Vacation Rentals By Owner In Key West, FL

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrSUITE SANCTUARY is a luxurious penthouse condo that overlooks the ocean and is certain to be your haven from everyday life. This newly renovated condo features many delights throughout, from the vaulted ceilings to the fresh tile floors reminiscent of a walk on the beach. The large balcony offers a place to relax and enjoy the warm Florida weather while watching the ocean lap at the shore. SUITE SANCTUARY is located in an upscale private community within walking or biking distance to all of your favorite Key West spots, including beaches, restaurants and activities. A stay at SUITE SANCTUARY is the dose of reality that will remind you just how sweet life can be.brbrTHE LIVING AREA...brbrA unique feature of SUITE SANCTUARY is the vaulted ceilings – in a lovely white wood that sets the tone for this gorgeous beachside condo. The floor-to-ceiling sliding glass doors allow plenty of natural light to fill the living area. There's a large flat-screen TV to enjoy on those nights you feel like curling up and watching your favorite show. The living room features a large comfortable sofa, that pulls out to a Queen sleeper for extra guests, and two armchairs. The fully-equipped kitchen has stainless steel appliances and all of the tools the chef in your group will need to prepare a meal. There's an indoor dining table for six with additional seating at the kitchen bar. The outdoor dining table, which seats six, is perfect for when you decide to stay in and enjoy an ultimate sunset dinner.brbrTHE POOL, THE BEACH & TENNIS...brbr1800 Atlantic offers Resort-style amenities, including an extra large Community Pool right downstairs. There are chaise lounges surrounding the pool for your comfort, and a cabana with restrooms for your convenience. From the pool, there's a walking path that leads to the on-site beach. The on-site beach offers a relaxing setting, with chaise lounges and soft sand. There is no direct water access from this beach, but Smathers Beach, Key West's largest public beach, is located within walking distance right next door. There is also an oversized Jacuzzi and a picnic area with BBQs available for guest use. You'll also have access to the newly built fitness center and Key West's only clay tennis courts, both located on-site.brbrTHE ACCOMMODATIONS...brbr** Master Bedroom: King bed, a large flat screen TV, direct access to the balcony, and an en-suite bathroom with an oversized shower.brbr** Second Bedroom: Two Twin beds OR One King bed, a flat screen TV, direct access to the balcony, and access to the full second bathroom.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen TVs in Living Room & All Bedroomsbr** Fully Equipped Kitchenbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels providedbr** Wireless high-speed Internet access & full cable includedbr** Full Time Concierge ServicebrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Community Pool Accessbr** Community Jacuzzi Accessbr** Assigned off-street carport for 1 car (Parking Garage has a low clearance of 6'2)br** Key West's only clay tennis courtsbr** Handball courtsbr** Fitness Centerbr** Dry Saunasbr** Picnic areas with BBQsbr** Recreation rooms available for private partiesbrbrOther notes:brbr** Interim housekeeping provided upon requestbr** This property will accommodate up to 6 adultsbr** This complex has both visitors and locals living here, we expect our guests to be mindful & respectful of the posted rulesbr** Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

**SUITE SANCTUARY @ THE BEACH** Oceanfront Condo & Pool + LAST KEY SERVICES...

Key West, Florida, United States

Bed

Bath

Sleeps

$716.07

WELCOME TO JASMINE PLACE!brbrbrJasmine Place is a beautiful and enchanting home conveniently located next door to the Ernest Hemingway Home and Museum and just across the street from the Key West Lighthouse.brbrYou are marveled with the grandeur and history that is so well maintained when looking at this home from the street. The two-story home, behind a white picket fence has brick steps leading to a large front porch and grand balcony that perfectly overlooks the Lighthouse.brbrUpon entrance, the Jasmine Place celebrates original carpenter hard wood flooring beneath the open concept features of a family friendly, entertaining home. The spacious living and dining areas lead directly outside through kitchen’s French Doors. The inviting light makes this home a perfect place to relax or entertain.brbrThe first floor serves as living space, kitchen space, and has one full bathroom that access the outside patio. The bathroom is also equipped with a washer dryer unit. The clean, white kitchen has the perfect view of this spacious backyard. This allows the tropical breeze in while watching friends and family outside grilling, swimming or lounging.brbrUp the original wooden stairs, the second floor of the home has two bedrooms and one full bath. The first bedroom has a queen size bed, and large windows. The second bedroom has a king bed and also has large windows to allow that natural tropical light in. The balcony on the second story has a perfect view of the Key West Lighthouse and overlooks Whitehead Street. The entry to the balcony is through a common area hallway and has chairs for relaxing.brbrThe backyard is landscaped with a tropical, local plants. The deck and private pool allow plenty of space for lounging, grilling, and outdoor dining. Plenty of outdoor seating can accommodate all your friends and family!brbrThe proximity to Duval Street, shopping, restaurants and the many activities Key West has to offer are walking distance. Although there is no need for a car, there is a private, gated, narrow off street driveway for your use only. Small cars only, SUV's will have a hard time parking here).brbrImportant Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. brbrGuests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check. br brThis is not a shared pool and not heated. brPets accepted with non refundable depositbrbrbr**PLEASE NOTE: THE HEMINGWAY HOUSE HOSTS EVENTS THERE AND MUSIC TILL 10 PM OR LATER SOMETIMES.brVirtual Tour Url: https://my.matterport.com/show/ m=KTTMKmULBc5

