37,298 results for "Florida Keys waterfront"

Located in Islamorada, Florida, United States. Spacious Caribbean-Style Home w/ Kitchen, WiFi, Grill, & Outdoor Veranda Resort guests stay in warm and inviting Caribbean-style homes. Rich mahoganies, teaks and Tommy Bahama furnishings all provide a unique experience.Many of the homes are named after one of the specimen palm trees on the property. Each home enjoys privacy among native gardens.Guests enjoy the beautiful Caribbean décor and high, open ceilings. Solid wood Anderson doors and windows, chiseled stone or tile flooring, open living and dining area all add to your tropical experience. Wrap-around outdoor verandas and comfortable lounging chairs create a seamless transition to outdoor living where you are just steps away from our one-of-a-kind tropical garden beach-entry pool.This home includes a full washer-dryer, Weber BBQ gas grill, wireless Internet, and cable TV.About The Caribbean ResortOur Caribbean homes are named in honor of Hemingway, the beautiful Canary Island Jamaican Malayan Princess and Royal Palm trees that

Located in Islamorada, Florida, United States. Lush Garden Estate in Islamorada FL, W/ Pool, Dockage, Ocean Front & great views Island Villa Rental Properties offers this 3 bedroom home with a one bedroom guest house, rents all as one. Located on the Ocean side with lovely pool and dock.Located near Morada way in the ‘Heart of Islamorada.’ Quietly located on the old road, walk or ride bikes to breakfast, lunch, dinner and festivals! A favorite for full moon partygoers or restauranteurs.Dockage is fantastic for sunrises and views. Keep an eye out for beautiful wild life or do some light flats fishing straight from the dock. Keep an eye out, and you’ll see something fantastic every trip!Well kept gardens show off the lush beauty of Islamorada. Or sit on the ocean front bar and eat dinner. There is a reason people love this estate…Pool conveniently located on the ocean front pool deck so you can have both-- see the photos, truly relaxing. Sorry, no pets.Rates: Holidays, Spring Break, and Mini Season are priced at $8,000 Weekly

Located in Islamorada, Florida, United States. Beach Oasis: Pool, FREE Parking, Water Activities Onsite! Close to Founders Park 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 t

Located in Islamorada, Florida, United States. Cute & Cozy 3 Bedroom Canalfront Pool Home 137 Cortez Drive - The dream home away from home. The upstairs main floor offers two large bedrooms with cozy king beds, two full baths, a beautifully decorated open concept living and dining room, updated kitchen and great outdoor living area. Pool and canal views from not only the expansive screened-in balcony, but also from the cute and comfy sundeck. The downstairs guest quarters offer a simple and separate kitchen, dining and living room, large bedroom with two double beds and bathroom. With a large pool, outdoor seating areas, lounge chairs, grill, dockage and luscious landscaping, this property has the ultimate backyard experience for a perfect vacation.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 you. Please note: before proceeding with your booking, kindly revie

Located in Islamorada, Florida, United States. Short Distance From The Well Known Sites! Pool, Free Parking, Pets Allowed 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 p

Located in Islamorada, Florida, United States. Seaside Serenity: 3 Spacious Villas Steps to Whale Harbor Marina. FREE Parking! 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. Poolside Maison Matecumbe #302 - Great 3 Bedroom Condo Poolside Maison Matecumbe #302 - Islamorada oceanfront complex...Maison Matecumbe. The unit has one level living with three bedroom and two bath. Fully equipped kitchen with counter bar area and full dining room. The living room offers sliding doors that open into your own private screen porch, just steps away from the pool. This popular destination offers a large resort style swimming pool and hot tub with a gorgeous ocean view. Enjoy grilling your dinner under the tiki hut and relaxing at the beach without even leaving the residence. Maison also, offers covered parking and elevator. Conveniently located in the heart of the Islamorada Village close to shops, restaurants, cafes and boutiques. 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. VACATION RENTAL LICENS

Located in Islamorada, Florida, United States. Beachside Bliss in Islamorada! Swimming Pool, Full Kitchen, 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 upon ar

Located in Islamorada, Florida, United States. Accessible Ocean View Suite, Luxe Resort Amenities at The Islands of Islamorada Experience Coastal Luxury at The Islands of Islamorada ResortWelcome to Your Perfect Oceanview Suite!Immerse yourself in coastal elegance and tropical splendor at The Islands of Islamorada. Our luxurious one-bedroom oceanview suites are designed for discerning travelers seeking both relaxation and adventure.Suite Highlights:- King Bed: Unwind in a plush king-size bed with spectacular ocean views.- Spacious Living Area: Relax and entertain in style with ample living space.- Outdoor Lounge Area: Soak in breathtaking ocean vistas and serene sunsets from your private outdoor space.- Convenient Amenities: Enjoy dedicated outdoor parking, a mini fridge, microwave, and coffee station for added convenience.- Elevator Access- Daily Housekeeping ServiceResort Features:- Beach Access: Step directly onto soft sandy shores for sun and sea.- 24-Hour Fitness Pavilion: Keep up with your workout routine anytime.- Outdoor Fi

