Vacation Home Rentals By Owner In Key West, FL

Casa Loca is perfect for guests who want to enjoy the finest that Key West has to offer! The perfect location, less than one block from Duval Street, this 3 bedroom, 2.5 bathroom house will amaze you with its extraordinary decor and attention to detail. Sit on the fabulous island style porch and enjoy the classic Key West scenery.brbrAs you enter the main two-story house, you are greeted by a large open floor plan with Greek-style columns framing each area. The entrance level hosts a comfortable sitting area with a queen sleeper sofa and adjacent half-bath. Across the room is a spacious breakfast nook with a large window peering onto the front porch. Just behind is the kitchen, which includes a double door refrigerator with an ice-maker, dishwasher, glass-top stove, garbage disposal, Corian counter tops, and marble back splash.brbrLight pours through the 10-foot glass doors into the expansive, luxurious Great Room that is surrounded by the lush tropical garden. Hardwood floors throughout the home blend beautifully with the elegantly appointed high-end furnishings. Enjoy the six-person formal dining suite just steps away from the stylish living room, complete with a flat-screen TV, DVD player, and stereo system. You will appreciate the distinct details, including a backlit stained glass mural in the ceiling, which adds the perfect ambiance to this romantic space.brbrWalk out the through the glass doors to your very own heated pool with a hand-crafted stone fountain built in. Comfortable padded lounge chairs surround this tropical paradise with various assorted bromeliads, traveler palms, and tropical orchids. Equipped with an outdoor shower with a solid wood privacy screen and gas Weber BBQ grill, this outdoor living area is the perfect place to relax and entertain.brbrAcross from the pool area in its own private wing of the house is an airy, spacious, private primary bedroom with French doors that open up to the pool/garden area. This room features a high-quality Serta king bed with down duvet, TV and DVD player, ceiling fan, and an intimate bath with a marble shower. This large primary bath with a stunning glass block wall also features a full-size Maytag stacked washer/dryer for your convenience. Upstairs in the main house are two bedrooms: one with a king bed and TV; and the other with a queen bed and TV/DVD. A tropically-infused large common area shared by the two bedrooms has cozy seating with a sofa and chairs, as well as a beautifully detailed full bath. Casa Loca is outfitted with the finest luxury linens, down comforters, and thick beach and bath towels. An iron and ironing board, central A/C, and additional room A/C units complete this exclusive, one-of-a-kind estate in the heart of Old Town Key West! brbrParking in Key West is very limited. If you have a vehicle you are responsible for finding your own parking. If you rent a car and drive from Miami you may want to consider returning your car once you are in Key West. There is no assigned parking for this property.

Casa Loca - so close to Duval 3bd/2ba private home

Key West, Florida, United States

Bed

Bath

Sleeps

$1115.46

Pilar’s Secret is hidden away in the heart of Old Town Key West just half a block off the famous Duval Street. This secluded oasis is the perfect spot for you to truly discover the ultimate Key West experience. brbrLocated down a quiet and nondescript lane, Pilar's Secret gorgeous property is quintessentially Key West with well appointed luxury amenities throughout.brbrPilar’s Secret offers three very spacious bedrooms, a private pool, and wonderful gated outdoor living area. The fully equipped kitchen is adjacent to a large living space with plenty of room for all your guests to relax. Pilar’s Secret was designed for sharing with family or close friends. The spacious home makes a perfect home base for a group while they enjoy everything our island has to offer. The living area has plenty of seating on plush couches and chairs. One of the living room sofas pulls out into a sleeper sofa for added guests. brbrThe kitchen is just off the main living area with top-of-the-line appliances and all the tools you need to prepare a meal at home in between your nights out enjoying our island cuisine. There are many options for dining just a short walk from Pilar’s Secret.brbrLush tropical landscaping and comfortable chaise lounges and chairs surround the pool at Pilar’s Secret. This very private outdoor area has seating for lunch or dinner, plus ample amounts of sun and shade throughout the day for picturesque outdoor living. The pool can be heated and the grill is ready for your next meal either poolside or at the other larger outdoor dining table alongside of the house. String lights, pool lighting, and the beautiful landscaping create an enchanting space come dusk. There is also an outdoor shower for rinsing off after a day at the beach.brbrThere are two bedrooms located on the ground level of Pilar’s Secret. One bedroom has two twin beds. The second bedroom has a king size bed, a flat screen television, and French doors leading out to the side patio. These two bedrooms share a bathroom with a glass shower and soaker tub. brThe second floor primary suite is private with a king size bed, flat screen television, ensuite bathroom and its separate seating area. The bathroom has a unique spa-like shower. This is the perfect place to get away and wind down after an active day around Key West.brbrPilar’s Secret offers central A/C and heat and there are ceiling fans throughout. The private pool can also be heated upon request. The yard is private and provides lush landscape throughout. There is a gas grill, one private parking space, a washer/dryer, and flat screen televisions in the living room and in each bedrooms all with expanded cable TV. The gourmet kitchen has all the utensils for preparing your meals along with a microwave, blender, and toaster. Linens and towels are provided and housekeeping is available in the interim upon request and for additional fees.brbrThe home has wireless high-speed internet included. The property will accommodate up to 8 people with 3 bedrooms and a pull-out sofa. Sorry, no pets. This vacation rental property offers secure, coded keyless entry with contactless check in.