Jasmine Place - Right there with Hemingway - 2BD/2Bath - Private Pool

Key West, Florida, United States

Bed

Bath

Sleeps

$301.46

AGE REQUIREMENT:brEveryone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and primary renters are 25 years or older. We do not accommodate bachelor parties, bachelorette parties, student groups or construction workers-NO EXCEPTIONSbrbrThis property is a 30 night minimum. brbrFEATURES:brBedrooms: 3 (1 king, 1 queen, and 1 queen)brBathrooms: 2brLocation: Key HavenbrSquare Feet: 1870brParking: Off street parking behind gated driveway (NO garage access) and parking along fencebrAmenities: Wifi, TVs, in-unit laundry, boat trailer parking, dock space for 1 boat about 33 feet, private pool, outdoor bar area, outdoor showerbr*The pool has been resurfaced, and the outdoor grill area has been redone*brbrTHINGS TO KNOW: brRestrictions/Rules: No smoking. No Pets.brbrCheck in: 4PM - We do not guarantee an early check in request will be granted because we need to give the housekeepers time to ready the units for check-in, however, should your unit be ready early, we will notify you from this number that you can check-in. No units will be able to accommodate a check-in earlier than 12pm. brbrCheck out: 10AM - We do not accommodate late check outs. brbrItems provided: All linens, bath towels and beach towels are provided for your convenience. You are provided an initial supply of bath soap, dish washing liquid, toilet paper, laundry detergent and paper towels. Additional supplies are the responsibility of the renter, or once the initial supply is used.brbrPool heating is $100 per week and must be requested in advance

Key Haven 3bedroom 2bath canal front home w/boat dock, private pool, parking

Key West, Florida, United States

Bed

Bath

Sleeps

$511.76

Unique oceanfront living only 65 feet from the Atlantic!brbrThe Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. brbrThis comfortable 2 bedroom unit features a huge oceanfront balcony accessed from both the living/dining area and master bedroom.brbrThis unit features central heat/air, cable TV, washer/dryer, well equipped kitchens, 2 baths, security entry, one reserved parking space in the garage and elevator access.brbrResort amenities include 2 ocean side pools (one heated), tennis court, outside cooking facilities, workout room and sauna. Sleeps 4-5 (with extra charges over 4).brbrPlease note: the Key West Beach Club Condo Association requires additional registration, which includes providing copies of photo IDs and background checks for everyone over the age of 17, in advance of your arrival. Details will be provided along with your RKWV rental agreement. NO CHECK-INs ALLOWED AFTER 10 p.m. at the Key West Beach Club.brbrBedding: 1 queen, 2 twins, 1 futon (in 2nd bedroom)brbr*Disclaimer: Due to the property's oceanfront location, please be aware that Key West experiences seasonal occurrences of fermenting turtle grass along the south shore of the island brought on by our southern winds in the summer. This is a natural phenomenon that is outside of our control.

Beach Club #112 - Unique Oceanfront living

Key West, Florida, United States

Bed

Bath

Sleeps

$496.96

This charming one bedroom cottage is the perfect hideaway.brbrThe quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West classics like The Bull, Sloppy Joe's, and Hog's Breath as well as a plethora of delicious restaurants. Venture just a short distance further to Mallory Square or the famous Historic Seaport. It's easy to see why this location is unbeatable. The shared compound, of 6 total homes, features a winding brick pathway surrounded by tropical foliage and flowers that lead to a free form heated pool tucked away in the far side of the gardens. Take a refreshing dip, lounge and catch some sun, or enjoy a good book while being surrounded by beautiful trees and plants. This truly is a relaxing outdoor oasis!brbrThis bright and airy cottage has tile floors throughout, a king sized bed, spa bath, a shared free form pool and washer/dryer. There is also a good-sized private deck with outdoor furniture for your enjoyment and comfort.brbr(The Ann Street Compound Homeowners Association requires all occupants to be 16 + yrs. Regretfully, NO Children under 16 are allowed. This home is also not pet-friendly) brbrSTREET PARKING ONLYbrbrBedding: 1 king

