Vacation Home Rentals By Owner In Key West, FL

Enjoy an early morning cup of coffee on your private bedroom balcony after being gently woken by the crowing of a wild rooster. After a morning stroll, you are ready to enjoy an alfresco breakfast that was just created in your new kitchen. Sit back, relax, you are now on Key West time!brThis 2 bedroom 2.5 bath townhouse is prepared to meet your vacation needs. Upstairs you will find two bedrooms each with ensuite baths, and queen beds. Each room also boasts French doors leading to private balconies, allowing fresh breezes in. There are ceiling fans and TV’s in each bedroom.brThe open first floor plan with half bath and comfortable décor lends well to the casual lifestyle of Key West. Your newly renovated kitchen with stainless-steel appliances and Quartz countertops seamlessly flows to the dining and living areas allowing you to enjoy the well outfitted kitchen while entertaining friends, sipping your favorite beverages, and enjoying good conversations. Double French doors draw you out to the private lush tropical garden and deck.brA few steps outside the fence you will find the President’s Walk Association heated swimming pool. This beautiful gem is a short walk to Key West’s best beach (Fort Zachary Taylor) and the Truman Water front park. You are three blocks to the sunset celebration at Mallory Square, and two blocks to the famous Duval Street where restaurants and entertainment are plentiful.brWe can’t get enough of it and we hope you feel the same too after visiting.brThank you for your interest in our tropical retreat. brCheers!brbrPlease note: This property is monthly rental - This property has a 28 night minimum stay

Conch Get Enough at The Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$323.73

Welcome to Ocean Breeze Bungalow – Your Luxurious Key West RetreatbrbrEscape to paradise in this stunning 2-bedroom, 2.5-bathroom bungalow nestled in the prestigious Truman Annex. Perfectly blending elegance, comfort, and convenience, Ocean Breeze Bungalow offers an exceptional vacation experience for families, couples, or friends seeking a serene yet vibrant Key West getaway.brbrWhy You’ll Love Ocean Breeze Bungalow:brbrThoughtfully Designed Living SpacesbrStep inside this beautifully renovated home and feel immediately at ease. The open-concept first floor features a gourmet kitchen equipped with high-end appliances, perfect for crafting delicious meals. Enjoy casual dining at the breakfast bar or gather in the sunlit living and dining areas, where comfort meets style.brbrPrivate Outdoor OasisbrThrough the living room, step out onto a fully enclosed, private back patio — your ideal spot for outdoor dining, grilling, or simply soaking up the Florida sunshine. The courtyard offers complete privacy and includes a refreshing outdoor shower for rinsing off after beach days.brbrRestful Bedrooms with Privacy and ComfortbrUpstairs, unwind in the spacious primary suite featuring a king-size bed, built-in cabinetry, and a private lanai to enjoy your morning coffee or evening breeze. The attached bathroom boasts a large walk-in shower and ample vanity space. The second bedroom offers a cozy queen bed and an en-suite bathroom filled with natural light.brbrExplore Key West with EasebrLocated in the exclusive Presidents Walk neighborhood of Truman Annex, this home is just a short stroll to the Truman Waterfront Park and less than three blocks from the lively Duval Street. Discover world-class dining, vibrant nightlife, art galleries, shopping, and live music—all within easy walking distance. Plus, two cruiser bikes are included for your adventures!brbrRelax and RefreshbrEnjoy access to the communal pool, heated during the cooler months (December–April), complete with comfortable chairs and loungers—perfect for unwinding after a day of sightseeing.brbrConvenient AmenitiesbrA designated parking space is provided, making your arrival and stay hassle-free. Additional features include an outdoor gas BBQ, a powder room on the main floor, and fast Wi-Fi throughout the home.brbrAdditional Details:brbrSleeping Arrangements: 1 King Bed, 1 Queen Bed, and 1 Sofa SleeperbrbrParking: Designated spot includedbrbrPool: Heated communal pool (winter months) with loungersbrbrExtras: Private outdoor shower, two cruiser bikes, outdoor gas BBQbrbrRental Terms: Weekly rentals through 2025; monthly rentals from January 2026 onwardbrbrGuest Policy: Primary traveler must be 28+ and present throughout the staybrbrPet Policy: Sorry, no pets allowedbrbrCancellation Policy:brbr100% refund if canceled at least 60 days before arrivalbrbr50% refund if canceled at least 30 days before arrivalbrbrOcean Breeze Bungalow is your perfect Key West sanctuary—luxury, privacy, and unbeatable location all in one. Book now to experience the best of island living!

OCEAN BREEZE BUNGALOW-Stunning 2 Bedroom / 2.5 Bathroom in Truman Annex

Key West, Florida, United States

Bed

Bath

Sleeps

$926.76

Truman Show combines a rich history, a modern renovation and a desirable Old Town location. This beautiful home is considered one of Old Town's original Grande Dames. Located on Millionare's Row across from Bayview Park.brbrMaster on main and two en-suite bedrooms upstairs. Step out the wall of glass doors from the living area and into your private tropical oasis. Private heated pool, hot tub and BBQ area. Backyard spans a full block providing off street parking for two cars on rear street.

New Listing! Truman Show - Private, heated pool and chef's kitchen

Key West, Florida, United States

Bed

Bath

Sleeps

$235.29

AGE REQUIREMENT:brEveryone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and primary renters are 25 years or older. We do not accommodate bachelor parties, bachelorette parties, student groups or construction workers-NO EXCEPTIONSbrbrFEATURES:brBedrooms: 3 bedrooms - 2 in the main house & 1 in the cottage (1 queen, 2 twins, 1 king in the cottage)brBathrooms: 3 bathroomsbrLocation: Eaton StbrSquare Feet: 2020brParking: Parking is on street in non-residential spots or you can park in the overnight garage on Grinnell StbrAmenities: Private pool, mother-in-law cottage, Wifi, TVs, in-unit laundry, walkable to the historic seaport with shops & restaurantsbrbrTHINGS TO KNOW: brRestrictions/Rules: No smoking. No Pets.br*You do not have access to the vacant upstairs apartment*brbrCheck in: 4PM - We do not guarantee an early check in request will be granted because we need to give the housekeepers time to ready the units for check-in, however, should your unit be ready early, we will notify you from this number that you can check-in. No units will be able to accommodate a check-in earlier than 12pm. brbrCheck out: 10AM - We do not accommodate late check outs. brbrItems provided: All linens, bath towels and beach towels are provided for your convenience. You are provided an initial supply of bath soap, dish washing liquid, toilet paper, laundry detergent and paper towels. Additional supplies are the responsibility of the renter, or once the initial supply is used.brbrPool heating is $100 per week and must be requested in advance

