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About this property
Down a very quite lane the house has one off street parking spot. If you are familiar with Key West you understand what a treat it is to have off street Parkin !Enter from gate through lush and colorful walk to front door of main house . Walking over the front porch is the typical Key West style outside ...
Property Type
Key West House
The house is tucked away on a lane in Old Town within walking distance to everywhere. It is very private with lush plantings and a variety of outdoor spaces to sit. The house is well equipped and the owners ...
2 BR | 2 BA | Sleeps 6 | Quick View
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About this property
Looking to Relax Renew Recharge? We got you. Your own Key West Sanctuary awaits! Escape to a classic Conch family home perfectly tucked away for privacy yet, only 5 Blocks from famous Duval Street. The best of both worlds! Morning yoga class on the deck, late night dip in the pool, and sunset ...
Property Type
Key West House
4 BR | 3 BA | Sleeps 10 | Quick View
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About this property
The home (also known as Margaux's Hideaway) was built in 1890's, with a farmhouse charm, and porches off of every bedroom. It is light and airy, with gorgeous and comfortable indoor and outdoor living spaces. It's perfect for family gatherings, or just a quiet escape. Each room is sunny and bright, ...
Property Type
Key West House
We booked this property in the month of April 2023 to be our home base while we got married in Key West!We cannot express how perfect this historic home is! All the Key West charm with modern amenities. ...
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Adorable historical conch house 2 bdrm, 2 full bath on quiet street with all the modern day amenities & decor in convenient location, relax by your private heated/chilled pool surrounded by decking and palm trees. Enjoy your morning sitting on the front porch watching the breeze travel through the ...
Property Type
Key West House
Beautiful home on a quiet street and close to everything. No need for a car. You can walk or ride bikes to anywhere on the island. Outdoor area is just right for a group of six. Totally enjoyed the ...
4 BR | 3.5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Treat yourself, your family and friends to a grand Key West home ideal for an extended stay on the island. This wonderful home boasts 4 bedrooms, 3-1/2 bathrooms, a new modern kitchen, a living room, a dining room, an office nook, a 270 degree wrap around porch, a pool deck and a heated dipping pool/large ...
Property Type
Key West House
1 BR | 2 BA | Sleeps 4 | Quick View
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About this property
Tony's Conch Retreat is a spacious updated condo is located in a historic home on William Street that was converted into 5 condo units. Tony's Conch Retreat, unit 5, is on the 2nd floor, at the top of the stairs, and encompasses the rear of the home from end to end. It has a lovely view of the back yard ...
Property Type
Key West Condo
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 ...
4 BR | 4 BA | Sleeps 8 | Quick View
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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 home with beautiful lush landscaped grounds and plenty of space for everyone! The main house is a 3/3 (1 King, 2 Queens) ...
Property Type
Key West House
Key Amenities
About this property
The gracious building at 616 Caroline Street, exquisitely renovated into 6 condominiums, claims a long and proud history that befits its esteemed place along one of the most elegant streets in Key West. Unit # 6 is a second floor, 1BR/2BA unit that is entered on the left side of the building. The condo ...
Property Type
Key West Condo
The location is perfect! Close to Duval Street, Mallory Square and many fabulous shops. We rode our bikes every morning to Higgs Beach to play tennis then enjoyed the white sand and cool morning breeze ...
2 BR | 1 BA | Sleeps 4 | Quick View
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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
Key West House
Words can’t describe this place it truly is amazing Troy and Carol go above and beyond to make the experience even more memorable Everyone should have the chance to experience this place once in their ...
3 BR | 2.5 BA | Sleeps 6 | Quick View
Distance to beach: 0.5 miles to Higg's Beach
Key Amenities
About this property
Private Luxury Key West Home with Private Pool, surrounded by lush tropical landscaping in the Casa Marina neighborhood of Old Town.The fusion of a mid-century Florida home with dramatic Caribbean design, has created an ideal contemporary “Floribbean” style villa in the Casa Marina district ...
Property Type
Key West House
Four of us , and our dog, stayed at Lynda’s beautiful home in Casa Marina area. We had a wonderful month there. The location was great and quiet. We spent most of our time enjoying the covered deck ...
3 BR | 3 BA | Sleeps 6 | Quick View
Key Amenities
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2/2 Main House, 1/1 Bunglow, Large Pool And Hot Tub On Beautiful Old Town LaneMulti-month Discounts availableHidden 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, ...
