Vacation Rentals By Owner In Key West, FL

Description: Welcome to Corazon, a stunning 2-bedroom vacation rental in the heart of Key West's Old Town neighborhood. With its open floor plan, fully equipped kitchen, and private pool steps from the living area, this is the perfect home for entertaining and relaxation.brbrLocated just one block from the famous Duval Street, Corazon is the ideal spot for experiencing all the excitement and culture that Key West offers. Plus, with the added convenience of the included parking space, you can easily run errands, grocery shop, or even take a day trip up the keys!brbrInside, you'll find two spacious bedrooms - one on the second floor and another on the third floor - along with a second-floor study, perfect for those who need to stay connected while on vacation. And with an estimated 2160 square feet of space, Corazon is one of the largest 2-bedroom vacation rentals in Key West's Old Town district.brbrLinens, free high-speed Wi-Fi, and central air conditioning are all included, ensuring that your stay is as comfortable and convenient as possible.brbrPlease note that due to city ordinance, Corazon is available for monthly rental only, with a minimum of 28 days required. Unfortunately, pets are not allowed.brbrDon't miss out on this chance to experience the beauty and excitement of Key West from the comfort of your private oasis at Corazon. Book your stay today!brbrImportant Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. brbrGuests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check. brbrParking: 1 SpacebrVirtual Tour Url: https://my.matterport.com/show/ m=LVXRnY2qxWw

Cottage

Corazon - Palm Tree Paradise- Private Pool - 2BD/2.5Bath - Prime Location!

Key West, Florida, United States

Bed

Bath

Sleeps

$383.4

1 ISLAND TIME ESCAPE at the Truman Annexbrbr This Foundry townhome is a Bostonian style 3 level home located in Old Town Key West. This home has been recently renovated to accommodate an individual couple, family, or vacationing couples that each desires the privacy of their own bedroom suite with full, private baths. This two-bedroom, two and one half bath unit will comfortably sleep up to six, and is located in the beautiful community of Truman Annex. br brIf driving down through the scenic Florida keys and keeping the vehicle for your stay, you have the luxury of a reserved, covered private parking space during your stay. If not, bicycle and golf cart rentals are aplenty!br brThe welcoming first floor includes an impeccably appointed kitchen, with all of your basic houseware items such as pots, pans, coffee pot and toaster. The living area includes a SmartTV, books, games, and a comfortable sofa that pulls out into a Queen bed. If you’re heading to the beach or the pool, beach towels are hanging on hooks by the front door, ready for your use. brbrEnjoy the convenience of a dedicated outdoor grill, perfect for cooking up delicious meals in the fresh air. Whether you're preparing a casual family dinner or hosting a relaxed gathering, the grill offers an easy and enjoyable way to make the most of your outdoor space. It’s clean, easy to use, and ideal for everything from quick weeknight grilling to weekend barbecues.br brThe second floor Primary Suite has king-sized bed, en-suite bath and French doors that open to a private balcony overlooking the tropical landscaping on Front Street, including palm, mango, and avocado trees. The suite also includes a washer/dryer. br brThe third floor suite features two twin beds which can be converted to king size bed, depending on your needs, and its own en-suite bath.br brLocation, location. location!! This townhome is in the Truman Annex gated community, which offers the security and tranquility that you would expect on a vacation; yet you are just steps from exploring all that Key West has to offer! The Harry Truman Little White House, where President Truman spent many summer days vacationing during his Presidency, is just steps away, as is the private heated pool. The famous Duval Street scene and surrounding blocks encompassing hundreds of restaurants/pubs/shops are only minutes away by foot. Mallory Square, with its nightly entertainment and picturesque sunsets are just three blocks away. Swimming, snorkeling, parasailing, and fishing are also nearby for your enjoyment. Fort Zachary Taylor State Park, with one of the best beaches in Key West, is just 1/4 mile away. brbrPlease note: This property has a 28 night minimum stay

1 Island Time Escape at the Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$266.4

The historic Foundry, known as building #101, features three story townhomes, located in the award-winning residential neighborhood known as the Truman Annex.brHandsome oversized French doors open into the great room with an 11' ceiling and richly, appointed interiors. The open style kitchen enjoys the surrounds of the dining and living rooms combined. The second primary bedroom has a King bed, a quiet private deck, and an ensuite bathroom.brThe third floor guest bedroom has two extra long twins that can be converted to a king with an ensuite bathroom. A lovely deck off the first floor entrance allows for some early morning or evening social time; great for coffee early in the day or grilling after a successful day at sea!brThe fisherman of this house caught the biggest fish yet of the century and placed it on his living room wall. There is a refreshing community pool close by and a private parking space conveniently located in front of unit. High speed cable Internet. brbrPlease note: This property has a 28 night minimum stay

