37,614 results for "Florida Keys waterfront"

Located in Islamorada, Florida, United States. Isla Lychee: Labor Day Special! Little Basin Villas, Waterfront Boutique Resort, Walkable Short Description🏡 Community amenities: heated pool, boat dock, BBQ📍Walk to shops, grocery store, parks, restaurants🛏️ All bedrooms feature ensuite bathroom 🤝 24/7 Guest supportIsla Key Lychee (Villa #6) 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 tha

Located in Islamorada, Florida, United States. Coastal Retreat in the Heart of Islamorada Nestled between the Cheeca Lodge and Caribbean Resort, our 4-bedroom oceanside home offers a unique beachfront experience for those looking for a luxurious and private getaway. Each spacious bedroom and en suite bathroom is inspired by modern coastal furnishings. Perfect for entertaining family and friends, including a fully equipped kitchen and an outdoor grilling area. Plus, enjoy the privacy of your own pool and patio that extend from the living area.Please note, this property may be booked for minimum of 28 nights. Currently taking weekly reservations starting November 2024. Please inquire to discuss.

Located in Islamorada, Florida, United States. Unique 2 Bedroom Bay Front Home with Roof Top Terrace 75130 Overseas Highway - Great house in Lower Matecumbe (south side of Islamorada) at the 75-mile marker on the bayside. This house has fabulous sunset views in a nice quiet part of town. There is a small beach area in the back with palm trees giving you a little more privacy. View beautiful sunsets from the screened porch that includes tables and chairs. The roof deck allows for you to see both sides of the island! The bedrooms are located on opposite sides of the house with the common areas in between. Amenities include flat screen tv in the living room, cable television, and Wi-Fi. Dockage is not available at this house.Near the house is Anne's Beach. There are nature trails, boardwalks to small lunch and BBQ areas, private sandy areas hidden in the mangroves and parking. VACATION RENTAL LICENSE: 24-0415 Per Islamorada's vacation rental ordinances for weekly rentals 2 people per bedroom are allowed, and 2 additional guests if und

Located in Islamorada, Florida, United States. 3 Lux Ensuites Walk/Boat Island! Summary:Dive into the heart of Islamorada and COUPLES Imagine: THREE MASTER BEDROOMS, so no squabbles over only 1 Master! This 2017 townhome promises restful nights and lively marine filled mornings. From your balcony, salute serenity; Dockside bid sunsets a farewell or mingle with manatees and lobsters. A stroll away: world-class dining, boutiques, bars or a Paddleboard escapade. Welcome to bayside luxury with a splash of fun! Explore the community & nearby libations. Your tranquil Bayside haven awaits

Located in Islamorada, Florida, United States. 3200 square ft. Masterpiece Home Fishing Paradise Waterfront 4 / 3 Islamorada "Monthly rentals only, no split months, thank you."Day 1, of the month , to end of the month.Welcome, to GULFVIEW 150, ISLAMORADA, WHITE MARLIN BEACH"Sports Fishing Capital Of The World" 3200 sq ft. home5 minute walk to White Marlin Beach, from home ! Members only, private key entry, to access beach.Lower Matecumbe, White Marlin Beach, ISLAMORADA, Tri Level 4 Bedroom, 3 Bath home, sleeps 8 to 10You will enjoy the beautiful spacious 800sqf with 16.5 foot vaulted ceiling main room masterfully crafted by gifted carpenters with an open kitchen, new appliances , induction cooktop and *reverse osmosis drinking water filtration , complete with 70" TV internet, cable tv, a pool table, KMP L shape sofa, beautiful Tommy Bahama dining room table that expands to seat 8 - all opening up to 9'x50' back veranda with plenty of seating for your whole group! A wrap around walk way all on the 2nd level, of this beauti

Located in Islamorada, Florida, United States. 1 BR Condo Oceanfront Resort and Marina Experience the inviting comfort of our 1-bedroom, 2-bathroom suite, designed as a serene sanctuary for guests. Relax in the bedroom with two queen beds, an ensuite bathroom, and a private balcony. The living area exudes warmth, featuring a snug queen sofa bed, a functional kitchenette, and an additional balcony. While our property enjoys a prime oceanfront location, not all units guarantee direct ocean views.At Caloosa Cove Resort, enjoy breathtaking vistas, a heated swimming pool, a serene beachfront, a convenient General Store, boat slips, and exciting boat charters. With a variety of activities nearby, it's the perfect destination to unwind and fully immerse yourself in the captivating ambiance of Islamorada. Our onsite marina offers boat slip rentals and charters for adventurous guests. Additionally, a private beach and large, heated pool provide relaxation options.

