Vacation Rentals By Owner In Key West, FL

Summary:brBanana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the historic seaport and downtown. After a day of exploring, relax in the shared pool or enjoy a barbecue on the patio, perfect for connecting with other guests. Divided into six individual units, the guest house offers flexibility for both solo stays or group bookings, making it ideal for your next Key West vacation.brbrThe Space:brBanana Split’s one-bedroom, one-bath apartment offers all the comforts you need for a perfect stay. The private bedroom features a king-size bed, while the living room includes a queen sleeper sofa, comfortably accommodating up to four guests.brEnjoy a private balcony overlooking Simonton Street, as well as access to the shared pool, grill, free WiFi, and a fully stocked kitchen. This apartment is the ideal home base for all your adventures in paradise.brbrGuest Access:brOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code 3 days prior to check-in to enter the unit.brShared community features: pool, grill, balcony and lounge areabrHow to access: this second story 1 bedroom is stair access onlybrbrThe Neighborhood:brPlaced perfectly in-between Downtown and the Historic seaport, enjoy attractions like Mallory Square at sunset, Fury’s water adventures for a day at sea, and the Shipwreck and Mel Fisher Maritime Museum for some Key West History.brbrBeing in the heart of everything does come with noise of downtown, but nonetheless an easy and convenient location to experience all Key West has to offer!brbrHalf a block from Duval Street, The Banana's Foster Guest House is steps away from Key Wests most famous bars and kitchens. Food is at your finger tips, local’s favorite restaurants, such as First Flight, Bagatelle and Two Friend’s patio are less than a 5 minute walk from your front door. Got a sweet tooth, keep an eye out for Kermit’s Key Lime pie shop in the Historic Seaport known for the best Key Lime Pie in Key West, or some homemade fudge and candy from River Street Sweets.brbrForgot something and or need a quick fix, Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away you can also find Fausto’s food market for locally sourced groceries.brbrGetting Around:brParking Information: This home has one dedicated parking space on the Simonton Street side of the property. Please park in the space that is labeled Banana Split. For additional overnight parking please try 204 Simonton Street.brbrThere are a variety of great ways to explore Key West including by bicycle, scooter, golf cart, Uber, Taxi, or by feet. As this unit is located in downtown Key West, many attractions are within walking distance.brbrOther Things to Note:br- Looking to host a larger group This one bedroom is part of Banana's Foster Guest House, which can accommodate a much larger group of up to 18 guests.br- There is no onsite laundry at this property.br- About a 15 minute drive to the Airport.br- Pet Policy: pets are welcome!brOur requirements are as follows: br•40lb maximum per petbr•$25/per nightbr•2 pet maximumbrPlease let us know if you plan on bringing your pet.

Apartment

Private Parking, Heated Pool - Banana Split

Key West, Florida, United States

Bed

Bath

Sleeps

$295.72

Summary:brBanana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the historic seaport and downtown. After a day of exploring, relax in the shared pool or enjoy a barbecue on the patio, perfect for connecting with other guests. Divided into six individual units, the guest house offers flexibility for both solo stays or group bookings, making it ideal for your next Key West vacation.brbrThe Space:brThis charming second-floor king studio is part of the larger Banana's Foster Guesthouse. Soak up the sun on the shared balcony with views of Caroline Street. The studio is equipped with a mini-fridge for leftovers, a microwave for late-night snacks, and a Keurig coffee maker to enjoy your morning brew. The private en suite bath features a walk-in shower and a sleek modern vanity, perfect for getting ready for your day.brbrGuest Access:brOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival.brbrThe Neighborhood:brPerfectly situated between Downtown and the Historic Seaport, this location puts you close to all the best of Key West. Enjoy sunset views at Mallory Square, adventure on the water with Fury's tours, or explore Key West history at the Shipwreck and Mel Fisher Maritime Museums.brbrWhile the vibrant downtown ambiance brings some noise, the central location makes it an easy and convenient home base for your Key West experience.brbrJust half a block from Duval Street, Banana's Foster Guest House is steps away from iconic bars and restaurants. Indulge in local favorites such as First Flight, Bagatelle, and Two Friends Patio, all within a five-minute walk. For dessert, Kermit’s Key Lime Pie in the Historic Seaport serves the best Key Lime Pie in town, or you can satisfy your sweet tooth with homemade fudge and candy from River Street Sweets.brbrIf you’re missing something or need a quick fix, Shorty’s Market is just around the corner for your last-minute essentials. For locally sourced groceries, Fausto's Food Market is only two blocks away.brbrGetting Around:brOne of the best parts of staying in Key West is how close in proximity you are to everything, this small little 2x4 island offers a variety of ways to get to and from your destination! Don’t feel like walking Peddle your way to breakfast, or take a bike ride along the water at sunset, by renting from Fury or Island Bicycles who offer both pick up & drop off of bike services! Feel like you’re on island time when you rent from Minty’s where you can enjoy exploring Key West on a scooter or golf cart! In addition to these non-traditional modes of transportation, you can also Uber, Lyft or Taxi to your next destination. Pink Taxi is an easy, reliable and affordable way for getting to your rental from the airport.brbrOther Things to Note:brThis studio is part of Banana's Foster Guest House, which can accommodate a much larger group of up to 18.brThis home has one dedicated parking space on the Simonton Street side of the property.brPlease park in the space that is labeled Creme Brulee. brThis unit is pet friendly! Our requirements are as follows: br•40lb maximum per petbr•$25/per nightbr•2 pet maximumbrPlease let us know if you plan on bringing your pet.brPool is shared on site and not heatedbrThere is no onsite laundry at this property.

Apartment

Heated Pool, Private Parking - Creme Brulee Suite

Key West, Florida, United States

Bed

Bath

2

Sleeps

$485.96

This listing is for a room within a hotel.brbr✦ Your room is 360 sq. ft, equipped with complimentary toiletries, TV.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✦ Pool is available.brbr✦ Street parking – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $50 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $45.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. extra charge of $50 per nightbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.

