Vacation Home Rentals By Owner In Key West, FL

*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

Sleeps

$529.48

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

8

Sleeps

$630.0

This listing is for a room within a hotel.brbr✦ Your room is 570 sq. ft, equipped with complimentary toiletries, high definition 49-inch TV, available with Hulu.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Outdoor shared pool is available, opened from 7:00AM to 10:00PM.brAdditional features:br • Heated poolbr • Saltwater poolbrbr✦ Paid parking lot – 1 space(s), available for $27 per day.brbr✦ Shuttle service operates according to a schedule, available every hour between 9:00AM and 11:00PM.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $59.63 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $75.00 (per pet per night). Up to two dogs under 60 lbs. allowed per room.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Six temperature-controlled swimming pools and a marina are available on-site.brbr✦ Up to two dogs under 60 lbs. allowed per room with a nightly fee per pet. Pets must be supervised and are not allowed on the pool deck or in the pool.

Hotel

Ocean View Balcony 2 Queen Suite at Oceans Edge Resort, Marina Access, 6 Pools

Key West, Florida, United States

Bed

Bath

Sleeps

$295.31

Its a custom built 43 ft sport fish made for overnight trips with all the comforts of home. Sleeps six and is kept in top notch shape. Has a hot shower, three burner stove with oven, microwave ,coffee maker, toaster, tv 3 ac's, electric skillet, rice maker small fridge , under water lights, ice maker and pot and pans for cooking . A nice size back deck to sit and relax to watch the sun come up and set. You can also fish from the boat right at the dock or charter it for a great time on the water.

House Boat

Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!

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

Select Dates for Price

Relax in style at the Hyatt Windward Pointe Resort. This is the best location within the resort: Top floor, end unit. Located on the Atlantic Ocean. Enjoy beautiful sunrises from your own private balcony and sunsets from the shared balconies facing west. This unit has two-bedrooms and 2 full baths, 1 is a master suite with king-size bed, TV, adjoining bath with walk-in shower and jetted tub. 2nd bedroom with queen-size bed and full bath. There is a full kitchen, dining area, living room with couch that coverts to a bed for 2, TV, stereo CD player, washer, dryer, furnished balcony and wireless Internet. The grounds include a pool, hot tub, staffed tiki bar, bbq grills, hammocks, workout and game rooms. Easy walk just across the street to Smathers Beach. Please check the Hyatt Windward Pointe website for additional amenities, features and photos. Available February 22-March 1. brAccess to the nearby Hyatt Centric Key West Resort & Spa. Concierge service.

Luxurious top floor, end unit, within premier resort on the Atlantic Ocean.

