Home 33040, Florida, United States Vacation Rental Homes By Owner - Page 100

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Exceptional(2)

$321.01

/ Nightly
Private Vacation Home

The Local's favorite spot.

Key West, Florida, United States

The best of living on the water, just 10 miles from Key West on a canal with 35 ft. water frontage and direct access to the Atlantic. Excellent paddle boarding, kayaking, and boating! Beautiful, clean, and lovingly updated 3 bedroom, 2 bath home for your pleasure. Enjoy the wonderful local ambiance of Geiger Key Marina just a short walk or paddle from the house. Take in a waterfront happy hour and delicious fresh local seafood, or take a short 10 mile drive (or Uber) for the culture, nightlife, and dining experiences of down town Key West!brbrOur family home comes complete with 3 speed cruiser bikes for a casual ride down to Boca Chica beach, and we have beach chairs, BBQ, hammock, etc. to create your perfect vacation experience.brbrThe kitchen is stocked with utensils, pots and pans, dishware, glassware, toaster oven, coffee makers(Keurig and drip), blender, and microwave in addition to oven and fridge. Across from the kitchen is the 3rd bedroom, that functions as an office, exercise, playroom, and comes with a twin bed. You can also use a double bed blow up mattress provided (as pictured). As you proceed down the hallway, on the left side is the hall bathroom, and at the end of the hallway is the second bedroom complete with queen adjustable bed. On the right side is the master bedroom and bathroom with a queen adjustable bed, TV, and bathroom with shower and a Toto washlet.brbrDisclaimer: There are occasional naval jets that fly overhead. When flying overhead they are loud, although cool to see, especially when flying in formation. These instances are random and days can go by without hearing them at all. They never fly at night. That said, we want our guests to know that these fly-bys can occur.
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Spectacular Ocean Views, Refreshing Sea Breezes with an Island Atmosphere. KW

Key West, Florida, United States

CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 AtlanticbrStart Date: May 2025-Estimated Completion: Spring 2026brPlease be advised that a balcony restoration project will be underway at 1800 Atlantic from May 2025 through Spring 2026.brImportant Notes:br-Units available for booking will not be under construction.br-All amenities, including the pool, spa, and sunning beach, will remain open and fully operational throughout the project.brbrbrbrbrExplore the Best of Key WestbrbrExperience the perfect blend of comfort and island luxury in this beautifully renovated 2-bedroom condo at 1800 Atlantic, located less than 1.5 miles from the Historic District.brbrThis spacious, fully tiled condo features:brbrKing bed in the master suitebrQueen bed in the guest roombrHigh-speed wireless internetbrComfortable, modern furnishingsbrbrEnjoy breathtaking views of the Atlantic Ocean from the expansive private balcony, accessible from both bedrooms and the living room.brbrResort-Style Amenities at Your FingertipsbrbrLarge Heated Pool & Jacuzzi Spa – Just a one-minute walk from your doorbrOn-Site Sauna – Unwind and rejuvenatebrExclusive Clay Tennis Court – The only one on the island!brLush Tropical Landscaping – With direct beach accessbrSecure assigned parkingbrbrPlease note: During our prime season (December through April), we only accept monthly reservations beginning on the 1st of each month. Availability will not show for other dates during this period.
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Exceptional(1)

$1959.71

/ Nightly
Hotel Resort

Sunset Harbor Resort & Spa, Hot Tub, Pool

Key West, Florida, United States

Discover this relaxing oasis in the heart of Key West's famed Old Town. Lush, verdant foliage surrounds the grounds and beautiful contemporary design creates an environment of relaxation and restoration. Guests are encouraged to slow down and relax, to dip into the outdoor pool and whirlpool hot tub while soaking up some famed Floridian rays. Guests will also receive privileges at the adjacent Hyatt Key West Resort & Marina, offering even more ways to keep occupied even on your off days.brbrThe right size, the perfect view and the must-have amenities... Hyatt Sunset Harbor Resort's residences become the perfect home-away-from-home during your stay in Key West! Classic studios offer a king-size bed, casual living area, TV and DVD player. The one- bedroom tropical-style residence features a deluxe queen bed, fully-equipped kitchen, dining area, ceiling fans, seating area with TV, stereo, DVD player and private balcony. The beautiful two-bedroom residence is even more luxe, and includes a master suite with king-sized bed, adjoining bath and spa tub, a guest suite with queen bed and full bathroom. In addition, enjoy a fully-equipped kitchen, seating area, TV, DVD player and balcony!brbrHyatt Sunset Harbor isn’t just another Key West property - it’s in the heart of Old Town, the heart and soul of one of America’s most treasured vacation destinations. Nearby, you can also enjoy Duval Street shopping or nightlife and Mallory Square. Of course, if you're looking for more natural pursuits, you have plenty of options - Key West is a haven for fishers, and the unique ecosystem is well-suited to those seeking to explore by foot or bike. Plenty of unique attractions await those looking for a change of pace - check out the The Harry S. Truman Little White House, Key West Aquarium, Key West Lighthouse Museum and Mel Fisher Maritime Heritage Museum!brbrOn-Site Features & AmenitiesbrConciergebrInternet accessbrOutdoor poolbrShared laundry facilitiesbrWhirlpool/hot tubbrNearby AttractionsbrBarbrBoatingbrDrug storebrFitness centerbrGolfbrGrocery storebrHikingbrLive entertainmentbrOceanbrParkbrRestaurantbrRiverbrShopping areabrSnack barbrSpa servicesbrTennisbrWater skiingbrWind surfingbr** Policies **brNo PetsbrNo SmokingbrbrThe resorts require a credit card at check-in to cover potential charges for damages, liabilities, and incidentals. If there are resort fees those will need to be paid directly to the resort as well. The owner is responsible for providing the Guest with reasonable notice of any such inconveniences of which the owner becomes aware before or during the guest’s stay. Most resorts are amenable to requests for custom bed formats and/or unit views which can be requested at check-in. Please note parking fees may apply and are not included in the price quoted here. The room view is not guaranteed here and varies, if you would like an upgrade to a specific view please let me know and if available I can do that, additional fees may be required. Additionally some resorts have various towers/buildings and these may vary. Again, please check with us in advance to discuss the view/building/unit and any additional fees that may apply. Finally, Tourist Accommodation Taxes vary at resort and must be paid directly to the resort this is standart to resorts and may vary depending on location. For more information ask about the fees prior to making your Booking Request.”
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Private Vacation Home

