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Islamorada Vacation Rental Accommodations - Page 1 of 3

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SPECIAL OFFER! 25% Off Oceanfront Rental in the Keys! June 7 - October 31

Islamorada Waterfront Rental at Florida Keys Resort!

  • 1 BR/1 BA Cottage (sleeps 4) Near The Ocean, Resort, Waterfront, Communal Pool, pets considered, Air Conditioning, Internet, Television, Parking

Islamorada Keys Bayfront- Can you see the Green Flash?

  • 4 BR/4 BA House (sleeps 10)
    $12,000/month
    per property, accept credit card, Near The Ocean, Waterfront, Lawn / Garden, Air Conditioning, Internet, Television, DVD Player, Parking

Islamorada Luxury home overlooking pool with open water view of Atlantic Ocean

  • 2 BR/2 BA, 1 half bath House (sleeps 8)
    $3,000/wk
    per property, Beach, Near The Ocean, Waterfront, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Islamorada Fully fenced private pool and lagoon home

  • 3 BR/2 BA House (sleeps 6)
    $3,500/wk
    $10,000/month
    per property, Beach, Near The Ocean, Private Pool, Lawn / Garden, terrace, Balcony, pets considered, Air Conditioning, Internet

Islamorada Waterfront with Dockage in Venetian Shores Monthly Rental

  • 3 BR/3 BA House (sleeps 6)
    $6,000/month
    per property, wheelchair accessible, Waterfront, Private Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Islamorada Angler's Reef Coastal Conch Style Vacation Home in Islamorada, Fl.

  • 2 BR/2 BA, 1 half bath House (sleeps 6) accept credit card, Beach, Near The Ocean, Resort, Village, Waterfront, Balcony, Internet, Satellite / Cable, Television, DVD Player

Islamorada Anglers Reef Truly OceanFRONT 3BR 2.5 bath home Lg Decks/Pool/WIFI/4 Flatscr TVs

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $2,400 - $3,200/wk
    per property, Beach, Downtown, Resort, Village, Waterfront, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Islamorada Angler's Reef, Beautiful new home, Ocean front. Islamorada FL

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 4)
    $1,200 - $1,400/wk
    per property, Beach, Near The Ocean, Waterfront, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Islamorada LITTLE BAY - Cottage

  • 2 BR/2 BA Villa (sleeps 6)
    $350/nt
    $2,400/wk
    $7,200/month
    per property, Air Conditioning, Television, DVD Player

Islamorada OCEANFRONT Pool 30'Dock GatedPeninsula Water3Sides VeryPrivate 7niteMin 6ppl max

  • 3 BR/2 BA, 2 half baths House (sleeps 6) Near The Ocean, Waterfront, Private Pool, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable
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Islamorada Beautiful Captain's Cove

  • 3 BR/2 BA Villa (sleeps 8)
    $250 - $325/nt
    $1,450 - $1,650/wk
    $3,650 - $5,650/month
    Beach, Waterfront, Balcony, Air Conditioning, Satellite / Cable, Television, DVD Player

Islamorada LITTLE BAY - Lower Duplex

  • 2 BR/2 BA Villa (sleeps 6)
    $350/nt
    $2,400/wk
    $7,200/month
    per property, Beach, Air Conditioning, Television, DVD Player

Islamorada BEACON REEF 222

  • 2 BR/2 BA Condo (sleeps 4)
    $4,000 - $4,800/month
    per property, Beach, Private Pool, Balcony, Air Conditioning, Television, DVD Player

Islamorada Paradise just steps away!

