33040, Florida, United States Vacation Rental Private-vacation-homes By Owner - Page 28

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

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

Key West, Florida, United States

4

Bed

Bath

8

Sleeps

$288.51

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

2 Bedroom Townhome on Key West Golf Club

Key West, Florida, United States

Bed

Bath

Sleeps

$428.37

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

Gone Coastal

Key West, Florida, United States

Bed

Bath

Sleeps

$319.07

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

Private Paradise with Heated Waterfall Pool

Key West, Florida, United States

Bed

Bath

Sleeps

$314.88

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

Gorgeous beach bungalow just steps from the beach!

Key West, Florida, United States

Bed

Bath

Sleeps

$557.77

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

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

Key West, Florida, United States

Bed

Bath

Sleeps

$416.86

Flirty Flamingo is luxurious and in a prime Key West location. Built in 1998 and meticulously cared for this spacious 3 bedroom plus bonus room / office and 2.5 bathrooms this home is ready for entertaining! brbrEnjoy the Key West lifestyle of indoor/outdoor living with dining/living areas flowing seamlessly on to the covered veranda and pool deck. Gaze over the pool from the master en-suite and bonus room / office. brbrThe yard is landscaped with tropical foliage, fully fenced and has driveway with carport. brbrPerfectly located just steps from Higgs Beach, Dog Park, Tennis Courts, and Art District. Less than 1 mile to world famous Duval Street and Historic Seaport. brbrThis is the perfect home away from home and is complete turnkey ready!brbrFirst Floor: brKitchen W/ Breakfast Bar brDining Room W/ Table Seating for 6brLiving Room W/ Oversized Leather Sectional, Flat Screen TV brPowder Room w/ Toilet brbrSecond Floor: brPrimary Suite: King Size Bed & En-Suite Full Bathroom W/ Shower brGuest Room: Queen Size Bed brGuest Room: Queen Size Bed brBonus Room/ Office: Desk, Chair & Single Day Bed brbrPool Area/ Back Deck: Outdoor Covered Seating for 8, 4 Sun Chaise Loungers, Private Pool, Gas Grill. brbr* Pet Disclosure: If you plan on brining a dog you MUST get a pre-approval prior to booking. We have a maximum pet occupancy of 1 dog that may not exceed 50 lbs. There is a pet fee of $20.00 per day for the pet and will REDUCE your total occupancy by 1 person. Fees must be paid and arranged prior to check in.brbr***Pool Heater Disclosure: Pool heat is optional from November 15-May 15 and is and ADD ON charge of an additional $20.00 per day and must be arranged prior to check in. Pool heat is NOT included in rental rates.br

Flirty Flamingo Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$128.17

We are very proud to offer this beautiful, private, bright one bedroom cottage walk to Duval, Truman Waterfront, Santiago's Bodega and all of the great restaurants and shops on Petronia and Duval Street. There is a private yard and outdoor dining as well. If you book this cottage you will definitely have an amazing time. You can not beat the proximity to all of Key Wests bests attractions yet at the same time you will have a quiet peaceful space when the day is done.brbrThe neighborhood features some of Key West finest attractions including Blue Heaven, Santiago's Bodega, The Hemingway house, Duval Street's best bars, restaurants and entertainment, The Truman Waterfront for absolutely beautiful sunsets, and the Amphitheater for live outdoor concerts and Fort Zachory Taylor State Park with its stunning beach.

Beautiful, private, bright one bedroom cottage walk to Duval, Truman Waterfront, Santiago's Bodega

