Vacation Home Rentals By Owner In Key West, FL

$322.93

Vitamin Sea at LaBrisa - Oceanfront View!

Key West, Florida, United States

Welcome to your Key West retreat. This well-appointed 2-bedroom, 2-bath residence offers a comfortable, elevated stay for up to four guests, with ocean views and an ideal location near the island’s best spots.brbrThe open living area is bright and inviting, with comfortable seating and direct access to a private 4th-floor balcony. From here, you’ll enjoy a beautiful ocean view—perfect for a quiet morning coffee or relaxing at the end of the day.brbrThe layout is both comfortable and flexible. The primary bedroom features a king bed and en-suite bathroom. The second bedroom offers two twin beds that can be combined into a second king, making the space well-suited for couples traveling together, friends, or families.brbrBoth bathrooms include showers, with one also offering a tub.brbrThe kitchen has been fully updated with brand new appliances and is equipped for anything from light meals to full dinners at home. A dedicated dining area provides a comfortable space to gather.brbrThe location is one of the property’s standout features. You’re within walking distance to Smathers Beach and just a short bike ride to Duval Street, putting dining, nightlife, and activities all within easy reach.brbrThis is an ideal option for guests looking for a clean, well-located property with a great view and a bit more space to relax.

2

Bed

2

Bath

4

Sleeps

$312.41

/ Nightly

Private Vacation Home

Casa Bella Petite le Bleu - Luxury Key West Cottage w Pool - 2 Blocks Off Duval

Key West, Florida, United States

First impressions are everything. And it`s love at first sight with the charming 2BR 2BA Casa Bella Petite le Bleu. This classic Key West cigar-maker`s cottage was originally built in 1889, on a lazy little narrow lane. It was so lovingly restored and renovated in 2011, that it received the coveted Historic Florida Keys Foundation Preservation Award.brbrOver a century later, Casa Bella Petite le Bleuis a luxurious charming pool-garden home. Situated on the quiet upper end of famous Elizabeth Street, this house is dripping with authentic charm. From its stunning transformation to its enviable location, this Key West house is a great place to stay for a month or more.brbrLAYOUTbrbrFrom the front curb this cottage is a picture of perfection. Nestled amongst a remarkable collection of authentic structures, its historic characteristics are captivating. On the left side you`ll notice tin sawtooth roof. Designed for function in the 1800`s, the steep roof was designed to shield the cottage from the heat of the tropical sun. You`ll also see its notable modern feature - the off-street brick paved parking area. Parking is an enviable perk in Old Town Key West. Plus, it has Tesla charging station mounted on the fence.brbrAs your eyes pan away from the driveway to the right, take-in the crisp white clapboard cottage accented by bright blue storm shutters and a traditional metal roof. The ample covered porch invites you to linger for a moment in its shade to savor the fragrant island breeze wafting by. This porch features comfortable outdoor furnishings and roll down sunscreen shades for privacy and protection from the afternoon sun.brbrThis is the perfect cottage for two to four people. If friends and family become enchanted and decide they want to come. No Problem! Right across the street is the extraordinary 5BR 5.5 BA Bella Grand Premier EstatebrbrThe Great RoombrbrAs you step through the front door into the great room, you`ll be taken by the skillful blending of clean modern lines within this historic Key West cottage. The original Key West heartpine wood warms and personalizes the environment. The tall wood-paneled ceiling with bright white open beams creates a sense of openness and makes the room feel larger. The pine flooring adds warmth to the entire main level except for the kitchen and bath areas, which are finished in beautiful ceramic tile. The sense of openness is amplified by the plentiful outdoor views afforded by the many windows and glass doors which wrap around the room. Tasteful, clean contemporary furnishings include a queen sleeper sofa. The two large double French doors on the wall to your left seamlessly merge the room with the swimming pool garden. The garden is a room, in and of itself, and is made to feel private with lush tropical foliage.brbrMain Level BedroombrbrThe interior wall directly opposite the poolside French doors, is the only Great Room wall without windows. Immediately to the right of the home`s front door is the entrance to the 1st floor bedroom. This downstairs bedroom offers a queen sized bed, large flat screen TV and spacious double closet.brbrUpstairs Bedroom SuitebrbrNext as we pass by the interior wall, we come to an artistically simple open stairway. The stairway leads up to the second floor Master Suite. As you reach the top of the stairs, you find enter the 2nd floor suite. This room runs the entire width of the house. The low ceiling is tucked up to the roof-lline. Turn to your right, and you`ll be led to the bedroom area with its king bed and 40` flat screen TV. On the other end, just past the stairs, is the open bath area. The bathroom features a spacious glass-enclosed shower with rainfall shower head and hand held spray. A 12-light sash window in the shower looks out over the treetops outside.brbrKitchenbrbrHeading back down the stairs, we find ourselves approaching the kitchen, separated from the living by a four-stool breakfast bar. The kitchen space has a vaulted ceiling, which adds a nice sense of volume to the space.brbrThe upscale Viking appliances make the kitchen a pleasure to cook in. It has a large capacity dishwasher, a two over one refrigerator/freezer, and a smooth-top stove featuring a state-of-the-art downdraft venting system. A large double stainless sink with high end fixtures plus disposal and under-counter lighting finish out the beauttiful and efficient work space. Two large windows and a French door bring in lots of natural light and never let you forget for a moment that you`re in a tropical paradise.brbrMaster Bath/Rear DeckbrbrOn the opposite wall from the kitchen is the entrance to the master bath. Under its vaulted ceiling, you`ll find the bathtub complete with rain shower head, and ample closet space. In its own closet, you`ll find a Frigidaire washer/dryer stack. Step through the frosted glass French door, and you`re under a shady little lanai which opens onto the back deck. Here you`ll spot a table and chairs for luxurious dining under the stars, and also an open shower stall, handy for rinsing off after a swim.brbrTropical Pool GardenbrbrAround the corner from the rear deck to the side of the house, we find the swimming pool garden. French doors connected the pool-garden deck with the great room. The roomy heated swimming pool features a sparkling sheet waterfall, The soothing sound of the splasing waterfall contributes to the peaceful ambiance. The pool is surrounded by a deck wwith chaises for sunbathing or retreating to a shady corner for a refreshing afternoon beverage. We suspect that throughout your stay at Casa Bella Petite le Bleu, this beautiful pool area will be your prime go-to spot for relaxing, swimming or reading a good book.Settle back and relax ... you`ve arrived!brbrBedding Summary (Sleeps Six):brbrbrUpstairs Bedroom Suite - King size bedbrbrFirst Floor Bedroom - 1 Queen size bedbrbrLiving Room - Queen sleeper sofa.brbrbIMPORTANT: How payments work/bbrVRBO collects only their service fee. Reservation payments are paid directly to VHKW in two installments in accordance with the terms of your rental agreement (sent for review upon reservation). Payments to VHKW by credit card are subject to an additional 2.95% merchant processing fee.brbrAmenities: This is an upscale complete renovation with many extras. Comfortably decorated and furnished. Fully equipped user-friendly Viking kitchen. 55- inch flat screen TV in the 1st floor bedroom, 40-inch flat screen TV in the 2nd floor suite. Central A/C. Linens and Towels are provided. There is a laundry closet in the 1st floor bath with stacked Frigidaire washer/dryer. Heated swimming pool, lush tropical landscaping, large private sun deck, outdoor shower, kettle style charcoal smoker/BBQ grill. There is a full outdoor dining set complete with high-end umbrella.brbrActivities:Casa Bella Petite is conveniently located in a classic Key West residential neighborhood. It is an easy 5-10 minute walk straight ahead to Duval St., around the midpoint between the Atlantic and the Gulf. Along this bustling strip, you`ll find a wide selection of shops and galleries as well as restaurants of every style and price point. And of course you`ll want to check out the many bars and nightspots for which Duval is famous. Walk 10-15 minutes to your right and you`ll find yourself at the colorful Key West Historic Seaport with its myriad of attractions, restaurants, bars and shops on the land side, and boats and ships of every description docked along the waterfront.brbrArea:Although not really much of a hill by the usual standards, Solaris Hill is actually the highest point of land on our little island. This neighborhood was developed in the late 1800`s, and is comprised mainly of smaller homes built for Key West`s early working folks. A few larger homes are dotted throughout, though, as is not unusual in Old Town. From this home, a half a block from the dead center of this `hill`, you are only two blocks from the fascinating Key West Cemetery (circa 1847), host to over 100,000 former Conchs and many entertaining gravestones. From such a central location, you will have easy access to beaches, attractions, shopping and galleries all over the historic end of the island. This is a terrific spot for guests who opt to rent bicycles rather than a motor vehicle.brbrParking: This home has a private designated off-street parking area paved with bricks for one car or a couple of golf carts or scooters. A Tesla charging station is provided. A convenient gate in the parking area fence allows easy access to the side pool deck where you can securely stash your rental bicycles.brbrRestrictions: Month minimum rental. Smoke free house.No pets please. Not suitable for staging loud parties. Maximum of 8 guests allowed. We do not accept guests less than 25 years of age unless accompanied by a family or group.