A License to Chill at the Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$337.5

Coral Hammock is a gated communities with 55 luxury resort homes with a lavish Clubhouse and Pool and lushly landscaped grounds. These custom single family homes recall the romantic charm of old Key West with spacious floor plans, vaulted ceilings, Conch style porches and traditional metal roof. Located at Mile Marker 5 and ideally located across from the Key West Golf Club and just down the street from world class fishing and other activities at Hurricane Hole Marina & Restaurant. You are close to all the action but yet secluded enough to enjoy your privacy. Key West is only a 2x4 island (two miles wide and four miles long) so nothing is far away!brbrWe offer a 2 bedroom 2 1/2 bath poolside Coral Hammock Royal Palm House. Located in the interior circle so the pool, clubhouse & fitness center are practically in your backyard. This house features a large patio/deck with great views of the shared pool and features a queen bed, two twins (which can be converted to a king), sleeper sofa, fully equipped kitchen, central air plus ceiling fans and much more!brbrParital list of rental amenities at Craig & Cindy's Coral Hammock Royal Palm House include:brbr2 bedrooms 2 1/2 baths {queen and 2 twins (or can convert 2 twins to a king at your request) plus queen sleeper}.brFully 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.brOutdoor decks and balconies including an outdoor grill.brLarge shared community pool right behind the house plus clubhouse and workout facility.br3 TV's & Amazon Echo (Alexa play some Jimmy Buffett).brHigh speed internet with wireless Wi-Fi.brParking for 2 cars right under the townhouse.brLocated in prestigious gated community of Coral Hammock at Mile Marker 5.

Craig & Cindy Key West Poolside Coral Hammock Royal Palm House 2 bdrm 2.5 bath

Key West, Florida, United States

Bed

Bath

Sleeps

$330.7

Single family home. (Not a condo.) We welcome kids, pets, partners, friends. brFree off street parking for 2-3 vehicles. brPRIVATE Pool. No neighbors that can look down and see you from their windows. Truely private. Guest controlled heated/chilled heat pump. Salt pool (gentle on skin and eyes).brVery quiet Lane location. Large back yard with private tropical lush garden. Huge 2nd floor private deck off master bedroom. Just 1/2 block away from historic seaport Harbor. brWALK EVERYWERE. So close to everything Key West. brFull Kitchen, every small appliance provided, microwave, full size refrigerator, dishwasher, washer/dryer. TV. Tons of outdoor space.brRates are lower than a motel room. brMinimum rental is 28 nights. brPET FRIENDLY. Fenced back yard. No need to leash and walk your dog several times a day. brStart and end dates can be on any day of the week May-November. br Dec-Apr bookings must stay withing the calendar month. NEW YEARS: You may start your stay on Dec 31 or End on Jan 1, if available. Instant bookings that violate this policy must be modified.)brbrFree amenities on site waiting for you:brBeach kit: Beach towels, beach toys, beach chairs, cooler. brWasher/dryer: Don't over pack. Wash your cloths. brExtra sheets and towels on site.brNeed cribs, strollers, or other kids items Rent here cheap (You can use this link even if you rent a different property): https://www.babyquip.com/a/kxyp67

