Vacation Home Rentals By Owner In Key West, FL

LOCATION LOCATION! Located on the only canal in Key West, with a protected bird sanctuary across the canal. A short Uber ride to Duval Street to all of Key West's fun filled amenities. On the same street as Jimmy Buffet's former home in New Town. A short walk to the ocean. brbrBOAT LOVERS! Five minutes to open ocean. Keep your boat in the canal right at your back door.brbrKAYAK LOVERS! Slip the two sea going kayaks into the water and explore the mangrove trails and Salt Ponds right across the canal.brbrANGLERS! Fish directly off the stone deck out back and catch anything from snapper to grouper. Throw them on the grill and have dinner by the water.brbrSerenity and privacy can be yours as you relax on the patio by the large free form pool, right across from a protected bird sanctuary with gorgeous unencumbered views of the sunrise and sunset over the mangroves. Ten minutes away from the zany fun of Duval Street when you are ready to party. Two bikes (Cruisers) available to explore the hidden corners of the island.brbrA beautifully landscaped, family-owned home on Key West's only canal, Dragonfly gives you the feeling of visiting an old friend instead of a sterile rental unit. This 1950's retro-chic house is furnished with an eclectic combination of custom furniture, family antiques and wicker in an exclusive area of Key West not usually on the rental market. This property includes all the amenities of your own home. You will enjoy two newly remodeled baths, a fully functional kitchen, linens, big screen SMART TV (Prime, Netflix, MAX, HULU, etc), high speed internet, washer/dryer, air conditioning and outdoor grill. The backyard has plenty of seating by the luxurious private pool on the water. Large private driveway for parking multiple vehicles and a boat/trailer. brbrBedding configurations: 3 BR 2 BA. Two king size beds (one of which can be separated into two twins) along with bunk beds (full and single) with additional single bed trundle. Additionally two pillowtop King and Queen blow up mattresses for your convenience. 1900 square feet. Large wrap around yard. brbrIf you are looking for that anonymous condo feel this is not the place to go, but if you want a home away from home that is charming and relaxing Dragonfly is for you.brbrDue to local law this property can only be rented by the month. Full months only. No pets allowed.

Serenity now. Private Home. Pool. On the water.

Key West, Florida, United States

Bed

Bath

Sleeps

$649.29

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrWelcome to BOHEMIA, a one-of-a-kind island hideaway that blends modern luxury with timeless Key West character. This fully renovated home has been reimagined from the ground up—while its classic front façade and welcoming porch preserve the charm of Old Town, every detail beyond the threshold speaks to contemporary comfort and a fabulously eclectic design. With three bedrooms, three and a half bathrooms, plus a den, BOHEMIA is ready to host your group of up to eight guests. The playful, open layout invites relaxation, while each bedroom being its own private retreat—ideal for families, couples, or friends traveling together. Teamed with Last Key Realty’s Five-Star Guest Services & Complimentary Concierge, your month in BOHEMIA will be the perfect retreat from everyday life.brbrTHE LOCATION…brbrBOHEMIA is located on Catholic Lane, one of the quietest and most discrete lanes in Old Town. Right off Angela Street in the heart of Old Town, you'll be just steps from all of the shops, restaurants, and sites of Duval Street and the Historic Seaport. Take a short stroll or ride your bike down to Duval and experience the best of Key West, such as local favorites like 22 & Co, DJ’s Clam Shack, and MisoHappy. Just a few blocks down Margaret Street, you’ll find yourself at The Waterfront Brewery, Schooner Wharf, and all the local favorites of the Seaport. Although you won’t need a vehicle to get around from this prime location, there is off-street parking for one vehicle available in the private driveway.brbrTHE LIVING AREA…brbrThis home was freshly remodeled from top to bottom and it shows around every corner. The tasteful decor perfectly blends the bohemian theme with modern flair. The open floor plan and high ceilings in the living room and kitchen make the rooms feel even larger than they are. There’s comfortable seating and a large flat screen TV waiting for you in the living room, alongside Papa Hemingway, Jerry Garcia, Bob Marley & the son of Kong.brbrThe living room flows right past a flowery powder room, into the spacious kitchen. The kitchen is outfitted with everything you need, including all modern appliances and seating for four at the large kitchen island. Just beyond the kitchen, you’ll find a high-top dining table that will seat eight, alongside a unique accent wall designed using covers and excerpts from the legendary Cuban magazine Bohemia!brbrTHE BACKYARD OASIS…brbrBOHEMIA has a lot going for it, including its incredible outdoor space. Step outside to take a dip in the sparkling private pool, framed by sleek ipe decking and lush tropical surroundings. Whether you’re lounging poolside with a morning coffee or hosting sunset cocktails at the outdoor bar, complete with outdoor flat screen TV, this home was created for making memories in the Key West sunshine. For added indulgence, an outdoor shower awaits—an island luxury perfect after a swim.brbrTHE ACCOMMODATIONS…brbr** Master Suite - Located on the First Floor with a King bed, flat screen TV, double closets, desk, and an en-suite bathroom with a walk-in shower.brbr** Bedroom 2 - Located on the First Floor with a King bed, large flat screen TV, closet, and an en-suite bathroom with a walk-in shower.brbr** Bedroom 3 - Located on the Second Floor with a King bed, large flat screen TV, closet, desk, and an en-suite bathroom with a walk-in shower.brbr** Queen Sized Sleeper Sofa in the Den (first floor).brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer & Dryerbr** Central Air Conditioningbr** Ceiling Fansbr** Flat Screen Cable TVs in Living Room & All Bedroomsbr** Fully-Equipped Kitchenbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels providedbr** Wireless high-speed Internet access and YouTubeTV is includedbr** Full Time Concierge ServicebrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced & Landscaped Private Yardbr** Private Heated Poolbr** Outdoor Showerbr** Propane BBQ Grillbr** Off-Street Parking in DrivewaybrbrOther notes:brbr** All monthly rentals include a mandatory interim clean. Multi-month stays require 1 interim clean per month.br** Additional interim cleanings availablebr** This property will accommodate up to 8 adultsbr** Pets Allowed

**BOHEMIA @ OLD TOWN** Fully Renovated Home & Pool + LAST KEY SERVICES...

Key West, Florida, United States

Bed

Bath

Sleeps

$365.97

PICTURE PERFECT PARADISE...brThis newly renovated retreat is nestled in the highly sought-after neighborhood of The Meadows. A beautiful balance of modern luxuries mixed with vibrant surroundings connect you to your personal Paradise. Exceptional attention to detail and all the desired amenities set this home apart from everything else.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES...brImmerse yourself in island time as you enter the white picket fence and gaze at your private front porch perfect for enjoying your morning coffee. Greeted by elegant designer décor showcasing an upscale Key West flare and accents of Dade County Pine, this natural light filled home exudes happiness. An inviting Florida room flooded with sunshine invites a lazy day of lounging with a good book or serves as additional sleeping. Bamboo floors, breezy ceiling fans and cozy furnishings along with a TV fill the open living area. Steps away is your top of the line kitchen featuring stainless-steel appliances, custom cabinetry and granite countertops complete with a breakfast bar with seating for 2. Come together for dinner around the dining table for 4 or open the French doors and dine al fresco!brbrSLEEPING ARRANGEMENTS...brEnjoy 3 bedrooms in total equipped with flat screen tv's. Two of the guest rooms (one with a King Bed and one with a Queen bed) share a hallway as well as an over-sized pineapple inspired bathroom, featuring a double sink vanity and extra large glass shower. On the other end of the home is a poolside retreat with a King Size Bed, TV and private bathroom complete with a shower/tub combination. Beautiful French doors open wide to your backyard patio and pool to let the outside beauty in - this is true paradise living!brbrOUTDOOR LIVING...brFrench doors open from the kitchen to a backyard dream that's perfect for entertaining. A calming afternoon calls for a dip in the heated pool or a rinse in the adorable outdoor shower as you are accompanied by swaying palms in the breeze. Sip cocktails under the twinkling light at the outdoor dining table for 4 and toast to another day in Paradise. Private and tranquil, yet just a short bike ride away from all the island favorite restaurants, bars and galleries making your island vacation feeling complete. brbrPARKING...brThere is a small private parking spot plus ample on street parking to accommodate your stay.brbrPETS...brThe owner will consider dogs up to 45 pounds (no more than 3) and a pet fee is required. Cats will not be accepted. 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). brbrYOU'LL NEVER WANT TO LEAVE...