Key West, Florida, United States

Bed

Bath

Sleeps

$276.36

Summary:brbrRunaway Bills- 2 BDR Main house with 1 BDR Cottage and pool in the Key West downtown.brbrbrbrThe Space:brbrThis charming and stylish Conch home is tucked away on a quiet lane in the heart of Old Town Key West, offering the perfect island retreat. Surrounded by historic architecture and vibrant neighborhoods, this inviting property is just a short stroll from the famous Duval Street, placing you within easy walking distance of restaurants, galleries, shops, and nightlife.brbrbrbrThe main house features two comfortably sized bedrooms, each with king beds, and one full bathroom. Beautiful hardwood floors throughout create a warm coastal character that blends perfectly with the relaxed Key West atmosphere. The fully equipped chef’s kitchen is ideal for guests who enjoy cooking, while the open living area flows seamlessly to a covered outdoor dining space overlooking the pool and deck, perfect for entertaining or relaxing.brbrbrbrAcross the pool, a separate pool house cottage provides additional privacy and includes a third bedroom with a full-size bed, a half bath with toilet and sink, and a private outdoor shower, creating a unique tropical guest suite.brbrbrbrThe fully fenced backyard surrounds a refreshing swimming pool and sun deck, offering a private oasis where guests can unwind after a day exploring the island.brbrbrbrPets are welcome with a non-refundable pet fee, and the property includes the rare convenience of two assigned parking spaces.brbrbrbrAdditional Featuresbrbrbrbr• Central air conditioning and ceiling fans throughoutbrbr• Washer and dryerbrbr• Wireless high-speed internetbrbr• Linens, bath towels, and pool towels providedbrbr• Fully stocked kitchen with cookware, dishes, flatware, and glasswarebrbr• Starter supply of paper and cleaning productsbrbr• Outdoor showerbrbr• Optional housekeeping services availablebrbrbrbrSleeping ArrangementsbrbrbrbrRoadside Bedroom – King BedbrbrMiddle Bedroom – King BedbrbrLiving Room – FutonbrbrPool House Bedroom – Full BedbrbrbrbrThis peaceful yet centrally located home offers the best of Key West living—a private tropical setting just minutes from the island’s most iconic attractions.brbrbrbrGuest Access:brbrE- lock code will be providedbrbrbrbrThe Neighborhood:brbrThe home is located in the heart of Old Town Key West, one of the island’s most charming and historic neighborhoods. Known for its colorful Conch-style homes, tropical landscaping, and laid-back island atmosphere, Old Town captures the authentic spirit of Key West.brbrbrbrJust a short walk away is the world-famous Duval Street, where you’ll find an exciting mix of restaurants, cafés, art galleries, boutiques, and lively nightlife. Guests can enjoy everything from waterfront dining and sunset cocktails to local music and cultural attractions.brbrbrbrThe neighborhood is also close to beautiful beaches, historic landmarks, and parks, including Fort Zachary Taylor Historic State Park, known for its scenic shoreline and excellent snorkeling. Despite being near all the activity, the surrounding streets remain quiet and residential, offering a peaceful retreat after a day exploring the island.brbrbrbrWith its walkable streets, tropical charm, and vibrant local culture, Old Town Key West is truly the perfect place to experience the island lifestyle. brbrbrbrGetting Around:brbrGetting around Key West is easy and part of the fun of visiting the island. Most guests enjoy walking or biking, as many of the main attractions, restaurants, and shops are within a short distance. From the home, you can easily stroll to Duval Street and explore Old Town at a relaxed pace.brbrbrbrBicycles and golf carts are also very popular ways to get around and can be rented nearby. Taxis and rideshare services are readily available, and the Duval Loop shuttle provides a convenient free service throughout much of Old Town. With the island being just a few miles long, it’s simple to explore everything Key West has to offer. brbrbrbrInteraction with Guests:brbrSelf check in

