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Located in Islamorada, Florida, United States. 1 bedroom unit with a nice view of the Florida bay. PROPERTY NAME: The Palms #31779901 Overseas Highway, Islamorada, FLLOCATION: Bayside Condominium MINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 79.9DETAILS: The Palms of Islamorada is a condo complex consisting of 84 units and is located directly on the Atlantic Ocean. The complex features separate his and hers mini-gyms, heated pool, hot tub, tiki for gatherings and lots of lounge chairs so soaking up the wonderful sunshine. This one bedroom unit has partial views of the ocean and a good view of the Florida Bay. It is perfectly proportioned - large living area and large bedroom and dressing area with separate linen closet and walk-in closet. The kitchen and baths have been updated. You'll be glad you chose this unit for your holiday in the Keys. Bedding is king and queen sleeper sofa. This property is professionally managed by Keys Holiday Rentals.Sleeping Arrangements: Sle

Located in Islamorada, Florida, United States. The Villa by the Bay, Islamorada FL Take your heart, family & fishing gear to the blissful Villa by the Bay! Quaint gated 8 homes; Coral Cove is centrally located in Islamorada. The best deep-sea fishing awaits! Ocean access, heated private saltwater plunge pool with wonderful waterfalls. Balcony allows the beautiful sunset & wonderful breezes. Enjoy walking distance to the best restaurants & bars. Community pool & dock. Beautiful sunsets await overlooking the bay. Private dockage (Upon request/fee) Ready set book! Initial supplies provided such as coffee, paper towels, toiletries for each guest. Thereafter we ask additional usage supplies needed are responsibility of guest

Located in Islamorada, Florida, United States. Zesty Lower Matecumbe Condo with Private Beach & Dockage It's not every day that you come across a rental like this. This delightful and fun 2 bedroom, 1.5 located in Lower Matecumbe offers a private beach, dockage, and enough charm as you can squeeze in. The main living space, located on the second floor, has a great open layout making it the perfect space to both entertain and unwind after a long day on the water. With wall-to-wall windows, peekaboo bay views, lively and fun décor, charming wood accents this condo is the perfect home away from home. The third floor offers a guest bedroom with two twin beds, bathroom, and master bedroom with a cozy reading nook and windows with the perfect bay view. The laid-back yet eclectic vibe of this home is gratifying to all and must be experienced.Enjoy your own little slice of paradise from the beach. One of the very few beaches in the Florida Keys, Sandy Pointe offers soft sand, crystal clear waters, and the best sunsets on the island. Feelin

Located in Islamorada, Florida, United States. Beautiful Oceanfront Oasis with Pool Sea Ranch - Two adorable, private cottages right on the Atlantic Ocean. Located in the heart of Islamorada at mile marker 83. This stunning property is truly a tropical paradise with a private, sandy beach and observing pier. Relax at the beach or cool down in the beachside pool. The front home sits waterfront with two bedrooms and two bathrooms. The cottage sits back on the property with two bedrooms and one bathroom. Entertain in the pool room with pool table, wet bar, poker table and more. The ocean front paradise is also a 'Destination/Wedding Location!' $8,000/week & $24,000.00/month. The viewing dock is just that, it is too shallow for boats, so boats are prohibited. If booking more than a year in advance current prices may not reflect annual cost of living increase. Many of our guests’ re-book the same property on an annual basis. No reservation is confirmed until you speak with us. Please note: before proceeding with your booking, kindly re

Located in Islamorada, Florida, United States. Picturesque 2 Bedroom Condo with Fabulous Ocean Views. PROPERTY NAME: The Palms #40479901 Overseas Highway, Islamorada, FLLOCATION: Bayside Condominium MINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 79.9DETAILS: This is an exceptional 2 bedroom and 2 bath condo located in one of the most popular Islamorada condo complexes - The Palms of Islamorada. The balcony is large enough to dine or recline and offers fabulous open water views. While sipping coffee in the morning you can watch the fishing charters and dive boats go out for a day's adventure. Later in the day enjoy the view as they return. Gazing at the Atlantic Ocean and Alligator Reef Lighthouse will provide hours of relaxation. Inside, you'll love the comfortable furnishings and convenient floorplan of this condo. The master suite offers sliding doors to the balcony, king bed, walk-in closet and an ensuite bath. The second bedroom features twin beds and large closet. T

