Home Vacation Home Rentals By Owner In Key West, FL

Showing 20 Of 878 Vacation Rentals
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Exceptional(10)

$524.33

/ Nightly
Private Vacation Home

Waterfront Key West Home with Pool-Hot Tub on Riveria canal! 28 NIGHT MIN STAY.

Key West, Florida, United States

28 NIGHT MIN STAY REQ. PLEASE DO NOT SUBMIT A BOOKING REQUEST FOR ANYTHING LESS. brLarge 3 Bedroom / 2 Bath private residence with in-ground pool and hot tub located directly on the Riviera Canal in beautiful Key West, FL. This upscale, newly renovated home is a boaters paradise that sleeps up to 10 guests and is DOG FRIENDLY! brbrLocation: This beautifully renovated vacation rental home is located in the highly desirable waterfront New Town neighborhood of Key West, FL. Just 1.8 miles from the world famous Duval Street, five minutes to the Key West Airport, Higgs Beach, and just minutes from Key West shopping, dining, and the infamous bars on Duval St. All of which can be easily reached using one of our complimentary on site bicycles, the city bus, ride-shares or your own personal/rental car.brbrAmenities:brWiFi - Basic Plus Cable TV & Smart TV- Ceiling fans- Air Conditioning- Front Load (he) Washer & Dryer- Linens- Bath Towels- Beach/Pool Towels- Complimentary Starter Supply of paper goods & basic household cleaning products. 2 outdoor security cameras. brbrOther Amenities & Free Guest Use of the following: brBicycles w/code locks/air pump. Kayak and Paddle board.brNote: We provide the above mentioned items free of charge for our guests to enjoy during their stay. If you elect to use any of our equipment we kindly request that you clean the equipment and secure it properly in place after each use that way it is ready for the following guests to enjoy as well. Any loose sporting goods/equipment should be cleaned,dried and securely stored away from the outside elements. Please be advised, due to unforeseen events and/or damage, the availability of the above mentioned items cannot be guaranteed. No refunds will be provided in the event that something listed above is not available during your stay. Guests are financially responsible for any damages or loss to/of these items. Please be sure to report any problems or damages with the outdoor equipment promptly. brbrAccommodations: brOpen concept floor plan with tile flooring throughout. The fully equipped state of the art kitchen includes an oversized center island w/seating for 5, top of the line stainless steel appliances, granite countertops and custom cabinetry. The luxurious kitchen opens up to a 6 person dining area and living room with a sectional sleeper sofa and large flat screen tv. The adjoining room includes a custom designed fully equipped bar with granite counter tops, a large flat screen tv, a sleeper sofa, stainless steel refrigerator, and luxurious gaming/card table all overlooking the waterfront swimming pool and Riviera canal.brbrBedrooms:brBedroom 1- Master Bedroom- One king size bed w/luxurious linens, a memory foam/down alternative combo mattress topper along with a custom closet and full size en suite bath w/shower. Sleeps 2 guests. brbrBedroom 2- Two full size beds, luxurious linens, and a custom closet. Sleeps 2-4 guests. brbrBedroom 3- One King size bed with luxurious linens, memory foam/down alternative combo mattress topper and custom closet. Sleeps 2 guests. brbrSpare Room 4- Sleeper Sofa Room- One queen size sleeper sofa w/ linens, and memory foam mattress topper. brNote: This room has outdoor/pool/waterfront access via 2 separate entry/exit doors and is therefore not suitable for small children. Doors have glass pane windows so this space not completely private. Sleeps 2 guests. brbrAdditional Beds- The living room sectional sofa and the regular bar sofa are both queen sleeper sofas with memory foam mattress toppers. br(Note: This home has a 10 guest maximum regardless of sleeping arrangements. Guests are counted per stay not at any given time throughout your stay)brbrBathrooms: brMaster Bath 1- Full size with shower, toilet and sink w/granite countertop. brbrShared Hall Bath 2- Full size with a shower/tub combo, toilet, and sink w/granite countertop.brbrOutdoors: brFront Yard- The front yard of this home has been transformed into a resort like hideaway with two oversized tiki huts, lush tropical foliage, soft faux grass and a luxurious seating area with comfortable high end couches and chairs. The large custom made restaurant style hibachi grill with surround seating for 8 is the perfect place to grill your steaks, seafood and fresh catch paired with fresh veggies purchased from the local weekly farmers market. (Grill should be fully cleaned after each use and prior to departure). The outdoor wood burning fire pit is surrounded by four heavy duty polywood Adirondack chairs perfect for late night chats and s’mores around the campfire. brbrBack Yard- Enjoy fishing and wildlife viewing right from the sea wall of the back yard. Take advantage of the three complimentary single person kayaks or two paddle boards and paddle yourself out to the mangrove trails and salt ponds just down the canal. Spend a lazy afternoon floating around the in-ground pool or basking in the warm Florida sunshine poolside. Spend those breezy tropical island nights soaking your cares away in the warm bubbly hot tub. brNote: Front & Back Yard are Fully Fenced w/ the Exception of the Seawall along the Backyard ledge. brbrBoat Access: 60’ Seawall w/private dockage for easy daily access to the water for fishing, boating, diving and island hoping. The public boat ramp is located directly across the canal. Bring your own boat or rent a boat from one of the nearby marinas. Seawall can accommodate one boat up to approximately 30’. Please Note: The Riviera canal leads to the Gulf of Mexico and the Atlantic Ocean but the bridge at the end of the canal has a max clearance height of approximately 9’ at high tide. There is also a floating dock with ladder along the sea wall for easy access to launch the kayaks and paddle boards. brbrParking: There is off street parking for up to 3 cars directly in front of the home. Additional parking is available street side across the street in front of the mangroves. Trailers are subject to city rules and restrictions and will be ticketed if left unattended street side. brbrPet Rules & Restrictions: we allow up to 2 pets (Dogs Only) with a $100 non refundable pet fee per 2 dogs. Dogs must be under 50lbs each. Please inquire with any questions regarding these weight restrictions. You must include pets in your booking request and provide me with the details via message. brATTN: Most of the front yard is faux grass and PETS ARE STRICTLY PROHIBITED from using the bathroom there. Dogs MUST be supervised at all times in this area. Failure to comply will result in you being charged an additional $350+ professional cleaning fee and/or the the current cost to replace and install new faux grass if necessary. Pets may use the bathroom on the rocky area under the 2nd tiki hut or anywhere out front street side while leashed. You must promptly clean up after your pets in either of these areas. Pets may not be left unattended outside the home. You are responsible for any damages caused by your pets during your stay. brNOTE: Please include pets in your reservation request and send the following information in the comments section of your request/inquiry: Number of dogs, breeds, sizes and age. brbrSmoking: This is a Non-Smoking Property. As a result, any damages, debris, cigarette butts or trash left behind will result in additional cleaning fees being charged. Any cigarette burns or damages inside or out will be deducted from the security/damage deposit. If we find that you or anyone in your party has smoked inside the home a $250 fee will automatically be deducted from the security/damage deposit along with any other cleaning fees that may be incurred. brbrThings to Do/ Nearby Activities: Mallory Square, Smathers Beach, Duval Street, Skate Park, Kayaking, Paddle-boarding, Diving/Reef Diving, Snorkel Trip, Sunset Sails, Adventure Cruises, Dining, Nightlife, Live Music and more….brbrATTN: 28 NIGHT MINIMUM REQUIRED. brThis rental has a 28 night minimum requirement.brAll 28 nights must be during the same month. brExample: brCheck in: March 1st brCheck out: March 29th, 30th, 31st. brAll reservations must begin on the 1st day of each month & end after the 29th or the last day of that same month. (No 1/2 month to 1/2 of the next month rental periods and no rollovers into the following month) Please inquire with any questions regarding this policy as we may be able to accommodate certain requests. brbrPlease Note: The person making the reservation must be present on property for the entire duration of the stay. You may not book this home for another person or party. If you plan to share or split this rental with other people you must provide me with the details and get pre approval to do so prior to booking. 10 guests means a total of 10 people for the duration of your stay not 10 new guests every week or other week. All guests must be registered guests and pre approved to be on property prior to making your reservation not afterwards. There are two security cameras located on property and are outdoors only. They are located at the corner of the roof of the home in the front and back yard. These are for security purposes and to prevent damages or loss to our property. Please be advised, all payments are due in full at the time of booking and we do not offer payment plans of any kind. However, VRBO recently started working with another 3rd party company to offer payment plans for guests in need of this service. Please contact VRBO directly for further details. All rental rules are considered to be accepted by you once your booking request has been submitting and approved. Upon completion of your reservation you agree that you have read these terms and conditions and agree to abide by all rules of the home during the booking timeframe.
Bed 4

