Vacation Villa Rentals By Owner In Key West, FL

$492.19

Beautiful Stock Island Rental ~10 Min from Downtown Key West

Key West, Florida, United States

Enjoy the tropics without leaving the states! Relax, and catch your breath while enjoying ocean views from the large private balcony, master bedroom, or living room!brbrThis spacious 3 bed 2 bath condo on Stock Island offers a quiet & peaceful atmosphere with a short 15 min ride to downtown Key West. Truly offering the best of both worlds. Enjoy the community pool and hot tub right outside the front door. brbrThis space offers top of the line appliances in a kitchen built for entertaining. The fluid style and aesthetic will leave you relaxed, wanting more time in paradise.brbrArriving by boat Oceans Edge Marina offers gated access right on-site. brbrDon't forget to try Yellowfin Bar and Restaurant conveniently located just a short walk away.

Bed

Bath

Sleeps

$384.24

/ Nightly

Private Vacation Home

THE CLASSY CONCH- Old Town Key West

Key West, Florida, United States

THE CLASSY CONCH- A Stunning Conch Cottage in the Heart of Key WestbrbrWelcome to THE CLASSY CONCH, a beautifully designed Conch Cottage-style home offering luxury, comfort, and island charm. This thoughtfully curated retreat has all the bells and whistles you’ve been looking for—and then some.brbrProperty Highlights:brbrWood flooring throughout the homebrbrCathedral ceilings with customizable colored lightingbrbrHigh-end appliances and stylish furnishingsbrbrGlass sliding doors that open fully to a private tropical backyardbrbrHeated swimming pool* with optional lap feature for exercisebrbrSpiral staircase leading to a lofted suitebrbr65 Smart TV, mini bar/workstation, and open, airy spaces throughoutbrbrInterior Layout:brbrThe home’s efficient shotgun-style layout flows seamlessly from front to back, featuring:brbrA serene primary suite with spa-style bathroombrbrFully equipped kitchen and dining areabrbrSpacious living room with high ceilings and natural lightbrbrAn upstairs loft with a full-size bed, additional living space, TV, closet, and mini fridge/workstationbrbrOutdoor Living:brbrStep outside through large sliding doors into your own private tropical oasis:brbr6' x 18' swimming pool*brbrComfortable outdoor lounge and conversation areabrbrOutdoor shower surrounded by lush landscapingbrbrA peaceful setting perfect for relaxing or entertainingbrbrPrime Location:brbrLocated on Chapman Lane just off Petronia Street, THE CLASSY CONCH places you in the heart of Old Town Key West. Walk to local favorites like Blue Heaven and Santiago’s Bodega, and enjoy easy access to the island’s top attractions.brbrDistances:brbr3 blocks to Duval StreetbrbrLess than 1 mile to Fort Zachary Taylor Beachbrbr4 blocks to Mallory SquarebrbrWhile a vehicle isn't necessary, the home includes a single designated parking space.brbrPool Heating Information:brbrPool heat is available from November 15 to May 15 for an optional fee of $20 per day. Pool heating must be arranged prior to check-in and is not included in the standard rental rate.brbrWhether you're looking for relaxation, adventure, or a bit of both, THE CLASSY CONCH is ready to exceed expectations with its design, comfort, and unbeatable location.brbrWe look forward to welcoming you to your Key West getaway.

Bed

Bath

Sleeps

$1200.75

/ Nightly

Private Vacation Home

Spindrift House at Lunara Bay

Key West, Florida, United States

Summary:brbrSpindrift House is a beautiful waterfront 4-bedroom, 4-bath home at Lunara Bay—a collection of 26 luxury homes in a gated community. With a private pool and dock, parking, and a pet-friendly gated yard, it’s perfect for enjoying all that Key West has to offer. Your stay includes complimentary FYT gym access, plus tailored itineraries to uncover hidden gems and local favorites for unforgettable memories.brbrbrbrThe Space:brbrIndulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information!brbrbrbrThe open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy.brbrbrbrThe spacious fenced in yard and gated dock access are perfect for children and your furry friends.brbrbrbrSpindrift House is a four-bedroom, four-bath home accommodating up to 12 guests with sleek contemporary decor. brbrBedroom 1 - King bed brbrBedroom 2 - King bedbrbrBedroom 3 - King bedbrbrBedroom 4 - King bed & twin over twin trundle brbrExtra Sleeping - Queen pull-out couch in living areabrbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival.brbrbrbrBoating:brbrWe encourage boating. Here's what you need to know in order to do so safely:brbr- Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock.brbr- There is no power or pump out service to the slips.brbr- The Florida Keys are a notoriously difficult place to navigate.brbrbrbrHow to Access: Stair access only the home is elevated above sea levelbrbrbrbrThe Neighborhood:brbrWelcome to Lunara Bay!brbrNestled in a gated community less than a mile from Key West, Lunara Bay offers a family-friendly atmosphere with a local park just a short walk away—perfect for spending time with loved ones.brbrbrbrExplore & Dine Nearby:brbrEnjoy fresh seafood and local flavors at Hogfish Grill, Roostica, or Chico’s Cantina. Visit Hurricane Hole for happy hour and scenic waterfront views. Rent a boat for a day at Stock Rock Café or embark on a kayak tour with Lazy Dog.brbrbrbrBoating & Marina Access:brbrMany homes offer private boat docking or slips available at the onsite marina. A public boat ramp is conveniently located across the highway - Key Haven Boat Ramp.brbrbrbrNeed personalized recommendations Ask your GEM for their top things to do and places to go!brbrbrbrGetting Around:brbrTravel by car, boat, or plane to Spindrift House. The driveway allows parking for up to 4 vehicles and your boat trailer. brbrIf you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. brbrRent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Extend your stay 7+ nights for 10% off your entire stay!brbr- Elevate your stay and ask us about our Private Chauffeur services.brbr- Private washer/dryerbrbr- Located in gated community.brbr- Comes with free gym access to FYT.brbr- Pets are welcome! Our requirements are as follows: brbr•40lb maximum per petbrbr•$250/staybrbr•2 pet maximumbrbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.