Located in Islamorada, Florida, United States. Keys Life Cottage ~ Downtown Islamorada Cottage with Pool Access! Welcome to the "Keys Life Cottage!"This beautifully updated and spacious two bedroom, one bath home is tucked away on a large landscaped lot in the heart of Islamorada and within walking or biking distance to Islamorada's famed Arts and Cultural district and to some of the most renowned restaurants, breweries, marinas and boutiques in the Florida Keys. Between the high vaulted ceilings, open floor plan, fully equipped kitchen, gorgeous bathroom, inside laundry, BBQ, cable and internet, it’s easy to make yourself right at home! The primary bedroom is equipped with a queen size bed, the second bedroom has a twin bed and there is also a queen sleeper sofa in the living room for additional guests. Included in your stay is access to a private members only club (only 1.5 miles away!) that offers a peaceful, secluded sanctuary complete with a heated and chilled pool, tiki bar, and tournament rated fishing captains available fo

Located in Islamorada, Florida, United States. Isla Key Acaí: Waterfront Boutique Resort, Htd Pool, Dock, Walkable Short Description🏡 Community amenities: heated pool, boat dock, BBQ📍Walk to shops, grocery store, parks, restaurants🛏️ All bedrooms feature ensuite bathroom 🐶 Dog friendly 🤝 24/7 Guest support teamIsla Acai (Villa #8) is part of Little Basin Villas upscale community of nine luxury vacation villas, located in the heart of the Art District of Islamorada. Boasting a bayside boat dock and private community pool, our villa offers the perfect blend of relaxation and adventure. Enjoy breathtaking sunsets, waterfront views and island décor & foliage. It uniquely offers three bedrooms complete with their own ensuite bathroom, plus a half bath. It is fully furnished, and offers a private deck, and a top balcony with partial water view. This home is fully stocked with everything you need, and a full time Guest Experience Team to assist in making the most of your stay. The Space🛋️ Living Room: Open-concept living area that featur

Located in Islamorada, Florida, United States. Beachfront Cottage - Islamorada! Immerse yourself in the tranquil beauty of this fully updated beachfront cottage in the heart of Islamorada. Enjoy the chef's kitchen, appointed with Wolf stove and subzero refrigerations. Soak up warm hundred-year-old reclaimed teak floors, and relish the ocean views from every room. All new furnishings, including a sofa sleeper with gel infused memory foam for maximum comfort. Embrace water activities including snorkeling off your own beach, and beach games, paddleboard, and kayak included plus bicycles. Just be aware that construction noise may occur from time to time from the neighboring property, though the impact windows and doors ensure a peaceful interior. Access the retreat through the private estate gate at 209 Carroll Street.

Located in Islamorada, Florida, United States. Beautiful Islamorada Home in he heart of the keys, boat-slip, pool, and gated. Escape to paradise in the heart of Islamorada, the fishing capital of the world! This stunning 4 bedroom home sleeps 8 and offers a tranquil retreat in a quiet, secluded, private community. Enjoy the heated community pool, boat dock, and private boat ramp. This home has plenty of parking and its own commercial ice machine, and is a boaters dream. Indulge in great shopping and restaurants nearby, and don’t miss the chance to snorkel or paddle board in the natural aquarium just off the dock. Unwind on one of the beautiful porches surrounded by nature and watch the birds dance across the sky. Your island paradise awaits!

Located in Islamorada, Florida, United States. Charming Condo in Paradise! Take a break & unwind at this charming Islamorada gem! Let this 1/1 bright & homey condo be your needed getaway to paradise. Take advantage of Islamorada’s breath taking waterways with access to the private boat ramp & dock with cleaning stations, water, electric, & trailer parking at first come/serve for a boat up to 25 ft in length. 300k liability insurance required for boat docking. Nothing beats bringing your fresh catch home to cook in the full kitchen! Enjoy the community amenities including the pool, pickle ball/tennis court, shuffle board, sitting area, & tic tac toe. Feel free to do laundry in our private in condo 2-in-1 washer/dryer. Condo is located on the 3rd floor with stairs on each end of the building. Condo equipped with coffee station, filtered drinking water spout, dining table for four, large fridge, smart tv, pull out couch, memory foam king bed, walk in closet, & private balcony with sitting area. At MM76 The location of this condo is ev