No secrets at Pilar's Secret - Just a great location!

Key West, Florida, United States

Bed

Bath

Sleeps

$450.81

OLD TOWN KEY WEST…brSurround yourself in this newly renovated gem located in the desirable Casa Marina neighborhood nearing the Southernmost Point of the U.S. This tropical retreat begs for entertainment in the exceptional outdoor living space and resides steps away from high end galleries, the beautiful beaches of Key West and some of the most coveted dining downtown!br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES…brLush vegetation surrounds this island retreat welcoming you into your escape from reality. A private, covered front porch greets you as you enter the home in to a cheery seating area with an indoor dining table and writing desk nearby. Steps away is the fully equipped kitchen with charming brick accent walls and casual bar top dining. Cozy furnishings surround a flat screen TV just steps away. Tile flooring throughout this home will keep you cool during a warm island afternoon. brbrSLEEPING ARRANGEMENTS…brTotaling 4 bedrooms, this home is perfect for families and couples traveling together. Sleep tight in the twin bed guestroom of which can be converted to a king upon request. A cozy queen bedroom lies steps away. Both rooms come with TVs and share a bathroom with a walk in glass shower. The primary king suite is equipped with a flat screen TV and en suite bathroom with a walk in glass shower. French doors lead out to the lush outdoor garden for your morning cup of coffee. The living space includes a sofa sleeper for visiting guests. There is a 4th bedroom poolside that comes with 2 twins and an en suite bathroom with a shower. brbrOUTDOOR LIVING…brStep through the French doors of the kitchen to your pristine outdoor oasis which makes for the ideal 5 o’clock happy hour with plenty of space to lounge and entertain. An outdoor TV, ice maker and refrigerator complete the outdoor wet bar. Grill up your fresh catch of the day and catch some rays on the spacious pool deck in the privacy of your fenced in backyard. The saltwater pool comes heated in the winter months and has the option of being chilled during the months of June-August at an additional charge if requested. Rinse off in the outdoor shower before heading out on the town. brbrPARKING AND BIKES...brTwo off-street parking spaces make parking your vehicle a breeze, and 4 bikes are also provided. brbrPETS...brDogs are considered, no cats please. Please either inquire prior to booking, or make sure to check the box that you are bringing a pet when booking, AND include size, breed, and age of the pet in Comments/Special Requests. A pet fee is required.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 IS AWAITING YOUR ARRIVAL…

EBB AND FLO ~ Newly Renovated Retreat in Old Town with Incredible Pool!

Key West, Florida, United States

Bed

Bath

Sleeps

$277.02

IMMACULATE UPSCALE DELIGHT…brEmbrace the island vibes and immerse yourself in the Key West spirit in this enchanting 3 story coastal contemporary townhome. Centered in the heartbeat of Old Town - the upbeat and lively district of the Conch Republic - this dreamy abode is just steps to high end galleries, museums and all the best nightlife action. It is also tucked away as your peaceful sanctuary.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES…brSip your morning brew and plan your day's excursions on the cozy front patio couch and chairs as balmy breezes awaken your senses. As you enter the home, you are greeted by a living area that combines modern whimsy with functionality. Relax on the oversized sectional and enjoy the large Apple TV (Sonos speakers in all rooms) for your bingeworthy viewing pleasure. A table for 4 is located in this space so you can dine while you view. The large picture window floods the space with sultry island sunshine. A powder room is situated on the first floor for your convenience. As you enter the sparkling and immaculate white kitchen, let your culinary cravings be satisfied with all the modern conveniences and appliances your inner chef desires. The Smeg refrigerator and toaster oven will delight your nostalgic heart and the cabinets are fully stocked with everything you'll need to concoct delicious meals for your loved ones. brbrSLEEPING ARRANGEMENTS…brTravel up the staircase to the second floor, which offers two rooms, one with a queen bed and the other with two twin beds (trundle). The queen room has an ample closet for hanging clothes and storage. The twin room features abundant natural light from two french doors that open to a viewing veranda for welcoming the day. It has a full size closet for hanging clothes and storage. A shared bathroom on this floor offers a tiled glass-door shower with a large mirror and single sink. On the third floor lies the primary room with a plush king bed. Recessed windows allow volumes of vibrant sunshine to brighten your mood. A dresser and built in drawers provide storage for your valuables and clothing. Unwind at night with your large Apple TV and cooling ceiling fan. A full bathroom with a shower/tub combination and washer dryer station lie across the hall. brbrOUTDOOR LIVING…brGrill up your fresh catch of the day as you sip on your cocktail beneath the stars. This home is just a short bike ride to all the beloved Key West attractions. brbrPARKING...brThis home offers parking for one vehicle.brbrPETS...brThis is a pet friendly home and a pet fee is required. Please make sure to check the box that you are bringing a pet when booking, and include size, breed, and age of the pet in Comments/Special Requests.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). brbrFIND YOUR ZEN…

UPTOWN FUNK ~ Newly Renovated 3 BR Townhome in Old Town with Parking!

