Holiday rentals near Duval Street
We found 2,308 holiday rentals — enter your dates for availability
Find the perfect private holiday rental within easy reach of Duval Street. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as Wi-Fi and cable TV. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Duval Street
Showing deals for:7 Nov - 14 Nov
Image gallery for Living the Dream Key West Style
1010 out of 10 rating
Exceptional
(21 reviews)
Living the Dream Key West Style
Key West, FL
8% off
Price is NZ$3,863
NZ$3,863
NZ$552 per night
includes taxes & fees
Image gallery for Key West - Stock Island
9.69.6 out of 10 rating
Exceptional
(32 reviews)
Key West - Stock Island
Key West, FL
12% off
Price is NZ$5,068
NZ$5,068
NZ$724 per night
includes taxes & fees
Image gallery for The Cathouse, an Old Town tropical poolside oasis with huge, heated pool
1010 out of 10 rating
Exceptional
(9 reviews)
The Cathouse, an Old Town tropical poolside oasis with huge, heated pool
Key West, FL
10% off
Price is NZ$23,946
NZ$23,946
NZ$3,421 per night
includes taxes & fees
Image gallery for TRAVEL THE KEYS OR JUST RELAX AT THE DOCK
9.49.4 out of 10 rating
Exceptional
(28 reviews)
TRAVEL THE KEYS OR JUST RELAX AT THE DOCK
Key West, FL
8% off
Price is NZ$20,108
NZ$20,108
NZ$2,873 per night
includes taxes & fees
Image gallery for Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key
9.89.8 out of 10 rating
Exceptional
(191 reviews)
Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key
Key West, FL
8% off
Price is NZ$8,472
NZ$8,472
NZ$1,210 per night
includes taxes & fees
Image gallery for Newly Updated! The Grand Cayman Suite
9.29.2 out of 10 rating
Wonderful
(24 reviews)
Newly Updated! The Grand Cayman Suite
Key West, FL
8% off
Price is NZ$8,920
NZ$8,920
NZ$1,274 per night
includes taxes & fees
Image gallery for Ocean views! <br>I didn’t do it too
1010 out of 10 rating
Exceptional
(21 reviews)
Ocean views! <br>I didn’t do it too
Key West, FL
7% off
Price is NZ$6,067
NZ$6,067
NZ$867 per night
includes taxes & fees
Image gallery for Classic King, Pool - Curry Mansion Inn
9.29.2 out of 10 rating
Wonderful
(18 reviews)
Classic King, Pool - Curry Mansion Inn
Key West, FL
8% off
Price is NZ$5,409
NZ$5,409
NZ$773 per night
includes taxes & fees
Image gallery for Parking, Pool & Pet Friendly - The Grand Turk
8.48.4 out of 10 rating
Very good
(18 reviews)
Parking, Pool & Pet Friendly - The Grand Turk
Key West, FL
8% off
Price is NZ$7,131
NZ$7,131
NZ$1,019 per night
includes taxes & fees
Image gallery for Ocean views! <br>Luxury suites
1010 out of 10 rating
Exceptional
(26 reviews)
Ocean views! <br>Luxury suites
Key West, FL
11% off
Price is NZ$6,862
NZ$6,862
NZ$980 per night
includes taxes & fees
Image gallery for Just steps to Duval- Sleeps 10- Pool House
1010 out of 10 rating
Exceptional
(9 reviews)
Just steps to Duval- Sleeps 10- Pool House
Key West, FL
8% off
Price is NZ$23,410
NZ$23,410
NZ$3,344 per night
includes taxes & fees
Image gallery for Steps from Duval with Private Pool – Southern Palms
8.88.8 out of 10 rating
Excellent
(11 reviews)
Steps from Duval with Private Pool – Southern Palms
Key West, FL
8% off
Price is NZ$36,877
NZ$36,877
NZ$5,268 per night
includes taxes & fees
Image gallery for Near Duval: Hot Tub, Sleeps 6, Top Location
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Near Duval: Hot Tub, Sleeps 6, Top Location
Key West, FL
8% off
Price is NZ$18,279
NZ$18,279
NZ$2,611 per night
includes taxes & fees
Image gallery for Private Parking & Near Downtown - Sea Breeze
