Holiday rentals near Duval Street
We found 2,392 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:15 Aug - 22 Aug
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$6,353
AU$6,353
AU$908 per night
includes taxes & fees
Image gallery for Steps from Duval with Private Pool – Southern Palms
8.08.0 out of 10 rating
Very good
(7 reviews)
Steps from Duval with Private Pool – Southern Palms
Key West, Florida
8% off
Price is AU$24,877
AU$24,877
AU$3,554 per night
includes taxes & fees
Image gallery for Parking, Pet Friendly, Pool, Dock - Suncoast House
9.69.6 out of 10 rating
Exceptional
(36 reviews)
Parking, Pet Friendly, Pool, Dock - Suncoast House
Key West, Florida
8% off
Price is AU$21,452
AU$21,452
AU$3,065 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$11,833
AU$11,833
AU$1,690 per night
includes taxes & fees
Image gallery for Parking, Pet Friendly, Pool & Dock - Aquaria House
9.89.8 out of 10 rating
Exceptional
(34 reviews)
Parking, Pet Friendly, Pool & Dock - Aquaria House
Key West, Florida
8% off
Price is AU$17,134
AU$17,134
AU$2,448 per night
includes taxes & fees
Image gallery for Old Town Bali Hideaway For 2, Just Steps From Duval
1010 out of 10 rating
Exceptional
(88 reviews)
Old Town Bali Hideaway For 2, Just Steps From Duval
Key West, Fl
8% off
Price is AU$5,149
AU$5,149
AU$736 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$6,438
AU$6,438
AU$920 per night
includes taxes & fees
Image gallery for Key West 44ft Sailboat Wild Thing-Summer Fun Sandbar Motorboat Trips
9.49.4 out of 10 rating
Exceptional
(76 reviews)
Key West 44ft Sailboat Wild Thing-Summer Fun Sandbar Motorboat Trips
Key West, FL
8% off
Price is AU$6,100
AU$6,100
AU$871 per night
includes taxes & fees
Image gallery for Pool View 3BR Residence | Beachside Resort
9.89.8 out of 10 rating
Exceptional
(47 reviews)
Pool View 3BR Residence | Beachside Resort
Key West, Florida
8% off
Price is AU$8,668
AU$8,668
AU$1,238 per night
includes taxes & fees
Image gallery for Parking, Pool & Dock - Spindrift House
1010 out of 10 rating
Exceptional
(26 reviews)
Parking, Pool & Dock - Spindrift House
Key West, Florida
8% off
Price is AU$16,983
AU$16,983
AU$2,426 per night
includes taxes & fees
Image gallery for Commodore's Compound - Epic Location Near Duval
9.09.0 out of 10 rating
Wonderful
(11 reviews)
Commodore's Compound - Epic Location Near Duval
Key West, Florida
8% off
Price is AU$27,482
AU$27,482
AU$3,926 per night
includes taxes & fees
Image gallery for The Hollinsed House "Victorian Delights" - Large 1 Bedroom
9.89.8 out of 10 rating
Exceptional
(122 reviews)
The Hollinsed House "Victorian Delights" - Large 1 Bedroom
Key West, FL
7% off
Price is AU$3,347
AU$3,347
AU$478 per night
includes taxes & fees
Image gallery for Hollinsed House Poolside / King Studio / sleeps 2
9.69.6 out of 10 rating
Exceptional
(106 reviews)
Hollinsed House Poolside / King Studio / sleeps 2
Key West, FL
5% off
Price is AU$3,259
AU$3,259
AU$466 per night
includes taxes & fees
Image gallery for 3 Bedroom 2 Bath Oceanfront Condo quiet and secluded adjacent to Hotel/Marina
1010 out of 10 rating
Exceptional
(44 reviews)
3 Bedroom 2 Bath Oceanfront Condo quiet and secluded adjacent to Hotel/Marina
Key West, FL
8% off
Price is AU$6,778
AU$6,778
AU$968 per night
includes taxes & fees
Image gallery for Key West dream townhouse * Sleeps 6 * Like new! Old Town * Perfect location
1010 out of 10 rating
Exceptional
(49 reviews)
Key West dream townhouse * Sleeps 6 * Like new! Old Town * Perfect location
Key West, FL
7% off
Price is AU$5,471
AU$5,471
AU$782 per night
includes taxes & fees
Image gallery for The Island Suite at KW Vacation
1010 out of 10 rating
Exceptional
(107 reviews)
The Island Suite at KW Vacation
Key West, FL
8% off
Price is AU$3,402
AU$3,402
AU$486 per night
includes taxes & fees
Image gallery for Tropical Key West out of the way
9.49.4 out of 10 rating
Exceptional
(164 reviews)
Tropical Key West out of the way
Key West, FL
8% off
Price is AU$5,722
AU$5,722
AU$817 per night
includes taxes & fees
Image gallery for The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6
9.89.8 out of 10 rating
Exceptional
(214 reviews)
The Caribbean Suite - 2-K-bedroom /1 bath/ kitchenette/sleeps 6
Key West, FL
6% off
Price is AU$4,048
AU$4,048
AU$578 per night
includes taxes & fees
Image gallery for Pool, Parking, & Pet Friendly - Sunnyside Up
1010 out of 10 rating
Exceptional
(7 reviews)
Pool, Parking, & Pet Friendly - Sunnyside Up
Key West, Florida
8% off
Price is AU$10,807
AU$10,807
AU$1,544 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
(182 reviews)
Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key
Key West, FL
8% off
Price is AU$5,510
AU$5,510
AU$787 per night
includes taxes & fees
Image gallery for The Cozy Little Cottage!
9.69.6 out of 10 rating
Exceptional
(31 reviews)
The Cozy Little Cottage!
Key West, FL
8% off
Price is AU$3,434
AU$3,434
AU$491 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
(33 reviews)
'LA DOLCE VITA' OLD TOWN, STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!
Key West, FL
6% off
Price is AU$2,663
AU$2,663
AU$380 per night
includes taxes & fees
Image gallery for Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
1010 out of 10 rating
Exceptional
(116 reviews)
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Key West, FL
8% off
Price is AU$3,165
AU$3,165
AU$452 per night
includes taxes & fees
Image gallery for Private Parking & Near Downtown - Sea Breeze
9.49.4 out of 10 rating
Exceptional
(40 reviews)
Private Parking & Near Downtown - Sea Breeze
Key West, Florida
8% off
Price is AU$6,124
AU$6,124
AU$875 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
Aqua Lodges at Hurricane Hole Marina
Sleeps 4 · 2 bedrooms
9.09.0 out of 10
Wonderfulwonderful
137 reviews(137 reviews)
Wahoo Way | Charming Hideaway On Duval Street!
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
10 reviews(10 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
80 reviews(80 reviews)
Duval Delight | Recently Remodeled Condo on Duval!
Sleeps 8 · 1 bedroom · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Casa Bonita | Stylish Condo with Pool, Gardens & Prime Old Town Location
Sleeps 6 · 2 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
21 reviews(21 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