2 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 1 miles to Sombrero Beach
Key Amenities
About this property
Key Lime Sunrise Watch the sunrise & feel the tropical breezes while sipping your coffee from the comfort of the upstairs screened terrace of this lovely and neatly maintained 1,440 sq. ft. two bedroom two & a half bath home situated on Sombrero Beach Road. This charming getaway is within walking/biking ...
Property Type
Marathon 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
Minimum Rental: 28 Days"Villa Riolo" is an updated single family stilt home and perfect for your next holiday in Islamorada! It comfortably sleeps 6 in two bedrooms. This home has been meticulously cared for over the years and for the first time the owners are offering you an opportunity ...
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 6 | Quick View
Key Amenities
About this property
This 2 bedroom, 2.5 bath rooftop town home is located within the quaint community of Duval Square. Beautifully decorated with bright colors and unique art work, this property will give you a great Key West experience and is perfectly located right in the heart of old town Key West. Park your car in the ...
Property Type
Key West Condo
2 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
These twin homes have the charming original style of the Key West "shot gun" cottages and have been restored with a beautiful natural cypress exterior. Each cottage opens to it's own semi-private deck and lounge area with access to a large free-form pool with waterfall.Inside, the comfortable ...
Property Type
Key West 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
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
Very nice, quite place! With lots of extras, We enjoyed the pool, water dock and the view! We recommend this location!
2 BR | 2 BA | Sleeps 5 | Quick View
Distance to beach: 4 miles to Long Key or Curry Hammock
Key Amenities
About this property
We are 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 and beaches.Sorry but we are a NO SMOKING , NO PET, NO PARTY HOUSE OR LARGE GATHERING RENTAL.If ...
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 ...
1 BR | 1.5 BA | Sleeps 3 | Quick View
Key Amenities
About this property
Minimum Rental: 7 Days"Sunshine Place" is setup perfectly for privacy and convenience. The owners of this wonderful property called Sunshine Place are willing to share a portion of their piece of Paradise with you. The ground level living area of this home is perfect for one or two people ...
Property Type
Islamorada House
Beautiful view; lots of privacy; an exceptional experience! The home was immaculate and had a “well-supplied” kitchen. We genuinely enjoyed our stay, We loved getting up in the morning and having ...
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Enjoy the quiet beauty of life in the Keys from this waterfront gem located in upscale South Point, Sugarloaf Key on an extra-wide swimming canal. At Mile marker 16.5, this beautiful home offers indoor/outdoor living in an updated and beautifully furnished setting. The extra-large pool with spacious pool ...
Property Type
Sugarloaf Key House
1 BR | 1 BA | Sleeps 2 | Quick View
Key Amenities
About this property
This charming one bedroom cottage is the perfect hideaway.The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West classics like The Bull, Sloppy Joe's, ...
Property Type
Key West House
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
"SOMBRERO HEAVEN" ~ Brand New, Designer Decorated and Perfectly Appointed 4-Bedroom (1 King, 3 Queens), 3-Bath Private Heated Pool Villa with Neighborhood Ocean Front beach and Second Story Screened Balcony that Over Looks Private Pool and Canal! Everything you need for the perfect keys vacation ...
Property Type
Marathon Villa
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
2 BR | 1 BA | Sleeps 4 | Quick View
Distance to beach: 0.5 miles to Ft. Zachary Taylor State Park
Key Amenities
About this property
$500 OFF ANY OF THESE WEEKS ONLY Welcome to Key West and the Shipyard section of the Truman Annex. You have many choices of accommodations and since I am not a real estate salesman or property manager, allow me let the photos and description speak for themselves. My over sized two bedroom, one bathroom ...
Property Type
Key West Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 40 feet to Across the street
Key Amenities
About this property
FAMILY FRIENDLY GORGEOUS HOME WITH DIRECT VIEW OF LARGO SOUND! WATCH THE SUN RISE FROM THE COMFORT OF YOUR LIVING ROOM! 3 BEDROOMS 2 BATHROOMS BEACH AND BOAT LAUNCH INCLUDED IN RATE! THIS IS THE OPPORTUNITY OF A LIFETIME! KING SIZE BED IN MASTER BEDROOM, 2 TWIN BEDS IN 2ND BEDROOM, AND QUEEN SIZE ...
Property Type
Key Largo House
Nancy's home is AMAZING!! It is located across the street from a private well kept beach. Every morning the beach is cleared of seaweed and has large comfortable chairs for sun bathing or sitting in the ...
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
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 ...
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
This charming Key West cottage is just a short walk to a selection of great restaurants, art galleries, and shopping.Catherine House is located only ½ block from the quieter end of Duval Street, and better yet, just three blocks to a beach (Duval & South Streets). The house can comfortably ...
Property Type
Key West House
1 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
$1500 monthly. Fish all you want at public dock at end of road. Only 2 duplexes on my street. Park in front of door. Car steps from front door. Fenced back yard with Privacy wall. Sliding glass door in bedroom opens to back yard and patio. Walk or bike to shops like Walgreens, dollar tree, coffee ...
Property Type
Marathon Apartment
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Open the door to Paradise Place and find yourself transported to a peaceful sanctuary.The downstairs living area is decorated with warm wood floors, blue and sand accents and provides plenty of space for entertaining. French doors lead out to a large covered and private patio area. The kitchen features ...
Property Type
Key West Condo
4 BR | 4 BA | Sleeps 8 | Quick View
Key Amenities
About this property
This huge penthouse condo, located just steps from the action of Duval Street, has been recently upgraded. This four-bedroom, 4.5 bath condo is in the heart of the action at Duval Square, a charming brick-paved and tree-lined courtyard just south of Truman Avenue. The residential units are on the second ...
