Key West Rentals | List All
Below you will find a list of all of our Key West Florida rentals, a variety of properties listed alphabetically, along with photo and brief description. You can view additional pictures and detailed information about the property by clicking on the property name. Have fun browsing!!!
Don't forget to check out our Key West Vacation Deals too, we've got great specials available!
Winter rates apply from approximately December 15 - April 30.
Shoulder rates apply from approximately May 1 - May 30 and November 1 - December 14.
Summer rates apply from approximately June 1 - October 31.
Rates will be higher for special events and holidays.
We can only reserve properties 364 days in advance
A Zen Ocean Garden
A ZEN GARDEN: The perfect 2 bedroom, 2 bath Ocean View condominium at 1800 Atlantic Condominiums for focusing on what is important in life. Enjoy the ocean breezes while unwinding on your private balcony in this tasteful retreat, decorated with your comfort and relaxation in mind. The BBQ, pool, Jacuzzi, tennis courts and small private beach add to your vacation pleasure.
4 PALMS: 2 bedroom 2 bath condominium with sleeper sofa offers your family the peace and tranquility you want while home, within minutes of the hectic lifestyle of downtown. Condo complex offer jacuzzi, pool, BBQ and tennis courts for your vacation pleasure. Located next to Smathers Beach where you can walk to promenade on the Atlantic Ocean witnessing magnificent sunrise.
A Little Slice of Paradise
A SLICE OF PARADISE: Imagine life in a secluded, golf community, minutes from beach, airport and local's favorite restaurants. Two bedrooms, 1.5 bath, freshly painted, new appliances and eager to offer you a home away from home. Located on the main thoroughfare of the exclusive Key West Golf Club, close enough to Old Town when you want it, far enough away when you don't.
A Place in Paradise
A PLACE IN PARADISE: You will experience true Key West living when you stay in this delightful 2 bedroom 2.5 bath Conch-style townhome in prestigious Truman Annex. Spend your vacation in a quiet gated community surrounded by historic buildings and tropical flora that exemplifies the best of Key West. Walk two blocks to all that Duval Street has to offer.
A Suite Paradise
A SUITE PARADISE (monthly rental) : This lovely 2 bedroom 2 bath home with den is truly a tropical hideaway tucked away in a secluded Key West neighborhood, yet minutes from all the Duval Street entertainment and Historic Seaport. You can relax and be pampered in a superbly appointed and decorated private home that has every amenity you could desire.
ADMIRAL'S PARADISE: Style is supreme in this 3 bedroom 3.5 bath single family home on Admiral's Lane in the exclusive Truman Annex community. Enjoy the abundant french doors that open the entire downstairs to the outdoor pool and sun deck, offering an easy open air living experience equal to none. Walk to all there is to see in Key West.
ALLURING PORCHES: A beautiful 2 bedroom 3 bath townhome with den, offering 3 private bedrooms with baths ensuite. Enjoy the abundant french doors that open the entire downstairs to the outdoors and give this home easy open air living. Located in the Porter Lane section of Truman Annex in walking distance of all there is to enjoy in Old Town.
AMELIA HOME: A private Key West vacation home that is only four blocks from one of our most popular beaches on the Atlantic Ocean and one block from all the Duval Street entertainment. This 2 bedroom 2.5 bath single family home with private pool is located in one of the most interesting neighborhoods in the historic district of Old Town Key West.
ARTIST GARDEN: A bright and breezy 2 bedroom 2.5 bath private home located in the prestigious Admirals Lane neighborhood of Truman Annex, a gated community within Old Town Key West. This property is in the ideal location, in walking distance to all Old Town has to offer, including the beautiful beach at Fort Zachary Taylor State Park.
ATLANTIC BLUES (monthly rental): A stylish example of Conch architecture, this 1 bedroom 1 bath cottage has been totally renovated with hardwood floors, beautiful glass tiles, shining granite countertops, top notch kitchen appliances and décor that is playful and soothing. Add the luxury of your own dipping pool and you know you have found your home.
BAHAMA DREAMING: A beautifully renovated Conch house conveniently located in the center of Old Town, one-half block behind Duval Street. 3 bedrooms and 2 baths with queen sleeper sofa offers a comfortable sanctuary for up to 8 people. Private backyard for lounging by the pool and dining outdoors make this home an ideal choice to enjoy both the quiet and chaotic sides of Key West.
