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Big Pine Key, Florida |
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3 Bdr. Sleeps 8 - Your Private Acre of Tropical Paradise!
Kick back and relax, and watch the warm tropical sun rise over the ocean from your private sitting room, located off the master bedroom suite.
There's plenty of room to play on the acre of tropical,....more details
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2 Bdr. Sleeps 4 - Excellent boating access to Pine Channel
Simple, sweet, no muss, no fuss, but you have it all right here-Gulfside! This quaint two-bedroom vacation rental home offers views, a deepwater canal with protective seawall, a glassed-in porch to en....more details
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Cudjoe Key, Florida |
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6 Bdr. Sleeps 8-10 - Cudjoe Key Mansion
Casa Aqua is a Spanish Mediterranean Estate. Heated infinity pool, sunrise, natural trail, dockage, sauna, Jacuzzi and luxuriously furnished.....more details
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3 Bdr. Sleeps 6 - Immaculate Canal Home!
Swaying palms, balmy breezes and serenity await your next vacation in this immaculate Vacation Home. Relax on the screened-in porch overlooking the canal. There is central air, a dishwasher, microwave....more details
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Islamorada, Florida |
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3 Bdr. Sleeps 6 -
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4 Bdr. Sleeps 10 - Fabulous sunsets, and the nicest of accommodations
A finely appointed new home (2007) with 4 bedrooms and 4 baths, heated pool and spa, protected boat basin dockage can accommodate larger vessels up to 35 - 40'. Fabulous sunsets, and the nicest of ac....more details
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7 Bdr. Sleeps 16 - Casa Grande
Fullfill your fantesy vacation at this prestige eight acre ocean front estate. Main house consists of four bedrooms with a three bedroom guest cottage. Sugar sand beach, ocean front pool with jacuzz....more details
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A Family Place On The Ocean
La Siesta is a family oriented resort located on a tropical 6 acre setting. Have fun La Siesta style... catch a snooze under a palm, catch a tan on the sun beach, or catch a thrill aboard nearby fishi....more details
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4 Bdr. Sleeps 10-12 - Islamorada Keys- Oceanfront Large Vacation Rental
Casa Eroici is a 4 Bedroom 4½ Bath Oceanfront Estate, nestled on 2 acres of gated landscaped grounds on Millionaires Row in Islamorada.
The Ground Floor offers an enormous Gym also with a Pool Tabl....more details
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4 Bdr. Sleeps 10-12 -
Main House is ocean front with three bedrooms and three baths. Guest House is one bedroom and one bath. Ocean front pool. Tropical island furnishings.....more details
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3 Bdr. Sleeps 6 - Bring your boat, tooth brush and relax!
This home is a boaters delight with great protected dockage, quick bay and ocean access and a private boat launch. Enjoy Islamorada in style with the spacious living and quality tropical furnishings.....more details
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Relax. You're at Cheeca Lodge.
Beautiful, romantic and boasting every imaginable kind of recreation, Cheeca Lodge has no equal anywhere in the Florida Keys. Capturing the spirit and atmosphere of the West Indies, the 27 acres of l....
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3 Bdr. Sleeps 8 -
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Upscale Family Resort In the Florida Keys
Pelican Cove Resort and Marina is a tropical island resort in beautiful Islamorada where pleasure and relaxation are the main goals. Secluded amidst lush gardens along a private sandy beach on the Atl....more details
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4 Bdr. Sleeps 8 -
Exquisite bay views with sunsets! Private pool, Jacuzzi, Gourmet kitchen, luxuriously furnished, sandy beach, dockage and tennis courts. Exclusive private living at its finest!....more details
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3 Bdr. Sleeps 10-12 - Chikki Beach
Ocean front one bedroom cottage with a private two bedroom guest cottage. Enjoy the rustic beauty and privacy of this property. Located in the heart of Islamorada.....more details
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4 Bdr. Sleeps 8-10 - Islamorada Oceanfront Vacation Rental Home
San Roc Estate is an intimate and secluded oceanfront home with breathtaking and endless water views of the Atlantic Ocean.
