FLORIDA KEYS VACATIONS
Florida Keys Vacations – Finest Luxury Vacations offers you a variety of hand selected Florida Keys Vacation Rentals in Marathon Key and Key Colony Beach. Meet Our Featured Provider: Jessica Borraccino with Florida Keys Vacation Rentals Inc.
Jessica is a dedicated real estate professional with deep roots in the Florida Keys, Jessica Borraccino combines over a decade of local living with a passion for helping clients buy, sell, and rent homes. Based in Key Colony Beach with her family, she offers knowledgeable, community-focused service backed by years of experience and a love for island life.
Jessica features amazing Vacation Rentals throughout Marathon Key and Key Colony Beach. With her 13 years living in the Florida Keys, Jessica has the knowledge and expertise of living life and experiencing all the Florida Keys has to offer.
Book Direct and Save Money with Florida Keys Vacation Houses. Booking your Florida Keys Vacation through our website eliminates the fees from 3rd party travel agents.
MARATHON PROPERTIES...
735 50th St Gulf
5 Bedrooms | 4.5 Bathrooms | Serene Luxury Pool Home
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Escape to the tranquil waterways of Serene Sunset Paradise. Nestled amongst breathtaking direct Gulf sunsets, this vacation rental offers an idyllic retreat for those seeking an adventurous family getaway or a relaxing week in basking in coastal elegance…
11715 5th Ave Ocean
4 Bedrooms | 3 Bathrooms | Steps to the Ocean
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Sweeping views of the Open Atlantic Ocean and just seconds to Vaca Cut! Boating hot spot as well as a comfortable home to relax and take in the coastal vibes and immerse yourself in vacation mode! Amazingly upgraded 4 bedroom, 3 bathroom ground level home. No steps!..
217 B David
2 Bedrooms | 2 Bathrooms | Back Deck with Lagoon
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Cute 2 bedroom, 2 bath half duplex on a lagoon, Gulfside in Marathon. Very nicely decorated and furnished. Queen in the master, queen in the 2nd plus a double futon. Sleeps 6. Vaulted ceilings in living room adds to the spacious feel. Nice deck furniture for sunning…
11750 5th Ave Ocean
1 Bedrooms | 1 Bathrooms | Cute Waterfront Half Duplex
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Adorable 1 bedroom half duplex in fabulous Little Venice! This cute little stunner has everything you could want for a Keys Getaway. Seconds from Vaca Cut. The boat lift is for guest use MAX 6,000 lb – will allow the quickest access to the open Gulf…
GULFSIDE POOL HOME IN MARATHON
1 Bedrooms | 1 Bathrooms | Cute Corner Unit
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Adorable Coco Plum Terrace unit 211! Beautifully updated and furnished, a perfectly appointed corner unit with peek-a-boo open Atlantic views! Light, bright, and breezy! Just a perfect Keys getaway spot! Boat slips 8 & 9…
410 122nd St Ocean
2 Bedrooms | 2 Bathrooms | Waterfront Home in Yacht Harbor Island
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Adorable ground level 2 bedroom home on highly sought after Yacht Harbor Island – a quiet enclave of single family homes. Beautifully renovated with a nice open floor plan, well-stocked kitchen, nice furnishings and plenty of space for parking…
1300 W 75th St Ocean
4 Bedrooms | 3 Bathrooms | Stilted Oceanfront Home
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This 4-bedroom stilt home is situated on the Atlantic Ocean. Peer down from the balcony. From indoors, the open living area feels like being in a tree house. Outdoors, on the upper level is a dining table, at ground level is a covered living and dining area..
