Vacation Rentals By Owner In Key West, FL

Our calendar is updated in real time and our rates are accurately displayed. You can book instantly without waiting for owner approval. Flexible cancellation policy. We try to beat rates of all of the other houses in Truman Annex.brbrMillionaires Row – Welcome to Island Living. Cozy, but upscale.brbrTruman Annex is the most exclusive private residential community in Old Town Key West, located just off the main drag of Duval Street. Quiet streets lined with palms and beautiful Old Florida Homes. The entrance has a 24 hour staffed guard gate. brbrUnplug and recharge in wonderful Key West, stop and smell the flowers and the salt air. You will be located only 1 block from mile ZERO.brbrTruman Annex Waterfront Park is only 2 blocks away and comes complete with a family friendly playground and splash pad, and the Amphitheater where you can enjoy lots of live concerts and events.brbrIf you want sand between your toes instead of the private pool, the beautiful beach at Fort Zachary Taylor Park is just at the end of the street. Enjoy a tour of the fort, snorkeling, fishing, or just sunning and watch the yachts go by.brbrYou will have every luxury and convenience you might want. Large flat screen TV in the living room and flat screens also in other parts of the property. Complimentary, secure Wi-Fi service. Our home is meticulously maintained and immaculate.brbrFirst floor is an open floor plan overlooking the private cocktail pool. There is dining space for 10. There is also a first floor bedroom with twin beds and a computer desk. br brUpstairs you will find the Owner’s bedroom which is spacious with vaulted ceilings, a king size bed, ample closet and storage area, flat screen TV, and ensuite bath. brbrThere is also a third bedroom upstairs, which is split from the Main bedroom, with a queen bed and flat screen TV. Another bath is adjacent.brbrThe unique guest cottage is complete with vaulted ceilings, queen bed, flat screen TV, full bath, microwave, coffee maker, and refrigerator. It has its own private entrance. brbrThe pool is surrounded by tropical plants and mood lighting. brbrWhen you are ready to venture out, walk over to Mallory Square where there is free entertainment every single night before sunset. Great viewing area for Key West’s famous sunsets that set into the ocean. Also within walking distance is The Aquarium, Little White House, The Key West Lighthouse, the Hemingway house, the Audubon House, and Mel Fisher’s Maritime Museum. brbrYou will also be in walking distance to boutique shopping and many art galleries. Be sure to check out the gourmet restaurants and live music venues everywhere. brbrNearby there is parasailing, snorkeling trips, fishing charters, and wonderful sunset cruises.

5 STAR HOME 3/2 1/2 + 1/1 cottage, pool, buy 3 weeks get 4th week free.

Key West, Florida, United States

4

Bed

8

Sleeps

Exceptional(1)

$481.5

Located on North Roosevelt Boulevard, this resort offers convenient access to Key West’s vibrant downtown and popular attractions like Duval Street and the Ernest Hemingway Home. Enjoy a peaceful stay with easy proximity to beaches and local dining options.brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 300 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.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✦ Fitness center is available.brbr✦ Outdoor pool available all year, opened from 7:00AM to 11:00PM.brbr✦ Paid parking lot – 1 space(s), available for $15 per day.brbr✦ Shuttle service operates according to a schedule.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $200 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $56.25 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $50.00 (per pet per night). Max weight limit of up to 50 lbs per petbrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.

