Islamorada, Florida 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
Beautifully Renovated 2BR Condo – Futura Yacht Club #205, Expansive Balcony w/Great Views Of The Florida Bay.
Sleeps: 4
Bedrooms: 2
Bathrooms: 2
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Beautiful Oceanfront
Property w/Pool — Alligator Reef, Conch & Lobster, Beautiful Views, Ocean Breezes, Private Balcony.
Sleeps: 14
Bedrooms: 5
Bathrooms: 5
Pets Considered
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Paradise In Islamorada On The Water, Everything Brand New, Sit In Your Adirondack Chairs And Watch The Manatees.
Sleeps: 7
Bedrooms: 3
Bathrooms: 2
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Waterfront Cottage Great Rates! Pet Friendly! Kayak Rentals & Paddleboard Rentals Can Be Arranged, No Children Please.
Sleeps: 2
Bedrooms: 1
Bathrooms: 1
Pets Considered
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Vacation Condo At Futura Yacht Club, 2BR/2BA Second Floor, Private, Gated Complex w/A Fabulous Marina & Pool, Breathtaking Sunsets.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Boat Slip, 2 Sand Beaches, Heated Pool, 5 Star Reviews, Oceanfront Anglers Reef,
Crib, High Chair & Pack-n-Play Available.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Single Family Home In Angler’s Reef Gated Community, Beautiful Ground, Lushly Landscaped Resort Pool.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Open – Endless Bay Views… Sues Promise Private Villas, Beach, Dock, Islamorada, Bikes, Kayaks Provided.
Sleeps: 4
Bedrooms: 1
Bathrooms: 1
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Secluded Stunning Oceanview Townhome, Chickee Hut, Small Sand Beach, Peacocks Are Commonly Seen On The Property.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2.5
Pets Cpnsidered
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Anglers Reef, Ocean View, Boat Dock Available, Private Community, Private Balconies, Heated Swimming Pool, 2 Private Beaches.
Sleeps: 5
Bedrooms: 2
Bathrooms: 2
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
New Listing!! Incredible Luxury Townhouse, On The Water! (Boatslip Included), Million-Dollar Sunset Views, Balconies Overlooking The Bay.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Mitchell’s Bayview Villa – Islamorada House On The Bay, Private, Secluded Villa Facing Florida Bay, Gorgeous Sunsets.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
Pets Considered
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Osprey Bay Villa On Fla. Bay-Has It All! Spectacular Sunsets, Pool, Spa & Dock!!
Sunning Decks Galore, Atrium Garden.
Sleeps: 10
Bedrooms: 5
Bathrooms: 3
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Beautiful Water Front In Angler’s Reef w/View Of Sand Bar w/Boat Slip, Luxury Villa, Tangerine Sunsets, Dolphin & Turtles Are Common.
Sleeps: 8
Bedrooms: 3
Bathrooms: 2.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Southern Diversion Estate Islamorada, Private Gated Estate Home, 200Ft Of Oceanfront, Tiki Hut On Private Beach, Heated Pool.
Sleeps: 16
Bedrooms: 5
Bathrooms: 3.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
5 Star Modern Oceanfront Islamorada Townhome On The Beach! Heated Pool, Chickee Hut, Ocean Front Sandy Beach, Beautiful Sunrise & Sunsets.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Wonderful 3BR/2BA Oceanfront Townhome w/Pool – Windy Cove #1, Overlooks The Sparkling Atlantic Ocean, Balcony Overlooking The Water.
Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Oceanfront 4BR Home, Pool, Dockage, Located In The Heart Of Islamorada Florida Keys, Beautiful Private Estate.
Sleeps: 8
Bedrooms: 4
Bathrooms: 4.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
#6 – Hidden Gem Islamorada Bay Side Condo – 2BD/2BA, Amazing Sunsets & Gentle Bay Waters Await! Walking Distance To Shops & Restaurants.
Sleeps: 4
Bedrooms: 2
Bathrooms: 2
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
The “Nest” Villa – 2BR/2BA, Stunning Bay Views, Private Sun Deck, Boat Dock! Private & Secluded, Many Resident Fish, Lobster, An Octopus.
Sleeps: 4
Bedrooms: 1
Bathrooms: 2
Pets Considered
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
3BR Beautiful Keys Home, Quick Walk To Private Beach,
Fishing, Boating, Diving & Snorkeling.