Bed

Bath

Sleeps

$627.82

/ Nightly

Private Vacation Home

A Palm Tree Haven at the Truman Annex in Key West

Key West, Florida, United States

This lovely single-family, two-story luxury home is in the prestigious Truman Annex gated community on a very private cul-de-sac. At the end of a brick drive is a beautiful french door gate house entrance to the property. Once inside this gem you will find a fabulous, heated pool and lush tropical foliage, wrap around porches, large balconies' and lots of doors and windows in which bring the outdoors in for the perfect island setting. This large and very comfortable 4-bedroom home is complete with designer interior finishes, crown molding, high ceilings, gourmet kitchen & plenty of space to entertain or just simply hang out. brbrPlease note: This property is monthly rental (28 night minimum stay)

Bed

Bath

Sleeps

$525.74

/ Nightly

Private Vacation Home

SOUTHERNMOST SWIM AND SOCIAL CLUB

Key West, Florida, United States

Your Home Away from Home in Beautiful Key WestbrbrWelcome to Southernmost Swim & Social Club — where you and your loved ones can enjoy your own slice of paradise in mid-town Key West.brbrPrime Location:brNestled conveniently between uptown shopping and the vibrant Old Town, you’re just minutes away from iconic Duval Street, Hemingway House, Southernmost Point, and many more must-see sites.brbrThe Home:brThis modern 3-bedroom, 2-bath retreat comfortably sleeps up to 8 guests, offering:brbrMaster Suite: King-size bed, walk-in closet, and private en-suite bathroom with shower.brbrBedroom 2: Queen-size bed sharing a hall bathroom.brbrBedroom 3: Queen-size bed sharing the same hall bathroom.brbrLiving Room: Queen sleeper sofa.brbrChef’s Kitchen:brFully stocked with stainless steel appliances, a wine fridge, and a breakfast bar — perfect for creating meals and memories.brbrOutdoor Oasis:brDive into one of Key West’s largest private saltwater pools, surrounded by a 6-foot privacy wall, mature palms, and lush foliage. Lounge under the tiki hut’s cool shade, soak up the sun, or fire up the gas grill for a BBQ feast. Pool heating is available seasonally (Nov 15 - May 1) for an additional fee.brbrExtras:brExplore Key West with 4 complimentary bicycles and a 6-passenger gas golf cart included with your stay.brbrPet Policy:brBring your furry friend! Pre-approval required for one dog (max 50 lbs). A $20/day pet fee applies, and the maximum occupancy is reduced by one guest.brbrReady to relax, explore, and soak in the Key West lifestyle Book your stay at Southernmost Swim & Social Club today!