Hotel

Blue Flamingo Resort Key West | 2 Relaxing Ocean View Rooms for Your Stay

Key West, Florida, United States

Bed

Bath

Sleeps

$1324.71

PLEASE NOTE THAT THE MARINA NEXT DOOR IS CURRENTLY UNDER CONSTRUCTION SO THERE IS THE POSSIBILITY Of NOISE DURING THE DAY.brbrRECENTLY REMODELED/REFURNISHED, OLD KEY WEST ELEGANCE WITH AN ELEVATOR, PRIVATE POOL AND BOAT DOCKAGE...brIndulge in island chic as you approach this luxurious waterfront conch style home, located on the edge of Old Town overlooking Garrison Bite Marina. Breathtaking marina views from double balconies will lure you closer to this nautical gem while design and functionality merge to offer you historical charm with all the luxuries of a modern retreat. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES...brEnjoy a private entrance to this tropical retreat and head up the stairs to the first level that greets you with an expansive kitchen, offering every cooking tool your inner chef could desire for dreaming up culinary delights. A breakfast nook table, kitchen counter seating and the adjacent dining area provide multiple seating options for your loved ones to gather in and unwind. The open concept living area boasts panoramic sliding glass doors that overlook Garrison Bight Marina, surrounding you in the tropical allure of your southernmost getaway. Take advantage of the elevator carrying you to each story of the home. A full size washer and dryer closet is offered for your convenience. The main television is 85 inches. Enjoy live streaming on Youtube TV for binge watching your favorite shows. brbrSLEEPING ARRANGEMENTS...brThe first level of the home offers a king bedroom with a double entry shower bathroom. On the second level are two king suites with en suite bathrooms (one with a shower/bath combo and the other with a deep jetted tub and separate walk-in shower). Each suite has its own balcony and walk-in closet. The third level offers a full bath with tub/shower combo shared by a private king bedroom with closet and an open loft with 4 twin beds. All bedrooms offer TVs for your late night entertainment.brbrOUTDOOR LIVING...brThis is a boater's dream home consisting of a private dockage (can fit a boat up to 30 ft long) and deep water access! Luxuriate around your private pool (that is heated during the cooler months) and watch the fishing fleets return with their fresh catch!brbrPARKING...brThere are 2 parking spots in the driveway.br***Boat trailers may NOT be parked on the property. You can make arrangements with nearby marinas for trailer parking. Garrison Bight Marina is right next door, or the City Marina @ Garrison Bight is just 1/2 mile away!brbrPETS...brThis home allows 1 dog only and a pet fee is required. Please include the size/breed when inquiring. brbrCANCELLATION...brBookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrENDLESS TROPICAL THERAPY...

SEVENTH HEAVEN~Waterfront 5 BR, 4 Ba Townhome with Pool, Elevator & Dockage!

Key West, Florida, United States

Bed

Bath

Sleeps

$526.5

Located on a private beach, this quiet piece of Key West is an excellent choice for relaxation while also situated only a few miles from Old Town. The property is on a corner of the island featuring its own private beach, a rarity in Key West. Located 2.7 miles from Smathers Beach and 3.8 miles from the Ernest Hemingway Home & Museum, this quiet piece of Key West is the best location for relaxation. The property is on a corner of the island featuring its own private beach and water access.brbrThis light and airy two bedroom, two bath condo is spacious enough to accommodate up to six guests. It features complimentary wi-fi, a flat-screen TVs, a washer and dryer, and a fully furnished balcony. The primary bedroom features a king bed with an ensuite bathroom. The bathroom features a large walk-in shower and a large vanity. The guest bedroom has a king bed and access to a full bathroom as well. The living room features a sleeper sofa, while the separate dining area features a large table for six. Prepare meals in the fully equipped kitchen with full-size refrigerator, microwave, stove, oven, coffee maker, dishes, utensils, and cookware. brbrAmenities include an outdoor pool, a jacuzzi, a private beach, dock, concierge, and a delicious restaurant with Bay views. There's also a bar, concierge, business center, complimentary parking, and onsite grills.brbrUnits are assigned at check-in, pictures are representative of the unit, and decor, layout, and room view may vary.brbrComplimentary parking is available for the first vehicle. Height restriction is 6 feet 8 inches. A $10 charge per day, per vehicle, applies for additional vehicles. Additional parking is subject to availability. There is no RV parking available.brbrThis is a Cashless Resort and credit cards are the only acceptable form of payment.brbrResort fee of $20/day is due at check-in. (Subject to change at any time)brbrThis property welcomes ADA service animals. Pets are not permitted.brbrLate Arrivals - Check-in is from 4:00 pm to 11:00 pm. If arriving after 11:00 pm, advance arrangements must be made by calling the property's Front desk.brbrA split week fee of approximately $125 may apply for reservations shorter than one week. (Subject to Change).brbrWe do not accept liability for any inconveniences beyond our control including but not limited to temporary defects or outage of utilities, closures of resort amenities, or limitation of any other service. We will not provide refunds, reimbursements, or compensation for inconvenience or interruption of utilities, resort amenities, or any other service.

