Vacation Rentals By Owner In Key West, FL

FLAWLESS SETTING, PERFECT LOCATION…brTucked away on a hidden lane right in the middle of Old Town, this luxurious private, single family home strikes just the right balance of Key West charm and South Beach flair. Enjoy modern, open living space totaling two bedrooms and two bathrooms that extends into a spa-like outdoor area including a patio with flat screen TV, heated pool, outdoor shower, and a European grill. Enjoy being steps away from the energy of downtown yet quickly escape to your own quiet, private oasis.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrFURNISHINGS…brModern, stylish furnishings throughout with hints of local Key West décor. Feel immediately relaxed just by stepping through the front door of this unique retreat.brbrSLEEPING ARRANGEMENTS…brQueen guest bedroom and full bathroom on the first floor. Master king bedroom and full bathroom on the second floor. brbrDETAILS AND AMENITIES…brModern, chic decor pairs beautifully with the wood floors, vaulted ceilings, and rare Dade County pine. Walk through the hallway to the kitchen, which is well equipped with stainless-steel appliances, a keurig coffee maker, breakfast bar, chic farm sink, and full-sized wine cooler. Lounge in the living room furnished with a flat screen TV and comfortable stylish seating. Open the fully retractable French doors to create a seamless, open-air extension to the cabana area; a beautiful private oasis that feels like you are in your own tropical resort. Enjoy the private-heated pool, elegant seating areas, and lush landscaping. brbrPOOL AND OUTDOOR LIVING…brLounge in the sun, float in the pool, or relax in the cabana with a cocktail. Go for a night swim under the stars with the warm glow of poolside lanterns and adjustable mood lighting. Add your own soundtrack with a wireless indoor and outdoor speaker system that you can control right from your mobile phone. The cabana is equipped with an outdoor shower, a grill, dining table, flat screen TV, and couches for visiting, all which is surrounded by bamboo accents, tropical foliage and modern furniture. Park your bike right outside the front door just like an island local with your own personal bike rack. The perfect setting for your perfect getaway! Stay in and indulge yourself in your own private oasis or hit the town with just a few steps - the ultimate stress-free vacation spot that you'll never want to leave.brbrPETS...brPets are considered and a pet fee is required. Please provide size, age and breed prior-to or upon booking. 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)brbrPARKING...brThere is one off street parking space in the driveway of this home.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). brbrLOCATION AND AMBIENCE…SPOIL YOURSELF!

SEAHORSE COVE ~ Tropical Luxury Located In The Heart Of Old Town Key West!

