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Islamorada Vacation Rentals

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Islamorada Captain Shawn's Back Yard [#4563]16
  2BR+/2BA (Sleeps 5) From $1250/wk - $3200/mo US Dollars
Islamorada Oceanfront Paradise W/ Large Screened Porch & Cable Internet [#8612]16
  2BR/2BA (Sleeps 4-6) $875-$1500/wk US Dollars
Islamorada Ocean View - 1 BR- 2 Units - Fall & Winter Weeks Available [#9904]16
  1BR+/1BA (Sleeps 4-5) From $695/wk - $2025/mo US Dollars
Islamorada Oceanfront Luxury Plus 63' Dock, Incredible Views - Elegance [#10947]16
  3BR+/2BA (Sleeps 6-8) $1650-$5000/wk US Dollars
Islamorada Islamorada Paradise, Vacation Home on the Water [#12753]16
  3BR/2BA (Sleeps 6) $1200-$1700/wk - $2500-$4000/mo US Dollars
Islamorada Oceanfront Mansion- Keys Largest Vacation Rental Home!! [#16685]16
  10BR/6.5BA (Sleeps 20) From $10,000/wk US Dollars
Islamorada Where Canals Converge...Heated Pool [#26998]16
  4BR/2.5BA (Sleeps 9-10) $5900-$7800/mo US Dollars
Islamorada ((( Check Our Great Fall Rates Sept.Until Dec. 1st $600 ))) [#29739]16
  2BR/1.5BA (Sleeps 4-6) $600-$800/wk - $2200-$2800/mo US Dollars
Islamorada Bayfront with Free Dockage and Outstanding View! [#36559]16
  1BR+/2BA (Sleeps 4) $995-$1295/wk US Dollars
Islamorada The Markeysa, the Ultimate Keys Experience - Private Beach [#40210]16
  4BR+/4BA (Sleeps 8-10) $6500/wk - $19,000/mo US Dollars
Islamorada Newly Remodeled, Oceanfront Condo [#43834]16
  2BR+/2BA (Sleeps 6) $800-$1285/wk US Dollars
Islamorada Islamorada - Private Oceanfront Estate - Heated Pool & Dockage [#43902]16
  4BR+/4BA (Sleeps 8) From $3800/wk US Dollars
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Islamorada Villa Marlin, Private Sandy Beach [#44822]16
  3BR/2BA (Sleeps 6-8) $2200-$2500/wk US Dollars
Islamorada This is it! Look at Photos - New Bay Harbour Waterfront Condo [#50672]16
  2BR+/2.5BA (Sleeps 6) $1500-$2000/wk - $4500-$6000/mo US Dollars
Islamorada 5th Floor End Unit, Ocean, Pool, Tennis, Panoramic Ocean Views [#77221]16
  2BR+/2BA (Sleeps 5) $950-$1600/wk US Dollars
Islamorada Luxury! Bayside - 3 BR - Paradise in the Keys with Boat Slip [#108057]16
  3BR/2.5BA (Sleeps 8) $2500-$4000/mo US Dollars
Islamorada Boaters Save Gas Awesome Location Tavernier Canalfront Home [#135597]16
  2BR+/2BA (Sleeps 4-6) $4500/mo plus US Dollars
Islamorada Paradise for Rent in the Florida Keys [#148809]16
  3BR/2BA (Sleeps 7) From $1350/wk - $2600/2wks - $3800/mo US Dollars
Islamorada Fishermans' Paradise [#153540]16
  4BR+/3BA (Sleeps 14-16) $2000/wk - $6000/mo US Dollars
Islamorada Bayfront Gem in Venetian Shores, Islamorada, the Florida Keys [#166841]16
  4BR/3BA (Sleeps 9) $7000/mo US Dollars
Islamorada Islamorda Tropical Paradise [#183809]16
  4BR+/2BA (Sleeps 8-10) $1700-$2600/wk US Dollars
Islamorada Tropical Paradise with Open Water Views & Deep Water Dockage [#195489]16
  3BR+/2BA (Sleeps 8-10) $1600/wk - $8000/mo US Dollars
Islamorada New Tropical Pool Home, Cheeca Spa Guest Access Incl'd!!!! [#201065]16