Property Type
Key West 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 ...
3 BR | 3 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Tucked away near the quite end of Duval Street, you'll find this stylish, newly renovated, three bedroom, three bath home. Thoughtful details are luxuriously appointed to appeal to the traveler looking for privacy, style and elegant design.Walk up the brick drive and enter the gate to the palm tree-lined ...
Property Type
Key West House
4 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
These twin homes have the charming original style of the Key West "shot gun" cottages and have been restored with a beautiful natural cypress exterior. Each cottage opens to it's own semi-private deck and lounge area with access to a large free-form pool with waterfall.Inside, the comfortable ...
Property Type
Key West House
5 BR | 4 BA | Sleeps 10 | Quick View
Key Amenities
About this property
Luxury on Duval Street in historic Key West? Luxury is not a word most people associate with Duval Street... until you look at Dreaming On Duval! There are very few private homes on this famous street, let alone a single-family, free-standing vacation rental that is just steps away from everything Key ...
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
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 Calypso is a peaceful retreat. Enter the home through the tranquil and inviting living space, accented with sage green walls, new tile floors and pops of color from local artwork and photography. A vaulted ceiling with exposed ...
Property Type
Key West House
3 BR | 3 BA | Sleeps 6 | Quick View
Key Amenities
About this property
2/2 Main House, 1/1 Bunglow, Large Pool And Hot Tub On Beautiful Old Town LaneHidden at the end of one of the most beautiful lanes in Old Town, Casa Escondida awaits you with its tropical seclusion and quiet serenity. Nestled amongst mature tropical landscaping, the main 2/2 house features an indoor/outdoor ...
Property Type
Key West House
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, hot tub and two single ...
Property Type
Marathon Villa
4 BR | 3 BA | Sleeps 10 | Quick View
Key Amenities
About this property
"Toes in the Water" is a gorgeous brand new beautifully decorated 4 bedroom 3 bath canal front Villa (pull out couch)! You can rent one or both sides! 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 ...
Property Type
Marathon Villa
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Havana Lane recalls a time in Key West's colorful history when cigar makers populated the neighborhood, gathering on their porch stoops to cool off and socialize with friends. Very close to the colorful Key West Cemetery, this classic Conch cottage embodies the essence of rustic charm while offering modern ...
Property Type
Key West House
We absolutely LOVED it! One Havana Lane will be forever in our best memories of our time spent in the Keys! The pool was perfect and we enjoyed the few entertaining iguanas. The house was laid out so that ...
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Location! Style! Elegance! This beautiful home is the fabulous combination of everything a great vacation property should be. One half block to Duval Street in the historic district, the location can't be beat. The home's history is rich; neighboring the historic Gato Cigar factory which is now restored ...
Property Type
Key West House
4 BR | 3 BA | Sleeps 8 | Quick View
Key Amenities
About this property
An absolutely perfect location, just a half a block off Duval Street and within walking distance to amazing restaurants, turquoise beaches and the Southernmost Point in the United States. Louisa House has it all for the perfect Key West vacation.A historic home with elegant curb appeal, Louisa House ...
Property Type
Key West 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 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 | 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
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Southard Street Downstairs Queen Conch is a two bedroom two bathroom retreat in a house consisting of three vacation suites. Open floor plan with French doors that open to the large shared sunny pool surrounded by beautiful landscaped garden.
Property Type
Key West House
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Unique oceanfront living only 65 feet from the Atlantic!The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit.The huge oceanfront balcony can be accessed from both the living/dining ...
Property Type
Key West Condo
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
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
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 Poolside is a peaceful retreat. Enter the home through the serene and inviting living space, accented with blue and white decor, wood floors and pops of color from nautical-themed accents and artwork. A vaulted ceiling with ...
Property Type
Key West House
3 BR | 3 BA | Sleeps 8 | Quick View
Distance to beach: 1 miles to Coco Plum & Sombrero Beach
Key Amenities
About this property
This new gated Marathon home is 2 levels with an elevator. 3 Bedroom / 3 Bathroom , Sleeps 8 people, with all the comforts of home. This home offers nothing but the best in home furnishings and security. Panoramic water views from private decks off the living room and master bedroom. Master / King bed; ...
Property Type
Marathon House
You need to see this place to believe it! It is so cool brought my family together again thanks so much!
2 BR | 1.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Minimum Rental: 28 Days"Moon Bay #A410" is a 4th floor end unit in one of Key Largo's finest bay front condominium complexes offers a beautiful view of the Florida Bay and lots of natural light. You'll love the updated kitchen with granite counters, new cabinetry and appliances. New linens ...
Property Type
Key Largo 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
2 BR | 1.5 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Minimum Rental: 28 Days"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 fishing is ...
Property Type
Key Largo Condo
6 BR | 4 BA | Sleeps 16 | Quick View
Key Amenities
About this property
Historic Shadow Point is the most charming, spectacular and intimate Family Vacation and Wedding Venue in Key Largo, FL. With our own private beach, lovely breezes, tropical gardens, and stunning 180 degrees of Largo Sound vistas, there is no better place for an unforgettable family get-together or wedding!This ...
Property Type
Key Largo Estate
Studio | 1 BA | Sleeps 2 | Quick View
Key Amenities
About this property
Perfect for two, this Bali-style studio cottage has it all: comfort, privacy and location.The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West classics ...
Property Type
Key West Studio
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 | 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
This was a repeat visit for us. We love Big Pine Key and enjoy staying in a quiet neighborhood that's close to fishing, the grocery store and nature trails. The house is very comfortable and the outdoor ...