Cottage

Ann Street Tranquility: A cozy and peaceful cottage

Key West, Florida, United States

Bed

Bath

Sleeps

$542.22

Summary:brbrThis listing is two suites across the hall from each other. Little Palm Suite is a one bedroom (king) 1 bath suite with a sleeper sofa (king) and kitchen. Overlooking the heated and cooled pool in Historic Old Town, Key West. brbrKey Lime Suite is a one bedroom (king) 1 bath suite with a sleeper sofa (queen) and full kitchen complete with pots, pans, dishes, coffee, etc. Duval Street Suites is close to shopping, restaurants, attractions, & quietly secluded when you step off Duval and into the property.brbrbrbrThe Space:brbrThe Little Palm suite is located within Duval Street Suites Penthouse which consists of 6 private suites. The suite is individually designed and decorated with 400 luxurious square feet each to relax and enjoy. Vibrant Caribbean colors and décor with relaxed and enjoyable furnishings are the setting to this suite. Take a cue from Key West's famous historic resident, Ernest Hemingway, who used the island's natural beauty to revive and recuperate. The Little Palm Suite with the blue and green tropical colors and tropical urban décor is reminiscent of Hemingway’s lifestyle. The infamous writer’s house is right around the corner. This makes this suite the epitome of tropical island urban lifestyle. This suite offers 1 (one) King bed and 1 (one) King sofa sleeper. There is a fully equipped kitchen, dining area, and a sleeper sofa. The bedroom en-suite can be closed for privacy with the bi-fold louver doors. brbrbrbrKey Lime Pie, designated as the official pie of the state of Florida, makes its home in Key West. Key Lime Pie Suite faces the shaded pool backyard. This suite offers 1 (one) King size bed and 1 (one) Queen sofa sleeper. A fully equipped kitchen with pots pans, dishes, coffee, filters etc.. Dining area and sofa sleeper are in the main room with smart TV and free Hulu Live access. The bedroom en-suite can be closed for privacy with the bi-fold louver doors. brbrbrbrThe Suites are complete with all standard hotel accommodations, including two full private bathroom, cable television, Highspeed Wi-Fi, plus access to two washers and dryers (shared in the hallway). The pool area has a BBQ grill, lounge chairs and a dining and picnic area with outdoor bar and TV. Traveling with other friends or family members, Duval Street Suites offers a truly unique layout with six individual suites. The property then can be rented as a whole Penthouse for one large group. We are a locally owned and operated vacation rental.brbrbrbrGuest Access:brbrDuval Street Suites utilizes key-less entry and self check-in. You will have access to free Wi-fi, Hulu streaming service, a private pool with gate codes and reserved only for guest staying at the property.brbrbrbrThe Neighborhood:brbrWithin walking distance to several highly rated restaurants, shops, and entertainment venues to meet the needs of all groups and ages. A short 5-10 minute walk will get you to: The Key West Butterfly and Nature Conservatory, Key West Lighthouse, The Hemingway Home and Museum, and Southernmost Point of the Continental USA. Mallory Square, is a 15 minute walk from the property. The street performers, food carts and sunset are sure to leave you with that warm and fuzzy feeling. Duval Street Suites is surrounded by several restaurants within 5-10 minutes of walking such as: Moon Dog Café, DJ's Clam Shack (featured on Food Network's, Diner's, Drive-in's and Dives), Better Than Sex- A Dessert Restaurant, Blue Heaven, Sloppy Joes, Hard Rock Café and many more hidden gems along the way. Close to everything and yet its still quiet and private at the calmer end of Duval Street, but mere minutes away from all the action. Duval Street Suites is almost perfect!brbrbrbrGetting Around:brbrKey West is a small city on a tiny Island. Streets are narrow and often congested with cars, motorcycles, people and chickens! To save money on gas, promote a low carbon-footprint, and to protect our tropical environment, several businesses are dedicated to daily or weekly rentals such as: golf carts, scooters, bicycles, and other types of unique transportation that's efficient and fun. Old Town Trolley Tours, has a hop-on hop-off Trolley that will get you around town with 13 different stops along the route. You can shop, eat, and sight see at your leisure and then board the train for the next adventure. The Conch Tour Train, established in 1958, is a 75 minute historic sightseeing tour that will give you fun facts and history while you tour Key West.brbrbrbrOther Things to Note:brbrDuval Street Suites would appreciate the opportunity to host your stay in Key West! Please feel free to send us an email with any questions or request you may have. We are happy to help! Come relax and let us be a part of your memories for a lifetime.brbrbrbrInteraction with Guests:brbrSelf Check-in, contactlessbrbrDuval Street Suites office (305)-240-2470brbrEmail: Magen@Keysvacation.com

Apartment

Historic Old Town Two Duval Street Suites w heated pool

Key West, Florida, United States

Bed

Bath

8

Sleeps

$551.25

Summary:brbrThe Key West Suite is a one bedroom (king) 1 bath suite with a sleeper sofa (queen) and kitchen. Across the hall, the Mile Zero Suite is a one bedroom (queen) 1 bath suite with a sleeper sofa (king) and kitchen. Overlooking Duval street in historic Old Town, Key West. Free parking available and the heated and cooled pool is privately located behind the building . Located in the middle of everything yet quiet and away from it all. This space is truly unique and sure to please all ages.brbrbrbrThe Space:brbrThe Key West suite has Vibrant Caribbean colors and décor with relaxed and enjoyable furnishings are the setting to this suite. Cool blue and green accents hint at Key West's history as a seafaring town and its people's deep connection to the sea that continues today. The Suite is complete with all standard hotel accommodations, including a full private bathroom, cable television, and internet access, plus access to washers and dryers. brbrbrbrThe Mile Zero suite reminds you of the inviting blue waters you find at the end of US Highway 1. In fact, Duval Street Suites, sits only a short walk away from the southernmost tip of the continental United States. This suite still has all the mainland amenities, including 1 (one) Queen bed and 1 (one) Queen sofa sleeper. There is room for mixing drinks and dining off of the kitchen and a comfortable couch for you and your guests. In addition, this suite boasts 90 degree views overlooking Duval Street. The Suite is complete with all standard hotel accommodations, including a full private bathroom, cable television, and internet access, plus access to a washer/dryer. brbrbrbrThe pool area has a BBQ grill, lounge chairs, dining and picnic area with outdoor bar and TV area. The 4 parking spaces in the rear of the property and one space is assigned to this listing. Traveling with other friends or family members, Duval St. Suites offers a truly unique layout with six individual suites. The property then can be rented as a whole Penthouse for one large group. Please contact us with any questions for how we can accommodate your stay. We are a locally owned and operated vacation rental ready to host!brbrbrbrGuest Access:brbrDuval Street Suites utilizes key-less entry and self check-in. You will have access to free Wi-fi, Hulu streaming service, a private pool reserved for guest staying at the property located directly behind the building. Duval Street is located in the front of the building.brbrbrbrThe Neighborhood:brbrWithin walking distance to several highly rated restaurants, shops, and entertainment venues to meet the needs of all groups and ages. A short 5-10 minute walk will get you to: The Key West Butterfly and Nature Conservatory, Key West Lighthouse, The Hemingway Home and Museum, and Southernmost Point of the Continental USA. Mallory Square, is a 15 minute walk from the property. The street performers, food carts and sunset are sure to leave you with that warm and fuzzy feeling. Duval St. Suites is surrounded by several restaurants within 5-10 minutes of walking such as: Moon Dog Café, DJ's Clam Shack (featured on Food Network's, Diner's, Drive-in's and Dives), Better Than Sex- A Dessert Restaurant, Blue Heaven, Sloppy Joes, Hard Rock Café and many more hidden gems along the way. Close to everything and yet its still quiet and private at the calmer end of Duval Street, but mere minutes away from all the action. Duval Street Suites is close to perfect!brbrbrbrGetting Around:brbrKey West is a small city on a tiny Island. Streets are narrow and often congested with cars, motorcycles, people and chickens! To save money on gas, promote a low carbon-footprint, and to protect our tropical environment, several businesses are dedicated to daily or weekly rentals such as: golf carts, scooters, bicycles, and other types of unique transportation that's efficient and fun. Old Town Trolley Tours, has a hop-on hop-off Trolley that will get you around town with 13 different stops along the route. You can shop, eat, and sight see at your leisure and then board the train for the next adventure. The Conch Tour Train, established in 1958, is a 75 minute historic sightseeing tour that will give you fun facts and history while you tour Key West.brbrbrbrOther Things to Note:brbrDuval Street Suites would appreciate the opportunity to host your stay in Key West! Please feel free to send us an email with any questions or request you may have. We are happy to help! Come relax and let us be a part of your memories for a lifetime.brbrbrbrInteraction with Guests:brbrSelf Check-in, contactlessbrbrDuval Street Suites office (305)-240-2470brbrEmail: Magen@Keysvacation.com

