FLORIDA KEYS VACATION RENTALS
Finest Luxury Vacations offers you a variety of hand selected Florida Keys vacation rentals. Choose beach houses, condos and cottages in Key Largo, Key West, Marathon, Islamorada, and more. Florida Luxury Vacation Rentals offers you the opportunity to explore the wonderful keys, a tropical beach paradise from coast to coast.
BOOK YOUR FLORIDA KEYS VACATION RENTALS DIRECT & SAVE!
Direct information is provided to you as a directory. Enjoy browsing through all our wonderful luxury vacation rentals for tropical villas, beach condos, secluded cabins. Don’t forget about our exciting All Inclusive Packages, Wedding Destinations, Resort Vacation Packages, Family Vacations and so much more! You have the opportunity to see all we have to offer, so you can contact the provider directly for information, availability, reservations, special deals.
FLORIDA KEYS VACATIONS
KEY WEST PROPERTIES...
The Conch House Heritage Inn
Stay in the Main House, Poolside Cabana or 2 Story Cottage
Starting at $298 per Night
Guests can choose from spacious and elegant bedrooms in the main house, furnished with individually selected antiques, the Caribbean inspired guest rooms in the two-story poolside cottage, or our cozy poolside cabana …
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SUNSET HARMONY
Sleep 4 | 2 Bedrooms | 2 Bathrooms | Luxury Waterfront Vacation Home
Starting at $4400 per Month
Sunset Harmony is exactly that! A gorgeous home on open water with spectacular views of the sunset over lower Sugarloaf Key. With just 14 miles to Key West, you are only a short ride away from all the fun and attractions the southernmost city has to offer…
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“ACTION KEYS REALTY”
Vintage Luxury Cottage On Duval
4 Guests | 1 Bedrooms | 1 Bathrooms | Cottage with Private Heated Pool
Starting at $546 per Night
Situated in one of the most requested locations in Old Town Key West, this luxury renovated turn-of-the-century Vintage Luxury Cottage vacation rental is hidden just off upper Duval Street in Old Town …
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“VACATION HOMES OF KEY WEST”
Key West Sunset Sojourn
6 Guests | 3 Bedrooms | 4 Bathrooms | Dream Home on Private Island
Starting at $18,000 per Month
Imagine the ultimate Key West dream home on a private island surrounded by sparkling turquoise waters and balmy breezes. Someplace elegant yet relaxed, where you can watch crowning tropical sunsets from a private rooftop lookout deck …
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Private Pool Garden Villa
6 Guests | 3 Bedrooms | 2.5 Bathrooms | Private Garden Oasis Home
Starting at $800.75 per Night
Experience true tropical Key West living as the locals do in this spacious mid-century private garden oasis home with large swimming pool and trickling waterfall. Located just one block from the beach…
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Havana Moon Over Duval
6 Guests | 2 Bedrooms | 2 Bathrooms | Cottage on Upper Duval Street
Starting at $575 per Night
Originally built in the late 1800's as a cigar makers' cottage the authentic exterior of this turn-of-the-century cottage is protected by historic preservation rules and today stands renovated to form…
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Heavenly Hideout at Rainbow's End
8 Guests | 4 Bedrooms | 4 Bathrooms | Tropical Style Penthouse Vacation Rental
Starting at $925 per Night
There aren’t many places in the world where you can say you’re both beginning and ending your journey at the same time. But when you rent this Heavenly Hideout at Rainbow’s End, you’re spot on, and you can do exactly that…
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Garden Suite
6 Guests | 2 Bedrooms | 2 Bathrooms | Boho Style Poolside Garden Suite
Starting at $550 per Night
The allure of the boho style Garden Suite vacation rental comes from its one-of-a-kind architectural design, the original wood it is built with, the fun decor, and its authentic Key West pool garden setting…
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Coco's Poolside Retreat
8 Guests | 3 Bedrooms | 2.5 Bathrooms | 3 Story Townhome
Starting at $550 per Night
Coco’s Poolside Retreat is a 3-story Key West vacation rental townhouse situated in a one-of-a-kind private tropical pool garden compound. The townhouse is on the pool side of the complex…