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Bath 2

Bath

Sleep 10

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Exceptional(12)

$168.22

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Private Vacation Home

GILLEY'S PLACE ~ Fully Renovated 1 Bedroom, 1 Bath Cottage in Old Town!

Key West, Florida, United States

AN ESCAPE LIKE NO OTHER…brDisconnect from the real world and reconnect with each other in this picture perfect, quaint cottage tucked away on a quiet and vibrant lane of Old Town. Your Paradise awaits just beyond a lovely white picket fence inviting you into a lush and luxuriant setting to call your island home.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrAMENITIES AND FURNISHINGS...brA private, covered front porch beckons your lighthearted chit chat as you take in your tropical surroundings with your morning coffee in hand. Slip inside to a fully renovated and bright Great Room with cool hardwood flooring, cathedral ceilings and breathtaking natural lighting. Plush furnishings surround a flat screen TV, allowing you to sink in for your binging pleasure. A fully equipped kitchen with a stylish blue backsplash will calm your senses as you whip up your favorite dish and craft up your cocktail at the enticing bar area with bar seating for 3. Bring the outdoors in as you perch the sliding doors open for the best of both worlds!br brSLEEPING ARRANGEMENTS...brFind your sleeping sanctuary just off the Great Room with a cozy queen bed with sumptuous linens for a peaceful night’s rest. An en suite full bathroom features a stunning walk-in glass shower with beautiful blue tiling within this nautical dwelling. A sofa sleeper resides in the living area for additional sleeping arrangements. br brOUTDOOR LIVING...brBring your fresh cooked cuisine outdoors on a private back deck enveloped in abundant, vibrant foliage with a sweet breeze by your side. A gas grill is provided to grill up your fresh catch of the day. Bike or stroll through this quaint neighborhood of beautiful, historic homes and enjoy just a short ride into town to all that Key West has to offer. brbrPETS...brThis home is not pet-friendly.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)br brPARKING...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.br brBOOKING DATES...brThis home is available only as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.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).br brSTART LIVING ON ISLAND TIME…
Bed 1

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Bath 1

Bath

Sleep 2

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$998.68

/ Nightly
Private Vacation Home

**CASA AMARILLA @ DUVAL** Old Town Cottage & Private Pool + LAST KEY SERVICES

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival!brbrThe moment you arrive at CASA AMARILLA and see the dual rocking chairs beckoning you to the front porch, you’ll feel the weight of the world start to lift from your shoulders as your vacation truly begins. Upon entering this adorable cottage, you’ll see the quaint interior is the perfect place to unwind, offering cozy bedrooms, a fully stocked kitchen, and a wonderful private pool out back. Best of all, CASA AMARILLA is located on the Southern end of Old Town just half a block from Duval Street. Your stay also includes Last Key Realty's Five-Star Guest Services, known for providing memorable Key West vacation experiences.brbrTHE LOCATION...brbrLocated a half block off of Duval Street, CASA AMARILLA is an Old Town dream: you can walk to Duval St, you’re only a few blocks from the Southernmost Point, Fort Zachary Taylor State Park, or any other Old Town attraction you may want to explore. You'll be a short walk or bike ride to all that Old Town Key West has to offer. The best part is you’re on the “quiet” end of Duval St, which means you can easily head down to the fun, but you don’t have to worry about it keeping you up at night. While you won’t need a vehicle from this prime location, the private driveway serves as your off-street parking space in case you decide to rent a car or golf cart.brbrTHE LIVING AREA & KITCHEN…brbrCASA AMARILLA has a comfortable living area featuring a large flat screen TV and double French doors that open right up to the tranquil private pool area. The fully-equipped kitchen includes all of the comforts of home, with plenty of counter and cabinet space. There is a six-person high-top dining table located just off the kitchen, so everyone can sit down and enjoy a meal together.brbrTHE POOL...brbrOut the back doors is your fully fenced private back yard with a heat optional dip pool. Beside the pool are chaise lounges so you can soak up some sunshine. There’s also an outdoor shower for rinsing off after a day at the beach or a dip in the pool. On the pool deck sits a large propane BBQ grill, ready to cook up the day’s fresh catch, and an outdoor dining set with seating up to four.brbrTHE ACCOMMODATIONS...brbrEvery bedroom in this lovely home is located on the first floor. No stairs necessary!brbr** Master Bedroom: King bed, large flat screen TV, and en suite bathroom with a walk-in shower. Pocket doors separate this bedroom from Bedroom #2.brbr** Second Bedroom: Queen bed, flat screen TV, armoire, French Doors to the pool area, and access to the shared bathroom off the living room. Pocket doors separate this bedroom from the Master Bedroom.brbr** Third Bedroom: Two Twin beds OR One King bed, flat screen TV, and access to the shared bathroom off the living room.brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and Dryerbr** A/Cbr** Ceiling Fansbr** Flat Screen TVs in Living Room & All Bedroomsbr** Fully Equipped Kitchenbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels providedbr** Wireless high-speed Internet access & full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced & Lushly Landscaped Private Yardbr** Private Heated Poolbr** Propane BBQ Grillbr** Off-Street Parking for 1 VehiclebrbrOther notes:brbr** Interim housekeeping provided upon requestbr** This property will accommodate up to 6 adultsbr** Max of 2 Pets Allowed with Additional Fee of $200 per pet
Bed 3

