Vacation Condo Rentals By Owner In Key West, FL

SUMMER SPECIAL PRICING NOW AVAILABLE — INCLUDING SELECT TWO-NIGHT MINIMUM STAYS!brbrTake advantage of reduced summer rates and enjoy a relaxing Key West getaway at Sunrise Condo — the perfect home base for your island vacation.brbrThis spacious two-bedroom, two-bath condo comfortably accommodates up to six guests. The primary bedroom features a king bed, the second bedroom includes a queen bed, and the living room offers a queen-size sleeper sofa for additional sleeping space. For added comfort and entertainment, all bedrooms as well as the living room feature flatscreen smart TVs.brbrAfter a day at the beach, exploring Old Town, or enjoying Key West’s restaurants and attractions, cool off in the sparkling community pool or relax in the hot tub. Inside the condo, you’ll find a comfortable living area with flatscreen TV and free high-speed WiFi, along with a fully equipped kitchen perfect for preparing meals at home. A private covered parking spot is also included — a valuable convenience in Key West.brbrSunrise Condo is family-friendly and dog-friendly. A Graco Pack 'n' Play with sheet is provided at no charge, and additional baby equipment rentals are available locally. One well-behaved dog up to 25 pounds is welcome with payment of a pet fee.brbrPool Safety Notice:brThis property features a community pool. There is no lifeguard on duty. Guests swim at their own risk, and children must be supervised by an adult at all times while in or near the pool area. By booking this property, guests acknowledge the inherent risks associated with pool use and agree to exercise appropriate caution and supervision.brbrPlease note: All cancellations are subject to a cancellation fee, which varies depending on the cost of the reservation.

Key West Sunrise Condo - SPECIAL SUMMER RATES!

Key West, Florida, United States

Bed

Bath

Sleeps

$709.5

Discover the charm and grace of Old Key West in a new and distinctive setting. Luxury, two-bedroom, two-bath, waterfront condominium set in a topical garden paradise with sweeping balconies overlooking the Atlantic Ocean. Your vacation hideaway is decorated in authentic island tradition with fully-equipped modern kitchen, living room with wet bar, and dining room. Washer/dryer, phone, TVs, stereo, and over-sized jacuzzi tub in the master suite.brbrYour bit of paradise features a lush tropical garden complete with an Olympic-size, oceanfront, heated pool, and sun deck with adjacent bubbling whirlpool. Balmy Caribbean breezes caress you from your sweeping balcony. For your sporting pleasure, there are three lighted tennis courts (one which is clay), racquetball courts, and pro shop. Your condominium has a unique barbecue/picnic area, and features 400 feet of private frontage adjacent to Smathers Beach. Also available is a private slip that can accommodate 30' boat. brbrbrOff Season specials: please contact us for these and other specials