Located in Islamorada, Florida, United States. Harbor Hideaway | Island style beach house with pool, dockage & bay views! Introducing “Harbor Hideaway!”This charming, island style beach house on Lower Matecumbe Key is the perfect spot for your next Florida Keys vacation. This home can sleep up to 11 guests, with 4 bedrooms and 2 1/2 baths. The main living space features a fully equipped kitchen and an open floor plan with vaulted ceilings, tons of natural light and water views. This home is also equipped with high speed WIFI and 4 Smart TV’s offering Xfinity cable, Netflix, Amazon Video, Disney + and YouTube TV. The oversized wrap around porch has been freshly painted and offers a gas grill, lounge seating, stunning sunset views, and an additional dining table to enjoy meals or cocktails “Al Fresco.” The main level features three bedrooms and two full baths that were fully renovated in late 2021 and feature luxury fixtures and finishes. The master bathroom features double sinks, an oversized shower with dual shower heads and a free

Located in Islamorada, Florida, United States. Best Location! Beachfront Property with Outdoor Pool, Pets are Welcome! Step into our thoughtfully designed and spacious accommodations, featuring modern furnishings and luxurious amenities. Our well-maintained rooms offer comfort and tranquility, providing a peaceful haven to rest and rejuvenate after a day filled with adventure. Each room boasts a cozy ambiance, complete with plush bedding, elegant decor, and all the essentials you need to feel at home. With a private beach just steps away from your doorstep, you can enjoy the soothing sound of waves and the warm kiss of the sun, making your stay truly unforgettable. Whether you're lounging by the pool, exploring the nearby coral reefs, or indulging in fresh seafood at our waterfront restaurant, our property creates an idyllic retreat for an unforgettable escape in the heart of Islamorada's enchanting landscape.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential

Located in Islamorada, Florida, United States. Islamorada | Maison Residences Welcome to Maison Residences, your exclusive 4-bedroom, 4.5-bathroom haven for the perfect oceanside holiday retreat. This residence boasts an open floor plan with a grand room and expansive living terraces, inviting you to embrace the laid-back elegance of seaside living.After soaking up the outdoor delights, retreat to your private elevator, whisking you away to an airy oasis with oversized windows framing breathtaking views of the ocean and pool. The gourmet kitchen, equipped with top-of-the-line Sub-Zero and Wolf Gas appliances, beckons for culinary adventures. The casual island seamlessly connects the kitchen to the dining area, fostering a convivial atmosphere for gatherings.Entertainment takes center stage in the grand room with 9-foot stacked sliders leading to expansive terraces. Here, multiple seating areas, a large flatscreen TV, a fireplace, and an infrared/gas grill set the stage for unforgettable moments.

Located in Islamorada, Florida, United States. Unity & Autonomy 2 sides a Beach Duplex & 70' DOCK Summary:This is for BOTH upstairs sides of the duplex the whole upstairs of the house can be rented through here so that you can Enjoy the keys life in style living in this beautifully furnished 4 Bedroom (2 on each side), 2 Bath (1 on each side) , 2 kitchens (1 on each side), canal front retreat w/room for boats at the private 70' large concrete dock with attached fish cleaning station which is an obvious necessity in the Keys & easy access to the bayside or oceanside. The boats are available to rentThe Space:property is currently receiving a pool installation to be completed by end of September 2020This listing is for BOTH upstairs sides of the duplex. Downstairs is available as an add-on should you need an additional three bedrooms one bathroom Downstairs (link below). Upstairs Each side of this luxury duplex you will have peekaboo views of the ocean and comfortably accommodates with two queen beds and one queen convertible sofa on

