Vacation Home Rentals By Owner In Key West, FL

Summary:brbrCuban Club Suite is a one bedroom (queen) 1 bath suite with a queen murphy bed 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:brbrCuban Club Suite is situated in the corner of the penthouse, the Cuban Club is the perfect way to experience 90 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 Far from an outdated or run-of-the-mill hotel room, this suite offers mid century style furnishings with bright teal, orange and yellow Cuban colors and textures.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. 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. The pool area has a BBQ grill, lounge chairs, dining and picnic area with outdoor bar and TV. The parking space in the rear of the property is free of charge for guests. Traveling with other friends or family members, then Duval Street Suites can be rented as a whole Penthouse. Let's us tell you all of your options. Just call and we can configure this Penthouse in many ways. We are a locally owned and locally 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, keyless entrybrbrDuval Street suites office- (305)-240-2470brbrEmail: Magen@Keysvacation.com

Duval Street Suites on Duval Free Parking and heated Pool

Key West, Florida, United States

Bed

Bath

Sleeps

$1526.66

Summary:brThis can accommodate 24 people, each apartment has 2 beds. You'll have privacy with 6 individual suites each equipped with full Kitchens and private bathrooms. It's a beautiful setting sure to provide lasting memories!brbrThe Space:brPerfectly located between Key West’s famous Duval Street, and a charming residential lane in Old Town, Duval Street Suites offers the best of all worlds. One door leads to lively entertainment, shopping and world famous dining; and the other the door to your own private swimming pool (heated and cooled) and tropical landscaped gardens. Whether you choose to adventure about Old Town Key West or escape to private sunbathing, it can all be done from this truly unique property. If you are vacationing with family and friends, Duval Street Suites offers a truly unique layout with six individual suites - each suite offers a bedroom, private bathroom, dining/living area and full kitchen. Join your family and friends in the outdoor pool area or retreat to one of the spectacular bedroom suites for private time. The layout at Duval Street Suites provides many options for your group. The two front suites overlook Duval Street and are positioned perfectly for watching all of the day or nighttime activities of the world famous boulevard. The 6 one bedroom suites are all individually designed and decorated with about 400 luxurious square feet each to relax and enjoy. Choose your getaway – Paradise Suite, Key Lime Suite, Little Palm Suite, Key West Suite, Cuban Club Suite or Mile Zero Suite. Vibrant Caribbean colors and décor with relaxed and enjoyable furnishings make up each suite.br1.Cuban Club- Queen bed and queen murphy bedbr2.Paradise- King bed and queen murphy bedbr3.Mile Zero-Queen bed and king pullout sofabr4.Key West-King bed and queen pullout sofabr5.Little Palm Island- King bed and king pullout sofabr6.Key Lime Pie- King bed and queen pullout sofabrAll suites are complete with all standard hotel accommodations, including a full private bathroom, fully equipped kitchen, cable television, and internet, and access to two washer and dryers. The private pool area has a BBQ grill, lounge chairs, dining and picnic area, outdoor bar with a TV for your group. The 4 parking spaces in the rear of the property are free of charge for guests. Again, Duval Street Suites offers a unique vacation spot for your group. We are a family locally owned and operated vacation rental.brbrGuest Access:brDuval 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.brbrThe Neighborhood:brWithin 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!brbrGetting Around:brKey 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.brbrOther Things to Note:brDuval 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.brbrInteraction with Guests:brSelf check-in; contactless brDuval Street Suites office: (305)-240-2470brEmail: Magen@KeysVacation.com

6 BR 6 BA Penthouse Suites on Duval free parking, private pool

Key West, Florida, United States

Bed

Bath

Sleeps

$346.46

Summary:brbrParadise Suite is a one bedroom (king bed) 1 bath suite with a murphy bed (queen) and kitchen. 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 suite is located within Duval Street Suites penthouse which consists of 6 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. 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. 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. The 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 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 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 contact us 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

Duval Street Suites full kitchen, free parking, heated pool

Key West, Florida, United States

Bed

Bath

Sleeps

$327.38

Summary:brbrThe Key West Suite is a one bedroom (king) 1 bath suite with a sleeper sofa (queen) and kitchen. 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:brbrVibrant 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. The pool area has a BBQ grill, lounge chairs, a dining and picnic area with outdoor bar and TV. The 4 parking spaces in the rear of the property are free of charge for guests. Traveling with other friends or family members, then Duval Street Suites can be rented as a whole Penthouse. Send an inquiry and let us tell you all of your options. We can configure this Penthouse in many ways. We are both locally owned and locally operated and looking forward to hosting you!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

Duval Street Suites full kitchen, free parking, & heated pool

Key West, Florida, United States

Bed

Bath

Sleeps

$652.5

Make yourself at home in this 2-bedroom condo retreat in the heart of Key West. Walking distance to everything-just 2 blocks off Duval! If walking isn't your thing a parking spot is included. On-site pool, hot tub and private beach. Full kitchen and balcony with seating for 6.