Oceanfront

Key West, Florida, United States

Bed

Bath

Sleeps

$815.63

Concierge Realty is proud to present luxury villas at Hyatt Windward Pointe!brbr**Reservations are available in weekly (7 night) increments with arrivals and departures on Fridays, Saturdays, and Sundays only.brbr**All bookings are time sensitive and availability can change at any time. Send us a message to confirm exact availability prior to making a booking request. brbrSet along the Atlantic Ocean, Hyatt Windward Pointe Resort blends the laid-back Key West style with a modern, upscale resort ambiance. Here is a retreat where you can slow down and forget the rush and stress of your day-to-day life.brbrThis ultra-spacious, ultra-plush two bedroom at Hyatt Windward Pointe features a master bedroom with a king bed and master bath outfitted with a walk-in shower and spa tub, and the guest bedroom with a queen bed. Enjoy the convenience of having a full kitchen, dining area, living room, TV, fully-furnished balcony and complimentary Wi-Fi access!brbrBask beside the lushly landscaped pool that gives you the illusion that you’re softly floating on the open sea, grab a snack at Abbey Road poolside sandwich and snack bar or get your blood pumping at the fitness center at site resort Hyatt Key West Resort & Spa.brbrComplimentary self-parking is available at the resort. No recreational vehicle parking is permitted. No valet parking is available. Tesla and electric car charging stations are available. Boat and trailer parking is available at $25 plus tax per night and must be booked in advance by calling the front desk.br brbrThe Vrbo calendar helps provide availability and estimated price quote. Always inquire with the agent and do not reserve airfare until your confirmation has been received.brbrAny issues with resort service, accommodations, physical plant, amenities, etc. are the direct responsibility of the developer and must be handled through the resort, not Concierge Realty. Photos are thought to be truly representative of the resort and accommodations. Any variation from the photo and actual property are unintentional, so guests are encouraged to do their own due diligence prior to reserving. Any variance or disruption including but not limited to renovation, unavailable amenity, change in decor, etc. during the stay, whether announced prior to reservation, occurring during the stay or announced after confirmation, is a matter strictly between the guest and resort, are not deceptive advertising, breach of contract or the responsibility of Concierge Realty.brbrNote that the images are representative of this villa and that a specific view type is not implied nor promised by virtue of the images. A specific view category must be addressed with rental agent. Concierge Realty reserved the right to reserve any view category unless one has been agreed upon in writing. The resort confirmation will show the view designation and the villa will be placed within that view category unless, in a rare instance the view will be noted as not guaranteed in which case the resort reserves the right to place the guest anywhere within the property. Issues regarding view within the guaranteed view category are to be addressed with the resort management as Concierge Realty is not responsible for villa placement.brbrPlease be advised that if a non-domestic credit card is used to reserve a vacation rental, additional fees may be incurred.brbrAll details are accurate to the best of our knowledge. Any questions with regard to view, amenities, bedding configuration, decor or other details should be addressed with Concierge Realty, Winter Garden, FL.brbrGuests are encouraged to do their own due diligence to assure that the resort and villa will meet their expectations.

Quintessential Key West Resort! Hyatt Windward Pointe two bedroom. Book now!

Key West, Florida, United States

Bed

Bath

Sleeps

$303.91

In the heart of Old Town, with the beautiful community of private homes and condominiums of Truman Annex, this Shipyard Condominium has great access to Fort Zachary Taylor State Park Beach as well as the Historic Old Town Key West. This beautifully decorated first floor condominium on Southard Street has two bedrooms, one full and one half bathrooms. brbrThe living room is nicely furnished with leather sofas, tv with DVD and high speed internet along with a fully equipped kitchen and dinette area to accommodate four people. One bedroom has been upgraded to a king bed, while the front bedroom has a queen bed. A large back deck gets ample sun and just enjoy the Key West weather. The association pool is just a short distance away. brPLEASE NOTE THERE IS NO GRILL.brTHE POOL WILL BE CLOSED FOR THE MONTH OF AUGUST, 2026.brbrBedding: 1 King, 1 QueenbrbrThere is one reserved parking space in a gated lot.

Reduced Pricing!!! A Slice of Paradise! @ the Shipyard Palms!

Key West, Florida, United States

Bed

Bath

Sleeps

$520.81

Duval Square is a charming community with shops and restaurants downstairs and secure, quiet, private residences, pool and pavilion upstairs. Although the condo includes one assigned parking space in the gated garage, you can stroll anywhere from this conveniently located condo. All of the shops, galleries, restaurants, and attractions on and around Duval Street and nearby beaches are just a leisurely stroll away. brbrWhen you enter the home you will find a fully equipped kitchen, dining area, spacious living room and a convenient half bath. French doors let in the natural sunshine and open to the private back deck with dining table and chairs perfect for outdoor entertaining. brbrOn the second floor, you will find 2 bedroom suites, each with their own private bathroom and an additional private balcony off the main suite.brbrBedding: 1 king, 1 queen, 1 queen sleeper sofa.brbrElevator access from ground level to the first floor of the condos. Stairs to the unit's second floor bedrooms.brbr**Construction Disclaimer** From mid May through the month of June, 2026, the pool area will be under construction. This will create noise and dust that could impact your stay and may lead to pool closure as well.