Hotel

Stylish Boutique Room w/ 2 Queen Beds - Access Pool & Poolside Bar

Key West, Florida, United States

Bed

Bath

Sleeps

$236.12

Swanky condo in The Shipyard of Truman Annex! Luxury touches everywhere. This second floor end unit was completely remodeled with flair and detail. Open design with new flooring, coastal hues and furnishings -feels spacious and decadent. The kitchen sparkles with quartz countertops, mermaid backsplash, new stainless appliances, and a show-stopping chandelier. Relax on the Italian leather couch and enjoy the custom artwork designed for this property. After a day of frolicking, slip into the new bed featuring cozy organic bedding. The double French doors lead to a huge deck- perfect for morning coffee, entertaining or sunset enjoyment. The Shipyard includes a heated pool, assigned parking, security, and tree shrouded walking paths. The condo is perfectly placed in the very desirable Truman Annex offering a tranquil neighborhood, yet so close to the newly developed Truman Waterfront Park, Fort Jefferson State Park and its popular beaches, and the excitement of Duval St.brPlease note: This property has a 28 night minimum stay

A Peace of Paradise at The Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$275.43

The Mango Tree Cottage – Old Town Key West Gem! brbrLocation, Location, LOCATION!brbrWelcome to The Mango Tree Cottage, your turnkey home-away-from-home in the heart of historic Old Town Key West. Just steps from Duval Street, the Southernmost Point, the Hemingway House, Mallory Square, and Southernmost Beach—you’ll be surrounded by all the “must-see” sights, restaurants, and vibrant culture Key West has to offer.brbrBedrooms & BathroomsbrbrPrimary Suite: Queen bed, en-suite spa bathroom with jetted tub and luxurious shower.brbrGuest Bedroom 2: Full-size bed, closet, and shared bathroom with shower.brbrGuest Bedroom 3: Queen bed with French door entry, shares bathroom with Guest Bedroom 2.brbrKitchen & DiningbrbrFully equipped kitchen with stove/oven, microwave, dishwasher, cookware, utensils, cutlery, and breakfast bar with stools.brbrWasher & Dryer conveniently located in kitchen pantry.brbrFormal Dining Room with table seating for 8 – perfect for family dinners or entertaining.brbrLiving SpacesbrbrComfortable living room with sofa, sitting chairs, coffee table, and flat-screen TV.brbrBonus Room / Office: A quiet workspace with desk and chair – just bring your laptop!brbrOutdoor OasisbrbrPrivate rear patio with outdoor shower (hot & cold water), evening lighting, and dining set.brbrLounge under the shade of the mango tree and soak in the Key West breeze.brbrExtras Includedbrbr2 Cruiser Bicycles – explore Key West the local way!brbrBeach Chairs & Towelsbrbr2 blocks from MLK Community Pool & Center – open daily 9am–5pm for lap swimming or lounging.brbrUnbeatable LocationbrbrWalkable to:brbrDuval StreetbrbrSouthernmost PointbrbrHemingway HousebrbrSouthernmost BeachbrbrMallory SquarebrbrDozens of restaurants, bars, and galleriesbrbrCome Relax Under the Mango Tree brbrWhether you're visiting for sun, sea, or history, The Mango Tree Cottage is your ideal base for exploring Key West. Be our guest and enjoy island living in style!

THE MANGO TREE COTTAGE - Old Town Key West, Steps to Duval Street

Key West, Florida, United States

Bed

Bath

Sleeps

$536.51

EXQUISITE MODERN FAMILY COMPOUND...brIf a large home with all the modern luxuries is a must for your next island getaway, look no further than this sprawling beauty that's located in Midtown Key West. Your crew will delight in the 5 fabulous ensuite bedrooms that will wow you with their custom design and spaciousness, setting the scene for a magical retreat. You are close to beaches, parks, the popular White Street Pier and comfortably close to all the fun and excitement of Duval Street.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES...brGather with the gang on the ground floor entertaining space for outdoor dining fun at your table for 10, featuring a huge tv for movie nights, cushioned sitting space for animated conversations and a billiard game area. After a day of outdoor adventures, travel up the stairs to the first floor that is beautifully decorated with a contemporary flair mixed with island whimsy. The Great Room has a wonderful open flow that creates a sense of spaciousness and domestic functionality. A large sectional with giant tv offer a cool embrace and a promise of deep relaxation with your loved ones. Concoct your culinary favorites in the chef-inspired kitchen that is brimming with every modern convenience you would need to feed your crew in style. A dining table for 8 and island seating for 4 offer ample seating at mealtimes. A washer/dryer and powder room are also located on the first floor and a laundry room resides on the third floor. This home is equipped with Youtube TV streaming. brbrSLEEPING ARRANGEMENTS...brA stunning king bedroom resides on the first floor. brSecond floor: The first bedroom houses a queen bed and a shower/tub combination bathroom, The second bedroom has 2 twin XL beds that can convert to a king upon request and a glass-door rain shower bathroom. brThird floor: The first bedroom features a king bed, desk area and giant glass-door rain shower bathroom. The second bedroom offers a king bed and a giant glass shower and tub inside it.brAll bedrooms feature tvs, closets and clothing dressers. brbrOUTDOOR LIVING...brThrow open the french doors in the first floor living area to immerse yourself in the lush backyard oasis that greets you with a sparkling pool (can be heated in the winter months) under sultry island breezes and soft swaying foliage surrounding cozy seating areas. Disconnect and refresh in your little piece of Key West heaven. Grill out your fresh catch of the day and rinse off in the outdoor shower before your retreat on the town!brbrPARKING....brThis has off street parking for 2 vehicles.brbrPETS...brDogs (NO CATS) are considered and a pet fee is required. Please include the size / breed in the comments when inquiring. 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!brbrBOOKING DATES...brThis home is only available as a monthly rental (28 night min). 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.brbrCANCELLATION...brBookings canceled at least 90 days before the start of stay will receive a 100% refund. brbrCancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). brbrCOME STAY A WHILE...

