Home Vacation Rentals By Owner In Key West, FL

Showing 520 Of 2059 Vacation Rentals
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$11248.88

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Hotel Resort

2 Sunset Harbor Resort Key West Florida

Key West, Florida, United States

Discover this relaxing oasis in the heart of Key West's famed Old Town. Lush, verdant foliage surrounds the grounds and beautiful contemporary design creates an environment of relaxation and restoration. Guests are encouraged to slow down and relax, to dip into the outdoor pool and whirlpool hot tub while soaking up some famed Floridian rays.brbrGuests will also receive privileges at the adjacent Hyatt Key West Resort and Marina, offering even more ways to keep occupied even on your off days. brbrThe right size, the perfect view and the must-have amenities... Hyatt Sunset Harbor Resort's residences become the perfect home-away-from-home during your stay in Key West! Classic studios offer a king-size bed, casual living area, TV and DVD player. The one-bedroom tropical-style residence features a deluxe queen bed, fully-equipped kitchen, dining area, ceiling fans, seating area with TV, stereo, DVD player and private balcony. The beautiful two-bedroom residence is even more luxe, and includes a master suite with king-sized bed, adjoining bath and spa tub, a guest suite with queen bed and full bathroom. In addition, enjoy a fully-equipped kitchen, seating area, TV, DVD player and balcony!brbrHyatt Sunset Harbor isn’t just another Key West property - it’s in the heart of Old Town, the heart and soul of one of America’s most treasured vacation destinations. Nearby, you can also enjoy Duval Street shopping or nightlife and Mallory Square. Of course, if you're looking for more natural pursuits, you have plenty of options - Key West is a haven for fishers, and the unique ecosystem is well-suited to those seeking to explore by foot or bike. Plenty of unique attractions await those looking for a change of pace - check out the The Harry S. Truman Little White House, Key West Aquarium, Key West Lighthouse Museum and Mel Fisher Maritime Heritage Museum!brbrA few things to note.... The resorts require a credit card at check-in to cover incidentals. Please note parking fees may apply and are not included in the price quoted here. The room view and bed may vary and is not guaranteed here unless agreed upon before booking. If you would like an upgrade to a specific view or bed please let me know and if available I can do that, additional fees may be required. Additionally some resorts have various towers/buildings and may vary, please check with us in advance to discuss the view/building/unit and. Finally, Tourist Accommodation Taxes must be paid directly to the resort; this is standard procedure for resorts.brbrResort policies and rules Resort will provide the information
Bed 2

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Bath 2

Bath

Sleep 2

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Exceptional(5)

$549.34

/ Nightly
Private Vacation Home

SERENDIPITY ~ Grand 4 Bedroom/4.5 Bathroom Home in Heart of Key West!

Key West, Florida, United States

TIME TO CREATE LIFELONG MEMORIES…brYour long-awaited island retreat is sure to have all expectations exceeded within this grand, historic 4 bedroom, 4.5 bathroom gem capturing a dreamy setting with modern luxuries. Spend your days tooling around in this vibrant neighborhood boasting endless charm and character with just minutes to all the fun loving Key West attractions on Duval St. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES…brThis welcoming home provides the ultimate privacy and comfort making your time in Paradise hard to leave. Admire rich Dade County Pine walls, Brazilian cherry floors with high ceilings and hand crafted finishings all around. A fully equipped chef’s kitchen provides a desirable space for creating meals together which can be enjoyed in the formal dining room or casually on the bar top seating area. The kitchen includes a desk area and opens up to a large living room with comfortable furnishings for movie nights with mesmerizing views of the outdoor oasis from all around. An additional sunny seating room lies on the 1st level which is a great space to reminisce about all your island adventures together. brbrSLEEPING ARRANGEMENTS…brTake advantage of a restful night’s sleep within one of the 3 large king (one that could be converted to twins if desired) 2nd floor guest rooms all equipped with en suite bathrooms, storage space and TVs. The primary suite includes a clawfoot tub and shower as well as a private balcony overlooking the pool area. The 3rd floor is a private apartment with dramatic dormered ceilings and accessed by an outside stairwell. It includes two twin beds (that can be converted to a king upon request), a bathroom with a shower/tub combination, TV, kitchenette and seating. An additional powder room occupies the 1st level of the home. brbrOUTDOOR LIVING…brThe epitome of island living is achieved through the incredible indoor/outdoor space this home provides on any of the wrap around balconies and out in the backyard area as you perch the French doors open. A large pool with a dining table allows for endless entertaining. Rinse off in the outdoor shower/foot wash and lounge in the island breeze as you grill up your fresh catch of the day! brbrPARKING...brA compact parking spot is available although being just a short stroll away from all the downtown fun. brbrPETS...brPets are not considered at this home.brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPool/hot tub heating fee (if applicable)brPet fee (if applicable)brbrBOOKING DATES...brThis 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.brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 90 days before the start of stay will receive a 100% refund. brbrCancellations 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). brbrCOME LIVE ON ISLAND TIME…
Bed 4

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Bath 4

Bath

Sleep 8

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Exceptional(235)

$750.69

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Private Vacation Home

CONCH HEAVEN ~ Stylish 2B/2Ba, Sleeps 6 in Old Town w/ Heated Cocktail Pool!