CASABELLA@DUVAL SQUARE Lovely 2 Bedroom 2.5 Bath Townhome in a great location

Key West, Florida, United States

Bed

Bath

Sleeps

$420.43

La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for the ocean breezes that flow around the pretty blue and white buildings, La Brisa is an ideal spot to enjoy your Keys vacation. Located on South Roosevelt Boulevard, this secure gated community is directly opposite Smathers Beach. La Brisa offers a neighborly and relaxing atmosphere. Join in on community held activities at the club house, play in a match on the tennis courts and enjoy the sizable pool, hot tub and a spacious common area for chatting, eating and lounging in the sun.brbrMake your vacation memorable and relish in the comfort and beauty of The Sea Orchid. This recently renovated condo features two bedrooms, two bathrooms and a magnificent view of the ocean. The open air design of the living/dining area adds to the spaciousness. While looking out over the Atlantic Ocean, recline on your sofa or rock yourself in your wicker rocking chair and take in the colors of a Key West sunset. The recently renovated kitchen is roomy and boasts a stainless steel refrigerator, and double sink. The large glass dining table has room for six a great view of the ocean.brbrThe primary bedroom offers a king bed and double windows looking out over the ocean and a fabulous walk in closet/dressing room. The spa-like primary bathroom has dual vanities and an oversized, glass-enclosed walk-in shower. This bedroom also has its own individual access to the private balcony, perfect for an early morning cup of coffee and a sunrise. The second bedroom has two twin beds and a large closet boasting lots of storage. The second bathroom is stylish with its modern glass and tile shower, full wall mirror and granite topped vanity.brbrLa Brisa captures a feel for island life, the way the locals live it, away from the clamor of down town. Quiet moonlit walks on the beach, a morning café con leche from a local vendor and a beach sunrise make for an unforgettable vacation. And while you are tucked away from the noise, you are not too far away. There is a bike trail that leads you along the Atlantic Ocean, past many Key West sights, into the down town area. A large selection of fantastic Key West restaurants and attractions are just a pleasant bike ride away.brbrBedding: 1 King and 2 Twins.brbrThere is elevator access from the ground floor to the condos above. There is one reserved, covered parking space.brbr**ELEVATOR SHUT DOWN NOTICE: The East building elevator will be shut down starting April 27th, 2026 until April 25th, 2026 for a Elevator Modernization Project. The condo will ONLY be accessible via stairway.brbr**POOL CLOSURE** The pool and jacuzzi will be closed from July 6th to August 30th. brbrPlease note; the LaBrisa Condo Association requires additional registration in advance of your arrival. Details will be provided along with your RKWV rental agreement.brbr**Disclaimer**brbr*The peak sargassum season in Key West is typically from July thru September, with June may also see significant amounts which can impact your stay. While the naturally occurring seaweed itself is not dangerous, it can accumulate on beaches, producing a foul odor and potentially harboring organisms that cause skin irritation. We do not provide discounts for the situation.

Enjoy gentle ocean breezes and gorgeous views at Sea Orchid (La Brisa #405E)

Key West, Florida, United States

Bed

Bath

Sleeps

$457.53

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 7 night minimum. 30 night stays also available! brbrFEATURES:brBedrooms: 2 (1 king and 2 twins-can be converted to a king)brBathrooms: 2brLocation: La Brisa Condominiums brSquare Feet: 1166brParking: Parking lot in front of condo buildingbrAmenities: Wifi, TVs, in-unit laundry, beachfront, shared pool, outdoor grills, private balconybrbrbrTHINGS 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.

205E La Brisa-2BR 2BA beachfront condo w/parking, shared pool, grills

Key West, Florida, United States

Bed

Bath

4

Sleeps

$343.14

Located just steps from the White Street Pier and Higgs Beach, Casa Atlantica truly lives up to its name: a home perched on the very edge of the turquoise waters of the Atlantic. Located on the quiet end of a waterfront townhome community, this property features simply the best views you will find in Key West. Best of all, Casa Atlantica is located just a short bike ride from Duval Street and the Historic District, so you get the peace and quiet of the tranquil shore without sacrificing access to Key West’s unsurpassed restaurants, shops, and attractions.brbrOpen the door to this property and you are welcomed by an entire wall of floor-to-ceiling windows, giving you unrestricted access to the most breathtaking view in the Keys. Slip outside on to the enormous, private, top-floor patio and enjoy the warm sunshine and salty breeze of the natural shoreline. Playful pelicans and majestic egrets swoop and dive into the cobalt-blue water directly in front of you! This is true coastal living at its best.brbrThe large patio doors can be left open to allow the ocean breeze in to the spacious studio living area, which features a king sized bed, comfortable chairs for lounging, a flat screen television and a large dining table. The fully equipped kitchen features a glass-top range. Down a short hallway is the large, unique bathroom featuring a glass enclosed shower and lots of closet space. The entire home features distinctive, Adobe-style rounded walls and charming brick tile floors. The whitewash walls reflect the lovely natural light and create an effect that is fresh and soothing to the senses.brbrIf you want to put your toes in the sand, head downstairs to charming tiki hut right by the water. This property also has a shared washer and dryer and limited street parking. Please be aware that this unit is accessible only via 3 flights of a centrally located staircase.brbrIf you are dreaming of a vacation by the shore, it doesn’t get any closer than Casa Atlantica!brbrBedding: 1 Kingbrbr*Disclaimer: Due to the property's oceanfront location, please be aware that Key West experiences seasonal occurrences of fermenting turtle grass along the south shore of the island brought on by our southern winds in the summer. This is a natural phenomenon that is outside of our control.

