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Islamorada Rentals, Sleeps 5-8 for Fishing Trips

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Islamorada 'Island Paradise' Best Fishing Area

  • 2 BR/1 BA, 1 half bath Townhome (sleeps 6)
    $1,200/wk
    $3,400/month
    per property, near the ocean, waterfront, accept credit card, swimming pool, air-conditioning

Islamorada 5th Floor End Unit! Panoramic Views, Pool, Ocean

  • 2 BR/2 BA Condo (sleeps 5)
    $1,250 - $1,450/wk
    per property, beach, waterfront, swimming pool, air-conditioning, internet access

Islamorada Beautiful Private Oceanfront Executive Estate with Sugar Sand Beach, Heated Pool

  • 4 BR/4 BA House (sleeps 8)
    $3,800 - $4,800/wk
    $13,000 - $17,500/month
    per property, beach, waterfront, swimming pool, air-conditioning, washing machine

Islamorada NewTropical Pool Home, Cheeca guest access, walk to World Wide Sports & all the

  • 3 BR/2 BA House (sleeps 8)
    $2,000/wk
    $4,500/month
    per property, downtown, near the ocean, accept credit card, swimming pool, air-conditioning

Islamorada Oceanfront Luxury Home with 63' Dock & Incredible Island & Water Views!

  • 3 BR/2 BA House (sleeps 6)
    $1,650 - $5,000/wk
    per property, near the ocean, waterfront, air-conditioning, washing machine, internet access

Islamorada New Luxurious Bay Harbour Waterfront Condo, 2 Master Bedrooms w/Private Baths

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $1,500 - $1,800/wk
    per property, waterfront, swimming pool, air-conditioning, washing machine

Islamorada Beautiful New Waterfront Home In Port Antigua

  • 3 BR/3 BA House (sleeps 8)
    $2,300/wk
    $6,300/month
    per property, near the ocean, waterfront, swimming pool, air-conditioning, washing machine

Islamorada Immaculate Fully Furnished 2/2 With Breathtaking Ocean Views

  • 2 BR/2 BA Condo (sleeps 6)
    $150 - $179/nt
    $1,050 - $1,250/wk
    per property, beach, waterfront, swimming pool, air-conditioning, washing machine

Islamorada Futura Yacht Club Condominium Unit

  • 2 BR/2 BA Condo (sleeps 6)
    $750 - $1,150/wk
    per property, beach, waterfront, swimming pool, air-conditioning, tennis, tennis court

Islamorada Florida Keys, Islamorada - Lower Matecumbe

  • 3 BR/2 BA Townhome (sleeps 8)
    $1,500/wk
    $4,500/month
    per property, beach, waterfront, air-conditioning, internet access, pets considered
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Islamorada Keys Bayside Townhouse - Pool, Tennis Court, & Private Beach

  • 2 BR/1 BA, 1 half bath Townhome (sleeps 8)
    $1,200 - $1,500/wk
    $2,400 - $2,800/month
    per property, beach, near the ocean, swimming pool, air-conditioning, washing machine

Islamorada Islamorada Oceanfront Vacation Rental Home

  • 4 BR/3 BA House (sleeps 8)
    $4,250/wk
    $10,000/month
    per property, beach, waterfront, swimming pool, air-conditioning, washing machine

Islamorada Oceanfront, new home, panoramic ocean views, pool, beach - Islamorada, FL

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $2,350 - $3,150/wk
    per property, beach, waterfront, swimming pool, air-conditioning, washing machine

Islamorada The Russell Estate, Beautiful 2 Acre Oceanfront Beach, DSL

  • 3 BR/2 BA House (sleeps 8)
    $2,000/wk
    $6,000/month
    per property, air-conditioning, washing machine, internet access, pets considered

Islamorada Starfish House at Bonefish Bay

  • 4 BR/4 BA, 1 half bath House (sleeps 8)
    $5,000 - $7,000/wk
    $15,000 - $21,000/month
    per property, beach, near the ocean, swimming pool, air-conditioning, washing machine

