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.

Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals

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 Welcome

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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

Southern Diversion Estate Islamorada, Walking Distance To Restaurants & Shopping, Tiki Hut, Heated Pool.

Sleeps: 16
Bedrooms: 5
Bathrooms: 3.5
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

Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals

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

Islamorada Florida Keys Vacation Rentals, Vacation Home Rentals In The Florida Keys, Islamorada Florida Keys Vacation Home Rental, Islamorada FL Vacation Rentals

Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

NEW – Oceanfront FL Keys Home w/Pool, Free Dockage, Game Room, 2 Private Balcony Overlooking The Ocean.

Sleeps: 8
Bedrooms: 3
Bathrooms: 3
Pets Welcome

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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

Oceanfront, Pool, Dock… Checks All The Boxes! Some Of The Best Fishing, Property Is Absolutely Beautiful.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Oceanfront 165 Ft Beach, Dock, Heated Pool, 4K Sq. Ft, 4BR/5BA, 7 Day Minimum Rental, Built In 1922.

Sleeps: 12
Bedrooms: 5
Bathrooms: 4.5
Pets Welcome

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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

Islamorada Florida Keys Vacation Rentals, Vacation Home Rentals In The Florida Keys, Islamorada Florida Keys Vacation Home Rental, Islamorada FL Vacation Rentals

Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Islamorada Boaters Paradise w/70′ Dock & Private Beach Access.. Hot Tub, Kayaks, Paddle Board & Beach Cruisers.

Sleeps: 10
Bedrooms: 5
Bathrooms: 5.5
Pets Welcome

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Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Private Beachfront Paradise, House Has Everything, Pool, 2 Separate Living Areas, Clean, Modern, Sandy Beach Yard.

Sleeps: 8
Bedrooms: 4
Bathrooms: 4
Pets Welcome

Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals

Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Breezy Palms Resort, Hit The Beach, Relax By The Outdoor Pool, Or Spend The Day At A Marina, Best Kept Secret.

Sleeps: 2
Bedrooms: 1
Bathrooms: 1
No Pets

Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals

Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Oceanfront Oasis, Pool • Kayaks • Rooftop Terrace, Sleeps 12, Three-Story, Beachfront Property, Beautiful Cove.

Sleeps: 12
Bedrooms: 6
Bathrooms: 5
Pets Welcome

Islamorada Florida Keys Vacation Rentals, Vacation Home Rentals In The Florida Keys, Islamorada Florida Keys Vacation Home Rental, Islamorada FL Vacation Rentals

Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Blue Dolphin Oceanfront Estate, Millionaire’s Row, Private Saltwater Pool, Amazing Ocean Views.

Sleeps: 12
Bedrooms: 5
Bathrooms: 4
Pets Welcome

Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals

Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

7BR w/Dockage, Pool, Firepit, Paddle Boards & Kayaks, Spectacular Property, Tiki Cabana, Amazing Shops.

Sleeps: 14
Bedrooms: 7
Bathrooms: 5
No Pets

Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals

Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Oceanside Resort Home For The Best Getaway In Luxurious Angler’s Reef! Beautiful Oceanfront Pool.

Sleeps: 4
Bedrooms: 2
Bathrooms: 2.5
No Pets

Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals

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

Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals

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, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals

Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

WATERFRONT FISHING COTTAGE/ DOCKAGE + Walking Distance To World Famous Lorelei Cabana Bar & Restaurant.

Sleeps: 2
Bedrooms: 1
Bathrooms: 1
No Pets

Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals

Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Wow! Waterfront Canal Home, Relaxing, Fresh & Clean Fish, Swim, Snorkel Close By! Kitchen Is Fully Equipped.

Sleeps: 6
Bedrooms: 3
Bathrooms: 3
Pets Welcome

Islamorada Florida Keys Vacation Rentals, Vacation Home Rentals In The Florida Keys, Islamorada Florida Keys Vacation Home Rental, Islamorada FL Vacation Rentals

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

Islamorada Florida Keys Vacation Rentals, Vacation Home Rentals In The Florida Keys, Islamorada Florida Keys Vacation Home Rental, Islamorada FL Vacation Rentals

Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Key Lime Cottage In Islamorada, Fire Pit, Paddleboards, Ideal For Couples, Friends, Solo Adventurers.

Sleeps: 5
Bedrooms: 2
Bathrooms: 1
No Pets

Islamorada Florida Keys Vacation Rentals, Vacation Home Rentals In The Florida Keys, Islamorada Florida Keys Vacation Home Rental, Islamorada FL Vacation Rentals

Islamorada, FL

Islamorada, FL Area
Florida Keys Vacation Rentals

Venetian Tropics, Weekly Private Home w/Heated Pool, 70ft Dock w/Canal, Equipped w/Many Extras, Great Location!!!

Sleeps: 8
Bedrooms: 3
Bathrooms: 3
Pets Welcome

Islamorada FL Vacation Rentals, Islamorada Florida Vacation Rentals, Florida Keys Vacation Rentals, Florida Keys Vacation Home Rentals

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 Welcome