Casa Atlantica: A studio condo on the Atlantic shore of Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$192.25

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, have central air conditioning, off street parking, and pool access. This corner second floor Shipyard Condo has big, beautiful French doors in the living room. They open onto both front and back balconies with views of the treetops and Old Town Key West. Away from it all has full amenities, including flat screen TV’s in the living room, both bedrooms and wireless internet access. The master bedroom has a queen size bed and the guest bedroom has the option of 2 twins or a king size upon request. After a full day of taking in the island’s many wonderful experiences, come back to the comforts of home. The manicured landscaping, verdant palms, and white picket fences give the Shipyard and Truman Annex a lovely park atmosphere. All this tranquility makes it hard to imagine that Duval Street, Key West’s central artery of entertainment is only two blocks away. Both bedrooms do have flat screen TV's. brPlease note: This property is monthly rental - the minimum rental period is 28 nights

Away From It All @ The Truman Annex

Key West, Florida, United States

Bed

Bath

Sleeps

$448.82

Enjoy spectacular 3-way Key West views from the large wrap-around deck without leaving your rental unit. This 2 bedroom at, 2.5 bath Harbour Place condominium is in Key West's most prestigious community of Truman Annex, offering breath-taking, unobstructed sunsets over the Gulf of Mexico and Sunset Key, the harbor and boat marina, and adjacent to the beautiful Truman Waterfront Park. The large dining table, umbrellas, propane grill and cushioned deck furniture provide a fabulous gathering space, a quintessential Key West experience. The Truman Annex community is 2 short blocks from Duval Street, all of the Old Town Key West attractions and only 1 mile from the best beach/picnic area at Fort Zachary Taylor State Park. The historic Harry Truman Little White House, the Custom House Museum and the aquarium are next door and the world-famous Hemingway House is down the street. The unit sleeps 4 comfortably (renter may choose: 1 queen/2 twins or 1 queen/1 king) and is outfitted with a fully equipped kitchen, washer/dryer, abundant towels, linens, central air conditioning, WIFI, garage parking and a gorgeous waterfront pool area.brbrPlease note: This property has a 28 night minimum stay

World's End at the Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$362.71

Paradise has been Found at this beautiful Old Town Key West condo! Just steps away from the new Truman Waterfront, Fort Zach Beach, and only 3 blocks from Duval, Paradise Found is easy walking distance to delicious restaurants, lively bars, and plenty of shops. Situated in a quiet one way street, you're close to the action but rest assured, you'll sleep amazing in this peaceful home. Super fast WiFi makes this the perfect place to WFH.brbrThis spacious 2 bedroom, 2 full bathroom condo is open, airy and surrounded by swaying palm trees against the bright blue Key West skies. This home has a beautiful kitchen with granite countertops & stainless appliances, a custom master bath with a gorgeous walk in shower, and an assigned off-street parking space, which is very rare in Key West. Each bedroom has it's own en-suite bathroom making this great for a family or 2 couples or roommates. brbrEnjoy a shared heated pool with 3 other units (rarely crowded), grill out some fresh caught mahi on the grill and relax under the stars. brbrYou just steps from some of the best bars and restaurants - The Green Parrot, Blue Heaven, Cuban Coffee Queen, Kaya Eats and more. We Cycle bike shop is around the corner too, so you can rent a bike for the month and explore the Island! brbrCatch a show at the Coffee Butler Amphitheater, just a few minute walk down the street. brbrExplore The famous Hemingway House, just a 5 min walk from Paradise Found. Watch the sunset from Mallory Square while you watch street performers and locals mix and mingle. What are you waiting for It's time you find your paradise!