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Bath 2

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Sleep 6

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Exceptional(2)

$275.22

/ Nightly
Private Vacation Home

**THE POETIC PINEAPPLE @ OLD TOWN** Charming 2BR/2BA Cottage + LAST KEY SERVICES

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrYou have many choices when choosing where to stay in Key West, but the most unique way to get an authentic Key West experience is by spending your vacation in a classic conch cottage smack dab in the heart of Old Town. You know what they say - “In a world full of apples, be a pineapple.” Whether you’re on a writer’s retreat or simply need an escape from reality, THE POETIC PINEAPPLE lets you experience all the inspiration Key West has to offer. Located on a quiet lane, this freshly renovated home provides a peaceful place to relax, recenter, and recharge. Best of all, your stay at THE POETIC PINEAPPLE includes Last Key Realty’s 5-Star Guest Services, known for providing memorable Key West vacations. There are a lot of apples out there, choose to be a pineapple.brbrTHE LOCATION…brbrImagine your vacation home being just a few steps from all the shops, restaurants, and attractions of Duval Street and the Historic Seaport. Half a block away are local favorites like Mangoes, DJ’s Clam Shack, and Kaya Island Eats. Just a half block in the other direction, you’ll find yourself at The Green Parrot. You'll also be an easy walk or bike ride to the best beaches and sunset views at Fort Zachary Taylor State Park and the newly constructed Truman Waterfront Park. On-street parking can be found on Aronovitz Lane, but it is first come.brbrTHE LIVING AREA & KITCHEN… brbrDesigned in Key West’s famous “conch cottage” style, this cozy island home welcomes you with stylish furnishings and décor that exudes that familiar feeling of home from the moment you enter. The living area boasts a large flat screen TV and there is plenty of comfortable furniture for your entire group to enjoy. The kitchen is fully equipped with every appliance and tool needed to prepare a meal at home when you decide to take a break from the many restaurant options within walking distance. The kitchen bar seating is perfect for a casual bite or for keeping the cooks company, and the indoor dining table is great for more formal meals.brbrTHE OUTDOOR LIVING…brbrFully fenced for privacy and surrounded by lush tropical greenery, the outdoor living space of this home will undoubtedly be a favorite gathering place for your group and is complete with a large propane grill and outdoor dining set. The front porch has a three piece bistro set and is an awesome place to sip your morning coffee or evening cocktail while watching the world go by on this discrete Old Town lane.brbrTHE ACCOMMODATIONS… brbr** Master Bedroom: Queen bed, flat screen TV, large closet, direct access to the front porch, and an en-suite bathroom with a walk-in shower.brbr** Second Bedroom: King bed, flat screen TV, closet, and easy access to the fully renovated hall bathroom with a shower and tub combo. brbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen TVs in Living Room and 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 full cable includedbrbrIn addition, this fully stocked home also includes, but is not limited to the amenities on this list:brbr** Fully Fenced and Landscaped Private Yard br** 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 4 adultsbr** Max of 2 Pets Allowed with Additional Fee of $200 per pet
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Bath 2

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Sleep 4

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Exceptional(23)

$253.13

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Private Vacation Home

Truman Annex end-unit home, private outdoor spaces, pool, close to Duval & beach

Key West, Florida, United States

There's a lot to love about #1 at the Foundry! It's nestled within Key's West world-famous Truman Annex where you'll find charming streets, white picket fences and tropical landscaping. You'll love that we're close to the beach and many attractions, yet in a peaceful part of town. Our location can't be beat! It's just a few blocks from the action of Duval St and a quick bike ride or walk to beaches at Ft Zachary Taylor. The Southernmost Point, Key West Amphitheater and Mallory Square are all within walking distance. brbrBeing an end-unit, #1 at the Foundry has a few *bonus features* you'll enjoy. The first bonus is an additional wall of expansive windows and an extra French door. The result is an abundance of natural light and views of tropical landscaping. The second bonus is that this unit has TWO lovely, tropically landscaped gated courtyards. The first is on charming Front St, inside a pretty iron gate. The second is even larger and is on the Eaton St side. It's accessed through the extra French door which is in the kitchen, making it very easy to move food and drinks outdoors. The side yard is especially beautiful in the late afternoon and makes a great place to hang out or have dinner. There's a private gate to Eaton St and it is just steps away from your designated parking spot. It's unusual within the Foundry to have two yards and all the extra windows. We love the additional space and all the extra light. We think you will love it too.brbr#1 at the Foundry is a three story home. On the first floor, you'll find the spacious living, kitchen, and dining areas, along with a half bath. High ceilings make the space feel even larger. Up the stairs, you find the primary bedroom which has a king sized bed and French doors leading to a patio that overlooks peaceful Front St. There is an en suite bath and laundry on this floor. The top floor is home to another private bedroom with a queen sized bed and en suite bath. Each bedroom has a TV.brbrThe historic red brick Foundry structure was built in the 1800's as a part of an annex to Naval Station Key West. The historic building was re-imagined in the 1990's as townhome residences in what is now known as the upscale residential neighborhood of 'Truman Annex'. This charming island neighborhood was named for President Harry Truman who spent his winters in at the Annex in his home known as 'The Little White House.' His famous residence, which is now a museum, is just down the street from the Foundry.brbrA heated pool, shared only by those staying at the Foundry, is just moments away. Within this gated area, you'll find abundant lounge chairs and a restroom in a resort-style setting.brbrEach unit has one reserved parking space. The space for #1 is very close by. When coming in from the car, it's particularly convenient to enter the home through the private side yard and then into the side kitchen door. You may not even use a car while you are staying with us - so much is within walking distance!brbrbrPETS: not pet friendlybrbrSMOKING: Smoking is not allowed in the home, on the decks/yards, by the pool or anywhere at all in the community.brbrWe ask that you please do not store bait in our freezer or refrigerator. Damage charges will apply.brbrPlease note: There is central AC but no heat in this home.
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Bath 2

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Sleep 6

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Exceptional(28)

$570.73

/ Nightly
Private Vacation Home

GARDEN OASIS ~ Great Casa Marina Location with True Island Elegance!