2-bedroom condo in the heart of Key West- private beach & pool, tiki bar on-site

Key West, Florida, United States

Bed

Bath

6

Sleeps

$695.63

Welcome aboard the cozy houseboat, ‘Balance Key.’ This charming suite is ideal for couples seeking a romantic getaway, friends for an adventure, or solo travelers wanting a unique experience on the water. brbrFor your convenience, a boat captain will greet you at a local waterfront restaurant at Marina. A quick 10 minute boat ride will bring you to Balance Key at check-in and take you out to the same place at check-out, included in your stay.brDuring your stay, enjoy complimentary use of the provided kayaks or a dinghy (for experience guests only $100 per day) to explore the marina or nearby waterfront dining. brbr Food delivery and waterways services for your convenientbrbr• A dinghy ride service: $40 one way ship to shore (Check-in and Check-out by the boat are included in total price)br• Food or grocery delivery to the seawall and guests meet at the seawall by kayak: $20 feet

House Boat

Delightful 1-bedroom house boat with AC in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$411.67

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!brbrSeagull Suite is the perfect choice for your next getaway in Key West! This cozy suite is part of Southernmost Sanctuary, offering easy access to shared hot tubs and a charming patio to soak up the island atmosphere. Equipped with a kitchenette, cable TV, and complimentary WiFi, you'll feel right at home.brbrThe Space:brSeagull Suite features a welcoming layout ideal for couples, with a comfortable Queen bed and a Queen sleeper sofa for extra flexibility. You're just a short stroll from the lively attractions on historic Duval Street, where you can indulge in shopping, dining, and nightlife. Nearby, you'll find a cafe, convenience store, gift shop, and bike and scooter rentals, all within the same block. Don't miss the iconic Southernmost Point, just one block away, and South Beach, only three blocks from your door. Seagull Suite is also part of the Southernmost Sanctuary, a charming six-unit property that can be rented together for larger gatherings or family retreats.brbrGuest Perks:brEnjoy hassle-free, contactless check-in with our convenient e-lock system. Seagull Suite is pet-friendly, allowing one small dog (30 lbs or less) to join your stay. Please note that parking is not available on-site.brbrNeighborhood Highlights: Seagull Suite is ideally located to explore the vibrant energy of Key West. You'll have easy access to local cafes, bars, and unique shops, making it simple to immerse yourself in the island lifestyle.brbrGetting Around:brKey West is incredibly walkable, but you can also rent bikes or scooters to discover the area. Rideshare options like Uber and Lyft are readily available for your convenience. If you need assistance with parking options, just reach out to us for recommendations!brbrOther Things to Note:br- Shared washer and dryer are available on-site.br- There is no parking on the property. Street parking is available.br- Pets are welcome! One pet (30 lbs maximum) with a $20 per night fee.br- Guests must be 25 years of age or older to reserve this property.brbrCheck in time is 3:00PMbrCheck out time is 11:00AMbrbrAt Colocada Vacation rentals, we're dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don't hesitate to reach out! We're here to help make your stay as special as possible.

Seagull Suite | Inviting Studio, Steps From Duval

Key West, Florida, United States

Bed

Bath

Sleeps

$409.67

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!brbrPelican Suite is the ideal spot for your next getaway in Key West! This inviting suite is part of the Southernmost Sanctuary, providing easy access to shared hot tubs and a lovely outdoor patio perfect for soaking in the island ambiance. With a kitchenette, cable TV, and complimentary WiFi, you'll feel right at home.brbrThe Space:brPelican Suite features a bright layout perfect for couples or friends, with two comfortable Queen beds for a restful stay. Just a short stroll away, you'll find the lively attractions of historic Duval Street, where you can enjoy shopping, dining, and nightlife. Convenient amenities like a café, convenience store, gift shop, and bike and scooter rentals are all located on the same block. Don't miss the iconic Southernmost Point, just one block away, and South Beach, only three blocks from your door. Pelican Suite is part of the Southernmost Sanctuary, a charming six-unit property that can be rented together for larger gatherings or family retreats.brbrGuest Perks:brEnjoy seamless, contactless check-in with our easy e-lock system. Pelican Suite is also pet-friendly, welcoming one small dog (30 lbs or less) during your stay. Please note that on-site parking is not available.brbrNeighborhood Highlights:brPelican Suite is perfectly situated to explore the vibrant culture of Key West. You'll have quick access to local cafés, bars, and unique shops, making it easy to embrace the island lifestyle.brbrGetting Around:brKey West is extremely walkable, but you can also rent bikes or scooters to explore the area. Rideshare options like Uber and Lyft are readily available for added convenience. If you need help with parking options, just let us know!brbrOther Things to Note:br-Shared washer and dryer available on-site.br-No parking on the property; street parking is an option.br-Pets are welcome! One pet (30 lbs maximum) with a $20 per night fee.br- Guests must be 25 years of age or older to reserve this property.brbrCheck in time is 3:00PMbrCheck out time is 11:00AMbrbrAt Colocada Vacation rentals, we're dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don't hesitate to reach out! We're here to help make your stay as special as possible.

