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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 $3800 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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"Seagull's Cove" Big Pine Key 2 Bedrooms / 2 Baths Sleeps 4 $2800 per Month |
SEAGULL'S COVE 2BD/2BA home located on Gulf side. Master bedroom has a queen bed with a double bed in the second bedroom. |
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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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"Harris Rental" 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 $5500 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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"Starfisch Hideaway" Big Pine Key 2 Bedrooms / 2 Baths $3200 per Month |
Starfisch Hide Away is a 2 bedroom 2 bath rental. Enjoy and relax in this tropical decor Keys living. This rental is located on two lots, enough room to park your boat trailer. Large screened porch over looking canal. |
| Three Bedroom Vacation Rentals | ||
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"Tropical Treasure" Cudjoe Key 3 Bedrooms / 2 Baths Sleeps 6 $3000 per Month |
Brand new beautiful getaway on a nice canal with boating access. Great neighborhood and close to Key West. |
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"SeaClusion" Summerland Key 3 Bedrooms / 2 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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"Casa Rivera" Big Pine Key 3 Bedrooms / 2 Baths Sleeps 6 $3500 per Month |
Large two story home with large kitchen and living area with a nice screened deck. Most of the living area is tile and the bedrooms are carpet with one king bed and two queen. |
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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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"Summerland Sunset" Summerland Key 3 Bedrooms / 3 Baths Sleeps 6-8 $9000 per Month |
This three bedroom three bath home offers spectacular water views. Private master suite with balcony. Relax and enjoy oceanside pool after a long day of fishing. Boat slip with lift or just tie up at your concret seawall. |
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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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"Tropical Keynection" Cudjoe Key 3 Bedrooms / 2 Baths Sleeps 6 $3300 per Month |
Tropical Keynection - Get away to the warm sunshine island breezes, fantastic diving and fablous fishing of the Florida Keys! Enjoy your stay in this 3 bedroom, 2 bath home. Amenities include TV, VCR, DVD, washer and dryer and screened porch. This oceanside home allows you to enjoy boating in the back-country! It offers boaters and divers open water access to the Atlantic and Gulf of Mexico. |
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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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"Key West Oasis" Key West 3 Bedrooms / 3 Baths Sleeps 6 $7000 per Month |
Escape from the world in this beautiful Island paradise. Located in the heart of Key West! Plenty of room to spread out in this three bedroom three bath home. The main house consist of two master suites with queen beds and flat screen TVs. The third bedroom is a separate guest cottage, also with a queen size bed. Relax by the pool or walk three blocks to the beach. If you forgot something Fausto's the local gourmet grocery store is four blocks away. |
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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. |
| Four Bedroom Vacation Rentals | ||
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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. |
Email: KeysKaren@aol.com Toll Free: 800-488-3050 Local: 305-872-5279 Cell: 305-872-8056 Fax: 305-872-4220