Heart of Old Town on QUIET Peacon Lane. Historic Seaport. Duval St. PETS WELCOME

Key West, Florida, United States

Bed

Bath

Sleeps

$440.04

Historic Harrison`s Hideaway is in an 1880`s Cigar Maker`s cottage renovated in 2010. It features a K size Pottery Barn memory foam bed, custom made full sleeper sofa, newly renovated kitchen with granite counter tops, 2 burner stove, under counter fridge/freezer, dishwasher, air-fryer/ovenm, microwave, tumbled marble 2 person shower, private front deck with seating for 4 and 2 person spa. Perfect for a couple or a family with children. Freshly painted a Caribbean blue with plantation shutters.brbrHistoric 1880`s Cigar Maker`s cottage renovated in 2010. Situated in a gated compound, lush, tropical, filled with orchids. The spacious unit has a Pottery Barn bed with basket storage underneath. Bedside lamps have USB chargers. There is a Bose Bluetooth speaker, Amazon Alexa, 65” Smart TV. The full size custom sofa has a memory foam mattress, too. The full kitchen has an under counter refrigerator with freezer, dishwasher, 2 burner electric stove and everything needed to cook a gourmet meal. Ceiling fans and Mitsubishi split AC/Heat make this unit comfortable year round. The bathroom has a 2 person tumbled marble shower with 2 shower heads. Outside on your private deck is a 2 person Solana spa, table/chairs. In the common area there is a Weber gas grill, bike rack, washer/dryer and upstairs deck under the large Spanish lime tree to enjoy drinks or meals. There are 2 heated pools, the Family pool and the Adult’s Only pool.brbrThe Historic Cigarmakers Cottage is yours!brbrI have housekeepers and groundsman/maintenance available 7 days a week.brbrQuiet, historic neighborhood of vacation rentals in the center of Old Town. Center Street is only 2 blocks long but there is a bike/moped rental at the corner. CVS (24 hour), Subway, across the street. Multiple restaurants and bars close by as well as the Butterfly Conservatory, Hemingway`s House, Lighthouse Museum!brbrWalk, bike, moped or electric car. Walk, bike, moped, electric car (we have cords for charging).brRegistered guest must be 25 or older during March/April (Spring Break). Please keep noise to a minimum after 10 pm at the Family pool as other guests may be sleeping.

Harrison`s Hideaway-Sleeps up to 4, K & F Sl Sofa!

Key West, Florida, United States

Bed

Bath

Sleeps

$1069.89

After a long day cool off in your private pool, enjoy cold Mojitos on the covered porch and cook up some fresh grouper on the grill! Welcome to your dream vacation home!brThe Amelia home is a 2 bedroom 2.5 bath retreat with sparkling private pool that is only four blocks from the Atlantic Ocean and one block from all the Duval Street entertainment. This is the Key West vacation rental you have been seeking, tucked away in one of the most interesting neighborhoods in the historic district of Old Town, an ideal location for walking and biking to all the attractions, yet quiet and tranquil making it feel worlds away.brbrEntering The Amelia Home you are greeted by an open floor plan with living room and dining area, bright colors and Key West décor complete the feel of being in the tropics while large glass doors open to the spacious outside area. Hardwood floors are throughout the first level living areas and pocket sliding glass doors lead to the dining loggia. Through additional sliding glass doors on the side of the home you will find a lush tropical garden that looks into the pergola style orchid house. A half bath is located on the first floor along with a sleeper sofa for extra guests.brbrThis special home features a full beautiful kitchen complete with everything you need to create a your keys cuisine or gourmet meal. Upstairs are two full bedroom suites each with a private bath and ultra comfy bed to ensure a restful night sleep. One bedroom has a king beds and the other two twin beds that can convert to a king.brbrCustom crown moldings and built-in bookshelves are some of the many fine details that make this a special home. Furnishings include an eclectic international mix of plantation style and antiques, reflecting the diversity of Key West.brbrKey West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbr*Home Truths:*br- Pool heat is available for an additional fee but needs to be requested at least 48 hours before your stay.br- Pool heat is not available between 4/1 and 10/31.br- This home features a sleeper sofa as an additional sleeping option.br- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.br- All bookings 28 days or longer require a security deposit to be charged after booking.br- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.br- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.br- Please note that if requested, the two twin beds can be converted into one king bed with bedding for a fee of $75. Please ensure you make this request at least 48 hours in advance.br- Please note that max occupancy includes infants.br- Please be advised that documentation may be necessary for ESA/service animals to gain entry.brbrPets:br- This home allows pets for a fee. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- We LOVE pets, however- Certain breeds typically have to have an additional owner or HOA approval. If your pet falls under any typical breed restrictions (breed, size, weight) please let us know so that we can confirm!brbrParking Details:brOff-street parking for one vehiclebrbr---brbrThe room configuration is as follows:brbrPrimary Bedroom / King bed brBedroom 2 / Two twin bedsbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. brbrWe report and prosecute all Credit Card Fraud.

