Vacation Rentals in Islamorada, Florida
Islamorada, Florida Vacation Rentals and Tourism
For your next vacation, head south and discover what the Florida Keys have to offer by reserving your Islamorada lodging through Vacation Rentals.com. Islamorada, Florida Keys rentals are as conveniently located to Islamorada attractions as Islamorada hotels, but they provide you with something Islamorada hotels cannot - a sense of being at home. Live like a local in one of these many house rentals; Islamorada deserves your undivided attention after all! Truly become a part of this fisherman's paradise.
- What more help planning your vacation? Read our full Islamorada Travel Guide!
This colorful series of keys, given the Spanish name "purple island" by early Spanish explorers, has its own pace and way of life. The strict ordinances against over-development ensure that you'll experience a destination much different from the many other areas of Florida's coast. Eschewing formula retail chains, Islamorada condo rentals fit the "lack of a façade" that's the defining characteristic of the area.
So, if you're ready to trade strip malls for some of the best sports fishing in the country, check out one of the many homes for rent in Islamorada for your next vacation. These Islamorada Keys house rentals provide all the comforts of home, including laundry machines, Wi-Fi Internet access, big-screen televisions, and fully-furnished kitchens, so you can cook what you catch rather than spending all of your money in Islamorada restaurants.
Give more than just a glance to Islamorada accommodations; Florida Keys vacation rentals are best researched on Vacation Rentals.com. Choose an Islamorada vacation rental as your next home in Islamorada.
There's no better place to relax than at Islamorada. It's time you treat yourself to a vacation away from it all, staying in a luxurious but affordable Islamorada vacation rental! Among all the beaches and boat rides, don't let your budget get in the way of having fun and feeling stress-free. With great deals and discounts on Islamorada vacation rentals, you can choose from any of our low-price high value condos, town homes or beach houses. Our spacious, yet budget friendly options are perfect for a large group or for you and that special someone to enjoy a luxurious and affordable Islamorada rental home. So don't let money stop you from enjoying the sunsets, electric boat rides and relaxing on your Islamorada vacation, because our list of comfy, cheap Islamorada vacation rentals has your great deal already taken care of.
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$200 off = $650 per week
- bedrooms 1
- community Summer Sea
- rental type Condo
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- sleeps 4
- baths 1
- rates (USD)
$650
- $850
/wk
-
15% off = $3,230 per month
- bedrooms 3
- community Islamorada
- rental type House
- sleeps 10
- baths 2
- rates (USD)
$1
- $1
/nt
$1 - $1 /wk
$3,000 - $5,000 /mth
-
$250 off = $600 per week
- bedrooms 2
- community Futura Yacht Club
- rental type Condo
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- sleeps 6
- baths 2
- rates (USD)
$600
- $850
/wk
$2,200 - $3,200 /mth
-
$145 off = $650 per week
- bedrooms 1
- community Summer Sea
- rental type Condo
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- sleeps 4
- baths 1
- rates (USD)
$795
- $1,095
/wk
$2,995 - $3,495 /mth
-
$50 off = $650 per week
- bedrooms 1
- community Sea Gulls Condo
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$700
- $950
/wk
-
$300 off = $1,200 per week
-
Welcome Gifts
($40)
- bedrooms 2
- community Bay Harbour
- rental type Condo