3

Bed

2

Bath

6

Sleeps

$637.83

/ Nightly

Private Vacation Home

Bella Grand Premier Estate Key West - 2 Blocks off Duval w Private Pool

Key West, Florida, United States

Inspired by romantic turn-of-the-century architecture, Bella Grand Premier Estate is a unique Old Town Key West estate with a new twist on history. Custom built on a 7,520 square foot lot, it was designed to reflect the historic neighborhood, while reinventing the Key West luxury lifestyle.brbrThe property is comprised of a grand 2,900 sq ft 2 - Story Main House situated toward the rear of the property, plus an equally stunning 1,400 sq ft 2 - story Guest House at the front, providing all the spaciousness and upscale amenities expected in a contemporary luxury island home.brbrIn the middle of the estate property, both houses border a spectacular Zen-garden swimming pool, trickling tiled waterfalls and a spa. Wide stone bridges built over the pool sleekly connect the houses together. Walking over the water bridges, past trickling waterfalls gives a sense of being faraway in an exotic resort.brbrA traditional Key West front sitting porch, complete with colorful Adirondack chairs, spans the width of the Guest House. A tree garden and quintessential white picket fence provide an idyllic spot to sit and enjoy the ambiance of the neighborhood.brbrYou enter the Guest House through the main entrance, accessed from the street side front sitting porch. Inside the front door, the visual transformation from the traditional Key West porch to the expansive modern great room is stunning and provides a taste of what’s ahead.brbrAt the back of the great room, a fully equipped chef’s kitchen, with double stainless sink, stainless steel appliances, is beautifully built-out with cream colored French Country cabinetry and spectacular green-tone Brazilian granite. For extra food prep, a butcher-block island with pendant lighting, is set in the center of the kitchen. The lighting also makes a beautiful serving table. A standing height breakfast counter with stools is the perfect place for snacking, cocktails, and chatting while cooking.brbrImmediately to the left of the breakfast counter, a hallway leads past the bottom of the staircase to a half-bathroom with a sink and commode. In our slideshow, you can see the open door to the bathroom at the end of the hall. This bathroom also serves as the ‘pool-bath,’ with an exterior door that leads to the pool deck. Along the hallway, a laundry center with folding table, is conveniently hidden away behind doors.brbrMoving upstairs. The top of the staircase intersects with the bedroom hall. This hallway parallels the right side of the house, from the back to the front. Bedroom one is situated closest to the landing, at the back of the house. This bedroom suite provides a king size bed, a walk-in closet, and is handsomely furnished.brbrLocated at the opposite end of the hall from the first bedroom suite, it is at the front of the house. Eclectically furnished with a notable queen size mahogany antique bed, a matching drop leaf desk, and Parisian style chair, give the room a classic touch. The coastal style side tables, floor lamp, and beach knick knacks bring in the island vibe. There is no need for a bureau, as this bedroom also has a spacious walk-in closet.brbrBack downstairs, and immediately outside the Guest House kitchen, a deep covered porch spans the width of the house. It is comfortably furnished with chaise lounges and a table and chairs for outside dining. This porch seamlessly joins the pool deck with textured stone tile that spans around the pool and forms the bridges leading to the Main House.brbrThere are two stone swimming pool bridges that span the width of the pool. They are wide, aesthetically impressive, and easy to cross. Along the way, you may be enticed to pause and dangle your feet in the water or come right back for a relaxing dip. But the pool bridges are much more than mere aesthetics and water entertainment, they also fulfill the important function of leading you to the grand Main House at the back of the estate.brbrApproaching the Main House as you cross the pool, you may understandably think this is a renovated historic Key West home dating to the late 1800’s. Some people guess it is the original house that was built back off the street with a deep front yard. Set in this historic Old Town Key West neighborhood, among a variety of heritage houses and cottages, the masterful design looks convincingly authentic. Built with wood, covered porches with tall ceilings, capital topped posts, turned balustrades, and traditional wooden shutters all contribute to the look. But when you step inside, it’s different story.brbrDesigned as a grand great room, the open concept space spans all the way from the front porch doors that lead to the living room area, to the gourmet kitchen at back of the house. The entire space is painted in a soft cream and trimmed in white. Same as the Guest house, mahogany floors span the entire space and high ceilings with recessed lighting, and multiple sash windows, give the room an uplifting feel.brbrThe living room is set with a long-curved cotton-duck sectional sofa and a cream-colored Berber style rug. The sofa is large enough for the entire family to sit together and view the wall mounted flat screen TV. One of grandest features of this space is the wooden switch-back staircase, which sits prominently in the center of the room. The staircase adds an elegant historic feature to the room, with its curved railing, dark wood steps and white painted risers. It also creates a natural divider between the living room area and kitchen / dining room located at the back of the house.brbrArchitecturally designed to look like a historic Key West front porch, the grill porch tastefully blends in with the home. You can access it through side doors connected with the great room or from steps that lead to the pool deck. Built with everything a grill-master could want, it has a large stainless-steel Viking grill, beverage-sized fridge and stainless-steel prep sink. Granite counter tops, and Cherrywood cabinets make the space beautiful, and a porch swing invites you to hang out while the griller makes the magic.brbrStepping back inside the great room, our tour takes us past the banister staircase where we pause for a moment, to admire the beautiful black Steinway Piano and Acoustic Martin Guitar. With a heart-felt intent to spread the magic of music with this home, the owners invite guests to enjoy these top-quality instruments.brbrSituated at the back of the great room, the main gourmet kitchen has all the upscale attributes a professional chef would expect, including stainless prep sink, double kitchen sink, and top-of-the-line stainless-steel appliances. The gas Viking stove has double ovens and grill top, and the large capacity refrigerator offers plenty of space.brbrCream tone French Country style cabinets built to the ceiling and contrasting beige and gold granite countertops. The design is beautiful and well thought out with perfect lighting, and plenty of room to cook together and store your goods. A dual height island in the center of the kitchen, holds the prep sink on the bottom level, and above is the breakfast countertop.brbrDecorated with a pretty mix of white farmhouse and coastal furniture, the downstairs bedroom provides a wooden queen size bed with matching dresser and mirror. To the left of the door is an ample size walk in closet / dressing room. To the right of the door, there is matching desk set against the wall. The desk is large enough for a laptop and printer.brbrReturning to the downstairs hallway, the office / den is directly across the hall from the bedroom. Painted a grey-green and trimmed in white, it sets an unobtrusive tone to allow for focus without distraction. This room is on the front side if the house. It is filled with natural light with four large sash windows that look out into the grill porch described above.brbrThe office/den is minimally furnished with a tailored beige sofa at one end of the room, and a flat screen TV on the opposite wall. A 6-foot wooden table makes a great space to work, study, play a game of chess, draw, or put together an ongoing puzzle the entire family can work on.brbrThe entrance for the master suite is the first door on your left in the foyer upstairs foyer. The layout is ideal with a dedicated space for everything you look for in a luxury master suite. Four different rooms seamlessly flow together through double pocket doors, spanning the entire width of the house.brbrThe master bedroom is furnished with top quality mid-century modern wooden furniture, including a king size platform bed, a splayed legged 6 drawer bureau, bedside tables, plus a classic curved arm leather easy chair. The dark wood tone is a handsome contrast to the khaki-colored bedroom walls.brbrLast, but not least, is the separate commode room - and … it has a view! A real wow factor for sure - a sash window with a private view of a mature tree garden outside, creating the illusion of being in a remote forest.brbrThe fifth bedroom suite is located at the front of the Main House, directly across the foyer from the master suite. The design, layout, and décor resemble the downstairs bedroom suite. White farmhouse and lime green coastal furniture are combined to create a pretty bedroom the offers a wooden queen size bed, dresser, and generous size desk. In contrast, walls are painted in an upbeat tropical green with bright white trim. To the left of the desk, is a large walk-in closet with lots of hanging rods and shelves. The enviable feature of this bedroom is the private entrance the French doors give to the 2nd floor covered porch on the front of the house.brbrParking: Off-street parking is available for two vehicles on a gated bricked driveway and a covered carport. If you bring cars, once you’re settled in, enjoy walking or biking everywhere. You won’t really need a car in most instances, and you’ll avoid the expense and hassle of parking around the tiny island.

