Islamorada Vacation Rentals
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Bathrooms
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5 mi
746 rentals in Islamorada.
Wonderful 2 Bedroom Condo with Ocean Views
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ULTIMATE outdoor living area at this 4/4 canal home with pool!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Modern Oceanview Paradise at Islamorada
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You will love my "Fl Keys Luxury Home"
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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4BR waterfront home with POOL, boat slip with straight shot to Alligator Reef!
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Comfort and Convenience! Free Onsite Parking, Pets Allowed, Free Breakfast
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Beautiful 'Keysey' Condo in Bay Harbour Gated Community 24-0169
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The Perfect Getaway with Swimming Pool, Jacuzzi and Boatslip
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Tropical Paradise
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceanfront, Private Pool Oasis!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Incredible Bayside Home in the Florida Keys!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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ISLAMORADA BEACH HOUSE
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4 Family-friendly Rooms w/ Balcony | Refreshing Outdoor Pool & Free Parking
Rental Home
4 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Indulge in Home Like Comfort! Courtyard View, Free Parking, Pool, Pets Allowed
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private 2 Acre Bayside Waterfront Estate 2/2 All To Yourself ~ New Listing!
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Gorgeous Canalfront, Ocean View 3 Bedroom 3.5 Bath Home- Water Enthusiasts Dream
Rental Home
4 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Exec Bay 3 Bedroom townhouse w/heated pool, marina, tennis & more
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Oceanfront Estate in the Heart of Islamorada
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Bayside: 1st Floor Apartment in Native Hammock on Florida Bay
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Relax and Unwind! Pet-Friendly Property, Onsite Pool, Free Breakfast
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private Tropical Oasis
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Relax in this updated townhome while overlooking the sparkling Atlantic Ocean
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Studio Apartment - Summer Sea Condo #230
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3 Relaxing Units! FREE Breakfast, FREE Parking, Onsite Pool, Pets Allowed!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Bay Harbour Islamorada Oceanfront Views 3/2.5 UPDATED condo DOCK
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Coastal Retreat ~ Brand New 4-Bedroom Home in the Heart of Islamorada
Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Condominium with with Ocean view, Protected Boat Slip, Tennis,
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Ocean Harbor Paradise in Islamorada
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Dive Into Your Dream Vacation! 3 Spacious Units, Onsite Pool, FREE Breakfast!
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Ocean Front Villa, 3/4's acre of private beach! Serenity, Retreat, Island Life!
Rental Home
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Cozy Coastal Haven for Relaxation! With Pools and Water Sports Onsite!
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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2 Spacious Garden Suite w/ Kitchenette | Outdoor Pool + Beach Access
Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Romantic Studio Cottage Nestled in Lush Landscaping with Pool and Dockage
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Florida Keys' Jewel - Executive Bay Club
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Steps Away from Coral Bay Marina! Pool, Beachfront, Free Parking, Pets Allowed
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Islamorada HappyTarpon House:Private Heated Pool - Private Boat Dock- Family Fun
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Malayan Palm North 2 Bedrooms, 1 Bath, Garden View
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Islamorada Keys Home In Anglers Reef With Ocean View, Dock, Pool & Beach
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Everything You Need For The Perfect Vacation! 3 Sleek Units, Beachfront, Pool
Rental Home
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Beach Dream House, relax and enjoy the clear waters of Islamorada FL
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Executive Bay Club Bayfront/Beachfront paradise
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Relax and Unwind Near Robbie's of Islamorada! FREE Parking & Breakfast, Pool!
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Harbor house 2 Bedrooms, 2 Baths, Partial Ocean View
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Princess Palm South Poolside,1 King Bed, 2 FullBeds, 1 Pull Out
Rental Home
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Venetian Shores 5bed 7b, Pool , Spa, Boat lifts, open for Oct 2024
Rental Home
5 bedrooms
8 bathrooms
Sleeps 10
Match: Sleeps
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Convenient Stay in Florida! Free Parking, Free Breakfast, Pool, Pets Allowed
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Charming 2 Bedroom Ground Level Home with Bay Views
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Sunset Reef - 4 bdrm, Bayside Private Gated Estate, Pool, Spa, Deep Water Dock
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Malayan Palm East 1 Bedroom, 1 Bath Garden View
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Fantastic ocean front conch house on the ocean with 160’ dock.
Rental Home
4 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Showing results 1-50 of 746
Frequently Asked Questions about Islamorada
- 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!
- 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
- 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
- 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
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