Paradise Found in Historic Key West

Key West, Florida, United States

Bed

Bath

4

Sleeps

$237.23

Summary:brbrWaterfront 3BDR/2.5BA Key Cove Retreat, W/shared poolbrbrbrbrThe Space:brbrWelcome to Blue Horizon Hideaway, a spacious three-bedroom, two-story townhouse in the sought-after Key Cove community. This corner home is surrounded by water on two sides and tropical landscaping that sets the stage for a true island retreat. Guests enjoy access to a sparkling community pool, dedicated parking, and the comfort of being tucked away in a serene neighborhood while still just minutes from shopping, dining, and lively Duval Street.brbrbrbrThe first floor features an open-concept design with a chef’s kitchen, dining area, and a comfortable living room complete with a wet bar—perfect for entertaining. A half bath adds convenience, while sliding doors lead to a private outdoor patio ideal for alfresco dining and enjoying the tropical breeze.brbrbrbrUpstairs, you’ll find all three bedrooms and two full baths. The master suite offers a king-size bed and stunning water views. The second bedroom is furnished with a queen sleeper sofa, and the third bedroom includes a versatile trundle bed with two twins—making the home perfect for families or groups.brbrbrbrBlue Horizon Hideaway combines the best of Key West living: modern comforts, waterfront views, lush surroundings, and unbeatable proximity to the heart of the island.

Blue Horizon Hideaway

Key West, Florida, United States

Bed

Bath

Sleeps

$456.56

Built in 1917 as a “club” for Cuban cigar makers and their families as their home-away-from-home, this building soon became the center of social and community life for the Cuban population in Key West. After the original Cuban Club burned down in 1983, it was restored and converted to luxurious and spacious suites. brbrEscape the stress and cares of your daily life with a vacation to the wonderful Cuban Paradise! This roomy two-bedroom condo has a private balcony to enjoy all the hustle and energy of the famous Duval Street. The primary bedroom sits in a loft overlooking the living room, and it features a four-post queen-sized bed, two nightstands with reading lamps, an alarm clock, private ensuite bathroom, large closet, and a small electronic safe. Located downstairs is another bedroom with a queen-sized bed, private ensuite bathroom, a nightstand with reading lamp, large closet, and a flat-screen TV. brbrThe expansive living room features two plush sofas (one of which folds into a sleeper sofa), a coffee table, glass kitchen table with six comfy chairs, and a flat-screen TV. If cooking is your passion, then you’ll love the fully-stocked kitchen, which includes a full-size refrigerator, dishwasher, stove, coffee maker, toaster, and microwave.brbrYou’ll want to take pictures at the Southernmost Point in the continental United States (only 3.5 blocks away), and fulfill all of your shopping desires at the dozens, if not hundreds, of shops and stores distributed along Duval Street and the adjoining streets. brbrOne block away is Banana Cafe, a fantastic French restaurant for breakfast with crepes, baguettes, and croissants. The sandy shores of South Beach are just three blocks away, with the Southernmost Cafe right there for lunch. The best sushi in town is served at Origami, also located one block away. It’s all there for you, so come and enjoy!brbrPLEASE NOTE THAT THIS PROPERTY DOES NOT HAVE A POOL. You may use the pool at Dante’s if you utilize their food and beverage services or you may purchase a day pass using the link below at any of the hotels located near your rental. br brhttps://www.resortpass.com/s/us/fl/key-west/pool search_term=Key+West%2C+Florida&city_alias_id=26

Escape to the wonderful Cuban Paradise!

