Vacation Home Rentals By Owner In Key West, FL

Welcome to Midnight Cowboy by AvantStay!brbr*Please note that this home is available for 28+ night stays only.*brbrMidnight Cowboy is a one-of-a-kind Key West escape consisting of three beautiful spaces. The Main House boasts dual living areas, a fully equipped kitchen, and a king bedroom with an ensuite. Nearby, the Monkey House offers two more bedrooms (both kings), a cozy kitchen, and two bathrooms. The Hibiscus Suite houses a queen bed in a studio setup complete with a bathroom and kitchenette. All spaces share access to a lush central pool area with a large patio, tons of lounge space, and an outdoor washer/dryer. The entire Midnight Cowboy compound can be rented with Boat House, a charming 1BR home located just next door, which also has access to the pool.brbrFifty years ago, James Leo Herlihy, the author of Midnight Cowboy, was probably the second most renowned writer living in Key West, just a notch below his close friend and mentor, Tennessee Williams, who was a frequent visitor to 709 Bakers Lane along with luminaries such as Truman Capote, Richard Burton, Elizabeth Taylor, Tallulah Bankhead, Leonard Bernstein, Elizabeth Bishop, James Merrill, and Thomas McGuane. The artistic tradition continues today as the compound is owned by a family of funky writers and artists that have received many honors and awards, including a MacArthur Genius Award, Order of the British Empire, and a National Endowment for the Arts, among others.brbrNo matter how your group chooses to spread out, this triple-space retreat will stun with its beautiful outdoor oasis and playful, eclectic design present within each home. Bright pops of color, unique furniture and decor, and an overall lively atmosphere can be found in every corner.brbrOutside, cool off in the pool, grab a lounger in the sun, or relax in the covered patio lounge. The pool even has a waterfall feature hiding a small grotto that kids and adults alike will love. A side courtyard gives you the perfect place to steal away for a quiet moment, while plenty of surrounding trees provide a great sense of privacy and seclusion. Bonus: you'll be within two blocks of the excitement of Duval Street, with shops, bars, restaurants, and art galleries all waiting to be explored!brbrGet ready for an exciting blend of artistry, amenities, design, and relaxation at Midnight Cowboy, your first choice for a Key West experience like no other!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbrKey West is a place unlike any other in the United States. Connect with marine life through diving or fishing, or sightseeing along the beautiful turquoise beaches. Nature is abundant, and so are the bars! Known for its nightlife, you will play as hard as you work in Key West, although it remains a wonderful destination for families and solo travelers alike. Make sure to chow down on some of the local seafood or Cuban-influenced cuisine—the country is only about 100 mi away. brbrLocal Attractions: Key West Shipwreck Treasure Museum, Hemingway Home and Museum, Mel Fisher Maritime Museum, Harry S. Truman Little White House, Conch Tour Train, Dry Tortugas National Park, Lazy Dog Adventures, Dolphin encounters, Ghosts & Gravestones Tour, Old Town Trolley, Sloppy Joe’s Bar, Audubon House & Tropical Gardens, Florida Keys Eco-Discovery Center, Bike Tours, Seaplane adventures, Key West Aquarium, Sebago Day Tours, Private boat charters, Sportfishing, Rick’s Entertainment Complex, Duval Street (shop strips, shops, bar, and cafes), Mallory Square (waterfront plaza), Key West Garden Club, Sunset Pier, Grand Cafe Key West, Island House, El Meson de Pepé, Cafe SolebrbrHome Truths:br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- This is a buyout of 3 listings located next to each other in the same compound.br- If you require more space, there is another 1 bedroom listing located on the same compound called Boat House. Please reach out to the team to enquire about availability.br- Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- This home has access to a shared pool.br- Please note that the laundry area is a shared space.br- Please note that this home does not have central heating and air conditioning, but we do have mini split units in each room.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:br- You'll have 2 parking spots.br- No garagebrbr---brbrThe room configuration is as follows:brbrMain House:brKing bed w/ ensuitebrbrMonkey House:brBedroom 1 / King bedbrBedroom 2 / King bedbrbrHibiscus Suite / Queen bedbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Midnight Cowboy by AvantStay | 3 Artistic Spaces

