33040, Florida, United States Vacation Rental Homes By Owner - Page 30

This ocean front 3/2 condominium is fully equipped with all the amenities you will need for a relaxing stay. The gated community offers a pool, assigned parking and amazing views. The large balcony overlooks the Atlantic Ocean. There is a large open kitchen and living area. The condo comes with Wi-Fi, large smart TV's, all linens and towels needed. The complex is very close to the famous Stock Island restaurants and the adjacent to the Ocean's Edge Marina and Resort. A quick ride will bring you to the sites on the famous Duval Street in Key West. The property has it all. Whether you are visiting to relax on the balcony or by the pool or would rather fish in the Atlantic or Gulf of Mexico, this has it all.

Ocean Front Lower Keys on Stock Island, 3/2 luxury condo at the Ocean's Edge!

Key West, Florida, United States

3

Bed

Bath

6

Sleeps

Select Dates for Price

This recently renovated three-bedroom, two-bathroom home has a spacious post-and-beam addition that opens onto an outdoor area with a heated saltwater pool. Play bocce on the back lawn or enjoy a cold drink while lounging poolside.brbrThe open-plan kitchen with state-of-the-art appliances is a playground for the passionate chef, and the great room is ideal for entertaining friends and family. Blu is a home that is designed with comfort and relaxation in mind. Recline under the covered pool lounge or venture out to one of Key West's world-class restaurants. This unique property is ideally situated on the island, with the beach just a few blocks away and Cuban coffee shops steps from the house; Con Leche, Buccis, and Cheese Bread abound.brbr* Please note that this property can also be offered as a four-bed, three-bath (Blu on White) or a five-bedroom, four-bath (Big Blu).br Please let us know if you are interested in one of these options.

Blu a Grand, three-bedroom, two-bath, home with a heated pool in old-town KW

Key West, Florida, United States

Bed

Bath

Sleeps

$158.76

Just inside the Truman Annex's main gate on Southard Street, this well-appointed, very popular one-bedroom, second floor gem features tropical views and breezes and yet it's only two blocks from the heart of Old Town Key West, with an easy walk to restaurants, shops and many other Key West attractions. A Pleasant Stay boasts a large rear deck with a 50% overhang to protect you from the elements while enjoying the shade of lush palm trees and other vegetation. You'll stroll through floral-lined lanes to Shipyard's around-the-corner private pool. Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The condos are located 2 blocks from Duval Street and all the Old Town Key West attractions. The properties are also ¼ mile from Fort Zachary Taylor State Park. The property is outfitted with washer/dryer, pots/pans, towels, linens, central air conditioning, off street parking, and pool access. brPlease note: This property has a 28 night minimum stay

A Pleasant Stay at The Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$329.78

Newly Renovated Townhome in Prime Old Town Key West located just 3 blocks from the beach! Experience the best of island living in this beautifully renovated 2-bedroom, 1.5-bath end-unit townhouse, perfectly situated in one of Key West's most sought-after neighborhoods. Features include a stunning new kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and a handcrafted Moroccan Zellige tile backsplash. The open-concept layout offers bright and welcoming living and dining spaces that extend effortlessly to a private deck - ideal for outdoor dining, entertaining, or quiet relaxation. Upstairs, two spacious bedrooms and a fully renovated bath provide comfort and style, while a convenient half bath serves the main floor. Ideally located off the quiet end of Duval so you have easy access to island's best dining and beaches without the nosy crowds.

Renovated Old Town 2 Bedroom with Private Backyard

Key West, Florida, United States

Bed

Bath

Sleeps

$376.08

Welcome to our charming 3-story Historic Home, nestled in a quiet and desirable neighborhood, just a 5-minute walk from the beach. This spacious and open-concept home is perfect for indoor and outdoor entertaining, offering a truly unforgettable vacation experience.brbrKey Features:br • Large open-concept layout, ideal for family gatherings and socializingbr • Fenced yard providing privacy and a safe space for kids to playbr • Heated pool for relaxation and fun, no matter the seasonbr • Conveniently located just a short walk away from the famous Duval Street, known for its vibrant atmosphere and entertainmentbr • Luxurious primary suite featuring a spacious porch and balcony, perfect for enjoying morning coffee or evening sunsetsbr • Two spacious front porches that invite relaxation and offer a taste of classic Southern charmbrbrAccommodations:br • 3 bedrooms with en-suite bathrooms, ensuring comfort and privacy for all guestsbr • Loft area with 4 twin beds, a cozy retreat for kids or additional guests, accessible by a sturdy ladder. br • 2 dedicated work areas, allowing you to stay connected while enjoying your vacationbrbrWhether you're relaxing by the pool, exploring the nearby beach, or strolling down Duval Street, our historic home provides the perfect backdrop for a memorable vacation. With its blend of modern amenities and timeless charm, it's the ultimate destination for families seeking a comfortable and convenient getaway. Book now to secure your unforgettable stay!