Key West, Florida, United States

Bed

Bath

Sleeps

$526.43

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrMODERN MAJESTY is a stunning, freshly renovated three-bedroom condo that checks every box for the perfect vacation rental. This large unit is laid out over one floor, meaning you don’t have to worry about stairs. The three bedrooms are luxuriously appointed suites, each with their own en-suite bathroom. The kitchen is as functional as it is beautiful. Once you step outside onto your spacious private patio, with the breathtaking ocean and sunset views, you’ll behold the true majesty of Key West. Coupled with Last Key Realty’s unrivaled Guest Services, your month at MODERN MAJESTY will be the stay of a lifetime. brbrTHE LOCATION...brbrLocated in the private gated community of Truman Annex, you’ll be just a few blocks from Mallory Square, Duval Street and all the restaurants, shopping, and attractions of Old Town Key West. While close to all the action, you'll benefit from the peace and tranquility Truman Annex is known for. While you can walk to most places, if you bring a car to this excellent location, there is a reserved off-street parking space located in the garage.brbrTHE LIVING AREA…brbrThe owners spared no expense when it came to the renovations and the outfitting of the property, which is apparent from the moment you walk in. From the high ceilings to the meticulously chosen decor, every turn showcases another touch of class. brbrWhen you enter, you’ll quickly find yourself in the kitchen, where you can’t miss the beautiful natural bar with seating for 4. The kitchen itself is outfitted with every appliance and accessory you might need for those nights you wish to cook at home. From the kitchen, you’ll move into the living room, which features high-end furniture and comfortable seating that you’ll melt into.brbrGo from the living room to the grand private patio outside. If we put a basketball hoop at each end you’d have a full court! This incredible outdoor space has seating for all and includes a propane grill to cook up the day’s fresh catch. We have a feeling you’ll spend most nights relaxing on the patio as the sun sets in the distance.brbrTHE POOL & FORT ZACHARY TAYLOR STATE PARK…brbrThe Community Pool is right downstairs, located directly on the waterfront. There are plenty of chaises for your comfort and a cabana with restrooms for your convenience. Best of all, you’ll have “orchestra seats” to watch the sunset on the Gulf of Mexico. Fort Zachary Taylor State Park is a half mile away, with the prettiest beach in Key West.brbrTHE ACCOMMODATIONS…brbr** Master Suite - a King bed, a flat-screen TV, a large walk-in closet, and an en-suite bathroom with double sinks and a spacious walk-in shower, and a shared balcony with Suite Twobrbr** Suite Two - a King bed, a flat-screen TV, and an en-suite bathroom with double sinks and a spacious walk-in shower, and shared balcony with the Master Suitebrbr** Suite Three - a King bed, a flat-screen TV, and an en-suite bathroom with a walk-in shower.brbrALL LAST KEY VACATION HOMES INCLUDE:brbrbr** Washer and Dryerbrbr** Central Heat and A/Cbrbr** Ceiling Fansbrbr** Flat Screen TVs in Living Room & All Bedroomsbrbr** Fully Equipped Kitchenbrbr** Basic stock of spicesbrbr** Starter supply of paper productsbrbr** Starter set of cleaning productsbrbr** Linens and Towels providedbrbr** Wireless high-speed Internet access & full cable includedbrbrbr** Full Time Concierge ServicebrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbrbr** Large Heated Community Poolbrbr** One Garaged Off-street Parking SpacebrbrbrbrOther notes:brbrbr** Interim housekeeping provided upon requestbrbr** This property will accommodate up to 6 adultsbrbr** No Pets Allowedbr** 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.

**MODERN MAJESTY @ THE ANNEX** Oceanside 3BR/3.5BA Condo & Pool + LAST KEY SERVI

Key West, Florida, United States

Bed

Bath

Sleeps

Select Dates for Price

Come and explore all that Key West has to offer! This unit at Coconut Mallory is a one level condo with both bedrooms and bathrooms, the full kitchen, dining room, and living room with a queen-size sleeper sofa and connecting balcony all on one level. There is an elevator in the building to reach our unit and there are laundry facilities outside of the units on the top floor at each end of the building.br Coconut Mallory's amenities include wireless internet, two pools, a hot tub, grills, a marina with its own clubhouse, a four minute ride to the beach, and close proximity to the many Key West activities and attractions.brbrDamage and incidentals: you will be responsible for any damage to the rental property caused by you or your party during your stay.