Key West, Florida, United States

Bed

Bath

Sleeps

$219.08

Welcome to Pierre's Perch, a beautiful second-floor studio that blends modern design with tropical charm! brbr brbrLocated in the historic Galleria, once a haven for Key West’s traveling artists, this tranquil oasis includes a peaceful pool area and a spacious sundeck perfect for unwinding. Nestled in the heart of Bahama Village, a vibrant, residential neighborhood just blocks from Duval Street, you’ll be surrounded by Bahamian-inspired charm and within walking distance to iconic attractions like the Southernmost Point, Key West Lighthouse, and the Earnest Hemingway Museum. Whether you’re here to relax, explore, or find inspiration, Pierre's Perch offers the perfect home base for your Key West adventure! brbr brbrSLEEPS MAXIMUM OF 2 GUESTS: brbr brbrBedroom: Queen Bed, Flat Screen TV brbr brbrKitchenette: Lightly Equipped (mini refrigerator/freezer, sink, two-burner stove, microwave and Keurig) brbr brbrAMENITIES: brbr brbr- Shared Heated (Nov-Apr) Pool brbr brbr- Shared Laundry brbr brbr- Shared Bike Rack brbr brbr- Shared Propane BBQ Grill brbr brbr- Keurig brbr brbr- Linen's and Bath/Beach Towels Provided brbr brbr- Street Parking available, no off-street/designated parking available brbr brbr- 2.5 blocks to Duval Street brbr brbr- 0.4 miles to Southernmost Point brbr brbr- 0.7 miles to Fort Zachary Taylor State Park/Beach brbr brbr- 1.1 miles to Mallory Square Sunset Pier brbr brbr- 1.2 miles to Key West Historic Seaport brbr brbr- 2.6 miles to Smathers Beach brbr brbrIMPORTANT POLICIES FOR YOUR STAY: brbr brbrUnit Size: Please be aware, this unit is a cozy 115 sq. ft. studio—while compact, it provides all the essentials for a comfortable and enjoyable stay. brbr brbrAge and Occupancy Requirements: Booking tenant must be 25 years of age or older and must occupy the property for the entire duration of the booking. Furthermore, this property is exclusively available as a vacation rental and is not available for worker housing. brbr brbrNo Smoking: Smoking is strictly prohibited within the property to maintain a smoke-free environment for all guests. brbr brbrNo Pets: Pets are strictly prohibited within the property to maintain a pet-free environment for all guests. brbr brbrMid-Stay Cleaning: For stays of 28 nights or more, we reserve the right to require a mid-stay cleaning to maintain the quality of the property. For longer stays, a mid-stay cleaning will be required every 28 nights thereafter. The cost will be collected separately, and the number of cleanings depends on the length of your stay. brbr brbrLocal Wildlife & Pest Control: The Florida Keys are home to various insects (mosquitoes, no-see-ums, termites), reptiles, chickens, Key deer, and other wildlife. While routine pest control is in place, complete elimination is not possible. Guests should take precautions, such as using insect repellent and keeping doors closed, to minimize exposure. brbr brbrConstruction & Renovation Notice: Due to ongoing growth in the Florida Keys, renovations, construction, and road repairs may occur without prior notice. While we strive to provide a peaceful stay, iTrip Key West is not liable for any inconveniences caused by nearby construction. brbr brbrPhoto Disclaimer: All images are for illustrative purposes only. Individual features such as bed sizes, bedding, décor, appliances, colors, and amenities may vary, as these are privately owned homes and updates occur regularly. Lighting conditions and screen settings may also affect how colors appear. Please refer to the written description and reach out with any specific questions or concerns. All furnishings and décor are subject to change at any time. brbr brbrSecurity Cameras: For the safety and security of guests and property, exterior security cameras monitor all exterior areas of the complex. These cameras are for security purposes only and do not monitor any private interior or outdoor living spaces.

Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool

Key West, Florida, United States

1

Bath

Sleeps

Exceptional(51)

$328.28

Come stay at this bright and airy 2 bedroom, 2 full bath town home in the renowned Truman Annex in Old Town. Conveniently located two blocks from Duval Street with all of the restaurants, bars, shops and night life; two blocks from the historic Truman Little White house; a short bike ride to Fort Zachary Beach State Park, the locals “best beach”; 2.5 blocks to Mallory Square for the nightly “Sunset Celebration”. brWalk into the bright and airy first floor living area with an open floor plan, well-appointed kitchen, one full bathroom, LARGE dining table and lovely sitting area which opens to the partially covered back patio for the Florida outdoor living experience. Upstairs are two bedrooms separated by a full bathroom. The master has one King size bed, French doors open to a balcony with a spot to enjoy your morning coffee. The second bedroom has two twin beds that can be moved together upon request to form one King bed. Full size washer and dryer are located upstairs. The living room and both bedrooms have flat screen TV’s for your viewing pleasure. Stay comfortably and enjoy the beauty of Key West.brAlso, enjoy a dip in the private hot tub on your back patio or refresh with a swim in the “Presidents Walk” community pool, located around the corner from the house. Leave the car at the covered carport and enjoy all that Key West has to offer. brbrPlease note: This property is monthly rental -This property has a 28 night minimum stay

DANCING PALMS @ The Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$311.49

Stepping through the white picket gate into this town home located in the gated Truman Annex community, in the heart of Old Town, you will find old-world charm along with high-end amenities. The open main floor has a beautifully renovated kitchen, a large sectional-sleeper and a 65 inch television. Upstairs are 2 ensuites each with well appointed recently updated full bathroom. A full size washer, dryer and gas grill are available. Just one hundred feet from the pool, this town home boasts 4 separate outdoor spaces. You will find the spot-on location to all Old Town Key West has to offer. An off street parking spot is included.brbrPlease note: This is a monthly only rental- 28 nights or more