Bed

Bath

Sleeps

$1640.84

/ Nightly

Private Vacation Home

Springtide House at Lunara Bay

Key West, Florida, United States

Summary:brbrDiscover your dream Key West vacation at Lunara Bay - a collection of 26 luxury homes in a gated community!! Springtide House is a 4BR, 4.5BA pet-friendly home blending island charm with modern elegance, just minutes from downtown. Dock boats up to 40’ at private slips, relax in your private pool, access the FYT gym, and enjoy curated itineraries from our local guest experience team.brbrbrbrThe Space:brbrIndulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information!brbrbrbrThe open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy.brbrbrbr Sleeping up to 10 guest this home features four king beds and a new sleeper sofa. The spacious fenced in yard and gated dock access are perfect for children and your furry friends.brbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival.brbrbrbrBoating:brbrWe encourage boating. Here's what you need to know in order to do so safely:brbr- Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock.brbr- There is no power or pump out service to the slips.brbr- The Florida Keys are a notoriously difficult place to navigate.brbrbrbrHow to Access: Stair access only the home is elevated above sea levelbrbrbrbrThe Neighborhood:brbrWelcome to Lunara Bay!brbrNestled in a gated community less than a mile from Key West, Lunara Bay offers a family-friendly atmosphere with a local park just a short walk away—perfect for spending time with loved ones.brbrbrbrExplore & Dine Nearby:brbrEnjoy fresh seafood and local flavors at Hogfish Grill, Roostica, or Chico’s Cantina. Visit Hurricane Hole for happy hour and scenic waterfront views. Rent a boat for a day at Stock Rock Café or embark on a kayak tour with Lazy Dog.brbrbrbrBoating & Marina Access:brbrMany homes offer private boat docking or slips available at the onsite marina. A public boat ramp is conveniently located across the highway - Key Haven Boat Ramp.brbrbrbrNeed personalized recommendations Ask your GEM for their top things to do and places to go!brbrbrbrGetting Around:brbrTravel by car, boat, or plane to Springtide House, The driveway allows parking for up to 4 vehicles and your boat trailer. brbrIf you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. brbrRent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Extend your stay 7+ nights for 10% off your entire stay!brbr- Elevate your visit with our Private Chauffeur Service for effortless luxury transportation.brbr- Private washer/dryerbrbr- Located in gated community.brbr- Comes with free gym access to FYT.brbr- Pets are welcome! Our requirements are as follows: brbr•40lb maximum per petbrbr•$250/staybrbr•2 pet maximumbrbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.

Bed

Bath

Sleeps

$1778.57

/ Nightly

Private Vacation Home

Mastway House at Lunara Bay - Wellness Home

Key West, Florida, United States

Summary:brbrMastway House is a waterfront 4-bedroom, 4-bath home at Lunara Bay - a collection of 26 luxury homes in a gated community! Perfect for both activity and relaxation, it features a private pool and dock, parking, a pet-friendly gated yard, and fitness amenities including a Peloton, free weights, and yoga mats. Tailored itineraries help you uncover hidden gems and local favorites for an unforgettable Key West experience.brbrbrbrThe Space:brbrIndulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information!brbrbrbrThe open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy.brbrbrbrThe spacious fenced in yard and gated dock access are perfect for children and your furry friends.brbrbrbrMastway House is a four-bedroom, four-bath home with spectacular decor.brbrBedroom 1: King BedroombrbrBedroom 2: King Bedroom brbrBedroom 3: King BedroombrbrBedroom 4: King Bed & Twin over Twin Trundle brbrExtra Sleeping: Queen sleeper sofa in the living areabrbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival.brbrbrbrBoating:brbrWe encourage boating. Here's what you need to know in order to do so safely:brbr- Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock.brbr- There is no power or pump out service to the slips.brbr- The Florida Keys are a notoriously difficult place to navigate.brbrbrbrHow to Access: Stair access only the home is elevated above sea levelbrbrbrbrThe Neighborhood:brbrWelcome to Lunara Bay!brbrNestled in a gated community less than a mile from Key West, Lunara Bay offers a family-friendly atmosphere with a local park just a short walk away—perfect for spending time with loved ones.brbrbrbrExplore & Dine Nearby:brbrEnjoy fresh seafood and local flavors at Hogfish Grill, Roostica, or Chico’s Cantina. Visit Hurricane Hole for happy hour and scenic waterfront views. Rent a boat for a day at Stock Rock Café or embark on a kayak tour with Lazy Dog.brbrbrbrBoating & Marina Access:brbrMany homes offer private boat docking or slips available at the onsite marina. A public boat ramp is conveniently located across the highway - Key Haven Boat Ramp.brbrbrbrNeed personalized recommendations Ask your GEM for their top things to do and places to go!brbrbrbrGetting Around:brbrTravel by car, boat, or plane to Mastway House, The driveway allows parking for up to 4 vehicles and your boat trailer. brbrIf you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. brbrRent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Extend your stay 7+ nights for 10% off your entire stay!brbr- Elevate your stay and ask us about our Private Chauffeur services.brbr- Private washer/dryerbrbr- Located in gated community.brbr- New Couch Installed June 2023!brbr- Fans inside bedrooms only operate with the light on.brbr- Comes with free gym acess to FYT.brbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.