Paradise on Eaton- 3 bedroom 3 bath home w/private pool near Historic Seaport

Key West, Florida, United States

Bed

Bath

Sleeps

$1065.91

Summary:brbrWelcome to 'Keys Breeze', your perfect private getaway in the heart of Key West! This fully renovated island home showcases the vibrant colors and charm of paradise. Located just a short walk from iconic spots like the Southernmost Point, Duval Street, and Key West's historic landmarks, you’ll have endless opportunities for adventure right at your doorstep.brbrbrbrRelax year-round by your private pool, ideal for lounging or entertaining guests. The luxury kitchen opens directly to the back patio through large sliding doors, making it easy to serve drinks and snacks poolside. At 'Keys, Please,' comfort and Key West charm come together to create the ultimate vacation experience!brbrbrbrThe Space:brbrEnjoy the comforts of privacy as you enter through the picket-fence and make your way into your own resort-like oasis. brbrbrbrEnter the front gate and find space to park your bike, sit on the front porch, or enjoy the seclusion of a front yard set away from the street. brbrbrbrAs you go up the front steps to the entryway, you will find a long hallway that provides separation from the sleeping spaces and living space. brbrbrbrThis home features three large bedrooms. The master bedroom on the second floor overlooks the pool and provides a king size bed and private en-suite bathroom. On the first floor, there are two guest bedrooms each with a queen size bed, allowing space for four more guests. There is a second full bathroom located on the first floor as well.brbrbrbrThere is fully-functional kitchen including all stainless-steel appliances and cooking essentials like pots & pans, silverware, and a Keurig coffee maker. The open floor plan makes hosting easy along with high-speed internet, wifi & a premium TV package. brbrbrbrPlentiful storage spaces give you the option to unpack, relax and make Key West your home!brbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guest will receive a personalized access code prior to arrival.brbrbrbrThe Neighborhood:brbrCloser to the southern end of Duval street, Keys Please, is just walking distance from the Key West Lighthouse and Hemingway Home and Museum. However, you would never know the quiet neighborhood is in the middle of the action! You're only a few houses away from the island's famous Banana Cafe, where a delicious brunch or front-porch lunch is at your fingertips. When it's dinnertime, head to one of the local favorites- Abbondanza Italian Restaurant for pasta or Sushi Song for sushi, of course. Time for a drink Head the other direction to begin your Duval Crawl. Needless to say, you will find yourself in one of the best locations on the island no matter what kind of mood you're in!brbrbrbrGetting Around:brbrParking Information: There is no designated parking for this home. Parking on the street is on a first-come first serve basis including parking a compact vehicle on the rocks in front of the home. brbrFor additional parking here are some parking lot options:brbr• 204 Simonton Streetbrbr• Caroline Street Outdoor Parking Lotbrbr• Park N Ride Old Town GaragebrbrStreet parking information:brbr• There are pay-to-park spots and meters - it is free from 12am - 8am. There is a 3 day limit.brbr• The neighborhoods of Old Town offer some free parking spaces, but be aware that many of the spots are marked “Residential Only” and visitors are NOT permitted to park in them.brbrThere are a variety of great ways to explore Key West including by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or by feet. As this unit is located in downtown Key West, many attractions are within walking distance. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- House features a private pool.brbr- Private washer/dryer.brbr- Not pet friendly

Keys Breeze - Walk to Duval, Private Pool

Key West, Florida, United States

Bed

Bath

Sleeps

$3224.2

Summary:brPerfect for bachelor and bachelorette parties, these 2 cottages that are quintessential Key West. Some of those most photographed homes, these sleep 16 guests comfortably. Enjoy life just a 30 second walk to Duval street with 2 kitchens, 2 living spaces, 5 bedrooms, 3.5 bathrooms, rooftop sundecks, historic Conch front porches, private laundry, parking, and a large connected back deck with a hot tub and pool.brbrThe Space:brWelcome to the Almost Southernmost Retreat in Key West, where the sun is shining, and the fun never stops! This property is the perfect getaway for groups of guys or gals looking for an exciting vacation. With stunning views of Hemingway's house and the lighthouse from your rooftop deck, you'll feel like you're living in paradise.brbrThis place is not only the perfect Key West getaway for groups of friends but is also an ideal spot for unforgettable bachelor and bachelorette parties. Whether you're looking to relax by the pool during the day or hit the town at night, our retreat is the perfect home base for your bachelor or bachelorette party. Don't miss out on the opportunity to create lasting memories with your best friends in one of the most beautiful places in the world. brbrLocated just steps away from Duval street, our retreat is in the heart of Key West's best restaurants, shops, and attractions. Or if you prefer to take it easy, kick back and soak up the island vibes with your private 8-man hot tub, pool, and sunbathing decks.brbrOur retreat is made up of two cozy cottages connected by a back porch. Let's take a closer look:brbrHouse number ONE...brThis spacious home boasts three bedrooms, two and a half bathrooms, a pool, a fully equipped kitchen, a cozy outdoor dining area, a living room with plenty of seating, a private sundeck, private laundry, and a front porch perfect for people-watching.brbrThe recently updated kitchen is fully stocked with everything you need to cook up a storm, and the bar that seats eight makes it easy to entertain your crew. An outdoor table is perfect for sharing meals while enjoying the sunshine.brbrThe living room offers ample seating for your entire party, and a queen sleeper sofa is available for extra guests. The downstairs bedroom is complete with a king-size bed and an en-suite bathroom, while the upstairs bedrooms include a queen bed and two queen beds with access to the sundeck.brbrHouse number TWO...brThis cozy Key West cottage is equipped with two bedrooms, one bathroom, a fully outfitted kitchen, a cozy outdoor dining area, a living room with tons of seating, another private sundeck, a second laundry location, and a front porch perfect for people-watching.brbrThe living room offers plenty of space for your entire group to relax, and a queen sleeper sofa is available for extra guests. The downstairs bedroom has a comfortable queen-size bed and an adjacent bathroom, while the upstairs bedroom features a king-size bed, plenty of storage, and access to the sundeck.brbrThat's two charming Key West cottages with a total of five bedrooms, three and a half baths, private parking, a hot tub, and a pool! Our retreat can comfortably accommodate up to 16 people, making it the perfect choice for your next group getaway.brbrThis place is not only the perfect Key West getaway for groups of friends but is also an ideal spot for unforgettable bachelor and bachelorette parties. Whether you're looking to relax by the pool during the day or hit the town at night, our retreat is the perfect home base for your bachelor or bachelorette party. You will create lasting memories with your best friends in one of the most beautiful places in the world. brbrDon't wait any longer to book your stay at our Almost Southernmost Retreat in Key West. With its unbeatable location and endless amenities, this property is sure to book up fast. We can't wait to welcome you to paradise!brbrCrawling distance from Duvalbr300 feet to the Key West Lighthousebr500 feet to Hemingway Homebr.4 miles to the Southernmost Pointbr.4 miles to the Key West Butterfly and Nature Conservationbr.7 miles to Sloppy Joe'sbr.9 miles to Mallory Squarebr3.7 miles to the airportbrbrGuest Access:brGuests will have access to the entire property.brbrThe Neighborhood:brThese quintessential Key West cottages are located in the heart of Old Town just half a block off Duval. You are in walking distance to all of what Key West has to offer...in fact, you are Hemingway's neighbor! Bars, restaurants, shops, and historic sites surround you. You can even peek the lighthouse from your second story sun deck.brbrGetting Around:brWith a central location like this you can walk, bike, scooter, drive, or Uber to all of what Key West has to offer.brbrOther Things to Note:brPool can be heated during the winter for $40 per night. Please let us know at least 3 days in advanced. brbrThis unit is pet-friendly. 40lb maximum per pet. $40/night per pet 2 pet max. Please let us know if you plan on bringing your pet. Check the rules for more details.brbrNo smoking inside the home.brbrSorry, no early check-in. We need time to make it perfect for your stay!