PINEAPPLE BREEZE ~ JUST RENOVATED Home in The Meadows with Pool!

Key West, Florida, United States

Bed

Bath

Sleeps

$498.61

28 DAY MINIMUM. This gated property includes a 3 bedroom 2 bathroom main house( main level) PLUS a 1 bedroom 1 bathroom private/separate guest suite (second level). The property features multiple outdoor spaces, including a front porch - with rocking chairs, rear deck - with outdoor dining and conversation space, pool deck- with lounge chairs and fire pit, and balcony with additional outdoor dining and lounging.brbrThis entirely private home features a main home 3 bed 1 bath PLUS a 1 bedroom 1 bathroom private/separate guest suite (second level). The property features multiple outdoor spaces, including a front porch - with rocking chairs, rear deck - with outdoor dining and conversation space, pool deck- with lounge chairs and fire pit, and balcony with additional outdoor dining and lounging.brbrThis space is completely private.brThe guests will have access to their entire property. Guests will have access to use the heated salt water pool anytime 8 AM- 10 PM (24 hours but quiet after 10 PM).brbrThis is a very beautiful area of Key West. The neighborhood is very quiet and residential.brbrAGENT OWNED. 28 day minimumbrGeneral RulesbrNo Unauthorized Guests: Only the guests listed on the reservation are permitted on the property. Any additional visitors must be approved in writing by the host prior to their arrival.brbrCheck-In and Check-Out Times:brCheck-in is after 3:00 PM, and check-out is by 11:00 AM. Failure to adhere to check-out time may result in additional fees.brbrEarly check-ins or late check-outs must be arranged in advance.brbrNo Glitter or Confetti: The use of glitter, confetti, or other small decorative items is strictly prohibited. An additional cleaning fee will be assessed if this rule is violated.brbrNo Parties or Events: Parties, events, or large gatherings are not allowed on the property without prior written approval. Violation of this rule may result in immediate eviction without refund.brbrQuiet Hours: Please respect the neighbors by observing quiet hours between 10:00 PM and 8:00 AM.brbrNo Moving Furnishings: Do not move any furnishings, decorations, or appliances. If items are moved and not returned to their original place, a fee may be charged.brbrNo Smoking: This is a non-smoking property. Smoking is prohibited both inside and outside the rental. A cleaning fee of $1000.00 will be charged if smoking occurs on the premises.brbrNo Unauthorized Pets or Animals: Pets or animals are not allowed unless specifically permitted in the reservation. Violations will result in additional cleaning fees and possible eviction. Guests must pick up and properly dispose of their animal`s waste.brbrTrash and Recycling: Please dispose of trash in the designated bins. Recycling should be separated if applicable.brbrParking: Guests are allowed to park in designated areas only. Unauthorized vehicles may be towed at the guest’s expense.brbrNo Illegal Activities: Any illegal activities on the property will result in immediate termination of the rental agreement without refund, and authorities will be contacted.brbrNo Open Flames: Use of candles, open flames, or fireworks is strictly prohibited for safety reasons.brbrAppliance Use: Please use all appliances as intended. Guests are responsible for any damage caused by improper use.brbrSecurity: Ensure doors and windows are locked when leaving the property. The host is not responsible for any loss or theft.brbrDamage and Breakage: Guests are responsible for any damage or breakage during their stay. Please report any damages immediately. Unreported damage may result in additional charges.brbrHousehold Supplies: Basic household supplies such as toilet paper, soap, and towels are provided. Excessive use of supplies may result in additional charges.brbrWi-Fi Use: Wi-Fi is provided for guest use. Please refrain from illegal downloading or streaming that violates copyright laws.brbrUtilities: Guests are expected to conserve energy and water. Please turn off lights, appliances, and air conditioning/heating when not in use.brbrRespect for Property: Guests must treat the property with respect. Any misuse, excessive mess, or neglect will result in extra cleaning fees.brbrNo Rearranging of Kitchen Items: All kitchenware, utensils, and appliances should remain in their original locations. Rearranging or removing items is not permitted.brbrHot Tub/Pool Use (If Applicable): Use the hot tub or pool at your own risk. No children under the age of 16 are allowed in the hot tub or pool area without adult supervision. Glass containers are not allowed in these areas.brbrFireplace Use (If Applicable): If the property has a fireplace, it is decorative and not intended to be used. Fireplaces may only be used with prior written consent. Do not leave the fireplace unattended, and ensure it is fully extinguished when not in use.brbrBBQ/Grill Use: If a BBQ or grill is available, it must be cleaned after use. Do not leave the grill unattended while in use.brbrSewer & Septic System : If the property uses a septic system, do not flush anything other than toilet paper. Disposal of inappropriate items may result in damage and expensive repairs.brbrNo Subletting: The guest may not sublet the property to any third party. The reservation guest must be on-site. The rental agreement is strictly between the guest and the host.brbrMaintenance and Repairs: Contact the host immediately for any issues related to maintenance or repairs. Do not attempt to fix any issues yourself.brbrHost’s Right of Entry: The host reserves the right to enter the property during the guest`s stay for emergency or maintenance purposes. Notice will be given in advance whenever possible.brbrNo Business Use: The property may not be used for commercial purposes, including but not limited to photoshoots, filming, or any professional events, without prior written consent.brbrCleaning Responsibilities: Guests are expected to leave the property in a reasonably clean condition. Excessive cleaning needs will result in an additional charge.brbrSecurity Deposit: A security deposit of $500.00 is required. This will be refunded within 3 days of check-out, provided no damages or rule violations have occurred.brbrLost Keys or Access Cards: Guests will be charged $150.00 for any lost keys or access cards.brbrRight to Eviction: Violation of any house rules may result in immediate eviction without refund. The host reserves the right to terminate the stay for any misconduct.brbrFire Alarm and Safety Equipment: Tampering with fire alarms, smoke detectors, or any safety equipment is strictly prohibited. A fine will be imposed for any tampering.brbrPersonal Property: The host is not responsible for any lost or damaged personal belongings during the stay.brbrHost Liability: The host is not liable for any accidents, injuries, or illness that occur on the property. Guests use the premises at their own risk.brRefunds: No refunds will be given for early check-outs or cancellations once the stay has commenced, unless under exceptional circumstances as determined by the host.brbrViolation FeesbrUnauthorized guest: $250.00 per night per additional guest.brGlitter or confetti cleanup: $500.00.brPet fee (if unauthorized pet found): $500.00 plus additional cleaning costs.brSmoking inside or outside the property: $1000.00.brDamage or excessive mess: Cost of repairs/replacement plus $250.00 cleaning fee.brbrFinal NotesbrBy confirming your booking, you agree to abide by all the rules outlined above. Violation of any of these rules may result in termination of your stay without refund and additional fees.

