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The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.* Come explore the rich history, decadent beaches, and seaside dining spots when you book your getaway to this Key West cottage. Filled with charm for up to five guests to enjoy, this home offers a private pool, and a location that puts you close to all of the beach action. Nestled in a quiet neighborhood just a mile from Mallory Square and less than half a mile from the iconic picture spot of the Southernmost Point in the Continental United States, this home puts it all at your fingertips. Start your day with a stroll along the shore while you snap some pictures of the deep blue sea. Rent a stand-up paddleboard to get out on the waves, or maybe something a little faster like a jet ski to feel the wind whip through your hair. Head back home to lounge by the private pool with a tropical cocktail while you stream some music over the free WiFi. The private washer/dryer will keep the laundry at bay while you surf the cable channels in the comfort of the central A/C. Whether you're setting off on a deep sea fishing adventure, checking out the exhibits at the Ernest Hemingway Home and Museum, or simply lounging by the tropical private pool, this Florida home gives you the chance to enjoy them all with ease! *Please note you must be 25 or older to make a reservation on this property.* *Please note that last-minute bookings cannot be made online. Contact Vacasa for details.* *Please contact Vacasa for our special Snowbird rates! This property is managed by Vacasa Florida LLC. A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.* Trade in the daily grind for sugar-sand beaches and gentle ocean breezes when you book your getaway to this lovely Key West cottage. Featuring a private parking spot in Old Town Key West, stress won't stand a chance. Located just a mile from Fort Zachary Taylor Historic State Park and a little under a mile and a half from Higgs Beach, you'll be right in the middle of the action. A short walk to Duval Street gives you access to popular dining destinations as well as unique shopping spots. Wake up early for a day of deep sea fishing. Take some time to explore the water on a rented paddleboard or maybe something a little faster like a jet ski. Lounge in the central A/C while you surf the cable channels or connect to the free WiFi to listen to some tunes. Whip up a dish in the fully equipped kitchen. Make it a movie night with your favorite DVD or head out onto the balcony with a nightcap and watch the palm trees sway. Give yourself the gift of a relaxing vacation filled with postcard-perfect beaches, long lazy afternoons, and memories that will last a lifetime when you book your stay at this Florida getaway. *Please note you must be 25 or older to make a reservation on this property.* *Please note that last-minute bookings cannot be made online. Call Vacasa for details.* This property is managed by Vacasa Florida LLC. A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.* This four-bedroom Key West home has just what you need for an awe-inspiring Florida beach getaway, including a private heated pool, rooftop patio with a fantastic ocean view, and easy access to the beach and major attractions. You'll be a few steps from Southernmost Point, and you can walk to Key West Butterfly Garden, Key West Light House, and Southernmost Mansion, and Fort Zachary Taylor State Park is only a mile away. Famous Duval Street is also a short walk away, full of stellar restaurants and shops. The home's interior is spacious with interesting decor, and you'll have free WiFi, flatscreen cable TVs, a private washer/dryer, and private parking. There is a grill on the poolside patio, and an amazing rooftop patio, fully furnished for the absolute enjoyment of panoramic views of the ocean, sunrise, and sunset. Book this gem today and ensure the best Florida vacation you can imagine! *Please contact Vacasa for our special Snowbird rates! *Please note you must be 25 or older to make a reservation on this property.* This property is managed by Vacasa Florida LLC.

The comfortable King bed, Queen-size sofa bed, wet bar with granite counter tops and sink, fridge, microwave and ottoman collectively do compete nicely with those views. Your room charge has been taken prior to your arrival as a deposit. A remaining balance of the taxes (FL Monroe County Occupancy Tax: 5%) and Resort fee: 42.75 per accommodation, per night will be charged on arrival, along with an incidental hold of $100, if no charges are incurred the incidental hold is released.

As a desirable location spot, Key West has its share of hotels with varying prices. 24 North Hotel is the best-priced option on the island, with pool access, clean, beautiful rooms, great customer service, shuttle services, and more. You’ll be hard-pressed to find other hotels that offer so much value at such a low price.