Located in Islamorada, Florida, United States. Paradise Retreat Beautiful tranquil private beach is just the beginning of what awaits you in our completely renovated beach house. Port Antigua is one of the best neighborhoods in Islamorada. Not only does it offer a private beach, but also has a private boat ramp right inside the neighborhood. With great fishing access to the bay and open ocean just through channel 5 or channel 2. Lots of amenities and restaurants in the area to list but will provide information at the property. On the second floor there is a Master Bedroom with an on-suite bathroom. Guest/2nd Room is also located on the second floor with a full bathroom right outside the door in the hallway. Full size frontload Washer & Dryer which are also located on the second floor. Kitchen and living room are also located on the second floor. In the third floor you have a second master bedroom with an on-suite bathroom and a walk in closet. Kitchen is fully equipped for all your cooking needs. There is a total of 75 feet of do

Located in Islamorada, Florida, United States. Waterfront Elegance in Islamorada! Beach, Swimming Pool, Pet-friendly! 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. Fish Tail Palm Ocean View 1 Queen Bed, and 1 Pull Out Ocean View 1 Queen Bed, and 1 Pull Out.Resort guests stay in warm and inviting Caribbean-style homes. Rich mahoganies, teaks and Tommy Bahama furnishings all provide a unique experience. Many of the homes are named after one of the specimen palm trees on the property. Each home enjoys privacy among native gardens.Guests enjoy the beautiful Caribbean decor and high, open ceilings. Solid wood Anderson doors and windows, chiseled stone or tile flooring, open living and dining area all add to your tropical experience. Wrap-around outdoor verandas and comfortable lounging chairs create a seamless transition to outdoor living where you are just steps away from our one-of-a-kind tropical garden beach-entry pool.

Located in Islamorada, Florida, United States. Why watch the Sunrise when you have a Mangrove Sunset This stunning pool home is nestled along a private canal with convenient dockage and quick access to the bay! This luxurious getaway is the definition of relaxation and waterfront living, offering an unforgettable vacation experience.As you step into this home, you'll be greeted by a spacious and tastefully decorated living area, designed to create a comfortable and inviting atmosphere. The large windows provide breathtaking views of the peaceful mangrove hammocks across the canal, and allows natural light to illuminate the space and creating a serene ambiance throughout the day. You will find 3 bedrooms and 2 bathrooms upstairs all perfectly furnished to meet everyone in your parties desires. Bring along your friends & family as this home has a private downstairs apartment 1 bedroom, 1 bathroom with a kitchenette. The highlight of this home is undoubtedly the private pool, inviting you to take a refreshing dip or soak up the

Located in Islamorada, Florida, United States. The Sailfish House ~ 4 Bed / 4 Bath Luxury Oceanfront Home in Islamorada! Welcome to the “Sailfish House” at Tarpon Point!Soak up the sun and take in the spectacular views at this opulent 4 bedroom, 4 bath home located in the private community of Tarpon Point. Accommodating up to eight adults, this impressive home makes it easy to both entertain and unwind with its open floor plan and incredible panoramic views of the Atlantic Ocean.On the ground floor you will be greeted by the foyer that will lead you up to the main level featuring a comfortable living area and ultimate chef's kitchen with Wolf and Sub-Zero appliances, sure to please anyone's culinary needs. Leading off the open living space, you’ll love the pool and ocean view from the balcony while enjoying a meal or cocktail al fresco. Also on the main floor is a king bedroom, full bathroom and laundry room.Upstairs, the airy master bedroom, complete with a private balcony, offers unforgettable birds eye view of Indian Key while

Located in Islamorada, Florida, United States. Charming Escape in Islamorada! 2 Modern Units, Swimming Pool, Pets Allowed! 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.- These are TWO separate hotel rooms. Rooms are individually unique and may not be ad

Located in Islamorada, Florida, United States. The Nest Villa & Marina with boat ramp, sun terrace, water views & pet friendly! The "Nest" villa is one of only seven units nestled on a one acre native tropical hammock directly on Florida Bay with stunning water and sunset views. Although a hidden jewel, it is close to everything that beautiful Islamorada has to offer and is located only a 90 minute drive from Miami International Airport (MIA) and 2 hours from Fort Lauderdale (FLL).The villa consists of 2 Bedrooms (1 Master with en-suite bathroom and 1 Murphy Bed annexed to the spacious living room with its own private Bathroom, (sleeps 4+). A Boat launch ramp, sheltered marina (for boats up to 26 ft.) and on-site boat trailer parking are included with the rental. The property is located in the heart of Islamorada, directly on the water and an easy walk to numerous shops, bars and great restaurants. The property is private and secluded, away from traffic and noise, yet is convenient to many of the best restaurants and attractions i