100 N Anglers Dr
5 Bedrooms | 3 Bathrooms | Luxury Waterfront Pool Estate
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Experience a taste of early Keys grandeur at Anglers End. This ground level home surrounds the enclosed pool area and offers a great family experience for the young and the old. Situated at the very end of a point overlooking a beautiful protected lagoon…
CORAL LAGOON ESCAPE
4 Bedrooms | 3 Bathrooms | Canal Front Town Home with Pool
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Check out Anglers at Sombrero Canal Front Townhome with a private pool and 40 ft of dockage! Just minutes to the stunning Sombrero Beach, this Villa-style home is perfectly located in the heart of the Florida Keys…
12690 Overseas Hwy
2 Bedrooms | 2 Bathrooms | Wonderful Waterfront Condo
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The condo unit is a 1,400 square-foot townhouse that offers 59 lineal feet of parking at ground-level. The main living, dining, kitchen and a half-bath are located on the second level. 180-degree views of the Gulf of Mexico and Vaca Cut…
6401 Gulf of Mexico Blvd
2 Bedrooms | 2 Bathrooms | Lovely Pool Home
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Ultimate location for unmatched perfection of grounds, pool, tennis courts, dockage, and immediate access to the Gulf of Mexico and the open Atlantic via Vaca Cut! This condo boasts expansive views of the blue hues of the Gulf, the boat activity of Vaca Cut…
58069 Morton St
2 Bedrooms | 2 Bathrooms | Oceanfront Coastal Cottage
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Welcome to Morton Street Charmer! This coastal cottage, nestled on the open Gulf of Mexico, offers 2 bedrooms and 2 bathrooms, with recently updated furniture for a fresh feel. Enjoy stunning water views and unforgettable sunsets from the spacious dock…
135 Ave D
3 Bedrooms | 2 Bathrooms | Waterfront Home in Coco Plum
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This 3 bedrooms 2 bathroom home is just what you've been looking for in a vacation home. Imagine having your boat at your 55 ft concrete dock enjoying the view of the 200 ft wide canal with open water views of Bonefish Bay!…
11710 5th Ave Ocean
2 Bedrooms | 2 Bathrooms | Waterfront Corner Lot Paradise
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Brand new, beautifully updated two bedroom, two bathroom canal front home on a corner lot in the fishing paradise of Little Venice! One home in from the open water! This charming conch cottage has been upgraded with no detail spared…
1040 81st St
3 Bedrooms | 2 Bathrooms | Oceanfront Pool Home with Dockage
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Modern home with beautiful open Atlantic Ocean views! 50 ‘ of dockage with instant ocean access to all your favorite dive and fishing spots! Modern pool with comfortable outdoor furniture on the pool decks overlooking the deep canal…
58589 Morton St
3 Bedrooms | 2 Bathrooms | Oceanfront Pool Home
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Amazing Sunset Views! Deep Water Dockage! Big Boats Welcome! Lovely home on the open clear aquamarine waters of the beautiful Gulf. There is a sandy area for the kids to play in. Fish cleaning table and bait freezer, saltwater hook up at the dock…
280 100th St Ocean
3 Bedrooms | 2.5 Bathrooms | Newly Remodeled Waterfront Pool Home
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Everything is brand new and no detail has been spared. This home is the perfect Florida Keys escape with a newly renovated patio area to include an in-ground heated pool. Resort Style Relaxation in the privacy of your own backyard!…
12399 Overseas Hwy #4
3 Bedrooms | 2.5 Bathrooms | Waterfront Pool Home with Boat Dock
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Step into the perfect vacation townhome in the heart of the Florida Keys. Spacious 3 bedroom 2.5 bathroom attached townhome is brightly decorated, well kept, and nicely appointed with the 40 ft dock slip (#19) directly out the back door…
1850 Manor Ln
4 Bedrooms | 3 Bathrooms | 2 Story Ocean Front Pool Home
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Family Fun on Manor Lane! Conveniently located in the heart of Marathon, this family getaway is everything you've been looking for! Spacious single family canal home with private swimming pool, deepwater dockage, and an inviting layout awaits for your arrival…
839 Copa D Oro
3 Bedrooms | 2 Bathrooms | Stilted Pool Home on Flamingo Island
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Beautiful stilted home on exclusive Flamingo Island in the high-demand Sombrero Beach area. Fantastically lush and meticulously landscaped yard by local famous design artist featuring a large, brand new heated/chilled pool with plenty of built in seating and a tanning shelf…