Key West, Florida, United States

OLD TOWN LOCATION...brA beautifully furnished and comfortable home, located just 5 short blocks to Duval Street.  Have bikes delivered and you will rarely need your vehicle to get around the Island if at all! br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrFURNISHINGS...brUpdated furnishings throughout this charming 2 bedroom home.  The living room features vaulted ceilings and has several French doors which open to the deck and pool.  The kitchen is located off the living room and is fully equipped to meet all your cooking needs.  There are ceiling fans and flat screen TVs located in each bedroom as well as closets to store all your belongings.brbrSLEEPING ARRANGEMENTS...brThe master bedroom is located on the second floor and is outfitted with a comfortable king size bed and full tiled bathroom en suite.  The guest bedroom in on the first floor and has two twin beds which can be conveniently converted to a king to meet your needs.  There is also a full bath located next to the guest bedroom. There is also a queen size sofa bed located in the living room for additional guest sleeping.brbrPOOL AND OUTDOOR LIVING...brOpen the rear French doors and step out to a private small heated pool where you can cool off.  The deck is equipped with two loungers and a small table for two.  Enjoy grilling up your fresh catch on the propane grill!brbrPARKING...brThis 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 Old Town Parking Garage which allows daily and monthly rates, and is 3 blocks away.brbrPETS... brOne dog is considered at this home. A pet fee is required.brbrDISTANCES TO BEACHES...brSimonton Beach:  0.9  milesbrFort Zachary Taylor Beach:  1.6 milesbrSouth Beach:  1.3 milesbrHiggs Beach:  1.2 milesbrSmathers Beach:  1.8 milesbrbrCONCIERGE 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.brbrENJOY PARADISE!
Bed 2

Bed

Bath 2

Bath

Sleep 6

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Exceptional(12)

$382.82

/ Nightly
Private Vacation Home

SEA LA VIE ~ Living in Complete Luxury in This Elegant Three Story Home!

Key West, Florida, United States

THREE STORY GRANDEUR…brLocated in the Casa Marina District in Old Town.  This home is elegant, yet quite the tropical delight with rustic modern accents.  It is walking distance to the beach, Duval Street, and The Southernmost Point; the most sought-out place to take a picture next to in Florida! br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrFURNISHINGS…brWalk inside and step onto beautiful white marble tile, open floor plan and high ceilings.  The backdrop of the great room is the heated, glistening pool amongst your own private tropical oasis! br brSLEEPING ARRANGEMENTS…brGreat for large families and friends, this home sleeps 8 guests comfortably.  The second floor includes two bedrooms, each with a queen bed and en-suite bathrooms. The bedrooms both have their own balcony; perfect for relaxing and soaking in that ocean air while you sip your morning coffee!  Go up the winding staircase to the third floor where three twin beds are located and half bath.  Also, the living room includes a sleeper sofa.  Flat screen TVs in every bedroom and living room.br brDETAILS AND AMENITIES…brModern sophisticated decorations and accents couples beautifully with the marble tiled floor.  Immediately to the right is the well-equipped kitchen with stainless steel appliances and granite countertops.  Straight ahead is the living room that offers plenty of seating, a TV and large French doors with a beautiful view of the pool and patio area.  There is a half bath on the first floor. The primary suite on the second floor has dual walk in closets and a beautiful en-suite bathroom with a stand up shower, double sinks/vanities, and blue and white marble tile throughout. The guest bedroom opposite of the primary suite is also equipped with an en-suite bathroom with a shower.brThis home is designated as a 3/3, though it is actually a 3/2/.5/.5 (half bath on the 3rd floor and half bath on the 1st floor).br brOUTDOOR LIVING…brAnyone who has been to Key West understands the importance of pools!  The highlight of this home is the outdoor living space that offers privacy, the large pool deck for entertaining and the security of having a completely fenced space. Included is a private, heated pool, beautiful lined with brick and tile. There are 3 loungers and at least two patio chairs for outside by the pool. brbrPARKING AND BIKES...brParking is available for 1 vehicle. Also, 4 bikes are available. brbrPETS...brPets up to 50 lbs are considered, but no cats as the owner is allergic. Please either inquire prior to booking, or make sure to check the box that you are bringing a pet when booking, AND include size, breed, and age of the pet in Comments/Special Requests. A pet fee is required.brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPool/hot tub heating fee (if applicable)brPet fee (if applicable)brbrBOOKING DATES...brThis 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. brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 90 days before the start of stay will receive a 100% refund. brbrCancellations 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). brbrALL THE COMFORTS OF HOME PAIRED WITH ISLAND LIVING!
Bed 3

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Bath 3

Bath

Sleep 9

Sleeps

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$828.5

/ Nightly
Private Vacation Home

MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!

