Vacation Rentals in Key West, Florida
Nightly rates from: $69* – Average nightly rate per bedroom: $124* – Deals available: 16
- bedrooms 2
- baths 2
-
rates (USD)
2,400
- 3,750
/wk
Key West, Florida Vacation Rentals and Tourism
If you’re looking for the perfect summer beach house getaway, Key West should be your next destination. From bar hopping to island hopping, it doesn’t get much better than the tropical islands of the Keys, and thankfully, Key West vacation rentals welcome you with open arms.
- Need help planning your trip? Well then, look no further than our detailed Key West Travel Guide!
Do you like to kayak? Fish? Scuba dive? Comb the beach? Swim with dolphins? Whatever the case, a Key West private beach rental is the best option for you and your fellow travelers, whether that includes just your significant other or several people. Sunny beaches, a thrilling nightlife, intriguing attractions like the Key West Museum of Art and History, Pirate Soul Museum, and Key West Aquarium, wonderful restaurants and bars, exciting boat tours, and much more await those who stay in a Key West beach cottage rental, condo, villa, or home.
It’s not an overstatement to say that your Key West summer beach house getaway will be remembered for as long as you live; you’ll want to come back to the tropical paradise again and again! Luckily, a Key West beach rental offers way more space and amenities than a hotel room, but at a much greater value. So with all your choices for Key West vacation rentals, you can easily have a priceless experience -- without going broke.
If you’re ready to experience one of the most relaxing and magical vacations of your lifetime, then find the Key West condo rental, home or villa that’s ideal for you and your price range.
Sights and tours to see:
Key West Museum of Art and History
Pirate Soul Museum
Key West Aquarium
Bars, people watching, beaches, sunsets: Key West is a great place to party and to relax! It's also a great place to score good deals on lodging with Key West discount vacation rentals. Whether you're going to party all night or go visit museums, we know you're the kind of person that likes to save money, and that's exactly what you'll do if you book one of our Key West vacation rental beach houses, condos or town homes. Key West vacation rentals are spacious, even luxurious, and all at an affordable price that will leave you and your budget more than satisfied. Key West vacation rental deals won't let you down.
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Check out more areas which feature homes, villas, cabins, cottages, or condos.
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10% off = $171 per night
-
Use of 2 Adult Bikes
($150)
- bedrooms 1
- community 1800 Atlantic
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$190
- $275
/nt
$1,250 - $1,850 /wk
$4,500 - $6,660 /mth
-
15% off = $1,360 per week
-
cleaning fee
($100)
- bedrooms 2
- community La Brisa
- rental type Condo
owner badge
- sleeps 8
- baths 2
- rates (USD)
$250
- $425
/nt
$1,600 - $2,800 /wk
-
25% off = $1,125 per week
- bedrooms 2
- community Windward Park
- rental type Townhome
owner badge
- sleeps 4
- baths 2
- rates (USD)
$1,200
- $2,500
/wk
$4,500 - $5,500 /mth
-
10% off = $1,125 per week
-
Use of 2 Adult Bikes
($150)
- bedrooms 2
- community Truman Annex
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$1,250
- $1,850
/wk
$4,500 - $6,660 /mth
-
$400 off = $1,500 per week
- bedrooms 2
- community Truman Annex
- rental type Cottage
owner badge
- sleeps 6
- baths 2
- rates (USD)
$1,750
- $2,200
/wk
$5,250 - $6,900 /mth
-
$25 off = $225 per night
- bedrooms 2
- community Coral Hammock
- rental type Townhome
- sleeps 6
- baths 2½
- rates (USD)
$250
- $450
/nt
$1,300 - $2,200 /wk
$5,200 - $7,200 /mth
-
$200 off = $300 per night
- bedrooms 2
- community Galleon Resort
- rental type Condo
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- sleeps 8
- baths 2
- rates (USD)
$415
- $600
/nt