Located in Islamorada, Florida, United States. Elegant Bay Harbor Condo with 50 Foot Boat Slip, Heated Pool, Hot Tub, and Gym Welcome to paradise! This beautiful three bedroom, two and a half bath end unit condominium sleeps 6 people. Master bedroom has a king bed with direct access to the water front balcony. Second bedroom has a queen bed and the third has two twin beds. Brand new flat screen HD TVs in living room, master and queen guest! Gourmet kitchen has granite countertops, stainless steel appliances and a great selection of cookware and utensils. Open floor plan with wet bar and formal dining room. Enjoy your morning coffee or afternoon cocktail with the gentle ocean breeze on the wonderful screened in water front balcony. This unit is the model for all of Bay Harbour and is professionally decorated and furnished.The condo includes all linens and is equipped with a full washer and dryer. Also included is the use of a 50-foot boat slip in a protected harbor with four-foot control depth. The large screened in balcony looks

Located in Islamorada, Florida, United States. DELUXE ISLAMORADA PENTHOUSE CONDO WITH 50' BOAT SLIP AND 25,000# LIFT This stunning top floor end unit in Bay Harbour with ocean and harbor views also includes a 50' boat slip with Boat Lift! The interior design is spectacular. Coffered ceilings in the living area, top of the line Miele and Thermador appliances, custom kitchen cabinetry, intricate tilework in the baths exceptional views from all common areas and primary bedroom. The Bay Harbour complex amenities include a pool, spa, gym, tennis courts and a clubhouse for friendly gatherings. Covered parking and a ground level storage unit are also included.

Located in Islamorada, Florida, United States. Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Family Compound. This Beautifully renovated Compound / Property Comes With A recently completed Magnificent Landscape Oasis , That Begins With Coral Stones And Fire Bowl Entrance To A Large Golf Putting Green For Everyone In The Family To Enjoy ⛳️, Plenty Of Shaded Areas With Palm Trees 🌴 , A Fire Pit and Hammock area With Confortable Sittings that’s just perfect For Family Gatherings and fishing stories , (including the one that got away) and/or just total relaxation . and Much More . Truly The Perfect Vacation Home For Any Size Family. .Has 3 distinct Sleeping Quarters ,one in the Upper Floor Home ( This Spacious And Accommodating 2nd Floor Suite have its Own Entrance ,King Size Bed , Small Fridge/ Microwave Oven , Nespreso Coffee Maker , Sitting Vanity With Mirror , A 65 In TV And A Large Confortable Scenic And Relaxing Wrap - Around Balcony ). On Ground Floor and With Access from the Swimming Pool Area ,you’ll find Entra

Located in Islamorada, Florida, United States. Beautiful Maison #307 Maison Matecumbe #307 - Maison Matecumbe is an exclusive gated and private boutique complex comprised of 9 units. Centrally located right in the heart of Islamorada within walking and biking distance to many restaurants, cafes, shopping, marinas and Islamorada's Art District. The unit has been totally renovated, brand new kitchen, beautiful bathrooms, decor and bedding. The unit offers an open lower level living room with kitchen and guest bedroom and full bath. Beautiful views of the Atlantic from the screened balcony. The upper level has a king master en suite and third bedroom with two queen beds. Newly renovated swimming pool and hot tub to spend your days lounging along with Maison's beach, outdoor kitchen, tiki hut and spa. VACATION RENTAL LICENSE: 24-0074If 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

Located in Islamorada, Florida, United States. Best Location in Islamorada!! Beach access - Boat trailer parking! Gorgeous and highly appointed luxury Island villa with beach access. You are right in the middle of it all with this perfect location. Walk or bike to some of the best restaurants and shopping Islamorada has to offer.