Key West, Florida, United States

LOCATION LOCATION LOCATION...brEnjoy this convenient Old Town Location.  Located a block from Duval and a short walk or bike ride to everything Key West has to offer.   br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrSLEEPING ARRANGEMENTS...brThe master bedroom has a comfortable king size bed with a bathroom located en suite.  The bathroom is tiled and has a large single sink vanity.  The guest bedroom is equipped with a king sized bed and en suite bath as well.  Both bedrooms have closets and drawer storage.  If you're looking for additional sleep space, there is a queen sized sofa sleeper located in the living room.  brbrAMENITIES...brEnjoy a fully stocked kitchen for the group or family that chooses to dine in.  The kitchen has a dining table that seats 6 and additional counter seating so everyone can be together.  The living room is located off the kitchen and has plenty of comfortable seating around a large flat screen TV.  Travel up the stairs to where both bedrooms are located.  The bedrooms both conveniently include en suite baths with tub/shower combos.  There are TVs located in both bedrooms as well as plenty of space to store your belongings.  brbrOUTDOOR LIVING...brStep out the rear sliders to your private heated pool and large outdoor space.  There is a covered deck with a table that can seat 6 which makes a great area to eat, play cards or just relax with a cocktail.  If your looking to get some sun then you can lay in one of the loungers by the large private heated pool.  A propane grill is also provided and ready to grill your catch.brbrPARKING...brThis home offers up to two designated parking spaces!brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.brbrPARADISE AWAITS...
Bed 2

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Bath 2

Bath

Sleep 6

Sleeps

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$303.49

/ Nightly
Private Vacation Home

Key West Luxury Home with pool, 28 day minimum

Key West, Florida, United States

Escape to the heart of Key West in this charming luxury island retreat located on Petronia Street in the historic Meadows Neighborhood of Old Towne Key West. Just minutes from popular restaurants, coffee shops, art galleries, and the energy of Duval Street, this home offers the ideal blend of relaxation and convenience.brbrEnjoy breezy porches, tropical landscaping, and the laid-back vibe that makes Key West unforgettable. Whether you’re here for sunshine, nightlife, or quiet time by the water, this beautiful getaway welcomes you to unwind at your own pace.brbrAs with most individual homes in Key West, there is a minimum stay of 28 consecutive days. Why stay a week when you can stay a month brbrThe spacebrbrStep inside to an inviting, light-filled interior with coastal touches throughout. The first floor, with its eleven foot ceilings and travertine floor throughout, has an open design for complete comfort and luxury. The custom kitchen has thick granite counters, double ovens, gas cook top and a large built in Sub-Zero refrigerator. The travertine floor extends outside to the patio and surrounds the private hot tub and pool. There you will also find comfortable lounge chairs, a grill and outdoor table, perfect for relaxing or entertaining.brbrThe upstairs has mahogany floors throughout and features three ensuite bedrooms. The master suite has a king bed, a reading nook and an adjoining large balcony that looks out on lush palm trees. The large guest room has a king bed and occupies a separate wing in the house. The third bedroom has twin beds and a desk, in case you need to get any work done. The custom tiled showers in each of the ensuite bathrooms are equipped with double shower heads and frameless glass doors. Washer and dryer are located in a separate space on this floor for your convenience.brbrFeatures include:brbrPrivate pool and hot tubbrbrBright living room with Smart TVbrbrAdditional TV's in each bedroombrbrFully equipped kitchen with modern appliancesbrbrComfortable bedrooms with fresh linensbrbrUpdated ensuite bathroomsbrbrHigh-speed Wi-FibrbrPrivate outdoor seating area perfect for morning coffee or sunset cocktailsbrbrCentral Air ConditioningbrbrPoolside grill with table and seatingbrbrbrLocation highlightsbrbrLocated in one of Key West’s most desirable neighborhoods, you’ll be within walking distance of the area’s best attractions: Duval Street, Higgs Beach, Fort Zachary Taylor State Park, Ernest Hemingway Home, The famous Southernmost Point.brbrGuest accessbrbrGuests will have full access to the entire home and any private outdoor spaces. Street parking is readily available in front of the house and there is also a private carport for one vehicle.
Bed 3

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Bath 3

Bath

Sleep 6

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Exceptional(97)

$476.16

/ Nightly
Private Vacation Home

SAPODILLA HOUSE ~ Spectacular 3B/3.5Ba Annex Home w/Private Heated Pool!

Key West, Florida, United States

PREMIER TROPICAL RETREAT...brCome spoil yourself in this conveniently located two-story home tucked away on a quiet lane in the desirable gated community of historic Truman Annex. Leave your worries on the mainland and step into this timeless neighborhood which is just steps from all the Key West fun. Cozy, spacious guest rooms, cheery island decor and lush tropical palm trees swaying all around have you feeling like you are truly in Paradise. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES...brPull up to your island dream home with off street parking and step inside this serene getaway. Enjoy an open floor plan with high ceilings, terra cotta tile floors throughout and incredible natural lighting seen through several sets of French doors looking out to the picturesque tropical pool area. Whip up your favorite meals with the family in the updated and fully equipped kitchen that comes with granite countertops and stainless steel appliances. Indoor seating for 6 and ample outdoor dining allow for enjoying your family meals together.brbrSLEEPING ARRANGEMENTS...brThe first level comes with a guest room consisting of a queen size bed and en suite full bathroom. French doors from the guest room open up to the inviting outdoor pool space and seating area. Adjacent to the great room is a convenient half bath. Travel upstairs to find the master king suite that opens up to a private, covered balcony overlooking the lush pool area during your morning coffee or evening cocktail hour. Steps across the hall you will find another cozy king guest bedroom. All bedrooms come with ceiling fans, flat screen TVs and en suite bathrooms with a shower/tub combo.brbrOUTDOOR LIVING...brWind down out on the covered back deck area with several loungers surrounding and a propane gas grill which make for the perfect family entertainment spot. The spacious heated private heated lap pool is the perfect evening activity to wrap up a fun Key West day by swimming under the stars in your peaceful surroundings. This community’s pathways are just a few steps away from all the island's main attractions including Fort Zachary Taylor State Park, Truman White House and all the best local bars, restaurants and tourist attractions.brbrPARKING...brDriveway fits up to two vehicles. No trailers, boats, jet skis or motor homes are allowed. No vehicle length over 18’ long, including trailer hitches, or 80” wide is allowed on property. Additional vehicles may park in the Opal Key Resort parking garage just a five minute walk/drive away.brbrPETS...brPets are permitted with a required pet fee. Please provide pet size, breed and age upon booking. brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPool HeatbrPet fee (if applicable)brbrBOOKING DATES... brThis 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.brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 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.brbrPREPARE FOR PARADISE...
Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps

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$1132.17

/ Nightly
Private Vacation Home

LADY ADMIRAL ~Sweet cottage & guest house with private heated pool off Duval!

Key West, Florida, United States

A SWEET SURPRISE JUST OFF DUVAL...brPrivate single family home with off street parking totaling three bedrooms, two and half baths plus outdoor shower. Enjoy an open floor plan with double French doors that open off the kitchen to a backyard oasis with large sunny and heated pool surrounded by tropical vegetation and spacious decks for sunbathing, outdoor dining and grilling your fresh catch.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrFURNISHINGS...brCozy and tasteful furnishings throughout with nautical decor that has you feeling like you are on vacation just stepping through the front door.brbrSLEEPING ARRANGEMENTS.....brEnjoy a king bedroom with en suite large full bath in the main house. The queen bedroom includes en suite half bath. Detached poolside guest cottage is appointed with a king bed and en suite full bath including a walk-in shower. There is also a sofa-sleeper in the living room of the main home for two additional guests! Perfect setting for families, or couples traveling with friends. brbrDETAILS AND AMENITIES...brStart your stay on island time in the comfort of the great room with vaulted ceiling, cool tile and natural light from large windows, transoms and French doors. A spacious open kitchen with stainless steel appliances, granite counters and custom cabinetry allows the hosts to share great times while preparing gourmet meals or casual dining. An abundant selection of kitchen supplies to match your culinary skill. Well equipped with a variety of glassware, place settings and service pieces. There is a washer and dryer located on property as well.brbrPOOL AND OUTDOOR LIVING...brChill with a cocktail in this spacious, heated pool with a beautiful back splash. Dine under the stars or enjoy your morning coffee with a dining table surrounded by tropical flowers and tall palms. There is also an outdoor shower to rinse off the day, but it is not enclosed.brbrPARKING...brEnjoy the luxury of off street parking for one vehicle!brbrDISTANCES TO BEACHES...brSouth Beach is 0.2 mibrHiggs Beach is 0.8 mibrSmathers Beach is 2 mibrFort Zachary Taylor Beach Is 1.4 mibrAll beaches have beach chair and umbrella rentals.brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.brbrGO AHEAD SPOIL YOURSELF!
Bed 3

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Bath 2

Bath

Sleep 8

Sleeps

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$275.95

/ Nightly
Private Vacation Home

OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!

Key West, Florida, United States

IDEAL LOCATION FOR BOATERS AND GOLFERS...brLocated just off Key West at mile marker 5, the picturesque community of Coral Hammock on Stock Island is a stunning and peaceful retreat with a gorgeous resort style giant pool, luxurious clubhouse and fully equipped fitness area. You are close enough to all the excitement of downtown Key West without being right on top of the nightlife. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES...brEnjoy high ceilings and tranquil decor in this beautifully decorated home, complete with tasteful, rustic-nautical furnishings that will have you feeling immediately relaxed as you step through the front door! Feast your eyes on the gorgeous large bucolic wood dining table and an open kitchen with beautiful granite countertops. The well-lit kitchen, with two breakfast bar stools, includes an abundant selection of supplies and appliances that make it perfect for entertaining loved ones with your culinary skills. The plush and cozy living room lures you in with cool tile and natural light from large windows, inviting you to surrender your cares and enjoy the large flat screen TV. Enjoy a gas grill to prepare your fresh catch of the day! brbrSLEEPING ARRANGEMENTS...brThis abode comfortably sleeps up to six people. The primary bedroom offers a king bed with an ensuite bathroom that features a shower/tub combination. The guest bedroom has a king bed and an ensuite bathroom with a stand up shower. If you need space for two more people, there is a sleeper sofa downstairs for your convenience as well as a half bathroom. Both bedrooms include flat screen TVs.br brOUTDOOR LIVING...brGated entryway and lush landscaped grounds boasts panoramic tropical garden views. Enjoy a large heated swimming pool that invites you to soak up the sun while relishing our island’s warm breeze. There is a clubhouse and fitness room available to guests. The Key West Golf Course is just a minute away. For the boaters out there, this property is also centrally located around 3 different marinas. brbrPARKING...brParking for 2 vehicles - No assigned parking, park as close to your unit as possible.brbrPETS...brNo pets please.brbrCoral Hammock HOA-Rules & Regulationsbr· No boats, trailers, wave runners, motor homes, campers and/or buses allowed on site. (You must make other arrangements in advance at a local marina, etc)br· Vehicles may park only in designated parking spaces and may not park in the following areas of the association property: designated “fire lanes” or driveways.br· Boats, buses, campers, trailers, motor homes, recreation vehicles, mobile homes and commercial vehicles shall not be parked within the community. 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.brbrPARADISE AWAITS...
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

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$395.94

/ Nightly
Private Vacation Home

CASA DE VINO ~ Amazing Price for Charming Townhouse with Pool & Tiki!