Bed

Bath

Sleeps

$3,028

/ Nightly

Private Vacation Home

Aquaria House at Lunara Bay

Key West, Florida, United States

Summary:brbrExperience the Aquaria House at Lunara Bay - a collection of 26 luxury homes in a gated community! This stunning waterfront 4 bedroom, 4.5 bath home is perfect for those looking to embrace all that Key West has to offer. Enjoy a private pool & dock, convenient parking, and a pet-friendly gated yard for a truly relaxing getaway. brbrWe provide personalized itineraries to help you and your party make the most of your Lunara Bay experience.brbrbrbrThe Space:brbrIndulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information!brbrbrbrThe open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy.brbrbrbrThe spacious fenced in yard and gated dock access are perfect for children and your furry friends.brbrbrbrAquaria House is a four-bedroom, four and a half-bath home sleeping up to 10 guests with breathtaking decor. brbrBedroom 1 - KingbrbrBedroom 2 - KingbrbrBedroom 3 - KingbrbrBedroom 4 - KingbrbrExtra Sleeping - Queen pull-out couch in the living areabrbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival.brbrbrbrBoating:brbrWe encourage boating. Here's what you need to know in order to do so safely:brbr- Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock.brbr- There is no power or pump out service to the slips.brbr- The Florida Keys are a notoriously difficult place to navigate.brbrbrbrHow to Access: Stair access only the home is elevated above sea levelbrbrbrbrThe Neighborhood:brbrWelcome to Lunara Bay!brbrNestled in a gated community less than a mile from Key West, Lunara Bay offers a family-friendly atmosphere with a local park just a short walk away—perfect for spending time with loved ones.brbrbrbrExplore & Dine Nearby:brbrEnjoy fresh seafood and local flavors at Hogfish Grill, Roostica, or Chico’s Cantina. Visit Hurricane Hole for happy hour and scenic waterfront views. Rent a boat for a day at Stock Rock Café or embark on a kayak tour with Lazy Dog.brbrbrbrBoating & Marina Access:brbrMany homes offer private boat docking or slips available at the onsite marina. A public boat ramp is conveniently located across the highway - Key Haven Boat Ramp.brbrbrbrNeed personalized recommendations Ask your GEM for their top things to do and places to go!brbrbrbrGetting Around:brbrTravel by car, boat, or plane to Aquaria House, The driveway allows parking for up to 4 vehicles and your boat trailer. brbrIf you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. brbrRent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Extend your stay 7+ nights for 10% off your entire stay!brbr- Elevate your stay and ask us about our Private Chauffeur services.brbr- Private washer/dryerbrbr- Located in gated community.brbr- Comes with free gym access to FYT.brbr- Pets are welcome! Our requirements are as follows: brbr•40lb maximum per petbrbr•$250/staybrbr•2 pet maximumbrbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.

Bed

Bath

Sleeps

$1,973

/ Nightly

Private Vacation Home

Suncoast House at Lunara Bay

Key West, Florida, United States

Summary:brbrDiscover your dream Key West vacation at Lunara Bay - a collection of 26 luxury homes in a gated community! Suncoast House is a 5BR, 5.5BA waterfront, pet-friendly home blending island charm with modern elegance, just minutes from downtown. Dock boats up to 40’ at private slips, relax in your private pool, access the FYT gym, and enjoy curated itineraries from our local guest experience team.brbrbrbrExtend your stay 7+ nights for 10% off your entire stay!brbrbrbrThe Space:brbrIndulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information!brbrbrbrThe open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry, vacation has never been more convenient and easy.brbrbrbrThe spacious fenced in yard and gated dock access are perfect for children and your furry friends.brbrbrbrThe Suncoast House is a five-bedroom, five-and-a-half-bath home with breathtaking decor. Sleeping up to 14 guests:brbrBedroom 1: KingbrbrBedroom 2: KingbrbrBedroom 3: Two TwinsbrbrBedroom 4: KingbrbrBedroom 5: King & Two Day BedsbrbrExtra Sleeping: Queen pull out couchbrbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival.brbrbrbrBoating:brbrWe encourage boating. Here's what you need to know in order to do so safely:brbr- Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock.brbr- There is no power or pump out service to the slips.brbr- The Florida Keys are a notoriously difficult place to navigate.brbrbrbrHow to Access: Stair access only the home is elevated above sea levelbrbrbrbrThe Neighborhood:brbrWelcome to Lunara Bay!brbrNestled in a gated community less than a mile from Key West, Lunara Bay offers a family-friendly atmosphere with a local park just a short walk away—perfect for spending time with loved ones.brbrbrbrExplore & Dine Nearby:brbrEnjoy fresh seafood and local flavors at Hogfish Grill, Roostica, or Chico’s Cantina. Visit Hurricane Hole for happy hour and scenic waterfront views. Rent a boat for a day at Stock Rock Café or embark on a kayak tour with Lazy Dog.brbrbrbrBoating & Marina Access:brbrMany homes offer private boat docking or slips available at the onsite marina. A public boat ramp is conveniently located across the highway - Key Haven Boat Ramp.brbrbrbrNeed personalized recommendations Ask your GEM for their top things to do and places to go!brbrbrbrGetting Around:brbrTravel by car, boat, or plane to Suncoast House, The driveway allows parking for up to 4 vehicles and your boat trailer. brbrIf you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. brbrRent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Private washer/dryerbrbr- Located in gated community.brbr- Comes with free gym access to FYT.brbr- Pets are welcome! Our requirements are as follows: brbr•40lb maximum per petbrbr•$250/staybrbr•2 pet maximumbrbr- Elevate your visit with our Private Chauffeur Service for effortless luxury transportation.brbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.

Bed

Bath

Sleeps

$1180.13

/ Nightly

Private Vacation Home

The Seagate Estate at Lunara Bay

Key West, Florida, United States

Summary:brbrDiscover your dream Key West getaway at Lunara Bay - a collection of 26 Luxury homes in a gated community! Seagate Estate is a 4BR, 4.5BA luxury waterfront home blending island charm with modern elegance, just minutes from downtown. Dock your boat right in the backyard, unwind in your pool, enjoy gym access, and enjoy curated itineraries from our local guest experience team.brbrbrbrElevate your visit with our Private Chauffeur Service for effortless transportation.brbrbrbrThe Space:brbrIndulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information!brbrbrbrThe open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy.brbrbrbrThe spacious fenced in yard and gated dock access are perfect for children and your furry friends. Our dock is equipped with a fish fillet station and hose for an easy clean up after a day at sea!brbrbrbrSeagate House is a 4 bedroom, 4.5 bath home sleeping up to 10 guests with sleek contemporary decor. brbrbrbrBedroom 1: King bed with en suite bathroombrbrBedroom 2: King bed with en suite bathroombrbrBedroom 3: King bed with en suite bathroombrbrBedroom 4: King bed with en suite bathroombrbrExtra Sleeping: Queen pull-out couch in living areabrbrbrbrGuest Access:brbrOur self check-in makes the process seamless. brbrbrbrGuests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay. brbrbrbrBoating:brbrWe encourage boating. Here's what you need to know in order to do so safely:brbr- Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock.brbr- There is no power or pump out service to the slips.brbr- The Florida Keys are a notoriously difficult place to navigate.brbrbrbrHow to Access: Stair access only the home is elevated above sea levelbrbrbrbrThe Neighborhood:brbrWelcome to Lunara Bay!brbrNestled in a gated community less than a mile from Key West, Lunara Bay offers a family-friendly atmosphere with a local park just a short walk away—perfect for spending time with loved ones.brbrbrbrExplore & Dine Nearby:brbrEnjoy fresh seafood and local flavors at Hogfish Grill, Roostica, or Chico’s Cantina. Visit Hurricane Hole for happy hour and scenic waterfront views. Rent a boat for a day at Stock Rock Café or embark on a kayak tour with Lazy Dog.brbrbrbrBoating & Marina Access:brbrMany homes offer private boat docking or slips available at the onsite marina. A public boat ramp is conveniently located across the highway - Key Haven Boat Ramp.brbrbrbrNeed personalized recommendations Ask your GEM for their top things to do and places to go!brbrbrbrGetting Around:brbrTravel by car, boat, or plane to Seagate House, the driveway allows parking for up to 4 vehicles and your boat trailer. brbrIf you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. brbrRent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Private washer/dryerbrbr- Located in gated community.brbr- Comes with free gym access to FYT.brbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.