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Key West Dreamin'
6 Guests | 2 Bedrooms | 2 Bathrooms | Private Historic Vacation Home
Starting at $625 per Night
Key West Dreamin' vacation rental is a private historic home that is beautifully furnished and offers all the amenities of a luxury accommodation situated in a genuine Old Town Key West location…
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“VACATION HOMES OF KEY WEST”
Amanda's Dream Suites
10 Guests | 4 Bedrooms | 3 Bathrooms | Charming Historic Vacation Home
Starting at $1019.25 per Night
Amanda's Dream Suites vacation rental is a charming large wooden home offering two full stories with deep porches which overlook the garden and pool. An exterior stair case on one end of the building join the first and second floor…
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Governor's Retreat
4 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Vacation Rental Cottage
Starting at $7900 per Month
This gentle Governor's Retreat in the Key West Meadows is an immaculate luxury vacation rental cottage in an elegant and very quiet garden setting for those with discerning tastes…
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Seaport Treasure Estate
12 Guests | 6 Bedrooms | 6.5 Bathrooms | Luxury Vacation Rental Estate
Starting at $19,000 per Month
While you won’t need a treasure map to find this luxury vacation rental estate, you’ll know you’ve discovered a rare island gem from the moment you walk through the private gates…
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Elegant Key West Tree House
4 Guests | 2 Bedrooms | 1 Bathrooms | Quaint Old Town Vacation Rental
Starting at $4500 per Month
Discretely built back off the street to quietly overlook an historic tropical garden, this Elegant Key West Tree House, encompasses the entire 2nd floor of a beautifully renovated 1930’s building…
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Belle Maison du Port
6 Guests | 3 Bedrooms | 3.5 Bathrooms | 2 Story Victorian Vacation Home
Starting at $15,500 per Month
This extraordinary French Caribbean style home, Belle Maison du Port (Fine Harbor House), is available as a monthly vacation rental from May through October. Comprised of a stunningly renovated 2 – Story Victorian home…
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Island Interlude
4 Guests | 2 Bedrooms | 2.5 Bathrooms | Luxurious 2 Story Town Home
Starting at $4800 per Month
Aspirational, luxurious, well appointed, and whimsical, are four attributes that best define this Key West courtyard townhome. Island Interlude, this 2-story property is situated in one of the most popular transitional urban scenes of Key West…
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Tropical Chill
4 Guests | 2 Bedrooms | 2 Bathrooms | 2 Story Cottage Style Flat
Starting at $449.50 per Night
If you’re looking for a place to chill-out in the tropical warmth of Key West, this cottage-style flat is a wonderful place to relax and take a breather from everyday life. Situated in the elegant gated condominium community of Truman Annex…
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Ocean View Luxury Villa
8 Guests | 3 Bedrooms | 4 Bathrooms | Ocean View Luxury Vacation Home
Starting at $8185 per Week
Fashionably tucked behind a white picket fence on a quiet cal-de-sac street, this “beach-style” vacation house combines island living with luxury and minimalism in precisely the right way. Drawing from classic Key West architecture…
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Sweet Sunshine Garden Flat
4 Guests | 2 Bedrooms | 1 Bathrooms | Caribbean Cottage-style flat by the beach
Starting at $1800 per Week
Ever dream of vacationing in a sun-kissed Caribbean Cottage-style flat close to the beach, nestled behind a white picket fence in a landscaped tropical garden? Sweet Sunshine Garden Flat can make that dream come true…
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Hidden Story-Book Cottage
2 Guests | 1 Bedrooms | 1 Bathrooms | Luxury Cottage in Old Town Key West
Starting at $3700 per Month
Hidden Story-Book Cottage in the Old Town Key West. A gated walking path connects this hidden little cottage with Windsor Lane at the highest point of Key West. This quaint neighborhood in the middle of the island, is a testimony…
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Island Elegance
