relaxing in a beautiful wood framed conch cottage with overhead fans lazily turning below the sloping tin roof in the heart of Old Town in Key West. This is the best value in Key West as it is no cookie cutter small rental condo but a private townhome (one of only seven available for ...
Property Type
Key West Cottage
4 BR | 2 BA | Sleeps 8 | Quick View
Distance to beach: 5 miles to Bahia Honda State Park
Key Amenities
About this property
Sorry NO SMOKING or PETS!Minimum 28 days / Please check availabilityGround level 4 bedroom, 2 bath waterfront home on a double lot with a saltwater pool with hot and cold shower, large pool deck and two Tiki Huts. 180 ft of waterfront and 90 feet of dock space with a double fish cleaning table. ...
Property Type
Big Pine Key House
2 BR | 2 BA | Sleeps 4 | Quick View
Distance to beach: 0.2 miles to Cabana Beach Club
Key Amenities
About this property
This is a large stilted duplex located in a tropical paradise. The water view property is located on the island City of Key Colony Beach in the Middle Keys (near Marathon). This is a canal-front unit with a 37.5 step down concrete dock with quick easy access to ocean. Dock comes with ladder access and ...
Property Type
Key Colony Beach House
Key Colony Beach is indeed "the gem of the Florida Keys." It offers shops, restaurants, beach and pool access, golf, tennis, and really friendly people. I enjoyed a phenomenal jazz concert and a hilarious ...
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
4 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Dos Casas can be the answer to your fabulous Old Town Key West vacation. We've been renting to discriminating travelers for over 10 years. Our guests come back over and over, finding the comfortable spaces, stocked with amenitites and ideal location the perfect spot to enjoy all that Key West has to offer.Why ...
Property Type
Key West House
4 BR | 3 BA | Sleeps 8 | Quick View
Distance to beach: 9 miles to Bahia Honda State Park & Beach
Key Amenities
About this property
Welcome to paradise! Come experience the amazing Keys and beautiful open water home with 200 foot long dock for your boat. Exclusive heated pool to relax and enjoy the surrounding ocean view - just breath taking! The private lot is .81 acre with one other rental and still very spacious. Stunning panoramic ...
Property Type
Little Torch Key House
Enjoyed every minute....great layout and even better for the watercraft...thank you.
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Great house! Great location!House On Canal… 40 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 full service marinas with fuel, bait and tackle. ...
Property Type
Islamorada House
4 BR | 2.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Vacation home sits close to the water and has a view over Cudjoe Bay to the Atlantic. Has a private heated pool, 4 bedrooms and 2 bathrooms. Large deck with water access for a boat. Vacation home sits far off of the main road for a great quiet vacation. We have 3 Florida Keys vacation homes on this property. ...
Property Type
Cudjoe Key House
Our stay was perfect! The scenery was beautiful, and the house was very well cleaned and decorated. The manager Steve was very friendly and helpful as well! I would highly recommend this rental to anyone ...
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
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Military Vouchers Welcome! In Key West - Not Islands Away * ** Ocean Front**Ocean View From Every Room *90' Scenic Balcony Huge 2200 Sq Ft under air. ***SPECIAL REDUCED RATES FOR ANNUAL, OR OTHER LONG TERM RENTALS ***OCEANFRONT… There is nothing like it. To me, it means being directly on ...
Property Type
Key West Apartment
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 8 miles to BAHIA HONDA
Key Amenities
About this property
Big Torch Key is reminiscent of the Keys 40 years ago, seclusion and peace invade your senses immediately, sunset views will take your breathe away. Located on 1.4 acres on Niles Channel, in National Key Deer Refuge, the best boating access to the Atlantic (2 miles) and the Gulf (6 miles) in the lower ...
Property Type
Big Torch Key House
My son and I spent a wonderful week at torchview. It was very relaxing had everything we needed. The house was very clean and has a well equipped kitchen. We we're able to bring our puppy with us which ...
5 BR | 4 BA | Sleeps 12 | Quick View
Key Amenities
About this property
Large home located on a double lot with plenty of parking and 200 feet of seawall. Quiet neighborhood with convenient access to grocery stores and other services. Large master bedroom upstairs with big screen TV. Large living room with big screen TV and shuffle board table. Large porch balcony for watching ...
Property Type
Big Pine Key House
This house is so great and continues to be perfect for our big family at Christmas time! We have had 10 adults staying in the house at one time with kiddos too and it never feels cramped. The pool is perfect ...
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 home offers a professionally-designed living environment ...
Property Type
Islamorada 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
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 in a highly desirable area of Islamorada on ...
Property Type
Islamorada House
4 BR | 4 BA | Sleeps 8 | Quick View
Key Amenities
About this property
On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three separate vacation suites sharing a lush, large, sunny pool, or combines for a wonderful four bedroom retreat.Downstairs there is a large, open floor plan with living ...
Property Type
Key West House
3 BR | 3 BA | Sleeps 12 | Quick View
Key Amenities
About this property
**AMAZING SPECIAL! 25% OFF RENT MARCH THROUGH AUGUST 2019!** 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 ...
Property Type
Islamorada House
Key Amenities
About this property
Stunning waterfront single family, ground level with brand new private pool. Fish cleaning table, bait freezer, 75' of dockage, 60' wide canal. Completely remodeled inside and out July of 2018. All new and custom, inside and out. All new tile floors, kitchen w/stainless appliances, quartz counter tops ...
Property Type
Marathon House
I would highly recommend this property to anybody who wants to have a great fishing experience and be able to relax in a gorgeous home when they return
4 BR | 3 BA | Sleeps 8 | Quick View
Distance to beach: 0.9 miles to Cabana Club
Key Amenities
About this property
ENJOY OUR HOME with 5 STAR REVIEWS & New TIKI HUT, Open Water Access 5 minutes NEW WHITE kitchen with QUARTZ COUNTERTOPS, NEW STAINLESS STEEL APPLIANCES (photos coming soon),Perfect home for a Family Gathering, or Extended Family Get Together, or Families traveling together. Boater's perfect ...
Property Type
Key Colony Beach 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 an artificial reef! What makes the beach ...
Property Type
Islamorada Apartment
Lower Matecumbe Key is beautiful and secluded. You need to be a boater with a boat or enjoy water sports, or just like the quiet. This unit is small, regular bed. There are plenty of items on the property ...