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- sleeps 6
- baths 2½
- rates (USD)
$1
- $1
/nt
$1,400 - $2,000 /wk
-
$400 off = $1,600 per week
- bedrooms 3
- community Bay Harbour
- rental type Condo
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- sleeps 6
- baths 2½
- rates (USD)
$1,500
- $2,200
/wk
-
45% off = $660 per week
- bedrooms 2
- community
- rental type Condo
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- sleeps 6
- baths 2
- rates (USD)
$1,200
- $1,400
/wk
$1,900 - $2,900 /mth
-
$100 off = $950 per week
- bedrooms 2
- community Executive Bay Club
- rental type Condo
- sleeps 8
- baths 2
- rates (USD)
$1,050
- $1,050
/wk
$3,000 - $3,000 /mth
-
$200 off = $2,200 per month
- bedrooms 3
- community Executive Bay Club
- rental type Townhome
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- sleeps 8
- baths 2
- rates (USD) $2,400 - $2,800 /mth
-
$500 off = $3,500 per week
- bedrooms 5
- community
- rental type House
- sleeps 14
- baths 5
- rates (USD)
$4,000
- $6,500
/wk
-
20% off = $720 per week
-
Fresh Fl Keys Fish
($100)
- bedrooms 2
- community PlantationKeyColony
- rental type House
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- sleeps 5
- baths 1
- rates (USD)
$750
- $1,000
/wk
$1,500 - $3,000 /mth
-
$200 off = $825 per week
- bedrooms 2
- community Futura Yacht Club
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$825
- $1,125
/wk
$3,000 - $3,200 /mth
-
$200 off = $1,225 per week
- bedrooms 3
- community Futura Yacht Club
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$1,025
- $1,425
/wk
$3,400 - $3,600 /mth
-
$200 off = $2,300 per week
- bedrooms 4
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD)
$2,300
- $2,700
/wk
-
$200 off = $1,225 per week
- bedrooms 2
- community
- rental type Townhome
- sleeps 6
- baths 2½
- rates (USD)
$1,125
- $1,525
/wk
$3,500 - $4,500 /mth
-
10% off = $535 per week
- bedrooms 1
- community Coco Plum Terraces
- rental type Studio
- sleeps 3
- baths 1
- rates (USD)
$90
- $140
/nt
$595 - $895 /wk
$1,900 - $2,800 /mth
- bedrooms 2
- community
- rental type House
- sleeps 5
- baths 2
- rates (USD)
$1,300
- $1,600
/wk
$4,500 - $6,000 /mth
- bedrooms 3
- community Toll Gate Shores
- rental type House
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- sleeps 6
- baths 3
- rates (USD)
$1,800
- $2,100
/wk
$5,500 - $6,000 /mth
- bedrooms 2
- community Futura Yacht Club
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$600
- $850
/wk
- bedrooms 3
- community Executive Bay Club
- rental type Townhome
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- sleeps 6
- baths 2
- rates (USD)
$160
- $185
/nt
$1,050 - $1,295 /wk
$2,200 - $3,200 /mth
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD)
$4,000
- $4,000
/wk
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD)
$4,000
- $4,000
/wk
$16,000 - $16,000 /mth
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$3,000
- $3,000
/wk
- bedrooms 2
- community Seagulls Condos
- rental type Condo
- sleeps 4
- baths 2
- rates (USD)
$800
- $1,250
/wk
- bedrooms 3
- community
- rental type Villa
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- sleeps 8
- baths 2
- rates (USD)
$1,650
- $1,850
/wk
- bedrooms 4
- community
- rental type House
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- sleeps 10
- baths 4½
- rates (USD)
$4,000
- $6,500
/wk
- bedrooms 3
- community Bay Harbour
- rental type Condo
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- sleeps 8
- baths 2½
- rates (USD)
$1,800
- $2,500
/wk
$4,000 - $5,500 /mth
- bedrooms 3
- community Islamorada
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$1,000
- $1,300
/wk
$2,500 - $3,950 /mth
- bedrooms 3