  3BR/2.25BA (Sleeps 6) $1250-$2200/wk - $3500-$4500/mo US Dollars
Islamorada Quiet Open Water Estuary Overlooking Peaceful Nature Refuge [#201946]16
  2BR/1BA (Sleeps 4) From $1200/wk - $3200/mo US Dollars
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Islamorada Elegant Ocean View Islamorada House [#74694]14
  4BR/3BA (Sleeps 8-10) $2500/wk - $7500/mo US Dollars
Islamorada ** Waterfront Paradise with Private Beach ** [#123633]14
  3BR+/2BA (Sleeps 6-8) $1500-$1700/wk US Dollars
Islamorada Islamorada Waterfront Dock Home by Tiki Bar [#189937]14
  4BR+/2BA (Sleeps 6-8) From $1500/wk - $5000/mo US Dollars
Islamorada Fall Super Specials! 3/3 Ocean Canal - New Open Kitchen, Dock [#24330]13
  3BR+/3BA (Sleeps 6-8) From $1500/wk - $4200/mo US Dollars
Islamorada The Russell Estate, Beautiful 2 Acre Oceanfront Beach, D S L [#36742]13
  3BR+/2BA (Sleeps 6-8) $2000-$3300/wk US Dollars
Islamorada New Luxury Penthouse Condo with 50 Foot Boat Slip! [#63336]13
  2BR/2.5BA (Sleeps 4-6) $1500-$2700/wk US Dollars
Islamorada Best Rates Pet Friendly Dock All Inclusive Perfect for Couples [#152123]13
  1BR/1BA (Sleeps 1-2) $60 to $150/nt Monthly US Dollars
Islamorada Brand New 2008 Islamorada Waterfront Beauty [#188501]13
  4BR+/4BA (Sleeps 8-9) From $5000/mo US Dollars
Islamorada Comfy for 1, Spacious Enough for 24 People with Pool and Dock [#5793]12
  8BR/5BA (Sleeps 16-24) $800-$6500/wk US Dollars
Islamorada Heavenly Hideaway at Islamorada [#6759]12
  2BR+/2BA (Sleeps 2-8) From $150/nt - $850/wk - $2000/mo US Dollars
Islamorada Island Paradise Best Fishing Area - Private Boat Slip [#7374]12
  2BR+/1.5BA (Sleeps 5-6) $1200/wk - $3400/mo US Dollars
Islamorada Paradise Found - Oceanside with Pool [#15808]12
  3BR/2BA (Sleeps 8) $2000-$2500/wk US Dollars
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Islamorada Tropical Escape! 2 BR Clean and Affordable! from $750/wk. [#16836]12
  2BR/1.5BA (Sleeps 6) $700-$1100/wk - $2000-$3000/mo US Dollars
Islamorada 2 BR/2 BA Condo in Islamorada - Oceanview [#19663]12
  2BR/2BA (Sleeps 6) From $800/wk - $1200/wk US Dollars
Islamorada Islamorada Canal Front 3BR/2BA with Pool and Dockage [#26146]12
  3BR/2BA (Sleeps 6) From $2000/wk - $6500/mo US Dollars
Islamorada Oceanfront Condo Rental - Florida Keys Vacation in Islamorada [#26761]12
  2BR+/2BA (Sleeps 6) $700-$950/wk US Dollars
Islamorada White Marlin Beach House in Islamorada Florida Keys [#29285]12
  2BR+/2BA (Sleeps 5) $1500-$1800/wk US Dollars
Islamorada Big Enough for 1 or 14, You Decide - Islamorada, Florida [#30798]12
  4BR+/3BA (Sleeps 8-14) From $800/wk US Dollars
Islamorada Boat, Fish, Swim from Your Own Dock! [#32885]12
  3BR+/2BA (Sleeps 8) $1400-$1815/wk US Dollars
Islamorada Keys Kottage in Secluded Native Hammock on Florida Bay [#33938]12
  2BR+/2BA (Sleeps 6-8) $1095-$1295/wk US Dollars
Islamorada Tropical Vacation Paradise Awaits You in Islamorada [#44275]12
  4BR/2BA (Sleeps 6-8) $1400-$1900/wk - $3000-$5000/mo US Dollars