1570 52nd St Gulf
4 Bedrooms | 3 Bathrooms | 2 Story Waterfront Pool Home
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Tucked away in the lush foliage of Crane Hammock, in the Heart of Marathon, you will find The Coral House. A Gulf-front oasis with endless views of the open Gulf, brand new pool, and space to enjoy your vacation. Expanding throughout 2 stories…
106 Alynn Pl
6 Guests | 2 Bedrooms | 2 Bathrooms | Family Pool Home
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Escape to paradise at our stunning 3-bedroom, 2-bathroom pool home, perfectly situated to offer breathtaking open Gulf views. This inviting retreat is designed for relaxation and enjoyment, making it the ideal getaway for families or friends seeking the ultimate Florida Keys experience…
548 Sombrero Beach Rd
3 Bedrooms | 2 Bathrooms | Waterfront Pool Home
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Privacy galore at this great location on Sombrero Beach Rd with a brand new POOL! Famous Sombrero Beach is approximately half a mile down the dedicated bike path from this stilted 3-bedroom single-family pool home with dockage…
389 27th St Ocean
3 Bedrooms | 2 Bathrooms | Waterfront Pool Home
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Calling all boaters! This location is prime for boating to all your dive spots, Sombrero Light, fishing holes, and 7 Mile Bridge, conveniently off of Boot Key Harbor, tucked at the end of the canal is 30 ft of deepwater dockage…
11600 1st Ave Gulf #20
3 Bedrooms | 2.5 Bathrooms | Luxury Gulf Front Townhome
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Conveniently located in Marathon you are close to all the ammenities including the private airport, but also feel like you are on your own private island oasis. This 1600 square foot townhome offers 3 bedrooms and 2.5 bathrooms…
12399 Overseas Hwy #22
3 Bedrooms | 2.5 Bathrooms | Waterfront Luxury Villa
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One of the few single family villas with large, private porch overlooking the canal. Recently renovated with your dedicated boat slip a few steps from the Villa offering electric and water! Resort style amenities with a full service marina in the heart of the Middle Keys….
100 Ave E
6 Guests | 3 Bedrooms | 2 Bathrooms | Single Family Waterfront Pool Home
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Experience Florida keys luxury coastal living at its finest in this breathtaking contemporary modern waterfront home. Expansive indoor/outdoor living spaces. heated pool and a large outdoor kitchen steps away. New boat dock…
107 Ave D #213
1 Bedrooms | 1 Bathrooms | Second Floor Luxury Condo
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Adorable condo on the second floor at Coco Plum Terraces in the heart of the Florida Keys! Beautifully upgraded 1 bedroom, 1 bathroom condo in a small complex with great amenities! Nice balcony allows the natural light to flow through the condo!…
417 122nd St Ocean
3 Bedrooms | 2 Bathrooms | Single Family Pool Home
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Great single-family pool home with dockage situated on exclusive Yacht Harbor Island. This home offers a nice open floor plan with expansive views of Sadowski Causeway and Shelter Bay. The large swimming pool and covered downstairs space are perfect for relaxing…
400 62nd Street Ocean
2 Bedrooms | 2 Bathrooms | Waterfront Single Family Home
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Lovely single-family home. 52′ screened porch overlooks the canal. Gas grill, washer dryer
Quick ocean access with 40′ of deep-water dockage with bait freezer and a fish cleaning table.. Centrally located in the heart of Marathon…
37 Treasure Rd
3 Bedrooms | 2 Bathrooms | Waterfront Home with Boat Dock
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This lovely, brand new home is located in a private, quiet residential area just 3 blocks from Sombrero Beach and 5 minutes or less to the open Atlantic by boat! You will love the screened porch overlooking the waterway that wraps around the house…
9940 Aviation Blvd
2 Bedrooms | 2.5 Bathrooms | Waterfront Stilted Half Duplex
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Light, bright and freshly renovated, this well-kept 2 bedroom stilted half duplex is a great Keys getaway! Comfortable open concept kitchen, dining and living area that opens to a beautiful large screen porch overlooking the canal…
317 Sombrero Beach Rd
3 Bedrooms | 2 Bathrooms | Waterfront Cottage with Boat Dockage
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Cozy and comfortable Sombrero Beach cottage! This light and airy single-family home offers an open-concept living, kitchen, and dining area with large outdoor spaces both up and downstairs. enjoy 2 kayaks and 4 bikes. Hot tub, hammock, bait freezer, and 35ft dockage…
