Home Vacation Rentals By Owner In Key Colony Beach, FL

Showing 380 Of 416 Vacation Rentals
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Exceptional(41)

$501.58

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Private Vacation Home

Welcome to Paradise! Private Pool, 40' Dock, Great Location

Key Colony Beach, Florida, United States

Paradise Awaits You!! brWith a Beautiful Private Pool, 40’ of Dockage, Kayaks, Paddleboards, and Bikes; Welcome to Paradise is the Perfect Place to Stay & Play and have Fun in the Sun & on the Water! brOur home with Breezy Palms is centrally located, with Beaches & Boating, Fishing & Diving, Swimming & Bathing, Dining & Dancing, Flying or Skydiving and Refreshing Cocktails just a short walk or ride away!brbrPet-Friendly – Pet fee applies. Please confirm at booking.brbrWe are owners, Luis & Aysie. We put all of our love of the Keys into our home, and we just know you will love it as much as we do. Shoot us a message or book instantly & start planning your trip to Paradise!brbrThe Neighborhood - brOur home resides on a quiet street with very little traffic and kindly neighbors: including the homes of three police officers. Additionally, our wonderful neighbors are locals and are super nice and friendly and always glad to help! They are especially great and spotting manatees! brbrWelcome to Paradise is uniquely located, with many of the island's best restaurants and attractions right next door.brbrWithin 100 yards of our door you will find: br Sparky's Landing - 5x winner of Marathon's Best Happy Hour, live music every night.br Sole Watersports - Marathon's #1 Snorkel, Sandbar & Sunset Tour Companybr World Class Fishing - Some of the island's best fishing charters.brbrTwo Minutes Walking:br The Island Fish Company - Great restaurant with beautiful viewsbr Two Convenience Stores - everything you need for your day on the waterbrbr10 minute Bike Ride:br Key Colony Inn - Great restaurant with Happy Hour…$5 Espresso Martinis!br Key Colony Golf Course - 9-hole Par 3 golf coursebr Havana Jacks - Waterside restaurant with live music.br Sunset Beach - A quiet and beautiful little park and beach with great sunsets.brbrYOU SIMPLY CANNOT FIND A MORE CONVENIENT LOCATION THAN THIS!brbrOur Home - brGuests will have exclusive access to the private in-ground pool surrounded by Breezy Palms, 40’ canal front boat dock with fish cleaning station, chest freezer, a kayak and 2 paddle boards, 4 bicycles and even a cooler to take to the beach!brWith an extra large carport, there is ample room for your vehicles and a boat trailer. Your own door punch code will be provided prior to booking, allowing for a relaxed, easy-going arrival to Paradise. brThe spacious open floor plan of the living room and fully-stocked kitchen is amplified by twin sliding glass doors; allowing you to sit in the cool AC while simultaneously watching the kids play in the pool and the manatees play in the water.brAfter a long day of exploring and experiencing all the magic of the Florida Keys, nothing feels better than stretching out and having a relaxing night sleep on one of our two King beds. This is what vacation is supposed to feel like!brbrYour Hosts - brAs personal hosts, my wife and I love to share and listen to your stories and expectations so we can guide you in the right direction! We’re a bilingual hosting team (English & Spanish) and are excited to help make your stay as comfortable and easy as possible!br brbrExtras - brMore Nearby Attractions & Restaurants:br Restaurants - br Sparky’s Landing - 1 min walkbr Island Fish Company - 3 min walkbr El Mocajete (Mexican) - 10 min walk, 5 min by bike, 2 min by carbr Key Colony Inn - 15 min walk, 5 min by bike, 2 min by carbr Havanna Jacks - 20 min walk, 8 min by bike, 3 min by carbrbrBeaches - br Sunset Beach - 15 min by bike, 5 min by carbr Coco Plum Beach - 20 min by bike, 5 min by carbr Sombrero Beach - 10 min by carbr Bahia Honda State Park - 25 min by car
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Exceptional(2)

