Home Vacation Rentals By Owner In Key West, FL

Showing 220 Of 2059 Vacation Rentals
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Exceptional(2)

$334.84

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Condo

~AZUR PALM~ Oceanfront elegance with pools, peace, and a designer interior!

Key West, Florida, United States

MONTHLY RENTAL: Requires a minimum stay of 28 nights occurring within the same month. Stay a month and live like a local!brbrPROPERTY: As you open the door to this amazing home via its tiled, arched portico you will be greeted by seas of blue! Off the entry hall is a stunning white kitchen with tray ceiling, upgraded appliances, quartz countertops and counter seating for four. The kitchen affords views of the ocean and overlooks the dining area with glass table and seating for six. brbr The living room is accented in aquatic colors with an abundance of seating as well as a built-in wall unit with TV. A wall of sliders leads to the covered, oceanfront balcony with a table for alfresco dining, large sofa, and loungers. The primary king bedroom is light and bright with dresser storage, TV and an ensuite bath with a glass, walk-in shower. The bedroom opens to the balcony where you can enjoy morning coffee while listening to the sounds of the sea. The second bedroom has twin beds, two chairs and an ensuite bath with a glass, walk-in shower. Sliders allow light in while window shades provide privacy if needed. brbrLuxurious finishes, tile floors, gorgeous lighting and ceiling fans adorn the stylishly furnished rooms. Enjoy the cool breezes and breathtaking sunsets and sunrises from your balcony. If you have been longing to indulge in a vacation with a view and be lulled to sleep by the sounds of the sea, this upscale oceanfront home is waiting for you! brbrBED CONFIGURATION: There is a king bed in the primary bedroom and two twin beds in the second bedroom that may be converted to a king. There is a sleeper sofa for the occasional overnight guest. brbrOUTDOOR AMENITIES: There are tennis courts, a fitness center, two shared grill areas and two shared, heated pools. The pools are heated seasonally. The beach is just a few yards away. brbrPARKING: There is one assigned parking space in the garage with elevator access. brbrLOCATION: Near the White Street Pier, Higg’s Memorial Beach Park, and the Key West Nature Preserve. Within walking or biking distance of shops, restaurants, and the delights on 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***Guests must be 25 years of age or older unless accompanied by an adult***brbr***Please note that the cleaning fee includes a full mid-stay clean***brbr***Managed by Historic Key West Vacation Rentals***brbrNote: Check-ins to KWBC must occur before 9 pm.
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Bath 2

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Sleep 4

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Exceptional(9)

$480.14

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Private Vacation Home

Historic Key West Gem: Private Tiki Bar, 4 En Suites, Walk to Duval & Beach

Key West, Florida, United States

Welcome to Moveable Feast, a dreamy home in the heart of Bahama Village that sleeps 10 comfortably. Located on a quiet, friendly lane with two parking spaces right in the middle of all the action. Four bedrooms (one king and three queens) - each with their own attached bathroom - plus a half bath on the first floor for maximum convenience and privacy. Open floor plan with well-stocked kitchen featuring a brand new induction stove, dining table for eight, and seating for four at the bar. Backyard is fenced in, pet-friendly with gorgeous foliage, orchids, tiki bar with sink and mini fridges, gas grill, and plenty of outdoor seating - the perfect spot to relax, entertain, and gather with family and friends. Central air & heat, complimentary mid-stay cleaning included.brbrLocation could not be more ideal. Around the corner from Blue Heaven and Santiago’s. 10 minutes walking to the (in)famous Duval Street; Fort Zachary Taylor Historic State Park - the best beach in Key West; Hemingway’s Home; Coffee Butler Amphitheater; and the Truman Waterfront Park area with dog park, playground, and weekly farmer’s market. 15 minutes walking to Southernmost Point, Mallory Square, Sunset Pier, and dozens of incredible restaurants and bars. 4 bicycles on property with locks, for your convenience!brbrFirst floor: Open floor plan with kitchen, dining area, living room, and half bath brSecond floor: Primary bedroom suite (king) with full bath and attached office/sitting room; second bedroom suite (queen) with full bath and private balcony; washer and dryer.brThird floor: Third bedroom suite (queen) with full bath and sitting area (twin daybed); fourth bedroom suite (queen) with full bath and sitting area (brand new full-sized futon).brOutside: Front yard includes two parking spots and covered porch with seating; back yard is fenced in with wet bar, refrigeration, fans, dining table, outdoor seating, and gas grill: perfect for a cocktail get-together!
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Bath 4

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Sleep 10

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$303.38

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Condo

A Sunset Celebration at the Key West Golf Club

Key West, Florida, United States

This lovely, fully furnished, townhouse has three bedrooms that sleeps up to 6 and two full baths . The spacious upstairs bedrooms offer one King bed in the master with dresser, a roomy closet, and an ensuite full bath featuring a walk in shower. One shared full bath with shower/tub combo is in the hall. A unique screened porch with full glass bifold doors opens and extends the living space overlooking the golf course and pond for tranquil nature and wildlife views. This home has a well equipped kitchen with dishwasher and microwave. Flat screen Smart TVs in the living room and each bedroom with streaming Direct TV content. Complimentary Wi-Fi service is provided as well. A propane grill to cook your surf and/or turf of the day is in your raised deck backyard. This home is located within the Key West Golf Club Community and offers a private gated entrance with 24 hour security services providing a safe environment for an evening neighborhood walk or use of the large, heated waterfall pool and the exercise room/gym. These complimentary amenities are located just a short walk across from your front porch. An additional pool is located across the street from the guarded entrance to the community. Both pool locations offer complimentary open Wi-Fi access. This home provides a serene vacation setting when a tropical escape is needed but still just a few moments away from the sights and entertainment of Historic Duval Street in downtown Key West.
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Exceptional(14)