BAHAMA HOUSE: Location, location, location! New and totally gorgeous, this spacious house is conveniently located on a quiet street in the heart of Old Town Key West only half a block from the fabulous shops, activities, restaurants and nightlife on Duval Street. Lounge at the pool in total privacy and solitude by day; take the walk around the corner to experience Key West nightlife.
BAHAMIAN REED: A luxury 2-bedroom 1.5 bath townhome located in the prestigious gated community of Truman Annex in walking distance of all the activities in Old Town Key West -- Fort Zachary Taylor State Park and beach, Duval Street and the nightly Sunset Celebration at Mallory Square, shopping, bars and restaurants.
Beach House Condo
BEACH HOUSE CONDO: A beautiful 2 bedroom 2 bath Shipyard condominium with private jacuzzi, located in the prestigious Truman Annex community. This gated community in Old Town Key West is ideal -- only 2 blocks from bars, restaurants and shopping on famous Duval Street and walking distance to all of the attractions you came here to see.
BIRD'S NEST (monthly rental): Come to Key West, where the sun always shines! Stay in a beautiful 2 bedroom 2.5 bath townhome in the gated Key West Golf Club community. Stroll in quiet solitude through the manicured grounds, relax by the pool, play a round of golf. You're close to it all - beaches, downtown, the airport and some of Key West locals' favorite bars/restaurants.
BLOOM'N PARADISE: Relax in luxury in this beautiful Truman Annex private home with pool and sun deck. 3 bedrooms and 3 bathrooms in the main house plus a pool house with 1 bedroom 1 bath offers room for friends and family to enjoy peace and solitude while at home, with the chaotic nightlife of downtown Key West just 2 blocks away.
Boater's Beach Haven
BOATER'S BEACH HAVEN (monthly): A truly unique Key West vacation location. Located midtown on Florida Bay, you'll have first row seats for sunset every night. Take advantage of the private boat dock with your own or a Key West boat rental. A quick bike ride will get you to Old Town, but you may never want to leave home.
BOGEY'S RETREAT: Welcome to Bogey's Retreat, your home away from home in Key West. This lovely townhome is located in the exclusive Golf Course community, and allows you to enjoy everything Key West has to offer in a relaxing environment. New to the rental market and updated from top to bottom with supreme comfort in mind.
Brisa del Mar
BRISA DEL MAR: This 2 bedroom, 2 bath condominium is located oceanfront in a gated community with a spectacular view of the Atlantic Ocean. Walk across the street to the beach and rent umbrellas, chairs, kayaks; enjoy a sno-cone after playing volleyball or just sit on your balcony and relax in the tropical breezes with a margarita. Now, this is livin'...
CALYPSO: A beautiful 2 bedroom 2 bath second floor condominium, decorated with a Caribbean flair is located in Truman Annex, a gated community within Old Town Key West. Anything you want to do is within walking distance -- Duval Street, Sunset celebration, Fort Zachary Taylor State Park, bars, restaurants and shopping.
CARIBBEAN DUVAL: Nestled above Duval Street in the heart of the Art district, this lovely 2 bedroom, 2.5 bath townhouse, a spacious 1,300 sq. ft. hideaway, features central A/C and an open floor plan with a half bath on the first floor and a full bath in each bedroom upstairs. Duval Square, a gated, secure rooftop community with pool is centrally located in Old Town Key West.
CASA FLORA (monthly rental): This lovely home overlooks the greens at the Key West Golf Club. On the first floor you will find the kitchen, dining area, living room, den with sleeper sofa and a full bath. Upstairs are 2 bedrooms with baths ensuite. Relax in the luxury of your own backyard with private pool or take a stroll through the lushly landscaped grounds of this gated community.
Casita de Catherine
CASITA de CATHERINE (monthly rental): Come stay and play in this cozy cottage only steps away from Duval Street! Sunny days and tropical breezes are guaranteed; it’s the perfect place to relax, rejuvenate, and relish all the greatness you came to expect for your stay in Key West. 1 bedroom with loft, private deck with jacuzzi, all the comforts of home, and more.
Cayo Hueso Sunshine
CAYO HUESO SUNSHINE (monthly rental): A brand new 3-bedroom 3-bath home in a brand new Key West neighborhood -- quiet and secluded yet so accessible to the wonders of our island. A block from Higgs Beach on the Atlantic Ocean, one of the best locations you'll find, with lots of extras to make you want to return again and again.