6 Guests | 3 Bedrooms | 3 Bathrooms | Luxury Corner Lot Vacation Home
Starting at $6350 per Month
Strikingly set in the oft-missed Key West mid-town neighborhood, we find Island Elegance, making a classical curbside statement with its craftsman-colonial architecture, lush mature tropical landscaping, and white picket fencing…
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Classic Key West Estate
14 Guests | 7 Bedrooms | 5.5 Bathrooms | Grand Historic Key West Pool Home
Starting at $1700 per Night
Featured on HGTV House Hunters on Vacation, the timeless charm of this distinguished Classic Key West Estate vacation rental is at once authentic and magnificent. This is a grand wooden Key West historic home…
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Butterfly Garden
2 Guests | 1 Bedrooms | 1 Bathrooms | Romantic Garden Villa
Starting at $3900 per Month
Completely hidden from the street, this authentic Butterfly Garden Flat, provides you with two private entrances off a large gated manicured garden. Your own private expansive covered bricked front porch…
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Truman Treasure
5 Guests | 3 Bedrooms | 2 Bathrooms | 2 Story Truman Annex Vacation Rental
Starting at $5267 per Week
The home has two entrances. The main entrance is through a manicured garden pathway leading to the front porch, and the back entrance is off the wooden deck and garden adjoining the kitchen…
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Island Brownstone
6 Guests | 2 Bedrooms | 2.5 Bathrooms | Tri-Level Historic Brownstone
Starting at $2600 per Week
An exclusive island style brownstone perfectly nestled in Key West’s most prominent gated waterfront neighborhood known as ‘Truman Annex’, this striking tri-level historic building…
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Down Island Digs
6 Guests | 2 Bedrooms | 2 Bathrooms | Private Garden Cottage
Starting at $575 per Night
Everything about this historic Key West tropical gem adds up to make a precious private garden cottage. Sitting in the mature tropical tree garden in the hidden back yard, you would never know you're just 1/2 block off Duval Street…
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Pavilion Villa
10 Guests | 4 Bedrooms | 3 Bathrooms | Prestigious Garden Home in Old Town
Starting at $975 per Night
A Private Tropical Paradise … is the feeling you get when you enter the pavilion of this award winning villa just a half-block off Duval St. in Old Town Key West. Spectacular indoor and outdoor multi-level living space…
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Exclusive Key West Beach Front
6 Guests | 2 Bedrooms | 3 Bathrooms | Designer Oceanfront Luxury Condo Rental
Starting at $2700 per week
Rare, one-of-a kind designer luxury condominium located in an exclusive gated Key West beachfront property. The Exclusive Key West Beachfront vacation rental has breath taking views overlooking the ocean…
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Duval Street Fantasy Resort Villa
8 Guests | 3 Bedrooms | 3 Bathrooms | Charming Cottage with Pool
Starting at $1164 per Night
This one-of-a-kind vacation rental perfectly blends two charming historic cottages right into a little bit of island heaven. Your own private tropical resort is the feeling you get when you enter the bricked courtyard of this extraordinary property…
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Twice as Nice on Duval Street
8 Guests | 4 Bedrooms | 4 Bathrooms | Twin-Cigar Maker's Cottages
Starting at $906.25 per Night
Two is definitely better than One”! A rare set of early 1900's “twin-cigar maker's cottages” perched on the southern end of famous Duval Street. This vacation rental is adorable and elegant and a perfect solution for those who want to lodge together in luxury …
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Tree Tops
4 Guests | 2 Bedrooms | 1 Bathrooms | Down Home Island Suite
Starting at $475 per Night
The Tree Tops Suite vacation rental is has a classic undying Key West bohemian charm that exudes a real down-island vacation feel that I love. Nestled in the tree tops it gives off the feeling of part ‘tree house’ and part old fashioned lodge…
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A Tropical Tradition (Gallup Arms)
6 Guests | 3 Bedrooms | 2.5 Bathrooms | 3 Story Key West Town Home w/ Pool