Luxury Private Home w/ Heated Pool in Key West

Key West, Florida, United States

3

Bath

10

Sleeps

Exceptional(17)

$371.75

Tropical Utopia comprises the second story of a quintessential conch home, set back from the street and shaded by gardens and mature trees in a quiet, upscale, gated enclave of six historic Old Key West vacation rentals. The sunlight-yellow exterior blends Caribbean and Victorian influences: crisp white trim, decorative railings, restored original woodwork, and Bahamian shutters. brClimb the exterior staircase to this slice of heaven in the tropical treetops. Sip Cafe Cubano or fresh-squeezed citrus juice on the dreamy balcony as Caribbean breezes rustle palm fronds. You’ll love the charming gingerbread woodworking, the exposed whitewashed rafters, and aqua porch ceilings. Enjoy an evening cocktail on this balcony when nights are fragrant with jasmine and frangipani. Stargaze up at the Southern Cross.brPrepare a home-cooked meal in the modern kitchen. The dining table seats four. Relax on the living room sofa, stream your favorite movies, or watch cable TV. Relax poolside with a Margarita. The central common area, with a pool, picnic tables, and gas grill, is shared by guests of this upscale, gated enclave of six, historic, Old Key West vacation rentals. There’s also a shared laundry area with commercial washers & dryers.brStroll to great seafood, fine dining, beaches, and iconic attractions like the KW Butterfly & Nature Museum, Southernmost Point, Higgs Beach, and West Martello Tower. Street parking is available. Tropical Utopia is ideal for families, couples, and snowbirds. The home has an all-new water filtration system. brLiving:brThe bright living space has original heart pine wood paneling, which imbues a rustic island vibe. Relax on the plush sofa to socialize, read, or stream your favorite shows on the wall-mounted SmartTV with Roku. The earthy color palate of driftwood, seagrass, and dune has vibrant splashes of primary colors with fun handpainted furniture and original local art. The living space has a glass-pane door that opens to the breezy balcony.brKitchen/Dining:brJust off the living room is a modern galley kitchen with sage-green walls, sleek black granite counters, white cabinets, and white modern appliances, including a glass-top stove, oven, microwave, dishwasher, full-size fridge, and farmhouse sink. Prepare a tropical feast after a day at the beach! The dining table seats four. brBedrooms/Baths:brTropical Utopia has two queen bedrooms and one bathroom. Both air-conditioned bedrooms have nightstands, reading lamps, large windows, ceiling fans, and rattan-style bureaus and furnishings. The bedrooms share a jack-and-jill bathroom. The sage-green bathroom has a custom-tile walk-in shower and an oversized single-sink granite vanity. The bathroom has a large closet, a rain shower head, towels, toiletries, and a hair dryer.brOutdoor Amenities:brA tall exterior fence, lush gardens, mature trees, and gardens provide privacy, security, and a peaceful, tropical ambiance. Enjoy a private treetop balcony with Adirondack chairs and coffee tables. Relax here after a day of sightseeing.brThe front garden of Tropical Hideaway features a vibrant, original metal sculpture by John Martini, an internationally renowned artist who resides in Key West. The sculpture is titled “Breton’s Ballet.” Martini’s sculptures are shown in galleries and museums in New Mexico, Paris, and Italy, as well as in Lucky Street Gallery in Key West. Bold, electric colors characterize Martini’s work, which he creates by cutting metal with torches. These torches leave burn marks that are a hallmark of his sculptures.brbrA garden courtyard and whitewashed fence buffer your private hideaway from a central common area. Cool off in the sparkling blue swimming pool, or doze poolside on a cushioned lounge chair. This swimming pool will delight families, children, the very young, and the young at heart. The pool-side deck features a gas grill and two wrought-iron picnic tables with seating for eight or more. Gather for an afternoon cookout in paradise! Mature palms, mango trees, and vibrant bougainvillea shade the pool deck.brSince laundry never sleeps (even when you're on vacation), the common area offers a laundry shed with two commercial washers and two commercial dryers. brDiscover the ultimate amenity: stroll just two blocks to Higgs Beach. Dip your toes in the emerald ocean. Collect seashells and savor serene Caribbean sunsets in pink, violet, and gold hues. Park your car in shaded street parking spots along the side streets. Stroll or bike to attractions.brbrThe Neighborhood:brbrTropical Utopia’s proximity to the Casa Marina Hotel and the beautiful beaches adds to the appeal, making it a perfect blend of history, culture, and coastal living. Picturesque south island streets are lined with beautifully preserved Conch-style homes, each exuding character and charm. Lush, tropical landscaping adds to the serene atmosphere, making every walk or bike ride a delightful experience. brbrA car is not necessary on the island. Make the green choice. Park in shaded spots along the side streets and enjoy the island on foot, by bicycle, scooter, trolley, or bus. The island trolley stop is one block away. The Duval Loop City bus stop is four blocks away. brStroll .07 miles to The Ernest Hemingway Home and Museum, which offers a fascinating glimpse into the life of one of America's greatest writers. Enjoy the diverse culinary scene with various restaurants, cafes, and bars offering everything from fresh seafood to classic Cuban cuisine. Local favorites such as Blue Heaven, Louie’s Backyard, and Sloppy Joe’s are within easy reach, providing unforgettable dining experiences. brDon't miss the chance to explore West Martello Tower during your stay! Just a 10-minute walk or a quick 3-minute bike ride from Tropical Utopia, this hidden gem is a tropical garden paradise on a historic Civil War fort site. The gardens, maintained by the Key West Garden Club, are open to the public. brHiggs Beach, approximately 0.5 miles (a 10-minute walk or a 3-minute bike ride), is the closest beach to Tropical Utopia. Enjoy crystal-clear waters, perfect for swimming or snorkeling. The nearby White Street Pier offers panoramic sea views and excellent fishing opportunities. brApproximately 1.5 miles away, Smathers Beach is Key West’s largest public beach. This two-mile stretch of sugary sand is ideal for sunbathing, beach volleyball, and water sports such as kayaking, paddleboarding, and windsurfing. brFort Zachary Taylor Historic State Park Beach, approximately 2 miles away, offers natural beauty and historical intrigue. Visitors and locals gather here and at Mallory Square to celebrate each and every exquisite island sunset. brSeeking family-friendly activities or rainy-day excursions Check out the Key West Aquarium, the Butterfly and Nature Conservatory, The Shipwreck Treasure Museum, and the Lighthouse and Keepers Quarters Museum. Nightlife and live music abound in Key West! Take in a show at the Tropic Cinema. Catch a live band at the Green Parrot.