Hop on a scooter, bike or our downtown shuttle and head to Mallory Square for the island's famous sunset celebration. Find a party, bar or live music performance and lose yourself on Duval Street. Stroll the quiet lanes of Key West's subdued residential neighborhoods in search of architectural splendor and a sense of peace. Enjoy a sun-splashed afternoon on the beautiful beaches of Fort Zachary Taylor State Park or play 18 holes at Key West Golf Club. All of this and more is within reach at 24 North.

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.* Come to Key West and ensure your Floridian getaway is the best it can be when you make this desirable rental your home away from home. Your group of up to eight will experience tranquil comfort and tasteful style in this dog-friendly home with a private heatedpool, luxurious patio area, covered porch, and upper deck. You'll be within walking distance to Higgs Beach Pier and Edward B Knight Pier, as well as Indigenous Park for bird watching and lazy strolls along tree-lined paths. Also within walking distance are plentiful restaurants, cafes, and coffee shops, and all the top sights are within about a mile of you. At home, you'll find plenty of space for lounging with a covered porch, upper deck, and luxurious pool/patio area with wicker chairs and chaise lounges. Indoors, you'll have free WiFi and cable TV, and when you want to stay in and make mealtime easy, fire up the gas grill for an impromptu cookout. There are two private parking spots, as well as off-street parking. A dog is welcome for a small nightly fee. Set yourself up for an unforgettable Key West adventure, and book this home today! *Please note you must be 25 or older to make a reservation on this property.* *Please note that last-minute bookings cannot be made online. Contact Vacasa for details.* *Please contact Vacasa for our special Snowbird rates! This property is managed by Vacasa Florida LLC. A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

Ibis Suite offers visitors a prime location in Old Town Key West, great amenities, and space to relax. Top off your visit with soaking time in one of the property's hot tubs, and you're well on your way to an optimal Key West experience. Here, you're a few blocks off of famous Duval Street, home to numerous bars, restaurants, and shops. Visit the Key West Butterfly and Nature Conservatory right around the corner, or stroll down to the beach a few blocks away. Street parking is available. Grill out on this condo's back patio, or take a dip in one of the hot tubs to unwind from your day. The entire property can be rented all together for larger groups. A cable TV, free WiFi, and a kitchenette with a microwave, stove, and fridge help make this suite feel like home. The family dog is also welcome to join you for an additional nightly fee. Book Ibis Suite for your next Key West retreat! *Please note you must be 25 or older to make a reservation on this property.* *Please note that last-minute bookings cannot be made online. Contact Vacasa for details.* A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. Get away from it all and head to Key West for a sun-filled vacation with this two-bedroom, two-bath condo for six and enjoy easy access to restaurants, attractions, and the beach. You can also bring your beloved dog along for a small nightly fee! You'll be located on the northeast corner of Key West, only one-block from famous Duval Street. You can also easily reach bars and restaurants on foot, as well as Old Town and the marina. Other nearby must-see attractions, all within about a mile, are the Hemingway House and Museum, Fort Zachary Taylor Historic State Park, Southernmost Point, Key West Lighthouse, and much more. With a clean, white interior and aqua accents throughout, this vacation rental's living area invites you to sit back, relax, and unwind with a show or movie on the flatscreen cable TV. Check for directions to restaurants and the sights or connect with family and friends with the free WiFi. Toss the laundry into the private washer/dryer, and lounge on the balcony with a drink. Or stay inside and enjoy the AC. Come to Key West to rest and recharge. Book this home today and get ready for your memorable Florida vacation! *Please note you must be 25 or older to make a reservation on this property.* This property is managed by Vacasa Florida LLC. A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.* Small families and close groups of friends will love this dog-friendly home for four in Key West! A shared swimming pool and nearby beach access provide everything you need for a great vacation. Your new home away from home rests comfortably by the city's Old Town, where lots of shops and restaurants await. A few blocks to the south, meanwhile, are the sandy shores and warm waters of Higgs Beach. Back at home, you can beat the heat with a dip in the shared swimming pool. Afterward, head inside to relax on the couch by the flatscreen, check your social media using the free WiFi, or whip up a tasty meal in the kitchen. Bring your meals to the beautiful backyard with cozy outdoor seating. Street parking is available. A dog is welcome for a small nightly fee. Start your next tropical getaway - place your reservation today! *Please note you must be 25 or older to make a reservation on this property.* *Please note that last-minute bookings cannot be made online. Contact Vacasa for details.* This property is managed by Vacasa Florida LLC. A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.* This Key West home is waiting for you and your group of up to nine to come make yourselves at home and enjoy lazy days by your private pool. You'll be within easy reach of the beach, parks, and all the necessities. Walk to Higgs Beach and the pier, Indigenous Park, and dinner at Salute, then follow up your evening with a drink at Shana Key. Hemingway House and the Key West Butterfly and Nature Conservatory are a little over a mile away. When you're not out exploring, relax at home on the sun-drenched deck and check in with friends at home with the free WiFi. Watch some cable TV and stay cool with the central A/C while the private washer and dryer take care of the laundry, then finish off your night with a little reprieve in the soaking tub. There is one private parking spot, as well as free off-street parking. A small dog is welcome for a small nightly fee with owners prior approval. Get ready for your sunny well-deserved Florida getaway. Book this home today! *Please note you must be 25 or older to make a reservation on this property.* *Please note that last-minute bookings cannot be made online. Contact Vacasa for details.* *Please contact Vacasa for our special Snowbird rates! This property is managed by Vacasa Florida LLC. A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