Big Groups Welcome • Pool • Near Duval

Key West, Florida, United States

Bed

Bath

Sleeps

$1,223

Summary:brLocated only 30 seconds from Duval Street, this house will be your Key West headquarters for bachelor parties, family reunions, or any celebration that bring you to town. This 3 bedroom/ 2.5 bathroom home has a full kitchen, spacious outdoor living space, outdoor shower, private second story sundeck, and a pool. Your group of up to 10 will love being steps away from all KW has to offer- be Hemingway's neighbor! Add this listing to your wishlist by clicking the ♥ in the upper right hand corner.brbrThe Space:brWelcome to our sun-soaked, beach-inspired oasis in beautiful Key West, Florida! This charming three-bedroom cottage offers the perfect retreat for up to 10 guests looking to experience the laid-back, island lifestyle. Nestled in a prime location, you'll be just minutes away from pristine beaches, vibrant nightlife, and an array of delightful dining options.brbrWith a fully-equipped kitchen at your disposal, you can whip up delicious meals using the fresh, local ingredients that Key West is known for. The large living space ensures that your group can enjoy each other's company, whether you're preparing a feast or simply relaxing in the living area.brbr Step out onto the private sundeck and bask in the warm Florida sun. For a refreshing dip, dive into your private swimming pool.brbrEach of the three spacious bedrooms is adorned with cozy, coastal-inspired linens and plush mattresses, ensuring a restful night's sleep after a day of adventure. With the capacity to comfortably sleep 10 people, our cottage is the ideal setting for families or groups of friends seeking a memorable getaway.brbrAdditional amenities include a washer and dryer, making it convenient for guests to pack light and keep their beach attire fresh throughout their stay. And, of course, we provide complimentary Wi-Fi to ensure you stay connected during your tropical escape.brbrWhether you're exploring the vibrant streets of Key West, soaking up the sun on the nearby beaches, or simply enjoying a refreshing cocktail by the pool, our beach-themed villa is the perfect home base for your Floridian adventure. Don't miss out on the opportunity to create unforgettable memories in this island paradise. Book your stay today!brbrThree bedrooms for you...br* the downstairs bedroom is complete with a king mattress and has an en suite bathroom.brbr* the second bedroom, located upstairs, has a queen bed.brbr* the third bedroom is also located upstairs and has two queen beds and access to the sundeck. brbrThere is one parking spot provided on the driveway. Additional paid street and lot parking is available within walking distance. brbrMax of 10 guests unless specific permission is granted from host.brbrThis central location puts a short walk or bike ride to all of Key West's most loved place...brbrCrawling distance from Duval Streetbr300 feet to the Key West Lighthousebr500 feet to Hemingway Homebr.4 miles to the Southernmost Pointbr.4 miles to the Key West Butterfly and Nature Conservationbr.7 miles to Sloppy Joe'sbr.9 miles to Mallory Squarebr3.7 miles to the airportbrbrThree bedrooms for you...br* the downstairs bedroom is complete with a king mattress and has an en suite bathroom.brbr* the second bedroom, located upstairs, has a queen bed.brbr* the third bedroom is also located upstairs and has two queen beds and access to the sundeck. brbrThere is one parking spot provided on the driveway. Additional paid street and lot parking is available within walking distance. brbrMax of 10 guests unless specific permission is granted from host.brbrThis central location puts a short walk or bike ride to all of Key West's most loved place...brbrCrawling distance from Duval Streetbr300 feet to the Key West Lighthousebr500 feet to Hemingway Homebr.4 miles to the Southernmost Pointbr.4 miles to the Key West Butterfly and Nature Conservationbr.7 miles to Sloppy Joe'sbr.9 miles to Mallory Squarebr3.7 miles to the airportbrbrGuest Access:brGuests will have access to the entire house.brbrThe Neighborhood:brThis quintessential Key West cottage is located in the heart of Old Town just half a block off Duval. You are in walking distance to all of what Key West has to offer...in fact, you are Hemingway's neighbor! Bars, restaurants, shops, and historic sites surround you. You can even peek the lighthouse from your second story sun deck.brbrGetting Around:brWith a central location like this you can walk, bike, scooter, drive, or Uber to all of what Key West has to offer. And, there is even an off street parking spot for your use!brbrOther Things to Note:brThis property can be reserved with the neighboring cottage to accommodate larger groups of up to 16 guests.brbrPool can be heated during the winter for $40 per night. Please let us know at least 3 days in advanced. brbrThis unit is pet-friendly. 40lb maximum per pet. $40/night per pet 2 pet max. Please let us know if you plan on bringing your pet. See rules for details.brbrNo smoking inside the home.brbrGuest should be at least 25 years old. brbrSorry, no early check-in. We need time to make it perfect for your stay!brbrInteraction with Guests:brWe aren’t on site, but always available if you need anything!