Bed

Bath

Sleeps

$5,074

/ Nightly

Private Vacation Home

Waterlane House at Lunara Bay

Key West, Florida, United States

Summary:brbrWaterlane House is an inviting waterfront 4-bedroom, 4.5-bath home at Lunara Bay - a collection of 26 luxury homes in a gated community! Enjoy a private pool and dock, parking, and a pet-friendly gated yard for the perfect Key West retreat. Your stay includes complimentary FYT gym access and custom itineraries to uncover hidden gems and local favorites for an unforgettable experience.brbrbrbrThe Space:brbrIndulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information!brbrbrbrThe open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With an oven, stove top, toaster oven, grill, microwave and water dispensing fridge, cooking is a breeze. The high speed internet access and keyless entry vacation has never been more convenient and easy.brbrbrbr Sleeping up to 10 guest this home features two king beds, four twin beds, and a queen-sized sleeper sofa. The spacious fenced in yard and gated dock access are perfect for children and your furry friends. Our dock is equipped with a fish fillet station and hose for an easy clean up after a day at sea!brbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival.brbrbrbrBoating:brbrWe encourage boating. Here's what you need to know in order to do so safely:brbr- Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock.brbr- There is no power or pump out service to the slips.brbr- The Florida Keys are a notoriously difficult place to navigate.brbrbrbrHow to Access: Stair access only the home is elevated above sea levelbrbrbrbrThe Neighborhood:brbrWelcome to Lunara Bay!brbrNestled in a gated community less than a mile from Key West, Lunara Bay offers a family-friendly atmosphere with a local park just a short walk away—perfect for spending time with loved ones.brbrbrbrExplore & Dine Nearby:brbrEnjoy fresh seafood and local flavors at Hogfish Grill, Roostica, or Chico’s Cantina. Visit Hurricane Hole for happy hour and scenic waterfront views. Rent a boat for a day at Stock Rock Café or embark on a kayak tour with Lazy Dog.brbrbrbrBoating & Marina Access:brbrMany homes offer private boat docking or slips available at the onsite marina. A public boat ramp is conveniently located across the highway - Key Haven Boat Ramp.brbrbrbrNeed personalized recommendations Ask your GEM for their top things to do and places to go!brbrbrbrGetting Around:brbrTravel by car, boat, or plane to Waterlane House. The driveway allows parking for up to 4 vehicles and your boat trailer. brbrIf you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. brbrRent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Extend your stay 7+ nights for 10% off your entire stay!brbr- Elevate your stay and ask us about our Private Chauffeur services.brbr- Private washer/dryerbrbr- Located in gated community.brbr- Comes with free gym access to FYT.brbr- Pets are welcome! Our requirements are as follows: brbr•40lb maximum per petbrbr•$250/staybrbr•2 pet maximumbrbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.

Bed

Bath

Sleeps

$1422.5

/ Nightly

Private Vacation Home

Evershore Estate at Lunara Bay | Wellness Home

Key West, Florida, United States

Summary:brbrEvershore Estate is a waterfront 4-bedroom, 4-bath home at Lunara Bay - a collection of 26 luxury homes in a gated community. Perfect for activity and relaxation, it features a private pool and dock, parking, a pet-friendly gated yard, and fitness amenities including a Peloton, free weights, and yoga mats. Tailored itineraries help you uncover hidden gems and local favorites for an unforgettable Lunara Bay experience.brbrbrbrThe Space:brbrIndulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information!brbrbrbrThe open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy.brbrbrbrThe spacious fenced in yard and gated dock access are perfect for children and your furry friends. Or enjoy an outdoor workout with at-home gym equipment. brbrbrbrEvershore House is a four-bedroom, four-bath home sleeping up to 12 guests with stunning decor. brbrBedroom 1: King BedbrbrBedroom 2: King BedbrbrBedroom 3: King BedbrbrBedroom 4: King bed & twin over twin trundle bedbrbrExtra Sleeping: Queen pull-out couch in the living roombrbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival.brbrbrbrBoating:brbrWe encourage boating. Here's what you need to know in order to do so safely:brbr- Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock.brbr- There is no power or pump out service to the slips.brbr- The Florida Keys are a notoriously difficult place to navigate.brbrbrbrHow to Access: Stair access only the home is elevated above sea levelbrbrbrbrThe Neighborhood:brbrWelcome to Lunara Bay!brbrNestled in a gated community less than a mile from Key West, Lunara Bay offers a family-friendly atmosphere with a local park just a short walk away—perfect for spending time with loved ones.brbrbrbrExplore & Dine Nearby:brbrEnjoy fresh seafood and local flavors at Hogfish Grill, Roostica, or Chico’s Cantina. Visit Hurricane Hole for happy hour and scenic waterfront views. Rent a boat for a day at Stock Rock Café or embark on a kayak tour with Lazy Dog.brbrbrbrBoating & Marina Access:brbrMany homes offer private boat docking or slips available at the onsite marina. A public boat ramp is conveniently located across the highway - Key Haven Boat Ramp.brbrbrbrNeed personalized recommendations Ask your GEM for their top things to do and places to go!brbrbrbrGetting Around:brbrTravel by car, boat, or plane to Evershore House, The driveway allows parking for up to 4 vehicles and your boat trailer. brbrIf you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. brbrRent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Extend your stay 7+ nights for 10% off your entire stay!brbr- Elevate your stay and ask us about our Private Chauffeur services.brbr- Private washer/dryerbrbr- Located in gated community.brbr- Comes with free gym access to FYT.brbr- Pets are welcome! Our requirements are as follows: brbr•40lb maximum per petbrbr•$250/staybrbr•2 pet maximumbrbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.