POCKETFUL OF SUNSHINE ~ 5 BR Near Beach and Prime Fireworks Watching!

Key West, Florida, United States

Bed

Bath

Sleeps

$247.45

Welcome to your perfect Key West getaway! Nestled in the coveted Shipyard community of Truman Annex, this beautifully maintained 2-bedroom, 2.5-bath townhome offers the ideal mix of island charm and modern comfort — all just steps from the vibrant energy of Duval Street, the Southernmost Point, and Fort Zachary Taylor Beach.brbrThis two-story townhome features a bright and airy living space with tropical-inspired décor, a fully equipped kitchen, and a private back deck perfect for morning coffee or evening cocktails. On the first floor, you'll find one full bath and one half bath along with a guest bedroom with two twin beds (that can also be set up as a king upon request). Upstairs, you’ll find the master bedroom as well as a loft room with a full-size futon and another full bathroom.brbrRelax by the community pool, stroll through lush palm-lined streets, or explore world-class dining, shopping, and nightlife just outside your door. With gated entry, assigned (FREE) parking, and all the comforts of home, this is island living at its best.brbrWhether you’re here for relaxation, adventure, or a bit of both — this Shipyard gem puts you in the heart of it all!brbrPlease note: This property will require a minimum of a 28 night stay.

COLORFUL COCKTAIL @ Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$1069.69

You know that incredible experience of Déjà vu When you enter someplace for the very first time, and instantly you get that sense that you’ve been there before When I first visited this vacation rental house, it happened to me. My mind sparked, the place seemed wonderfully familiar, and I felt an instant kinship with the surroundings.brbrAs I toured the house and the grounds of the property, I quickly realized that my brain was just catching up to my fondest memories of favorite beach vacations in other parts of the Caribbean. The creative blend of tropical color and playfully elegant style reminded me of a favorite vacation villa in St. Barth’s and an endearing beach house in The Bahamas. A carefree beachiness permeates every room of this two-story wooden house and it had taken me right back to bliss. After that moment of recall it was then pronounced the Villa Déjà vu Key West. brbrIdeally located, this property is set at the end of a quiet historic ‘dead end’ lane, just off the more elegant area of Upper Duval Street, in Old Town. Each house on the little lane is completely unique, mostly ‘build-as-you-go’ creations of skilled ship builders and carpenters in the 1940’s. This historic wooden house, originally built in 1943 has an uncharacteristically unornamented front entrance for Key West, and is set right up to the edge of the lane. But don’t let this illusion of simplicity fool you. Most of the outdoor space is reserved for the very spacious private backyard, which today has been turned into a showcase tropical pool garden. brbrThe entire property was recently given a complete renovation and new interior design to bring it to vacation rental standards. But in keeping with Key West historic guidelines, the footprint and façade of the house remain in tact. The layout of the Villa Déjà vu Key West vacation rental is ideal for family groups or groups of friends. The floor plan provides 2 spacious separate floors which are adjoined with a covered indoor/outdoor staircase, with a large indoor living room, and pool garden with large deck for all to gather. The 2nd floor is set so it almost feels like two houses in one.brbrInterior Layout:brbrSince the unique layout of this property is anything but straight-forward, the best way to understand it is to do a virtual walk-through. What better place to begin our tour, than the front entrance.brbrThe front door takes you directly into an outdoor tropical style entrance hall, where you find the usual expected accoutrements of a chair and mirror for last minute fussing. (Immediately to your right, is a door that leads to the master bedroom, but let’s leave that late for later when we look at that bedroom.)brbrFrom the entrance way a door takes you into the downstairs hallway. When I first stepped into the hall, I was awestruck by the floor-to-ceiling mural depicting a Key West lane, painted by locally famous artist Rick Worth. The next thing you’ll notice is the artistic wide-planked wood floor that was distressed and painted a wonderful Caribbean blue that leads straight ahead to the large, and very island-stylish, galley kitchen.brbrKitchen: The fully equipped L-Shaped kitchen spans nearly the length of the house, and makes a bend toward the left at the end creating even more counter space. Lots of artistic touches make this a fun room to be in. I love the counter-height cottage style table and yellow art mural of a vintage Cuban menu board. A bank of sash windows is set above the counters at the back to bring in plenty of sunlight.brbrBedroom / Bathroom One: With your back to the front entrance, looking toward the kitchen, the first door on your left is bedroom one. Here you’ll find a King size bed with artistic handcrafted furnishings including wooden bed platform bed, lime-green headboard, and unique round bamboo end tables. Original distressed wide-planked floors are left a natural color in this room. brbrThe bathroom for this bedroom is just out the door, a few steps past the cottage-style kitchen table to your left. The bathroom is decorated with Caribbean island theme art and offers a full shower, and was recently refitted with an apron front sink and dark-wood vanity.brbrLiving Room: The sunken’ living room is on the opposite of the hallway from the first bedroom and bathroom. Spacious, artful and colorful all the way, there are too many special touches to mention. Bright and cushy canvas furnishings set against the wide-planked wooden floors and a reclaimed wooden Key West Navy trunk create relaxed island feel. A large white handcrafted ‘picnic-style’ dining table, lit with a pretty chandelier, is placed overlooking the pool garden. A large wide screen TV is hung on the wall towards the kitchen in case you need it. A vintage ‘Discovery Undersea Tours’ sign is featured as a show piece on the opposite wall from the TV.brbrMaster Bedroom Suite: The master bedroom suite includes a sitting room / office, bedroom, and en-suite bathroom. The sitting room adjoins the left side of the living room, as you face the kitchen. In the photograph, you see the wicker chaise painted a coral color, and the corner of the writing desk painted a white patina.brbrStraight ahead, is the master bedroom with a King size bed using similar artistic handcrafted furnishings as bedroom one, including a wooden platform bed. This time the artsy headboard is made with reclaimed shutters that are painted white patina along with the end tables. An added feature is the doorway that leads to the entrance hall, and the stairs that lead to the 2nd floor. Wood floors are left a natural color in the entire suite, except for the bathroom which has earth-tone tile. The master bathroom, which adjoins the sitting room, is shown with the antique wall mirror adorned with a starfish.brbrSecond Floor Bedrooms and Bathroom: A hidden switch-back staircase off the downstairs entrance way, leads up to the 2nd floor bedrooms via a private entrance. A covered sitting porch, with classic Key West gingerbread railings, spans nearly the entire width of the 2nd floor of the house. Nestled behind mature tropical trees, the porch provides an exotic outdoor space with a private down look view of the lane below.brbrStep inside to a beautiful tropical 2nd floor suite with dark hard wood floors. Painted in white, and styled in soft colors, the 3rd bedroom is furnished with a queen sized bed and built in closet. brbrThe 4th bedroom, which also provides a queen size bed, is located behind a white louvered wall at the back corner of the 2nd floor. White wicker and white patina framed mirrors in this bedroom make a striking contrast with the dark wood floors. The full bathroom for the 2nd floor carries the tropical white wicker on white theme. It provides a vanity with marble top, tiled floor, and a shower. brbrPool Garden Grounds:brbrThe spacious private back yard with swimming pool, sun deck, and lush landscaping is focal point of Villa Déjà vu Key West. Access this space through a double set of French doors topped with wide transom windows, just off the living room. A large blue awning covers the deck and is set as an outdoor living room with nice wood furnishings. A playful sign over the couch sets the tone, “Welcome To The Beach.” Even though you’re not right on the beach, South Beach is just a few short streets up Duval Street, but with this kind of privacy you just might end up spending most of your time right here. A combination of high fencing lined with an impressive variety of tall mature palm trees surround the decked courtyard and make a private backdrop for the nice size swimming pool with trickling waterfall.brbrLaundry: There is a laundry closet with a washer / dryer on the pool deck, on the back wall of the house near the kitchen.brbrThe general design of this property lends itself perfectly to small gatherings of families and friends and should be considered an ideal spot for a gathering of family or friends.brbrAmenities: Tucked back at the end of a ‘dead end’ lane hidden from view. Large back yard with private swimming pool, large sun deck, and lush landscaped garden, outdoor covered living room, privacy fences. 2nd floor porch overlooking lane below. Fully equipped kitchen, a/c, cable TVs, stereo, internet. Laundry room with washer / dryer. Linens and towels are provided. Designated parking spot at a nearby lot. brbrActivities: Just a few short streets from South Beach, close to the Southernmost Point of the United States. Café pedestrian neighborhood features wonderful eateries and internationally famous fine restaurants, coffee & tea house, fine gift and clothing stores, art galleries, Grand Vin wine tasting, home made ice cream and frozen yogurt. Here you start at the top of Duval St. near the Atlantic Ocean and can take the 20 min stroll to the Gulf of Mexico (remember it takes 3 to 4 Key West streets to equal the distance of a typical city block). Sailing, boating, diving, museums, nightlife.brbrArea: Elegant Upper Duval Street neighborhood. Walk out your door and down the lane to all you want to see in Historic Key West. Historic area originally built around the Gato Cigar Factory in the 19th century. The lane where this house is located features a unique one-of-a-kind collection of hand crafted historic wooden homes. Close to best restaurants, clubs, Hemingway House Museum, Light House Museum, Custom House Museum, The Key West Aquarium. Walk or bike to all Old Town features from here. Five minutes from the enthralling Key West Butterfly Conservatory.brbrRestrictions: Smoke free house. No pets! (Please don’t ask). We do not accept guests less than 25 years of age unless accompanied by a family group or guardian.brbrPAYMENT: Payment for the rental will be processed outside of VRBO according to the terms of your rental agreement (sent for review upon reservation). Payments by credit card are subject to an additional 2.95% merchant processing fee.brPARKING: Parking is NOT allowed on the lane, directly in front of Amelia’s Hideaway.