Property Type
Key West House
This house is in the perfect location that is quiet and private. It’s literally in the center of old town and just a short walk to everything. It is very comfortable and has a great layout. The cabana ...
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
Key West House
Seaview Estates was even more beautiful than we expected. The ocean-front setting with views that make you believe you are in Tahiti, the pool area with Tiki hut, the long dock for fishing and sunset viewing--all ...
2 BR | 1 BA | Sleeps 6 | Quick View
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Mini Lobster Lagoon has lovely coastal decor and is a canal front two-bedroom, one bath home with a large screen porch and dockage! Amenities include 2 bikes with helmets and baskets, 2 paddle boards and 2 kayaks! There is parking for both cars and a boat trailer. The pool at the main house is only available ...
Property Type
Key West House
6 BR | 4.5 BA | Sleeps 16 | Quick View
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Lobster Lagoon is a one of kind stunning Key West property! The main home boasts 4 bedrooms and 3 and half bathrooms. Mini Lobster Lagoon Guest House has 2 bedrooms and 1 bathroom!This amazing vacation rental is located at the end of a very quiet street, corner lot with water on both sides! Quick ...
Property Type
Key West House
2 BR | 2 BA | Sleeps 4 | Quick View
Distance to beach: 1 miles to Fort Zachary Taylor State Park
Key Amenities
About this property
Dog-friendly home in great location with fenced yard, & lanai. Limited dates available!!(Special note: This home will be off the rental market after August of 2023.)Welcome to your own private, dog-friendly oasis in the heart of Key West, just one and a half blocks off Duval St. and within ...
Property Type
Key West House
So close to Duval, but on a quiet residential street - stayed for two months. Fully renovated, charming. Laurie was amazing ...
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 30 feet to property 20 yards from ocean, 4 mile white sand be
Key Amenities
About this property
Please contact the owner for stays less than 28 days before you try to book . In Key West - Not Islands Away *** Ocean Front**Ocean View from Every Room *90' Scenic Balcony Huge 2200 Sq Ft under air. This is a $1.5 Million Dollar Property with priceless View!***SPECIAL REDUCED RATES FOR ANNUAL, ...
Property Type
Key West Condo
Love these condos !! Second time to same place!! Great escape from Seattle. Family friendly. Great food.
3 BR | 3 BA | Sleeps 7 | Quick View
Key Amenities
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Relax with family and friends in your own tropical paradise at this spacious townhome in Key West's beautifully landscaped & maintained Golf Club. Located in a private gated community with resort style amenities, it is just minutes away from the beaches, world class restaurants, water sports and ...
Property Type
Key West Townhome
We had wonderful time enjoying the beautiful weather and the beauty of all the attractions at Key West. Our condo was all we needed to fulfill our stay. It was clean and we enjoyed being right on the golf ...
4 BR | 4.5 BA | Sleeps 8 | Quick View
Distance to beach: 50 yards to One block from fantastic beach
Key Amenities
About this property
This one of a kind beautiful home was built in 1912 by one of the first cigar makers. It is listed on the National registry of historic homes and has been showcased in the Holiday Parade of Homes. The home was restored and expanded in 2002 Key West contractor Richard Manley with the highest level of ...
Property Type
Key West House
1 BR | 1 BA | Sleeps 2 | Quick View
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Overlooking the Historic Key West Bight Seaport, this large 1/1 with King sized bed features a fully equipped kitchen, renovated bathroom, front loading washer/dryer, 4K smart TV, new split unit AC, high speed internet, right in the middle of it all! Steps from the water, just 3 blocks from Duval street, ...
Property Type
Key West Apartment
We have stayed with this host numerous times and can not say enough about them as well as this particular space and location. If you are looking for a true taste of Key West look no further. This building ...
Key Amenities
About this property
Welcome to Key West Getaway in Old Town!This three-story townhome offers a great layout to enjoy your monthly stay. Enter the ground level just steps away from your dedicated parking spot to a den with a convenient workstation and television. The couch in the den pulls out to a queen sleeper. Level ...
Property Type
Key West Townhome
1 BR | 1.5 BA | Sleeps 6 | Quick View
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**Available for rent by the month. Although you rent it for a month, you may of course come late and/or leave early. The monthly price is generally half of what you would pay for a daily-rate comparable unit, and it gives you a lot more options and freedom.Located on a side street off Duval and ...