- community Bay Harbour
- rental type Condo
- sleeps 6
- baths 2½
- rates (USD)
$2,100
- $2,500
/wk
$6,500 - $6,500 /mth
- bedrooms 4
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD)
$3,800
- $4,800
/wk
$11,400 - $14,400 /mth
- bedrooms 2
- community Plantation Key Colon
- rental type House
- sleeps 6
- baths 3
- rates (USD)
$825
- $1,225
/wk
$2,800 - $2,925 /mth
- bedrooms 3
- community
- rental type House
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- sleeps 12
- baths 3½
- rates (USD)
$1,950
- $4,000
/wk
$6,000 - $8,500 /mth
- bedrooms 8
- community
- rental type House
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- sleeps 14
- baths 5½
- rates (USD)
$3,750
- $9,500
/wk
- bedrooms 4
- community Venetian Shores
- rental type House
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- sleeps 8
- baths 3
- rates (USD)
$1,650
- $1,975
/wk
- bedrooms 3
- community White Marlin
- rental type House
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- sleeps 6
- baths 2
- rates (USD) $8,000 - $12,000 /mth
- bedrooms 1
- community
- rental type House
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- sleeps 2
- baths 1
- rates (USD)
$900
- $1,500
/wk
$3,500 - $5,000 /mth
- bedrooms 3
- community
- rental type House
- sleeps 9
- baths 2
- rates (USD)
$600
- $600
/nt
$2,500 - $2,500 /wk
$9,000 - $9,000 /mth
- bedrooms 3
- community Plantation KeyColony
- rental type House
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- sleeps 8
- baths 3
- rates (USD) $2,999 - $3,999 /mth
- bedrooms 1
- community Holiday House
- rental type Condo
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- sleeps 4
- baths 2
- rates (USD)
$1,200
- $1,300
/wk
$3,000 - $4,000 /mth
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 2
- rates (USD)
$1,200
- $2,000
/wk
- bedrooms 2
- community
- rental type Apartment
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- sleeps 6
- baths 1
- rates (USD)
$140
- $140
/nt
$840 - $840 /wk
$2,520 - $2,520 /mth
- bedrooms 2
- community Summer Sea Condos
- rental type Condo
- sleeps 4
- baths 2
- rates (USD)
$795
- $1,095
/wk
$2,800 - $3,200 /mth
- bedrooms 2
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$1,300
- $1,500
/wk
$3,400 - $3,900 /mth
- bedrooms 2
- community Islamorada South
- rental type Townhome
- sleeps 6
- baths 2
- rates (USD) $2,200 - $2,400 /mth
- bedrooms 2
- community
- rental type Cottage
- sleeps 5
- baths 1
- rates (USD) $3,500 - $4,000 /mth
- bedrooms 2
- community Holiday House
- rental type Villa
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- sleeps 8
- baths 2
- rates (USD)
$1,100
- $1,300
/wk
- bedrooms 1
- community
- rental type House
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- sleeps 2
- baths 1
- rates (USD)
$250
- $300
/nt
$1,700 - $2,050 /wk
- bedrooms 2
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD) $2,000 - $2,500 /mth
- bedrooms 4
- community
- rental type House
- sleeps 12
- baths 4½
- rates (USD)
$4,500
- $5,800
/wk
$13,500 - $17,400 /mth
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD)
$1,500
- $2,000
/wk
$2,200 - $3,800 /mth
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD) $3,800 - $4,500 /mth
- bedrooms 2
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$1,299
- $1,499
/wk
$2,800 - $4,200 /mth
- bedrooms 1
- community Summer Sea
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$850
- $950
/wk
$2,800 - $2,800 /mth
- bedrooms 4
- community
- rental type House
- sleeps 8
- baths 4
- rates (USD)
$6,500
- $6,500
/wk
- bedrooms 5
- community
- rental type House
- sleeps 10
- baths 5½
- rates (USD)
$6,000
- $6,000
/wk
- bedrooms 5
- community