  • 1 BR/1 BA Condo (sleeps 4) accept credit card, Near The Ocean, Waterfront, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Islamorada Immaculate Fully Furnished 2/2 With Breathtaking Ocean Views

  • 2 BR/2 BA Condo (sleeps 6)
    $115 - $185/nt
    $775 - $1,225/wk
    per property, Beach, Resort, Waterfront, Communal Pool, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Islamorada Oceanfront Anglers Reef, Islamorada, Florida Keys, Video Tour

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $1,395 - $1,595/wk
    $4,995/month
    per property, accept credit card, Beach, Resort, Communal Pool, Balcony, Air Conditioning, Internet, Satellite / Cable, DVD Player

Islamorada Captivating Tropical Villa: 3BR w/ Dock, Hot Tub & Rooftop Patio

  • 3 BR/4 BA House (sleeps 6)
    $2,500/wk
    per property, Beach, Near The Ocean

Islamorada BEACON REEF 314

  • 2 BR/2 BA Condo (sleeps 4)
    $3,300 - $4,700/month
    per property, Beach, Private Pool, Balcony, Air Conditioning, Television, DVD Player

Islamorada LITTLE BAY - Upper Duplex

  • 2 BR/2 BA Villa (sleeps 6)
    $350/nt
    $2,400/wk
    $7,200/month
    per property, Beach, Balcony, Air Conditioning, Television, DVD Player

Islamorada Charming and Cozy Townhouse in the Fl Keys with Pool and Beach Access

  • 2 BR/2 BA Townhome (sleeps 8) Beach, Village, Communal Pool, Air Conditioning, Satellite / Cable, Television, Parking
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Islamorada Paradise for Rent in the Florida Keys!! Designer Vacation Home on Deep Water

  • 3 BR/2 BA House (sleeps 7)
    $1,375 - $1,450/wk
    $4,650 - $4,850/month
    per property, accept credit card, limited accessibility, Waterfront, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Islamorada Florida Keys Islamorada Deep Water Dockage Best Value in Keys

  • 3 BR/2 BA Townhome (sleeps 7) accept credit card, Beach, Waterfront, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Islamorada THE PALMS 314

  • 2 BR/2 BA Condo (sleeps 5)
    $2,200 - $3,800/month
    per property, Beach, Private Pool, Balcony, Air Conditioning, Television, DVD Player

Islamorada SUNSHINE PLACE

  • 1 BR/1 BA Villa (sleeps 2)
    $950 - $1,125/wk
    $2,750 - $3,650/month
    per property, Beach, Air Conditioning, Television

Islamorada The We Key House

  • 2 BR/1 BA Cottage (sleeps 5) Near The Ocean, Town, Lawn / Garden, Balcony, Satellite / Cable, Television, DVD Player

Islamorada Keys home in Anglers Reef with ocean view, dock, community pool & private beach

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $2,100 - $2,400/wk
    per property, Beach, Waterfront, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Islamorada Open Water Sunset View, Heated Pool, Beach , Optional Deeded Dock & WI FI

  • 2 BR/2 BA Condo (sleeps 4)
    $900/wk
    $3,000/month
    per property, accept credit card, Beach, Waterfront, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Islamorada Open Water Sunset View, WI FI, Huge Warm Pool, Optional Deeded Dock

  • 2 BR/2 BA Condo (sleeps 4)
    $800/wk
    $3,000/month
    per property, accept credit card, Beach, Waterfront, Communal Pool, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable

Islamorada Tropically Furnished Condo with Ocean Views

  • 2 BR/2 BA Condo (sleeps 6) Beach, Tennis Court, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Islamorada Beautiful Islamorada Waterfront Condo, 50' dock - MONTHLY RENTALS

  • 2 BR/2 BA, 1 half bath Condo (sleeps 5)
    $3,200 - $4,200/month
    per property, accept credit card, Near The Ocean, Waterfront, Communal Pool, Jacuzzi, Tennis Court, Fitness Room / Equipment, Air Conditioning, Internet
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Islamorada Keys home in Anglers Reef with ocean view, dock, comm. pool & beach

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $1,800 - $2,100/wk
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Balcony, Air Conditioning, Satellite / Cable, Television, DVD Player

Islamorada BEACON REEF 306

  • 2 BR/2 BA Condo (sleeps 4)
    $4,000 - $4,400/month
    per property, Beach, Private Pool, Balcony, Air Conditioning, Television, DVD Player

Islamorada 27 steps to Paradise Bay

  • 2 BR/1 BA, 1 half bath Condo (sleeps 6)
    $850 - $900/wk
    $3,000/month
    per property, accept credit card, Beach, Near The Ocean, Waterfront, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Islamorada Casa Linda Vacation Home with Concrete Dock

