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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-
$400 off = $2,000 per week
- bedrooms 3
- community Bay Harbour
- rental type Condo
- sleeps 6
- baths 2½
- rates (USD)
$1,800
- $2,800
/wk
-
$100 off = $1,700 per week
-
Boat Dock & Welcome Gifts
($240)
- bedrooms 2
- community Bay Harbour
- rental type Condo
owner badge
- sleeps 6
- baths 2½
- rates (USD)
$1,500
- $2,000
/wk
-
$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 = $2,700 per month
- bedrooms 2
- community Islamorada South
- rental type Townhome
- sleeps 6
- baths 2
- rates (USD)
$1,500
- $1,500
/wk
$3,000 - $3,000 /mth
-
$200 off = $1,000 per week
- bedrooms 3
- community Executive Bay Club
- rental type Townhome
owner badge
- sleeps 8
- baths 2
- rates (USD)
$1,200
- $1,400
/wk
$2,400 - $2,800 /mth
-
10% off = $675 per week
- bedrooms 1
- community Summer Sea
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$750
- $1,095
/wk
$2,495 - $3,495 /mth
-
25% off = $825 per week
- bedrooms 2
- community
- rental type Condo
owner badge
- sleeps 6
- baths 2
- rates (USD)
$1,100
- $1,300
/wk
$1,900 - $2,900 /mth
-
$25 off = $750 per week
- bedrooms 1
- community Summer Sea Condo
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$775
- $800
/wk
$2,900 - $3,200 /mth
-
$225 off = $1,225 per week
- bedrooms 2
- community Sea Gulls
- rental type Condo
owner badge
- sleeps 5
- baths 2
- rates (USD)
$950
- $1,450
/wk
-
$100 off = $925 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
- $1,425
/wk
$3,500 - $4,000 /mth
-
$500 off = $3,000 per month
- bedrooms 4
- community
- rental type House
- sleeps 10
- baths 3
- rates (USD) $3,400 - $5,000 /mth
- bedrooms 3
- community Islamorada
- rental type House
- sleeps 6
- baths 3
- rates (USD)
$1,200
- $1,600
/wk
$4,000 - $4,500 /mth
- bedrooms 2
- community Seagulls Condos
- rental type Condo
- sleeps 5
- baths 2
- rates (USD)
$800
- $1,250
/wk
- bedrooms 3
- community Islamorada
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$1,000
- $1,300
/wk
$2,500 - $3,950 /mth
- bedrooms 1
- community Seagulls Condos
- rental type Condo
- sleeps 3
- baths 1
- rates (USD)
$600
- $900
/wk
$1,600 - $3,500 /mth
- bedrooms 1
- community Summer Sea
- rental type Condo
owner badge
- sleeps 4
- baths 1
- rates (USD)
$550
- $750
/wk
- bedrooms 4
- community
- rental type House
- sleeps 10
- baths 4
- rates (USD)
$5,000
- $6,000
/wk
$16,000 - $19,000 /mth
- bedrooms 4
- community
- rental type House
- sleeps 8
- baths 4
- rates (USD)
$4,300
- $4,800
/wk
- bedrooms 6
- community
- rental type House
- sleeps 14
- baths 6
- rates (USD)
$1,200
- $1,500
/nt
$7,000 - $8,500 /wk
$20,000 - $24,000 /mth
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD)
$1,200
- $1,500
/wk
$2,900 - $3,500 /mth
- bedrooms 2
- community Futura Yacht Club
- rental type Condo
- sleeps 6
- baths 2
- rates (USD)
$600
- $850
/wk
- bedrooms 3
- community White Marlin
- rental type House
- sleeps 6
- baths 2
- rates (USD) $8,000 - $12,000 /mth
- bedrooms 4
- community Venetian Shores
- rental type House
- sleeps 10
- baths 3
- rates (USD)
$1,650
- $1,975
/wk
- bedrooms 4
- community Safety Harbor
- rental type House
- sleeps 8
- baths 4
- rates (USD) $10,000 - $12,000 /mth
- bedrooms 2
- community Holiday House
- rental type Villa
owner badge
- sleeps 8
- baths 2
- rates (USD)
