Holiday Homes in Islamorada
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Bathrooms
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Distinctive Features
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5 km
808 rentals in Islamorada.
Wonderful 2 Bedroom Condo with Ocean Views
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Adorable canal front Pool Home in Plantation Key
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ULTIMATE outdoor living area at this 4/4 canal home with pool!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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BRAND NEW HOME and BOAT SLIP, pet friendly, resort location!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wander Islamorada Island
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Islamorada waterfront gem: Total reno ‘24: 3/3.5, pool, spa & deep water dock.
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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BAYSIDE PARADISE ~ Heart of Islamorada ~ Private Boat Dockage
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Executive Bay Club R8 ~ 3 Bed / 3 Bath + Loft Townhouse on Plantation Key
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Charming 2/2 in Islamorada - Private Access to White Marlin Beach
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Pool | Sunsets | Walk to restaurants | Little Basin Villas | Conch Villa 6
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Executive Bay Club Bayfront/Beachfront paradise
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Oceanfront 3 bedroom with dock
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Comfort and Relaxation! Free Parking, Minutes to History of Diving Museum
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Bayside Tranquility: 2 Spacious Villa w/ Private Patio | Onsite Pool
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Summer Escapade! Onsite Pool, Steps from the Beach, Pets Allowed, Free Parking!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Casa del Mar, WEEKLY SPECIAL-JAN/FEB/MARCH! DISCOUNT "BOOK NOW"
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Anglers Reef Islamorada Ocean Views DOCK Beach Pool Boat Slip NO ROAD NOISE!
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Your Islamorada Hideaway! Beachfront Accommodation - Onsite Pool, Parking
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Snorkel and Kayak in Islamorada! Unit w/ Balcony! Pets Allowed, FREE Parking
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Southern Diversion Estate Islamorada see Jan reduced rates
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1 bedroom, 1 bath, full kitchen, 1 queen bed, 1 queen sleeper sofa.
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Complete Duplex on Gated Bayfront Property
Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Breathtaking ocean views for your Paradise vacations
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Beautiful water front home, private dock in Islamorada, World Fishing Capital
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Beachside Solace: Room for Your Perfect Vacation | 3 Family Ready Stays
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Morada Zen - 4BR/3Bath Waterfront Ocean & Bay Access, Pool, Tiki, Dockage
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Canal-front home with private dock, wraparound deck, & central AC - snowbirds OK
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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The Beach House-Luxury Oceanfront Home, Unobstructed Views, Pool, Sandy Beach
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3 Bed Beautiful Keys Home, Quick walk to private beach.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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GREAT LOCATION !!! ** White Marlin Beach House, Islamorada FLORIDA KEYS
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Beautiful 2/2 Florida keys home rental
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Bayfront Home with Amazing Sunsets
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Relaxing waterfront retreat with boat dock & amazing ocean views
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Open Ocean Views - 2 separate properties -House & Cottage With Dockage & Pool
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Stunning 3 Bedroom Condo with Basin & Ocean Views Located in Lower Matecumbe
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Beautiful 'Keysey' Condo in Bay Harbour Gated Community 24-0169
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Minutes to Library Beach Park! 2 Villa w/ Living Area | Free Onsite Parking
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Short Distance From The Well Known Sites! Pool, Free Parking, Pets Allowed
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Panoramic Ocean Views from this 3 Bedroom Islamorada Home
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Your Idyllic Getaway Awaits! Breathtaking Beachfront, Outdoor Pool | 3 Units
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
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Charming and Cozy Townhouse in the Fl Keys with Pool and Beach Access
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Ocean Harbor Paradise in Islamorada
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Islamorada Condo with ocean access, monthly rentals only
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beach Bliss, Just Steps to the Ocean! Outdoor Pool, Near Coral Bay Marina
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful house located in the prestigious neighborhood of Port Antigua on a
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Coastal Retreat in the Heart of Islamorada
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Estate Home with Private Beach, Dock & Bay/Ocean Access
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Matecumbe Resort: Large One Bedroom. Your Home Away From Home In The FL Keys.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Leisure Inn Islamorada - 3/2 canal home on a double lot, bring all of the toys!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful 3 Bedroom Condo - Bay Harbour A101
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-50 of 808
Frequently Asked Questions about Islamorada
- 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
- Adorable canal front Pool Home in Plantation Key
- Yes, here are some popular holiday 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!
- 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!
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