Let time wash over you in gentle waves while you relax in the sunny paradise of Key West at this cozy studio condo, offering access to a shared pool, courtyard, and an easy walk to the soft sandy beach. Located in the heart of downtown Key West as part of the larger Banana Foster's Guest House, you'll have an abundance of restaurants, attractions, and historical landmarks to keep you busy and loving every minute of island life. Don't worry about parking - you'll have your own spot off the street. Relax poolside in the courtyard with a cocktail and grill up some food on the gas barbecue. Lounge on the shared balcony and look out on the crowds below while you browse on the free WiFi for your next activity. Looking for privacy? Head inside to recline on the king bed, freshen up in the full bathroom, and watch a show on the flatscreen cable TV. The family dog is also welcome here for an additional nightly fee. No need to sacrifice comfort or privacy on this vacation - book this cozy studio today! *Please note you must be 25 or older to make a reservation on this property.* *Please note that last-minute bookings cannot be made online. Contact Vacasa for details.* A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

* Please note that this home only allows minimum night stays of 28 nights or longer. This adorable, newly-renovated, well-thought-out studio is tiny living at its best! Remove the sofa cushions and open up the comfortable king size Murphy bed, then tuck it away again when not in use. Enjoy the quiet, serene location of this dog-friendly, Key West studio with a shared, furnished backyard, complete with a gas grill. What's nearby: This studio is within walking or biking distance to restaurants and shopping. Take a short drive down to some of Key West's most popular destinations, including the Ernest Hemingway Home and Museum, Margaritaville, and Duval Street. Higgs Beach, with its pier and historic monuments as well as the adjacent Indigenous Park, are less than a mile from this rental. Things to know: Free WiFi Smart TV Kitchen w/ a fridge, stove/oven, microwave, coffee maker The family dog is welcome to join you here Snowbird-friendly. Please contact us for special rates. This property is managed by Vacasa Florida LLC.

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.* Explore the tropical surroundings of Key West in style from the comfort of this dog-friendly condo! A shared pool, ocean views, and more await you. Nestled on the northern side of Key West, you have easy access to the shops and restaurants of Old Town, as well as a dock and the fresh ocean air of a marina. At the same time, you're far enough from the area's crowds that you'll enjoy peace and quiet in your downtime. If you're up for a bit of a bike ride, hit the road and head south to the beaches! Back at home, you have three floors of the condo to enjoy, including an outdoor living area. Relax in the hammock in the backyard, take a dip in the shared pool, or kick back with some entertainment on the flatscreen TV. Central air will keep you nice and cool as you whip up meals in the kitchen. This home comes with private parking, and a dog is welcome for a small nightly fee. Get your next trip started right - save your dates today! *Please note you must be 25 or older to make a reservation on this property.* This property is managed by Vacasa Florida LLC. A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