Paradise on Von Phister, only a 5 min walk to the Beach!

Key West, Florida, United States

Bed

Bath

10

Sleeps

$204.56

AGE REQUIREMENT:brEveryone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and primary renters are 25 years or older. We do not accommodate bachelor parties, bachelorette parties, student groups or construction workers-NO EXCEPTIONSbrbrThis property is a 28 night minimum. Boat slips available for rent! Inquire with us. brbrFEATURES:brBedrooms: 2 (1 king and 1 queen)brBathrooms: 2brLocation: Sunset Marina Gated CommunitybrSquare Feet: 1171brParking: 1 assigned covered parking space (NO ELECTRIC VEHICLES/SCOOTERS/BIKES ALLOWED)brAmenities: Wifi, TVs, in-unit laundry, balcony, shared pool, near the golf course, boat slip availablebrThis unit does NOT have a dishwasherbrbrTHINGS TO KNOW: brRestrictions/Rules: No smoking. No Pets.brbrCheck in: 4PM - We do not guarantee an early check in request will be granted because we need to give the housekeepers time to ready the units for check-in, however, should your unit be ready early, we will notify you from this number that you can check-in. No units will be able to accommodate a check-in earlier than 12pm. brbrCheck out: 10AM - We do not accommodate late check outs. brbrItems provided: All linens, bath towels and beach towels are provided for your convenience. You are provided an initial supply of bath soap, dish washing liquid, toilet paper, laundry detergent and paper towels. Additional supplies are the responsibility of the renter, or once the initial supply is used.

Mariner's Oasis at Sunset Marina- 2bed 2 bath condo w/boat slip for rent

Key West, Florida, United States

Bed

Bath

Sleeps

$168.22

To provide our guests with a clean and sanitized home, our cleaning service cleans AND disinfects all high-touch surfaces in household common areas (e.g. tables, hard-backed chairs, doorknobs, light switches, remote controls, keyboards, handles, toilets, appliances, etc.).brbrWe also feature no contact checkin, no need to go anywhere to get keys or checkin.brbrCome stay in a premier development in Key West. This is a great location to stay with a monthly rental minimum. Reservations must be by the month starting with the first of the month. Yearly rates available. brYou are close to everything Key West has to offer. brbrOur house offers many amenities to make your stay comfortable and convenient. brEach Bedroom on the second floor has a Queen Size Bed, a Flat screen Smart TV, a full size dresser and closet space. The first floor has the Full Size Kitchen, Dining and Living Area that leads out to a large screened-in back porch. Outside is a beautifully landscaped yard with room to enjoy for entertainment or relaxation in the backyard both daytime and with exterior lights at nighttime.brThe Gated Community includes 24-hour security, 2 outdoor pools, fitness center, and beautiful landscaping. Great community for the daily neighborhood walk or bike ride. We have bikes under rear steps in backyard. The Public Golf Course where the property is located is to play at your leisure. From our place, a 15-20 Minute drive to Duval St depending on traffic. A short minute or 2 drive or short bike ride to Lower Keys Medical Center, Gerald Adams Elementary and Florida Keys Community College. But yet everything seems like a short bike ride to everything Key West has to offer. Stay at our place while you enjoy Paradise.

Monthly Availability beginning May 2025

Key West, Florida, United States

Bed

Bath

Sleeps

$210.1

Just a short walk from the Resort style pool and fitness center, our townhome, situated on the 1st fairway of the Key West Golf Club, offers 2 bedrooms, each with en-suite bathrooms, and an office with a queen Murphy bed that can sleep 2 additional people. Upon entering, you'll be met with an inviting and serene space. There is a cozy living area with comfortable furnishings and screened in porch to enjoy your morning coffee or unwind after a full day of activity in key West! Indulge in culinary delights in a full kitchen with stainless steel appliances and everything you need to whip up your favorite recipes.brbrThe community boasts a large resort style pool as well as a second, small pool and a fitness center for your use during your stay!brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThings to KnowbrCheck-in time: 4:00 PMbrCheck-out time: 11:00 AMbrQuiet hours are from 10:00 PM to 8:00 AMbrNo smoking is permitted anywhere on the premises.brbrParking notes: There is free parking available for 1 vehicle.

