Home Vacation Rentals By Owner In Key West, FL

Showing 200 Of 2059 Vacation Rentals
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Exceptional(13)

$277.1

/ Nightly
Apartment

The James Classic | Ground Floor King

Key West, Florida, United States

Summary:brbr- The historic James House sits on Caroline Street, steps from Duval Street’s dining, nightlife, and attractions.brbr- Enjoy access to the iconic Curry Mansion across the street, with self-tour access and pool use.brbr- Built in 1869, the mansion features unique architecture and historic charm.brbr- The James House offers 8 private rooms with en-suite bathrooms, mini fridges, and private balconies.brbrbrbrThe Space:brbrKing room with private bathroom and either a porch or balcony. brbrIn room amenities - mini fridge, iron, ironing board & blow dryer.brbrbrbrGuest Access:brbrOur contactless check-in makes the process seamless. Guests will receive a personalized access code before arrival as well as code to the front door code to the James House & Curry Mansion amenities. Guests will also have direct contact to a local guest experience manager for any questions, needs or recommendations during their stay.brbrbrbrGuests have use of the property all day for bathrooms, showers and pool access.brbrbrbrThe Neighborhood:brbrEnjoy live music every Saturday from 6-8pm at George's Bar!brbrbrbrPlaced perfectly between downtown Key West and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration. brbrbrbrSteps from Duval Street, the Curry Mansion is steps away from Key West's most famous bars and kitchens. Food is at your fingertips with locals favorite restaurants, such as First Flight, Bagatelle and Two Friends Patio, less than a 5-minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.brbrbrbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.brbrbrbrGetting Around:brbrThere are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, Moke, scooter, golf cart, Uber, taxi or foot. Being in the heart of downtown Key West, many attractions are within walking distance. Please note we can not guarantee parking, but feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Your specific room will be assigned prior to your arrival.brbr- Please note room layout and decor may vary. If the room is located on the second floor, it is stair access only.brbr- Laundry facilities are shared - to get you started we supply detergent and dryer sheets.brbr- Pet friendlybrbr•40lb maximum per petbrbr•$25/per nightbrbr•2 pet maximum
Bed 1

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Exceptional(6)

$271.44

/ Nightly
Apartment

The James Suite | Ground Floor King

Key West, Florida, United States

Summary:brbr- The historic James House sits on Caroline Street, steps from Duval Street’s dining, nightlife, and attractions.brbr- Enjoy access to the iconic Curry Mansion across the street, with self-tour access and pool use.brbr- Built in 1869, the mansion features unique architecture and historic charm.brbr- The James House offers 8 private rooms with en-suite bathrooms, mini fridges, and private balconies.brbrbrbrThe Space:brbrThis room features 1 king bed and 1 queen pull out couch along with an ensuite full bathroom and balcony.brbrbrbrIn room amenities - mini fridge, iron, ironing board and blow dryer.brbrbrbrGuest Access:brbrOur contactless check-in makes the process seamless. Guests will receive a personalized access code before arrival as well as code to the front door of both the Mansion & James House. Guests will also have direct contact to a local guest experience manager for any questions, needs or recommendations during their stay.brbrbrbrGuests have use of the property all day for luggage storage, parking, showers and pool access.brbrbrbrThe Neighborhood:brbrEnjoy live music every Saturday from 6-8pm at George's Bar!brbrbrbrPlaced perfectly between downtown Key West and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration. brbrbrbrSteps from Duval Street, the Curry Mansion is steps away from Key West's most famous bars and kitchens. Food is at your fingertips with locals favorite restaurants, such as First Flight, Bagatelle and Two Friends Patio, less than a 5-minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.brbrbrbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.brbrbrbrGetting Around:brbrThere are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, Moke, scooter, golf cart, Uber, taxi or foot. Being in the heart of downtown Key West, many attractions are within walking distance. Please note we can not guarantee parking, but feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Your specific room will be assigned prior to your arrival.brbr- Please note room layout and decor may vary. If the room is located on the second floor, it is stair access only.brbr- Laundry facilities are shared - to get you started we supply detergent and dryer sheets.brbr-Pet Friendlybrbr•40lb maximum per petbrbr•$25/per nightbrbr•2 pet maximum
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Bath 1

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Sleep 4

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Exceptional(4)

$286.04

/ Nightly
Apartment

The James Classic | Ground Floor King

Key West, Florida, United States

Summary:brbr- The historic James House sits on Caroline Street, steps from Duval Street’s dining, nightlife, and attractions.brbr- Enjoy access to the iconic Curry Mansion across the street, with self-tour access and pool use.brbr- Built in 1869, the mansion features unique architecture and historic charm.brbr- The James House offers 8 private rooms with en-suite bathrooms, mini fridges, and private balconies.brbrbrbrThe Space:brbrKing room with private bathroom and either a porch or balcony. brbrIn room amenities - mini fridge, iron, ironing board & blow dryer.brbrbrbrGuest Access:brbrOur contactless check-in makes the process seamless. Guests will receive a personalized access code before arrival as well as code to the front door code to the James House & Curry Mansion amenities. Guests will also have direct contact to a local guest experience manager for any questions, needs or recommendations during their stay.brbrbrbrGuests have use of the property all day for bathrooms, showers and pool access.brbrbrbrThe Neighborhood:brbrEnjoy live music every Saturday from 6-8pm at George's Bar!brbrbrbrPlaced perfectly between downtown Key West and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration. brbrbrbrSteps from Duval Street, the Curry Mansion is steps away from Key West's most famous bars and kitchens. Food is at your fingertips with locals favorite restaurants, such as First Flight, Bagatelle and Two Friends Patio, less than a 5-minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.brbrbrbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.brbrbrbrGetting Around:brbrThere are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, Moke, scooter, golf cart, Uber, taxi or foot. Being in the heart of downtown Key West, many attractions are within walking distance. Please note we can not guarantee parking, but feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Your specific room will be assigned prior to your arrival.brbr- Please note room layout and decor may vary. If the room is located on the second floor, it is stair access only.brbr- Laundry facilities are shared - to get you started we supply detergent and dryer sheets.brbr- Pet friendlybrbr•40lb maximum per petbrbr•$25/per nightbrbr•2 pet maximum
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Exceptional(8)