Located in Islamorada, Florida, United States. Casa Del Pirata | 3 bed / 2 ba Canal Home in Islamorada Welcome to Casa Del Pirata! Located in the heart of Port Antigua, this canal front home boasts tropical vibes and can accommodate up to 6 guests to experience the “island life style.” Inside you will find an open living space permitting endless entertaining, a fully stocked kitchen with everything you need for home cooked meals, dining area for four, living room with an oversized sectional sofa, smart TV with cable and wifi, laundry room with a full-size washer/dryer, three bedrooms (one king, two queens) and two full bathrooms. Step outside to the large screened-in back porch and sip your morning coffee while watching the boats go by, or grill your catch of the day while the sun sets and lights up the sky in hues of orange, pink and purple. Biscayne Blvd is one of the few streets that backs up against our protected mangroves and provides extra privacy that other canal front homes can’t offer. The spacious downstairs area offers a

Located in Islamorada, Florida, United States. Beautifully Renovated 2 Bedroom Oceanfront Home 132 Atlantic Lane - Looking for your next home away from home You cannot go wrong with this recently renovated two-bedroom two bath canal home in Lower Matecumbe at the 76-mile marker. This home has everything you need for your next get-away in Islamorada. Only one property away from the Atlantic Ocean, you can literally watch the sun rise from the dining room table. Give us a call to book your next Islamorada Vacation. You will not be disappointed. If booking more than a year in advance current prices may not reflect the annual cost of living increase. Many of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us. Please note: before proceeding with your booking, kindly review the following information. This property is managed by a local Islamorada rental company, Freewheeler Vacations. Payments for your vacation rental will be made thru Freewheeler Vacations. You will also see a

Located in Islamorada, Florida, United States. Family Getaway! 3 Tropical View Units, Outdoor Pools, Pet-friendly! Step into our thoughtfully designed and spacious accommodations, featuring modern furnishings and luxurious amenities. Our well-maintained rooms offer comfort and tranquility, providing a peaceful haven to rest and rejuvenate after a day filled with adventure. Each room boasts a cozy ambiance, complete with plush bedding, elegant decor, and all the essentials you need to feel at home. With a private beach just steps away from your doorstep, you can enjoy the soothing sound of waves and the warm kiss of the sun, making your stay truly unforgettable. Whether you're lounging by the pool, exploring the nearby coral reefs, or indulging in fresh seafood at our waterfront restaurant, our property creates an idyllic retreat for an unforgettable escape in the heart of Islamorada's enchanting landscape.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or

Located in Islamorada, Florida, United States. Blue Ocean Estate, 3 bedroom ocean front in Islamorada, rented by Island Villa Mile Marker 81 - OceanfrontWelcome to your exclusive oceanfront oasis in Islamorada, in the Florida Keys! This 3-bedroom, 3-bath rental estate is a haven of luxury, featuring panoramic views of the Atlantic including Alligator Light, a private pool, and access to over 250' of open beach front!Inside, a stylish living area with coastal decor welcomes you, complemented by a fully equipped kitchen. Each bedroom offers comfort and charm, with the master suite providing a king bed and large en-suite bath.  The first guest bedroom features 2 queen beds, and the second features a queen and a full bed with a trundle bed underneath.  Outside, the private pool and sun deck invite relaxation, while the beach is just steps away. Explore the nearby attractions, indulge in water sports, or simply savor the breathtaking sunrises and sunsets. Watch the kids run, swim and play on one of the few beaches in Islamorada.Escape t

Located in Islamorada, Florida, United States. Caribbean style home Islamorada - Oceanfront resort privileges. Indulge in the allure of the Florida Keys with our Caribbean retreat nestled in the heart of Islamorada. Immerse yourself in a 2-bedroom, 2-private bath with Queen beds comfortably accommodating up to 4 guests.Experience the vibrant ambiance of our home through its beautiful Caribbean décor, open ceilings, and exquisite detailing, featuring solid wood doors, stone flooring, and an expansive living and dining area. Elevate your culinary adventures in the amazing chef-appointed kitchen equipped with Wolf appliances and a Subzero refrigerator.Located just across the street from The Caribbean Resort, revel in the luxury of full resort privileges, including access to a beach-entry pool and fishing pier. Dive into the tropical lifestyle with complimentary use of bicycles, kayaks, paddle boards, and fishing rods. Whether you’re indoors or outdoors, the authentic Caribbean atmosphere surrounds you.Your comfort is our priority, wi