Fishpartment South

Key West, Florida, United States

Bed

Bath

Sleeps

$192.25

A Low Tide is a charming first floor end unit in the Shipyard Condominiums in the award winning gated community of the Truman Annex. | Featuring two bedrooms, one with an adjustable king bed and the other with twin beds that can also be made into a king. In addition there is a queen sleeper sofa in the living room. This property has recently been refreshed featuring new appliances, tvs, bedding, etc.! | It is is located 2 blocks from Duval Street and all of the Old Town Key West attractions and includes off street parking for one vehicle. | Enjoy both the front and back rear deck has outdoor dining and lounging all year long. | The refreshing community pool is just steps from the back deck! brPlease note: This property will require a minimum of a 28 night stay.

A Low Tide at The Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$362.39

Located in The Colony, a secluded, gated enclave just steps from Duval Street, Colony Sunset is a colorful and relaxing retreat. Walk up the flagstone path and enter the home through the vivid and cheerful living space, accented with cerulean blue walls and splashes of tropical art. A vaulted ceiling with exposed beams and huge transom windows that extend all the way to the tip of the roof add a bright and airy feeling to the cozy space. Just through the French doors lies a private deck for sunning, relaxing and al fresco dining.brbrThe fully appointed kitchen is attached to the living area and features a sit-down bar, charming open shelving and a bright color scheme. brbrThe bedroom is painted in soothing blue tones and features cathedral ceilings, a king size bed, and flat screen television. brbrJust outside the front door is a porch with Adirondack chairs for enjoying a morning Cuban coffee or a twilight glass of wine amongst the palm trees. The huge Colony swimming pool, which is shared with other residents, is located just steps away. Beaches, shopping, and award-winning restaurants are just a short walk or bike ride from your front door.brbrIf you are staying with a large group, please note that Rent Key West Vacations has two other similar properties to rent within this compound- Colony Calypso and Colony Poolside.brbrBedding: 1 King, 1 sleeper sofa (full)brbrPet friendly- under 40 pounds. Additional fees apply.brbrLocated in The Colony, a secluded compound just steps from Duval Street, Colony Poolside is a peaceful retreat. Enter the home through the serene and inviting living space, accented with blue and white decor, wood floors and pops of color from nautical-themed accents and artwork. A vaulted ceiling with exposed beams and huge transom windows that extend all the way to the tip of the roof add a bright and airy feeling to the cozy space. brbrThe fully appointed kitchen is attached to the living area and features a generous sit-down bar and charming open shelving. Through the French doors lies a private deck for sunning, relaxing, grilling and al fresco dining.brbrThe bedroom is accented with wainscoting and features cathedral ceilings, a king size bed, and flat screen television. brbrBack outside the front door is a porch with Adirondack chairs for enjoying a morning Cuban coffee or a twilight glass of wine amongst the palm trees. The large Colony swimming pool, which is shared with other residents, is located just steps away. Beaches, shopping, and award-winning restaurants are just a short walk or bike ride from your front door.brbrIf you are staying with a large group, please note that Rent Key West Vacations has two other similar properties to rent within this enclave - Colony Sunset and Colony Calypso.brbrBedding: 1 king, 1 sleeper sofabrbrParking: There is a small parking lot for cottage guests and available on a first come first parked basis. If the lot is full, there is on-street parking right on Oliva Street and on surrounding side streets and lanes.