Sleeps: 8
Bedrooms: 3
Bathrooms: 2
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
The Perfect Getaway w/Heated Swimming Pool, Jacuzzi & Boat Slip, This Is Paradise!! Nice Location, Come & Spend A Perfect Vacation.
Sleeps: 10
Bedrooms: 4
Bathrooms: 3
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Islamorada Home In Anglers Reef w/Ocean Views From All 4 Balconies, Dock, Community Pool & 500Ft. Private Beach.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Truly Oceanfront Home 3BR/2.5BA, Panoramic Ocean Views, Lg Wraparound Decks, Lushly Landscaped Pool Area w/Lg Heated & Chilled Pool.
Sleeps: 8
Bedrooms: 3
Bathrooms: 2.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Mitchell’s Keys Villa – Private,
50Ft. From The Water, Secluded House On The Bay,
Laid Back Atmosphere For Those Who Desire It.
Sleeps: 4
Bedrooms: 1
Bathrooms: 1
Pets Considered
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Bayside: 1st Floor Apartment In Native Hammock On Florida Bay, Nature Lovers Dream w/Resident Fish, Lobster, An Octopus.
Sleeps: 4
Bedrooms: 1
Bathrooms: 2
Pets Considered
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
4 Bedroom Private Oceanfront House – Bahia, Fire Pits, Private Outdoor Seating,
Chaise Lounges, Nestled In The Tropical Setting.
Sleeps: 8
Bedrooms: 4
Bathrooms: 2
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Stunning Beach Front Home w/Private Pool – Professionally Cleaned
& Sanitized, Amazing Ocean Views & Stunning Sunrises.
Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Little Basin Villas/Key Lime Villa 3/1, 2 or 3 Bedrooms Available, Swimming Pool, Dock & Beach Access, Tiki Hut w/BBQ.
Sleeps: 6
Bedrooms: 3
Bathrooms: 3.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
We’re Re-Open As Of June 1st! Book Quickly! You’ll Love it! Everyone Does! Huge Screened In Terrace, Beautiful Nearby Founders Park.
Sleeps: 5
Bedrooms: 2
Bathrooms: 2
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Ocean View Anglers Reef – Pool, Dock, Beach, Walk Or Bike To Local Food & Bars, Tree-Lined Yard w/A View Of The Ocean.
Sleeps: 4
Bedrooms: 2
Bathrooms: 2.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Coral Cove Resort – Fisherman’s Dream, Small Gated-Community Setting,
Heated Community Pool & Protected Cove.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
2 Large Bedrooms/2.5BA Oceanfront/Views – Dock Incl. Anglers Reef Islamorada, Private Balcony, 2 Open Porches w/Seating.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Beach Dream House, Most Panoramic Views, Wraparound Balcony, Relax & Enjoy The Clear Waters Of Islamorada, FL
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
Pets Considered
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Tropical Paradise At Futura Yacht Club, 70 Unit Community, Spacious Pool Deck, Grand Sparkling Pool.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Comfortable Clean Fully Remodeled House Boat, Amazing Vacation “Baycation”, Picnic Area w/Sunshades & A Propane BBQ Grill.
Sleeps: 4
Bedrooms: 2
Bathrooms: 1
Pets Considered
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Oceanfront, Private Beach, Charming 2BR/2BA Beach Cottage – Kayaks Included, Surrounded By Palms, Pines & Lime Trees.
Sleeps: 5
Bedrooms: 2
Bathrooms: 2
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Oceanfront End Unit, Heated Pool, WiFi, Panoramic Ocean Views! Couple Fishing Rods & Bait Pails For Guest Use.
Sleeps: 4
Bedrooms: 2
Bathrooms: 2
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Anglers Reef Islamorada 2BR/2.5BA Bungalow w/Ocean Views. Boat Slip Available, Oceanfront Pool Is Serene.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Tropical Paradise in Venetian Shores. 100%…Not On Craigs List!! Luxury Heated Pool/Spa, Hobie Odyssey Kayak, 2 Cruiser Style Bicycles Incl.
Sleeps: 10
Bedrooms: 3
Bathrooms: 2
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Direct Oceanfront Views In Anglers Reef, Islamorada.