Key West, Florida, United States

Bed

Bath

Sleeps

$772.09

OLD TOWN PARADISE....brParadise awaits in a quiet Old Town location. This four bedroom home is set on a cozy lane that is off the beaten path but close enough to walk or ride your bicycle to restaurants, museums or galleries. Newly renovated and designer decorated to bring you a home with island details and a luxurious flare. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES....brThis charming 4 bedroom/4 bath home is set on a historic lane with one off street parking spot. Open the front gate to step onto the lovely front porch where seating is laid out to take your morning coffee. Once inside the front door you will enjoy the mix of historic and modern which mesh seamlessly. Hardwood wood floors carry you throughout with the exception of the tiled bathrooms. You will find the kitchen to be fully equipped to meet all your cooking needs. White cabinets and stainless steel appliances make this space light & bright and an enjoyable gathering space. A full bathroom is conveniently located off the kitchen. This is great for entertaining and can also double as the pool bath. brbrSLEEPING ARRANGEMENTS....brThe primary bedroom is conveniently located on the main level. This bedroom is equipped with a large closet and a comfortable king size bed. The master bathroom in on suite and has a tub for soaking, a tiled shower and double vanity. Travel up the wood stairs to the two guest bedrooms. High ceilings and wrapped wood beams add great architectural detail to these rooms. The front bedroom has two twin beds that can be converted to a king upon request. There is a long closet for all your storage needs. The second guest bedroom has a king size bed with a closet and views of the pool. The guest bathroom is located between the two bedrooms. The bathroom is equipped with a large shower and a single vanity. The fourth bedroom is located in the private rear cottage. The cottage has a queen size bed and its own full bath. Each sleeping space has a flat screen TV.brbrOUTDOOR LIVING...brThe rear yard is a private oasis that will make your vacation complete. There is a private L-shaped salt water pool which is heated and has a calming water feature. Whether floating in the pool or lounging in a chaise, relaxation awaits. If you're interested in enjoying your surroundings from the indoors, there is a beautiful solarium where you can relax with a book, get some work done or just take a break from the Florida sunshine. It is preferred that this area remain for adults only. br br**Since photos were originally taken the owner has added 2 lounge chairs and an L-shaped wicker sectional to the seating in the pool area, as well as a propane grill.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. 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).brbrPARADISE AWAITS...

BLUE ROOSTER ~ Spectacular 4 Bed/4 Bath with Pool and Solarium in Old Town!

Key West, Florida, United States

Bed

Bath

Sleeps

$712.1

Discover Old Town living at its finest. Tucked away on a quiet, tree-lined residential street in the coveted Historic District, this home puts you steps from the iconic Casa Marina, Higgs Beach, Southernmost Point, Duval Street, and some of Key West’s best restaurants. Whether you settle in for a month or longer, this extraordinary property is the kind of place you’ll never want to leave - and the one you’ll find yourself dreaming about long after your stay ends.brbrNOTE: This listing is for the Main Home plus one offstreet parking space.brbrAs you enter the main home you will be captivated by the huge high-end chef's kitchen, natural light, and hardwood floors. A white, quartz waterfall island has seating for four and a built-in microwave. Custom cabinets, recessed lighting, and stainless-steel countertops complement this unique home. Stainless steel KitchenAid appliances and a large refrigerator are sure to impress the Chef in your group.brbrThe adjacent open-concept living room/dining room and convenient powder room are accented with Dade County pine and designer decor. A large L-shaped sleeper sofa, chair, and two swivel chairs provide views of the large-screen TV as well as the pool. The dining area seats 6 comfortably at the trestle table with nail head trim seating.brbrA lighted staircase at the entry leads to the primary bedroom, a luxurious retreat, and an immense spa-styled bath, complete with private access to the front porch as well as a large oversized 2nd floor back deck accessed through double French doors and a bank of windows! It is adorned with a woven rattan bed, nightstands, lamps, a dresser, and large screen TV. Two large closets are also provided for your extended stay. The oversized ensuite bath includes a double walk-in shower, multiple shower heads, a soaking tub, a water closet, and dual sinks with lighted coral mirrors. The stackable washer and dryer is conveniently located on the 2nd floor of the home.brbrThe 3rd floor has two additional ensuite bedrooms flanking the hall. The first guest bedroom includes a queen bed, nightstands with lamps (each with built in usb charging) built-in open shelving, dresser, closet, and desk, as well as an ensuite bath. The second guest bedroom has a canopy bed, side tables with lamps, a closet, as well as its own cozy, modern ensuite bath. brbrStepping outside through the double French doors, you'll be transported to your very own private oasis. The backyard is surrounded by privacy fencing and features lush tropical landscaping. You'll have plenty of room for everyone to lay out and relax or enjoy an outdoor meal. Taking a dip in the heated saltwater pool and spa is the perfect way to relax after a day of exploring the island. Treat everyone to a poolside BBQ using the propane grill and outdoor dining table. There's even a convenient outdoor shower located by the pool area.brbrNOTE: If you are interested in renting the Pool Home/Guest Cottage, we have a separate VRBO listing.

