Key West holiday rentals
We found 2,789 holiday rentals — enter your dates for availability
Choose the right private holiday rental that's close to Key West, FL (EYW-Key West Intl.). Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as air conditioning and cable TV. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Key West, FL (EYW-Key West Intl.)
Showing deals for:30 Jan - 6 Feb
Image gallery for Larkshine House at Lunara Bay
1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Larkshine House at Lunara Bay
Key West, FL
8% off
Price is AU$51,980
AU$51,980
for 7 nights, 1 home
AU$7,426 per night
includes taxes & fees
Image gallery for Springtide House at Lunara Bay
9.89.8 out of 10, Exceptional, (43 reviews)
Exceptional
(43 reviews)
Springtide House at Lunara Bay
Key West, FL
8% off
Price is AU$32,619
AU$32,619
for 7 nights, 1 home
AU$4,660 per night
includes taxes & fees
Image gallery for 34’ Catamaran Sailboat
9.49.4 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)
34’ Catamaran Sailboat
Key West, FL
8% off
Price is AU$3,804
AU$3,804
for 7 nights, 1 houseboat
AU$543 per night
includes taxes & fees
Image gallery for Capmar House at Lunara Bay
9.89.8 out of 10, Exceptional, (28 reviews)
Exceptional
(28 reviews)
Capmar House at Lunara Bay
Key West, FL
8% off
Price is AU$30,616
AU$30,616
for 7 nights, 1 home
AU$4,374 per night
includes taxes & fees
Image gallery for Altair House at Lunara Bay
1010 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
Altair House at Lunara Bay
Key West, Florida
8% off
Price is AU$43,975
AU$43,975
for 7 nights, 1 home
AU$6,282 per night
includes taxes & fees
Image gallery for 1 Block to Duval St | Banana's Foster Guesthouse
1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
1 Block to Duval St | Banana's Foster Guesthouse
Key West, FL
8% off
Price is AU$35,999
AU$35,999
for 7 nights, 1 home
AU$5,143 per night
includes taxes & fees
Image gallery for The Seagate Estate at Lunara Bay
1010 out of 10, Exceptional, (17 reviews)
Exceptional
(17 reviews)
The Seagate Estate at Lunara Bay
Key West, FL
8% off
Price is AU$31,616
AU$31,616
for 7 nights, 1 home
AU$4,517 per night
includes taxes & fees
Image gallery for Suncoast House at Lunara Bay
9.69.6 out of 10, Exceptional, (40 reviews)
Exceptional
(40 reviews)
Suncoast House at Lunara Bay
Key West, FL
8% off
Price is AU$45,862
AU$45,862
for 7 nights, 1 home
AU$6,552 per night
includes taxes & fees
Image gallery for The Cathouse, an Old Town tropical poolside oasis with huge, heated pool
1010 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
The Cathouse, an Old Town tropical poolside oasis with huge, heated pool
Key West, FL
10% off
Price is AU$20,502
AU$20,502
for 7 nights, 1 home
AU$2,929 per night
includes taxes & fees
Image gallery for Mastway House at Lunara Bay - Wellness Home
9.69.6 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)
Mastway House at Lunara Bay - Wellness Home
Key West, FL
8% off
Price is AU$33,617
AU$33,617
for 7 nights, 1 home
AU$4,802 per night
includes taxes & fees
Image gallery for NAUTILUS...ocean front cottage retreat ~
8.88.8 out of 10, Excellent, (6 reviews)
Excellent
(6 reviews)
NAUTILUS...ocean front cottage retreat ~
Summerland Key, FL
8% off
Price is AU$7,413
AU$7,413
for 7 nights, 1 cottage
AU$1,059 per night
includes taxes & fees
Image gallery for Classic King, Pool - Curry Mansion Inn
9.29.2 out of 10, Wonderful, (20 reviews)
Wonderful
(20 reviews)
Classic King, Pool - Curry Mansion Inn
Key West, FL
8% off
Price is AU$4,639
AU$4,639
for 7 nights, 1 apartment
AU$663 per night
includes taxes & fees
Image gallery for Casa Grande by AvantStay | Dt Key West | Near South Beach w/ Pool
9.89.8 out of 10, Exceptional, (77 reviews)
Exceptional
(77 reviews)
Casa Grande by AvantStay | Dt Key West | Near South Beach w/ Pool
Key West, FL
7% off
Price is AU$28,378
AU$28,378
for 7 nights, 1 home
AU$4,054 per night
includes taxes & fees
Image gallery for Ocean views! <br>Luxury suites
1010 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)
Ocean views! <br>Luxury suites
