Islamorada Pet Friendly Rentals
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Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
5 mi
374 rentals in Islamorada.
Venetian Tropics 3 bedroom pool home on sailboat canal weekly vacation rental
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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WATERFRONT KEYS COTTAGE GREAT RATES ! Walking distance to world famous Lorelei
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Pet friendly
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Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Gated Oceanfront 1.8 acre Estate on Millionaire's Row, Private Saltwater Pool
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Pet friendly
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Beach Dream House, relax and enjoy the clear waters of Islamorada FL
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Sunset Reef - 4 bdrm, Bayside Private Gated Estate, Pool, Spa, Deep Water Dock
Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Tiki Bar,Heat&Chill Pool,Spa, kayaks,SUP’s,Bikes,BBQ,Fire ring, outside TV,
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Pet friendly
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Pool | Sunsets | Walk to restaurants | Little Basin Villas | Conch Villa 6
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Keys Cottage; Remodeled Villa in Native Hammock on Florida Bay
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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BAYSIDE PARADISE ~ Heart of Islamorada *Private Boat Dockage Upon Request*
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Pool | Sunsets | Walk to restaurants | Little Basin Villas | Key Lime Villa 3
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Luxury villa with beautiful bay views | Pool | Little Basin Villas | Bay Villa 9
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Private Bayside Waterfront Home 4 acres, Private Beach, Deep Water Boat Dock
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Water Front 3/3 Family and Boat Friendly Home, Great Views
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Private Tropical Oceanfront Estate with Pool and Beach
Rental Home
6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps, Pet friendly
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Downtown Islamorada | Pets allowed | Pool | Little Basin Villas | Conch Villa 5
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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WOW!! WATERFRONT HOME, SPECTACULAR VIEW-GREAT DOCKAGE-WiFi-CLEAN-CONTACT OWNER
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Sunrise Haven - Maison 306 - Beach, Pool, Hot Tub, Kayaks, SUPs & Day Dock
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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This is Paradise! Beautiful 2 Acre Oceanfront Beach, A MUST SEE. 3/2 Sleeps 6
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Stunning Oceanfront Home located in Islamorada Florida
Rental Home
5 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Paradise in Venetian Shores Pool / SPA - Heater / Chiller & Commercial Ice Maker
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Sunsets | Pool | Downtown Islamorada | Little Basin Villas | Bay Villa 7
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal
Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Waterfront | Pool | Walk to restaurants | Little Basin Villas | Conch Villa 4
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Avail from Sept. 9th, 2023 - Book now for 2024 - The Last Resort, Islamorada
Rental Home
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, Pet friendly
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Pool | Walk to restaurants | Bayfront | Little Basin Villas | Bay Villa 8
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Mitchell's Keys Villa - Private, Secluded House on the Bay
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Waterfront Oasis Legal weekly rental*Mins2Beach*Tons of dockage
Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, Pet friendly
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Private Beachfront Paradise
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Luxurious 4-Bedroom Home with Private Pool and Beach Access in Islamorada
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Mitchell's Bayview Villa - Islamorada House on the Bay
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Bayside: 1st Floor Apartment in Native Hammock on Florida Bay
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Pet friendly
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SANCTUARY IN PARADISE
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Blue Dolphin Private Oceanfront 1.8 acre Estate on Millionaire's Row with Pool
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Pet friendly
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Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Family Compound.
Rental Home
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Pet friendly
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Upscale~Majestic,Sandy beach,pool,kayaks,bikes, EV
Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Unique 2 Bedroom Bay Front Home with Roof Top Terrace
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Pet friendly
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You will love my "Fl Keys Luxury Home"
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Oceanfront Estate on Millionaire's Row with Private 350ft Pier and Heated Pool
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Private Pool, Completely Renovated Lovely Cottage Home in Islamorada
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Oceanfront Oasis - Pinch me am I dreaming
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Beautiful Islamorada Vacation rental pool home with private beach!!!
Rental Home
5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps, Pet friendly
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Oceanfront Islamorada Condo with Boat Slip
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Charming Beach Front Home in Lower Matecumbe
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Pet friendly
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Come to Paradise
Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, Pet friendly
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A True Islamorada Oasis with Breathtaking Bay Views
Rental Home
5 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps, Pet friendly
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Come experience the Florida Keys at Sunset Cove
Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, Pet friendly
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Luxe & New ~King Beds~Pools~Dock~Kayaks~Bikes~EV
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Keys Kottage
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Pet friendly
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Paradise with surrounding beaches and amazing fishing!!!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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