9.49.4 out of 10 rating
Exceptional
(48 reviews)
Private Parking & Near Downtown - Sea Breeze
Key West, FL
8% off
Price is NZ$10,150
NZ$10,150
NZ$1,450 per night
includes taxes & fees
Image gallery for Penthouse Beach Ocean Views- Live the Dream
9.89.8 out of 10 rating
Exceptional
(243 reviews)
Penthouse Beach Ocean Views- Live the Dream
Key West, FL
12% off
Price is NZ$9,335
NZ$9,335
NZ$1,334 per night
includes taxes & fees
Image gallery for Classic King & Private Balcony - Curry Mansion Inn
8.48.4 out of 10 rating
Very good
(5 reviews)
Classic King & Private Balcony - Curry Mansion Inn
Key West, FL
8% off
Price is NZ$5,562
NZ$5,562
NZ$795 per night
includes taxes & fees
Image gallery for Deluxe Queen & Pet Friendly - Curry Mansion Inn
9.29.2 out of 10 rating
Wonderful
(9 reviews)
Deluxe Queen & Pet Friendly - Curry Mansion Inn
Key West, FL
8% off
Price is NZ$5,748
NZ$5,748
NZ$821 per night
includes taxes & fees
Image gallery for Free Parking, Pool, & Pet Friendly - The Trinidad
9.29.2 out of 10 rating
Wonderful
(35 reviews)
Free Parking, Pool, & Pet Friendly - The Trinidad
Key West, FL
8% off
Price is NZ$6,758
NZ$6,758
NZ$965 per night
includes taxes & fees
Image gallery for Classic King, Pool - Curry Mansion Inn
8.28.2 out of 10 rating
Very good
(24 reviews)
Classic King, Pool - Curry Mansion Inn
Key West, FL
8% off
Price is NZ$5,409
NZ$5,409
NZ$773 per night
includes taxes & fees
Image gallery for King Bed + Sleeper Sofa & Balcony -James House
9.49.4 out of 10 rating
Exceptional
(12 reviews)
King Bed + Sleeper Sofa & Balcony -James House
Key West, FL
8% off
Price is NZ$5,969
NZ$5,969
NZ$853 per night
includes taxes & fees
Image gallery for King Suite with Balcony - The James House
9.89.8 out of 10 rating
Exceptional
(7 reviews)
King Suite with Balcony - The James House
Key West, FL
8% off
Price is NZ$5,709
NZ$5,709
NZ$816 per night
includes taxes & fees
Image gallery for Classic King & Private Balcony - Curry Mansion Inn
8.88.8 out of 10 rating
Excellent
(6 reviews)
Classic King & Private Balcony - Curry Mansion Inn
Key West, FL
8% off
Price is NZ$5,562
NZ$5,562
NZ$795 per night
includes taxes & fees
Image gallery for Two Bedroom Residence
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Two Bedroom Residence
Key West, FL
8% off
Price is NZ$10,744
NZ$10,744
NZ$1,535 per night
includes taxes & fees
Image gallery for Parking, Pool, & Pet Friendly - The Grenada Suite
8.68.6 out of 10 rating
Excellent
(11 reviews)
Parking, Pool, & Pet Friendly - The Grenada Suite
Key West, FL
8% off
Price is NZ$8,005
NZ$8,005
NZ$1,144 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Duval Street
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Find the best place to stay - Duval Street
JUST OFF DUVAL~ 2nd Floor Condo in Center of Duval St. with Parking Space!
Sleeps 4 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
161 reviews(161 reviews)
Aqua Lodges at Hurricane Hole Marina
Sleeps 4 · 2 bedrooms
8.88.8 out of 10
Excellentexcellent
160 reviews(160 reviews)
Duval Delight | Recently Remodeled Condo on Duval!
Sleeps 8 · 1 bedroom · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
Holly's Hideaway - Truman @ Duval | Two-Bedroom Prime Location!
Sleeps 4 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Luxury two floor apartment in prime location of famous Duval Street
Sleeps 6 · 2 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
82 reviews(82 reviews)
Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value