Bed

Bath

Sleeps

$1321.12

/ Nightly

Private Vacation Home

Capmar House at Lunara Bay

Key West, Florida, United States

Summary:brbrCapmar House is a beautiful waterfront 4-bedroom, 4-bath home at Lunara Bay - a collection of 26 luxury homes in a gated community! Enjoy a private pool and dock, parking, and a pet-friendly gated yard for a relaxing getaway. Your stay includes complimentary FYT gym access, plus personalized itineraries to uncover hidden gems and local favorites for an unforgettable Key West experience.brbrbrbrThe Space:brbrIndulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information!brbrbrbrThe open concept floor plan makes entertaining a breeze and encourages family time around the dining room table. A fully equipped kitchen awaits your home cooked meals or private chef experience. With high speed internet access and keyless entry vacation has never been more convenient and easy.brbrbrbrThe spacious fenced in yard and gated dock access are perfect for children and your furry friends.brbrbrbrCapmar House is a four-bedroom, four and a half-bath waterfront estate sleeping up to 10 guests. brbrBedroom 1 - King bedbrbrBedroom 2 - King bedbrbrBedroom 3 - King bedbrbrBedroom 4 - King bedbrbrExtra Sleeping - Queen pull-out couch in living areabrbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival.brbrbrbrBoating:brbrWe encourage boating. Here's what you need to know in order to do so safely:brbr- Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock.brbr- There is no power or pump out service to the slips.brbr- The Florida Keys are a notoriously difficult place to navigate.brbrbrbrHow to Access: Stair access only the home is elevated above sea levelbrbrbrbrThe Neighborhood:brbrWelcome to Lunara Bay!brbrNestled in a gated community less than a mile from Key West, Lunara Bay offers a family-friendly atmosphere with a local park just a short walk away—perfect for spending time with loved ones.brbrbrbrExplore & Dine Nearby:brbrEnjoy fresh seafood and local flavors at Hogfish Grill, Roostica, or Chico’s Cantina. Visit Hurricane Hole for happy hour and scenic waterfront views. Rent a boat for a day at Stock Rock Café or embark on a kayak tour with Lazy Dog.brbrbrbrBoating & Marina Access:brbrMany homes offer private boat docking or slips available at the onsite marina. A public boat ramp is conveniently located across the highway - Key Haven Boat Ramp.brbrbrbrNeed personalized recommendations Ask your GEM for their top things to do and places to go!brbrbrbrGetting Around:brbrTravel by car, boat, or plane to Capmar House. The driveway allows parking for up to 4 vehicles and your boat trailer. brbrIf you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. brbrRent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Extend your stay 7+ nights for 10% off your entire stay!brbr- Elevate your stay and ask us about our Private Chauffeur services.brbr- Private washer/dryerbrbr- Located in gated community.brbr- Comes with free gym access to FYT.brbr- Pets are welcome! Our requirements are as follows: brbr•40lb maximum per petbrbr•$250/staybrbr•2 pet maximumbrbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.

Bed

Bath

Sleeps

$1737.28

/ Nightly

Private Vacation Home

Mirador House at Lunara Bay

Key West, Florida, United States

Summary:brbrMirador House is a gorgeous waterfront 5-bedroom, 5.5-bath home at Lunara Bay - a collection of 26 luxury homes in a gated community! With a private pool & dock, parking, and a pet-friendly gated yard, you’ll find relaxation and fun in the Keys. Your stay includes free access to FYT, a nearby gym. We also provide tailored itineraries to help you and your group make the most of your Lunara Bay experience, uncovering hidden gems and local favorites for unforgettable memories. Reach out for more information!brbrbrbrThe Space:brbrWelcome to Mirador House, a retreat designed for comfort and relaxation. The open concept floor plan allows for enjoyable entertaining, complemented by a fully equipped kitchen for those home cooked meals.brbrOutside, a spacious fenced yard and gated dock access offer safe play areas for children and pets alike!brbrThe sleeping arrangements of the home are as follows:brbrBedroom 1: King bedbrbrBedroom 2: King bedbrbrBedroom 3: King bedbrbrBedroom 4: King bedbrbrBedroom 5: 2 Twin over Double Bunk Beds & Sleeper SofabrbrAdditional sleeping space includes a Queen Sleeper Sofa in the living area, accommodating up to 16 guests comfortably.brbrbrbrGuest Access:brbrOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival.brbrbrbrBoating:brbrWe encourage boating. Here's what you need to know in order to do so safely:brbr- Private dock can accommodate boats up to 50’ in length. Maximum one boat per dock.brbr- There is no power or pump out service to the slips.brbr- The Florida Keys are a notoriously difficult place to navigate.brbrbrbrHow to Access: Stair access only the home is elevated above sea levelbrbrbrbrThe Neighborhood:brbrWelcome to Lunara Bay!brbrNestled in a gated community less than a mile from Key West, Lunara Bay offers a family-friendly atmosphere with a local park just a short walk away—perfect for spending time with loved ones.brbrbrbrExplore & Dine Nearby:brbrEnjoy fresh seafood and local flavors at Hogfish Grill, Roostica, or Chico’s Cantina. Visit Hurricane Hole for happy hour and scenic waterfront views. Rent a boat for a day at Stock Rock Café or embark on a kayak tour with Lazy Dog.brbrbrbrBoating & Marina Access:brbrMany homes offer private boat docking or slips available at the onsite marina. A public boat ramp is conveniently located across the highway - Key Haven Boat Ramp.brbrbrbrNeed personalized recommendations Ask your GEM for their top things to do and places to go!brbrbrbrGetting Around:brbrTravel by car, boat, or plane to Mirador House. The driveway allows parking for up to 4 vehicles and your boat trailer. brbrIf you didn’t travel by water, you can also drop your boat at one of the public boat ramps in Key Haven or Stock Island. brbrRent a golf cart, scooter or bikes for the day to enjoy the area. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr- Extend your stay 7+ nights for 10% off your entire stay!brbr- Elevate your stay and ask us about our Private Chauffeur services.brbr- Private washer/dryerbrbr- Located in gated community.brbr- Fans inside bedrooms only operate with the light ON.brbr- Comes with free gym access to FYT.brbr- Pets are welcome! Our requirements are as follows: brbr•40lb maximum per petbrbr•$250/staybrbr•2 pet maximumbrbrbrbrInteraction with Guests:brbrYour dedicated GEM is at your service to answer any questions or curate unforgettable experiences tailored to your dreams in the Keys.

