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Islamorada, FL Accommodation
Holiday Rentals
USA
Florida (FL)
Florida Keys
Islamorada, FL Accommodation
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Amenities
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
Holiday Rental House (644)
Condominium/Apartment (100)
Cabin Holiday 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 km
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
Holiday Rental House
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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!
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 10
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New Rental! Beautiful canal pool home with dockage!
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Charming 2 Bedroom Oceanfront Cottage with Pool and Dockage
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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You will never want to leave
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
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Charming Islamorada house with waterfront, private dock and beach
Holiday Rental House
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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
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 6
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3 BR 2 Bath Islamorada home with Private Beach Access
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Mini Ray's of Sunshine
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 10
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This is The Oasis, YOUR private Oasis!
Holiday Rental House
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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!
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Oceanfront Property w/ Outdoor Pools, Pets Allowed, Free Parking Onsite
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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The Bonefish House at Tarpon Point
Holiday Rental House
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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
Holiday Rental House
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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
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 10
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This studio makes the best of the space
Holiday Rental House
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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
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Beautiful 3 Bedroom Condo - Bay Harbour A101
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Charming 2 Bedroom House with Peekaboo Views
6
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 4
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Oceanfront Oasis in Angler’s Reef with Private Boat Slip
Holiday Rental House
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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!
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 8
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Steps Away from the Beach | Spacious 1BR Suite w/ Kitchenette
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
Match:
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" Endless Summer" Awaits!
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
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La Casita White Marlin
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 10
Match:
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A True Islamorada Oasis with Breathtaking Bay Views
4
Holiday Rental House
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6 bedrooms
6 bathrooms
Sleeps 18
Match:
Sleeps
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Royal Palm South 3 Bedrooms, 3 Baths, Ocean Front, Marina
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
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Snorkeling in Islamorada! Premium Villa, Bike Rentals & Water Sports Equipment!
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
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Amazing Sunsets+Sandy Beach+Pier+Heated Pool+Bikes+Kayak+2 Offices Quiet Home
Holiday Rental House
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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
Match:
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Your Oceanfront Islamorada Retreat with Pool & Private Boat Basin!
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 3
Match:
Sleeps
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Cosy Cottage in Islamorada with private garden & pool - 6 pers.
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Oceanview 2b/2b w/ Boatslip
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Discover the Charm of Island Living
7
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Beautiful vacation home in the heart of Islamorada , Florida Keys
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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4 Units Perfect for Big Groups! Beachfront Property with Outdoor Pools!
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 16
Match:
Sleeps
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Your Charming Stay in Islamorada! Beach, Swimming Pool, Pets Allowed!
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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Bayside Tranquility: 3 Relaxing Villa w/ Spacious Living Area & Kitchen
Holiday Rental House
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6 bedrooms
6 bathrooms
Sleeps 18
Match:
Sleeps
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As seen on
Peaceful 2 Bedroom Oceanfront Cottage with Pool and Dock
7
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
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Enjoy a Hassle-Free Stay! Free Parking, Onsite Pool, Near Anne's Beach
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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3 Bedroom Private Oceanfront House - Sol
9
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Little Piece of Paradise (AVAIL Oct-Dec)
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
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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
Match:
Sleeps
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Luxurious Caribbean 2 Bedroom 2 Bath Home
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 8
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Maison Matecumbe.... the heart of Islamorada!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Your Keys Getaway - A
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
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As seen on
Tropical Paradise Retreat in Islamorada! Pool, Pet-friendly, Free Parking!
Holiday Rental House
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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
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 8
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Beautiful oceanfront resort located at mile marker 73.8
Holiday Rental House
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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 holiday rentals in Islamorada have a pool?
Yes, here are some popular holiday 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 holiday rentals with a pool in Islamorada on Tripadvisor
Do any holiday rentals in Islamorada have internet access?
Yes, here are some popular holiday 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 holiday 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 holiday 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 holiday rentals in Islamorada on Tripadvisor
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