$558.03

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Condo

SombreroReef Light Suite

Key West, Florida, United States

Summary:brbrLuxury 1BD/1BA Suite with Two Oasis Pools, Pergola, Outdoor Bar and Grill and Private Porch with Amazing ViewsbrbrbrbrThe Space:brbrEscape the Ordinary...brbrbrbrThe Sombrero Reef Lighthouse Suite offers a luxury king bedroom that can accommodate up to 4 guests and was completely refurbished in 2024. This beautifully appointed second floor suite, located in a renovated 1930’s Historic Key West building, offers a private exterior entrance and a spacious front porch offering Key West Lighthouse and partial Duval Street views tucked away on a quiet Key West Lane. The Suite is located steps away from the two brand new oasis pools and brand-new amenities on the property.brbrbrbrSuite Amenities:brbrbrbr•           Luxury king bed with premium linensbrbr•           Queen sleeper sofabrbr•           Fully equipped kitchen with granite countertopsbrbr•           Spa quality stone rain shower bathroombrbr•           Hardwood flooring throughout the suitebrbr•           Spacious second floor porch with lighthouse and partial Duval St. viewsbrbr•           Smart TVs with the latest Roku device for apps and streamingbrbr•           High-speed Fiber Wi-Fibrbr•           Washer and dryerbrbr•           Luxury well-appointed furnishing and artworkbrbr•           Reserved parking space for one vehiclebrbr•           Luggage hut to store luggage and belongings in before check in or after check outbrbrbrbrLocation:brbrThe Sombrero Reef Lighthouse Suite offers the perfect blend of convenience and tranquility, located just a half-block from world-famous Duval Street. While you’re steps away from the vibrant energy of Key West’s best shops, restaurants, and nightlife, the resort is tucked away on a peaceful, picturesque lane, providing a quiet retreat. The iconic Hemingway House Museum, just behind the property, is only a 2-minute walk away, and Fort Zachary Taylor Park and Beach are also within easy walking distance. Experience the best of both worlds—close to the action, yet an oasis of peace and quiet.brbrbrbrAbout the Property:brbrWelcome to The Lighthouse Suites Collection, an exclusive six-unit luxury vacation rental resort offering in the heart of historic Old Town Key West. Just steps from Duval Street and a short walk to Fort Zachary Taylor Park beach, our location places you at the center of Key West’s most iconic attractions and vibrant nightlife.brbrbrbrThe Lighthouse Suites Collection is truly one of a kind.  This mini resort is defined by its luxurious suites, on-site parking, and exceptional location. Our immaculate 5-star accommodations are enhanced by a unique outdoor experience featuring two tropical oasis pools with spacious pool decks, a pergola with a cozy seating area and fire pit, and a fully equipped outdoor kitchen and BBQ grill with a Brio filtered water and ice maker station.brbrbrbrWhether you’re planning a romantic escape, a memorable family vacation, or an unforgettable group retreat, the Lighthouse Suites Collection offers the ultimate Key West experience, blending luxury, comfort, and first-class amenities.brbrbrbrIn March 2025, we completed a full renovation of our outdoor common areas, exclusively accessible to guests of our six suites.brbrbrbrThe property now features two brand-new oasis plunge pools, each with its own sundeck, offering the perfect spot to sunbathe or unwind by the pool. Guests can relax on our teak chaise loungers or indulge in one of our two luxury double chaise cabanas. We also added a 200-square-foot pergola, separated into two areas: one half features a cozy seating area with a swing and fire pit, perfect for enjoying an elegant evening cocktail. The other half houses a fully equipped outdoor kitchen, complete with a BBQ, sink and two refrigerators. To top it off, the kitchen includes a Brio filtered water and ice maker system to keep you hydrated on warm Key West days.brbrbrbrProperty Amenities:brbrbrbr•           Two brand-new heated oasis plunge pools, each with waterfalls and pool showerbrbr•           Brand-new spacious pool decks around each poolbrbr•           Six luxury teak chaise loungers with umbrellas and pillowsbrbr•           Two brand-new double chaise luxury resort cabanas seating two guests eachbrbr•           Two in-pool chaise ledge loungers to sunbathe and cool off simultaneouslybrbr•           A brand-new 200 SF teak pergola with a louvered open or closed ceilingbrbr•           Luxury couch and daybed swing under the pergola with an elegant fire pitbrbr•           Fully equipped outdoor bar, BBQ grill with a sink and fridge under the pergolabrbr•           Covered bar kiosk for enjoying a cocktailbrbr•           Key West tropical foliage throughout the property with lighted step-stone pathsbrbr•           Exclusive on-street parking spaces with room for six vehicles and 1 per suitebrbr•           Schlage smart lock security on all Suites and gate access to the propertybrbrbrbrGroup Accommodation:brbrIf you need more room for your party, contact us about renting one or more suites for your stay. We have 3, two-bedroom suites, 2, one-bedroom suites, 1, one-bedroom bungalow accommodating a maximum of 30 guests. The property is perfect for weddings, other large gatherings, and events.brbrbrbrFrequently Asked Questions:brbr1. Are the pools and amenities shared brbrYes, the 6 Suites share all the amenities above which are exclusive to only guests staying with us on property and is secured with smart locks on the gate access to the property common areas.brbrbrbr2. What is the parking situation Can I bring more than one vehicle brbrParking in Key West can be challenging, but we’ve made it easier for our guests. Our property includes five reserved parking spaces and one exclusive off-street parking space for the Carysfort Light Suite, all conveniently located on Eanes Lane, right next to the Suites. Each space is clearly marked with signage along the buildings.brbrbrbrWe can accommodate one vehicle per suite. If you rent multiple suites, you’ll be assigned the corresponding number of parking spaces. For your convenience, a property map showing the location of all six parking spaces is included in the photos. Additionally, we will send the property and parking map in your welcome packet for easy reference.brbrbrbr3. Where is my Suite located brbrPlease refer to the property map in the pictures, which will show you the location of your Suite on the property. All three properties are adjacent to each other and the property is fenced in with smart lock gates.brbrbrbr•           The Alligator Reef (2BD, 1BA), American Shoal (2BD/1BA), Sombrero Reef (1BD/ 1BA), and Tortugas Harbor Suites (1BD/ 1BA) are located at 419 Truman Avenue in the same historic building, with Sombrero Reef and Tortugas Harbor Suite located upstairs.brbrbrbr•           The Key West Lighthouse Suite is a separate individual queen bungalow with a loft featuring a queen bed, located at 215 Eanes Lane.brbrbrbr•           The Carysfort Light Suite is a separate individual 2BD/ 2BA with its own exclusive off-street parking space, located at 217 Eanes Lane.brbrbrbr4. Do I need a vehicle or transportation brbrIf you have a vehicle, we have rare parking available that most lodging on the island cannot offer but you do not need a vehicle to enjoy your stay with us. The property is located one-half block off Duval Street on quaint and quiet Eanes Lane delivering one of the best lodging locations on the Island close to everything but in a peaceful and quiet location. Here are the distances to some Key West Landmarks:brbrbrbr•           Key West Lighthouse Museum, 2-minute walkbrbr•           Ernest Hemingway Home and Museum, 2-minute walkbrbr•           Blue Heaven Restaurant, 5-minute walkbrbr•           Southernmost Point Buoy, 8-minute walkbrbr•           Key West Butterfly Conservatory, 8-minute walkbrbr•           Sloppy Joe’s Bar, 12-minute walkbrbr•           Key West Amphitheater and Park, 12-minute walkbrbr•           Mallory Square Sunset, 12-minute walkbrbr•           Fort Zachary Taylor State Park & Beach, 12-minute walkbrbrbrbrWe look forward to welcoming you to paradise!
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Bath 1

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Sleep 4

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Exceptional(10)