Pelican Suite | Cozy Cottage, Hot Tubs, Close to D

Key West, Florida, United States

Bed

Bath

Sleeps

$410.67

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!brbrOsprey Suite is the perfect choice for your next getaway in Key West! This charming suite is part of Southernmost Sanctuary, offering easy access to shared hot tubs and a delightful patio to soak up the island atmosphere. Equipped with a kitchenette, cable TV, and complimentary WiFi, you'll feel right at home.brbrThe Space:brOsprey Suite features a welcoming layout ideal for couples or friends, with a comfortable Queen bed and Queen sleeper sofa for flexibility. You're just a short stroll from the lively attractions on historic Duval Street, where you can indulge in shopping, dining, and nightlife. Nearby, you'll find a cafe, convenience store, gift shop, and bike and scooter rentals, all within the same block. Don't miss the iconic Southernmost Point, just one block away, and South Beach, only three blocks from your door. Osprey Suite is also part of the Southernmost Sanctuary, a charming six-unit property that can be rented together for larger gatherings or family retreats.brbrGuest Perks:brEnjoy hassle-free, contactless check-in with our convenient e-lock system. Osprey Suite is pet-friendly, allowing one small dog (30 lbs or less) to join your stay. Please note that parking is not available on-site.brbrNeighborhood Highlights:brOsprey Suite is ideally located to explore the vibrant energy of Key West. You'll have easy access to local cafes, bars, and unique shops, making it simple to immerse yourself in the island lifestyle.brbrGetting Around:brKey West is incredibly walkable, but you can also rent bikes or scooters to discover the area. Rideshare options like Uber and Lyft are readily available for your convenience. If you need assistance with parking options, just reach out to us for recommendations!brbrOther Things to Note:br- Shared washer and dryer are available on-site.br- There is no parking on the property. Street parking is available.br- Pets are welcome! One pet (30 lbs maximum) with a $20 per night fee.br- Guests must be 25 years of age or older to reserve this property.brbrCheck in time is 3:00PMbrCheck out time is 11:00AMbrbrAt Colocada Vacation rentals, we're dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don't hesitate to reach out! We're here to help make your stay as special as possible.

Osprey Suite | Charming Hideaway, Hot Tubs!

Key West, Florida, United States

Bed

Bath

Sleeps

$409.67

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!brbrIbis Suite is an excellent choice for your next getaway in Key West! This welcoming suite is part of Southernmost Sanctuary, offering easy access to shared hot tubs and a lovely patio to soak up the island atmosphere. Equipped with a kitchenette, cable TV, and complimentary WiFi, you'll feel right at home.brbrThe Space:brIbis Suite features a comfortable layout ideal for friends or couples, with two Queen beds for added flexibility. You're just a short stroll from the vibrant attractions on historic Duval Street, where you can enjoy shopping, dining, and nightlife. Nearby, you'll find a cafe, convenience store, gift shop, and bike and scooter rentals, all within the same block. Don't miss the iconic Southernmost Point, just one block away, and South Beach, only three blocks from your door. Ibis Suite is also part of the Southernmost Sanctuary, a charming six-unit property that can be rented together for larger gatherings or family retreats.brbrGuest Perks:brEnjoy hassle-free, contactless check-in with our convenient e-lock system. Ibis Suite is pet-friendly, allowing one small dog (30 lbs or less) to join your stay. Please note that parking is not available on-site.brbrNeighborhood Highlights:brIbis Suite is ideally located to explore the lively energy of Key West. You'll have easy access to local cafes, bars, and unique shops, making it simple to immerse yourself in the island lifestyle.brbrGetting Around:brKey West is incredibly walkable, but you can also rent bikes or scooters to discover the area. Rideshare options like Uber and Lyft are readily available for your convenience. If you need assistance with parking options, just reach out to us for recommendations!brbrOther Things to Note:br- Shared washer and dryer are available on-site.br- There is no parking on the property. Street parking is available.br- Pets are welcome! One pet (30 lbs maximum) with a $20 per night fee.br- Guests must be 25 years of age or older to reserve this property.brbrCheck in time is 3:00PMbrCheck out time is 11:00AMbrbrAt Colocada Vacation rentals, we're dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don't hesitate to reach out! We're here to help make your stay as special as possible.