Runaway Bills

Key West, Florida, United States

Bed

1

Bath

6

Sleeps

$700.87

2 Blocks to Hemingway Home | Designated Workspace | Laundry MachinesbrbrOld Town Key West has a character all its own, and this Bahama Village vacation rental captures it completely. Vintage furnishings, tropical art, a record player, and a guitar set a laid-back, creative tone inside, while a brick patio, gas grill, and string lights await outside. Walk 2 blocks to the Hemingway Home, or settle into your built-in workspace for the week. Island life, on your schedule — book your extended escape!brbr-- THE PROPERTY --brbrINDOOR LIVINGbr- 3 Smart TVsbr- Sitting/storage areabr- Laundry machinesbr- Central A/Cbr- Full futonbr- Eclectic style & decorbr- 1,100 sq ftbrbrOUTDOOR LIVINGbr- Covered front porch w/ loveseat & chairsbr- Brick backyard patiobr- Outdoor dining table w/ chairs & umbrellabr- Deck w/ gas grillbr- Shared yard (2 separate units on-site)br- Gated white picket fencebrbrEAT-IN KITCHENbr- Refrigerator, stove/oven, microwave, blender, toasterbr- French press coffee maker (starter coffee provided)br- Cooking essentials, dishware & flatwarebrbrACCESSIBILITYbr- Single-story home, few exterior steps to accessbrbrPARKINGbr- Street parking around the cornerbr- Car not required if flying into Key Westbrbr-- THE LOCATION --brbr- Classic Conch cottage in Bahama Village — a walkable, character-rich neighborhood steps from Key West's most iconic landmarksbr- 2 blocks to the Ernest Hemingway Home and Museumbr- Under a half-mile to the Southernmost Point of the Continental U.S.A.br- Under a mile to Old Town Key West: Duval Street, the Truman Little White House, the Key West Butterfly and Nature Conservatory, local galleries, restaurants & barsbr- 1 mile to Fort Zachary Taylor Historic State Park Beachbr- 3 miles to Smathers Beachbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story home requires a few exterior steps to accessbr- There are 2 other units on the same property; one of which is used by the owner periodically, and the other is behind this unit and is rented monthly by someone who runs the city, but is very quiet. There is a shared yardbrbrSECURITY CAMERA INFORMATIONbr- 4 exterior devicesbr- Location: doorbell, perimeter of homebr- Coverage: entry & perimeter

Walk to Southernmost Point! Conch Cottage w/ Patio

Key West, Florida, United States

Bed

Bath

Sleeps

$2489.04

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrKey West is known for having amazing properties, but one home stands tall above the rest with its six majestic Royal Palm trees. HOUSE OF THE ROYAL PALMS features a spacious exterior that will make even the most high-end influencer envious. You’ll be spoiled with multiple seating areas, an oversized covered porch, and a swimming pool, all set under those Royal Palms. This estate features two homes: Inside the main house, you’ll discover a home that is as luxurious as it is modern, with an open living room and dining room, an industrial kitchen, high ceilings, and sleek, modern touches throughout. Two of the four primary bedroom suites can be found in the main house. The guest house features the other two suites and a laundry room. Best of all, HOUSE OF THE ROYAL PALMS includes Last Key Realty’s first-class Five-Star Guest Services & Complimentary Concierge, so whether you’re staying for a long weekend or spending a few weeks in paradise, you can rest assured your stay will be unforgettable.brbrTHE LOCATION…brbrIf you decide to pull yourself away from this beautiful home, you’ll realize that the best Key West restaurants, live entertainment, and attractions are all within a few blocks of your front door. While you won’t need a car to get around from this fabulous location, there is off-street parking in the driveway for one vehicle. If you don’t have a vehicle but want to explore the island in a fun way, Last Key Realty’s concierge service can assist with a golf cart, scooters or bike rentals.brbrTHE POOL AREA…brbrUpon entering through the front gate of the property, the six Royal Palms overhead and the pristine gardens welcome you to this private oasis. The spacious exterior and refreshing private pool will certainly be a primary gathering place for your group. Spend those hot South Florida days cooling off in the pool or switch on the pool heater in the cooler months. The entire property is fenced in and landscaped for maximum privacy. Treat your group to a poolside BBQ using the propane grill and outdoor dining table. Just off the pool area is an outdoor shower, a staple for any Key West rental home.brbrTHE LIVING AREA & KITCHEN…brbrThe living area boasts soaring ceilings, comfortable seating options, and a large flat-screen TV. The high ceilings have several skylights, allowing the room to fill with natural light. Multiple French Doors open to the spacious covered porch that sits next to the pool area. The indoor dining table comfortably seats eight, so plenty of room for everyone to gather. The fully equipped kitchen is massive, with enough prep room for a full team of chefs. The kitchen features modern appliances and every cooking tool needed to prepare meals at home. There’s a convenient powder room located just off the living room.brbrTHE ACCOMMODATIONS…brbr** Bedroom Suite #1 - Located in the main house with a King bed, a flat screen TV, a closet, direct access to the porch and pool area, and an en-suite bathroom with a walk-in shower.brbr** Bedroom Suite #2 - Located in the main house with Two Twin beds OR one King bed, a flat screen TV, a closet, direct access to the porch and pool area, and an en-suite bathroom with a walk-in shower.brbr** Bedroom Suite #3 – Located on the First Floor of the Guest House with Two Twin beds OR one King bed, a flat screen TV, a closet, a private patio overlooking the pool area, and an en-suite bathroom with a walk-in shower.brbr** Bedroom Suite #4 – Located on the Second Floor of the Guest House with Two Twin beds OR one King bed, a flat screen TV, a seating area, a closet, a private balcony overlooking the pool area, 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 Yardbr** Private Pool with available Pool Heatbr** Outdoor Showerbr** Off-Street Parking for 1 Vehicle in the Drivewaybr** Propane BBQ GrillbrbrOther notes:brbr** Interim housekeeping provided upon requestbr**This property will accommodate up to 8 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.