$792.18

/ Nightly
Condo

Alligator Reef Light Suite

Key West, Florida, United States

Summary:brbrLuxury 2BD/1BA Suite with Two Oasis Pools, Pergola, Outdoor Bar and Grill and Private Porch with Amazing Views.brbrbrbrThe Space:brbrEscape the Ordinary...brbrbrbrThe Alligator Reef Lighthouse Suite offers two queen bedrooms and was completely refurbished in 2024, sleeping up to 6 guests. This beautifully appointed ground floor suite, located in a renovated 1930s Historic Key West building, offers a private exterior entrance and a spacious private front porch with Key West Lighthouse and partial Duval Street views tucked away on a quiet Key West Lane. The Suite is located steps away from the two brand new oasis pools and brand-new amenities on the property.brbrbrbrSuite Amenities:brbrbrbr•           Luxury queen beds with premium linensbrbr•           Queen sleeper sofabrbr•           Fully equipped kitchen with granite countertopsbrbr•           Spa quality stone rain shower bathroombrbr•           Hardwood flooring throughout the suitebrbr•           Spacious front porch with lighthouse and partial Duval St. viewsbrbr•           Smart TVs with the latest Roku device for apps and streamingbrbr•           High-speed Fiber Wi-Fibrbr•           Washer and dryerbrbr•           Luxury well-appointed furnishing and artworkbrbr•           Reserved parking space for one vehiclebrbr•           Luggage hut to store luggage and belongings in before check in or after check outbrbrbrbrLocation:brbrThe Alligator Reef Lighthouse Suite offers the perfect blend of convenience and tranquility, located just a half-block from world-famous Duval Street. While you’re steps away from the vibrant energy of Key West’s best shops, restaurants, and nightlife, the resort is tucked away on a peaceful, picturesque lane, providing a quiet retreat. The iconic Hemingway House Museum, just behind the property, is only a 2-minute walk away, and Fort Zachary Taylor Park and Beach are also within easy walking distance. Experience the best of both worlds—close to the action, yet an oasis of peace and quiet.brbrbrbrAbout the Property:brbrWelcome to The Lighthouse Suites Collection, an exclusive six-unit luxury vacation rental resort offering in the heart of historic Old Town Key West. Just steps from Duval Street and a short walk to Fort Zachary Taylor Park beach, our location places you at the center of Key West’s most iconic attractions and vibrant nightlife.brbrbrbrThe Lighthouse Suites Collection is truly one of a kind.  This mini resort is defined by its luxurious suites, on-site parking, and exceptional location. Our immaculate 5-star accommodations are enhanced by a unique outdoor experience featuring two tropical oasis pools with spacious pool decks, a pergola with a cozy seating area and fire pit, and a fully equipped outdoor kitchen and BBQ grill with a Brio filtered water and ice maker station.brbrbrbrWhether you’re planning a romantic escape, a memorable family vacation, or an unforgettable group retreat, the Lighthouse Suites Collection offers the ultimate Key West experience, blending luxury, comfort, and first-class amenities.brbrbrbrIn March 2025, we completed a full renovation of our outdoor common areas, exclusively accessible to guests of our six suites.brbrbrbrThe property now features two brand-new oasis plunge pools, each with its own sundeck, offering the perfect spot to sunbathe or unwind by the pool. Guests can relax on our teak chaise loungers or indulge in one of our two luxury double chaise cabanas. We also added a 200-square-foot pergola, separated into two areas: one half features a cozy seating area with a swing and fire pit, perfect for enjoying an elegant evening cocktail. The other half houses a fully equipped outdoor kitchen, complete with a BBQ, sink and two refrigerators. To top it off, the kitchen includes a Brio filtered water and ice maker system to keep you hydrated on warm Key West days.brbrbrbrProperty Amenities:brbrbrbr•           Two brand-new heated oasis plunge pools, each with waterfalls and pool showerbrbr•           Brand-new spacious pool decks around each poolbrbr•           Six luxury teak chaise loungers with umbrellas and pillowsbrbr•           Two brand-new double chaise luxury resort cabanas seating two guests eachbrbr•           Two in-pool chaise ledge loungers to sunbathe and cool off simultaneouslybrbr•           A brand-new 200 SF teak pergola with a louvered open or closed ceilingbrbr•           Luxury couch and daybed swing under the pergola with an elegant fire pitbrbr•           Fully equipped outdoor bar, BBQ grill with a sink and fridge under the pergolabrbr•           Covered bar kiosk for enjoying a cocktailbrbr•           Key West tropical foliage throughout the property with lighted step-stone pathsbrbr•           Exclusive on-street parking spaces with room for six vehicles and 1 per suitebrbr•           Schlage smart lock security on all Suites and gate access to the propertybrbrbrbrGroup Accommodation:brbrIf you need more room for your party, contact us about renting one or more suites for your stay. We have 3, two-bedroom suites, 2, one-bedroom suites, 1, one-bedroom bungalow accommodating a maximum of 30 guests. The property is perfect for weddings, other large gatherings, and events.brbrbrbrFrequently Asked Questions:brbr1. Are the pools and amenities shared brbrYes, the 6 Suites share all the amenities above which are exclusive to only guests staying with us on property and is secured with smart locks on the gate access to the property common areas.brbrbrbr2. What is the parking situation Can I bring more than one vehicle brbrParking in Key West can be challenging, but we’ve made it easier for our guests. Our property includes five reserved parking spaces and one exclusive off-street parking space for the Carysfort Light Suite, all conveniently located on Eanes Lane, right next to the Suites. Each space is clearly marked with signage along the buildings.brbrbrbrWe can accommodate one vehicle per suite. If you rent multiple suites, you’ll be assigned the corresponding number of parking spaces. For your convenience, a property map showing the location of all six parking spaces is included in the photos. Additionally, we will send the property and parking map in your welcome packet for easy reference.brbrbrbr3. Where is my Suite located brbrPlease refer to the property map in the pictures, which will show you the location of your Suite on the property. All three properties are adjacent to each other and the property is fenced in with smart lock gates.brbrbrbr•           The Alligator Reef (2BD, 1BA), American Shoal (2BD/1BA), Sombrero Reef (1BD/1BA), and Tortugas Harbor Suites (1BD/1BA) are located at 419 Truman Ave. in the same historic building, with Sombrero Reef and Tortugas Harbor Suite located upstairs.brbrbrbr•           The Key West Lighthouse Suite is a separate individual queen bungalow with a loft featuring a queen bed, located at 215 Eanes Lane.brbrbrbr•           The Carysfort Light Suite is a separate individual 2BD/ 2BA with its own exclusive off-street parking space, located at 217 Eanes Lane.brbrbrbr4. Do I need a vehicle or transportation brbrIf you have a vehicle, we have rare parking available that most lodging on the island cannot offer but you do not need a vehicle to enjoy your stay with us. The property is located one-half block off Duval Street on quaint and quiet Eanes Lane delivering one of the best lodging locations on the Island close to everything but in a peaceful and quiet location. Here are the distances to some Key West Landmarks:brbrbrbr•           Key West Lighthouse Museum, 2-minute walkbrbr•           Ernest Hemingway Home and Museum, 2-minute walkbrbr•           Blue Heaven Restaurant, 5-minute walkbrbr•           Southernmost Point Buoy, 8-minute walkbrbr•           Key West Butterfly Conservatory, 8-minute walkbrbr•           Sloppy Joe’s Bar, 12-minute walkbrbr•           Key West Amphitheater and Park, 12-minute walkbrbr•           Mallory Square Sunset, 12-minute walkbrbr•           Fort Zachary Taylor State Park & Beach, 12-minute walkbrbrbrbrWe look forward to welcoming you to paradise!
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Exceptional(2)

