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Directory of 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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ELITE VACATION RETREATS
Toll Free: 877-654-9368 * 
Email: kevin@elitevacationretreats.com
Islamorada ,  FL  33036
Elite Vacation Retreats manages some the worlds most exclusive vacation villas. We offer professional villa specialists who have intimate knowledge of all of our luxury vacation properties. Contact us today to reserve your perfect vacation home.

FLORIDA KEYS VACATION RENTALS, INC
Phone: 305-664-4470 *  Toll Free: 800-207-4160 * 
Email: vacationrentals@keyslife.info
82205 Overseas Highway
Islamorada ,  FL  33040
Come visit our beautiful island! We have cottages, villas, condos & beautiful homes located on canalfront, direct ocean access properties or with spectacular ocean views. All available for your vacation in Paradise! Monthly and weekly rentals.

FREEWHEELER VACATIONS
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!

IMAGINE RENTALS
Phone: 305-396-9002 * 
Email: inquiry@imagine-rentals.com
P. O. Box 575
Islamorada ,  FL  33036
Representing a collection of the most exclusive private homes in the Florida Keys, Imagine Rentals is dedicated to creating unique vacation experiences in unmatched settings. Offering sultry island flare, luxurious style and absolute comfort.

ISLAND VILLA RENTAL PROPERTIES
Keys Coupon   
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!

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.

LAST RESORT EXECUTIVE RETREAT
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.

PARADISE CONNECTIONS, INC.
Phone: 305-852-2405 *  Toll Free: 800-831-1589 * 
Email: info@floridakeyscondo.com
P.O. Box 643
Tavernier ,  FL  33070
Florida Keys Vacation Rentals in "The Village of Islamorada". Enjoy Tropical elegance in our one or two bedroom waterfront accommodations.Why pay more for a hotel room when you can have a bayfront condominium for Less!!!

STAY IN THE FLORIDA KEYS - Premier Vacation Rentals
Phone: 305-852-0211 *  Toll Free: 877-FLAKEYS 352-5397 * 
Email: lori@stayinthefloridakeys.com
 FL
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.

A FISHERMANS DREAM
Phone: 772-597-3853 *  Toll Free: 863-634-5314 * 
Email: reservations@afishermansdream.com
MM 74.5 Port Antigua
Islamorada ,  FL  33036
This exquisite property is located minutes from the best sports fishing in the world and is a boater and fisherman's dream come true! Visit our website www.afishermansdream.com for more info and pictures.

BROCK HAUS ON THE GULF
Phone: 703-931-2643 *  Fax: 703-931-2643
Email: info@brockhausrentals.com
88540 Overseas Highway
Islamorada ,  FL  33036
Enjoy spectacular sunsets from the balcony of your two-bedroom Gulf side townhouse at Futura Yacht Club. Your newly furnished condo has its own boat slip and water views on three sides. See why we have guests that stay with us year after year.

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

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

EXECUTIVE BAY CLUB
Phone: (305) 995-1370
87200 Overseas Hwy
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

OCEAN HARBOR VACATION RENTAL
Phone: 724-962-9790
Islamorada ,  FL  33036

REAL ESTATE FLORIDA KEYS, INC.
Phone: 305-664-4470
82205 Overseas Highway
Islamorada ,  FL  33036

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