Vacation Home Rentals By Owner In Key West, FL

This charming Key West style cottage is just a short walk to a selection of great restaurants, art galleries, and shopping. Catherine House is located only ½ block from the quieter end of Duval Street, and better yet, just three blocks to a beach (Duval & South Streets). The house can comfortably sleep four and offers a fully equipped kitchen, two bedrooms, two full baths, and a small pool. There is a washer and dryer located in a shed behind the house. A covered front porch offers a pleasant option for morning coffee or a relaxing evening cocktail. The high ceiling, open style living and dining area has comfortable seating, satellite TV, high speed wireless, a dining table for four and French doors opening to the patio/pool area. The two bedrooms offer adjoining baths, king beds, flat screen TVs, and individually controlled AC. Pleasing tropical interior décor, enhanced with local artwork, creates an inviting ambiance which makes this delightful cottage a comfortable vacation hideaway in a terrific location for all that Key West offers.brbrParking: There is free parking is along Catherine & Louisa Streets. If you cannot find a space, guest may also park at the Gato Government Building (free) from Mon - Fri after 5pm until 8am, and all day and overnight Saturdays & Sundays. Address for Gato Building: 100 Simonton St, Key West, FL 33040brbrBedding: 2 king beds

Catherine House: A charming Old Town Key West cottage

Key West, Florida, United States

Bed

Bath

Sleeps

$504.22

Located on Stock Island this 3 bedroom home is 8 minutes from Duval street. Walking distance to several great restaurants. Gated community with a gym and large swimming pool. Queen bed on first floor. Upstairs 2 twin beds and king. Sofabed

Paradise found

Key West, Florida, United States

Bed

Bath

8

Sleeps

$382.68

Experience the true spirit of Key West in this charming 3-bedroom, 2-bathroom oasis nestled in the tranquil mid-town neighborhood.brbrStep inside this beautifully renovated ranch-style home and instantly feel the stress of everyday life melt away. The open floor plan invites natural light to dance through oversized windows, highlighting the warm, airy spaces designed for comfort and connection.brbrHighlights:brbrSpacious 3 Bedrooms & 2 Bathrooms — sleeps up to 6 comfortablybrbrBedroom Highlights:brbrPrimary Bedroom: King-sized bed, chest of drawers, large closet, TV, and oversized windows filling the room with natural light — a perfect private sanctuary.brbrGuest Suite: Queen-sized bed, chest of drawers, closet, TV, and private en-suite bathroom for added comfort and privacy.brbrThird Bedroom: Queen-sized bed, chest of drawers, closet, TV — cozy and inviting for family or friends.brbrKids Pack and Play or Crib available upon request for families traveling with little ones.brbrBathroom Highlights:brbrBathroom 1: Shower, vanity, and toilet — shared by primary bedroom and third bedroom.brbrBathroom 2 (En-suite): Shower, vanity, and toilet — connected to the guest suite for private use.brbrImagine mornings spent gathered around the breakfast bar in the gourmet kitchen, the aroma of fresh coffee mingling with ocean breezes drifting in through the screened windows. This kitchen is a dream for anyone who loves to cook — with its commercial-grade refrigerator, sleek stainless steel appliances, and custom cabinetry, everything you need is at your fingertips.brbrFully Renovated Kitchen with commercial refrigeration, stainless steel appliances, and breakfast bar seatingbrbrLarge Pantry and Wine Refrigerator for storage and entertainingbrbrWhen it’s time to unwind, the living room beckons with plush sofas, a massive 65” flat-screen TV, and cozy sitting chairs perfect for conversations or movie nights. If work calls, there’s a dedicated office nook with a desk, monitor, and printer — making it easy to balance productivity with paradise.brbrOpen Living Room with 65” Flatscreen TV and comfy seatingbrbrBonus Office Space with desk, monitor, and printer — ideal for remote workbrbrOutside, the magic continues. Step into your own slice of tropical paradise with a sparkling 10 x 20 pool, complete with a splash pad that invites laughter and play under the warm Florida sun. Lounge on chaise chairs beneath an umbrella or gather around one of two outdoor dining areas — one nestled under a covered carport in front, and another in the lush, fully fenced backyard surrounded by mature trees and vibrant foliage.brbrPrivate 10x20 Heated/Chilled Pool with splash pad and chaise loungersbrbrTwo Outdoor Dining Areas — front covered carport and backyard oasisbrbrFully Fenced Yard with Mature Trees & Lush Landscaping for privacy and peacebrbrConvenience is key here: you’re just minutes from Key West International Airport, the bustling energy of Duval Street, and pristine spots like White Street Pier and Higgs Beach — yet tucked away in a peaceful neighborhood that feels like a world apart.brbrPrime Mid-town Location — quiet neighborhood but close to beaches, shopping, and nightlifebrbrParking for 1 Car in Driveway + 2 Street Spots, plus space for small trailer or boatbrbrPets may be considered on a case-by-case basis, so your furry friends can join the fun too.brbrPerfect for families, remote workers, or groups looking for an affordable, authentic Key West experience, this house is more than a place to stay — it’s your home away from home.brbrCome live like a local, create lasting memories, and enjoy the laid-back charm of Key West from the comfort of this inviting retreat. We can’t wait to welcome you!