$397.54

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Private Vacation Home

Oceans State of Mind Charming Keys Condo on the ocean with a pool and beach

Key Colony Beach, Florida, United States

Str25-000595brbrOcean State of Mind: Your Beachfront Paradise in Key Colony BeachbrbrExperience the ultimate seaside escape at Ocean State of Mind, a beautifully updated 2-bedroom, 2-bathroom condo in the heart of Key Colony Beach, the gem of the Florida Keys! Situated on the 1st floor, to enjoy a luxurious beachfront lifestyle, with direct access to the pool steps away and the beach right beyond the pool area. brbrUnmatched Ocean Views & Modern ComfortbrbrThis is also a 14-day minimum as per the condo rules.brbrStep into a bright and airy living space where panoramic ocean views greet you from both the living room and primary bedroom. This condo blends elegance with comfort, making every day feel like a vacation. The spacious layout is perfect for entertaining or unwinding after a day of sun and sand, with a private patio offering the perfect spot to relax and soak in the coastal breeze.brbrLuxurious Upgrades for a Relaxing StaybrbrBook your stay at Ocean State of Mind today and let the soothing sound of the ocean waves be your everyday backdrop.brbrThis Spacious, Comfortable Condo is fully furnished and has two bedrooms, two bathrooms, a dining area, a full kitchen, a washer/dryer in the unit, central heat/air conditioning, and a private balcony. You will enjoy the view of the ocean while sitting on the balcony.brbrAll linens and towels are provided, as well as a starter kit of toiletries; guests must provide their own for the rest of their stay.brbrThe Condo provides cable TV in the living room and Master as well as internet access for no extra charge. The Tv's are streaming in this condo.brbrThe Condo is privately owned but is located within the Casa Clara Condominiums in Key Colony Beach. All resort amenities are included with this rental, from the pool overlooking the ocean to the pier that seems to take you far within the sea for those quiet, romantic strolls or taking in the fresh air to get away from it all.brbrResort-Style Amenities & ActivitiesbrbrAt Ocean State of Mind, you'll find everything you need for a memorable stay:brbrHeated Pool: Dive into relaxation with the pool just a few steps from your door.brbrPrivate Beach Access: Lounge on the white sand beach and soak up the sun.brbrFishing Pier: Cast your line and enjoy the thrill of fishing right on-site.brbrNearby Park: Take a peaceful walk to the nearby Sunset Park for a change of scenery.brbrPerfectly located in the Middle of the Keys, and only an hour drive to Key West and about 40 minutes ot Islamorada for your day trip adventures.brbrExplore the best of Key Colony Beach with local dining, shopping, and attractions just minutes away. Whether you're diving into the crystal-clear waters, exploring vibrant coral reefs, or simply unwinding on your private patio, there's something for everyone. Ocean State of Mind is not only a dream retreat, don't miss your chance to live a slice of paradise.brbrSpices are not provided; only what is left behind by previous tenants.brbrMaximum Occupancy: 6 (No exceptions)brbr- Must be 25 years or older to book and must be present for the entire staybrbr- Max occupancy reflects the number of guests allowed per city regulations and does not guarantee sleeping accommodations for that numberplease review the bed description carefullybrbr-Occupancy includes children and infantsbrbr14-night minimum (No exceptions)brbrTo stay at this unit, you are required to fill out and e-sign the Key Colony Beach Rules and Conditions along with the Casa Clara Rules and Regulations. These are emailed to you after booking.brbrCheck-in: brbr4:00 PM on the day of arrival (please note during high season, check-in may be delayed until 5:00 PM) brbrCheck-out: brbr10:00 AM on the day of departurebrbrThis Property is on MM54brbrNoise Ordinance from 9 pm to 9 am (Quiet Time)brbrVacation Rentals of the Florida Keys provides a complimentary starter set of items, including soap, toilet paper, paper towels, dishwasher detergent, and laundry detergent, etc. Guests are responsible for providing additional supplies for the remainder of their stay. Starter items are typically located in the bathrooms, at the kitchen sink, and in the laundry area. Some properties may also include a small welcome basket or additional guest amenities. brbrLinens and bath towels are always included.brbrThis property is not pet-friendly per the condominium. Failure to disclose a pet may result in additional charges up to $500 and immediate eviction without refund.brbrEnhance your stay with our concierge services, designed to create a seamless and memorable Florida Keys experience. Our concierge agent, Kasey Platt, can assist with everything from private boat charters, snorkeling, fishing trips, and eco-tours to in-home massages, private chefs, and unique entertainment like fire shows or dancers. She can also help arrange grocery deliveries, kayak or fishing gear rentals, charcuterie boards, and more.brbrBorn and raised in Marathon, Kasey has strong local connections, allowing for personalized recommendations and exclusive experiences. More details on available services and how to coordinate them are shared with guests after booking. If you have any questions in advance, please let us knowwe're happy to help!brbrVacation Rentals of the Florida Keys (Vrotfk) has Terms and Conditions that apply to this property and all properties we manage. By booking this propertywhether directly with us or through a third-party siteyou and your party expressly agree to these Terms and Conditions. A deposit or completed booking serves as acknowledgment and acceptance of these terms. After your reservation is confirmed, the Terms and Conditions will be sent to you via an e-sign document, which is required to be completed. If the e-sign is not completed, access to the virtual guidebook and arrival details will not be provided. brbrYou will also be emailed and are required to fill out the Key Colony Beach Rules and Conditions along with the Casa Clara Rules and Regulations.brbrPlease feel free to reach out with any questions. Additionally, we will request certain information that third-party sites may not collect, as we are required to have specific details on file per company policy and local city regulations.brbrFor any questions or concerns, or just want to talk after booking, please reach out to your agent directly.brbrAmenities Include:brbr- Air Conditioning: Yesbrbr- Kitchen: Yesbrbr- Private Entrance: Yesbrbr- Smoke Detector: Yesbrbr- Bed Size 1st/Master: Queenbrbr- Bed Size 2nd Rm: Queenbrbr- Child Friendly: Yesbrbr- Coffee Maker: Drip & Keurigbrbr- Pool: Yesbrbr- Sofa Bed: Yesbrbr- Balcony: Yesbrbr- Internet Access: Yesbrbr- Micro/Dishwash/Disp.: Micowave & Dishwasherbrbr- Patio: Yesbrbr- Refrig And Ice Maker: Refrigeratorbrbr- Square Footage, Est.: 1082brbr- Stove/Oven Elec/Gas: Electricbrbr- TV Cable/Satellite: Cable & Streamingbrbr- TVs/Vcr/Dvd: Yesbrbr- View: Ocean Viewbrbr- washer dryer: Yesbrbr
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Exceptional(10)