Bed

Bath

Sleeps

$383.94

/ Nightly

Private Vacation Home

Green Goddess - Sunsets Included - 4BD/3Bath - 360° Rooftop - Private Pool

Key West, Florida, United States

Experience the beauty of Key West's famous sunsets from the comfort of your own vacation home at The Green Goddess. This secluded and peaceful property is located just off Whitehead Street, less than a block from the Southernmost Point and only a short bike ride or stroll from all of the island's top attractions.brbrFeaturing 4 bedrooms and 3 full bathrooms, this home is perfect for large groups or families. The first floor features a guest bedroom with a full shower bathroom that can be accessed from both the bedroom and the hallway, serving as the primary bathroom for the first floor. The second floor has a master bedroom with a beautiful bathroom featuring lots of mirrors and storage. The second floor also has two guest bedrooms which share a full bathroom between them. brbrThe interior of the Green Goddess is designed with mid-century modern furniture. The open-concept living area features a fully equipped kitchen with all new appliances. The living room also features a home theater with an 85-inch 4K Smart TV with cable, Apple TV, and Blue Ray/DVD player with surround sound speakers. Just outside the living room is a fun back deck and private pool.brbrBut the real highlight of this home is the romantic rooftop deck, offering a complete and unobstructed view of the sunset. Spend your evenings up there, star gazing and taking in the stunning views. Or bring a meal to the roof deck and eat on top of the world. Book your stay at the Green Goddess and experience the best Key West has to offer, including breathtaking sunset views from the romantic rooftop deck and the opportunity to view the beautiful artwork of the home's owner. Don't miss out on this unique opportunity!brbrImportant Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. brbrGuests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check. brbrOther items to note:brThere is cable TV entertainment, and the bedrooms on the second floor each have their own TV.brThere is WiFi throughout the house with boosters to ensure strong signals.brAll linens are provided for your convenience.brMonthly rentals onlybrUnfortunately, no pets are allowed. brThere are no bed conversions available.

Bed

Bath

Sleeps

$1764.91

/ Nightly

Private Vacation Home

**ENDLESS SUMMER @ OLD TOWN** New Villa & Pool + LAST KEY SERVICES...

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrAll year long you dream of a getaway to capture that feeling of Key West's endless summer - carefree days spent tooling around Old Town on bicycles or wandering the island streets in flip flops with the sun warming your shoulders. No plans, nowhere to be, no deadlines - only a to-do list of making memories with your family and friends and possibly the pressure of deciding where to splurge on a special night out. For those ready for this kind of a stay, ENDLESS SUMMER was designed to accommodate your group in a location just half a block from the famous Duval Street, yet tucked away on a quite lane you'll only find when looking for it. Five separate bedrooms with plenty of bathrooms, a private saltwater pool area, fully equipped kitchen, indoor and outdoor dining spaces, and off street designated parking make this home ideal for your memory-making vacation with your crew. Your only worry will be whether to head home or truly make that summer feeling endless...brbrTHE LIVING AREA...brbrENDLESS SUMMER provides a home base for a group excited to experience all that Old Town Key West has to offer just outside your door, while offering the privacy of separate bedrooms with mostly en-suite bathrooms. The living area is ideal for relaxing after a day full of adventure on island or out on the water, or for game planning the day's festivities over breakfast as a group. Around a large flat screen TV you'll find comfortable seating for the group, including a sofa that pulls out to a Queen bed with a tempurpedic mattress for extra guests. The 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 and one of the first floor bedrooms open up to the private pool area, fully fenced for privacy and featuring chaise lounges and an outdoor dining set to bring the group together in your own space for breakfast, happy hour, or an end-of-the-night dip. The saltwater pool can be heated upon request to your desired temperature. Lush tropical greenery decorates the fence and the BBQ grill is perfect for a poolside cookout.brbrTHE ACCOMMODATIONS....brbrFirst Floorbrbr• Bedroom #1: Two Twins OR One King bed, a flat screen TV, direct access to the Pool Area, and access to the full bathroom in the hall.brbr• Bedroom #2: Two Twins OR One King bed, a flat screen TV, and an en-suite bathroom with a glass shower.brbrSecond Floorbrbr• Master Suite - Bedroom #3: King bed, a flat screen TV, a closet, a private balcony overlooking the Pool, and an en-suite with a shower.brbr• Bedroom #4: Queen bed, a flat screen TV, and an en-suite bathroom with a shower.brbr• Bedroom #5: Two Twins OR One King bed, a flat screen TV, a private balcony, and an en-suite bathroom with a shower and tub combination. brbrFor rooms with Twin beds that convert to a King, just give us a heads up of how you'd like these beds prepared for your particular group and we'll have them ready for your arrival.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 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 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.

6

Bed

5

Bath

12

Sleeps

$408.63

/ Nightly

Private Vacation Home

Cigar Makers Cottage Charming 2-bedroom house in Old Town

Key West, Florida, United States

Charming Key West Cigar Cottage | 2BR/2BA | Quiet Lane, Walk to DuvalbrbrEscape to island life in this adorable 2-bedroom, 2-bath Cigar Cottage tucked away on a quiet, dead-end lane in the heart of Old Town Key West. Just blocks from the vibrant energy of Duval Street and steps to local grocery stores, and restaurants — this cozy getaway gives you the perfect balance of tranquility and convenience.brBook your island stay today and experience the charm of the Keys like a local!brThe spacebr2 bedroom with ample closet space. 1 and 1/2 baths, walk in shower. TV's in each room. Office space.brBright, open living space with island-inspired decorbrFully equipped modern kitchenbrLush outdoor patio surrounded by palmsbrLocated in a peaceful neighborhood, yet walkable to a the Key West hot spots

Bed

Bath

Sleeps

$360.71

/ Nightly

Private Vacation Home

CASA DEL SUR ~ Renovated 2 BR/2Ba Home with Heated Dip Pool!