Key West, FL
11% off
Price is AU$7,445
AU$7,445
for 7 nights, 1 houseboat
AU$1,064 per night
includes taxes & fees
Image gallery for Brisa Del Mar by AvantStay | Communal Pool | Gated Community | Ocean Front
9.29.2 out of 10, Wonderful, (51 reviews)
Wonderful
(51 reviews)
Brisa Del Mar by AvantStay | Communal Pool | Gated Community | Ocean Front
Key West, FL
6% off
Price is AU$7,656
AU$7,656
for 7 nights, 1 home
AU$1,094 per night
includes taxes & fees
Image gallery for Aquaria House at Lunara Bay
9.89.8 out of 10, Exceptional, (37 reviews)
Exceptional
(37 reviews)
Aquaria House at Lunara Bay
Key West, FL
8% off
Price is AU$31,616
AU$31,616
for 7 nights, 1 home
AU$4,517 per night
includes taxes & fees
Image gallery for Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
9.69.6 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Summerland Key, FL
8% off
Price is AU$4,102
AU$4,102
for 7 nights, 1 cottage
AU$586 per night
includes taxes & fees
Image gallery for Pet Friendly, Pool, Free Parking - The Grand Turk
8.48.4 out of 10, Very good, (18 reviews)
Very good
(18 reviews)
Pet Friendly, Pool, Free Parking - The Grand Turk
Key West, FL
8% off
Price is AU$8,173
AU$8,173
for 7 nights, 1 apartment
AU$1,168 per night
includes taxes & fees
Image gallery for Lower Keys paradise
1010 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)
Lower Keys paradise
Summerland Key, FL
8% off
Price is AU$3,712
AU$3,712
for 7 nights, 1 home
AU$530 per night
includes taxes & fees
Image gallery for Duval Sea Turtle by AvantStay | Great Location | Close to Shops | Shared Pool!
9.69.6 out of 10, Exceptional, (71 reviews)
Exceptional
(71 reviews)
Duval Sea Turtle by AvantStay | Great Location | Close to Shops | Shared Pool!
Key West, FL
6% off
Price is AU$8,461
AU$8,461
for 7 nights, 1 home
AU$1,209 per night
includes taxes & fees
Image gallery for Tranquility by AvantStay | Close to Duval St w/ BBQ & Shared Pool
9.69.6 out of 10, Exceptional, (88 reviews)
Exceptional
(88 reviews)
Tranquility by AvantStay | Close to Duval St w/ BBQ & Shared Pool
Key West, FL
6% off
Price is AU$7,232
AU$7,232
for 7 nights, 1 home
AU$1,033 per night
includes taxes & fees
Image gallery for WATERFRONT Seaside Sanctuary in the Keys with 35' SEAWALL FOR YOUR BOAT!
1010 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)
WATERFRONT Seaside Sanctuary in the Keys with 35' SEAWALL FOR YOUR BOAT!
Summerland Key, FL
8% off
Price is AU$6,534
AU$6,534
for 7 nights, 1 home
AU$933 per night
includes taxes & fees
Image gallery for Fantasy Tonight • Pool • Walk to Duval • Sleeps 10
1010 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
Fantasy Tonight • Pool • Walk to Duval • Sleeps 10
Key West, FL
8% off
Price is AU$23,743
AU$23,743
for 7 nights, 1 home
AU$3,392 per night
includes taxes & fees
Image gallery for Old Town Bali Hideaway For 2, Just Steps From Duval
9.89.8 out of 10, Exceptional, (90 reviews)
Exceptional
(90 reviews)
Old Town Bali Hideaway For 2, Just Steps From Duval
Key West, FL
8% off
Price is AU$6,216
AU$6,216
for 7 nights, 1 home
AU$888 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
Villa
Chalet
Find the best place to stay - Key West
Aqua Lodges at Hurricane Hole Marina
Sleeps 4 · 2 bedrooms
8.88.8 out of 10
Excellentexcellent
165 reviews(165 reviews)
Cottage with Pool and Boat Dockage just minutes to Key West!
Sleeps 2 · 1 bedroom · 1 bathroom
8.68.6 out of 10
Excellentexcellent
150 reviews(150 reviews)
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
Sleeps 6 · 2 bedrooms · 1 bathroom
8.88.8 out of 10
Excellentexcellent
59 reviews(59 reviews)
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Sleeps 4 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
88 reviews(88 reviews)
PET FRIENDLY! SUMMER SPECIALS !! 3 Bedroom 3 bathroom home. Sleeps 8
Sleeps 8 · 3 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
214 reviews(214 reviews)
Steps from Duval, Pool on Site & Bikes Included!
Sleeps 2 · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
407 reviews(407 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