Ascension at the Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$328.28

The Presidents Walk and Southard Court community is located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the Old Town Key West attractions. The properties are also located less than a half mile from one of the best beaches on the island. The Presidents Walk properties are two level townhouses which have private courtyards on the first level and balconies on the second level. Outdoor Grill. Each bedroom has one queen size bed. All properties are outfitted with washer/dryer, pots and pans, towels and linens, have central air conditioning, off street parking and pool access. brbrPlease note: This property is monthly rental - This property has a 28 night minimum stay

Sago Palm at The Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$2696.07

This isn't just a house, this is your own private mini resort in Key West, Florida. THERE IS NO OTHER PROPERTY THAT COMPARES TO THIS IN KEY WEST- 500 FEET OCEANFRONT. This is the property used by MTV to film the 2006 Real World Key West. 500 feet of oceanfront, 8 bedrooms (sleeps 18) , 4 1/2 baths,11 plasma TVs, pool table (and ping pong), tennis court (optional), racket ball court (optional with Guest House), 2 paddle boards, 2 kayaks, basketball hoop, off street car parking, 60 foot long deep boat dock, 100 foot shallow boat dock, plus secondary protected dock for storms and weather. This property is by far the best Key West has to offer! Off season specials available. Perfect for large family getaways, small business retreats. Call early as it gets filled quickly.brTHE RESORT COMPOUND CONSISTS OF THE LARGE 8 Bedroom House used by the Real World Key West series SLEEPS 18 and an additional optional guest house, SLEEPS 4, (called the Racket Ball House) literally built around a racket ball court with 2 waterfront bedroom. The additional house is rented as an additional option if wanted. PLEASE NOTE THAT THIS PROPERTY IS ONLY REPRESENTED BY THE OWNER ANDREW LIPPI. ANY OTHER PERSON INCLUDING A CRAIGSLIST LISTING IS NOT AUTHORIZED AND PROBABLY A SCAM.

Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort

Key West, Florida, United States

Bed

Bath

Sleeps

$448.82

Gorgeous open water views from this 2-bedroom, 2.5 bath condominium in Harbour Place in the award-winning Truman Annex! | Directly facing the ocean, where the Gulf of Mexico and Atlantic Ocean meet, this nicely furnished condominium enjoys a large waterfront plaza with chaise lounges and front row seating for sunset. | There is a beautiful community pool, covered off street parking and convenient access to Mallory Square! | The Truman Annex is a gated community, in the heart of Old Town with a quick walk to Duval Street, shopping, dining and watersports!brbrPlease note: This property has a 28 night minimum stay

Ocean Breeze at The Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$1056.38

Located in the heart of Old Town Key West, just steps from restaurants, shops, and local attractions, this well-appointed three-bedroom townhome offers a comfortable and convenient retreat. The home features one king bed and two queen beds, making it ideal for families or groups.brRelax in the living room, which includes a comfortable sofa bed, or enjoy the ease of two full bathrooms, each equipped with a shower and hair dryer. Air conditioning throughout the home ensures a cool and comfortable stay year-round.brWhether you’re unwinding indoors or heading out to explore everything Key West has to offer, this townhome provides an excellent home base for your visit.

3-bedroom townhome in beautiful Key West with AC and charm

Key West, Florida, United States

Bed

Bath

Sleeps

$608.86

View passing ships and sunsets from your own first floor, large deck with plenty of seating for a large family in the Truman Annex's most prestigious building, the former U.S. Naval Headquarters in Key West. brTake in the sunshine from the refreshing pool overlooking the ever-changing waterfront. Just steps from the sights and sounds of Mallory Square, downtown tourist attractions, Key West's best beaches, and Old Town's fabulous restaurants. brThe three large bedrooms have ocean views with ensuite bathrooms in the primary and guest bedrooms. The property is fully furnished and professionally decorated complete with central AC, kitchenware, linens, cable TV & WIFI. brThis Harbour Place condo is conveniently located in prestigious Truman Annex in the Heart of Old Town, about 3 blocks from fabulous activities, shops and restaurants on Duval Street and about 1/4 mile from Fort Zachary Taylor State Park. brThis is Key West living at its finest for a vacation you will treasure for a lifetime.brbrPlease note: This property has a 28 night minimum stay.