$255.16

/ Nightly
Apartment

The Curry Classic | Main Mansion Queen

Key West, Florida, United States

Summary:brbr- Built in 1869, the iconic Curry Mansion features 21 unique guest rooms.brbr- Located on Caroline Street, just half a block from Duval Street.brbr- Enjoy access to the historic home & amenities, including a shared heated pool, porches, parking, and pet-friendly stays.brbr- Each room is located on the second floor of the Main Mansion. The property showcases unique architectural details and historic charm.brbrbrbrThe Space:brbrRoom with a queen bed and private bathroom located in either the main house .brbrbrbrIn room amenities - mini fridge, iron, ironing board & blow dryer.brbrbrbrCurry Mansion Space Overview:brbrEach room is located on the second floor in the main mansionbrbrbrbrGuest Access:brbrOur contactless check-in makes the process seamless. Guests will receive a personalized access code before arrival as well as code to the front door of the Mansion. Guests will also have direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. brbr brbrGuests have use of the property all day for luggage storage, parking, showers and pool access.brbrbrbrThe Neighborhood:brbrEnjoy Happy Hour at George's Bar from 4-6 PM!brbrbrbrPlaced perfectly between downtown Key West and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration. brbrbrbrSteps from Duval Street, the Curry Mansion is steps away from Key West's most famous bars and kitchens. Food is at your fingertips with locals favorite restaurants, such as First Flight, Bagatelle and Two Friends Patio, less than a 5-minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.brbrbrbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.brbrbrbrGetting Around:brbrThere are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, Moke, scooter, golf cart, Uber, taxi or foot. Being in the heart of downtown Key West, many attractions are within walking distance. Please note we can not guarantee parking, but feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Please note room layout and decor may vary. If the room is located on the second floor, it is stair access only.brbr- Laundry facilities are shared - to get you started we supply detergent and dryer sheets.brbr-Pet Friendlybrbr•40lb maximum per petbrbr•$25/per nightbrbr•2 pet maximumbrbr- Room styles may vary (i.e. Carpet, Decor, and Bedframes)
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Exceptional(6)

$274.17

/ Nightly
Apartment

The Curry Classic | Main Mansion King

Key West, Florida, United States

Summary:brbr- Built in 1869, the iconic Curry Mansion features 21 unique guest rooms.brbr- Located on Caroline Street, just half a block from Duval Street!brbr- Access to the historic home & amenities - shared heated amazing pool, wrap-around porches, parking & pet friendly.brbr- Each room is located on the second floor of the Main Mansionbrbr- The property houses a collection of unique architectural details, and curious and historic pieces from the mansion's storied past.brbrbrbrThe Space:brbrThis room features a king bed and a private full bathroom, located on the second floor in the main mansionbrbrbrbrIn room amenities - mini fridge, iron, ironing board & blow dryer.brbrbrbrCurry Mansion Space Overview:brbrEach room is located on the second floor in the main mansionbrbrbrbrGuest Access:brbrOur contactless check-in makes the process seamless. Guests will receive a personalized access code before arrival as well as code to the front door of the Mansion. Guests will also have direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. brbr brbrGuests have use of the property all day for luggage storage, parking, showers and pool access.brbrbrbrThe Neighborhood:brbrEnjoy Happy Hour at George's Bar from 4-6 PM!brbrbrbrPlaced perfectly between downtown Key West and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration. brbrbrbrSteps from Duval Street, the Curry Mansion is steps away from Key West's most famous bars and kitchens. Food is at your fingertips with locals favorite restaurants, such as First Flight, Bagatelle and Two Friends Patio, less than a 5-minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.brbrbrbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.brbrbrbrGetting Around:brbrThere are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, Moke, scooter, golf cart, Uber, taxi or foot. Being in the heart of downtown Key West, many attractions are within walking distance. Please note we can not guarantee parking, but feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Laundry facilities are shared - to get you started we supply detergent and dryer sheets.brbr- Pet friendlybrbr•40lb maximum per petbrbr•$25/per nightbrbr•2 pet maximumbrbr- Room styles may vary (i.e. Carpet, Decor, and Bedframes)
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Exceptional(3)

$259.92

/ Nightly
Apartment

The Curry Poolside | Ground Floor King

Key West, Florida, United States

Summary:brbr- Built in 1869, the iconic Curry Mansion features 21 unique guest rooms.brbr- Located on Caroline Street, just half a block from Duval Street!brbr- Access to the historic home & amenities - shared heated amazing pool, wrap-around porches & pet friendly.brbr- Each room is located on the first floor by the pool or deck area.brbr- The property houses a collection of unique architectural details, and curious and historic pieces from the mansion's storied pastbrbrbrbrThe Space:brbrRoom with a queen bed and private bathroom located in either the main house or wrap-around guest wing.brbrbrbrIn room amenities - mini fridge, iron, ironing board & blow dryer.brbrbrbrGuest Access:brbrOur contactless check-in makes the process seamless. Guests will receive a personalized access code before arrival as well as code to the front door of the Mansion. Guests will also have direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. brbr brbrGuests have use of the property all day for luggage storage, parking, showers and pool access.brbrbrbrThe Neighborhood:brbrEnjoy live music every Saturday from 6-8pm at George's Bar!brbrbrbrPlaced perfectly between downtown Key West and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration. brbrbrbrSteps from Duval Street, the Curry Mansion is steps away from Key West's most famous bars and kitchens. Food is at your fingertips with locals favorite restaurants, such as First Flight, Bagatelle and Two Friends Patio, less than a 5-minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.brbrbrbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.brbrbrbrGetting Around:brbrThere are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, Moke, scooter, golf cart, Uber, taxi or foot. Being in the heart of downtown Key West, many attractions are within walking distance. Please note we can not guarantee parking, but feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Your specific room type will be assigned prior to arrival.brbr- Laundry facilities are shared - to get you started we supply detergent and dryer sheets.brbr-Pet friendly brbr•40lb maximum per petbrbr•$25/per nightbrbr•2 pet maximumbrbr- Room styles may vary (i.e. Carpet, Decor, and Bedframes)
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Exceptional(8)