Originally built in 1933, this fully renovated, three-bedroom home has a yard, a cozy front porch where you can sit back and watch the day go by, and room for up to eight guests (six comfortably) and your dog. Stroll to shopping, entertainment, and beaches, all within a few blocks of this rental. Find yourself on world famous Duval Street, just one block away, for shopping, dining, and year-round entertainment and special events. Walk a half a block to a beautiful public pool with a view of the water! Visit the Key West Butterfly and Nature Conservatory (also on Duval Street) to see over 50 butterfly species along with a number of exotic birds from around the world. Head over to Fort Zachary Taylor Historic State Park to explore the fort and hit the sandy beaches, just a little over a mile away, and don't forget to take a selfie by the Southernmost Point Buoy located just two blocks from your rental at the corner of Whitehead and South Street. Back home, enjoy free WiFi and keep up with all your favorite shows on the four cable TVs. With the updated, full kitchen, you can whip up anything from a quick breakfast to a full-course meal and enjoy whatever you make at the table and chairs located outside. Your dog is welcome to join for a small, nightly fee. Large Off-Street Parking Space Available! Reserve this home and start planning your next family getaway to beautiful Key West today! *Please note you must be 25 or older to make a reservation on this property. This property is managed by Vacasa Florida LLC. A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

The Island Suite is part of a historic Key West property built around 1889. Suite #16 is located on the first floor at the rear of the 411 William Street building. The Island Suite has one of the premiere locations in Old Town, Key West with lively Duval Street just 3 blocks away and the neighborhood boasting some of the finest older homes in Key West.

The private suite has its own entryway. Once inside, it is divided to include the bedroom, bathroom, and living area. The living area is equipped with a full kitchen. The suite includes a private covered porch and access to the hotel pool which is located just opposite the entryway. The property is a lush tropical setting with palm trees, winding paths and courtyards to relax in. It is a true Key West experience.

The Island Suite has one of the premiere locations in Old Town, Key West. This block of William Street boasts some of the finest older homes in Key West including the B.P. Roberts House across the street. He's the one with headstone in our cemetery that reads "I TOLD YOU I WAS SICK". The Historic Key West Seaport is a short two block walk to the north. Duval Street is three blocks to the west. And there are numerous great restaurants and specialty food shops like the Eaton Street Seafood Market in the neighborhood. This place is full of historic charm and in the perfect location.

This is a studio unit with fridge, microwave, settings for 2 and a king sized bed. The suite has doors that open to a balcony overlooking the Atlantic Ocean. There is pool, hot tub, and a private sandy beach on the Atlantic ocean. 5 minutes walk to Duval street. The resort is located between the prestigious Casa Marina and the top restaurant on the island Louise Back Yard. There is free garage parking with the room. Washer and dryers are available for guests.

This is an ocean front studio on the Atlantic side of Key West. The studio is like a large hotel room. There is a king size bed, small size fridge, micro and utensils for two people. There is direct view of the Atlantic ocean.

Quite upscale neighborhood right on the ocean

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.* Make this stylish, three-bedroom, two-and-a-half bath home for six yours when you come to Key West, and revel in amenities like a private pool and an ideal location. Located in downtown Key West, this home is a mere one block from Duval Street. Southernmost Point and Beach and the Hemingway House are within walking distance. This home is inviting and well-appointed with attractive decor throughout, offering central A/C, free WiFi, cable TV, and a private washer/dryer. You'll also have a deck with a gas grill for those nights you're in the mood for barbecue. If you have a car, no problem: There's one private off-street parking spot, and street parking is free. This lovely Key West home awaits your arrival. Book it today and start making plans for your sunny Florida retreat! *Please note you must be 25 or older to make a reservation on this property.* *Please contact Vacasa for our special Snowbird rates! This property is managed by Vacasa Florida LLC. A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