Property Type
Key West Townhome
This unit is in a tucked away little oasis one street over from all the action on Duval street. If is a very peaceful and unique spot. The unit itself is exceptionally clean and well appointed. It has ...
4 BR | 2 BA | Sleeps 8 | Quick View
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Dos Casas can be the answer to your fabulous Old Town Key West vacation. We've been renting to discriminating travelers for over 15 years. Our guests come back over and over, finding the comfortable spaces, stocked with amenities and ideal location the perfect spot to enjoy all that Key West has to offer.Dos ...
Property Type
Key West House
Studio | 1 BA | Sleeps 2 | Quick View
Key Amenities
About this property
Overlooking the Historic Key West Bight, this bright and clean studio features a fully equipped kitchen, renovated bathroom, front loading washer/dryer, 4K smart TV, and one of the best people watching front porches in Key West. Steps from the water, just 3 blocks from Duval street, and surrounded by ...
Property Type
Key West Studio
We stayed at this property for 6 weeks. The location is awesome! It is steps away from the marina, a short walk to a small beach, and just several blocks from Duval Street. The location is also set in close ...
3 BR | 2.5 BA | Sleeps 6 | Quick View
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Stay in a beautifully restored Century Old Conch House by the Southernmost Point, the beach is nearby and just steps to famous Duval Street. Enjoy the nightlife of what Key West has to offer without need to drive or take a taxi. No detail was left undone through out this home featuring lots of Dade County ...
Property Type
Key West House
Key Amenities
About this property
About this space Built in 2022, this vibrant, 1400 sq ft stilted home brims with personalized art and touches inspired by The Keys history, landscapes and local artisans. From this luxurious retreat you will enjoy a crystal-clear canal access, a private dock, a tropical micro pool, a stocked chef's kitchen, ...
Property Type
Key West House
2 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 1 miles to Fort Zachery Taylor State Park
Key Amenities
About this property
924 Southard Street... an Old Town cottage made famous by Country Home magazine! Featured in Country Home , in June 2001, this one-of-a-kind cottage was formerly owned and decorated by well known decorator Mary Emmerling. Southard Comfort is perfect for the guest who wants to feel like a local and enjoy ...
Property Type
Key West House
Southard Comfort is perfectly appointed and comfortable. There is nothing I can suggest to improve the experience. The house is nicely decorated, the kitchen is completely outfitted, the location is great ...
4 BR | 2.5 BA | Sleeps 8 | Quick View
Distance to beach: 600 yards to Simonton Street Beach
Key Amenities
About this property
Enjoy an unforgettable stay at a one-of-a-kind ship-builder's home in the heart of Old Town Key West. You will be on a quiet lane in the most desirable neighborhood, just a few short blocks from dining, boating, fishing, galleries, theatre and entertainment. Unique features include open air kitchen and ...
Property Type
Key West House
This tropical home is stunning. My husband and I spent most of our time in the open air space surrounded by beautiful foliage and flowers when we were not out and about exploring. We floated in the pool, ...
3 BR | 2 BA | Sleeps 6 | Quick View
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About this property
Bluegrass Seabbatical is a Spectacular 3 bedroom 2 bath oceanfront condominium at 1800 Atlantic. Enjoy the incredible ocean front view from all 3 bedrooms and the living room. This property is close to 2000 sq feet and can be your fantastic home away from home. Available for extended stays during the ...
Property Type
Key West Condo
3 BR | 2 BA | Sleeps 8 | Quick View
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About this property
3 bedroom, 2 bath in private Beachside Resort, yet close to Old Town Key West, just steps to the beach, just a bike ride to all that Key West has to offer. Keys to Paradise will not disappoint. Direct ocean front condo that features 1 master suite with a king size bed, jacuzzi and luxurious walk in shower. ...
Property Type
Key West Condo
THE KEYS TO PARADISE CONDO IS SO WONDERFUL. The view is Breathtaking. The condo is well kept and clean. It has beautiful furnishings and distinctive artwork on the walls. The condo is in the perfect location,facing ...
2 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 800 yards to Ft. Zachary Taylor State Park
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 town home (one of only seven available for ...
Property Type
Key West Cottage
Great location! Great people! Very nice place that gave us memories of a lifetime! I’ll be returning soon!
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
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 condominium end unit (cross ventilation) ...