Bed

Bath

Sleeps

$291.84

/ Nightly

Condo

Sea-renity: 2bed 2bath condo w/ boat slip, pool/jacuzzi, waterfront balcony

Key West, Florida, United States

AGE REQUIREMENT:brEveryone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and primary renters are 25 years or older. We do not accommodate bachelor parties, bachelorette parties, student groups or construction workers-NO EXCEPTIONSbrbrThis property is a 28 night minimum. Boat slips available for rent! Inquire with us. brbrFEATURES:brBedrooms: 2 (1 queen and 1 queen)brBathrooms: 2brLocation: Sunset Marina Gated CommunitybrSquare Feet: 1558brParking: 1 assigned covered parking space (NO ELECTRIC VEHICLES/SCOOTERS/BIKES ALLOWED)brAmenities: Wifi, TVs, in-unit laundry, balcony, shared pool, near the golf course, boat slip availablebrbrbrTHINGS TO KNOW: brRestrictions/Rules: No smoking. No Pets.brbrCheck in: 4PM - We do not guarantee an early check in request will be granted because we need to give the housekeepers time to ready the units for check-in, however, should your unit be ready early, we will notify you from this number that you can check-in. No units will be able to accommodate a check-in earlier than 12pm. brbrCheck out: 10AM - We do not accommodate late check outs. brbrItems provided: All linens, bath towels and beach towels are provided for your convenience. You are provided an initial supply of bath soap, dish washing liquid, toilet paper, laundry detergent and paper towels. Additional supplies are the responsibility of the renter, or once the initial supply is used.

Bed

Bath

Sleeps

$573.88

/ Nightly

Private Vacation Home

**WINDWARD WAVES @ OLD TOWN** Cozy Cottage Near Duval + LAST KEY SERVICES...

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrWINDWARD WAVES is a 2 bedroom, 2 bathroom Bahamian-style cottage featuring an open-concept living area with high ceilings, a fully equipped kitchen, and private back patio. Situated in the heart of Old Town Key West within a secure gated community, WINDWARD WAVES is just steps from world famous Duval Street and the Southernmost Point. Combined with Last Key Realty’s unrivaled Guest Services & Complimentary In-house Concierge, a stay at WINDWARD WAVES will have you feeling refreshed and renewed.brbrWINDWARD PARK COMMUNITY...brbrThe gated community of Windward Park is tucked away a block off Duval Street, and requires a key for access to this small compound. The resort-style community pool is shared with only a handful of homes and is surrounded by chaise lounges that get both sun and shade throughout the day. Designated parking is provided for one vehicle in the private parking lot.brbrTHE LIVING AREA & KITCHEN...brbrUpon entering WINDWARD WAVES, you'll step into the spacious living area with soaring ceilings, plenty of natural light, bright colors, and comfortable furnishings. There’s plenty of seating in the living room surrounding the flat screen TV, including a queen sized sleeper sofa for any extra guests. Next to the living room is the open kitchen, which is fully equipped with all the tools and appliances you'll need to prepare home cooked meals. A dining table sits off the kitchen, with seating for 4. Additional seating for 2 can be found at the kitchen bar.brbrTHE ACCOMMODATIONS...brbr** Guest Bedroom: Located on the First Floor with Two Twins OR One King bed, closet, flat screen TV, direct access to the back patio, and direct access to the second bathroom with a shower.brbr** Master Bedroom: Located on the Second Floor with a King bed, flat screen TV, and an en-suite bathroom with a shower/tub combo.brbr** Living Room features a Queen-sized Sleeper SofabrbrALL 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 & YouTube TVbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Community Pool Accessbr** Assigned Off-street Parking for 1 Carbr** Propane GrillbrbrOther notes:brbr** Interim housekeeping provided upon requestbr** This property will accommodate up to 4 adultsbr** Pets Not Allowedbr** Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

Bed

Bath

Sleeps

$369.07

/ Nightly

Private Vacation Home

Fisherman's Paradise on the Water

Key West, Florida, United States

Reserve a piece of paradise in our waterfront home. This beautiful home is located just 7 miles from the entrance of Key West in quiet Big Coppitt Key. brThis waterfront home features a deep canal, private pool, and covered patio.brbrThe Palm Suite Features: brKing Size Bed, Large walk in closet, Double Vanity Bathroom Sinks, Shower with Separate Soaking tub. New 55'' Smart TVbrbrThe Starfish Suite Features:brKing Size Bed, Walk in closet, New 50'' Smart TVbrbrThe Octopus Suite Features:brKing Size Bed, Large walk in closet, New 50 Smart TV. This room has private access to 2nd Full Bathroom with Jet Tub.brbrLiving Room: 2 Queen sofa beds and a Loveseat.brbrDining Room: Seating for 10brbrKitchen is well stocked with all the necessary cookware and appliances for comfortable stay .brbrLaundry Room: High Capacity Washer and Dryer, Iron, Iron Board and Steamer for those formal nights out on the town.brbrFishing Amenities: brIce Machine, Bait Freezer, Fish Cleaning Station, 75 Feet of concrete lighted dock.brbrRecreation Areas:brHeated Pool, Separate Spa, Kayaks, Bicycles, Gas Grill and plush garden. brOutdoor Dining for 8brbrUpstair Lanai: brLounge Area and Breakfast Bistro for 2brbrSmart home technology with Google homebrbrbrMaximum Occupancy 8brNo PetsbrNo SmokingbrNo Partiesbrbrbrbrbrbrbr