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

Bed

Bath

Sleeps

$183.08

The Elegant Key West Tree House is a unique monthly rental to stay anytime of the year. Discretely built back off the street to quietly overlook an historic tropical garden, this Boho luxe Key West rental encompasses the entire 2nd floor of a beautifully renovated 1930’s building. Perched among mature tropical trees, the 1200 square foot 2nd floor flat is situated on a quiet road in the exclusive Old Town Casa Marina neighborhood. With a wide wooden covered porch spanning the front of the house, every room still has the original casement windows providing a fabulous look-down view of different garden scenes that change throughout the subtle seasonal changes of the tropics.brbrThe owner’s affections permeate the flat’s elegant soft style inside and out. It recaptures a “bohemian and chic” way of island life, one we knew when we were free in spirit, contemplating and passionately embracing the forces of the Caribbean, sailing back and forth between Key West and The Bahamas, returning to this flat to settle in and contemplate our next travel adventures.brbrEntrance for this property is through a pretty arbor gate, down a path that gently winds through the garden, and then up a private wooden switch-back staircase towards the back corner of the building. Since it’s nestled into the trees on the 2nd floor, the entrance is very private from the ground below.brbrInterior Layout: With wide open archways, tall ceilings, and shiny hard wood floors that flow from room-to-room, the home feels very spacious, yet like a reassuring cocoon all at the same time. The first thing you notice when you step inside is the Brazilian tiger wood floor spanning the entire length of the open concept ‘great-room’ which encompasses about 2/3 of the flat. Your eye is then drawn to the tall ceilings, wide archways, and plaster walls painted in different faux colors to define the different ‘living zones’ - the living room, dining area, and full-size kitchen. An eclectic mix of furniture styles, art, and treasures collected by the owner over the years, mix effortlessly to create an interesting and refreshing décor throughout the home.brbrThe front door to the flat leads directly into the living room, where a Tommy Bahama sofa and comfy green velvet loveseat and rattan chair make it easy to plunk down as soon as you’re inside. Antique side tables and unique lamps, a Queen Anne style hinged coffee table, and an arched dark walnut entertainment center complete the living room furnishings. Just past the velvet loveseat, you enter the dining room ‘zone.’brbrA traditional Queen Anne style cherry-wood dining set placed in the middle of the wood floor, a matching ‘highboy dresser’ standing to the side, and simple crystal chandelier clearly define the elegant dining area. To ensure the space feels relaxed, a casual plaid easy-chair is placed in the corner where you can comfortably hang-out half-way between the living and dining area. A beautiful historic feature of the dining area is a twinset of original corner break-front cabinets that grace the interior wall on either side of an archway, near the hall that leads to the two bedrooms and bathroom. brbrA-second-tall archway defines the next ‘zone’ in the great-room, the fully equipped large ‘U-Shape’ kitchen. The kitchen was redesigned and updated to carefully considered the historic period of the house. On the exterior walls, the original solid wooden cabinets that reach to the tall ceiling were kept in place but sanded and refinished in yacht fashion. On the interior wall, a spacious pantry was built next to the double door refrigerator. On the front exterior wall, a beautiful custom ‘European-style’ laundry center was custom designed, complete with a Bosch washer/dryer and black granite counter-top. A small kitchen island, on rollers, rests in the center of the kitchen.brbrA single French door on the front wall, leads from the kitchen to one of the nicest features of this property - the wide covered front dining porch with a beautiful view of the front garden. The porch is set with a wooden teak dining table, chairs, plus matching teak chaise lounge providing an ideal place for breakfast, coffee, or an evening glass of wine. Many guests tend to spend a lot of their vacation right here on this heavenly porch. brbrBack inside, towards the middle of the great room through a wide archway, we find the hall leading to the bedrooms and the fully renovated vintage style bathroom. Facing the hall, the master bedroom is on the left side, the office / guest bedroom is on the right, and the full bathroom is in the middle. The alluring master bedroom has a sense of romance and opulence with two beautiful dark wood dressers, and a tall 4-poster king-size bed set against soft yellow walls. A door connects directly from the master bedroom into the bathroom; the bathroom is also accessed from a doorway off the hall.brbrThe elegant bathroom was renovated by a master craftsman who used vintage-style American Standard fixtures and built hand-made wooden wainscoting painted bright white. The original bathtub, tucked beneath its own tall arch, was kept in place but trimmed with a chic faux marble tile that is repeated on the bathroom floor and again in the free-standing shower. The separate shower stall is fit with a custom frameless glass door. Beautiful lighting fixtures, selected for their vintage look, are fitted with dimmer switches to create the perfect bathing mood.brbrThe spacious 2nd bedroom is set up with versatility in mind. A desk and a bookshelf offer an ideal home office, while a queen size bed and antique armoire provide an inviting bedroom. Incongruous design solutions are a specialty for the owner, and the fun color theme for this room is ‘linen and blue jeans.’ Faux painted walls really do look like blue jeans and with the linen headboard and lamp shades create a feeling of bohemian luxury. A trunk imported from India, and French script fabric chairs, add more unconventional notes. brbrGarden: This flat is situated on the south side of Old Town Key West, in a mature tropical tree garden, called ‘Molly Parker’s Garden’ that was originally created in the late 1930`s by Ms. Molly Parker. She planted this private garden as a retreat to relax, romance, recreate, and restore the sense of self by reconnecting with nature. While this property is only a slice of the original garden, it originally spanned an entire block and was ‘out in the country’ on Key West. One of the largest Mahogany trees on the island is still on this property. We have also found historic tourism booklets that identify the garden as a tourist attraction during the Great Depression, as an attempt to boost the local economy. The homes on this property were built in the 1930’s in concert with the gardens and fresh-water wells found in this area.brbrToday the large historic property is filled with tall giant white birds of paradise, a variety of palm trees, a plethora of thatch palms, native hardwood trees, a starburst tree, giant mahogany trees, black bamboo, a variety of tropical understory plants. As gardens do, it changes with the tropical seasons. It features a meditation garden. It is professionally maintained. The tranquility of this historic setting helps to wash away the demands and stresses of hectic modern life.brbrWhen researching the origin of this garden, we were thrilled to find a 1939 Key West Citizen Newspaper report written about Ms. Parker and her garden. It stated then what we still enjoy today `visitors find what imaginations have pictured...` lavish growth of tropical vegetation, fragrant flowers, and slender stemmed palms cutting the skyline, velvety butterflies idling in the sunshine. (The Key West Citizen, Dec. 27, 1939). There are still a few local Key West “Conchs” (residents) alive who remember Ms. Molly Parker from their childhood and talk about her as the “Johnny Appleseed” of Key West as she was credited for planting most of the old Grandfather Mahogany trees and tropical fruit trees on the island.brbrBedding Summary:brbr1 King size bedbr1 Queen size bedbrAmenities: Wide sitting porch that overlooks mature manicured tropical tree-garden. Artistic personalized décor. Central A/C, cable flat screen TV in living room and master bedroom, wifi, C/D player - radio, fully equipped kitchen, Linens and towels provided, washer / dryer.brbrActivities: Higg’s Beach is a very short stroll away where you can enjoy white sands, turquoise waters, and historic piers. Louie`s Back Yard and Dog Beach is also close by. Within 5 minute stroll to White Street Pier, West Martello Fort, tennis courts near the beach, Key West`s famous Salute Restaurant on the Beach, Casa Marina Resort property, Faustos Fine Grocery Store, Sandy’s Café walk up restaurant and Cuban coffee, local art galleries, and weather station. With piclkeball rapidly becoming super-popular, some of our guests will be excited to find 8-10 PB courts at the Higgs tennis court area. Walk or bike to most Key West Old Town attractions.brbrArea: The Casa Marina neighborhood, is a small exclusive residential district which has grown into one of the most sought after neighborhoods in Old Town Key West. In the mid 1900`s this area was considered the `country side` of the island, and the modern day result leaves a legacy of outstanding turn-of-the-century, mid-century and modern architecture with beautiful gardens and more yard space than is typically found in the other residential districts in Old Town Key West. Quiet residential area, close to the Atlantic Ocean and the White Street gallery and shopping area.brbrRestrictions: Smoke free house. No pets please. We do not accept guests less than 25 years of age unless accompanied by a family group or guardian.

