EXCEPTIONAL SANCTUARY IN OLD TOWN... Lose yourself in this light and airy upscale retreat in a prime location, just 1.5 blocks from famous Duval Street! You are just a short walk from the best in restaurants, shopping, galleries and museums! Bring your favorite flip flops for an unrivaled Key West experience. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS & AMENITIES... Begin your journey in Paradise as you enter this delightful hideaway with a bright and contemporary open concept living and kitchen area, perfect for intimate gatherings with your traveling crew. The modern and well-stocked kitchen will satisfy the most discriminating foodie as you craft your favorite tropical fare. Indulge in well-deserved relaxation in the cozy living area with coastal flair. A powder room is conveniently located on the first level and a washer/dryer room is located on the third level. Custom fit closets throughout provide maximum storage for all your vacation gear. Enjoy Youtube TV for binge watching all your favorite shows. SLEEPING ARRANGEMENTS... Enjoy two bedrooms on the second floor, one with a king bed and a bunk bed in the other, with a renovated full shower bathroom and balcony. The third floor is a private oasis dedicated to the primary king suite and features a renovated full shower bathroom. OUTDOOR LIVING... Off the kitchen you will find a covered stone patio for outdoor living and dining. A propane grill is available to prep your fresh catch of the day! PARKING... This home offers off street parking for 1 vehicle. PETS... This is not a pet friendly home. CONCIERGE SERVICES... Enjoy 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! CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). YOUR PERFECTLY LOCATED SLICE OF PARADISE...

OLD KEY WEST ELEGANCE WITH AN ELEVATOR, PRIVATE POOL AND BOAT DOCKAGE... Indulge in island chic as you approach this luxurious waterfront conch style home, located on the edge of Old Town overlooking Garrison Bite Marina. Breathtaking marina views from double balconies will lure you closer to this nautical gem while design and functionality merge to offer you historical charm with all the luxuries of a modern retreat. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS & AMENITIES... Enjoy a private entrance to this tropical retreat and head up the stairs to the first level that greets you with an expansive kitchen, offering every cooking tool your inner chef could desire for dreaming up culinary delights. A breakfast nook table, kitchen counter seating and the adjacent dining area provide multiple seating options for your loved ones to gather in and unwind. The open concept living area boasts panoramic sliding glass doors that overlook Garrison Bight Marina, surrounding you in the tropical allure of your southernmost getaway. Take advantage of the elevator carrying you to each story of the home. A full size washer and dryer closet is offered for your convenience. Enjoy live streaming on Youtube TV for binge watching your favorite shows. SLEEPING ARRANGEMENTS... The first level of the home offers a king bedroom with a double entry shower bathroom. On the second level are two king suites with en suite bathrooms (one with a shower/bath combo and the other with a deep jetted tub and separate walk in shower). Each suite has its own balcony and walk-in closets. The top floor offers a private bedroom with two twin beds. There is also an open loft with four twin beds and a central bathroom with a shower/tub combination. All twin beds can be converted to a king bed upon request. A sleeper sofa resides in the Great Room for additional sleeping arrangements. OUTDOOR LIVING... This is a boater's dream home consisting of a private dockage (can fit a boat up to 30 ft long) and deep water access! Luxuriate around your private pool (that is heated during the cooler months) and watch the fishing fleets return with their fresh catch! PARKING... There is space for two cars in the spacious garage on the ground level of the home as well as ample parking in the driveway. PETS... This home allows 1 dog only. Please include the size/breed when inquiring. CANCELLATION... Bookings 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. CONCIERGE SERVICES... Enjoy 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! ENDLESS TROPICAL THERAPY...

A LEGACY OF TIMELESS BEAUTY... This exquisite grand dame of quintessential Key West is a world of dreams! Yours is coming true as you pull up to this magnificent embodiment of elegance and architecture. Located in the highly sought-after neighborhood of The Meadows, you are entering one of the indisputably most impressive and stately homes in all of this southernmost island. Stunning design and superb craftsmanship punctuate every delightful inch of this 3316 square foot hacienda. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES... This historic masterpiece boasts meandering gardens on an enviable 7800 square foot lot, with breathtaking Dade County Pine floors and walls throughout the interior of the home. Satisfy your inner aristocrat as you enter this wonderful setting for sophisticated large scale entertaining or intimate gatherings as there are so many different spaces to enjoy. With 5 bedrooms and 3 full baths within the 3 floors, this home is ideal for a large family. The spacious modern kitchen and living rooms flow seamlessly to the abundant outdoor oasis. A washer/dryer closet is located on the second floor for your convenience. There is a ring doorbell on the front door for owner security purposes. SLEEPING ARRANGEMENTS... There is a queen bedroom and a double-entry shower bathroom on the first level. 3 king bedrooms reside on the second level with a marble shower bathroom and another bathroom with a shower/tub combination. The third level offers a loft with a king bed, a full/twin bunk bed, a desk and a door leading out to an outdoor balcony. A queen sofa sleeper resides in the the TV room. OUTDOOR LIVING... Savor the spacious and picturesque backyard, featuring a large covered gazebo, saltwater pool and spa, deck and an extensive garden with mature fruit trees and dozens of blooming orchids, wrap around porches and rooftop decks. PARKING... This home does not have designated parking but there is ample on street parking in the surrounding neighborhood. PETS... This home allows small dogs only (no dogs that bark or on any furniture). MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). WELCOME TO PARADISE...

