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. Four bikes provided as well! 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. The washer/dryer is located in one of the bedroom closets. 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. 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…

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, a washer/dryer and a wall of French doors that open to your outdoor oasis for the perfect Key West ambiance. 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. A refreshing dip pool is perfect for your sultry summer afternoon (comes heated in the cooler months and you may also request it to be chilled during the warmer months for an additional fee). 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...

THE HEART OF OLD TOWN... Charming Old Town home in the heart of Key West.  Located on Southard Street just steps from Duval's many restaurants and bars. You are in walking distance to museums, shopping, and Fort Zachary Taylor beach.  Relax on the front porch and watch the people walk by while sipping a cocktail or reading a book. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE SLEEPING ARRANGEMENTS AND FURNISHINGS... This home has a beautiful, large master suite with king size bed just off the front porch with an adjoining spacious bath that offers a shower and a hanging closet.  Although the room is surrounded by windows that fills the room with soft, natural light, there are also blinds that offer privacy and shade for guests. There is a flat screen and dresser for your convenience. Youtube TV service is available in this home. Walk up the spiral staircase to find 2 twins beds in a quiet loft, that can convert to a king, overlooking the kitchen and sitting area which has a pull out couch for two additional guests.  The updated private guest bathroom is located just off the renovated kitchen and has a glass tile shower. The kitchen is fully equipped for meal preparation and serving and has a breakfast bar for 2, stainless steel appliances, and custom cabinetry.  The first floor guest room has a queen size bed with a hanging closet, luggage rack, flat screen TV and a dresser.  POOL AND OUTDOOR LIVING... French doors open to the private 40' heated pool with a back deck and four lounge chairs where you can spend the day in peace and quiet under the tropical landscaping. The back deck also has a grill and table that are ideal for dining Al Fresco.  Your best friend can enjoy the fully fenced yard in this pet friendly home as well. PARKING... This home does not have designated parking but there is on street parking in the surrounding neighborhood.  Please refrain from parking in spots marked “residential”. Guests may also park at the cash lot just a block away (800 block of Southard) for $15/day. Simonton Beach is 0.16 mi. Fort Zachary Taylor Beach is 1.1 mi. South Beach is 0.8 mi. Higgs Beach is 1.2 mi. Smathers Beach is 2.3 mi. 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. LIVE LIKE A LOCAL!