$268.63

/ Nightly
Apartment

The Curry Poolside Suite | Second Floor King

Key West, Florida, United States

Summary:brbr- Built in 1869, the iconic Curry Mansion features 21 unique guest rooms.brbr- Located on Caroline Street, just half a block from Duval Street.brbr- Enjoy access to the home & amenities, including a shared heated pool, porches, parking, and pet-friendly stays.brbr- Rooms are on the second floor overlooking the pool or deck.brbr- The property features unique architectural details and historic charm.brbrbrbrThe Space:brbrEach large room features a king size bed, twin over twin trundle and private full bathroom.brbrbrbrIn room amenities - mini fridge, iron, ironing board & blow dryer.brbrbrbrCurry Mansion Space Overview:brbr- Each room is located on the second floor overlooking the pool or deck area.brbrbrbrGuest Access:brbrOur contactless check-in makes the process seamless. Guests will receive a personalized access code before arrival as well as code to the front door of the Mansion. Guests will also have direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. brbrbrbrGuests have use of the property all day for luggage storage, parking, showers and pool access.brbrbrbrThe Neighborhood:brbrEnjoy Happy Hour at George's Bar from 4-6 PM!brbrbrbrPlaced perfectly between downtown Key West and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration. brbrbrbrSteps from Duval Street, the Curry Mansion is steps away from Key West's most famous bars and kitchens. Food is at your fingertips with locals favorite restaurants, such as First Flight, Bagatelle and Two Friends Patio, less than a 5-minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.brbrbrbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.brbrbrbrGetting Around:brbrThere is complimentary parking available on a first-come first-serve basis.brbrbrbrThere are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, Moke, scooter, golf cart, Uber, taxi or foot. Being in the heart of downtown Key West, many attractions are within walking distance.brbrbrbrOther Things to Note:brbr- Your specific room type will be assigned prior to arrival.brbr- Laundry facilities are shared - to get you started we supply detergent and dryer sheets.brbr-Pet friendlybrbr•40lb maximum per petbrbr•$25/per nightbrbr•2 pet maximumbrbr- Room styles may vary (i.e. Carpet, Decor, and Bedframes)
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Sleep 4

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Exceptional(5)

$257.91

/ Nightly
Apartment

Deluxe King, Pet Friendly & - Curry Mansion Inn

Key West, Florida, United States

Summary:brbr- Built in 1869, the iconic Curry Mansion features 21 guest rooms.brbr- Located on Caroline Street, just half a block from Duval Street!brbr- Access to the historic home & amenities - shared heated pool, wrap-around porches & pet friendly.brbr- Situated in the second-floor guest wing, enjoy comfortable and private rooms. brbr- The property houses a collection of unique architectural details, and curious and historic pieces from the mansion's storied past.brbrbrbrThe Space:brbrThis room features a king bed and a private full bathroom, located on the second floor by the pool.brbrbrbrIn room amenities - mini fridge, iron, ironing board & blow dryer.brbrbrbrCurry Mansion Space Overview: brbrEach room is located on the second floor overlooking the pool or deck area.brbrbrbrGuest Access:brbrOur contactless check-in makes the process seamless. Guests will receive a personalized access code before arrival as well as code to the front door of the Mansion. Guests will also have direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. brbr brbrGuests have use of the property all day for luggage storage, showers and pool access.brbrbrbrThe Neighborhood:brbrEnjoy live music every Saturday from 6-8pm at George's Bar!brbrbrbrPlaced perfectly between downtown Key West and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration. brbrbrbrSteps from Duval Street, the Curry Mansion is steps away from Key West's most famous bars and kitchens. Food is at your fingertips with locals favorite restaurants, such as First Flight, Bagatelle and Two Friends Patio, less than a 5-minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.brbrbrbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.brbrbrbrGetting Around:brbrThere are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, Moke, scooter, golf cart, Uber, taxi or foot. Being in the heart of downtown Key West, many attractions are within walking distance.brbrbrbrOther Things to Note:brbr- Your specific room type will be assigned prior to arrival.brbr- Laundry facilities are shared - to get you started we supply detergent and dryer sheets.brbr-Pet friendly:brbr•40lb maximum per petbrbr•$25/per nightbrbr•2 pet maximumbrbr- Room styles may vary (i.e. Carpet, Decor, and Bedframes)
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Exceptional(3)