Surrounded by possibilities for fun and relaxation, this Key West cottage offers up to four guests the chance to bask in the warm Florida sun. Featuring a private hot tub, pristine seasonally heated shared pool, and easy access to a wide range of local attractions, this home puts you right in the middle of the action. The family dog is also welcome to join you for an additional nightly fee. Located in the Palm Garden community, you can walk six blocks to Duval Street and the Historic Seaport. Check out the exhibits at the Dry Tortugas Museum just a mile away or spend the day sunbathing at Higgs Beach just a mile from your front door. Enjoy a light breakfast out on the deck in the tropical garden, and then get your gear ready for a day on the sugar-sand beaches. Rent a jet ski to skip across the waves, or maybe book a spot on a charter deep sea fishing trip to catch the big one. Float in the shared pool while you stream some tunes over the free WiFi. Let the day slip away as you ease into the private hot tub and then whip up a dish in the fully equipped kitchen. With a private washer/dryer, cable, street parking, and lush landscaping, this is the ideal spot to get away from it all. Treat yourself to a well-deserved getaway filled with beachside fun, mouth-watering dining spots, and relaxation when you book your stay at this Florida retreat. *Please note you must be 25 or older to make a reservation on this property.* A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

1B/1B condo located in Old Town less than a 1/2 block from Duval St. & just a few blocks from the Southernmost Point, Hemingway House & many other Key West attractions. Bella Vita features a wrap-around porch with chairs, living room with leather sofa, galley kitchen with bar seating, large bedroom with king-size bed, dresser & vanity area, bathroom with large walk-in shower, high-speed internet, sound machine, 2 flat-screen Smart TVs, DVD players, BlueTooth stereo system with CD player & radio.

Bella Vita is located in the highly sought after historic district of Key West known as Old Town. Bella Vita is literally steps from Duval Street, with many attractions located just a few blocks away, including the Southernmost Point, South Beach, Hemingway House, Key West Lighthouse, and the Key West Butterfly & Nature Conservatory. The Old Town Trolley and Conch Tour Train both have stops nearby. You will also find that many of the restaurants and bars you will definitely want to visit are just around the corner or a short walking distance from Bella Vita, including but not limited to: La Te Da, Banana Cafe, Salty Angler, Cork & Stogie, Ana's Cuban Cafe, Deuce's Off the Hook Grill, Grand Vin, La Grignote, Louie's Backyard, and Six-Toed Cat. Bella Vita is also close to Higgs Beach (1.1 miles), Fort Zachary Taylor State Park (1.1 miles) and Mallory Square (1.2 miles).

Unique and beautifully renewed apartment in the heart of Key West. Spacious bedroom with King Size bed and Walk-in Closet, large living room with pull-out sofa bed and kitchen. Take advantage of our unbeatable reopening prices and enjoy! ♡

Brand new, beautiful colors and large spaces. The affordable luxury in downtown Key West. One block from the Ocean, two minutes walk to watch the beautiful Key West Sunset.

Our properties are located in the middle of old town Key West, the best restaurants, bars, shops, tourist attractions are literally a few minutes walking distance. While this is a huge asset, it also means, that it won’t be as quiet as a property on the more remote side of the island, but from where there will be a 20 to 30 minutes daily commute (each way) if you would like to experience the “true Key West”. Our street is a quiet one way street but it’s only one block away from Duval St, and the famous Sloppy Joe’s is just around the corner. Also, the Monday morning garbage pick up can be a bit noisy, but please keep in mind, that this happens only Mondays, so they won’t be bothering you any other mornings. We are proud to say that currently we have about 600 reviews and are managing to stay between 4 to 5 stars at all times. These reviews can be very helpful when choosing the best place for your vacation so please take a look and see what experience did other guests have while staying with us. Mallory Square ☀ the famous Key West sunset 2 minutes of hard walk Duval Street, just around the corner Ocean, Simonton Beach, two blocks Sloppy Joe's, exit on the street, left, enter Truman White House, visibly close Dante's Pool, 5 minutes of exhausting walk on the sun Hard Rock Cafe, next street to the right Mel Fisher's Treasures, two blocks Oldest House, three blocks Hemingway's old bar, cross the street, he's home is a bit further Pepe's, you can walk in your pajamas ... Probably it would be easier to list what is not in 10 minutes walking radius :)