Catch of the Day at The Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$192.25

LOCATION, LOCATION, LOCATION! Southard Comfort is on Southard Street in the TRUMAN ANNEX, which is one of the most beautiful peaceful retreats and uniquely close to everything, Key West. We are only two blocks from the main Duval Street with it’s bustling shopping, bars, restaurants, & nationally renowned entertainment spots. Southard Comfort is one block from the infamous Green Parrot and is walking and biking distance to everything you will require for a comfortable stay. There is the Truman Waterfront Park for the children with beautiful sunset and water views just a hop away.brAs one of our first guests to enjoy value and comfort in our refreshed, 2 bedroom 1 bath, 2nd floor condominium. You can enjoy televisions in every room, unlimited WIFI, USB charging stations, Keurig and drip coffee makers, washer and dryer, dual balconies and even a front porch. Southard Comfort comes equipped with a light and bright queen bedroom and twins (or King if combined) in the guest room. The condo has been freshly painted, updated and fully air-conditioned and all rooms have tropical ceiling fans. The balconies are situated to provide a wonderful open-air feel and cross breeze. The linens are new, including beach and pool towels. The full kitchen has a large refrigerator, stove with oven, microwave, blender, pots, pans and all the dishes necessary to enjoy a long stay. brKey West boasts an average daily temperature of 82 degrees keeping the ocean water temps at around 80. The Truman Annex SHIPYARD is a clean and safe hideaway, with parking for one car, near all the fun in Key West. Southard Comfort is directly on the parade route for Fantasy Fest and is ideal for couples, families, and seniors. 28 night stay minimum.

SOUTHARD COMFORT at The Truman Annex in Key West

Key West, Florida, United States

Bed

1

Bath

4

Sleeps

$192.99

Embrace the Enchantment of Old Key West Charm!brbrEscape to the enchanting world of Key West Hideaway, where history meets comfort in a vacation rental that whispers tales from 1928. Nestled in a quiet gated community of seven houses, this meticulously curated conch house invites holiday travelers, business professionals, and wandering nurses to experience the allure of Old Town Key West like never before.brbrBedroom Bliss:brbrMaster Bedroom - Lavender Haven: Unwind in the cozy master bedroom with a California king-size bed adorned with a lavender quilt set, golden curtains, and rattan furniture. This space features a large captivating beach scene painting, echoing the serene charm of grassy beaches from the US Northeast. Unique solid oak French doors open into this relaxing retreat.brbrVersatile Retreat - Study Turned Bliss: The central bedroom/workspace beckons with pastel green quilts, a serene blue desk, and a daybed that transforms into a king-size bed. Original double French doors lead to a room decorated with beach-themed accents and a whimsical pineapple-shaped lamp.brbrBath Haven:brIndulge in the spa-like large bathroom featuring a shower-bath combo, a wooden vanity cabinet with cerulean blue accents, and star-adorned cabinet knobs. The beachy charm continues with blue starfish decorations and convenient blue shelves above the toilet.brbrPorch Delight:brSip your morning coffee or unwind on the screened porch, adorned with a small teal metal table, teal chairs, and a swing. Breathe in the island breeze and let the soothing ambiance of Key West embrace you.brbrLiving Room & Kitchen Extravaganza:brStep into the heart of the home—a spacious living room and kitchen area. Vaulted ceilings, exposed beams, and whitewashed Dade County pine walls create a sense of openness and tranquility. The entire ceiling can be illuminated with LED lights for setting the perfect mood. The fully equipped kitchen features an induction stove and oven with an air fryer, microwave, toaster and dishwasher. The kitchen area is seamlessly integrated into the living space, making it ideal for gatherings. There are wine glasses and champaigne glasses available for your romantic moments or celebrations. brbrPoolside Paradise:brThe pièce de résistance is the large pool shared by the friendly gated community of seven conch houses. Dive into the refreshing waters, bask in the Florida sun, or simply revel in the serenity of your private escape.brbrTropical Gardens:brSurrounding the property are exotic tropical plants, including palm trees, pineapple trees, coconut trees, and a charming herb garden with Tree Spinach, Rosemary and Thai Basil, enhancing the lush and serene environment.brbrAdditional Amenities:brThe property also includes several bikes for exploring the island, a convenient washer and dryer unit, and a gas grill for outdoor feasts.brbrAt Key West Hideaway, we invite you to unlock the door to a furnished vacation rental that transcends time, offering a perfect blend of historic charm and comfort. Your Key West Hideaway conch home is situated at the far end of the property, providing additional privacy and serenity. Your escape to Key West begins here, where memories are made, and every detail whispers the promise of a truly unforgettable stay.

