Key West's Most Meticulously Furnished & Maintained 1-7 Bedroom Vacation Homes
We feel a special responsibility to anyone who has chosen to vacation in the Keys. We want every one of our guests to come away feeling the same magic that we felt ourselves when we first came to Key West. That is why each of the homes on our website has been designed and furnished with that unique "Conch Republic" flavor, but also with the idea that our guests should feel right at home. With so many vacation homes making do with the barest of essentials, each of the homes we have to offer will come as a pleasant surprise. We also pride ourselves in the service we provide for our guests, whether it's just recommending a great restaurant, or dealing with a maintenance issue in the least amount of time possible. Whatever your needs while you are here, our guest services staff will take care of them. If you have any questions, you can call us at any time.Phone Number: 305.305.9675
Website: http://lastkeyrealty.com
Phone: 305-395-9675
Website: http://lastkeyrealty.com
Phone: 305-395-9675
Key West's Most Meticulously Furnished & Maintained 1-7 Bedroom Vacation Homes Properties on How2Vacation
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 "CASITA CORALINA @ GRINNELL": Charming 2BR/3BA Conch Cottage in Old Town...This precious 2 bedroom cottage with its coral shutters will charm you from the moment you walk in the front gate. The front porch is private, for some quiet time reading a book. Inside, you'll see that "Casita Coralina" reflects… | $1,900 More Info |
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PORTSIDE MANSION @ THE SEAPORT: 6BR 6.5BA 2-Home Compound @ Historic Seaport with Widow's Walk... In the heart of Old Town, just a half block from the Historic Seaport Harbor, is a very exclusive and unique residence: Two homes and a guest house set on an over-sized corner lot surrounding a spacious courtyard and pool;… | $14,000 More Info |
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BONEFISH HIDEAWAY @ SUGARLOAF KEY: 3BR 2BA Private Home, 60? Dock... Located on the south side of Sugarloaf Key, "Bonefish Hideaway" is a home that is perfect for the family that wants to be away from it all, yet close enough to Key West for the occasional night on the town.… | $3,600 More Info |
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PARADISE @ THE BIGHT: Large 5BR/4BA Waterfront Home in Old Town with Private Pool & Boat Slip | $950 More Info |
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CIELO TROPICALE @ CASA EAST: 4BR/4BA Pavilion-Style Private Home with Large Private Pool On a quiet street just a couple blocks from Old Town is "Ceilo Tropicale", a stunning home completely hidden from view by large hedges. This beautiful enclave is perfect if you wish to have a quiet retreat away from the… | $8,000 More Info |
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THE AVIARY NEST @ ARONOVITZ LANE: Jewel-like 2BR/2BA Home in Old Town, Private Pool? This charming conch cottage is located on 404 Aronovitz Lane, a little cul-de-sac just off Angela Street half a block from Duval. You couldn?t be much closer to the nightlife and attractions on Duval Street (Cowboy Bill?s is just around… | ContactOwner More Info |
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SUNSET DREAMS @ FLORIDA BAY: Luxurious 3BR/2BA Waterfront Condo at the Marina... Sunset Dreams has everything you could want in a vacation home: it is very close to Old Town, so you'll be able to enjoy everything that Key West has to offer. Yet, you'll be in your own world with a… | $3,600 More Info |
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'THE LILAC COTTAGE @ GRINNELL': Old Town This charming home has just been completely renovated, from its gingerbread on the front porch to the restored Dade County Pine inside. All of the furnishings are brand new and of the highest quality. The location is ideal, just 5… | $4,000 More Info |
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THE CORAL HOUSE @ THE SEAPORT: Historic 4BR/3.5BA Private Home with Pool & Spa... The Coral House is a historic home situated in the heart of Old Town, near the Historic Seaport. You'll be just steps from everything Key West has to offer, and yet you'll have the peace and quiet of being on… | $7,850 More Info |
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“COCONUTS @ THE DOCK”: 50’ The M/V Coconuts is a completely unique home with 360 degree water views, located at 6000 Peninsular Avenue. It also happens to be a 50-foot trawler, permanently docked at the Key West Harbor Marina. This is more than a boat.… | ContactOwner More Info |
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PINK FLAMINGO @ Big Coppitt: 2BR Home on Gulfside Canal in Big Coppitt Key Just outside of town, sits a gulfside neighborhood straight out of the Old Key West, with pickup trucks in the carports, not BMW's. You can fish all morning, have lunch and a beer (or two) at Babalu's, fish some more… | $1,400 More Info |