Two Duval Street Suites Condos w free parking and heated pool

Key West, Florida, United States

Bed

Bath

Sleeps

$574.91

Summary:brbrCuban Club Suite is a one bedroom (queen) 1 bath suite with a queen murphy bed and kitchen with bathroom. Overlooking Duval street in historic Old Town, Key West. Paradise Suite is a one bedroom (king) with a pull down bed (queen murphy bed) and kitchen with a full bathroom. In historic Old Town, Key West. One free parking space is available and the heated and cooled pool is privately located behind the building . Located in the middle of everything yet quiet and away from it all. This space is truly unique and sure to please all ages.brbrbrbrThe Space:brbrCuban Club Suite is situated in the corner of the penthouse and is the perfect way to experience 180 degree views overlooking Duval Street in an open-concept room. Far from an outdated or run-of-the-mill hotel room, this suite offers mid century style furnishings with bright teal, orange and yellow Cuban colors and textures. It is styled to take guests back to a time when Cuban culture dominated Southern Florida- when Cuban music filled the streets, hand rolled Cuban cigars were everywhere, and Mojitos were the most popular drink on the menu. Besides style, Cuban Club Suite offers guests 1 (one) Queen bed and 1 (one) Queen pull down bed. There is room for dining and mixing drinks next to the kitchen while relaxing after a day at the pool or beach. brbrbrbrThe paradise suite is individually designed and decorated with 400 luxurious square feet each to relax and enjoy. Vibrant Caribbean colors and décor with relaxed and enjoyable furnishings are the setting to this suite. One of the more colorful suites Duval St. Suites has to offer, the Paradise Suite captures classic Key West: colorful people, bright sunny days, and an endless amount of fun. It is also one of the bigger suites in the penthouse, offering 1 (one) King sized bed and 1 (one) Queen murphy bed. There is a fully equipped kitchen, dining and living room area and private bathroom. The bedroom en-suite can be closed for privacy with the bi-fold louver doors. brbrbrbrThe two suites are complete with all standard hotel accommodations, including two full private bathroom, cable television, and internet access, plus access to a washer/dryer. The pool area has a BBQ grill, lounge chairs, dining and picnic area with outdoor bar and TV. One of four parking spaces in the rear of the property are free of charge for guests. Traveling with other friends or family members, Duval Street Suites offers a truly unique layout with six individual suites. The property then can be rented as a whole Penthouse for one large group. We are a locally owned and operated vacation rental.brbrbrbrGuest Access:brbrDuval Street Suites utilizes key-less entry and self check-in. You will have access to free Wi-fi, Hulu streaming service, a private pool reserved for guest staying at the property located directly behind the building. Duval Street is located in the front of the building.brbrbrbrThe Neighborhood:brbrWithin walking distance to several highly rated restaurants, shops, and entertainment venues to meet the needs of all groups and ages. A short 5-10 minute walk will get you to: The Key West Butterfly and Nature Conservatory, Key West Lighthouse, The Hemingway Home and Museum, and Southernmost Point of the Continental USA. Mallory Square, is a 15 minute walk from the property. The street performers, food carts and sunset are sure to leave you with that warm and fuzzy feeling. Duval Street Suites is surrounded by several restaurants within 5-10 minutes of walking such as: Moon Dog Café, DJ's Clam Shack (featured on Food Network's, Diner's, Drive-in's and Dives), Better Than Sex- A Dessert Restaurant, Blue Heaven, Sloppy Joes, Hard Rock Café and many more hidden gems along the way. Close to everything and yet its still quiet and private at the calmer end of Duval Street, but mere minutes away from all the action. Duval Street Suites is close to perfect!brbrbrbrGetting Around:brbrKey West is a small city on a tiny Island. Streets are narrow and often congested with cars, motorcycles, people and chickens! To save money on gas, promote a low carbon-footprint, and to protect our tropical environment, several businesses are dedicated to daily or weekly rentals such as: golf carts, scooters, bicycles, and other types of unique transportation that's efficient and fun. Old Town Trolley Tours, has a hop-on hop-off Trolley that will get you around town with 13 different stops along the route. You can shop, eat, and sight see at your leisure and then board the train for the next adventure. The Conch Tour Train, established in 1958, is a 75 minute historic sightseeing tour that will give you fun facts and history while you tour Key West.brbrbrbrOther Things to Note:brbrDuval Street Suites would appreciate the opportunity to host your stay in Key West! Please feel free to send us an email with any questions or request you may have. We are happy to help! Come relax and let us be a part of your memories for a lifetime.brbrbrbrInteraction with Guests:brbrSelf Check-in, contactlessbrbrDuval Street Suites office (305)-240-2470brbrEmail: Magen@Keysvacation.com