Cottage

Colony Sunset- Bright and airy cottage in the heart of old town Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$438.63

Summary:brIsland Time is a newly renovated, 2 bed 2 bath condo located in the gated La Brisa Condominium complex. Situated directly across the street from the Atlantic Ocean, you are just steps away from world famous Smathers Beach (the most beautiful beach in Key West) and breathtaking water views. Experience unparalleled tranquility on your private balcony with salt pond views, or relax and socialize at the sparkling, resort-style pool and hot tub to pass the time. Head downtown, a short 10 minute drive or bike ride away, and enjoy vibrant Duval St and all that comes with it.brbrThe Space:brStep inside Island Time and feel your worries and stress fade away. The newly updated kitchen space, part of the open floor plan, is a chef's dream and provides a. all the amenities you need to cook up a proper meal for you and your group. Just of the kitchen, sits the entrance to the guest bathroom and bedroom that sleeps up to four guests - with two full beds. Here, you will also find the laundry closet that is equipped with a full size washer & dryer. brbrMaking your way back into the main space, you arrive in the living area that provides ample natural light. The living area also offers a Queen-sized pull out sleeper sofa that can comfortably sleep up to 2 adults. The private balcony with outdoor seating is located just off the living room and gives you a secluded feel with the view of Key West's nature. Finally, to your right, you will find the spacious, luxurious master bedroom that includes a king size bed, walk-in closet and ensuite bathroom.brbrGuest Access:brOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival.brbrThe Neighborhood:brLa Brisa condominium complex is located in the Midtown Neighborhood of Key West along the island's southern coast. You can smell the ocean breeze from the property which is a short distance to Smathers Beach - Key West's largest and most popular beach. One of the quieter areas of Key West, this neighborhood is just a short walk to the nearest dog park and the White Street Pier. Take the back roads through the Casa Marina area and see some of the island's most beautiful homes. Looking for a nearby bite to eat Check out one of our local favorites: Salute on The Beach.brbrGetting Around:brGetting around this island is easy and fun! With your close proximity to Key West International Airport, arrive with ease. Take a short ride share, taxi, or rent a car or golf cart right when you exit the airport. Key West offers a short distance to most attractions, restaurants, bars, and shops. From your front door, you should expect to get to the center of downtown in 10 minutes or take a shorter route to the Historic Seaport where you can find more available parking.brbrOther Things to Note:brAmenities include: shared pool and hot tub, BBQ grills, sauna, tennis courtsbrQuiet Hours are from 11:00PM to 8:00AMbrLaundry/Towels are not allowed to be hung out over the balconybrThis unit features smart TVs & Youtube TVbrTrash chutes are available for use

Island Time | Luxury Beach Condo w/ Pool & Hot Tub

Key West, Florida, United States

Bed

Bath

Sleeps

$311.49

Captain's Wheel at The Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

6

Sleeps

$223.68

Summary:brbrEclectic Duval Street studio with shared poolbrbrbrbrThe Space:brbrDuval Street Studio with Private Patio – Monthly RentalbrbrbrbrExperience the vibrant heart of Key West in this eclectic studio, available for monthly rental only, located just behind The Grand Café on Duval Street. Perfectly positioned in the center of Old Town, this charming retreat puts you steps from the island’s best dining, nightlife, shopping, and attractions — while offering a quiet, tropical escape in a gated compound.brbrbrbrStep inside to discover a cozy, stylish space that blends Key West’s signature character with modern comfort. The studio features a plush queen bed for restful nights and a compact kitchenette equipped with essentials for light meals or morning coffee before heading out to explore. Enjoy the best of indoor/outdoor living on your private patio, perfect for relaxing with a drink or soaking in the island breeze.brbrbrbrWhen you’re ready to unwind, take a dip in the shared courtyard pool, surrounded by lush tropical landscaping — a hidden oasis just beyond your door.brbrbrbrUnbeatable Old Town LocationbrbrbrbrFrom your doorstep, walk to Mallory Square for sunset celebrations, tour The Ernest Hemingway Home & Museum, or stop by nearby favorites like Sloppy Joe’s, Fogarty’s, and The Bull. Whether you’re here for live music, art galleries, or laid-back afternoons by the pool, everything you love about Key West is within easy reach.brbrbrbrGood to Know:brbr- Gated entrybrbr- Shared courtyard poolbrbr- Shared coin laundrybrbr- Private patiobrbr- Queen bedbrbr- Monthly rental only (29-day minimum per local ordinance)brbr- No parking available – walking or biking is the best way to explore Old Townbrbr- No pets and no smoking allowedbrbr- Proper county and state taxes collected regardless of booking platformbrbrbrbrThis Duval Street studio with a private patio and queen bed offers the perfect blend of island energy and peaceful retreat — a quintessential Old Town Key West experience just steps from it all.