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'BAMBOO RETREAT @ MILLS PLACE' Located right on the ocean in the middle of Old Town, Truman Annex is the most exclusive gated community in Key West, and the villas of Mills Place are among the most desirable homes in the Annex. Tucked in the… | $2,200 More Info |
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'XANADU @ MISMALOYA' In Mismaloya,Mexico Recently, our friends Barry and Trish were visiting us in Key West where we manage 50 vacation homes. They asked if we might be interested in managing their home “Xanadu” in Mismaloya. We were intrigued after seeing the photos, but… | $5,000 More Info |
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'LOST LODGE @ THE LAKE': 4 Master Bedroom Suites Right on Lake Champlain A little over two years ago, we started a complete renovation of this lakeside home to do better justice to its gorgeous lakeside setting. First we gutted the interior and stripped the house right down to the studs. Then we… | $1,800 More Info |
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LA PROVENCE @ the Sanctuary: Walled Yard & 2 Master Suites Location: Key West Golf Club, Key West, Key West Area, Florida Keys, Florida, USA (Smathers Beach and Old Town are both just minutes away) "La Provence" is a bright and airy private home located in The Sanctuary, a quiet gated… | $3,100 More Info |
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'BELLA PETRONIA @ THE MEADOWS The Meadows is one of the nicest neighborhoods in the Old Town area, but this exquisitely detailed home on Petronia Street truly stands out. As you turn onto this quiet little one-way lane, you will immediately see this stately new… | $6,000 More Info |
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'OLD TOWN OASIS' @ Truman Annex: Spacious 2 BR Oceanfront Condo What if you could stay right on the dock in Old Town but with the quiet and solitude of an exclusive gated community? The Green Parrot (oldest blues bar in America) is just two blocks away, and yet the peace… | $1,950 More Info |
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KOI HOUSE @ Uptown Key West: 5 BR, Quiet Pond & Huge Garden Located on a quiet little alley not far from the Southernmost Point in the Uptown part of Key West, you will find Koi House, a unique and very private residential compound with its own meandering pond filled with Koi fish,… | $11,000 More Info |
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AZURE AFTERNOON @ OCEANSIDE MARINA: 3BR/2BA on the Atlantic Your spacious oceanfront balcony will be a front row seat for a panorama of azure blue ocean and sky. With direct views of the ocean from the living room, master bedroom and your own private balcony, you will never want… | ContactOwner More Info |
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PARADISE PERFECTED @ the Sanctuary: a Home You Always Wanted Choosing a vacation home is always a challenge. It sometimes seems like the owners have decorated the home with the best that the discount stores had to offer, and then let it ride for as many years as possible. Well,… | $4,800 More Info |
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'COLORFUL CONCH' @ the Sanctuary: Decorator Home with 4BR/3BA & Private Pool This beautiful private home has everything you could want in a vacation home. It has been meticulously furnished and maintained inside and out, and is located in 'The Sanctuary', a lush enclave set within the private gated community of the… | $5,000 More Info |
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CASA BLANCA 1888 @ White Street: Private Home in Old Town, 4BR & Large Pool This gracious home has everything you would want for your stay in Old Town Key West. Its central location in historic Old Town at White Street and Truman Avenue means you will be just steps from the White Street art… | $7,700 More Info |
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HEAVENLY ZEN @ GRINNELL: 4BR Private Home @ The Historic Seaport In the Historic Seaport area of Old Town, there is a house that is very attractive from the street, beautifully maintained with carefully tended landscaping. However, nothing will prepare you for what is inside. As you walk in, you will… | $8,000 More Info |
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KOI HOUSE @ Uptown Key West: 5 BR, Quiet Pond & Huge Garden Located on a quiet little alley not far from the Southernmost Point in the Uptown part of Key West, you will find Koi House, a unique and very private residential compound with its own meandering pond filled with Koi fish,… | $9,000 More Info |