$343.54

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Apartment

Duval Street Retreat | Dog-Friendly w/ Shared Hot Tub

Key West, Florida, United States

Duval Street Retreat | Dog-Friendly Home with Hot Tub, WiFi, & Private ParkingbrbrDuval Street Retreat is your ideal Key West escape, perfectly situated in the heart of the island's historic district! With a shared hot tub, patio space for grilling, and easy access to the best of Key West, this home offers the perfect mix of comfort and convenience. Whether you're here to explore iconic landmarks, indulge in local cuisine, or simply relax, this dog-friendly home ensures you experience the island in style.brbrThe Ambiance:brThis cozy yet spacious home features a fully equipped kitchen, ideal for preparing home-cooked meals, and a private washer and dryer for added convenience. Unwind in the back patio's hot tub after a day of island adventures, or enjoy a casual cookout with your group. With three cable TVs and free WiFi, staying connected is a breeze. A dog is welcome to join you on your getaway for a small nightly fee, so your four-legged friend can experience Key West too!brbrGuest Perks:brEnjoy a seamless check-in process with an E-lock system, ensuring contactless access to your rental. The home also includes a private parking space, allowing you to easily explore the area by foot or car. Whether you're catching up on your favorite shows or relaxing after a long day, this home offers all the comforts of home with the added bonus of being in one of the best locations in Key West.brbrNeighborhood Highlights:brStep outside and find yourself on the bustling Duval Street, where you'll be surrounded by Key West's top dining, shopping, and nightlife. Just two blocks away, the beautiful beach at Fort Zachary Taylor State Park offers the perfect spot to relax by the water, and the iconic Southernmost Point is also just a short walk away—don't forget to snap that photo! Whether you're looking for a bite to eat or a memorable night out, the best of Key West is at your doorstep.brbrGetting Around:brKey West is a walker's paradise, and this home's central location makes it easy to explore on foot. Bikes, scooters, or golf carts are also available for rent if you want to see even more of the island. Rideshare services like Uber and taxis are readily available for those looking to venture further. Private parking is included for one vehicle.brbrOther Things to Note:br- We welcome dogs with a $20/per pet per night fee.br- One off-street parking space is available for this property.br- Private washer and dryer available in this home.br- This is a second-story home.br- Guests must be 25 years of age or older to reserve this property.brbrCheck in time is 3:00PMbrCheck out time is 11:00AMbrbrAt Colocada Vacation rentals, we're dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don't hesitate to reach out! We're here to help make your stay as special as possible.
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Exceptional(4)

$1456.9

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Apartment

Poolside Paradise, unique 3BR home with Private Heated pool/spa, off-street private parking!

Key West, Florida, United States

Beautiful architect designed home from the 1990`s in the process of being lovingly restored and redecorated. This is a unique 2-part home with the front building consisting of the living room with soaring 2 story ceilings, a floating staircase to the 3rd bedroom with 2 twin beds and half bath, a full kitchen (refrigerator w/ice-maker, dishwasher, stove, oven, etc.) with an eat-in kitchen at the island and a full bath with tub. Multiple glass doors at the rear overlooks the pool and rear cottage.brbrSeparating the front home for the rear home is a private heated pool, spa and decking with outdoor covered dining and island landscaping.brbrThe rear house has separate entrances to each of the 2 bedrooms. One is a spacious king suite and the other a queen suite. There is an intimate shower with stained glass and an adjacent bathroom. There is also a private outdoor shower of the rear bathroom..brbrAir-conditioning and ceiling fans throughout...PLUS an off-street private parking spot!brThe spa DOES NOT HEAT IN SUMMER as it is in cooling mode but jets work. Pool/spa heater is turned on in the cooler months.brNo smoking inside, plenty of ashtrays outside.brKeep noise to a minimum after 10pm at pool, this is a residential neighborhood.brGuest making reservation must be 25 and over.brPlease take your pet off premises to relieve itself.
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Exceptional(34)

$572.83

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Villa

Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access

Key West, Florida, United States

Welcome to Admirals Gold, a luxurious weekly vacation rental nestled in the prestigious Truman Annex neighborhood. This 4-bedroom, 3.5-bathroom home is the perfect destination for those seeking a spacious and luxurious escape for the entire family. Quintessential Key West architecture provides an authentic lifestyle experience with a charming covered front porch, tin roof, clapboard siding, and white picket fences.brbrInside, this entire 3-Story home is filled with natural light. Light wood flooring, wide crown molding, fashionable lighting, and colonial window shutters set the stage for a beautiful fusion of tropical furnishings. During sunset time diffused window light bathes the rooms in a golden glow, setting the tone to relax and unwind island style. A private garden patio adjoining the great room is set for outdoor lounging and dining. brbrWhen you`re not basking in the comfort of this admirable home, you’re just a short stroll away from some of Key West`s most desirable Old Town attractions. Plan to visit the Truman Little Whitehouse museum, explore the one-of-a-kind Truman Waterfront Park and revel in the stunning ocean views and entertainment it offers. A favorite destination is the Key West Amphitheater, featuring both local and world-famous music performances. Kids in your party will love the playground with fountain Splash Pad. And when you`re in the mood for beachside bliss, Fort Zachary Taylor Beach, considered the best beach on the island, awaits you just moments away.brbrInterior LayoutbrbrWith its sophisticated design and impeccable attention to detail, the 3-story Admirals Gold - Private Key West Luxury Villa promises a dream worthy stay. The open floor plan of this 2,500 Sq ft vacation rental seamlessly blends indoor and outdoor living spaces, allowing guests to fully immerse themselves in the beauty of the surroundings. Expansive windows and glass French doors provide unobstructed views of the private gardens, capturing the classical tone that envelopes Truman Annex. The interior design was thoughtfully chosen to complement the island setting and create an atmosphere of casual refinement.brbrEntrance:brbrA hidden walkway lined with manicured tropical leads to the front entrance. Before you step up onto the front porch, take a moment to enjoy the rooster sculpture standing proudly in the garden. According to lore, the rooster is a symbol of good luck and prosperity. And beyond that, the rooster is the unofficial mascot of Key West, where gypsy chickens are legally protected due to their significance to the islands colorful culture.brbr1st Floor: As you enter the front door the expansive great room captivates your senses. The entire great room is painted in a soothing sand color and trimmed with bright white wainscoting. Artwork reflects your whereabouts with a map of the Caribbean and a luminous rooster painting. brbrTo your right, the newly renovated kitchen dips back into the front of the house. The kitchen is fully equipped with upscale appliances, and complete dining, cooking, and hosting sets. Displaying classic bright white cabinets with glass front doors, the ceiling is adorned with a fanciful metal sculpture chandelier. Finished with stylish quartz marble countertops the breakfast bar is fitted with artful hand-carved wooden chairs.brbrA bamboo bentwood dining table and chairs, topped with an elaborate seashell chandelier, is situated behind the breakfast bar. The dining room sets a tropical tone and creates a natural division between the kitchen and the living room.brbrTo your left, conveniently located beneath the staircase, you’ll find a powder room with sink and commode. The cultivated design incorporates grass reed wallpaper that is appointed with a round gold mirror and gilt palm tree wall sconces.brbrReturning to the great room, kick back in style in the elegant and comfortable living room. A soft textured matching sofa and loveseat is paired with a soft print armchair. The seating area is finished with bamboo side tables with reading lamps, and perfectly complimented with a mango wood credenza plus teak and metal coffee table. A 72-inch TV is mounted on the wall for easy viewing from anywhere in the great room.brbrTwo sets of single-pane glass French doors comprise the rear of the first floor. The doors provide a great view and seamless indoor/outdoor connection during the cooler months and access to the private tranquil sitting patio.brbr2nd Floor: A wooden staircase on the wall opposite the dining area, leads upstairs. Steps topped with dark wood treads and fronted with bright white risers, varnished wood railing, and capital topped posts reflect a timeless Key West design. At the top of the stairs, a bedroom hallway leads to the master suite and guest bedroom.brbrBoth bedrooms feature a Tommy Bahama style décor, creating an opulent Caribbean/British Colonial feel. Dark wood, woven rattan, and carved bureaus reflect the essence of sophisticated island living. Floors are covered with wall-to-wall seagrass carpet, and palm leaf ceiling fans complete the upscale décor.brbrGuest Bedroom One – Directly to your right at the stair landing, lies the guest bedroom. Sunshine yellow walls seem to glow against the dark furnishings. The king size bed features carved bamboo posts, and the matching armoire features Chippendale inspired cutouts and woven rattan panels. Bedside tables on either side offer woven base reading lamps. A double sash window provides a beautiful view of the treetops.brbrJust outside this guest room is the guest bathroom. The effervescent green mosaic tile with round portal window is reminiscent of the tropical rainforest the Truman Annex neighborhood so closely shares its climate with. A single sink vanity is topped with a gold tone mirror and faucet to match the fixtures in the shower. Back in the bedroom hallway, at the front of the house is the master suite.brbrMaster Suite – A sumptuous king size bed of dark wood, woven rattan, and pineapple posts and matching bedside tables and lamps elevates the bedroom to a luxurious exotic retreat. Grass reed wallpaper adds to the sophisticated aesthetic. Three sets of sash windows stream in natural light and a full-length mirror reflects the twilight glow. Connecting with the bedroom is the private master bath.brbrThe master bathroom is made exquisite with a quartz marble countertop finished with sunken double sinks and gold tone bath fixtures. A counter to ceiling mirror above the vanity provides the perfect place to primp. The oversize shower, with ceiling rain shower, features a stunning Caribbean blue mosaic tile wall.brbrLaundry Closet – Step back into the hallway, you’ll appreciate the convenient location of the laundry closet. The stacked washer/dryer are kept hidden behind a closet door. At the opposite end of the hall, the staircase switches back to the 3rd floor where we find two more guest bedrooms.brbr3rd Floor: On opposite ends of the third floor lie guest room two and three. Both bedrooms are similarly appointed with two queen size beds placed on either side of a sash window. The front bedroom is shown with the white bedside table and bold colorful rug. The bedroom toward the back of the house is shown with the grass woven bedside table and the round blue and white rug.brbrThe full bathroom is located just outside the front bedroom. It offers a single shower and is nicely finished with a marble topped single sink and wooden shelves to place your toiletries. Back in the hall, across from the bathroom door, a bench has been placed to drop your personal things or take off your shoes.brbrGuests who nestle on the 3rd floor can enjoy elevated treetop views. And when the sunsets, it’s great to be up high when the magical glow of sunset seeps through the windows.brbrGrounds:brbrThroughout the day, guests can enjoy the property`s outdoor spaces, designed for relaxation and enjoyment. A private courtyard garden, adorned with lush vegetation and comfortable seagrass sofa seating and teak dining table with wicker chairs, becomes a sanctuary in which to unwind and absorb the enchanting atmosphere.brbrWhether sipping coffee, a refreshing cocktail or engaging in conversation with loved ones, the serene beauty adds an extra layer of tranquility and luxury to these outdoor spaces. Additionally, you have access to a shared pool, exclusive for residents, allowing you to cool off and relax in the refreshing water after a day of exploring.brbrStep outside the gates of the Truman Annex community, and you’re at the waterfront or in the vibrant heart of downtown Old Town Key West. Immerse yourself in the island`s famous bars, indulge in exquisite dining experiences at the wonderful restaurants, catch a captivating theater performance, or witness the lively energy of Mallory Square.brbrAmenities: Private back garden patio, shared pool, lush tropical landscaping. Quartz marble countertops, upscale steel appliances, fully equipped kitchen, washer and dryer, central air conditioning, Wi-Fi, 76-inch TV.brbrActivities: Short walk to all Old Town Key West features. 10-to-15-minute stroll to Mallory Square Sunset Celebration. Just a few short streets from Duval St. Short walk to Fort Zachary Taylor State Park and Beach, Truman Waterfront Park, the Key West Amphitheater, and the Truman Little Whitehouse Museum. Close to boutique shopping, art galleries, and a variety of national and international restaurants, coffee shops. Close to the beach. You can get everywhere in the Old Town on foot in a short time (remember - it takes 3 to 4 Key West streets to make a city block). Colorful and historic Bahama Village is just outside the main front gate, and home to a delightful variety of cool and funky cafes and restaurants.brbrPAYMENT: Payment for the rental will be processed outside of VRBO according to the terms of your rental agreement (sent for review upon reservation). Payments by credit card are subject to an additional 2.95% merchant processing fee.
Bed 4