Duval Vibes • Pool • 10 Guests

Key West, Florida, United States

Bed

Bath

Sleeps

$303.35

Family home for over 30 years, We would like to share our home to those that want to relax, see an amazing sunset, and enjoy the life in Key West. It’s fully renovated, beautiful and peaceful. Enjoy, relax, and Vacation. The house is a true Key West home built in 1918, and one of the few that remains typical KW style. This home is located in historical Seaport so if your looking for a pet friendly, 1800 sq ft family home this is the place for you. We hope our home can create many magical memories for you so you will come back again. Key West is a magical place.

Our Key West Dream in Seaport.

Key West, Florida, United States

Bed

Bath

6

Sleeps

$1007.9

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrThe perfect Key West getaway begins with a home that offers both space to gather and room to unwind. THE ELEGANT EGRET is exactly that and more! The thoughtfully designed living area makes it easy for everyone to come together, while private bedrooms and bathrooms provide a quiet retreat when it’s time to relax. Outside, a beautiful saltwater pool and lush lounge area create an inviting place to bask in the island sun, and off-street parking ensures your scooter or golf cart is always ready for the next adventure. Located within walking distance of vibrant Duval Street and the Historic Seaport, THE ELEGANT EGRET lets guests glide effortlessly between the excitement of Key West and the serenity of their own private retreat. Paired with Last Key Realty’s first-class Guest Services & In-house Concierge, you’ll never want to leave the nest.brbrTHE LOCATION...brbrImagine your vacation home being just steps in either direction from all of the shops, restaurants, and sites of Duval Street and the Historic Seaport. Take a stroll or ride your bike down to the best of Key West, three blocks down Olivia St to hit local favorites like Moondog Cafe, Martin’s, and Nine-One-Five. Just a few blocks down Windsor Lane and you'll be at BO's Fish Wagon or Schooner Wharf.brbrTHE LIVING AREA & KITCHEN...brbrStep into THE ELEGANT EGRET, where bright and airy meets island comfort. Large glass sliders pull the Florida sunshine into the main living space, highlighting the tall ceilings and beachy decor. The comfortable living room furniture includes a Queen sleeper sofa to accommodate extra guests. The layout is a dream for groups looking to spend time together, featuring a seamless flow between the cozy living room and the fully equipped kitchen. Guests can gather around the wet bar for happy hour or prep fresh local catch using the top-tier appliances. Dine together at the six-top interior dining table or keep the cook company at the kitchen bar, with seating for four. For added convenience, there is a stylish powder room located on the first floor.brbrTHE PRIVATE SALTWATER POOL...brbrStepping outside, the fully fenced tropical backyard was designed for total relaxation, featuring a heat-optional saltwater pool surrounded by lush landscaping. Whether you’re chasing the sun or seeking a cool spot in the shade, the adjustable lounge chairs make it easy to find your perfect vibe. When hunger strikes, fire up the propane grill for a poolside BBQ and enjoy your meal at the exterior dining table, with seating for four.brbrTHE ACCOMMODATIONS...brbr** First Floor Bedroom: Queen bed and an en-suite bathroom with a walk-in shower.brbr** Second Floor Master Bedroom: King bed, private balcony, and an en-suite bathroom with dual sinks and a walk-in shower. brbr** Second Floor Guest Bedroom: Two Twins OR One King bed, private balcony, and an en-suite bathroom with a shower and tub combination. brbr** This home features a stairlift to help make the 2nd floor accessible to every guest. A feature not often found in Key West!brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and Dryerbr** Central Heat & A/Cbr** Ceiling Fansbr** Flat Screen Cable 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 and full cable is includedbr** Full Time Concierge ServicebrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced & Landscaped Backyardbr** Private Saltwater Pool with Available Pool Heatbr** Propane BBQ grillbr** Off-Street ParkingbrbrOther notes:brbr** Interim housekeeping provided upon requestbr** This property will accommodate up to 8 adultsbr** Pets Consideredbr** Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.brbrNEED MORE SPACE...brbrLast Key Realty manages the neighboring townhome, THE SOPHISTICATED SANDPIPER, along with a number of other townhomes in this intimate complex. Inquire for details!

**THE ELEGANT EGRET @ OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES...

Key West, Florida, United States

Bed

Bath

Sleeps

$2007.25

ABUNDANCE IN OLD TOWN...brMajestic home in the Historic Seaport area of Old Town Key West. This is THE house to bring everyone together under one roof yet offers the perfect separation by floors for privacy too.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrLOUNGE...brRelax by the pool on a lounge chair or one of the many porches and people watch. Use one of the back porches to dine alfresco and enjoy some privacy. brbrAMENITIES PER FLOOR....brFirst Floor: Offers one king bedroom, a second bedroom with twins (that can be converted to a king) and both offer armoires and flat screen TVs. Between the two rooms there is a full bath with both a walk-in glass shower and claw tub. There is a queen room following these rooms adjoining with a queen suite accessible through the French doors off the kitchen or from the twin room. A full bath with a shower/ tub combo resides in between one of the queen bedrooms and the king bedroom. In addition to the beds and baths is a fully stocked kitchen and dining area, and spacious living room with a sleeper sofa offering an extra sleeping space for 1 - 2 guests. brbrSecond Floor: There is a bedroom with a full size bed, another room with two twin beds (they do not convert), and a third room with a bunk and trundle (the top bunk mattress is a twin, the bottom bunk is a full mattress, and the trundle is a twin). This floor shares a full bath with walk-in glass shower, a living room with dining table and a full gourmet kitchen with stainless steel appliances. brbrThird Floor: This floor is equipped with a kitchenette, living room with flat screen and a full bath with a shower tub combo. The living room has a sleeper sofa that is best for one additional guest. The bedroom has a queen and a twin, dresser for storage, and a flat screen TV.brbrOUTDOOR LIVING AND AMENITIES...brThere is a private, heated pool, laundry area with two of each machines, outdoor dining tables and one parking spot for the house! The Historic Seaport is in walking distance and where you will find quaint shops & restaurants. You are also just three short blocks to Duval Street and all of the attractions downtown Key West has to offer! Take a sunset cruise, go snorkeling, or grab a fishing charter.brbrDISTANCES TO BEACHES...brSimonton Beach is 0.4 mibrFort Zachary Taylor Beach is 1.4 mibrSouth Beach is 1.1 mibrHiggs Beach is 1.3 mibrSmathers Beach is 2.3 mibrbrCONCIERGE 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.brbrOPTIMIZE YOUR TIME & SPACE IN KEY WEST!