Bed

Bath

Sleeps

$495.48

/ Nightly

Apartment

Coral Reef Suite | 1 bed near Duval & waterfront

Key West, Florida, United States

Summary:brbrExperience the heart of Key West from this charming Front Street retreatbrbrbrbrThe Space:brbrStay just steps from the action in this beautifully updated 1 bedroom, 1 bath apartment located above iconic Front Street in Old Town Key West. Perfect for up to four guests, this tropical escape blends modern comfort with unbeatable walkability to the island’s most exciting attractions.brbrbrbrWake up to warm island breezes on your balcony before stepping out to explore everything Key West has to offer — no car needed. Just one block from Mallory Square, you’re immersed in the island’s vibrant cultural hub. Enjoy world-famous sunsets with street performers, dine at local favorites like A&B Lobster House and Conch Republic, or sip cocktails at legendary bars including Captain Tony’s and Sloppy Joe’s.brbrbrbrSpend your days visiting the Key West Aquarium, Shipwreck Museum and Audubon House, all just a short stroll away. Browse local art galleries, hop on a sunset cruise, or join snorkeling and fishing excursions departing from the marina right down the street.brbrbrbrInside, unwind in the comfortable king bedroom, prepare meals in the fully equipped kitchen, and relax in the bright, open living area with a sleeper sofa, flat-screen TV, and complimentary Wi-Fi. A private washer and dryer make extended stays easy and convenient.brbrbrbrOne free off-site parking space is available approximately three blocks away, and everything you need is within walking distance.brbrbrbr Small dog welcome with manager approval and a $250 non-refundable pet fee.brbrbrbr✨ A Note About the Location brbrFront and nearby Duval streets are known for their lively atmosphere. You may hear music and nightlife, especially in the evenings — that's part of the authentic Old Town experience. This suite is best suited for guests who enjoy being close to the energy and excitement of Key West. Also of note, there is no parking on site but you're welcome to use our office parking lot about 3 blocks away.brbrbrbrWhether you’re here for the sights, the history, or simply to soak up the island vibe, this Front Street retreat puts the very best of Key West right outside your door.

1

Bed

1

Bath

4

Sleeps

$1205.88

/ Nightly

Private Vacation Home

Luxury 3-Bedroom Waterfront Home with Pool AND Dock!

Key West, Florida, United States

Traditional meets modern in an elegant way, right in the middle of one of Key West’s most historical districts. A stay at this Island Chic property is filled with luxury and personalized touches. A home designed by a local and prestigious architect, amenities here offer a fully bountiful experience of extravagance that will make any visitor feel like a Key West celebrity.brTake a small flight of stairs up to the main floor to find stylish slate floors, professional Viking stainless steel appliances, and a bright and light sitting area. Wood cabinets meet with light furniture to provide an artistic contrast in the room only a designer can produce. A spacious, elevated dining room table completes the open concept look, along with a meticulously made wet bar, wine chiller and separate beverage fridge included. What makes this room unlike any other, however, is the view from the sitting area. Visitors of Island Chic, get their own piece of Garrison Bight, a protected body of water which accommodates the local charter fishing fleet alongside recreational pleasure boaters. This aquatic sight is accompanied by a bustling marina, peaceful highway, and a glimpse into the skyline from the main island. Take in the, offering the daily excitement that Key West provides without ever having to leave your home away from home.brThis diverse view can be seen throughout the entire house, from the living room, to the bedrooms, to the outdoor entertainment area. Make a cocktail at the wet bar, take a step outside on to the balcony with rustic patio furniture, and take a few steps down to find the outdoor living area on the ground floor. Fully equipped with wooden countertops and an outdoor bathroom, this area allows visitors to soak up the sun in their own private oasis. A vibrant and inviting suspended bench is the perfect spot for sipping away and planning a day out on the Island. To top it all off, a quaint pool directly facing Garrison Bight offers a Key West style elevated pool. Ponder about the daily adventures Garrison Bight offers to island natives. Enjoy the tranquility of this view at night, sprinkled with city lights and bright stars. Back inside the home, take the stairs decorated with local artwork up one floor to find two spacious en-suite bedrooms and the laundry room. King size beds with luxury sheets invite deep sleep and sweet dreams. Enjoy the professionally designed showers which make visitors feel like noblemen themselves. Long balconies with lounging furniture, Key West botanicals, and diverse views offer a daily lens into the island life. When the balcony experience has ended, close the blinds for a visitor’s choice of a dark or bright wake up. brWhat completes Island Chic, is the fully elegant and spacious top floor master suite, which is convertible into 4 twin beds. A firm and comfortable king bed, multiple windows, and two built-in closets offer a total superstar stay. A reading nook is tucked into the bay side of the master, with a cozy day bed and natural light that will accompany hours of lounging. The day bed accommodated a trundle, which provide for the optional twin beds. A dignified dressing room, with a large mirror and multiple built-in cabinets, leads the visitor to a fully-equipped en-suite bathroom. With a water closet, bidet, walk in shower built for two, and his and hers vanities, it is certainly the bathroom in the home that evokes jealously. To top off this room, are views of Key West native plants and the Garrison Bight, views just as diverse and enticing as the others, but from a higher perspective. Take a peak on what the day might be like on the Island, with just a flick of a plantation shutters from suite’s view.brIsland Chic offers a customizable luxury that can make any Key West vacation feel more elegant and over the top. With a modern theme that is intricately decorated with traditional finishes, located steps from island history, the glamour of a stay here is challenging not to enjoy.brDOG FRIENDLY. Please contact us to confirm specific pet policies.