Charming 2-bedroom House in Historic Key West with Pool

Key West, Florida, United States

Bed

Bath

Sleeps

$474.71

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrSOUTHERNMOST VISTAS has everything you’re looking for to spend an unforgettable month in Key West. This recently built multi-story home plus rooftop sun deck exudes a wonderful blend of modern and island vibes. Featuring an open living plan, a lovely heated pool, and a spacious rooftop sundeck with incredible views of the Atlantic Ocean and historic Old Town Key West, you couldn’t ask for a better setting to spend a month in paradise. Coupled with Last Key Realty’s Five-Star Guest Services & Complimentary Concierge, you’re sure to cherish your stay at SOUTHERNMOST VISTAS.brbrTHE LOCATION...brbrSOUTHERNMOST VISTAS is located on Whitehead Street, just steps from The Southernmost Point of the United States. You couldn't be any closer to the nightlife and attractions on the southern end of Duval Street (La Te Da and the Butterfly Garden are both right around the corner, and the Hemingway House is just up the street), yet this private home is tucked away just far enough from the hustle and bustle to give you a reprieve from the rest of the world. You won't need a car to get around, but should you decide to bring one there is a designated off-street parking space available.brbrTHE LIVING AREA & KITCHEN...brbrUpon entering SOUTHERNMOST VISTAS, you'll immediately notice the seamless blend of modern and island style décor that flows throughout this picturesque home. The living room has a large flat screen TV and comfortable seating in the form of a large sectional sofa. The first floor has a bevy of large windows, filling the living space with natural light and views of the tropical plants surrounding this slice of paradise.brbrThe fully equipped kitchen has beautiful stainless-steel appliances and plenty of countertop and cabinet space. There is a kitchen island that can comfortably seat four and next to the living room is a formal dining table with seating for up to six.brbrTHE POOL AREA & ROOFTOP SUN DECK...brbrThrough the large French doors in the living room sits the dip pool and a lovely lounge area. The private heated pool is the perfect spot to relax after a day of walking around Old Town. Kick back poolside on the outdoor sectional sofa or fire up the BBQ grill to enjoy an outdoor meal. The entire pool area is surrounded by lush tropical landscaping.brbrOne of the most remarkable features of SOUTHERNMOST VISTAS is the million-dollar view of the Atlantic Ocean and historic Old Town you’ll enjoy from the Rooftop Sun Deck. There is no better place to soak up some sun than on the deck’s chaise lounges while you take in the breathtaking view. There is also additional outdoor furniture on the Sun Deck, making this the perfect place for enjoying a cup of coffee at sunrise or a cocktail in the evening.brbrTHE ACCOMMODATIONS...brbr** Master Suite: Located on the Second Floor with a King bed, a flat screen TV, double closets, and an en suite bathroom with double sinks and a walk-in shower. brbr** Second Bedroom: Located on the Second Floor with a King bed, a flat screen TV, and direct access to the jack-and-jill bathroom with a shower and tub combo.brbr** Third Bedroom: Located on the Second Floor with a Queen bed, a flat screen TV, and direct access to the jack-and-jill bathroom with a shower and tub combo.brbr** Fourth Bedroom: Located on the First Floor with a Queen bed, a flat screen TV, and an en suite bathroom with a walk-in shower. This bedroom and bathroom are handicap accessible. 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 & YouTube TV included.brbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced & Lushly Landscaped Private Yard br** Private Heated Poolbr** Propane BBQ Grillbr** Designated Off-Street Parking Spacebr** Rooftop Sun DeckbrbrOther notes:brbr** All monthly rentals include a mandatory interim clean. Multi-month stays require 1 interim clean per month.br** Additional interim cleanings availablebr** This property will accommodate up to 8 adultsbr** Pets Considered - Small Dogs & Cats Allowed