$279.57

/ Nightly
Apartment

The Curry Poolside Suite | Second Floor King

Key West, Florida, United States

Summary:brbr- Built in 1869, the iconic Curry Mansion features 21 unique guest rooms.brbr- Located on Caroline Street, just half a block from Duval Street.brbr- Enjoy access to the home & amenities, including a shared heated pool, porches, parking, and pet-friendly stays.brbr- Rooms are on the second floor overlooking the pool or deck.brbr- The property features unique architectural details and historic charm.brbrbrbrThe Space:brbrEach large room features a king size bed, twin over twin trundle and private full bathroom.brbrbrbrIn room amenities - mini fridge, iron, ironing board & blow dryer.brbrbrbrCurry Mansion Space Overview:brbr- Each room is located on the second floor overlooking the pool or deck area.brbrbrbrGuest Access:brbrOur contactless check-in makes the process seamless. Guests will receive a personalized access code before arrival as well as code to the front door of the Mansion. Guests will also have direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. brbrbrbrGuests have use of the property all day for luggage storage, parking, showers and pool access.brbrbrbrThe Neighborhood:brbrEnjoy Happy Hour at George's Bar from 4-6 PM!brbrbrbrPlaced perfectly between downtown Key West and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration. brbrbrbrSteps from Duval Street, the Curry Mansion is steps away from Key West's most famous bars and kitchens. Food is at your fingertips with locals favorite restaurants, such as First Flight, Bagatelle and Two Friends Patio, less than a 5-minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.brbrbrbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.brbrbrbrGetting Around:brbrThere is complimentary parking available on a first-come first-serve basis.brbrbrbrThere are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, Moke, scooter, golf cart, Uber, taxi or foot. Being in the heart of downtown Key West, many attractions are within walking distance.brbrbrbrOther Things to Note:brbr- Your specific room type will be assigned prior to arrival.brbr- Laundry facilities are shared - to get you started we supply detergent and dryer sheets.brbr-Pet friendlybrbr•40lb maximum per petbrbr•$25/per nightbrbr•2 pet maximumbrbr- Room styles may vary (i.e. Carpet, Decor, and Bedframes)
Bed 1

Bed

Bath 1

Bath

Sleep 4

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Exceptional(17)

$274.46

/ Nightly
Apartment

The James Suite | Ground Floor King

Key West, Florida, United States

Summary:brbr- The historic James House sits on Caroline Street, steps from Duval Street’s dining, nightlife, and attractions.brbr- Enjoy access to the iconic Curry Mansion across the street, with self-tour access and pool use.brbr- Built in 1869, the mansion features unique architecture and historic charm.brbr- The James House offers 8 private rooms with en-suite bathrooms, mini fridges, and private balconies.brbrbrbrThe Space:brbrThis room features 1 king bed and 1 queen pull out couch along with an ensuite full bathroom and balcony.brbrbrbrIn room amenities - mini fridge, iron, ironing board and blow dryer.brbrbrbrGuest Access:brbrOur contactless check-in makes the process seamless. Guests will receive a personalized access code before arrival as well as code to the front door of both the Mansion & James House. Guests will also have direct contact to a local guest experience manager for any questions, needs or recommendations during their stay.brbrbrbrGuests have use of the property all day for luggage storage, parking, showers and pool access.brbrbrbrThe Neighborhood:brbrEnjoy live music every Saturday from 6-8pm at George's Bar!brbrbrbrPlaced perfectly between downtown Key West and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration. brbrbrbrSteps from Duval Street, the Curry Mansion is steps away from Key West's most famous bars and kitchens. Food is at your fingertips with locals favorite restaurants, such as First Flight, Bagatelle and Two Friends Patio, less than a 5-minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.brbrbrbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.brbrbrbrGetting Around:brbrThere are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, Moke, scooter, golf cart, Uber, taxi or foot. Being in the heart of downtown Key West, many attractions are within walking distance. Please note we can not guarantee parking, but feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Your specific room will be assigned prior to your arrival.brbr- Please note room layout and decor may vary. If the room is located on the second floor, it is stair access only.brbr- Laundry facilities are shared - to get you started we supply detergent and dryer sheets.brbr-Pet Friendlybrbr•40lb maximum per petbrbr•$25/per nightbrbr•2 pet maximum
Bed 1

Bed

Bath 1

Bath

Sleep 4

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Exceptional(24)

$275.32

/ Nightly
Apartment

The Curry Classic | Main Mansion King

Key West, Florida, United States

Summary:brbr- Built in 1869, the iconic Curry Mansion features 21 unique guest rooms.brbr- Located on Caroline Street, just half a block from Duval Street!brbr- Access to the historic home & amenities - shared heated amazing pool, wrap-around porches, parking & pet friendly.brbr- Each room is located on the second floor of the Main Mansionbrbr- The property houses a collection of unique architectural details, and curious and historic pieces from the mansion's storied past.brbrbrbrThe Space:brbrThis room features a king bed and a private full bathroom, located on the second floor in the main mansionbrbrbrbrIn room amenities - mini fridge, iron, ironing board & blow dryer.brbrbrbrCurry Mansion Space Overview:brbrEach room is located on the second floor in the main mansionbrbrbrbrGuest Access:brbrOur contactless check-in makes the process seamless. Guests will receive a personalized access code before arrival as well as code to the front door of the Mansion. Guests will also have direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. brbrbrbrGuests have use of the property all day for luggage storage, parking, showers and pool access.brbrbrbrThe Neighborhood:brbrEnjoy Happy Hour at George's Bar from 4-6 PM!brbrbrbrPlaced perfectly between downtown Key West and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration. brbrbrbrSteps from Duval Street, the Curry Mansion is steps away from Key West's most famous bars and kitchens. Food is at your fingertips with locals favorite restaurants, such as First Flight, Bagatelle and Two Friends Patio, less than a 5-minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.brbrbrbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.brbrbrbrGetting Around:brbrThere are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, Moke, scooter, golf cart, Uber, taxi or foot. Being in the heart of downtown Key West, many attractions are within walking distance. Please note we can not guarantee parking, but feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Laundry facilities are shared - to get you started we supply detergent and dryer sheets.brbr- Pet friendlybrbr•40lb maximum per petbrbr•$25/per nightbrbr•2 pet maximumbrbr- Room styles may vary (i.e. Carpet, Decor, and Bedframes)
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$268.63