$1,100
- $1,300
/wk
- bedrooms 1
- community Holiday House
- rental type Condo
owner badge
- 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) $6,000 - $8,900 /mth
- bedrooms 2
- community ebc
- rental type Townhome
- sleeps 6
- baths 2
- rates (USD) $2,400 - $2,800 /mth
- bedrooms 5
- community
- rental type House
- sleeps 10
- baths 5½
- rates (USD) $18,000 - $24,000 /mth
- bedrooms 4
- community
- rental type House
owner badge
- sleeps 10
- baths 3
- rates (USD)
$2,500
- $3,500
/wk
- bedrooms 4
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD)
$4,800
- $4,800
/wk
- bedrooms 4
- community
- rental type House
- sleeps 10
- baths 4½
- rates (USD)
$4,000
- $6,500
/wk
- bedrooms 4
- community
- rental type House
- sleeps 8
- baths 4½
- rates (USD)
$4,500
- $5,000
/wk
- bedrooms 2
- community
- rental type House
- sleeps 8
- baths 2
- rates (USD)
$2,500
- $2,500
/wk
- bedrooms 5
- community
- rental type House
- sleeps 10
- baths 6
- rates (USD)
$8,500
- $8,500
/wk
- bedrooms 4
- community
- rental type House
- sleeps 8
- baths 4
- rates (USD)
$7,500
- $7,500
/wk
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD)
$4,500
- $5,000
/wk
$13,500 - $15,000 /mth
- bedrooms 4
- community
- rental type House
- sleeps 12
- baths 4½
- rates (USD)
$5,250
- $7,000
/wk
$16,000 - $22,000 /mth
- bedrooms 2
- community Islamorada
- rental type Townhome
- sleeps 8
- baths 1½
- rates (USD)
$950
- $1,300
/wk
$2,100 - $2,500 /mth
- bedrooms 2
- community
- rental type Apartment
owner badge
- sleeps 6
- baths 1
- rates (USD)
$140
- $140
/nt
$840 - $840 /wk
$2,520 - $2,520 /mth
- bedrooms 4
- community Islamorada
- rental type House
owner badge
- sleeps 12
- baths 2½
- rates (USD)
$350
- $500
/nt
$2,450 - $3,500 /wk
$8,000 - $10,000 /mth
- bedrooms 4
- community Ocean Shores Estates
- rental type House
- sleeps 12
- baths 2½
- rates (USD)
$350
- $500
/nt
$2,450 - $3,000 /wk
$6,500 - $9,700 /mth
- bedrooms 3
- community Bay Harbour
- rental type Condo
- sleeps 8
- baths 2½
- rates (USD)
$1,800
- $2,500
/wk
$4,000 - $5,500 /mth
- bedrooms 3
- community Islamorada
- rental type House
owner badge
- sleeps 10
- baths 2½
- rates (USD)
$1,600
- $2,900
/wk
$4,500 - $7,000 /mth
- bedrooms 3
- community
- rental type House
owner badge
- sleeps 12
- baths 3½
- rates (USD)
$2,500
- $4,000
/wk
$7,000 - $9,900 /mth
- bedrooms 2
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$1,300
- $1,500
/wk
$3,400 - $3,900 /mth
- bedrooms 4
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD)
$4,250
- $5,750
/wk
- bedrooms 1
- community
- rental type House
owner badge
- sleeps 4
- baths 1
- rates (USD)
$125
- $250
/nt
$700 - $1,500 /wk
$2,700 - $4,500 /mth
- bedrooms 3
- community Bay Harbour
- rental type Condo
- sleeps 1
- baths 2½
- rates (USD)
$2,300
- $2,500
/wk
$5,500 - $6,500 /mth
- bedrooms 4
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD)
$2,700
- $2,900
/wk
$7,000 - $7,400 /mth
- bedrooms 3
- community Toll Gate Shores
- rental type House
- sleeps 6
- baths 3
- rates (USD)
$1,800
- $1,900
/wk
$5,500 - $6,000 /mth
- bedrooms 3
- community
- rental type Villa
- sleeps 8
- baths 2
- rates (USD)
$1,650
- $1,850
/wk
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 3
- rates (USD) $6,000 - $6,000 /mth
- bedrooms 2
- community Holiday House
- rental type Villa
owner badge
- sleeps 6
- baths 2
- rates (USD)