Key West, Florida, United States

GATED COMMUNITY, CLOSE TO BOATING AND GOLFING..brLocated just off Key West at mile marker 5, the picturesque community of Coral Hammock on Stock Island is a stunning and peaceful retreat with a gorgeous resort style giant pool, luxurious clubhouse and fully equipped fitness area. You are close enough to all the excitement of downtown Key West without being right on top of the nightlife. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES...brYour perfect tropical distraction lies here at Casa De Vino, a tasteful three bedroom, 3 bathroom townhome featuring inviting indoor/outdoor living space. Comfort and function are key in this open concept living/dining and kitchen area that invites social interaction and solo relaxation for the ultimate unwinding experience in paradise. Whip up your favorite recipes for friends and family in the fully stocked and modern kitchen, then dine at your expansive dining table or sink down in the plush furnishings of the living room for hours of guiltless decompression.brbrSLEEPING ARRANGEMENTS...brThis abode comfortably sleeps up to 8 people so it is ideal for a family or couples traveling together. The upstairs primary suite offers a king bed with an ensuite bathroom with shower and soaking tub. The first floor guest bedroom features a queen bed and enjoys a full bathroom with a tiled shower. The second floor guest bedroom offers two twin beds that can convert to a king upon request and a full ensuite bathroom with a shower/tub combination. If you need space for two more guests, the home offers a queen sleeper sofa. Each bedroom has a TV for your viewing pleasure.brbrOUTDOOR LIVING...brWith its gated entryway and lush landscaped grounds this home boasts panoramic tropical garden pool views. The resort sized heated swimming pool invites you to soak up the sun while enjoying our island’s warm breeze. The Key West Golf Course is just a stone’s throw away. For the boaters out there, Casa de Vino is also centrally located to 3 different marinas.brbrParking...brParking for 2 vehicles - No assigned parking, park as close to your unit as possible.brbrPETS...brThis is not a pet-friendly home.brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCoral Hammock HOA-Rules & Regulations:br· No boats, trailers, wave runners, motor homes, campers and/or buses allowed on site. (You must make other arrangements in advance at a local marina, etc)br· Vehicles may park only in designated parking spaces and may not park in the following areas of the association property: designated “fire lanes” or driveways.br· Boats, buses, campers, trailers, motor homes, recreation vehicles, mobile homes and commercial vehicles shall not be parked on the association property.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.brbrLIVE THE ISLAND DREAM....
Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps

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$810.88

/ Nightly
Condo

STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!

Key West, Florida, United States

When you don't need the entire compound but still want to enjoy this magnificent property in the heart of Old Town Key West.... rent Stripes, the second and third floor condo with tree top views and beautiful balconies!br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrINSIDE AND SLEEPING ARRANGEMENTS...brThe unique layout of this property allows your group to be together under one roof but have separate levels offering privacy and your own space! brbrThe second level offers a living room, dining for eight where one four top table is located inside and the other four top table is outside on the back balcony. There is a full gourmet kitchen and a large bathroom with walk-in shower. brbrThe second level bedrooms include a room with a full size bed, another room with two twin beds, and a bunk room with a trundle that's perfect for a kids room! The bunk room top mattress is a twin, the bottom mattress is a full, and the trundle is a twin mattress. All rooms offer storage for clothing and a flat screen TV.  brbrThe third level is equipped with a small living room with flat screen TV, full kitchen, full bath with shower/ tub combo and a bedroom. The bedroom offers a queen and a twin, as well as a dresser for storage and a flat screen TV. brbrShould you want only one adult per double bed there is a sleeper sofa on each floor but we do not allow more than 10 guests in the condo at one time as there are only two baths. brbrOUTDOOR LIVING...brThe compound has a heated pool that is shared by the other condo on the premise (Stars; level one). All guests have access to the laundry area, grill and grounds. brbrPARKING...brOne parking space is available that is first-come-first-serve with the unit below. You can find non-residential parking spaces in the surrounding area, or there is also The Old Town Garage a few blocks away. But this home is in an ideal location, and you don't need a car as you can walk or bike to almost anywhere you will want. If you need a ride, Ubers and Lyfts are readily available. The grocery is just a couple of blocks away, and you can also have groceries delivered or the fridge stocked by our concierge prior to arrival!brbrDISTANCES TO BEACHES...brSimonton Beach is 0.4 mibrFort Zachary Taylor Beach is 1.4 mibrSouth Beach is 1.1 mibrHiggs Beach is 1.3 mibrSmathers Beach is 2.3 mibrbrCANCELLATION...brBookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrPARADISE AWAITS...
Bed 4

Bed

Bath 2

Bath

Sleep 10

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Exceptional(99)

$881.95

/ Nightly
Condo

STARS ~ 4 bedroom, 2 Bath Condo, Shared Heated Pool, Downtown Location!