ISLAND SANCTUARY KEY WEST - 3 Bedroom / 2 Bathroom with Pool and Parking!

Key West, Florida, United States

Bed

2

Bath

6

Sleeps

$380.98

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrGet ready to reel in your dream vacation! THE WICKED TUNA is a classic Key West home located in one of the most desirable areas of Old Town. This tastefully restored home features a historic appearance and charm, while offering all the modern conveniences one could desire. Located just down the street from the historic seaport, you’ll be within walking distance to the best restaurants, shopping, and attractions Key West has to offer. A month at THE WICKED TUNA also includes Last Key Realty’s unrivaled Guest Services and In-house Concierge, ensuring you’ll be ‘hooked’ on Key West for years to come.brbrTHE LOCATION…brbrTHE WICKED TUNA is located on the 300 block of William Street, just steps from the historic seaport and only a couple blocks from World-Famous Duval Street. Situated on one of the best blocks in Old Town, this private home is a short stroll from everything Old Town has to offer. Whether you’re looking to spend the day on Duval Street or watch the boats come and go at the seaport, you’ll be there in a few minutes. There is no dedicated parking space with this home, on-street parking only.brbrTHE KITCHEN & LIVING AREA…brbrThe living area and kitchen occupy the first floor of the home. French doors allow natural light to flow in, or open them up and head straight to the pool area. The living area features comfortable seating options for the whole group and a large flat screen TV to gather around for the big game or to binge watch your favorite show. There’s a full bathroom on the first floor with a walk-in shower.br brThere’s a wet bar tucked underneath the stairs, which is the perfect place to test your mixology skills. The fully equipped kitchen features modern appliances and every cooking tool needed to prepare meals at home. The indoor dining table comfortably seats six, and there’s additional seating at the kitchen bar.brbrTHE POOL AREA…brbrStep out the French doors from the living area and into your private backyard oasis. The entire backyard is fenced in and landscaped for maximum privacy. The refreshing private dip pool can be utilized year-round thanks to the convenient heater. Treat your group to a poolside BBQ of today’s fresh catch using the propane grill and outdoor dining set with seating for six. The outdoor shower is perfect for rinsing off after a day at the beach or out on the boat.brbrTHE ACCOMMODATIONS…brbr** Bedroom #1 - Located on the Second Floor with a King bed, a flat screen TV, a private balcony overlooking William Street, and access to the hall bathroom with two vanities and a walk-in shower.brbr** Bedroom #2 – Located on the Second Floor with a King bed, a flat screen TV, a private balcony overlooking the pool area, and access to the hall bathroom with two vanities and a walk-in shower.brbr** Bedroom #3 - Located in the Guest Cottage with a Twin over Twin bunk bed (250 lb max on the top bunk), a flat screen TV, and an en-suite half bathroom.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and 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 & YouTube TV includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced & Lushly Landscaped Private Yardbr** Private Pool with Pool Heaterbr** Propane BBQ Grillbr** Outdoor ShowerbrbrOther 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 4 adultsbr** There is no dedicated parking space with this home, on-street parking onlybr** Max of 2 Pets Allowed with Additional Fee of $200 per pet

**THE WICKED TUNA @ THE SEAPORT** Private Home & Pool + LAST KEY SERVICES…

Key West, Florida, United States

Bed

Bath

Sleeps

$358.94

Cool pastel, Caribbean inspired decor with original art throughout by Robin Hix. Blue tooth speaker, Alexa Echo, full kitchen w/dishwasher. 65” Smart TV ( bring your PW/UN for Netflix/Amazon or other programming you enjoy). Tumbled marble shower. Part of a gated compound with 3 other units. Beautifully landscaped, lots of orchids, native plants. Next door is the heated shared Family pool at 916 and the Adult heated pool is across the lane.brbrBuilt in 2010. Sleeps 2 with Luxury king bed (14` pillowtop memory foam mattress) accommodations with full kitchen (dishwasher), tumbled marble shower, 65” Smart TV (bring your Netflix, Amazon, etc. UN/PW to watch your favorite shows), Blue Tooth speaker, Alexa, private 2 person Solana jacuzzi, daily maid service. Shampoo, conditioner, body gel and lotion included.brbrTwo shared heated pools in tropical garden settings. One pool is the Family pool next door and the Adult’s Only pool is across the lane. You have the use of a Weber gas grill, bike rack and W/D for your use after 5pm on site. There is a second story deck which is perfect for coffee, lunch, dinner beneath a giant Sapodilla tree. Also an ice-maker there for your convenience.brbrI am usually around during the course of the day but have groundskeeper and maids there daily from 9-5.brbrQuiet, friendly, 2 block lane with restaurants, bike rentals, 24 hour CVS and Subway are within steps!brbrWalk, bike, mopeds, electric car. Rentals are at the corner of Center Street and they will return you to the airport upon departure when you rent from them. There is also a bus around Old-town and there is a map of all the stops in your scannable in-room information book. Stops are just around the corner from us!brbrPrivate, gated compound with 3 other units. You have use of the W/D, upstairs deck, grill, bike rack. Next door is the Family heated pool and across the lane is the Adult`s Only heated pool.br- Must be 25 or older to check-in during March/April (Spring Break). Please use quiet voices after 10 pm at the Family pool. Pets are WELCOME!