Two Duval Street Suites w free parking and heated pool

Key West, Florida, United States

Bed

Bath

8

Sleeps

$354.44

Summary:brbrLuxury monthly rental with private pool in The Sanctuary at Key West Golf ClubbrbrbrbrThe Space:brbrExperience island living at its finest in this beautifully updated 3 bedroom, 2.5 bathroom residence located in the exclusive Sanctuary enclave within the Key West Golf Club community. This sophisticated two-story home offers the perfect blend of modern comfort, elegant design, and resort-style surroundings — ideal for an extended stay in paradise.brbrbrbrStep inside to a bright, open floor plan where the living, dining, and kitchen spaces flow seamlessly together. The chef-inspired kitchen features premium appliances, quartz waterfall island with seating, and custom cabinetry — perfect for preparing meals or entertaining. The adjoining living area is flooded with natural light, opening through floor-to-ceiling sliding doors to a private backyard oasis. Relax by the sparkling private pool and waterfall surrounded by lush tropical landscaping, accent lighting and peaceful garden paths.brbrbrbrThe main floor includes a versatile den or home office space, which can be closed off for privacy when needed. Upstairs, the primary suite boasts vaulted ceilings, a luxurious ensuite bath, and a private covered balcony overlooking the golf course. Two additional bedrooms share a stylish full bath and a charming covered porch shaded by palms. Additional features include a covered carport, high-speed WiFi and an in-unit washer and dryer.brbrbrbrGuests enjoy access to Key West Golf Club amenities, including:brbr- Two resort-style heated swimming poolsbrbr- Modern fitness centerbrbr- 24-hour gated securitybrbr- 18-hole Rees Jones-designed championship golf coursebrbr- Community walking pathsbrbrbrbrRental details:brbr- Available for monthly rental (30-day minimum)brbr- No pets and no smoking permittedbrbr- Primary renter must be 25 or olderbrbr- Proper state and county taxes collected regardless of booking platformbrbrbrbrEnjoy the peaceful setting of the Golf Club while just minutes from Key West’s attractions, bars, restaurants and waterfront. Whether you’re seeking a relaxing retreat or an extended island adventure, this home offers the ultimate Key West lifestyle.

Fairway Oasis

Key West, Florida, United States

Bed

Bath

Sleeps

$877.55

An Old town Key West home, located in the Historic District and just one half a block off Duval Street. Guests are within walking distance of restaurants, the Atlantic Ocean, Southernmost Point of Key West and our sunset piers. All lovingly restored and cared for, this charming 1 and a half story home is beautifully decorated with warm tropical colors and features bamboo hardwood floors. This home features three bedrooms and two baths. brbrThe main bedroom is on the first floor with ensuite bath. Upstairs two bedrooms adjoin the second bath. There's a total of Three TV's in the house. The living room has French doors which open to your own private deck and garden with a heat-optional, lagoon style, black bottom, dip pool surrounded by lush vegetation. There is an outdoor table and nearby gas grill for outside/open air dining. brbrBedding: 2 kings, 2 twins.brParking is on-street.

Coconut Cabana: A restored Old Town home with charm & tropical ambience

Key West, Florida, United States

Bed

Bath

Sleeps

$351.16

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrFor a month in Key West it is ideal to harness the comforts of new construction similar to the luxuries of your own home, but keeping the true spirit of Old Town Key West and the magical surprises around every corner. This brand newly constructed home, located a stone's throw from the Southernmost Point, also backs up to the famous Butterfly Museum and welcomes the delicate neighbors who flutter to the pool area for a visit each day. In addition to a unique mix of modern & classic luxuries, this home boasts these premium amenities:brbr• Rooftop Sundeck Overlooking Ocean & Old Townbrbr• Private Heated Pool brbr• Designated Off-Street Parkingbrbr• Fully-Equipped Kitchen brbr• Indoor & Outdoor DiningbrbrCombined with Last Key Realty's Five-Star Guest Services, DANCE OF THE BUTTERFLIES is the ideal mix of fresh, top-of-the-line construction and the simple pleasures of Old Town Key West.brbrTHE LOCATION...brbrThis home is located at the very end of Whitehead Street, just steps from The Southernmost Point of the United States and the iconic Buoy, in a private gated community of all newly built homes. You couldn't be any closer to the nightlife and attractions on Duval Street, yet this home is tucked away just far enough from the hustle and bustle. Just two short blocks from the Southernmost Beach and any number of well known Key West restaurants - you won't need a car to get around, but should you decide to bring one there is a designated off-street parking space available.brbrTHE PRIVATE POOL and DECKS...brbrThrough the large sliding doors in the living room is the pool area. The private pool can be heated and is perfect for a dip after a day at the beach or with a cocktail for happy hour. Relax in the sun or shade in the comfortable chaise lounges located on the pool deck. These is outdoor dining for 6 under a shady umbrella and a BBQ grill for a poolside cookout.brbrTake the stairs up to the third floor to discover the most unique feature of this home: a Rooftop Sun Deck with splendid views of the Ocean and Old Town. There is a dining table set up on the rooftop deck with an umbrella, making this the perfect place for a sunrise breakfast or a sunset happy hour you won't soon forget.brbrTHE LIVING AREAS and KITCHENS...brbrDANCE OF THE BUTTERFLIES offers top of the line living and kitchen amenities including:brbr• Open Floorplanbrbr• Large Flat Screen SMART TVbrbr• Comfortable Queen Sleeper Sofabrbr• Fully-Equipped Kitchen with State-of-the-Art Appliancesbrbr• Dining Area with Extra Bar SeatingbrbrTHE ACCOMMODATIONS...brbrThis home has a total of three bedrooms (one downstairs and two upstairs), each with a flat screen TV and plenty of closet space. The bedroom layout is as follows:brbr• First Bedroom: Located on the First Floor with Two Twin beds OR One Kind bed and an en-suite bathroom.brbr• Master Suite: Located on the Second Floor with a King bed, balcony access, and an en-suite bathroom.brbr• Third Bedroom: Located on the Second Floor with a King bed and an en-suite bathroom.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr• Washer and Dryerbr• Central Heat and A/Cbr• Ceiling Fans Throughoutbr• Flat Screen HD TVs in Living Room and Bedroomsbr• Fully-Equipped Kitchenbr• Basic Stock of Spicesbr• Starter supply of paper productsbr• Starter set of cleaning productsbr• Linens and Towels providedbr• Wireless high-speed Internet access and full cable is includedbr• Full Time Concierge ServicebrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr• Electric Parking Gate with Security Codebr• Private Heated Poolbr• Propane BBQ Grillbr• Queen Sized Sleeper Sofabr• Off-Street ParkingbrbrOther Notes:brbr• In person welcome br• All monthly rentals include a mandatory interim clean. Multi-month stays require 1 interim clean per month.br• Additional interim cleanings availablebr• This property will accommodate 6-8 adultsbr• Pets Considered - Max of 2 and if approved an additional fee of $200 per pet will be assessed

