Key West has a variety of cottages and
condo rentalsavailable for nightly and weekly rentals either in Old
Town or further away from Duval Street, close to the
beaches. Offering larger accommodation for your
Key West Vacation
these units will also usually give you better value
for money than
hotel rooms or even rooms at an
inn or guesthouse. For longer stays or small
groups Key West condo rentals
and cottage rentals are definitely the way forward
for a successful vacation. Some rentals charge
additional fees for cleaning etc. and may have
minimum stay requirements.
Location:
One mile from Duval Street on Atlantic Ocean
1800 Atlantic Blvd.
1-866-539-7222
Off Season
Rates:
from $265 per night or $1250 per week
In Season Rates: from $390 per night or $1750 per week
Amenities: • Two
bedroom/two bathroom condos • One & three bedrooms
sometimes available • Fully
equipped units • Ocean views by request • Olympic
size pool • Large Jacuzzi • Tennis courts/racquet
ball • Secure parking • Next to Smather’s
Beach • Discounts for weekly stays • 3 night minimum
stay requirement
Click here for more information and photos.
Cuban
Club Suites
Location: On Duval Street,
4 blocks from Atlantic Ocean
1108 Duval Street
1-866-539-7222
Off Season Rates:
from $199 per night
In
Season
Rates from $299 per night
Amenities: • One
and Two bedroom condos • Large split-level units • Fully
equipped • Two Pools • Parking • 4 blocks from South Beach • Easy
access to bars/restaurants • Children must be 16
or over • 2 night minimum stay requirement •
Pet friendly •
Click here for more information and photos
Duval Square town homes
Location: Just off Duval,
6 blocks from Atlantic Ocean
Duval Street
1-866-539-7222
Off
Season Rates: from $228 per night or $1300
per week
In Season
Rates: from $328 per night or $1800
per week
Amenities: • Two bedroom/2.5 bathrooms • Sleeps
6 • Fully equipped units • Rooftop pool and sundeck • Private
Jacuzzis • Split level properties • Easy access
to bars/restaurants • 6 blocks from South Beach • Secure
parking • Discounts sometimes available for weekly
stays • 3 night minimum stay requirement (5 in season) •
Nighly units are pet friendly
Click here for more information and photos
Truman Annex
Rentals
Location: Truman Annex,
2 blocks from Duval
Truman Annex - including
Shipyard
Presidents Walk
The Foundry
harbor Place
1-866-539-7222
Off Season Rates:
from $1000-$4500
In Season Rates:
from $1500-$7500
Amenities: • Gated community •Selection
of condos, townhomes and cottages •
Community Pools• Fully equipped units • Secluded Old
Town location • Easy access to Bars and Restaurants •
One to Four bedrooms •
Free parking • Close to Fort Zachary Taylor State
Park and Beach • Weekly or Monthly rentals only
• Monthly rentals are pet friendly
Click here for more information and photos
The Colony
Location: 3 blocks from
Duval Street
Olivia Street
1-866-539-7222
Off
Season Rates: from $178 per night or $1050 per week
In Season
Rates: from $258 per night or $1550
per week
Amenities:
• One bedroom Cottages • Private compound• Sleeps 4 •
Pool • Fully equipped units • Secluded Old Town location
• Easy access to Bars and Restaurants • 3 night minimum
stay (5 in season)
• Nightly units are pet friendly
Click here for more information and photos
The DuPont
House
Location: Half block off Duval
Street
DuPont Lane
1-866-539-7222
Off Season Rates:
from $348 per night
In Season Rates:
from $448
per night
Amenities: • Two
bedrooms/2 bathrooms • Sleeps 6 • Private Pool • Fully
equipped unit • Private Parking • Easy access to Bars
and Restaurants • Secluded Old Town location • 3 night
minimum stay requirement (5 in season) • pet
friendly
Click here for more information and photos
Sunrise
Suites
Location: 3 miles from
Duval Street on the Atlantic side
3685 Seaside Drive
1-866-539-7222
Off Season Rates:
from $175 per night
In Season Rates:
from $235 per night
Amenities:
• Two bedroom/2 bathroom • Sleeps 6 • Pet friendly •
Lagoon style pool • Tennis courts • Balcony • Fully equipped units • Free
parking • Close to the Atlantic Ocean • guests • No minimum stay
requirement • Pet friendly •
Best
value for money