Villa Déjà vu Key West - 4BR Private Villa in Old Town Key West with Heated Pool sleeps 10

Key West, Florida, United States

Bed

Bath

Sleeps

$2721.32

Summary:brbrLarkshine House is an 8-bedroom, 8.5-bath home at Lunara Bay - a collection of 26 luxury homes in a gated community! Perfect for families and large groups, it features a large pool, beautifully designed interiors, lush outdoor spaces, and a prime location near Key West attractions. Dock at the exclusive marina for boats up to 40’. Relax or explore - Larkshine House is your ideal base for an unforgettable getaway.brbrbrbrThe Space:brbrIndulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information!brbrbrbrThe open-concept floor plan, both indoor and outdoor, creates a welcoming atmosphere for entertaining and spending quality time with family and friends. Whether it's relaxing by the pool, playing pool, grilling, or dining and lounging in various areas, there are options for everyone.brbrbrbrYou'll find a fully equipped kitchen ready for preparing home-cooked meals or even for a private chef to enhance your culinary experience. With high-speed internet access and keyless entry, your vacation will be convenient and hassle-free.brbrbrbrOutside, the spacious fenced-in yard provides a safe space for children to play, as well as a perfect area for your furry friends to roam around.brbrbrbrThe bed layout is as follows:brbrBedroom 1: King Bed brbrBedroom 2: Two bunk beds with two queen and two twin sized mattressesbrbrBedroom 3: King BedbrbrBedroom 4: King BedbrbrBedroom 5: King BedbrbrBedroom 6: King BedbrbrBedroom 7: King BedbrbrBedroom 8: 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 Modern Keys, The driveway allows parking for up to 4 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- 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.

Larkshine House at Lunara Bay

Key West, Florida, United States

Bed

Bath

Sleeps

$494.2

We love this home, and we just know you will too!! A fully renovated conch home with amazing finishes and 3 great bedrooms! Open concept downstairs is fun and airy, with a sizeable family room, dining room, guest room and a half bath. Upstairs two great bedrooms. First the master and bath with an amazing tub and separate shower, and then a second with its own hallway bath! Sip coffee on the front porch in the morning and watch the world wake up or have breakfast on the patio, quiet and relaxing. You'll never want to leave but you will as the artisan bakery is right across the street! Crave adventure The North Seaport is just 2 blocks walk for Cuban Coffee, the Dry Tortugas, or Deep-Sea fishing! Feel like pushing it up Duvall is just a short 10-minute walk! Close enough to go there anytime on a whim, but far enough to enjoy the quiet.