$2,500 - $4,150 /wk
-
$120 off = $275 per night
- bedrooms 1
- community Galleon Resort
- rental type Condo
owner badge
- sleeps 5
- baths 1
- rates (USD)
$335
- $460
/nt
$2,000 - $3,100 /wk
-
free night valued at USD $275
- bedrooms 3
- community
- rental type Houseboat
owner badge
- sleeps 6
- baths 3
- rates (USD)
$275
- $400
/nt
$1,800 - $2,400 /wk
$3,000 - $8,000 /mth
-
free night valued at USD $350
- bedrooms 3
- community
- rental type Houseboat
owner badge
- sleeps 6
- baths 2
- rates (USD)
$350
- $500
/nt
$2,400 - $3,000 /wk
-
$50 off = $150 per night
- bedrooms 0
- community Galleon Resort
- rental type Studio
owner badge
- sleeps 2
- baths 1
- rates (USD)
$160
- $240
/nt
$960 - $1,600 /wk
-
20% off = $1,280 per week
- bedrooms 2
- community Truman Annex
- rental type Condo
owner badge
- sleeps 4
- baths 2
- rates (USD)
$1,400
- $2,000
/wk
$3,750 - $5,500 /mth
- bedrooms 3
- community
- rental type Houseboat
- sleeps 5
- baths 2
- rates (USD)
$225
- $400
/nt
$1,400 - $2,300 /wk
- bedrooms 2
- community Truman Annex
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$1,300
- $2,400
/wk
$4,000 - $8,000 /mth
- bedrooms 2
- community Truman Annex
- rental type Condo
owner badge
- sleeps 1
- baths 1
- rates (USD)
$1,300
- $2,400
/wk
$3,900 - $6,800 /mth
- bedrooms 2
- community Cuban Club Condo
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$295
- $525
/nt
$1,855 - $3,325 /wk
$6,625 - $7,925 /mth
- bedrooms 3
- community Truman Annex
- rental type House
owner badge
- sleeps 6
- baths 3
- rates (USD)
$549
- $859
/nt
$1,975 - $3,849 /wk
$8,995 - $14,869 /mth
- bedrooms 4
- community Harbour Place
- rental type Condo
owner badge
- sleeps 8
- baths 4
- rates (USD)
$495
- $1,595
/nt
$2,489 - $6,989 /wk
$11,989 - $21,489 /mth
- bedrooms 1
- community Old Town
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$208
- $288
/nt
$1,300 - $1,850 /wk
- bedrooms 2
- community Seaside Community
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$1,200
- $2,000
/wk
$4,500 - $6,000 /mth
- bedrooms 1
- community La Brisa Condos
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$975
- $1,550
/wk
- bedrooms 2
- community
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$2,500
- $2,700
/wk
- bedrooms 2
- community
- rental type Houseboat
- sleeps 5
- baths 2
- rates (USD)
$250
- $300
/nt
- bedrooms 1
- community Truman Annex
- rental type Condo
owner badge
- sleeps 2
- baths 1
- rates (USD)
$1,200
- $2,300
/wk
$3,500 - $6,500 /mth
- bedrooms 2
- community Windward Park
- rental type House
owner badge
- sleeps 4
- baths 2
- rates (USD)
$200
- $320
/nt
$1,500 - $2,200 /wk
- bedrooms 2
- community Truman Annex
- rental type Townhome
owner badge
- sleeps 4
- baths 2
- rates (USD)
$1,800
- $2,300
/wk
- bedrooms 2
- community Duval Square
- rental type Townhome
- sleeps 6
- baths 2½
- rates (USD) $4,000 - $6,000 /mth
- bedrooms 1
- community Old Town
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$208
- $288
/nt
$1,300 - $1,850 /wk
- bedrooms 3
- community
- rental type Houseboat
owner badge
- sleeps 8
- baths 2
- rates (USD)
$325
- $425
/nt
$2,275 - $2,500 /wk
- bedrooms 0
- community Courtyard of Key Wes
- rental type Studio
owner badge
- sleeps 2
- baths 1
- rates (USD)
$115
- $230
/nt
$750 - $1,500 /wk
- bedrooms 2
- community 1800 Atlantic
- rental type Condo
owner badge
- sleeps 4
- baths 2
- rates (USD)
$245
- $405
/nt
$1,550 - $2,600 /wk
- bedrooms 2
- community 1800 Atlantic
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$1,750
- $2,700
/wk
- bedrooms 2
- community Condo Association
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$1,125
- $2,000
/wk
- bedrooms 2
- community La Brisa Condos
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$225
- $350
/nt
$1,415 - $2,200 /wk
- bedrooms 0
- community
- rental type Studio
owner badge
- sleeps 2
- baths 1
- rates (USD)
$79
- $129
/nt
$553 - $903 /wk
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 4
- rates (USD)
$4,900
- $12,500
/wk