Key West, Florida, United States

QUAINT AND PRIVATE HIDEAWAY...brThis Key West classic checks all the boxes for your blissful getaway to our tiny island paradise. Immerse yourself in our rich history from the doorstep of this light infused contemporary cottage that merges modern comfort with preservation of its timeless historical charm. After a day enjoying our calming azure waters, you are but a 3 block stroll to all the fanfare of Duval Street, where an array of fine dining, theatre, live music, museums and galleries await your arrival.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES…brCome inside and cast your cares aside as you enter this elegant and cozy retreat. Tropical sunshine floods the open living, dining and kitchen areas, warming you up for your next southernmost adventure. Fashion your favorite dishes in the sleek and functional kitchen that is well-supplied for your fresh cuisine. The soothing and plush living area invites calm relaxation and respite after a fun-filled day in the sun. The home boasts Dade County Pine, cathedral ceilings, a washer/dryer and a wall of French doors that open to your outdoor oasis for the perfect Key West ambiance. brbrSLEEPING ARRANGEMENTS…brYou will relish your night time slumber in one of the 2 lovely bedrooms. There is a 4 poster queen bedroom with an en suite bathroom with a shower and storage closet. The king primary bedroom has a double entry bathroom with a shower/tub combination and storage closet. Both bedrooms offer a TV for your enjoyment. A Queen Murphy bed resides in the living room for additional sleeping arrangements. brbrOUTDOOR LIVING…brUnwind with a mug of coffee on the charming front porch or sip chilled cocktails on the rear patio deck with comfy furnishings. A refreshing dip pool is perfect for your sultry summer afternoon (comes heated in the cooler months and you may also request it to be chilled during the warmer months for an additional fee). brbrPARKING...brThis home offers 1 off street parking space for your car.brbrPETS...brThis home welcomes up to 2 dogs with a 50 lb. weight limit and a pet fee is required.brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPool/hot tub heating fee (if applicable)brPet fee (if applicable)brbrCONCIERGE SERVICES...brEnjoy this service to assist you with planning activities for your trip. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrBOOKING DATES...brThis home is only available as a monthly rental (28 night min.). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.brbrCANCELLATION...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).brbrARE YOU READY FOR PERFECTION...

2

Bed

2

Bath

6

Sleeps

$154.88

/ Nightly

Private Vacation Home

Lotus Blossom: Discover Paradise, 3BR Home W/ Tropical Courtyard, Hot Tub & Minutes from Old Town!

Key West, Florida, United States

City of Key West zoning requires a minimum rental period of 30 days, and no exceptions can be made. Please review additional policies below. brbr brbrEscape to the serene oasis of Lotus Blossom, your ultimate vacation rental in the heart of Key West! brbr brbrNestled in a tropical paradise, this private retreat offers a perfect balance between peaceful tranquility and proximity to the vibrant pulse of Duval Street. With three spacious bedrooms, Lotus Blossom can comfortably accommodate your entire group. The vibrant island decor and inviting interiors create a warm and welcoming atmosphere, making you feel right at home. The highlight of this property is the tropically landscaped courtyard. As you step outside, you'll be greeted by lush greenery, swaying palms, and the soothing sound of a nearby fountain. Picture yourself sipping your morning coffee or afternoon cocktail in the shade of the courtyard, surrounded by colorful flora and abundant seating options. But the true gem of the Lotus Blossom courtyard is the private hot tub. Whether you're unwinding after a day of exploring Key West's attractions or simply indulging in a bit of relaxation, the hot tub is your personal slice of paradise. With a prime location, you're just a stone's throw away from all that Key West has to offer. Explore the historic sites, lively bars, and world-class restaurants of Old Town Key West, and then retreat to the peace and privacy of Lotus Blossom. Whether you're seeking adventure, romance, or simply a tranquil escape, Lotus Blossom is the perfect vacation rental for your Key West getaway. Book your stay today and experience the best of both worlds: a private tropical haven and easy access to the action of Duval Street. brbr brbrSLEEPS MAXIMUM OF 6 GUESTS: brbr brbrBedroom 1 (1st Floor): Queen Bed, Flat Screen TV brbr brbrBedroom 2 (2nd Floor): Queen Bed, Flat Screen TV brbr brbrBedroom 3 (2nd Floor): King Bed, Flat Screen TV brbr brbrLiving Room: Sofa, Loveseat, Flat Screen TV brbr brbrKitchen: Nicely equipped (all things necessary to prepare and serve a meal, there is no dishwasher) brbr brbrAMENITIES: brbr brbr- Private Hot Tub brbr brbr- Outdoor Seating brbr brbr- Propane BBQ Grill brbr brbr- High Speed WiFi (1.2 TB of data per month, guest will pay for any overages) brbr brbr- Linen's and towels provided brbr brbr- Street parking, no off-street parking available brbr brbr- 2.1 miles to Smathers Beach brbr brbr- 2.5 miles to Duval Street brbr brbr- 2.5 miles to Southernmost Point brbr brbr- 2.8 miles to Historic Seaport brbr brbr- 3.3 miles to Mallory Square Sunset Pier brbr brbr- 3.5 miles to Fort Zachary Taylor State Park Beach brbr brbrIMPORTANT POLICIES FOR YOUR STAY: brbr brbrAge & Occupancy: The booking tenant must be 25 years or older and must occupy the property for the entire duration of the stay. This property is exclusively available as a vacation rental and not for worker housing. brbr brbrPeak Season Monthly Bookings: All bookings from December through March must be for the entire month, starting at the beginning and ending at the end of the month. Consecutive months may be booked if they follow this requirement. Bookings that do not adhere to this policy are subject to cancellation. If you are interested in alternative dates, please contact us for approval before booking. brbr brbrNo Pets: Pets are strictly prohibited. To help maintain a pet-free environment for all, we require every guest to confirm they are not bringing a pet/animal. It's free, and does not require creating an account. After booking, you'll receive a link to complete the process. brbr brbrSmoking Policy: Smoking is strictly prohibited to maintain a smoke-free environment. brbr brbrMid-Stay Cleaning: For stays of 28 nights or more, we reserve the right to require a mid-stay cleaning to maintain the quality of the property. For longer stays, a mid-stay cleaning will be required every 28 nights thereafter. The cost will be collected separately, and the number of cleanings depends on the length of your stay. brbr brbrLocal Wildlife & Pest Control: The Florida Keys are home to various insects (mosquitoes, no-see-ums, termites), reptiles, chickens, Key deer, and other wildlife. While routine pest control is in place, complete elimination is not possible. Guests should take precautions, such as using insect repellent and keeping doors closed, to minimize exposure. brbr brbrConstruction & Renovation Notice: Due to ongoing growth in the Florida Keys, renovations, construction, and road repairs may occur without prior notice. While we strive to provide a peaceful stay, iTrip Key West is not liable for any inconveniences caused by nearby construction. brbr brbrPhoto Disclaimer: All images are for illustrative purposes only. Individual features such as bed sizes, bedding, décor, appliances, colors, and amenities may vary, as these are privately owned homes and updates occur regularly. Lighting conditions and screen settings may also affect how colors appear. Please refer to the written description and reach out with any specific questions or concerns. All furnishings and décor are subject to change at any time. brbr brbrSecurity Cameras: For the safety and security of our guests and property, exterior security cameras monitor the front entryway and courtyard. These cameras are for security purposes only and do not monitor any private interior or outdoor living spaces.