Impeccable 3BR/3.5BA Coastal Escape Steps from Casa Marina & Higgs Beach

Key West, Florida, United States

Bed

Bath

Sleeps

$299.96

Welcome to your charming Key West retreat with private pool and a lush, tropical garden. Designed for comfort this 2 bedroom /2 bath has a fully equipped kitchen. Enjoy peaceful surroundings just minutes from the island's best dining & beaches. 28-night minimum stay required per local regulations.

The Little Mermaid

Key West, Florida, United States

Bed

Bath

Sleeps

$1331.42

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrWith a sense of gracious royalty, QUEEN OF LOUISA will treat you to an unforgettable stay in Key West. Her ideal location, modern interior, private saltwater pool and thoughtful touches throughout will ensure you and your group have everything you could want in a vacation rental. QUEEN OF LOUISA offers cozy bedrooms, a fully stocked kitchen and a fantastic outdoor space with a private saltwater pool for you and your guests to enjoy. Your stay also includes Last Key Realty's Five-Star Guest Services to make sure you receive the royal treatment.brbrTHE LOCATION...brbrLocated a half block off of the Southern end of Duval Street, QUEEN OF LOUISA will make you feel like royalty: you can walk to Duval St, you’re only a few blocks from the Southernmost Point, Fort Zachary Taylor State Park, or any other Old Town attraction you may want to explore. You'll be a short walk or bike ride to all that Old Town Key West has to offer. The best part is you’re on the “quiet” end of Duval St, which means you can easily head down to the fun, but you don’t have to worry about it keeping you up at night. While you won’t need a vehicle from this prime location, the private driveway serves as your off-street parking space in case you decide to rent a car or golf cart.brbrTHE LIVING AREA & KITCHEN…brbrQUEEN OF LOUISA has a comfortable living area that features a large flat-screen TV and plush seating, including the sofa that pulls out to a Queen sleeper for extra guests. Double French doors off the living room open straight to the private pool area. The open-concept living area flows right into the fully-equipped kitchen. This contemporary kitchen includes all of the comforts of home, with modern appliances and plenty of cabinet space. There is an eight-person dining table, so everyone can enjoy a meal together.brbrTHE SALTWATER POOL...brbrOut the back doors is your fully fenced backyard with a heat-optional saltwater dip pool. Beside the pool are chaise lounges so you can soak up some sunshine. There’s also an outdoor wet bar so you can whip up a tropical cocktail after a refreshing dip. On the pool deck sits an outdoor dining set with seating for up to eight to enjoy a meal on those tranquil tropical nights.brbrTHE ACCOMMODATIONS...brbrAll bedrooms in this lovely home are located on the first floor. No stairs necessary!brbr** Master Bedroom: King bed, large flat-screen TV, and en suite bathroom with a walk-in shower.brbr** Second Bedroom: King bed, flat screen TV, large flat-screen TV, and en suite bathroom with a walk-in shower.brbr** Third Bedroom: Twin Beds (or convert them to a king), flat screen TV, and en suite bathroom.brbr** Fourth Bedroom: Twin Beds (or convert them to a king), flat screen TV, and access to the hallway bath.brbr** Bonus Room/Office: Dedicated work desk, large flat-screen TV, Queen sleeper sofa, access to pool deck and to the shared bathroom in the hall.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and Dryerbr** 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 Yardbr** Private Heated Saltwater Poolbr** Propane BBQ Grillbr** Off-Street Parking for 1 Vehiclebr** Two Queen Sleeper SofasbrbrOther notes:brbr** Interim housekeeping provided upon requestbr** This property will accommodate up to 12 adultsbr** Max of 2 Pets Allowed with Additional Fee of $200 per pet