Tropical Utopia by RENT KEY WEST VACATIONS -Quiet/Gated/Pool/Balcony/Pet friendl

Key West, Florida, United States

Bed

Bath

Sleeps

$3190.78

It takes a village. Tropical Village can accommodate your village! This gated enclave of six, historic, lovingly renovated, Old Key West vacation properties can sleep up to thirty adults, and can comfortably accommodate your large group for weddings, reunions, retreats, etc. brbrLocated just six blocks from Higgs Beach and a few blocks from Duval Street, this ideal setting puts fun at your fingertips. Anchor yourself here where contemporary elegance blends with island-style comfort and character of Old Key West. Stargaze over nearby open ocean. Nights are fragrant with jasmine. Stroll to great seafood, fine dining, and iconic attractions like the KW Butterfly & Nature Museum.brThese five conch-style homes offer six separate vacation rental units. Each historic, 1930’s-era property boasts its own unique charm and style, making everyone’s vacation fun-filled. Southern Cross is the wheelchair friendly unit with ramp entryways and bathroom railings. Tropical Utopia is NOT handicap friendly, as it is a second-floor space, only accessible by an exterior staircase. All the properties (except for Tropical Utopia) are ground-floor, one-story bungalows, separated by gardens and shade trees, all nicely arranged around a central courtyard with a swimming pool. brSpread out over these six charming cottages to let the whole group unwind in paradise. Relax poolside with an icy beverage. Grill and dine alfresco as Caribbean breezes rustle palm fronds. Savor Cuban sandwiches or evening cocktails on porches overlooking gardens of orchids and bromeliads. Soak in the bubbling hot tub. Sip your morning citrus juice on the tree-top balcony at sunrise! Stroll to the beach scene to search for seashells. Tropical Village offers an unforgettable getaway.brThis gated, quiet, private enclave is set back from the hustle-bustle. The properties are thoughtfully adorned with tasteful, iconic local art. Remodeled bathrooms have luxurious details. The homes have all-new water filtration systems. brLiving:brEnjoy bright, sunny, open concept kitchen/dining/living spaces: high ceilings, whitewashed exposed beams, large windows and an earthy color palette of driftwood, seagrass, and dune with pops of vibrant tropical hues.brKitchen/Dining:brSleek, fully equipped kitchens offer stainless appliances, including glass-top stoves, oven, microwaves, dishwashers, full-size fridges, compact fridges and farmhouse sinks. Every property offers a full kitchen, except for Poolside Paradise, a one-bedroom unit which offers a kitchenette. brEvery cottage offers comfortable dining tables; both interior and alfresco. Two shaded pool-side dining tables seat eight.brBedrooms/Baths:brAll of the air conditioned bedrooms offer closets or bureaus, ceiling fans, a SmartTV, and rattan-style bedside tables with reading laps. The stylish bathrooms have rain shower heads, large, well-lit mirrors, towels, toiletries, and hair dryers. brOutdoor Amenities:brA tall exterior fence, lush gardens, and mature trees provide privacy, security, and a peaceful, tropical ambiance. Serve hors d'oeuvres or cocktails by the pool. Afternoons are fragrant with frangipani. brCool off in the sparkling blue swimming pool, or doze on a poolside on a cushioned lounge chair. This swimming pool will delight families, children, the very young, and the young at heart. The poolside deck features a gas grill and two wrought-iron picnic tables with seating for eight or more. Gather for an afternoon cookout in paradise! Mature palms, mango trees, and vibrant bougainvillea shade the pool deck.brSince laundry never sleeps (even when you're on vacation), the outdoor common area offers a laundry shed with two commercial washers and two commercial dryers. The laundry area is tucked away in a rustic, whitewashed outbuilding with rolling farmhouse-style barn doors. brDiscover the ultimate amenity: stroll just two blocks to Higgs Beach. Dip your toes in the emerald ocean. Collect seashells and savor serene Caribbean sunsets in pink, violet, and gold hues. After a day at the beach, shower off in private outdoor showers. Park your car in shaded street parking spots out front. Stroll or bike to attractions.brbrbrThe Neighborhood:brbrTropical Village is ideally situated in Key West's Casa Marina neighborhood, offering guests an authentic taste of island life and convenient access to local attractions. Picturesque south island streets are lined with beautifully preserved Conch-style homes, each exuding character and charm. Lush, tropical landscaping adds to the serene atmosphere, making every walk or bike ride a delightful experience. brA car is not necessary on the island. Make the green choice. Park out front in shaded street parking and enjoy the island on foot, by bicycle, scooter, trolley, or bus. The island trolley stop is one block away. The Duval Loop City bus stop is four blocks away. brStroll .07 miles to The Ernest Hemingway Home and Museum, which offers a fascinating glimpse into the life of one of America's greatest writers. Enjoy the diverse culinary scene with various restaurants, cafes, and bars offering everything from fresh seafood to classic Cuban cuisine. Local favorites such as Blue Heaven, Louie’s Backyard, and Sloppy Joe’s are within easy reach, providing unforgettable dining experiences. brDon't miss the chance to explore West Martello Tower during your stay! Just a 10-minute walk or a quick 3-minute bike ride from Tropical Village, this hidden gem is a tropical garden paradise on the site of a historic Civil War fort. The gardens, maintained by the Key West Garden Club, are open to the public. brDog Beach is the closest beach, just two blocks away, behind iconic Louie’s Backyard Restaurant. Higgs Beach, approximately 0.5 miles (a 10-minute walk or a 3-minute bike ride), is the next closest beach to Tropical Village. Enjoy crystal-clear waters, perfect for swimming or snorkeling. The nearby White Street Pier offers panoramic sea views and excellent fishing opportunities. brApproximately 1.5 miles away, Smathers Beach is Key West’s largest public beach. This two-mile stretch of sugary sand is ideal for sunbathing, beach volleyball, and water sports such as kayaking, paddleboarding, and windsurfing. brFort Zachary Taylor Historic State Park Beach, approximately 2 miles away, offers natural beauty and historical intrigue. Visitors and locals gather here and at Mallory Square to celebrate each and every exquisite island sunset. brSeeking family-friendly activities or rainy-day excursions Check out the Key West Aquarium, the Butterfly and Nature Conservatory, The Shipwreck Treasure Museum, and the Lighthouse and Keepers Quarters Museum. Nightlife and live music abound in Key West! Take in a show at the Tropic Cinema. Catch a live band at the Green Parrot.

Tropical Village: 12BD/9BA Enclave for Large Groups. Gated. Pool/Hot Tub/Garden

Key West, Florida, United States

Bed

Bath

Sleeps

$662.6

This historic Conch house is an excellent vacation home which has been thoughtfully remodeled to provide the best in modern comfort, while carefully preserving the home's historic Key West architecture. There are antique Dade County pine walls and floors throughout the cottage. The open-concept kitchen, living room, and dining area have fantastic 12 foot sliding glass doors, which create abundant natural light under a high vaulted ceiling and provide seamless indoor/outdoor living, incorporating the beautiful salt water heated pool and deck area, making it the perfect place to enjoy your Key West vacation. The kitchen offers stainless appliances and granite countertops with a large white enameled farmers sink, garbage disposal, dishwasher, microwave, full oven/stove, and side by side refrigerator/freezer with crushed ice and water through the door. There is a commercial gradebrwasher/dryer nestled under a granite counter just beyond the kitchen which allows you to pack light and still enjoy an extended stay in Key West. Central air-conditioning is a luxury enjoyed in only the best historic rentals, including Mango Cottage.brbrThere is custom high end wood cabinetry featured throughout the home. The kitchen has painted white maple cabinets with glass doors. The bedrooms and master bath contain beautiful mahogany built in cabinets which lend a Caribbean feel to the cottage. Stylish furnishings and artwork add to the tropical feel of the home, including a wonderful collection of antique swimsuits in custom shadow boxes.brThe master bedroom has a king bed with an en suite bathroom. The second bedroom has a queen bed and is adjacent to a second full bath via a private hall. There is a great sleeping loft open to the common room below which is accessed by funky alternating ship ladder stairs, custom-made as well. The loft has two twin extra long beds with storage drawers beneath. The loft and both bedrooms have top-of-the-line Simmons AirCool ComfortPedic memory foambrmattresses. brbrThere are TVs in each bedroom (and loft) and there is an additional 42 TV in the living room. All TVs come with streaming services, including Netflix, Hulu, Max (formerly HBO) and YouTube TV.brThe fully remodeled bathrooms boast custom tile work. Pebble floors beneath your feet in both showers remind you that you are living on a tropical island. This fantastic home is located on Varela Street in a wonderful residential neighborhood just a couple blocks from Fausto’s Food Palace, a local Key West grocery store. It is an easy walk tobrsome of the island’s finest dining, including Seven Fish, a Key West landmark. Mango Cottage is centrally located, only a 0.6 mile walk to Duval Street, but the residential nature of the neighborhood keeps things quiet and invites you to live like a local.brbrBicycles are a great way to see the island. There are bike racks in the front area of the property behind the white picket fence which lines the sidewalk, with room for four bicycles to be safelybrstored and locked.brbrOutdoor living is perhaps the best part of Key West life. The private outdoor area is enclosed by pretty white wooden fences, and the property contains numerous tall palm trees and other tropical plantings which add to privacy and the peaceful tropical vibe of Mango Cottage.brbrThis home boasts a private heated saltwater pool which has stairs leading to the 3 foot deep shallow end, growing to 5 feet at the deepest end. There is a bench seat incorporated in the pool for lounging, and wonderful stepping stones that pass by beautiful tropical flowers along the pool’s edge. The outdoor patio offers outdoor dining for six with a teak table with sling chairs under the shade of a 9 foot cantilever umbrella, as well as two comfortable lounge chairs nestled between palm trees for working on your Key West tan.brbrRocking chairs on the front porch invite you to enjoy early-morning cafe con leche from nearby Sandy’s Cuban Cafe while perusing the local newspaper or just enjoying the peace and quiet ofbrthe neighborhood. There is a grill area near the outdoor dining table and a newly built private outdoor shower. The fully enclosed 4 x 5 foot shower has hot and cold running water and lighting that allows for latebrnite use. Outdoor Edison string lights along the perimeter of the property let you enjoy the tropical Key West nights, and lend a festive feeling to the outdoor space.brbr*There are alternating ship ladder stairs to the loft with twin beds (please see the accompanying photo above) which are not suitable for small children and people who cannot climb ladders. Mango Cottage may not be appropriate for parties who have guests that have difficulty accessing the loft space.*brbrNote: Parking in Key West is very limited. This property has no assigned parking and is street