109 Anglers Dr, N
2 Bedrooms | 1 Bathrooms | Charming Waterfront Condo
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Absolutely charming two bedroom, 1 bath condo in quiet Sombrero area. Approximately two miles to lovely Sombrero Beach. Twin Anchors unit 202 (upstairs unit). Completely remodeled and lovely. There is limited dockage for a boat up to 20'…
11299 5th Ave Gulf
2 Bedrooms | 2 Bathrooms | Waterfront Pool Home
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Fishing Paradise. Two-bedroom, two bath home in a great boating location! Just one canal in from the Gulf and very close to Vaca Cut. Fish cleaning table, bait freezer, 75′ of dockage. Lovely pool in the backyard with an upper deck to relax…
1162 Bulevar De Palmas
4 Bedrooms | 3 Bathrooms | Multi- Level Luxury Waterfront Pool Home
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Gracious home that has everything you could ask for. 4bed 3bath family home close to Sombrero Beach. Spectacular Sunrise view from balconies and rooftop sundeck are breath-taking. Canal front, 40-foot dock with outlets, fish cleaning table, pool/spa with Hot tub …
705 100th St Ocean
2 Bedrooms | 2 Bathrooms | Waterfront Pool Home
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11 Ocean E
2 Bedrooms | 2 Bathrooms | Oceanfront Vacation Home
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505 101st St Ocean
3 Bedrooms | 2 Bathrooms | Dog Friendly Canal Front Home
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20 Kyle Way E
3 Bedrooms +Loft | 2 Bathrooms | Oceanside Vacation Home
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720 122nd St Ocean
2 Bedrooms | 2 Bathrooms | Cute Vacation Home on Lagoon
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121 Gulfwinds Ln
3 Bedrooms | 2 Bathrooms | Charming Gulfside Pool Home
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9972 Aviation Blvd
3 Bedrooms | 2 Bathrooms | Luxury Gulfside Pool Home
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KEY COLONY BEACH PROPERTIES...
390 4th St
2 Bedrooms | 2 Bathrooms | Waterfront Half Duplex
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Welcome to your ideal getaway in Key Colony Beach, FL! This charming half duplex offers everything you need for a relaxing and unforgettable stay. With deep water dockage, you’ll have easy access to the sparkling waters of the Florida Keys…
160 9th St Key
4 Bedrooms | 2 Bathrooms | Water Front with Boat Dock
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Comfortable four-bedroom home on the shady side of 9th Street. Ceramic tile floors thru-out, 3 TVs, and High-speed wireless internet. This large, open living area will comfortably handle the entire family. 37.5′ of dockage. Bait freezer, and fish cleaning table, gas grill. No Pets…
170 9th St Key
2 Bedrooms | 2 Bathrooms | Water Front with Boat Dock
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Upscale clean, bright 3 bedroom, 2 bath half duplex on the shady side of the street. Very well-kept unit. Great 9th Street location! Step down concrete seawall with fish cleaning table, water and electric at the Step-Down dock 37.5′ dock. Bait freezer, Gas grill, High Speed Internet Wireless…
450 11th St Key
2 Bedrooms | 2 Bathrooms | Waterfront Half Duplex
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The Kraken house is well appointed, up-to-date and, beautifully decorated. The 2-bedroom, 2-bed bunk nook, 2 bath on a canal with dockage outside your door! This house has been professionally decorated and contains custom art inside and out…
291 8th Street Key
4 Bedrooms | 2 Bathrooms | Waterfront Half Duplex
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Nice 4 bedroom half duplex featuring beautiful tongue and groove vaulted ceilings and Mexican tile floors. Enjoy the large open deck on the upper level with conventient stairway to lower level to access the gas grill, outdoor kitchen, and lovely step down dock area with fish cleaning table and swim ladder…
438 E Ocean Dr
2 Bedrooms | 2 Bathrooms | Waterfront Half Duplex
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This beautifully upgraded half duplex on Key Colony Beach will wow you! Perfect location providing an unobstructed view down the wide canal. Outdoor living at its finest! Huge screened porch with beautiful seating area overlooking the deep, wide canal…
420 3rd St
3 Bedrooms | 2 Bathrooms | Perfect Keys Vacation
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Brand new half duplex featuring 3 bedrooms, 2 bathrooms fully furnished with a modern coastal theme to accommodate up to 6 people. Soaring 10 foot ceilings throughout the entire house! Book this incredible new vacation rental today!..