Key West, Florida, United States

When you do not need the entire compound but still want to enjoy this magnificent property in the heart of Old Town Key West, you can rent Stars, the first floor condo of the Stars & Stripes compound.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrINSIDE AND SLEEPING ARRANGEMENTS...brThis home offers four bedrooms, a living room with indoor dining for four, a fully equipped chef’s kitchen and a tiled bath with clawfoot tub and walk-in glass shower.  The first bedroom has a comfortable king bedroom with armoire, flat screen TV and is right next to the bathroom.  The second bedroom is just across the hall is the twin room with armoire and flat screen (twins convert to a king). The third bedroom has an adjoining door from the twin bedroom with a queen bed. And the fourth bedroom is a private suite that may be adjoined to the third bedroom, or from the outside if you prefer more privacy. The suite is like having your own unit; perfect for a couple or a family with kids. There is a full bath with shower/tub combo, wet bar with mini fridge and microwave in between the 3rd and 4th bedrooms.brbrThere is also a sofa sleeper in the living room for additional guests.brbrOUTDOOR LIVING...brIf you walk out the kitchen’s beautiful French doors to the deck there is a four-top outdoor dining table. The compound has a heated pool that is shared by the other condo on the premises (Stripes; levels 2 & 3). All guests have access to the laundry area, grill and grounds.brbrPARKING...brOne parking space is available that is first-come-first-serve with the unit above. You can find non-residential parking spaces in the surrounding area, or there is also The Old Town Garage a few blocks away. But this home is in an ideal location, and you don't need a car as you can walk or bike to almost anywhere you will want. If you need a ride, Ubers and Lyfts are readily available. The grocery is just a couple of blocks away, and you can also have groceries delivered or the fridge stocked by our concierge prior to arrival!brbrDISTANCES TO BEACHES...brSimonton Beach is 0.4 mibrFort Zachary Taylor Beach is 1.4 mibrSouth Beach is 1.1 mibrHiggs Beach is 1.3 mibrSmathers Beach is 2.3 mibrbrCONCIERGE 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.brbrPARADISE AWAITS...
Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps

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$1584.42

/ Nightly
Private Vacation Home

SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!

Key West, Florida, United States

LUXURY IN OLD TOWN...brGrand home in the Historic Seaport area of Old Town Key West. Tucked behind a canopy of palms this home has a unique sense of privacy. This property offers the utmost in privacy set gated, peaceful and quiet.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrLOUNGE...brRelax by the private heated pool on a lounge chair or on one of the 2 expansive porches. Lush tropical landscaping throughout with tall palms offering generous shade to the expansive grounds.brbrDINE...brThe cozy dining room is wrapped with earthy Dade County Pine walls and wood flooring. Dining indoors with plentiful bar seating or outside by the bbq makes for family meals together. Living area boasts plenty of indoor seating and a flat screen tv.brbrSLEEPING ARRANGEMENTS....brUp to 10 people can sleep in this rare gem. There are two king bedrooms with two full ensuite baths off of the kitchen on the 1st floor. The 2nd floor is made up of the primary bedroom with king bed and full en suite bath. Enjoy french doors to a large private covered porch with bird’s eye view. Also located on the 2nd floor is a full bath that is shared by the two bedrooms on the 3rd floor. The 3rd floor is great for children offering a bedroom with two twin beds that convert to a king upon request, and another bedroom with a king bed. brbrOUTDOOR LIVING AND AMENITIES...brThe Historic Seaport is in walking distance and where you will find quaint shops & restaurants just three short blocks to Duval Street and all of the attractions downtown Key West has to offer. Take a sunset cruise, go snorkeling, or grab a fishing charter. brbrPARKING...brEnjoy parking for up to 3 vehicles! brbrBEACHES...brThere is a small beach called Simonton Beach 0.4 miles away. Fort Zachary Taylor Beach is located 1.4 miles away. Another small beach called South Beach is 1.1 miles away. Higgs Beach is 1.5 miles and Smathers Beach is 2 miles. brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.brbrRELAXATION IN STYLE!
Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps

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$480.2

/ Nightly
Condo

ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!