McCartney`s Manor - Deluxe K Suite W/Pvt. Spa!

Key West, Florida, United States

Bed

Bath

Sleeps

$1288.13

Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic beaches and the Southernmost Point. Casually decorated in soft pine and white, wicker furnishings and sofa sleeper in living room, this four bedroom, three and a half bath home provides a comfortable vacation hideaway. brbrAll bedrooms and two baths are located on the second floor. The dining area and kitchen are downstairs and French doors open to a deck with an ample pool. This home is an excellent choice for family reunions and larger groups. brbrBedding: 1 king, 1 queen, 1 double, 2 twins, 1 sleeping sofabrPet Friendly: Size and breed restrictions and additional fees applybrPARKING is in the driveway or on Louisa Street. The entire block of Louisa Street is free/ un-metered and not reserved for full-time residents. Please be sure not to block any driveways.

Louisa House: A comfortable four bedroom vacation hideaway

Key West, Florida, United States

Bed

Bath

Sleeps

$444.54

Coral Hammock – 3BR/3BA Home with Pool Views in Coral Hammockbrbr3 Bedrooms | 3 Full Bathrooms | Sleeps up to 8 | Backs to Community PoolbrbrWelcome to Coral Hammock, your home away from home in beautiful Key West! Built in 2004 and meticulously maintained, this spacious 3-bedroom, 3-bathroom home offers comfort, convenience, and unbeatable value—often for less than the price of a single hotel room.brbrLocated in the gated Coral Hammock community—home to just 55 properties—this detached home offers added privacy and direct access to the lushly landscaped community pool, right from your backyard.brInside You’ll Find:brbr A well-equipped kitchen with both Keurig and drip coffee makersbr TVs in the living room and each bedroombr High-speed internet to keep you connectedbr Comfortable accommodations for up to six guestsbr Queen air mattress brbrOutdoor Perks:brbr Two spacious decks—perfect for lounging, dining, or just enjoying the breezebr Complimentary beach chairs and umbrellabr Easy access to the community pool and clubhouse, including a small fitness centerbrbrThis is the perfect setting for families, couples, or friends looking to explore Key West while enjoying the peace of a residential-style stay.

Coral Hammock Poolside Home 3 bdrm 3 bath10 minute drive to Old Town Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$1813.62

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrCASA VICTORIA, located in the heart of Old Town just two blocks from Duval Street, is a large 5 bedroom home built with the charm and quirkiness of early 20th century Key West. Dating back to the Cigar Manufacturers' era, CASA VICTORIA exudes the classic Old Town style that makes Key West such a unique vacation experience. This authentic Conch House is close to all that Key West has to offer: restaurants, live theater, museums and nightlife. The indoor and outdoor gathering spaces provide the perfect setting for a large group to enjoy Key West together.brbrTHE LIVING AREA...brbrCASA VICTORIA has a large front foyer that leads way to the formal dining room that seats up to ten, connecting with the family living area with a large flat screen TV and plenty of room for everyone. The kitchen is completely equipped to prepare any meal with all of the tools and appliances you'll need for a dining experience with the whole group.brbrTHE POOL AREA...brbrFrench doors off the living room and kitchen open to the cool waters of the sparkling private pool and heated spa with waterfall feature, the perfect place to take a dip and unwind after a day exploring. A large covered porch provides outside dining space for cocktails or a leisurely meal prepared on the grill. An additional outside refrigerator adds convenience to the outdoor living space.brbrTHE ACCOMMODATIONS...brbr• First Master Suite: Located on the Second Floor with a King bed, a flat screen TV, direct access to the front balcony, and an en-suite bathroom with a shower.brbr• Second Master Suite: Located on the Second Floor with a King bed, a flat screen TV, direct access to the back balcony, and an en suite bathroom with a shower and tub combination.brbr• Third Bedroom: Located on the Third Floor with a Queen bed, a flat screen TV, and a convenient en-suite half bath.brbr• Fourth Bedroom: Located on the Third Floor with Two Queen beds, a flat screen TV, and an en-suite bathroom with a shower.brbr• Fifth Bedroom: Located in the Guest Cottage with a King bed, a flat screen TV, direct access to the Pool Area, and an en-suite bathroom with a shower.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer and 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 and full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr• Fully Fenced and Lushly Landscaped Private Yard br• Private Pool with available Pool Heatbr• Jacuzzi Spabr• Off-street Parking in Drivewaybr• Propane BBQ GrillbrbrOther 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 petbr• 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.