- bedrooms 3
- community
- rental type Townhome
- sleeps 6
- baths 2½
- rates (USD)
$2,900
- $7,500
/wk
- bedrooms 2
- community 1800 Atlantic
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$2,100
- $3,300
/wk
- bedrooms 2
- community Windward Park
- rental type Townhome
owner badge
- sleeps 4
- baths 2
- rates (USD)
$1,300
- $2,250
/wk
- bedrooms 4
- community
- rental type House
- sleeps 8
- baths 2
- rates (USD) $5,500 - $9,500 /mth
- bedrooms 5
- community
- rental type House
owner badge
- sleeps 12
- baths 4
- rates (USD)
$700
- $1,000
/nt
$4,900 - $7,000 /wk
- bedrooms 2
- community Duval Square
- rental type Townhome
- sleeps 6
- baths 2½
- rates (USD)
$1,350
- $1,950
/wk
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD) $3,000 - $6,500 /mth
- bedrooms 3
- community Simonton Cottages
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$238
- $378
/nt
$1,400 - $1,900 /wk
- bedrooms 3
- community
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$375
- $530
/nt
$2,350 - $3,475 /wk
- bedrooms 2
- community Coral Hammock
- rental type Townhome
- sleeps 6
- baths 2½
- rates (USD)
$150
- $245
/nt
$900 - $1,525 /wk
- bedrooms 5
- community
- rental type House
- sleeps 12
- baths 5½
- rates (USD)
$865
- $1,225
/nt
$5,800 - $8,300 /wk
- bedrooms 2
- community
- rental type House
- sleeps 6
- baths 2½
- rates (USD)
$2,100
- $3,000
/wk
- bedrooms 3
- community
- rental type House
owner badge
- sleeps 8
- baths 2
- rates (USD)
$2,800
- $3,600
/wk
- bedrooms 2
- community Duval Square
- rental type Condo
- sleeps 6
- baths 2½
- rates (USD)
$225
- $300
/nt
$1,300 - $1,875 /wk
- bedrooms 2
- community Truman Annex
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$1,050
- $1,900
/wk
- bedrooms 2
- community
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$285
- $300
/nt
$1,995 - $2,100 /wk
- bedrooms 4
- community Truman Annex
- rental type House
- sleeps 8
- baths 3
- rates (USD)
$4,500
- $6,500
/wk
- bedrooms 4
- community Truman Annex
- rental type House
- sleeps 8
- baths 4
- rates (USD)
$5,900
- $8,900
/wk
- bedrooms 3
- community Truman Annex
- rental type Townhome
- sleeps 6
- baths 2
- rates (USD)
$2,500
- $3,500
/wk
- bedrooms 2
- community Truman Annex
- rental type Townhome
- sleeps 6
- baths 1½
- rates (USD)
$1,600
- $2,800
/wk
- bedrooms 4
- community
- rental type House
owner badge
- sleeps 8
- baths 3
- rates (USD)
$200
- $585
/nt
$1,470 - $3,920 /wk
- bedrooms 2
- community
- rental type House
- sleeps 4
- baths 2½
- rates (USD) $3,350 - $5,950 /mth
- bedrooms 2
- community Yes
- rental type House
- sleeps 4
- baths 1½
- rates (USD)
$85
- $180
/nt
$1,000 - $1,400 /wk
$2,200 - $3,900 /mth
- bedrooms 2
- community Shipyard
- rental type Townhome
- sleeps 4
- baths 1
- rates (USD) $3,000 - $5,500 /mth
- bedrooms 3
- community Casa Marina District
- rental type Townhome
- sleeps 8
- baths 3½
- rates (USD) $4,000 - $10,000 /mth
- bedrooms 1
- community
- rental type House
- sleeps 2
- baths 1
- rates (USD) $1,800 - $3,500 /mth
- bedrooms 2
- community
- rental type House
- sleeps 6
- baths 2½
- rates (USD) $5,000 - $9,000 /mth
- bedrooms 2
- community Truman Annex
- rental type Villa
- sleeps 4
- baths 1
- rates (USD)
$850
- $1,800
/wk
- bedrooms 2
- community Oceanside Marina
- rental type Houseboat
- sleeps 6
- baths ½
- rates (USD)
$69
- $100
/nt
$500 - $500 /wk
- bedrooms 1
- community The Banyan Resort
- rental type Hotel
- sleeps 4
- baths 1
- rates (USD)
$1,400
- $1,500
/wk
- bedrooms 2
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD) $110,000 - $120,000 /mth
- bedrooms 3
- community Key West Golf Club
- rental type House
- sleeps 6
- baths 2½
- rates (USD) $3,800 - $7,000 /mth
- bedrooms 2
- community
- rental type Condo
- sleeps 4
- baths 2½
- rates (USD)
$199
- $419
/nt
$1,393 - $2,933 /wk
$8,000 - $10,000 /mth
- bedrooms 2
- community
- rental type House
owner badge
- sleeps 4
- baths 1
- rates (USD) $3,000 - $3,400 /mth
- bedrooms 4
- community
- rental type House