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.* Sink into the comfort of this lovely Key West home for 10, and enjoy a luxurious Florida getaway, complete with private pool and excellent location, allowing you to walk to dining and all the sights. This home is located on a quiet street in Old Town Key West, a couple of blocks from Key West Bight, restaurants, and museums. Walk to Duval Street for excellent dining and shopping, with other major attractions about a mile away. With a predominately white interior and high ceilings, this home has a dreamy feel and offers loads of comfort with amenities like central A/C, free WiFi, flatscreen cable TVs with VCR/DVD players, and private washer/dryer. Outside, you'll have a lush patio with a grill, heated pool, and there's even a private parking spot for your car. Book this inviting home today, and treat yourself to the best Key West has to offer. The family dogs (30 lbs. max) are welcome to join you here! *Please contact Vacasa for our special Snowbird rates! *Please note you must be 25 or older to make a reservation on this property.* *Please note that last-minute bookings cannot be made online. Call Vacasa for details.* This property is managed by Vacasa Florida LLC.

There is no better welcome to Key West than staying in local and famous folk artist Mario Sanchez's birth home. This home was built in the 1860's in the heart of the historic Gato and Merrero cigar factory villages. Featuring original Dade County pine construction, and located right on historic Duval Street, the Sanchez House is guaranteed to offer the historic atmosphere and living a part of Key West many visitors want to experience. Sit on the balcony and enjoy the trade winds & Ocean Breeze.

This room is one of three and unique. You will be right on Duval street above an authentic French Bakery. There is coffee and tea service provided at no charge in the common hallway. You will be right in the heart of Old Town Key West 2 blocks from the southernmost point of the USA.

Located two blocks from the Southernmost point, Atlantic Ocean and Southernmost beach, get ready to indulge in the best Key West has to offer. Situated above a French bakery on Duval's quietest block, this home offers an authentic Key West experience.

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

Breathe the fresh ocean air and gaze upon tropical sunsets on your next trip to Key West with this one-bedroom, one-bathroom condo. You'll enjoy entertainment, private parking, and a great central location that lets you make the most of your vacation. Part of a complex with three other condos in the middle of downtown, you'll be an easy walk from the bars and restaurants on Duval Street, not to mention historical attractions and the golden sands of the beach. Orchid Suite is the perfect place to recuperate after a long day. Kick back on the couch to watch some cable TV, freshen up in the shower, or prepare a small bite to eat before heading out for a night of dancing. Free WiFi makes it easy to plan your days in advance, and air-conditioning gives you a break from the heat. This Key West vacation will be a hard one to top - secure your accommodations today! *Please note you must be 25 or older to make a reservation on this property.* A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.* Two bedrooms, two bathrooms, and incredible beauty await you in this condo in Key West! The Florida Keys are yours to cherish, with amenities like a shared pool and an outdoor shower. Thanks to its convenient location near the airport, your new home away from home is perfectly positioned for exploring the westernmost of the Florida Keys! The ocean is only a few moments away, while Key West's downtown - and sandy beaches to the south - are but a quick drive from your door. Back at home, you can beat the heat with a dip in the shared swimming pool, before rinsing off in the outdoor shower before you head upstairs. Lounge in the colorful living room by the flatscreen TV, before using the kitchen to whip up a delicious meal for your family and friends. You can even stream your favorite music via the free WiFi! Start your next getaway today and place your reservation! *Please note you must be 25 or older to make a reservation on this property.* This property is managed by Vacasa Florida LLC. A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

This place is extraordinary. There is nothing like it in Key West. Just 3 blocks from Duval Street, this property sits on Key West’s only natural beach. Hidden Beach is right on the Atlantic Ocean nestled between Key West’s best restaurant (Louie’s Backyard) and the beautiful, luxurious Reach Resort.Here, you can enjoy spectacular views and sunsets from one of the islands only private beaches or you can stroll through Old Town, an amazing architectural and botanical treasure.