Key West, Florida, United States

Bed

Bath

Sleeps

$283.89

*Please note that this home is available for 28+ night stays only.*brbrTennessee Williams is a one-of-a-kind Key West escape consisting of a beautiful Main House and the Hibiscus Suite, a colorful studio-style space nestled near the pool. With the perfect blend of style, room, and entertainment, this unique retreat will help you sink into the tropical lifestyle. brbrFifty years ago, James Leo Herlihy, the author of Midnight Cowboy, was probably the second most renowned writer living in Key West, just a notch below his close friend and mentor, Tennessee Williams, who was a frequent visitor to 709 Bakers Lane along with luminaries such as Truman Capote, Richard Burton, Elizabeth Taylor, Tallulah Bankhead, Leonard Bernstein, Elizabeth Bishop, James Merrill, and Thomas McGuane. The artistic tradition continues today as the compound is owned by a family of funky writers and artists that have received many honors and awards, including a MacArthur Genius Award, Order of the British Empire, and a National Endowment for the Arts, among others.brbrBoth the Main House and Hibiscus Suite stun guests with access to the beautiful outdoor oasis and playful, distinctive design present throughout. Bright pops of color, unique furniture and decor, and an overall lively atmosphere can be found in every corner. The Main House boasts dual living rooms, a fully equipped kitchen, and a king bedroom with an ensuite bathroom. The Hibiscus Suite expands your space with a separate studio-style layout, offering a queen bed, full bathroom, and kitchenette.brbrOutside, cool off in the pool, grab a lounger in the sun, or relax in the covered patio lounge. The pool even has a waterfall feature hiding a small grotto that kids and adults alike will love. A side courtyard gives you the perfect place to steal away for a quiet moment, while plenty of surrounding trees provide a great sense of privacy and seclusion. Bonus: you'll be within two blocks of the excitement of Duval Street, with shops, bars, restaurants, and art galleries all waiting to be explored!brbrThe Main House and Hibiscus Suite at Tennesee Williams are part of the Midnight Cowboy compound, which also includes the Monkey House, a 2BR space. Stay at Tennessee Williams, or rent the entire Midnight Cowboy compound for a total of four bedrooms. Need even more room for your group Just next door, the Boat House offers an additional king bedroom along with a living area, kitchen, and full bathroom. All spaces share access to the central pool area and outdoor washer/dryer.brbrGet ready for an exciting blend of artistry, amenities, design, and relaxation at Tennessee Williams, your first choice for a Key West experience like no other.brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbrKey West is a place unlike any other in the United States. Connect with marine life through diving or fishing, or sightseeing along the beautiful turquoise beaches. Nature is abundant, and so are the bars! Known for its nightlife, you will play as hard as you work in Key West, although it remains a wonderful destination for families and solo travelers alike. Make sure to chow down on some of the local seafood or Cuban-influenced cuisine—the country is only about 100 mi away. brbrLocal Attractions: Key West Shipwreck Treasure Museum, Hemingway Home and Museum, Mel Fisher Maritime Museum, Harry S. Truman Little White House, Conch Tour Train, Dry Tortugas National Park, Lazy Dog Adventures, Dolphin encounters, Ghosts & Gravestones Tour, Old Town Trolley, Sloppy Joe’s Bar, Audubon House & Tropical Gardens, Florida Keys Eco-Discovery Center, Bike Tours, Seaplane adventures, Key West Aquarium, Sebago Day Tours, Private boat charters, Sportfishing, Rick’s Entertainment Complex, Duval Street (shop strips, shops, bar, and cafes), Mallory Square (waterfront plaza), Key West Garden Club, Sunset Pier, Grand Cafe Key West, Island House, El Meson de Pepé, Cafe SolebrbrHome Truths:br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- If you require more space, this listing is also available as part of a buyout called Midnight Cowboy which has a total of 4 bedrooms.br- There is also another 1 bedroom listing located on the same compound called Boat House. Please reach out to the team to enquire about availability.br- This home has access to a shared pool.br- Please note that the laundry area is a shared space.br- Please note that this home does not have central heating and air conditioning, but we do have mini split units in each room.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:brShared parking space. One parking spot for this unit.brbr---brbrThe room configuration is as follows:brbrMain House:brKing bed w/ ensuitebrbrHibiscus Suite: brQueen bed in a studio-style layoutbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Tennessee Williams by AvantStay | Funky Design + Pool

Key West, Florida, United States

Bed

Bath

4

Sleeps

$266.42

*Please note that this home is available for 28+ night stays only.*brbrMonkey House is a one-of-a-kind Key West escape where playful design, tropical color, and a lush courtyard setting come together for a stay that feels full of personality. Tucked within the historic Midnight Cowboy compound, this two-bedroom retreat places you just two blocks from Duval Street while giving you a vibrant hideaway to return to between beach days, gallery strolls, and nights out.brbrInside, the home is bright, eclectic, and full of character, with whimsical details, bold pops of turquoise, and an easy indoor-outdoor feel. The cozy living area and kitchen keep things simple and comfortable, while two king bedrooms and two bathrooms make the layout ideal for couples, friends, or a small family looking for a memorable Key West stay.brbrThe outdoor space is the real showstopper. Step into a lush courtyard oasis with a lagoon-style pool, sunny loungers, colorful seating, and a waterfall feature that adds a playful, resort-like touch. Whether you’re cooling off after exploring, sipping drinks by the water, or relaxing under the palms, this shared pool area brings the best of island living right to your doorstep.brbrMonkey House also carries a unique artistic history. The compound was once connected to writer James Leo Herlihy, author of Midnight Cowboy, and welcomed a creative circle that included Tennessee Williams and other notable artists and writers. Today, that spirit continues through the home’s funky style, colorful details, and unmistakably creative atmosphere.brbrBest of all, you’re just moments from the heart of Key West. Walk to Duval Street for dining, drinks, music, galleries, and people-watching, then return to your tropical courtyard escape for a swim, a quiet evening, or one more nightcap under the palms. Monkey House is playful, historic, and unmistakably Key West — a stay made for guests who want their trip to feel as memorable as the island itself.brbrMonkey House is part of the Midnight Cowboy compound, which also includes the Main House (1 king bedroom) and Hibiscus Suite (studio-style space with a queen bed) at Tennessee Williams. Stay at Monkey House, or rent the entire Midnight Cowboy compound for a total of four bedrooms. Need even more room for your group Just next door, the Boat House offers an additional king bedroom along with a living area, kitchen, and full bathroom. All spaces share access to the central pool area and outdoor washer/dryer.brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbrKey West is a place unlike any other in the United States. Connect with marine life through diving or fishing, or sightseeing along the beautiful turquoise beaches. Nature is abundant, and so are the bars! Known for its nightlife, you will play as hard as you work in Key West, although it remains a wonderful destination for families and solo travelers alike. Make sure to chow down on some of the local seafood or Cuban-influenced cuisine—the country is only about 100 mi away. brbrLocal Attractions: Key West Shipwreck Treasure Museum, Hemingway Home and Museum, Mel Fisher Maritime Museum, Harry S. Truman Little White House, Conch Tour Train, Dry Tortugas National Park, Lazy Dog Adventures, Dolphin encounters, Ghosts & Gravestones Tour, Old Town Trolley, Sloppy Joe’s Bar, Audubon House & Tropical Gardens, Florida Keys Eco-Discovery Center, Bike Tours, Seaplane adventures, Key West Aquarium, Sebago Day Tours, Private boat charters, Sportfishing, Rick’s Entertainment Complex, Duval Street (shop strips, shops, bar, and cafes), Mallory Square (waterfront plaza), Key West Garden Club, Sunset Pier, Grand Cafe Key West, Island House, El Meson de Pepé, Cafe SolebrbrHome Truths:br- Please note that all bookings 28 days or longer will require a security deposit of $2000 which will be collected after the booking has been made. Multiple months reservations might be subject to a higher security deposit fee.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- If you require more space, this listing is also available as part of a buyout called Midnight Cowboy which has a total of 4 bedrooms.br- There is also another 1 bedroom listing located on the same compound called Boat House. Please reach out to the team to enquire about availability.br- This home has access to a shared pool.br- Please note that the laundry area is a shared space.br- Please note that this home does not have central heating and air conditioning, but we do have mini split units in each room.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrParking Details:brShared parking space. One parking spot for this unit.brbr---brbrThe room configuration is as follows:brbrMonkey House:brBedroom 1 / King bedbrBedroom 2 / King bedbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Historic Old Town Oasis • Pool + Walk to Duval Street | Monkey House