  • 3 BR/2 BA House (sleeps 6)
    $1,200/wk
    $3,700/month
    per property, accept credit card, Near The Ocean, Waterfront, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Islamorada THE PALMS 214

  • 2 BR/2 BA Condo (sleeps 4)
    $2,000 - $3,700/month
    per property, Beach, Private Pool, Balcony, Air Conditioning, Television, DVD Player

Islamorada Spectacular 3 Story Pool Home On Deep Dockage Minutes Ocean& Bay Tavernier Creek

  • 4 BR/3 BA House (sleeps 8) Near The Ocean, Resort, Waterfront, Private Pool, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Islamorada Oceanfront paradise in the Florida Keys - Licensed in Islamorada VR025 & VR026

  • 2 BR/2 BA Condo (sleeps 5) accept credit card, wheelchair accessible, Near The Ocean, Waterfront, Communal Pool, Tennis Court, terrace, Balcony, Fitness Room / Equipment

Islamorada THE PALMS 301

  • 2 BR/2 BA Condo (sleeps 6)
    $2,000 - $3,500/month
    per property, Beach, Private Pool, Balcony, Air Conditioning, Television, DVD Player

Islamorada THE PALMS 201

  • 2 BR/2 BA Condo (sleeps 6)
    $2,000 - $3,300/month
    per property, Beach, Private Pool, Balcony, Air Conditioning, Television, DVD Player

Islamorada THE PALMS 408

  • 2 BR/2 BA Condo (sleeps 4)
    $2,000 - $3,400/month
    per property, Beach, Private Pool, Balcony, Air Conditioning, Television
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Islamorada THE PALMS 417

  • 1 BR/2 BA Condo (sleeps 4)
    $1,800 - $2,650/month
    per property, Beach, Private Pool, Balcony, Air Conditioning, Television, DVD Player

Islamorada Beautiful Beachfront Home

  • 4 BR/3 BA, 1 half bath House (sleeps 8)
    $3,750/wk
    per property, Beach, Waterfront, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet, Television, DVD Player

Islamorada Ocean Harbor MONTHLY rental - Luxury condo with pool and ocean views

  • 2 BR/2 BA Condo (sleeps 6)
    $5,000 - $5,500/month
    per property, Beach, Waterfront, Jacuzzi, terrace, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Islamorada Best Islamorada Vacation Rental

  • 3 BR House (sleeps 6) accept credit card, Beach, Waterfront, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Islamorada Islamorada Waterfront Paradise Getaway

  • 1 BA Studio (sleeps 2)
    $1,400/wk
    per property, accept credit card, Beach, Near The Ocean, Waterfront, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Islamorada THE PALMS 317

  • 1 BR/2 BA Condo (sleeps 4)
    $1,500 - $2,400/month
    per property, Beach, Private Pool, Balcony, Air Conditioning, Television, DVD Player

Islamorada Sleep On The Water in a Houseboat

  • 2 BR/2 BA House Boat (sleeps 6)
    $175/nt
    $875/wk
    $3,000/month
    per property, accept credit card, Near The Ocean, Village, Waterfront, Balcony, Air Conditioning, DVD Player

Islamorada THE PALMS 402

  • 2 BR/2 BA Condo (sleeps 4)
    $2,200 - $3,600/month
    per property, Beach, Private Pool, Balcony, Air Conditioning, Television, DVD Player

Islamorada Welcome to Paradise! Islamorada Vacation Rental - Executive Bay Club

  • 2 BR/2 BA Townhome (sleeps 6)
    $2,000 - $2,400/month
    per property, Beach, Near The Ocean, Tennis Court, Lawn / Garden, Balcony, Air Conditioning, Satellite / Cable, Television, DVD Player

Islamorada Bayside: 1st Floor Apartment in Native Hammock on Florida Bay

  • 1 BR/2 BA Condo (sleeps 4)
    $1,295/wk
    $4,500/month
    per property, accept credit card, Waterfront, pets considered, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player
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