- rental type House
- sleeps 10
- baths 5½
- rates (USD) $18,000 - $24,000 /mth
- bedrooms 4
- community
- rental type House
- sleeps 8
- baths 4½
- rates (USD)
$4,500
- $5,000
/wk
- bedrooms 5
- community
- rental type House
- sleeps 10
- baths 6
- rates (USD)
$8,950
- $8,950
/wk
- bedrooms 4
- community
- rental type House
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- sleeps 10
- baths 3
- rates (USD)
$2,500
- $3,500
/wk
- bedrooms 4
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD)
$4,500
- $4,500
/wk
- bedrooms 3
- community
- rental type House
- sleeps 5
- baths 2
- rates (USD)
$2,500
- $3,000
/wk
$6,500 - $7,000 /mth
- bedrooms 2
- community
- rental type Townhome
- sleeps 6
- baths 2½
- rates (USD)
$1,200
- $1,800
/wk
$4,000 - $5,500 /mth
- bedrooms 2
- community Islamorada
- rental type Townhome
- sleeps 5
- baths 2
- rates (USD) $2,500 - $3,000 /mth
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 3½
- rates (USD)
$6,000
- $6,000
/wk
- bedrooms 4
- community Safety Harbor
- rental type House
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- sleeps 8
- baths 4
- rates (USD) $10,000 - $12,000 /mth
- bedrooms 4
- community
- rental type House
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- sleeps 10
- baths 4
- rates (USD)
$6,000
- $6,000
/wk
$19,000 - $19,000 /mth
- bedrooms 2
- community Lower Matecumbe
- rental type House
- sleeps 4
- baths 2
- rates (USD) $3,300 - $3,300 /mth
- bedrooms 4
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD)
$2,500
- $2,500
/wk
$7,000 - $8,000 /mth
- bedrooms 3
- community Bay Harbour Condo
- rental type Condo
- sleeps 8
- baths 2½
- rates (USD) $6,000 - $8,200 /mth
- bedrooms 3
- community Millionaires Row
- rental type Cottage
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- sleeps 8
- baths 3
- rates (USD)
$275
- $500
/nt
$1,975 - $3,500 /wk
$5,800 - $7,800 /mth
- bedrooms 1
- community Summer Sea Condo
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$750
- $800
/wk
$2,900 - $3,200 /mth
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$2,500
- $2,500
/wk
- bedrooms 3
- community Ocean Harbour
- rental type Condo
- sleeps 8
- baths 2½
- rates (USD) $7,000 - $8,000 /mth
- bedrooms 2
- community
- rental type Cottage
- sleeps 4
- baths 1½
- rates (USD)
$209
- $259
/nt
$1,299 - $1,599 /wk
- bedrooms 2
- community
- rental type Cottage
- sleeps 4
- baths 1
- rates (USD)
$209
- $259
/nt
$1,299 - $1,599 /wk
- bedrooms 1
- community Matecumbe Sandy Cove
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$800
- $800
/wk
$2,500 - $2,500 /mth
- bedrooms 4
- community
- rental type House
owner badge
- sleeps 12
- baths 3
- rates (USD) $7,900 - $8,500 /mth
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 3
- rates (USD) $6,000 - $6,000 /mth
- bedrooms 2
- community Futura Yacht Club
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$800
- $1,100
/wk
$2,400 - $3,200 /mth
- bedrooms 3
- community
- rental type Condo
- sleeps 8
- baths 2½
- rates (USD)
$3,000
- $4,000
/wk
$5,000 - $10,000 /mth
- bedrooms 3
- community Bay Harbour
- rental type Condo
- sleeps 8
- baths 2½
- rates (USD)
$2,000
- $2,500
/wk
$5,500 - $6,500 /mth
- bedrooms 5
- community
- rental type House
- sleeps 13
- baths 3½
- rates (USD)
$6,900
- $8,500
/wk
- bedrooms 6
- community High Point
- rental type House
- sleeps 10
- baths 4½
- rates (USD) $7,500 - $10,000 /mth
- bedrooms 6
- community
- rental type House
- sleeps 14
- baths 6
- rates (USD)
$5,500
- $8,500
/wk
$20,000 - $24,000 /mth
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD) $12,000 - $12,000 /mth
- bedrooms 1
- community Windley Key MHP
- rental type House
- sleeps 4
- baths 1