Apartment

Orchid Suite on Duval

Key West, Florida, United States

Bath

Sleeps

Exceptional(29)

$423.25

Summary:brbrWelcome to Sunrise Suites, a peaceful community on Key West's southeast side. Just 1 mile from the beach and 10 minutes from Duval Street's attractions, this two-bedroom condo complex features uniquely designed units. Enjoy access to a shared hot tub, heated pool, walking paths, biking trails, a tennis court, and on-site laundry facilities—everything you need for a relaxing stay!brbrbrbrThe Space:brbrTwo bedroom two bathroom suite with private balcony overlooking the salt marshes!brbrBedroom 1: King bed, walk-in closet & en-suite bathroom brbrBedroom 2: Queen bed with attached bathroombrbrLiving Area: Queen pull-out couch and a quiet private balcony brbrbrbrAll of your cooking essentials included along with brand new kitchen counters the Tortuga Suite is ready for cooking all your vacation meals.brbrThere is central AC, private parking for 1 vehicle at this unit as well as internet, TV, and cable.brbrbrbrGuest Access:brbrOur self check-in makes the process seamless. brbrbrbrGuests 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.brbrbrbrThe Neighborhood:brbrTortuga Suite is located inside of the Sunrise Suites Resort Community located about 10 minutes away from the World Famous Duval Street and its vibrant restaurants, art galleries and nightlife. Inside the community you can find a corner store, spa, walking and biking trails. It is also located just a short drive away from the nightly Sunset Celebration and entertainment at Mallory Square.brbrbrbrGetting Around:brbrThere is 1 parking spot available per apartment. However, the spots are not marked. They are available on a first-come first-serve basis so we can not guarantee close proximity to your unit. brbrbrbrA second parking spot is a possibility and based off of parking lot vacancy. Should you see an additional spot, you may park free of charge.brbrbrbrThere are a variety of great ways to explore Key West including by bicycle, pedi-cab, moke, scooter, golf cart, Uber or taxi. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Private stackable washer and dryer - To get you started we supply detergent and dryer sheets.brbr- This unit is located close to the airport.

The Tortuga at Sunrise Suites - Balcony & Pool

Key West, Florida, United States

Bed

Bath

Sleeps

$292.96

**Please note that this rental only allows for payment by check/E-check. Credit card payment will be subject to additional credit card fees.brbrTRANQUILITY AWAITS…brAwaken your tropical senses in this well-appointed 3 bedroom, 2 bathroom retreat nestled into the Old Town district of Key West. Lush vegetation greets you at every corner of this property creating a sensation of tranquility. Well equipped with all the everyday home comforts enhanced by desirable modern luxuries, this haven is sure to make the most of your island vacation. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES…brThis charming Conch sanctuary exudes bright and crisp décor representative of coastal living. Easy living can be achieved as you sprawl out in the cozy living room that includes a flat screen TV and bookshelf full of novels for a rainy afternoon. A fully equipped kitchen lies nearby showcasing stainless steel appliances for meal prep which can be enjoyed at the indoor dining table for 4. Perch the windows open as natural lighting pours through and invite the island breeze in creating a cheerful indoor/outdoor space. An additional living space is located at the front of this home equipped with a comfy seating area and small kitchen steps away. This property is equipped with a Ring Doorbell located next to the front door of the home. brbrSLEEPING ARRANGEMENTS…brThe first guestroom comes with a comfortable queen bed, flat screen TV and closet space for your belongings. The second guestroom can be entered off the kitchen through double barn doors and includes a trundle bed, armoire storage and French doors leading out to the garden for your morning cup of coffee. Both guestrooms share a jack and jill full bathroom equipped with a walk in shower and newly refinished antique soaking tub. Residing within the front living area of this home is a full bed guest room and bathroom with a shower tub combo just steps away. An upstairs loft with a twin mattress or the sofa sleeper down below can be used for additional sleeping arrangements. brbrOUTDOOR LIVING…brYour dreamy outdoor oasis will fully complete your tropical vacation. A calming afternoon calls for unwinding in the heated dip pool followed by an evening under the stars in the rocking chairs or hammock. Enjoy grilling out on the BBQ and dining al fresco with seating for 4 as you map out your next day's adventures. A quaint front porch is the perfect spot for enjoying your cup of coffee as you watch neighbors pass by. Peacefully located, this home allows for the best kind of R & R with only a short ride into town or the sandy beaches of Key West. brbrPETS...brNo pets please.brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPool/hot tub heating fee (if applicable)brPet fee (if applicable)brbrBOOKING DATES...brThis home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 90 days before the start of stay will receive a 100% refund. brbrCancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s).brbrSUN IS SHINING, THE WEATHER IS SWEET…

LA PUERTA ROSA~Charming 3 bed/2 bath Conch Home in Old Town Key West!