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Key West, Florida, United States

Bed

Bath

Sleeps

$411.67

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!brbrHeron Suite is an excellent choice for your next adventure in Key West! This welcoming suite is part of Southernmost Sanctuary, providing easy access to shared hot tubs and a delightful patio to enjoy the island vibe. With a kitchenette, cable TV, and complimentary WiFi, you'll feel right at home.brbrThe Space: Heron Suite boasts a cozy layout perfect for couples, featuring a comfortable Queen bed and a Queen sleeper sofa for added versatility. You're just a short walk from the vibrant attractions on historic Duval Street, where shopping, dining, and nightlife await. Nearby, you'll find a cafe, convenience store, gift shop, and bike and scooter rentals, all just a block away. Don't miss the iconic Southernmost Point, located one block from your door, and South Beach, only three blocks away. Heron Suite is also part of the Southernmost Sanctuary, a charming six-unit property that can be rented together for larger gatherings or family get-togethers.brbrGuest Perks: Experience hassle-free, contactless check-in with our convenient e-lock system. Heron Suite is pet-friendly, welcoming one small dog (30 lbs or less) to join your stay. Please note that parking is not available on-site.brbrNeighborhood Highlights: Heron Suite is ideally positioned to explore the lively energy of Key West. You'll have easy access to local cafes, bars, and unique shops, making it simple to immerse yourself in the island lifestyle.brbrGetting Around: Key West is incredibly walkable, but you can also rent bikes or scooters to explore the area. Rideshare options like Uber and Lyft are readily available for your convenience. If you need help with parking options, just reach out to us for recommendations!brbrOther Things to Note:br- Shared washer and dryer are available on-site.br- There is no parking on the property. Street parking is available.br- Pets are welcome! One pet (30 lbs maximum) with a $20 per night fee.br- Guests must be 25 years of age or older to reserve this property.brbrCheck in time is 3:00PMbrCheck out time is 11:00AMbrbrAt Colocada Vacation rentals, we're dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don't hesitate to reach out! We're here to help make your stay as special as possible.

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval

Key West, Florida, United States

Bed

Bath

Sleeps

$2,733

THE PROPERTY: Dreams do come true in Key West! As you enter the front gate of this luxury property, you arrive in a private wonderland on the quieter end of Duval Street. Enjoy morning coffee or people watching on the elevated, partially covered front porch. The home’s backyard oasis includes a covered rear patio, a pool with waterfall feature and lush landscaping. A gas grill and outdoor furniture allow you to dine under the stars. Alternatively, enjoy dining in the open chef’s kitchen with adjoining family room. Expansive glass doors allow you to see the kiddos from this spacious area. Stainless steel appliances, 2 Keurig coffee makers,granite countertops with seating, white cabinetry, and an island with gas cook top adorn the kitchen. Friends can help with meal prep while enjoying cocktails and conversation. brbrVacationing with a large family or wedding party Dreaming on Duval will accommodate your crowd. With three levels of gorgeous living there is plenty of space for everyone to stretch out. The first floor includes the family room, kitchen, powder room, and study-a suitable place to work/school virtually or enjoy a quiet read. A first-floor king bedroom with luxurious ensuite bath walk-in shower is ideal for the in-laws.br brThe second floor is home to three additional bedrooms, separated by a hall workspace and full-size washer and dryer. The primary king suite is located at the rear of the home and includes a relaxing sitting area, desk, wet bar, and private balcony overlooking the pool. Its dreamy bath has double sinks, storage, a large walk-in shower, and separate spa tub. The twin bedrooms at the front of the home share a splendid Jack and Jill bathroom with walk-in shower. The sunny third floor with skylights is home to another private king bedroom with ensuite bath, dual sinks, and walk-in shower. It has a sitting area, wet bar, and workspace. Its covered balcony provides a view of Key West’s lighthouse, adding to the dreamy seclusion of your space in the clouds. brDreaming on Duval is a sizable home (approximately 4,000 sq ft) with an ideal layout for larger families, wedding parties or groups of friends. In addition to private spaces and indoor-outdoor living, this designer home with hardwood floors, TVs and ceiling fans is impeccably furnished throughout. Come enjoy this beautiful home away from home on world famous Duval Street! br brBED CONFIGURATION: The first-floor bedroom includes a king size bed and ensuite bath. The second floor includes three bedrooms. The primary king bedroom includes a large ensuite bath and balcony. Two additional twin bedrooms on the second floor share a Jack and Jill bath. Each of these bedrooms has two twin beds that can be converted to kings. The exquisite third-floor king bedroom has an ensuite bath and private balcony. brbrOUTDOOR AMENITIES: The tropical outdoor area has shaded areas for sitting and dining, as well as sunny areas for lounging by the private pool. The pool is heated seasonally (November through April) for an additional fee which will be assessed at the time of booking. Enjoy the sound of the waterfall feature while sipping on a cocktail or cooking on the gas grill. In no time, you will know why this house was featured on HGTV’s House Hunters. PLEASE NOTE: THIS IS A NON-SMOKING PROPERTY, INSIDE AND OUTSIDE. Additional fees will be charged if evidence of smoking is detected.brbrPARKING: There is designated parking space for one vehicle, which is a luxury in Key West! Plenty of space for scooters or bicycles.brbrLOCATION: Upper Duval Gallery District. Close to the Hemingway House, Key West Lighthouse, Butterfly Conservatory, and many top-notch restaurants, cafés, and bistros.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 property, inside and outside.brbr***Guests must be 25 years of age or older unless accompanied by an adult***brbr***Managed by Historic Key West Vacation Rentals***

