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The Florida Keys, sometimes referred to as the "American Caribbean" is the ideal vacation place for people who want to boat, fish, scuba dive, snorkel, laze in the sun, or otherwise entertain themselves in our tropical paradise. We offer a wide selection of homes from "Keysie Cottages" to large houses on the open water. All of our Keys Vacation Rentals are No-Smoking and No-Pets Homes. Read Our Rental Policies |
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Click on photos to view property details. 
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Lower Florida Keys Vacation Rental Homes |
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| Two Bedroom Vacation Rentals | ||
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"Pine Channel" Big Pine Key, FL 2 Bedrooms / 2 Baths Sleeps 4 Upper Level Only $3000 per Month Upper and Lower Level $3200 per Month |
Situated close to the open water on the Gulf side of Big Pine Key, this NON-SMOKING home with central air conditioning is a quick idle to some of the best water in the Lower Keys. |
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"Island Breezes" Big Pine Key 2 Bedrooms / 2 Baths Sleeps 4 $2500 per Month |
Escape to the warm sunshine, island breezes, great diving and excellent fishing of the Florida Keys. Each side of this tropically furnished duplex has two bedrooms with queen beds, a queen sofa sleeper and two full baths. |
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"Atlantic Bound" Big Pine Key 2 Bedrooms / 2 Baths Sleeps 4 $3000 per Month |
If you are planning to go fishing, diving or boating, you will love the quick access to the Atlantic Ocean from this lovely two bedroom, two bath, canal front home. If you just want to enjoy the fabulous Keys weather you couldn't ask for more. |
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"Eagle's Nest" Big Pine Key 2 Bedrooms / 2 Baths Sleeps 4 $3000 per Month |
This 2 bedroom, 2 bath home on a good swimming canal has great boating access to Ocean and Gulf side (back country). Master bedroom has a king size bed. The guest bedroom has a queen size bed. |
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"Bogie Paradise" Big Pine Key, FL 2 Bedrooms / 2 Baths Sleeps 4 $3500 per Month |
This gulfside home is bordered by a flow-thru canal and is just minutes from the open water & Bogie Channel. The home has 2 bedrooms, each with a queen size bed. |
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"Falcon House" Big Pine Key 2 Bedrooms / 2 Baths Sleeps 4 $3000 per Month |
Enjoy quick access to the Atlantic or Gulf from this crystal clear canal, gulfside home with two bedrooms and two baths. Spacious open floor plan. |
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"Ocean View" Little Torch Key 2 Bedrooms / 2 Baths Sleeps 4 $3750 per Month |
Open Water Beauty-Ocean Side. Features include 2 bedroom, 2 full private baths plus queen sleeper sofa in living room. Fully furnished kitchen overlooking open water. Spacious living area, newly furnished! Large deck overlooking open water from living room and master bedroom. Bring your boat! Dock with deep water access to Atlantic Ocean. |
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"Sharpe Landing" Cudjoe Key 2 Bedrooms / 2 Baths Sleeps 4 $4000 per Month |
This tropically decorated 2 bedroom, 2 bath home is situated to enjoy stunning sunsets from the screened porch. The ocean is only minutes away, or if you enjoy boating in the back country this home offers boaters and divers the best of both waters. |
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"The Oasis" Big Pine Key 2 Bedrooms / 2 Baths Sleeps 4 $3500 per Month |
Imagine yourself "after midnight on the oasis." This spacious living and immaculately landscaped home also has a concrete seawall with quick and easy access to the Gulf or Atlantic. |
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"Crow's Nest" Little Torch Key 2 Bedrooms / 2 Baths Sleeps 4 $3000 per Month |
This beautiful oceanside vacation home is located on a private, treed, cul-de-sac and is positioned on two canals. Newly furnished with wonderful antique pieces and original artwork that the owner has collected in order to give you the feeling of home. |
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"Big Pine Escape" Big Pine Key 2 Bedrooms / 2 Baths Sleeps 4 $3200 per Month |
This Gulf side home has great boating access to Bogie Channel. (Gulf or Atlantic side). For your convenience the Old Wooden Bridge Fishing Camp is located near by for all your fishing needs and fuel for the boat. |
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"Isle of Skye" Big Pine Key 2 Bedrooms / 2 Baths Sleeps 4 $3000 per Month |
Whether you plan on fishing, diving or just boating, this home is just what you are looking for situated close to the open water on the Gulf side of Big Pine. Nice screened porch to enjoy our Key breezes and several dive ships and marinas are only minutes away. |
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"Caribbean Cove Cottage" Summerland Key 2 Bedrooms / 2 Baths Sleeps 4 $2500 per Month |