COCONUT COTTAGE (monthly rental): Adorable, affordable, and near all the action?.... you bet! Coconut Cottage is the perfect escape for a couple or singles looking to get away from it all in paradise… Located in a quiet neighborhood of Old Town Key West, this 1 bedroom 2 bath cottage is a gorgeous spot to rest your head in our island city.
CONCH CONDO: This 2 bedroom 2 bath second-floor condo features a fully-equipped kitchen, home theatre in the living room, plasma TVs in both bedrooms, soaring cathedral ceilings with ceiling fans and central air conditioning. Located in Truman Annex within walking distance of everything Key West has to offer; you have found a true Paradise.
CONCH ESCAPE (monthly rental): 2 bedroom 2 bath cottage in a quiet Old Town neighborhood, this property has a renovated kitchen and other recent updates making it comfortable and inviting. Enjoy a cocktail on the private deck in your own backyard, or stroll over the the pool shared by an intimate group of neighbors.
CONCH WIND: Conch Wind is the property you have been hunting for! This Conch-style townhome located in Old Town Key West is nestled in a quiet, secured compound, featuring 1 bedroom with bath ensuite on the first floor and the Master bedroom with bath ensuite upstairs. A porch and second floor balcony overlook the 50 foot pool, offering lots of room for rest and relaxation.
CORAL CARIBE: Located in the Coral Hammock gated community, this 2 bedroom 2.5 bath townhome has all the amenities and comforts of home. Community pool is steps away, and lushly landscaped grounds and walking paths create an elegant ambience and the utmost in privacy. Minutes away from beaches and favorite locals restaurants.
CORAL GARDEN: A 2-bedroom 2.5 bath townhome in the private gated community of Coral Hammock, this home offers the finest accommodations for you and your family. Open and airy, with private balconies, a grand 52" flat screen TV in the living room and well-equipped kitchen. A short walk to the community pool and a short drive to favorite local watering holes.
CORAL SUITE: If you're looking for a home away from home that will leave you with money in your pocket, Coral Suite is the place for you. This 2 bedroom 2.5 bath townhome in the gated community of Coral Hammock has all the comforts including flatscreen TVs, washer/dryer, private parking, and convenient to some of our local favorite restaurants, beach and airport.
CORAL VILLA -- Located right in the middle of the action, Coral Villa is a beautiful 3-bedroom townhome in the gated community of Coral Hammock. Just off U.S. 1, across from the golf course and around the corner from many of our local favorite restaurants and marinas. A quick 10-minute drive to Old Town, 5 minutes to Smathers Beach and the airport.
CROWNER'S JEWEL: Experience the finest in Key West living when you stay in this delightful 2 bedroom 2.5 bath Conch-style townhome. Located in Truman Annex, a secluded gated community within Old Town Key West, everything you want to do is within easy walking distance -- tourist attractions, beach, bars, restaurants.
DUVAL BREEZE: Enjoy the great location of this beautiful 2 bedroom 2.5 bath townhome located in the gated rooftop community of Duval Square. This great location is steps away from fantastic restaurants, nightlife, bars and shopping on Duval Street in Old Town Key West. Check out chaotic Duval Street, then relax on your private balcony. Ahhh...
DUVAL COMPOUND: Perfect location! In the heart of historic Old Town Key West just steps from restaurants, bars, theatres and shops, this sprawling 6 bedroom, 5 full bathroom, 2 half bath compound has two private swimming pools, endless porches, terraces and a huge, fabulous roof deck that overlooks the action on Duval Street.
DUVAL COURTYARD: Located just steps from famous Duval Street in the rooftop community of Duval Square, this 3 bedroom 2 bath condo has plenty of space, a fabulous location and all the amenities you could wish for. Take in the sights of Old Town, relax on your private balcony to rejuvenate; then do it all again!
Duval on the Square
DUVAL ON THE SQUARE (monthly rental): Located at the Duval Square townhomes directly on Duval but above all the hubbub. The townhomes are built on the second and third story of the complex with community pool overlooking Duval Street. This lovely 2 bedroom 2.5 bath townhome is available for a relaxing, luxurious month in Paradise.