**DANCE OF THE BUTTERFLIES @ SOUTHERNMOST** New Home & Pool + LAST KEY SERVICES.

Key West, Florida, United States

Bed

Bath

Sleeps

$284.04

MONTHLY RENTAL: Requires a minimum stay of 28 nights occurring within the same month. Stay a month and live like a local!brbrTHE PROPERTY: From its delightful mosaic-tiled, covered front porch to its back yard dip pool, this Key West home will surprise you! Petite yet grand, this home is walkable to many attractions. brbrAs you enter the home via the living room, you will be surrounded by comfortable furnishings, hardwood floors, a vaulted ceiling and plenty of natural light. Proceed down the Dade County Pine hall to the guest bedroom and hall bath. Further down the hall is the primary bedroom and en-suite bath. Continue through the French doors towards the back of the home, to the well-appointed kitchen with vaulted ceiling. White cabinets and countertops, stainless-steel appliances, and a small island make this kitchen a dream to cook in. If hor d’ oeuvres and cocktails are more your style, you will love preparing them in the kitchen while enjoying a pool view.brbr Stroll beyond the kitchen’s double glass doors onto the covered deck and patio. Here you will find your private dip pool, lounge chairs, table with umbrella and additional seating as well as a grill. The backyard area is secluded and beautifully landscaped. Your own washer and dryer are housed in a spacious outdoor room near the pool. After a day strolling about Key West, this beautiful and classic home offers you a unique opportunity to relax and unwind, like you have been yearning for. brbrBED CONFIGURATION: The primary bedroom boasts a king size bed, ensuite bath and closet. The second includes a queen size bed and hall bath. Both bedrooms have TVs, ceiling fans, and ample closets. brbrOUTDOOR AMENITIES: With your own dip-pool and fenced-in yard, this home provides Key West privacy and tranquility. The pool is heated seasonally (November through April) for an additional fee which will be assessed at the time of booking. Enjoy morning coffee and people-watching from the covered front porch. brbrPARKING: No designated parking space. There is free on-street neighborhood parking. brbrLOCATION: Being in the heart of Old Town makes this a fabulous choice for access to all that Key West has to offer. Just 3 blocks to Duval Street and conveniently located near restaurants, groceries, shops and galleries, this home is walkable to attractions including Mallory Square and The Wharf. 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***

~ MY HAPPY PLACE ~ A charmingly beautiful treasure in a perfect location!

Key West, Florida, United States

Bed

Bath

4

Sleeps

$943.46

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrWelcome to VILLA PARADISO, an elegant single-story home meticulously furnished in the classic British Colonial style. The moment you walk in the front door, you’ll feel the embrace of its Old World comfort as you pass through the bright and airy living room into the updated kitchen, and out back to your private backyard oasis. No expense was spared in the design and completion of this beautiful vacation home, which can be seen at every turn. VILLA PARADISO is located in a very quiet residential neighborhood just minutes from Higgs beach and from Old Town. All three bedrooms have their own dedicated bathroom and provide direct access to the pool area. Best of all, your stay at VILLA PARADISO includes Last Key Realty’s prestigious Guest Services & In-house Concierge, ensuring your time in Key West will be unforgettable!brbrTHE LOCATION...brbrThe Casa Marina East district of Key West is a quiet, mostly residential neighborhood on the southern side of the island. Just a quick three block walk from the start of Higgs Beach at White Street, and just down the street from Smathers Beach, VILLA PARADISO is a dream for beach-lovers who prefer to pack their coolers and towels and walk down to the sand and water. Watch the sunset from Smathers Beach or the White Street pier just around the corner. Take the short stroll to Salute Ristorante for a beach-side meal, or ride bikes down to Duval Street or the Historic Seaport for the most popular Key West attractions.brbrTHE LIVING AREA & KITCHEN…brbrThe open plan living area is surrounded by French doors to allow in plenty of natural light and to let the tropical breezes flow through the home. The living room offers comfortable seating options that surround the large flat screen TV. The fully-equipped kitchen features stainless steel appliances and all the tools needed to prepare meals at home. The dining area is in the vaulted attached pavilion with access to the kitchen via the French doors and a convenient window passthrough. brbrTHE POOL...brbrHead into the backyard to find your true paradise -- the fully fenced backyard with a private heat-optional pool and ample seating, perfect for lounging in the South Florida sun. The pool can be heated to your liking, so no matter the temperature, the pool is the right place to be. After a dip, soak up some sun in one of the chaise lounges on the pool deck. Enjoy a poolside BBQ using the propane grill and outdoor dining area.brbrTHE ACCOMMODATIONS...brbrAll three bedrooms in this lovely home are located on the first floor. No stairs necessary!brbr** Master Bedroom: King bed, large flat screen TV, walk-in closet, multiple French Doors that open to the pool, and en suite bathroom with a walk-in shower.brbr** Second Bedroom: King bed, flat screen TV, closet, direct access to a private patio and to the pool area, and en suite bathroom with a walk-in shower.brbr** Third Bedroom: Two Twin beds OR One King bed, flat screen TV, direct access to walkway that leads around to the pool area, and access to the hall bathroom with a shower and tub combo.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and Dryerbr** Central A/Cbr** Ceiling Fansbr** Flat Screen TVs in Living Room & All Bedroomsbr** Fully Equipped Kitchenbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels providedbr** Wireless high-speed Internet access & full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced & Lushly Landscaped Private Yardbr** Private Pool with Available Pool Heatbr** Propane BBQ Grillbr** Off-Street Parking for Multiple VehiclesbrbrOther notes:brbr** Interim housekeeping provided upon requestbr** This property will accommodate up to 6 adultsbr** Pets Allowed br** Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