Located in Islamorada, Florida, United States. Islamorada Oceanfront Estate, Pool, Beach Cottages-- Sea Ranch -- Florida Keys Island Villa Rental Properties offers this two adorable, private cottages right on the Atlantic Ocean. Located in the heart of Islamorada at mile marker 83.This stunning property is truly a tropical paradise with a private, sandy beach and observing pier.Relax at the beach or cool down in the beachside pool. The front home sits waterfront with two bedrooms and two bathrooms.The garden cottage sits back on the property with two bedrooms and one bathroom. Entertain in the pool room with pool table, wet bar, poker table and more.The ocean front paradise is also a 'Destination/Wedding Location!'Dockage Note: Dockage consists of a skiff dock for shallow boat docking only. Perfect for back country skiff with shallow draft, kayaking, fishing, or  chilling out!Oceanfront Beach CottagesThere is an additional fee for approved pets. Please inquire.**View more of our exclusive properties here in Islamorada Florida Key

Located in Islamorada, Florida, United States. 10 Bedroom Private Ocean Front Estate The Island Palm Estates is a newly constructed estate that includes 2 separate, luxurious homes with all the modern conveniences and casual charm that a premiere island getaway should have. The homes lay out on a large secluded ocean front beach with dense palm fauna surrounding 2 amazing pools and a gym shared by both houses that includes, Weight Bench, Free Weights, Elliptical Machine and Treadmills. Each home has private parking, its own pool, and expansive oceanfront porches for entertaining, relaxing and grilling. Each house can be rented individually for a private getaway or together for a large group. Please note, we don't allow weddings on the property.. There is plenty of space for everyone to spread out and enjoy themselves on this almost 2 acre property. In addition to the two pools you will also enjoy 200' of private beach and viewing dock. Key Features of Island Palm Estate:South House:-3 Bedroom / 2 Bathroom – The first bedroom featur

Located in Islamorada, Florida, United States. Oceanfront Paradise Retreat! Outdoor Pool, Pets Allowed, Near Coral Bay Marina Step into our thoughtfully designed and spacious accommodations, featuring modern furnishings and luxurious amenities. Our well-maintained rooms offer comfort and tranquility, providing a peaceful haven to rest and rejuvenate after a day filled with adventure. Each room boasts a cozy ambiance, complete with plush bedding, elegant decor, and all the essentials you need to feel at home. With a private beach just steps away from your doorstep, you can enjoy the soothing sound of waves and the warm kiss of the sun, making your stay truly unforgettable. Whether you're lounging by the pool, exploring the nearby coral reefs, or indulging in fresh seafood at our waterfront restaurant, our property creates an idyllic retreat for an unforgettable escape in the heart of Islamorada's enchanting landscape.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel, distinguishing it from typical resi

Located in Islamorada, Florida, United States. Open Ocean Views - 2 separate properties -House & Cottage With Dockage & Pool We privately own a total of 5 boutique vacation rentals in Islamorada:VRBO listing #1576833 (5 bedroom)VRBO listing #1054019 (5 bedroom)VRBO listing #1977457 (7 bedroom)VRBO listing #3363008 (6 bedroom)VRBO listing #689629 (5 bedroom)The recently renovated Oceanside House & Cottage is located directly on the ocean with amazing morning sunrises over the ocean. The full moon rise over the water in front of the house is breathtaking! 3 Bedroom - 2 bath House:Gorgeous new kitchen in fully renovated house with 180 degree ocean views. Glass enclosure bathrooms and amazing open balcony as well as screened in balcony overlooking pool and ocean. Stunning!2 Bedroom - 2 bath Cottage: The modern cottage has a beautiful cook's kitchen equipped with brand new appliances. Each bathroom is entirely new with modern fixtures including glass showers. There are 2 bedrooms, each with a private full bathroom. The brand ne

Located in Islamorada, Florida, United States. Island Beach House Oasis Your Memory Maker awaits There is luxury, luxury and unrivaled, and then there is the Bay front Island Beach House Oasis that offers that and more. Situated on just a hair under one acres of manicured Islamorada shore front, this unique property reveals the very best in tropical vacations. The property only recently became available. Sleeping 16, the six bedroom, five bathroom retreat will conjure reveries of leisure taken to new heights.