Spacious Key West Condo at Coconut Mallory Resort & Marina

Key West, Florida, United States

Bed

Bath

6

Sleeps

$288.3

Our guests are in for a treat at such a bright and beautiful entire first-floor unit in Key West. This inviting two-bedroom bungalow is perfectly situated on a calm and quiet street in Old Town, yet just steps from the historic cemetery and a stroll from ever-buzzing Duval Street. You’ll also have your own off-street parking within the property’s gate, perfect for a smaller vehicle or your golf cart for further cruises (contact our concierge to help you arrange all your rental needs).brbrThe unit itself shines with fun color and vaulted, sunlit interiors. Rocking chairs await you on the front porch, and a sparkling private pool and grill are all yours to enjoy out back. The vibrant citrus orange kitchen is as energizing as a Cuban coffee, and comes fully equipped with a stainless steel refrigerator/freezer and all the cooking essentials. Gather around the dining table for a homemade meal or favorite Key West take-out, then mix a drink under the neon cocktail sign at your personal mini bar.brbrThe open living room is airy and easygoing, with a comfy pull-out sofa ready for weekend visitors or kids tagging along on a longer stay. On either side of the living space, you’ll find two king bedrooms, each designed for maximum comfort and reprieve. Both feature plush king-sized beds, smart TVs, closets, and split-unit ACs to personalize your climate control. The primary suite has immediate access to the pool deck and a sun-drenched en-suite bath. Another full bath is available to the other bedroom and common area.brbrBright, spirited, and simple, this Angela Street retreat is a fantastic place to call “home,” throughout your Key West trip. We look forward to making sure you have a great stay at Sun, Sea, & Citrus. brbrRestrictions: Smoking permitted only outside please. No pets. We do not accept guests less than 25 years of age unless accompanied by a family group or guardian.brbrPAYMENT: Payment for the rental will be processed outside of VRBO according to the terms of your rental agreement (sent for review upon reservation). Payments by credit card are subject to an additional 2.95% merchant processing fee.

Sun, Sea, & Citrus - Bright 2-Bedroom Monthly Rental in Old Town Key West with Private Pool. Sleeps 5-6

Key West, Florida, United States

Bed

Bath

5

Sleeps

$162.88

This 2 bedroom, 1 ½ bath condo in the Campbell historic building offers a new translation for the word “vacation.” The vocabulary begins behind a white picket fence with a courtyard of cozy cottages nestled around a sparkling pool. The setting is perfect as a postcard: quiet yet located two blocks from Key West’s world-famous Duval Street. Walking, biking, a pedi-cab, or uber work nicely as ways to get around. A coveted parking space for one small vehicle (must be under 16 ft.) is provided. brbrThe story starts at the compound gate. Right inside is a bike rack and lots of green and flower plantings to remind you that you are in paradise. A few steps more bring you to the entrance of this residence. If you turn around, you get the full aha! view of the shared pool. Straight head is the small porch area and another larger, quite charming porch to the side. brbrOnce inside the door, you’ll find the living and dining area which has plenty of natural light, high ceilings, and a glass brick accent wall reflecting light back into the room. There’s plenty of comfy couch and chair seating to make a congenial conversation area. If you are more up for being entertained, there’s a smart TV w/ high speed internet access perfectly positioned for streaming from the seating arrangement. It is equipped with the YouTube TV streaming service which includes the typical expanded basic TV channels plus the ABC, CBS, NBC, Fox and PBS network affiliates from Miami (our broadcast TV market). You can also stream your TV subscriptions or log into your Netflix or Amazon Prime TV accounts. The flatscreen TV sits on an artisan, three-shelf cabinet with ratan-weave doors. The shelves provide space for important things that you want close at hand but don’t want creating clutter in the open. Also in one corner is a table and chairs suitable for meals or for playing cards or board games. Overhead a ceiling fan creates tropical ambience and air circulation. Of course there’s central AC, high-speed internet, three flat-screen TVs, with efficient and attractive ceiling fans throughout. brbrNext in the floor plan is a guest half bath. Then comes the full bath opening out to the den. Here also is a second streaming TV sitting on a roomy storage cabinet. A wardrobe provides room for clothing and office supplies. A daybed provides extra seating or a comfortable accommodation for a third guest. An upholstered conference chair with arms provides the perfect place if someone wants to consult or chat. Also a bookcase stands nearby. It’s a compact, multifunctional room with many windows letting in plenty of Key West’s naturally beautiful light. brbrNext comes the King bedroom again flooded with natural light. A chest with many drawers stands ready to store whatever you need stored and serves as a perch for the third TV. A closet for hanging this and that is partially formed by the unique glass brick wall. brOn to the kitchen…all the appliances you’ll need for cooking and cleanup are supplied in stainless. Cabinets and shelving above and below help avoid clutter. Pots and Pans are artistically hung from the ceiling, as are utensils on the wall. The windows give glimpses of the soothing pool just outside. Faustos, a local grocery store since 1926, is less than a block away if you want foodstuffs to fill up the refrigerator or pantry. All appliances are new in 2024. Or maybe the kitchen will be mostly for warming left overs from meals out at one of the island’s myriad eating establishments.brbrIf you like to swim or are a sun worshiper, you still haven’t explored the best part of this condo: the courtyard and pool. The pool, which is for the exclusive use of Campbell Courtyard guests, is no small dipping or cocktail pool as is prevalent in Key West. Rather, it’s heated (in winter) and generously sized. The pool and deck area are ringed with a white picket fence and plenty of tropical foliage to create beauty, privacy, and a kind of tranquil peace-of-mind that only nature can provide. Chaise lounges and chairs sit invitingly next to the pool, as does a dining table and chairs. If shade is more appealing, claim your spot under the gazabo-style seating area at one end.brbrThe whole set up at Campbell Courtyard is alluring but there’s more--a whole storied island awaiting your exploration: the emerald water of the Atlantic and of the Gulf of Mexico, beaches, conch-style houses, civil war forts, museums, famous hangouts like Sloppy Joe’s, Elvis look-alikes, an expansive waterfront park, and sharks for petting at the Aquarium. From your central Old Town location, most things are easily accessible by foot or bike or the Duval Loop bus. For example the island’s main artery—Duval Street where you’ll find shopping of all sorts, art galleries, tours, open-air restaurants, bars and much more—is less than two blocks away.brbrA few blocks in another direction you’ll find the Historic Seaport with tall ship sunset sails and water sport opportunities like diving, fishing, parasailing, snorkeling, jet-skiing, and more. Or try one of the waterfront restaurants that ring the harbor. Set your timer so you don’t miss the nightly Sunset Celebration at Mallory Square where visitors and locals alike gather to applaud gently as the sun slips below the horizon. It’s a MUST experience.brbrMaybe your taste runs more towards the arts. If so, you’re in the right place for music, movies, plays, art galleries, lectures, and more. If you like beaches, your accommodations are within biking distance to a favorite locals’ beach, Fort Zachery Taylor, where you can rent chairs, umbrellas, and snorkeling equipment. Bathrooms, showers, a snack bar, and picnic tables are also available. Or maybe you’ll decide to skip the beach in favor of exploring the adjacent Civil War-era fort, which was designated a National Historic Landmark in 1973.brbrIf this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date information. Campbell Courtyard COA does NOT allow renters to have pets.