Everything Key West has to offer @ Mango Cottage

Key West, Florida, United States

2

Bed

2

Bath

6

Sleeps

$451.08

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrTravelers from around the world would agree spending a month in Key West is truly a magical experience, especially when you find two classic conch homes made into one. This cozy compound perfectly captures the magic of the island, with its beautiful Dade County Pine walls, tropical decor, and the plunge pool waiting just outside. MARGARET’S MAGIC COMPOUND is conveniently located in the heart of Old Town’s historic residential district, placing you within walking distance of all of the fun while still allowing the tranquility of the Keys to settle in at night. Spend one month at MARGARET’S MAGIC COMPOUND and there’s no doubt she’ll put you under her spell. Included with the rental is Last Key Realty’s own special magic, our unrivaled Guest Services, known for enhancing Key West vacation experiences and ensuring you have an unforgettable stay.brbrTHE LOCATION…brbrThis vacation home is located in the heart of Old Town, steps from all of the shops, restaurants, and sites of Duval Street and the Historic Seaport. Take a short stroll or ride your bike down to Duval and experience the best of Key West, such as local favorites like 22 & Co, DJ’s Clam Shack, and Kaya Island Eats. Just a few blocks down Margaret Street and you’ll find yourself at The Waterfront Brewery, Schooner Wharf, and all the local favorites of the Seaport.brbrTHE LIVING AREAS...brbrOne of the more appealing aspects of MARGARET’S MAGIC COMPOUND are the dual living areas, with their vaulted ceilings, large flat-screen TVs and plush seating options. Both living areas open up to the pool and feature beautiful Dade County pine walls that are nothing short of… magical. There is plenty of seating available in both rooms ensuring that everyone has a place to comfortably relax between dips in the plunge pool. Within each living area you’ll find a kitchenette furnished with high-end appliances and every tool you might need to cook up some home-cooked meals. brbrTHE POOL AREA...brbrSituated between the two homes, the private backyard is fully fenced and surrounded by tropical foliage, providing privacy yet still allowing the sun to come play. Outdoor sofas await you on the pool deck, making sure everyone can spread out under the shade or soak up some rays. Treat your group to a poolside BBQ using the propane grill and outdoor dining table with seating for six.brbrTHE ACCOMMODATIONS…brbrFirst Cottagebr** Suite #1 - a Queen bed, flat screen TV, closet, private porch, and an en-suite bathroom with a shower and tub.brbr** Suite #2 - a Queen bed, flat screen TV, private porch, and en-suite bathroom with a walk-in shower.brbrSecond Cottagebr** Suite #3 - private access from rear of cottage with a King bed, flat screen TV, closet, private porch, and en-suite bathroom with walk-in shower.brbr** Suite #4 - a Queen bed, flat screen TV, closet, private porch, and an en-suite bathroom with a walk-in shower.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer & Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen Cable TVs in Living Room & All Bedroomsbr** Fully-Equipped Kitchenbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels providedbr** Wireless high-speed Internet access and YouTubeTV is includedbr** Full-Time Concierge ServicebrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced & Landscaped Private Yardbr** Private Heated Plunge Poolbr** Propane BBQ GrillbrbrOther notes:brbr** All monthly rentals include a mandatory interim clean. Multi-month stays require 1 interim clean per month.br** Additional interim cleanings availablebr** This property will accommodate up to 8 adultsbr** Pets Considered - Small Dogs & Cats Allowed - Max of 2 pets alowed and an additional fee of $200 per pet will apply

**MARGARET’S MAGIC COMPOUND @ SOLARIS HILL** Old Town Compound & Pool + LAST KEY

Key West, Florida, United States

Bed

Bath

8

Sleeps

$347.2

Get ready to relax in this 3-bedroom house in Key West. This awesome property features 3 queen beds, 3 bathrooms with showers, and a cozy living room with a sofa bed. Enjoy amenities like AC, WiFi, and a washing machine during your stay. Whether you're looking to unwind after a day of exploring or simply soak up the sun in the backyard, this quaint retreat is the perfect home base for your Key West getaway. We'll be available to answer any questions while you stay at our place.

Charming 3-bedroom house in old town Key West with WiFi, AC, spa and parking

Key West, Florida, United States

Bed

Bath

Sleeps

$235.11

AGE REQUIREMENT:brEveryone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and primary renters are 25 years or older. We do not accommodate bachelor parties, bachelorette parties, student groups or construction workers-NO EXCEPTIONSbrbrThis unit is a 30 night minimum.brbrFEATURES:brBedrooms: 4 (1 king, 2 queens, 2 twins)brBathrooms: 3brLocation: Near Smathers & Higgs BeachesbrSquare Feet: 1898brParking: There is gravel parking outside the front yard gate.brAmenities: Wifi, TVs, in-unit laundry, private pool, fenced yard, mother-in-law cottage with a kitchen, living area, and bathroom onlybrbrbrTHINGS TO KNOW: brRestrictions/Rules: No smoking. No Pets.brbrCheck in: 4PM - We do not guarantee an early check in request will be granted because we need to give the housekeepers time to ready the units for check-in, however, should your unit be ready early, we will notify you from this number that you can check-in. No units will be able to accommodate a check-in earlier than 12pm. brbrCheck out: 10AM - We do not accommodate late check outs. brbrItems provided: All linens, bath towels and beach towels are provided for your convenience. You are provided an initial supply of bath soap, dish washing liquid, toilet paper, laundry detergent and paper towels. Additional supplies are the responsibility of the renter, or once the initial supply is used.brbrPool heating is $100 per week and must be requested prior to check in

Tranquil Retreat by the Beach-4 bedroom 3 bath home w/private pool, parking

Key West, Florida, United States

Bed

Bath

Sleeps

$479.23

This 4 story Townhouse is in Old Town Villas. A Caribbean inspired community in the heart of Key West. Built in 2017. This upscale, luxurious, townhouse is steps away from Sloppy Joe's and the Historic Seaport District. Lagerhead beach is a short walk away. All bedroom have attached baths. There is a private elevator, 2 car garage, an entertainment area on the 4th floor with a sofa bed, large TV, wet bar, and half bath. The top floor outdoor patio provides great views of Key West and yet has the privacy for personal sunbathing.

