Holiday Rentals with Pools in Islamorada
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1 rental in Islamorada.
Ocean Front Town House With Breath Taking Views From all 3 Balconies
Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 8
Match: Sleeps, All pools
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The following properties match some of your filters:
Wonderful 2 Bedroom Condo with Ocean Views
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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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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Oceanfront, Pool, Dock... Checks all the boxes!
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Waterfront... The Sapodilla House... Islamorada Family Estate Home...
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Relax and Unwind! Pet-Friendly Property, Onsite Pool, Free Breakfast
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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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Best Vacation Choice! Outdoor Pool, Beachfront Location, Pets are Welcome!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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To Paradise Book our website fishing & excursions
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Captain's Quarters Piece of Peace
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Executive Bay - Next to Beach and Pool!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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WOW!! WATERFRONT HOME, SPECTACULAR VIEW-GREAT DOCKAGE-WiFi-CLEAN-CONTACT OWNER
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Private Home
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Serene Sunsets from Your 2 Bedroom Villa
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Why watch the Sunrise when you have a Mangrove Sunset
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Maison 402 Island Charm
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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☀️Luxury 3 BR Remodeled! Ocean View PoolSpa, MarinaBikes Boat Slip
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Gorgeous Anglers Reef Islamorada Florida Keys Oceanfront Pool
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Beautiful vacation home in the heart of Islamorada , Florida Keys
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful New Pool Home located in a gated community in the Heart of Islamorada.
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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BAYSIDE PARADISE ~ Heart of Islamorada ~ Private Boat Dockage
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Paradise Found: Explore the Serene Beauty of Islamorada!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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By The Sea ~ Islamorada Home with Ocean Views!
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Anglers Reef Direct Ocean, 4 bedroom, Dock, Comm Pool & Beach
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Alligator Reef Lobster House, a special slice of paradise
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Island Home in Anglers Reef! Ocean front community. Pool & boat slip.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Isla Lychee: Little Basin Villas, Waterfront Boutique Resort, Walkable
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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SPECTACULAR SUNSETS AND FRESH OCEAN BREEZE AWAIT YOU IN ISLAMORADA, FLORIDA!
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Port Antigua NEW Luxury one bedroom/2 bath apt with pool/spa/steam in
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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POPULAR BAYFRONT Townhouse Futura Yacht Club, Pool, Dockage
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Scenic Beachside Stroll at Our Breathtaking Resort | 3 Villa w/ Living Area
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Peaceful Retreat in Islamorada! Pet-friendly, Swimming Pool, Free Parking!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Anglers Reef- Family Friendly Community at a Fraction of the Cost.
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Luxury, Elegant, Water Front Home, Heated Pool, Plantation Key, Islamorada
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Paradise in Islamorada on the Water
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Coral Cove Resort - ‘A Fisherman’s Dream’
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Vacation At its Finest! 2 Convenient Units, Free Parking, Breakfast, Onsite Pool
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Exec Bay townhouse w/heated pool, marina, beach
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Just a Few Friends - Ocean View and Bring your Boat!
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Tropical Paradise Retreat in Islamorada! Pool, Pet-friendly, Free Parking!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Recently Renovated Luxury Townhome in Islamorada, Florida Keys
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Seaside Serenity Coral Harbour Club 3/2 condo, located Oceanside in Islamorada
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A Premier Oceanfront Estate in Islamorada
Holiday Rental House
6 bedrooms
9 bathrooms
Sleeps 14
Match: Sleeps
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Your Key to Unforgettable Island Moments! 2 Relaxing Units with Balcony!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 16
Match: Sleeps
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Stunning Bay View Villa in Florida Keys | Beach Getaway w/ Scenic Outdoor Pool
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2BR/2.5BA Angler's Reef Cottage 116 With Private Beach and Pool Access
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Bayside Retreat - Adorable 3 Bedroom Bayfront Duplex with Dockage
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Enjoy Sunset Views from Your Villa with Pool & Beach Access in FL
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Your Dream Getaway at Anglers Reef
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Mitchell's Bayview Villa - Islamorada House on the Bay
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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