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Vacation Rentals and House Rentals in Islamorada, FL
Vacation Rentals
USA
Florida (FL)
Florida Keys
Islamorada Vacation Rentals
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Internet or Wifi (730)
Air Conditioning (725)
Grill (529)
Washer/Dryer (516)
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Suitability
Kid friendly (717)
Pet friendly (281)
Smoking allowed (24)
Elder access (6)
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Property type
Vacation Rental House (644)
Condominium/Apartment (100)
Cabin Vacation Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (425)
Boat Available (81)
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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744 rentals
in Islamorada.
Wonderful 2 Bedroom Condo with Ocean Views
Rental Home
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3 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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New Rental! Beautiful canal pool home with dockage!
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
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Charming 2 Bedroom Oceanfront Cottage with Pool and Dockage
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 6
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You will never want to leave
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
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Charming Islamorada house with waterfront, private dock and beach
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 6
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Anglers Reef Islamorada Vacation Rental 2/2.5 updated 131 Anglers Way
Rental Home
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2 bedrooms
3 bathrooms
Sleeps 6
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3 BR 2 Bath Islamorada home with Private Beach Access
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
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Mini Ray's of Sunshine
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 10
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This is The Oasis, YOUR private Oasis!
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
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Your Retreat in the Heart of Islamorada! Kitchenette, Outdoor Swimming Pool!
Rental Home
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1 bedroom
1 bathroom
Sleeps 4
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Oceanfront Property w/ Outdoor Pools, Pets Allowed, Free Parking Onsite
Rental Home
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1 bedroom
1 bathroom
Sleeps 4
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The Bonefish House at Tarpon Point
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 8
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Canal-front home with private dock, wraparound deck, & central AC - snowbirds OK
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 9
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SALT HAVEN - BEAUTIFUL & CLEAN 70' WATERFRONT/CANAL POOL HOME + PRIVATE BEACH
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 10
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This studio makes the best of the space
Rental Home
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2 bedrooms
1 bathroom
Sleeps 2
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Escape to Paradise! Beachfront, Outdoor Pool, Near Theater of the Sea
Rental Home
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1 bedroom
1 bathroom
Sleeps 4
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Beautiful 3 Bedroom Condo - Bay Harbour A101
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 6
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Charming 2 Bedroom House with Peekaboo Views
6
Rental Home
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2 bedrooms
3 bathrooms
Sleeps 4
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Oceanfront Oasis in Angler’s Reef with Private Boat Slip
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 6
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Charming Escape in Islamorada! 2 Modern Units, Swimming Pool, Pets Allowed!
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 8
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Steps Away from the Beach | Spacious 1BR Suite w/ Kitchenette
Rental Home
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2 bedrooms
1 bathroom
Sleeps 6
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" Endless Summer" Awaits!
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 12
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La Casita White Marlin
Rental Home
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5 bedrooms
3 bathrooms
Sleeps 10
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A True Islamorada Oasis with Breathtaking Bay Views
4
Rental Home
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6 bedrooms
6 bathrooms
Sleeps 18
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Royal Palm South 3 Bedrooms, 3 Baths, Ocean Front, Marina
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
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Snorkeling in Islamorada! Premium Villa, Bike Rentals & Water Sports Equipment!
Rental Home
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1 bedroom
1 bathroom
Sleeps 4
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Amazing Sunsets+Sandy Beach+Pier+Heated Pool+Bikes+Kayak+2 Offices Quiet Home
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
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Luxury 3 bedroom condo overlooking harbor with ocean view, boat slip, amenities
3
Condo/Apartment
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3 bedrooms
3 bathrooms
Sleeps 6
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Your Oceanfront Islamorada Retreat with Pool & Private Boat Basin!
Rental Home
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2 bedrooms
3 bathrooms
Sleeps 3
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Cosy Cottage in Islamorada with private garden & pool - 6 pers.
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
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Oceanview 2b/2b w/ Boatslip
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 6
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Discover the Charm of Island Living
7
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Beautiful vacation home in the heart of Islamorada , Florida Keys
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 4
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4 Units Perfect for Big Groups! Beachfront Property with Outdoor Pools!
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 16
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Your Charming Stay in Islamorada! Beach, Swimming Pool, Pets Allowed!
Rental Home
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1 bedroom
1 bathroom
Sleeps 3
Match:
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Bayside Tranquility: 3 Relaxing Villa w/ Spacious Living Area & Kitchen
Rental Home
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6 bedrooms
6 bathrooms
Sleeps 18
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Peaceful 2 Bedroom Oceanfront Cottage with Pool and Dock
7
Rental Home
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2 bedrooms
1 bathroom
Sleeps 5
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Enjoy a Hassle-Free Stay! Free Parking, Onsite Pool, Near Anne's Beach
Rental Home
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1 bedroom
1 bathroom
Sleeps 2
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3 Bedroom Private Oceanfront House - Sol
9
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
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Little Piece of Paradise (AVAIL Oct-Dec)
Rental Home
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3 bedrooms
1 bathroom
Sleeps 8
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Seaside Villas w/ Ocean Views & Front Porch! Marina, Pets Allowed, Bike Rental
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Luxurious Caribbean 2 Bedroom 2 Bath Home
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 8
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Maison Matecumbe.... the heart of Islamorada!
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
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Your Keys Getaway - A
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 4
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Tropical Paradise Retreat in Islamorada! Pool, Pet-friendly, Free Parking!
Rental Home
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1 bedroom
1 bathroom
Sleeps 4
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Luxurious PH 5BR 3.5BA Gym/ Pool & Jacuzzi/ Sauna
Condo/Apartment
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5 bedrooms
4 bathrooms
Sleeps 10
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Sun, Ocean and a Luxury Oasis with a discount Flexible stays contact host
Rental Home
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4 bedrooms
5 bathrooms
Sleeps 8
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Beautiful oceanfront resort located at mile marker 73.8
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 5
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AQUAMARINE OCEANVIEW<-WALL to WALL->+143 BEST 5 STAR REVIEWS+DOCK+POOL+GYM++++++
Condo/Apartment
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2 bedrooms
3 bathrooms
Sleeps 6
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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!
Jamaican Palm House 3 Bedrooms, 2 Bath, Poolside
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!
Pets are Allowed Here! 2 Comfortable Units, Free Breakfast, Parking, Pool
Sunset Reef - 4 bdrm, Bayside Private Gated Estate, Pool, Spa, Deep Water Dock
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!
Jamaican Palm House 3 Bedrooms, 2 Bath, Poolside
See all kid friendly vacation rentals in Islamorada on Tripadvisor
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