Key West, Florida, United States

WHEN ONLY THE BEST WILL DO...brLocated in the Casa Marina Area of Key West known for spacious and elegant fine homes; the Garden Oasis is no exception. A beautifully constructed single level home recently renovated and designer decorated with a warm and soothing palate, furnishings that boast both style and function and fabulous covered wraparound front porch and rear lanai that afford you several vignettes to lounge, read, relax or entertain.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrSLEEPING ARRANGEMENTS...brThis four bedroom home has a grand master suite with king size bed and luxurious en-suite bath complete with custom cabinetry, soaking tub and shower finished in fine marble. Two additional queen bedrooms share a private bath plus an additional half bath for visiting guests. The fourth bedroom is a comfy king situated poolside in a spacious detached guest house with en-suite bath. Fine linens and bedding throughout provide a luxurious nights sleep for all.brbrDETAILS AND AMENITIES...brWell appointed open floor plan with great room featuring vaulted ceilings and 3 sets of sliding glass doors that lead to over-sized wrap porch over looking pool area and perfectly manicured tropical grounds. Custom kitchen featuring rich solid wood cabinetry, granite counters, fine stainless appliances, breakfast bar and wine refrigerator. Elegant travertine flooring throughout perfect for the indoor/outdoor living this property lends itself to.brbrPOOL AND OUTDOOR LIVING...brThis fine property boasts over 10,000 sq.ft. of tropical grounds ideal for those seeking ultimate privacy. Unwind in the heated pool surrounded by a sunny patio perfect for soaking up the rays. If a retreat from the sun is what you desire relax under the cool canopy of mature trees or on the over-sized wrap porches that flank the front and rear of the home perfectly appointed with comfortable outdoor furniture for lounging and dining.brbrPETS...brThis is a pet-friendly home 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).brbrA TRULY PRIVATE TROPICAL OASIS AWAITING YOUR ARRIVAL!
Bed 4

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Bath 3

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Sleep 8

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Exceptional(14)

$9,588

/ Nightly
Private Vacation Home

The Rigby House - Pool, One block from Duval St

Key West, Florida, United States

Summary:brbrEscape to paradise with this stunning 6-bedroom, 6.5 bathroom home nestled in the heart of historic Key West. Walking distance to everything, this home is ideal for families or large groups, this spacious retreat offers the perfect blend of modern amenities and tropical charm.brbrbrbrEnjoy your own oasis with a sparkling private pool, surrounded by ample lounging space. Perfect for refreshing dips under the sun or evening cocktails under the stars.brbrbrbrThe Space:brbrStylishly designed interiors feature a spacious living area, fully equipped kitchen with stainless steel appliances, and dining spaces ideal for hosting memorable meals with loved ones. Each bedroom is thoughtfully appointed with plush bedding and ample storage, ensuring a restful stay for up to 12 guests. brbrbrbrThe sleeping arrangements are as follows:brbrBedroom 1: King Bed brbrBedroom 2: King BedbrbrBedroom 3: King Bed brbrBedroom 4: King Bed brbrBedroom 5: Queen BedbrbrBedroom 6: King BedbrbrbrbrGuest Access:brbrOur self check-in makes the process seamless. brbrbrbrGuests will receive a personalized access code prior to arrival and direct contact to a local guest experience manager for any questions, needs or recommendations during their stay.brbrbrbrThe Neighborhood:brbrLocated in downtown Key West, you're just steps away from world-class dining, vibrant nightlife, and iconic attractions like Mallory Square and Duval Street. From water sports and beach days to exploring historic landmarks and local art galleries, Key West offers endless opportunities for adventure and relaxation.brbrbrbrGetting Around:brbrParking for 2 vehicles in the driveway and a corresponding space in front of the driveway on the street, both of which are reserved for this property. Any additional street parking is first come first serve and can be difficult to find.brbrbrbrThere are a variety of great ways to explore Key West including by bicycle, pedi-cab, moke, scooter, golf cart, Uber, Taxi or by feet. This unit is located in downtown Key West and many attractions are within walking distance. Feel free to ask us for recommendations!brbrbrbrOther Things to Note:brbr-There is an electric vehicle charger at the property that is card-operated.
Bed 6

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Bath 6

Bath

Sleep 12

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Exceptional(6)