$307.83

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Private Vacation Home

Doc's Holiday updated 2bed/2bath half duplex with Cabana Club

Key Colony Beach, Florida, United States

This half duplex in Key Colony Beach is situated on the East side of the island, just a short stroll away from the Cabana Club! Your rental includes access to this fantastic amenity.brbrFeaturing two bedrooms and two bathrooms, this half duplex offers a master bedroom with a king bed and a private bath. The guest bedroom is equipped with bunk beds and a double bed. The updated guest bathroom boasts a stunning shower, and quality linens and bedding ensure comfort from the moment you ...arrive, even if you've caught a bit of sun on your first day.brbrThe kitchen and living room are thoughtfully designed with an open floor plan, creating a relaxed atmosphere with scenic outdoor views. Sliding glass doors on the North and West sides of the living room provide expansive views, welcoming in light breezes and the delightful sounds of island laughter and music as watercraft return from a day on the ocean.brbrFeatures include the modern furnishings, Central A/C, Outdoor Grill, Surround Sound Flat Screen TV, Wi-Fi, Sleeper Sofa, Breakfast Bar and a Living Room overlooking the water.brbrThere is plenty of room for multuple vehicles. No rvs, campers or motorhomes You can keep a boat on a trailer and launch daily.There is optional storage through Key Colony Beach City Hall for $100 per week located on 8th street. City of Key Colony Beach only allows one trailer per property.brbrThis property Does Not have any dockage. You may have your boat on a trailer at the property and launch it daily at the public ramps.brbrWant more space Rent the whole duplex! Check out Lazy TortugabrbrConcierge Services - Enhance your stay with our concierge services, designed to create a seamless and memorable Florida Keys experience. Our concierge agent, Kasey Platt, can assist with everything from private boat charters, snorkeling, fishing trips, and eco-tours to in-home massages, private chefs, and unique entertainment like fire shows or dancers. She can also help arrange grocery deliveries, kayak or fishing gear rentals, charcuterie boards, and more.brbrBorn and raised in Marathon, Kasey has strong local connections, allowing for personalized recommendations and exclusive experiences. More details on available services and how to coordinate them are shared with guests after booking. If you have any questions in advance, please let us knowwe're happy to help! brbrVacation Rentals of the Florida Keys (Vrotfk) has Terms and Conditions that apply to this property and all properties we manage. By booking this propertywhether directly with us or through a third party siteyou and your party expressly agree to these Terms and Conditions. A deposit or completed booking serves as acknowledgment and acceptance of these terms. After your reservation is confirmed, the Terms and Conditions will be sent to you via an e-sign document, which is required to be completed. If the e-sign is not completed, access to the virtual guidebook and arrival details will not be provided. Please feel free to reach out with any questions. Additionally, we will request certain information that third-party sites may not collect, as we are required to have specific details on file per company policy and local city regulations.brbrThings to Note:brbr- License #: Str22-000285brbr- Must be 25 years or older to book and must be present for the entire staybrbr- 4 guests: Max occupancy reflects the number of guests allowed per city regulations and does not guarantee sleeping accommodations for that numberplease review the bed description carefullybrbr- Check-in: 4:00 PM on the day of arrival brbr- Check-out: 10:00 AM on the day of departurebrbr- Dockage is not available at this property; room for boat on trailer in the driveway brbr- This property is not pet friendly brbr- Vacation Rentals of the Florida Keys provides a complimentary starter set of items, including soap, toilet paper, paper towels, dishwasher detergent, and laundry detergent. Guests are responsible for providing additional supplies for the remainder of their stay. Starter items are typically located in the bathrooms, at the kitchen sink, and in the laundry area.brbrAmenities Include:brbr- Air Conditioning: yes - centralbrbr- Kitchen: yesbrbr- Bed Size 1st/Master: Kingbrbr- Bed Size 2nd Rm: Queen & Bunk Bedbrbr- Child Friendly: Yesbrbr- Coffee Maker: yesbrbr- Pool: Cabana Clubbrbr- Bbq Grill: Propanebrbr- Ceiling Fans: yesbrbr- Internet Access: Wifibrbr- Micro/Dishwash/Disp.: Yesbrbr- Refrig And Ice Maker: Yesbrbr- Stove/Oven Elec/Gas: Electric stove/ovenbrbr- TV Cable/Satellite: Xfinity cablebrbr- View: Canal/Waterfrontbrbr- washer dryer: In unitbrbr
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Exceptional(37)

$284.41

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Private Vacation Home

Tropical Paradise ! POOL, Hot Tub, Dock, FREE Ice, Kayaks, Paddles, Bikes!

Key Colony Beach, Florida, United States

Waterfront DUPLEX in Key Colony Beach, center of the Florida Keys! Fabulous open water views, no obstructions... watch Sunrise from the back yard dock in the morning. Then fish off of the lighted dock with bonus underwater lighting. NOTE: Shared common areas with guests of the other 1/2 duplex Property #2178313 - pool, hot tub, outdoor cookout, grill, Blackstone griddle, ice machine. Each 1/2 duplex has own dock for 1 boat and parking for one vehicle. There are RING cameras located on the gate, the pool and tiki bar area and the dock for the safety and security of our guests and the premises. Only Exterior Ring cameras that are not intended to intrude on the privacy of guests, but rather to provide security. Read more Reviews for Property #2178313, the other 1/2 side which has been in rental thru VRBO since 2021. This side 1 bed 1 bath has only been a vacation rental since 2023, hence not many reviews. It's the same property, amenities, owners, hosts management and attention to detail as in Property #2178313 with more stays and reviews.brRent this half which has 1 bedroom, 1 bathroom - sleeps 2 Adults (Queen size sofa bed in the living room for a teenager). 4-door new stainless steel Refrigerator has built in ice maker and plenty of space for your food and drinks. Comfortable bed, white fluffy towels and soft linens. Your home away from home awaits.brWalk out the French doors to backyard tiki paradise. Pool (heated from December to March 1st); 4-person Hot tub for total relaxation & hydro therapy; Dock your boat right out back & indulge in some night fishing off of the lighted dock with underwater lighting! brPerfect for a couple with one teenager or if you want to bring the whole family/gang - rent the other side #2178313 as well, that sleeps 6 with 2 bedrooms & 2 bathrooms plus a pull out sofa bed. Have the maximum fun and take both sides and enjoy the whole place with your family/group!brKey Colony Beach Gem of the Florida Keys is located right in the middle of the Florida Keys chain of islands. Perfect home base spot to explore the entire Florida Keys. 50 miles or about 1 hour drive to busy Key West. If you care for some serious night clubbing or island shopping, Key West is the place to go. Bahia Honda state park with it's pristine beaches & awesome snorkeling spots is a 30-minute drive over the spectacular 7-mile Bridge! Or take a short ride to popular Sombrero Beach or Cocoplum beach and explore or walk the sandy beach.brMost guests just stay right here and enjoy the natural sights and sounds of Key Colony Beach while chilling with Margaritas or Pina Coladas! Bike or walk safely on Sadowski Causeway. Walk to the nearest bar or restaurant right on Key Colony Beach: Sparky's Landing for brick oven pizza or enjoy happy hour drinks and grub! Havana Jacks' bar offers ocean front views & a selection of seafood of delish local faves. brDrive thru US 1 and choose from a selection of restaurants offering Mexican, Italian, fresh seafood, Thai, Japanese, sushi, steak, lobster, stone crab and so much more. Enjoy local desserts like Key Lime pie, fresh baked cookies and homemade ice cream onsite: at Sweet Savannah's and Conch Custard!brPopular attractions such as Florida Keys Aquarium Encounters features all kinds of interesting underwater creatures to watch, touch and feed. Dolphin Research Center is wildly popular for yes, their mainstay friendly dolphins. Turtle Hospital is an educational hot spot is you want to learn more about these creatures. Crane Point has been a fave spot for exploring and learning the history of Marathon and the Florida Keys...brSombrero Beach and Cocoplum Beach are both within 10-15 minute driving distance. You will not be disappointed... on a nice, calm day - the ocean's changing spectrum of colors is a sight to behold.brAnd don't forget the diving, snorkeling, fishing and out of this world wave runner or jet ski adventures! Where else in the United States will you get all of these, without traveling oh so far from home but here in Key Colony beach in the fabulous Florida Keys! So what are you waiting for, Book your stay!
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Exceptional(114)

$418.34

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Private Vacation Home

Upscale Beautiful Duplex W/Pvt.Pool/Cabana Club & Inch Beach !