3

Bed

2

Bath

6

Sleeps

$837.16

/ Nightly

Private Vacation Home

Southard Love: 2.5 Blocks to Duval, beach & historic seaport. 4 Beds, 3 Baths

Key West, Florida, United States

'SOUTHARD LOVE' is located on Southard Street on the corner of LOVE LanebrbrThis home is a perfect example of WHY people come to Key West to stay for a month or more! Live the island lifestyle outside enjoying the front porch, the second floor balcony, and the side lounge area with cocktail pool.brbrThe weather in Key West is absolutely amazing and this home maximizes the indoor outdoor living experience Key West has to offer.brbrDid we mention the home is walking distance to everything Key West has to offer brbrThe perfect blend of Historic architecture and the casual beachy cottage feel will make you, your family, and your friends feel comfortable and pampered.brbrThe extra large square footage assures everyone their own private space while the living room and open concept living area allow everyone to come together.brbrSimply tell your friends and family to meet you at the corner of Southard Street and Love Lane, one of Key West’s premier Old Town addresses. This spectacular, three-story, historic and award-winning home has been fully renovated to meet the most discerning tastes. Dappled sunlight plays across the Dade County pine in the cool, comfortable, inviting interior spaces and brightens the touches of warm tropical colors in the high-end furnishings and finishes.brbrSouthard Love is a home made for family gatherings or a lazy season away with friends. Its first floor primary suite opens through French doors to the large front porch that suggests a cup of coffee and a good book while people watching along Southard. The first floor includes a gourmet kitchen, the primary bedroom and bath, a guest room and bath and expansive living areas for playing games, gathering with friends or simply curling up and enjoying a peaceful evening. brbrWalk through the French doors from the living area and the kitchen to a private deck and classic Key West cocktail pool, surrounded with lush landscaping and tall, artistic privacy fences. The deck and its pool are made for entertaining and star-gazing.brbrUpstairs on the second floor is the private alternate primary suite with soaring ceilings, beautiful windows and elegant primary bath with a walk-in shower. But, it’s the master suite hammock porch that will capture your imagination. Fitted with deep, comfortable hammocks, leave the set of 3 French doors opens to the perfect island breeze. Enjoy the privacy of the porch, in the perfect blend of indoor and outdoor living. This primary suite with its beautiful, unique and private indoor-outdoor spaces will convince you to return year after year.brbrThere is more to explore on the third floor. The large, light-filled room under the eaves could become a child’s hideaway or an adult’s getaway space. You have the option of two twin beds or join them together as a king bed, providing flexibility for your family or your guests.brbrSouthard Love with its four bedrooms, three bathrooms and multiple indoor-outdoor areas is a gracious family home that welcomes its guests from the moment they turn the key in the vibrant sunny, yellow front door. It is a home to be enjoyed, to be shared and to be loved. brbrSouthard Love is located perfectly for a long stay in Key West. Simply park your car and unlock your bike or scooter. It’s two blocks (.2 miles) to all that Duval Street has to offer and 4 blocks (.4 miles) the Historic Seaport. There’s the added advantage of the designated bike lane, which runs the length of Southard, making it a straight shot across Southard to the beaches at Fort Zachary Taylor State Park. Fausto’s grocery is close enough to walk and there are wonderful neighborhood restaurants just blocks away.brbrOur prices include all fees. No hidden fees.

Bed

Bath

Sleeps

$321.56

/ Nightly

Private Vacation Home

Ohana Paradise At The Historic Seaport , Old Town. Private Home.

Key West, Florida, United States

Experience what is like to live in Old Town at the desirable Historic Seaport. This beautiful home is filled with amazing furniture, artwork and amenities that give you the tropical, old town feel you seek when visiting Key West. The smallest details have not been missed, high thread count sheets, luxury bedding, fluffy towels, gourmet kitchen, flat screen tv’s, lovely front porch with comfy cushioned rocking chairs to drink your morning coffee and gorgeous property. The backyard is tranquil and secluded with mature plants including a Meyers Lemon Tree, Palm Trees and a gorgeous dining and resting area to relax, read a book or take a nap.brbrTwo lovely appointed bedrooms that take full advantage of the outside views. Master bedroom upstairs has a bonus room that is great for reading and meditating and is equipped with a handcrafted swing and couch for a quiet hideaway.brbrThe living room is beautifully decorated and spacious for entertaining. It has a brand new comfortable Queen Sleeper sofa for visiting friends or family. Large flat screen smart TV and plenty of seating.brbrBrand new gourmet kitchen with breakfast bar, stainless steel appliances, quartz counters and every amenity needed to enjoy a meal on your country farm table. French doors open to a lovely backyard oasis so you can feel the breeze while drinking your morning coffee. brbrThe Dade County Pine floors have been refurbished and are stunning throughout the home giving it a fresh old town feel.brbrLocation has a high walkability score of close to 100, a car is not needed. A block from the Historic Seaport and all the finest restaurants. A few blocks from Duval Street and a minute away from the best Cuban coffee and fresh baked bread. This beautiful original Conch home will immerse you in the Key West lifestyle where you will relax and enjoy your time in Paradise Found.br