Come stay in an amazing house close to everything! Duvall! North Seaport!

Key West, Florida, United States

Bed

Bath

Sleeps

$328.13

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrWhen exploring Old Town Key West it is typical to stumble upon a surprise tropical bloom that reminds you of the magic of the island you have found yourself on. At the right time of year when enjoying the private garden of this townhouse, you may look up into the trees and spot a bunch of bananas smiling down on you. BANANA BLOSSOMS surprises you with all that has been thoughtfully prepared for you and helps you to enjoy the beauty of the island you have chosen to visit. No expense was spared when outfitting and furnishing this classic townhouse. Paired with Last Key Realty's Five-Star Guest Services and Full Time Concierge staff, a stay at BANANA BLOSSOMS was designed to offer the very best possible vacation rental experience in the Key West Truman Annex.brbrTHE PRIVATE GARDENS...brbrHaving your own quiet outdoor space to sunbathe, nap in the shade, enjoy an outdoor meal, or read a quiet book listening to the rustle of the palm fronds is essential for a luxurious island experience. This townhouse has two private outdoor areas: a deck with outdoor dining for four under a large umbrella and a bistro set for a morning coffee, as well as a side garden with chaise lounges and another outdoor dining table by your own charcoal grill. Whether you are having an intimate cookout of today's fresh catch or a mimosa toast before a day exploring Duval, you'll have plenty of options outside to enjoy.brbrTHE LIVING AREA and KITCHEN...brbrThe living and dining areas are bright and airy with coastal décor and high-end furnishings. Keep the French doors open to enjoy the island breezes even from inside. A sofa and four chairs let the group gather in the living area in front of a flat screen HD Smart TV. The dining room has a large dining table with seating for six. The kitchen is fully equipped with all of the tools and appliances you'll need to prepare meals at home, and includes plenty of place settings for meals inside or outside. There is a half bathroom on the main floor for convenience.brbrTHE ACCOMMODATIONS...brbr• Master Suite: King bed, a full closet, flat screen HD TV, an en-suite bathroom with a glass shower, balcony access.brbr• Second Master Suite: Two Twin beds OR One King bed, a full closet, flat screen HD TV, an en-suite bathroom with a glass shower, balcony access.brbrTHE GATED COMMUNITY...brbrTruman Annex is the most exclusive private residence community in Old Town Key West. 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 Mills Place complex is famous for its history as a former United States Marine Hospital. The units in the Mills Place complex share a large pool that gets plenty of sunlight all day, and is surrounded by comfortable padded chaise lounge chairs. This townhouse is located just down a small path from the pool and includes pool towels to bring with you to enjoy a swim.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer and Dryerbr• Central 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 Private Yard br• Propane Grillbr• Sleeper Sofabr• Off-Street Covered Parking in CarportbrbrOther notes:brbr• Interim housekeeping provided upon requestbr• This property will accommodate up to 5 adultsbr• 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.

**BANANA BLOSSOMS @ THE ANNEX** Lush Villa by Beach + Pool + LAST KEY SERVICES

Key West, Florida, United States

Bed

Bath

Sleeps

$329.49

This charming two bedroom, two and one half bath townhome has recently been updated and added to our rental program!brFreshly painted and refurnished, this adorable property is located right on the pool and also includes a lovely rear deck and gardens. The master bedroom has a king sized bed, convenient writing desk overlooking the pool and a private cocktail deck. The guest bedroom features twin beds that can be converted to a king.brBoth bedrooms have beautifully appointed baths ensuite.brThis very quiet private location, in the historic Mills Place complex, enjoys a very large refreshing pool with both sunny and shady areas. Also included here is an assigned off-street parking space and several bike racks.brThe Truman Annex is an award-winning gated community located in the center of Old Town Key West.brbrPlease note: This property is monthly rental - This property has a 27 night minimum stay