**HOUSE OF THE ROYAL PALMS @ OLD TOWN** Estate Near Duval + LAST KEY SERVICES...

Key West, Florida, United States

Bed

Bath

Sleeps

$590.09

Welcome to “The Flight Deck” — Your Tropical Getaway in Key WestbrbrLocation: Coral Hammock Community, Stock Island – Just 4 miles from Downtown Key WestbrbrNestled in the sunny paradise of Key West, Florida, “The Flight Deck” is a spacious 3-bedroom, 3-bathroom townhouse located in the private and gated Coral Hammock community. Ideally situated on Stock Island, this home offers the perfect balance of relaxation and convenience—just minutes from the excitement of downtown, yet tucked away in a peaceful, residential setting.brbrProperty OverviewbrbrSpacious Two-Level LayoutbrPerfect for families or groups, this home features:brbrTwo Primary Suites (Upstairs): Each suite includes a king bed, en-suite full bathroom, smart TV, and access to a shared private lanai.brbrGuest Bedroom (Main Level): Offers two twin beds (can be converted to a king upon request) with a full bathroom just steps away in the hallway.brbrComfortable Living and Dining AreasbrbrBright, open-concept living room with sofa (includes a sleeper), armchairs, and a flat-screen smart TVbrbrFormal dining area with seating for up to 8 guestsbrbrWell-equipped kitchen with modern appliances and ample storage for longer staysbrbrOutdoor LivingbrbrPrivate lanais on both levels: one off the upstairs bedrooms, and one off the living room and downstairs bedroom — perfect for morning coffee or evening relaxationbrbrCommunity FeaturesbrbrLarge Shared Pool with plenty of loungers and shaded seating areasbrbrOn-site Fitness Center available for guest usebrbrCovered Parking for two vehiclesbrbrFull-size Washer and Dryer located inside the unitbrbrPrime Stock Island LocationbrbrConveniently located near local favorites, all within walking distance:brbrKey West Golf Club (directly across the highway)brbrHogfish Bar & GrillbrbrRoostica Wood-Fire PizzeriabrbrDolphin DelibrbrStock Island Marina & Yacht ClubbrbrMurray’s MarinabrbrThe Perry Hotel & MarinabrbrGetting to downtown Key West is quick and easy—just a 4-mile drive or bike ride with paved pedestrian and bike paths leading straight into the city. Uber and taxi services are readily available to and from the property.brbrAdditional DetailsbrbrSleeps up to 8 guests comfortablybrbr3-night minimum stay requiredbrbrNo pets allowedbrbrHigh-speed Wi-Fi and central air conditioning throughoutbrbrYour Island Retreat AwaitsbrbrWhether you're planning a family vacation, a group getaway, or a seasonal escape, “The Flight Deck” offers the space, comfort, and location to make your Key West stay unforgettable.

The Flight Deck - 3 Bedroom / 3 Bathroom with Shared Pool & Fitness Center!

Key West, Florida, United States

Bed

Bath

6

Sleeps

$333.24

A Cayo Hueso Retreat - This lovely, fully furnished, townhouse has 3 bedrooms and 2.5 baths . The master suite has a king bed and offers an ensuite bathroom with walk in shower. A screened in balcony leads out for evening drinks to relax and unwind or morning coffee to start the day as you look over the greens and pond views. The two guest bedrooms upstairs offer full and twin beds (which can be converted to King on request) and share an additional full bathroom in the hallway with tub/shower combo. Dressers, and closets are provided for storage. A rear screened in porch from the living room overlooks the golf course and offers tranquil nature and water views with al fresco dining for up to 6. This home offers a fully equipped kitchen with dishwasher and microwave. Flat screen Smart TVs in the living room and each bedroom with cable and complimentary Wi-Fi service. Amenities include two community pools, on-site gym, and parking for up to two vehicles. Please note this home is offered for 28 night minimum rentals.