Starting at $600 per Night
Nestled in one of Key West's original gated “mini-compounds,” the Tropical Tradition vacation rental is a spacious 1990's 3 story Key West town home providing an island living experience in a traditional tropical style-both inside and out…
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Tropical ~ Tranquility
8 Guests | 4 Bedrooms | 3.5 Bathrooms | Secluded Tranquil Villa w/ Pool
Starting at $925 per Night
Tropical ~ Tranquility vacation rental is a special slice of Key West you would never find on your own. While most of the colorful cottages along this charming Old Town lane face right up to the curb…
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The Caroline House Estate
10 Guests | 5 Bedrooms | 3.5 Bathrooms | Classic Key West Estate w/ Pool
Starting at $1250 per Night
The Caroline House Estate vacation rental is comprised of two dwellings – a classic 2-story Key West Victorian house, and a hidden 1 ½ story Caribbean bungalow. Located in Key West’s famous Old Town Historic Seaport neighborhood …
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Key West Wabi Sabi
8 Guests | 4 Bedrooms | 3.5 Bathrooms | Authentic Key West Cottage
Starting at $875 per Night
Undeniably adorable, Key West Wabi Sabi vacation rental is a celebration of authentic Key West cottage style island living. Built in 1930, the front of the historic wooden plank house is held to vintage form with loads of original details…
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Dancing Palms Villa
4 Guests | 2 Bedrooms | 2 Bathrooms | Historic Key West Vacation Home
Starting at $450 per Night
Nestled in the small exclusive gated Windward Park, this renovated home sits in the back with lots of privacy. It has the architectural allure of a historic design, with all the advantages of a modern interior layout and luxury amenities…
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Caribbean Cottage ~ Duval Street Key West
5 Guests | 2 Bedrooms | 2 Bathrooms | Historic Duval Street Vacation Home
Starting at $550 per Night
Brimming with genuine island charm, our Caribbean Cottage, with private pool, was originally built in the early 1900’s. Artistically renovated to maintain the original wood planked polished floors and vintage hand-hewed beams…
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Island Rendezvous
12 Guests | 6 Bedrooms | 5 Bathrooms | Vacation Pool Home in Old Town
Starting at $1657 per Night
Island Rendezvous offers the perfect solution for a gathering of family or friends who desire to be in the heart of Old Town Key West. Here you will enjoy a completely private retreat with an atmosphere of wonderfully unchanged Caribbean charm…
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Villa Deja vu Key West
10 Guests | 4 Bedrooms | 3 Bathrooms | Vacation Pool Home in Upper Duval
Starting at $950 per Night
Villa Déjà vu Key West is ideal for family, groups or friends. The floor plan provides 2 spacious separate floors which are adjoined with a covered indoor/outdoor staircase, with a large indoor living room, and pool garden with large deck for all to gather…
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By The Beautiful Sea
6 Guests | 3 Bedrooms | 2 Bathrooms | Key West Beachfront Condo Rental
Starting at $571.50 per Night
By The Beautiful Sea, you can instantly gratify this need for sensational vistas from your own vacation rental terrace right across the street from the beach. Ahhhh . . . life in paradise is good…
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“VACATION HOMES OF KEY WEST”
Key West Mile Zero Suite
4 Guests | 2 Bedrooms | 2 Bathrooms | Charming Island Suite
Starting at $564.50 per Night
When taking a selfie at the iconic Key West Mile Marker 0 isn’t enough, now you can luxuriously live right next to this landmark! This stylish 2 bedroom is discretely perched above the Mile 0 location, above the island bustle…
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“VACATION HOMES OF KEY WEST”
Amelia's Hideaway
10 Guests | 4 Bedrooms | 4 Bathrooms | One-of-a-Kind Vacation Villa
Starting at $975 per Night
This one-of-a-kind vacation villa is perfectly situated just off Upper Duval, and it is well hidden from public view. Unless you've stayed in this villa before, there's no-way you'd ever know it's just steps off Upper Duval Street…