~DREAMING ON DUVAL~ Grand 5 bedroom, 4.5 bath home with private pool/parking

Key West, Florida, United States

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Bath

Sleeps

$1738.13

Welcome to your charming private studio apartment right on Duval street! Built in 1919, it used to be called the Central Hotel because it’s located at the most central location on Duval bordering Southard Street and is just steps up on the second floor overlooking both Duval and Southard Streets. brbrThe building once housed the Chrysler/Desoto car dealership, a furniture store, and later a clothing store when the Beatles came to make a purchase which caused the cashier to pass out on the floor. It has since been refurbished into a beautiful art gallery, two restaurants, a bar, and the newly renovated apartments upstairs. The stately solid concrete building is extremely quiet so that you can’t really hear much of Duval despite being right on Duval. brbrThis in an unbelievable place and is priced right for what you get and the location. Absolutely everything is new, it was gutted and redone top to bottom. The floors and kitchen and bathroom were completely ripped out and rebuilt. All the top end appliances are brand new. The floor is completely new, the ceiling fans, new, lights, new, the bathroom with huge slab tile and solid glass partition, all new and amazing. When you walk in you are overwhelmed with a Wow factor! The biggest comments I hear from tenants is great location, much larger than I could imagine, clean, and silent. You may need a white noise machine to sleep because of how quiet it is. Someone who wants to be in old town on Duval in a luxury space this is more than awesome. brbrThe 677 sq.ft. studio apartment boasts 10-foot ceilings with fans, 2 King beds (Sealy Posturepedic) plus a Queen size pull out leather sofa bed, huge 55-inch Samsung 4k smart tv, HD cable, Keurig coffee maker, full kitchen with pots, pans, plates etc., fridge with ice maker, stove/range, full length mirror, large window looking onto Duval and Southard street, complimentary extreme speed xfinity Wi-Fi and a huge luxury shower for rinsing off your salt of the sea. brThe corner of Southard and Duval is right downstairs, and from there you can reach in near equal distance Fort Zachary state park beach, Mallory Square, Hemmingway’s house, and the Southernmost point. There’s also great eating next door, the noodle shop Kojin, Thai and the best sushi Miso Happy, Cuban coffee queen for breakfast and lunch, keys coffee across the street with excellent sandwiches, Mr. Z's cheesesteaks across the street, the best vegetables at the Café across the street, fine dining within a block, great live music venue bars also within a block, and a quarter mile from ft Zachery state park.brbrYou must be able to bring your own luggage up two flights of stairs as it’s on the second floor, and there is no elevator to the historic building.