Key West, Florida, United States

Bed

Bath

Sleeps

$531.0

Partial list of rental amenities at Craig & Cindy's Truman Annex Shipyard Condos include:brbr2 bedrooms 2 full bathroom {queen and 2 twins (or we can convert the 2 twins to a king bed with a king converter) plus a sleeper sofa in the living room.brbrFully equipped kitchen with upgraded appliances and cooking accessories.brWasher & dryer with iron & ironing board.brAll towels and linens, including beach towels.brCentral air & ceiling fans.brSecond floor condo with outdoor balconies (or ask us about renting both an up and down Shipyard condo for even more room)brLarge shared Shipyard pool located just steps away.brFlat Panel TV's and entertainment center.brHigh speed internet with Wi-Fi.brAssigned parking spot for 1 car.brbrLocated in prestigious Truman Annex at Mile Marker 0 - location, location, location. Shipyard Condos are right at the entrance to Ft. Zachary Beach and next to Mallory Square and those famous nightly Sunset Festivals and just two blocks from Duval Street and all of the shops, restaurants, night clubs and museums. While we provide a parking spot, you will not need a car! brbrExcept for festivals such as Fantasy Fest, Meeting of the Minds, and Powerboat Races, we generally require Saturday-Saturday rentals so if your dates are not Saturday-Saturday please email us with your dates prior to booking so that we can check our calendar to see if an exception is possible. brbrSHIPYARD 202-3 IS A RARE TWO BEDROOM TWO BATH (MOST SHIPYARD CONDOS ARE 1 BATH) AND IS 25% LARGER THAN A STANDARD SHIPYARD CONDO.brbrWe have many other Key West Truman Annex vacation rental listings that can be accessed via VRBO. Let us know if you have a particular interest or property size in mind.

Craig & Cindy Key West Truman Annex 2 bedroom 2 bath Shipyard Condo at MM 0!

Key West, Florida, United States

Bed

Bath

Sleeps

$221.07

STEPS TO DUVAL STREET! WALK EVERYWHERE--TO ALL RESTAURANTS, SHOPS AND BARS OF OLD TOWN! You wont need a car with this location!brbrLA DOLCE VITA is located in Old Town, Key West!! Just 3 short blocks to Southernmost Beach and Southernmost Point in the heart of the Historic District.brbr Please check out our calendar for availability & photos and our video.br brThe condo is totally renovated! It has a dramatic high 14 ft ceilings, a granite countertop, galley style kitchen, stainless steel appliances refrigerator w/ great ice maker, 2 burner glass cooktop, large microwave. It has cherry wood floors, queen size bed w/ memory foam mattress, 75 inch flat screen Smart TV in living room, 35' flat screen Roku TV in bedroom, ceiling fans, full bathroom, crown molding throughout w/ recessed lighting on dimmer switches.brbrThis condo is on the second floor and has a shared porch with 2 sitting chairs on a large wrap around balcony where you can sit w/ your favorite drink and listen to the sounds of Key West. :))brbrWalk everywhere! You don’t need a car with this location!! Walk to all bars, restaurants and shopping! Just a few blocks from Southernmost Beach! You are only steps to Duval Street!!brbr 'La Dolce Vita' is on the second floor of an old Victorian, Key West style building with wraparound balcony.brbrA short bike ride away in the Historic Seaport at Conch Harbor is Dante's pool & Raw Bar at 951 Caroline Street. They have a large swimming pool, restaurant, full bar, Tiki bar and it is open to the public (pets are welcome). brbrA block away at 300 Catherine Street is the Community Center which has a large pool, picnic tables, basketball courts & a playground. It i s open to the public. Weekend hours vary. Phone # 305-809-3876.brbrA few short blocks away is Southernmost Beach on the Atlantic Ocean which is free to the public. There is Southernmost Cafe which offers breakfast, lunch and dinner and Happy Hour!brbrA few blocks away is Fort Zachary Taylor Beach. It is Key West's most beautiful beach. It is approximately a 20 minute walk and there is a fee to enter the park/beach. brbrYou will NOT need a car with this location! Park it and leave it! WALK EVERYWHERE! :)brbrIf you would like to purchase any of the artwork in the condo, please inquire. Thanks! :)

OLD TOWN, STEPS TO DUVAL! LA DOLCE VITA' SLEEPS 2-4! 3 BLOCKS TO SOUTHERNMOST!