A Cayo Hueso Retreat at the Key West Golf Club

Key West, Florida, United States

Bed

Bath

Sleeps

$141.42

- Walkable to Duval Street and beaches. br- Heated Pool shared by just four units.br- Private Parking spot.br- Two private outdoor spaces – greet the sunrise on the covered balcony, toast the sunset on a second, tree‑top perch.brbrEscape to the heart of Old Town Key West, where historic charm meets easy island living. This cozy cottage offers two private outdoor spaces, a shared heated pool, and the rare convenience of assigned parking - all just minutes from Duval Street, the beach and local favorites. Whether you're here to explore or unwind, this is your home base for a relaxed Key West Getaway.brbrThe space:br- Primary bedroom: Queen bed.br- Bath: Shower, plush towels, starter toiletriesbr- Living area: Spacious open concept with library, dedicated Wi‑Fibr- Kitchen: Full‑size range, fridge, dishwasher, basics stockedbr- Outdoor: Covered balcony (bistro set), open balcony (loungers), shared tub and pool, tropical gardensbr- Parking: 1 assigned off‑street spot (rare in Old Town)brbrbrLocale:brStroll to Higgs Beach (0.3 mi) for sunrise yoga and beach walk, brunch at various great Old Town restaurants (0.2mi), and Mallory Square sunsets (1.0 mi). Historic Seaport, galleries, and live music are all within walking or a short bike ride.brbrReady for a month of island living Click Request to Book and start counting down to Key West!

Back to the Island. Central to Old Town hot spots Pool, balconies, parking

Key West, Florida, United States

Bed

Bath

Sleeps

$1048.49

Relax in this tropical poolside townhouse in the heart of Key West. Wake up surrounded by lush tropical landscaping and enjoy morning coffee on balconies overlooking the shared pool. Three levels provides for unparalleled privacy. Shopping and restaurants are within walking distance, prepare a gourmet meal in the fully equipped kitchen, or grill poolside. Take a dip in the pool or walk to the beach. Feel secure in the gated 3 unit compound with covered off street parking.brbrThe Cathouse on Catherine, hosted by Nautipussy is a townhouse located in the White Street Gallery district. Three units comprise this private gated mini compound. The large 40X16 pool is the focal point of the property with plenty of outdoor seating, dining and lounging. brbrOn the first level, you'll enter into the open floor plan - living room with sofa sleeper, 55 Inch smart tv, the dining area, and a U shaped kitchen features stainless appliances, solid countertops, icemaker, coffee maker, microwave and toaster. The washer and dryer and a 1/2 bathroom are also conveniently located on the first level. Double french doors open from the dining area to a private deck on the side of the home. brbrA classic oak stairway to the 2nd level brings you to a king bedroom with 40 inch smart tv, a full size bathroom and an open area with desk and two XL twin beds that will sleep an additional two persons, and a 50 inch smart tv. Double french doors open to a covered porch overlooking the pool.brbrThe stairs to the 3rd level bring you to two additional bedrooms. A king bedroom with 40 inch smart TV and a third bedroom with two queen beds and 40 inch smart TV have a shared Jack & Jill bathroom that adjoins between the two rooms. Enjoy streaming on all the smart TVs.brbrThe outdoor area is great to entertain or lounge around the pool. There are two tiki bars, plenty seating for al fresco dining, and a gas grill all for your exclusive use. There is also a charcoal grill available.brbrThis property is ideal for large family gatherings, multiple vacationing families, and bachelor/bachelorette parties.brbrThe city tennis courts are just two blocks away. You are also within 2 blocks of a grocery store and several restaurants. Duval Street with it's many attractions, restaurants and nightlife is only a 15 minute walk (less than a mile away), or enjoy a 15 minute walk to the beach.brbrThe Cathouse on Catherine hosted by Nautipussy welcomes you!