Sumptuous Home w/ Private heated pool, Central AC, WiFi & Private Washer/Dryer

Key West, Florida, United States

Prime Key West LocationbrbrEscape to laid-back island living in this inviting Key West retreat, where tropical beauty and everyday comfort come together seamlessly. Tucked away in a quiet, greenery-filled neighborhood, this single-story home offers a peaceful setting while keeping you close to everything that makes Key West unforgettable.brbrStep outside to your private backyard oasis, complete with a sparkling pool, tranquil garden views, and a charming avocado tree that adds to the authentic island vibe. Grill up your fresh catch on the gas grill and dine alfresco under the stars, or cool off indoors with central air conditioning after a day in the sun.brbrPerfect for couples, families, and remote workers, this well-equipped home features fast WiFi, a dedicated workspace, and a private washer and dryer for added convenience. At night, unwind in comfortable bedrooms designed for restful sleep, so you're refreshed and ready for the next day's adventure.brbrNearby Attractions:brLocated just one mile from Old Town Key West, you're moments from world-famous Duval Street, the Ernest Hemingway Home & Museum, and the Key West Butterfly & Nature Conservatory. Spend your days soaking up the sun at Higgs Beach or Smathers Beach, or enjoy a scenic walk to White Street Pier and the historic Martello Tower for breathtaking coastal views.brbrWhether you're exploring the island's rich history, chasing beach days, or simply relaxing poolside with a good book, this home provides the ideal backdrop for an extended stay in paradise.brbrThings to knowbr• Minimum stay of 28 nights requiredbr• Optional pool heat available for $7.50 per nightbr• Pool heat must be requested at least 48 hours prior to arrival and applies to the full staybr• Fully equipped kitchen with dishwasherbr• Flat path to the front doorbr• Located on a bike path and bus routebr• Beach towels providedbr• Futon in the living room offers additional sleeping spacebr• Snowbird-friendly—contact us for detailsbr• Please note: an active security camera is located in the garage and faces the carportbrbrThis property is managed by Vacasa Florida LLC.
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Exceptional(7)

$430.78

/ Nightly
Private Vacation Home

LATITUDE ADJUSTMENT ~ Prestigious 3 Bedroom, 3.5 Bathroom Home with Pool!

Key West, Florida, United States

UNMATCHED ISLAND RETREAT…brTucked away within one of the island’s most impressive lanes in the Casa Marina district, this retreat is sure to offer optimal serenity from your everyday reality. An expansive estate revealing a classy blend of luxurious details and everyday comforts, your Key West escape is sure to be spent to the fullest. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES…brPull up to a convenient off-street parking space and step into this generous, open layout with wood flooring throughout. Mesmerizing at a glance, exceptional décor and precise finishes reveal pure perfection. A bright gourmet kitchen offers top of the line stainless steel appliances with gorgeous custom cabinetry and a build in bar for happy hour. Come together among cozy living room furnishings and a flat screen smart TV with a powder room nearby. Cheery natural light pours in through multiple French doors creating an inviting indoor outdoor space. A desk lies in the upstairs hallway for those working remotely. Enjoy cable TV in the flex room off the living room and smart TVs throughout the rest of the house! This property is equipped with a Ring Doorbell located next to the front door of the home. brbrSLEEPING ARRANGEMENTS…brTotaling 3 bedrooms and 3.5 bathrooms, this home allows ample space and privacy for all your guests. Follow the stairs to the second level to find two guest rooms outfitted with king beds connected by a jack and jill bathroom with a shower. Down the hall is the primary suite with a king bed, flat screen TV and a private en suite full bathroom with a tub/shower combo. All upstairs rooms have access to an oversized balcony overlooking the lush outdoor oasis below. A convenient laundry room resides on the second level hallway. Off the downstairs Great Room is another living space with a sleeper sofa, TV and an en suite bathroom with a glass shower. brbrOUTDOOR LIVING…brStep out to a covered back porch with vibrant garden views surrounding a heated, lagoon shaped pool, dining table for 8, flat screen TV and outdoor shower. Unwind as your sip on your crafted cocktail and turn up the music on the Sonos system before you hop in to town for a taste of all the action! brbrPARKING...brThere is off street parking for your convenience. brbrPETS...brNo pets please.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).brbrFIND YOUR LATITUDE ADJUSTMENT…
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Exceptional(2)

