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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 (796)
Air Conditioning (792)
Washer/Dryer (559)
Other outdoor space (555)
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Kid friendly (781)
Pet friendly (330)
Smoking allowed (21)
Elder access (6)
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Vacation Rental House (679)
Condominium/Apartment (135)
Cabin Vacation Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (470)
Boat Available (86)
Private Chef (0)
Private Beach (0)
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Distance from
5 km
History of Diving Museum
Florida Keys Brewing Company
Islamorada Brewery & Distillery - MM82
Alligator Reef Light House
Windley Key Fossil Reef Geological State Park
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814 rentals
in Islamorada.
Wonderful 2 Bedroom Condo with Ocean Views
3
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 4
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Adorable canal front Pool Home in Plantation Key
3
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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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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Ocean Harbour P21 ~ Modern Oceanfront Islamorada Condo with Boat Slip
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 8
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Tropical retreat where location meets quintessential Keys vacation home.
1
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 6
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A Place You'll Surely Enjoy! 3 Comfortable Units, Onsite Pool, Free Parking
Holiday Rental House
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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!
Condo/Apartment
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4 bedrooms
4 bathrooms
Sleeps 16
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Peacock Shores Islamorada - Vacation On The Beach!
16
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 4
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Fantastic ocean front conch house on the ocean with 160’ dock.
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 4
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Keys Villa--Islamorada private beach!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Morada Zen - 4BR/3Bath Waterfront Ocean & Bay Access, Pool, Tiki, Dockage
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
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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
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Coastal Retreat! Pool, Pets Allowed, Minutes to Indian Key Historic State Park
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Luxury, Elegant, Water Front Home, Heated Pool, Plantation Key, Islamorada
10
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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Ocean & Bay Views. Welcome To Paradise!
10
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 2
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Breezy Beach Waterfront home in Port Antigua
2
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 10
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House in Islamorada, in exclusive Venetian Shores.
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Sportfishing in Florida Keys! Large Unit w/ Private Beach Access! Pool
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Exec Bay townhouse w/heated pool, marina, beach
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Waterfront Paradise with Free Dockage - Contact us to price your stay!!
10
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Sea Glass Cottage Beautiful Canal Front Home
10
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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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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"Our Happy Place" Paradise in Islamorada with Heated Pool and 90 ft Dock
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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Infinity Bay Islamorada ~ Luxury 9-bed, 10-bath Bayfront Estate in Islamorada
Holiday Rental House
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9 bedrooms
10 bathrooms
Sleeps 18
Match:
Sleeps
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Stunning 3 Bedroom Bayfront Home
2
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Isla Mamey: Waterfront Boutique Resort, Htd Pool, Dock, Walkable
3
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 6
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Better Choice for your Vacation! 2 Comfortable Units, Beachfront, Outdoor Pool
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 8
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3 bedroom, 3.5 bath luxurious condo 402 at Maison in Islamorada
Condo/Apartment
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3 bedrooms
4 bathrooms
Sleeps 6
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Executive Bay - Next to Beach and Pool!
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Islamorada waterfront gem: Total reno ‘24: 3/3.5, pool, spa & deep water dock.
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 6
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Your Idyllic Getaway Awaits! Breathtaking Beachfront, Outdoor Pool | 3 Units
Holiday Rental House
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6 bedrooms
6 bathrooms
Sleeps 18
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Ultimate Beach Relaxation: Resort w/ Marina and Outdoor Pool | Free Parking
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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Harbor Hideaway | Island style beach house with pool, dockage & bay views!
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 11
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Charming Condo in Paradise!
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Perfect Home for a get away! Private homeowners beach, enjoy Islamorada.
5
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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NEW! Delightful 2 Bedroom Townhouse with Pool, Beach, Tennis Courts & More
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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Private Pool, Completely Renovated Lovely Cottage Home in Islamorada
10
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Deluxe upper apartment with pool, canal-view balcony, water access, grill, & AC
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Pool | Sunsets | Walk to restaurants | Little Basin Villas | Conch Villa 6
10
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 6
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Cozy Studio on Oceanfront Property with Pool
11
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Spectacular Coastal Paradise with outstanding outdoor living spaces
Holiday Rental House
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5 bedrooms
7 bathrooms
Sleeps 10
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Captain's Quarters Piece of Peace
1
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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Relax and Unwind! Pet-Friendly Property, Onsite Pool, Free Breakfast
1
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Modern ground-floor apartment with pool, water views, patio, grill, & central AC
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Fabulous " Sea Breeze 41 ", 3 / 2 Condo located Oceanside in Islamorada
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Island Oasis in Islamorada: Your Private Paradise Awaits!
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 6
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OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards
159
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Relax and Unwind in Islamorada! Swimming Pool, Pet-friendly Property!
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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You Don’t Want to Miss This! Beachfront, Onsite Pool, Near Coral Bay Marina
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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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
Adorable canal front Pool Home in Plantation Key
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
Adorable canal front Pool Home in Plantation Key
ULTIMATE outdoor living area at this 4/4 canal home with pool!
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!
Waterfront oasis with boat dock, amazing views, patio, & hammock - dog-friendly
2 Spacious Garden Suite w/ Kitchenette | Outdoor Pool + Beach Access
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
Adorable canal front Pool Home in Plantation Key
ULTIMATE outdoor living area at this 4/4 canal home with pool!
See all kid friendly vacation rentals in Islamorada on Tripadvisor
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