Escape to this two bedroom, two bath with loft area and unique island decor. Boating access to the Atlantic and the Gulf for world class boating, fishing diving and snorkeling. |
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"Harborside Retreat" Little Torch Key 2 Bedrooms / 2 Baths Sleeps 4 $3500 per Month |
The home is serenely located on a corner lot with open water on one side. This home features an open kitchen and living area. Sleeping arrangements include two queen beds. |
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"Waters Edge" Big Pine Key 2 Bedrooms / 2 Baths Sleeps 4 $4800 per Month |
Situated on the most picturesque location on the island, this home is on a corner lot with water on two sides. |
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"A Gift from the Sea" Big Pine Key 2 Bedrooms / 2 Baths $3200 per Month |
The 2 bedrooms 2 bath homes is located on a deep water canal in Pine Channel Estates, 3 lots in from OPEN WATER. Nice concrete seawall to tie your boat too. Minutes from the top ten beachs and dive spots. Enjoy the screen porch and check out the water views. Both bedrooms have TV's, master bedroom has a king size bed and guest bedroom has a queen size bed. |
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"The Boat House" Cudjoe Key 2 Bedrooms / 2 Baths Sleeps 6 $4800 to $5200 per Month |
Enjoy this two bedroom two bath tropical retreat rental. You won't want to go home. Master Bedroom opens out onto the pool area, king size bed . Guess Bedroom has queen & trundle bed. Built for entertaining, with the exclusive BOAT BAR!! Steps away is your outdoor patio with HEATED POOL & JACUZZI. Deep water crystal clear canal behind the pool area. Concrete seawall to tie your boat up. Great boating access to the Ocean Side or Bay Side. |
| Three Bedroom Vacation Rentals | ||
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"Tropical Treasure" Cudjoe Key 3 Bedrooms / 2 Baths Sleeps 6 $4200 per Month |
Relax in the POOL after a hard day of fishing. Kickback, BBQ & sip on a margarita and enjoy the out doors. This is a tropical get away home on Cudjoe Key. 3 bedrooms, 2 baths, nice screened porch over looking the canal. Short boating distance to the bay. Just 20 minutes from Key West, where you will find great restaurants, entertainment, historic museums and of course to watch the beauitful SUNSETS. |
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"Cudjoe Escape" Cudjoe Key 3 Bedrooms / 2 Baths Sleeps 6 $3000 per Month |
Getaway to the warm sunshine island breezes, fantastic diving and superb fishing of the Florida Keys! Enjoy your stay in this tastefully decorated 3 BR, 2 BA home. Privately gated with a soothing rock garden and pond. |
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"Leisure Looe" Big Pine Key 3 Bedrooms / 2 Baths Sleeps 6 $3300 per Month |
Enjoy fishing, diving & swimming from this 3 bedroom, 2 bath home. Good boating access to the ocean to snorkel or dive Looe Key. The porch overlooks the canal & concrete seawall for your boating needs. |
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"Sugarloaf Retreat" Sugarloaf Key 3 Bedrooms / 3 Baths Sleeps 6 $4500 per Month |
This 3 bedroom 3 bath rental is located on Sugarloaf Key. Just 2 homes in from Open Water so you do get your sunset & water views. Sit back and relax on a large screened porch which over looks the canal. Master Bedroom has a queen size bed. Guest Bedroom 2 twin beds. The third bedroom is located down stairs. This bedroom has a queen bed, your own sitting area & bath. |
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"Sugarloaf Sunset" Sugarloaf Key 3 Bedrooms / 2 Baths Sleeps 6 $6500 per Month |
Step into paradise and leave the rest of the world behind as you enter the large, privately fenced and gated estate. This Luxury home of stunning ocean frontage and spectacular panoramic views of the Atlantic. The sights are mesmerizing any time of the day. This home truly captures the essence of private island living. |
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"Cudjoe Landing" Cudjoe Key 3 Bedrooms / 3 Baths Sleeps 6 $3500 per Month |
This picture perfect home-away-from-home is open and airy. You'll enjoy the bay breezes and bay views while dining and sipping frozen pina coladas at the kitchen bar. Small office with desk and internet access, for those of you who can't get away from work. Downstairs on the first floor is your third bedroom and bath with a full size bed. Enjoy outdoor living in your screened porch right off the canal with the gas B.B.Q. grill. Concrete dock, fish cleaning station, outdoor shower. |
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"Keys Angel" Big Pine Key 3 Bedrooms / 2.5 Baths Sleeps 6 $5500 per Month |
Welcome to KEYS ANGEL, This 3 bedroom 2.5 bath rental on Big Pine Key. Is located across the street from our new Big Pine Key Park. This Park will keep the kids very busy if they are not swimming in the POOL or FISHING off the dock. You can sit back on the side porch and enjoy the open water views. KEYS ANGEL is very spacious for that large family to enjoy. You even have room to park your RV. |
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"No Name" Big Pine Key 3 Bedrooms / 2 Baths $5800 per Month |