2-Bedroom Villa at Hyatt Beach House! Quiet Beachfront Location! Sleeps 6

Key West, Florida, United States

Bed

Bath

Sleeps

$692.35

Nestled in the vibrant heart of Key West, this exquisite island home offers a perfect blend of tropical charm and modern luxury. Located just steps away from the island's world-renowned attractions, dining, and entertainment, this property presents an unparalleled opportunity for those seeking the ultimate in convenience and comfort.brProperty OverviewbrThis stunning residence boasts an expansive open floor plan, designed to embrace the laid-back island lifestyle. With bright, airy interiors featuring tropical-inspired décor, the home exudes a relaxed yet sophisticated ambiance. The heart of the home is its spacious living and dining areas, which flow effortlessly to the outdoor spaces—perfect for entertaining or simply enjoying the serenity of island living. Main bedroom and one bath are on first floor. Second bedroom and bathroom are located on the second floor. brOutdoor OasisbrAt the center of this home is a private, lushly landscaped backyard oasis complete with a sparkling pool. Whether you’re lounging in the sun, swimming in the crystal-clear waters, or enjoying an evening cocktail by the poolside, the outdoor area offers a tranquil retreat from the vibrant pace of downtown life. Mature palm trees and tropical foliage enhance the feeling of seclusion, while the pool area is perfect for both daytime relaxation and evening gatherings.brGuest QuartersbrFor those who like to host family or friends, the property features comfortable and private guest quarters. These separate accommodations offer full amenities and their own entrance, providing ultimate privacy and comfort for your visitors. One guest house has a full kitchen with a pull out couch . Next to with separate entrance is a private bedroom and bathroom. brPrime Downtown LocationbrSituated in the highly sought-after downtown Key West area, this island home offers unmatched access to the best that Key West has to offer. From the historic Old Town to the lively waterfront, everything is within walking or biking distance. Enjoy the island's iconic sunsets at Mallory Square, stroll along the picturesque streets filled with colorful cottages, or sample the gourmet dining options at some of the best restaurants in the Keys.brWith its unbeatable location, privacy, and resort-style amenities, this Key West home presents the perfect opportunity for those seeking an extraordinary island retreat in the heart of the city.brKey Features:brPrivate Pool: Sparkling pool with tropical landscaping, ideal for relaxation and entertainment.brGuest Quarters: Separate, fully equipped guest suite with private entrance.brSpacious Interiors: Open-concept living spaces with natural light, high ceilings, and island-inspired décor.brDowntown Key West Location: Walking distance to all major attractions, dining, shopping, and entertainment.brTropical Landscaping: Lush, private garden with palm trees and exotic plants.brThis home is a rare gem in the heart of Key West, offering a unique blend of comfort, style, and convenience in one of the most desirable locations in the world. Whether you are looking for a primary residence, vacation getaway, or investment property, this island home checks all the boxes.brThis is a 30 Day Rental OnlybrNo SmokingbrWinter Months have extra charge for pool heater. Please ask if you would like the pool heater.