- rates (USD) $1,600 - $1,600 /mth
- bedrooms 2
- community Port Antigua
- rental type House
- sleeps 6
- baths 2
- rates (USD) $5,000 - $6,000 /mth
- bedrooms 3
- community Port Antigua
- rental type House
- sleeps 8
- baths 2
- rates (USD)
$1,515
- $2,025
/wk
$4,950 - $5,850 /mth
- bedrooms 3
- community Port Antigua
- rental type House
- sleeps 8
- baths 3
- rates (USD) $2,500 - $3,000 /mth
- bedrooms 2
- community Islamorada
- rental type House
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- sleeps 4
- baths 1
- rates (USD) $2,500 - $2,500 /mth
- bedrooms 0
- community Summer Sea Condos
- rental type Studio
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- sleeps 4
- baths 1
- rates (USD)
$450
- $700
/wk
- bedrooms 2
- community Executive Bay Club
- rental type Townhome
- sleeps 6
- baths 2
- rates (USD) $2,500 - $2,500 /mth
- bedrooms 2
- community
- rental type Townhome
- sleeps 4
- baths 1½
- rates (USD)
$255
- $549
/nt
$1,275 - $2,745 /wk
$3,200 - $5,700 /mth
- bedrooms 2
- community Sea Gulls condos
- rental type Condo
- sleeps 5
- baths 2
- rates (USD)
$875
- $1,500
/wk
$3,000 - $4,400 /mth
- bedrooms 3
- community venetian shores
- rental type House
- sleeps 6
- baths 2
- rates (USD) $4,350 - $4,500 /mth
- bedrooms 2
- community Tavernier
- rental type House
- sleeps 9
- baths 2
- rates (USD) $2,000 - $4,500 /mth
- bedrooms 3
- community Port Antigua
- rental type House
- sleeps 6
- baths 3
- rates (USD) $4,400 - $4,900 /mth
- bedrooms 4
- community Venetian Shores
- rental type House
- sleeps 1
- baths 4
- rates (USD)
$3,500
- $4,500
/wk
$13,000 - $17,000 /mth
- bedrooms 7
- community
- rental type House
- sleeps 20
- baths 4
- rates (USD)
$850
- $6,500
/wk
- bedrooms 6
- community Venetian Shores
- rental type House
- sleeps 13
- baths 4½
- rates (USD)
$3,500
- $4,500
/wk
$6,500 - $8,500 /mth
- bedrooms 1
- community
- rental type House
- sleeps 6
- baths 1
- rates (USD)
$750
- $1,450
/wk
- bedrooms 2
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD) $2,700 - $2,700 /mth
- bedrooms 3
- community Sandy Cove
- rental type Condo
- sleeps 6
- baths 3½
- rates (USD)
$1,650
- $1,800
/wk
- bedrooms 2
- community
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$900
- $1,300
/wk
- bedrooms 1
- community islamorada
- rental type Condo
- sleeps 2
- baths 1
- rates (USD)
$595
- $695
/wk
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD) $5,000 - $6,000 /mth
- bedrooms 5
- community
- rental type House
- sleeps 8
- baths 4
- rates (USD)
$4,500
- $5,500
/wk
- bedrooms 3
- community White Marlin Beach
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$2,600
- $2,900
/wk
- bedrooms 4
- community Venetian Shores
- rental type House
- sleeps 8
- baths 3
- rates (USD)
$2,500
- $3,500
/wk
$5,000 - $8,000 /mth
- bedrooms 2
- community
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$700
- $1,350
/wk
- bedrooms 1
- community
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$500
- $650
/wk
- bedrooms 2
- community Sea Gulls Condos
- rental type Condo
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- sleeps 4
- baths 2
- rates (USD)
$900
- $1,595
/wk
- bedrooms 2
- community
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$700
- $1,350
/wk
$2,500 - $3,500 /mth
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$1,650
- $2,000
/wk
$4,000 - $4,200 /mth
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 2½
- rates (USD)
$425
- $500
/nt
$2,975 - $3,500 /wk
$8,925 - $10,500 /mth
- bedrooms 5
- community
- rental type House
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- sleeps 10
- baths 3½
- rates (USD)
$2,500
- $3,100
/wk
$9,000 - $11,000 /mth