Islamorada Secluded Oceanview Townhome with Private Dock [#49351]12
  2BR+/2.5BA (Sleeps 6-8) $1100-$1800/wk - $3000-$4600/mo US Dollars
Islamorada New, Luxury, Ocean-View Condo W Pool, Tennis, & Boat Slip [#51957]12
  2BR+/2.5BA (Sleeps 4-6) $1500-$2500/wk US Dollars
Islamorada Captain's Quarters at Whale Harbor Estate - Oceanfront Beauty [#52985]12
  4BR/3BA (Sleeps 8) $9,000/mo US Dollars
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Islamorada First Floor Apartment in Native Hammock on Florida Bay [#72385]12
  1BR+/2BA (Sleeps 4) $1095-$1295/wk US Dollars
Islamorada October Special 30% Discount Off Regular Season Rates [#74263]12
  2BR/2BA (Sleeps 4-6) $1000-$1300/wk US Dollars
Islamorada Beautiful Islamorada Canal Home - Ocean & Florida Bay Close [#89020]12
  3BR+/2BA (Sleeps 6-8) $1400/wk - $3500/mo US Dollars
Islamorada A Spectacular Rental Compound * Rent All or Rent Separately [#89412]12
  10BR/8BA (Sleeps 20-28) $4,900- $11,000/wk US Dollars
Islamorada Luxury Waterfront Villa with Heated Pool, Jacuzzi, 70-Ft Dock [#100081]12
  4BR+/4BA (Sleeps 6-10) $2700-$5700/wk - $4800-$8125/mo US Dollars
Islamorada Panoramic Views of Florida Bay Close to Bay and Ocean [#119054]12
  4BR/3BA (Sleeps 8-10) $5500/mo US Dollars
Islamorada The Perfect Vacation Home in Islamorada [#120966]12
  2BR/2BA (Sleeps 4-6) From $1200/wk - $3200/mo US Dollars
Islamorada Ocean-View, Deluxe Condo with Boat Slip, Pool, Tennis and More [#136905]12
  2BR+/2.5BA (Sleeps 4-6) $1500-$2000/wk - $3200-$4200/mo US Dollars
Islamorada "Coco Palms" Tropical Keys Style Home on Bayside Canal [#156824]12
  3BR+/2BA (Sleeps 8) $2000/wk - $4000/2 wks US Dollars
Islamorada Sunset Peninsula [#192685]12
  4BR+/3BA (Sleeps 8-10) $2500-$3500/wk - $6500/mo US Dollars
Islamorada Islamorada Vacation Paradise Beautiful Canal Front Home [#22897]11
  2BR/2BA (Sleeps 6) $1000-$1700/wk - $2500-$3500/mo US Dollars
Islamorada Open Bay View and Dock [#66614]11
  4BR+/4BA (Sleeps 10) $1750-$3500/wk US Dollars
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Islamorada Magnificent Ocean View [#92694]11
  2BR+/2.5BA (Sleeps 6) $1300-$1800/wk - $3000-$5500/mo US Dollars
Islamorada Best Islamorada Vacation Rental [#117479]11
  3BR/3BA (Sleeps 6) $1600-$2000/wk US Dollars
Islamorada Private Waterfront Home with Dock, Pool and Spa [#156953]11
  3BR+/3BA (Sleeps 4-6) From $2700/wk - $4800/mo US Dollars
Islamorada Bayfront, Pool, Dockage, Luxury - "Nautica" - Islamorada [#174286]11
  4BR+/4BA (Sleeps 8-10) $6000/wk US Dollars
Islamorada Island Oasis in Islamorada [#190607]11
  3BR+/4BA (Sleeps 8) $1100-$2000/wk US Dollars
Islamorada Islamorada Bayfront Beauty - Spectacular Sunsets - Beach ! [#17139]10
  3BR/2BA (Sleeps 3-8) $2500wk - $7500/mo US Dollars
Islamorada Islamorada Get Away [#52801]10
  2BR+/2BA (Sleeps 10) $1100/wk - $2800/mo US Dollars
Islamorada Tropical Getaway that is Fun, Fun, Fun!!! [#81524]10
  2BR+/2BA (Sleeps 2-6) From $175/nt (low Ssn) - $175/nt (high US Dollars
Islamorada Islamorada Home, on Canal, Dockage, Charter Service Available [#133481]10