Located in Islamorada, Florida, United States. Bayside Retreat - Adorable 3 Bedroom Bayfront Duplex with Dockage Bayside Retreat - Completely renovated bayfront duplex home. This bayfront home consists of three bedrooms and three baths in Lower Matecumbe. With charming island decor and the open concept living room, kitchen and dining area, the home is light and airy. The screened balcony directly off the kitchen enables you to enjoy outdoor dining with beautiful bay views. The master en-suite with a king bed and bay views, and the guest room with two twin beds are located on the main level. The loft queen en-suite on the second level with sliding doors leading out to an open balcony offers open Gulf views to the west and ocean views on the east. This home offers both ocean views and bay views from the kitchen and living room. Dockage for smaller boats and skiffs up to 24' with easy bay access and ocean access through Channel 5 Bridge. Enjoy paddle boarding and kayaking right from the bayfront beach area. There are 2 paddle boards f

Located in Islamorada, Florida, United States. Tarpon Bend ocean view with boat lifts 3/2 Waterfront Home in Lower Matecumbe Key in Islamorada, Florida. Featuring a 70' ft private dock with 2 boatlifts (1- 10,000 lbs capacity, 1- 20,000 lb capacity)- both available for rental separately. Home is minutes away from most attractions. This beautiful home accommodates up to eight people and is completely decorated.Master Bedroom has a King-size bed with a flat panel LCD Television. Southern facing window lets in plenty of natural light. Bedroom features a master bath and a walk in closet with ample room for storage.Bathroom #2 has a queen sized bed and a private televisionBathroom #3 has two full size bunk beds and a private television. One full sized bathroom in addition to master bath is conveniently located by bedrooms.The living room has an entertainment center with a flat panel LCD Television. Lovely Kitchen /dining area featuring a table for 8. Upstairs balcony extends width of property and contains a BBQ and seating area. Do

Located in Islamorada, Florida, United States. Sunset Splendor: 2 Units Near Theater of the Sea! Parking, Pool, BBQ Facilities Nestled along the stunning coastline, our newly renovated resort offers a tranquil escape from the everyday hustle and bustle. Step outside your door and be greeted by the breathtaking beauty of our private beach. Feel the soft sand between your toes as you stroll along the shoreline or soak up the sun on a beach lounger. For those seeking adventure, indulge in various water sports activities nearby, such as kayaking or paddle boarding, Our newly renovated resort boasts an array of amenities to enhance your experience. Take a dip in our sparkling outdoor pool, surrounded by lush tropical gardens. Our friendly staff is always ready to provide recommendations and assist you in planning memorable excursions. Experience the epitome of coastal elegance and create timeless memories at our exclusive retreat. PLEASE NOTE:This listing is specifically for a hotel room located within a hotel, distinguishing it from ty

Located in Islamorada, Florida, United States. Oceanside townhome 2/2 with boat ramp and dockage This beautiful newly renovated townhouse is the prefect vacation home for you and your family. The third floor has a master bedroom with king bed and bathroom with a balcony that has ocean views. The second floor has a bedroom with queen bed and bathroom right off of the living room and fully equipped and updated kitchen with a huge island. There is a sleeper sofa in the living room. The balcony on the second floor provides you with a view of the pool, tennis courts, pickle ball, shuffle board, tiki hut with picnic area, charcoal grill, and dock. You have a view of the dock where you can keep your boat up to 25' as stated in boat registration. The dock has fresh water, electric, 2 filet stations. There is a community boat ramp which you have access to at anytime as long as you have provided insurance and registration to the dock master. On the first floor there is a garage where you can store your fishing rods, a freezer to store your

Located in Islamorada, Florida, United States. Stunning 3 Bedroom Condo with Basin & Ocean Views Located in Lower Matecumbe Bay Harbour A-304 – Beautiful three bedroom two and a half bath luxury penthouse condo located at mile marker 74.5 bayside. This condo is nicely decorated, fully appointed, and very spacious for you and your family. The unit has a beautiful, screened lanai off the living room and master bedroom with brand new furnishings to relax and watch the sun rise over Alligator Reef. The complex has a pool, hot tub, gas grills, tennis courts, weight room, dockage, fish cleaning stations, and a community club house. The unit has recently been updated to make your stay even more comfortable and enjoyable. It has Wi-Fi as well as cable. The condo includes all linens and is equipped with a full washer and dryer. The condo overlooks its 50-foot private boat slip in a protected harbor with deep water access. There is immediate bay access and quick ocean access via Channel Two and Channel Five bridges. Fish cleaning stations, s

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