Key West, Florida, United States

PLEASE BE AWARE:brThis community is currently undergoing balcony repair property-wide potentially through May 2026. A 12 person crew will be working section-by-section from 8am-6pm, 5 days a week, and Saturdays will be weather make-up days as-needed. Please understand there will most likely be some amount of noise heard throughout the community. This unit's balcony repair is currently scheduled for 4/10-6/3 and the noise will be significant when they are working on the unit. The construction dates are subject to change depending on how the project progresses. Our rentals have been priced to offset noise issues or any other inconvenience due to the construction project.brbrBEACHES ON BOTH SIDES...brThis newly renovated two bedroom condo is close to the airport, beaches, restaurants and minutes away from Duval. Updated condominium in a quiet gated waterfront community. The open floor plan overlooks the lush gardens with sliding glass doors leading to the expansive patio surrounded by a beautiful tropical landscape.  br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrFURNISHINGS...brNewly designer decorated throughout with a tasteful nautical decor that has you feeling like you are on vacation just stepping through the front door.brbrSLEEPING ARRANGEMENTS...brThis home offers a primary bedroom with a king bed and an ensuite shower bathroom. The guest room has two twin beds that can convert to a king upon request and its own bathroom directly across the hall. There is also a queen sized sleeper sofa for additional sleeping.brbrDETAILS AND AMENITIES...brStart your stay on the island in this newly renovated, family friendly 2nd floor, 2 bedroom, 2 bath condo (elevator access to 2nd floor). A spacious open kitchen with an abundant selection of kitchen supplies to match your culinary skill. Well equipped with a variety of glassware, place settings and service pieces.  You and your family or friends can all dine together at the 6 person dining room table (with additional bar top seating) or you may want to enjoy the fresh air as you sit on the balcony's patio table.  You can also relax and watch tv in the open living room from the couch or love seat.  Full-size washer and dryer is also included in the unit. brbrPOOL AND OUTDOOR LIVING...brSwim laps in the large heated, salt water community pool which overlooks the ocean with a community grill and fitness center nearby. The unit also comes with a pickle ball set as well as tennis rackets. Small beach area or walk to one of two nearby beaches, Higgs or Smathers (just a short 2 minute walk!). Bring your rackets and tennis balls to take advantage of the onsite tennis courts.  brbrPARKING...brEnjoy one covered parking space in the garage (larger SUV's may not fit). Plenty of additional parking available in the open lots in front of the units at no additional cost.brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.brbrGO AHEAD RELAX!
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

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$458.78

/ Nightly
Condo

IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!

Key West, Florida, United States

PLEASE BE AWARE:brThis community is currently undergoing balcony repair property-wide potentially through May 2026. A 12 person crew will be working section-by-section from 8am-6pm, 5 days a week, and Saturdays will be weather make-up days as-needed. Please understand there will most likely be some amount of noise heard throughout the community. This unit's balcony repair is currently scheduled for 4/10-6/3. and the noise will be significant when they are working on the unit. The construction dates are subject to change depending on how the project progresses. Our rentals have been priced to offset noise issues or any other inconvenience due to the construction project.brbrBEACHES ON BOTH SIDES...brThis two bedroom condo located at 1800 Atlantic Condominiums near the airport, beaches, restaurants and minutes away from Duval.  Warm and welcoming condominium in a quiet waterfront community. The open floor plan overlooks the lush gardens with sliding glass doors leading to the expansive patio surrounded by lush tropical landscape with a hint of ocean view in the distance.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrFURNISHINGS...brThis nautical 3rd floor unit has all the quaint decor suited for a life at sea.  Perfect for a family getaway in this cozy condo with updated furnishings.  The dining room table can seat six and the the comfortable living room furniture is great for watching a movie or playing a board game.  brbrSLEEPING ARRANGEMENTS...brThe primary bedroom offers a king bed with writing desk and ensuite shower bath. The guest room offers another king size bed has its own shower/tub bathroom across the hall. The family room has a queen sized pull out couch.  Perfect setting for families, or couples traveling with friends.brbrDETAILS AND AMENITIES...brTwo spacious bedrooms and two full baths including a sunken tub and dressing vanity offer plenty of room for everyone. There is a comfortable, queen-sized sleeper sofa for extra guests, a well equipped eat-in kitchen with seating for 4, bright and airy dining room and outdoor dining under the stars.brbrPOOL AND OUTDOOR LIVING...brBalmy ocean breezes and sounds of the sea surround you at this great oceanfront condo. Community amenities include a private beach, grill, large ocean-front heated swimming pool and tennis court.brbrWalk just 2 minutes out the property's side gate to Smathers Beach, the largest beach on Key West! brbrPARKING...brOff street parking available in open lots in front of the building.brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.brbrMAKE SOME LASTING MEMORIES
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(21)

$238.5

/ Nightly
Private Vacation Home

SEAS THE DAY~ Newly Built Townhome in Perfect Location with Community Pool!

Key West, Florida, United States

IMMACULATE RETREAT...brBeautifully designed townhouse located in the Southernmost Cabana Community of Key West just steps from all the fun. This newly built two-bedroom townhome is a short biking and walking distance from all the sun-kissed festivities, yet perfectly situated one block off the Upper Duval area giving you the best of both worlds. Unwind with your loved ones in the gorgeous, spacious two-story townhome that has great outdoor entertainment area for family gatherings as well as a community pool area to cool off in on balmy days. This beautifully furnished townhouse comes with all the amenities that will make your vacation in Paradise one to savor!br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES…brPull up to this gorgeous lush community and step foot onto the covered porch of your home in Paradise. As you enter this spacious floor plan, you instantly feel the peacefulness of this lovingly-furnished and fully equipped townhome. High ceilings, tile floors and fans throughout will cool your senses on a sultry afternoon. Relish time together concocting your favorite meals in the kitchen area with new appliances, black granite countertops and custom cabinetry. Dine at the indoor dining area for 4 with 2 additional seats at the breakfast nook or out on back deck. There is a bar area as well so you can craft up evening cocktails together in style! brbrSLEEPING ARRANGEMENTS....brThe Great room includes a queen sofa sleeper adjoining a full bathroom that includes a walk-in shower. Upstairs you will enjoy a queen guest bedroom that opens up to an airy covered balcony, a cozy writing desk and an en suite full bathroom with a relaxing shower/tub combination. The luxurious master king bedroom resides across the hall and also boasts an en suite full bathroom with a walk-in shower. Both rooms offer flat screen TVs for your enjoyment and ample closet space/drawer storage.brbrOUTDOOR LIVING...brFrench doors to the covered, spacious back porch will call your name to sit and enjoy morning coffee. Steps from the unit you will delight in the tranquil heated community pool area with a waterfall and surrounding loungers. Take a short stroll down to the treasures of Duval Street or sneak away to a nearby beach. This unit is perfectly located to the island’s best bars, restaurants and all the high-end galleries. Gas grill available to grill up your fresh catch. brbrPARKING...brThe home comes with covered parking for one vehicle.brbrPETS...brPets up to 40 pounds are considered and a pet fee is required. Please either inquire prior to booking, or make sure to check the box that you are bringing a pet when booking, AND include size, breed, and age of the pet in Comments/Special Requests. brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPool/hot tub heating fee (if applicable)brPet fee (if applicable)brbrBOOKING DATES...brThis 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. brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 90 days before the start of stay will receive a 100% refund. brbrCancellations 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). brbrPARADISE AWAITS YOU...
Bed 2