STARS AND STRIPES ~ Magnificent Home Located In The Heart of Old Town!

Key West, Florida, United States

8

Bed

Bath

20

Sleeps

$819.1

MONTHLY RENTAL: Requires a minimum stay of 28 nights occurring within the same month. Stay a month and live like a local!brbrTHE PROPERTY: When you need Chaos Interrupted, this attractive home with a private, bougainvillea-adorned gate and a fenced yard welcomes you. The main entrance leads to the open concept family room and dining area. The primary king bedroom is to the left and includes nightstands, TV, dressers, and outdoor access. Its ensuite bath has a pedestal sink, tub/shower combo and storage. Enjoy TV from the family room’s large Italian leather sectional sofa. Two sets of French doors provide views of the pool zone from the family room and dining area. Moving to the kitchen you'll find white shaker cabinets, granite counters, stainless steel appliances, and a gas range. The island includes a sink and counter seating. Close by is the large wet bar where you can hone your mixology skills. It is equipped with a wine fridge, a custom countertop, and shelving. French doors make easy delivery of poolside cocktails.br brJust down the hall from the kitchen are two guest bedrooms and a shared hall bath. One bedroom is a king and the other is a queen. The king bedroom has a nightstand, TV, chest of drawers and single custom closet. Windows allow natural light to flood the space. The queen bedroom is also bright and includes a TV, two nightstands, built in closets, and French door access to the backyard. The shared hall bath is conveniently located and has a single vanity, a walk-in tiled shower, and storage.brbrAs a bonus, this home has a large, separate king bed/one bath guest house. The space is designed with a cathedral ceiling, several windows and doors, and a kitchenette. The skylights have window shades that can easily be raised/lowered. The kitchenette has a sink, counter, cabinets, mini refrigerator, and microwave. The bath has a tiled, walk-in shower, a vanity and convenient pool access. A large armoire for storage, TV, nightstands, and two sets of French doors round out the guest house and bathe it in sunshine. brbrThe backyard of this wonderful home includes a relaxing pool with water features. Lush landscaping and privacy fencing add to the tranquility of this paradise. Sip a cocktail poolside, enjoy a good book, or bask in the Key West sunshine. Solid surface flooring, ceiling fans, natural light and custom accents add to the appeal of this vacation home. If you are looking to wind down in a walkable location with a backyard entertaining area, look no further because this is the home for you!br brBED CONFIGURATION: The primary bedroom has a king bed. One guest room in the main house has a king bed and the other has a queen bed. The guest house has a king bed.brbrOUTDOOR AMENITIES: An outdoor gas grill and Blackstone allow for easy meal prep. Your Jandy pool system includes water features with options for jetting, chilling, or heating the water. The pool is heated seasonally (November-April) for an additional fee which will be assessed at the time of booking. An outdoor shower is located near the pool area. In addition, composite decking, loungers, comfortable seating, a dining table, fire pit and sunshades embellish the outdoor area. brbrPARKING: Parking is a privilege in Key West, but this home comes complete with off-street parking. brbrLOCATION: This mid-town location is perfect for biking or walking to the attractions of Key West, including Higgs Beach, Salute' on the Beach, and shopping at Fausto's Grocery Store. brbrPETS: This home is NOT pet-friendly. (If you have pets, please browse through our many homes that are pet friendly).brbrSMOKING: This is a non-smoking home and property.brbr***Guests must be 25 years of age or older unless accompanied by an adult.brbr***Please note that the cleaning fee includes a full mid-stay clean***brbr***Outdoor only security camera(s) are in use at this property, and may be used to verify guest occupancy and guest safety. Security camera(s) are not present inside the property nor at the pool area.***brbr***Managed by Historic Key West Vacation Rentals***

~BLUE HAVEN~ Welcome to this single-story retreat with a pool!

Key West, Florida, United States

Bed

Bath

8

Sleeps

$441.44

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrSEA BREEZE VILLA is an elegant two-story townhome located in the quiet residential community of Grinnell Gardens, a quaint and intimate community in the middle of Old Town. From this location, you’ll be only a handful of blocks from world famous Duval Street in one direction, and a handful of blocks from Higgs Beach in the other direction. SEA BREEZE VILLA offers access to the heated community pool and one designated off-street parking space. Paired with Last Key Realty’s Five-Star Guest Services and Complimentary Concierge, SEA BREEZE VILLA is an ideal setting for your month stay in paradise.brbrTHE LOCATION & COMMUNITY…brbrSEA BREEZE VILLA is situated in the quaint Grinnell Gardens, a private, gated community made up of 7 townhouses that surround a large community pool. You’ll be a short walk to all the sights and sound of Duval Street, and an easy walk or bike ride to the Atlantic beaches. You’ll also be within walking distance to several of Key West's best and most unique restaurants, including El Siboney, Salute! On the Beach, and Louie’s Backyard. While you won't need a car to get around, this home does have one designated off-street parking space should you decide to bring one.brbrTHE LIVING AREA, HOME OFFICE, & BACK PATIO...brbrUpon arriving, you will be greeted by the picturesque front porch that leads you into the villa. Inside, you’ll feel right at home with the calming earth tones and tropical décor. The open living area features a plush sectional sofa, which pulls out to a Queen sleeper, and a large flat screen TV. Custom cabinetry, gorgeous countertops, and high-end appliances set the tone in the fully equipped kitchen. You’ll have every tool you will need to prepare home-cooked meals. The eat-in dining table seats six comfortably and there’s a convenient half bathroom located just off the living area. Upstairs is a private home office in case you need to get work done during your vacation.brbrSlide open the back doors and step out to the spacious private patio. Relish in the island breezes while lounging in the patio furniture or treat your group to an outdoor meal using the propane grill and outdoor dining table with seating for up to six.brbrTHE ACCOMMODATIONS…brbr** Master Suite – Located on the Second floor with a King bed, a large flat screen TV, a closet, direct access to the private balcony, and an en-suite bathroom with a walk-in shower.brbr** Second Bedroom - Located on the Second floor with Two Twin beds OR One King bed, a flat screen TV, and access to the hall bathroom with a walk-in shower.brbr** Queen-sized sleeper sofa in the living room.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer & Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen Cable 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 and full cable is includedbr** Full Time Concierge ServicebrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced & Landscaped Backyardbr** Community Pool Accessbr** Propane BBQ grillbr** Off-Street Parking for 1 vehiclebr** Home OfficebrbrOther 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 6 adultsbr** Pets Not Allowed