$1,295
- $1,495
/wk
- bedrooms 2
- community Holiday House
- rental type House
owner badge
- sleeps 4
- baths 1
- rates (USD)
$895
- $1,095
/wk
- bedrooms 2
- community Lower Matecumbe
- rental type House
- sleeps 4
- baths 2
- rates (USD) $3,600 - $4,000 /mth
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$3,000
- $3,500
/wk
$8,000 - $10,000 /mth
- bedrooms 3
- community Bay Harbour
- rental type Condo
- sleeps 6
- baths 2½
- rates (USD)
$2,300
- $2,500
/wk
$6,500 - $6,500 /mth
- bedrooms 2
- community
- rental type Cottage
- sleeps 6
- baths 1½
- rates (USD)
$209
- $259
/nt
$1,299 - $1,599 /wk
- bedrooms 2
- community Plantation Key Colon
- rental type House
- sleeps 6
- baths 3
- rates (USD) $2,750 - $2,800 /mth
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD) $5,500 - $7,500 /mth
- bedrooms 3
- community
- rental type House
- sleeps 9
- baths 2
- rates (USD)
$490
- $490
/nt
$2,000 - $2,000 /wk
$7,500 - $7,500 /mth
- bedrooms 2
- community
- rental type House
owner badge
- sleeps 4
- baths 1
- rates (USD) $2,500 - $2,500 /mth
- bedrooms 3
- community Millionaires Row
- rental type Cottage
owner badge
- sleeps 6
- baths 3
- rates (USD)
$275
- $500
/nt
$1,975 - $3,500 /wk
- bedrooms 1
- community Islamorada
- rental type Apartment
owner badge
- sleeps 2
- baths 1
- rates (USD) $3,000 - $3,000 /mth
- bedrooms 2
- community Port Antigua
- rental type House
- sleeps 6
- baths 2
- rates (USD) $5,000 - $6,000 /mth
- bedrooms 2
- community
- rental type House
- sleeps 5
- baths 2
- rates (USD)
$1,200
- $1,500
/wk
$4,500 - $5,500 /mth
- bedrooms 4
- community Bonefish Bay
- rental type House
- sleeps 8
- baths 4½
- rates (USD)
$5,500
- $5,500
/wk
- bedrooms 1
- community Summer Sea
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$850
- $950
/wk
$2,800 - $2,800 /mth
- bedrooms 7
- community
- rental type House
- sleeps 14
- baths 5½
- rates (USD)
$6,000
- $8,000
/wk
- 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 2
- community Executive Bay Club
- rental type Townhome
- sleeps 8
- baths 2
- rates (USD)
$1,000
- $1,000
/wk
$2,800 - $2,800 /mth
- bedrooms 3
- community Plantation KeyColony
- rental type House
owner badge
- sleeps 8
- baths 3
- rates (USD)
$399
- $599
/nt
$1,499 - $2,199 /wk
$2,999 - $3,999 /mth
- bedrooms 3
- community Port Antigua
- rental type House
- sleeps 8
- baths 3
- rates (USD) $3,500 - $4,500 /mth
- bedrooms 4
- community Venetian Shores
- rental type House
- sleeps 10
- baths 4
- rates (USD) $6,000 - $6,000 /mth
- bedrooms 4
- community Port Antigua
- rental type House
- sleeps 10
- baths 3
- rates (USD)
$1
- $1
/nt
$1 - $1 /wk
$2,500 - $5,000 /mth
- bedrooms 2
- community Executive Bay Club
- rental type Townhome
- sleeps 8
- baths 2
- rates (USD) $2,500 - $2,800 /mth
- bedrooms 2
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD) $2,000 - $2,500 /mth
- bedrooms 0
- community Summer Sea Condos
- rental type Studio
owner badge
- 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 3
- community Islamorada/Tavernier
- rental type House
- sleeps 8
- baths 2
- rates (USD)
$142
- $258
/nt
$1,000 - $1,800 /wk
- bedrooms 3
- community Islamorada
- rental type House
- sleeps 8
- baths 2
- rates (USD) $6,500 - $7,500 /mth
- bedrooms 3
- community Port Antigua
- rental type House
- sleeps 8
- baths 2
- rates (USD)
$1,495
- $1,950
/wk