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'SOUTHERN STAR' @ William Street Half a block from the Historic Seaport on William Street is a home that was recently recognized by the Historic Florida Key Foundation for excellence in preservation: the Ceramic Star is worn proudly on the front door. Attention to detail… | $6,000 More Info |
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'CONCH CASA GRANDE' @ Truman Annex: 11' Ceilings, Private Pool & 6 Master Suites Conch Casa Grande might well be the largest home available for vacation rental in the Truman Annex, which is appealing to anyone who wants to have some elbow room during their stay in American Paradise. But what really sets this… | $9,000 More Info |
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NOONA'S MANSION-by-the-SEA Located in the Truman Annex, a gated community with some of the most impressive homes in Key West, this meticulously furnished estate stands out from all the rest in every way. ?Noona?s Mansion by-the-Sea? is nestled in a quiet cul-de-sac… | $10,000 More Info |
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CASA PARADISO @ THE CLUB 'Casa Paradiso ” is an elegant two-story town home located at the Key West Golf Club, just across the street from the community's large resort style pool. This peaceful gated neighborhood is a quiet oasis that will provide some respite… | $2,000 More Info |
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CONCH-by-the-POOL: 2BR 2.5BA Luxury Townhome @ Key West Golf Club CONCH-by-the-POOL is a private two-story town home just steps away from the resort-style pool in the gated community known as the Key West Golf Club. The neighborhood is a quiet oasis that will provide some respite from the madcap activities… | $2,200 More Info |
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POOLSIDE RETREAT Poolside Retreat is a private two-story town home nestled in the lush tropical landscaping that surrounds the gorgeous resort-style private pool in the Key West Country Club. The back yard gate is just steps from the pool's edge. The neighborhood… | $3,300 More Info |
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TROPIC OASIS @ the Sanctuary: Private Home & Pool, Sleeps 8 If you are going to spend time in America's Tropical Paradise, why not make the most of it? This beautiful private home has everything you could want in a vacation home. It has been meticulously maintained inside and out,… | $4,400 More Info |
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AZURE MORNING @ OCEANSIDE MARINA: Luxurious 3 Bedroom Condo on the Atlantic Imagine waking up every morning to the sun rising over the azure blue Atlantic Ocean. That's what you will experience with this beautifully furnished three bedroom condo right on the ocean at Oceanside Marina. With direct views of the ocean… | $1,600 More Info |
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'HIDDEN TREASURE' @ Casa East: Luxury 3BR's, Baby Grand Piano, Huge Private Pool On a quiet lane just 3 blocks from Smathers Beach is a very special home we've named "Hidden Treasure" because it is literally hidden behind a sheltered front entrance with a five foot high louvered fence. Once you've opened the… | $4,400 More Info |
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Conch Casita 4 @ Elizabeth You will never find this perfect little cottage (or its sister cottages, 'Conch Casita 1' and Conch Casita 2') without directions, even though it is right in the middle of Old Town. Located on 720 Elizabeth Street, a quiet one-way… | n/a More Info |
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"Sunset Dreams 2" "Sunset Dreams 2" has everything you could want in a vacation home: it is very close to Old Town, so you'll be able to enjoy everything that Key West has to offer. Yet, you'll be in your own world with… | $3,000 More Info |
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Conch Casita 2 Private Cottage, 1.5 Bedrooms, 1 Bath, (Sleeps 2-3) This wonderful little cottage is the sister to "Conch Casita 3" and is right next door. Located on 720 Elizabeth Street, a quiet one-way lane, this home is set 100 feet back… | n/a More Info |
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Conch Casita 3 @ Elizabeth You will never find this perfect little cottage (or its sister, "Conch Casita 2") without directions, even though it is right in the middle of Old Town. Located on 720 Elizabeth Street, a quiet one-way lane, this home is set… | n/a More Info |
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Windows on the Gulf @ The Annex Directly facing the Gulf of Mexico right next to Mallory Square, this beautiful penthouse condo in the Truman Annex is the perfect place to spend your stay in Key West. With panoramic views of the water and cruise ships as… | n/a More Info |
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"Gulfside Vistas @ The Annex" This beautiful penthouse condo is the perfect place to spend your stay in Key West, with panoramic views of the Gulf and cruise ships as they dock nearby. You'll have ocean views on three sides of your condo, and two… | n/a More Info |