$2223.86

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Private Vacation Home

Old Town Caribbean Estate Key West - Great for Groups - Private Pool - Sleeps 21

Key West, Florida, United States

The Old Town Caribbean Estate is a masterful combination of a classic Key West Victorian home with an exotic Caribbean-style guest house. These two beautifully renovated historic structures provide 10 bedrooms and 7.5 bathrooms. This is a remarkable place for family and friends to stay together in a Key West weekly rental. Spacious and luxurious, this estate is gated and fenced with a pool, decks, and tropical gardens. To top it off, the property is located in the sought after 19th century Historic Seaport neighborhood.brbrThe picturesque Key West Seaport is just 3 short streets away. Strolling to the harbor takes you past grand wooden homes and adorable cottages hand-built by seafaring merchants. Narrow island streets and lanes line the neighborhood punctuated with white picket fences.brbrA Bit of History brbrThe Key West Historic Seaport neighborhood was the first area to be developed on Key West. Most don`t realize that the bravest of these early builders were 1700`s British loyalist settlers of the Bahamas. These forefathers and mothers created an established sailing route between the sleepy Green Turtle Key in the Bahama Bahamas and the growing trade center of Key West.brbrOver the ensuing 150 years, many British settlers gradually relocated to Key West. Rather than leave home behind, some literally disassembled their wooden houses, and floated them over to Key West and rebuilt them. This remarkable time established architectural roots that still bind the two island cultures together.brbrDuring the early 19th century building frenzy, the seaport became a major world trade center. Regrettably old growth heart pinewood forests in the Florida Keys were decimated by rakish settlers. In return for being cut down, trees were milled into boards that still remain nearly imperviable.brbrThe loss of the old pine forests was partially reconciled with the wooden structures built near the Key West Historic Seaport. Skilled carpenters milled the trees and fashioned the gold colored boards into craftsman structures - from warehouses, to sail lofts, to merchant shops, to hotels, to domiciles. What remain standing in the wake, is a cherished collection of one-of-a kind wooden buildings. Fortunately, unlike the old growth trees, the historic Old Town Key West houses are now permanently protected. They will sustain the changing times.brbrMore than a century has past since most of the buildings were constructed. While many of the structures still stand, their private and commercial use has changed with the times. Sail lofts, warehouses, canneries, and stables have been transformed into a new wave of fashionable enterprises. While the outside of the structures held their original form, inside they`ve been transformed into remarkable places.brbrLAYOUTbrbrMain House:brbrLocated at the front of the property, the 7BR 5.5BA Classic Key West Estate is the perfect place for your group to gather. For a full description of this 2-story Victorian home, please follow this link. The common rooms on the 1st floor provide a spacious living room / media / dining room that connects with a renovated blue and white kitchen with stainless steel appliances and earth-tone granite countertops.brbrThe kitchen is located at the back of the house. Two sets of French doors, at the back corner of the kitchen, lead to the pool deck and garden. Easy access to the kitchen makes the setting ideal for entertaining. The pool deck provides an elegant backyard lounging and dining area. A flat screen TV is placed on the exterior wall above the table for outside media entertainment.brbrAll bedrooms in the main Victorian house are spacious with 12 ft ceilings, and each provides a king size bed. There are 2 bedrooms and 1.5 bathrooms on the first floor and 4 bedrooms and 3 bathrooms on the 2nd floor.brbrAcross the pool deck there`s a free-standing poolside cottage bedroom that provides 2 full size beds and 1 full bathroom. The privacy fence at the back of the pool deck has a gate that leads to the Private Caribbean Guest House. Open the gate for a seamless access between the two dwellings.brbrCaribbean Guest House:brbrThe 3BR 2BA Caribbean Guest House is exotic, private, and luxurious! Situated at the back of the estate property, it was completely renovated in 2021. The renovation expanded this estate to provide 10 bedrooms and 7.5 bathrooms total.brbrThis private guest house provides a special space for the persons who desire privacy from the rest of the larger group. The property owner designed it as a luxurious peaceful retreat, with spaces to relax, read, and quietly enjoy hydrotherapy in an exotic setting.brbrEntering from the pool deck, the front entrance of the guest house steps into the open concept great room. Dark mahogany floors and white walls throughout the integrate the spaces throughout the house. Ceilings in many of the rooms are lined with bamboo paper, creating an exotic-tropical feel.brbrIn the living room, bright green banana leaf print wallpaper is featured on one wall. A modern furniture grouping provides a sofa, two easy chairs, and large flat screen TV mounted on wall. For a surprise, look up! Overhead you`ll notice the unusual hammock netting stretched across part of the ceiling. Look closer for a peek-a-boo view of an unsurpassed meditation loft above.brbrThe modern kitchen also makes an impressive statement. Bright white cabinets with an L-shape breakfast counter and top-of-the line stainless steel appliances complete the space. The kitchen ceiling is finished up to the gable roof line and lined with bamboo paper and contrasting mahogany ceiling beams.brbrLeaving the great room, an L-shape hallway leads to the three bedrooms and two bathrooms. All bathrooms are elegant. The first bathroom is close to the main entrance door. Decorated in bright white with black fixtures, it offers a deep oval-shaped bathtub and a single vanity sink with three drawers. An oval mirror above the sink reflects the nature light that streams in from the three windows above the bathtub.brbrAll bedrooms painted bright white and minimally furnished using tropical textures of bamboo, seagrass, and wicker. Each bedroom offers different bed sizes and unique features and tropical designs.brbrBedroom One: Immediately to the left, the first bedroom is furnished with a full-size (double) bed with sea grass headboard. A custom spiral bright yellow metal ladder leads to the meditation loft above.brbrThe meditation loft is set with seat pillows and lit with artistic lighting. A Buddha statue is placed on one end of the meditation room, backlit by a gable window at the front of the house. Guests are asked to use this unique space respectfully and agree to follow the posted rules, according to the rental contract.brbrDirectly across the hallway from bedroom one, a modern design bathroom is finished in white-on-white tile and marble. The single vanity is topped with a molded sink. The shower is oversized with a rain shower and a wand; all bathroom fixtures are an elegant gold tone.brbrBedroom Two: Directly across the hall from bedroom one, the second bedroom is furnished with modern walnut tone furnishings. A platform queen size bed, featuring an abstract headboard, sits as a center piece in the bright white room. Matching end tables on either side of the bed, and a bureau complete the set. Plantation shutters on the four tall sash windows add to the minimalist island style. An exterior door to the left of the bed, leads to the bathing porch.brbrBedroom Three: The third bedroom is at the end of the hallway. Larger than the other two bedrooms and providing a king size bed, it is considered the master bedroom. Golden bamboo furnishings blend beautifully with the bamboo and mahogany ceiling. French doors to the left of the bed, lead to the bathing porch.brbrExotic Bathing Porch: The Caribbean-style outdoor covered bathing porch is a fabulous feature of the house. Here you enjoy an exotic bathing setting for two - with two deep clawfoot bathtubs surrounded by louvered plantation shutters. If you prefer to shower instead, there is an open shower at the end of the bathing room. The bamboo ceiling is carried to the bathing room, and louvered walls provide plenty of privacy. Hanging orchids and potted palm trees punctuate the tropical design.brbrGrounds:The estate grounds are fenced and gated, with curb views of each house. The back yard the connects the dwellings is completely decked. There is a swimming pool off the back deck closest to the main house. Covered front porches on the 1st and 2nd floor of the main house provide views of famous Fleming St. The 2nd floor verandah on the back of house provides a view of the pool garden below and creates a covered loggia off the pool deck. Mature palm trees and foliage create a romantic tropical setting.brbrBedding SummarybrbrMain House:brbrFirst Floor - Bedroom One - 1 Queen Murphy bed; Bedroom Two - 1 King size bedbrbrSecond Floor - Bedroom Three - 1 King size bed; Bedroom Four - 1 King size bed; Bedroom Five - 1 King size bed; Bedroom 6 - 1 King size bedbrbrPool-side Cottage - 2 full size (double) beds.brbrbrGuest House: brbrbrBedroom One; Full (Double) BedbrbrBedroom Two; Queen Size BedbrbrMaster Bedroom; King Size BedbrbrbrAmenities: Swimming pool, large deck, tropical gardens, expansive porches, and privacy fences. Fully equipped kitchen, central a/c, telephone, TV, stereo, washer / dryer. Linens and towels are provided. Reimbursement for parking of 1 vehicle.brbrRestrictions: While this property is ideal for families and groups to unite, is not suitable for staging loud parties. Smoking permitted outside only. No pets please. We do not accept guests less than 25 years of age unless accompanied by a family group or guardian.brbrPAYMENT: Payment for the rental will be processed outside of VRBO according to the terms of your rental agreement (sent for review upon reservation). Payments by credit card are subject to an additional 2.95% merchant processing fee.brPARKING: We reimburse for 1 vehicle.
Bed 10

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Bath 7

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Exceptional(4)

$329.79

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Private Vacation Home

THE NEST ~ Charming Conch Cottage Close to the Beach and Duval w/ Pool!