Unlock your Paradise Adventure - Between Sloppy Joe's and the Harbor

Key West, Florida, United States

Bed

Bath

Sleeps

$431.75

Experience the ultimate Key West lifestyle in this serene sanctuary overlooking the 8th hole of the Key West Golf Club. Whether you’re here for a month of remote work or a long-term tropical retreat, this elegant vacation rental townhome offers the perfect balance of Old Town energy and resort-style relaxation. Spend mornings sipping coffee on the porch, watching the golfers play, and afternoons lounging by one of the sparkling pools. Then, end evenings with a BBQ in a secluded, fenced yard.brbr-- THE PROPERTY --brbrModern Furnishings | Lush Views | Resort Perks | Gated Community Security brbrSLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bedbrbrCOMMUNITY AMENITIES (access card provided): 2 outdoors pools, fitness center, golf course (addt’l fee, paid on-site)brOUTDOOR LIVING: Private deck, fenced patio, dining area, BBQ grill, beach chairs, furnished porchbrINDOOR LIVING: New appliances, 4-person dining table, ceiling fan, 3 Smart TVs w/ Amazon Firesticks brWELL-EQUIPPED KITCHEN: Cooking basics, microwave, refrigerator, stove/oven, dishwasher, Keurig coffee makerbrGENERAL: Free WiFi, linens/towels, central A/C, ceiling fans, in-unit washer/dryer, starter complimentary toiletriesbrFAQ: 3 exterior security cameras (facing out), quiet hours (10:00 PM-8:00 AM)brACCESSIBILITY: Steps required to enter, all bedrooms on 2nd floor, 2-story homebrPARKING: Driveway (1 vehicle, parking pass required)brbr-- THE LOCATION --brbrPRIME LOCATION: Nestled in a lush, gated community just a short drive or bike ride from the neon lights of Duval Street and the white sands of Smathers BeachbrAREA ATTRACTIONS: Key West Golf Club (on-site), The Hemingway Home and Museum (5 miles), Key West Lighthouse (5 miles), The Key West Butterfly and Nature Conservatory (5 miles), Key West Aquarium (6 miles), Mallory Square (6 miles)brEXPLORE THE WATERS: Lazy Dog Adventures (1 mile), Dream Catcher Charters (1 mile), Dolphin Safari Charters (2 miles), Key West Express (5 miles)brSEA & SAND: Smathers Beach (4 miles), Rest Beach (2 miles), Higgs Memorial Beach Park (4 miles), Fort Zachary Taylor Beach Area (6 miles)brAIRPORT: Key West International Airport ( 2 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking. This is a 100% smoke-free property, including the patio and deckbr- No pets allowed. We love animals, but our home is strictly pet-freebr- No events, parties, large gatherings, or unauthorized overnight guests.br- The primary booker must be at least 25 years oldbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: Please observe quiet hours from 10:00 PM to 8:00 AM and respect our peaceful Key West Golf Club neighborsbr- NOTE: This is a classic 2-story townhome. It requires steps to enter, and all bedrooms are located on the 2nd floorbr- NOTE: A temporary parking pass is mandatory for all guests. Please reach out to the Guest Contact at least 48 hours prior to arrival, so your pass is waiting for you at the security guard shackbr- NOTE: The world-class Key West Golf Club is open to the public for a separate fee, which can be paid directly at the Pro Shopbr- NOTE: Your safety matters. This property features 3 exterior security cameras: camera 1 is located on the front porch facing the front side of the house, camera 2 is on the back porch facing the back side of the house, and camera 3 is at the doorbell facing the front outdoor entry. The cameras do not look into interior spaces. The cameras record video and sound when activated by motion. They will record when they first sense motion and 30 seconds after the last motion is detected. The cameras will be off during your stay

Golf Course Oasis w/ Private Yard, 5 Mi to Duval!

Key West, Florida, United States

Bed

Bath

Sleeps

$367.08

Welcome to The Hideout, where luxury meets location. brbrLook no further than The Hideout for upscale luxury and single-story living. Tucked away in the beautiful, historic Casa Marina neighborhood, this fully renovated 3 bedroom, 3 bath home includes a spacious outdoor living area & pool with two dwellings connected via a covered lanai space. Perfectly suited to host guests who crave privacy, upgraded living and a location just steps from some of Key West’s most popular attractions, beaches, restaurants and Duval Street. brbrThe main home boasts two bedrooms, two bathrooms, a bright living area and spectacular kitchen. The lofty ceilings, natural lighting, pool view and open concept make this space perfect for entertaining. Upgraded finishes include quartz countertops, white shaker cabinets, shiplap walls, hardwood floors, Subzero refrigerator, Wolf gas range and a large island with seating. The spacious primary ensuite bedroom features high ceilings, plenty of storage and direct access to the pool. Its ensuite bath with dual sinks, water closet and large walk-in shower is finished in shades of white. The comfortable guest bedroom enjoys plenty sunshine and a large closet. Tasteful, tropically inspired local artwork is sprinkled throughout the home to add to the fresh, island aesthetic. brbrThe beautiful, heated pool and magnificent lanai connect the main home to the second dwelling. The sizeable pool suite features a bedroom with vaulted ceiling and cross beams, living area, bathroom with walk-in shower and private entrance. The living room area includes a kitchenette with cabinets, microwave and KitchenAid drawer style refrigerator, along with queen-size sleeper sofa. Both the living room and bedroom have access via sliding glass doors to the outdoor entertainment area.brbrAdditional features: brbr• Impact Windowsbr• Impact Doorsbr• Two off-street parking spaces br• Heated Poolbr• Outdoor Showerbr• Outdoor smart TVbr• High Speed Wi-Fi br• Smart TV's throughout

The Hideout! Where Luxury Meets Location. Fully Renovated, with Pool.

Key West, Florida, United States

Bed

Bath

Sleeps

$4253.21

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrCoordinating the entire gang for a dream Key West wedding, reunion, or simply a vacation of a lifetime is hard enough... let Last Key Realty make the accommodations easy for you. ALL TOGETHER NOW is an entire block of private homes just steps from Duval Street, all yours to enjoy and with everything needed for a large group getaway: a total of thirteen bedrooms, three open living areas, three spacious outdoor areas each with a private saltwater pool, three fully equipped kitchens, and a location that allows for easy accessibility to all the favorites of Old Town. So, round up your entire crew and head south for what is sure to be an epic vacation 'all together now' in America's Paradise.brbrTHE LOCATION...brbrDuPont Lane is a quiet nondescript lane that you wouldn't be able to find without directions, and this compound of homes is tucked away at the very end. If you decide to pull yourself away from this relaxing retreat, you'll realize that Key West's best restaurants, live entertainment and attractions are all within a block or two of your front door. While you won't need a car to get around from this fabulous location, there are three designated off-street parking spaces included.brbrTHE LIVING AREAS...brbrAll three homes have large living areas with plenty of space and seating for everyone to unwind after a day on Duval Street or out on the water. Each living room boasts a large flat screen SMART TV that can be enjoyed from comfortable furniture options, including plush sleeper sofas in each. The kitchens are fully equipped with top of the line appliances and every tool needed to prepare a meal from home. Each home also offers indoor and outdoor dining.brbrTHE PRIVATE SALTWATER POOLS...brbrAll three pool areas are connected via open gates that allow your crew to pass through and mingle amongst the homes. Fully fenced for privacy, these saltwater pools can be heated in the cooler months to your liking and get equal amounts of sunshine and shade throughout the day. Comfortable chaise lounges and patio furniture on the pool's decks offer the perfect outdoor lounging options. Each home has a full outdoor dining set and a propane grill to bring the group together for happy hour or a poolside BBQ.brbrTHE ACCOMMODATIONS...brbrThis compound will keep your whole group satisfied, with ample space for everyone to escape to their own accommodations.brbrHouse #1 has 5 bedrooms:brbr+ 2 Twins or 1 King - First Floorbrbr+ 2 Twins or 1 King - First Floorbrbr+ 2 Twins or 1 King - Second Floorbrbr+ Queen - Second Floorbrbr+ King - Second FloorbrbrHouse #2 has 4 bedrooms:brbr+ 2 Twins or 1 King - First Floorbrbr+ 2 Twins or 1 King - Second Floorbrbr+ 2 Twins OR 1 King - Second Floorbrbr+ King - Second FloorbrbrHouse #3 has 4 bedrooms:brbr+ 2 Twins or 1 King - First Floorbrbr+ 2 Twins or 1 King - First Floorbrbr+ 2 Twins OR 1 King - Second Floorbrbr+ King - Second FloorbrbrFor rooms with two twin beds that can convert to a King, we ask that you communicate to us at least one week prior to arrival with these requests.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr+ Washer & Dryerbr+ Central Heat & A/C br+ Ceiling Fans br+ Flat Screen HD TVs in Living Room & All Bedrooms + + Fully-Equipped Kitchen br+ Basic stock of spices br+ Starter supply of paper products br+ Starter set of cleaning products br+ Linens and Towels provided br+ Wireless high-speed Internet access and full cable is included br+ Full Time Concierge ServicebrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr+ 3 Fenced & Lushly Landscaped Backyards br+ 3 Private Saltwater Pools with available Pool Heat br+ Outdoor Shower br+ 3 Propane BBQ Grills br+ 3 Queen Sleeper Sofas br+ 3 Off-Street Parking Spaces (with restrictions - NO LARGE VEHICLES)brbrOther notes:brbr+ In person welcome br+ Interim housekeeping provided upon request br+ Max of 2 Pets Allowed with Additional Fee of $200 per pet br+ This property will accommodate up to 26 adults in beds, 32 adults total.br+ Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.