**SOUTHERNMOST VISTAS @ SOUTHERNMOST** Gorgeous Home & Pool + LAST KEY SERVICES…

Key West, Florida, United States

Bed

Bath

Sleeps

$105.95

Quiet cottage in a located in new town. Quick taxi ride or bus ride to downtown. Do your Duval Crawl & then head back to a quiet peaceful and relaxing swim in the pool. Located on a private property with homeowners on site. Off-street parking and a private entrance to the cottage. No smoking & no pets. 2 people max. This is a minimum 28 day rental.

Cottage

Uptown quiet cottage close to beaches, restaurant & shopping.

Key West, Florida, United States

Bed

Bath

Sleeps

$183.48

Renovated ground floor apartment in Truman Annex. Steps from Duval Street! Enjoy all that the beautiful gated community has to offer including a large pool with lounge chairs and sitting areas. This two bedroom unit is a private, 1st floor entry that boast tons of natural light. The unit was just completed renovated and includes a large Samsung washer and dryer, Keurig Coffee Maker, Secure Keyless Entry, a parking spot specific to the unit, and more! Walking distance to Truman Waterfront Park. brbrThis unit is in a gate community with 24 hour security. In addition to being just steps from the heart of Duval Street and Truman Waterfront park, you are also walking distance to Mallory Square, Fort Zachary Taylor, Hemingway Home, Historic Waterfront Seaport, the Southernmost Point of the United States and all of the best Key West attractions. You really can't find a better location in Old Town Key West!

Sailor's Sanctuary - A Renovated Condo in Old Town

Key West, Florida, United States

Bed

Bath

Sleeps

$681.47

Summary:brbrCloud Suite On Duval is a beautifully updated 2 bed, 2.5 bath upper level condo located right in the heart of world famous Duval Street! This stunning vacation home is located in the rear of the building and features a private sundeck with views of the surrounding tropical greenery. Take advantage of this rare find in the center of it all! Located on the 700 block of Duval Street, you are walking distance to nearly anything and everything.brbrbrbrThe Space:brbrHistory meets luxury in this 1935 home that has been redesigned and updated with a bright and modern touch. The 2 bedrooms upstairs both feature luxury King size beds with memory foam mattresses. Both bedrooms offer Smart TVs, ceiling fans, bedside lighting and gorgeous en suite bathrooms. The oversized windows allow ample natural lighting to fill your room every morning. The living room also offers a comfy Queen-sized Murphy bed that can sleep 2 adults and a powder room beneathe the stairwell.brbrbrbrThe downstairs living area offers all new furnishings and a large flatscreen Smart TV with plenty of seating for your entire group. Just off the living room and through the French doors awaits your private sundeck, the perfect place to start your day with a cup of coffee, or to end it with night cap after your late night activities on Duval St. brbrbrbrThe oversized updated kitchen includes bar seating and top-of-the-line stainless steel appliances to enjoy a home cooked meal.brbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to check-in to enter the unit.brbrbrbrHow to access: This is a second-story home with stair access only.brbrbrbrThe Neighborhood:brbrOn the 700 block of Duval, The Cloud Suite on Duval is centralized to everything Key West. brbrbrbrIn the heart of Duval street you can find many of locals favorite's such as: Martins, 915, 801 Bourbon Street Pub, Moondog Cafe & The Hemingway House.brbrbrbrLooking for a night out Find Willy T's, Fogarty's and Fat Tuesday’s at the other end of Duval, but don’t worry there are pedicabs everywhere for easy transportation up and down Duval Street.brbrbrbrBeing in the heart of everything does come with noise of Duval street, but nonetheless an easy and convenient location to experience all Key West has to offer!brbrbrbrGetting Around:brbrParking Information: This property does not offer parking: we are happy to provide you with nearby recommendations!brbrbrbrThere 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- Just off the kitchen, and near the entrance of the home, is a new private washer and dryer available for guest use.brbr- This unit is not pet friendly.brbr- This home is apart of the Sky Suites Retreat including 2 condo's above Duval Street. Reserve both for a discounted price, sleeping up to 12 guests. (Contact us for more information!)