This unique 4-bedroom, 3-bath home is situated on 2.5 acres of naturally....more details
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2 Bdr. Sleeps 6 - Fisherman's Haven
The Captain's Quarters is centrally located to all of the Keys' pleasures. The Captain's Quarters Apartments offer affordable, fully furnished and spacious comfort; located in the heart of Islamorada....more details
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5 Bdr. Sleeps 10 -
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Key Largo, Florida |
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2 Bdr. Sleeps 6 - Tropical elegance in the Fabulous Florida Keys!
Ocean Pointe is an all-suite resort located in a 60 acre protected mangrove forest directly on the Atlantic Ocean. It is entered through a private gatehouse and has six buildings containing one and tw....more details
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13 Bdr. Sleeps 20 + - 22' Sailboat & Cottage U Get Both 4 $140 per Night
Our Vacation compound has 2 houses and 8 cottages with 13 + Bed rooms in total. Rentable individually or as a group. Each cottage includes it's own 22' sailboat for the entire duration of the stay at ....more details
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2 Bdr. Sleeps 4 - Moon Bay on the ocean in the fabulous Florida Keys
Thank you for your interest in my Key Largo vacation home. If you love the ocean, I can guarantee you will not be disappointed spending a vacation anywhere in the Florida Keys.
The condo you'll ....more details
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Spacious suites for the price of a standard hotel room in the fabulous Florida Keys
Ocean Pointe is an all-suite resort located in a 60 acre protected mangrove forest directly on the Atlantic Ocean. It is entered through a private gatehouse and has six buildings containing one and t....more details
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Key West, Florida |
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Affortable Accommodations - Key West
Key West Inn, quiet, gardens, suite with private pool, near ocean. Beach 3 short blocks, Duval 6 short blocks, 2 blocks to Casa Marina Beachfront Hotel.
Welcome to Old Town Suites for what will hop....more details
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3 Bdr. Sleeps 8 - The Perfect Spot and Affordable too!
Kelly’s Kottage is the tropical treat your group has been looking for! This luxury 3 bedroom, 3 bath cottage has over 2000 square feet of indoor/outdoor living space, upper and lower balcony pool vie....more details
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3 Bdr. Sleeps 6 - 3 Bedroom Home 1 Block from Duval St
Excellent location in Old Town just one block off Duval Street. Classic "eyebrow" home boasts three bedrooms, two baths and includes living room, dining area and full kitchen. The French doors open to....more details
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2 Bdr. Sleeps 6 - Stroll Old Town from Spa on Duval
SPA ON DUVAL - Is a two story, 2 bedroom 2.5 bath townhome located just steps to the attractions of Duval Street in Duval Square. This attractive townhome features en suite baths in both bedrooms for ....more details
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2 Bdr. Sleeps 6 - Great Base for Your Key West Adventure
KEY WEST FOUND – Is a striking two bedroom, two and one half bath townhome located in the historic brick Foundry building within the Truman Annex. This 3 story townhome has been newly remodled and is ....more details
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1 Bdr. Sleeps 2 - 4 - Egret - Cute Cottage Nestled in Old Town
One bedroom one bath accommodation with full kitchen, back deck and community swimming pool. The cottage is comfortably with splashes of yellow and red, you will feel right at home. Only a short str....more details
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2 Bdr. Sleeps 4 -
An International Interior Designer's own tropical hideaway. A rustic "Conch" cottage with a wonderful tropical garden, free form pool (optionally heated) and jacuzzi. The house is very private, hidden....more details
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AN ISLAND OASIS IN THE HEART OF OLD TOWN, KEY WEST!