Apartment

Elegant Key West Tree House - Walking Distance to Beach and Duval

Key West, Florida, United States

Bed

Bath

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

$205.32

PLEASE BE AWARE:brThis community is currently undergoing balcony repair property-wide potentially through May 2026. A 12 person crew will be working section-by-section from 8am-6pm, 5 days a week, and Saturdays will be weather make-up days as-needed. Please understand there will most likely be some amount of noise heard throughout the community. Your specific unit's balcony repair is currently scheduled for 12/11/25 -2/6/26. This is subject to change depending on how the project progresses. Our rentals have been priced to offset noise issues or any other inconvenience due to the construction project.brbrUNWIND IN PARADISE…brLet you worries wash away in this peaceful retreat located within the 1800 Atlantic community offering endless amenities. This 2 bedroom, 2 bathroom gem is the ideal setting to take advantage of your time in Paradise while having every luxury at your fingertips!br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES…brGreeted by an open space filled with comfortable furnishings with nautical décor, this charming abode pulls you into your alternate reality. Enjoy a large, fully equipped kitchen with stainless steel appliances for meal prep that can be enjoyed at the dining table for 4. Occupy the living area for movie and card night as you continue to create your Key West story together. The unit is accessible by an elevator or the stairs. brbrSLEEPING ARRANGEMENTS…brSleep comfortably in a cozy queen bedroom with a TV and hallway bathroom with a shower tub combination. The primary king suite comes with a TV and en suite bathroom with a walk in shower and ample closet space. Both rooms conveniently open up to a balcony overlooking a lush, vibrant courtyard with a sliver of the sparkling ocean from the distance. Enjoy a sofa sleeper to accommodate visiting guests in town.brbrOUTDOOR LIVING…brTake advantage of the sweet island breeze as you craft up your 5 o’clock cocktail on the balcony with blissful views beyond. A heated, saltwater community pool is equipped with plenty of loungers and views of the sparkling ocean. Tennis courts reside on property as well as a community grill and fitness center. Enjoy being located in these peaceful surroundings with just a short ride into town! brbrPARKING...brDesignated garage parking space included as well as overflow parking in front lots (first come first serve). brbrBOOKING DATES...brThis home is offered only 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. brbrPETS...brThis is not a pet-friendly 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)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% refundbrbrCancellations 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 GET ON ISLAND TIME…

Condo

ALMOST HEAVEN ~ Stunning 2 Bedroom, 2 Bathroom Condo with Community Pool!