Click here for more information and photos
•
Tropical
Retreat
Location: Half block from Duval
Street
Catherine Street
1-866-539-7222
Off Season Rates: from $378
per night
In Season Rates:
from $588 per night
Amenities:
• Three bedrooms • 3.5 bathrooms • Sleeps 8 • Fully equipped unit •
Private pool • Sought after
Key West Neighborhood • Good
access to bars/restaurants • Close to beach •
Pet Friendly • Private parking • Pet
friendly
Click here for more information and photos
Key
West Villas
Location: Half block behind
central Duval Street
Center Street
1-866-539-7222
Off Season Rates: from
$178 per night
In Season Rates: from $258
per night
Amenities: • One
bedroom villas • Sleep
either 4 or 6 • Fully equipped units • Choice
of 2 pools • Some with private Jacuzzi • Good
access to bars/restaurants • Half mile from beach • Weekly
discounts available on some units • 3 night minimum stay
requirement (5 in season) • Pet friendly
Click here for more information
and photos
Key West Charm
Location:
3 blocks from
Duval Street
Truman
Annex
1-866-539-7222
Off
Season Rates:
from $3500 per week
In
Season Rates:
from $6500 per week
Amenities: •
Four bedrooms • Three bathrooms • Fully
equipped • Parking • Private Pool •
Walking distance to beach • Easy access to
bars/restaurants • Sleeps 8
click here for more information and photos
Windward
Park Town Homes
Location: 3 blocks from
central Duval Street
Truman Avenue
1-866-539-7222
Off Season
Rates: from $1300
per week
In Season Rates: from
$1800 per week
Amenities: • Two bedrooms/2 bathrooms • Pool
• Sleeps 4 • Fully equipped units • Parking • Good
access to bars/restaurants • Half mile from beach •
Weekly only
Click here for more information and photos
Garden House
Location: 1 block from Duval Street
Southard
Street
1-866-539-7222
Off Season
Rates: from
$378 per night
In Season Rates:
from $588 per night
Amenities:
3 bedrooms/2 bathrooms • Private Heated Pool
• Sleeps 6-8 • Fully equipped unit •
Central Location • Very easy access to bars and
restaurants • 3 night minimum stay requirements (5
in season)
Click here for more information and photos
Victoria House
Location: 3 blocks from
central Duval Street
Truman Avenue
1-866-539-7222
Off Season Rates: from
$5500 per week
In
Season Rates: from $7500 per week
Amenities:
• Five bedrooms/Five full and two half bathrooms •Private Pool
and Separate Spa• Sleeps 12 • Luxurious 20th
Century Conch Mansion • Off-street Parking • Good
access to bars/restaurants •
Click here for more information and photos
Key West
Hideaway
Location: Half
block from Duval Street
Center Street
1-866-539-7222
Off Season Rates:
from $498 per night
In Season Rates:
from $708 per night
Amenities: •
Four Bedrooms • Four Bathrooms •
Sleeps 10• Fully equipped unit • Secluded Old
Town location • Easy access to Bars and Restaurants •
Access to 2 pools • Pet friendly •Click here for more information and photos
Whitehead House
Location: One block from Duval
Street
Whitehead Street
1-866-539-7222
Off
Season Rates: from $2240 per week
In Season
Rates: from $3150 per week
Amenities:
• Three Bedrooms • Two Bathrooms • Off-Street Parking
• Private pool • Sleeps 6 • Very central location •
Walking distance to bars and restaurants
Click here for more information and photos
Amelia Home
Location: One block from Duval
Street
Amelia Street
1-866-539-7222
Off Season Rates: from $2100 per week
In Season Rates:
from $3000 per week
Amenities: • Two
bedrooms • 2.5 bathrooms • Private
Pool • parking • 4 blocks from the Beach • walking
distance to bars and restaurants
Click here for more information and photos.
Tropical Dreaming
Location: One from Duval
Street
Amelia Street
1-866-539-7222
Off Season Rates: from $2100 per week
In Season Rates:
from $3000 per week
Amenities:
• Two bedrooms • 2.5 bathrooms •
Private Pool • parking • 4 blocks from the Beach •
walking distance to bars and restaurantsClick here for more information and
photos.
Amenities: • Two
bedrooms • 2.5 bathrooms • Private
Pool • Parking • 4 blocks from the Beach • walking
distance to bars and restaurants •
Sleeps 6 • 3 night minimum or 5 during season
• pet friendly
Click here for more information and photos.
