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
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

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

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

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

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

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
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, 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

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

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

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

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, 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

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
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
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, 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
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
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
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
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
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
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, 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, 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, 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
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