Amelia Home by AvantStay | In Historic Old Town w/ Pool

Key West, Florida, United States

Bed

Bath

6

Sleeps

$591.26

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrGet the gang together for the ultimate Key West Beach Vacation in a one-of-a-kind giant of an island beach house, BEAUTY OF THE BEACH. Fully renovated to exceed the highest level of quality and comfort as a large family vacation home, this private estate occupies an entire corner lot, just a block from Smathers Beach. This stilted home allows for a massive exterior living area, including outdoor dining, your own gym, a private saltwater pool and poolside lounge. The inside maximizes the best of togetherness and privacy: each bedroom is complete with an en-suite bathroom and flat screen TV. This special beach mansion, combined with Last Key Realty's Five-Star Guest Services, will make your stay in Key West a guaranteed success for the entire group.brbrLooking for a shorter stay at this beautiful beach mansion Book this home as BELLE OF THE BEACH, a nightly rental.brbrTHE LOCATION...brbrThe Beachside neighborhood of Key West is a quiet, mostly residential neighborhood on the southern side of the island. Just a block from the west end of Smathers Beach off Atlantic Blvd, and just down the street from Higgs Beach, BEAUTY OF THE BEACH is a dream for beach-lovers who prefer to pack their coolers and towels and walk the few steps down to the sand and water. Watch the sunset from Smathers Beach or the White Street Pier just around the corner. Take the short stroll to Salute! for a beachside meal, or bike ride (or a quick Uber) down to Duval Street or the Historic Seaport for the most popular Key West attractions. brbrTHE INTERIOR LIVING AREA & KITCHEN...brbrThe interior living area of this home is just one part of the available living space, but offers plenty of room for the whole group. The sectional sofas, which also pull out to Queen sleeper sofas, sit in front of a large flat screen Smart TV. Off the living area is the dining area with space for 8 diners, plus additional seating at the kitchen bar. The kitchen is upgraded with state of the art appliances and tools, including a Kuerig coffee maker.brbrTHE EXTERIOR LIVING AREA & SALTWATER POOL…brbrA major perk of this stilted home is the massive outdoor area created under the house. A full outdoor living area with luxurious lounge furniture and outdoor dining tables galore sit in the shade of your mansion. Beside the house is a private, heat-optional saltwater pool with plenty of chaise lounges for relaxing poolside. There is also a personal gym with various equipment pieces for your use (but if the only exercise you envision is drink bicep curls, no judgement here!)brbrTHE ACCOMMODATIONS...brbr** Nautical Suite: Located on the First Floor with a King bed and an en-suite bathroom.brbr** Floral Suite: Located on the First Floor with Two Twins OR One King and an en-suite bathroom.brbr** Sea Life Suite: Located on the First Floor with Two Twins OR One King and an en-suite bathroom.brbr** Beachy Suite: Located on the First Floor with Two Twins OR One King and an en-suite bathroom.brbr** Music Suite: Located on the Second Floor with Two Twins OR One King and an en-suite bathroom.brbr** Coral Suite: Located on the Second Floor with a King bed and an en-suite bathroom.brbr*The Second Floor has a landing with a mini fridge and a balcony.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer & Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen TVs in Living Room & All Bedroomsbr** Fully Equipped Kitchenbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels providedbr** Wireless high-speed Internet access & full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced & Lushly Landscaped Private Yard br** Private Saltwater Pool with available Pool Heatbr** Off-Street Covered Parking in Drivewaybr** Propane BBQ Grillbr** Fitness EquipmentbrbrOther notes:brbr** All monthly rentals include a mandatory interim clean. Multi-month stays require 1 interim clean per month.br** Additional interim cleanings availablebr** This property will accommodate up to 16 adults (2 Queen sleeper sofas)br** Pets Allowed with Additional Feesbr** 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.

**BEAUTY OF THE BEACH** Monthly Beach House Rental + LAST KEY SERVICES…

Key West, Florida, United States

Bed

Bath

Sleeps

$310.28

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

Archipelago l at The Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$1038.08