A Palm Oasis at Mills Place in the Truman Annex

Key West, Florida, United States

Bed

Bath

Sleeps

$1141.5

The Lighthouse Penthouse Suite

Key West, Florida, United States

Bed

Bath

Sleeps

$1516.98

Summary:brbrTwo Luxury Suites Creating a 4BD/2BA with Lockout Door, Two Oasis Pools, Pergola, Outdoor Bar and Grill and a Private Front Porch and Back Patio.brbrbrbrThe Space:brbrEscape the Ordinary...brbrbrbrThe Lighthouse Group Suite combines two 2 BD/1 BA units into a spacious 4 BD/ 2 BA retreat featuring one luxury king bedroom, three luxury queen bedrooms, and two full bathrooms, along with two queen sofa beds—accommodating up to 12 max guests. Occupying the entire first floor of our historic 1930s Key West building, this suite brings together the American Shoal and Alligator Reef Lighthouse Suites through a convenient lockout door, allowing them to function as one seamless suite. Guests can relax on the front porch with views of the Key West Lighthouse and partial glimpses of Duval Street, or retreat to a private rear patio with additional Lighthouse views. Nestled on a quiet Old Town lane, the suite is just steps from our two brand-new oasis pools and resort amenities.brbrbrbrSuite Amenities:brbrbrbr• One luxury king bed and three luxury queen beds with premium linensbrbr• Two queen sleeper sofasbrbr• Two fully equipped kitchen with granite countertopsbrbr• Two spa quality stone rain shower bathroomsbrbr• Hardwood flooring throughout the suitesbrbr• Spacious front porch with lighthouse and partial Duval St. views and a spacious back porch for diningbrbr• Smart TVs with the latest Roku device for apps and streamingbrbr• High-speed Fiber Wi-Fibrbr• Two washers and dryersbrbr• Luxury well-appointed furnishing and artworkbrbr• Reserved parking space for two vehiclesbrbr• Two private entrances and an inner connecting lock out door in the suites for privacy or an open areabrbr• Luggage hut to store luggage and belongings in before check in or after check outbrbrbrbrLocation:brbrThe Lighthouse Group Suite offers the perfect blend of convenience and tranquility, located just a half-block from world-famous Duval Street. While you’re steps away from the vibrant energy of Key West’s best shops, restaurants, and nightlife, the resort is tucked away on a peaceful, picturesque lane, providing a quiet retreat. The iconic Hemingway House Museum, just behind the property, is only a 2-minute walk away, and Fort Zachary Taylor Park and Beach are also within easy walking distance. Experience the best of both worlds—close to the action, yet an oasis of peace and quiet.brbrbrbrAbout the Property:brbrWelcome to The Lighthouse Suites Collection, an exclusive six-unit luxury vacation rental resort offering in the heart of historic Old Town Key West. Just steps from Duval Street and a short walk to Fort Zachary Taylor Park beach, our location places you at the center of Key West’s most iconic attractions and vibrant nightlife.brbrbrbrThe Lighthouse Suites Collection is truly one of a kind. This mini resort is defined by its luxurious suites, on-site parking, and exceptional location. Our immaculate 5-star accommodations are enhanced by a unique outdoor experience featuring two tropical oasis pools with spacious pool decks, a pergola with a cozy seating area and fire pit, and a fully equipped outdoor kitchen and BBQ grill with a Brio filtered water and ice maker station.brbrbrbrWhether you’re planning a romantic escape, a memorable family vacation, or an unforgettable group retreat, the Lighthouse Suites Collection offers the ultimate Key West experience, blending luxury, comfort, and first-class amenities.brbrbrbrIn March 2025, we completed a full renovation of our outdoor common areas, exclusively accessible to guests of our six suites.brbrbrbrThe property now features two brand-new oasis plunge pools, each with its own sundeck, offering the perfect spot to sunbathe or unwind by the pool. Guests can relax on our teak chaise loungers or indulge in one of our two luxury double chaise cabanas. We also added a 200-square-foot pergola, separated into two areas: one half features a cozy seating area with a swing and fire pit, perfect for enjoying an elegant evening cocktail. The other half houses a fully equipped outdoor kitchen, complete with a BBQ, sink and two refrigerators. To top it off, the kitchen includes a Brio filtered water and ice maker system to keep you hydrated on warm Key West days.brbrbrbrProperty Amenities:brbrbrbr• Two brand-new heated oasis plunge pools, each with waterfalls and pool showerbrbr• Brand-new spacious pool decks around each poolbrbr• Six luxury teak chaise loungers with umbrellas and pillowsbrbr• Two brand-new double chaise luxury resort cabanas seating two guests eachbrbr• Two in-pool chaise ledge loungers to sunbathe and cool off simultaneouslybrbr• A brand-new 200 SF teak pergola with a louvered open or closed ceilingbrbr• Luxury couch and daybed swing under the pergola with an elegant fire pitbrbr• Fully equipped outdoor bar, BBQ grill with a sink and fridge under the pergolabrbr• Covered bar kiosk for enjoying a cocktailbrbr• Key West tropical foliage throughout the property with lighted step-stone pathsbrbr• Exclusive on-street parking spaces with room for six vehicles and 1 per suitebrbr• Schlage smart lock security on all Suites and gate access to the propertybrbrbrbrGroup Accommodation:brbrIf you need more room for your party, contact us about renting one or more suites for your stay. We have 3, two-bedroom suites, 2, one-bedroom suites, 1, one-bedroom bungalow accommodating a maximum of 30 guests. The property is perfect for weddings, other large gatherings, and events.brbrbrbrFrequently Asked Questions:brbr1. Are the pools and amenities shared brbrYes, the 6 Suites share all the amenities above which are exclusive to only guests staying with us on property and is secured with smart locks on the gate access to the property common areas.brbrbrbr2. What is the parking situation Can I bring more than one vehicle brbrParking in Key West can be challenging, but we’ve made it easier for our guests. Our property includes five reserved parking spaces and one exclusive off-street parking space for the Carysfort Light Suite, all conveniently located on Eanes Lane, right next to the Suites. Each space is clearly marked with signage along the buildings.brbrbrbrWe can accommodate one vehicle per suite. If you rent multiple suites, you’ll be assigned the corresponding number of parking spaces. For your convenience, a property map showing the location of all six parking spaces is included in the photos. Additionally, we will send the property and parking map in your welcome packet for easy reference.brbrbrbr3. Where is my Suite located brbrPlease refer to the property map in the pictures, which will show you the location of your Suite on the property. All three properties are adjacent to each other and the property is fenced in with smart lock gates.brbrbrbr• The Alligator Reef (2BD, 1BA), American Shoal (2BD/1BA), Sombrero Reef (1BD/ 1BA), and Tortugas Harbor Suites (1BD/ 1BA) are located at 419 Truman Avenue in the same historic building, with Sombrero Reef and Tortugas Harbor Suite located upstairs.brbrbrbr• The Key West Lighthouse Suite is a separate individual queen bungalow with a loft featuring a queen bed, located at 215 Eanes Lane.brbrbrbr• The Carysfort Light Suite is a separate individual 2BD/ 2BA with its own exclusive off-street parking space, located at 217 Eanes Lane.brbrbrbr4. Do I need a vehicle or transportation brbrIf you have a vehicle, we have rare parking available that most lodging on the island cannot offer but you do not need a vehicle to enjoy your stay with us. The property is located one-half block off Duval Street on quaint and quiet Eanes Lane delivering one of the best lodging locations on the Island close to everything but in a peaceful and quiet location. Here are the distances to some Key West Landmarks:brbrbrbr• Key West Lighthouse Museum, 2-minute walkbrbr• Ernest Hemingway Home and Museum, 2-minute walkbrbr• Blue Heaven Restaurant, 5-minute walkbrbr• Southernmost Point Buoy, 8-minute walkbrbr• Key West Butterfly Conservatory, 8-minute walkbrbr• Sloppy Joe’s Bar, 12-minute walkbrbr• Key West Amphitheater and Park, 12-minute walkbrbr• Mallory Square Sunset, 12-minute walkbrbr• Fort Zachary Taylor State Park & Beach, 12-minute walkbrbrbrbrWe look forward to welcoming you to paradise!