**VILLA PARADISO @ CASA EAST** Private Home & Pool + LAST KEY SERVICES…

Key West, Florida, United States

Bed

Bath

Sleeps

$331.18

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrSET SAIL celebrates the experiences of the Keys, both on the water and on land. The ideal complementary home base for your water-based excursions awaits in this condo just steps from the marina. SET SAIL is a well-appointed first floor condo located in the waterfront community of Coconut Mallory Resort & Marina, which offers two large community pools, a jacuzzi spa, and easy access to the ocean. So round up your crew for a Key West vacation full of long, epic boat days and lasting memories made back at your condo each night.brbrTHE LIVING AREA & KITCHEN...brbrThe living area has an open concept that allows your whole crew to spend time together - whether it be gathering around the large flat screen TV on the plush sofas to watch your favorite show or coming together to prepare a home cooked meal using the fully equipped kitchen. The indoor dining table seats four with two extra seats at the kitchen bar. The outdoor dining table is located on the spacious wrap-around balcony with seating for four. There is a Queen-sized Murphy bed that folds out of the cabinet in the living room to accommodate two extra guests, and there’s a full bathroom just down the hall. brbrTHE ACCOMMODATIONS...brbr** First Bedroom: King bed, flat screen TV, balcony access, and en suite bathroom with double sinks, a garden tub, and a walk-in shower. brbr** Second Bedroom: Two Twin beds OR One King bed, flat screen TV, balcony access, and bathroom across the hall with a shower and tub combo.brbrTHE COMMUNITY POOL & GROUNDS...brbrCoconut Mallory is a waterfront community about 3 miles from Duval Street that provides resort-style amenities, including two large pools, Jacuzzi, BBQ grills, picnic tables, and much more. Hop in one of the two on-site pools to cool down after soaking up the sun at Smathers Beach, Key West's largest public beach just 2 miles away. There is also an oversized Jacuzzi and a picnic area with BBQs available for guest use. brbr** Boat slip rentals available for rent at Marina for easy access to the beautiful waters of the Lower Keys. Inquire for details.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** In-home Washer and Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen Smart TVs in Living Room & All Bedroomsbr** Fully Equipped Kitchenbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels providedbr** Wireless high-speed Internet access & full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Community Pool Accessbr** Community Jacuzzi Accessbr** Off-street Covered Parking for 1 car (height restriction of 6'6)br** Picnic areas with BBQsbrbrOther notes:brbr** Interim housekeeping provided upon requestbr** This property will accommodate up to 6 adultsbr** Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

**SET SAIL @ COCONUT MALLORY** Condo + LAST KEY SERVICES…

Key West, Florida, United States

Bed

Bath

Sleeps

$549.51

Welcome to Tranquility, a luxurious vacation rental nestled in a tropical setting. This stunning 3 bedroom, 3 bathroom home is the perfect escape for those seeking peace and relaxation.brbrAs soon as you step inside, you'll be struck by the bright and spacious living room that flows into a fully equipped kitchen. French doors open to a deck and private pool, surrounded by palm trees and tropical landscaping for added privacy. Upstairs, you'll find two cozy bedrooms and an additional bathroom. Linens are provided for your comfort and convenience.brbrThis property is just seven blocks from the Famous Duval Street, making it the perfect location for those who want to be close to the action while enjoying a peaceful retreat. On-street parking is available for your convenience. Free WiFi is included, so you can stay connected while you relax.brbrThe estimated square footage of this home is 1320 sqft, providing plenty of space for you and your guests to spread out and make yourselves at home. Small pets may be considered, so feel free to bring your furry friends along for the vacation.brbrPlease note that Tranquility is available for monthly rentals, with a minimum stay of 28 days. Don't miss out on the opportunity to experience the tranquility and serenity of this beautiful vacation rental. Book your stay at Tranquility today and start planning your dream vacation!brbrImportant Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. brbrGuests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check.

Cottage

Tranquility - Tucked away in The Meadows - Private Pool - 3BD/3Bath

Key West, Florida, United States

Bed

Bath

Sleeps

$192.25

Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the Old Town Key West attractions. The properties are also located 1 mile from one of the best beaches on the island, Smathers Beach. The Shipyard units are single level condominiums which have private courtyards on the first level or balconies on the second level.brPlease note: This property will require a minimum of a 28 night stay.