**QUEEN OF LOUISA @ DUVAL** Home in Old Town & Private Pool + LAST KEY SERVICES

Key West, Florida, United States

Bed

Bath

Sleeps

$682.61

Welcome to Pretty’s Place, A newly renovated home which blends modern luxury with timeless Key West character. Updated from the ground up, this property offers a main home with 3 Bedrooms and 2.5 bathrooms as well as a separated Studio space complete with 1 Bedroom, Kitchen and full bath that can easily accommodate up to 6 Guests.brbrMAIN HOME 1ST FLOOR:br-First floor bedroom sweet with King Bed and Large walk inn showerbr-Main floor laundrybr-1/2 bath off hallwaybr-Kitchen fully equipped w/island seating for 6 and additional 5 person eating space.br-Large wrap around couch to relax in living space with YouTube TV / Smart TVbr-Double Sliders lead to rear Pool Spacebr-Hardwood Floors, Central Air, tiled bathsbrbr2ND FLOOR:br-2 Bedrooms both with Queen bed and oversized closetsbr-Cathedral Ceilingsbr-Large full bath with walk inn Showerbr-Hardwood Floors, Central Air, tiled bathsbrbrREAR STUDIO:br-Queen bed with TV and slider to pool spacebr-Tiled bath with shower and pool accessbr-Full Kitchen and storagebr-Air conditionedbrbrEXTERIOR GROUNDS:br-Cover farmers porch to enjoy morning coffee and evening cocktailsbr-Heated pool and connected Hot Tubbr-Large private Ipe deckbr-Lounge area on deck to lay out with umbrella and lighting br-Dining Area on Deck with Bistro Lightsbr-Outdoor Shower to rinse off after poolbr-Off Street Parkingbr-Secluded landscape with fenced in yard for privacybrbrTHE LOCATION…brPretty’s Place is located on Royal St., a perfect location between Higgs Beach and Duval St. right in the heart of Old Town, you'll be just steps from all of the shops, restaurants, and sites. Although you won’t need a vehicle to get around from this prime location, there is off-street parking for one vehicle available in the private driveway.brbrHOME INCLUDES:br* Washer & Dryerbr* Central Air Conditioningbr* Ceiling Fansbr* Flat Screen Cable TVs in Living Room & Rear Studiobr* Fully-Equipped Kitchenbr* Basic stock of spicesbr* Starter supply of paper productsbr* Starter set of cleaning productsbr* Linens and Towels providedbr* Wireless high-speed Internet access and YouTubeTV is includedbrAdditional Items:br* Fully Fenced & Landscaped Private Yardbr* Private Heated Poolbr* Outdoor Showerbr* Propane BBQ Grillbr* Off-Street Parking in Drivewaybrbr**OTHER NOTES**br*This property can rent to 8 peoplebr*Primary Guest must be at least 25 years of agebr* All monthly rentals include a mid stay clean. br*Weekly pool and landscaping br*Additional interim cleanings availablebrbrPETS...brNo pets please.brbrBOOKING DATES...brThis home is only available as a monthly rental (28 night min.). 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. brbrCANCELLATION POLICY: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 - 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).

-LUXURIOUS 4 Bd, 3.5 Bth off DUVAL-OLD TOWN-Modern, Pool/hot tub-Separate Studio

Key West, Florida, United States

Bed

Bath

Sleeps

$779.95

Welcome to Casa Rosa, your tropical sanctuary nestled in the vibrant heart of Key West, Florida.brbr*Saturday-to-Saturday Rentals OnlybrbrProperty Overview:brbrPrime Location: brCasa Rosa is situated in a picturesque neighborhood, just one block away from Key West's renowned Duval Street. Casa Rosa is one of the 75 historic eyebrow homes remaining in Key West, Florida. Immerse yourself in the rich local culture with nearby attractions like the Key West Historic Seaport, Ernest Hemingway Home and Museum, the Southernmost Point, and the lively street performances at Mallory Square.brbrbrThe kitchen and dining area overlooks the tropical pool and patio area. The spacious living room, with its plush seating, provides a perfect setting for relaxation or social gatherings.brbrElegant and Comfortable Living Spaces: brCasa Rosa features four beautifully appointed bedrooms and four pristine bathrooms. Two bedrooms have a king-sized bed. The third bedroom has a queen-sized bed. Each room showcases a unique blend of cozy furnishings and tropical-inspired décor, ensuring a restful night's sleep. The fourth bedroom, though more compact, is comfortably fitted with a full-sized bed and is perfect for guests or children, directly accessible through the third bedroom. The Master Bedroom and Bedroom 2 have an ensuite bathroom. The spacious living room, with its plush seating and elegant interior columns, provides a perfect setting for relaxation or social gatherings.brbrbrbrKitchen and Dining Area:brPrepare delicious meals in the kitchen, complete with appliances and ample counter space. There is a Keurig and Mr. Coffee. Adjacent to the kitchen, the dining area offers a large wooden table with seating for eight, ideal for a family dinner or a brunch with friends. brbrbrOutdoor Features: brStep outside to discover a private oasis. The backyard features a swimming pool surrounded by lush tropical foliage, creating a serene environment to unwind or enjoy outdoor dining on the patio. Relax in the hot tub, which is located in the gazebo.brbrbrHighlights Include:br-Master Bedroom: A luxurious retreat with a king-sized bed, ensuite bedroom, and direct access to the pool.brbr-Charming Decor: Wooden floors and pastel-hued walls that echo the laid-back charm of Key West.brbr-Climate Control: Air conditioning brbrbr-Laundry: Washer and dryer available for guest convenience.brbrbrParking:brOne designated parking space is available at the house, suitable for a small compact car. Additional paid street parking is also available nearby.brbrbrExplore the Area: brDiscover the enchanting streets of Key West, dine at exquisite seafood restaurants, or partake in water sports like snorkeling and sailing. The property is also a short walk to the beach, perfect for sunset strolls and day-long relaxation. There are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, scooter, golf cart, Uber, Lyft, Taxi, or foot. Being in the heart of downtown Key West, many attractions are within walking distance.brbrbrMake Your Reservation: brBook your stay at Casa Rosa today! Don’t miss out on the opportunity to experience Key West from this exquisite home-away-from-home!brbrbrCasa Rosa awaits to provide you with an unforgettable vacation experience, where every detail ensures comfort and the quintessential Key West charm.brbrbrSaturday-to-Saturday Rentals OnlybrCheck-in and check-out are available on Saturdays only. A 7-night minimum stay is required.brbr*Pool heat is available for a fee of $250+ tax per week. Please request at time of reservation or up to one week prior to the reservation start date.brbrbrVACA 20-887 VRA-21-58