$4,950 - $5,850 /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 3
- community Futura Yacht Club
- rental type Condo
- sleeps 8
- baths 2
- rates (USD)
$800
- $1,600
/wk
- 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 1
- community
- rental type House
owner badge
- sleeps 2
- baths 1
- rates (USD)
$900
- $1,300
/wk
- bedrooms 5
- community
- rental type House
- sleeps 13
- baths 3½
- rates (USD)
$7
- $30
/nt
$5,000 - $5,000 /wk
- bedrooms 4
- community
- rental type House
- sleeps 8
- baths 4½
- rates (USD) $8,000 - $10,000 /mth
- bedrooms 3
- community Gimpy Gulch
- rental type House
- sleeps 7
- baths 3
- rates (USD) $2,500 - $2,500 /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 3
- community Bay Harbour Condo
- rental type Condo
- sleeps 8
- baths 2½
- rates (USD) $6,000 - $8,200 /mth
- bedrooms 3
- community
- rental type House
- sleeps 7
- baths 3
- rates (USD) $5,900 - $7,500 /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 6
- community High Point
- rental type House
- sleeps 10
- baths 4½
- rates (USD) $7,500 - $10,000 /mth
- bedrooms 3
- community Port Antigua
- rental type House
- sleeps 8
- baths 3
- rates (USD) $5,240 - $6,300 /mth
- bedrooms 4
- community
- rental type House
- sleeps 10
- baths 3
- rates (USD)
$3,000
- $3,500
/wk
- 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 2
- community
- rental type Cottage
- sleeps 5
- baths 1
- rates (USD) $3,500 - $4,000 /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) $2,800 - $2,800 /mth
- bedrooms 3
- community Sandy Cove
- rental type Condo
- sleeps 8
- baths 3½
- rates (USD)
$1,000
- $1,800
/wk
- bedrooms 3
- community
- rental type House
- sleeps 10
- baths 2
- rates (USD) $1,500 - $7,500 /mth
- 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)
$695
- $795
/wk
- bedrooms 2
- community Summer Sea
- rental type Condo
owner badge
- sleeps 6
- baths 1½
- rates (USD)
$600
- $850
/wk
- bedrooms 2
- community 1/2
- rental type House
- sleeps 6
- baths 1
- rates (USD) $2,100 - $2,400 /mth
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD)
$2,000
- $2,000
/wk
$6,500 - $6,500 /mth
- bedrooms 4
- community
- rental type House
- sleeps 8
- baths 3½
- rates (USD) $4,500 - $5,500 /mth
- 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 10
- community Islamorada
- rental type House
- sleeps 29
- baths 8
- rates (USD)
$700
- $1,572
/nt
$4,900 - $11,000 /wk
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 2
- rates (USD)
$2,200
- $2,500
/wk
- bedrooms 4
- community
- 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 5
- community mile marker 74
- rental type House
- sleeps 12
- baths 3
- rates (USD)
$2,000
- $3,500
/wk
- bedrooms 1
- community
- rental type Condo
- sleeps 4
- baths 1
- rates (USD)
$500
- $650
/wk
- 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 Sea Gulls Condos
- rental type Condo
owner badge
- sleeps 4
- baths 2
- rates (USD)
$900
- $1,550
/wk
- bedrooms 3
- community
- rental type House
- sleeps 6
- baths 2
- rates (USD) $3,500 - $4,800 /mth
- bedrooms 3
- community
- rental type House
- sleeps 4
- baths 3
- rates (USD)
$2,500
- $2,500
/wk
$6,700 - $6,700 /mth
- bedrooms 3
- community
- rental type House
- sleeps 8
- baths 3
- rates (USD) $15,000 - $15,000 /mth
- bedrooms 5
- community
- rental type House
- sleeps 10
- baths 3½
- rates (USD)
$2,500
- $2,500
/wk
$8,000 - $8,000 /mth