**CASA VICTORIA @ OLD TOWN** Historic 5BR Home & Pool + LAST KEY SERVICES...

Key West, Florida, United States

Bed

Bath

Sleeps

$1284.39

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrFor the ultimate stay in America's Paradise, what could be more perfect for your whole group than AMERICANA TROPICALE This festive and patriotic home will promise a one-of-a-kind island experience. AMERICANA TROPICALE has 4 spacious bedrooms each complete with its own en-suite bathroom for privacy, a private saltwater pool, a fully equipped kitchen, and a large living space. It is also located just half a block from the famous Duval Street, yet tucked away on a quiet nondescript lane you wouldn't find without directions. AMERICANA TROPICALE combined with Last Key Realty's Five-Star Guest Services will make your group's stay in Key West a memorable one.brbrTHE LIVING AREA...brbrAMERICANA TROPICALE was designed with the vision of creating the ideal home base for a group wanting to experience the Key West adventure. The large living area is ideal for gearing up to head out or winding down after a day full of adventure in Old Town. There is plenty of seating for everyone, with several plush couches, chairs, and seating at the island-inspired dining table. One of the sofas pulls out to a queen sized sleeper to accommodate two extra guests. There is a half bathroom off the living area for convenience.brbrThe kitchen sits off the living area with luxury appliances and tools, equipped with everything you'll need to prepare a meal at home in between enjoying the fantastic array of Old Town restaurant options, all just a few blocks walk away.brbrYOUR PRIVATE SALTWATER POOL...brbrThe living room opens up to the lovely pool area, with equal amounts of sunshine and shade all day and fully fenced for privacy. The saltwater pool can be heated and is surrounded by luxury chaise lounges and chairs for relaxing outside. Lush tropical greenery decorates the fence and the BBQ grill is perfect for a poolside cookout.brbrTHE ACCOMMODATIONS....brbr• Here Comes The Sun Suite: Located on First Floor with Two Twin beds OR One King bed, a flat screen HD TV, and an en-suite bathroom with a shower.brbr• Comicon Suite: Located on First Floor with Two Twin beds OR One King bed, a flat screen HD TV, and an en-suite with a combination tub & shower.brbr• Americana Suite: Located on the Second Floor with Two Twin beds OR One King bed, a flat screen HD TV, a balcony and an en-suite bathroom with a combination tub & shower.brbr• Tommy Bahama Suite: Located on the Second Floor with a King bed, a large flat screen HD TV, a balcony and an en-suite bathroom with a combination tub & shower. brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer and Dryerbr• Central Heat and A/Cbr• Ceiling Fansbr• Flat Screen TVs in Living Room and 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 and Landscaped Private Yard br• Private Saltwater Pool with Available Pool Heatbr• Assigned Off-street Parking Space (with vehicle restrictions)br• Propane BBQ GrillbrbrOther notes:brbr• Interim housekeeping provided upon requestbr• This property will accommodate up to 10 adultsbr• Max of 2 Pets Allowed with Additional Fee of $200 per petbr• 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.

**AMERICANA TROPICALE @ OLD TOWN** Home & Pool by Duval + LAST KEY SERVICES...

Key West, Florida, United States

Bed

Bath

Sleeps

$593.25

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrThis colorful two story Old Town cottage is just right for a delightful stay in the Conch Republic. VILLA CUBANA is located right in Old Town, one block away from Duval Street and smack dab in the center of the fun. You couldn't be any closer to the nightlife and attractions of downtown, yet you are tucked away in a quiet gated community you would likely not notice even as you walked by. This tropical two-bedroom retreat feels very spacious with tall ceilings and lovely natural light. You won't need a car, but should you decide to bring one you will have one designated spot in the parking lot.brbrWINDWARD PARK COMMUNITY...brbrThe gated community of Windward Park is tucked away a block off Duval Street, and requires a key for access to this small compound. The resort-style community pool is shared with only a handful of homes, and is surrounded by chaise lounges that get both sun and shade throughout the day. Designated parking is provided for one vehicle in the private parking lot.brbrTHE LIVING AREA AND KITCHEN...brbrAs you enter VILLA CUBANA through the front door of the house, you'll be greeted with a light-filled living area with uniquely tall ceilings, bright colors, and upscale furnishings. A flat screen Smart TV on the wall overlooks the spacious living area with plenty of seating. Off of the living area, the open kitchen is fully equipped with all the high-end tools and appliances you'll need to whip up a meal at home (if you can resist the temptation of all of the famous Key West restaurants within walking distance, that is). A dining table sits off the kitchen, with space for 4. Additional seating at the bar is convenient for a quick bite.brbrTHE ACCOMMODATIONS...brbr• First Bedroom: Located on the First Floor with Two Twins OR One King bed, full closet, overhead fan, small desk, flat screen TV, direct access to the back patio, and direct access to the second bathroom with a glass shower.brbr• Master Bedroom: Located on the Second Floor with a King bed, overhead fan, flat screen TV, and an en-suite bathroom with a large shower.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer and Dryerbr• Central Heat and A/Cbr• Ceiling Fansbr• Flat Screen TVs in Living Room and 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 and full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr• Community Pool Accessbr• Propane BBQ Grillbr• Assigned Off-street Parking for 1 CarbrbrOther notes:brbr• Interim housekeeping provided upon requestbr• This property will accommodate up to 4 adultsbr• 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.