Key Colony Beach, Florida, United States

Absolute beautiful upscale duplex home with all high end furnishings. Non-smoking unit has your own private pool and boat dock.brEnjoy everything that the beautiful, safe, and friendly island city of Key Colony Beach has to offer in the Heart of the Florida Keys!brEnjoy this island paradise where the weather is nearly always perfect and the fishing and boating are superb. Enjoy the beach as a guest at our private Cabana Club or enjoy our own backyard plunge pool after a day on the water.brOur fully equipped home is clean, modern and inviting. Enjoy a stress free vacation as you relax and take in your tropical island surroundings.brRestaurants (3) within walking distance, bike and walking paths,and sunsets at the city beach are just a few of the experiences waiting for you.brWe have strived to equip our home with all of the essentials expected by our guests. Our three bedrooms provide comfortable accomodations for you, your family and friends. A modern kitchen makes it easy to prepare your fresh catch of the day or just sit with family and friends and enjoy a cocktail and good conversation.Our private pool is a great place to cool off and relax or let the kids enjoy while you watch from the deck.brOur home has a 37' step down dock for your boat which makes it easy to load up and board for the days adventure on the surrounding waters. Go down the backyard canal and choose either ocean or gulf destinations.After a day of fishing, clean your catch at our two cleaning stations and then use our fish freezer to store your lobsters or fillets.brbrbrbrbrKeywords: Half Duplex
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$319.93

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Castaway on the Canal + Cabana Club Included

Key Colony Beach, Florida, United States

Key Colony Beach Canal Retreat – 2 Bed / 2 Bath Half Duplex ! Escape to this beautifully remodeled 2-bedroom, 2-bath half duplex in the heart of Key Colony Beach. Situated on a boating canal, this four-person retreat is perfect for anglers, divers, snorkelers, and anyone looking to unwind in the Florida Keys lifestyle. Guests enjoy Cabana Club passes with access to the private beach, oceanfront pool, and clubhouse.brbrWelcome to Your Key Colony Beach Canal Retreat! Relax on Keys time at this beautifully remodeled 2 bedroom, 2 bath canal-front home designed for up to 4 guests. Bright, clean, and comfortable, the open living space flows into a spacious kitchen with a large island—perfect for easy breakfasts before the boat and laid-back dinners after sunset.brbrOutdoor living is where this home shines. Step out to your private entertaining area with a built-in BBQ grill, outdoor mini fridge, sink, bar seating, and dining table overlooking the water. It’s the ideal setup for grilling the day’s catch, enjoying evening cocktails, or simply watching the boats cruise by.brbrYour stay includes Cabana Club passes—one of the best perks in Key Colony Beach. Enjoy the oceanfront beach, heated pool, tiki bar, and restaurant just minutes away. Whether you’re here to fish the reef, dive the wrecks, snorkel the flats, or relax in the sun, everything is within easy reach.brbrThe LocationbrKey Colony Beach is a friendly, bike-everywhere community with a 9-hole golf course, pickleball courts, local restaurants, and the beloved Sunset Park, where neighbors and visitors gather nightly to watch the sky light up. Marathon and Sombrero Beach are only minutes away for even more exploring.brPerfect Forbr• Couples getawaysbr• Small familiesbr• Fishing & dive tripsbr• Monthly Staysbr• Work-from-paradise staysbrCome experience the true Florida Keys—salt air, easy living, and sunsets that never get old.
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Exceptional(28)

$979.82

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Private Vacation Home

Modern Island Luxury | 4 En-Suite Masters, 6 BA, Pool, Dock & Outdoor Oasis

Key Colony Beach, Florida, United States

Step into Snapper House and feel the stress melt away—an upscale, custom-built sanctuary designed for dream vacations on Key Colony Beach. Perched on a peaceful canal with quick access to the Atlantic, this waterfront gem was completed in March 2020 and fully stocked with designer, ocean-inspired furnishings. Whether you're here to relax or play, every amenity is at your fingertips—manatees visit just feet from the dock, fish straight off the boat ramp, swim in the sparkling saline pool (chilled or heated to perfection), or soak up serenity on the shaded patio with a cool drink in hand. Once you arrive, we guarantee—you’ll never want to leave.brbrSnapper House is part of an exclusive collection of only six luxury vacation homes in the Marathon area, all thoughtfully owned and operated by HappyInTheKeys, a family–run business devoted to delivering exceptional guest experiences. Each property offers privacy, luxury, and intimate attention to detail—Snapper House is no exception.brbrEach of the four master suites offers premium comfort and total privacy:br• King-size Purple™ memory foam mattresses for a restful night’s sleepbr• En-suite spa-style bathrooms with upscale finishesbr• ☕ Private wine and coffee bars in each roombr• Smart TVs for entertainmentbr• Patio access from each suite with tranquil canal viewsbrbrThe common areas are designed for relaxed and memorable gatherings:br• Bright open-concept living, kitchen, and dining area with sunrise views over the canalbr• 55-inch flat-screen television in the living roombr• Guest half-bath conveniently located off the main living spacebr• Covered porch overlooking the pool and canal for laid-back outdoor loungingbrbrThe backyard is a true Florida Keys oasis:br• Expansive saline pool with both heating and chilling features, large splash deck, and convenient poolside half-bathbr• Outdoor shower for rinsing off after a swimbr• ️ Covered outdoor kitchen with quartz bar, grill, sink, and prep areabr• Commercial-grade ice maker, additional refrigerator, and bait freezer for your adventuresbr• Oversized IPE dock with fish-cleaning stationbr• Access to a private boat ramp nearby, available exclusively to HappyInTheKeys guestsbrbrParking is easy and abundant. A private lot across the street from the boat ramp provides additional space for vehicles, trailers, and boats—available only to guests of HappyInTheKeys properties.brbrKey Colony Beach is a walkable, resort-style island community with plenty of ways to stay active and entertained:br• Pickleball and tennis courts nearbybr• ⛳ A charming 9-hole golf coursebr• Sunset Beach Park and a children’s playgroundbr• Wide sidewalks and open areas perfect for morning strolls or evening bike ridesbrbrSnapper House is perfect for families, couples traveling together, or any group seeking both luxury and privacy. With four equally luxurious master suites, generous shared spaces, and unbeatable outdoor amenities, it's the ideal setting for unforgettable vacations and celebrations.brbrPlease note: Stays longer than one week are subject to different deposit and payment terms. If you’re considering a multi-week stay, please contact our team for details.brbrWhen you book Snapper House, you’re not just reserving a home—you’re gaining the care and experience of HappyInTheKeys. From first contact to final check-out, we’re here to ensure your stay is easy, personalized, and extraordinary.brbrReady to experience your own piece of paradise Contact us today to check availability or reserve your unforgettable stay at Snapper House.
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Exceptional(14)