Key West, Florida, United States

Bed

Bath

Sleeps

$391.28

Welcome to Casa Tranquila! This 2-bedroom townhome is perfect for your escape to Key West. Located in Old Town just five blocks off of Duval, it boasts 3 total queen beds, 2 fully renovated en-suite bathrooms with showers, huge new smart TV's, PRIVATE HOT TUB, grill, fire pit, laundry, and all-new finishes inside and out. This beautiful rental has everything you need for a comfortable stay in a super convenient location whether you're heading to Duval, the beaches or the marina. Tons of extras including a starter set of toiletries and paper products, a fully stocked kitchen with all of the essentials for cooking and grilling your own meals, an additional wine fridge and drink fridge in addition to all brand-new appliances in the kitchen, and multiple sets of bed and bath linens. You'll never want to leave!brbrParking for one vehicle or golf cart on street in front of townhome.brbrThis home is available for monthly rental (minimum of 28-days). Owners will consider dates other than an entire same-month booking - please feel free inquire before reserving your dates if you'd like.

Casa Tranquila - Fully-Renovated 2-bedroom Townhome in Old Town Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$571.27

This Modern & Spacious 2 story Apartment is located directly in the center of the Famous Duval Street. Enjoy Dining, Shopping, and Entertainment in the heart of Key West. Ones you enter the property through your private entrance you would be captivated by its modern clean design. First floor has open floor plan living room, dining room and chefs kitchen. Comfortable couches and a flat-screen TV will help you relax after all day playing. A full size bathroom and a walk-in closet are also located on the first floor. Tastefully decorated 2 bedrooms are at the second floor and have a Queen and a Full-size bed. Second half bathroom is on the second floor. Plush towels and high -end linens are provided for our most discerning guests. brbrFor those who love to entertain and cook, we offer fully equipped Chefs kitchen with new stainless steel appliances, quarts countertop, and a dining table. brbrEnjoy people watching while sipping tropical cocktails in the privacy of your balcony.brbrBedrooms- Both bedrooms are located on the second floor.br*Master bedroom- Queen size bed, make-up vanity, Flat-screen smart TV. br*Guest bedroom- Full size bed, Smart flat screen TV, Plenty of storage. brbrAdditional features:brStarter supply paper productsbrStarter set cleaning productsbrLinens, bath and pool towelsbrKitchen cookware, dishes, flatware, glasswarebrWireless high-speed internetbrAT&T Uverse cable, smart TV capable thru-outbrFully fenced yardbrbrFree parking availablebrbrHousekeeping services availablebrbrbrbrbrbrbrbrbrbrbrbrbrbr

Luxury two floor apartment in prime location of famous Duval Street

Key West, Florida, United States

Bed

Bath

Sleeps

$333.17

28 DAY MINIMUM RENTALbrbrWalk the historic streets of Key West, live in Old Town in a quiet residential neighborhood. Just two blocks from Duval Street, it is a quick walk or bike ride to all of Key West's attractions, including it's close proximity to the Historic Seaport area. This is a lovingly restored eyebrow 3 bedroom house and is listed on the Key West's Historic House Registry. The house has one bedroom on the ground floor with king bed and full bath, upstairs there are two bedrooms, one with a queen bed and the other with twin beds. The large pool with waterfall enhance your island experience, the ambient background sound of falling water and the neighboring tropical birds at Nancy's Secret Garden make this a delightful island getaway. The large deck surrounding the pool has a glorious, private outdoor shower. You can also lounge and dine al fresco around the pool. French doors lead back inside to a dining room and open kitchen. Bedding: 1 king, 1 queen, 2 twin