**VILLA CUBANA @ OLD TOWN** Comfy Cottage Near Duval + LAST KEY SERVICES...

Key West, Florida, United States

Bed

Bath

Sleeps

$309.37

*** Requires a minimum of 29 night stay ***brbrFLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrSWEPT AWAY is a meticulously renovated and decorated one-story private home with a refreshing mix of that classic conch home feel we all adore and a new coastal style. This conch cottage has an open living plan and a lovely backyard garden area with a private pool, ideal for relaxing in your oasis just blocks from the famous sites of Old Town Key West and Duval Street. Come be SWEPT AWAY by your monthly stay in this dreamy Old Town home. brbrTHE LIVING AREA... brbrThe living room of SWEPT AWAY has a large flat screen TV and comfortable seating. The layout of the living area is an open plan with sight lines all the way through the French doors to the back yard, perfect for entertaining. The dining table seats six, and the large kitchen is fully equipped. There's even a bar with seating for more guests. A wine chiller and Keurig coffee maker are just a few of the high end tools and appliances you can expect in this home.brbrTHE BACKYARD... brbrThe spacious deck leads to your very own private dip pool. Cool off with a dip on those hot South Florida days or crank on the pool heat during the cooler months. The covered patio features a propane BBQ grill, outdoor dining set, and luxurious patio furniture. The lush landscaping provides plenty of privacy. brbrTHE ACCOMMODATIONS... brbr** First Master Suite: King bed, flat screen TV, closet, and an en-suite bathroom with a shower and tub combination. brbr** Second Master Suite: Queen bed, flat screen TV, storage loft, and an en-suite bathroom with a walk-in shower. brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and 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 & YouTube TVbrbrIn 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 Heated Poolbr** Propane BBQ GrillbrbrOther 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 4 adultsbr** Max of 2 Pets Allowed with Additional Fee of $200 per pet

**SWEPT AWAY @ OLD TOWN** Dreamy Private Home & Pool + LAST KEY SERVICES...

Key West, Florida, United States

Bed

Bath

Sleeps

$660.45

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrSeals & Crofts said it best: ‘Diamond Girl, you sure do shine.’ Formerly known as Seventh Heaven, DIAMOND GIRL is a stunning two-story private home that epitomizes island living, with its’ distinct exterior eyebrow design, ample indoor and outdoor living space, and comfortable accommodations. Once here you’ll quickly realize this peaceful oasis within a few blocks of Key West’s premier restaurants, shopping, and attractions is such a rare thing. Paired with Last Key Realty's Five-Star Guest Services and Full Time Concierge you’ll be glad you found her.brbrTHE GATED COMMUNITY... brbrTruman Annex is the most exclusive private residence community in Old Town Key West. Located just off the main drag of Duval Street, Truman Annex is an oasis of calm, quiet streets lined with palm trees and beautiful Floridian homes. The entrance to Truman Annex is secured by a 24-hour staffed guard gate and you can use the residential entry gate keys to come and go on foot at night. Just beyond Truman Annex is the newly constructed Truman Waterfront Park - complete with a family friendly playground area and the Key West amphitheater.brbrTHE PRIVATE POOL... brbrThe entire pool area is fenced in and surrounded by tropical landscaping. Spend your days soaking up the sun in the chaise lounges that sit next to the heat-optional pool, or escape to the shaded patio, which offers additional outdoor seating. Fire up the propane grill and enjoy a poolside BBQ using the full outdoor dining set with seating for six. Whether you’re having an intimate cookout of today's fresh catch or a champagne toast before a day on Duval, you'll have plenty of space outside to enjoy.brbrTHE LIVING AREA & KITCHEN... brbrUpon entering through the front door, you’ll be greeted with a light-filled living area and modern furnishings. Swing open the double set of back French doors to let the island breezes to flow in. The plush sofas and armchair provide plenty of comfortable seating options for your group to gather in front of the large flat screen HD Smart TV. The dining room has a large dining table with seating for six. brbrThe fully equipped chef’s kitchen features gourmet stainless steel appliances, including a gas range, and every tool you'll need to prepare meals from the comfort of home. There’s plenty of prep space on the concrete countertops and lots of storage in the cabinets that reach the ceiling. The first floor bathroom is conveniently located just off the living area.brbrTHE ACCOMMODATIONS... brbrDIAMOND GIRL features four bedrooms, three of which are suites.brbr** Suite #1: Located on the First Floor with a King bed, a flat screen HD TV, direct access to the pool area, and a recently renovated en-suite bathroom with a walk-in shower.brbr** Suite #2: Located on the Second Floor with a King bed, a massive walk-in closet, a flat screen HD TV, a separate sitting area, direct access to the second floor office space, and an en-suite bathroom with double sinks, a walk-in shower, and a garden tub.brbr** Suite #3: Located on the Second Floor with a King bed, a flat screen HD TV, a separate sitting area, direct access to the second floor office space, and a recently renovated en-suite bathroom with a walk-in shower.brbr** Bedroom #4: Located on the Second Floor with a Queen bed and a flat screen TV.brbrALL LAST KEY VACATION HOMES INCLUDE: brbr** Washer & Dryer br** Central Heat and A/C br** Ceiling Fans Throughoutbr** Flat Screen Cable TVs in Living Room & Bedrooms br** Fully-Equipped Kitchenbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels provided br** Wireless high-speed Internet access and full cable is included br** Full Time Concierge Service brbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list: brbr** Fully Fenced & Landscaped Private Yardbr** Private Pool with Available Pool Heatbr** Propane BBQ Grill br** Two Off-Street Covered Parking Spaces in Carport brbrOther notes: brbr** Interim housekeeping provided upon request br** This property will accommodate up to 8 adultsbr** Pets Not Allowedbr** Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