$290.08

/ Nightly
Private Vacation Home

Reynolds Paradise

Key West, Florida, United States

Summary:brbrReynolds Paradise- 2BDR/2BA house with Jacuzzi close to Duval StreetbrbrbrbrThe Space:brbrCome stay in this perfect Key West cottage located just a few short blocks from Higgs Beach in the historic Casa Marina neighborhood. This piece of paradise is within walking distance of the famous Duval Street and all its fabulous restaurants and nightlife.  From the moment you enter the property, you will be captured by your private garden oasis. Enjoy morning coffee from the covered porch with an outdoor fan and cafe lights.   Grill on the outdoor BBQ or lounge in the sparkling jacuzzi. Kick back and relax in this beautiful hideaway after a busy day exploring the fabulous Florida Keys.brbrbrbrA newly decorated living room with comfortable furnishings opens to a bonus sunroom which, with its wall of glass, provides several peaceful retreats to relax or work.  A well-appointed Chef's kitchen makes for an enjoyable gathering place to cook with friends and family.  A casual dining room nook overlooks the garden.  The Master bedroom suite features a king-size bed with a new Perfect Sleeper mattress and an ensuite bathroom with a stand-up glass shower.  The spacious guest bedroom has a queen-size bed and ensuite bathroom with another large glass shower.   Both bedrooms are conveniently located on the main floor but apart to allow for privacy. The living room has a Bassett pullout sofa with a comfortable mattress that sleeps two.brbrbrbrReynolds Paradise Features:brbrbrbrNew kitchen appliances including a Nespresso machinebrbrMaster bedroom with King bed, Guest Bedroom with Queen bed, sleeper sofa in living roombrbrTwo full bathrooms with stand up showersbrbrBonus sunroom/officebrbrAmple street parkingbrbrbrbrWasher/DryerbrbrCentral A/CbrbrCeiling FansbrbrSmart televisions in the living room and both bedroomsbrbrFully equipped kitchenbrbrStarter supply of paper productsbrbrStarter set of cleaning productsbrbrLinens and towels providedbrbrWireless high-speed Internet accessbrbrInterim housekeeping provided upon requestbrbrGrill and jacuzzibrbrbrbrThis property will accommodate up to six adultsbrbrGuests must be 25 years of age or older unless accompanied by an adultbrbrPet-friendly, non-refundable pet fee of $250brbrThis is a non-smoking home and propertybrbrbrbrA RENTAL AGREEMENT IS REQUIRED TO BE SIGNED
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Private Vacation Home

Location, Beauty & Comfort @ Truman Annex

Key West, Florida, United States

Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We inspect our homes multiple times each month and follow the AHLA Stay Safe Guidelines to ensure your stay is safe and comfortable. You will also find an initial supply of cleaning and paper products along with handsoap and toiletries. The home has a private entrance and contactless Check-In/Out.brbrNeed to stay connected during your trip We offer high speed cable internet.brbrLocated in the gated community of Truman Annex: a popular and beautifully landscaped community in Old Town Key West. Enjoy the peaceful tropical landscape and pool while only 2 blocks from the excitement of Duval St. We are just outside the entrance to Ft Zachary Taylor State Park and Beach and so close to many of Key West’s popular attractions. After a full day of taking in many of the island's wonderful experiences, come back to all the comforts of home. This open airy home offers a fully furnished kitchen, eating area, living room and 2 bedrooms and 2 1/2 baths. Two sets of French doors open to a large deck and beautiful private backyard where you can enjoy a meal or relax and sip umbrella drinks on the chaise lounges in your own private tropical paradise. Gated parking lot with one reserved space.brbrAmenitiesbrbr- Televisions in bedrooms and living areabrbr- 2 Bicycles for Guests to use during their staybrbr- Bed Linens, Bath & Beach Towels brbr- Hairdryerbrbr- Beach Chairs & Coolerbrbr- Access to Southard Court Poolbrbr- Balconies off each bedroom and private enclosed backyard with deckbrbr- Reserved parking place in front of homebrbr- Secure high speed wireless internetbrbr- Only a few short blocks from Duval Street and Mallory Squarebrbr- Short walk to the Fort Zachary Taylor State Park Beachbrbr- Fully equipped Kitchen with Silestone counter and eat in bar- Silverware, Dishes, Cooking Utensils Provided, Stove/Oven, Refrigerator, Microwave, Dishwasher, Coffee Maker & Blender
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