Islamorada Tarpon Cove: Best Islamorada Vacation Rental

  • 3 BR House (sleeps 6)
    $1,600 - $1,800/wk
    per property, beach, waterfront, air-conditioning, washing machine, internet access

Islamorada Islamorada, Oceanside, Special-$1500./Week-Canal, Dock, Heated Pool- MM 90.5

  • 3 BR/2 BA House (sleeps 8)
    $300/nt
    $1,650 - $1,750/wk
    $5,700 - $5,900/month
    per property, near the ocean, waterfront, swimming pool, air-conditioning, washing machine

Islamorada Oceanfront paradise in the Florida Keys -

  • 2 BR/2 BA Condo (sleeps 6)
    $950/wk
    per property, near the ocean, waterfront, accept credit card, swimming pool, air-conditioning

Islamorada Beautiful Islamorada Boater's Paradise home in the Florida Keys

  • 4 BR/2 BA House (sleeps 8)
    $2,100/wk
    $4,800/month
    per property, beach, near the ocean, swimming pool, air-conditioning, washing machine

Islamorada Morada Sands- a luxurious residence located in the fishing capital of the world

  • 4 BR/4 BA House (sleeps 8)
    $3,200/wk
    per property, near the ocean, waterfront, swimming pool, air-conditioning, washing machine
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Islamorada Waterfront Paradise ** 75 Foot Dock with Private Beach ** Mile 74.5

  • 3 BR/2 BA House (sleeps 8)
    $1,500/wk
    $4,050/month
    per property, beach, near the ocean, accept credit card, air-conditioning, washing machine

Islamorada Islamorada - Florida Keys - Dockage included!

  • 3 BR/2 BA Condo (sleeps 7)
    $1,040/wk
    per property, near the ocean, waterfront, accept credit card, swimming pool, air-conditioning

Islamorada Tropical Waterfront Oasis

  • 3 BR/3 BA House (sleeps 8)
    $1,000/wk
    per property, near the ocean, waterfront, air-conditioning, washing machine, internet access

Islamorada Beautiful New Bay Harbour Condo - 30' Boat Dock Included!

  • 3 BR/2 BA, 1 half bath Condo (sleeps 8)
    $1,750 - $2,500/wk
    $4,500 - $5,500/month
    per property, near the ocean, waterfront, accept credit card, swimming pool, air-conditioning

Islamorada Luxury Ocean View Town House With Private Sun Deck

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 6) beach, near the ocean, accept credit card, swimming pool, air-conditioning

Islamorada Boat, Fish, Swim from Your Own Dock!

  • 3 BR/1 BA House (sleeps 8) near the ocean, waterfront, accept credit card, air-conditioning, washing machine

Islamorada Islamorada Bayfront Beauty - Spectacular Sunsets - Beach!

  • 3 BR/2 BA House (sleeps 8) beach, waterfront, air-conditioning, washing machine, internet access

Islamorada FL Keys Paradise: An Affordable Getaway on the Bay

  • 2 BR/1 BA, 1 half bath Condo (sleeps 6) resort, waterfront, swimming pool, air-conditioning, tennis

Islamorada Secluded waterfront home with spectacular views!!!

  • 4 BR/3 BA House (sleeps 8) beach, waterfront, air-conditioning, washing machine, pets considered

Islamorada New Luxury Penthouse Condo with 50 Foot Boat Slip!