Apartment

Cloud Suite on Duval Street with Balcony

Key West, Florida, United States

Bed

Bath

Sleeps

$167.37

Atlantic Paradise Escape | Luxury Oceanfront Condo in Key WestbrbrMonthly Rental | Unit MC322 | 2BR, 2BA | Direct Ocean Views | Assigned ParkingbrbrWelcome to Atlantic Paradise Escape—your private island sanctuary nestled within the exclusive 1800 Atlantic Condominiums in Key West. This elegantly renovated 2-bedroom, 2-bath oceanfront condo offers all the luxuries of a boutique hotel with the comforts of home, designed for extended monthly stays.brbrEnjoy direct ocean views, two spacious King Suites, and resort-style amenities, just steps from Smathers Beach. Tropical Luxury, Thoughtfully Designedbrbr Expansive Ocean Views from the living room and both bedrooms through floor-to-ceiling sliding glass doorsbr Private Balcony with outdoor seating—perfect for morning coffee or sunset cocktailsbr Two King Suites with high-thread-count linens, blackout curtains, and generous closet spacebr Spa-Inspired Bathrooms with upscale finishes, rainfall showerheads, and custom tilebr Curated Artwork & Designer Touches throughout the homebr Gourmet Kitchen with quartz countertops, stainless appliances, and fully stocked dishware and cookwarebr Smart TVs in Every Room, high-speed Wi-Fi, and streaming-ready cablebr In-Unit Washer & Dryer for convenience during long staysbr Accommodates up to 6 guests comfortablybr Assigned Parking Space includedbrbr Luxury Amenities at 1800 Atlanticbr Olympic-Size Heated Pool overlooking the Atlantic Oceanbr Jacuzzi, Sauna & Modern Fitness Centerbr Three Lighted Tennis Courts, including a professional-grade clay courtbr Racquetball Court, sun decks, and tropical garden pathwaysbr 400 ft. of Private Oceanfront Access with sun loungers and palm-shaded spotsbr Direct Beach Access to Smathers Beach (just a 5-minute walk)br Outdoor BBQ Grills & Picnic Areas for al fresco diningbr Secure Building with elevator access and on-site managementbrbrYour Private Retreat AwaitsbrWhether you're a snowbird escaping the winter chill, a remote worker in need of serenity, or a family ready for a coastal recharge, Atlantic Paradise Escape is your perfect home base in Key West.brbrContact us today to reserve your month in paradise.