Charming Island Home w/ Pool & Guest Quarters in the Heart of Downtown Key West

Key West, Florida, United States

4

Bed

3

Bath

8

Sleeps

$288.51

Escape to paradise with this spacious 2-bedroom townhome in Key West. Ideal for families and couples alike, this property offers a tranquil and luxurious getaway. Enjoy the stunning views from the large private balcony overlooking the lush green golf course. Take a dip in one of the two resort-style pools, perfect for cooling off and soaking up the sun. Stay active during your stay with access to the on-site workout center. This townhome provides the ultimate relaxation and convenience, offering everything you need for an unforgettable vacation.brbrbr*This is a 28 night minimum rental* Guests are welcome to come late and/or leave early. Monthly rentals are usually very comparable to the price of a 10-14 day rental in Key West.brbrbrFully furnished, with all brand new furniture. Each bedroom has a queen bed with TV with ability to stream your favorite streaming service. The Kitchen has all of the essentials to living in this home full time. Silverware, ceramic plates, bowls, pots and pans, toaster, coffee pot. The living room has a pull out couch, 65 TV, The back porch has a brand new wicker furniture outfit. Bedding, towels, shampoo, conditioner, are included.brbrbrGuest will have access to the entire place as well as all amenities.brbrThere is a grill outside, but you will need to purchase a propane tank.

2 Bedroom Townhome on Key West Golf Club

Key West, Florida, United States

Bed

Bath

Sleeps

$311.32

The Salt Cay | Updated! Stunning Sunset View, Pool!brbrEscape to The Salt Cay, a serene, beautifully updated, and well-appointed 2-bedroom condo nestled in the tranquil Sunrise Suites community on east side of Key West. Just a mile from the beach, this charming getaway offers the ideal combination of relaxation and adventure. Whether you're lounging by the pool, exploring nearby attractions, or enjoying the comfort of your condo, The Salt Cay is the perfect place to unwind and make lasting memories.brbrThe Ambiance:brStep into The Salt Cay and experience a tasteful blend of modern coastal charm, where sleek quartz countertops, modern white cabinetry, and an open-concept layout create the perfect space for gathering with family or friends. This gorgeous two-bedroom suite accommodates up to six guests, featuring a king-sized bed in the master bedroom, a queen-sized bed in the second bedroom, and a queen pullout sofa in the living area for additional guests. The fully equipped kitchen, complete with a Keurig and electric stove, makes meal preparation a breeze, while the private balcony offers spectacular sunset views. For added comfort, enjoy cable TV, WiFi, and central air conditioning throughout your stay.brbrGuest Access:brEnjoy a smooth arrival with our contactless check-in process, where you'll receive a personalized access code to enter your unit. During your stay, take advantage of the shared amenities, including:brbr- Shared heated pool and hot tubbr- Tennis courtbr- Walking paths and biking trailsbrbrLocation Highlights:brThe Salt Cay is ideally located within the peaceful Sunrise Suites Resort, just a short distance from Key West's best attractions. A quick 10-minute drive will take you to the lively Duval Street, where you'll find a vibrant mix of restaurants, bars, and entertainment. For added convenience, the Key West airport is just a short drive away, making travel easy and stress-free.brbrGetting Around:brWith parking available, you'll have easy access to explore the island by car. If you prefer to travel by bike, scooter, or golf cart, rentals are nearby for your convenience. Key West's walkability means many attractions are just a short stroll away, and for longer distances, taxis and rideshare services are readily available.brbrOther Things to Note:br- Pet-Friendly! 1 dog (40lbs maximum) with a $20 per pet per night feebr- Private washer/dryer in unitbr- Guests must be 25 years of age or older to reserve this property.brbrCheck in time is 3:00PMbrCheck out time is 11:00AMbrbrTo enhance guest safety and security, this property is equipped with exterior security cameras for safety and monitoring purposes. Cameras are located around the perimeter, including entrances, walkways, pool, parking areas, and common outdoor areas. No cameras are placed in private or interior spaces.brbrAt Colocada Vacation Rentals, we're dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don't hesitate to reach out! We're here to help make your stay as special as possible.

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

Key West, Florida, United States

Bed

Bath

Sleeps

$428.37

Relax with the whole family at this peaceful places to stay. Completely renovated 3 bedroom 2.5 bath townhome in Coral Hammock. Enjoy the pool and excellent location on Stock Island. Walking distance to Roostica and Hogfish grill.