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Bath 3

Bath

Sleep 8

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$127.44

/ Nightly
Condo

Cubana Casita - Downtown Key West

Key West, Florida, United States

Cubana Casita is an easy-access ground floor condo with one bedroom and 1½ baths. This special home's 'from the ground up' interior remodel was completed in 2023 and features new everything. It starts with the white stucco building that houses this condo and others. The three-story building was constructed in 1910 for Dr. J. G. Campbell, a surgeon dentist specializing in gold crowns, bridges, and plate work. Locals talk of how the structure was used as a spy headquarters during WWII but, of course, no records seem to exist to confirm that. brbrEnter Cubana Casita from your private front door on Fleming Street, named after one of Key West's four original founders and one of the most historic streets in Key West. From the rear of the condo sits your own private patio. Enjoy your meals alfresco or just relax with a glass of wine and a great book. Your gated patio leads to one of the most delightful, secluded, and quiet courtyards and pools in town. brbrKey West is a magical walking town. Cubana Casita is located just two blocks from the world-famous Duval Street. Close enough for an easy walk but far enough to offer quiet and serenity. Out your front door it's only a short walk to the local grocery / liquor store, some of the island's best restaurants, bars, galleries, and shops. brbrThe lovingly curated remodel was designed by two artists and combines modern fixtures, technology, and functionality with Cuban and Latin American influences. Don't let the casita's handmade charm fool you. Modern convenience and technology powers this home, including 300 Mbps upload & download speed fiber internet. More than enough to support multiple devices and stream without disruptive connectivity issues.brbrYou'll live like a local in this well-appointed home. Inside, the air-conditioned layout features an open concept living / dining room / kitchen area, master suite with remote workspace and one and half bathrooms. The living room is anchored by a 7' x 7' corner sofa with a rustic coffee table and matte black propeller-style ceiling fan for plenty of air circulation.brbrThe condo has a 55 LED Smart TV in the living room and 40” LED Smart TV in the bedroom. The televisions are equipped with the YouTube TV streaming service which includes 100+ channels, including all of the typical cable TV channels plus the ABC, CBS, NBC, Fox and PBS network affiliates from Miami (our broadcast TV market). You can also stream your TV subscriptions or log into your Netflix or Amazon Prime TV subscriptions, directly from the TV’s. A portable Bluetooth speaker is provided to enable you to stream your Key West soundtrack from your streaming music services on your Smartphone.brbrA Cuban-style distressed dining table is part of the open-concept living space and has four Hemmingway inspired black leather & wood chairs. One of the chairs doubles as a chair for the workspace in the bedroom.brbrThe new kitchen (2023) is fully outfitted with everything you'll need to eat and drink like a local. All stainless-steel appliances frame the kitchen's hickory cabinets. A toaster oven and large microwave offer convenience and a new induction range / oven (equipped with air fryer), offer choices for ambitious cooks. A quiet dishwasher rounds out the new kitchen. brbrIn the entry hall is the conversation piece red half bathroom, featuring a handmade red Cuban wood vanity, vessel sink, local artwork and extra storage. The entry hall makes practical use of the space with a 7' long black bamboo bench and hand forged coat hooks made in a Havana foundry. It's a great resting spot to gather and stage everything for your daily comings and goings.brbrThe star of the show in the master bedroom suite is the handmade Cuban tile and the four-post queen bed, draped with gauze scarves, creates a comfy shabby chic vibe that complements the ceiling fan and memory foam mattress that provide comfort for hot and cold sleepers alike. A 40 wall mounted LED Smart TV is an added treat on a slow-rise morning or lazy evening.brbrA 'work from anywhere' workspace is integrated into the master suite in the form of a 52 L-shaped desk, complete with ring light for Zoom meetings and ample outlets for your own mobile office gear and chargers. brbrThe master bathroom showcases a European glass shower and another handmade Cuban vanity with vessel sink. The vanity light was made by a local artist using reclaimed antique glass insulators and iron piping. Adjacent to the shower another local artist pays homage to Key West's famous neighborhood chickens with a hand drawn chalk art chicken on the gilded white chalkboard. Behind the art lies the on-demand water heater, so you'll never have to wait for an old water heater to get your hot shower.brbrLots of attention to detail make this home extra livable. Top-down island roman shades allow you to balance privacy with natural light. The home's lighting designer outfitted the space with dimmable warm LED lighting throughout, including dramatic spot lighting. Your private washer and dryer are located, conveniently, in a closet within your private patio area. brbrIf you like to swim or are a sun worshiper, you still haven't explored the best part of Cubana Casita; the courtyard and pool. The pool, for the exclusive use of Campbell Courtyard guests, is larger than your typical Key West dipping pool. It is temperature controlled in winter and generously sized by Key West standards. The pool/deck area is ringed with a white picket fence and plenty of foliage to create beauty, privacy, and the kind of tranquil peace of mind only nature can provide. Ample chaise lounges, chairs and a market umbrella seating area provide lots of space for enjoying the lush courtyard and pool. brbrIf this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date information.
Bed 1