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Little Digs Key West
2 Guests | 1 Bedrooms | 1 Bathrooms | Historic Luxury Cottage
Starting at $4100 per Month
Diminutive in size but huge in style, ‘Little Digs Key West,’ authenticates how ‘big things’ really do happen in small spaces. Key West was centuries ahead of its time in the modern day ‘tiny house movement…
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Family Reunion
28 Guests | 12 Bedrooms | 8.5 Bathrooms | 3 Homes for Events
Starting at $2210 per Night
Family Reunion Key West vacation rental includes: The Flower Power House, a 2-story house with attached cottage suite, plus two 3-story town homes – A Tropical Tradition and Coco's Poolside Retreat…
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Sunset Serenade
6 Guests | 2 Bedrooms | 2.5 Bathrooms | Luxury Villa
Starting at $9500 per Month
At Sunset Serenade life becomes even a little more relaxing, and evening sunsets take a different direction. Here you’re softly serenaded with the sounds of the surrounding sea and rustling fronds of the palm trees, while you chill-out on your own private rooftop deck…
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Private Island Key West Beach House
6 Guests | 3 Bedrooms | 4 Bathrooms | Luxury Beach House
Starting at $20,700 per Month
Everyone dreams of a private island beach house with an epic view from the pool to the beach. This 3 BR 4 BA Private Island Key West Beach House – Sunset Key ~ VIP, is all those things and more…
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Island Cosmopolitan Cottage
6 Guests | 3 Bedrooms | 2 Bathrooms | Luxury Key West Cottage
Starting at $7600 per Month
Tucked behind an alluring tall white-picket fence, this elegantly renovated Island Cosmopolitan Cottage reflects an upscale blend of contemporary with historic architectural design…
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Cockadoodle Cottage On Duval
6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Key West Cottage
Starting at $475 per Night
Key West cottage architecture has been thoroughly time-tested in island life and culture in this somewhat infamous little wooden cigar maker's cottage located on famous Duval Street…
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Flower Power House
15 Guests | 6 Bedrooms | 4 Bathrooms | Luxury Vacation Home
Starting at $1250 per Night
Boho beautiful, the free-spirited presence of the Key West Flower Power House vacation rental, has much more in common with the real Key West than the shiny hotels around town…
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Key West Island Village Cottage
6 Guests | 2 Bedrooms | 1.5 Bathrooms | Luxury Cottage
Starting at $4700 per Month
Ideally situated on famous Southard St., in the Historic Seaport side of Old Town, this historic Key West cottage is nestled in one of the island’s most charming and interesting residential neighborhoods…
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The Grand Marshall House
10 Guests | 4 Bedrooms | 3 Bathrooms | Luxury Historic Estate
Starting at $14,400 per Month
The historic gingerbread exterior was completely restored, a pool and in-ground Jacuzzi were added in the back yard, and the interior was modernized as a masterpiece of handsome design…
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Designer Octagon House of Key West
8 Guests | 4 Bedrooms | 4 Bathrooms | Luxury Vacation Home
Starting at $22,000 per Month
Standing prominently in the sought-after Key West Historic Seaport Neighborhood, this iconic Designer Octagon House of Key West, makes a grand architectural statement. Truly a home of fine distinction…
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Bella Grand Premier Estate
10 Guests | 5 Bedrooms | 5 Bathrooms | Luxury Vacation Home
Starting at $21,000 per Month
Deluxe Old Town Key West estate with a new twist on history. Premier custom design reflects the historic neighborhood, while reinventing the Key West luxury lifestyle. Zen-garden swimming pool, trickling tiled waterfalls and a spa…
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Villa Corazon
8 Guests | 3 Bedrooms | 4 Bathrooms | Luxury Vacation Home
Starting at $8000 per Month
There’s lots to love about the luxurious 3BR 4BA Villa Corazon … it even has a heart shaped pool. Experience ultimate resort style living in this private home retreat. A perfect pairing of a renovated Key West gingerbread cottage with an elegant free-standing cottage…
