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Beachfront in ParadiseIslamorada
3 BR / 3 BA

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The Perfect Getaway with Brand New Heated Swimming PoolIslamorada
4 BR / 3 BA

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Beautiful Ocean Front Condo - 2 Bedroom / 2 Bath

Islamorada Vacation Condo, FL : Condo Rentals : Sleeps 4
Beautiful Ocean Front Condo
2 BR 2 Bath Modern décor with balcony. Large Master Bedroom with King sized bed and ocean view. Eat in Kitchen and Breakfast bar. 1 Flat screen TV 2 TV's 2 Balconies Pool, Spa Hot-tub Tiki B…
>> Show Listing Details 		 $3200-4200/month
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Beachfront in Paradise - 3 Bedroom / 3 Bath

Islamorada Home Vacation Rentals, FL : Villa Rentals : Sleeps 6
Beachfront in Paradise
Come and enjoy our beautiful Key West style duplex located on a one-of-a-kind, very secluded street in Islamorada, Florida. The home is bordered in the front by your own private boat slip, and in th…
>> Show Listing Details 		 $4400-4900/month
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Islamorada Vacation Rental, FL : Villa Rentals : Sleeps 8




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The Perfect Getaway with Brand New Heated Swimming Pool - 4 Bedroom / 3 Bath

Islamorada Vacation Houses, FL : Villa Rentals : Sleeps 10
The Perfect Getaway with Brand New Heated Swimming Pool
This beautiful 4 bedroom/ 3 bath waterfront home is located in one of the finest neighborhoods of Islamorada- Venetian Shores. It is just 1 minute away from the world famous Holiday Isles (Tiki Bar).…
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New Islamorada Bay Harbour Waterfront Condo w/Dock - 2 Bedroom / 2.5 Bath

islamorada Vacation Homes, FL : Condo Rentals : Sleeps 6
New Islamorada Bay Harbour Waterfront Condo w/Dock
ON THE WATER!!!! JUST LOOK AT THE PICTURES! When you walk in you will feel like you are right on top the water. WE HAVE IT ALL...Just Bring Yourself! Pool, Hot Tub, Fitness Center, Tennis Courts, …
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islamorada FL Discount Vacation Rentals Online  Discount
 $1500-2000/wk
  • Beach House Rentals

Florida Keys Waterfront Paradise - 2 Bedroom / 2 Bath

Islamorada Vacation Homes For Rent, FL : Villa Rentals : Sleeps 7
Florida Keys Waterfront Paradise
Come experience Florida Keys paradise. Stay in this two bedroom two bath home that sits on a bay side canal located on Islamorada Key. The property has 80 ft of docking with a boat lift and a complet…
>> Show Listing Details 		 $200-250/nt
 $1000-1500/wk
 $3000-3300/month

New Gorgeous Roomy Bay harbour Condo w/Deep Water Boat - 3 Bedroom / 2.5 Bath

islamorada Vacation Homes, FL : Condo Rentals : Sleeps 5
New Gorgeous Roomy Bay harbour Condo w/Deep Water Boat Dock
Beautiful new Bay Harbour gated condo community on lower Matecumbe, mm74 1/2. Incredible amenities include : - New heated pool and jaquzzi. - Deep water docking. - Large Luxurious clubhouse for ente…
>> Show Listing Details 		 $2300-2800/wk
 $5500/month
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islamorada Vacation Rentals, FL : Villa Rentals : Sleeps 8




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Piece of Paradise in Islamorada - 3 Bedroom / 3 Bath

Islamorada Vacation Homes, FL : Villa Rentals : Sleeps 10
Piece of Paradise in Islamorada
Piece of Paradise in Islamorada Home is perfect for everyone wanting to vacation in the Florida Keys without having to spend a fortune doing so. We have fabulous rates for weekly and monthly rentals. …
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Executive Bay Condo - 2 Bedroom / 2.5 Bath

Islamorada Vacation Rentals, FL : Condo Rentals : Sleeps 8
Executive Bay Condo
Beautiful, bayside townhome located on Mile Marker 87.2 (bayside) in the heart of Islamorada, "The Fishing Capital of the World." Two Bedroom, Two Bath, spacious and fully furnished. Sleeps 8. Ameniti…
>> Show Listing Details 		 $1500-1750/wk
 $2500-2850/month
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Oceanfront Paradise - 2 Bedroom / 2 Bath

Islamorada Vacation Rentals, FL : Condo Rentals : Sleeps 4
Oceanfront Paradise
Welcome to beautiful Islamorada located in the Florida Keys. Islamorada is known as the "Sport Fishing Capital of the World". Our ocean contains the world's most sought-after gamefish including tuna, …
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  • Beach House Rentals

Oceanfront Vacation Rental in Islamorada, mm 88 - 2 Bedroom / 2.5 Bath

Islamorada Vacation Rentals, FL : Villa Rentals : Sleeps 6
Oceanfront Vacation Rental in Islamorada, mm 88
Luxurious ten unit oceanfront complex on Millionaires Row, Plantation Key, Islamorada, MM 88. Units built in 1994.<p>360 degrees water views from rooftop sundeck. Also, water views from living room…
>> Show Listing Details 		 $250/nt
 $1200/wk
 $3000/month
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Islamorada Rentals By Owner, FL : Villa Rentals : Sleeps 8




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Islamorada Oceanfront Vacation Rental - 4 Bedroom / 4.5 Bath

Islamorada Vacation Rental, FL : Villa Rentals : Sleeps 12
Islamorada Oceanfront Vacation Rental
Casa Eroici, is a 4 Bedroom 4 ½ bath estate, nestled in 2 acres of gated, prime landscaped grounds in a premier area of Islamorada Florida also known as Millionaires Row. The Ground Floor offers a…
>> Show Listing Details 		 $7500/wk
 $20000/month
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Southern Diversion Estate - 5 Bedroom / 3.5 Bath

islamorada Vacation Rentals, FL : Villa Rentals : Sleeps 13
Southern Diversion Estate
Southern Diversion is in the heart of beautiful Islamorada in the Florida Keys. This is an exclusive oceanfront private gated estate home with 200 feet of oceanfront on two acres. This property als…
>> Show Listing Details 		 $5000-7500/wk
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New Luxurious Bay Harbour Condo - 3 Bedroom / 2.5 Bath

Islamorada Vacation Rental, FL : Condo Rentals : Sleeps 8
New Luxurious Bay Harbour Condo
Gorgeous new Bay Harbour gated condo community on Lower Matecumbe, MM 74 1/2.Lush tropical landscaping,heated pool with jetted spa,two lighted tennis courts, clubhouse with fitness center, Tiki Hut fo…
>> Show Listing Details 		 $2100-2500/wk
 $5500-6500/month

Dream House - 3 Bedroom / 3.5 Bath

Islamorada Vacation Rentals, FL : Villa Rentals : Sleeps 6
Dream House
Designers home located in Venetian Shores, MM86. 70ft dock space on a clean, deep water canal that leads to Snake creek where there is acess to either the bay or ocean in 15 minutes.Fishing diving, sa…
>> Show Listing Details 		 $1800-2600/wk
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