Casa Rosa: 4BR/4BA house, pool, near Duval

Key West, Florida, United States

Bed

Bath

Sleeps

$457.35

Andros SuitebrbrDiscover Andros Suite, a serene island hideaway just moments from the energy of Duval Street—where the character of Old Town Key West blends seamlessly with a tranquil garden setting, ideal for guests looking to unwind while staying close to it all.brbrThe Space:brAndros Suite features a thoughtfully designed two-story layout that balances comfort and functionality. On the main level, you'll find a cozy living area with a queen sleeper sofa to accommodate additional guests, a convenient half bathroom, and a fully equipped kitchen with updated appliances—perfect for preparing meals at home. Upstairs, the spacious king bedroom serves as a peaceful retreat, complete with a dedicated workspace, generous storage, and a private ensuite bathroom. Filled with natural light and styled coastal touches, this townhome offers a welcoming and relaxing home base for your Key West getaway.brbrGuest Perks:brEnjoy seamless, contactless check-in with a personalized entry code provided prior to arrival. Guests also have access to a shared, lushly landscaped courtyard featuring a heated plunge pool, onsite laundry facilities, and comfortable outdoor seating areas—perfect for soaking in the laid-back island atmosphere.brbrNeighborhood Highlights:brLocated just off the southern end of Duval Street, Andros Suite puts you within easy walking distance of some of Key West's most iconic attractions, including the Southernmost Point, the Ernest Hemingway Home and Museum, and the Key West Lighthouse. You'll also be steps from local favorites like Blue Heaven, Moondog Café, Rams Head Southernmost, and Better Than Sex Dessert Restaurant. From historic landmarks to vibrant dining spots, the best of Old Town is right outside your door.brbrGetting Around:brTake advantage of easy contactless check-in with a personalized access code provided before arrival. Getting around the island is effortless—many attractions are within walking distance, or you can rent a bike, scooter, moke, or golf cart for added flexibility. Rideshare services, taxis, and pedi-cabs are widely available, and street parking can be found nearby on a first-come, first-served basis.brbrOther Things to Note:br- Pet-friendly property! Up to two dogs (40 lb max each) are welcome with a $20 per pet, per night fee.br- Shared washer and dryer available onsite.br- Heated plunge pool located in the shared courtyard.br- Minimum age to book is 25 years old.br- The primary bedroom is located on the second floorbrbrCheck-in: 3:00 PMbrCheck-out: 11:00 AMbrbrAt Colocada Vacation Rentals, our goal is to make your Key West stay effortless and unforgettable. If you need assistance or local recommendations, we're always here to help you make the most of your time in paradise.brbrTo promote guest safety, exterior security cameras are in place around common outdoor areas, including pathways, entrances, and the courtyard. No cameras are located inside the home or in private spaces

Andros Suite | Perfect Location with Pool!

Key West, Florida, United States

1

Bed

1

Bath

Sleeps

$501.12

Aloha is a stunning private residence on corner lot in the Casa Marina District. Updated 2 years ago, this beautiful home features 4 bedrooms and 4 full baths with a chef's kitchen, living room, dining room, and family room all on one floor. The 5 sets of sliding pocket doors showcase a 33' heated pool and one of the largest verandas in Key West. The wonderful indoor/outdoor living space is surrounded by gorgeous tropical foliage. Enjoy Key West living at its best.brbrThis is a monthly rental and only rents from the first of the month to the end of the month. We cannot split months.

