Holiday rentals near Duval Street
We found 2,333 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:3 Oct - 10 Oct
Image gallery for Living the Dream Key West Style
1010 out of 10 rating
Exceptional
(19 reviews)
Living the Dream Key West Style
Key West, FL
8% off
Price is AU$3,483
AU$3,483
AU$498 per night
includes taxes & fees
Image gallery for Happy’s Houseboat Key West
9.29.2 out of 10 rating
Wonderful
(20 reviews)
Happy’s Houseboat Key West
Key West, FL
8% off
Price is AU$6,004
AU$6,004
AU$858 per night
includes taxes & fees
Image gallery for 3 bedroom 2 bath Ocean front condo on marina with opt boat slip.
1010 out of 10 rating
Exceptional
(14 reviews)
3 bedroom 2 bath Ocean front condo on marina with opt boat slip.
Key West, FL
8% off
Price is AU$10,950
AU$10,950
AU$1,564 per night
includes taxes & fees
Image gallery for Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
1010 out of 10 rating
Exceptional
(35 reviews)
Gorgeous Ocean View in Paradise - Three Bedroom Condo - Minutes from Key West!
Key West, FL
13% off
Price is AU$6,978
AU$6,978
AU$997 per night
includes taxes & fees
Image gallery for Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly
9.69.6 out of 10 rating
Exceptional
(97 reviews)
Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly
Key West, FL
8% off
Price is AU$5,481
AU$5,481
AU$783 per night
includes taxes & fees
Image gallery for Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals
9.69.6 out of 10 rating
Exceptional
(97 reviews)
Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals
Key West, FL
8% off
Price is AU$6,063
AU$6,063
AU$866 per night
includes taxes & fees
Image gallery for Oceanfront Marina Condo With All Luxuries
9.89.8 out of 10 rating
Exceptional
(146 reviews)
Oceanfront Marina Condo With All Luxuries
Key West, FL
8% off
Price is AU$5,700
AU$5,700
AU$814 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 AU$11,992
AU$11,992
AU$1,713 per night
includes taxes & fees
Image gallery for Beautiful Stock Island Rental ~10 Min from Downtown Key West
9.69.6 out of 10 rating
Exceptional
(40 reviews)
Beautiful Stock Island Rental ~10 Min from Downtown Key West
Key West, FL
8% off
Price is AU$5,656
AU$5,656
AU$808 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
(188 reviews)
Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key
Key West, FL
8% off
Price is AU$7,104
AU$7,104
AU$1,015 per night
includes taxes & fees
Image gallery for PET FRIENDLY! JUNE SUMMER SPECIALS !! 3 Bedroom 3 bathroom home. Sleeps 8
9.69.6 out of 10 rating
Exceptional
(213 reviews)
PET FRIENDLY! JUNE SUMMER SPECIALS !! 3 Bedroom 3 bathroom home. Sleeps 8
Key West, FL
15% off
Price is AU$5,691
AU$5,691
AU$813 per night
includes taxes & fees
Image gallery for KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.
9.09.0 out of 10 rating
Wonderful
(105 reviews)
KEY WEST LIVIN' Beautiful 66’ Yacht with 4 bedrooms and 4 bath sleeping 6.
Key West, FL
8% off
Price is AU$6,108
AU$6,108
AU$873 per night
includes taxes & fees
Image gallery for Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
8.08.0 out of 10 rating
Very good
(9 reviews)
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Key West, FL
11% off
Price is AU$2,692
AU$2,692
AU$385 per night
includes taxes & fees
Image gallery for Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach
1010 out of 10 rating
Exceptional
(236 reviews)
Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach
Key West, FL
8% off
Price is AU$6,271
AU$6,271
AU$896 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 AU$5,497
AU$5,497
AU$785 per night
includes taxes & fees
Image gallery for Balcony, Pool, & Pet Friendly - The Grand Turk
8.48.4 out of 10 rating
Very good
(18 reviews)
Balcony, Pool, & Pet Friendly - The Grand Turk
Key West, Florida
8% off
Price is AU$3,831
AU$3,831
AU$547 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 AU$6,228
AU$6,228
AU$890 per night
includes taxes & fees
Image gallery for 'LA DOLCE VITA' OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
9.69.6 out of 10 rating
Exceptional
(34 reviews)
'LA DOLCE VITA' OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
Key West, FL
7% off
Price is AU$2,896
AU$2,896
AU$414 per night
includes taxes & fees
Image gallery for Tropical Key West out of the way
9.49.4 out of 10 rating
Exceptional
(170 reviews)
Tropical Key West out of the way
Key West, FL
15% off
Price is AU$5,011
AU$5,011
AU$716 per night
includes taxes & fees
Image gallery for Decorators own Coastal Chic home
1010 out of 10 rating
Exceptional
(97 reviews)
Decorators own Coastal Chic home
Key West, FL
8% off
Price is AU$6,283
AU$6,283
AU$898 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 AU$12,521
AU$12,521
AU$1,789 per night
includes taxes & fees
Image gallery for Namaste 'The Spirit Within Me Salutes The Spirit Within You'
1010 out of 10 rating
Exceptional
(43 reviews)
Namaste 'The Spirit Within Me Salutes The Spirit Within You'
Key West, FL
8% off
Price is AU$6,757
AU$6,757
AU$965 per night
includes taxes & fees
Image gallery for The Cozy Little Cottage!
9.69.6 out of 10 rating
Exceptional
(32 reviews)
The Cozy Little Cottage!
Key West, FL
8% off
Price is AU$5,422
AU$5,422
AU$775 per night
includes taxes & fees
Image gallery for "Tranquility " At Ann Street Gardens Steps From Duval
1010 out of 10 rating
Exceptional
(78 reviews)
"Tranquility " At Ann Street Gardens Steps From Duval
Key West, FL
8% off
Price is AU$6,145
AU$6,145
AU$878 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
Showing deals for: 1 Oct - 4 Oct
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)
The current price is AU$3,111
AU$3,111
for 3 nights, 1 home
AU$1,037 per night
includes taxes & fees
Duval Delight | Recently Remodeled Condo on Duval!
Sleeps 8 · 1 bedroom · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
The current price is AU$1,952
AU$1,952
for 3 nights, 1 apartment
AU$651 per night
includes taxes & fees
Wahoo Way | Charming Hideaway On Duval Street!
Sleeps 2 · 1 bedroom · 1 bathroom
8.88.8 out of 10
Excellentexcellent
15 reviews(15 reviews)
The current price is AU$1,114
AU$1,114
for 3 nights, 1 home
AU$371 per night
includes taxes & fees
Aqua Lodges at Hurricane Hole Marina
Sleeps 4 · 2 bedrooms
8.88.8 out of 10
Excellentexcellent
156 reviews(156 reviews)
The current price is AU$1,199
AU$1,199
for 3 nights, 1 houseboat
AU$400 per night
includes taxes & fees
Ricky's Retreat - Truman @ Duval | Perfect for a Getaway in Key West
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
The current price is AU$1,013
AU$1,013
for 3 nights, 1 apartment
AU$338 per night
includes taxes & fees
Scott's Cottage - Truman @ Duval | Perfect Location! Ideal for Solos &Couples
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
The current price is AU$1,013
AU$1,013
for 3 nights, 1 apartment
AU$338 per night
includes taxes & fees
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
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