- sleeps 8
- baths 4½
- rates (USD) $11,000 - $16,000 /mth
- bedrooms 2
- community The Meadows
- rental type Condo
- sleeps 4
- baths 2
- rates (USD) $3,000 - $4,500 /mth
- bedrooms 2
- community
- rental type Cottage
- sleeps 4
- baths 1
- rates (USD)
$198
- $258
/nt
$1,386 - $1,806 /wk
- bedrooms 2
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$258
- $308
/nt
$1,806 - $2,156 /wk
- bedrooms 1
- community
- rental type Cottage
- sleeps 2
- baths 1
- rates (USD)
$168
- $168
/nt
$1,176 - $1,176 /wk
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 2½
- rates (USD)
$408
- $508
/nt
$2,856 - $3,556 /wk
- bedrooms 4
- community
- rental type House
- sleeps 10
- baths 2
- rates (USD)
$348
- $448
/nt
$2,436 - $3,136 /wk
- bedrooms 0
- community
- rental type Studio
- sleeps 4
- baths 1
- rates (USD)
$128
- $148
/nt
$896 - $1,036 /wk
- bedrooms 0
- community
- rental type Studio
owner badge
- sleeps 4
- baths 1
- rates (USD)
$168
- $248
/nt
$1,176 - $1,736 /wk
- bedrooms 0
- community
- rental type Studio
- sleeps 2
- baths 1
- rates (USD)
$198
- $268
/nt
- bedrooms 3
- community
- rental type House
owner badge
- sleeps 6
- baths 2
- rates (USD)
$368
- $468
/nt
$2,576 - $3,276 /wk
- bedrooms 3
- community
- rental type House
- sleeps 10
- baths 3½
- rates (USD) $5,000 - $7,500 /mth
- bedrooms 1
- community
- rental type Cottage
- sleeps 4
- baths 1
- rates (USD)
$198
- $278
/nt
$1,386 - $1,946 /wk
- bedrooms 2
- community
- rental type Cottage
- sleeps 6
- baths 2
- rates (USD)
$298
- $388
/nt
$2,086 - $2,716 /wk
- bedrooms 3
- community
- rental type House
- sleeps 10
- baths 2
- rates (USD)
$348
- $448
/nt
$2,436 - $3,136 /wk
- bedrooms 2
- community
- rental type Cottage
- sleeps 5
- baths 2
- rates (USD)
$245
- $295
/nt
$1,715 - $2,065 /wk
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 3
- rates (USD) $5,000 - $8,000 /mth
- bedrooms 6
- community
- rental type House
- sleeps 13
- baths 6
- rates (USD)
$7,000
- $9,500
/wk
$28,000 - $32,000 /mth
- bedrooms 2
- community Key West Golf Club
- rental type Villa
- sleeps 4
- baths 2½
- rates (USD) $1,800 - $6,000 /mth
- bedrooms 3
- community Oceanside Marina
- rental type Houseboat
owner badge
- sleeps 6
- baths 3
- rates (USD)
$185
- $186
/nt
$1,295 - $1,296 /wk
$5,180 - $5,190 /mth
- bedrooms 2
- community Windward Park
- rental type Townhome
- sleeps 4
- baths 2
- rates (USD)
$183
- $325
/nt
$1,100 - $1,950 /wk
- bedrooms 3
- community 15miles KeyWest
- rental type House
- sleeps 8
- baths 2
- rates (USD) $12,500 - $14,500 /mth
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$2,400
- $4,800
/wk
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD) $3,500 - $7,500 /mth
- bedrooms 2
- community Truman Annex
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$900
- $1,800
/wk
$3,600 - $5,400 /mth
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$1,300
- $1,500
/wk
- bedrooms 1
- community
- rental type Condo
- sleeps 4
- baths 1
- rates (USD) $2,400 - $6,400 /mth
- bedrooms 1
- community
- rental type Houseboat
- sleeps 6
- baths 1
- rates (USD)
$74
- $100
/nt
- bedrooms 2
- community
- rental type House
- sleeps 4
- baths 1
- rates (USD) $6,500 - $7,500 /mth
- bedrooms 2
- community
- rental type House
- sleeps 4
- baths 2
- rates (USD)
$2,400
- $3,750
/wk
- bedrooms 2
- community
- rental type House
- sleeps 6
- baths 2½
- rates (USD)
$398
- $498
/nt
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD) $7,500 - $8,500 /mth
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 2½
- rates (USD) $5,500 - $9,500 /mth
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 3
- rates (USD) $6,000 - $10,000 /mth
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 3
- rates (USD)
$3,500
- $4,200
/wk
$12,000 - $12,000 /mth
- bedrooms 4
- community Old Town
- rental type House
owner badge
- sleeps 8
- baths 4
- rates (USD)
$2,890
- $4,190
/wk
- bedrooms 5
- community
- rental type House
- sleeps 10
- baths 3
- rates (USD) $15,000 - $18,000 /mth