Key West, Florida, United States

Bed

Bath

Sleeps

$1132.9

Summary:brbrA collection of four individual 1 bedroom suites on Duval Street. All on the same floor and across the hall from each other. The Paradise and Key West Suite have a king bed with 1 king pull out sofa and 1 queen pull down bed(murphy bed). The Cuban Club and Mile Zero Suite have a queen bed, 1 king pull out sofa and 1 queen pull down bed (murphy bed). Located on Duval Street in historic Old Town, Key West. Free parking. Private heated and cooled pool behind building.brbrbrbrThe Space:brbrThe 4 suites are located within Duval Street Suites penthouse. Each suite is individually designed and decorated with 400 luxurious square feet each to relax and enjoy. Vibrant Caribbean colors and décor with relaxed and enjoyable furnishings of each suite. The four suites equates to 4 bedrooms, 2 King beds, 2 Queen beds 2 King Pull out sofas and 2 Queen pull down beds (murphy beds). There are four fully equipped kitchens, dining and living room areas and private bathrooms. The Suites are complete with all standard hotel accommodations, including private bathrooms, cable televisions, and internet access, plus access to a washer/dryer. The pool area has a BBQ grill, lounge chairs, dining and picnic area with outdoor bar and TV. The 2 parking spaces in the rear of the property are free of charge for guests. We are a locally owned and operated vacation rental. This property has a total of 6 suites. This reservation is 4 of the six suites. They are all private with a private entrance to all suites. The shared area in the hallway, laundry and pool area.brbrbrbrGuest Access:brbrDuval Street Suites utilizes key-less entry and self check-in. You will have access to free Wi-fi, Hulu streaming service, a private pool reserved for guest staying at the property located directly behind the building. Duval Street is located in the front of the building.brbrbrbrThe Neighborhood:brbrWithin walking distance to several highly rated restaurants, shops, and entertainment venues to meet the needs of all groups and ages. A short 5-10 minute walk will get you to: The Key West Butterfly and Nature Conservatory, Key West Lighthouse, The Hemingway Home and Museum, and Southernmost Point of the Continental USA. Mallory Square, is a 15 minute walk from the property. The street performers, food carts and sunset are sure to leave you with that warm and fuzzy feeling. Duval St. Suites is surrounded by several restaurants within 5-10 minutes of walking such as: Moon Dog Café, DJ's Clam Shack (featured on Food Network's, Diner's, Drive-in's and Dives), Better Than Sex- A Dessert Restaurant, Blue Heaven, Sloppy Joes, Hard Rock Café and many more hidden gems along the way. Close to everything and yet its still quiet and private at the calmer end of Duval Street, but mere minutes away from all the action. Duval Street Suites is close to perfect!brbrbrbrGetting Around:brbrKey West is a small city on a tiny Island. Streets are narrow and often congested with cars, motorcycles, people and chickens! To save money on gas, promote a low carbon-footprint, and to protect our tropical environment, several businesses are dedicated to daily or weekly rentals such as: golf carts, scooters, bicycles, and other types of unique transportation that's efficient and fun. Old Town Trolley Tours, has a hop-on hop-off Trolley that will get you around town with 13 different stops along the route. You can shop, eat, and sight see at your leisure and then board the train for the next adventure. The Conch Tour Train, established in 1958, is a 75 minute historic sightseeing tour that will give you fun facts and history while you tour Key West.brbrbrbrOther Things to Note:brbrDuval Street Suites would appreciate the opportunity to host your stay in Key West! Please feel free to contact us with any questions or request you may have. We are happy to help! Come relax and let us be a part of your memories for a lifetime.brbrbrbrInteraction with Guests:brbrSelf Check-in, contactlessbrbrDuval Street Suites office (305)-240-2470brbrEmail: Magen@Keysvacation.com