Bed

Bath

Sleeps

$761.38

/ Nightly

Private Vacation Home

Rose Key Cottage - Private Pool & Near Duval

Key West, Florida, United States

Summary:brbrEscape to paradise with this luxurious Key West retreat, perfect for families and groups looking to unwind in style. Nestled in a serene neighborhood, this home boasts two bedrooms, a loft bedroom, and not one, but two fully-equipped kitchens, ensuring plenty of room for everyone to relax and enjoy. Just steps from Duval enjoy downtown Key West or hang back and relax by the private pool.brbrExperience a slice of paradise at this charming historic retreat in Key West, ideal for families and groups seeking a stylish getaway. Nestled in a serene neighborhood, the home features two bedrooms, a loft bedroom, and two fully equipped kitchens, providing space for everyone to unwind. Enjoy the convenience of being just steps away from Duval Street and downtown Key West, or opt for a relaxing day by the private pool.brbrbrbrThe Space:brbrThe Rosé Retreat is made up of two individual units that can be rented separately or as a compound. The compound features two bedrooms with comfortable king-size beds and a loft with a double bed, accommodating up to six guests. With multiple outdoor lounge areas and plenty of space for family dining, the spacious backyard features a pool, an outdoor shower, and lush tropical greenery.brbrbrbrThe fully equipped kitchen on the first floor has a stove, refrigerator, dishwasher, coffee maker, and all essentials are perfect for preparing delicious meals. Each floor has a full bathroom with showers and is stocked with extra towels, sheets, and other necessities. brbrWith an in-unit washer and dryer, air conditioning, and fans for your comfort the Rose Retreat is ready for your next vacation.brbrbrbrGuest Access:brbrOur self check-in makes the process seamless. brbrbrbrGuests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay.brbrbrbrThe Neighborhood:brbrRosé Retreat is located in the heart of Key West's action, with plenty of dining and entertainment within walking distance, including historic Duval Street. Stroll a few blocks north to the docks, where snorkeling, boating, and other aquatic adventures await you.brbrbrbrHalf a block from Duval Street, this spacious studio is just steps away from Key West's most famous bars and dining spots. Locals' favorite restaurants, such as First Flight, Bagatelle and Two Friend’s patio are less than a 5 minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shop in the Historic Seaport known for the best Key Lime Pie in Key West, or grab some homemade fudge and candy from River Street Sweets.brbrbrbrForgot something, or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away you can also find Fausto’s food market for locally sourced groceries.brbrbrbrGetting Around:brbrParking Information: This unit comes with two designated parking spots.brbrbrbrThere are a variety of great ways to explore Key West including by bicycle, scooter, golf cart, Uber, Taxi, or by feet. As this unit is located in downtown Key West, many attractions are within walking distance.brbrbrbrOther Things to Note:brbrThis unit is pet friendly! Our requirements are as follows: brbr•40lb maximum per petbrbr•$25/per nightbrbr•2 pet maximumbrbrPlease let us know if you plan on bringing your pet.

Bed

Bath

Sleeps

$329.49

/ Nightly

Private Vacation Home

Sailor's Story at The Truman Annex in Key West

Key West, Florida, United States

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

Bed

Bath

Sleeps

$509.33

/ Nightly

Private Vacation Home

A Sunset Breeze at the Truman Annex in Key West

Key West, Florida, United States

Enjoy a beautiful private home located in the Historic Truman Gated Community in Old Town Key West. This beauty if only steps away from Duval Street and all the activities and restaurants of Key West. Swim in the private heated pool with spa jets, large outdoor patio and back deck with grill. Relax on the upstairs wrap around porch. Master Bedroom suite is furnished with a King bed, ensuite bathroom plus an enclosed attached Den with seating area and a queen pull out sofa bed. 2 charming Guest Bedrooms each have queen beds and share a full bathroom and open to a wrap around porch. Downstairs features open floor plan with a spacious kitchen dining area and living room, half bath and French doors open to the private back yard and pool area. brWasher/Dryer, full kitchen setup, towels, bedding, central air, ceiling fans, WiFi, cable and a private carport for one car.brbrPlease note: This property is monthly rental -This property has a 28 night minimum stay

Bed

Bath

Sleeps

$216.36

/ Nightly

Private Vacation Home

Foundry 7 - History in Paradise - 2BD/2Bath - Truman Annex

Key West, Florida, United States

Welcome to Foundry 7 – A Rare Gem in Key West’s Prestigious Truman Annex!brbrStep into paradise at Foundry 7, a spectacular 3-story townhome set in one of Key West’s most sought-after gated neighborhoods—just steps from the iconic Truman White House, world-famous Duval Street, and the sparkling waterfront. Once the site of historic Fort Zachary, this exclusive retreat offers a seamless blend of old-world charm and high-end modern luxury.brbrEnter through your private tropical courtyard, perfect for alfresco dining with a built-in BBQ and lush landscaping. Inside, dramatic vaulted ceilings, designer furnishings, and an open-concept layout create a bright, breezy space made for relaxation and entertaining. The fully equipped kitchen has everything you need—from a blender for beachy cocktails to a drip-coffee maker for your morning fix.brbrUpstairs, the master suite is a serene sanctuary with a private balcony for stargazing or sipping sunrise coffee. A guest suite with its own bathroom sits on the third floor, offering privacy and comfort for friends or family. Plus, enjoy the convenience of an in-unit washer/dryer, central A/C, and high-speed WiFi throughout.brbrTake a refreshing dip in the heated community pool, then stroll or bike to beaches, art galleries, buzzing bars, and world-class dining. With one dedicated parking spot, premium linens provided, and everything at your fingertips, all that’s left to do is check in and unwind.brbrFoundry 7 is not just a vacation rental – it’s your private escape to the best of Key West.br**Monthly Rental Only starting January 1, 2026**brbrImportant Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. brbrGuests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check.

Bed

Bath

Sleeps

$538.53

/ Nightly

Private Vacation Home

**GARDEN OF EMMA @ THE ANNEX** Private Home & Pool + LAST KEY SERVICES…

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrTranquility. Peace. Relaxation. You’ll find these traits are in abundance at GARDEN OF EMMA. The open and airy interior of this exquisite Key West home will keep your group connected and present, while being the perfect complement to the tranquil, tropical exterior. The spacious backyard is your very own private oasis, complete with a lagoon-style pool and chaise lounges for relaxing in the island sun. Best of all, this home is situated within a private and secure community that’s easily walkable to all the sights and sounds of Old Town. Combined with Last Key Realty’s unrivaled Five-Star Guest Services & In-House Concierge, you’ll find GARDEN OF EMMA has the peace you’ve been searching for.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. While you won’t need a car to get around from this exceptional location, the property does include a designated off-street parking space for 1 vehicle.brbrTHE PRIVATE POOL & GARDEN... brbrFrom the moment you step foot onto this special property, you will know where it gets its name. Beautiful orchids occupy nearly every tree that surrounds the property. The lush tropical foliage creates the perfect private setting to enjoy the heated swimming pool and outdoor living space. There are plenty of poolside lounging options to soak up some sun or retreat to the shade. Enjoy an outdoor meal using the propane grill and dining set with seating for 6.brbrTHE LIVING AREA & KITCHEN…brbrGARDEN OF EMMA has an open floor plan, ensuring quality time with your friends and loved ones is a priority. Whether you’re gathering everyone in the living area to watch your favorite movie on the large flat-screen TV or sitting down to dinner together at the kitchen table with seating for 6, being present in the moment will be your focus. Comfortable seating options fill the living room, including a plush sectional sofa that pulls out to a Queen sleeper. A convenient powder room is located just off the living area.brbrJust beyond the dining area you’ll find the fully equipped kitchen, featuring stainless steel appliances. Cabinets are aplenty, hiding any and every tool the chef of your group may need to prepare their signature dish. The kitchen island doubles as a two-person bistro for those early risers to enjoy a morning cup of coffee. brbrTHE ACCOMMODATIONS... brbr** Bedroom #1: Located on the First Floor with a Queen bed, flat screen TV, and closet.brbr** Bedroom #2: Located on the Second Floor with Two Twin beds OR One King bed, flat screen TV, closet, and access to the upstairs hall bathroom with a walk-in shower.brbr** Bedroom #3: Located on the Second Floor with a Queen bed, flat screen TV, closet, and access to the upstairs hall bathroom with a walk-in shower.brbr** Primary Suite: Located on the Second Floor with a King bed, flat-screen TV, double closets, 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 and Lushly Landscaped Private Yard br** Private Pool with available Pool Heatbr** Designated Off-Street Parking for 1 Vehiclebr** Propane BBQ GrillbrbrOther notes:brbr** Interim housekeeping provided upon requestbr** This property will accommodate up to 8 adultsbr** No Pets Allowedbr** Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