**SEA BREEZE VILLA @ GRINNELL GARDENS** Modern Townhome & Pool + LAST KEY SERVIC

Key West, Florida, United States

Bed

Bath

Sleeps

$1571.13

Summary:brbrPalmgale Estate is a luxurious 6-bedroom, 6.5-bath home at Lunara Bay - a collection of 26 luxury homes in a gated community! Located just minutes from Key West’s vibrant center, it offers a private slip at our exclusive marina for boats up to 40’. Enjoy the convenience of docking steps from your door, plus free access to FYT gym. Our guest experience managers can craft a customized itinerary for your group. Contact us for more info and elevate your vacation experience!brbrbrbrThe Space:brbrStep into a realm where contemporary elegance meets island charm. The expansive living areas invite you to unwind or host gatherings, filled with natural light from generous windows. Each bedroom offers a serene escape, featuring plush bedding and private en-suite bathrooms for ultimate comfort and seclusion.brbrbrbrThe bed layout is as follows:brbrBedroom 1: King BedbrbrBedroom 2: Two Bunk Beds with two queen and two twin sized MattressesbrbrBedroom 3: King BedbrbrBedroom 4: King BedbrbrBedroom 5: King BedbrbrBedroom 6: King BedbrbrAll bedrooms have an ensuite bathroombrbrbrbrGuest Access:brbrOur self check-in makes the process seamless. brbrGuests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay.brbrbrbrBoating & Private Dock Slip:brbrWe encourage boating. Here's what you need to know in order to do so safely:brbr- Dock in our exclusive marina which accommodate boats up to 40’ in length. Maximum one boat per slip.brbr- There is no power or pump out service to the slips.brbr- The Florida Keys are a notoriously difficult place to navigate.brbrbrbrThe Neighborhood:brbrWelcome to Lunara Bay!brbrNestled in a gated community less than a mile from Key West, Lunara Bay offers a family-friendly atmosphere with a local park just a short walk away—perfect for spending time with loved ones.brbrbrbrExplore & Dine Nearby:brbrEnjoy fresh seafood and local flavors at Hogfish Grill, Roostica, or Chico’s Cantina. Visit Hurricane Hole for happy hour and scenic waterfront views. Rent a boat for a day at Stock Rock Café or embark on a kayak tour with Lazy Dog.brbrbrbrBoating & Marina Access:brbrMany homes offer private boat docking or slips available at the onsite marina. A public boat ramp is conveniently located across the highway - Key Haven Boat Ramp.brbrbrbrNeed personalized recommendations Ask your GEM for their top things to do and places to go!brbrbrbrGetting Around:brbrTravel by car, boat, or plane to Palmgale House. The driveway allows parking for up to 2 vehicles and your boat trailer. brbrIf you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. brbrRent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Extend your stay 7+ nights for 10% off your entire stay!brbr- Elevate your stay and ask us about our Private Chauffeur services.brbr- Private washer/dryerbrbr- Located in gated communitybrbr- Free gym access at FYTbrbr- Fans inside bedrooms only operate with the light on.brbr- Pets are welcome! Our requirements are as follows: brbr•40lb maximum per petbrbr•$250/staybrbr•2 pet maximumbrbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.

Palmgale Estate at Lunara Bay

Key West, Florida, United States

Bed

Bath

Sleeps

$1696.63

Summary:brbrDiscover your dream Key West getaway at Lunara Bay - a collection of 26 Luxury homes in a gated community! Floralee House is a 6BR, 6.5BA luxury waterfront estate that seamlessly blends high-end finishes with modern elegance, just minutes from downtown. Dock your boat right in the backyard, unwind in your pool, enjoy complimentary gym access, and enjoy curated itineraries from our local guest experience team.brbrbrbrElevate your visit with our Private Chauffeur Service for effortless transportation.brbrbrbrThe Space:brbrEnter a space where modern sophistication blends seamlessly with tropical style. The spacious living areas are perfect for relaxation or entertaining, illuminated by large windows that let in plenty of natural light. Every bedroom serves as a peaceful retreat, complete with luxurious bedding and private en-suite bathrooms for extra comfort and privacy.brbrbrbrThe bed layout is as follows:brbrBedroom 1: King BedbrbrBedroom 2: Two Bunk Beds with two queen and two twin sized MattressesbrbrBedroom 3: King BedbrbrBedroom 4: King BedbrbrBedroom 5: King BedbrbrBedroom 6: King BedbrbrAll bedrooms have an ensuite bathroombrbrbrbrGuest Access:brbrOur self check-in makes the process seamless. brbrGuests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay.brbrbrbrBoating & Private Dock Slip:brbrWe encourage boating. Here's what you need to know in order to do so safely:brbr- Dock in our exclusive marina which accommodate boats up to 40’ in length. Maximum one boat per slip.brbr- There is no power or pump out service to the slips.brbr- The Florida Keys are a notoriously difficult place to navigate.brbrbrbrThe Neighborhood:brbrWelcome to Lunara Bay!brbrNestled in a gated community less than a mile from Key West, Lunara Bay offers a family-friendly atmosphere with a local park just a short walk away—perfect for spending time with loved ones.brbrbrbrExplore & Dine Nearby:brbrEnjoy fresh seafood and local flavors at Hogfish Grill, Roostica, or Chico’s Cantina. Visit Hurricane Hole for happy hour and scenic waterfront views. Rent a boat for a day at Stock Rock Café or embark on a kayak tour with Lazy Dog.brbrbrbrBoating & Marina Access:brbrMany homes offer private boat docking or slips available at the onsite marina. A public boat ramp is conveniently located across the highway - Key Haven Boat Ramp.brbrbrbrNeed personalized recommendations Ask your GEM for their top things to do and places to go!brbrbrbrGetting Around:brbrTravel by car, boat, or plane to Floralee House. The driveway allows parking for up to 2 vehicles and your boat trailer. brbrIf you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. brbrRent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Private washer/dryerbrbr- Located in gated community.brbr- Free gym access at FYTbrbr- Fans inside bedrooms only operate with the light on.brbr- Pets are welcome! Our requirements are as follows: brbr•40lb maximum per petbrbr•$250/staybrbr•2 pet maximumbrbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.