ALOHA - Large 1 level 4bd/4ba Monthly Rental

Key West, Florida, United States

Bed

Bath

Sleeps

$841.19

This brightly colored town home is the perfect place to enjoy the tranquility of an island paradise vacation while still located in the heart of Old Town Key West.brbrThe living area of Absolutely Paradise is decorated in the greens and blues of the Caribbean with an open floor plan, comfortable seating, hardwood floors, and ceiling fans. The kitchen features all the modern amenities—from coffee in the morning to whipping up a gourmet meal at night. There is a dining area that seats eight and a bar with four stools. French doors open to a small private heated pool and deck—perfect for the year-round indoor/outdoor living for which Key West is known.brbrThe entire second floor is dedicated to a primary bedroom with a comfy king bed and an ensuite bathroom. On the third floor, there are two bedrooms with a shared bathroom. One has a queen bed and the other has twin beds. The living area also includes a sleeper sofa.brbrAbsolutely Paradise is a hidden oasis perfect for relaxing after a fun time on Duval Street.

Absolutely Paradise by RENT KEY WEST VACATIONS - Old Town 3Bd/2Ba Townhome

Key West, Florida, United States

Bed

Bath

Sleeps

$338.48

Knot A Worry is a monthly vacation home in the heart of Old Town Key West! Just one block from famous Duval Street, you'll be close to the action but still have a quiet oasis to return to. This house comes fully furnished with all the amenities you'll need for a month or multi-month stay including a private pool, gourmet kitchen, and off-street parking for a small compact car. brbrEnjoy taking in the views of the neighborhood from the second floor front porch and then retire to the private patio and pool where you can catch some rays, grill, or relax in the shade under the covered area. Finish your day with an outdoor shower under the stars to truly live the island lifestyle.brbrInside, the spacious living area features a large flat screen cable TV, dining room table, and lots of comfortable seating with sliding glass doors out to the pool and patio. There is also a first floor half bathroom. The kitchen has granite countertops and a breakfast bar along with full size refrigerator, stove, microwave, toaster, Keurig coffee machine, dishwasher, blender, and all your cooking utensil necessities.brbrUpstairs there are two large bedrooms. The primary bedroom has a king bed, two closets, and a private bathroom with a shower and separate tub. The second bedroom has two queen beds, a closet, and its own bathroom with a shower. The washer and dryer is also located in the second floor hallway.brbrThis property has everything you need to enjoy the ideal Key West vacation. Within close walking distance to incredible restaurants, historic bars, art galleries, cinema, shopping, and grocery and liquor stores, you're sure to fill your days easily. Take bikes for a short ride to the beach, Key West Seaport, or take a relaxed a sightseeing tour. The Duval Loop bus also has a stop right next door and provides free rides around the Duval Street areas.brbrThis is a monthly rental and only rents from the first of the month to the end of the month. We cannot split months.

KNOT A WORRY so close to Duval at this monthly rental

Key West, Florida, United States

Bed

Bath

Sleeps

$250.38

Esperanza Suite is a bi-level suite with a very spacious upstairs king bedroom with a writing desk and chair and a colorful Caribbean bedspread. The upstairs large tiled walk-in shower makes this upstairs private bath very luxurious.brbrDownstairs is the living room with a queen sleeper sofa, dining room, and fully equipped kitchen. The second full bath downstairs has a large walk-in shower with multiple shower heads and opens onto your private deck. Outdoor table and chairs overlooking the gardens is perfect for a romantic evening conversation.brbrEnjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly landscaped courtyard right outside your door!brNote: Parking in Key West is very limited. This property has no assigned parking and is street parking only. You are responsible for finding parking for your vehicle.brbrThis is a monthly rental and only rents from the first of the month to the end of the month. We cannot split months.

ESPERANZA SUITE Monthly Rental close to Duval

Key West, Florida, United States

1

Bed

Bath

Sleeps

$321.45

Discover Conch Easy Livin' at this monthly vacation home in the heart of Old Town Key West! You'll get a real feel of the Keys in this traditional Conch-style house located just one block from famous Duval Street where you'll be close to the action but still have a quiet oasis to return to. This house comes fully furnished with all the amenities you'll need for a month or multi-month stay including private pool, gourmet kitchen, off-street covered parking, bikes for guests to use, and more!brbrEnjoy taking in the views of the neighborhood on one of the two front porches and then retire to the private garden patio surrounded with lush vegetation, where you can take a dip in the heated pool, catch some rays, grill, or relax in the shade under the covered area. Finish with an outdoor shower under the stars to make the day complete.brbrInside, the spacious dining and living area features a large flat screen cable TV, a dining room table, and lots of comfortable seating with sliding glass doors out to the pool and patio. There is also a first floor bathroom with a shower for your convenience and the living room couch can be converted to a sleeper sofa. The kitchen has granite countertops and a breakfast bar along with full size refrigerator, stove, microwave, toaster, Keurig coffee machine, dishwasher, blender, and all your cooking utensil necessities.brbrUpstairs there are two large bedrooms. The primary bedroom has a king bed, two closets and a private bathroom with shower and separate tub. The second bedroom has two queen beds, a closet, and its own bathroom with a shower. The washer and dryer is also located in the second floor hallway.brbrThis property has everything you need to enjoy the perfect Key West vacation. Just a short walking distance to incredible restaurants, historic bars, art galleries, cinema, shopping, grocery and liquor stores. Take the bikes for a short ride to the beach, Key West Seaport, or enjoy a sightseeing tour. The Duval Loop bus also has a stop right next door and provides free rides around the Duval Street areas.brbrThis is a monthly rental and only rents from the first of the month to the end of the month. We cannot split months.