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

Escape to Key West for a romantic getaway for two and walk to the beach, dining, and other attractions when you make this cozy, efficiency studio yours. You'll be located in a quiet neighborhood and surrounded by tropical vegetation and decking for great views. You'll be within walking distance to Duval Street and its shops, restaurants, and bars, as well as other Key West attractions. This rental is ideal for a couple looking for a great value and some time to get away from it all. You'll have amenities like free WiFi, a large flatscreen cable TV, shared washer/dryer, and street parking. The kitchenette has a dishwasher, microwave, and coffeemaker. If it's under 30 pounds, the family dog is also welcome to join you for an additional nightly fee. Book this cute and compact rental today, and get ready for your fun-filled, private Key West retreat! *Please note you must be 25 or older to make a reservation on this property. A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

The Standard provides guests with a stylish stay. Perfect for the traveler who needs a quick retreat before heading poolside or exploring the island. Please note: Your room charge has been taken prior to your arrival as a deposit. A remaining balance of the taxes (FL Monroe County Occupancy Tax: 5%) and Resort fee: 42.75 per accommodation, per night will be charged on arrival, along with an incidental hold of $100, if no charges are incurred the incidental hold is released.

As a desirable location spot, Key West has its share of hotels with varying prices. The Gates Hotel is the best-priced option on the island, with pool access, clean, beautiful rooms, great customer service, shuttle services and more. You’ll be hard-pressed to find other hotels that offer so much value at such a low price.

Hop on a scooter, bike or our downtown shuttle and head to Mallory Square for the island's famous sunset celebration. Find a party, bar or live music performance and lose yourself on Duval Street. Stroll the quiet lanes of Key West's subdued residential neighborhoods in search of architectural splendor and a sense of peace. Enjoy a sun-splashed afternoon on the beautiful beaches of Fort Zachary Taylor State Park or play 18 holes at Key West Golf Club. All of this and more is within reach at The Gates.

Located in the heart of Old Town, we are three blocks from Duval Street, a 10-minute walk to Higgs Beach, and around the corner from the best, least-expensive meal in town--El Siboney Cuban Restaurant. We suggest bicycling around Key West. Rentals from We-Cycle Bike Shop can be delivered to our door. Two blocks away, The Duval Loop offers free air-conditioned bus service 7 a.m. until midnight. In your room you'll find a binder with our recommendations for excursions, tours, & restaurants.

For 23 years we've provided a charming, clean, quiet, & secluded room with private entrance, newly-renovated bathroom, and a double bed to those travelers looking for a more authentic Key West experience. Just steps away from your door is the pool and your own deuce table and chairs. The pool and deck are surrounded by a lush tropical garden complete with a mango tree, fish pond, and fountain. Make yourself at home in the lounge chairs or the comfy chairs overlooking the pool where you can enjoy a leisurely morning brew or a glass of wine at the end of another beautiful day. You'll find a Keurig coffeemaker and tea kettle, along with a selection of coffees and tea, on the covered patio as well as a small refrigerator for your left-overs, drinks, and snacks. We provide beach towels and WIFI access.

Our home is located close to Duval Street, shops, notable galleries, & restaurants, but once you turn onto our street and enter our front gate, you can relax and unwind surrounded by our beautiful garden with native and tropical trees, fragrant flowers, butterflies, and birds!

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.* This dog-friendly cottage includes street parking, a shared pool, and a location near Duval Street. Nestled in a quiet neighborhood about a mile from Higgs Beach Dog Park and a little under a mile to Mallory Square, you'll be able to get out and about with ease. With fresh seafood restaurants and dining spots right around the corner on Duval Street, you won't have to go too far to dive into it all. Take some time to wander through the unique shops to find that perfect prize to remember your trip. Do some stand-up paddleboarding or snorkeling while you're here. Spend a relaxing afternoon by the shared pool. Connect to the free WiFi to book a reservation at a restaurant or cook a dish on the gas grill or convenient kitchen. Catch up with your favorite cable show in the central A/C while the private washer/dryer makes sure the laundry gets done. Chill out on the patio and slip into vacation mode. Two dogs are welcome for a small nightly fee. Whether you're taking in everything the beach scene has to offer, kicking back by the shared pool, or playing with your pups at the dog park, this Florida home makes it easy to let the stress melt away! **This is a pet friendly unit with a two dog limit and a 35 pound weight limit for each dog.** *Please note you must be 25 or older to make a reservation on this property.* This property is managed by Vacasa Florida LLC. A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