Authors Retreat - Downtown Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$361.13

*Brand New Listing* Welcome to Captains Choice The NICEST Unit at Sunrise Suites Resort in Key West- Unit 302.brbrTropical winds, excellent weather, and Key West charm await when you book your stay in this gorgeous completely renovated two bedroom, two bathroom condo Captains Choice. This condo is equipped with BRAND NEW everything from top to bottom with nothing but the finest appliances, fixtures, and furnishings. Enjoy the game or your favorite movie on our new Samsung smart TV's in each bedroom including a 60 inch in the living room. Sit back and enjoy your private balcony, and catch the sunset over the salt ponds while sipping your beverage of choice. Other in-unit amenities include a brand new Keurig machine with pods and full size washer and dryer. Take advantage of some of the amenities located at the resort: Heated community pool, hot tub, gym, and tennis court.brbrSleeping Arrangements -br1 King in Master Bedroombr1 Queen in Spare Bedroombr1 High End full size sleeper sofa in living roombr*All bedding is of high qualitybrbrNearby:brKey West International Airport (2-3 minutes away)brSmathers Beach (along with walking, running, and bike path)brBodhi Spa and WellnessbrSeaside Grocery (convenience store)brGreat restaurants and bars including La Trattoria, Benihana, and Coconut Mallory's Bar. brKey West Golf Club (2 miles)brbrComfort and relaxation await you in this luxurious condo. Our reservation calendar is up to date. Book your reservation today!brbrThis condo is an end unit, located on the 3rd floor (with elevator access)brbrParking: Your booking comes with FREE parking. We have parking Spaces on both sides of the building. We only ask that you do not park under any of the covered parking, as these are reserved spaces. Everything else is first come first served. brbrThank you & enjoy your stay at Captains Choice!

Fully renovated Condo with Private Balcony, Shared Pool, Hot Tub and Parking

Key West, Florida, United States

Bed

Bath

Sleeps

$286.29