Bed

Bath 3

Bath

Sleep 6

Sleeps

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$305.49

/ Nightly
Condo

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

Key West, Florida, United States

ADORIABLE RETREAT ONE BLOCK FROM DUVAL…brOne bedroom gem on Simonton Street one block from Duval.  One bedroom, one bathroom condominium with an open kitchen & dining area, plus a living room. This home is perfect for one couple planning on having guests or children join them.  Sit back, relax, and enjoy!  br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrFURNISHINGS…brPeaceful colors throughout with nautical décor add a nice tropical feel to this retreat.   Feel like you're relaxed and in the tropics whether indoors or out.  Although this is a one-bedroom, it feels spacious due to the beautiful wood vaulted ceilings in the living room and kitchen, and nice high ceilings in the bedroom. Hardwood floors throughout and plenty of windows for natural sunlight.  There is a kitchen with all the necessary cookware that lies open to the dining room, great for visiting while cooking and a beautiful, newly renovated full bath with stand up shower conveniently located in the middle of the home. brbrSLEEPING ARRANGEMENTS…brLovely queen bedroom with two small closets, a dresser, and a flat screen TV. There is also a sleeper sofa in the living room perfect for kids or additional guests. brbrDETAILS AND AMENITIES…brLocated a few doors down is Better Than Sex… the most popular dessert restaurant in Key West!  Also, conveniently located a block away, are CVS, Papa John’s, Dry Cleaning, Subway and fine dining restaurants. It is the perfect location for anywhere you would like to go in Key West, and most importantly, it is one block from Duval where you will find shopping, art galleries, and excellent restaurants! brbrDISTANCES TO LOCAL BEACHES...brSimonton Beach: 0.7 milesbrFort Zachary Taylor Beach: 1.1 milesbrSouth Beach: 0.5 milesbrHiggs Beach: 1.1 milesbrSmathers Beach: 2.5 milesbrbrPARKING...brThis 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 Old Town Parking Garage which allows daily and monthly rates.brbrPETS...brPets are welcome and a pet fee is required. We will consider multiple pets (up to 2) depending upon size. Please check the box that you are bringing a pet upon your request to book, and include the pet size and breed in the comment section.brbrCANCELLATION...brBookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCOME JOIN US AND LIVE LIKE A LOCAL…
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

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Exceptional(8)

$1653.73

/ Nightly
Private Vacation Home

Catchlight House at Lunara Bay

Key West, Florida, United States

Summary:brbrCatchlight House is a stunning 6-bedroom, 6.5-bath home at Lunara Bay—a collection of 26 luxury homes in a gated community. Just minutes from Key West’s vibrant center, it offers spacious living areas, beautiful outdoor spaces, and a private marina slip for boats up to 40’. Guests also enjoy complimentary FYT gym access and personalized itineraries curated by our guest experience team for an unforgettable stay.brbrbrbrThe Space:brbrStep inside and be greeted by a beautifully appointed interior featuring modern furnishings and island-inspired décor. The expansive living areas provide ample space for relaxation and entertainment, while large windows flood the rooms with natural light. Each bedroom is a tranquil oasis, complete with plush bedding and en-suite bathrooms for privacy and convenience.brbrbrbrThe bed layout is as follows:brbrBedroom 1: King BedbrbrBedroom 2: Two Bunk Beds with two queen and two twin sized MattressesbrbrBedroom 3: King BedbrbrBedroom 4: King BedbrbrBedroom 5: King BedbrbrBedroom 6: King BedbrbrAll bedrooms have an ensuite bathroombrbrbrbrGuest Access:brbrOur self check-in makes the process seamless. brbrGuests 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 & Private Dock Slip:brbrWe encourage boating. Here's what you need to know in order to do so safely:brbr- Dock in our exclusive marina which accommodate boats up to 40’ in length. Maximum one boat per slip.brbr- There is no power or pump out service to the slips.brbr- The Florida Keys are a notoriously difficult place to navigate.brbrbrbrThe 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 Catchlight House. The driveway allows parking for up to 2 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 communitybrbr- Free gym access at FYTbrbr- Fans inside bedrooms only operate with the light onbrbr- 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 6

Bed

Bath 6

Bath

Sleep 16

Sleeps

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