  2BR+/2BA (Sleeps 4-6) From $1350/wk - $4450/mo US Dollars
Islamorada Relax at Summer Sea by the Bay [#158009]10
  Studio/1BA (Sleeps 2-3) $450-$750/wk - $1400-$1800/mo US Dollars
Islamorada Beautiful Bay View Condo [#177385]10
  1BR+/1BA (Sleeps 2-4) $650-$850/wk - $2400-$2800/mo US Dollars
Islamorada Gulf & Magnificent Lakefront View 3BR/2BA Home [#59813]9
  3BR/2BA (Sleeps 6) $1500-$2000/wk US Dollars
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Islamorada Paradise Found! [#71636]9
  4BR+/4BA (Sleeps 8-10) $5500-$6500/mo US Dollars
Islamorada Beautiful Pool Home Quick Ocean/Bay Access [#113175]9
  4BR/3.5BA (Sleeps 8-10) $3500-$4000/wk US Dollars
Islamorada Islamorada Oceanfront Vacation Rental Home [#114644]9
  4BR/3BA (Sleeps 8-10) From $3500/wk - $12,000/mo US Dollars
Islamorada Cute & Clean Ground Level Bayside Canal Front Home [#140924]9
  3BR+/3BA (Sleeps 4-8) $2950-$3500/mo US Dollars
Islamorada Florida Keys 3BR/3BA Beautiful Waterfront Home [#152327]9
  3BR/3BA (Sleeps 6) $6000/mo US Dollars
Islamorada Newly Renovated Luxury Townhome at Executive Bay Club [#194989]9
  2BR+/3BA (Sleeps 9-11) $1100/wk - $3000/mo US Dollars
Islamorada Oceanfront Townhouses Free Dockage... Plantation Key [#3234]8
  2BR+/2.5BA (Sleeps 4-6) From $ 900/wk US Dollars
Islamorada Dream Home in the Keys with Heated Pool [#12740]8
  5BR+/3BA (Sleeps 10-12) $2000-$4000/wk US Dollars
Islamorada Islamorada Keys - Oceanfront Large Vacation Rental [#73619]8
  4BR+/4.75BA (Sleeps 8-12) From $5000/wk - $22,000/mo US Dollars
Islamorada Futura Yacht Club Condominium - Boat Slip - 3BR - Pool [#81519]8
  3BR+/2BA (Sleeps 6-8) $800-$1400/wk - $3000-$4500/mo US Dollars
Islamorada This is What the Florida Keys is All About! [#146749]8
  1BR+/1.25BA (Sleeps 4) $200/nt - $1160wk US Dollars
Islamorada Piece of Paradise in Islamorada [#158055]8
  3BR+/3BA (Sleeps 8) $1000-$1800/wk US Dollars
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Islamorada Priceless Oceanfront Views / 2BR Condo / Monthly Rentals Only [#168734]8
  2BR/1.5BA (Sleeps 4-6) $2400-$2800/mo US Dollars
Islamorada Beautiful Luxury Townhouse at Executive Bay Club, Florida Keys [#184901]8
  2BR+/2.5BA (Sleeps 6-8) From $1250/wk - $1500/wk - $2800/mo US Dollars
Islamorada Beautiful Captain's Cove [#30773]7
  3BR+/2BA (Sleeps 6-8) $1650/wk - $4500-$5000/mo US Dollars
Islamorada Newer Waterfront Islamorada,Vault Ceiling, Spacious 2/2 [#102533]7
  2BR+/2BA (Sleeps 4-6) $1300-$2800/wk - $2500-$3000/mo US Dollars
Islamorada Executive Bay Club Waterfront [#122350]7
  3BR/2BA (Sleeps 6) From $1250/wk - $3600/mo TOTAL US Dollars
Islamorada Sea Breeze and Sunsets [#155187]7
  2BR+/1.5BA (Sleeps 2-6) $1100-$1500/wk - $2500-$2750/mo US Dollars
Islamorada Bay Harbor Beauty [#174222]7
  2BR/2BA (Sleeps 4-6) $1000-$2500/wk - $4000-$6000/mo US Dollars
Islamorada Fishermans Delight Located Between Channels 2 and 5 [#180892]7
  3BR/2BA (Sleeps 6) $1600-$1800/wk $4500-$5100/mth US Dollars
