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.
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
Duval
Square Condos
Location: Just off Duval,
6 blocks from Atlantic Ocean
Duval Street
1-866-539-7222
Off
Season Rates: from $248 per night or $1300
per week
In Season
Rates: from $348 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
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: • 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 $199 per night or $1200 per week
In Season Rates:
from $285 per night or $1700 per week
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 • $10.00 extra person
charge for 5th/6th guests •
Best value for money
Click here for more information and photos
Pearls Meadows
Location: The Meadows
Pearl Street
1-866-539-7222
Off Season Rates: from $2200
per Month
In Season Rates: from
$3800 per Month
Amenities: •
Two bedrooms • Sleeps 4 • Two bathrooms • Fully equipped unit •
Private Porch and Rear Courtyard • Sought after
Key West Neighborhood • Good
access to bars/restaurants • Close to City Marina •
Pet Friendly • MONTHLY RENTAL
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)
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 • Half mile 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
In Season Weekly Rates:
from
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
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
click here for more information and photos
Garden House
Location: 1 block from Duval Street
Free School Lane
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
click here for more information and photos
Treetop Villa
Location: 3 blocks from
central Duval Street
1-866-539-7222
Off Season Weekly
Rates: from
$6500
In Season Weekly Rates:
from $7500
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