**DIAMOND GIRL @ THE ANNEX** Elegant Private Home & Pool + LAST KEY SERVICES…

Key West, Florida, United States

Bed

Bath

Sleeps

$394.72

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrImagine a traditional conch home in the Solares Hill section of Old Town. MAISON TROPICALE is stunningly restored then decorated in a post-modern style with vivid colors and sophisticated decor. Every room is adorned with colorful art and has been furnished with unique show pieces. This brilliant decor is set against a backdrop of original Dade County Pine walls and hardwood floors throughout a classic Key West home. Best of all, MAISON TROPICALE is located at 510 Frances Street, a quiet street considered by many to be the 'Park Avenue' of Key West. You can stroll a few short blocks to the Key West Seaport or enjoy the nearly 20 restaurants within short walking distance of this amazing home.brbrTHE LIVING AREA...brbrThe family room and dining room of MAISON TROPICALE are an open plan, with vaulted ceilings, French doors and high window transoms on either side. The second living room and its attached home office are also bright and airy. The kitchen has double French doors to the deck and is equipped with granite counter tops, all stainless appliances, including Sub-Zero refrigerator/freezer.brbrTHE POOL and JACUZZI...brbrFrom the family room, you can hear the soothing sounds of the waterfall that flows from the custom Jacuzzi down to the pool. The entire back courtyard is very private, whether you are relaxing on the side deck, floating in the pool or loosening up in the Jacuzzi.brbrTHE ACCOMMODATIONS...brbr• First Master Suite: Located on the First Floor with a Queen bed, a flat screen TV, direct access to the side porch, and an en suite bathroom with a shower and tub combination.brbr• Second Master Suite: Located on the Second Floor with a King bed, a flat screen TV, direct access to a private balcony, and an en suite bathroom with a glass shower. brbr• Third Bedroom: Located on the Second Floor with Two Twins OR One King bed, a flat screen TV, and access to the full bathroom across the hall with a shower and tub combination.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer and Dryerbr• Central Heat and A/Cbr• Ceiling Fansbr• Flat Screen Cable TVs in Living Room and 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 and full cable is includedbr• Full Time Concierge ServicebrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr• Fully Fenced and Landscaped Backyardbr• Private Heated Poolbr• Jacuzzi Spabr• Propane BBQ grillbr• Gated Off-Street ParkingbrbrOther 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 8 adultsbr• Max of 2 Pets Allowed with Additional Fee of $200 per pet

**MAISON TROPICALE @ OLD TOWN** Historic Home + LAST KEY SERVICES...

Key West, Florida, United States

Bed

Bath

Sleeps

$1368.38

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrLocated in the Truman Annex, a gated community with some of the most impressive homes in Key West, this meticulously furnished estate occupies an entire block, making it the largest single property in the Annex. Formerly referred to as THE ROYAL COMPOUND with three dwellings, two kitchens (one indoor, one outdoor), a very large pool and enough surrounding property to provide the ultimate in privacy, THE ROYAL COMPOUND provides an exclusively luxurious setting right in the heart of Old Town Key West. brbrTHE LIVING AREA and INDOOR KITCHEN... brbrInside, the main living area of THE ROYAL COMPOUND has four sets of French doors with large transoms that fill the whole space with light. There's also a large fireplace, unique in Key West. The formal dining table seats eight comfortably. A second sitting room is perfect if you want to be by yourself for a good read. The kitchen is state-of-the-art, and suitable for a professional chef, with double ovens, a huge Sub Zero fridge/freezer, ice maker and plenty of prep space. brbrTHE PRIVATE POOL and OUTDOOR KITCHEN.... brbrThe pool area of THE ROYAL COMPOUND is unique. The spacious patio surrounding the pool is paved in Travertine, with room for eight chaises. Then, there's the pavilion-style porch that seems to float above the very large pool, with enough seating for the entire group under outdoor ceiling fans hung from the vaulted ceiling of the pavilion. The pool has a waterfall that flows from the edge of the porch. Very dramatic. Finally, there's the outdoor bar with a summer kitchen including a full refrigerator; large enough for a party or poolside BBQ any time. brbrCompliance with Truman Annex Community Rules & Regulations is expected of all Last Key guests. This includes “Quiet Time” in all outdoor areas, public and private, after 10PM.brbrTHE ACCOMMODATIONS... brbrThe sprawling, multi-dwelling layout of this estate is one of the most unique features. Truly fit for the Royal Family, you'll spread out in the following accommodations:brbr• First Master Suite: Located in its' own private house with a King bed, a private pavilion, a large flat screen TV, a huge en suite bathroom with two vanities and an oversized shower.brbr• Second Master Suite: Located in its' own private house with a King bed, a flat screen TV, a sitting area, and an en suite bathroom with a walk-in shower.brbr• Third Bedroom: Located downstairs in the main house with Two Twins OR One King, a flat screen TV, and an en suite bathroom with a walk-in shower.brbr• Fourth Bedroom: Located upstairs in the Main House with Two Twins OR One King, a flat screen TV, direct access to the private balcony, and access to the shared upstairs bathroom with with twin vanities and a shower and tub combination. brbr• Fifth Bedroom: Located upstairs in the Main House with a King bed, a sitting area, and access to the shared upstairs bathroom with with twin vanities and a shower and tub combination. brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer and 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 and full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr• Fully Fenced and Lushly Landscaped Private Yard br• Private Pool with available Pool Heat and Waterfallbr• Outdoor Showerbr• Gated Off-Street Parking (Covered & Uncovered)br• Propane BBQ Grillbr• Outdoor KitchenbrbrOther notes:brbr• Interim housekeeping provided upon requestbr• This property will accommodate up to 8 adultsbr• Pets Allowedbr• Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