DUVAL PENTHOUSE: A large luxury apartment located in downtown Key West with rooftop views of Duval Street. This property has it all, fabulous location, beautiful furnishings and plenty of space to accommodate your friends and family. 3 bedrooms 3 bath on the 2nd and 3rd levels, with pool on the ground level. Very chic and urban modern in our laid back island paradise.
Duval Sea Turtle
DUVAL SEA TURTLE: This 2 bedroom 2.5 bath townhome with sleeper sofa offers comfort and space for a family of six. Conveniently located in the rooftop townhome community of Duval Square, you are close enough to the eclectic activity of Duval Street, and far enough to enjoy peace and quiet in the privacy of your own home.
Duval Street Hideaway
DUVAL STREET HIDEAWAY: A two-story, 2 bedroom 2.5 bath townhome located in the rooftop townhome community of Duval Square. Lounge by the pool catching the rays or maybe read a book. Stroll the length of Duval Street to see the sights and you will know how it got the name People Watching Capital of the World.
EASY LIVIN': The name says it all! This lovely private 3 bedroom home with pool is located in a secluded cul-de-sac in Truman Annex, a gated community located in historic Old Town Key West. Lounge by the pool in peace and tranquility or take a short walk to Duval Street where you will find the restaurants, bars, and shopping you have heard so much about.
ECCO DOMANI (monthly rental): Meaning "Here Tomorrow" this is a beautiful 3 story home with private pool, off street parking and attractive appointments -- a wonderful Key West escape. Tucked away in a quiet spot in Old Town yet only one block from the action on Duval Street. Dream the day away in your own private sanctuary; spend the evening taking in all Old Town Key West has to offer.
EGRET COTTAGE: Enjoy your own sweet 1 bedroom cottage with private deck in a charming compound nestled in the heart of historic Old Town Key West, two blocks from Duval Street with its incredible art galleries, boutiques, museums, attractions, restaurants, and nightclubs. Close enough when you want it, far enough when you don't.
EMMA'S ESCAPE (monthly rental): Beautiful and spacious 2 bedroom 1 bath ground-level condo located in historic Old Town's Bahama Village neighborhood. Emma’s Escape is one of four condos that share the large landscaped backyard, complete with jacuzzi, pool and tiki hut. Live like a local and you will know why we call it Paradise.
EMMA'S SECRET (monthly rental): Luxurious 2 bedroom 1 bath condominium located in the historic Bahama Village neighborhood of Old Town offers all the amenities of home. Enjoy the tropical backyard ambience with jacuzzi, pool and tiki hut. Located in walking distance to Duval Street, the heart of Key West with all the activities, restaurants, speciality shops and nightlife.
EXHALE (monthly rental): Located on a quiet tree lined street in the heart of Old Town, you will enter into a a tropical escape surrounded by sunshine, ocean breezes and EXHALE. A quaint cottage with the true spirit of Key West combining indoor and outdoor living into one. Walking or biking distance to anything you will want to do while enjoying the lifestyle of a local.
FINN KEY: Beautiful 2 bedroom 1 bath downstairs condominium with all the modern conveniences located in Truman Annex, steps away from the community pool and walking distance to Fort Taylor State Park for beach and sunset views. Just 2 blocks from Duval Street and the attractions of historic Old Town Key West. Everything you're looking for within easy reach.
FIRST BREATH (monthly rental): After all the hectic travel to get here, enter this lovely 3-bedroom 2-bath Conch home with pool located right in the middle of the action in Old Town Key West and take your First Breath. Fenced in and lushly landscaped for privacy. Walk or bike anywhere you want to go or plant yourself on the back deck at the cool and refreshing pool.
IBIS (monthly rental): Ibis is a wonderful 1 bedroom 1 bath home that shares the pool and laundry facilities in The Colony Suites compound. Just a couple of blocks to Duval Street, walking distance to restaurants, shopping and attractions of Old Town Key West. Live like a local and find out why we call Key West our island paradise.
ISLAND BREEZE (monthly rental): Located in the exclusive Sanctuary within the Key West Golf Club, this spacious home allows for lots of visitors with 3 bedrooms plus a sleeper sofa. Enjoy the quiet solitude of this secure gated community. And when you're ready for the chaotic activity of Duval Street, you are a quick 10-minute drive away.
ISLAND PEARL: True island living in this 1 loft bedroom 1 bath cottage located in the heart of Old Town Key West. French doors that open to a creative deck surrounded by tropical foliage with private jacuzzi and pool for you alone. Half a block from Duval Street and across the street from our infamous local grocery, Fausto's Food Palace. Heaven...