Resort Pool, Dock, Beach, Kayaks Available, Lush, Tropical Landscape.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Oceanfront Condo In Quiet Setting 3BR/2BA, Pool Steps From Balcony, MM80 On Old Hwy, Gated Community Of Just 9 Condos.
Sleeps: 6
Bedrooms: 3
Bathrooms: 2
Pets Considered
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Relax In Your Private Oceanfront Cottage! 4 Kayaks & 4 Bicycles For Your Use, Gorgeous Sunsets At The Tiki Hut.
Sleeps: 4
Bedrooms: 1
Bathrooms: 1
Pets Considered
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
This Is Paradise! Beautiful 2 Acre Oceanfront Beach, A Must See. 3BR/2BA Sleeps 6,
Palm Shaded Hammocks, Tree Swings.
Sleeps: 6
Bedrooms: 3
Bathrooms: 2
Pets Considered
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Anglers Reef Oceanfront Complex w/Pool & Beach-New Air Conditioning System 2019,
Resort Contains A Heated Pool, Tranquil Back Porch.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
4BR House In Angler’s Reef, Includes 31′ Boat Slip, Porch Offers Ocean Views, Master Suite Private Balcony w/Spectacular Views Of The Ocean.
Sleeps: 8
Bedrooms: 4
Bathrooms: 3.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
WWelcome To Paradise “Sandbar Bungalow Villa” @ Anglers Reef, Community Pool Overlooking The Atlantic Ocean & 500Ft Of Private Beach.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Luxurious Home Away From Home At Beautiful Anglers Reef w/Own Boat Slip
Available, Open Porches & Balconies, Kayaks (2).
Sleeps: 6
Bedrooms: 2
Bathrooms: 2.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Islamorada Home In Paradise, Exclusive Oceanfront Gated Community, Heated Pool, Two Private Beaches, 2 Kayaks Incl.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
The World Famous Island Dog Villa Of Islamorada In The Florida Keys, Heated Pool, Tommy Bahama Furnishings.
Sleeps: 5
Bedrooms: 2
Bathrooms: 1
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
BLush Tropical Waterfront Oasis w/Heated Pool w/Pool Deck, Dock & WiFi, Balcony, Peaceful & Quiet Atmosphere.
Sleeps: 8
Bedrooms: 4
Bathrooms: 3
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
True Ocean Front & Pool Side Stunning 2BR/2.5BA, Optional Boat Slip #19,
Outdoor BBQ, Balconies w/Sweeping Ocean Views.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Beautiful Islamorada Home In Angler’s Reef. Amazing Views. Boatslip Included, Wrap Around Balconies, Gas Grill, Kayaks For Your Enjoyment.
Sleeps: 8
Bedrooms: 4
Bathrooms: 3
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Deep Dockage & Pool In Islamorada – 5BR – Perfect For 2+ Families, Manatees Visit The Dock Daily – They Are Sweet, Gentle Giants!
Sleeps: 10
Bedrooms: 5
Bathrooms: 4
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Islamorada Oceanfront Home In Anglers Reef, Ocean Views, Community Pool & Beach, Quiet Oceanfront Community.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Bayside Paradise In The Heart Of Islamorada, Patio, Lighted Plunge Pool w/A View Of The Sunset Over The Bay.
Sleeps: 6
Bedrooms: 4
Bathrooms: 3.5
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Keys Kottage; Remodeled Villa In Native Hammock On Florida Bay, 100Ft. From The Water, Swimming Area Right Off The Property.
Sleeps: 6
Bedrooms: 2
Bathrooms: 2
Pets Considered
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Super Penthouse – Futura Yacht Club #603, Balcony, Top Floor, Heated Pool w/Tiki Bar Area, Great Family Vacation Condo.
Sleeps: 4
Bedrooms: 2
Bathrooms: 2
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Islamorada Bungalow In The Heart Of The Florida Keys, Private Pool, Peaceful Neighborhood, Two Bikes Included, Great Place To Just Chill.
Sleeps: 4
Bedrooms: 2
Bathrooms: 2
No Pets
Islamorada, FL
Islamorada, FL Area
Florida Keys Vacation Rentals
Breathtaking Ocean Views For Your Paradise Vacations, Private Dock & Ramp, Four Kayaks And Four Bicycles Provided.
Sleeps: 8
Bedrooms: 2
Bathrooms: 2
Pets Considered