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6) swimming pool, air-conditioning, washing machine, internet access
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Islamorada One-of-a-kind Ocean View Cedar Chalet

  • 3 BR/3 BA Chalet (sleeps 8) near the ocean, village, accept credit card, swimming pool, air-conditioning

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

  • 3 BR/1 BA, 1 half bath House (sleeps 6) resort, waterfront, accept credit card, air-conditioning, washing machine

Islamorada New Bay Harbour Condominium Ocean View and Boat Dock

  • 3 BR/2 BA, 1 half bath Condo (sleeps 6) near the ocean, waterfront, swimming pool, air-conditioning, washing machine

Islamorada Islamorada Vacation Condo

  • 2 BR/1 BA, 1 half bath (sleeps 6) near the ocean, waterfront, swimming pool, air-conditioning, washing machine

Islamorada Breathtaking Futura Yacht Club Penthouse on the Bay - Marina & Deeded Boat Slip

  • 2 BR/2 BA Condo (sleeps 6) waterfront, swimming pool, internet access, tennis

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

  • 3 BR/2 BA House (sleeps 8) beach, near the ocean, air-conditioning, washing machine, internet access

Islamorada Gorgeous Luxury 3-Story Vacation Home with 100 ft Dock

  • 3 BR/3 BA House (sleeps 7) near the ocean, waterfront, swimming pool, air-conditioning, washing machine

Islamorada Tropical Paradise at Executive Bay Club

  • 2 BR/2 BA Townhome (sleeps 6)
    $2,900 - $3,000/month
    per property, beach, near the ocean, swimming pool, air-conditioning, washing machine

Islamorada Venetian Tropics, Islamorada Florida Keys, on deep canal and pool

  • 2 BR/2 BA House (sleeps 8)
    $2,100 - $2,500/wk
    per property, near the ocean, waterfront, swimming pool, air-conditioning, washing machine

Islamorada Islamorada Sunsets Bayside - Beautiful & Charming Gulf Front Townhouse

  • 2 BR Townhome (sleeps 6) beach, waterfront, swimming pool, air-conditioning, washing machine
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Islamorada New Home with Key West Charm

  • 3 BR/2 BA House (sleeps 6) near the ocean, village, swimming pool, air-conditioning, washing machine

Islamorada Executive Bay 'Tommy Bahama ' Bayside Beauty Townhouse

  • 2 BR/2 BA Townhome (sleeps 8) resort, waterfront, accept credit card, swimming pool, air-conditioning

Islamorada Oceanfront, new home, private beach, pool. Islamorada FL

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 6)
    $1,400 - $1,750/wk
    per property, beach, waterfront, swimming pool, air-conditioning, washing machine

Islamorada Beautiful Luxury Townhouse at Executive Bay Club Florida Keys

  • 2 BR/2 BA, 1 half bath Townhome (sleeps 8)
    $1,400 - $1,500/wk
    $3,000 - $3,200/month
    per property, beach, swimming pool, air-conditioning, washing machine

Islamorada Vacation Home with Cheeca Lodge and Spa Guest Pass - Crooked Corners

  • 3 BR/2 BA House (sleeps 6) near the ocean, village, swimming pool, air-conditioning, washing machine

Islamorada Bay Harbor Beauty Boat Slip and Ocean View

  • 2 BR/2 BA, 1 half bath Condo (sleeps 6)
    $250/nt
    $1,000 - $1,200/wk
    $4,000/month
    per property, waterfront, swimming pool, air-conditioning, washing machine

Islamorada Beautiful Bayfront Condo with Marina ,Pool and Beach

  • 3 BR/2 BA Condo (sleeps 7)
    $1,000/wk
    per property, beach, waterfront, swimming pool, air-conditioning, washing machine

Islamorada Luxury on Private Beach-Dockage-Sunrise-Sunset views

  • 2 BR/4 BA, 1 half bath House (sleeps 6)
    $3,500/wk
    $14,000/month
    per property, beach, waterfront, air-conditioning, washing machine, internet access

Islamorada Waterfront house with sailboat access

  • 1 BR/1 BA House (sleeps 6)
    $950 - $1,150/wk
    per property, beach, near the ocean, air-conditioning, internet access, fishing

Islamorada Gorgeous Oceanfront with heated pool, mile marker 88

  • 3 BR/4 BA House (sleeps 8) beach, waterfront, swimming pool, air-conditioning, washing machine
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