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Seaport Hideaway
4 Guests | 2 Bedrooms | 1.5 Bathrooms | Luxury 2 Story Condo
Starting at $4950 per Month
Magic happened when this Key West wooden heritage building was redesigned. Now offers limited-edition condominiums. A case in point is this 2BR 1.5BA Seaport Hideaway. Architecturally intriguing. Epic historic atrium stairwell…
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Old Town Caribbean Estate
18-21 Guests | 10 Bedrooms | 7.5 Bathrooms | Luxury Home with Guest House
Starting at $2300 per Night
Spacious. Luxurious. Exotic. Old Town Caribbean Estate is a masterful combination of a classic Key West Victorian home with an exotic Caribbean-style guest house. A remarkable place for family and friends to stay together in a Key West weekly rental…
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Key West Poolside Loft
4 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Loft with Garden Pool View
Starting at $4725 per Month
You know that adage … An unexpected turn can lead to hidden treasures. If there were ever a place that meets that description, it's this 2BR 2BA Key West Poolside Loft. Cleverly tucked away, here you’re in a unique loft-style Key West cottage, with a private deck…
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On Hemingway's Rounds
4 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Bungalow with Pool
Starting at $6900 per Month
On Hemingway's Rounds, is an inspired renovation of a classic circa 1920 American Bungalow redone Key West style. Private swimming pool garden and deck in the fenced back yard. Historic front porch with comfy chairs to relax and watch Key west go by…
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Rooftop Renaissance
4 Guests | 1 Bedrooms | 2 Bathrooms | Modern Victorian Condo
Starting at $6000 per Month
Rooftop Renaissance vacation rental falls into a distinctive design category of Heritage Victorian – Meets Modern Luxury. This one-of-a-kind monthly rental is situated on two floors of one side of a grand historic home on Caroline Street. An exquisite 1BR 2BA luxury accommodation…
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Serenity Now
4 Guests | 2 Bedrooms | 2.5 Bathrooms | Luxury Townhome
Starting at $6200 per Month
This luxury townhome vacation rental stands on a serene street, in a tiny, gated enclave called Key West Porter Court. A bit of a secret, it’s nicely hidden within the stunning neighborhood of Truman Annex…
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Debonair Victorian Estate
10 Guests | 5 Bedrooms | 5 Bathrooms | Luxury Victorian Estate
Starting at $17,000 per Month
Located in the Historic Seaport neighborhood of Old Town Key West, the curb-side view of this 1900’s wooden Victorian displays treasured traditional characteristics. But inside and poolside, it offers all the luxurious amenities of an upscale modern home…
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Mediterranean Caribbean Villa
6 Guests | 3 Bedrooms | 2.5 Bathrooms | Garden Cottage with Pool
Starting at $7200 per Month
Located along one of Key West's most desirable residential streets this “Casa el Paradiso” most certainly offers a private slice of paradise complete with mature native tropical gardens, Mediterranean style courtyards, and free form swimming pool…
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Casa Bella Petite le Bleu
4 Guests | 2 Bedrooms | 2 Bathrooms | Charming Cottage with Pool
Starting at $5500 per Month
First impressions are everything. And it’s love at first sight with the charming 2BR 2BA Casa Bella Petite le Bleu. This classic Key West cigar-maker's cottage was originally built in 1889, on a lazy little narrow lane. Luxurious charming pool-garden home…
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The Blue Llama Estate Compound
14 Guests | 7 Bedrooms | 7.5 Bathrooms | Luxury Pool Estate
Starting at $29,000 per Month
Designed for luxurious living, the 7BR 7.5BA Blue Llama Estate, is the perfect Old Town Key West place to settle in and have a great time for a month or more. This spacious property is Ideal for extended families or a group of friends…
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LITTLE TORCH KEY PROPERTIES...