Floralee House at Lunara Bay

Key West, Florida, United States

Bed

Bath

Sleeps

$1427.63

- 28 Night Minimum Rental br - Private Heated Poolbr - Private 65 Foot Deepwater Dock in Protected Harborbr - 10 Minutes by Car to Downtown Key Westbr - Open Floor Planbr - 600 Pound ice machinebr - Chest freezer for baitbrbrDock your boat in the backyard and enjoy lagoon views from this family and pet friendly one story private home. Take advantage of the deep water access to both Atlantic and Gulf sides of the Keys. All of this just 10 minutes by car to downtown Key West.

4 Bed House w/ Heated Pool and Dock - 4 Min. to Key West

Key West, Florida, United States

Bed

Bath

13

Sleeps

$424.86

UNMATCHED COASTAL ELEGANCE…brLocated in the impressive enclave of Casa Marina, your dreams of tropical opulence and supreme comfort coalesce in this Conch-style masterpiece. Indulge in 1600 sq. ft. of artfully designed living space, sure to dazzle the most discerning eye. The love is in the details as you feast your sights on unrivaled craftsmanship and decor, enfolded in lush landscaping and your own backyard oasis. When you're ready to venture out, ease into your sandals and enjoy perfect proximity to Key West's pristine beaches and the vibrant energy and excitement of Duval Street.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES…brStep inside to the expansive great room and dining area where hours of relaxed enjoyment await you. White wood walls and ceilings are lovingly bathed in natural light and the chef's kitchen is adorned with custom white shaker cabinetry, hand-crafted Zellige Moroccan tile backsplash, and top-tier Sub-Zero, Wolf and Bosch appliances. Wide-plank washed oak flooring and white travertine accents complete the backdrop of effortless and elegant living. A washer/dryer is located off the kitchen area. Live streaming on Hulu is available for binge watching all of your favorite shows! There is a Ring doorbell located on the front door of this home for security purposes. brbrSLEEPING ARRANGEMENTS…brThis beautiful abode features a primary king bedroom with a luxurious en-suite shower bathroom and a private door to the front porch. The 2 guest rooms offer a king bed and twin beds that can be converted to a king upon request and share a full shower bathroom.brbrOUTDOOR LIVING…brYour private tropical oasis greets you with its sparkling pool (comes heated in the cooler months and can be chilled in the warmer months upon request) with a tranquil water feature for a warm and inviting ambiance that soothes you into total bliss. Surrounded by verdant landscaping and premium Trex decking, a private outdoor shower completes the island lifestyle. Pet owners will enjoy the dedicated dog run and the property is fully enclosed with a custom picket fence for ultimate privacy. Enjoy 4 bikes to cruise around town and beach chairs for those wanting to dip their toes in the blue ocean water. brbrPARKING...brThere is off-street parking available at this home.brbrPETS...brThis home allows dogs only, but should refrain from being on home's furniture. Please include the size and breed when inquiring. 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).brbrYOUR SANCTUARY OF SOPHISTICATION…

THE GREEN COCONUT ~ Updated 3 BR, 2 Ba Home w/ Parking and Private Pool!

Key West, Florida, United States

Bed

Bath

6

Sleeps

$1261.31

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrTHE GILDED PINEAPPLE is a classic Key West home located on one of the most desirable streets in Old Town. This completely renovated, historic home gets its’ name from the elegant, oversized golden door knocker shaped like a pineapple that graces the front door – one of the many subtle touches that adds to the charm. THE GILDED PINEAPPLE features a welcoming front porch with rocking chairs and delicate gingerbread accents. The spacious backyard offers a private pool and is surrounded by lush, tropical foliage. Located just down the street from the historic seaport, you’ll be within walking distance to the best restaurants, shopping, and attractions Key West has to offer. Best of all, a month at THE GILDED PINEAPPLE includes Last Key Realty’s unrivaled Guest Services and Complimentary Concierge, known for providing treasured vacation experiences.brbrTHE LOCATION…brbrTHE GILDED PINEAPPLE is located on William Street, just down a couple blocks from both the historic seaport and World-Famous Duval Street. Situated on one of the best blocks in Old Town, this private home gives you the feeling of being away from it all yet is only a short stroll from everything that Old Town has to offer. Whether you’re looking to spend the day on Duval Street or watch the boats come and go at the seaport, you’ll be there in just a few minutes. You won’t need a car to get around from this location, but if you decide to bring one, there’s an off-street parking spot waiting for you in the driveway. There’s also a designated handicapped parking space right in front of the home on William Street.brbrTHE KITCHEN & LIVING AREA…brbrThe living area and kitchen are in the back of the house. The back French Doors allow natural light to flow in and open to the pool area. The living area features comfortable seating options for the whole group and a large flat screen TV to gather around for the big game or to binge watch your favorite show. The fully equipped kitchen features stainless steel appliances and every cooking tool needed to prepare meals at home. The indoor dining table comfortably seats six, and there’s additional seating at the kitchen bar. A convenient side door connects the driveway to the kitchen, making unloading groceries a breeze. There’s also a full bathroom off the kitchen that connects to the pool area.brbrTHE POOL AREA…brbrStep out the French Doors of the living area and kitchen into your private backyard oasis. The entire backyard is fenced in and landscaped for maximum privacy. The beautiful private pool can be utilized year-round thanks to the convenient heater/chiller that allows you to adjust the pool temperature to your liking. Relax on the sunny pool deck in the chaise lounges or hang in the shade under the umbrella while watching the outdoor TV. Treat your group to a poolside BBQ of today’s fresh catch using the propane Blackstone flat top grill and outdoor dining set with seating for six. Whether you are floating around the pool, preparing a meal on the grill, or toasting before a night out on the town, the pool area is certain to be a primary gathering place for your group.brbrTHE ACCOMMODATIONS…brbr** Master Bedroom - Located on the Second Floor with a King bed, a flat screen TV, dedicated workspace, and an en-suite bathroom with two vanities, a walk-in shower, and a garden tub.brbr** Bedroom #2 – Located on the First Floor with a King bed, a flat screen TV, double closets, and direct access to the Jack-n-Jill bathroom with a shower and tub combo.brbr** Bedroom #3 – Located on the First Floor with Two Twins OR One King (you decide), a flat screen TV, a closet, and direct access to the Jack-n-Jill bathroom with a shower and tub combo.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 Yardbr** Private Pool with Pool Heater & Chillerbr** Propane Blackstone Flat Top Grillbr** Outdoor TVbr** Off-street Parking in the DrivewaybrbrOther 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 6 adultsbr** Pets Considered (Small Pets Only) - Max of 2 pets allowed and an additional fee of $200 per pet will apply