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Bath 1

Bath

Sleep 2

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Exceptional(4)

$301.53

/ Nightly
Private Vacation Home

Turtle's Nest, 3 BR+3BA, dog friendly, Conch Cottage in Midtown Key West

Key West, Florida, United States

Welcome to The Turtle’s Nest – Your ultimate Key West getaway, where luxury meets paw-fection! brWe’re excited to share our recently renovated home in paradise, now available for rentals. The Turtle’s Nest is a 3-bedroom, 2.5-bath retreat nestled in vibrant Midtown Key West – perfectly situated without the crowds of Old Town, but just 5 blocks from Smathers Beach and a 10 min bike ride away from Duval Street's nightlife and historic charm. The airport and Garrison Bight Marina (hello, fishing and sandbar charters!) are less than half a mile away. The Key West Golf Course is just 3 miles away.brSleeps up to 9 comfortably-br-1 King bedbr-2 Queen bedsbr-1 Full bed (a bunk bed over a Queen bed)br-1 Queen sleeper sofabrbrThe sitting area on back patio is perfect to enjoy your coffee in the mornings, or to relax after a your day of fun! The 3rd bedroom is actually an in-law suite with a full bath, separate from the others with its own entrance and has a mini-fridge and coffee bar!brbrWhat’s included br-High Speed Wi-Fibr-Parking in front of the house for 1-2 vehiclesbr-4 complimentary bicyclesbr-4 beach chairs & lots of beach towelsbr-4 smart TV'sbr-Two workstations (that fold away)br-Fully stocked kitchen (all appliances, dishes, pots/pans, spices)br-Full-size washer/dryerbr-Private outdoor shower with hot/cold waterbr-Dog-friendly (with breed approval, but no size restrictions) with a fully fenced yardbrbrWhether you're sipping coffee on the patio or riding bikes to the beach, this is your home base for unforgettable island adventures. The house is ready for you to relax, recharge, and explore all that Key West has to offer.brJust pack your swimsuit – the rest is waiting for you at The Turtle’s Nest!brbrThis historic cottage was originally built as a home for the cigar factory workers, the Martinez Cigar factory building still stands a block away, and is now a storage facility. The home was unique in that it was built with Indian Block, known for its fireproofing and hurricane strong properties. brbrBefore we bought this beautiful home, we would visit Key West with our 2 dogs and often had a difficult time finding a place that would accept larger dogs (we have a Golden Retriever and an Australian Shepherd), so our mission was to make a lovely spot that you can enjoy along side your family pets.
Bed 3

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Bath 2

Bath

Sleep 9

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Exceptional(4)

$2096.97

/ Nightly
Private Vacation Home

Tidelands House at Lunara Bay

Key West, Florida, United States

Summary:brbrTidelands House is a luxurious new build at Lunara Bay - a collection of 26 luxury homes in a gated community! Featuring waterfront views, boat docking, eight spacious bedrooms, and a private pool, this home offers exceptional amenities including free gym access and ample living space for relaxation and entertainment. Modern design and high-end finishes make it perfect for those seeking comfort, style, and convenience.brbrbrbrThe Space:brbrExperience luxury with our private boat excursions and chauffeur services. Enjoy customized aquatic adventures or arrive in style with our premium transportation options. Expect excellence tailored to your stay. For more information, please reach out!brbrThe open-concept floor plan, both indoors and outdoors, creates a warm atmosphere ideal for entertaining and quality time with loved ones. Whether you're relaxing by the pool, playing games, grilling, or dining in various areas, there's something for everyone. The fully equipped kitchen is perfect for home-cooked meals or for a private chef to elevate your culinary experience. With high-speed internet and keyless entry, your vacation will be seamless and convenient. Outside, the spacious fenced yard provides a safe play area for children and a perfect space for your pets.brbrBed layout:brbrBedroom 1: King BedbrbrBedroom 2: King BedbrbrBedroom 3: King BedbrbrBedroom 4: King BedbrbrBedroom 5: King BedbrbrBedroom 6: King BedbrbrBedroom 7: King BedbrbrBedroom 8: King BedbrbrAll bedrooms feature ensuite bathrooms.brbrbrbrGuest Access:brbrOur self check-in makes the process seamless. Guests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. brbrBoating & Private Dock Slip: We encourage boating. Here's what you need to know in order to do so safely: brbr- Dock accommodates a boats up to 40’ in length. brbr- There is no power or pump out service to the slips. brbr- The Florida Keys are a notoriously difficult place to navigate.brbrbrbrThe Neighborhood:brbrWelcome to Lunara Bay!brbrNestled in a gated community less than a mile from Key West, Lunara Bay offers a family-friendly atmosphere with a local park just a short walk away—perfect for spending time with loved ones.brbrbrbrExplore & Dine Nearby:brbrEnjoy fresh seafood and local flavors at Hogfish Grill, Roostica, or Chico’s Cantina. Visit Hurricane Hole for happy hour and scenic waterfront views. Rent a boat for a day at Stock Rock Café or embark on a kayak tour with Lazy Dog.brbrbrbrBoating & Marina Access:brbrMany homes offer private boat docking or slips available at the onsite marina. A public boat ramp is conveniently located across the highway - Key Haven Boat Ramp.brbrbrbrNeed personalized recommendations Ask your GEM for their top things to do and places to go!brbrbrbrGetting Around:brbrTravel by car, boat, or plane to Modern Keys, The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Extend your stay 7+ nights for 10% off your entire stay!brbr- Elevate your stay and ask us about our Private Chauffeur services.brbr- Private washer/dryer brbr- Located in a gated communitybrbr - Free gym access at FYT brbr- Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximumbrbr- There is an elevator for guest use by request only. Please let us know if it is neededbrbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.
Bed 8