The Cathouse, an Old Town tropical poolside oasis with huge, heated pool

Key West, Florida, United States

Bed

Bath

Sleeps

$256.67

MONTHLY RENTAL: Requires a minimum stay of 28 nights occurring within the same month. Stay a month and live like a local!brbrTHE PROPERTY: This beautifully remodeled townhouse invites its guests to enjoy the peace and serenity of island life. Decorated with new art and accessories, this warm and inviting home is tucked back inside a gated community. Newly painted inside and out, the townhome features new hardwood flooring, hurricane doors and windows, air conditioning and a Trex-covered front porch that is the perfect place to enjoy afternoon cocktails. Other recently added amenities include a new washer and dryer, new sofa and new water heater.brbrAs you enter the gate, you will pass by the shared pool and gardens. Step inside to the spacious living room with plenty of seating, a new sofa and area rug as well as a large screen TV. You will also find a conveniently located half bath in this area.brbrMoving on toward the rear of the home, you will enter the dining area and a newly remodeled kitchen, adorned with tiled floors, white cabinetry, black granite countertops and stainless-steel appliances, including a new microwave. The sleek kitchen is open to the hardwood floored dining area which allows you to mingle with guests while preparing gourmet delights. From here, the sprawling wall of glass provides access to your private, fenced patio with Trex decking, BBQ grill and garden. Enjoy the sunshine, read a book, or prepare a meal for friends.brbrThe home’s second floor features 2 bedrooms and a bunk room, as well as 2 full baths. The primary bedroom includes an ensuite bath, beautifully updated with marble, tile and a large glass shower. Enjoy your favorite program on the new, large screen TV. A closet with louvered doors provides plenty of storage for clothing or luggage. French doors lead to a covered porch where you can enjoy your morning coffee and views of the tropical gardens and courtyard.brbrThe windows in the ample second bedroom provide plenty of sunshine. White decor, a TV, closet, and a dresser compliment the room. The third sleeping space includes bunk beds that will be sure to appeal to your children or the “grands.” This room does not have a closet but does have a small dresser and clothes tree for storing items for the little ones. The second bedroom and bunk room share a completely renovated bath with a shower/tub combination.brbrThis gated community is tucked back away from the hustle and bustle of downtown Key West but close enough to it, should you decide to venture out. Duval Street and all it has to offer is just a short walk, Uber, or bike ride away. Or you can choose to rest and relax in the privacy of this tranquil townhome.brbrBED CONFIGURATION: All bedrooms are on the second floor in this two-story townhome. Bedroom one boasts a king size bed and updated ensuite bath. Bedroom two includes a queen bed and access to the hall bath. A third room includes bunk beds and access to the hall bath.brbrOUTDOOR AMENITIES: A shared pool with courtyard furniture and gardens adorn this small complex. Your home includes a fenced garden area with BBQ grill and seating. The porches in the front of the home and primary bedroom are covered and provide a respite from the summer sun.brbrPARKING: There is a designated parking space for one vehicle, which is a great feature in Key West, where parking is limited.brbrLOCATION: This townhouse is in Old Town, Key West, in a private enclave in the Historic District. It is near the southern end of Duval Street, the Casa Marina area, and the White Street Galleries. From here you can also walk or bike to Higgs Beach, coffee shops and restaurants.brbrPETS: Pets are not allowed in this home. Please view our many other homes that are pet-friendly.brbrSMOKING: This is a non-smoking home and property.brbr***Please note that the cleaning fee includes a full mid-stay clean***brbr***Guests must be 25 years of age or older unless accompanied by an adult.brbr***Managed by Historic Key West Vacation Rentals***

~Reel Paradise~Beautiful private townhouse in a small gated community.

