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Islamorada Rentals

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Islamorada Paradise Made Easy In Isamorada!

  • 1 BR/1 BA Condo (sleeps 4)
    $750 - $850/wk
    per property, Resort, Rural, Communal Pool, Sauna, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Islamorada Gorgeous Oceanfront with heated pool, 350' pier, free wifi

  • 3 BR/3 BA House (sleeps 8)
    $2,600 - $3,200/wk
    per property, pets considered, Waterfront, Private Pool, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Islamorada Water Front 3/3 Family and Boat Friendly Home, Great Views

  • 3 BR/3 BA House (sleeps 8)
    $4,667/month
    per property, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

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

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

Islamorada Paradise for Rent in the Florida Keys!! Designer Vacation Home on Deep Water

  • 3 BR/2 BA House (sleeps 7)
    $1,485/wk
    $4,850/month
    per property, accept credit card, Hot Tub, limited accessibility, Waterfront, Lawn / Garden, Balcony, Air Conditioning, Internet

Islamorada Beautiful Beachfront Home the best at Anglers Reef !!!!

  • 4 BR/3 BA House (sleeps 10)
    $2,800 - $3,800/wk
    $8,200 - $8,500/month
    per property, Beach, Waterfront, Communal Pool, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable

Islamorada Islamorada Tropical Paradise

  • 3 BR/2 BA House (sleeps 8)
    $2,800/wk
    $5,500/month
    per property, pets considered, limited accessibility, Communal Pool, Lawn / Garden, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Islamorada 27 steps to Paradise Bay

  • 2 BR/1 BA, 1 half bath Condo (sleeps 6)
    $160 - $213/nt
    $950 - $1,276/wk
    $3,450 - $3,900/month
    per property, accept credit card, Beach, Near The Ocean, Waterfront, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Internet, Satellite / Cable

Islamorada Luxury Keys Home In Paradise - 106 Angler's Reef In Beautiful Islamorada

  • 2 BR/2 BA, 1 half bath Villa (sleeps 6)
    $1,800 - $2,400/wk
    $5,000 - $6,000/month
    per property, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

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

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $195 - $285/nt
    $1,265 - $1,635/wk
    $6,540/month
    per property, accept credit card, Beach, Near The Ocean, Resort, Village, Waterfront, Balcony, Internet, Satellite / Cable, Television, DVD Player

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

  • 2 BR/2 BA Condo (sleeps 4)
    $975 - $1,200/wk
    $3,300/month
    per property, accept credit card, Beach, Waterfront, Communal Pool, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable

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

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

Islamorada Keys home in Anglers Reef with ocean view, dock, comm. pool & beach

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $1,950 - $2,250/wk
    per property, accept credit card, Beach, Near The Ocean, Communal Pool, Balcony, Air Conditioning, Satellite / Cable, Television, DVD Player

Islamorada Happy Sunset Unit In Executive Bay Club

  • 2 BR/2 BA Townhome (sleeps 8)
    $1,000/wk
    $2,400/month
    per property, Communal Pool, Air Conditioning, Satellite / Cable, Television

Islamorada Paradise Oceanview Townhome

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 4)
    $1,500 - $2,100/wk
    per property, pets considered, Hot Tub, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

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

  • 2 BR/2 BA Condo (sleeps 4)
    $925 - $1,200/wk
    $3,300/month
    per property, accept credit card, Beach, Waterfront, Tennis Court, Balcony, Air Conditioning, Internet, Satellite / Cable, Television

Islamorada Oceanview Luxury Townhome

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 4)
    $2,500/wk
    per property, limited accessibility, Beach, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable

Islamorada Luxury Florida Keys Estate

  • 3 BR/3 BA Estate (sleeps 8)
    $12,600/month
    per property, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Islamorada The We Key House

  • 2 BR/1 BA Cottage (sleeps 4)
    $1,365/wk
    $4,050/month
    per property, Near The Ocean, Town, Lawn / Garden, Balcony, Satellite / Cable, Television, DVD Player

Islamorada 2/2 Condo With Ocean Views - Pool, Beach, Tennis.