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

3

Bath

6

Sleeps

$210.52

Summary:brbrUnder the Palms is a bright, modern 2 bedroom, 2 bath second floor condo ideal for comfortable 28 night plus stays in Key West. This sun filled corner unit offers extra privacy and natural light with two serene bedrooms. Located in Old Town, near dining, beaches, it sits within a quiet gated community featuring a shared heated pool, private parking, and space for bikes to explore at your own pace.brbrbrbrThe Space:brbrFully renovated in Summer 2024, the condo features an open concept living area and a modern kitchen with new countertops, stainless steel appliances, and all home cooking essentials. High speed WiFi makes it ideal for extended stays and remote work. Outside, relax by the shared heated pool, shared with only three other units, or unwind in the grill and lounge area surrounded by swaying palms and bright Key West skies.brbrbrbrSleeping ArrangementsbrbrBedroom 1: King bed with en suite bathroombrbrBedroom 2: King bed with en suite bathroom, convertible to two twins if neededbrbrbrbrFrom waterfront walks to unforgettable sunsets, Under the Palms offers the perfect balance of comfort, convenience, and peaceful island living.brbrbrbrGuest Access:brbrEnjoy a smooth, contactless check in experience with a personalized access code provided prior to arrival. Guests also have access to the community pool, complete with lounge chairs for relaxing and sunbathing. Please note the condo is located on the second floor and is accessible by stairs only.brbrbrbrThe Neighborhood:brbrExplore all that Key West has to offer, including a beautiful waterfront park and pier overlooking the Gulf. On Thursdays, catch the sunset farmers market or bring the kids to the splash pad for a fun-filled waterpark adventure. Just a 3-block stroll from the world-famous Duval Street, Under the Palms is within walking distance of endless shopping and dining options, including local favorites Santiago’s and Café Sole.brbrbrbrGetting Around:brbrParking Information: There is assigned parking provided for 1 vehicle. We can provide you with recommendations for parking additional vehicles upon request.brbrbrbrThere are a variety of great ways to explore Key West including by bicycle, pedi-cab, scooter, golf cart, Uber, Taxi, or by feet. As this unit is located in downtown Key West, many attractions are within walking distance.brbrbrbrOther Things to Note:brbr- In unit washer & dryerbrbr- This home has a 28-night minimumbrbr- Shared Grilled brbr- Mid-stay cleans are required

Apartment

Under the Palms - Relaxing Condo, Shared Pool & Parking

Key West, Florida, United States

Bed

Bath

Sleeps

$629

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

3

Bed

3

Bath

6

Sleeps

$2025.0

Discover this relaxing oasis in the heart of Key West's famed Old Town. Lush, verdant foliage surrounds the grounds and beautiful contemporary design creates an environment of relaxation and restoration. Guests are encouraged to slow down and relax, to dip into the outdoor pool and whirlpool hot tub while soaking up some famed Floridian rays.brbrGuests will also receive privileges at the adjacent Hyatt Key West Resort and Marina, offering even more ways to keep occupied even on your off days. brbrThe right size, the perfect view and the must-have amenities... Hyatt Sunset Harbor Resort's residences become the perfect home-away-from-home during your stay in Key West! Classic studios offer a king-size bed, casual living area, TV and DVD player. The one-bedroom tropical-style residence features a deluxe queen bed, fully-equipped kitchen, dining area, ceiling fans, seating area with TV, stereo, DVD player and private balcony. The beautiful two-bedroom residence is even more luxe, and includes a master suite with king-sized bed, adjoining bath and spa tub, a guest suite with queen bed and full bathroom. In addition, enjoy a fully-equipped kitchen, seating area, TV, DVD player and balcony!brbrHyatt Sunset Harbor isn’t just another Key West property - it’s in the heart of Old Town, the heart and soul of one of America’s most treasured vacation destinations. Nearby, you can also enjoy Duval Street shopping or nightlife and Mallory Square. Of course, if you're looking for more natural pursuits, you have plenty of options - Key West is a haven for fishers, and the unique ecosystem is well-suited to those seeking to explore by foot or bike. Plenty of unique attractions await those looking for a change of pace - check out the The Harry S. Truman Little White House, Key West Aquarium, Key West Lighthouse Museum and Mel Fisher Maritime Heritage Museum!brbrA few things to note.... The resorts require a credit card at check-in to cover incidentals. Please note parking fees may apply and are not included in the price quoted here. The room view and bed may vary and is not guaranteed here unless agreed upon before booking. If you would like an upgrade to a specific view or bed please let me know and if available I can do that, additional fees may be required. Additionally some resorts have various towers/buildings and may vary, please check with us in advance to discuss the view/building/unit and. Finally, Tourist Accommodation Taxes must be paid directly to the resort; this is standard procedure for resorts.brbrResort policies and rules Resort will provide the information