Key West, Florida, United States

Bed

Bath

5

Sleeps

$659.41

PROPERTY: Enjoy your coffee on the front porch or listen to the birds while gliding on the swing. Either way, you will acclimate to the Key West vibe in no time. brbrLocated on a teeny tiny quiet lane, this beautifully renovated home is trimmed with a white picket fence and boasts solid surface floors and an open concept living room/kitchen. The gourmet kitchen is equipped with everything you need to prepare meals or to snack around the large kitchen island with seating for four. Plenty of cabinets, granite counters and stainless-steel appliances round out the kitchen. The living room with TV, ceiling fan, and comfortable furnishings has seating for everyone. From here you may spill out onto the deck via the expansive glass doors. Once outside, you can chill in your private hot tub and wash your cares away. brbrEach bedroom is superbly furnished and includes an ensuite bath with glass walk in shower. The primary bedroom enjoys a unique ambiance provided by obscure lighting in the vaulted ceiling. The room is also flooded with natural light and adorned with plantation shutters, beautiful bedding, dresser, TV, closet, and bedside wall lighting. The second bedroom is also beautifully furnished and includes bedside wall lighting, ceiling fan, TV, dresser, and your own entrance to the deck. Vacationing in this home will prove to be enjoyable, relaxing, and have you wanting to come back before you even leave. brbrBED CONFIGURATION: Each king bedroom has an ensuite bath, bedside wall lighting and beautiful furnishings. brbrOUTDOOR AMENITIES: Private wrap around deck with hot tub and outdoor shower. Comfortable seating, an umbrella dining table with chairs and a gas grill are provided for your enjoyment. Your own washer/dryer is in the outdoor laundry closet. brbrPARKING: One on-site parking space is available for a small car. Please note this home is on a tiny, one-way lane. brbrLOCATION: Located on a quiet lane in Old Town, less than 2 blocks from Duval Street. From here you can walk to many of Key West’s attractions, shopping, restaurants, and bars. A short walk away is the stop for the Duval Loop (a free bus service) to assist you in getting around downtown.brbrPETS: This home is not pet friendly. Please browse our other pet friendly properties.brbrSMOKING: This is a non-smoking home and property. This includes the HOT TUB area.brbr***Guests must be 25 years of age or older unless accompanied by an adult. brbr***Managed by Historic Key West Vacation Rentals***

~Butterfly Cottage~ Enjoy a hot tub, gourmet kitchen, and 2 king ensuites.

Key West, Florida, United States

Bed

Bath

Sleeps

$261.93

ISLAND TIME AWAITS…brStep up to this serene, tropical cottage inviting you in with a multitude of swaying palms, a private front porch and a picture-perfect white picket fence. Situated in the midst of Key West, this home pulls you into the timeless, historic feel of Old Town Key West and away from our real world worries. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES…brFollow the side hall beyond the bedrooms to an open concept Great Room that overlooks the pool deck filled with tropical vegetation. Snack inside at the breakfast bar for 3 in the fully equipped kitchen or enjoy the evening's breeze outside at the dining table for 4. Wood floors, ceiling fans and natural lighting throughout create a light and airy feel throughout this Key West retreat. Tropical décor paired with vaulted ceilings and wooden beams create an inviting ambiance with endless character. brbrSLEEPING ARRANGEMENTS…brFeaturing 2 bedrooms with two ensuite bathrooms, this home allows for privacy amongst family or couples traveling together. Both bedrooms come with a queen size bed, storage for clothing, a flat screen TV and full bathrooms with the front room having a walk in shower and the 2nd bedroom having a shower/tub combination. brbr OUTDOOR LIVING…brLet your worries wash away out on your private pool deck area surrounded by lush landscaping making you feel like you are truly immersed in Paradise. Catch some shade under the porch's awning and soak up the peaceful surroundings. Allow the sunny afternoon to flow into a cool, breezy evening as you swim under the stars in the private heated pool and grill up your fresh catch of the day. A washer/dryer is available in an enclosure off the back patio area, and the owner also provides 2 bikes for your use. This Old Town gem is just a short distance from all the action on Duval St. yet tucked away for a peaceful evening’s rest. brbrPETS...brSmall dogs are considered for this home and a pet fee is required. 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. 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)brbrPARKING...brThis home does not have designated parking but there is on street parking in the surrounding neighborhood. Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily and monthly rates.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).brbrVACATION NEVER FELT SO GOOD...

HEMINGWAY'S HIDEOUT ~ Historic Old Town Cottage with Pool!

Key West, Florida, United States

Bed

Bath

4

Sleeps

$283.2

A 3/2 home in the historic district of Old Town Key West with soaring ceilings and a ton of character. Walk to Duval, but nestled in a quiet neighborhood next to St. Mary Star of the Sea. Each bedroom features a private balcony. We believe the house was built in the late 1800’s. It was moved in the 30’s when the land it sat on was taken for use by the Navy. The land it originally sat on is where the post office is now near the corner of Fleming and Whitehead. The home features original Miami Dade pine floors and walls with soaring ceilings.

Old Town Historical Charm

Key West, Florida, United States

Bed