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Islamorada Home Rentals by Owner

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Islamorada Captain's Quarters at Whale Harbor Estate -- Private Oceanfront Home with Stunni

  • 4 BR/3 BA House (sleeps 9)
    $9,000/month
    per property, beach, waterfront, air-conditioning, washing machine, internet access

Islamorada Wide, Waterfront Paradise, Vacation Rental in Flordia Keys

  • 5 BR/3 BA, 1 half bath House (sleeps 10)
    $3,000/wk
    $7,000/month
    per property, near the ocean, waterfront, air-conditioning, washing machine, tennis

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

  • 3 BR/2 BA House (sleeps 8)
    $1,500 - $2,000/wk
    $3,500 - $4,500/month
    per property, downtown, near the ocean, accept credit card, swimming pool, air-conditioning

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 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 Oceanfront, new home with panoramic ocean views - Islamorada, FL

  • 3 BR/2 BA, 1 half bath House (sleeps 8)
    $2,300 - $2,950/wk
    per property, beach, waterfront, swimming pool, air-conditioning, washing machine

Islamorada Beachfront Home located Bonefish Bay - Snook House

  • 4 BR/4 BA House (sleeps 10)
    $5,000 - $7,000/wk
    $15,000 - $21,000/month
    per property, beach, 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 - $2,400/wk
    $4,800 - $5,200/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

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

  • 2 BR/2 BA House (sleeps 8)
    $2,100 - $2,900/wk
    per property, near the ocean, waterfront, swimming pool, air-conditioning, washing machine
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Islamorada Luxurious Islamorada Oceanfront Vacation Home- Casa Eroici

  • 4 BR/4 BA, 1 half bath House (sleeps 12)
    $5,000 - $7,000/wk
    $15,000 - $22,000/month
    per property, beach, 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 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 Islamorada Waterfront Home - Great Boater's Heaven in the Florida Keys

  • 2 BR/1 BA House (sleeps 4)
    $1,500 - $1,700/wk
    $3,500 - $4,000/month
    per property, near the ocean, waterfront, air-conditioning, washing machine, fishing

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 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 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 Bayview Beauty

  • 4 BR/4 BA House (sleeps 10)
    $1,300/wk
    $4,500/month
    per property, near the ocean, waterfront, air-conditioning, washing machine, internet access

Islamorada Island Oasis in Islamorada

  • 3 BR/3 BA House (sleeps 8)
    $1,350/wk
    per property, near the ocean, waterfront, accept credit card, air-conditioning, washing machine

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
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Islamorada Paradise by the Sea: Bayside Vacation Rental Islamorada

  • 7 BR/6 BA House (sleeps 10)
    $4,500 - $6,000/wk
    per property, waterfront, swimming pool, air-conditioning, washing machine
SPECIAL OFFER! Great Low Rates for October October 11 - November 1

Islamorada Secluded waterfront home with spectacular views!!!

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

Islamorada Islamorada Bayfront Beauty - Spectacular Sunsets - Beach!

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

Islamorada Venetian Shores .. Pool Home Quick Ocean/Bay Access

  • 4 BR/3 BA, 1 half bath House (sleeps 10) near the ocean, waterfront, swimming pool, air-conditioning, washing machine

Islamorada Oceanfront Mansion

  • 10 BR/6 BA, 1 half bath House (sleeps 20) town, waterfront, accept credit card, swimming pool, air-conditioning

Islamorada Fisherman's Paradise / Venetian Shores

  • 4 BR/3 BA House (sleeps 14) near the ocean, waterfront, 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 Bonefish Bay: Islamorada Luxury Home with Resort Amenities

  • 4 BR/4 BA, 1 half bath House (sleeps 10) beach, waterfront, swimming pool, air-conditioning, washing machine

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 Islamorada Florida Keys Canal Front Luxury

  • 3 BR/3 BA House (sleeps 7) waterfront, air-conditioning, washing machine, internet access
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Islamorada Sandy's Retreat

  • 4 BR/3 BA House (sleeps 12) beach, washing machine, tennis, fishing

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’ Dock

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

Islamorada Islamorada, Oceanside, Canal, Dock, Heated Saltwater Pool- MM 90.5

  • 3 BR/2 BA House (sleeps 8)
    $1,750 - $1,950/wk
    $5,700 - $5,900/month
    per property, near the ocean, waterfront, swimming pool, air-conditioning, washing machine

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 Southern Diversion Estate/ Contact for availability, calendar not updated

  • 5 BR/3 BA House (sleeps 13) beach, waterfront, swimming pool, air-conditioning, internet access

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 Private Dream Home in the Keys with Heated Pool

  • 5 BR/3 BA House (sleeps 10) beach, swimming pool, pets considered

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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Islamorada Piece of Paradise in Islamorada

  • 3 BR/3 BA House (sleeps 8)
    $1,350/wk
    $4,000/month
    per property, waterfront, swimming pool, air-conditioning, washing machine

Islamorada Islamorada Bayside Home on Private Lagoon with 50 Foot Dock & Easy Ocean Access

  • 2 BR/2 BA House (sleeps 6)
    $1,500 - $1,750/wk
    $5,000 - $6,000/month
    per property, near the ocean, waterfront, washing machine, pets considered, tennis

Islamorada Islamorada Oceanfront Luxury Town Home Complex with Heated Pool, Spa and

  • 2 BR/2 BA, 1 half bath House (sleeps 6)
    $1,200 - $1,950/wk
    per property

Islamorada Casa Linda Vacation Home with Concrete Dock

  • 3 BR/2 BA House (sleeps 6) air-conditioning, washing machine, internet access, tennis

Islamorada Captain Shawn's Backyard on Deep Canal

  • 2 BR/2 BA House (sleeps 6) waterfront, air-conditioning, washing machine, internet access

Islamorada Relax in the Keys

  • 3 BR/2 BA House (sleeps 6) air-conditioning, washing machine, tennis, fishing

Islamorada Gorgeous, Brand-new Home in Paradise - Islamorada with a Heated Pool.

  • 4 BR House (sleeps 10) near the ocean, waterfront, pets

Islamorada The Perfect Getaway w/ Brand New Heated Pool

  • 4 BR/3 BA House (sleeps 10) beach, waterfront, swimming pool, air-conditioning, washing machine

Islamorada Quiet 3 bedroom 2 bath home on water in Plantation Key, Islamorada

  • 3 BR/2 BA House (sleeps 10) near the ocean, waterfront, air-conditioning, washing machine, internet access
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