Gone Coastal

Key West, Florida, United States

Bed

Bath

Sleeps

$205.32

PLEASE BE AWARE:brThis community is currently undergoing balcony repair property-wide potentially through May 2026. A 12 person crew will be working section-by-section from 8am-6pm, 5 days a week, and Saturdays will be weather make-up days as-needed. Please understand there will most likely be some amount of noise heard throughout the community. Our rentals have been priced to offset noise issues or any other inconvenience due to the construction project.brbrUNFORGETTABLE KEY WEST…brAllow your Key West creation to unfold within this charming and tranquil retreat embracing the quintessential island spirit of the Keys. Possessing every luxury one could desire within a fun loving space, this setting is sure to wash all your real world worries away. Take a journey through this slice of Paradise located in the community of 1800 Atlantic offering the right amount of R & R from within your private abode with just steps to putting your toes in the sandy beaches. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES…brStep into this spacious condo with nautical charm immediately pulling you into island time. An open concept brings the whole family together allowing for unforgettable memories to be created. A large kitchen with plenty of counter space, stainless-steel appliances and a cafe table for 2 makes meal prep a breeze. The indoor dining area allows for 6 as you come together after a fun filled day being followed by movie night on cozy living room furnishings. The unit is accessible by an elevator or the stairs. brbrSLEEPING ARRANGEMENTS…brEnjoy a comfortable king guestroom with a TV with access to a hallway bathroom with a shower/tub combination. The primary suite is outfitted with a king bed, TV and an en suite full bathroom with a large shower/tub combination. Both rooms open to a balcony showcasing lush courtyard views beyond. Enjoy a sofa sleeper in the Great Room.brbrOUTDOOR LIVING…brTake your happy hour out on the balcony and soak up the island breeze with courtyard views and a sliver of the blue ocean beyond. A heated, saltwater community pool is equipped with plenty of loungers and views of the sparkling ocean. Tennis courts reside on property as well as a community grill and fitness center. Enjoy being located in these peaceful surroundings with just a short ride into town!brbrPARKING...brEnjoy one covered parking space in the garage (larger SUV's may not fit). Plenty of additional parking available in the open lots in front of the units at no additional cost.brbrPETS...brThis is not a pet-friendly home. brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPool/hot tub heating fee (if applicable)brPet fee (if applicable)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). brbrISLAND TIME…

OUR HAPPY PLACE ~ Adorable 2 Bedroom, 2 Bath Condo Steps from the Beach!

Key West, Florida, United States

2

Bed

2

Bath

6

Sleeps

$363.1

**28 night minimum stay** This pet friendly home tucked away on a quiet lane in the heart of Old Town, is located 3 blocks from Duval St and 4 blocks from the docks. With a taste of the tropics and modern comfort, this bungalow boasts two bedrooms with king beds plus a king pullout sofa. The cozy living room, dining area and updated kitchen create a functional and inviting space for entertaining. Relax in the heated salt water dipping pool on the front deck or enjoy grilling on the back deck.

Cottage

Quiet Hidden Bungalow in Old Town With Pool

Key West, Florida, United States

Bed

Bath

Sleeps

$681.78

Enjoy breathtaking ocean views from this 2BR/2BA condo at Oceans Edge Resort in Key West. The master suite features a king bed, private patio access, and an en-suite bath, while the second bedroom offers a queen bed and its own TV. A fully equipped kitchen, full-size washer/dryer, and spacious covered patio make this condo feel like home.brbrResort amenities include six swimming pools, hot tubs, on-site dining, a full-service marina with tours and charters, bike and kayak rentals, and a complimentary shuttle to downtown Key West (12 minutes). Guests also enjoy two assigned garage parking spaces, private gate access, and convenient elevator service.brbrNo pets allowed, No Smoking brbrPerfect for couples, friends, or small families looking to relax and enjoy the best of the Florida Keys!