$294.33

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Private Vacation Home

Winter Sale! Cabana Club, Dock, Kayak Launch, Pet Friendly

Key Colony Beach, Florida, United States

Coral CabanabrbrbrbrWelcome to Coral Cabana, your private waterfront retreat in Key Colony Beach, located in the heart of the beautiful Florida Keys. This beautifully updated 2-bedroom, 2-bath half duplex offers stunning open water views, deep-water dockage, and access to a private beach club—perfect for a relaxing tropical getaway.brbrInside, the bright and airy living space blends coastal charm with modern comfort. The open-concept layout connects the living room, dining area, and fully equipped kitchen, making it easy for everyone to gather and unwind. Large windows fill the home with natural light and showcase the gorgeous waterfront setting.brbrBoth bedrooms feature comfortable king beds for a restful night's sleep. The primary bedroom includes an en-suite bathroom with double vanities, a shower, and a bathtub. The second bedroom is conveniently located next to the second full bathroom. A rollaway bed is available upon request for additional sleeping space. Smart TVs are available in both bedrooms and the living room so you can stream your favorite shows and movies.brbrbrbrStep outside to enjoy one of the home's best features—its beautiful open water setting. Enjoy your morning coffee on the balcony while watching boats pass by and wildlife in the canal. In the evenings, relax with stunning sunset views and keep an eye out for dolphins and manatees that frequently visit the area.brbrBoaters will love the 30-foot deep-water dock, providing easy access to the Atlantic and nearby islands. The property also includes a kayak launch and kayaks so you can explore the peaceful mangroves and waterways right from the home.brbrThe home also features a fun game room complete with a foosball table, giant Connect 4, and a smart TV—perfect for family game nights or relaxing indoors after a day on the water.brbrGuests also enjoy access to the private Cabana Club, where you can relax on the sandy beach, swim in the oceanfront pool, unwind in the hot tub, or enjoy drinks at the tiki bar.brbrWhether you're boating, fishing, kayaking, or simply relaxing by the water, Coral Cabana offers the perfect home base for experiencing the Florida Keys.brbrBook your stay and start making unforgettable memories in paradise.brbrWaterfront & Outdoorbrbr Open Water Viewsbrbrbrbr 30’ Deep Water Dockbrbrbrbr Kayak Launchbrbrbrbr Kayaksbrbrbrbr BBQ Grillbrbrbrbr Outdoor Furniturebrbrbrbr Swingbrbrbrbr Boat Trailer Parkingbrbrbrbr Bait Freezerbrbrbrbr Fish Cleaning Stationbrbrbrbr Entertainmentbrbr Game Room with Foosball Table, Giant Connect 4 & Smart TVbrbrbrbr Smart TVs in Living Room & Bedroomsbrbrbrbr WiFibrbrbrbr Sleeping Arrangementsbrbr 2 King Bedsbrbrbrbr Rollaway Bed (upon request)brbrbrbr Kitchen & Homebrbr Dishwasherbrbrbrbr Double Sinksbrbrbrbr Crock Potbrbrbrbr Keurig Coffee Machinebrbrbrbr Drip Coffee Machinebrbrbrbr 12oz Coffee Pressbrbrbrbr Washer & Dryerbrbrbrbr Resort Accessbrbr Cabana Club Beach & Pool Accessbrbrbrbr brbrbrbr* Please note that a signed guest agreement is required prior to check-in. To facilitate this, we will need an email address to send the DocuSign document.brbr* There are exterior surveillance cameras at the home that record audio and video.brbr* There is a 3.9% cancellation fee that applies to ALL cancellations.brbr* Kayaks are heavy, and dock height may make launching and retrieval difficult for some guests. Please plan accordingly.brbr* Pet Fee is $200  covers 1 dog max. 50lb max. (PLEASE DO NOT ALLOW YOUR PETS ON TO ANY BEDS OR LIVING ROOM FURNITURE. IF PET HAIR IS FOUND IN ANY OF THE BEDS AND FURNITURES THERE WILL BE AN EXTRA FEE CHARGED. THE FEE WILL BE THE AMOUNT OF THE ORIGINAL CLEANING FEE.)brbr* We provide a complimentary starter pack of paper towel, toilet paper, dish & laundry detergent, dish soap, bar soap, trash bags & dish sponge.brbr*Max occupancy is the number of occupants the City allows and does not guarantee beds for that number. Please read the bedroom and bed descriptions thoroughly.brbr* Trailers must be backed down street.brbr* Trailers for boats larger than 20’ must be parked at the Key Colony Beach trailer lot. The cost is $100 per week. Inquire for more details.brbrbrbr*Seasonal Seaweed Notice: Like much of the Florida Keys, our canal can experience seaweed at certain times of the year. On the ocean side, this usually happens in summer/fall while gulf-side canals see it more in winter/spring. It’s a natural part of the area and may affect the canal during your stay.brbr* This home is only available from Saturday - Saturday during peak season.brbr*STR25-000222brbrTraveling with a larger group For parties of more than 5 and up to 10 guests, inquire about booking the other half of the duplex, located right next door, for additional space and privacy.
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Exceptional(46)