Key West Suites Hotel - Adam Scott Rote Suite

Key West, Florida, United States

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Bath

Sleeps

$596.37

Spectacular ocean views from this condo located on the top floor with 1350 sq ft of fabulous living space and a 45 ft private balcony accessible from the living and both bedrooms will make your vacation a memorable one and keep you coming back year after year. If the dates you need are not available check my other Key West vacation rental (Henry's Piece Of Paradise) located in the same 1800 Atlantic complex.brbrBoth these Key West vacation rental properties were decorated and are managed (and maintained) by me personally, assuring you of a memorable vacation in a property that is way above the average brinvestor owned rentals offered by management companys.brbrMake your reservations now - I easy to reach and easy to talk to.brbrbrbrInside:brbr. View the Atlantic ocean while laying in bed.br. King in master, King in 2nd bedroom (yes, 2 king beds) and A full size br sleeper sofa in the living room.br. Fully equipped kitchen with dishwasher, microwave, full br size range, ice maker.br. Full size washer and dryer in the unit.br. Wet bar.br. Internet smart TV's with TV sets in living, guest and master br bedroom.br. Sonos WIFI speakers in the living room, both bedrooms and the kitchenbr. Private phonebr. Available housekeeping.br. Smoke and pet free.brbrbrbrOutside:brbrAhhh the weather, The average temperature is 77.8 degrees, making Key West the warmest city (average temperature) in the United States. It has never been below 41 or above 98 degrees. Ahhh paradise.brbr. Just steps to Smathers beach, the largest public beach br in Key West.br. Olympic size heated pool. (35'x 70'x 9' deep)br. Over Size whirlpool adjacent to the swimming pool.br. 400 ft. of private ocean footage.br. 3 lighted tennis counts (1 is clay)br. BBQ with picnic huts.br. 24 hr. security.br. Covered / secured parking.br. Clubhouse is available for special events such as br weddings.brbrbr brbrbrbrActivities and attractionsbrbr. 1 mile = Famous Duval St. Dining, dancing, live entertainment, partying, shopping, arts or whatever.br. 1 mile = Key West airport.br. 0--2 miles = Scuba diving, snorkeling , sailing, jet skiing, parasailing, boat / kayak rentals, deep sea fishing - br every water sport you can imagine.br. 0--2 miles = Sunset / starlight cruses.br. 2 miles = 18 hole champion golf course.br. 1--2 miles = moped or bicycle rentals.br. 1--2 miles = airplane / seaplane tours.br. 0-- miles = lazing away the entire day. (it's perfectly respectable here in Key West)

Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals

Key West, Florida, United States

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Bath

Sleeps

$703.13

Tucked away in an inviting compound you'll find a blissful retreat called Namaste; a tranquil and relaxing one bedroom Balinese style home . The 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. You do not need a car at this location (there is no parking provided) everything is walking distance or a quick bike ride away! The shared compound, of 6 total homes, features a winding brick pathway surrounded by tropical foliage and flowers that lead to a free form unheated 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! Enter through the front gates and walk through the gardens along the pathway as you toss your cares away. Upon entering Namaste's door you'll be greeted by a private courtyard. An small outdoor dining table is surrounded by bamboo, vibrant tropical flowers, lush green plants and trees creating a private outdoor oasis. Meditate on the relaxing sound of the garden's water fountain, take in the scent of aromatic flowers or enjoy a nourishing breakfast among the plants and wildlife. Inside the cottage tranquility and harmony continues with calming hues contrasted with dark wood and reed ceilings. Plenty of windows throughout provide natural lighting and enjoyment of the outdoor gardens from indoors. French doors from the tranquil blue and green living room open to the garden for the ultimate indoor-outdoor living experience. The living room blends ocean tones with the comforts of home with a sofa, chair and television tucked away in a beautiful detailed armoire. The full kitchen features stainless steel appliances, granite counters, and hood range. Just off the kitchen is a full bathroom with shower and slate tiling. Above the kitchen, accessible by spiral staircase, is a lofted retreat area perfect for yogis or readers looking to be warmed by the sun. A bonus rooftop patio is accessible from this lofted space for those seeking a private space for direct sunlight. The serene bedroom is sophisticated yet inviting with king sized bed, television, and plenty of natural light. The en-suite bathroom is spa-like with gorgeous teal glass tiling. In Asian cultures, Namaste means 'the spirit within me salutes the spirit within you'. We welcome you to experience tranquility and harmony at Namaste. Bedding : 1 king bed

Namaste 'The Spirit Within Me Salutes The Spirit Within You'