**ALL TOGETHER NOW @ OLD TOWN** Three Homes & Pools + LAST KEY SERVICES…

Key West, Florida, United States

Bed

Bath

Sleeps

$400.28

Island Oasis @ the Truman Annex is beautifully renovated town home in the historic Foundry. | The living area is the entire first floor and has an open plan, with 11-foot ceilings and double French doors that provide plenty of natural light to enter. Enjoy the natural light of being an end unit with large bay 's a large flat screen TV and multiple comfortable seating options. There's also a convenient powder room located on the first floor. The kitchen has top-of-the-line stainless steel appliances, with granite counter tops and all the tools needed to prepare a meal from home and also indoor dining seats six comfortably. | Master Suite: Located on the Second Floor with a King bed, a large flat screen TV, a private balcony, a large closet, and an en-suite bathroom with a walk-in shower. | Second Bedroom: Located on the Third Floor with Two Twins OR One King bed, a flat screen TV, a closet, and an en-suite bathroom with a walk-in shower. | Washer & Dryer Central Heat and A/C Ceiling Fans Flat Screen TVs in Living Room & All Bedrooms Fully Equipped Kitchen Starter supply of paper products Starter set of cleaning products Linens and Towels provided Wireless high-speed Internet access & full cable included Assigned off street parking for one car and access to a refreshing community pool... brbrPlease note: This property has a 28 night minimum stay

Island Oasis at the Truman Annex in Key West

Key West, Florida, United States

Bed

Bath

Sleeps

$287.42

AGE REQUIREMENT:brEveryone must be 25 years or older. Families are welcome as long as children are accompanied with their parents and primary renters are 25 years or older. We do not accommodate bachelor parties, bachelorette parties, student groups or construction workers-NO EXCEPTIONSbrbrThis property is a 30 night minimum.brbrFEATURES:brBedrooms: 4 (1 king, 1 queen, 2 twins)brBathrooms: 3brLocation: Mid Town on GulfviewbrSquare Feet: 1640brParking: One reserved, covered parking space & first-come first served designated guest parkingbrAmenities: Wifi, TVs, in-unit laundry, private pool, Gulf of Mexico viewsbrbrbrTHINGS TO KNOW: brRestrictions/Rules: No smoking. No Pets.brbrCheck in: 4PM - We do not guarantee an early check in request will be granted because we need to give the housekeepers time to ready the units for check-in, however, should your unit be ready early, we will notify you from this number that you can check-in. No units will be able to accommodate a check-in earlier than 12pm. brbrCheck out: 10AM - We do not accommodate late check outs. brbrItems provided: All linens, bath towels and beach towels are provided for your convenience. You are provided an initial supply of bath soap, dish washing liquid, toilet paper, laundry detergent and paper towels. Additional supplies are the responsibility of the renter, or once the initial supply is used.

4 bed 2.5 bath home w/ ocean views, private pool oasis on Gulfview

Key West, Florida, United States

Bed

2

Bath

6

Sleeps

$503.09

A FUSION OF LUXURY AND HISTORY…brThis stunning Victorian estate has been meticulously renovated, offering the elegant allure of cosmopolitan tropical style with a nostalgic nod to the charming refinement of the early 19th century. Situated in the Historic Seaport neighborhood of Old Town, the graceful exterior is permeated with respect for its architectural history as your eyes take in the delightful Victorian wooden facade. Once you step inside, however, you are greeted with all the modern amenities and opulence expected in an upscale contemporary residence. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES…brA serene and elegant ambiance infuses the interior space as you step inside. You are immediately greeted by an entrance hall that features an elegant wooden staircase from the 1930s, which leads to 4 upstairs guest room suites. brThe great room offers a wide open layout with a large sitting area (Youtube TV live streaming available), infused with an abundance of sunlight flooding the welcoming gathering area. The stylish dining space and adjacent state-of-the-art chef's kitchen invite hours of happy conversation over tropical culinary feasts with loved ones. Just off the kitchen is a modern half-bathroom and a laundry room that offers two sets of washers and dryers. There is a Ring doorbell located on the front door for security purposes. brbrSLEEPING ARRANGEMENTS…brAll 4 guest suites reside on the 2nd floor with their own shower bathrooms. Each is uniquely decorated and furnished with high-quality furniture. There are two queen beds and two king beds for guests to enjoy. The living room has a sofa sleeper with a nearby powder room. brbrOUTDOOR LIVING…brExpansive gingerbread porches span the entire front of the house, inviting you to enjoy the lush surrounding views. The backyard evokes a sense of cozy tropical privacy, boasting a beautifully crafted lap swimming pool which comes heated in the cooler months. Dine al fresco after grilling your fresh catch on the luxurious sun deck with soothing cascading waterfall sounds from within the pool.brbrPARKING...brThis homes comes with 1 off street parking spot. brbrPETS...brThis is NOT a pet friendly 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).brbrENDLESS CARIBBEAN CHARM…

THE BLUE PINEAPPLE ~ Old Town 4 BR/4.4 Bath Home w/ Private Pool & Parking!

