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.
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
Amenities: • One
and Two bedroom condos • Large split-level units • Fully
equipped • Pool
access • Parking • 4 blocks from South Beach • Easy
access to bars/restaurants • Children must be 16
or over • 2 night minimum stay requirement
Click here for more information and photos
Duval
Square Condos
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)
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 Weekly Rates:
from $1000-$4500
In Season
Weekly 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 rentals only
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)
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)
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 $180 per night or $1200 per week
In Season Rates:
from $199 per night or $1393 per week
Amenities:
• Two bedroom/2 bathroom • Sleeps 4 • Pet friendly •
Lagoon style pool • Tennis courts • Balcony • Fully equipped units • Free
parking • Close to the Atlantic Ocean • guests • No minimum stay
requirement •
Best
value for money
Click here for more information and photos
• Unit shown sleeps 4,
we have others with sleeper sofa, sleeps 6.
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
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)
Click here for more information
and photos
Casa Louisa
Location: 1.5 blocks from
Duval Street in Old Town Key West
Louisa Street
1-866-539-7222
Off Season Weekly Rates: from
$2100
In Season Weekly Rates: from
$3300
Amenities: • Three
bedrooms/2 bathrooms • Plunge pool • Sleeps 6 • Recently
restored • 4 blocks from beach • Nightly
rates sometimes available • A true piece of Key West Paradise
Click here for more information and photos
Caribbean Isle
at Beachside Resort
Location: 3 miles from Duval Street
3841 N Roosevelt Blvd
1-866-539-7222
Off Season Weekly
Rates: from
$1500
In Season Weekly Rates:
from
$2262
Amenities:
• Two bedrooms/Two and a half bathrooms •
Luxury Resort Condo
• Sleeps 6 • Fully equipped unit •
Undercover Secure Parking • Oceanside Pool •
Jacuzzi • Two bars • Fine Dining Restaurant • Private
Gym • Can be separated into 1/1 condo and
separate bedroom/bathroom • Available for
2
night bookings and over (nightly rates vary
according to length of stay)
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 Weekly
Rates: from $1300
In Season Weekly Rates: from
$1800
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 Nightly
Rates: from
$338
In Season Nightly Rates:
from $438
Amenities:
2 bedrooms/2 bathrooms • Private Heated Pool
• Sleeps 6 • Fully equipped unit •
Secluded 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 Weekly
Rates: from
$5500
In Season Weekly Rates:
from $6000
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 $398 per night
In Season Rates:
from $608 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