Just steps off Duval Street and mere blocks from the renowned Sunset Celebration, this cluster of historic homes sits amidst amazing gardens and provides a relaxing oasis for a most perfect vacation! ....more details
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2 Bdr. Sleeps 4-6 -
Unique oceanfront living sitting 65 feet from the Atlantic. Listen to the water as ocean breezes cool you. These elegant 2 bedroom units feature a huge oceanfront balcony accessed from both the living....more details
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2 Bdr. Sleeps 6-8 - Luxury Waterfront Condo with Boat Slip
The Andros Retreat features two bedrooms, two private baths; one bedroom with king bed, one bedroom with two queen beds; living room; dining area; fully equipped stainless steel kitchen including micr....more details
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2 Bdr. Sleeps 4-6 -
Let "the breeze" of La Brisa cool you as you relax on your ocean view balcony. This residential condominium is situated opposite the largest beach on our tiny island of Key West, Smathers's Beach, wh....more details
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4 Bdr. Sleeps 8 - Gorgeous 4BR 4BA home with pool
Luxury 4BR home in the heart of Old Towns Truman Annex. Fully appointed with gourmet kitchen and private pool.....more details
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3 Bdr. Sleeps 6 - Charming, Spacious Key West Home
Key West Manor – will remind you of an old English manor transported from a Caribbean island with all the modern amenities you are looking for. Beautifully decorated in addition to a wonderful renovat....more details
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3 Bdr. Sleeps 6-8 - Quiet garden home close to the beaches
This mid-town Key West home is newly renovated and beautifully decorated in jewel tones of the Mediterranean. It features three bedrooms and three baths. The open living/kitchen area is decorated with....more details
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4 Bdr. Sleeps 8-14 -
On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three separate vacation suites sharing a lush, large, sunny pool or combi....more details
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2 Bdr. Sleeps 6 - Private & Perfect in Key West
RAINBOW’S END – A Conch cottage in the Casa Marina neighborhood of Key West. A cozy 2 bedroom 2 bath cottage with completely fenced yard, private swimming pool that is surrounded by tropical foliage a....more details
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1 Bdr. Sleeps 2-4 -
he best of Key West, in the middle of Historic Old Town and a half block from Duval Street and the gates to Bahama Village, a perfect location for visitors to our island. Guest can stroll to Mallory ....more details
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2 Bdr. Sleeps 6 - The perfect beach escape
Enjoy the ocean breezes in this tasteful retreat. Decorated with your comfort and relaxation.....more details
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El Rancho Motel, In the heart of Old Town Key West
El Rancho Motel is centrally located in Old Town, just 2 blocks away from Duval Street, and, only 5 blocks away from the Beaches and Marinas. Our guests have the convenience of walking or biking to t....more details
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2 Bdr. Sleeps 4-6 -
Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setting amongst neighbors. 1800 Atlantic sits on 400 feet of oceanfront property. An expansive pool and....more details
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1 Bdr. Sleeps 2 -
Perfect for two, this cute studio cottage has it all. The location can't be beat! Located just one half block off Duval Street and right behind Curry Mansion, Ann Street is also close to the Histor....more details
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3 Bdr. Sleeps 6 - Easy Living at the Key West Golf Club
Come to Key West, where the sun always shines!! Stay in TEE TIME, a beautiful three bedroom three bath cottage style home in the gated Key West Golf Club Community and you will be close to it all - be....more details
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5 Bdr. Sleeps 12 - Stunning Villa Steps to Duval Street
This gracious historical property, dating from the early 20th century, was built by prominent cigar manufacturer, William Otis Johnson. It is located two blocks from Duval Street, in the heart of Key....more details
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2 Bdr. Sleeps 5 - Great location for your Key West vacation
BEACH HOUSE CONDO – Is a beautiful two bedroom two bath Shipyard condominium with a private Jacuzzi on the back patio. Located in the Truman Annex which is just 2 blocks from famous Duval Street and t....more details
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2 Bdr. Sleeps 4 - Just steps to Duval St from this great property
LEEWARD ISLE - Welcomes you to a tropical sun drenched oasis in the heart of Old Town. This charming Bahamian style townhome with tin roof and white spindled decks reminiscent of old Key West is locat....more details
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2 Bdr. Sleeps 4-6 - Fabulous Old Town Home with Private Pool
There was a time when hopping a plane to Havana was as common place as hopping a plane to Key West. Political boards have since changed the old way, but the culture, art, style and design of old Cuba ....more details
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One Key West's Best-Hidden Treasures!
Key West Bed & Breakfasts! Let us invite you into "Courtney's Place Key West Historic Cottages & Inns". Courtney's Place is tucked away on a quiet lane in The Heart of Old Key West - just 1-1/2 blocks....more details
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1 Bdr. Sleeps 2 - Off Duval St & Old Town Key West Attractions!