Quintessential Grand Key West Estate! The James J. Curtis House c. 1874 was acquired by the Navy in 1903 and the home became The Marine Officers Quarters known as M2.brThe Curtis house is the ONLY home in the Truman Annex that exists in its original location. This masterpiece is representative of a late nineteenth century vernacular know as a ''Conch House'', free of gingerbread, simple in its design, shingle roofing, weathered siding with louvered shutters. As it exists today it is one of the finest examples of ''Conch House'' Architecture in Key West.brThis lovely four bedroom three and half bath beauty has gorgeous hardwood floors, tall ceilings, incredible millwork and many floor to ceiling French doors, original transoms and tons of natural light.brEntering the front hall beneath the original red glass address sketch above the front door, you are welcomed by the formal dining room and fireplace as well as one of the several living rooms featured throughout this charming home.brAs you make your way down the center hall, you are greeted by the spacious eat in kitchen, which also includes a lovely seating area.brAdjacent to the kitchen, relax in the sumptuous media room which opens out to the covered deck and outdoor dining room. brThe main living room enjoys more access to the lower wrap around decks and rocking chairs. brThe breathtaking two story stairway with gorgeous balustrades and an original newel post, leads you to the second floor.brThe primary suite features two beautiful bathrooms, one with a shower and the other with a soaking tub, built in closets, a lovely little reading nook and access to the inviting wrap around covered decks. There are two more bedrooms featuring twin beds that can be converted into a king. Both of these bedrooms have access to the wrap around decks complete with a sunning area, white rocking chairs and a quiet covered lounge. brThe refreshing pool and patio provide more outdoor enjoyment and privacy during your summer stay and heated during our mild winter season.brThe adorable guesthouse is complete with a queen bed, sleeper sofa and private bath and entrance.brThere are two off street parking spaces. br***Occupancy is 8 and it is STRICTLY enforced.***brbrPlease note: This property is a monthly rental -This property has a 28 night minimum stay

Conch House at the Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$280.13

Summary:brThe Grand Maloney Hotel is a new boutique hotel located in the heart of downtown Key West. Our signature red brick, historical home on Caroline Street has been lovingly restored with a brand-new heated dipping pool on its private patio. With undeniable character, the two-story house stands out from the traditional cottages of Key West in the same way the Grand Maloney stands out from other boutique hotels in the area.brbrThe Space:brThe bright airy atmosphere of Room 1 provides the perfect space for your getaway. This room was created for a unique experience, bringing out your inner child with an oversized built-in queen over queen bunk bed. These spacious, romance rose colored bunk beds, take luxury living to the next level. Unlike a classic ladder set-up, the mahogany wood stairs provide easy accessibility and a pleasant experience for getting in and out of bed. Each room is decorated with careful attention to detail, reflecting the personalized experience each guest can expect of their stay. brThe contemporary full bathroom includes matte white marble floors, a glass door shower and high ceilings for steam to rise.brbrGuest Access:brOur contactless check-in procedure makes check-in easy. Guests 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. brbrShared Hotel Amenities: Heated pool and deck area, wrap-around porches, lounge, lobby, coffee maker & refrigerator drawers.brbrThe Neighborhood:brPlaced perfectly between downtown and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration. brbrHalf a block from Duval Street, the Grand Maloney Hotel is steps away from Key West's most famous bars and kitchens. Food is at your finger tips with local’s favorite restaurants, such as First Flight, Bagatelle and Two Friend’s Patio, less than a 5-minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.brbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.brbrGetting Around:brThere are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or foot. Being in the heart of downtown Key West, many attractions are within walking distance. Feel free to ask us for recommendations!brbrThere is no on-site parking for this unit. You may utilize the brick pathway/driveway for bike parking ONLY. For overnight parking, here are some parking lots:br• 204 Simonton Street (This is the closest to your unit!)br• Caroline Street Outdoor Parking Lotbr• Park N Ride Old Town GaragebrbrStreet parking information:br• There are pay-to-park spots and meters, which are free from 12AM - 8AM, with a 3-day limit.br• The neighborhoods of Old Town offer some free parking spaces close to your unit, but be aware that many of the spots are marked “Residential” and visitors are NOT permitted to park in them.brbrOther Things to Note:br- Relax by the brand-new, heated pool in the back of the home!br- Rent this room along with the rest of the Grand Maloney Hotel for an exclusive takeover for up to 16 guests!br- Ask us about our other neighboring units for groups exceeding this guest count. br- There is onsite laundry facilities. br- This is not a pet friendly hotel.br- For the purpose of creating a safe environment for our guests, the exterior of the building is monitored by security cameras.br- The communal kitchen area encompasses two large refrigerator drawers, an Keurig coffee maker, sink and select glassware.