  • 2 BR/2 BA Condo (sleeps 4)
    $257/nt
    per property, Communal Pool, Balcony, Fitness Room / Equipment, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking

Islamorada Little Palm Home - Enjoy Boat Harbor & Fishing Pier

  • 1 BR/1 BA House (sleeps 4)
    $197/nt
    per property, Resort, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Islamorada Secluded Ocean Front Cottages & Private Beach & 230' Dock in Islamorada, FL

  • 3 BR/3 BA Cottage (sleeps 6)
    $350/nt
    $2,275/wk
    per property, accept credit card, pets considered, wheelchair accessible, Beach, Village, Waterfront, Private Pool, Lawn / Garden, Balcony, Air Conditioning

Islamorada Villa Marlin, renovated and remodeled home, private sandy beach

  • 3 BR/2 BA House (sleeps 6)
    $2,700 - $2,900/wk
    per property, Beach, Near The Ocean, terrace, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Islamorada FL Keys Paradise: An Affordable Getaway on the Bay

  • 2 BR/1 BA, 1 half bath Condo (sleeps 6) Resort, Waterfront, Communal Pool, Sauna, terrace, Balcony, Fitness Room / Equipment, Air Conditioning, Internet

Islamorada Waterfront Paradise with Private Beach

  • 3 BR/2 BA House (sleeps 10) wheelchair accessible, Beach, Near The Ocean, Waterfront, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Islamorada Islamorada's Finest Canal Front 'One Story' Vacation Home WiFi-HDTV-NO STAIRS

  • 4 BR/3 BA House (sleeps 8) accept credit card, wheelchair accessible, Near The Ocean, Waterfront, Jacuzzi, Lawn / Garden, terrace, Air Conditioning, Internet

Islamorada Bayside Cottage In Islamorada, Bay View House

  • 1 BR/1 BA Cottage (sleeps 2) pets considered, Beach, Waterfront, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking, barbecue

Islamorada Paradise South - Cozy conch house on large bay side lot with boat basin

  • 3 BR/1 BA, 1 half bath House (sleeps 6) accept credit card, pets considered, Resort, Waterfront, Air Conditioning, Internet, Satellite / Cable, Television

Islamorada Islamorada Luxury Ocean View Townhouse w/private beach & dock

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 6) accept credit card, Beach, Near The Ocean, Waterfront, Communal Pool, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet

Islamorada Beautiful New Waterfront Home In Port Antigua

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

Islamorada Waterfront, quiet, beautiful, relaxing, sandy beach, paradise,

  • 3 BR/3 BA House (sleeps 8) Beach, Waterfront, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Islamorada Luxurious Bay Harbour - Ocean View, Boat Dock, Pool, Jacuzzi & Tennis Courts!

  • 3 BR/2 BA, 1 half bath Condo (sleeps 6) Hot Tub, Near The Ocean, Waterfront, Communal Pool, Jacuzzi, Tennis Court, terrace, Balcony, Fitness Room / Equipment

Islamorada Oceanside Resort Home for the best getaway overlooking the Atlantic Ocean

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $1,250 - $1,650/wk
    per property, Beach, Near The Ocean, Communal Pool, Lawn / Garden, Balcony, Air Conditioning, Internet, DVD Player, Parking

Islamorada Maison Matecumbe Oceanview Townhouse

  • 3 BR/3 BA Condo (sleeps 6) Beach, Near The Ocean, Communal Pool, Balcony, Television

Islamorada Key Breeze

  • 3 BR/3 BA Apartment (sleeps 6) Beach, Waterfront, Private Pool, Television

Islamorada Green Turtle Beach

  • 3 BR/2 BA House (sleeps 6) Beach, Near The Ocean, Private Pool, Balcony, Television

Islamorada Karapan I

  • 5 BR/6 BA House (sleeps 10) Beach, Waterfront, Private Pool, Balcony, Television

Islamorada Butterfly Haven

  • 4 BR/2 BA House (sleeps 8) Beach, Waterfront, Private Pool, Lawn / Garden, Television
SPECIAL OFFER! we are open May May 1 - May 31

Islamorada Oceanfront Estate the Keys Largest and Most Prestigious Home

  • 8 BR/5 BA, 1 half bath Estate (sleeps 20)
    $500 - $715/nt
    $3,500 - $5,000/wk
    $14,000 - $20,000/month
    per property, wheelchair accessible, Beach, Village, Waterfront, Private Pool, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable

Islamorada Little Bay

  • 6 BR/6 BA House (sleeps 15) Beach, Waterfront, Television

Islamorada Islamorada Solace

  • 3 BR/2 BA House (sleeps 6) Beach, Waterfront, Private Pool, Television
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