**THE ROYAL COMPOUND @ THE ANNEX** Lush Estate & Pool + LAST KEY SERVICES...

Key West, Florida, United States

Bed

Bath

Sleeps

$276.5

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrVILLA BAHAMA is located at The Foundry in the Truman Annex, Key West's most exclusive gated community. You'll be just around the block from Mallory Square, Duval Street and all the attractions Key West has to offer, yet you'll benefit from the peace and quiet that the Truman Annex is known for. Smoking is not permitted in any Last Key Realty home. In addition, the Foundry does not permit smoking in the front garden patio areas or balconies. Therefore, this home is not a good fit for vacationers needing smoking accommodations.brbrTHE LIVING AREA...brbrVILLA BAHAMA has been furnished to a very high standard, in the lush tropical style inspired by Tommy Bahama. In fact, the Tommy Bahama influence is evident throughout this home. The living area is an open plan, with 11-foot ceilings, and the double French doors provide lots of light. There's plenty of comfortable seating and a flat screen TV. The sleep sofa will accommodate extra guests. There's convenient powder room on the first floor. The kitchen has a top-of-the-line stove, oven and refrigerator, with granite counter tops and all the small appliances one might need. You'll have your own private courtyard out front, with a gas BBQ.brbrTHE POOL AREA...brbrThe landscaped community pool is just across the street, with chaises and a cabana with restrooms. Or you can walk to Fort Zachary Taylor State Park, with the prettiest beach in Key West, just a half mile away from your front door.brbrCompliance with Truman Annex Community Rules & Regulations is expected of all Last Key guests. This includes “Quiet Time” in all outdoor areas, public and private, after 10PM.brbrTHE ACCOMMODATIONS...brbr• Master Suite: Located on the Second Floor with a King bed, a large flat screen TV, a private balcony, a large closet, and an en-suite bathroom with a shower and tub combination.brbr• Second Bedroom: Located on the Third Floor with Two Twins OR One King bed, a flat screen TV, a closet, and an en-suite bathroom with a shower and tub combination.brbrEach floor closes off with its own separate door as well for extra privacy.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer and Dryerbr• Central Heat and A/Cbr• Ceiling Fansbr• Flat Screen TVs in Living Room and 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 and full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr• Community Pool Accessbr• Propane BBQ Grillbr• Assigned Off-street Parking for 1 CarbrbrOther notes:brbr• Interim housekeeping provided upon requestbr• This property will accommodate up to 6 adultsbr• 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.

**VILLA BAHAMA @ THE ANNEX** Villa Near Duval & Beach + LAST KEY SERVICES...

Key West, Florida, United States

Bed

Bath

Sleeps

$515.8

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrFor many, the artistic island culture of Key West is an intricate piece of its magic. THE ARTISTS' MUSE is an ode to that notion. This home, with its rich history of artists living in residence or visiting as guests, has been recently redesigned to celebrate art, culture, and the upscale island life. A spacious main living and dining area, a brand new kitchen, private bedrooms and bathrooms, a stunning private pool - all adorned with artwork from Cuba, Haiti, and of course, the Keys, each piece with its own story to tell. THE ARTISTS' MUSE is also the proud recipient of the 2017 Historic Florida Keys Foundation Preservation Star Award. This award recognizes excellence for preservation in historic Florida Keys properties. Experience a piece of island history, and let THE ARTISTS' MUSE be your personal gallery for your time in Old Town Key West.brbrTHE PERFECT LOCATION...brbrIf you ever decide to pull yourself away from this wonderful home, you'll realize that Key West's best restaurants, live entertainment and every other attraction are just a few minutes from your door. Yet, you are tucked down a famous tiny hidden street, best known for its dreamy romantic name: Love Lane. This is truly a home that will spoil you for other vacation homes. While you don't need a car at this perfect location, if you do decide to bring a vehicle there is guaranteed parking included with your rental in a large lot 2 short blocks from the home.brbrTHE LIVING AREA & KITCHEN...brbrThe kitchen and living rooms of THE ARTISTS' MUSE are meticulously furnished, with a wall of French doors providing a lovely view of your backyard oasis from both rooms. The main living area has a large sofa and chairs for the group to gather, with a flat screen TV. The eat-in kitchen is completely up-to-date and has all of the tools and equipment needed to create a gourmet meal. There is bar seating for a casual bite, and a full dining area just off the kitchen. Best of all, you are surrounded by an imaginative collection of artwork brought from all over the world to complete this masterpiece of a home.brbrTHE PERGOLA & POOL AREA...brbrThe back yard is simply stunning, with gorgeous tropical landscaping and plenty of space to enjoy the sunshine and the shade. There is a whimsical dining area under the pergola, as well as an upscale outdoor shower for a quick rinse after the beach. The large BBQ grill is perfect for a poolside BBQ. The private pool area is an exotic retreat: the large heated pool is surrounded by chaise lounges with on-demand colorful lighting for a truly festive evening by the pool. The pool can be heated in the cooler months or chilled in the warmer months.brbrTHE ACCOMMODATIONS...brbr** First Master Suite: Located in the Main House off the kitchen/living area side of the home by itself with a Queen bed, a large flat screen TV, direct access to the Pool Area, and an en-suite bathroom with a soaker tub.brbr** Second Bedroom: Located in the Main House on the opposite side of the living area with a Queen bed, a flat screen TV, and an en-suite bathroom with a walk-in shower. brbr** Third Bedroom: Located in the Main House with Two Twins, a flat screen TV, and access to the third full bathroom in that hallway (that also opens to the pool) with a walk-in shower. brbr** Second Master Suite: Located in the Guest House with a Queen bed, a flat screen TV, and an en-suite bathroom with a walk-in shower.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and 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 Heated/Chilled Poolbr** Propane BBQ Grillbr** Guaranteed parking for 1 vehicle in nearby lotbrbrOther notes:brbr** Interim housekeeping provided upon requestbr** This property will accommodate up to 8 adultsbr** Pets Not Allowed