ISLAND SPICE: Lovely 2 bedroom, 2.5 bath townhome, located in the historic Foundry building of Truman Annex. Exposed brick inside and out gives you an Old Town cozy feel, yet this newly updated home has a trendy tropical flair. Enjoy your secluded front patio for cocktails and BBQ. And when you are ready to party in a crowd, Duval Street is a mere 2 blocks away.
ISLAND WIND: Welcome to a tropical sun-drenched oasis in the heart of Old Town. This charming 2 bedroom 2 bath Bahamian-style townhome, with tin roof and white spindled decks reminiscent of Old Key West, is located in award-winning Windward Park, a gated and secure compound. Soothe your weary muscles in your private jacuzzi after taking in the sights all day.
Key Lime Pie
KEY LIME PIE (monthly rental): A little slice of paradise located one block from the Historic Seaport on a tiny lane. Close enough to bike to all the sights and attractions of Old Town; far enough away to forget you are staying right in the middle of the action. 2 bedrooms 2 baths with private swim spa, this home will give you a reason to say, Ahhh...
Key West Casa
KEY WEST CASA: Beautiful and spacious Shipyard condominium, Key West Casa is one of only a few 3 bedroom 2 bath condos. Located in the prestigous Truman Annex community just 2 blocks to infamous Duval Street and walking distance to the beach, Sunset Celebration and anything you want to do on our island paradise.
Key West Charming
KEY WEST CHARMING: This downstairs 2 bedroom 1 bath Shipyard condo is located in prestigious Truman Annex, a gated community within Old Town Key West. Take advantage of the ideal location and convenience of walking to anything you would want to do while visiting our lovely island. Prepare to be charmed.
Key West Crown Jewel
KEY WEST CROWN JEWEL: We know that you will enjoy staying in our little bit of Paradise. This is a 2 bedroom, 2 bath Penthouse condominium with 1350 square feet of living space. Located on the Atlantic Ocean with magnificent views from every room. A short bike ride downtown and you are in the midst of what has made Duval Street infamous: bars, restaurants, and galleries galore.
Key West Found
KEY WEST FOUND: A striking 2 bedroom, 2.5 bath townhome located in the historic Foundry building in Truman Annex. This 3-story townhome has all the comforts of home. Conveniently located within walking distance of all the best of Key West -- tourist attractions, beach, Duval Street, Sunset celebration -- you will never want to leave.
Key West Ginger House
KEY WEST GINGER HOUSE: An absolute jewel a few doors from Duval Street, this single family home is named for the breathtaking ginger plants blooming in our tropical paradise. Featuring 2 bedrooms and 2 full baths with a private jacuzzi in the garden. Soothe your muscles after a full day of partying downtown.
KOKOMO (monthly rental): Everybody knows a little place like Kokomo. Now if you want to go and get away from it all go down to Kokomo. It's not Bermuda or the Bahamas but better, a delightful 2 bedroom, 2.5 bathroom townhome in Key West. Bright and sunny Kokomo, a monthly rental for those who want to settle in and live like a native for awhile.
LAKEVIEW (monthly rental): Come to Key West where the sun always shines!! Stay in a beautiful 2 bedroom 1.5 bath bungalow in the gated Key West Golf Club community. Stroll the lushly landscaped grounds, relax in the pool, play a round of golf, and when you venture out, you will be close to it all - beaches, downtown and some of our favorite local restaurants.
LAVENDER JUNGLE: Beautiful 2 bedroom 1 bath downstairs Shipyard condo in Truman Annex with back deck that opens to the entrance of Fort Zachary Taylor State Park, one of the nicest beaches on the island. Truman Annex, a secure gated community within Old Town Key West, is within walking distance of all the favorite hotspots on the island.
Leeward Isle Key West Retreat
LEEWARD ISLE KEY WEST RETREAT: Dwell in the possibility! 2 bedrooms 2 baths in this newly renovated residence. From the moment you park in the private parking lot, you know you are someplace special. A small gated compound with only 13 homes, you will revel in the peace and quiet, while still being located right in the heart of Old Town.