441 8th St
2 Bedrooms | 2 Bathrooms | Canal Front Half Duplex
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half duplex on stilts overlooking the extra wide, deep canal and the Par 3 Golf Course on the streetside. This home is tidy and spacious. It offers soaring ceilings, tons of natural light, lots of covered seating, a beautiful concrete pool, 37 feet of dockage and plenty of parking!…
271 3rd St
2 Bedrooms | 2 Bathrooms | Canal Front Half Duplex
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The 3rd Street Villa is a beautifully renovated and nicely decorated 2 bedroom, 2 bath half-duplex on a canal outside your door! You will love the upscale tropical colors and decor throughout and open concept living and kitchen area…
820 12th St
2 Bedrooms | 2 Bathrooms | Water Front Pool Home
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The complete package at the end of prestigious 12th Street in beautiful Key Colony Beach! Outside boasts a fabulous summer kitchen with BBQ, fridge, and ice maker along with a large outdoor TV and plenty of seating around the pool and hot tub. 75 feet of deepwater dockage!…
FANTASEA ESCAPE
4 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Canal Front Pool Home
Starting at $1875 per Week
No detail spared in this completely renovated, top of the line stilted half duplex in highly sought after Key Colony Beach. Excellent end of the canal location makes for instant access to Vaca Cut! Head to the open waters of the Gulf or Atlantic!…
141 8th St
2 Bedrooms | 2 Bathrooms | Half Duplex with Dockage
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Cute, 2 bedroom half duplex located on beautiful 8th Street in Key Colony Beach. Extra wide canal and 37 feet of deep water dockage! Shaded dock area perfect for cleaning your catch of the day. Just minutes through the tranquil Key Colony Beach canals to open Atlantic…
99 Coral Ln
2 Bedrooms | 2 Bathrooms | Waterfront Vacation Home
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Relax in this peaceful 2/2 with incredible ocean and sunset views! Welcome to Sunset Paradise! Not 1 but 2 spacious and comfortably furnished decks with a water view. Everything located right on the waterway, complete with a private 40 ft boat dock…
170 4th St
2 Bedrooms | 1.5 Bathrooms | Canal Front Half Duplex
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Adorable 2 bedroom, 1.5 bathroom half duplex. Conveniently located at the top of 4th Street in exclusive Key Colony Beach. Open-concept living with plenty of outdoor features! Excellent deep water dockage for up to a 30 foot boat, with quick access to the open Atlantic…
370 11th St
3 Bedrooms | 2 Bathrooms | Waterfront Half Duplex
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Beautifully renovated 3 bedroom, 2 bathroom half duplex on 11th Street in Key Colony Beach! No detail has been spared. Calming colors throughout bring the Keys to life from the ocean life murals to the decor, this is your perfect vacation location! …
600 10th St
3 Bedrooms | 2 Bathrooms | Beautiful Waterfront Pool Home
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Beautiful Ellison half-duplex on 10th Street in prestigous Key Colony Beach with a brand new pool! This one has it all! Tastefully decorated and updated, this 3 bedroom, 2 bathroom will not dissapoint. In ground pool overlooking the canal…
265 13th St
3 Bedrooms | 3 Bathrooms | Waterfront Pool Home with Dockage
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Beautifully appointed Key Colony Beach home on 13th Street, one of the nicest streets in KCB! Come down and relax in this spacious 3 bedroom, 3 full bath home with a cabana family room off the pool with wet bar. A Boater's Delight!..