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Apartment

The Curry Classic | Main Mansion King

Key West, Florida, United States

Summary:brbr- Built in 1869, the iconic Curry Mansion features 21 unique guest rooms.brbr- Located on Caroline Street, just half a block from Duval Street!brbr- Access to the historic home & amenities - shared heated amazing pool, wrap-around porches, parking & pet friendly.brbr- Each room is located on the second floor of the Main Mansionbrbr- The property houses a collection of unique architectural details, and curious and historic pieces from the mansion's storied past.brbrbrbrThe Space:brbrThis room features a king bed and a private full bathroom, located on the second floor in the main mansionbrbrbrbrIn room amenities - mini fridge, iron, ironing board & blow dryer.brbrbrbrCurry Mansion Space Overview:brbrEach room is located on the second floor in the main mansionbrbrbrbrGuest Access:brbrOur contactless check-in makes the process seamless. Guests will receive a personalized access code before arrival as well as code to the front door of the Mansion. Guests will also have direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. brbr brbrGuests have use of the property all day for luggage storage, parking, showers and pool access.brbrbrbrThe Neighborhood:brbrEnjoy Happy Hour at George's Bar from 4-6 PM!brbrbrbrPlaced perfectly between downtown Key West and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration. brbrbrbrSteps from Duval Street, the Curry Mansion is steps away from Key West's most famous bars and kitchens. Food is at your fingertips with locals favorite restaurants, such as First Flight, Bagatelle and Two Friends Patio, less than a 5-minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.brbrbrbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.brbrbrbrGetting Around:brbrThere are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, Moke, scooter, golf cart, Uber, taxi or foot. Being in the heart of downtown Key West, many attractions are within walking distance. Please note we can not guarantee parking, but feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Laundry facilities are shared - to get you started we supply detergent and dryer sheets.brbr- Pet friendlybrbr•40lb maximum per petbrbr•$25/per nightbrbr•2 pet maximumbrbr- Room styles may vary (i.e. Carpet, Decor, and Bedframes)
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$266.63

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Apartment

The Curry Classic | Main Mansion King

Key West, Florida, United States

Summary:brbr- Built in 1869, the iconic Curry Mansion features 21 unique guest rooms.brbr- Located on Caroline Street, just half a block from Duval Street!brbr- Access to the historic home & amenities - shared heated amazing pool, wrap-around porches, parking & pet friendly.brbr- Each room is located on the second floor of the Main Mansionbrbr- The property houses a collection of unique architectural details, and curious and historic pieces from the mansion's storied past.brbrbrbrThe Space:brbrThis room features a king bed and a private full bathroom, located on the second floor in the main mansionbrbrbrbrIn room amenities - mini fridge, iron, ironing board & blow dryer.brbrbrbrCurry Mansion Space Overview:brbrEach room is located on the second floor in the main mansionbrbrbrbrGuest Access:brbrOur contactless check-in makes the process seamless. Guests will receive a personalized access code before arrival as well as code to the front door of the Mansion. Guests will also have direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. brbr brbrGuests have use of the property all day for luggage storage, showers and pool access.brbrbrbrThe Neighborhood:brbrEnjoy Happy Hour at George's Bar from 4-6 PM!brbrbrbrPlaced perfectly between downtown Key West and the Historic Seaport, enjoy walkable attractions like Fury Water Adventures for a day at sea, the Mel Fisher Maritime Museum for some Key West history and the famous Mallory Square for a Sunset Celebration. brbrbrbrSteps from Duval Street, the Curry Mansion is steps away from Key West's most famous bars and kitchens. Food is at your fingertips with locals favorite restaurants, such as First Flight, Bagatelle and Two Friends Patio, less than a 5-minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime Pie Shoppe known for the best key lime pie in Key West. Or, grab some homemade fudge and candy from River Street Sweets.brbrbrbrForgot something or need a quick fix Shorty’s Market has your last minute necessities for your weekend getaway. Just 2 blocks away, you will also find Fausto’s Food Market with locally sourced groceries.brbrbrbrGetting Around:brbrThere are a variety of great ways to explore Key West whether it be by bicycle, pedi-cab, Moke, scooter, golf cart, Uber, taxi or foot. Being in the heart of downtown Key West, many attractions are within walking distance.brbrbrbrOther Things to Note:brbr- Laundry facilities are shared - to get you started we supply detergent and dryer sheets.brbr- Pet friendlybrbr•40lb maximum per petbrbr•$25/per nightbrbr•2 pet maximumbrbr- Room styles may vary (i.e. Carpet, Decor, and Bedframes)
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$348.93