CAPTAIN HOUSE
8 Guests | 3 Bedrooms | 2 Bathrooms | Beautiful Waterfront Home with Boat Basin
Starting at $649 per Night
Stay in the amazing Keys and beautiful waterfront home with boat basin for your boat. The property lot is almost an acre with an island point surrounded by sea life. Stunning panoramic water views, sunrise and sunset. Steps away from ocean water!…
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“COZY COVES BEACH”
BARRY BEACH
20 Guests | 8 Bedrooms | 5 Bathrooms | Spacious Private Waterfront Home
Starting at $699 per Night
Stay in the amazing Keys and beautiful waterfront home with 200 foot dock for your boat. Exclusive heated pool to relax and enjoy the surrounding ocean view – just breath taking! The private lot is almost an acre with optional Guesthouse and guest pool…
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BARRY BEACH GUEST HOSUE
10 Guests | 4 Bedrooms | 2 Bathrooms | Private Guest House
Starting at $95 per Night
The Guesthouse has an open living and dining room concept with queen sofa bed and recliner massage chair in each space. There's one space upstairs two bedrooms and one bath, the other on ground level same layout. Kings and trundle beds…
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Cozy Cottage
6 Guests | 2 Bedrooms | 1 Bathrooms | Waterfront Home with Dock
Starting at $399 per Night
Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! Steps away from ocean water…
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“COZY COVES BEACH”
Anchor House
10 Guests | 4 Bedrooms | 2 Bathrooms | Waterfront Home with Dock
Starting at $661 per Night
Stay in the amazing Keys and beautiful waterfront home with boat basin and ramp for your boat. The property lot is almost an acre with another rental home and still very spacious. Stunning panoramic water views…
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“COZY COVES BEACH”
Haven House
8 Guests | 3 Bedrooms | 1 Bathrooms | Waterfront Home with Ramp for Boat
Starting at $399 per Night
Stay in the amazing Keys and beautiful waterfront home with boat basin and ramp for your boat. The property lot is almost an acre with another rental home and still very spacious (search for Anchor House to reserve both homes if available)…
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“COZY COVES BEACH”
Margarita Villa
6 Guests | 3 Bedrooms | 2 Bathrooms | Island Style Private Waterfront Home
Starting at $4800 per Month
Welcome to Margarita Villa! Located in Jolly Roger Estates on Little Torch Key, where you’ll find some of the best deep water boating in the Lower Keys! Decorated in fine island-style this private home is definitely a 5-star property…
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“ACTION KEYS REALTY”
BLACKBEARDS BOUNTY
6 Guests | 3 Bedrooms | 2 Bathrooms | Island Style Private Waterfront Home
Starting at $6500 per Month
Looking for a perfect sunny get away in the beautiful Florida Keys? Blackbeard’s Bounty is just the place for you and your guests! This tropical oasis is located on Little Torch Key. This home has easy access to North Pine Channel which is great for anglers and snorkelers alike!…
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“ACTION KEYS REALTY”
Agua Azul
6 Guests | 3 Bedrooms | 2.5 Bathrooms | Luxury Beach House
Starting at $4200 per Month
This waterfront home located in Coral Shores Park on Little Torch Key is a real paradise pleaser! The spacious interior is nicely decorated, completely remodeled, and has a beautiful open floor plan with views of the expansive deck and open water…
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CAPTAIN KIDD'S HIDEAWAY
6 Guests | 3 Bedrooms | 2 Bathrooms | Pet Friendly Waterfront Home
Starting at $5400 per Month
“WOW!” is what you will say when you walk through the door of this Little Torch Key home. With cathedral ceilings and a large family and dining area, your whole family will be able to stretch out and relax…
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PIRATES PARADISE
6 Guests | 3 Bedrooms | 3.5 Bathrooms | Pet Friendly Waterfront Pool Home
Starting at $11,500 per Month