Apartment

Bunk Room at the Grand Maloney

Key West, Florida, United States

Bed

Bath

Sleeps

$285.75

Summary:brThe Grand Maloney Hotel is a new boutique hotel located in the heart of downtown Key West. Our signature red brick, historical home on Caroline Street has been lovingly restored with a brand-new heated dipping pool on its private patio. With undeniable character, the two-story house stands out from the traditional cottages of Key West in the same way the Grand Maloney stands out from other boutique hotels in the area.brbrThe Space:brEach room is decorated with careful attention to detail, reflecting the personalized experience each guest can expect of their stay. Our detached cottage offers a sense of privacy and the opportunity to feel secluded, while being steps away from our sultry lobby and sitting room. Walking out your back door and enjoying your own terrace underneath the shady native poinciana trees. With a private bathroom and king size bed the Cottage is perfect for your next couples getaway.brbrGuest Access:brOur contactless check-in procedure makes check-in easy. Guests 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. brbrShared Hotel Amenities: Heated pool and deck area, wrap-around porches, lounge, lobby, coffee maker & refrigerator drawers.brbrThe Neighborhood:brPlaced perfectly between downtown and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration. brbrHalf a block from Duval Street, the Grand Maloney Hotel is steps away from Key West's most famous bars and kitchens. Food is at your finger tips with local’s favorite restaurants, such as First Flight, Bagatelle and Two Friend’s Patio, less than a 5-minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.brbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.brbrGetting Around:brThere are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or foot. Being in the heart of downtown Key West, many attractions are within walking distance. Feel free to ask us for recommendations!brbrThere is one private off-street parking spot for this unit located in the driveway in front of the hotel. For additional overnight parking, here are some parking lots:br• 204 Simonton Street (This is the closest to your unit!)br• Caroline Street Outdoor Parking Lotbr• Park N Ride Old Town GaragebrbrStreet parking information:br• There are pay-to-park spots and meters, which are free from 12AM - 8AM, with a 3-day limit.br• The neighborhoods of Old Town offer some free parking spaces close to your unit, but be aware that many of the spots are marked “Residential” and visitors are NOT permitted to park in them.brbrOther Things to Note:br- Relax by the brand-new, heated pool in the back of the home!br- Rent this room along with the rest of the Grand Maloney Hotel for an exclusive takeover for up to 16 guests!br- Ask us about our other neighboring units for groups exceeding this guest count. br- There is onsite laundry facilities. br- This is not a pet friendly hotel.br- For the purpose of creating a safe environment for our guests, the exterior of the building is monitored by security cameras.br- The communal kitchen area encompasses two large refrigerator drawers, a Keurig coffee maker, sink and select glassware.

Apartment

Carriage House at the Grand Maloney

Key West, Florida, United States

Bed

Bath

Sleeps

Select Dates for Price

t's rare on the island of Key West but if you are looking for a beautiful completely renovated home, with privacy, water views, and boating access this is it. Where the Sunrise and Riviera canals meet you will find this gorgeous 3 bedroom/3 bath estate set on a large lushly landscaped lot. In 2005 the home was rebuilt with impact resistant windows and doors, custom kitchen, designer baths, new plumbing, new electric, new roof, step down sea wall, and garage. Large covered lanai overlooking spa, pool, and the canal will make for lazy Key West afternoons and evenings. It doesn't get any better than this. Listed by Karen Lane, Broker Associate Prudential Knight and Gardner.Tucked Behind Your Private Fence Awaits Your Old Town Tropical Oasis. Outdoor Spaces Include An Entry Garden With A Variety of Fruit Trees, A Large Backyard With Brick Pavers & A Spacious 7 Person Hot Tub, Expansive 2nd Story Decks For Sunning & Star-Gazing As Well As Rare Off Street Parking For 4 Vehicles! The 2 Story Conch House Has 3 Bedrooms And 2 Full Baths With A Fresh Key West Flare & Vibe!brAmenities includes: Central air conditioning, WiFi internet access, Inner pool, Parking space is available , Freezer, towels, linens and dishes, flat screen TV with cable and DVD player, fully equipped kitchen with dishwasher, Refrigerator, microwave, Ice Make, Patio, Porch, Security system, Deck, Skylight, Sprinkler System not far from the beach and shopping mall etc. There is a Cleaning deposit of $20 prenight for Pet's and the cleaning after Departure

Rare on the island of Key West

Key West, Florida, United States

Bed

Bath

8

Sleeps

$579.96

Location Location, lovely location near Key West’s finest restaurants and bars. Walk everywhere from this lovely spa townhome. This 2 story accommodation has a well stocked chefs kitchen with a sitting bar and entertainment area leading to the dip pool and deck. There is outdoor dining and BBQ equipment to enjoy evenings at home. brThe 2 en-suite bedrooms are located on the 2nd floor floor. This is a newer home with luxury bathrooms with granite countertops and tumbled travertine tiles in the showers. No need for shoes with lovely wood floors throughout this deluxe accommodation.brPlenty of parking right outside and riding a bike is easy too from the Mermaid.