Looking for the Ultimate Get Away? This is it...the Perfect Destination! Every day of your Big Pine Key vacation can be spent relaxing in the BRAND NEW HEATED WATERFALL POOL as you look out over Tropical Bay. Love to fish? Imagine pulling your boat right into your own BACKYARD CANAL after traveling only 1 mile to reach the best fishing, snorkeling and diving the Atlantic Ocean has to offer. With 3 bedrooms, 2 bathrooms, 2 screened in porches and an incredibly spacious kitchen/greatroom (complete with all new appliances and WI-FI access) you'll find that you never want to leave! Key West is only 29 miles away and the world famous No Name Pub is within walking distance. Bahia Honda State Park, rated in the Travel Channel's Top 10 Beaches, is only 8 miles away. With such a terrific location, and so much to do, one thing is for sure...you'll want to come back year after year! |
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"Cudjoe Casa" Cudjoe Key 3 Bedrooms / 2 Baths Sleeps 6 $4800 to $5200 per Month |
Enjoy a brand new very spacious three bedrooms two bath home in Cudjoe Gardens. Open water views from different areas of this home. Kitchen, living room, one guest bedroom and bath is on main level. Screened porch over looks canal & pool. Second level you have two bedrooms, 1 bath. Master bedroom you can relax in your own screen porch and enjoy the views. |
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"Blue Water Breezes" Big Pine Key 3 Bedrooms / 2 Baths Sleeps 6 $3800 per Month |
Pine Channel Estates: 3 bedroom 2 bath home, 75 foot of concrete seawall. Great swimming and boating canal, 5 lots in from open water. Some open water views. Tile floors throughout. Enjoy the tropical setting out on the screen porch. Master bedroom has king size bed with private tv and balcony. Guest bedrooms have twin beds. Bahia Honda State Park is 10 minutes away. Key West is 30 miles away. |
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"Mermaid Manor" Big Pine Key 3 Bedrooms / 2 Baths Sleeps 6 $2500 per Month |
Big Pine Key, NON WATER FRONT Enjoy this tropcial 3 bedroom 2 bath rental. Sit on the open porch and watch the Key Deer. Master bedroom has a king bed, guest bedrooms have queen beds. Travel to Bahia Honda State Park for your fun in the sun. Key West has a lot to offer, great restaurants, shopping, museums, just 30 miles away. Looe Key National Marine Sanctuary just a boat ride away! |
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"Glading Conch Cottage" Little Torch Key 3 Bedrooms / 2 Baths Sleeps 6 $4000 per Month |
Weekly Vacation Home Rental Great Open Water Home on Little Torch Key. |
| Four Bedroom Vacation Rentals | ||
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"SeaClusion" Summerland Key 4 Bedrooms / 3 Baths Sleeps 6 $4500 per week. Monthly rates available. |
Elegant secluded estate with fabulous ocean views and quick and easy access to the Atlantic or Gulf. Home is so spacious you will never know where your other quests are. |
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"Sugarloaf Flats" Sugarloaf Key, FL 4 Bedrooms / 2 Baths Sleeps 8 $4000 per Month |
This extra large 4 bedroom, 2 bath home is located on one of the most tranquil islands of our Keys—Sugarloaf Key, just 15 minutes from restaurants, fun & night life of Key West. |
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"Aqua Vista" Big Pine Key 4 Bedrooms / 3 Baths Sleeps 8 $4500 per Month |
Enjoy privacy and peacefulness in this large open water home. This fabulous home is located on Bogie Channel with quick access to the Atlantic Ocean. Relax and enjoy colorful sunrises from your screened porch. |
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"Sunrise Bay" Big Pine Key 4 Bedrooms / 3 Baths Sleeps 8 $5300 per Month |
This 4 bedroom, 3 bath home, hidden among the tropical foliage, offers all you could want in a Keys style vacation home. Beautiful morning sunrises overlooking Bogie Channel with endless views. |
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"Sunsation" Cudjoe Key 4 Bedrooms / 3 Baths Sleeps 8 $3800 per Month |
Looking for space and great boating look no more. This custom ground level 4 bedroom 3 bath rental waits for you and your family. Rental offers 2 master suites, Large kitchen for cooking your catch, screened porch for relaxing, concrete seawall for tying up your toys. Located in Cudjoe Gardens mile marker 21. Cudjoe Gardens offers Cudjoe Marina and Buon Appetito Italiano Restaurant. |
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"Breezy Palms" Big Pine Key 4 Bedrooms / 3 Baths Sleeps 8 $6200 to $6500 per Month |
The breathtaking sunrise and amazing bay views with lush landscaping on 2 lots for your privacy. Fenced backyard, your own Bay front RETREAT. Located in Doctors Arms, Big Pine Key with great boating access to Bogie Channel. Enjoy the open floor plan, covered & open decks, tile floors through out. Master Bedroom, king/TV/private bath, guest bedroom, queen, quest bedroom, 2 twins, Guest bedroom, King/TV/private bath/sofa. HBO and Internet. |
Email: KeysKaren@aol.com Local: 305-872-5279 Cell: 305-872-8056 Fax: 305-872-4220