Luxury 2BR Condo • Oceans Edge Resort, Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$1666.44

Summary:brbrLocated right in the heart of the World Famous Duval Street, enjoy a true downtown Key West experience! Duval's Duet offers a central location to Key West’s main attractions and everything else the Southernmost city has to offer. With a balconies overlooking Duval Street you can be as much connected to or above the action as your whim desires.brbrThis family-friendly combo is great for sleeping a large group of up to 18 guests!brbrbrbrThe Space:brbrFully equipped with a kitchen, living room, dining area and balcony overlooking Duval Street, these lofts feature everything you need. The kitchen is contains a stove, refrigerator, dishwasher and Keurig coffee machine. brbrbrbrThe sleeping arrangements consist of the following: brbrLoft 1: First floor bedroom with a king size bed, an upstairs loft with two king size beds and a pull out couch in the living room. brbrbrbrLoft 2: First floor bedroom with a king size bed, an upstairs loft with two king size beds and two pull out couches in the living room. brbrbrbrThere is 1 full bathroom in each unit located in the hallway on the first floor.brbrbrbrBook Duval's Duet for your group's next Key West vacation!brbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guest will receive a personalized access code prior to arrival.brbrbrbrThe Neighborhood:brbrOn the 500 block of Duval, Duval's Duet is centralized to everything Key West. brbrIn the heart of Duval street you can find many of locals favorite's such as: Fausto's Food Market, Keys Coffee Co., and Cuban Coffee Queen, and tourist attractions such as: The Ernest Hemingway house, Mallory Square and Key West Lighthouse, all walking distance from your front door! brbrLooking for a night out, find Willy T's, Fogarty's and Fat Tuesday's within 1 block of these units.brbrBeing 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: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.brbrUnfortunately, there is no on-site parking for this unit.brbrFor overnight parking here are some parking lots:brbr• Fleming Street Pay-to-Park Lot (This is Closest to you!)brbr• 204 Simonton Streetbrbr• Caroline Street Outdoor Parking Lotbrbr• Park N Ride Old Town GaragebrbrStreet parking information:brbr• There are pay-to-park spots and meters and it is free from 12AM - 8AM. With a 3 day limit.brbr• The neighborhoods of Old Town offer some free parking spaces, but be aware that many of the spots are marked “Residential Only” and visitors are NOT permitted to park in them.brbrbrbrOther Things to Note:brbr- This property consists of 2 historic lofts and can only be accessed by a flight of stairs. There is no elevator available.brbr- No pets allowedbrbr- No parking is provided: we are happy to provide you with nearby recommendations!brbr- This listing is 2 units next to each otherbrbrbrbrBoth Lofts also Include:brbr-Stackable Washer & Dryer brbr-A/Cbrbr-Ceiling Fansbrbr-Flat Screen TV’s in Living Room & Bedroomsbrbr-Fully Equipped Kitchen brbr-Starter Supply of Paper & Cleaning Productsbrbr-Linens and Towels Providedbrbr-Free Wireless High Speed Internet

Apartment

Duval's Duet - Double Balconies Duval Street

Key West, Florida, United States

Bed

Bath

Sleeps

$193.19

Your cozy getaway awaits in Key West at this marvelous apartment. With a bedroom, washing & drying machine, AC, and WiFi, guests will have everything they need for a superb stay. We'll be available to answer any questions while you stay at our place.