Atlantic Escape Luxury Oceanview Key West Condo resort style amenities

Key West, Florida, United States

Bed

Bath

6

Sleeps

$704.31

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrSUNFLOWER MELODIES captures the feeling of a childhood summer, like your bare feet on freshly cut grass, the summer sun gently kissing your skin or the sweet, subtle scent of a field of wildflowers in bloom. A month in Key West is defined by a simpler way of life, with low stress, high fun, and heaps of relaxation - which SUNFLOWER MELODIES provides in excess. This 3 bedroom home has been tastefully decorated with beach-inspired decor and thoughtful, modern touches throughout. As terrific as this home is, the best feature of SUNFLOWER MELODIES is the private oasis in the backyard, including a private heated pool, a large flat-screen TV and a private tiki hut. Combined with Last Key Realty's Five-Star Guest Services and Full Time Concierge staff, your month at SUNFLOWER MELODIES will have you singing our praise.brbrTHE LIVING AREA & KITCHEN...brbrSUNFLOWER MELODIES is a property designed to help you relax and enjoy life on the rock. The cool island tones and upscale furnishings provide a sense of comfort. The plush sofa in the living room is perfect for your group to gather in front of the large flat-screen HD Smart TV. The dining room has a large dining table with seating for six and two extra seats at the kitchen bar. The kitchen offers modern appliances and is fully equipped with all of the tools you'll need to prepare meals at home.brbrTHE BACKYARD...brbrAs well done as the interior of SUNFLOWER MELODIES is, the real shining star is the private oasis awaiting you in the backyard. The pool was recently installed, can be heated in the cooler months, and faces its own large flat-screen TV! There’s a private tiki hut, which also features a flat-screen TV, and comfy outdoor furniture. The outdoor Foosball table provides another entertainment option and the detached Guest House has been converted to a home office in case you need to get work done during your vacation. The fully fenced turf yard is surrounded by lush landscaping, making the backyard of SUNFLOWER MELODIES completely private. Fire up the propane grill for an outdoor meal using the outdoor dining set with seating for four.brbrTHE ACCOMMODATIONS...brbr** Master Suite: King bed, a full closet, flat screen HD TV, and an en-suite bathroom with a glass shower.brbr** Second Bedroom: Two Twin beds OR One King bed, a full closet, flat screen HD TV, and access to the full bathroom in the hall.brbr** Third Bedroom: Queen bed, closet, and flat screen HD TV.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer & Dryerbr** Central Heat and A/Cbr** Ceiling Fans Throughoutbr** Flat Screen Cable TVs in Living Room & 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 Yardbr** Propane BBQ Grillbr** Private Heated Poolbr** Off-street Parking in Drivewaybr** Foosball Tablebr** Tiki Hut w/ TVbr** Home Office in the Guest HousebrbrOther notes:br** 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** Max of 2 Small Dogs Allowed with Additional Fee of $200 per petbr** 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.

**SUNFLOWER MELODIES @ MIDTOWN** Modern Private Home & Pool + LAST KEY SERVICES…

Key West, Florida, United States

Bed

Bath

Sleeps

$300.24

Two bed room bath and a half townhouse located on a quiet street in Old Town Key West. brbrLocated two blocks east of Duval, in proximity to St. Mary's Star of the Sea Basillica, you are a close walk to all Old Town has to offer. Easy access to Duval, Historic Seaport, Key West Theatre, White Street Gallery,as well as Higgs and Smathers Beaches. brbrPenny's Perfect Place is an end unit of a three unit building;. Conch Town Villas complex has two buildings comprised of full time residences as well as other owner occupied homes. HOA ensures all homes and common areas are maintained, brbrHome has a modern, spacious, equipped, eat in kitchen, half bath and over-sized couch with smart TV on first floor. Small back deck with grill; Front porch with outdoor furniture and sun sail. brbrUpstairs has two bedrooms each with a closet, one king and one queen size bed: plus an updated bathroom featuring a walk in shower and lighted fog free mirror. brbrEntire house has LVP flooring for your comfort and convenience. brbrAdditionally house has a rare, reserved, off street parking space. However if you fly, private car rental service is available. Car will be delivered to the reserved parking spot. We don't do the car rental but it is through a trusted partner. brbr**Due to city ordinance, this property has a 28 day minimum rental**

Penny' s Perfect Place

Key West, Florida, United States

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Bath

Sleeps

Select Dates for Price

Charming house in Old town near the cemetery and 3 blocks from Duval. Complete renovation with Central Air, full designer kitchen and heated pool. 2 Bedrooms (Queen and King) and 2 Full Baths.brbrHouse is only available to responsible parties.brbrHome comes with weekly maid service brbrBooks very early with 100% returning guests.brbrWe are looking for single winter rentals for January 1 to March 31. We have some flexibility be are looking for a single rental for the period.brbrWe are only looking for responsible and respectful guests. You will love it.

Private Heated Pool-2BR/2BA-OldTown for full Winter Jan 1 -March 31 -Weekly Maid

Key West, Florida, United States

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