Elizabeth Retreat: A three bedroom historic home in Old Town

Key West, Florida, United States

Bed

Bath

Sleeps

$5009.35

This private four (4) house compound accommodates (20) guests and is has a private 10′ x 25′ heated pool including a 5’ x 10’ heated Jacuzzi. In addition, there is a private 8′ x 10′ heated Jacuzzi, Starlink high speed wi-fi network, and CCTV in the common elements (garden (2), pools (2), and property perimeters (3). There are brick walkways, and a 10′ x 40′ sun deck, including a stainless steel propane barbecue, chaise lounges for sunbathing and relaxing; and tables and chairs for dining. The design of the property lends itself perfectly for large gatherings with friends and family. This is a very unique Key West property for guests looking for a private,, authentic Key West experience.brbr1. MAIN HOUSEbrbrOverviewbrThe Main House is a two (2) story 100+ year old, recently completely renovated “Conch” house. The house has an open downstairs floor plan, and four (4) private bedrooms upstairs. There is a downstairs wraparound porch, and a complimenting upstairs wrap around balcony, both of which overlook the pool, sundeck and Thomas Street. All window, door and floor trim is turn of the century style, and all windows are 6 / 6 double-hung sash.brbrThe house has a Starlink high speed wi-fi network, streaming internet TV, and four (4) SMART HDTVs ((2) 40 Samsung SMART HDTVs, (1) 40 Sony SMART HDTV, and (1) 32 Samsung SMART HDTV). The house has five (5) tons of central air conditioning, and six (6) 52″ Hunter ceiling fans; there is a full size Whirlpool washer and dryer located at the rear of the house. There is a propane barbecue located on the pool deck.brbrThe house can comfortably accommodate a maximum of eight (8) guests.brbrAll linens and towels are furnished.brbrThere are two (2) off-street parking spaces on the property.brbrFirst FloorbrThe kitchen, dining room, living room are located on the first floor. Located off the living room is a half bathroom, which has a pedestal sink. The downstairs floor is a Golden Oak Pergo, and the downstairs ceiling is 9’ high.brbrKitchenbrThe contemporary galley kitchen is new with maple cabinets, Corian countertops, and a double compartment, integrated Corian sink. Kitchen equipment includes a GE range, GE microwave, GE dishwasher, garbage disposal, Samsung side-by-side refrigerator with icemaker and serve through ice and water dispenser, coffee maker, toaster, dishes, flatware, glasses (service for 8), pots, pans, and all basic cooking utensils. There is a set of two (2) French doors providing access from the kitchen to side porch, pool, and sundeck.brbrDining RoombrThe dining room has a wood Parson's dining room table with seating for eight (8). There is a ceiling fan in the dining room.brbrLiving RoombrThe living room has a sectional sofa with a queen sleeper and a lounge seat, a reading chair, an entertainment center, and a 40 Samsung SMART HDTV. The living room has recessed lighting, and a 52 Hunter ceiling fan.brbrSecond FloorbrThe second floor has four (4) private bedrooms – (2) queen beds and two (2) full beds. Each bedroom has a ceiling fan, and there is a 40 Samsung SMART HDTV in one bedroom, a 40 Sony SMART HDTV in another bedroom, and a 32 Samsung SMART HDTV in another bedroom. One bedroom provides access to the 275 square foot wrap around balcony, which overlooks the pool and sundeck, and Thomas Street. The second floor is carpeted, and there is a new full bathroom located on the second floor.brbr2. TURTLE HOUSEbrbrOverviewbrThe Turtle House is a 100+ year old recently completely renovated “Conch” house. The house can be described as having “an open, crisp, private space”. The house has two (2) gabled ceilings, which creates a contemporary, spacious living environment. The downstairs floor is Golden Oak Pergo. All window, door, and floor trim is turn of the century style, and all windows are 6/6 double-hung sash. All linens and towels are furnished.brbrThe house has a Starlink highspeed Wi-Fi network, a 43 Samsung SMART HDTV, and two (2) 26 Samsung 26″ SMART HDTVs. The house has central air conditioning, a ceiling fan, and access to a stacked washer and dryer. There is a stainless steel propane barbecue located on the pool deck.brbrThe house can comfortably accommodate a maximum of five (5) guests – who are comfortable sharing an open living environment.brbrFirst FloorbrThe kitchen, dining, living, and bathroom are located on the first floor. An architectural beam containing halogen lighting extends the entire length of the house. The bathroom, located off the living room, is completely new and has recessed LED lighting, a full shower, and sink. There are two (2) sets of French doors providing access to the rear courtyard where the 8’x10′ heated Jacuzzi is located.brbrKitchenbrThe contemporary galley kitchen is new with maple cabinets, black Zimbabwe granite countertops, stainless steel single compartment sink, and the ceiling has recessed LED lighting. Kitchen equipment includes an under the counter GE refrigerator, an under the counter Sub-Zero freezer with icemaker, a stainless steel electric range, garbage disposal, Quasar microwave, and Braun coffee maker, Krupps toaster, dishes, flatware, glasses (service for 6), pots, pans, and basic cooking utensils.brbrDining RoombrThe dining room has a wood Parson's dining room table with seating for six (6), and a maple with black Zimbabwe granite service credenza – complete with wine rack.brbrLiving RoombrThe living room has one (1) queen sleeper sofa, a queen bed, a relaxing chair, a 43 Samsung SMART HDTV, and an Onkyo receiver.brbrMaster Loft Sleeping AreabrA staircase is used to access the master loft sleeping area. The loft has a queen size bed and a 26 Samsung SMART HDTV.brbrGuest Loft Sleeping AreabrA staircase is used to access the guest loft sleeping area. The loft has a full size bed and a 26 Samsung SMART HDTV.brbr3. CIGAR HOUSEbrbrOverviewbrThe Cigar House is a 100+ year old “Cigar maker’s house”. The recently completely renovated house is charming, spacious, secluded and private. The cottage has a raised vaulted wood ceiling, creating a rustic, Caribbean ambiance. The downstairs floor is the original Dade County Pine. All window, door, and floor trim is turn of the century style, and all windows are 6/6 double-hung sash. All linens and towels are furnished.brbrThe house has a Starlink high speed wi-fi network, a 32 Sony SMART HDTV, and a 26 Sony SMART HDTV. The house has central air conditioning, a ceiling fan, and a stacked LP washer and dryer. There is a stainless steel propane barbecue located on the pool deck.brbrThe cottage can comfortably accommodate a maximum of four (4) guests – who are comfortable sharing an open social living environment.brbrFirst FloorbrThe kitchen, living, dining, sitting, and bathroom are located on the first floor. The living room has a queen sleeper sofa/daybed, a 32 Sony SMART HDTV. The bathroom, located off the living room, has been recently completely renovated and has a vaulted ceiling and full sized marble walk-in shower.brbrKitchenbrThe kitchen is new and contemporary with mahogany cabinets, white Corian countertops, and integrated Corian sink, and serve thru access to the dining room. The ceiling is vaulted with architectural beams and LED lighting. The kitchen has a pantry, refrigerator, electric range, garbage disposal, microwave, and Braun coffee maker, Krupps toaster, dishes, flatware, glasses (service for 6), pots, pans, and all the basic cooking utensils. There is a French door providing access to the rear deck where the washer and dryer are located.brbrLoft Sleeping AreabrA ladder is used to access the loft sleeping area. The loft has a full size bed, and a 26 Sony SMART HDTV.brbr4. CONCH HOUSEbrbrOverviewbrThe Conch House is a 100+ year old “Cigarmaker’s house. The house is recently renovated, charming, spacious, secluded and private. The raised vaulted ceiling creates an open living environment. The downstairs floor is the original Dade County Pine. All window, door, and floor trim is turn of the century style, and all windows are 6/6 double hung sash. All linens and towels are furnished.brbrThe house has a secured Starlink wi-fi network, a 32 Sony SMART HDTV, and a 26 Samsung SMART HDTV. The house has central air conditioning, a ceiling fan, and a stacked LP washer and dryer. There is a stainless steel propane barbecue located on the pool deck.brbrThe house can comfortably accommodate a maximum of five (5) guests – who are comfortable sharing an open sociable living environment.brbrFirst FloorbrThe kitchen, living/dining room, a small bedroom, and a full bathroom. There is a queen sleeper sofa/day bed and a 32 Sony SMART HDTV in the living room. There is a full bed in the small bedroom located between the kitchen and the living room. The bathroom, located off the small bedroom, has been recently completely renovated – it has a vaulted ceiling, recessed lighting, oak cabinets, and black granite vanity top.brbrKitchenbrThe kitchen has serve thru access to the dining/living room. The kitchen ceiling is vaulted with recessed LED lighting. There is a stainless steel gas range, a stainless steel refrigerator, microwave, Braun coffee maker, garbage disposal, Krupps toaster, pots & pans, all basic cooking utensils; and dishes, flatware, glasses (service for 6). There are (2) French doors providing access to the rear deck where the washer and dryer are located.brbrLoft Sleeping AreabrA ship's ladder is used to access the loft sleeping area. The loft has a full size bed, and a Samsung 26″ HDTV.brbrCHICKENS & ROOSTERSbrThe City of Key West protects chickens and roosters, and considers them as part of the history and charm of Key West. As a result, Key West and many of the islands throughout the Florida Keys have free-range chickens and roosters. You will definitely see and hear chickens and roosters during your stay in Key West. Some visitors to Key West love them, and some visitors hate them - personally, I enjoy them best roasted, with plantains, and black beans and rice!

