45,766 results for "Florida Keys waterfront"

Located in Islamorada, Florida, United States. Mini Ray's of Sunshine Mini Ray's of Sunshine - Beautiful New Pool Home located in a gated community in the Heart of Islamorada. This home, designed and owned by a prominent Chicago designer, is located in one of Islamorada's premier gated neighborhoods, close to shopping and Islamorada's finest fishing fleets. Throughout the house you will find beautiful floors, whimsical décor, and open living room/kitchen. Any family would feel totally at home. The back yard is beautifully landscaped giving you a very private feel. The amazing pool and back porch area is completely screened in, so no pesky bugs. What are you waiting for. This one is going to go fast! 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 review the following information. This property is managed b

Located in Islamorada, Florida, United States. Luxurious PH 5BR 3.5BA Gym/ Pool & Jacuzzi/ Sauna Welcome to your luxurious retreat in Islamorada! Experience the epitome of luxury living at our stunning condo located at Mile Marker 75 on the serene Bayside in Islamorada. This stunning 5BR and 3.5BA property is the perfect getaway for you and your group. Featuring a private hot sauna, a wet sauna, and a rooftop area, you'll have plenty of opportunities to relax and unwind. Located in a beautiful area with access to the beach as well as to nearby attractions and activities.The Space:Immerse yourself in luxury and comfort at our expansive 3,500-square-foot penthouse, perfect for a lavish getaway in Islamorada. Unwind in style with ample space to relax and entertain, complete with a private movie theater for cinematic experiences at your fingertips.Master bedroom:Walking closet.Beds: 1 King bed Private bathroom: Shower, toilet, and two sinks. Smart TV. Second bedroom:Closet.Beds: 2 queen bedsPrivate bathroom: Shower with tub, toilet, a

Located in Islamorada, Florida, United States. Your Ultimate Islamorada Hideaway! Full Kitchen, Swimming Pool, Pets Allowed! Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and plenty of space to take in the tranquil ambiance. Each of the guest rooms and suites in our three-bedroom house is decorated in the light, natural colors of Islamorada and furnished with a remarkable range of facilities. They are also infused with the casual elegance of the tropics with our resort amenities. Guests have access to all the amenities they might possibly need right on the premises, including a restaurant, bar, swimming pool, and slips for those visiting with boats. But if you want to venture offsite, we have a shuttle service that can take you around.PLEASE NOTE:- The property requires a damage deposit of USD 100/night/unit on the credit/debit card provided. The deposit is required for EACH UNIT and is refunded IN FULL upon check-out.- Early check-in is subject to availability upo

Located in Islamorada, Florida, United States. Modern Oceanview Paradise at Islamorada Breathtaking 3bedroom 3bathroom oceanfront vacation home is ready to welcome your family for your next getaway. Enjoy sunrises ad private beach views right from your bedroom. This house was built in 2019, and was only used by the owner. It features all new appliances and has everything you might need for an unforgettable vacation. During your stay, our team will be available for you 24/7 so you can relax and unwind while we make sure your getaway experience is perfect.***notwithstanding anything in the rates page minimal rental is 7 days***

Located in Islamorada, Florida, United States. "Our Happy Place" Paradise in Islamorada with Heated Pool and 90 ft Dock Located in the desirable Islamorada which is know as the “Sportfishing Capital of the World” and where you will find the most beautiful crystal clear waters. The house is just minutes from Channel 5 and Channel 2 which give you quick access to the best ocean and backcountry fishing. You are also just minutes away from a beautiful private beach that you can only access by water. Famous Alligator Reef and Tennessee Reef are just 15 minutes away. This is a beautiful boating, fishing, snorkeling, scuba diving or just relaxing paradise.Within walking distance you have Anne’s Beach. Also, within walking distance you have Caloosa Cove Marina and a convenience store which offer fuel, fishing supplies, bait, etc. You also have the famous Safari Lounge which was recently beautifully renovated.The house can accommodate up to 10 people comfortably. Upstairs you have 3 bedrooms and 3 full bathrooms offering a split plan for pr

Located in Islamorada, Florida, United States. Enjoy a Hassle-Free Stay! Free Parking, Onsite Pool, Near Anne's Beach Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive into water sports. Enjoy nearby attractions like Anne's Beach, Theater of the Sea, and the History of Diving Museum.Experience a slice of paradise in this authentic room at our boutique beachfront resort! We offer a private lounge on the beach where you can relish the authentic island life experience. Enjoy a bike tour through the island, an outdoor pool, and a sun terrace with breathtaking views of Alligator Reef Lighthouse. Embark on boating excursions and dine at our delightful American restaurant. Relax, rejuvenate, and explore the serene beauty that awaits.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations.- The property requires a damage deposit of $100/night/unit on the credit/debit card provi

Located in Islamorada, Florida, United States. Charming Beach Front Home in Lower Matecumbe 113 Sunset Drive - Come and stay in this adorable "beachy backyard" home located on the crystal-clear Atlantic Ocean! This home truly has an amazing water frontage. The home has plenty of room for your whole family to relax, having two bedrooms upstairs and two bedrooms downstairs! Near the house is the small Anne's Beach. There are nature trails, boardwalks to a small lunch and BBQ areas, private sandy areas hidden in the mangroves and parking. The home is also near Robbie's Marina (where they feed the Tarpon), Bud n' Mary's Marina and Caloosa Cove Marina. You won't have a problem finding a marina for boat rentals or a fishing guide (Deep Sea or Backcountry). Everything is close! You are only minutes away from "Downtown Islamorada" where Worldwide Sportsman and the Islamorada Fish Company are located yet you are in a quiet area of town. Islamorada Vacation Rental License Number- 24-0387 Per Islamorada's vacation rental ordinances for weekl

Located in Islamorada, Florida, United States. Opulent waterfront estate with dock, pool, hot tub & rooftop view - dog-friendly Waterfront WonderOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim right up to the edge of luxury at this ultra-private waterfront mansion. Located on one of the most prestigious streets in the Villages of Islamorada, this family-friendly property sits on a sizeable deep-water lagoon with protected boat dockage. Enjoy immaculate indoor/outdoor entertaining space, including wraparound screened balconies with alfresco dining, a heated pool, hot tub, and a fantastic rooftop -- all offering breathtaking vistas.The opulent interior boasts keystone walls, marble flooring, soaring ceilings, and two full kitchens. The chef’s kitchen adds to the grandeur and is fitted with custom cabinets, granite countertops, and stainless appliances like a Sub-Zero fridge and a six-burner gas stove. Sprawl out between three beautifully appo

Located in Islamorada, Florida, United States. Your Key to Unforgettable Island Moments! 2 Relaxing Units with Balcony! Our furnished rooms, which draw inspiration from Islamorada's lush tropical surroundings, offer luxurious bedding and plenty of space to take in the tranquil ambiance. Each of the guest rooms and suites in our three-bedroom house is decorated in the light, natural colors of Islamorada and furnished with a remarkable range of facilities. They are also infused with the casual elegance of the tropics with our resort amenities. Guests have access to all the amenities they might possibly need right on the premises, including a restaurant, bar, swimming pool, and slips for those visiting with boats. But if you want to venture offsite, we have a shuttle service that can take you around.PLEASE NOTE:- These are TWO separate rooms. Rooms are individually unique and may not be adjoining or adjacent, allocated based on availability upon arrival. The price is for all rooms.- The property requires a damage deposit of USD 100/ni

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. 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. 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. 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. 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. 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. 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.