DREAM COASTAL RETREAT… If dazzling open waters and deep draft boating and dockage is what you crave, look no further. Welcome to the coveted Cudjoe Ocean Shores sanctuary, where you'll enjoy premier boating access to world class fishing, snorkeling and diving in both the Atlantic Ocean and the tranquil Gulf of Mexico. Come home to this stunning and serene canal retreat! ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES… Step into this modern beauty and cast your cares to the inviting breezes of your tropical Paradise. Spread out in all the glorious spaces this home affords you and make priceless memories with your crew in this exquisite 4 bedroom 3.5 bath beauty. An open floor plan with state-of-the-art finishes guarantee an exceptional experience from beginning to end. Immerse yourself in luxury with a high-end chef's kitchen, designer lighting, custom tiled baths with waterfall effects, and California Closets in each bedroom - the love is in the details! SLEEPING ARRANGEMENTS: The first bedroom features two twin beds (which can be converted to a king bed upon request) and an en suite shower bathroom. The second bedroom offers a king bed with a desk and an en suite shower bathroom. There is also a queen bedroom and another king bedroom; they share a jack and jill shower bathroom. A sofa sleeper resides in the living room for additional sleeping arrangements with a powder room nearby. OUTDOOR LIVING… This is a boater's dream for outdoor spaces. Enjoy a huge covered porch area with a table and plentiful seating adjacent to the sparkling custom pool (comes heated in the cooler months), concrete sea wall, fish station and deep canal with direct Atlantic Ocean access. Tie the boat up (NO BOAT LIFT AVAILABLE) and head out on your boating adventures. Quiet location and close distance to Bahia Honda State Park. PARKING... Ample space is provided with covered parking under the home for your cars and boat. PETS... 2 dogs are permitted at this home. Please include the size and breed when inquiring. CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). CONCIERGE SERVICES... Enjoy 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! BRING THE BOAT...

CUDJOE NEST WITH ENDLESS AMENITIES … This cozy cutie is nestled in the amazing Venture Out Resort! Your clean and comfy abode boasts all the basics to enjoy your Florida Keys lifestyle. A perfect destination for those who seek an active getaway in Paradise! ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS & AMENITIES… Your charming home comes tastefully furnished and equipped for fun and functionality. The living and kitchen areas are a perfect backdrop for enjoyable hours of relaxation and peaceful slumber. The spacious eat-in kitchen is welcoming and invites intimate meals with your loved ones. Unwind with movie nights or rousing card games in this home away from home that soothes your senses with a warm island embrace. A washer and dryer is available. SLEEPING ARRANGEMENTS… Enjoy hours of healing sleep in the two queen bedrooms that share a shower bathroom. The couch in the living area also pulls out to a sleeper sofa. OUTDOOR LIVING… Soak up the island breeze on the charming back patio equipped with a table and BBQ grill. If you love to be active and close to all the exciting water opportunities, you've found the perfect place. Tennis and pickleball courts, a heated pool, spa, shuffleboard, horse shoes, basketball court, marina with ship store, along with 2 boat ramps, marine grade fuel station, and trailer/boat parking, the possibilities for fun are endless. PARKING... This home offers one parking spot. There is an overflow parking lot on premises which is first come first serve at $5.-$10/night. BOOKING DATES... This home is offered only as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. PETS... This home allows for 2 small dogs under 40 lbs. Please include the size and breed when inquiring. CONCIERGE SERVICES... Enjoy 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! CANCELLATION... Bookings 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. YOUR PLAYGROUND IN PARADISE…