Islamorada Futura Yacht Club Penthouse with Boat Slip - Summer Special! [#10477]6
  2BR+/2BA (Sleeps 4-6) $800-$1500/wk - $3600-$4800/mo US Dollars
Islamorada Oct-Nov Discount Gulf Side Condo - Futura Yacht Club Th #101 [#11222]6
  2BR+/2.5BA (Sleeps 6) $1100-$1900/wk US Dollars
Islamorada Sea Ranch of Islamorada [#29775]6
  2BR+/2BA (Sleeps 8-14) $7000/wk US Dollars
Islamorada 4 BR Waterfront Home with Pool and Spa [#33077]6
  4BR+/3.5BA (Sleeps 8-11) $3000/wk US Dollars
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Islamorada "Las Maravillas" a Private Townhouse [#101809]6
  2BR/1.5BA (Sleeps 4-6) $1200/wk - $3400/mo US Dollars
Islamorada Tropical Getaway at Futura Yacht Club [#104630]6
  2BR+/2BA (Sleeps 6) $800-$1200/wk - $3300-$4000/mo US Dollars
Islamorada Waterfront Jewel - Private Beach - Private Dock & Boat Ramp [#136990]6
  3BR+/3BA (Sleeps 8-10) $900-$1700/wk US Dollars
Islamorada Venetian Dream Home [#163654]6
  3BR+/4.5BA (Sleeps 6-8) $5000-$7000/mo US Dollars
Islamorada Spectacular Ocean View Condo with 30' Boat Slip in Islamorada [#176405]6
  3BR/2BA (Sleeps 6) $8000/mo US Dollars
Islamorada Tropical Waterfront Keys Canal Pool Home [#178140]6
  3BR+/2.5BA (Sleeps 6-8) $1800-$3000/wk - $6500-$9200mo US Dollars
Islamorada Key Largo Oceanfront Mansion. ******** Total Luxury! [#194884]6
  5BR+/6BA (Sleeps 10-14) $24,000-$36,000/mo US Dollars
Islamorada Summer Sea Must See / Bayfront Beauty Save 10% Off Fall Rates [#197265]6
  1BR+/1BA (Sleeps 2-4) $700-$850/wk - $2100-$2800/mo US Dollars
Islamorada Dolphin House - Canal Front Getaway in Prestigious Pt. Antigua [#199362]6
  3BR/2BA (Sleeps 6-8) $1550-$1850/wk - $4600-$5500/mo US Dollars
Islamorada Florida Keys Bay View Condo [#778]5
  1BR/1BA (Sleeps 2-4) $2200-$2600/mo US Dollars
Islamorada Invitation to Paradise in the Florida Keys! Special Rates!! [#17144]5
  1BR+/1BA (Sleeps 2-4) From $600/wk - $2500/mo US Dollars
Islamorada Magnificent Sunrises Await You at This Oceanfront Condominium [#18699]5
  2BR/2BA (Sleeps 4-5) $1300/wk - $4200/four wks US Dollars
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Islamorada Beautiful Bayfront Townhome... Quiet... Clean! [#18911]5
  2BR/2BA (Sleeps 6) $2500-$3500/mo US Dollars
Islamorada Nice, Nice, 2BR/2BA Condominium - Partial Ocean Views [#26842]5
  2BR/2BA (Sleeps 4-5) $675-$950/wk - $1600-$2800/mo US Dollars
Islamorada Venetiantropics [#42310]5
  3BR+/3BA (Sleeps 6-8) $2100-$3900/wk US Dollars
Islamorada Condominium in Paradise [#89688]5
  1BR+/1.5BA (Sleeps 2-5) From $1650/mo US Dollars
Islamorada Luxury Oceanfront 1-Bedroom in Islamorada! [#102564]5
  1BR+/1BA (Sleeps 2-4) $1200-$2400/mo US Dollars
Islamorada Islamorada Bayfront Sunset Dream Home [#108671]5
  5BR/4BA (Sleeps 10) $3800/wk US Dollars
Islamorada Boater's /Fisherman's Delight in Paradise [#112725]5
  3BR/2BA (Sleeps 10) From $1500 US Dollars
Islamorada Ocean Front, Sandy Beach..."The Beach House" [#161674]5
  4BR/3BA (Sleeps 8) $2000-$2500/wk US Dollars
Islamorada Ocean Front, Beach, Pool, Luxury - "Turtle Nest Estate" [#161679]5
