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Directory of Islamorada Vacation Rentals

The Keys offer numerous opportunities to rent private homes or condominiums. In many cases, local regulations require the homeowner to have a special vacation rental or short-term rental permit. Please check with your rental agent or homeowner for any restrictions that might apply in the area of the Keys you wish to stay.

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LAST RESORT EXECUTIVE RETREAT
This property is Pet Friendly   
Phone: 919)465-7432 * 
Email: enquiries@floridathelastresort.com
Islamorada ,  FL  33036
Private executive retreat with overwhelming views of the Atlantic, large open verandahs, sandy beach w/palms, seaside heated pool, Jacuzzi bath, 37 ft protected dockage. Quiet seclusion awaits you at this unique destination. 4 bedroom, 4 bath home.

UPPER KEYS RENTALS
Phone: 305-453-2221 *  Fax: 1-877-557-7435
Email: bwodka1@yahoo.com
Islamorada ,  FL  33036
Affordable family fun to luxurious romantic retreats. We will find the perfect vacation rental for you! We offer a wide selection of properties in the Upper Keys, a friendly staff & the professional, personal service you deserve. www.UpperKeysRentals.com

VACATION HOME RENTALS IN ISLAMORADA
Book Now   
Islamorada ,  FL  33036
VacationHomeRentals.com offers a large assortment of Florida rentals. Take your next trip knowing you aren't paying a penny more than you have to by renting direct from the owner. Find the vacation rental you've been searching for!

FLORIDA KEYS LUXURY VACATION RENTALS - Premier Vacation Rentals
This property is Pet Friendly   
Phone: 305-853-8700 *  Toll Free: 877-FLAKEYS 352-5397 * 
Email: jane@floridakeysluxuryvacationrentals.com
Islamorada ,  FL  33036
Specializing in upscale waterfront homes and elite properties. We set the standard for quality of inventory, depth of experience, extraordinary local knowledge, island hospitality - and attentive, innovative, friendly service.

FLORIDA KEYS VACATION RENTALS, INC.
Phone: 305-664-4470 *  Toll Free: 800-207-4160 * 
Email: customercare@RentalsFloridaKeys.com
85996 Overseas Hwy
Islamorada ,  FL  33036
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.

FREEWHEELER VACATIONS
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Phone: 305.664.2075 *  Toll Free: 866-664-2075 * 
Email: info@freewheeler-realty.com
Mile Marker 86 Bayside
Islamorada ,  FL  33036

Find Your Special Place in the Sun with Islamorada's largest and oldest Vacation Rental Agency offering luxury estates to quaint villas. Beaches, pools, dockage, cable, phones, DSL & more.Stay for a long weekend to a season. Concierge Available!
View Reviews on Trip Advisor    This property is Pet Friendly   

ISLAMORADA VACATION RENTALS
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ISLAMORADA ,  FL
After you've hauled in the catch of the day sportfishing in Islamorada, you'll want a great place to enjoy your bounty and tell fish stories. FlipKey has over 100 condos, villas and vacation homes to choose from on this Florida Key.

ISLAND VILLA RENTAL PROPERTIES
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Phone: (305) 664-3333 *  Fax: (305) 664-9090
Email: rentals@islandvilla.com
81681 Overseas Hwy.
Islamorada ,  FL  33036

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!
This property is Pet Friendly    Keys Coupon   

KEYS GETAWAYS VACATION RENTALS, INC.
Phone: 305-852-8040 * 
Email: mako12345@bellsouth.net
Islamorada ,  FL  33036
We offer The Florida Keys most desirable luxury vacation rental accommodations! Beautifully appointed & maintained as private residences. Completely move-in ready & located at the best getaway locations! Your Home Sweet Vacation Home, away from Home!

KEYSCARIBBEAN ANGLER'S REEF RESORT VILLAS & MARINA
Keys Coupon   
Phone: 305-853-5000 * 
Email: res@keyscaribbean.com
84977 Overseas Highway
Islamorada ,  FL  33036
Located just west of the only living barrier reef in the continental U.S., is a fishing village-styled retreat dotted with 2 & 3 bedroom charming Villas with a pool and private sunning beach.

CENTURY 21 COASTWAYS
Phone: (305)664-4637
P.O. Box 337
Islamorada ,  FL  33036

FLORIDA KEYS LUXURY RENTALS
Phone: (305) 394-9197
Islamorada ,  FL  33036

KEYS HOLIDAY RENTALS, LLC
Phone: (305) 664-8808
83247 Overseas Highway
Islamorada ,  FL  33036

REMAX/ANCHOR REALTY
Phone: (305)664-4446
P.O. Box 568
Islamorada ,  FL  33036

TARPON OASIS
Phone: (561) 504-2640
236 Tarpon Street
Islamorada ,  FL  33070

VACATION PROPERTIES IN THE FLORIDA KEYS
Phone: (888) 464-3133
91495 Overseas Highway
Tavernier ,  FL  33070