LINGER LONGER: Enjoy a carefree vacation in this beautifully decorated, 2 bedroom 1.5 bath townhome in the President's Walk of Truman Annex, a gated community located within Old Town Key West. This property is conveniently situated poolside and just a short walk to the many restaurants, attractions and shopping that make Key West so special.
LONGVIEW (monthly rental): Step onto the covered porch at Longview and enjoy the mile-long unobstructed view of the golf greens for which Key West Golf Club is famous. Conveniently located in a quiet corner of this exclusive gated community among meandering walkways and lush landscaping. A lovely 2 bedroom home with private den, covered porch, WIFI and well-stocked kitchen.
NAUTICAL DREAMS (monthly rental): Here's the perfect spot for whatever you desire, parties or peace & quiet. This 2 bedroom 2 bath home, in a small compound of 8 cottages, opens from each bedroom and the living room onto a grand private deck with ample space for entertaining or relaxing with a book. Walking through this well-established local neighborhood is an added bonus.
OSPREY: This quaint cottage is located in The Colony Suites, a charming and secluded Key West style compound nestled in the heart of historic Old Town Key West, just 2 blocks from Duval Street. Compact and well-appointed, it is perfect for two people who want to relax, swim and walk around Duval Street, day after day.
PAPAYA PLACE: This spacious 2 bedroom 2 bath condominium at 1800 Atlantic offers a wonderful relaxing view of the nature preserve next door and the ocean beyond. Well-equipped with all the modern conveniences. Enjoy the peace and quiet of the tucked away balconies, far from the reaches of the world, allowing you to be lost in the tropical breezes.
PARADISE PLACE: This ground-level 1 bedroom 1 bath condominium located in the Palm Gardens community is in the heart of the Art district and just 6 blocks from Duval Street and the Historic Seaport. Soak up the sun in the relaxing swim spa or bike down to Duval Street to be a part of the action. You can have it all!
PARROT PERCH: Located in the gated community known as Truman Annex, you are in walking distance of all the activities to experience while visiting our island paradise. This 2nd floor condo with 2 bedrooms 2 baths and sleeper sofa offers a welcome respite in a great location and a great value for a great vacation.
PERFECT PINEAPPLE (monthly rental): Long considered a sign of hospitality, the pineapple is now widely recognized as a sign of Welcome and Friendship...and so we welcome you to the Perfect Pineapple. This quaint Conch cottage, 2 bedrooms 1 bath has all the amenities for your visit, including a side yard where you can sunbathe, swim and BBQ to your heart's content.
REJUVENATE!!!: This is a Key West experience you don't often find. This spacious 2-bedroom 2-bath cottage with extra large kitchen opens to a private lanai with heated jacuzzi. You'll find more reason to be outside than inside! Add to it the pleasure of sharing pool and jacuzzi (not heated) with other homes in this intimate compound and you'll have everything you need.
SHIPYARD TREASURE: 2 bedroom 1 bath upstairs condo centrally located to all the sights and attractions of Old Town Key West including the beach at Fort Zachary Taylor State Park. Enjoy a cocktail on your balcony while watching the people stroll by and let the tropical breezes refresh your senses. ASK ABOUT OUR SPECIAL MONTHLY RATES DURING SUMMER 2012.
SIESTA BAY: Beautiful 2 bedroom 1 bath 2nd floor condo in Truman Annex, just steps away from the shared pool and a short walk to Fort Zachary Taylor State Park. Anything you want to do on our island paradise is within a few blocks. Enjoy quiet solitude in this home in between visits to chaotic Duval Street, then do it again and again.
Spa On Duval
SPA ON DUVAL: A tropical 2-story, 2 bedroom 2.5bath townhome located in the rooftop community of Duval Square where you only have to walk downstairs to great restaurants, specialty shops and the action of Duval Street. Catch the rays on the pool deck or soothe tired muscles in the private jacuzzi on your own deck. Spa On Duval is truly a Key West experience to enjoy.
SUNDOWN REFUGE: Balmy breezes, brilliant sunshine and magnificent sunsets await you at Sundown Refuge, located in the exclusive Harbour Place condominium complex in secluded Truman Annex. Lots of open spaces, perfect for entertaining or keeping it low-key and intimate. Easy walking distance to all Key West has to offer.
SUNNY DAYS (monthly rental): Beautifully maintained while retaining its original style and structure, this quaint 2 bedroom 1 bath cottage has Dade County pine throughout the property adding a feel of old Key West. The furnishings are tasteful and comfortable, the neighbors in this intimate compound are friendly and the pool and jacuzzi are inviting.