Key West, Florida, United States

HIDDEN GEM...brThe perfect location for guests who want to walk and bike to everything Key West has to offer.  Modern cottage with Old Town Key West charm. Nestled on a hidden lane one block from Duval, you will find The Nest, a hidden gem.br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrSLEEPING ARRANGEMENTS...brSpacious Master Bedroom with cozy and comfortable queen bed, ensuite bath with twin vanities and large shower. The second bedroom has twin beds and the full hallway bath is a shower/tub combo. The washer/dryer is conveniently located in a hallway closet near the bedrooms. Click on the virtual tour link to walk through the home and see the layout and imagine yourself there!brbrAMENITIES AND FURNISHINGS...brBeautiful bamboo flooring provides warmth and a tropical feel. Beautiful blue sky and Key West sunshine fill the rooms with natural light from the many windows. Every amenity has been thoughtfully added for your comfort to provide a true home away from home experience.  Tropical decor with pops of color remind you of your island vacation at every turn. Spacious open floor plan includes gourmet kitchen for casual dining, living room with flat screen TV and French doors to the delightful outdoor space. A heated plunge pool with a charcoal grill is ideal after a day of playing in Paradise. brbrPARKING...brParking for 2 small cars or 1 large car/van is provided, but at this location, you can stroll or bike to all Key West has to offer.brbrPETS... brDogs under 25 lbs are considered at this home and a pet fee is required. Please include the size and breed in the comments when inquiring.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)br brBOOKING DATES...brWe 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!brbrTRUE PARADISE VACATION...
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(3)

$298.1

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Private Vacation Home

FLAMINGO ROSE ~ Midtown 3 Bedroom, 2 Bathroom Home w/ Pool & Parking!

Key West, Florida, United States

ISLAND NIRVANA AWAITS…brImagine your perfect island oasis for indoor/outdoor entertaining and gathering with friends and family. You'll love the vibrant backyard hideaway for relaxation and pleasure under the Key West sunshine. This wonderful 3 bedroom/2 bath home is nestled in a quiet Midtown neighborhood, but is only a brief walk to the picturesque sandy beaches and all the fun the Southernmost City has to offer!br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES...brStep inside to the bright and cheery open concept floor plan, showcasing terrazzo flooring throughout and casual coastal decor that will soothe your senses and mesmerize your island soul. The living area greets you first and invites you to stay a while. Sink down into cozy couches and indulge in your favorite shows on the giant smart tv. Ready to tackle some culinary creations The adjoining kitchen is fully stocked and equipped for elaborate meals and adult concoctions, with modern stainless appliances, granite counters, a kitchen island that seats 2, and a dining table for 6. There is an office located off the kitchen and is a perfect space when you need to plug in with work remotely. A full bath with a glass door shower is next to the office for your convenience.brbrSLEEPING ARRANGEMENTS...brThe primary bedroom offers a plush king bed and ensuite bathroom with a glass door shower. Abundant natural light spills in from French doors that lead to the backyard area. A hanging/storage closet and clothing dresser will accommodate all of your vacation belongings. A TV provides enjoyment while you sink down into crisp bedding. There is another cozy king bedroom that offers a clothing dresser and a tv. The last bedroom has twin beds, a TV and a clothing dresser for storage. A queen sofa sleeper lies in the living area for visiting guests. brbrOUTDOOR LIVING...brThe magnificent backyard is the centerpiece of this delightful island abode and will provide hours of enjoyment and relaxation. Lush tropical foliage surrounds a spacious heated pool with beautiful decking and a festive Chickee hut with a wrap-around bar, kitchenette, TV, hammock, outdoor shower, gas grill and ample cushioned loungers and chairs throughout the playful space. There is ample seating around the bar as well as an outdoor table so you can dine under the sultry stars!brbrPARKING...brThere is off street parking available for this home.brbrPETS...brThis is a dog friendly home only and a pet fee is required.brbrBOOKING DATES...brThis home is offered only as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.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).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!brbrYOUR ISLAND ZEN IS HERE…
Bed 3

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Bath 2

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Sleep 8

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Exceptional(5)

$348.96

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Private Vacation Home

Ocean Front, Private home with Boat Dock, 3 bedroom

Key West, Florida, United States

Welcome to your dream home in the Keys/ Big Coppitt! This stunning single-family home boasts 3 bedrooms, 2 bathrooms, and a spacious 3-car garage, perfect for all your storage needs. The modern kitchen features stainless steel appliances and sleek tile flooring, creating a stylish and functional space for cooking and entertaining. Step outside to your private boat dock with Gulf access, ideal for enjoying the beautiful waters of Key West. With under house parking and close proximity to a public boat ramp, this home is a boater's paradise. The stilt design of the home offers breathtaking views from the three stories with Balconies from each floor, allowing you to take in the beauty of the surrounding area from every angle. Additionally, enjoy kayaking with the included kayak use and convenient boat trailer parking. Whether you're looking for a peaceful retreat or a waterfront oasis, this home has it all. Don't miss your chance to rent this incredible property in one of the most sought-after locations in Key's. Vacation in the Florida lifestyle you've always dreamed of in this exceptional home. 28 Day minimum and Pet Friendly! Third Floor has a Large Primary suite with King bed and private Bathroom and Balcony. Second bedroom on the third floor with Queen bed. Second floor has living room, kitchen and one bedroom with queen bed and bathroom. House is on the Gulf of Mexico, Great Balcony with Views of the Gulf of Mexico and in the Florida Keys. MM 12brbr
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$178.12