Bed

Bath 8

Bath

Sleep 16

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Exceptional(4)

$2072.19

/ Nightly
Private Vacation Home

The Sunray Home at Lunara Bay

Key West, Florida, United States

Summary:brbrSunray House is a luxurious new waterfront build at Lunara Bay—a collection of 26 luxury homes in a gated community! This stunning home offers exceptional amenities, including free gym access and ample living space perfect for relaxation and entertainment. With modern design and high-end finishes, this property is ideal for those seeking comfort and style. Experience a new level of living that combines elegance and convenience in this remarkable home.brbrbrbrThe Space:brbrExperience luxury with our private boat excursions and chauffeur services. Enjoy customized aquatic adventures or arrive in style with our premium transportation options. Expect excellence tailored to your stay. For more information, please reach out!brbrThe open-concept floor plan, both indoors and outdoors, creates a warm atmosphere ideal for entertaining and quality time with loved ones. Whether you're relaxing by the pool, playing games, grilling, or dining in various areas, there's something for everyone. The fully equipped kitchen is perfect for home-cooked meals or for a private chef to elevate your culinary experience. With high-speed internet and keyless entry, your vacation will be seamless and convenient. Outside, the spacious fenced yard provides a safe play area for children and a perfect space for your pets.brbrBedroom Configuration: This property includes eight king bedrooms each featuring ensuite bathrooms.brbrbrbrGuest Access:brbrOur self check-in makes the process seamless. Guests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. brbrBoating & Private Dock Slip: We encourage boating. Here's what you need to know in order to do so safely -brbr- Dock accommodates a boats up to 40’ in length. brbr- There is no power or pump out service to the slips. brbr- The Florida Keys are a notoriously difficult place to navigate.brbrbrbrThe Neighborhood:brbrWelcome to Lunara Bay!brbrNestled in a gated community less than a mile from Key West, Lunara Bay offers a family-friendly atmosphere with a local park just a short walk away—perfect for spending time with loved ones.brbrbrbrExplore & Dine Nearby:brbrEnjoy fresh seafood and local flavors at Hogfish Grill, Roostica, or Chico’s Cantina. Visit Hurricane Hole for happy hour and scenic waterfront views. Rent a boat for a day at Stock Rock Café or embark on a kayak tour with Lazy Dog.brbrbrbrBoating & Marina Access:brbrMany homes offer private boat docking or slips available at the onsite marina. A public boat ramp is conveniently located across the highway - Key Haven Boat Ramp.brbrbrbrNeed personalized recommendations Ask your GEM for their top things to do and places to go!brbrbrbrGetting Around:brbrTravel by car, boat, or plane to Modern Keys, The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Private washer/dryer brbr- Located in a gated community brbr- Free gym access at FYT brbr- Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximumbrbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.
Bed 8

Bed

Bath 8

Bath

Sleep 16

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Exceptional(6)

$1939.5

/ Nightly
Private Vacation Home

The Shellstone House at Solaire Lunara Bay

Key West, Florida, United States

Summary:brbrDiscover an exquisite new build, Shellstone House at Lunara Bay — a collection of 26 luxury homes in a gated community. This 8BR, 8.5BA luxury waterfront estate boasts premium amenities, including complimentary gym access and ample living spaces designed for relaxation and entertainment. With contemporary design and luxurious finishes, this home is perfect for guests who value comfort and style.brbrbrbrThe Space:brbrImmerse yourself in luxury with our private boat excursions and chauffeur services. Enjoy personalized aquatic adventures or arrive in style with our premium transportation options, customized for your stay! The open-concept layout, both indoors and outdoors, fosters a welcoming atmosphere ideal for entertaining and bonding with loved ones. Unwind by the pool, engage in games, grill, or dine in various areas—there’s something for everyone.brbrbrbrThe fully equipped kitchen is perfect for home-cooked meals or hiring a private chef. With high-speed internet and keyless entry, your getaway is effortless. The fenced yard provides a secure space for children and pets.brbrbrbrBed Layout: This property features seven bedrooms with king beds and one with two bunk beds, all with ensuite bathrooms.brbrbrbrGuest Access:brbrOur self check-in ensures a seamless arrival. Guests will receive a personalized access code before arrival and direct contact with a local guest experience manager for any questions, needs, or recommendations during their stay. Boating & Private Dock Slip: We encourage boating. Here’s what you need to know for a safe experience: brbr- The dock accommodates boats up to 40’ long. brbr- There is no power or pump-out service at the slips. brbr- Navigating the Florida Keys can be challenging, so please proceed with caution.brbrbrbrThe Neighborhood:brbrWelcome to Lunara Bay!brbrNestled in a gated community less than a mile from Key West, Lunara Bay offers a family-friendly atmosphere with a local park just a short walk away—perfect for spending time with loved ones.brbrbrbrExplore & Dine Nearby:brbrEnjoy fresh seafood and local flavors at Hogfish Grill, Roostica, or Chico’s Cantina. Visit Hurricane Hole for happy hour and scenic waterfront views. Rent a boat for a day at Stock Rock Café or embark on a kayak tour with Lazy Dog.brbrbrbrBoating & Marina Access:brbrMany homes offer private boat docking or slips available at the onsite marina. A public boat ramp is conveniently located across the highway - Key Haven Boat Ramp.brbrbrbrNeed personalized recommendations Ask your GEM for their top things to do and places to go!brbrbrbrGetting Around:brbrTravel by car, boat, or plane to Modern Keys, The driveway allows parking for up to 4 vehicles and your boat trailer. If you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. Rent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Extend your stay 7+ nights for 10% off your entire stay!brbr- Elevate your visit with our Private Chauffeur Service for effortless transportation.brbr- Private washer/dryer brbr- Located in a gated community brbr- Free gym access at FYT brbr- Pets are welcome! Our requirements are as follows: •40lb maximum per pet •$250/stay •2 pet maximumbrbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.
Bed 8

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Bath 8

Bath

Sleep 18

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Exceptional(19)

