This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Private Homes, DownTown Vacation Rentals Show this location only Back to top
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Duval Compound, Private Pool, Parking, Roof Deck, Downtown Key West
6BR+/7BA
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Sleeps 12-14
– Private Homes, DownTown #224704
$180 to $310 per room per night
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Bahama House - Tropical Retreat W/ Private Heated Pool/Hot Tub
3BR+/3.5BA
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Sleeps 6-8
– Private Homes, DownTown #220940
$180 to $310 per room per night (3 rooms
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Dreaming on Duval
5BR/4BA
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Sleeps 10-11
– Private Homes, DownTown #286622
From $900/nt - $2100./nt.
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Duval St. Luxury Penthouse (Private Pool, Parking, Roof Deck)
3BR+/2.5BA
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Sleeps 8
– Private Homes, DownTown #217650
$180 to $310 per room per night
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Enchanted Garden Compound in Best Old Town Location
4BR/3.5BA
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Sleeps 8
– Private Homes, DownTown #261246
$15,000 to $25,000/month
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This House is Sooo Perfect in Key West
2BR/2BA
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Sleeps 4-5
– Private Homes, DownTown #443056
4500- 6500 pcm
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Charming Gated Community Just Off Duval
1BR/2BA
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Sleeps 2
– Private Homes, DownTown #391946
$4000- $6000 p/m
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Buena Vista Cottage - 1/2 Block from Duval Street!!!
1BR/1BA
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Sleeps 2
– Private Homes, DownTown #440647
$349 - $389 per night 3-4 night min stay
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Sunset Key Escape (Monthly Rental)
2BR+/2.5BA
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Sleeps 4-6
– Private Homes, DownTown #406826
$6750 - $12000 per month 30 night min stay
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Down Island Digs - Ideal Location Downtown, Private Pool.
2BR+/2BA
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Sleeps 4-6
– Private Homes, DownTown #184018
$375-$450/nt - $2050-$2700/wk
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The Pavilion Villa - A Private Paradise in Downtown Key West
4BR+/3BA
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Sleeps 8-10
– Private Homes, DownTown #253814
$750-$850/nt - $4000-$5100/wk
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A Key West Address - Wonderfully Off-Beat Old Town House
3BR+/2BA
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Sleeps 6-8
– Private Homes, DownTown #405042
From $2500 - $3000/wk
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The Cutest Private Home Stay North of Havana!
1BR/1BA
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Sleeps 2
– Private Homes, DownTown #474317
$3000 - $5000 per month 30 night min stay
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Key West Dreamin' - Downtown Location with a Private Pool
2BR+/2BA
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Sleeps 4-6
– Private Homes, DownTown #184033
$450-$550/nt - $2500-$3200/wk
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Secret Courtyard Cottage - Downtown with Privacy!
2BR+/1BA
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Sleeps 4-5
– Private Homes, DownTown #184021
$275-$350/nt - $1400-$1750/wk
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Captain's Quarters- 100 Yards from Key West Duval St.
1BR+/1BA
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Sleeps 2-4
– Private Homes, DownTown #261747
$1050- $1400/wk
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Penthouse on Duval Street
4BR/4.5BA
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Sleeps 8
– Private Homes, DownTown #248958
$600-$775/nt - $3500-$4300/wk
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Key West Quarter House ~ Steps from Mallory Square Sunset
4BR+/4BA
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Sleeps 8-12
– Private Homes, DownTown #364128
From $3800- $4800/wk
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Duval Street Private Compound
4BR+/4BA
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Sleeps 8-12
– Private Homes, DownTown #438179
$700 per night 4 night min stay
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Top of Duval ~ Incognito
6BR+/6BA
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Sleeps 10-16
– Private Homes, DownTown #379980
From $1000/nt - $4900/wk
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Monthly Rental - Tropical Paradise Elegant Large Home in Old Town
3BR/4BA
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Sleeps 6
– Private Homes, DownTown #458940
$1 - $6500 per night 2-30 night min stay
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Private Classic Eyebrow Conch House
Studio/0BA
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Sleeps 6-8
– Private Homes, DownTown #449543
$7000 - $10000 per month 30 night min stay
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Duval Compound, Private Pool, Parking, Roof Deck, Downtown Key West
6BR+/7BA
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Sleeps 12-14
– Private Homes, DownTown #224704
Overview of Private Homes, DownTown Vacation Rentals
Downtown Key West House Rentals
You can get a taste of what it's like to have the privacy afforded by owning your own vacation home without actually owning one. How can this be done? Well, Downtown Key West house rentals offer excellent accomodations that are comparable to owning your own vacation home without any of the hassle and unnecessary expenses of actually owning.
Downtown Key West Beach Rentals
Come an stay at Downtown Key West beach rentals, a destination of choice. It's the next best thing to vacation home ownership with none of the headaches. You won't have to retain an accountant to figure out what deductions you are entitled to and you won't have to pay a realtor to find you a tenant when you are not using the vacation home for 11 months out of the year. Remember that Key West vacation rentals are an outstanding vacation value.
Tax Benefits of Vacation Homes
Evenf you do own a vacation home, you can still stay at Downtown Key West house rentals, but there are tax breaks that you should keep in mind. If you're looking to make the most of these tax breaks, you have to carefully track the amount of time you actually spend at the vacation home. Tax treatment of vacation home deduction can be tricky if you're not an accountant. Some factors that are taken into account are the number of days you rent your vacation home at fair market value and the number days you actually use it yourself. If someone other than you stays at the vacation home for less than fair market value or family member stays there, then that may be considered personal use. Avoid the hassle of worrying about a property you won't likely use for more than a few weeks a year. Stay at Downtown Key West beach rentals.