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Private Vacation Home

**CASITA OLIVIETTA @ SOLARES HILL** Brand New Home & Private Pool + LAST KEY SER

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrYou don’t often find new construction in Old Town, the historic district of Key West known for classic conch homes and walkable streets, but recently a spectacular new home was built smack dab in the middle of it all. CASITA OLIVIETTA is a newly built breathtaking home that allows you to enjoy the luxury of brand-new construction in the prime location you've been searching for. No expense was spared in constructing and furnishing CASITA OLIVIETTA – brand new appliances, the latest technology, comfortable accommodations, and a private heated saltwater pool. In combination with Last Key Realty’s Five-Star Guest Services, your month at CASITA OLIVIETTA will leave you wanting for nothing!brbrTHE LIVING AREA...brbrThe open living area is spacious enough for the whole family to enjoy. Grab a seat on the plush sectional sofa for game night or turn on the large flat screen TV and gather around for movie night. The sofa pulls out to a Queen sleeper for extra guests. The fully-equipped kitchen is complete with all of the luxury appliances and tools you'll need to whip up the perfect home cooked meal when you’re ready to take a break from the array of restaurants within walking distance. Take your pick of dining indoor or out, with seating up to six at the indoor dining table and up to four at the outdoor dining set on the back covered patio. There’s also a convenient half bathroom located just off the living area.brbrTHE PRIVATE SALTWATER POOL...brbrThe private pool area offers an ideal setting for enjoying beautiful South Florida days and is fully fenced for maximum privacy. The lovely private saltwater pool can be heated to your liking and is perfect for a dip after a day at the beach or with a cocktail for happy hour. There are plenty of chaise lounges to relax in the sunshine beside the water. Treat yourself to a poolside BBQ using the propane grill and large composite picnic table. There’s also a full pool house bathroom on the deck.brbrTHE ACCOMMODATIONS...brbr** Master Bedroom: Located on the First Floor with a King bed, large flat screen TV, and an en-suite bathroom with a custom glass shower. brbr** Bedroom #2: Located on the Second Floor with Two Twin beds OR One King bed, flat screen TV, and an en-suite bathroom with a walk-in shower.brbr** Bedroom #3: Located on the Second Floor with a King bed, flat screen TV, and an en-suite bathroom with a walk-in shower.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen TVs in Living Room & All Bedroomsbr** Fully Equipped Kitchenbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels providedbr** Wireless high-speed Internet access & full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced & Lushly Landscaped Private Yard br** Private Heated Saltwater Poolbr** Off-street Parking in Driveway (with size restrictions)br** Propane BBQ GrillbrbrOther notes:brbr** 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 up to 8 adultsbr** Max of 2 Pets Allowed with Additional Fee of $200 per petbrbrLooking for more space This home can be rented in combination with CASA OLIVIANA (located right next door), a 6 Bedroom option that can sleep up to 12 additional guests.
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$523.03

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Private Vacation Home

New Listing- Modern & spacious historic home with private pool and parking

Key West, Florida, United States

Discover paradise at Brisa Azul (Blue Breeze), an exquisite historic home nestled in the heart of Old Town Key West. This newly renovated gem seamlessly blends timeless charm with contemporary luxury, offering an unparalleled island getaway for up to six guests.brStep into a world of refined comfort, where every detail has been thoughtfully curated. The spacious interior features two elegant bedrooms, three luxurious full baths, and a versatile den that transforms into a third bedroom. The first-floor primary suite boasts a sumptuous king bed and spa-like en-suite bath, while upstairs, a serene second bedroom adjoins a full bath with modern laundry facilities. The welcoming den, complete with a premium queen-sized sleeper sofa, provides additional sleeping accommodations with its own adjacent full bath.brThe heart of this spectacular home unfolds at the rear, where soaring vaulted ceilings crown an open-concept living, dining, and kitchen space. Masterfully designed fold-away doors dissolve the boundary between indoor and outdoor living, leading to your private tropical oasis. Here, a stunning saltwater pool—both heated and chilled for year-round comfort—features an ingenious design with both a relaxing splash deck and a swimming area. A tranquil waterfall creates a peaceful ambiance, while optional scupper cascades can transform the mood to vibrant and energetic.brEntertainment flows seamlessly to the sophisticated poolside gazebo, outfitted with a professional built-in barbecue grill, ice maker, and refrigerator—perfect for alfresco dining and gatherings. Modern conveniences abound throughout, including high-speed Wi-Fi and state-of-the-art appliances, while smart TVs in the living room, bedrooms, and den ensure everyone's entertainment needs are met.brLocated in one of Key West's most coveted neighborhoods, Brisa Azul puts you moments from the historic Seaport and is just a short stroll from iconic Duval Street's acclaimed restaurants, boutiques, and vibrant nightlife. This exceptional property, available for minimum 29-day rentals per City of Key West regulations, promises not just a vacation but an unforgettable island living experience where coastal elegance meets laid-back luxury.brExperience the magic of Key West in style at Brisa Azul, where every sunset brings new possibilities for creating cherished memories.
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$914.21

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Private Vacation Home

TROPICAL RETREAT ~ 3 Bedroom/3.5 Bath 1/2 Block from Duval w/ Heated Pool!

Key West, Florida, United States

***PLEASE BE AWARE...brThere are currently multiple construction projects happening on neighboring properties so there could be noise during the daytime hours beginning at 8am. The home has been priced to offset any inconvenience.brbrSPOIL YOURSELF IN PARADISE...brIndulge yourself in the rustic charm of historic Key West enveloped in lush, vibrant surroundings and located just 1/2 a block from all the action on Duval St. A cozy sanctuary with modern conveniences will allow you to fully appreciate your time in Paradise.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES...brStep onto your private front porch with chairs and a swing to relish your morning cup of coffee in the sweet island breeze. Slip inside to a bright and cheery space as you enter a cozy seating area perfect for diving into a good book. The living area just ahead is surrounded by a flat screen TV for movie and game nights together. Craft up your meals together in the fully equipped checkerboard kitchen and enjoy quality time around the dining table for 6. This unique retreat has just been refreshed with stunning new furnishings to complete your stay in Paradise!brbrSLEEPING ARRANGEMENTS...brFall into a sweet slumber in your queen guest room with an en suite full bathroom with a shower tub combination. A guest room with two twins that can convert to a king bed upon request offers an en suite full bathroom with a shower. Step outside to the poolside cottage equipped with a king size bed, flat screen TV, en suite bathroom with a shower, desk, microwave and coffee maker for your enjoyment. A sofa sleeper is located in the living room for additional guests with convenience to a powder room just off the kitchen. brbrOUTDOOR LIVING...brLet your worries melt away as you fully embrace your island surroundings in the peaceful outdoor space with lush views all around a private, heated pool. Rinse off the day in the outdoor shower, then grill poolside with a cocktail in hand as you make plans for your evening out on the town.brbrPARKING...brOne parking space is available making coming and going a breeze!brbrPETS...brDogs are permitted and a pet fee is required.brbrBEACHES...brHiggs Beach is 0.8 miles.brSmathers Beach is 2.4 miles.brFort Zachary Taylor Beach is 1.6 miles. (Entry fee required as it's a state park with a self tour of the fort and biking/walking trails)brChairs and umbrellas can be rented at all beaches.brbrCANCELLATION...brBookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrSUNSHINE THERAPY...
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$398.05

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Private Vacation Home

KATE'S KRAWL OFF DUVAL ~ 1 BR/1 BA Private Home/Outdoor Deck/Steps to Duval!