$274.68

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Private Vacation Home

Keeper Cottage. Canal, Pool Club. Private backyard, XL Screen Porch. 37 ft Dock

Key Colony Beach, Florida, United States

This welcoming, modern canal front duplex home provides a relaxing and comfortable atmosphere for your vacation in the Florida Keys! Drop your bags and immediately begin to experience the laid back life that is Key Colony Beach. brbrRent Both sides. Same manager for both sides of this duplex! brbrLush tropical foliage and high fencing surrounds the exterior of the property offering significant privacy. brbrThe home features an enormous 15' x 20' screened porch complete with lighting, ceiling fans, dining area for six + separate seating area for six.brbrBeyond the porch is the patio featuring three separate seating areas - Adirondack chairs and table, chaise loungers and table. br1 double seat KAYAK too! 1 Double seat Sit On Top stylebr ***(Renters using kayaks agree to the following: 1) Recognize that there are certain br inherent risk associated with using kayaks and assume full responsibility for personalbr injury to themselves or others and further dismiss the Homeowner and Propertybr Manager for injury, loss or damage arising out of the kayak's use. 2) Renter isbr responsible for any damages to kayaks and cost to replace, if stolen, including kayakbr paddles. ***brbrFor those wanting to fish or boat you have 37 feet total of deep water dockage so bring your boat or rent one locally and dock at the house. At the ready are hoses, electric, fish cleaning table and lighting. brbrJust bring your toothbrush as this home is fully stocked with amenities! Love to cook The kitchen includes everything you need to prepare and enjoy your fresh catch. brbrYou will also enjoy a neatly appointed living room with vaulted ceilings, dining room and family room + three bedrooms and two bathrooms brbrLarge-screen Smart TVs with YouTubeTV package and a Channel lineup are located in the family room and the Master bedroom. brThe Guest bedroom has a smart TV with available APPS brThe 3rd bedroom has 1 queen size bedbrbrThe home's open floor plan with dual sliding glass doors overlooking the screened porch and canal provide a bright and airy setting. Plenty of living space inside and out to relax and enjoy the boaters, kayakers and wildlife traversing the waterway. brbr Enjoy dining inside or out with three choices – interior dining room, screened porch dining area or patio! brbrFor those wanting a well-rounded beach experience, take a trip to the CABANA CLUB where you'll have access to an Olympic-size pool, full bar & restaurant as well as a beach. Your rental comes with free passes to the CABANA CLUB for the length of your stay and it's located just a couple blocks from the house! brbrThe house has a master bedroom with a King size bed, the 2nd bedroom has a queen bed and extra long twin and the 3rd bedroom has a queen size bed brbrAdditional Details:br* Master bedroom with king bed, private full bath, Smart TV, large closet, desk area, two dressers, and AC unitbr* Guest bedroom with Queen bed plus an Extra long Twin bed, two closets, large dresser, Smart TV and AC unit (See notice in description)br* 3rd bedroom has a queen size bed with a dresser but no closet, plus a love-seat sofabr* All bedrooms are private, you do not need to walk through a bedroom to reach other areas of the homebr* Hall bath with separate sink & shower areasbr* Full master bath located in master bedroombr* WiFibr* Fully stocked kitchenbr* Ceiling fans throughout the homebr* Abundance of linens, pillows, bath towels and pool/beach towelsbr* 50 Smart TV in family roombr* KAYAK - 1 Double Sit On Topbr* Dockage for 35' boat on a step-down dock.br* Canal offering direct access to the ocean and gulfbr* Beautiful 15' x 20' screened porchbrbr* Fish cleaning table (with water at the table) br* Dock with electric and water and a Ladderbr* Cooler (60 quart)br* Bait freezerbr* Weber gas grill with all accessoriesbrbr** ASK property manager about BIKES to rent, very cheap!brbrIf you enjoy the beach, fishing, boating, island living, amazing food and a warm and inviting community, you’ll love Key Colony Beach! It's a magical place for all ages. Key Colony Beach is a walking and biking community with easy access to must-sees such as Sunset Park (12th and Ocean). Your home is also within walking distance of Key Colony’s three restaurants (Key Colony Inn, Sparky's Landing, Havana Jack's). For fishermen/women Key Colony also boasts sport fishing, a fully-stocked bait shop, rental and charter boats, and a dive shop. For sports enthusiasts, Key Colony has tennis and basketball courts, bocce and pickle ball courts, a playground for kids, and a par-3 golf course!!!brbrWe truly appreciate your consideration of our property and hope you enjoy your time in the Florida Keys! brbrBest to you and yours.br
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Exceptional(57)

$300.53

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Private Vacation Home

Tropicaribbean Retreat - Waterfront Ocean-side, Pool Club, XL Tiki hut, Kayaks

Key Colony Beach, Florida, United States

Beautiful, upscale Key Colony Beach ground level half duplex decorated with a Coastal theme. brOUTSIDE is a super-sized Tiki Hut with ceiling fan and TV is sure to get your attention!brbrSmart TVs in the house so you can sign into your own TV service.brbrProperty Manager rents both sides of this duplex as a rental so invite your friends or family to rent the other half!brbrMidweek to midweek rentals are not available except for most weeks in the Fall. This Non-Smoking unit has a private 37' step down dock and seawall that is only 20' from the two sliding glass doors. The view is fantastic.br Fishing and dolphin and you may get to see manatees from the patio. You bet--EVEN AT NIGHT with Fish Light in the water. brThere is a fish cleaning station for cleaning the days catch. If you choose to eat it, put your 'catch of the day' on our Full-size Weber gas grill.br If not you can store it in the freezer in the garage or take to one of the local restaurants and have them cook it to your specifications. The garage is not available for parking your vehicle br* 4 beach chairs in the garagebr** There are 2 New Kayaks for your use with padded seats and a new ladder at the dock for easier access.brbrGREAT Boating Access - The home is located near the mouth of the canal with short and easy access to the Ocean and to the Gulf by way of the Vaca Cut.brbrThe home has been furnished with everything you should need to enjoy your stay. If you think we have missed something, let us know. The kitchen with new, white kitchen cabinets, all new stainless appliances is fully stocked with utensils, pots and pans, dishes, glassware, and a dishwasher. Just add the food.br *New Keurig coffee maker*brbr The master bedroom and one guest room have king beds. The third bedroom has two twin beds. Linens and towels are provided - including beach towels. Time to wash the linens A full size washer and dryer are also provided.brbrDo you want to eat inside or outside We have made provisions for both. There are table and chairs waiting for you at both locations.brbrBe our guest at two private clubs. brThe first is the Cabana Beach Club with an Olympic sized pool, bar, and access to the beach. br The second is Inch Beach, a private gated beach just off the end of our street. This is a great place to enjoy the ocean and get away from the crowd at the pool. brbrAnother attraction is the evening pilgrimage to Sunset Beach where the locals and visitors go to say good night to the sun and enjoy a glass of their wine or other beverage. Musical groups have been known to attend the happening and serenade the setting sun. brbrKCB is a safe, slow paced city on an island. A 25 mph speed limit on the entire island is strictly enforced. A sign the reads 'Honestly Now, What's Your Hurry You Are Here.' greets you as you enter our community. Major modes of transportation include biking and walking. br Our place comes with 2 bikes There are several bike rental shops in Marathon that will deliver to your door if you need more of them. brSpeaking of walking, three bars and restaurants are within walking distance on the island. Many more are within biking distance. Major grocery stores and retail stores are within 3 miles.brbrKCB is truly an Island Paradise where the weather is almost always perfect. Think of it as a piece of the Tropics or Caribbean that is in the USA. (TropiCaribbean-get it )brYou will be 53 miles from the most southern tip of the United States (Key West) and 65 miles from the main land. All the traffic goes through Marathon leaving KCB out of the main stream.brbrCOME AND RELAX. YOU WILL BE BACKbrbrKeywords: NON-SMOKING Key Colony Beach, canal-front, ocean side half duplex, ground level. Cabana Club & Inch Beach privileges. Close access to Atlantic Ocean and Gulf via Vaca Cut. 37.5 foot dockage. Garage.brLarge 1590 sqft home with one car garage built in 2002(Garage not for cars).brVISA and MASTERCARD accepted.
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Exceptional(29)