Casa Grande
Location: half block from Duval
Street
Amelia Street
1-866-539-7222
In Season Rates:
from$1058 per night
Off Season Rates:
from $698 per night
Amenities:
• Five bedrooms • 5 bathrooms • Private
Pool • Parking • 5 blocks from the Beach • walking
distance to bars and restaurants •
Sleeps 14 • 3 night minimum or 5 during season
• Will consider pets
Click here for more information and photos.
Kemp House
Location: 3 blocks from Duval
Street
William Street
1-866-539-7222
Off Season rates:from
$600 per night
In Season Rates:from $845 per night
Amenities:
• Three bedrooms • 3.5 bathrooms •
Private Pool •Sleeps 8 •close to Historic Seaport
• Walking distance to bars and restaurants •
Traditional Conch House • 4-7 night minimum stay
Click here for more information and
photos
Windsor Lane Townhomes
Location: 3 blocks from Duval
Street
Windsor Lane
1-866-539-7222
Off Season Rates:
from $445 per night
In Season Rates: from $595
per night
Amenities:
• Three
bedrooms • 3.5 bathrooms • Private
Pool • Parking • Can be rented with
neighboring townhomes for larger groups • Walking
distance to bars and restaurants •
Sleeps 6 • 3 night minimum stay
Click here for more information and
photos
Passover Cottage
Location: 3 blocks from Duval Street
Passover Lane
1-866-539-7222
Off Season
Rates: from $348 per night
In Season Rates: from
$448 per night
Amenities: • Two bedrooms/2 bathrooms •
Private Pool
• Sleeps 6 • Fully equipped unit • Parking • Good
access to bars/restaurants • Easy access to beach •
Pet friendly
Click here for more information and photos
Almost Southernmost Retreat
Location: Half
block from Duval Street
415/417 Truman Avenue
1-866-539-7222
Off Season
Rates: from $598 per night
In Season Rates:
from $958 per night
Amenities:
• Five bedrooms/3.5 bathrooms •
Private heated Pool
• Large Jacuzzi • Sleeps 16 • Fully equipped units •
Wi-Fi • Good
access to bars/restaurants • Easy access to beach •
3-5 night minimum stay requirements
Click here for more information and photos
Almost Southernmost Cottage
Location: Half
block from Duval Street
415 Truman Avenue
1-866-539-7222
Off Season
Rates: from $238 per night
In Season Rates:
from $328 per night
Amenities:
• Two bedrooms/One bathroom •
Access to two heated pools
• Large Jacuzzi • Sleeps 6 • Fully equipped units •
Wi-Fi • Good
access to bars/restaurants • Easy access to beach •
3-5 night minimum stay requirements
Click here for more information and photos
Ann Street Gardens
Location: Half
block from Duval Street
Ann Street
1-866-539-7222
Off Season
Rates: from $185 per night
In Season Rates:
from $250 per night
Amenities:
• One bedroom Cottage •
Shared Pool
• off-street parking • Sleeps 3 • Fully equipped unit •
Hidden Key West Gem • Great
access to bars/restaurants • Easy access to beach •
3-7 night minimum stayrequirements
Click here for more information and photos
Seabreeze
Location: Half
block from Duval Street
Whitehead Street
1-866-539-7222
Off Season
Rates: from $188 per night
In Season Rates:
from $268 per night
Amenities:
•Two bedroom Suite •
Access to 2 shared pools
• off-street parking • Sleeps 4 • Fully equipped unit •
• Great
access to bars/restaurants • Easy access to beach •
3-5 night minimum stayrequirements
Click here for more information and photos
We have an
extensive range of vacation rentals in Key West Florida.
Many are located within a short walk from the infamous Duval
Street and Key West attractions and nightlife. They
range from Key West cottages and Duval Street condos to
Historic Old Town mansions. We rent nightly, weekly
and monthly. Most of the properties in Old Town Key
West have minimum stay requirements. We do have condos
that take 2 nights or more but our cottages and houses are
usually a 5 night minimum stay duirng Season and 3 nights in
the off-season. Generally the main Season months in
Key West, Florida are January-April. Oftern May and
November have shoulder-season rates. Some of the nightly
vacation rentals in Key West do have extra person charges.
If you have any questions concerning our Key West
accommodations then feel free to give us a call.