Historic Old Town Key West Rental Compound - 11 Beds, 4 Sleeper Sofas, 20 Guests

Key West, Florida, United States

11

Bed

5

Bath

20

Sleeps

$887.09

JUST OFF DUVAL...brPrivate single family home with three bedrooms and three bathrooms. Open the rear French doors to a private backyard oasis with a heated pool and spacious deck for sunbathing, outdoor dining and grilling your fresh catch. Located a short walk from restaurants, bars and fun attractions.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS and AMENITIES...brComfortable furnishings give this home a modern island feel. Beautiful designer decor bring the atmosphere of the Keys right inside the door. Flat screen TVs are located in all bedrooms as well as the living area. The modern updates include a fully-equipped kitchen with granite counters and stainless steel appliances. brbrSLEEPING ARRANGEMENTS.....brTwo bedrooms and two baths reside on the first floor. The first guest bedroom has a king size bed and an en-suite bath. The second bedroom has a king size bed with access to the guest bath. The third bedroom is located up the spiral staircase in the loft and has two twin beds which can be converted to a king bed and a full bathroom with a shower. The sofa in the front living area features a pull-out accommodating 1-2 guests (full size bed).brbrPOOL AND OUTDOOR LIVING...brSwim in the pool or chill with a cocktail on the large rear deck. Dine under the stars or enjoy a good book at the outdoor seating. Venture out the front door with your morning coffee to the front porch seating.brbrPETS...brNo pets please! brbrPARKING...brThis home does not have designated parking but there is on street parking in the surrounding neighborhood. Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily and monthly rates.brbrDISTANCES TO BEACHES...brSouth Beach is 0.2 mibrHiggs Beach is 0.8 mibrSmathers Beach is 2 mibrFort Zachary Taylor Beach Is 1.4 mibrAll beaches have beach chair and umbrella rentals.brbrCANCELLATION...brBookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrPARADISE AWAITS...

SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!

Key West, Florida, United States

Bed

Bath

Sleeps

$730.83

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrLike many highlights of Key West, THE ADMIRAL'S ESTATE celebrates a rich history of the island while embracing a modern restoration. THE ADMIRAL'S ESTATE is a true historic Key West home, originally built for a high-ranking Naval Officer in the early 1900s. This impressive estate is armed with two living areas, a top-of-the-line gourmet kitchen, classic front double porches, and a beautiful backyard retreat. Ideal for entertaining and enjoying time together with your entire fleet, THE ADMIRAL'S ESTATE combined with Last Key Realty's Five-Star Guest Services is sure to make your month in America's Paradise a memorable one.brbrTHE GATED COMMUNITY...brbrTruman Annex is the most exclusive residential community in Old Town. Located just off the main drag of Duval Street, Truman Annex is an oasis of calm, quiet streets lined with palm trees and beautiful Floridian homes. Within Truman Annex, the home is accessed via Admiral's Lane, which is even further tucked away down a small cul-de-sac. Fort Zachary Taylor State Park beach is just a few short blocks away. You won't need a car to get around, however the home does have two off-street parking spots.brbrCompliance with Truman Annex Community Rules & Regulations is expected of all Last Key guests. This includes “Quiet Time” in all outdoor areas, public and private, after 10PM.brbrTHE MAIN FLOOR...brbrAlthough THE ADMIRAL'S ESTATE faces Whitehead Street, the most commonly used entrance is via Admiral's Lane. Upon entering, you'll be greeted by a welcoming foyer that is accessible to the kitchen and the formal dining room. The fully equipped kitchen has premium appliances and all of the tools needed to prepare a meal at home. The kitchen bar seating is perfect for a quick bite or keeping the cooks company. For more formal meals, there is a full formal dining room with seating for 8.brbrNavigate your way through the kitchen to reach the two living rooms. The first living room has a large flat screen TV and multiple seating options, including a plush sofa. The second living room is located across the hall and is equipped with a soothing fireplace and plenty of comfortable seating. Both living areas have classic saloon doors that open up to the spacious porch that graces the façade of the home.brbrTHE LANAI & PRIVATE POOL...brbrLead the troops outside to experience outdoor island living at its' finest. The covered lanai has a large outdoor TV and comfy outdoor furniture. From the lanai, step down to the private pool area for some fun in the sun. The saltwater pool is perfect for cooling off on a hot day or can be heated in the cooler months. Relax in the chaises located on the pool's deck or enjoy a poolside meal using the BBQ grill and outdoor dining table.brbrTHE ACCOMMODATIONS...brbr** First Master Suite: Located in the Guest House with a Queen bed and an en-suite bathroom with double vanities and a walk-in shower.brbr** Second Master Suite: Located on the Second Floor with a King bed and en-suite bathroom with two pedestal sinks and a walk-in shower.brbr** Third Bedroom: Located on the Second Floor with a Queen bed and en-suite bathroom with a walk-in shower. brbr** Fourth Bedroom: Located on the Second Floor with Two Twins OR One King bed and an en-suite bathroom with a walk-in shower.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen TVs in Living Room & All Bedroomsbr** Fully Equipped Kitchenbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels providedbr** Wireless high-speed Internet access & full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced & Lushly Landscaped Private Yard br** Private Heated Poolbr** Off-Street Parking in Private Carportbr** Propane BBQ GrillbrbrOther notes:brbr** All monthly rentals include a mandatory interim clean. Multi-month stays require 1 interim clean per month.br** Additional interim cleanings availablebr** This property will accommodate up to 8 adultsbr** Pets Not Allowed