Key West, Florida, United States

Bed

Bath

Sleeps

$333.56

Mingle with other guests around the tropical gardens surrounding the heated pool and sundeck creating the perfect setting for a laid back and quiet afternoon. Enjoy alfresco dining in the tropical gardens while you enjoy the wonderful weather that Key West offers!! brbrThe Hollinsed House's 2nd Floor - Victorian Delights 1BR/1BA with queen bed, large living room (with sleeper sofa), dining area and remodeled kitchen, high ceilings, bright sunshine with many windows. Sleeps 2 - 4brbrHave a group coming to Key West Or maybe need just one or two more units Go to Click Here to see All My Rental Listings just above the Map Feature to see the rest of my listings at the Hollinsed House!brbrRATES for SPECIAL EVENTS:brPlease note that rates for Fantasy Fest, Meeting of the Minds (formerly Jimmy Buffet Parrothead Days), Race Week, Thanksgiving, Christmas, New Years, Songwriter's Festival, Memorial Day Weekend, Hemingway Days, and Poker Run all have minimum stays and different rates than are listed on the Rates page of this VRBO listing. brbrDEPOSITS:brA deposit equal to the cost of one half of your stay or one night, whichever is greater, is required to guarantee a reservation. The balance is due 30 days prior to arrival. Sorry, no refunds for early departures.brbrCCANCELLATION AND REFUNDS:brCancellations from time of booking to thirty (30) days of arrival date will be charged a $50.00 processing fee per unit rented. All bookings of one week or longer will be charged a $100.00 processing fee per unit rented if cancelled more than thirty (30) days prior to arrival. Cancellations within thirty (30) days of arrival date will be charged for one night per unit rented or may extend their reservation for six months. Cancellations within seventy-two (72) hours to twenty-four (24) hours have a 50% cancellation fee or can be extended for six months. Cancellations within twenty-four (24) hours are non-refundable but will be offered a six-month extension. Sorry, no refunds for shortened stays. We reserve the right, to change your unit number if you are reserving for 3 nights or less.brbrCancellations for Special Events: Fantasy Fest and Christmas/New Years. Reservations of 5 days or longer that are cancelled within 2 weeks of arrival will be charged a $250 cancellation fee. Reservations cancelled within 1 week of arrival will be charged a $500 cancellation fee. Reservations cancelled within 72 hours of arrival are non-refundable. All cancelled reservations will be offered a six-month extension. brbrHURRICANE SEASON CANCELLATION POLICY, EFFECTIVE JUNE 1 -DECEMBER 15TH:brWe do not refund for inclement weather or other circumstances beyond our control. We strongly encourage the purchase of Travel Insurance to protect your vacation investment! In the unlikely event that a hurricane evacuation is ordered while you are a guest, and you have not purchased travel insurance, you will be issued a voucher for the unused portion of your stay. Guests holding a confirmed reservation who are unable to travel to The Hollinsed House because of the closing of the Key West Airport or connecting roadways due to a mandatory evacuation and have not purchased travel insurance will receive a voucher in the amount of the room deposit held. Vouchers are redeemable between June 1 and December 15, up to one year from the issue date, excluding special events and holidays. (Exception: Vouchers issued for cancellations of Fantasy Fest reservations can be applied to future Fantasy Fests in the ensuing two years.) No voucher will be issued if the hurricane is not a threat to Key West and you are unable to travel because of canceled flights or adverse travel conditions outside the Keys. We strongly encourage the purchase of Travel Insurance to protect your vacation investment!brbrKeywords: Guest House, Condo, B&B