Apartment

Cozy & modern guest house in Key West with AC, WiFi

Key West, Florida, United States

Bed

Bath

Sleeps

$319.07

Time to sit back and relax! Paradise found in this completely redone home in Key West. Private outdoor heated pool, shower, and patio make this location very desirable. A short bike ride away from the White Street District, Duval Street, and all the hot spots Key West has to offer. Pet friendly!brbrAmazing outdoor space makes this home standout from the rest. Brand new HEATED pool, outdoor shower, deck and outdoor living areas. Two (2) bedrooms and one (1) bathroom is just perfect for easy Florida Keys living. Drop your bags off and grab your drink and sit by the pool and just feel the pressures of life slip away. The property is completely fenced-in for your privacy or to keep your little ones safe. Just a quick bike ride to old town and all that Key West has to offer. Inside you will find a beautiful kitchen with hardwood white shaker style cabinet, stainless appliances and Sea Glass backsplash. High ceilings makes this cottage feel perfect. We look forward to you enjoying this private piece of paradise! Pet Friendly!!!brbrHouse Layout...brbr• Master Suite: KING bed, a large flat screen TV, plenty of closet space, and a large dresser. brbr• Second Bedroom: Queen bed, a flat screen TV, and a large closet.brbr• Living Room: Sectional sofa, wall-mounted TV, coffee table, and a pull-out bed to accommodate two more quests.brbr• Kitchen: Stainless steel appliances, coffee maker, pots and pans, eat in kitchen table, and an in-kitchen vent.brbrbrAccommodations...brbrbr• Private Heated Poolbr• Outdoor Shower (Heated)br• 2 Beach Bikesbr• Outdoor Grillbr• Off-Street Parkingbr• Smoke Detectors br• Washer and Dryerbr• Central Heat and A/Cbr• Ceiling Fansbr• Flat Screen Cable TVs in Living Room & All Bedroomsbr• Fully-Equipped Kitchenbr• Basic stock of pots, pans, and spicesbr• Supply of paper productsbr• Supply of cleaning productsbr• Linens and Towels providedbr• Wireless high-speed Internet br• 24/7 Customer ServicebrbrThings to know...brbrNo Smokingbr28-Night Minimum StaybrPet FriendlybrNo Parties brWe Follow All Covid-19 ProceduresbrEnjoy Yourself

Private Paradise with Heated Waterfall Pool

Key West, Florida, United States

Bed

Bath

Sleeps

$325.54

Nestle into comfort and embrace the charm of this Hunter 380 Sailboat , on waters edge at the Perry Hotel and Marina! brbrThis unique sailboat getaway offers a perfect blend of tranquility and adventure, providing an unforgettable escape for both relaxation and exploration enthusiasts. As a guest on Susquehanna you will be entitled to enjoy all the marina and hotel facilities including 2 pools , full gymnasium and regular free shuttle buses into the Old Town of Key West (15 minute ride)

House Boat

Stay aboard elegant sailboat

Key West, Florida, United States

Bed

Bath

Sleeps

$679.45

A luxury, ocean front, 2 bedroom, (king in master, twins or twins as king in guest bedroom, queen sleeper in living room) 2.5 bath condo at Harbour Place in the award winning Truman Annex in Old Town Key West. This second-floor condominium features spectacular Key West sunsets. Overlooking the Atlantic Ocean, and the Gulf of Mexico, it is a short walk to The Truman Waterfront Park, Duval Street and all the venues Key West is famous for. Dishwasher, washer, dryer, pots, tableware, towels and linens, central air, covered assigned parking and pool access. Wall mounted flat screen TV's in each bedroom. Ocean front covered balcony with a sectional to enjoy the ocean and sunset views. Walk or bike anywhere in Key West. Only two blocks from Duval Street and still enjoy the quiet atmosphere of the luxury condo. A quarter mile to one of the best beaches in Key West.brPlease note: This property has a 28 night minimum stay

A Sunset Peace at the Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$314.88

Just seconds away from the ocean, this 3 bedroom 2 bath home with a large backyard and patio is ready for you and your friends or family. Brand new pool and hot tub installed summer 2022. Book now for your dream vacation to Key West!brbrThis house has it all: A/C, internet, washer/dryer, and outdoor space. It's also only a short walk to the beach or the center of Duval Street. Wake up and go for a swim in the ocean! Then come back and shower in our luxurious, newly renovated bathroom before you hit the town. Come back and relax in your quiet queen or king bed before you wake up with the Key West roosters in the morning (part of the Key West quirky charm!). House layout: downstairs 2br/1ba (both queen beds), kitchen and living/dining room. Outside and upstairs, 1br/1ba with king beds. Backyard fenced and turfed fantasy with pool and hot tub.