$281.1

/ Nightly
Apartment

Heated Pool, Epic Location - Sugar Pie Suite

Key West, Florida, United States

Summary:brBanana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the historic seaport and downtown. After a day of exploring, relax in the shared pool or enjoy a barbecue on the patio, perfect for connecting with other guests. Divided into six individual units, the guest house offers flexibility for both solo stays or group bookings, making it ideal for your next Key West vacation.brbrThe Space:brEscape to the tropical paradise of Key West for your next vacation in this cozy studio, featuring a king-size bed and accommodations for up to two guests.brbrStay cool in the air-conditioned studio as you relax on the bed with a book, enjoy a show on the flatscreen cable TV, or use the complimentary WiFi to plan your next adventure. The mini-fridge and microwave allow you to store and reheat leftovers, while the Keurig coffee maker ensures you start each day with a fresh brew.brbrGuest Access:brOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to check-in to enter the unit.brHow to access: First floor unit with 2 steps to enterbrbrThe Neighborhood:brPerfectly situated between Downtown and the Historic Seaport, this location puts you close to all the best of Key West. Enjoy sunset views at Mallory Square, adventure on the water with Fury's tours, or explore Key West history at the Shipwreck and Mel Fisher Maritime Museums.brbrWhile the vibrant downtown ambiance brings some noise, the central location makes it an easy and convenient home base for your Key West experience.brbrJust half a block from Duval Street, Banana's Foster Guest House is steps away from iconic bars and restaurants. Indulge in local favorites such as First Flight, Bagatelle, and Two Friends Patio, all within a five-minute walk. For dessert, Kermit’s Key Lime Pie in the Historic Seaport serves the best Key Lime Pie in town, or you can satisfy your sweet tooth with homemade fudge and candy from River Street Sweets.brbrIf you’re missing something or need a quick fix, Shorty’s Market is just around the corner for your last-minute essentials. For locally sourced groceries, Fausto's Food Market is only two blocks away.brbrGetting Around:brParking Information: There is no designated parking for this unit. Street parking is on a first-serve basis. Please do not park in spaces that are marked residential as you may get ticketed. Please keep in mind that parking in the Old Town area of Key West can be a challenge and many spaces are metered.brbrThere are a variety of great ways to explore Key West including by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or by feet. As this unit is located in downtown Key West, many attractions are within walking distance. Feel free to ask us for recommendations!brbrOther Things to Note:br- The studio is apart of the larger Banana's Foster Guest House on Simonton Street that sleeps up to 18 guests. br- This unit does not have onsite laundry.br- Pets Policy: Pets are welcome!brOur requirements are as follows: br•40lb maximum per petbr•$25/per nightbr•2 pet maximumbrPlease let us know if you plan on bringing your pet.
Bed 1

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Bath 1

Bath

Sleep 2

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Exceptional(31)

$708.64

/ Nightly
Private Vacation Home

Private Parking, Heated Pool - Sweet Caroline

Key West, Florida, United States

Summary:brBanana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the historic seaport and downtown. After a day of exploring, relax in the shared pool or enjoy a barbecue on the patio, perfect for connecting with other guests. Divided into six individual units, the guest house offers flexibility for both solo stays or group bookings, making it ideal for your next Key West vacation.brbrThe Space:brSweet Caroline, the largest unit at Banana’s Foster Guesthouse, offers a spacious retreat with its private porch on Caroline Street. This 2-bedroom, 2.5-bath unit comfortably accommodates up to 7 guests. Each bedroom features a luxurious king-sized bed and en suite bathroom. For additional sleeping arrangements, the living room includes two sleeper sofas—a queen-sized and a full-sized bed. The gourmet kitchen, with its generous counter space, abundant natural light, and all necessary amenities, is perfect for preparing meals to share laughter and stories around the dining table. Step out onto the back deck to access the shared pool or fire up the grill to cook your fresh catch. With private parking and accommodations for your furry friends, Sweet Caroline has everything you need for a memorable stay.brbrGuest Access:brOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to check-in to enter the unit.brbrThe Neighborhood:brPerfectly situated between Downtown and the Historic Seaport, this location puts you close to all the best of Key West. Enjoy sunset views at Mallory Square, adventure on the water with Fury's tours, or explore Key West history at the Shipwreck and Mel Fisher Maritime Museums.brbrWhile the vibrant downtown ambiance brings some noise, the central location makes it an easy and convenient home base for your Key West experience.brbrJust half a block from Duval Street, Banana's Foster Guest House is steps away from iconic bars and restaurants. Indulge in local favorites such as First Flight, Bagatelle, and Two Friends Patio, all within a five-minute walk. For dessert, Kermit’s Key Lime Pie in the Historic Seaport serves the best Key Lime Pie in town, or you can satisfy your sweet tooth with homemade fudge and candy from River Street Sweets.brbrIf you’re missing something or need a quick fix, Shorty’s Market is just around the corner for your last-minute essentials. For locally sourced groceries, Fausto's Food Market is only two blocks away.brbrGetting Around:brParking Information: There is one designated off-street parking spot for this unit. brbrThere are a variety of great ways to explore Key West including by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi, or by feet. As this unit is located in downtown Key West, many attractions are within walking distance. Feel free to ask us for recommendations!brbrOther Things to Note:br- Part of Banana's Foster Guesthouse this 2 bedroom can be rented along with 5 others to accommodate up to 18 guests. br- This unit does not have onsite laundry.br- Pets Policy: Pets are welcome!brOur requirements are as follows: br•40lb maximum per petbr•$25/per nightbr•2 pet maximumbrPlease let us know if you plan on bringing your pet.
Bed 2

Bed

Bath 2

Bath

Sleep 8

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Exceptional(22)

$318.35

/ Nightly
Apartment

Private Parking , Heated Pool - Key Lime Cottage

Key West, Florida, United States

Summary:brBanana's Foster Guest House is a charming historic conch home in the heart of Key West, just steps from the historic seaport and downtown. After a day of exploring, relax in the shared pool or enjoy a barbecue on the patio, perfect for connecting with other guests. Divided into six individual units, the guest house offers flexibility for both solo stays or group bookings, making it ideal for your next Key West vacation.brbrThe Space:brNamed after locals' and tourists' favorite dessert, the Key Lime Cottage studio has everything you need for a weekend getaway. Views of Caroline street await you and your morning coffee from the second floor shared balcony. brbrThis cozy studio has a king size bed for a good nights sleep, a Keurig coffee maker, mini fridge, microwave and wifi to catch up with family back home. The ensuite private bath has bath shower combo for your comfort.brbrGuest Access:brOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to check-in to enter the unit.brbrThe Neighborhood:brPerfectly situated between Downtown and the Historic Seaport, this location puts you close to all the best of Key West. Enjoy sunset views at Mallory Square, adventure on the water with Fury's tours, or explore Key West history at the Shipwreck and Mel Fisher Maritime Museums.brbrWhile the vibrant downtown ambiance brings some noise, the central location makes it an easy and convenient home base for your Key West experience.brbrJust half a block from Duval Street, Banana's Foster Guest House is steps away from iconic bars and restaurants. Indulge in local favorites such as First Flight, Bagatelle, and Two Friends Patio, all within a five-minute walk. For dessert, Kermit’s Key Lime Pie in the Historic Seaport serves the best Key Lime Pie in town, or you can satisfy your sweet tooth with homemade fudge and candy from River Street Sweets.brbrIf you’re missing something or need a quick fix, Shorty’s Market is just around the corner for your last-minute essentials. For locally sourced groceries, Fausto's Food Market is only two blocks away.brbrGetting Around:brOne of the best parts of staying in Key West is how close in proximity you are to everything, this small little 2x4 island offers a variety of ways to get to and from your destination! Don’t feel like walking Peddle your way to breakfast, or take a bike ride along the water at sunset, by renting from Fury or Island Bicycles who offer both pick up & drop off of bike services! Feel like you’re on island time when you rent from Minty’s where you can enjoy exploring Key West on a scooter or golf cart! In addition to these non-traditional modes of transportation, you can also Uber, Lyft or Taxi to your next destination. Pink Taxi is an easy, reliable and affordable way for getting to your rental from the airport.brbrOther Things to Note:brThe studio is apart of the larger Banana's Foster Guest House on Simonton Street that sleeps up to 18 guests. brThis unit is pet friendly. Our requirements are as follows: br•40lb maximum per petbr•$25/per nightbr•2 pet maximumbrPlease let us know if you plan on bringing your pet.brPool on property is shared and no heated. brThis home has one dedicated parking space on the Simonton Street side of the property.brPlease park in the space that is labeled Key Lime.brThere is no onsite laundry at this property.
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