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Vacation Rentals and House Rentals in Islamorada, FL
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Florida (FL)
Florida Keys
Islamorada Vacation Rentals
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Internet or Wifi (677)
Air Conditioning (677)
Grill (513)
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Suitability
Kid friendly (672)
Pet friendly (255)
Smoking allowed (24)
Elder access (6)
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Vacation Rental House (615)
Condominium/Apartment (86)
Cabin Vacation Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (392)
Boat Available (62)
Private Chef (0)
Private Beach (0)
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Distance from
5 mi
History of Diving Museum
Florida Keys Brewing Company
Alligator Reef Light House
Islamorada Brewery & Distillery - MM82
Windley Key Fossil Reef Geological State Park
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701 rentals
in Islamorada.
Wonderful 2 Bedroom Condo with Ocean Views
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 4
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ULTIMATE outdoor living area at this 4/4 canal home with pool!
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 10
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Discover Florida Keys! Seaside Villa w/ Patio! Marina, Pool, Parking, Breakfast
Rental Home
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1 bedroom
1 bathroom
Sleeps 4
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Anglers Reef- Family Friendly Community at a Fraction of the Cost.
44 reviews
Rental Home
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2 bedrooms
3 bathrooms
Sleeps 4
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Waterfront Townhome w/ Private Beach in the Florida Keys!
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 6
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Beautiful Maison #307
7 reviews
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
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Your Home Away From Home! Onsite Pool, Free Breakfast, Free Parking
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
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Family Getaway! 3 Tropical View Units, Outdoor Pools, Pet-friendly!
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 12
Match:
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Islamorada paradise vacation home in sought after Venation shores
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
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Venetian Shores Home
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 10
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Yolo " You only live once" - Fishing Paradise in Islamorada with a 70ft
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 6
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Latitude Adjustment FLKeys
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 10
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Charming Islamorada waterfront home!
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
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Beautiful Water Views from every room in the House
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
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Prime Location! Pet-Friendly Property, Free Parking, Free Breakfast
Rental Home
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1 bedroom
1 bathroom
Sleeps 2
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Your Dream Escape in Islamorada! Pet-friendly Property, Swimming Pool!
Rental Home
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1 bedroom
1 bathroom
Sleeps 4
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A little Piece of Heaven to wash your worries away
45 reviews
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
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2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 6
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�AQUAMARINE OCEANVIEW⚡️FLASH SALE-OCT & DEC+”143”⭐️5 STAR REVIEWS+DOCK+POOL+GYM
Condo/Apartment
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2 bedrooms
3 bathrooms
Sleeps 6
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Coconut Palm South,1 King Bed, 2 Full Beds, 1 Pull Out
Rental Home
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2 bedrooms
1 bathroom
Sleeps 8
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3 Relaxing Units! FREE Breakfast, FREE Parking, Onsite Pool, Pets Allowed!
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 12
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Vacation Day Is Always A Great Idea! 4 Classy Units, FREE Parking, Pets Allowed!
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 16
Match:
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Come Create Memories w/ Fun-filled Adventures at this Paradise! Beachfront
Rental Home
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1 bedroom
1 bathroom
Sleeps 4
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Upscale Waterfront Home with Private Beach & Dockage
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 6
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Your Home Away From Home! 4 Relaxing Units, FREE Parking, Onsite Pool
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 16
Match:
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Islamorada waterfront gem: Total reno ‘24: 3/3.5, pool, spa & deep water dock.
Rental Home
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3 bedrooms
4 bathrooms
Sleeps 6
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Unique 2 Bedroom Bay Front Home with Roof Top Terrace
9 reviews
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
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Lush Tropical Waterfront Oasis With Heated Pool, Dock And WiFi
57 reviews
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
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Best Location in Islamorada!! Beach access - Boat trailer parking!
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 12
Match:
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" Endless Summer" Awaits!
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 12
Match:
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Relax and Unwind! Pet-Friendly Property, Onsite Pool, Free Breakfast
Rental Home
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Harbor Hideaway | Island style beach house with pool, dockage & bay views!
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 11
Match:
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Beautiful Townhouse in the heart of the Florida Keys
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 10
Match:
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Just a Few Friends - Ocean View and Bring your Boat!
Condo/Apartment
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2 bedrooms
3 bathrooms
Sleeps 4
Match:
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BEAUTIFUL ISLAMORADA KEYS HOME
Rental Home
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1 bedroom
1 bathroom
Sleeps 20
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Flakey's B&B in the heart of Islamorada
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
Match:
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Islamorada Bay Harbour 2/2.5 Condo Free DOCK included -Rate Specials!
3 reviews
Condo/Apartment
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2 bedrooms
3 bathrooms
Sleeps 4
Match:
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Charming and Cozy Townhouse in the Fl Keys with Pool and Beach Access
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 4
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Ultimate luxury vacation home in Islamorada, Florida!
Rental Home
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5 bedrooms
5 bathrooms
Sleeps 10
Match:
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Hidden Gem Islamorada | 1st Floor
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach
134 reviews
Rental Home
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2 bedrooms
3 bathrooms
Sleeps 6
Match:
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Beautiful Bayfront Home with Amazing Sunsets
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
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The Villa by the Bay, Islamorada FL
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
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Beautiful Harbor Front Oceanside Home on the Atlantic Ocean
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
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Gulf access, private dock and private neighborhood beach!
Rental Home
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5 bedrooms
1 bathroom
Sleeps 4
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Whole House w/ Tropical Atmosphere just Steps from the Beach - Ideal for Groups
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 8
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TICKET TO PARADISE !!! PRIVATE POOL, OCEAN SIDE/VIEW COMPLETELY REMODELED
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
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Tropical Paradise
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 6
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Anglers Reef Islamorada - 2:2.5, Marina, Pool, Beach.
Rental Home
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2 bedrooms
3 bathrooms
Sleeps 6
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San Remo Canal Front
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 10
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Frequently Asked Questions about Islamorada
Do any vacation rentals in Islamorada have a pool?
Yes, here are some popular vacation rentals in Islamorada that have a pool:
Ocean Front Town House With Breath Taking Views From all 3 Balconies
Wonderful 2 Bedroom Condo with Ocean Views
ULTIMATE outdoor living area at this 4/4 canal home with pool!
See all vacation rentals with a pool in Islamorada on Tripadvisor
Do any vacation rentals in Islamorada have internet access?
Yes, here are some popular vacation rentals in Islamorada that have internet access:
Wonderful 2 Bedroom Condo with Ocean Views
ULTIMATE outdoor living area at this 4/4 canal home with pool!
Bring the Whole Family [sleeps 11] 4/3 w Dock & Pool - Make Memories Here!
See all vacation rentals in Islamorada on Tripadvisor
What are the best pet friendly rentals in Islamorada?
The best pet friendly rentals in Islamorada are:
ULTIMATE outdoor living area at this 4/4 canal home with pool!
Brand New Home, Resort Location, Pet Friendly, Oceanview
Canal front home in Venetian Shores. Perfect for families. A boater's paradise!
See all pet friendly vacation rentals in Islamorada on Tripadvisor
What are some great rentals in Islamorada that are kid friendly?
Some of the most popular kid friendly rentals in Islamorada are:
Wonderful 2 Bedroom Condo with Ocean Views
ULTIMATE outdoor living area at this 4/4 canal home with pool!
Bring the Whole Family [sleeps 11] 4/3 w Dock & Pool - Make Memories Here!
See all kid friendly vacation rentals in Islamorada on Tripadvisor
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