**THE ADMIRAL'S ESTATE** Grand Home & Pool + LAST KEY SERVICES...

Key West, Florida, United States

Bed

Bath

Sleeps

$286.22

28 DAY MINIMUM RENTAL brbrFrom the owners of South of Frances, here is another beautiful, historic restoration project. This lovingly restored home is ready for guests following a complete redo! The attention to detail and master craftsmanship can be seen everywhere in this beautiful home.brbrThe first floor of the home features a den/TV room with a built-in queen size Murphy bed highlighting the original Dade county pine walls. The living room/dining area opens with French doors to a bricked courtyard and pool area. Upstairs has two bedrooms with baths ensuite. Each have their own private porches for enjoying a morning cup of coffee.brbrA beautiful home to relax and enjoy Key West, whether you stay for a month... or more!brbrParking: on-street neighborhood.brbrBedding: 2 queens, 1 queen Murphy bed

Ashe Splashe: A beautiful restoration of a historic Key West property

Key West, Florida, United States

Bed

Bath

Sleeps

$407.81

Experience Key West like a local in this 3-bedroom waterfront unobstructed open water view home with heated and chilled pool. The space features a king bedroom ensuite with jacuzzi tub, 2nd bedroom with queen bed , and 3rd bedroom also with queen bed. With 2.5 bathrooms, guests enjoy convenience and privacy throughout their stay. The house offers a soothing atmosphere where you can relax after a day of exploring around the island or on the water out your back door. The backyard heated pool has chaise lounges , couches and chairs. Use our four house bikes and enjoy all what Key West has to offer with a stay at Casa Cayo. With advance notice we can accommodate your personal or rented boat (2’ draft or less ) up to 27’ on our private dock. Relax on your private dock watching the sunset over the Historic Seaplane Basin where the first Pan Am flight took off on the first international commercial flight to Cuba. By City Ordinance it is a minimum of 28 night stay. One dog may be allowed on a case by case basis with non-refundable deposit. The open kitchen is fully equipped with full complement cookware, utensils, dishes, glassware, and outdoor grill. Wireless blue tooth speakers and an old school record player with a small collection of vinyl. Casa Cayo is beautifully decorated with quality furniture , bedding, and original Key West artwork by Sandford. Casa Cayo is located within the gated Gulfview Point community. We are newly back in the monthly rentals after a 5 year hiatus and willing to discount extended stay in the off and should seasons. Let us show you a wonderful stay in the Conch Republic.

Rare Key West Waterfront Dock for Lobster Season - Min 28 days

Key West, Florida, United States

Bed

Bath

Sleeps

$782.65

Welcome to La Margarita, a newly renovated home with coastal charm only blocks away from Duval Street, the Historic Seaport Boardwalk and steps away from several highly rated well-known local restaurants. brbrThis spectacular and cozy home includes:br• Spacious open living and dining room areasbr• Fully stocked large kitchen with modern stainless-steel appliances and ample counter space with cabinet storagebr• Cable & Hi Speed Internetbr• 82-inch flat screen TV in living roombr• All bedrooms include 55-inch flat screen TV's, name brand memory foam mattresses and ceiling fansbr• Double headed shower heads in several bathrooms and hand-held shower wands in every bathroombr• Newly installed central A/C with commercial grade UV/ionization air purification systembr• Walk into a hotel like scented home with a continuous hypoallergenic air diffuser systembr• Newly installed high capacity washer and dryerbr• Enjoy your morning coffee as you people watch on the outdoor bistro set

Newly Renovated Luxury Coastal Home in the Heart of Old Town Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$549.34

TIME TO CREATE LIFELONG MEMORIES…brYour long-awaited island retreat is sure to have all expectations exceeded within this grand, historic 4 bedroom, 4.5 bathroom gem capturing a dreamy setting with modern luxuries. Spend your days tooling around in this vibrant neighborhood boasting endless charm and character with just minutes to all the fun loving Key West attractions on Duval St. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES…brThis welcoming home provides the ultimate privacy and comfort making your time in Paradise hard to leave. Admire rich Dade County Pine walls, Brazilian cherry floors with high ceilings and hand crafted finishings all around. A fully equipped chef’s kitchen provides a desirable space for creating meals together which can be enjoyed in the formal dining room or casually on the bar top seating area. The kitchen includes a desk area and opens up to a large living room with comfortable furnishings for movie nights with mesmerizing views of the outdoor oasis from all around. An additional sunny seating room lies on the 1st level which is a great space to reminisce about all your island adventures together. brbrSLEEPING ARRANGEMENTS…brTake advantage of a restful night’s sleep within one of the 3 large king (one that could be converted to twins if desired) 2nd floor guest rooms all equipped with en suite bathrooms, storage space and TVs. The primary suite includes a clawfoot tub and shower as well as a private balcony overlooking the pool area. The 3rd floor is a private apartment with dramatic dormered ceilings and accessed by an outside stairwell. It includes two twin beds (that can be converted to a king upon request), a bathroom with a shower/tub combination, TV, kitchenette and seating. An additional powder room occupies the 1st level of the home. brbrOUTDOOR LIVING…brThe epitome of island living is achieved through the incredible indoor/outdoor space this home provides on any of the wrap around balconies and out in the backyard area as you perch the French doors open. A large pool with a dining table allows for endless entertaining. Rinse off in the outdoor shower/foot wash and lounge in the island breeze as you grill up your fresh catch of the day! brbrPARKING...brA compact parking spot is available although being just a short stroll away from all the downtown fun. brbrPETS...brPets are not considered at this home.brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPool/hot tub heating fee (if applicable)brPet fee (if applicable)brbrBOOKING DATES...brThis home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 90 days before the start of stay will receive a 100% refund. brbrCancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). brbrCOME LIVE ON ISLAND TIME…

SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West!