260 13th St
3 Bedrooms | 3.2 Bathrooms | Spacious Waterfront Pool Home
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This spacious custom built home has everything you could desire. Oversized kitchen island, comfortable seating, modern feel with classic touches, beautiful concrete pool, cabana bath, outdoor shower, garage, bait freezer, commercial ice maker, and so much more!…
130 13th St
3 Bedrooms | 3 Bathrooms | Waterfront Pool Home with Dock
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Gorgeous updated 3/3 single-family home on the shady side of 13th Street. This lovely home boasts soaring ceilings which give an even larger feel to the home. Featuring an awesome tiki hut and enclosed sunroom. The pool is 12 X 28 and 5′ 6″ depth…
590 11th St
2 Bedrooms | 2 Bathrooms | Waterfront Duplex with Shared Pool
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Updated two bedroom, two bathroom half duplex on 11th street. Excellent location towards the end of the canal yielding instant access to Vaca Cut and the Open Atlantic. The private pool and tiki hut are most inviting!…
19 7th St
3 Bedrooms | 2 Bathrooms | Waterfront Vacation Half Duplex
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Key Colony Beach cute! Located on extra wide 7th Street canal, bring your big boat! This renovated ground level half duplex is charming and outfitted perfectly for your Keys vacation! Fish cleaning station, water at the dock, bait freezer, large screened porch…
320 9th St
3 Bedrooms | 2 Bathrooms | Waterfront Pool Home
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Beautiful Ellison half-duplex on 9th Street. Enjoy the afternoon shade and the private pool overlooking the extra wide canal and dock with boat lift. The lift will accommodate up to 26 ft boat. Cabana Club Membership Included…
541 11th St
3 Bedrooms | 3 Bathrooms | Gorgeous Waterfront Pool Home
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Escape to paradise at this stunning 3-bedroom, 3-bathroom single-family home in Key Colony Beach! Nestled in a prime location, this spacious home offers everything you need for a relaxing and unforgettable getaway…
701 9th St
2 Bedrooms | 2 Bathrooms | Waterfront Vacation Home
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Top-of-the-line finishes on everything in this beautiful stilted half duplex on 9th Street on prestigious Key Colony Beach, extremely close to the end of the canal. On the patio, you will find an outdoor dining set, perfect for tranquil Key Colony nights! …
580 11th St
3 Bedrooms | 2 Bathrooms | Waterfront Pool Home with Boat Dock
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Welcome to your perfect tropical getaway! This stunning, completely remodeled half duplex in Key Colony Beach offers a blend of modern luxury and coastal charm. Step outside to your private patio for al fresco dining with views of the pool and canal…
150 10th St
3 Bedrooms | 2 Bathrooms | Waterfront Pool Home with Dock
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Amazing 3 bedroom, 2 bathroom single family home on 10th Street is Key Colony Beach! Stunning upgrades, open concept living with a split bedroom floor plan! Beautiful covered outdoor space with dining table and chairs, outdoor TV , outdoor shower and pool!..
220 9th St
2 Bedrooms | 2 Bathrooms | Waterfront Half Duplex with Boat Dock
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Cute and brand new! This half duplex is brand new to the market and ready for your vacation! 2 bedroom, 2 bathroom half duplex on 9th Street in Key Colony Beach with 37 ft of deep dockage and Cabana Club…
610 10th St
3 Bedrooms | 2 Bathrooms | Charming Canal Front Home
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Escape to paradise at this stunning 3-bedroom, 2-bathroom canal-front home in the heart of Key Colony Beach. Perfectly positioned to offer breathtaking water views, this spacious retreat is the ideal vacation getaway…
170 9th St Key
3 Bedrooms | 2 Bathrooms | Upscale Waterfront Half Duplex
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Upscale clean, bright 3 bedroom, 2 bath half duplex on the shady side of the street. Very well-kept unit. All new paint, lovely furnishings, appliances and kitchen ware. Step down concrete seawall with fish cleaning table, water and electric at the Step-Down dock 37.5′ dock…
#44 Sadowski Causeway Key
1 Bedrooms | 1 Bathrooms | Cozy Waterfront Half Duplex
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Adorable one bedroom, one and a half bath half duplex overlooking Shelter Bay. Brand new from top to bottom. Lovely views from your backyard. Brand-new deep-water dock in 2018, bait freezer for your convenience, fish-cleaning table, gas grill…
661 10th St Key
2 Bedrooms | 2 Bathrooms | Stilted Waterfront Half Duplex
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Great Key Colony Location! Large, stilted 2 bedrooms, 2 bath half duplex on 10th Street. Large patio overlooking the canal. This home is open, bright and airy. Concrete step down dock with fish cleaning table, electric and water. Just minutes to the ocean or bay….
401 8th St Key
2 Bedrooms | 2 Bathrooms | Waterfront Half Duplex
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Cozy half duplex across from the Par 3 golf course, tennis courts and the park. Come's with Cabana club membership. Gas grill. 37.5′ dock with cleats, and bait freezer for your use. Fish cleaning table with water. Nice patio on the canal side w/table and 4 chairs…