The Mermaids Retreat nestled near Mary Star of the Sea, walk everywhere!

Key West, Florida, United States

Bed

Bath

Sleeps

$300.3

The Barbados | Key West Condo with Pool, Hot Tub & Private BalconybrbrWelcome to The Barbados, a welcoming 2-bedroom condo nestled in the peaceful Sunrise Suites community on the southeast side of Key West. Designed for relaxation and easy island living, this charming retreat offers resort-style amenities, a private balcony, and a prime location close to beaches, biking trails, and the best of downtown—making it an ideal home base for your Key West getaway.brbrThe Ambiance:brStep inside The Barbados and enjoy a laid-back island atmosphere that feels instantly inviting. This comfortable condo features an open living space perfect for unwinding after a day in the sun, with plenty of room to relax, dine, and recharge. The fully equipped kitchen makes it easy to prepare meals or snacks, while the living area offers a cozy spot to kick back with TV, WiFi, and cool central air conditioning. Step out onto your private balcony to enjoy the tropical breeze, morning coffee, or a quiet evening after a day by the pool.brbrGuest Access:brEnjoy a smooth and stress-free arrival with contactless check-in—your personalized access code will be provided prior to arrival. During your stay, you'll have access to all Sunrise Suites community amenities, including:brbrGuests also have access to Sunrise Suites' shared amenities, including:br- Communal heated pool and hot tubbr- Tennis courtsbr- Scenic walking paths and biking trailsbr- Shared washer and dryer facilitiesbr- Convenient elevator and stair access to the unitbrbrLocation Highlights:brLocated within the peaceful Sunrise Suites Resort, The Barabados is just minutes from Smathers Beach, Higgs Beach, and the energy of Duval Street. Explore Key West's vibrant dining, nightlife, and attractions, then return to your quiet retreat to unwind. The Key West International Airport is only a few minutes away for easy travel access.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 Policy: Pets are welcome!br- Maximum weight: 40 lbs per petbr- $20/night per pet (2-pet maximum)br- Please notify us if you plan to bring your furry friend!br- Guests must be 25 years of age or older to reserve this property.brbrCheck-In: 3:00 PMbrCheck-Out: 11:00 AMbrbrTo 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.

Condo

The Barbados | Private Balcony, Pool View!

Key West, Florida, United States

Bed

Bath

6

Sleeps

$963.0

Wake up to the soothing sounds of the ocean in this spacious room at Blue Flamingo Resort. With two queen beds and panoramic sea views, it's an ideal setting for families or friends seeking a coastal retreat.brbrThis listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 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 $400 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.

Group Getaway in 3 Ocean-View Rooms | Blue Flamingo Resort Key West with Pools

Key West, Florida, United States

4

Bed

4

Bath

16

Sleeps

$722.25

Wake up to the soothing sounds of the ocean in this spacious room at Blue Flamingo Resort. With two queen beds and panoramic sea views, it's an ideal setting for families or friends seeking a coastal retreat.brbrThis listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 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 $300 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.

Group Getaway in 3 Ocean-View Rooms | Blue Flamingo Resort Key West with Pools

Key West, Florida, United States

Bed

Bath

12

Sleeps

$339.69

Indulge in the ultimate Key West experience in this one-bedroom suite at Blue Flamingo Resort, boasting direct ocean views. With a separate living area and a king bed, it's a luxurious haven for relaxation.brbrThis listing is for a room within a hotel.brbr✦ Your room is 575 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.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 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.

Carefree Key West Days | 2 Pools, Karaoke Nights, Tiki Drinks & Games

Key West, Florida, United States

Bed

Bath

Sleeps

$245.24

Blue Flamingo Resort's oceanfront location offers guests breathtaking sea views and easy beach access. This room features a king-size bed and large windows that frame the Atlantic, creating a tranquil seaside escape.brbrThis listing is for a room within a hotel.brbr✦ Your room is 300 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.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 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.

Key West Resort Room | Fun Dining, Pools, Music Nights & Free Shuttle to Town

Key West, Florida, United States

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Bath