Islamorada & Florida Keys Vacation Home Rentals
Find a vacation rental homes for rent in the Islamorada area of the Florida Keys.
- Maison Residences ~ A World-Class Oceanfront Residence
- 81681 Old Hwy Islamorada FL 33036
- 3056643333 E-mail Website
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- Luxurious island-style 3- & 4-bedroom residences with authentic surroundings of Islamorada. Resort style lagoon pool/jacuzzi, gourmet kitchen, oversized terraces, 350' white sandy beach & unobstructed ocean views of Alligator Lighthouse.
- OSPREY BAY VILLA
- 82754 Overseas Highway Islamorada FL 33040
- 3053932995 E-mail Website
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- Wonderful Bay front home in the heart of Islamorada for rent by the week or month, sleeps 10. Spectacular sunsets and incredible panoramic views of Florida Bay! Walk to restaurants and shopping. Enjoy private pool, hot tub, beach, dockage/boat basin and more!
- Private oceanfront luxury in the heart of the Florida Keys
- 3057471740 E-mail Website
- Facebook Watch our video
- Offering two luxury oceanfront estates with private sandy beach & pool. The Last Resort features 2 master bedrooms, sleeps up to 12 & includes dockage. Last Resort Too is a gem located on 2 prime oceanfront acres, 6 bedrooms/6.5 baths incl. guest cottage.
- Star Destinations ~ Key Largo, Tavernier, Islamorada & Marathon
- 99353 Overseas Hwy, Suite 9 Key Largo FL 33037
- 3056809852 E-mail Website
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- Weekly & monthly rentals of impeccable cottages, luxury waterfront homes, condos & townhouses. Deepwater dockage & pool homes. Local/licensed vacation rental company! Concierge services available. Our goal is to ensure a 5 Star trip of a lifetime!
- CASITAS AT CHEECA LODGE
- 81801 Overseas Hwy Islamorada FL 33036
- 8444899664 3056644651 E-mail Website
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- NEW!! Luxurious one and two-bedroom Casitas located in the heart of Islamorada. Private sandy beach and pool. Guests have full access to the legendary Cheeca Lodge & Spa amenities. Your luxury Casita experience includes butler service.
- Coastal Vacation Rentals of the Florida Keys
- 82889 Overseas Hwy Islamorada FL 33036
- 3056640077 E-mail Website
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- Providing high quality, personalized service to accompany our array of homes. Weekly & monthly rentals, condos, villas, estates, corporate retreats, wedding parties, oceanfront, bayfront, our inventory is endless. Let us share our "Keys" with you!
- FLORIDA KEYS BREWING CO B&B
- 81611 Old Highway Islamorada FL 33036
- 3056649722 E-mail Website
- Stay in the heart of the Keys in our island shabby chic 2 bed/1 bath apartment above Florida Keys Brewing Co. Taproom. Walk/bike to the best restaurants, bars, shops & fishing Islamorada has to offer. Affordable, family/pet friendly in the best location!
- FLORIDA KEYS VACATION RENTALS, INC.
- 85996 Overseas Hwy Islamorada FL 33036
- 8002074160 3056644470 Email Website
- Hundreds of homes, condos, townhomes & cottages located between Key Largo & Key West, most with waterfront locations. Preview them on our website & chat online or let our rental managers help you find your ideal vacation spot. Weekly & monthly rentals.
- ISLAND VILLA RENTAL PROPERTIES
- 81681 Old Highway Islamorada FL 33036
- 305-664-3333 Email Website
- Private little cottages, luxury condo villas, prestigious oceanfront estates...we offer a "home away from home". Dock your yacht (or skiff) at the back door! Privately owned...all very special places...in the warm Florida Keys sun!
- LA SIESTA RESORT & VILLAS
- 80241 Overseas Hwy, Mile Marker 80.2 Oceanside Islamorada FL 33036
- 8445812733 E-mail Website
- Facebook TripAdvisor Instagram
- This oceanfront resort on the sunrise side of Islamorada features beachfront cottages, private villas & suites. Enjoy our poolside bar, bikes, paddleboards & kayaks. Resort guests receive access to all four Islamorada Resorts & a complimentary shuttle.