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Private Vacation Home

The Coral Cottage in Historic Key West

Key West, Florida, United States

Spend time in beautiful Key West and live like a local in a true Conch Home!brbrThe Coral Cottage is perfect for groups with 4 guests and a furry friend. A fully-renovated 2 bedroom, 2 bath home on the 1st floor.brbrLocated in an historic local neighborhood in downtown Key West near beaches, parks and cafés. Enjoy beautiful foliage on your private porches with seating and a grill.brReserve its sister cottage, the Sea Glass Cottage, to accommodate parties of 8-10 in separate units within the same home.brbrThis is a beautiful, floor fully-renovated (2022) home with a classy coastal beach house decor with wood floors, lots of windows, and an open floor plan for entertaining indoors or on the large porch with a grill and views of the garden and flowering fruit trees.brbrWe offer free, off-street parking, however, our central location allows for biking or walking as well.brbrThe living area has high ceilings, a 70 flat screen Smart TV, a comfortable couch and seating and a dining table all adjacent to the kitchen which is fully equipped with stainless appliances. There is a Keurig coffee maker and a full range of appliances and kitchen tools for your cooking needs.brbrThe AccommodationsbrbrThe beautifully appointed bedrooms include one king and one queen-sized bed, dresser, night stands, and a 65 inch flat-screen Smart TVs with large windows and closet space.brbrThere is lots of natural light with beautiful windows with views of our foliage and fruit trees. The two completely renovated large bathrooms have showers and a full-sized washer and dryer.brbrThe AmenitiesbrbrThree split unit ACs, Washer/Dryer, three flat-screen SmartTVs, wireless high-speed internet throughout the property. Fully-appointed kitchen. Linens, bath and beach towels provided. This property has ample off-street parking, a large porch with seating and a grill, and will accommodate four guests along with your furry friend!brOther things to notebrAccess to the pool at our sister property is also available.
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Bath 2

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Exceptional(10)

$359.92

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Private Vacation Home

QUEEN OF SOL ~ 3 Bed, 2 Bath in Peaceful Neighborhood with Dip Pool!

Key West, Florida, United States

YOUR PIECE OF PARADISE…brResiding in an attractive neighborhood at the highest point of Key West referred to as “Solares Hill”, this stunning 3 bedroom, 2 bathroom gem entails all the desirable qualities for the ideal island vacation. Charming at first glance with a lush backdrop, this cottage welcomes you in with island hospitality. Precisely maintained to preserve the essence of its historic beauty, this home also has been further improved with luxurious details all around creating a memorable Key West experience. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS & AMENITIES…brA gorgeous greeting to a white picket fenced home surrounded by vibrant foliage bring a cheery beginning to your time in Paradise. A quaint front porch starts your tour as you are lured into a bright and spacious Great Room showcasing cathedral ceilings, elegant architectural detail and tasteful, nautical décor. Incredible natural lighting pour into the home through folding doors that can be perched open to fully appreciate the Key West lifestyle. The designated chef of your party will marvel over an updated kitchen equipped with stainless steel appliances accompanied with bar seating for 3 and indoor dining for 4. Enjoy a flat screen TV surrounded by cozy furnishings for game nights!brbrSLEEPING ARRANGEMENTS…br2 comfortable guest rooms occupy the lower level of the home with queen beds sharing a nearby hallway full bathroom with a glass walk in shower. The private upstairs king master suite includes an en suite full bathroom with a glass walk in shower. All guest rooms come with closet space for your belongings and flat screen TVs to enjoy your daily dose of what’s going on in the real world. brbrOUTDOOR LIVING…brStep onto the outdoor patio and discover your fenced-in outdoor oasis enhancing the ultimate privacy. Catch some rays down on the pool deck loungers and unwind in the heated dip pool as you soak up the warm island breeze. A peaceful neighborhood to achieve the ultimate relaxation with convenience to the lively downtown area, this home has every desirable feature available! brbrPARKING...brAn off-street parking spot is available which is a true rarity in Old Town Key West. brbrPETS...brDogs up to 30 pounds are considered--no cats. 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). brbrPARADISE IN YOUR OWN BACKYARD…
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(3)

$364.9

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Private Vacation Home

Booty Caye - Fun & Energetic - 2BD/1.5Bath - Golf Club Drive

Key West, Florida, United States

Escape to your private oasis at Booty Caye, nestled within the exclusive enclave of the Key West Golf Club. This beautifully appointed 2-bedroom, 1.5-bath condominium offers a lively retreat for those seeking a longer stay amidst the lush landscapes of a golfer's paradise. With a minimum lease of 29 nights, indulge in the serenity of island time and the luxury of a thoughtfully curated home.brbrFrom the moment you step in, the dynamic, colorful tiles on the staircase set the tone for a home that's as lively and vivacious as Key West itself. The terracotta tiles underfoot keep the vibe warm and inviting as they sweep through a living space that's open, airy, and eager for entertainment.brbrThe heart of the home, a fully-equipped kitchen, boasts sleek, modern appliances juxtaposed against the classic subtlety of white subway tiles. A commercial-grade refrigerator, dishwasher, and a large electric flat-top stove/oven stand ready to fuel your culinary exploits, while the adjacent dining area, with seating for four, promises intimate dinners or a spot for engaging conversation. This is complemented by additional deck seating for al fresco moments.brbrUnwind in the living room, where a plush sofa invites you to enjoy your favorite shows on a 77-inch Smart TV, or transform it into a queen-size sleeper for visiting guests. brbrAscend the spirited staircase to the tranquil haven of your bedrooms, each boasting plush queen-size beds and ample storage. The front bedroom extends the invitation to the outdoors with a private balcony, an idyllic nook for solitude and reflection. For entertainment, a guest room has a projector screen, ready to turn any night into a movie night.brbrThe gated community ensures privacy and security, with the added convenience of your own parking space.brbr* Dive into two inviting pools.br* Explore a whimsical butterfly garden.br* Keep active in the fitness center.brbrVenture beyond the gates, and you're just 15 minutes from the pulsating heart of Key West—Duval Street and the Historic Downtown Seaport. Here, the spirit of the Keys is palpable in the bustling streets, brimming with local eateries, boutiques, and cultural landmarks.brbrAt Booty Caye, every detail is curated to create an unforgettable vacation experience—where luxury meets comfort, and the charm of the Keys is your daily reality. Book your month-long stay and let Booty Caye be the canvas for your Key West memories.brbrImportant Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. brbrGuests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check. brbrLocated inside the gated Key West Golf Club communitybrPets consideredbrCommunity Poolsbr15 Minutes to Duval Street/Historic Downtown Seaport
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Bath 1

Bath

Sleep 4

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Exceptional(3)