Gorgeous beach bungalow just steps from the beach!

Key West, Florida, United States

Bed

Bath

Sleeps

$557.77

MONTHLY RENTAL: Requires a minimum stay of 28 nights occurring within the same month. Stay a month and live like a local!brbrTHE PROPERTY: Amble through the portico entrance into this gorgeous two-story retreat. The covered front porch is an ideal place to enjoy your morning coffee and that is just the beginning! Upon entering the home, you will be greeted by upscale furnishings, a coastal blue and white color scheme, and large living areas. A relaxed family room and a formal living room provide multiple spaces for you to enjoy. The family room with TV is in the rear of the home and a relaxing living room is in the front of the home. A convenient half bath and laundry room with high end washer and dryer are nearby. brbrThe gourmet kitchen has a Cuban-inspired tile floor, granite counters, floor-to-ceiling maple cabinets, a Viking gas range, and stainless-steel appliances. The kitchen leads to the formal dining room which leads to the outdoor area where you will find an additional dining table with seating for six. This home provides you with indoor and al fresco dining options. brTwo stylish bedrooms can be found on the first floor. The queen bedroom has dual nightstands, bedside lamps, and a TV. An oversized bunk bed with trundle and student desk can be found in the other bedroom, which would be great for your children. These bedrooms share a full hall bathroom. brbrTwo additional bedrooms, both with handsome ensuites, are on the second floor. The primary king bedroom has lofty ceilings and is spacious and bright. The room is adorned with dual nightstands, bedside lamps, a reading chair, TV, a dresser, and closet storage for those long vacations. The ensuite has double sinks, vanity storage and a walk-in shower. The other is a twin bedroom that may be converted to a king. This bright and cheery room has a vaulted ceiling, TV, a dresser, and closet storage. The bright white ensuite bath has a pedestal sink and walk in shower.brbrStepping outside onto the deck is like stepping into paradise. A stunning pergola with an abundance of comfortable seating, cocktail table, and ceiling fan is yours to enjoy. A private pool and plenty of loungers provide you with a space to cool off or to simply enjoy the sunshine. The outdoor space is magical, and the palm trees and lush foliage add to its allure. Hard surface flooring, tongue and groove ceilings, designer touches, and natural light add to the overall magnificence of this home. Treat yourself to time away at Sanctuary on South, a dazzling property in the prestigious Casa Marina district. brbrBED CONFIGURATION: There is one queen bedroom on the first floor and one over-sized bunk/trundle bedroom. *please note the bunkbeds*. Two additional bedrooms are on the second floor, one is a king and the other has two twins that can be converted into a king bed.br brOUTDOOR AMENITIES: There is a large pool surrounded by decking as well as a covered area just behind the lounge chairs. A gas grill for preparing the catch of the day is provided for your enjoyment. Lush landscaping and palm trees surround this backyard paradise. brbrPARKING: This home has a parking spot for one vehicle.br brLOCATION: This home is in the Casa Marina district, a quiet upscale neighborhood known for majestic landscapes and privacy. You wouldn’t know you are just minutes from restaurants, shops, and galleries on or near Duval Street. brbrPETS: This home is NOT pet-friendly. (If you have pets, please browse through our many homes that are pet-friendly).brbrSMOKING: This is a non-smoking home and property.brbr***Please note that the cleaning fee includes a full mid-stay clean***br***Guests must be 25 years of age or older unless accompanied by an adult.***br***Outdoor only security camera(s) are in use at this property, and may be used to verify guest occupancy and guest safety. Security camera(s) are not present inside the property nor at the pool area.***br***Managed by Historic Key West Vacation Rentals.***

~SANCTUARY ON SOUTH~ A pool, privacy and posh design abound!

Key West, Florida, United States

Bed

Bath

Sleeps

$416.86