3

Bed

3

Bath

8

Sleeps

$471.59

/ Nightly

Private Vacation Home

**SOUTHERN STAR @ THE MEADOWS** Private Home & Pool + LAST KEY SERVICES...

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrSOUTHERN STAR is a modern Key West home nestled in the quiet Meadows neighborhood of Old Town that combines the island way and the sweet life of the South. With wide porches, a breezy interior, cathedral ceilings, and an apparent southern charm, it's easy to see where this home gets its name. In addition to its distinct southern features, this home also offers the best of modern amenities, including a beautifully renovated kitchen, a bonus loft, and a private pool and jacuzzi spa. SOUTHERN STAR combined with Last Key Realty's Five-Star Guest Services is sure to make your stay in Key West exceptional.brbrTHE LOCATION...brbrThe Meadows is a residential district of Old Town Key West. This quiet neighborhood with primarily residential homes and noiseless streets is perfect for peaceful evening strolls, but also within walking distance of the commercial area of White Street with restaurants, shops, and Fausto's grocery store. This home is located less than a mile from Duval Street, an easy bike ride or walk any day. Although you won't need a vehicle to get around from this ideal location, there's off-street parking in the driveway.brbrTHE LIVING AREAS & KITCHEN...brbrSOUTHERN STAR has plenty of space for your group to spread out or come together. The spacious living area has a large flat screen TV, which can be viewed from the plush sectional sofa or from the kitchen/bar area thanks to the open layout of the first floor. On the second floor, you'll find a bonus loft with comfy furniture, perfect for slipping away and getting lost in a good book. brbrThe state-of-the-art kitchen is absolutely stunning, with custom cabinetry and commercial grade appliances including a gas range. You'll find all of the tools and equipment needed to create a gourmet meal from home. The indoor dining area provides seating for four and there's additional seating at the kitchen bar for a casual bite. A powder room is conveniently located in the hall.brbrTHE PORCHES & POOL AREA...brbrThe unique front porch of SOUTHERN STAR is a shady place to people watch, with rockers that make you feel right at home in the South. The back yard is surrounded by a tall fence and lush tropical landscaping, which creates a completely private outdoor setting for your group. Splash around in the private heated pool or take a soak in the jacuzzi. On the side of the house is a real Key West treat: an outdoor shower, perfect for rinsing off after a swim or a day at the beach. There is also a propane BBQ grill and two outdoor dining sets for poolside meals.br brTHE ACCOMMODATIONS...brbrAll bedrooms in this home include flat screen SMART TVs, ceilings fans, and ample storage.brbr** Master Suite: Located on the First Floor with King bed and en suite bathroom.brbr** Second Bedroom: Located on the First Floor with a Queen bed and access to the half bathroom across the hall.brbr** Third Bedroom: Located on the Second Floor with a Queen bed and access to the full bathroom is in the hallway.brbr** Fourth Bedroom: Located on the Second Floor with a King bed and en suite bathroom.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen SMART TVs in Living Room & All Bedroomsbr** Gourmet Kitchen with Luxury Appliancesbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels providedbr** Wireless high-speed Internet access and full cable is includedbrbrIn addition, this fully stocked home includes, but is not limited to, the amenities on this list:brbr** Gated Backyard with Private Heated Pool & Jacuzzi Spabr** Outdoor Showerbr** Propane BBQ grillbr** Kuerig Coffee Makerbr** Off Street ParkingbrbrOther Notes:brbr** In person welcome when possible, after hours check in availablebr** 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** Small Dogs allowed - Max of 2 dogs allowed and an additional fee of $200 per pet will apply

Bed

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Sleeps

$329.57

/ Nightly

Condo

Island Time On the Green at Key West Golf Club

Key West, Florida, United States

Island Time on the Green - This is a beautiful, intimate two-story open plan townhome backing to one of two community pools at Key West Golf Club with parking for up to two vehicles. The property is surrounded by tropical palm tree foliage, resort-style amenities and breathtaking views. The “Old Key West” vibe will catch your attention as you enter one of the Keys most prestigious gated communities, offering two heated pools, 24 hour security, and access to the only 18-hole golf club in the Florida Keys at an additional cost. KITCHEN and DINING: The kitchen is fully equipped with everything needed at your disposal for home entertaining, 4 additional bar stools provide seating for casual dining. LIVING ROOM: The open and airy living area has plenty of windows, light and room for entertaining. Enjoy the large flat screen television with cable and wireless high speed Internet that are included with the rental. A convenient powder room is located between the living and dining room. The two bedroom suites on the second floor each have full en-suite bathrooms with walk in showers. Each suite has a queen bed with nightstands, lighting, dressers. OUTDOOR LIVING: Large sliding glass doors lead out to your over-sized porch on the lower level. You will find outdoor showers, restrooms and a fully equipped fitness room in the clubhouse. ADDITIONAL FEATURES: Central AC and ceiling fans provide a relaxing atmosphere throughout the home on the balmier days in the summer, A lushly landscaped backyard with a gas grill is provided to cook your catch after a day of fishing on the waters surrounding this island paradise ,The washer/dryer is conveniently upstairs in the guest bedroom. Linens and Towels are provided. Interim housekeeping provided upon request for additional charge. Parking for up to two vehicles with type/size restrictions are included. Pool and fitness center access card is provided. This property will accommodate up to 4 adults. You are just minutes away from all the excitement found in Historic Old Town, Duval, Mallory Square and the Sunset Celebration.

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Bath

Sleeps

$1397.79

/ Nightly

Private Vacation Home

DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!

Key West, Florida, United States

GRAND OPENING SUMMER DEALS FOR VINTAGE SOUTHERNMOST COTTAGE...brEnvision sun soaked days under luxuriant balmy breezes in this quintessential conch retreat! This exceptionally located home is a mere stone's toss from famous Duval Street, the perfect setting to satisfy all of your epicurean longings. Delight in being steps away from the Key West Lighthouse and Hemingway Home and Museum. Ease into your most comfy sandals and walk one block to locals' favorite boozy brunch spots like Moondog Cafe, Rams Head Southernmost, and Blue Heaven. Tickle your fancy at the island's sundry bars and restaurants, pulsing with stellar live music, and revel in shopping galore.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES...brThis 4 bedroom, 4 bath cottage is ideal for large families or traveling couples who want to immerse themselves in authentic tropical living and serene Key West decor. The tasteful and tranquil interior is bathed in natural light, inviting you to bask in countless hours of peace and tranquility. The fully equipped and updated kitchen allows for seamless meal prep and casual dining. The cozy living area invites time well spent with loved ones, watching movie favorites while sipping your iced craft cocktail. A full size washer and dryer reside in the common area for everyone's convenience.brbrSLEEPING ARRANGEMENTS...brThe primary bedroom features a king bed with private entry porch doors and an en-suite shower/tub bathroom with double vanity. The second bedroom offers a queen bed with a mini-fridge and dedicated desk for working remotely, and an en-suite shower bathroom with a double vanity. The third bedroom is located off the kitchen and offers a queen bed. A separate shower bathroom is conveniently located adjacent to this room. The fourth bedroom is a private carriage suite located off the back porch and includes a queen bed with an en-suite shower bathroom. Each bedroom is equipped with a flat screen TV.brbrOUTDOOR LIVING...brLush vegetation and abundant foliage surround this heavenly abode, engulfing your senses in true island bliss. Savor your morning brew on the street-front porch in your favorite rocking chair. Your private backyard oasis awaits you, complete with a charming heated pool for dipping, al fresco dining and outdoor grilling.brbrPARKING...brEnjoy a private parking for one vehicle.brbrPETS...brThis is not a pet friendly homebrbrCONCIERGE 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.brbrNIRVANA NEVER ENDS HERE...

4

Bed

4

Bath

8

Sleeps

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