$482.14

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Private Vacation Home

Luxury Keys Retreat -Private Pool, Dock, and Optional Beach Club

Key Colony Beach, Florida, United States

Luxury Canal Front Retreat in the Florida Keys – Newly Renovated with Private Pool & 30’ Dock ***NEW in 2025 Optional Private Beach Access Can Be Added***brbrEscape to paradise in this stunning, newly renovated 3-bedroom, 2-bathroom canal-front home in the heart of Key Colony Beach! Designed for ultimate relaxation and comfort, this exquisite getaway offers a private pool, a 30’ dock, and breathtaking sunset views—the perfect setting for your dream vacation. Just 0.2miles from private beach club (optional)brbrPrime Location – Steps from the BeachbrJust 200 feet from the sandy shores, this home provides easy access to the best of the Florida Keys. Take a leisurely stroll to the beach, soak up the sun, or enjoy exciting water activities. brbrFor those seeking a more exclusive beachfront experience, guests have the option to access a private beach for a small fee, offering a peaceful, secluded setting with premium amenities includes 2 ocean front pools, large white sand beach, Hot tub, and fitness center.brbrElegant Interiors & Modern ComfortsbrStep inside to discover a beautifully designed open-concept living space featuring brand-new furnishings and high-end finishes. The chef’s kitchen is a showstopper, boasting an 11-foot custom island, state-of-the-art appliances, and plenty of space to gather with family and friends.brbrFor a restful night’s sleep, the home offers luxurious bedding, including two Queen Tempur-Pedic beds and two twin beds. Every detail has been carefully curated to enhance your stay, blending chic coastal décor with modern convenience.brbrOutdoor Paradise – Private Pool & DockbrEnjoy the Florida sunshine in your own private outdoor oasis! The heated pool is perfect for year-round relaxation, while the spacious patio with ample seating invites you to unwind with a cocktail or dine al fresco under the stars. Fishing enthusiasts will appreciate the bait freezer, making it easy to prepare for a day on the water.brbrExclusive & Limited AvailabilitybrThis isn’t your average vacation rental! We limit availability to maintain an exclusive, high-quality experience for our guests. With flexible check-in and check-out options and a 7-night minimum stay, we ensure that every visit is truly special.brbrWhether you're planning a family vacation, romantic getaway, or a relaxing escape with friends, this luxury Key Colony Beach retreat has everything you need for an unforgettable stay in the Florida Keys.
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$289.69

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Apartment

Sunny Condo - Steps to the Beach - Key Colony Beach - Heated Pool

Key Colony Beach, Florida, United States

New renovation in Key Colony Beach oceanfront complex, with heated pool and private beach with amazing ocean views. Unit #5 is a studio condo featuring a brand new kitchen with gorgeous granite countertops, stocked with everything needed to cook a complete meal (stove, oven, toaster, microwave, blender, fridge, etc). Relax on our private beach and enjoy Sunset Park right next door. Beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use. Impeccably clean and sanitizedbrbrThe spacebrNewly remodeled studio condo sleeps 4. Full size, well equipped kitchen with all new appliancesr & custom granite counter top. Bathroom has walk-in tiled shower and new vanity. Two brand new, bamboo comfort mattresses on queen sized beds are inviting you to sleep on crisp, 100% cotton sheets and bedding, for a restorative rest after a day in the Florida sun. We also provide thick, high end cotton towels. A laundry basket is provided in the unit & on-site, coin-op laundry machines are available. Fresh linens, bath towels and beach towels are in place upon arrival. We take care of everything for you!brWe pride ourselves on keeping our condos super clean and fresh, promising a great Keys experience!brbrGuest accessbrYou'll have full use of our beach, lounge chairs, tiki huts, BBQ grills, heated pool and grassy areas. We even have a shuffleboard court if you're up to a fun challenge!brbrOther things to notebrIf you would like to rent kayaks or bicycles while you are here, Bike Marathon Bike Rentals will deliver them to the Continental Inn. Kayaking in and around Key Colony Beach is a wonderful way to enjoy the water. At low-tide we have a huge sandbar to the West of KCB (about 10 minute kayak away from our condo beach) where you can beach your kayak and explore the shallows on foot. You'll spot huge starfish, spotted eagle rays, small tropical fish and lots of other surprises. We have a bike rack on the side of the complex and a kayak rack down by the beach for use during your stay. Bike Marathon Bike Rentals will also pick up the kayaks/bicycles when your trip is complete. You can call them direct to reserve and schedule deliverybr
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$269.2

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Private Vacation Home

Enjoyable 2-bedroom waterfront half duplex with Cabana Club in Key Colony Beach

Key Colony Beach, Florida, United States

Welcome to your ideal getaway in Key Colony Beach, FL! This charming 2-bedroom, 2-bathroom half duplex is brand new to the vacation rental market and 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, perfect for boating, fishing, or simply enjoying the beautiful sunsets.brbrStep inside and enjoy a modern layout with updated furnishings and finishes throughout. An well equipped kitchen, washer, dryer and dishwasher in house. The two cozy bedrooms offer comfortable sleeping arrangements, while the two full bathrooms provide convenience and privacy for everyone in your group. The first bedroom, street-side offers a King bed and the second bedroom offers a Queen bed and chair that converts to a twin bed, bedding provided! brbrAs a guest of this property, you’ll have access to the exclusive Cabana Club, where you can enjoy a pool, beach access, and tiki bar amenities. Whether you're looking to relax by the pool or take a stroll along the beach, the Cabana Club is the ideal place to unwind.brbrWith a 7-night minimum stay, you’ll have plenty of time to explore all that Key Colony Beach and the Florida Keys have to offer, from world-class fishing to local dining and shops, or simply kick back and enjoy the serene surroundings.brbrBook your stay today and experience the best of Key Colony Beach in this stunning half duplex!brbr1 Dog under 50 lbs allowed, please provide breed and weight when booking. Key Colony Beach does have a leash law in effect at all times. Enjoy the dog park located at 7th Street Park!
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$735.35