Located in Islamorada, Florida, United States. Make Your Trip More Enjoyable! Onsite Pool, Pets Allowed, Free Parking 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. Peaceful Mornings in Islamorada! Swimming Pool, Beach, Pet-friendly! 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 provide

Located in Islamorada, Florida, United States. Make Your Trip More Enjoyable! 4 Family-friendly Units, Pets Allowed, Pool 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.- These are FOUR separate hotel rooms. Rooms are individually unique and may not be ad

Located in Tierra Verde, Florida, United States. Stylish & Cozy 2bed/2 bath with Water Views - Fully remodeled - Near Fort DeSoto Enjoy and relax in this calm, stylish space with water views of the Bay and a short distance from Fort DeSoto (3 miles - 20 minutes bike ride), St Pete Pier (12 miles - 20 minutes drive), Pass-a-Grille (5.7 miles).Enjoy the tranquility of Tierra Verde with this recently complete remodeled Condo, with all new appliances, furniture and everything you need to have a relaxing "Home Away From Home" experience.The space have a comfortable sectional in the living room, a well-equipped full kitchen, one master suite with a queen bed and a beautiful bathroom with antifog mirrors and walk-in shower. The guest suite sleeps up to 3 people with a full over twin bunk bed, guest bathroom with walk-in shower. We also have a few office desks with chairs, if you need a space to study or work from home.We love bike ride to Fort DeSoto, which is only 3 miles to the entrance, and another 3 miles until the North Beach, our fa

Located in St. Petersburg, Florida, United States. Waterfront Relaxing Condo-heated pool & spa- near Fort Desoto Relax with a stay at Holiday Hideaway! This waterfront condo features a private balcony nestled next to the mangroves and shoreline with breathtaking water views. There is a full kitchen, king bed, a queen memory foam pullout sofa all waiting for you to enjoy. The resort like complex is located in the well desired Tierra Verde and features a waterfront heated pool and hot tub, observation pier, boat dock, and more! Only a short drive from Fort Desoto, Pass-A-Grille, and St. Pete Beach.The space:Your island vacation destination is waiting for you. Here you will be able to start your day admiring the amazing wildlife and scenic water views of Tampa Bay right from your balcony of this top (second) floor end unit. This beautiful 1 bedroom 1 bathroom condo will be the perfect home away from home. Equipped with a full kitchen stocked with plenty of dishes, cookware, and utensils. Take your homemade meal right over to the separate

Located in Tierra Verde, Florida, United States. Beautiful Gem 5 min from Ft. De Soto Beach! Beautiful updated second floor condo with a private entrance and elevator, located in the quiet island of Tierra Verde off St. Pete Beach. Relax on our lanai with a view to the marina. Watch exotic tropical birds, dolphins frolicking & manatees right from the deck. Gateway to world renown Fort De Soto Beach and 1 mile to St. Pete Beach. The community offers tennis court, pool, and fishing dock.Tierra Verde condo is surrounded by endless coastal fun. Lather on the sunscreen and enjoy a nice walk around the island community to dip in the pool or play a round of doubles on the tennis courts. When you’re not exploring the various coastal beaches within a short drive, this 2-bedroom, 2-bath vacation rental condo features every necessary home comfort, including a full kitchen, air conditioning, and a balcony with water view!Background check and HOA approval is required for this stay. (You can access www.sentrylink.com which is the least expensive o

Located in Tierra Verde, Florida, United States. Tierra Verde Holiday Island: Second Floor Waterfro Welcome to "Holiday Island" in beautiful Tierra Verde. This waterfront condo features a private balcony nestled next to the mangroves and shoreline with amazing direct water views of Tampa Bay.  Enjoy watching dolphins, pelicans, cranes, and fish from this top-floor end unit. The resort-like complex is quiet, and relaxing, and features a large waterfront heated pool and Jacuzzi, as well as an observation pier with gas barbecue grills and picnic tables. Amenities include two lighted tennisWelcome to "Holiday Island" in beautiful Tierra Verde. This waterfront condo features a private balcony nestled next to the mangroves and shoreline with amazing direct water views of Tampa Bay.  Enjoy watching dolphins, pelicans, cranes, and fish from this top-floor end unit. The resort-like complex is quiet, and relaxing, and features a large waterfront heated pool and Jacuzzi, as well as an observation pier with gas barbecue grills and picnic tables.

Located in St. Petersburg, Florida, United States. The Island Pool House Private, island pool house, perfect for families or guests interested in true indoor-outdoor living. Master has a king bed, guest bedroom 1 has a queen Murphy bed, 2nd guest has a twin over twin bunk bed. Pool, covered outdoor gaming areas and backyard artificial turf. Rooftop terrace. Workout/flex space available downstairs, right off of the pool. Top of the line furnishings. Spa stays at pool temperature.