Property Type
Key West Condo
A touch of Cuba was the perfect little spot. We are now spoiled to the conveniences of renting direct with the owner, having Class A rated efficiencies, Beach, Bikes, Pool, very quiet and well kept area ...
Key Amenities
About this property
Tropical seclusion and privacy at its very best. Located just 15 miles from Key West. This luxury rental consists of 2 full suites. The first floor has a roomy living room, huge screen porch, queen sleeper sofa, bath and bedroom connected by an exterior staircase to the second floor. The second floor ...
Property Type
Key West House
I have not stayed there yet, but will gladly take $5 for this review. I hope is as nice as it its described
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Private home located in New Town available for 28 day minimum rental. Beautifully landscaped yard with secure private back yard and pool. The home features a kitchen with all appliances and granite counter top. The master suite opens onto the pool deck and is furnished with a king size bed and walk-in ...
Property Type
Key West House
We stayed a month in December(2022),had everything we needed,close to shopping,sightseeing, nightlife,beaches and airport. House is completely furnished and nothing is lacking.Pool was heated and had all ...
3 BR | 2 BA | Sleeps 8 | Quick View
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About this property
A gorgeous 3 bedroom / 2 bathroom vacation rental home with high vaulted ceilings and french doors that bring the outside in. The backyard features a large covered patio and an in-ground heated swimming pool, perfect for relaxing anytime of the year. New outside table with seating and gas bbq grill ...
Property Type
Key West House
This home has great vibes! We, 5 adults, had plenty of space to stretch out. The majority of our time was spent outside in and around the pool. Very comforable We'll visit again!
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Beautifully appointed 3rd floor ocean-view condo at the prestigious 1800 Atlantic Complex in Key West. This unit is an extra large floor plan with a nice ocean view. This property features 2 queen beds in the master bedroom and a king in the guest bedroom. Full size washer/ dryer and 1 assigned private ...
Property Type
Key West Condo
3 BR | 2 BA | Sleeps 8 | Quick View
Distance to beach: 2 miles to Smarthers Beach and Higgs Beach
Key Amenities
About this property
This home sits in Key Lime Grove Subdivision which I was born and raised in. It is a neighborhood rich in history and conveniently located on the Island. This home welcomes you with a white picket fence! It has been nicely upgraded down to the wood floors and crown molding trim. Open living room and ...
Property Type
Key West House
This house has everything we need. The best part is the private backyard with lovely gardens and a pool and an outdoor shower. Inside is also wonderful with 3 bedrooms, a big kitchen, a dedicated office, ...
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
The k2 escape is the very best in indoor/ outdoor living. The full size heated pool is surrounded by lush mature tropical landscaping with your very own backyard poolside sandy beach. Tiki hut bar, outside cabana living room, zen outdoor shower and sun deck enhance this Centrally located Key West retreat. ...
Property Type
Key West House
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Beautifully renovated 2 bedroom 2 bath condo at the exclusive 1800 Atlantic Condo's. Each bedroom has a king size bed and plenty of closet space. Both have access to the private balcony that faces the nature preserve in a quiet tranquil location at the property. The unit is located across from the Elevator ...
Property Type
Key West Condo
Key Amenities
About this property
Located just 10 miles from Key West on beautiful Geiger Key. Cozy and comfortable canal front getaway perfect for the fisherman eager to explore the crystal blue waters of the Keys or the person wanting to experience all that Key West has to offer. Deep water with quick direct access to Atlantic Ocean. ...
Property Type
Key West Mobile Home
This location is amazing just minutes to downtown Key West and a few minute idle by Boat to the Ocean(we brought our own boat and docked out back!) Had fun Snorkeling in crystal clear water, and even tried ...
Key Amenities
About this property
Sunset Harmony is exactly that! A gorgeous home on open water with spectacular views of the sunset over lower Sugarloaf Key. With just 14 miles to Key West, you are only a short ride away from all the fun and attractions the southernmost city has to offer. This lovely home offers 2 bedrooms and two bathrooms, ...
Property Type
Key West House
Key Amenities
About this property
When they say it's all about the location, this home says it all!By city ordinance, you must rent this property for 29 days or longer!!Welcome to this beautifully restored, remodeled second-floor 1933 Key West home on Caroline Street.A stairway decorated with wainscoting will lead you to the ...
Property Type
Key West House