Key West, Florida, United States

Bed

Bath

Sleeps

$382.82

THREE STORY GRANDEUR…brLocated in the Casa Marina District in Old Town. This home is elegant, yet quite the tropical delight with rustic modern accents. It is walking distance to the beach, Duval Street, and The Southernmost Point; the most sought-out place to take a picture next to in Florida! br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrFURNISHINGS…brWalk inside and step onto beautiful white marble tile, open floor plan and high ceilings. The backdrop of the great room is the heated, glistening pool amongst your own private tropical oasis! br brSLEEPING ARRANGEMENTS…brGreat for large families and friends, this home sleeps 8 guests comfortably. The second floor includes two bedrooms, each with a queen bed and en-suite bathrooms. The bedrooms both have their own balcony; perfect for relaxing and soaking in that ocean air while you sip your morning coffee! Go up the winding staircase to the third floor where three twin beds are located and half bath. Also, the living room includes a sleeper sofa. Flat screen TVs in every bedroom and living room.br brDETAILS AND AMENITIES…brModern sophisticated decorations and accents couples beautifully with the marble tiled floor. Immediately to the right is the well-equipped kitchen with stainless steel appliances and granite countertops. Straight ahead is the living room that offers plenty of seating, a TV and large French doors with a beautiful view of the pool and patio area. There is a half bath on the first floor. The primary suite on the second floor has dual walk in closets and a beautiful en-suite bathroom with a stand up shower, double sinks/vanities, and blue and white marble tile throughout. The guest bedroom opposite of the primary suite is also equipped with an en-suite bathroom with a shower.brThis home is designated as a 3/3, though it is actually a 3/2/.5/.5 (half bath on the 3rd floor and half bath on the 1st floor).br brOUTDOOR LIVING…brAnyone who has been to Key West understands the importance of pools! The highlight of this home is the outdoor living space that offers privacy, the large pool deck for entertaining and the security of having a completely fenced space. Included is a private, heated pool, beautiful lined with brick and tile. There are 3 loungers and at least two patio chairs for outside by the pool. brbrPARKING AND BIKES...brParking is available for 1 vehicle. Also, 4 bikes are available. brbrPETS...brPets up to 50 lbs are considered, but no cats as the owner is allergic. Please either inquire prior to booking, or make sure to check the box that you are bringing a pet when booking, AND include size, breed, and age of the pet in Comments/Special Requests. A pet fee is required.brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPool/hot tub heating fee (if applicable)brPet fee (if applicable)brbrBOOKING DATES...brThis home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 90 days before the start of stay will receive a 100% refund. brbrCancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). brbrALL THE COMFORTS OF HOME PAIRED WITH ISLAND LIVING!

SEA LA VIE ~ Living in Complete Luxury in This Elegant Three Story Home!

Key West, Florida, United States

Bed

Bath

9

Sleeps

$828.5

LOCATION LOCATION LOCATION...brEnjoy this convenient Old Town Location. Located a block from Duval and a short walk or bike ride to everything Key West has to offer. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrSLEEPING ARRANGEMENTS...brThe master bedroom has a comfortable king size bed with a bathroom located en suite. The bathroom is tiled and has a large single sink vanity. The guest bedroom is equipped with a king sized bed and en suite bath as well. Both bedrooms have closets and drawer storage. If you're looking for additional sleep space, there is a queen sized sofa sleeper located in the living room. brbrAMENITIES...brEnjoy a fully stocked kitchen for the group or family that chooses to dine in. The kitchen has a dining table that seats 6 and additional counter seating so everyone can be together. The living room is located off the kitchen and has plenty of comfortable seating around a large flat screen TV. Travel up the stairs to where both bedrooms are located. The bedrooms both conveniently include en suite baths with tub/shower combos. There are TVs located in both bedrooms as well as plenty of space to store your belongings. brbrOUTDOOR LIVING...brStep out the rear sliders to your private heated pool and large outdoor space. There is a covered deck with a table that can seat 6 which makes a great area to eat, play cards or just relax with a cocktail. If your looking to get some sun then you can lay in one of the loungers by the large private heated pool. A propane grill is also provided and ready to grill your catch.brbrPARKING...brThis home offers up to two designated parking spaces!brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.brbrPARADISE AWAITS...

MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!

Key West, Florida, United States

Bed

Bath

Sleeps

$750.69

OLD TOWN LOCATION...brA beautifully furnished and comfortable home, located just 5 short blocks to Duval Street. Have bikes delivered and you will rarely need your vehicle to get around the Island if at all! br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrFURNISHINGS...brUpdated furnishings throughout this charming 2 bedroom home. The living room features vaulted ceilings and has several French doors which open to the deck and pool. The kitchen is located off the living room and is fully equipped to meet all your cooking needs. There are ceiling fans and flat screen TVs located in each bedroom as well as closets to store all your belongings.brbrSLEEPING ARRANGEMENTS...brThe master bedroom is located on the second floor and is outfitted with a comfortable king size bed and full tiled bathroom en suite. The guest bedroom in on the first floor and has two twin beds which can be conveniently converted to a king to meet your needs. There is also a full bath located next to the guest bedroom. There is also a queen size sofa bed located in the living room for additional guest sleeping.brbrPOOL AND OUTDOOR LIVING...brOpen the rear French doors and step out to a private small heated pool where you can cool off. The deck is equipped with two loungers and a small table for two. Enjoy grilling up your fresh catch on the propane grill!brbrPARKING...brThis home does not have designated parking but there is on street parking in the surrounding neighborhood. Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily and monthly rates, and is 3 blocks away.brbrPETS... brOne dog is considered at this home. A pet fee is required.brbrDISTANCES TO BEACHES...brSimonton Beach: 0.9 milesbrFort Zachary Taylor Beach: 1.6 milesbrSouth Beach: 1.3 milesbrHiggs Beach: 1.2 milesbrSmathers Beach: 1.8 milesbrbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.brbrENJOY PARADISE!