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"La Casita Amarilla @ The Meadows" In the Meadows, a neighborhood with some of the nicest homes in town, this exquisitely detailed home on 1314 Petronia Street is a hidden gem. As you come down this quiet little one-way lane, the lush landscaping that screens the… | n/a More Info |
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"Tropical Jewel @ Elizabeth" f ever a home was a precious jewel, it is this immaculate restoration located on 320 Elizabeth Street just two blocks from the Historic Seaport. When you enter through the front gate, you'll be struck by the privacy of the… | n/a More Info |
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"Villa Bahama @ The Foundry" This beautiful town home is to be found in the Truman Annex, Key West's most exclusive gated community. You'll be just around the block from Mallory Square, Duval Street and all the attractions Key West has to offer, yet you'll… | n/a More Info |
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"Penthouse @ The Steamplant" There is nothing else like this home in all of Key West: Card-only access to your assigned spaces in the parking garage, a private elevator that opens into your own 3000 square foot condo, window walls throughout the home, private… | n/a More Info |
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"Maison Tropicale" Imagine a traditional conch home stunningly restored, then decorated in a post-modern style with vivid colors and sophisticated decor. Every room is adorned with colorful art and has been furnished with unique pieces that are themselves works of art. This… | n/a More Info |
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"Casa Blanca 1888" This gracious home has everything you would want for your stay in Old Town Key West. Its central location in historic Old Town at White Street and Truman Avenue means you will be just steps from the White Street art… | n/a More Info |
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"Heavenly Zen" In the Historic Seaport area of Old Town, there is a house that is very attractive from the street, beautifully maintained with carefully tended landscaping. However, nothing will prepare you for what is inside. As you walk in, you will… | n/a More Info |
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"Roger's Retreat" If you're going to spend time in America's Tropical Paradise, why not make the most of it? This beautiful private home has everything you want in a vacation home. It's been meticulously furnished and maintained inside and out, and is… | n/a More Info |
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"Colorful Conch" If you are going to spend time in America's Tropical Paradise, why not make the most of it? This beautiful private home has everything you could want in a vacation home. It has been meticulously furnished and maintained inside and… | n/a More Info |
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'PORTSIDE MANSION @ THE SEAPORT': 6BR 6.5BA Compound @ Historic Seaport... In the heart of Old Town, just a half block from the Historic Seaport Harbor, is a very exclusive and unique residence: two homes and a guest house on an oversized corner lot surrounding a spacious courtyard and pool; ideal… | n/a More Info |
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'PARADISE @ THE BIGHT': Large 5BR/4BA Waterfront Home w/Private Dock... This beautiful 5 bedroom home is located directly on the water at Garrison Bight, with direct access to Florida Bay. "Paradise @ The Bight" has everything you'll need while you're in Key West: luxurious accommodations, a dramatic water view from… | n/a More Info |
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“FAT NANCY'S VILLA @ THE CLUB” “Fat Nancy's Villa” is a two-story town home located at the Key West Golf Club, just a block from the community's large resort style pool on Kingfisher Lane, a quiet cul-de-sac. This peaceful gated neighborhood is an oasis that will… | $2,500 More Info |
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“HERON’S HIDEAWAY @ THE SANCTUARY”: Large Home with Pool on Nature Pond In the Sanctuary at the Key West Golf Club, just 3 miles from Old Town, is a unique residence: two separate homes flanking a spacious deck and pool; ideal for a large group that wants to be close, but not… | $6,600 More Info |
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'SOUTHERNMOST COMFORT COTTAGE' @ SOLARES HILL' Solares Hill is the highest point in Key West, and one its nicest neighborhoods. “Southernmost Comfort Cottage” is in the middle of this community, on 623 Grinnell Street between Southard and Angela. It’s a wonderful street, with virtually no traffic… | $5,000 More Info |