4

Bed

2

Bath

8

Sleeps

$947.38

/ Nightly

Private Vacation Home

Luxurious Oceanfront 5BR Property with heated Pool & Waterfall

Key West, Florida, United States

Tranquil island living just fifteen minutes from downtown Key West. Stay in and enjoy breathtaking views of the pristine bay and coral-lined heated pool and spa with waterfall, or take a short trip and experience the remarkably unique island of Key West. brCompletely remodeled two-story, five bedrooms, and four-bathroom home. You can enjoy your privacy as each level has its own separate entrance, living and dining room, two bathrooms, and full kitchen. Entertaining large groups is no longer a challenge with the two fully equipped indoor kitchens in addition to the outdoor one.brThe second level living room has a 30-foot floor-to-ceiling glass door that folds completely open and connects to a huge outdoor patio. Guests can enjoy a unique entertaining experience utilizing all luxury elements within the home or spend a low-key afternoon listening to the comforting ocean waves. brThe property features two master bedrooms, one on each floor, both with king size beds, private bathrooms and spectacular ocean views. The remainder three bedrooms are all furnished with queen size beds. In addition, guests can sleep comfortably on the queen sofa sleeper located downstairs. The first floor is fully handicapped accessible. Each of the bedrooms and living rooms include smart TVs. All bedrooms on the second level have additional private access to the ocean-front patio.brComplete outdoor pool bar/ kitchen with professional grade Weber grill, beer kegerator, wine refrigerator, sink, and granite countertops. Bring your fresh catch from the dock to the outdoor kitchen. The home is set up with everything you need to cook and enjoy a great dinner outdoors. Make the most of your trip by taking advantage of the property’s private boat ramp and 43 x8 foot dock with full access to both Atlantic and Gulf side.brPlenty of outdoor activities! Guests can explore the surrounding with the kayaks included at the home, simply launch them on the ramp next to the dock. There are plenty of lawn chairs and outdoor patio furniture to comfortably entertain all guests within the party. brTake a seat and enjoy shade from our tiki hut overlooking the dock and the water brEnjoy walking around the uniquely landscaped garden featuring a variety of tropical vegetation including: banana trees, mango trees, and star-fruit trees. Custom dolphin-shaped heated pool and spa surrounded by corrals and waterfall offers an unforgettable island experience with remarkable infinity views. Enjoy an evening watching the stars in an oasis type scenery with plenty of landscaping lights. brbrThe home is located within walking distance to several neighborhood attractions: tennis courts, basketball court, sand volleyball court, playground, all with night lights, mini golf, picnic and grilling area, public boat ramp, sandwich shop, restaurant and worlds famous Baby’s Coffee.brThere is plenty parking and storage available in the home’s fully gated, large front yard.brbrPlease note: Cleaning Fee includes the initial cleaning prior to arrival, and one mid-stay cleaning.br

Bed

Bath

Sleeps

$276.72

/ Nightly

Private Vacation Home

Heavenly Hideaway - Relaxation Starts Here - Private Pool - 3BD/2.5Bath

Key West, Florida, United States

HEAVENLY HIDEAWAY!brbrWelcome to our Heavenly Hideaway, a serene oasis nestled in the heart of Key West. This enchanting 3-bedroom, 1.5-bath property comfortably sleeps 6, offering a divine blend of comfort and convenience.brbrThe home features a private, heated pool, a tranquil haven where you can unwind under the Florida sun. Inside, the decor radiates a warm, family-friendly ambiance, creating a cozy and inviting atmosphere that transforms our property into a sanctuary, your home away from home. The spacious layout ensures you'll never feel crowded, even with a full house.brbrOur covered porch, encircled by palm trees and caressed by warm breezes, is the perfect spot for heavenly meals in a fully-equipped kitchen with provided cookware. Despite its serene setting on a quiet, one-way street lined with the historic Key West Cemetery, the Heavenly Hideaway is just a half-mile from the vibrant energy of Duval Street and the Historic Seaport. Enjoy the best of both worlds as you explore the lively bars, restaurants, and shops, then retreat to the peaceful seclusion of your celestial vacation home.brbrThe Heavenly Hideaway includes a range of amenities to ensure a comfortable stay, including free WiFi, linens, and a dedicated parking spot. Please note that a minimum stay of 29 days is required, and pets may be considered upon request.brbrThe neighborhood is quiet and respectful, offering a peaceful retreat from the hustle and bustle of Duval Street. And as for the cemetery across the street Let's say our neighbors are the quietest you'll ever meet.brbrOur guests often comment on our responsive and helpful staff, who are always ready to ensure your stay is perfect. Experience the charm of Key West from the comfort and convenience of our Heavenly Hideaway. We look forward to welcoming you to your celestial home away from home.brbrImportant Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. brbrGuests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check. brbrbrMonthly Rental Only (This property must be rented for 29 or more days by city ordinance)brVirtual Tour Url: https://my.matterport.com/show/ m=XpzXdTuzqGt

3

Bed

6

Sleeps

Exceptional(6)

$410.26

/ Nightly

Private Vacation Home

Old Town Classic with plenty of charm, porch swing and parking

Key West, Florida, United States

Beautiful home with covered porch and swing! Full kitchen, washer/dryer, TV, Internet, A/C, separate patio area, 1 bedroom downstairs, king room upstairs ensuite. Walk to town, sunset pier and beach!!

2

Bed

2

Bath

5

Sleeps

Vacation Home Rentals By Owner In Key West, FL

$322.93

$312.41

$627.82

$525.74

$637.83

$383.94

$1764.91

$408.63

$360.71

$154.88

$837.16

$321.56

$761.38

$329.49

$509.33

$216.36

$538.53

$947.38

$276.72

$410.26

Rent a place that suits your needs

Most popular vacation rentals in Key West

$2653.01

$2193.75

$2377.08

$2433.36

$2489.04

$2519.19

$2606.88

$4253.21

$3363.07

$3224.20

Most Popular Cities in Florida