The Shipyard This community is located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the Old Town Key West attractions. The properties are also located ¼ mile from....more details
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3 Bdr. Sleeps 6 - Gorgeous home located at Coral Hammock!
We are excited to offer our most recent addition of reasonably priced gorgeous homes located at Coral Hammock. Built in 2004, our homes are part of a gated community of 55 luxury resort homes with a l....more details
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4 Bdr. Sleeps 8-10 -
Perfect Island retreat located on famous Duval Street. Easy walking distance to shopping, restaurants, art galleries, museums, groceries, entertainment, and the ocean. Tropical setting with swimming p....more details
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3 Bdr. Sleeps 6 -
You would never know that you are one half block from Duval Street in the heart of old town tucked away on a private lane.
You enter the property down a walking lane into the pool courtyard area. T....more details
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3 Bdr. Sleeps 4 - 6 - Wonderful oasis to relax and rejuvenate in!
This home is a tropical hideaway in a quite Key West neighborhood, where you can relax and enjoy our fabulous climate and be pampered in a superbly appointed and decorated two bedroom two bath home, i....more details
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2 Bdr. Sleeps 4-6 - Totally Private Old Town Cottage
Hidden from sight, among a colony of freestanding conch cottages, surrounded by lush tropical landscaping, you will find Hidden Treasure. Truly a treasure, it is the sister cottage of Island Style, ow....more details
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Marathon, Florida |
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4 Bdr. Sleeps 10 - Beautiful 4 Bedroom 4 Bath Oceanfront home
Celebrate sunset or sunrise, splash in your private heated pool and hot tub, enjoy boating and fishing, kayak or snorkel in front of your beach home, or just relax and enjoy the beautiful beach view f....more details
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2 Bdr. Sleeps 6 - Beautiful Two Bedroom Oceanfront Condominium
This tropical, oceanfront complex of just over thirty units, is private and laid back, and offers many enjoyable water activities. Aquatic amenities include private beach for snorkeling or fishing, a ....more details
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2 Bdr. Sleeps 6 - 10 MINUTES AWAY from the GULF SIDE CUT
Triplex with a 2 bedroom rental downstairs and a 1 bedroom rental unit on the top level. The one bedroom is furnished the same as the lower apartment. Will give prices for the 1 bedroom upon request.
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3 Bdr. Sleeps 6-8 - FISHING & DIVING WITHOUT TOURIST PRESSURE. CANAL ALWAYS CRYSTAL CLEAR.
Marathon is 45 miles from Key West, 60 miles from Miami and 25 miles from Islamorda which has the famous TiKi Bar on the ocean, a great place for a night out. The public beach is 4 miles from the hou....more details
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3 Bdr. Sleeps 9 - Canal Pool Home, walk to Sombrero Beach
Beautiful 3 story stilted A-frame home with wraparound balconies, in tropical green and yellow Three Bedrooms plus den, heated swimming pool with fenced deck, canal front, 100 foot dock. Elegant but....more details
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Summerland Key, Florida |
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3 Bdr. Sleeps 6 - Gorgeous home on deepwater canal
Clean, sharp lines detail this welcoming home, located on a deepwater canal with protective seawall, providing easy access to some of the best fishing and diving sites in the Florida Keys.
Everything....more details
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Tavernier, Florida |
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7 Bdr. Sleeps 14 - Lose yourself at the Villa...
...soothe your soul at the Villa. Villa Montelebre, a taste of southern Italy in the heart of Islamorada. From the marble and cork entry, to the 6 TV entertainment center, to the professional gourme....more details
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2 Bdr. Sleeps 2-4 -
Enjoy breath taking bayview and sunsets from this villa. Deep water dockage and boat ramp. Located at mm 88, sleeps 2-4....more details
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2 Bdr. Sleeps 6 - Luxury Ocean Front Condos at Hotel Prices
Why settle for a hotel room when you can enjoy stunning ocean views from a nicely appointed 2 bedroom, 2 bath condo with a full kitchen? The Ocean Pointe Suites we offer are PRIVATELY OWNED, nicely u....more details
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