Apartment

Four Suites on Duval Street w free parking and heated pool

Key West, Florida, United States

Bed

Bath

Sleeps

$354.38

Escape to your own private paradise at Oasis on 18th, a luxurious three-bedroom, three-bathroom haven nestled within the prestigious gated Key West Golf Club.brbrThis meticulously maintained home, which happens to be the largest in the Key West Golf Club, offers the ultimate in comfort and relaxation. As you enter, you'll be greeted by the spacious living area, adorned with tasteful furnishings and elegant decor. The open floor plan seamlessly connects the living room, dining area, and kitchen, creating an inviting space for gatherings and relaxation. Adjacent to the living area is a separate sitting room, providing additional space for relaxation and entertainment, complete with a pull-out sofa bed for overnight guests.br brThe kitchen is a chef's dream, equipped with modern appliances and featuring a spacious bar, two wine coolers and an extra beverage cooler, perfect for unwinding with your favorite vintage after a day of exploration. br brAscend the stairs to the upper level of this remarkable home to discover the primary en-suite bedroom, a refuge of comfort and tranquility. Adjoined to this elegant retreat is in the palm trees level Hemmingway sitting room, offering a whimsical escape amidst the canopy of palms with unparalleled views. Step out onto the second-floor balcony and soak in the beauty of the surrounding tropical landscape. Each of the other two bedrooms also boasts a shared balcony, offering private outdoor spaces to soak up the sunshine, tropical breeze and enjoy the fresh air. Additionally, guests will find themselves greeted by the comforts of home, with both bedrooms furnished with a Keurig coffee machine, ensuring that every morning begins with the perfect cup of coffee.brbrNestled in a quiet location within the privately gated Sanctuary of the Key West Golf Club, Oasis on 18th offers peace and tranquility while still being just a short 3 Mile distance away from the bustling energy of the famous Duval Street. Explore the vibrant shops, five-star restaurants, exciting attractions, golf and world class fishing, as well as fantastic opportunities for sightseeing, diving and boating before returning to your private oasis. In addition, just a short drive away you can be enjoying either Smathers Beach, Higgs Beach or Fort Zachary Taylor Historic State Park!br brOutdoor living is a dream at Oasis on 18th. Relax by the large PRIVATE HEATED POOL, surrounded by a charming herringbone brick patio. Fire up the new Weber Genesis four-burner gas grill for a barbecue, dine al fresco at the spacious dining table on the fully screened lanai, or unwind in the comfortable seating area – the choice is all yours.brbrSurrounded by lush manicured landscaping and overlooking a tranquil pond on the 18th hole, this home offers breathtaking views and unparalleled privacy. The private fenced yard adds an extra layer of seclusion, perfect for enjoying quiet moments in nature.br brAs part of the highly esteemed Key West Golf Club community, guests enjoy exclusive access to a wealth of amenities designed to elevate their stay. With not just one, but two pools, at their disposal, guests can choose between lounging in the tranquil ambience of the large resort-style pool or engaging in invigorating laps in the lap pool. The state-of-the-art gym caters to fitness enthusiasts. And for avid golfers, the crowning jewel of the community is the renowned Reese Jones Designed Golf Course, ensuring there's something for everyone to enjoy during their stay.brbrWith a private driveway and carport, parking is convenient and secure, allowing you to come and go as you please.brbrKey West Golf Club Amenities you may enjoy while staying at Oasis on 18th:br* 24/7 Security and Gated Entry br* Parking for 2 Vehicles br* 24 hr Fitness Centerbr* 2 Additional Pools, one being a Resort Style Pool & one being a Lap Style Poolbr* 1 Mid-Stay Cleaning is included in your staybrbrDon't miss the opportunity to experience the ultimate Key West getaway at Oasis on 18th. Book your stay today and make memories that will last a lifetime! We look forward to hosting you soon at Oasis on 18th!br brOther Things to Know:br* Guests must use their own logins for streaming services.brSecurity Camera -br* There is one active Ring Doorbell Camera located on the Front Door facing the street.br* Pet Friendly - 1 to 2 dogs allowed with a total weight of 50 lbs for both - restrictions on dogs may apply. br** Pet Fee of $500 per dog.br**Minimum Age to rent is 25 - Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Escape to Oasis on 18th w/ PRIVATE HEATED Pool in the KW Golf Club Sanctuary!

Key West, Florida, United States