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Private Vacation Home

Sip Slidin' Hideaway

KEY COLONY BEACH, Florida, United States

Waterfront Paradise w/ Pool, Grotto Slide & Direct Ocean Access! brbrSlide into vacation mode at this stunningly renovated waterfront home, perfectly located with direct access to both the Atlantic Ocean and Gulf of Mexico via Vaca Cut. Whether you're boating, swimming, or simply soaking up the Florida sun, this home is the ultimate getaway for families and groups.brbrOutdoor Fun for EveryonebrbrYour private, fenced backyard is packed with fun! Enjoy a large, heated pool plus a tropical grotto with a built-in water slide that kids and adults will love. (Please note: the waterfall feature will not be operational during your stay, but all other outdoor amenities including the water slide are fully accessible.)brbrBoater's Dream SetupbrbrThere are two 25-ft dockage areas for boats. With unbeatable access to open waters, you're set for epic fishing, snorkeling, or sunset cruising. (Boat lift not available for guest use.)brbrRelax & Unwind in StylebrbrTake in gorgeous panoramic water views from the wrap-around balcony or unwind in the screened-in porch, which connects to two of the three cozy bedrooms. Inside, you'll find a beautifully designed open concept living space with everything you need to relax in comfort.brbrIdeal LocationbrbrJust a 3-minute walk to Sunset Park, a favorite local spot for soaking in Florida Keys sunsets, picnics, and beachside strolls.brbrKey Amenities:brbr3 bedrooms sleeps 6 comfortablybrbrHeated pool + grotto with slidebrbr50 ft. of dockage (2 x 25-ft sections)brbrScreened porch & wrap-around balconybrbrFast Wi-Fi, full kitchen, washer/dryerbrbrFamily-friendly layoutbrbrClose to beaches, dining, and attractionsbrbrVacation Rentals of the Florida Keys (Vrotfk) has Terms and Conditions that apply to this property and all properties we manage. By booking this propertywhether directly with us or through a third party siteyou and your party expressly agree to these Terms and Conditions. A deposit or completed booking serves as acknowledgment and acceptance of these terms. After your reservation is confirmed, the Terms and Conditions will be sent to you via an e-sign document, which is required to be completed. If the e-sign is not completed, access to the virtual guidebook and arrival details will not be provided. Please feel free to reach out with any questions. Additionally, we will request certain information that third-party sites may not collect, as we are required to have specific details on file per company policy and local city regulations.brbrThis property is dog friendly, but please review the following guidelines regarding pet approval and fees:brbr- You must indicate that you are bringing a dog when booking; however, pet fees are never included during the booking process.brbr- Regardless of whether you book directly with us or through a third party site, all pet fees are added after the reservation is made.brbr- All dogs must be approved prior to booking, and breed restrictions may apply due to insurance guidelines. brbr- Pet fees are non-refundable, taxable, and charged per dog, with pricing based on breed and weight. A maximum of 2 dogs is allowed. brbr- This property is dog friendly only.brbr- Failure to disclose a dog and pay the required pet fee may result in additional charges up to $500 and immediate eviction without refund.brbrEnhance your stay with our concierge services, designed to create a seamless and memorable Florida Keys experience. Our concierge agent, Kasey Platt, can assist with everything from private boat charters, snorkeling, fishing trips, and eco-tours to in-home massages, private chefs, and unique entertainment like fire shows or dancers. She can also help arrange grocery deliveries, kayak or fishing gear rentals, charcuterie boards, and more.brbrBorn and raised in Marathon, Kasey has strong local connections, allowing for personalized recommendations and exclusive experiences. More details on available services and how to coordinate them are shared with guests after booking. If you have any questions in advance, please let us knowwe're happy to help!brbr- License #: Str25-000319brbr- Must be 25 years or older to book and must be present for the entire staybrbr- Max occupancy reflects the number of guests allowed per city regulations and does not guarantee sleeping accommodations for that numberplease review the bed description carefullybrbrCheck-in: 4:00 PM on the day of arrival. brbrCheck-out: 10:00 AM on the day of departurebrbrDockage is available at this property; please verify maximum boat size and dockage details with the property manager prior to booking.brbrDog friendly with restrictions: A non-refundable, taxable pet fee applies based on breed, size, and number of dogs (maximum of 2) brbrVacation Rentals of the Florida Keys provides a complimentary starter set of items, including soap, toilet paper, paper towels, dishwasher detergent, and laundry detergent. Guests are responsible for providing additional supplies for the remainder of their stay. Starter items are typically located in the bathrooms, at the kitchen sink, and in the laundry area.brbrAmenities Include:brbr- Air Conditioning: yesbrbr- Carbon Monoxide Detector: yesbrbr- Kitchen: full kitchenbrbr- Private Entrance: yesbrbr- Smoke Detector: yesbrbr- Bait Freezer: yesbrbr- Bed Size 1st/Master: kingbrbr- Bed Size 2nd Rm: queenbrbr- Bed Size 3rd Rm: queenbrbr- Child Friendly: yesbrbr- Coffee Maker: yesbrbr- Dockage: 2x 25ftbrbr- Pet Friendly: possiblybrbr- Pool: yesbrbr- Balcony: yesbrbr- Bbq Grill: yesbrbr- Ceiling Fans: yesbrbr- Internet Access: wifibrbr- Micro/Dishwash/Disp.: yesbrbr- Patio: yesbrbr- Refrig And Ice Maker: yesbrbr- Square Footage, Est.: 1600brbr- Stove/Oven Elec/Gas: yesbrbr- TV Cable/Satellite: smart tvbrbr- TVs/Vcr/Dvd: yesbrbr- View: waterfrontbrbr- washer dryer: yesbrbr
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