**THE ARTISTS' MUSE @ LOVE LANE** Immaculate Home & Pool + LAST KEY SERVICES...

Key West, Florida, United States

Bed

Bath

Sleeps

$973.17

Royal Escape offers tropical seclusion and easy access to all of the night life, shopping, and grand dining of Old Town Key West. Surrounded by bamboo and palm trees, the Royal Escape features a completely private heated pool and a spacious deck--perfect for enjoying the stars under the tropical night sky. With plenty of seating and a Weber gas BBQ grill, the deck is also ideal for entertaining your large group of family and friends.brbrThe interior of Royal Escape features a full gourmet kitchen with all the accoutrements for the cook, including a refrigerator, microwave, dishwasher, stove with oven, drip coffee maker and espresso maker, toaster, blender, Keurig, and an selection of cooking accessories that will make any chef smile. Off the kitchen, French doors open to the private back deck and lead to the pool house. With high ceilings, hardwood floors, comfortable furniture, and a 46 HDTV in the living room, you’ll know you’ve arrived in paradise as soon as you walk in the door. There is a queen sleeper sofa in the living room. brbrThe bedrooms in the main house each have a king bed, and direct access to the deck and pool. All of the bathrooms feature beautiful tile and glass surround showers. The guest/pool house has an additional kitchenette, private bedroom with a queen bed, living area with a queen sleeper sofa, and full bathroom. brbrWith an added bonus of off-street parking for up to two cars, several scooters, or cab on call, this three bedroom, three bath tropical retreat is the ultimate “Royal Escape.”

Escape to Key West @ ROYAL ESCAPE

Key West, Florida, United States

Bed

Bath

Sleeps

$435.79

This spacious vacation home is just a block from downtown Key West's famous Duval Street and has an open floor plan with lots of space on the main level for relaxing and entertaining. The first floor has a comfortable seating area with couch and chairs and a flat screen television for those days you want to get out of the sun and just relax. Completing the first floor is a dining area, a full modern kitchen with a bar and stools, a full bathroom, and a washer and dryer.brbrThe second floor has two bedrooms and a full, shared bath. The front bedroom has a king bed, TV, closet, and opens to a second floor porch with views of the pool area and compound. The rear bedroom has two twin beds, a TV, and a double closet.brbrParrotville is located in an ideal area of Old Town Key West. A short stroll to Duval Street offers world-class restaurants, bars, shopping, and galleries. Hop on a bicycle and head down to Mallory Square or the Key West Seaport, just a slightly farther ride. Everything is pretty close on our island. The beaches are also just a short distance from Parrotville. brbrWe offer all the comforts you need for your stay in paradise including WiFi, flat screen TVs, laundry, a lovely and inviting community pool, and one assigned parking space. There is a 4 person maximum limit to this home. This condo is in a quiet local community and is not recommended for parties or group celebrations. We ask you to please be respectful of the residents and neighbors and keep the noise level to a minimum.

PARROTVILLE Townhome in Windward Park by RENT KEY WEST VACATIONS

Key West, Florida, United States

Bed

Bath

Sleeps

$529.5

This Key West townhome boasts 3 inviting bedrooms, including 2 queen beds and a two twin beds. Guests can relax in the lovely living room, which features a comfortable sofa bed. With 3 bathrooms, each equipped with a shower and hair dryer, getting ready is a breeze. The space stays comfortable year-round thanks to heating and air conditioning. Whether you’re unwinding after a day of exploring or enjoying some downtime indoors, this awesome townhome offers a perfect retreat. We hope you enjoy what our place and Key West has to offer. Located in Coral Hammock townhome community. Private parking under the house for 2 cars.

Spacious 3-bedroom townhome on Stock Island with resort style pool.

Key West, Florida, United States