The Lighthouse Group Suite

Key West, Florida, United States

Bed

Bath

Sleeps

$448.82

This waterfront two bedroom condo is located in the Truman Annex, Key West's premier residential community. Enjoy endless sunsets from all of the rooms and the balcony. The primary suite features King bed and large beautifully appointed bath. The guest bedroom features twins which can be converted to a King bed if desired. Just let us know and the housekeeper will have it set up for you prior to arrival. Complimentary wireless internet is provided for your convenience. Each bedroom has a flat panel TV and the living room offers a conventional TV. All kitchen amenities included, so just pull some ice from freezer and make up a nice pitcher of tea while relaxing and watching the sailing ships along the island filled horizon.brHarbour Place has a large heated swimming pool directly on the ocean exclusively for Harbour Place residents. These are the largest condos in Truman Annex. This stunning unit has one assigned covered parking spot. Enjoy this location with only a couple of blocks walk to Duval Street, Mallory Square, and the world famous natural Fort Zachary Taylor State Park and Beach. brPlease note: This property has a 28 night minimum stay

Paradise on the Ocean at The Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$489.76

This Dade County pine house has a strong connection to the sea. It was built in 1910 by ship's carpenters and owned for decades by a modern day ship salvager. This beautiful and spacious 3 bedroom 2.5 bathroom home is in a lovely peaceful neighborhood. Enjoy a comfortable indoor/outdoor lifestyle with plenty of living space. Full of fun vintage, antique, and modern furniture and decor, the home retains its vintage charm, while updates make for easy modern living. The flexible space works for families, couples, and friends. Separate living areas flow together allowing everyone some space and makes the house feel very spacious. There is ample storage and we have provided everything you need to make your stay as comfortable as possible. The large kitchen has granite countertops, an island with seating, and brand new SS appliances. The breakfast room in the kitchen is the perfect place to enjoy your morning cafe con leche from a neighborhood coffee shop. There are three outdoor spaces with a lovely view of the neighorhood from the second story porch. Enjoy friendly neighbors, walking to morning coffee, restaurants, art galleries, the grocery, the beach, and more. The yard is fully fenced and there is easy parking directly in front of the house. brbrThings to note:br-This is a MONTHLY RENTAL. The City of Key West requires a minimum stay of 28 nights in our neighborhood. You can pay for 28 nights and stay for less time if you wish, but we cannot rent it for less than 28 days at a time. Stay a month or more and live like a local! Exception will be made for Feb.brbr-Babies using the pack-n-play are not included in the maximum of 6 occupantsbr-The dining room table can expand to seat 8. Make some local friends and invite them to dinner! Plenty of dishes, serving pieces and even grandmother's china for entertainingbr-There is a 50 smart TV in the living room with a great sound system. You can stream music from your phone and hear it throughout the house. You can use your own streaming services on the TV. Smart TV also in MBR.br-Full size washer and dryer in the Powder Roombr-Please be as respectful of the property as you would be with your own and follow the instructions in the guidebookbrbrbrThe Neighborhood: brGarrison Bight is two blocks away. Rent boats, take a charter boat fishing trip, eat at restaurants, walk around the Bight.brBayview Park is 3 blocks away. The park has public tennis courts (two tennis rackets and a can of balls are available), a fun playground, basketball courts, open green space, and a baseball diamond.brHiggs Beach is the closest beach and is a 15-20 minute walk, 6 minute bike or 5 minute drivebrDuval Street is a short 8 minute bike ride away (we encourage you to rent bikes and bike all over the island)brbrCity license # LIC2022-000002brCounty license #5094965

Bright and Comfortable 3 bedroom/2.5 bath Classic Conch in the Meadows

Key West, Florida, United States

Bed

Bath

Sleeps

$562.52

Enjoy vibrant Key West: steps to Duval Street's nightlife, historic sites, and serene beaches. Perfect for culture and sea lovers.brbrThis listing is for a room within a hotel.brbr✦ Your room is 250 sq. ft, equipped with complimentary toiletries, TV.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✦ Outdoor shared pool available all year, opened from 7:00AM to 10:00PM.brbr✦ Street parking.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $50 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $45.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. $50 per pet, per night plus taxbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The required refundable security deposit is charged per unit, per night, on a valid credit card.brbr✦This is an adult-only property. Only guests aged 21+ are permitted.

