Islamorada, Florida Keys Vacation Rentals

Islamorada, FL vacation rentals, browse Islamorada, Florida vacation home rentals and plan your next Florida Keys vacation in Islamorada. Imagine relaxing in the Florida Keys Vacationing by yourself, vacationing with your family or vacationing with friends, make your next vacation a Florida Keys vacation.

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Bayside Townhomes & Boatslips, On The Waterfront, 25 Apartments, Kayaking On Site.

Sleeps: 4
Bedrooms: 2
Bathrooms: 2
Pets Considered

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Angler’s Reef Resort By KeysCaribbean, On Private Beach, Grill, Pool, Fishing Onsite.

Sleeps: 4
Bedrooms: 2
Bathrooms: 2
No Pets

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Enjoy A Private Beach & Spectacular Sunsets, Fishing Capital, Best Tiki Bars & Restaurants.

Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Tropical Paradise In Venetian Shores, Luxury Heated Pool/Spa, 4 Bikes & Kayak, WiFi.

Sleeps: 9
Bedrooms: 3
Bathrooms: 2
No Pets

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Beautiful ‘Keysey’ Condo In Gated Community (VR-196), Enjoy Fishing, Diving, Snorkeling, Boating.

Sleeps: 4
Bedrooms: 2
Bathrooms: 2.5
No Pets

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

The Caribbean Resort Bird Of Paradise – 1BR/1BA, Sleeps 2, Marina, Patio, Grill, WiFi.

Sleeps: 2
Bedrooms: 1
Bathrooms: 1
No Pets

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Luxurious Venetian Shores Home w/Heated Pool, Huge Dock! Hang Out By The Pool w/A Cool Drink.

Sleeps: 12
Bedrooms: 5
Bathrooms: 6
No Pets

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Private Bayside Waterfront Home, 4 Acres, Private Beach, Deep Water Boat Dock, Spectacular Views.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
Pets Considered

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Your PRIVATE OCEANFRONT ESTATE Awaits! Gorgeous 5 BR Home w/Infinity Pool & 150ft Of Beach.

Sleeps: 10
Bedrooms: 5
Bathrooms: 5.5
No Pets

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Studio In The Heart Of The Florida Keys, Snowbird Community, Near The Beach, Car Required.

Sleeps: 2
Bedrooms: 1
Bathrooms: 1
No Pets

Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Tropical Beauty By The Bay In Gated Community, New Const., Partial Bay View, 28 Day Minimum.

Sleeps: 8
Bedrooms: 3
Bathrooms: 2
No Pets

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Sunset Reef – Bayside Gated Estate, Pool, Spa, Deep Water Dock, Kayaks & SUPs, Immaculate Grounds.

Sleeps: 10
Bedrooms: 4
Bathrooms: 4.5
Pets Welcome

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Your PRIVATE OCEANFRONT ESTATE Awaits! Gorgeous 5BR Home w/Pool & 150Ft Of Beach.

Sleeps: 10
Bedrooms: 5
Bathrooms: 5
No Pets

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Islamorada Waterfront Paradise, 5BR, Dock, Pool, Good Times Await! Tropical Island Paradise.

Sleeps: 12
Bedrooms: 5
Bathrooms: 3
Pets Welcome

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Spring & Summer Dates Available Licensed Rental VR #131, On The Beach, Elevator

Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Islamorada Oceanfront Home In Anglers Reef Ocean Views, Dock, Comm Pool & Beach, 2BR/3BA.

Sleeps: 6
Bedrooms: 2
Bathrooms: 3
No Pets

Islamorada FL Vacation Rentals, Florida Keys Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys FL Vacation Homes, Key West FL Vacation Home Rentals, Key Largo FL Vacation Rentals

Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Beautiful 2BR/2BA Florida Keys Home Rental, Caters To Adults Only, Near The Beach.

Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Bayside: 1st Floor Apartment in Native Hammock On Florida Bay, On The Waterfront.

Sleeps: 4
Bedrooms: 1
Bathrooms: 2
No Pets

Islamorada FL Vacation Rentals, Florida Keys Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys FL Vacation Homes, Key West FL Vacation Home Rentals, Key Largo FL Vacation Rentals

Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Caribbean Villa In Islamorada Resort Community w/Dedicated Boat Slip, WiFi, 2BR/3BA.

Sleeps: 6
Bedrooms: 2
Bathrooms: 3
No Pets

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

A Pirates Great Escape ~ 3BR/2BA Ocean View, Boat Slip Included, Penthouse Condo, Watch The Sunsets.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Beautiful 3BR/3BA Home On The Canal w/Pool, Boat Dock, And Much More, New Listing Rate!

Sleeps: 8
Bedrooms: 3
Bathrooms: 3
No Pets

Islamorada FL Vacation Rentals, Florida Keys Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys FL Vacation Homes, Key West FL Vacation Home Rentals, Key Largo FL Vacation Rentals

Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Luxury 3BR/3BA Condo Overlooking Harbor w/Ocean View, Boat Slip, Amenities, Bidet.

Sleeps: 6
Bedrooms: 3
Bathrooms: 3
No Pets

Islamorada FL Vacation Rentals, Florida Keys Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys FL Vacation Homes, Key West FL Vacation Home Rentals, Key Largo FL Vacation Rentals

Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Single Family Home In Angler’s Reef Gated Community, Beaches, Marina, Heated Pool.

Sleeps: 6
Bedrooms: 2
Bathrooms: 3
No Pets

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Islamorada 3BR/2BA Condo, Dockage, Swimming Pool, Sunsets, Overlooking The Fabulous Florida Bay.

Sleeps: 8
Bedrooms: 3
Bathrooms: 2
No Pets

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

You Will Love My “Fl Keys Luxury Home”, Pet Friendly, Kitchenette, Waterfront.

Sleeps: 10
Bedrooms: 4
Bathrooms: 4
Pets Considered

Islamorada FL Vacation Rentals, Florida Keys Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys FL Vacation Homes, Key West FL Vacation Home Rentals, Key Largo FL Vacation Rentals

Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Beautiful Apartment In The Heart Of The Florida Keys, Adults Only, Onsite Parking.

Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Majestic, Upscale, Private, Sandy Beach Estate w/Unprecedented Views & Pool, Crystal Blue Water.

Sleeps: 8
Bedrooms: 3
Bathrooms: 3.5
Pets Considered