CONCH HEAVEN ~ Stylish 2B/2Ba, Sleeps 6 in Old Town w/ Heated Cocktail Pool!

Key West, Florida, United States

Bed

Bath

Sleeps

$303.49

Escape to the heart of Key West in this charming luxury island retreat located on Petronia Street in the historic Meadows Neighborhood of Old Towne Key West. Just minutes from popular restaurants, coffee shops, art galleries, and the energy of Duval Street, this home offers the ideal blend of relaxation and convenience.brbrEnjoy breezy porches, tropical landscaping, and the laid-back vibe that makes Key West unforgettable. Whether you’re here for sunshine, nightlife, or quiet time by the water, this beautiful getaway welcomes you to unwind at your own pace.brbrAs with most individual homes in Key West, there is a minimum stay of 28 consecutive days. Why stay a week when you can stay a month brbrThe spacebrbrStep inside to an inviting, light-filled interior with coastal touches throughout. The first floor, with its eleven foot ceilings and travertine floor throughout, has an open design for complete comfort and luxury. The custom kitchen has thick granite counters, double ovens, gas cook top and a large built in Sub-Zero refrigerator. The travertine floor extends outside to the patio and surrounds the private hot tub and pool. There you will also find comfortable lounge chairs, a grill and outdoor table, perfect for relaxing or entertaining.brbrThe upstairs has mahogany floors throughout and features three ensuite bedrooms. The master suite has a king bed, a reading nook and an adjoining large balcony that looks out on lush palm trees. The large guest room has a king bed and occupies a separate wing in the house. The third bedroom has twin beds and a desk, in case you need to get any work done. The custom tiled showers in each of the ensuite bathrooms are equipped with double shower heads and frameless glass doors. Washer and dryer are located in a separate space on this floor for your convenience.brbrFeatures include:brbrPrivate pool and hot tubbrbrBright living room with Smart TVbrbrAdditional TV's in each bedroombrbrFully equipped kitchen with modern appliancesbrbrComfortable bedrooms with fresh linensbrbrUpdated ensuite bathroomsbrbrHigh-speed Wi-FibrbrPrivate outdoor seating area perfect for morning coffee or sunset cocktailsbrbrCentral Air ConditioningbrbrPoolside grill with table and seatingbrbrbrLocation highlightsbrbrLocated in one of Key West’s most desirable neighborhoods, you’ll be within walking distance of the area’s best attractions: Duval Street, Higgs Beach, Fort Zachary Taylor State Park, Ernest Hemingway Home, The famous Southernmost Point.brbrGuest accessbrbrGuests will have full access to the entire home and any private outdoor spaces. Street parking is readily available in front of the house and there is also a private carport for one vehicle.

Key West Luxury Home with pool, 28 day minimum

Key West, Florida, United States

Bed

Bath

Sleeps

$275.95

IDEAL LOCATION FOR BOATERS AND GOLFERS...brLocated just off Key West at mile marker 5, the picturesque community of Coral Hammock on Stock Island is a stunning and peaceful retreat with a gorgeous resort style giant pool, luxurious clubhouse and fully equipped fitness area. You are close enough to all the excitement of downtown Key West without being right on top of the nightlife. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES...brEnjoy high ceilings and tranquil decor in this beautifully decorated home, complete with tasteful, rustic-nautical furnishings that will have you feeling immediately relaxed as you step through the front door! Feast your eyes on the gorgeous large bucolic wood dining table and an open kitchen with beautiful granite countertops. The well-lit kitchen, with two breakfast bar stools, includes an abundant selection of supplies and appliances that make it perfect for entertaining loved ones with your culinary skills. The plush and cozy living room lures you in with cool tile and natural light from large windows, inviting you to surrender your cares and enjoy the large flat screen TV. Enjoy a gas grill to prepare your fresh catch of the day! brbrSLEEPING ARRANGEMENTS...brThis abode comfortably sleeps up to six people. The primary bedroom offers a king bed with an ensuite bathroom that features a shower/tub combination. The guest bedroom has a king bed and an ensuite bathroom with a stand up shower. If you need space for two more people, there is a sleeper sofa downstairs for your convenience as well as a half bathroom. Both bedrooms include flat screen TVs.br brOUTDOOR LIVING...brGated entryway and lush landscaped grounds boasts panoramic tropical garden views. Enjoy a large heated swimming pool that invites you to soak up the sun while relishing our island’s warm breeze. There is a clubhouse and fitness room available to guests. The Key West Golf Course is just a minute away. For the boaters out there, this property is also centrally located around 3 different marinas. brbrPARKING...brParking for 2 vehicles - No assigned parking, park as close to your unit as possible.brbrPETS...brNo pets please.brbrCoral Hammock HOA-Rules & Regulationsbr· No boats, trailers, wave runners, motor homes, campers and/or buses allowed on site. (You must make other arrangements in advance at a local marina, etc)br· Vehicles may park only in designated parking spaces and may not park in the following areas of the association property: designated “fire lanes” or driveways.br· Boats, buses, campers, trailers, motor homes, recreation vehicles, mobile homes and commercial vehicles shall not be parked within the community. brbrCANCELLATION...brBookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.brbrPARADISE AWAITS...

OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!

Key West, Florida, United States

Bed

Bath

Sleeps

$2,586