2 Sunset Harbor Resort Key West, Hot Tub, Pool!

Key West, Florida, United States

Bed

Bath

6

Sleeps

$2475.0

Overlooking the shimmering span of Gulf of Mexico in historic Old Town, The Galleon Resort puts you in an ideal spot to enjoy the countless charms of Key West. Mingle with friends new and old at the Tiki Bar, or relax and unwind in the swimming pool. The resort's observation deck guarantees a stunning view from sunrise to sunset, and even to gaze at the stars.brbrRent a boat for a private viewing of the Keys or take a jetski for a spin right from the resort's marina. Work up a sweat at the on-site exercise room and afterwards, relax your body and mind in the sauna. brbrThe Galleon Resort offers a multitude of accommodations in studio, one-bedroom and two-bedroom configurations. Studios house two people and are equipped with a small refrigerator, coffee maker and microwave oven. One-bedroom suites sleep up to four while most two-bedroom suites sleep up to six, while both include a full kitchen, dining area and decked out living area. Each is lovingly furnished with sandy earth tones, rattan furniture and tropical prints that perfectly set the mood for your stay in Key West.brbrThe Galleon Resort is perfectly positioned, sitting only two blocks from Duval Street - a legendary road that boasts top-notch restaurants, dazzling nightlife and non-stop soirees. Party until dawn at a carnival, swing by a cuban cigar stand or bring your camera to the exotic butterfly conservatory, all located on this versatile street that's earned its reputation. At the northwest end of Duval Street lies Mallory Square, a plaza which is famous for its Sunset Celebration - tourists gaze at the sunset while arts and crafts displays and entertainers amuse the gatherers. Key West's oldest attraction, the Key West Aquarium is a hit with families - everyone will enjoy scoping out the menagerie of rainbow-hued fish.brbrA few things to note.... The resorts require a credit card at check-in to cover incidentals. Please note parking fees may apply and are not included in the price quoted here. The room view and bed may vary and is not guaranteed here unless agreed upon before booking. If you would like an upgrade to a specific view or bed please let me know and if available I can do that, additional fees may be required. Additionally some resorts have various towers/buildings and may vary, please check with us in advance to discuss the view/building/unit and. Finally, Tourist Accommodation Taxes must be paid directly to the resort; this is standard procedure for resorts.brbrResort policies and rules

Studio Galleon Resort, Hot Tub, Pool, Marina, Gym

Key West, Florida, United States

Bed

Bath

Sleeps

$2475.0

Overlooking the shimmering span of Gulf of Mexico in historic Old Town, The Galleon Resort puts you in an ideal spot to enjoy the countless charms of Key West. Mingle with friends new and old at the Tiki Bar, or relax and unwind in the swimming pool. The resort's observation deck guarantees a stunning view from sunrise to sunset, and even to gaze at the stars.brbrRent a boat for a private viewing of the Keys or take a jetski for a spin right from the resort's marina. Work up a sweat at the on-site exercise room and afterwards, relax your body and mind in the sauna. brbrThe Galleon Resort offers a multitude of accommodations in studio, one-bedroom and two-bedroom configurations. Studios house two people and are equipped with a small refrigerator, coffee maker and microwave oven. One-bedroom suites sleep up to four while most two-bedroom suites sleep up to six, while both include a full kitchen, dining area and decked out living area. Each is lovingly furnished with sandy earth tones, rattan furniture and tropical prints that perfectly set the mood for your stay in Key West.brbrThe Galleon Resort is perfectly positioned, sitting only two blocks from Duval Street - a legendary road that boasts top-notch restaurants, dazzling nightlife and non-stop soirees. Party until dawn at a carnival, swing by a cuban cigar stand or bring your camera to the exotic butterfly conservatory, all located on this versatile street that's earned its reputation. At the northwest end of Duval Street lies Mallory Square, a plaza which is famous for its Sunset Celebration - tourists gaze at the sunset while arts and crafts displays and entertainers amuse the gatherers. Key West's oldest attraction, the Key West Aquarium is a hit with families - everyone will enjoy scoping out the menagerie of rainbow-hued fish.brbrA few things to note.... The resorts require a credit card at check-in to cover incidentals. Please note parking fees may apply and are not included in the price quoted here. The room view and bed may vary and is not guaranteed here unless agreed upon before booking. If you would like an upgrade to a specific view or bed please let me know and if available I can do that, additional fees may be required. Additionally some resorts have various towers/buildings and may vary, please check with us in advance to discuss the view/building/unit and. Finally, Tourist Accommodation Taxes must be paid directly to the resort; this is standard procedure for resorts.brbrResort policies and rules

1/1 Galleon Resort, Hot Tub, Pool, Marina, Gym

Key West, Florida, United States

Bed

Bath