Key West, Florida, United States

Bed

Bath

Sleeps

$594.88

City of Key West zoning requires a minimum rental period of 30 days, and no exceptions can be made. Please review additional policies below. brbr brbrWelcome to Poseidon's Paradise, your ultimate luxurious waterfront escape in Key West! brbr brbrNestled on the picturesque Riviera Canal, this retreat offers seamless access to the Gulf of Mexico and the Atlantic Ocean. As you step through the gate, you'll discover a haven designed for larger extended families or groups, perfectly suited for embracing the quintessential Key West lifestyle. Recently updated with a modern coastal chic aesthetic, the interior features sleek granite countertops and stainless steel appliances in the fully equipped gourmet kitchen. This property boasts the latest in technology, with fully automated landscape irrigation and lighting. You'll find ample parking for your convenience, ensuring an stress-free arrival and departure. The true jewel of Poseidon's Paradise is the heated concrete pool, which takes center stage in the backyard, overlooking the serene canal. Keep your eyes peeled for the frequent visits from friendly manatee families, who often grace the waters with their presence. Across the canal, a lush green mangrove provides a natural privacy screen, allowing you to relax in your own tropical oasis. For a closer encounter with Key West's incredible wildlife, embark on a paddleboarding adventure along the canal and through the enchanting mangroves. At Poseidon's Paradise, you'll discover the perfect blend of luxury, nature, and modern comfort, all coming together to create an unforgettable Key West experience. brbr brbrSLEEPS MAXIMUM OF 10 GUESTS: brbr brbrBedroom 1 (Main House, 2nd Floor): King Bed, En-Suite Bathroom, Smart TV (no cable/satellite TV) brbr brbrBedroom 2 (Main House, 1st Floor): Queen Bed, Smart TV (no cable/satellite TV) brbr brbrBedroom 3 (Guest House,1st Floor): King Bed, En-Suite Bathroom, Smart TV (no cable/satellite TV) brbr brbrBedroom 4 (Guest House, 2nd Floor): King Bed, Smart TV (no cable/satellite TV) brbr brbrBedroom 5 (Guest House, 2nd Floor): King Bed, Smart TV (no cable/satellite TV) brbr brbrLiving Room: Loveseat with Pull Out Queen Bed, Two Sofas, Smart TV (no cable/satellite TV) brbr brbrKitchen: Nicely equipped (all things necessary to prepare and serve a meal) brbr brbrAMENITIES: brbr brbr- 85' Private Dockage (bridge clearance ~12' at high tide) brbr brbr- Private Heated Saltwater Pool (heated to ~85 degrees Nov-Apr, small separate dip pool is not a hot tub) brbr brbr- Gazebo with Outdoor Dining Set brbr brbr- Outdoor Seating brbr brbr- Propane BBQ Grill brbr brbr- Propane Fire Pit brbr brbr- Keurig, Toaster, Blender brbr brbr- Linen's and towels provided brbr brbr- 2.1 miles to Smathers Beach brbr brbr- 3.4 miles to Duval Street brbr brbr- 3.4 miles to Southernmost Point brbr brbr- 3.7 miles to Key West Historic Seaport brbr brbr- 4.2 miles to Mallory Square Sunset Pier brbr brbr- 4.4 miles to Fort Zachary Taylor State Park Beach brbr brbrIMPORTANT POLICIES FOR YOUR STAY: brbr brbrAge & Occupancy: The booking tenant must be 25 years or older and must occupy the property for the entire duration of the stay. This property is exclusively available as a vacation rental and not for worker housing. brbr brbrPeak Season Monthly Bookings: All bookings from December through March must be for the entire month, starting at the beginning and ending at the end of the month. Consecutive months may be booked if they follow this requirement. Bookings that do not adhere to this policy are subject to cancellation. If you are interested in alternative dates, please contact us for approval before booking. brbr brbrNo Pets: Pets are strictly prohibited. To help maintain a pet-free environment for all, we require every guest to confirm they are not bringing a pet/animal. It's free, and does not require creating an account. After booking, you'll receive a link to complete the process. brbr brbrSmoking Policy: Smoking is strictly prohibited to maintain a smoke-free environment. brbr brbrMid-Stay Cleaning: For stays of 28 nights or more, we reserve the right to require a mid-stay cleaning to maintain the quality of the property. For longer stays, a mid-stay cleaning will be required every 28 nights thereafter. The cost will be collected separately, and the number of cleanings depends on the length of your stay. brbr brbrBoating & Dockage Advisory: Due to bridges and varying water depths, it is your responsibility to ensure that your boat can safely navigate local waters, access the canal, and fit the listed dockage before booking. While we are happy to provide general information based on our knowledge of the area, guests must exercise extreme caution when boating and ensure all activities comply with local regulations. brbr brbrLocal Wildlife & Pest Control: The Florida Keys are home to various insects (mosquitoes, no-see-ums, termites), reptiles, chickens, Key deer, and other wildlife. While routine pest control is in place, complete elimination is not possible. Guests should take precautions, such as using insect repellent and keeping doors closed, to minimize exposure. brbr brbrConstruction & Renovation Notice: Due to ongoing growth in the Florida Keys, renovations, construction, and road repairs may occur without prior notice. While we strive to provide a peaceful stay, iTrip Key West is not liable for any inconveniences caused by nearby construction. brbr brbrPhoto Disclaimer: All images are for illustrative purposes only. Individual features such as bed sizes, bedding, décor, appliances, colors, and amenities may vary, as these are privately owned homes and updates occur regularly. Lighting conditions and screen settings may also affect how colors appear. Please refer to the written description and reach out with any specific questions or concerns. All furnishings and décor are subject to change at any time. brbr brbrSecurity Cameras: For the safety and security of our guests and property, five exterior security cameras monitor the property. These cameras are for security purposes only and do not monitor any private interior or outdoor living spaces.

Poseidon's Paradise: Luxury Waterfront Rental in Key West, Stunning Backyard Oasis and Private Pool!

Key West, Florida, United States

Bed

Bath

Sleeps

$361.08

**NEW LISTING** As soon as you arrive to this newly renovated, new town home you will be impressed at every turn. Privacy, a gorgeous backyard, and a one and only custom Key West pool design that will WOW you. Enjoy all of the five star amenities, including four complimentary beach cruiser bikes, with lights, baskets, and locks.brbrTHE LIVING AREAbrbrWith all brand new furniture, and 65 smart TV, you will have plenty room for entertaining. Poseidon's Paradise is loaded with high-end finishes, and elevated ceilings allowing for lots of natural light.brbrThe open living area leads you into the fully equipped chefs kitchen. With top of the line appliances, laminate countertops, a Keurig as well as a regular coffee maker, you will find all the pleasantries you have at home. Cook 5 star meals, grill your fresh catch on our new Webber grill, and entertain family/friends during your spectacular vacation.brbrTHE BACKYARD & POOLbrbrStepping outside through the set of French doors , you will be mesmerized by your very own private resort-like oasis, starting with the huge comfortable outdoor couch and sitting area. Relax and enjoy a movie or the big game on your new 65 outdoor smart TV. The custom pool is what sets Poseidon's Paradise apart from the rest. Whether you want to hang out along the long bench seating, relax in one of the two in water pool loungers, or swim laps for exercise in one of the largest residential pools in Key West, this pool offers it all. On the other side of you full outdoor bath, you will find an excellent place to enjoy outdoor dining from our six top dining table. Listen to the water coming from the waterfall and enjoy the custom LED lighting as you sit back and enjoy the vacation of your dreams.brbrACCOMMODATIONSbrbr- Bedroom One: Master King bed with luxury linens; 55 smart TV, en-suite bath with shower/tub, and vanity.br- Bedroom Two: Junior master - King bed with luxury linens, 55 smart TV, with French doors leading to backyard and pool areabr- Bedroom Three: Twin beds (can be converted into a King) and a 32 smart TVbr- Bedroom Four: Junior pool - Queen bed with luxury linens, 55 smart TV, with French doors leading to backyard and pool area.br****Poseidon's Paradise is all one level, and has up to 3 King beds!brbrADDITIONAL AMENITIES:brbr- Highest Wifi speed internet in Key Westbr- Washer and Dryerbr- Iron/ironing board and hand steamerbr- Central ACbr- Indoor and Outdoor ceiling fansbr- Linens and towels, including pool towelsbr- Weber propane BBQ grillbr- Private, fully fenced and tropical landscaped yardbr- Plenty of off street parkingbr- Pool heater (additional cost)

**Welcome To Poseidon's Paradise** Midtown Home & Incredible Pool *28 Nights Min

Key West, Florida, United States