  4BR+/4BA (Sleeps 8-12) From $5000/wk US Dollars
Islamorada Executive Bay Club - Sunsets and Sailfish! [#162139]5
  3BR+/2BA (Sleeps 8) From $300/nt - $3000/mo US Dollars
Islamorada Tropical Oasis in Islamorada ~ 3BR/3BA on Canal [#163812]5
  3BR+/3BA (Sleeps 6-9) $1000-$1500/wk US Dollars
Islamorada Islamorada Bay Front Estate - April and May Specials [#172274]5
  5BR/5BA (Sleeps 10) From $16,000/mo US Dollars
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Islamorada Relax in Islamorada-Canal Front 3 Bedroom / 2 Bath Home [#173155]5
  3BR/2BA (Sleeps 6) $1425-$1500/wk - $3000-$3400/mo US Dollars
Islamorada Keys Bayside Towhhouse - Pool, Tennis Court, & Private Beach [#174048]5
  2BR/1.5BA (Sleeps 6-8) $1200-$1500/wk - $2400-$2800/mo US Dollars
Islamorada Oceanfront Islamorada Condo with Huge T-Dock [#179195]5
  2BR/2BA (Sleeps 4) $3500-$4200/mo US Dollars
Islamorada Private Pool & Dockage! [#181463]5
  3BR+/3BA (Sleeps 3-8) $2340-$3120/wk US Dollars
Islamorada Affordable Tropical Paradise on the Ocean with Pool [#186711]5
  2BR+/2BA (Sleeps 4-6) $1500-$2300/mo US Dollars
Islamorada Islamorada Canal Front 3 BR/ 3 BA [#189599]5
  3BR/3BA (Sleeps 6-8) $1500/wk - $4500/mo US Dollars
Islamorada Spectacular Panoramic Sunsets in Islamorada Bayfront Villa !!! [#189714]5
  4BR+/3BA (Sleeps 10-12) $5,000/wk - $15,000/mo US Dollars
Islamorada Secluded 3 BR Private Home on Canal in Plantation Key [#189745]5
  2BR+/2BA (Sleeps 6-8) From $200/nt - $2000/wk - $3200/mo US Dollars
Islamorada Quiet Open Water Hideaway on Wildlife Sanctuary [#190899]5
  1BR/1BA (Sleeps 2) $1000-$1200/wk - $2600-$3600/mo US Dollars
Islamorada Unique Octagonal, Ocean View - Cedar Chalet with Lagoon Pool [#192236]5
  3BR+/3BA (Sleeps 2-9) $2800-$3200/wk US Dollars
Islamorada "The Great Escape" [#192562]5
  2BR/2BA (Sleeps 2-6) $175/nt US Dollars
Islamorada Oceanfront Castle in Paradise [#192988]5
  2BR/2BA (Sleeps 4) $3000-$4200/mo US Dollars
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Islamorada Canal Front House Venetian Shores [#196037]5
  3BR/2BA (Sleeps 8) $2900-$5900/mo US Dollars
Islamorada Newly Furnished Condo in Florida Keys! [#198377]5
  2BR+/2.5BA (Sleeps 6) $1400-$2000/wk - $4000-$5000/mo US Dollars
Islamorada Gorgeous Oceanfront [#204445]5
  3BR/3BA (Sleeps 8) $2500-$4500/wk US Dollars
Islamorada Deep Water Canal, Home in Paradise, Come & Bring Your Boat! [#29679]4
  2BR/3BA (Sleeps 6) From $1200/wk - $2700/mo US Dollars
Islamorada Mitchell's Keys Villa - Private, Secluded House on the Bay [#34491]4
  2BR+/1BA (Sleeps 4) Fall $795/wk - $1095/wk US Dollars
Islamorada Islamorada Sandy Cove [#88230]4
  1BR+/1BA (Sleeps 4) $600-$1000/wk US Dollars
Islamorada Spectacular Penthouse with Awesome Sunset Views [#112423]4
  2BR+/2BA (Sleeps 2-6) $1000 wk US Dollars
Islamorada Pool Home with Location, Location, Location! [#138555]4
  3BR+/2BA (Sleeps 12) From $300/nt - $1800/wk- $3000/mo US Dollars
Islamorada Waterfront Keys Villa 26' of Dockage Wireless [#151482]