ABOUT TIME at The Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$1838.22

Summary:brbrWelcome to Commodore's Compound, an incredible 8 bed, 7 bath home in prime location situated just one short block from bustling Duval Street. This is the perfect spot for large groups of family or friends looking to experience all that Key West has to offer. brbrbrbrWalk to Key West's most famous bars such as Irish Kevin's, Sloppy Joe's, Dante's Pool Bar and Fat Tuesdays, or catch the nightly Sunset Celebration at Mallory Square! Commodore’s Compound can accommodate up to 24 guests.brbrbrbrThe Space:brbrThis 2 level home offers a total of 8 bedrooms and 7 recently renovated bathrooms.brbrbrbrDOWNSTAIRS: The downstairs level offers 4 bedrooms with 4 en suite bathrooms. There are 2 king beds, 1 queen bed, 2 twins, as well as 2 queen pull-out sleepers sofas in the living room. Each bedroom boasts a large flat screen TV. A full kitchen with stainless steel appliances makes it easy to enjoy home cooked meals during your stay.brbrbrbrUPSTAIRS: The second level has its own private entrance on the side of the building, but is also accessible through a connected hallway on the first level. The decor throughout the upstairs gives out an easy-going Key West vibe which you and your group will surely enjoy. The bedroom layout upstairs consists of 2 king beds, 1 full bed, and 2 twins as well as 2 queen pull-out sleeper sofas in the living room. Each bedroom has its own flat screen TV. brbrbrbrThe living room offers plenty of seating and even comes with 2 oversized bean bags. Just off the living room sits a large balcony - the perfect place to start off your day with a cup of coffee, or relax in the afternoon with a cool beverage.brbrbrbrEXTERIOR: Retreat out to the back patio, where there is a hot tub and seating sequestered under the trees.brbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guest will receive a personalized access code prior to arrival.brbrbrbrThe Neighborhood:brbrPlaced perfectly in-between Downtown and the Historic seaport, enjoy attractions like Mallory Square at sunset, Brightwild Adventures for a day out at the sandbar, and the Shipwreck and Mel Fisher Maritime Museum for some Key West History.brbrbrbr1 short block from Duval Street, Commodore's is steps away from Key West's most famous bars, restaurants, coffee shops and attractions. Local’s favorite restaurants, such as First Flight, Bagatelle and Two Friend’s patio are less than a 5 minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie shop in the Historic Seaport known for the best Key Lime Pie in Key West, or pick up some homemade fudge and candy from River Street Sweets.brbrbrbrForget something or need a quick fix Check out Shorty’s Market who has your last minute necessities for your weekend getaway. Just 2 blocks away you can also find Fausto’s food market for locally sourced groceries.brbrbrbrGetting Around:brbrThis unit comes with 1 designated parking spot. and is a brick paved parking spot located to the side of the the building off of Dey St.brbrIf you need additional parking, there is a pay to park lot directly across Simonton St from the house.brbrbrbrThere 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!brbrbrbrOther Things to Note:brbr- There are two washer/dryers available for use: one is located under the stairs, while the other is located outside off of the back patio.brbr- This unit is pet friendly. Our requirements are as follows: brbr•40lb maximum per petbrbr•$15/night per petbrbr•2 pet maximumbrbrPlease let us know if you plan on bringing your pet.brbr- This unit can be rented individually as well. Commodore's Cove is on the first floor sleeping up to 12 guests and the Seaport Suite on the second floor, also sleeping up to 12 guests.

Apartment

Commodore's Compound - One block from Duval St

Key West, Florida, United States

Bed

Bath

Sleeps

$1168.88

Summary:brbrLocated in the heart of Old Town Key West, Seaport Suite is the ideal getaway for large groups of up to 12 guests seeking to experience everything Key West has to offer. Just one block from the famous Duval Street, you'll be within walking distance to lively bars, restaurants, shops, and the Historic Seaport.brbrbrbrThe Space:brbrThis historic 4-bedroom, 3-bath property is located on the second floor with private access and features a private hot tub. Accommodating up to 12 guests, the home offers 2 king beds, 1 queen bed, 2 twin beds, and 2 pullout sofas. The kitchenette includes a portable electric stove, blender, full-size fridge/freezer, microwave, and toaster oven. Four TVs with cable and free WiFi are provided for your convenience. Stay cool with central air conditioning, or step out onto the private balcony to enjoy the breeze when it’s just right.brbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to check-in to enter the unit.brbrbrbrHow to Access: Please note this property is located on the 2nd floor and stairs must be used to access it.brbrbrbrThe Neighborhood:brbrConveniently located between Downtown and the Historic Seaport, Commodore's offers easy access to Key West's top attractions. Watch the sunset at Mallory Square, enjoy a day out at the sandbar with Brightwild Adventures, or explore Key West history at the Shipwreck and Mel Fisher Maritime Museums.brbrbrbrJust one short block from Duval Street, you’re steps away from the best bars, restaurants, coffee shops, and attractions. Local favorites like First Flight, Bagatelle, and Two Friends Patio are less than a five-minute walk. Satisfy your sweet tooth with Kermit's Key Lime Pie in the Historic Seaport or enjoy homemade fudge from River Street Sweets.brbrbrbrNeed something in a hurry Shorty’s Market is nearby for your last-minute necessities, and Fausto’s Food Market, just two blocks away, offers locally sourced groceries.brbrbrbrGetting Around:brbrParking Notes: There is a pay to park lot directly across Simonton St from the house.brbrbrbrThere 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!brbrbrbrOther Things to Note:brbrThis unit is pet friendly. Our requirements are as follows: brbr•40lb maximum per petbrbr•$25/per nightbrbr•2 pet maximumbrbrPlease let us know if you plan on bringing your pet.brbr- Washer/Dryer is located under the steps.brbr- The hot tub is private to your unit.brbr- For larger groups - this property can be rented along with the downstairs as Commodore's Compound!

Apartment

Seaport Suite - Steps from Duval Street

Key West, Florida, United States

Bed

Bath

Sleeps

$740.11