Key West, Florida, United States

SALT AIR & SUNSHINE...brThis 1 bedroom, 1 bathroom private single family home is a sweet surprise just off Duval St. It's a breath of fresh air as you escape reality and bask in the tranquility of the tropics. Tucked away on a vibrant lane just a stone's throw to all the desirable destinations, this island retreat offers the ultimate serenity.br***GUESTS MUST BE 25 YEARS OF AGE OR OLDERbrbrDETAILS & AMENITIES...brA bright and cheery greeting from this saltwater abode welcomes you as you step into your slice of Paradise. Sink down into the cozy sectional in the Great Room area with a flat screen TV for movie nights. The kitchen comes fully equipped and offers a bar area for 4 so you can whip up your favorite cocktails and snacks before heading out on the town. A washer/dryer is available.brbrSLEEPING ARRANGEMENTS...brMove upstairs to the king bedroom room which is outfitted with clean, crisp linens, a flat screen TV and access to an outdoor balcony to soak up your peaceful surroundings. Steps away is a bathroom with a shower to wash off the sea and sand. A sofa sleeper resides in the Great Room for additional sleeping convenience. brbrOUTDOOR LIVING...brEnjoy lounging out on your private back deck in the island breeze with good conversation and not a worry in the world. Grill up your fresh catch on the outdoor grill and dine al fresco followed by a peaceful swing in the hammock beneath the stars. This island gem is perfectly located for walking or riding your bike downtown to all the local galleries, bars and restaurants and is just minutes to the sandy beaches of Key West!brbrPETS...brDogs are permitted but no cats please. A pet fee is required.brbrPARKING...brThis home does not have designated parking. There is limited street parking as guests may only park in spaces that are unmarked and not those marked as Residential Permit. There is also a pay lot at the corner of United and Duval (3 blocks away).brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.brbrCOME INDULGE...
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$435.7

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Private Vacation Home

Sunset Serenade | Sunset Key Private Island Retreat with Rooftop Deck

Key West, Florida, United States

bPrivate island living just minutes from Key West./bbrbrLocated on the exclusive island of Sunset Key, Sunset Serenade is a 2BR/2.5BA tropical retreat designed for guests seeking a quieter, more elevated Key West experience. Accessible only by private guest ferry, the home combines relaxed Caribbean style with resort-style amenities, a shared oasis-style pool, and a private rooftop deck made for sunset evenings.brbrFrom morning coffee beneath the palms to evenings overlooking the island sky from the rooftop deck, Sunset Serenade offers a slower pace while remaining only minutes from Old Town Key West.brbrbSleeps up to 6 Guests/bbrbrbWhy Guests Love Sunset Serenade/bbr- Private island location on Sunset Keybr- 5-minute guest ferry from Key Westbr- Private covered rooftop sunset deckbr- Shared oasis-style pool at The Overlookbr- Two en-suite bedroomsbr- Office workspace for remote workbr- Multiple porches and outdoor living spacesbr- Access to resort amenities and island servicesbr- Steps from white sand beaches and tropical walking pathsbr- Minutes from Duval Street and Old TownbrbrbThe Sunset Key Experience/bbrbrThe first time you arrive in Key West, it already feels like the end of the road. But standing at Mallory Square during sunset, looking just offshore, you notice a small tropical island lined with palms and elegant island homes. That is Sunset Key. brbrA short ferry ride transports you into a completely different atmosphere. The pace softens. The noise disappears. Surrounded by tropical landscaping, ocean breezes, and quiet pathways, the island feels calm, secluded, and distinctly separate from downtown Key West. brbrSunset Serenade is located within The Overlook, a peaceful collection of private residences centered around a beautifully landscaped shared pool. brbrGuests enjoy access to Sunset Key`s manicured grounds, tennis courts, concierge services, island security, and the award-winning waterfront restaurant, Latitudes. brbrbLiving Spaces/bbrbrInside, the home embraces classic Caribbean island style with hardwood flooring, French doors, coastal furnishings, and cheerful tropical accents throughout. brbrThe open-concept main level was designed for easy indoor-outdoor living. Multiple sets of sliding glass doors connect the great room to the outdoor porch spaces, allowing sunlight and tropical breezes to move naturally through the home. brbrThe living room offers comfortable seating, including a queen sleeper sofa for additional guests, while the nearby dining area and breakfast bar create an easy flow for gathering, dining, and entertaining. brbrAn additional office workspace provides a practical setup for guests planning an extended stay or remote work getaway. brbrbKitchen & Dining/bbrbrThe custom kitchen combines island charm with thoughtful functionality. brbrbFeatures include:/bbr- Granite countertopsbr- Stainless steel appliancesbr- Cottage-style cabinetrybr- Breakfast bar seatingbr- Walk-in pantrybr- In-home washer and dryerbrbrWhether preparing breakfast before the beach or evening cocktails before sunset, the space is designed to feel comfortable and connected. brbrbSleeping Arrangements/bbrbrSunset Serenade comfortably accommodates up to 6 guests. brbrbPrimary Bedroom/bbr- King Bedbr- En-suite bathroombr- Private covered balcony accessbr- Smart TVbrbrbGuest Bedroom/bbr- Two Twin Beds (convertible to king upon request)br- En-suite bathroombr- Covered porch accessbr- Smart TVbrbrbLiving Room/bbr- Queen Sleeper SofabrbrBoth bedrooms are located upstairs on opposite sides of the hallway, creating privacy and separation for couples, families, or friends traveling together.brbrbRooftop Deck/bbrbrThe signature feature of Sunset Serenade is the private covered rooftop deck. brbrAccessible by spiral staircase, this elevated outdoor space offers sweeping island views, warm ocean breezes, and unforgettable sunset colors each evening. brbrFurnished for relaxing comfortably into the night, the rooftop deck naturally becomes the gathering place at the end of the day. brbrbNearby Attractions/bbrbrBy ferry, you`re only minutes from: br- Mallory Squarebr- Duval Streetbr- Fort Zachary Taylorbr- Historic Old Townbr- Waterfront excursions and charter activitiesbr- Key West restaurants, galleries, and nightlifebrbrSunset Key offers the rare ability to enjoy both the energy of Key West and the privacy of a secluded island retreat.brbrbIMPORTANT: Payments & Contract/bbrAfter booking, you will receive a link to sign your rental agreement and make a payment to VHKW.brbVRBO collects only their service fee. Reservation payments are paid directly to VHKW/b in two installments in accordance with the terms of your rental agreement. Payments to VHKW by credit card are subject to an additional 2.95% merchant processing fee.brbrbRestrictions & Regulations/bbr- Smoke-free propertybr- No pets permittedbr- Primary renter must be at least 25 years of agebr- Primary renter must be present for the entirety of the staybrbrbProperty Highlights/bbr- 2 Bedroomsbr- 2.5 Bathroomsbr- Sleeps 6br- Shared Poolbr- Rooftop Deckbr- Private Island Accessbr- Resort Amenitiesbr- Remote Work Friendlybr- Washer & Dryerbr- Guest Ferry Access
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$478.2

