2 BR | 2 BA | Sleeps 6 | Quick View
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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 ...
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
Inquire for rates
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Totally restored furnished pool home. On site parking, one bedroom, den, two baths, deck, loft and pool. High quality renovation. Available monthly. Pool heater, central AC, Viking appliances, sleeps 6. King bed in bedroom, den has a pull out couch, living room has a pull out couch. Unit is available ...
Property Type
Key West House
Key Amenities
About this property
Newly renovated home, with pool,, 1 1/2 blocks from Duval.
Property Type
Key West House
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 ...
4 BR | 3 BA | Sleeps 10 | Quick View
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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
This home is beautifully appointed, spacious, quiet, comfortable and perfectly located. The pool is a haven on hot afternoons, the upper deck is amazing on warm nights for stargazing and the kitchen has ...
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
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
3 BR | 2 BA | Sleeps 8 | Quick View
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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
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 4 | Quick View
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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
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 ...
Key Amenities
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 ...
5 BR | 3 BA | Sleeps 10 | Quick View
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2 rental homes within 5 private gated acres of scenic beauty in the heart of the Florida Keys and 15 minutes to Key West. 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 ...
Property Type
Key West House
I just got back from taking my family and a friend's family to Troy and Carol's property for a week. The houses were just as described, the location was just what we wanted, quiet and peaceful and away ...
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
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
3 BR | 3 BA | Sleeps 6 | Quick View
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About this property
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 ...
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 ...
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, ...
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 | 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
4 BR | 2 BA | Sleeps 8 | Quick View
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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 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
3 BR | 2.5 BA | Sleeps 6 | Quick View
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About this property
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
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
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 location is convenient to both the airport (10 minutes literally) and the nightlife of Duvall St. we enjoyed the quiet area it’s located in and the pool is the best part of this home. We noted the ...
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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
3 BR | 3 BA | Sleeps 6 | Quick View
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About this property
3 Bedrooms, 3 Full Bathrooms, Backs to Community Pool, Sleeps up to 6This home was built in 2004. It has been well maintained and is ready for you to enjoy on your next vacation in Key West. You can stay in this 3 Bedroom home for less than the cost of one room in some local hotels. There is a nice ...
Property Type
Key West House
Our family had a wonderful time staying in this townhome style rental. We relaxed and enjoyed the views of the bay and marina from the back porch. The boat slip worked great for our rental boat. This ...
Key Amenities
About this property
3 Bedroom 1 & half bath Historic Conch House in the Heart of Old Town Key West Queen in the Master, 1 Queen in 1st guest bedroom and 2 queen's in the 2nd guest bedroom. Nicely renovated Kitchen & Wonderful Outside Living Area with Hot Tub & Sun Deck. There is an outside shower and full bathroom ...
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
3 BR | 2 BA | Sleeps 6 | Quick View
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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 ...
1 BR | 1 BA | Sleeps 4 | Quick View
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About this property
Nassau Suite is a bi-level suite with a very spacious bedroom upstairs a king bed, TV, writing desk w/outlet for computer and chair, in-room safe, iron & ironing board complete with Bahama ceiling fan, A/C and colorful Caribbean artwork. The upstairs bathroom has a walk in shower.Downstairs in ...
Property Type
Key West House
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, ...
5 BR | 2 BA | Sleeps 12 | Quick View
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About this property
Looking for a SUMMER GETAWAY for remote work or fun?! LAST MINUTE DEALS ON AUGUST, SEPTEMBER & OCTOBER thru 10/15. Reply or call for discount pricing.**#SUGARFOOT_SUNSETS** ENJOY PRIVATE BEACH, BRING YOUR BOAT A TRUE SUNSET FACING OASIS with incomparable view, Perfect remote workspace with ...
Property Type
Key West House
A perfect vacation home for us and our 2 big boxer dogs. The yard was completely fenced in where our large dogs could have a lot of space to run yet not be where our cars would park. They could be with ...