$483.23

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Private Vacation Home

Atlantis House Main Residence

Key West, Florida, United States

Summary:brbrBeautiful Key West Residence close to Higgs BeachbrbrbrbrThe Space:brbrWelcome to the Atlantis House, a beautiful vacation rental located in the heart of the charming island town of Key West. This exquisite property has everything that you could want in a vacation rental home - elegantly designed interiors, high-end amenities, and an unbeatable location close to everything that the island has to offer. The main house of Atlantis House features 3 bedrooms and 2 bathrooms, with elegant modern coastal design elements found throughout. The spacious and beautifully designed open floor plan invites guests to entertain in style, with a large chef's kitchen boasting high-end appliances that include a huge sub-zero fridge and freezer. Attention to detail and a carefully curated color palette welcome even the most discerning traveler, creating an atmosphere of laid-back luxury that is perfect for your island getaway. One of the highlights of Atlantis House is the bonus second-floor bedroom, which boasts stunning ocean views and offers yet another option for dining and entertaining. The nice upstairs terrace is the perfect spot to relax with a book or enjoy an evening cocktail, taking in the sights and sounds of this vibrant island community. The location of Atlantis House is truly unbeatable - located just steps from the Whitestreet pier and within walking distance of Higgs and Smathers Beach, which are two of the most popular beaches on the island. Additionally, the nearby farmers markets and free bikes provided by the property make it easy to explore and experience everything that Key West has to offer. If you are seeking a monthly vacation rental that truly embodies the essence of island living, then Atlantis House is the perfect choice. With its unbeatable location, elegant design, and thoughtful amenities, this vacation rental is a true island gem. We invite you to come experience the best of Key West living at Atlantis House.
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Bath 2

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$336.74

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Private Vacation Home

**HEMINGWAY'S HAVEN @ OLD TOWN** Home & Pool + LAST KEY SERVICES…

Key West, Florida, United States

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!brbrNestled in the heart of Old Town, HEMINGWAY’S HAVEN is just the spot for anyone dreaming of what Key West was like during its golden days when Ernest, Sloppy Joe, and Harry T roamed the island. This welcoming, two-story private home has been lovingly renovated and decorated, showcasing a delightful mix of classic conch style with a modern, fresh twist. The cozy conch cottage boasts an inviting open living plan and a beautiful backyard featuring a private pool—perfect for tranquil mornings or lazy afternoons. Situated just steps from Ernest Hemingway’s Estate and one block from World Famous Duval Street, you’ll find yourself within a leisurely stroll of all Old Town has to offer. HEMINGWAY’S HAVEN invites you to enjoy a stress-free, relaxing month that would surely make Papa proud!brbrTHE LOCATION...brbrHEMINGWAY’S HAVEN is located smack dab in the heart of Old Town Key West. You are just steps in either direction from all the shops, restaurants, and sites of Duval Street and Mallory Square. Take a stroll down to the best of Key West, with local favorites such as The Green Parrot, Antonia's, Willie T's and Moondog Cafe all within a block or two of your front door. Ride bikes down to one of the nicest beaches of Key West; Fort Zachary Taylor, just a half-mile down the road.brbrTHE LIVING AREA...brbrThe living room of HEMINGWAY’S HAVEN boasts a large flat-screen TV and plenty of seating options, perfect for relaxation. The open layout invites you in, with lovely sightlines leading out through the French doors to the backyard, creating a wonderful connection to nature. You'll find the kitchen fully equipped, complete with seating for three at the kitchen bar and a rolling kitchen table for four. The modern aesthetic, combined with the warm wood flooring and walls add a touch of softness to the space. Living room features a queen-sized sleeper sofa for those extra desks.brbrTHE BACKYARD & POOL…brbrTake a refreshing dip in your private pool, complete with a beautiful waterfall, on those warm South Florida days. And when the temperature drops a bit, you can turn on the pool heat to enjoy a lovely swim. As you relax in the soothing waters, why not catch up on your favorite series on the large flat-screen TV mounted outside There's also a comfy chaise lounge next to the pool, perfect for soaking up the sun, a fully private outdoor shower, for rinsing off after a day at the beach, and a propane BBQ grill, ready for you to grill up the day’s fresh catch. Enjoy the lush landscaping that provides plenty of privacy for your little oasis!brbrTHE ACCOMMODATIONS...brbr** Master Suite: Located on the Second Floor with a King bed, flat screen TV, closet, and an en-suite bathroom with a shower and tub combination.brbr** Second Bedroom: Located on the First Floor with Two Twins or a King bed, flat screen TV, and access to the first floor bathroom with a walk-in shower.brbr** Third Bedroom: Located in the Guest House with a Queen bed, flat screen TV, powder room and access to the outdoor shower.brbr** Living Room: Features a queen-sized sleeper sofabrbrALL LAST KEY VACATION HOMES INCLUDE:brbr** Washer and Dryerbr** Central Heat and A/Cbr** Ceiling Fansbr** Flat Screen TVs in Living Room & All Bedroomsbr** Fully Equipped Kitchenbr** Basic stock of spicesbr** Starter supply of paper productsbr** Starter set of cleaning productsbr** Linens and Towels providedbr** Wireless high-speed Internet & YouTube TVbrbrIn 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** Propane BBQ Grillbr** Outdoor ShowerbrbrOther 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 6 adultsbr** Pets Allowed with Restrictions - Max of 2 and if approved an additional fee of $200 per pet will applybr** Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.
Bed 3

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Bath 2

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Sleep 8

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Exceptional(160)

$384.84

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Private Vacation Home

Enjoy More Privacy in a Truman Annex End Unit Townhome

Key West, Florida, United States

Contact us about special Summer Rates! brbrAbsolute Best Location! Our Townhome is set in the tranquil verdant gardens of Truman Annex, but close to everything...It is located a block and a half from the sunsets at Mallory Square, two blocks to Duval St and it's many restaurants, bars (most with live entertainment), a block from The Green Parrot, a 1/4 mile to Fort Zachary Taylor Park, the best beach in Key West, or enjoy the shared heated pool. In addition, you will be within walking distance of many attractions such as The Hemingway House, the historic waterfront, boating and water sports.brbrThe Townhome is an end unit with no one to the east. This offers a private, peaceful environment while outdoors, or with the doors open. The condo is fully equipped for your vacation needs. There is a master bedroom with a queen sized bed, nice sized closet, and french doors that open onto a private deck overlooking the garden. The deck has a new awning. The front bedroom also has a queen sized bed.brbrThe fully equipped kitchen flows seamlessly into the dining and living room to keep the cook(s) involved with the party.brbrThere is a nice sized interior dining area, but most days you will enjoy dining el fresco in your private garden/patio. Since this is an end unit, it is particularly private and peaceful. brbrBreak out the blender, and make yourself a margarita and get on Island Time!
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

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