SUNNY VIEW (monthly rental): Adorable, affordable, and a great location! Sunny View is the perfect escape for a couple looking to get away from it all in Paradise. A sweet 1 bedroom cottage with bricked backyard, a perfect spot for your morning cafe con leche. Convenient to downtown and shopping. Live like a local on Key West time.
SUNSET LAKE (monthly rental): Discover Paradise and leave your worries back home. This 3 bedroom 3 bath townhome exudes an ambiance of peace and tranquility. Located in the exclusive gated community, Key West Golf Club, you can stroll the grounds, sun at the pool, play a round of golf, or sit on your porch watching the local wildlife congregate at the lake.
SURF SIDE - Search no further! This fabulous condominium is directly on the Atlantic Ocean. Located at the end of the building closest to the beach, the balcony wraps around offering full ocean views from the 3 bedrooms and the living room. Stylish furnishings, well-equipped kitchen and all the modern conveniences are here for your pleasure.
THE HEMINGWAY: A beautiful 2 bedroom 2 bath townhome located in the private, gated community of Truman Annex. Just steps away from the community pool and only 2 blocks from famous Duval Street and historic Old Town Key West. Relax on your back porch, take a dip in the pool, and check out the sights that you have heard so much about on our Island paradise.
The Victoria House
THE VICTORIA HOUSE: This gracious historic property, dating from the early 20th century, was built by prominent cigar manufacturer, William Otis Johnson. 5 bedrooms 5.5 baths with pool and jacuzzi offers your friends and family the finest of acccommodations. Conveniently located on Truman Avenue, 2 blocks from Duval Street. This home has it all!
TRANQUILITY: This charming split level cottage offers 1 bedroom 1 full bath upstairs with sleeper sofa and half-bath downstairs. Cozy furnishings, soothing colors and modern conveniences make this the perfect spot for your visit to Key West. Stay in the heart of Old Town and walk to all there is to see on our island Paradise.
TRES GATOS (monthly rental): Spend a month in one of Key West's revered neighborhoods; live like a local in this sweet 2-bedroom Conch cottage. Close to Higgs Beach, Sandy's Cafe and our infamous gourmet grocery, Fausto's Food Palace; a quick bike ride to Duval Street. Take a sunrise swim in your pool, pick up a con leche from Sandy's and your day has started in the right direction.
TROPICAL DREAMING: This tropical 2-bedroom home with sleeper sofa offers all the comforts of home. There are classic art features, hardwood floors, tall ceilings, and a true Key West feel. Sip a con leche on the back deck in the morning, swim and sun in the afternoon in your private pool, then head 1 block to Duval Street for the eclectic nightlife. It does not get better than this!
TRUMAN'S HIDEAWAY: It's hard to say which is more impressive, the view of Florida Bay from your private deck or living in front of Truman's Little White House. Located in the exclusive Harbour Place complex, it has all the comforts of home and more. Conveniently located in Truman Annex, within walking distance of all Key West activities, you'll be tempted to return again and again.
VARELA COTTAGE (monthly rental): A true Conch cutie snuggled in Old Town. Varela Cottage is a 1 bedroom 1 bath cottage with an additional sleeping area in the loft. Located in a well-established local neighborhood, the open-floor plan of this home and private jacuzzi in the lushly landscaped backyard beckon you to our Island paradise.
VERANDAH (monthly rental): Tucked away on Frances Street lies your island escape called Verandah, named for the lanai surrounded by Bahama shutters allowing tropical breezes to waft through. A stunning 2 bedroom 2 bath home with private pool in a quiet residential neighborhood with plenty of space for your family to stay and play!
VILLA SOLEIL: Located in the historic Foundry building in Truman Annex, a beautiful gated community in the heart of Old Town Key West. Villa Soleil is the ideal vacation getaway, 2 bedrooms 2.5 baths with sleeper sofa for your family of 6 if you are looking for relaxation and an ideal walking location to all the best Key West has to offer.
WIND SWEPT (monthly rental): Imagine yourself nestled within a serene, lushly landscaped picturesque community with walkways meandering around the only Caribbean golf course in the United States. This lovely 2 bedroom 1.5 bath townhome is tastefully furnished with a well-stocked kitchen and located a few doors from the community pool.