LOWER KEYS WATER WORLD… Come on down to some of the most beautiful natural vistas and the serene environment of Cudjoe Key. This beautiful canal front community boasts a distinctly Florida Keys vibe and is your tropical haven in which to enjoy all the wonders of this nautical slice of paradise. Tranquility abounds in this ocean side neighborhood in the lower Florida Keys. You are a short boat ride to world class fishing, snorkeling and diving adventures and only a 30 minute drive to all the excitement of Key West. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES… Enter this spacious 2 bedroom 2 bath retreat with lovely wood cathedral ceilings that is everything you need to enjoy the best exotic getaway. The large family and dining areas are tailor made for entertaining and cooling off after a day in the southernmost sun. Whip up your favorite meals and cocktails in the well-stocked kitchen with modern appliances, countertop ice machine, gas stove, center island with bar seating - all of which will delight your inner chef. A front loader washer and dryer with storage is provided for your convenience. Live streaming is available to binge watching all of your favorite shows. SLEEPING ARRANGEMENTS... The primary suite features a plush king bed, a large walk-in closet, a computer workstation, and a huge en suite bathroom with a double vanity and a shower with 3 shower heads. Open your French doors to the large balcony overlooking the canal. The guest bedroom offers a queen bunk bed with a large custom storage closet and a full updated shower bathroom nearby. Both bedrooms have TVs for your enjoyment. A full size sofa sleeper resides in the living area for additional sleeping arrangements. OUTDOOR LIVING… The covered living area under the home is a veritable playground for all ages. Take a dip in the pool, rinse off in the outdoor shower and enjoy the bikes, kayaks, games, hammocks, fish cleaning station and plush outdoor furniture. Dine al fresco under sultry stars and toss your fresh catch on the grill. There is ample room to tie up your boat (21 ft in legth or under) until your next ocean outing (boat lift NOT available). The downstairs area has outdoor cameras that face the pool, parking area and front door for security purposes. PARKING... Ample space is provided for your car, boat or RV. PETS... This is not a pet friendly home. BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CANCELLATION... Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) CONCIERGE SERVICES... Enjoy 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! ANCHORS AWAY!…

This home is currently listed for sale and has been priced to offset showings that may be requested during your stay. REFINED COASTAL LIVING… This open water gem is located in an exclusive 8 unit condominium enclave nestled in the peaceful end of Hilton Haven. You have arrived in a most unique neighborhood mid island, with splendid views to wash away the rest of the world. Dive into your idyllic Key West escape, surrounded by breathtaking watercolor vistas and a convenient distance to world class dining, shopping, live music and so much more! ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS & AMENITIES… Experience waterfront elegance at its finest in this 2nd floor, 2 bedroom, 2 bath gem that features an open floor plan that invites serenity and a soothing backdrop for time spent with friends and family. Enter this delightful abode that greets you with tasteful and cozy furnishings and decor. The living and kitchen areas are perfectly designed to give you opportunities for gastronomic gatherings, TV binge watching, a desk for those working remotely and tranquil spaces to unwind and recharge. Tropical views envelop you and ease you into unparalleled sense of leisure. The two sets of French doors invite the magnificent tropical outdoors inside, offering the quintessential Key West experience. SLEEPING ARRANGEMENTS… Enjoy your choice of two cozy bedrooms, one with a king bed and the other with a queen bed. Each of the two bedrooms has its own bathroom, one with a large jetted tub and shower and the other with a shower. There is abundant closet space for all of your vacation wardrobe. OUTDOOR LIVING… You will relish in the beauty of the private white sandy beach and waterfront pool for the ultimate island experience. Two balconies showcase exquisite sunset and waterfront views. Enjoy the perk of a 12 X 24' gulf side boat dock. Dig your toes in the soft sand or sink into the cooling community pool with your chilled cocktail in hand. PARKING... One convenient parking spot is available making coming and going ideal. PETS... No pets please! MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CONCIERGE SERVICES... Enjoy 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! CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). READY TO DIVE INTO PARADISE?...

QUAINT AND PRIVATE HIDEAWAY... This Key West classic checks all the boxes for your blissful getaway to our tiny island paradise. Immerse yourself in our rich history from the doorstep of this light infused contemporary cottage that merges modern comfort with preservation of its timeless historical charm. After a day enjoying our calming azure waters, you are but a 3 block stroll to all the fanfare of Duval Street, where an array of fine dining, theatre, live music, museums and galleries await your arrival. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES… Come inside and cast your cares aside as you enter this elegant and cozy retreat. Tropical sunshine floods the open living, dining and kitchen areas, warming you up for your next southernmost adventure. Fashion your favorite dishes in the sleek and functional kitchen that is well-supplied for your fresh cuisine. The soothing and plush living area invites calm relaxation and respite after a fun-filled day in the sun. The home boasts Dade County Pine, cathedral ceilings, and a wall of French doors that open to your outdoor oasis for the perfect Key West ambiance. A washer/dryer resides in the outdoor shed. SLEEPING ARRANGEMENTS… You will relish your night time slumber in one of the 2 lovely bedrooms. There is a 4 poster queen bedroom with an en suite bathroom with a shower/tub combination and storage closet. The king primary bedroom has a double entry bathroom with a shower/tub combination and storage closet. Both bedrooms offer a TV for your enjoyment. OUTDOOR LIVING… Unwind with a mug of coffee on the charming front porch or sip chilled cocktails on the rear patio deck with comfy furnishings and a soothing jetted spa. A refreshing dip pool is perfect for your sultry summer afternoon (comes heated in the cooler months and chilled during the warmer months upon request). PARKING... This home offers 1 off street parking space for your car. PETS... This home welcomes up to 2 dogs with a 50 lb. weight limit. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) CONCIERGE SERVICES... Enjoy this service to assist you with planning activities for your trip. They can also have your fridge stocked with all the necessities in advance of your arrival! BOOKING DATES... This home is only available as a monthly rental (28 night min.). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). ARE YOU READY FOR PERFECTION...