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Private Vacation Home

Casa Havana | Old Town Condo w/ Pool & Balcony

Key West, Florida, United States

Discover the laid-back magic of historic Key West with a stay at Casa Havana, a bright and inviting condo tucked inside the lush surroundings of Duval Square. Perfectly positioned near the heart of Old Town, this charming retreat places you within easy walking distance of iconic attractions, renowned dining, and boutique shopping—while still offering a cool, comfortable escape to call home.brbrThe Ambiance:brCasa Havana offers a relaxed and welcoming atmosphere ideal for unwinding after a day of island adventures. The open-concept living space features casual coastal furnishings, central air conditioning, and free WiFi to keep you comfortable and connected. French doors open to a private deck where you can enjoy morning sunshine or a quiet moment surrounded by tropical greenery. The fully equipped kitchen makes it easy to prepare fresh local seafood, while the private balcony off the primary bedroom creates the perfect setting for sunset cocktails and warm evening breezes.brbrGuest Perks:brGuests will enjoy seamless self-check-in with a personalized access code provided before arrival. Casa Havana also includes a private garage parking spot, a private washer/dryer for convenience, and access to a rooftop pool for soaking up the Key West sunshine.brbrNeighborhood Highlights:brNestled on the 1000 block of Duval Street, Casa Havana offers unbeatable access to Key West's best attractions. Stroll just 10 minutes to downtown Key West for lively bars, unique shops, and unforgettable restaurants. For dining closer to home, Duval Square boasts local favorites like New York Pasta Garden and Origami Sushi right below the complex.brbrTake a short walk to the Southernmost Point for a photo op or explore nearby art galleries and nightlife. The property's prime location ensures that all your Key West favorites are within easy reach, from historic landmarks to vibrant nightlife and everything in between.brbrTransportation Tips:brWith its central location, exploring Key West is easy and enjoyable. Many attractions are within walking distance, but you can also rent a bike, scooter, or golf cart to venture farther. Private garage parking is available for one vehicle, making it convenient for guests with cars. Need recommendations Just ask—we're here to help!brbrOther Things to Note:br- Condo association fee of $100 per stay (included in reservation fees)br- No pets allowedbr- Guests must be 25 years of age or older to rentbr- One free parking space includedbrbrCheck-in time is 3:00 PMbrCheck-out time is 11:00 AMbrbrReserve your stay at Casa Havana today and experience the best of Key West with the perfect mix of convenience, comfort, and tropical charm!brbrAt Colocada Vacation Rentals, we're dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don't hesitate to reach out! We're here to help make your stay as special as possible.
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$253.13

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Private Vacation Home

Roosters Perch at Truman Annex- LOW SUMMER RATES!!!

Key West, Florida, United States

Welcome to Roosters Perch in Truman Annex, Porter Lane!brbrThis spacious corner duplex is flooded with natural light and boasts abundant windows throughout. The home offers two generous bedrooms, each featuring comfortable queen beds, private balconies, and large closets for your convenience. A shared bathroom with a shower is easily accessible from the hallway, serving both bedrooms.brbrThe main floor showcases an open-concept layout combining the kitchen, dining, and living areas. The living room includes a sofa sleeper for additional guests. Also on this level is a powder room and a roomy rear patio deck, complete with outdoor dining seating for four—perfect for relaxing evenings or meals al fresco.brbrAs an end unit, Roosters Perch offers privacy with neighbors on only one side.brbrPorter Lane is one of the most sought-after complexes in Truman Annex, providing quick access to Mallory Square where you can experience breathtaking nightly sunsets. You’re just a short walk from Fort Zachary Taylor Beach (with beach chairs and towels provided), and steps away from Mile 0, the iconic Duval Street, and Ernest Hemingway’s historic home.brbrGuests can enjoy the large, shared pool within the complex, one of the biggest in Truman Annex, complete with loungers for ultimate relaxation.brbrRoosters Perch is fully furnished and turnkey ready for your stay.brbrWe look forward to hosting you at Roosters Perch @ Truman Annex!brbrbrCheck-in time is at 4 PM and check-out is at 10 AM. Please plan your travel accordingly or consider booking an extra night if you require more flexible arrival or departure times.
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