Hotel

Stunning Key West Stay Perfect for a Romantic Escape! Pool, Free Breakfast

Key West, Florida, United States

Bed

Bath

3

Sleeps

$307.03

QUINTESSENTIAL HISTORIC CONCH HOME…brExhale the cares of the world as you approach this classic and charming Key West gem! Nirvana awaits you as you step up on the cozy and welcoming front porch that embraces you with warm Key West vibes. This is not just a home but a lifestyle, a harmonious blend of modern conveniences and timeless charm. With its ideal location, you are just moments away from all that Key West has to offer--vibrant nightlife, exquisite dining, and stunning beaches.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES…brUpon entering this 3 bedroom 1.5 bath residence, you are greeted by a sun-drenched interior adorned with Dade County pine hardwood flooring and high ceilings that create an inviting and spacious atmosphere, perfect for both relaxation and entertaining. The heart of this home lies in its kitchen, a culinary haven equipped with stainless steel appliances, 6 burner Viking stove top, pantry space, and a comfortable seating area. The open design allows for seamless flow from the kitchen to the back patio, making it effortless to host gatherings or enjoy quiet family meals by the pool. Ascend to the second floor to find a striking stained glass window that adds a touch of elegance to your arrival. Enjoy a second floor bonus room that is currently set up as a home office, providing flexibility for your lifestyle needs.brbrSLEEPING ARRANGEMENTS:brOn the second level, you'll discover a generous king primary suite, boasting cathedral ceilings and an abundance of closet space, creating a serene retreat. A delightful guest bedroom with a queen bed completes this level, featuring access to a private rooftop terrace that overlooks the inviting pool, perfect for unwinding at sunset or enjoying morning coffee in solitude. Both rooms share a full bathroom with a shower. A powder room resides on the first level. The poolside cabana offers additional sleeping arrangements on the full sofa sleeper, a mini fridge, sink and microwave.brbrOUTDOOR LIVING…brStep outside to discover a relaxing pool area, complete with an air-conditioned poolside guest cabana and an outdoor shower. This versatile space features a wet bar and a cozy seating area that easily transforms into a pull-out sofa bed, ideal for hosting visiting friends and family or enjoying a peaceful afternoon by the pool, which comes heated during the cooler months.brbrPARKING...brThere is off street parking available for 1 vehicle. brbrPETS...brPets are allowed up to 45 pounds, and a pet fee is required. Please check the box that a pet is coming in the guest count and include the size and breed when inquiring.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).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!brbrCAPTIVATE YOUR ISLAND SOUL...

STAINED GLASS SANCTUARY ~ NEW LISTING! 3 BR/1.5 Ba w/ Pool and Parking!

Key West, Florida, United States

Bed

Bath

Sleeps

$325.97

Let your rendezvous with paradise begin at the Campbell Courtyard compound in the heart of Old Town Key West. Campbell Suite, a second & third floor condo with one bedroom and 1½ baths, is the perfect place to anchor your vacation. It starts with the pale-yellow stucco building that houses this suite and others. The three-story building was constructed in 1910 for Dr. J. G. Campbell, a surgeon dentist specializing in gold crowns, bridges, and plate work. Locals talk of how the structure was used as a spy headquarters during WWII but, of course, no records seem to exist to confirm that. The front staircase leads up one flight from Fleming, one of the most historic streets in KW. The back staircase overlooks and leads down to one of the most delightful, secluded, and quiet courtyards and pools in town. And if that's not enough, you are only two blocks from the world-famous Duval Street, home to everything exciting, historic, funky, and weird about this one-of-a-kind tropical island community.brbrUp one flight of stairs, the solid front door to the condo swings into an open floor plan flooded with ambient light. The wall to the right has a sliding glass door that opens to a small, covered balcony with two chairs and side table. Sitting here is a tree-house-like experience. Relax. View blue skies, rooftops, and large areas of swaying palms. If you've come to Key West for outdoor living, this might be your go-to spot for morning coffee or happy hour drinks. As is a common practice where space is at a premium and the weather temperate, the washer and dryer are located, conveniently, in a small closet to the right of the balcony seating area. brbrBack inside, a couch and chair offer a cozy setting for conversation while a ceiling fan whirrs above, gently moving air and adding a certain Bogie & Becall ambiance to the area. A flatscreen smart TV is located here for viewing from the roomy couch. In addition to regular cable channels, it offers streaming apps you can use if you have account(s). It's a great spot for catching up on some vintage movies filmed in the Keys like Beneath the Twelve Mile Reef (1954) or binge-watching a Keys TV series like Bloodline (2015-2017). Of course, there's high speed wireless internet, and central AC. A round table with two chairs offers a spot for eating or mapping out sightseeing destinations for the day. On the opposite wall is a book cabinet with reading material and a basket of beach towels for your inevitable trips to the water's edge. brbrA generous-sized kitchen offers everything you'd need for preparing a four-course meal. Or if your style runs more toward warming leftovers from some luscious restaurant meal, that's a snap, too. A large window over the sink is the visual center of the kitchen, pairing beautifully with the recessed spot lighting, a double sink, stainless appliances, a long prep counter, and copious wooden cabinets above and below. brbrAcross from the kitchen is the convenient and nicely appointed guest half bath. And beside that, a dramatic spiral staircase leads up to the bedroom level. At the top, the bedroom offers a comfy king bed, a full bath, a closet that accommodates hanging and folded items, and a full-length mirror. Like the living-room balcony below, the windows in this space allow views of lovely foliage swaying in tropical breezes. A chest of many drawers provides even more space for your travel accouterments, while an armchair with lamp makes a spot for reading or maybe just a quick sit-down to put on your Crocs or flip flops. Another smart TV is wall mounted and ready for your use. brbrIf you like to swim or are a sun worshiper, you still haven't explored the best part of this rental: the courtyard and pool. The pool, which is for the exclusive use of Campbell Courtyard guests, is larger than your typical Key West dipping pool. Rather, it is temperature controlled and generously sized by Key West standards. The pool/deck area is ringed with a white picket fence and plenty of foliage to create beauty, privacy, and the kind of tranquil peace of mind only nature can provide. Chaise lounges and chairs sit invitingly right next to the pool. Or if shade is more appealing, claim your spot under the market-umbrella seating area.brbrThe whole set up at Campbell Courtyard is alluring but there's more-a whole storied island awaiting your exploration: the emerald water of the Atlantic and of the Gulf of Mexico, beaches, conch-style houses, Civil War forts, museums, famous hangouts like Sloppy Joe's, Elvis look-alikes, a new waterfront park, and scary sharks at the Aquarium. From your central location on Fleming Street, most things are easily accessible by foot or bike or the free bus service called the Duval Loop. For example, the island's main artery-Duval Street, where you'll find shopping of all sorts, art galleries, tours, open-air restaurants, bars, and much more-is less than two blocks away. Or a few blocks in another direction you'll find the Historic Seaport with more restaurants, tall-ship sunset sails, more watersports opportunities than you could possibly take advantage of, and waterfront restaurants of varying degrees of informality. Set your timer so you don't miss the nightly sunset celebration at Mallory Square where visitors and locals alike gather to applaud as the sun slips below the horizon.brbrIf this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date information.

Campbell Suite - In the heart of Old Town

Key West, Florida, United States

Bed