Enjoy a luxurious space and a place to call home during your sunny Florida Keys destination. Located on the open water on Little Torch Key with gorgeous ocean views. The sunrises and moon rises are a delightful sight…
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COCONUT CAY
6 Guests | 3 Bedrooms | 2 Bathrooms | Pet Friendly Waterfront Home
Starting at $5600 per Month
Nestled on a pristine canal-front lot, situated in Little Torch Key, this well-appointed home offers all the amenities you will need to enjoy the casual lifestyle of the Lower Keys. There is plenty of room for friends and family to enjoy outdoor cookouts…
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Island Chalet
6 Guests | 3 Bedrooms | 2 Bathrooms | Pet Friendly Island Chalet
Starting at $4200 per Month
Enjoy the balmy breezes at Island Chalet for a laid back Florida Keys vacation. Located on Little Torch Key with awesome boat access to Big Pine channel. Just a few minutes to Dolphin Marina for all the boating necessities for those fun fishing trips…
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Buccaneer Boathouse
4 Guests | 2 Bedrooms | 2 Bathrooms | Vacation Home with Private Beach
Starting at $3750 per Month
This lovely home is spacious with 2 bedrooms and 2 bathrooms. It offers a large open kitchen, dining and living area for everyone to hang-out and plan all the fun activities for the group…
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Palm Villa
6 Guests | 3 Bedrooms | 2.5 Bathrooms | Vacation Home with Private Beach
Starting at $6200 per Month
This beautiful custom home located in Jolly Rodger subdivision on Little Torch Key has the best of everything. Furnished in 2012 with the finest tropical decor, flat screen TV’s, wireless internet and a top of the line gourmet kitchen…
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Latitude Adjustment
4 Guests | 2 Bedrooms | 2 Bathrooms | Lovely Canal Front Vacation Home
Starting at $4600 per Month
Get an attitude adjustment at Latitude Adjustment, a lovely 2 bed 2 bath canal front home on Little Torch Key. The location offers some of the best boating in the Lower Keys with deep water dockage and 40’ of seawall…
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Breezy Palms
6 Guests | 3 Bedrooms | 2.5 Bathrooms | Pet Friendly Vacation Home
Starting at $5200 per Month
Enjoy all the best the Keys have to offer at this super special Little Torch vacation rental home. All updated with beautiful tropical colors and furnishings with attention to every detail….
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Pirates Pointe
6 Guests | 3 Bedrooms | 2 Bathrooms | Canal Front Family Vacation Home
Starting at $4650 per Month
Here is the hidden treasure you have been looking for. Pirates Pointe is a great get a way for you and the family. The home is pleasantly decorated in soft leather furniture, comfy beds and crisp linens…
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GROUPER THERAPY
6 Guests | 3 Bedrooms | 2 Bathrooms | Canal Front Pet Friendly Home
Starting at $4400 per Month
You will be pleasantly surprised when you arrive at Grouper Therapy on Little Torch Key. One of the few ground level vacation homes. No steps here!! Dockside is lovely with a covered patio area and fish cleaning table…
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La Brisa
8 Guests | 3 Bedrooms | 2 Bathrooms | Canal Front Pet Friendly Home
Starting at $6100 per Month
La Brisa is waiting to welcome you!! Offering delightful Eastern sea breezes throughout the year, this large canal front home on Little Torch Key was completely remodeled. It will please the most discriminating chef with a state-of-the-art kitchen…
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Serenity
4 Guests | 2 Bedrooms | 2 Bathrooms | Canal Front Pet Friendly Home
Starting at $4800 per Month
Serenity found in the Florida Keys! This home is situated on a beautiful canal in the Jolly Roger Estates of Little Torch Key. There is plenty of room for your boat with access to the best boating, fishing, diving, and snorkeling in the lower Keys…
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“ACTION KEYS REALTY”