The Hollinsed House Victorian Delights - Large 1 Bedroom

Key West, Florida, United States

Bed

Bath

Sleeps

$368.52

Summary:brbrWelcome to your private Key Haven retreat a beautifully remodeled 3-bedroom, 2-bath single-level home designed for effortless island living.brbrbrbrThis fresh, coastal-inspired property offers the perfect blend of comfort and boating lifestyle. With a private dock available for guest use, you can bring your boat and enjoy easy access to the open water — making this an ideal escape during boat season or anytime you’re craving life on the water.brbrbrbrThe spacious outdoor terrace wraps around a heated pool, creating a private oasis for sunbathing, dining al fresco, or unwinding after a day on the water. There’s plenty of parking, so guests with boats, trailers, or multiple vehicles will feel right at home.brbrbrbrInside, the open-concept living, dining, and kitchen area makes entertaining easy and relaxed. Large sliding doors lead directly from the living room to the pool area, blending indoor and outdoor living the way it should be in the Keys.brbrThe home comfortably sleeps families and groups with:brbr• Primary bedroom with King bedbrbr• Guest bedroom with Queen bedbrbr• Third bedroom with bunk beds — perfect for kidsbrbrbrbrWhether you’re planning a family vacation, a boating getaway, or simply looking for a peaceful island escape, this Key Haven home delivers the perfect setting.brbrbrbrA true Keys gem — easy, breezy, and ready for your next adventure. ✨brbrbrbrThe Space:brbrYou will receive 4 digit code prior to your arrivalbrbrbrbrGuest Access:brbrSmart Code LockbrbrbrbrThe Neighborhood:brbrKey Havenbrbr4brbrbrbrKey Haven is one of those low-key, locals-love-it neighborhoods just minutes from Key West — close enough to the action, but far enough to actually hear yourself think. It’s a quiet waterfront community made up mostly of single-family homes, many sitting directly on deep-water canals with private docks.brbrbrbrThis is where boaters feel at home. You’ve got easy access to the Gulf and the Atlantic, and it’s common to see center consoles, sportfish boats, and sunset cruisers tied up behind houses. During season, the energy shifts — fishing tournaments, lobster mini-season, offshore runs — but it still keeps that relaxed, residential feel.brbrbrbrWhat makes Key Haven special:brbrbrbr Wide canals and protected dockagebrbrbrbr ️ Quick boating access to open waterbrbrbrbr Peaceful, residential atmospherebrbrbrbr Just 5–10 minutes to Old Town Key Westbrbrbrbr No tourist crowds, mostly full-time and second-home ownersbrbrbrbrIt’s not a busy vacation corridor — and that’s the point. There are no loud bars or commercial strips here. Just palm trees, waterfront homes, neighbors walking dogs at sunset, and that calm “island neighborhood” vibe.brbrbrbrIf someone wants the Keys lifestyle — boating, pool days, grilling outside, sunset cocktails — but still be able to Uber into Duval for dinner, Key Haven is kind of the sweet spot.brbrbrbrIt’s grown-up island living. Quiet confidence. No chaos. ✨brbrbrbrGetting Around:brbrGetting AroundbrbrbrbrKey Haven is a quiet residential waterfront neighborhood just minutes from Key West, making it easy to explore while still enjoying peace and privacy.brbrbrbr Car RecommendedbrbrWe recommend having a vehicle for your stay. The home offers plenty of parking, making it easy for guests with multiple cars or boat trailers. Downtown Key West and Old Town are only about 5–10 minutes away by car.brbrbrbr Rideshare & TaxisbrbrUber and local taxi services are readily available and provide quick access to restaurants, shopping, beaches, and nightlife.brbrbrbr BikingbrbrFor those who enjoy being active, biking into Key West is an option — just keep in mind it’s a longer ride and best for experienced cyclists.brbrbrbr ️ By BoatbrbrIf you’re bringing a boat, you’ll love the convenience of having dockage at the property. From here, you have easy access to both the Gulf and Atlantic waters.brbrbrbrWhether you’re heading out for dinner on Duval Street or spending the day on the water, getting around is simple and convenient from this location. ✨brbrbrbrInteraction with Guests:brbrSelf check in

Beautiful Key Haven Home with Pool and Dock

Key West, Florida, United States

Bed

Bath

Sleeps

$576.56

Perfect for two, this Bali style, studio cottage has it all... COMFORT and LOCATION. Located on an Ann Street compound just one half block off Duval Street next to The Curry Mansion between Duval and Simonton Streets. Ann Street is close to the Historic Seaport for casual dining and water sports activities, Sunset Piers and all the activities of Duval Street including Sloppy Joe's, Hogs Breath and other famous bars, restaurants and attractions of lower Duval. All beaches, activities & attractions are walking distance or a quick bike ride away, you do not need a car. (There is no parking provided)brbrThe Old Town Bali Hideaway studio has a queen-size bed and sitting area, efficient European style kitchen, bath with oversized shower, tiled floors and Bamboo ceilings! Relax in the private fenced in patio courtyard or around the large shared free-form pool and tropical garden. Here at the Old Town Bali Hideaway you will feel as though you are in a peaceful retreat yet step of the property and be apart of all the Key West action. brbrbrKeywords: House

Old Town Bali Hideaway For 2, Just Steps From Duval

Key West, Florida, United States

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Bath

Sleeps

$495.0

Whether you choose to spend your days simply relaxing by the infinity pool or setting off on a dive adventure, Key West delivers a dream vacation of your own design. Your island home is just minutes away from celebrating the sunset each evening at Mallory Square and taking in the renowned dining, shopping, and nightlife of Duval Street. brbrPartial ocean views and lavish decor welcome you to a two-bedroom villa offering a primary suite with a king bed and adjoining bath with a walk-in shower and jetted tub, and a guest bedroom with a queen bed and full bath. Deluxe amenities include wireless internet, a full kitchen, a dining area, a living room with a TV and a furnished balcony featuring partial ocean views. It is easy to see why you'll be able to unwind at our place.brbrCome spend the holiday in Key West! This property is available from Dec 4, 2024 to Dec 6, 2024.

Hyatt Windward Pointe, 2 bedroom Waterfront Condo, 2 Night Stay in December

Key West, Florida, United States

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