Tucked away in the trees, this Key West hideaway is a great choice for couples or small families. Shared hot tub access and patio space will have you feeling right at home in Pelican Suite! Take a walk a couple blocks down and you're at the beach, toes in the sand. Local staple Louie's Backyard awaits you when you're ready for happy hour or dinner. Plenty of other restaurants and shops line historic Duval Street, a block away from your stay here. Pelican Suite is part of a larger property that can be rented all together for bigger groups. You'll have sleeping space for four here, as well as a kitchenette, full bathroom, cable TV, and free WiFi. The family dog is also welcome to join you for an additional nightly fee. Reserve your spot at this tropical suite today! *Please note you must be 25 or older to make a reservation on this property.* *Please note that last-minute bookings cannot be made online. Contact Vacasa for details.* A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

Relaxation will come easy at this studio condo in Key West. With a calming interior, entertainment, and an awesome location with a private parking spot (with off-street parking) close to all the action, this getaway will be one to remember! Located in a historic building just one block from central Duval Street, you'll appreciate the Old World charm and the convenience of having a home base in the middle of all the action. Set sail into the sunset on a champagne cruise, book a scuba diving adventure, and feast on all the seafood you can imagine followed by a heavenly slice of key lime pie. Rest up between excursions in your comfortable, air-conditioned condo, whip a light snack in the kitchen, and plan upcoming adventures with free WiFi. If you're looking to enjoy a night in you can put a movie on the TV. Days in paradise feel free of time, which is exactly what you need right now - book your escape today! *Please note you must be 25 or older to make a reservation on this property.* A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

The rooms have a door bell, low peep hole, ADA compliant phone and hearing impaired fire strobe. The bathrooms are equipped with grab bars and shower chairs provided upon request. Your room charge has been taken prior to your arrival as a deposit. A remaining balance of the taxes (FL Monroe County Occupancy Tax: 5%) and Resort fee: 42.75 per accommodation, per night will be charged on arrival, along with an incidental hold of $100, if no charges are incurred the incidental hold is released.

As a desirable location spot, Key West has its share of hotels with varying prices. 24 North Hotel is the best-priced option on the island, with pool access, clean, beautiful rooms, great customer service, shuttle services, and more. You’ll be hard-pressed to find other hotels that offer so much value at such a low price.

Hop on a scooter, bike or our downtown shuttle and head to Mallory Square for the island's famous sunset celebration. Find a party, bar or live music performance and lose yourself on Duval Street. Stroll the quiet lanes of Key West's subdued residential neighborhoods in search of architectural splendor and a sense of peace. Enjoy a sun-splashed afternoon on the beautiful beaches of Fort Zachary Taylor State Park or play 18 holes at Key West Golf Club. All of this and more is within reach at 24 North.

The health and safety of our guests, homeowners, and employees is our number one priority. Many of our vacation rentals minimize person-to-person contact with private amenities and entry via smart locks or lockboxes. Plus, each reservation is backed by 24/7 customer support and expert cleaning in line with current CDC guidelines.

Slip into island time at this one-bedroom, one-bath condo for four in Key West, where you'll have entertainment and nearby beach access in an awesome central location. Sitting right downtown on Simonton Street, you're one street over from all the restaurants and bars on Duval, and within easy walking or biking distance from all the main attractions. You'll even have a coveted private parking spot off the street - lucky you! Relax in this air-conditioned home and watch cable TV, browse the free WiFi, and whip up a light snack in the kitchen. Head to the covered porch while you listen to bird songs floating over from the secret garden nearby. Say goodbye to your worries and hello to seafood and sunshine - book your escape today! *Please note you must be 25 or older to make a reservation on this property.* A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.