**THE GILDED PINEAPPLE @ THE SEAPORT** Gorgeous Home & Pool + LAST KEY SERVICES…

Key West, Florida, United States

Bed

Bath

Sleeps

$806.48

OVERVIEWbrThe 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 secured high speed wi-fi network, streaming internet TV, and two (2) 32 Samsung SMART HDTVs. The house has central air conditioning, a ceiling fan, and a stacked LP washer and dryer. There is a Weber 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 and a small bedroom are located on the first floor. The living room has a queen sleeper sofa/ day bed and a 32 Samsung SMART HDTV. The bathroom, located off the living room, has been recently completely renovated and has a vaulted ceiling and a new full size marble walk-in shower. There is a full bed in the small bedroom at the end of the living room.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 ship's ladder is used to access the loft sleeping area. The loft has a queen bed, and a 32 Samsung SMART HDTV.brbrCOMMON ELEMENTSbrThe five (5) house compound is private and secure with a 25' x 10' heated pool including a 5' x 10' heated Jacuzzi. In addition, there is a 10' x 8' heated Jacuzzi. There are brick walkways, and a 40' x 10' sun deck, including a stainless steel propane barbecue, chaise lounges for sunbathing and relaxing; and tables and chairs for dining. Throughout the property there is secured wireless internet access, and CCTV security monitoring. The design of the property lends itself perfectly for small gatherings with friends and family.brbrLANDSCAPINGbrThe landscaping is lush including various palm species, Poinciana, Spanish limes, avocado, bananas, hibiscus, bougainvillea, halliconias, bromeliads, and orchids, brick walkways. brbrEXCELLENT LOCATIONbrThe house is located in Old Town Key West at the corner of Thomas and Angela Streets - (2) blocks west of the center of Duval Street in one of the oldest sections of Key West; (4) blocks east of Fort Zachary Taylor State Park/Beach, the best beach and picnic area in Key West. The gated compound is within easy walking or biking distance to everything in Old Town Key West, Duval Street, and the best entertainment and dining on the island.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!brbrCRITTERSbrAlso, please remember that you are in the tropics and most life forms typically thrive in the tropics. Please don' t be surprised or alarmed if you see a lizard, or an insect.

Historic Old Town Key West Cigarmaker's Cottage - Cigar House, Sleeps 4

Key West, Florida, United States

Bed

Bath

Sleeps

$526.19

Welcome to your dream getaway in the charming Old Town Key West, where the tranquility of island living meets the excitement of tropical adventures. This enchanting 3 bedroom, 3.5 bathroom monthly vacation rental offers a serene retreat amidst the vibrant atmosphere of the island, ensuring an unforgettable experience for you and your loved ones.brbrAs you enter this magnificent residence, you'll be captivated by the dramatic ceiling heights, elegant wood flooring, and designer accents that exude sophistication and coastal elegance. The open-concept gourmet kitchen invites you to indulge in Key West's culinary delights, featuring a 48 gas range, an expansive island with seating, quartz countertops, stainless steel appliances, and a wine chiller. The telescoping door wall connects the indoor dining area to the outdoor seating, creating the perfect ambiance for memorable meals and tropical libations.brbrFor entertaining purposes, the residence offers comfortable seating arrangements that cater to socializing and dining. brIn addition to the living room, there is a separate dining room that accommodates up to six people. Furthermore, the kitchen is equipped with an island that offers additional seating for up to four people.brbrThe primary suite, situated on the first level, provides a tranquil retreat for relaxation and rest. It features a spacious king-size bed, ensuring a comfortable and luxurious sleeping experience. Within the master suite, you'll find the ensuite, a private bathroom attached exclusively to the primary bedroom. The ensuite is designed to enhance your indulgence and rejuvenation. It boasts a large soaker tub, inviting you to immerse yourself in a soothing bath or enjoy a sizable walk-in shower. brbrOn the second floor of the residence, you will find two additional guest bedrooms, each equipped with a king-size bed and ensuite bathrooms with showers. These guest bedrooms are designed to provide a comfortable and private space for your family and friends during their stay.brMoreover, the second floor also features a bonus space, dedicated to providing a comfortable area for family and friends to relax and unwind.brbrStep outside to your private oasis, where the lush landscaping and gentle sounds of the waterfall create a soothing backdrop for leisurely afternoons by the heated pool. The composite decking offers an inviting space for sunbathing, lounging poolside, or enjoying the island breeze.brbrNestled on a peaceful street just a short stroll from Duval Street and the Historic Seaport, you'll be ideally positioned to explore Key West's famous attractions, delightful shops, world-class dining, and vibrant nightlife. With its walkable and bike-friendly location, your island adventures are just steps away from your luxurious retreat.brbrImmerse yourself in the enchanting atmosphere of Key West and create lasting memories with your loved ones at this stunning vacation rental. From its exquisite design and modern amenities to its unbeatable location, your unforgettable island getaway awaits. Book your stay at this luxurious Key West oasis today.brbrImportant Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. brbrGuests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check.

Ashe St Serenade - A Luxury Island Oasis - 3BD/3.5Bath - Private Pool

Key West, Florida, United States

Bed