CONCH EASY LIVING -1 block to Duval-Monthly rental

Key West, Florida, United States

Bed

Bath

Sleeps

$321.14

Royal Haven is a three-bedroom, two-bathroom, modern and well-appointed vacation home on Royal Street in Old Town South. Conveniently located within walking distance of Higgs Beach, local restaurants, the Casa Marina area, and Duval Street. The home features a large backyard pool with spacious, beautifully landscaped surrounding deck and outdoor living area.brbrThis 1333 square foot home features an open an airy living room, dining area, and kitchen area with vaulted ceilings. The outdoor living area with large pool includes a patio with ample seating, a dining table, and a gas grill. There is also a side deck and front porch for additional relaxing and lounging in the ideal Key West climate. brbrThe master bedroom features a king bed, ensuite full bath, ample clothing storage, and a wall-mounted flat screen TV. The second and third bedrooms feature a queen bed and full bed respectively, and share an adjacent full bath with a walk-in shower and classic bath tub.brbrRoyal Haven is offered as a monthly rental and will allow you to enjoy the feel of Key West in comfort and style.brbrTHIS IS A MONTHLY RENTAL IT RENTS THE FIRST OF THE MONTH TO THE END OF THE MONTH ONLY. WE DO NOT SPLIT MONTHS.

Beautiful 3bd/2ba Monthly Rental - ROYAL HAVEN

Key West, Florida, United States

Bed

Bath

Sleeps

$322.57

Three bedroom, three bath Monthly rental is ready for your longer stay in Key West. Bahama Breeze has a quiet location on the upper end of Duval tucked down a quaint Key West lane with an off street parking space.brbrThis newer three-bedroom, three-and-a-half bath home in Old Town is a rare find. There is off-street parking and a beautiful private pool. The open floor plan offers a spacious gourmet kitchen with state-of-the-art appliances and a breakfast bar. The dining/living area is a great place to entertain family and friends. The sliding glass doors open to a lovely deck and private pool.brbrThe first bedroom lies on the first floor and features an ensuite bathroom along with a half-bath off the hall. The second floor offers a guest room with an ensuite bath. The spacious primary suite has a king bed and sitting area.

Catch a BAHAMA BREEZE at this quiet 3bd/3.5ba Monthly rental

Key West, Florida, United States

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Bath

Sleeps

$1027.17

Welcome to Windsor Townhomes #3! Once you enter this beautifully decorated oasis…your vacation begins. This townhome has been created to meet your every need. The location is perfect; just three short blocks from Duval Street and tucked away on a quiet lane so you can choose your level of activity. The over 1700 square foot townhome is easily accessible to the action of Duval, and yet private and quiet for those wanting peace and tranquility.brbrWindsor Townhomes #3 consists of three ensuite bedrooms, a modern kitchen with high-end appliances, and a generous dining room and family room. The kitchen is fully equipped and has a granite counter and bar top for prepping. Morning coffee may be made using the Keurig or the regular drip coffee maker. The openness of the family room, dining room, and kitchen offers a fantastic space for family and friends to gather before and after experiencing the wide array of activities offered in Key West.brbrOf course, this property comes equipped with great outdoor space that includes a private dipping pool. There is also a gas grill and outdoor dining table on your private deck. The Palms at Windsor truly has everything a group or family needs to enjoy a memorable vacation in Key West.brbrEntering the second floor main bedroom, you will be greeted by a stately king bed and seating area that includes a pull out sofa. The ensuite bathroom is richly appointed with a tiled shower and a dual sink vanity. The additional second floor bedroom includes another king bed and ensuite bathroom with a tub and private balcony. The first floor bedroom contains two twin beds and has a private bathroom with shower. Each bedroom comes with a large flat panel TV and iPhone chargers. brbrThe family room has a flat screen TV and blu-ray DVD to enjoy your own streaming video services. The laundry room with new washer and dryer is on the first floor. The townhome has central air conditioning and heat. brbrCome experience Key West the right way by staying in this luxurious property.brbrThis vacation rental property offers secure, coded keyless entry with contactless check in.brbrBedding: 2 kings, 2 twins, and 1 pullout sofa in main bedroom.brPool Heat included (Nov. thru April).brParking: One off-street parking space.

Spacious Townhome on Windsor Lane 3/3.5

Key West, Florida, United States

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Bath